US20130338056A1 - Fragrant gel polymer with solvents - Google Patents
Fragrant gel polymer with solvents Download PDFInfo
- Publication number
- US20130338056A1 US20130338056A1 US13/987,580 US201313987580A US2013338056A1 US 20130338056 A1 US20130338056 A1 US 20130338056A1 US 201313987580 A US201313987580 A US 201313987580A US 2013338056 A1 US2013338056 A1 US 2013338056A1
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- United States
- Prior art keywords
- mixture
- polymer
- fragrance
- gel
- linking agent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
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- 229920000642 polymer Polymers 0.000 title claims abstract description 129
- 239000002904 solvent Substances 0.000 title claims abstract description 38
- 239000003205 fragrance Substances 0.000 claims abstract description 139
- 239000000203 mixture Substances 0.000 claims abstract description 127
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 75
- 238000002156 mixing Methods 0.000 claims abstract description 48
- 238000000034 method Methods 0.000 claims abstract description 40
- 230000008569 process Effects 0.000 claims abstract description 28
- 150000002148 esters Chemical class 0.000 claims abstract description 19
- 239000000080 wetting agent Substances 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims description 26
- 238000004519 manufacturing process Methods 0.000 claims description 24
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 20
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 20
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims description 18
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 16
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 11
- 229940095102 methyl benzoate Drugs 0.000 claims description 10
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 claims description 9
- VONGZNXBKCOUHB-UHFFFAOYSA-N Phenylmethyl butanoate Chemical compound CCCC(=O)OCC1=CC=CC=C1 VONGZNXBKCOUHB-UHFFFAOYSA-N 0.000 claims description 9
- 239000003963 antioxidant agent Substances 0.000 claims description 9
- 229960002903 benzyl benzoate Drugs 0.000 claims description 9
- 235000013399 edible fruits Nutrition 0.000 claims description 9
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 8
- 238000010944 pre-mature reactiony Methods 0.000 claims description 8
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 claims description 7
- RKELNIPLHQEBJO-UHFFFAOYSA-N bis(5-methylhexyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC(C)C RKELNIPLHQEBJO-UHFFFAOYSA-N 0.000 claims description 7
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 7
- 230000003078 antioxidant effect Effects 0.000 claims description 5
- QRLSTWVLSWCGBT-UHFFFAOYSA-N 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol Chemical compound CCCCCCCCSC1=NC(SCCCCCCCC)=NC(NC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=N1 QRLSTWVLSWCGBT-UHFFFAOYSA-N 0.000 claims description 4
- -1 2-tert-butylcyclohexyl Chemical group 0.000 claims description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 24
- 238000009472 formulation Methods 0.000 abstract description 19
- 239000004094 surface-active agent Substances 0.000 abstract description 7
- 230000010354 integration Effects 0.000 abstract description 3
- 239000000499 gel Substances 0.000 description 77
- 239000000047 product Substances 0.000 description 22
- 239000004615 ingredient Substances 0.000 description 10
- 239000012071 phase Substances 0.000 description 10
- 238000009835 boiling Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 6
- 239000004014 plasticizer Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 2
- 239000002386 air freshener Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 2
- 229920001002 functional polymer Polymers 0.000 description 2
- 238000007306 functionalization reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000001069 triethyl citrate Substances 0.000 description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 2
- 235000013769 triethyl citrate Nutrition 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 239000009261 D 400 Substances 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical compound CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000779 depleting effect Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- BOUCRWJEKAGKKG-UHFFFAOYSA-N n-[3-(diethylaminomethyl)-4-hydroxyphenyl]acetamide Chemical compound CCN(CC)CC1=CC(NC(C)=O)=CC=C1O BOUCRWJEKAGKKG-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
- A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
- A61L9/048—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating air treating gels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2309/00—Characterised by the use of homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2311/00—Characterised by the use of homopolymers or copolymers of chloroprene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2313/00—Characterised by the use of rubbers containing carboxyl groups
Definitions
- This fragrant gel polymer system with solvents relates to the manufacture of fragrant gels and more specifically to a process of mixing two fragrance components with two polymers.
- a unique aspect of the system is a reduction in syneresis and in testing requirements for reactivity between components of the system towards becoming a gel.
- a variety of gel products are on the market, used mostly for toys, novelties, gifts, window clings, and decorative ornaments. Consumers are particularly attracted by the gel products due to their features of softness, color, and introduction of a scent or fragrance. These features, desired by consumers, are related to the nature of the gel product, which may contain mineral oil among other things. As mineral oil remains liquid at room temperatures, it may separate from the gel product when the gel product contracts slightly during syneresis. Additionally, the careful selection of the composition of gel products has improved related the dispersion between a scent, or fragrance, and the surface of the gel products for introduction into the atmosphere.
- a fragrant gel product results from the cross-linking between a functionalized polymer and a cross-linking agent both generally liquid in the presence of a single or a multiple part fragrance base.
- the polymer crosslinks in the presence of the fragrance to form a gel which encloses the perfume, or fragrance.
- the gel can form in a recess in a substrate as an air freshener device, as a block, and the like.
- the fragrance acquires a formulation by conventional methods and then a portion of the fragrance mixes with the polymer and the remainder of the fragrance mixes with the cross-linking agent. The two mixtures can then be mixed together to form a mixture that gels.
- the mixture containing the cross-linking agent has a greater volume than the volume of the cross-linking agent alone, and therefore a greater flow rate, more easily controlled.
- the gelling time of the mixture i.e. the time required for a non-flowing gel to form into a shape, tends to rise over time. This longer forming time causes problems into the manufacturing shift, especially at the end of a shift, on an operating machine.
- the gelling time of the mixture increases and exceeds the time that the containers, containing the fragrance elements, occupy the production line, the gel may have partially solidified and may retain some liquid when the containers, or forms, are removed from the production line. This liquid can spill from the forms, or containers, leading to waste of ingredients, disruption of the production line for cleaning, and release of spilled ingredients into the local sewerage system.
- Fragrances usually contain components which react with either, or both, of the functionalized polymer and the cross-linking agent.
- the prior art processes have the functionalized polymer and cross-linking agent each mixing with different parts of the fragrance, before the polymer and the cross-linking agent are mixed.
- the functionalized polymer and cross-linking agents mix with separate fragrance components, not the same fragrance composition.
- the gel product has a final fragrance composition arranged, and different components of the composition are then mixed with the functionalized polymer and with the cross-linking agent.
- the typical classes of ingredients, and particularly common ingredients include volatile compounds such as esters, alcohols, aldehydes and ketones.
- the functionalized polymers and cross-linking agents react with certain fragrance ingredients but not others, not entirely known by the product manufacturer. The reaction rate may be relatively slow and that does not appear early in a manufacturing shift but, after the fragrance ingredients have been mixed with the functionalized polymer and cross-linking agent for some time, a few hours in many cases, some of the fragrance components will have reacted as a pre-reaction.
- these pre-reactions may undesirably affect the fragrance, varying its fragrance over a production run. Furthermore, the pre-reactions consume some of the functionalized polymer and cross-linking agent, thus reducing the concentration of reactive sites of the functionalized polymer and the cross-linking agent later in the production run.
- the pre-reactions have an often increased setting time using prior art methods and processes.
- the functional polymer has one or more functional groups while the cross-linking agent has one or more complimentary functional groups.
- the mixture of these two provides, in the presence of a fragrance base, a reaction product that encloses the fragrance base in a gel product which then emanates the fragrance to the atmosphere to freshen the air.
- Suitable functional groups include carboxylic acid, anhydride or acid chloride groups, amines, and alcohols.
- the functional polymer forms by adding a functional group to any polymer capable of functionalization, or the polymer itself inherently contains functional groups.
- the functional groups can be pendent on the main chain perhaps with intervening spacer groups or in the main chain.
- Preferred polymers for functionalization include polyolefins, particularly those derived from mono-olefins or di-olefins containing, at least one vinyl group.
- the cross-linking agent generally dissolves in the fragrance base.
- Suitable cross-linking agents include dihydroxy polybutadiene, alkoxylated primary amines, alkylpropyldiamines having an ethoxylated or propoxylated fatty aliphatic chain, diethanolamine, diethylenetriamine, polyoxyalkylenediamines and alkoxylated primary fatty amines.
- the cross-linking agent may have one or more diamines or triamines, polyoxyalkylene amines, polyethoxy diamines and triamines, polypropoxy diamines and triamines.
- the fragrance is a mixture of volatile liquid ingredients of natural or synthetic origin. Lists and descriptions of the ingredients for a fragrance appear in perfumery books, for example in S. Arctander, Perfume and Flavour Chemicals, Montclair, N.J., USA, 1969 and the like.
- the art of formulating a fragrance begins with devising a base and at least a note having the desired fragrance, a common task carried out by a fragrance manufacturer.
- the cross-linking agent reacts with some of the fragrance components, while the functionalized polymer does not appreciably react during a typical production shift.
- the prior art separates the components of a fragrance into those components of the fragrance which react, or are likely to react, with the cross-linking agent and those components which do not react, or are unlikely to react.
- Individual fragrance components which do not react with either the functionalized polymer or the cross-linking agent may be mixed with either polymer or cross-linking agent at the discretion of the fragrance manufacturer.
- the first is U.S. Pat. No. 6,846,491 to Richards, which describes a clear polymeric gel of cross-linked polymers.
- the polymers include Lithene®, from Struktol Co. of America, Stow, Ohio, distributor for Synthomer® of the United Kingdom for Phase 1 and Jeffamine®, by Huntsman® Corp. of Salt Lake City, Utah for Phase 2.
- the fragrance begins as fragrant oil formulations of both organic and inorganic aroma chemicals along with other ingredients used to prepare fragrances.
- the fragrant oil formulations are blended with both Lithene® and Jeffamine® generally and with a surfactant such as Steol® by Stepan® Co. of Chicago, Ill.
- the fragrance oils pre-mix readily in Phases 1 and 2 thus making each phase homogeneous and fostering ready combination and mixture of Phases 1 and 2.
- the Richards method entraps the active aroma chemicals and produces a solid gel in less than 45 minutes.
- the Richards method also avoids the heat dependent formulations or those created at room temperature as known in the art.
- the heat dependent formulations run the risk of altering, modifying, or destroying the fragrance oils when the volatile organic compounds within the fragrance oils evaporate or break down.
- the polymers used by Richards have some high reactivity and react early with colorants and pigments during gel manufacturing.
- the polymers tend to lessen the ability of gels to remain color fast and in time, the gels lose their color.
- the polymers also react with aromatic chemicals in fragrance oil formulations thus partially depleting the aromatic chemicals before mixing with other fragrance components.
- the depleted aromatic chemicals lead to imperfect cross linking of Lithene® and Jeffamine® polymers where the fragrance oils later precipitate from the gel, as in syneresis, or the gel becomes unstable, liquefies, and fails.
- Formulating fragrances for the Richards method has challenged manufacturers who have faced limits upon usage of fragrance components when creating various cosmetic products. In a few case, manufacturers have been thwarted in combining certain fragrances with gels.
- the second gel process patent U.S. Pat. No. 7,132,461 to O'Leary et al., applies a method of manufacturing fragrance oils making a fragrant gel in two parts.
- the O'Leary method splits the fragrance oils into two parts, the polymer reactive and the crosslinking agent reactive, such as Lithene® and Jeffamine® respectively.
- each element of a fragrance formulation requires testing for reactivity to various polymers for segregation into polymer and crosslinking agent reactive components.
- the polymer reactive parts are blended with crosslinking agent as Phase 1 while the crosslinking agent reactive parts are blended with polymer as phase 2.
- the two phases are blended and provide more effective cross linking of polymers because the reactive sites of each polymer have not already reacted with the fragrance components known to favor that polymer.
- the fragrance components assemble and make the whole fragrance as desired by the consumer.
- the O'Leary method reduces syneresis and shrinkage of the gel product while improving the stability of the finished gel product.
- the present invention overcomes the limitations of the prior art. That is, in the art of the present invention, a fragrant gel polymer system, combines a fragrance formulation, a cross linking agent, and a polymer in a certain sequence.
- the present invention blends the fragrance formulation with either a polymer or a cross linking agent.
- the cross linking agent or polymer not mixed with the fragrance formulation is then mixed with a solvent, such as a member of the ester class. Then the dissolved cross linking agent or polymer is blended with the fragrance carrying polymer or cross linking agent to form a gel of desired fragrance or consistency.
- the preferred embodiment of the fragrant gel polymer system with solvents is a method where an entire fragrance formulation remains whole and is then blended with a polymer or a crosslinking agent, such as Lithene® and Jeffamine® respectively, but not both.
- the method of the present invention reduces the premature reaction of the polymer and the cross linking agent.
- the non-fragrance carrying polymer, or alternatively crosslinking agent is then liquefied and made homogenous with a solvent.
- the solvents modify viscosity and ease the mixing of the non-fragrance carrying polymer with the fragrance carrying polymer.
- the method also provides surfactants and wetting agents for further integration and mixing of the fragrance oils with either the polymer, such as Lithene® or the crosslinking agent such as Jeffamine®.
- the invention is not limited to Lithene® and Jeffamine® usage.
- the object of the present invention is to provide a fragrant gel polymer system that reduces the formulation and testing requirements of constituent fragrances with polymers.
- Another object of the fragrant gel polymer system is to allow for testing the constituent fragrances with any of the polymers.
- Another object of the fragrant gel polymer system is to strengthen the color fastness and performance of a gel.
- Another object of the fragrant gel polymer system is to produce a gel being nearly transparent.
- Another object of the fragrant gel polymer system is to reduce syneresis, gel instability, and product failure.
- Another object of the fragrant gel polymer system is to reduce research and development efforts and costs commonly associated with two part polymer and two part split fragrance processes and formulations.
- Another object of the present invention is to provide such a gel product that may be easily and efficiently manufactured and marketed at less cost than existing samplers.
- FIG. 1 shows a block diagram of the components and processes of the preferred embodiment of the fragrant gel polymer system practiced in accordance with the principles of the present invention.
- the present art overcomes the prior art limitations by assembling a fragrance formulation from its components then mixing the fragrance with only one of two classes of polymer, dissolving the other class of polymer with a solvent, and then mixing the polymer carrying the fragrance with the dissolved polymer resulting in a gel product with minimal syneresis and a shortened setting time.
- the components of the invention are few in number, the sequence of mixing forms the key to the present invention.
- FIG. 1 a block diagram shows the fragrant gel polymer system from initial components to the resulting product.
- the present invention 1 begins with the components of a fragrance formulation selected by a fragrance house or manufacturer.
- a fragrance may have as many components as determined by the designers and chemists of the fragrance house.
- the present invention then mixes the components to form the fragrance F, generally in a liquid state, as at 4 .
- the fragrance is then mixed with either a polymer, as at A, or a cross linking agent, as at B, with the mixing step shown as at 5 .
- the polymer derives from butadiene, isoprene or chioroprene.
- the polymer, as at A is maleinized polybutadiene of at least 5000 molecular weight.
- the polymer includes maleinized polyisoprene of at least 200,000 molecular weight.
- a preferred polymer is Lithene® by Synthomer®, typically Lithene® N4-9000 10MA, which is a maleinized polybutadiene of a 9000 molecular weight before maleinization.
- a cross-linking agent comes from the amine family of polymers, including polypropoxy diamines, polypropoxy triamines and polyethoxydiamines.
- a preferred cross linking agent, as at B, is Jeffamine® by Huntsman® Corp., such as the Jeffamine® D-400, which is polyetheramine.
- the fragrance is then blended with either a polymer or a cross linking agent.
- the fragrance carrying polymer then proceeds for further manufacturing as at 9 .
- the solvent 7 is benzyl benzoate.
- the solvent includes di-propylene glycol, isopropyl myristate, alcohol, mineral oil, and the like.
- the solvent includes substitutes for benzyl benzoate having similar function, particularly esters.
- esters include di-ethyl phthalate, diisoheptyl phthalate a/k/a Jayflex 77® from ExxonMobil of Houston, Tex., triethyl citrate, 2-tert-butylcyclohexyl acetate a/k/a Argumex a/k/a green acetate from Symrise GmbH of Teterboro, N.J. and Holzminden, Germany, diethyl malonate, ethyl benzoate, benzyl butyrate, and methyl benzoate.
- Di-ethyl phthalate is a plasticizer of low risk to humans with a boiling point of approximately 563° F.
- Diisoheptyl phthalate a/k/a Jayflex 77® from ExxonMobil of Houston, Tex. is another plasticizer with a flash point of 113° C.
- Triethyl citrate serves as a plasticizer that also stabilizes foams and it has a boiling point of 235° C.
- Green acetate, 2-tert-butylcyclohexyl acetate a/k/a Argumex dissolves in alcohol and paraffin oil but not water and it has a boiling point of 221° C. Diethyl malonate also plasticizes perfume formulations while it has a boiling point of 199° C.
- Ethyl benzoate a plasticizer
- Ethyl benzoate has its boiling point of approximately 211° C.
- Benzyl butyrate does not dissolve in water but does dissolve in alcohol and select oils for use as a plasticizer and while it have a boiling point of approximately 238° C.
- methyl benzoate also does not dissolve in water but blends with organic solvents as a plasticizer to provide a fruit like smell to perfumes.
- Methyl benzoate has its boiling point of approximately 199° C. The solvents solely modify the viscosity of the non-fragrance carrying polymer and prepare it for mixing with the fragrance carrying polymer, 5 , to form a gel.
- either the polymer or the cross linking agent undergo further preparation for mixing with surfactants and wetting agents W, as at 11 .
- the surfactants and wetting agents provide for integration of the polymer and the cross linking agent with less energy and time required and for complete mixing of the fragrance within the polymer and the cross linking agent once combined together.
- the preferred surfactant is Steol® from Stepan® Co. also known as ammonium laureth sulfate.
- the surfactants and wetting agents can be introduction either to the fragrance carrying polymer or the non-fragrance carrying polymer.
- the liquid fragrance carrying polymer is blended with the liquid non-fragrance carrying polymer in a mold to a desired shape, often an air freshener or fragrance sample, thus the present invention forms a gel product 1 .
- a process for preparing a fragrant gel comprising the steps of:
- liquid mixture A including a fragrance oil and one of a polymer or a cross linking agent
- polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- cross linking agent is derived from one of amine or polyetheramine
- said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- a process for preparing a fragrant gel comprising the steps of:
- polymer is derived from one of maleinized butadiene, isoprene or chloroprene (5%-50% weight by weight);
- cross linking agent is derived from one of amine or polyetheramine
- said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-soheptyl pthathalate 2-tert-butylcyclohexyl acetae, diethyl molonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate (range from 10%-90% W/W);
- said process reduces premature reaction of said polymer and said cross-linking agent; and wherein said process produces a fragrance carrying gel that remains together as a whole.
- a process for preparing a fragrant gel comprising the steps of:
- liquid mixture A (10% to 90%) including a fragrance oil and one of a polymer or a cross linking agent;
- polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- cross linking agent is derived from one of amine or polyetheramine
- liquid mixture B (90% to 10%) including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
- said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- a process for preparing a fragrant gel comprising the steps of:
- liquid mixture A (10% to 90%) including a fragrance oil and one of a polymer or a cross linking agent;
- polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- cross linking agent is derived from one of amine or polyetheramine
- liquid mixture B (90% to 10%) including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
- said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- antioxidants include at least one of 2, 6-Di-tert-butyl-4(4, 6-bis (octylthio)-1,3,5-triazin-2-ylamino) phenol and 2-hydroxy-4 n octyloxybenzophenone had improved or extended color stability longer than without.
- the forming gel is initially in a homogeneous liquid phase, as crosslink interacted with viscous polymer, the gel undergoes a transition phase which is semi liquid phase, simultaneously, the viscosity of semi liquid phase become viscous, the 10 Pa ⁇ s to 200 Pa ⁇ S.
- the gel transformed from semi liquid to semi solid phase where the gel texture is soft to touch, slightly tacky.
- the formed gel cured into a solid rubbery texture, dry to touch.
- the formed gel cured can be from 1 minute to 1 day.
- antioxidants added to the gel within a range of about 0.5%-2% by weight, in order to improve the coloration of formula.
- 2,6-Di-tert-butyl-4(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol and 2-hydroxy-4 n octyloxybenzophenone had improved or extended color stability longer than without.
- the system is uniquely capable of combining all of the fragrance components with either a polymer or a cross linking agent in liquid form and then mixing the fragrance carrying polymer with the non-fragrance carrying polymer to make a gel product providing a fragrance.
- the system may be manufactured from many materials, including but not limited to, Lithene®, Jeffamine®, polymers, ferrous and non-ferrous metal foils and their alloys, and composites.
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Abstract
The fragrant gel polymer system is a process where a complete fragrance formulation remains whole and is then blended with either a polymer or a cross-linking agent. The non-fragrance carrying polymer is then liquefied and made homogenous with a solvent, including esters. The solvents modify viscosity and ease the mixing of the non-fragrance carrying polymer with the fragrance carrying polymer. The method also provides surfactants and wetting agents for further integration and mixing of the fragrance oils with either the polymer or the cross-linking agent during the steps of the process. Mixing of the fragrance carrying polymer and the non-fragrance polymer results in a gel that sets in less time and with less syneresis than existing processes.
Description
- This continuation-in-part patent application claims priority to the non-provisional patent application having Ser. No. 13/135,376, having a filing date of Jul. 1, 2011, which claims priority to the provisional patent application having Ser. No. 61/399,223, having a filing date of Jul. 8, 2010.
- This fragrant gel polymer system with solvents relates to the manufacture of fragrant gels and more specifically to a process of mixing two fragrance components with two polymers. A unique aspect of the system is a reduction in syneresis and in testing requirements for reactivity between components of the system towards becoming a gel.
- A variety of gel products are on the market, used mostly for toys, novelties, gifts, window clings, and decorative ornaments. Consumers are particularly attracted by the gel products due to their features of softness, color, and introduction of a scent or fragrance. These features, desired by consumers, are related to the nature of the gel product, which may contain mineral oil among other things. As mineral oil remains liquid at room temperatures, it may separate from the gel product when the gel product contracts slightly during syneresis. Additionally, the careful selection of the composition of gel products has improved related the dispersion between a scent, or fragrance, and the surface of the gel products for introduction into the atmosphere.
- A fragrant gel product results from the cross-linking between a functionalized polymer and a cross-linking agent both generally liquid in the presence of a single or a multiple part fragrance base. The polymer crosslinks in the presence of the fragrance to form a gel which encloses the perfume, or fragrance. The gel can form in a recess in a substrate as an air freshener device, as a block, and the like.
- While mixing the fragrance, polymer, and cross-linking agent, forms a practical homogeneous mixture, such a mixture poorly controls the flow of the cross-linking agent in a small volume. For a better gel product, equalizing the flow rates of the different premixes into the final mixing step has had more positive results. Accordingly, the fragrance acquires a formulation by conventional methods and then a portion of the fragrance mixes with the polymer and the remainder of the fragrance mixes with the cross-linking agent. The two mixtures can then be mixed together to form a mixture that gels. As the fragrance remains separated within the two mixtures, the mixture containing the cross-linking agent has a greater volume than the volume of the cross-linking agent alone, and therefore a greater flow rate, more easily controlled.
- Though this mixture method works well when the production line starts, the gel produced by the mixture method worsens after the production line has run for a time. The gelling time of the mixture, i.e. the time required for a non-flowing gel to form into a shape, tends to rise over time. This longer forming time causes problems into the manufacturing shift, especially at the end of a shift, on an operating machine. For example, if the gelling time of the mixture increases and exceeds the time that the containers, containing the fragrance elements, occupy the production line, the gel may have partially solidified and may retain some liquid when the containers, or forms, are removed from the production line. This liquid can spill from the forms, or containers, leading to waste of ingredients, disruption of the production line for cleaning, and release of spilled ingredients into the local sewerage system.
- Fragrances usually contain components which react with either, or both, of the functionalized polymer and the cross-linking agent. The prior art processes have the functionalized polymer and cross-linking agent each mixing with different parts of the fragrance, before the polymer and the cross-linking agent are mixed. Thus the functionalized polymer and cross-linking agents mix with separate fragrance components, not the same fragrance composition. Instead, the gel product has a final fragrance composition arranged, and different components of the composition are then mixed with the functionalized polymer and with the cross-linking agent. By separating the fragrance components, the issue of incomplete gel formation decreases to a practical extent or even completely ceases.
- While the precise ingredients of any particular fragrance often remain trade secrets kept by the fragrance oil purveyor and remain unknown to the manufacturer of a fragrant product, the typical classes of ingredients, and particularly common ingredients, include volatile compounds such as esters, alcohols, aldehydes and ketones. As before, the functionalized polymers and cross-linking agents react with certain fragrance ingredients but not others, not entirely known by the product manufacturer. The reaction rate may be relatively slow and that does not appear early in a manufacturing shift but, after the fragrance ingredients have been mixed with the functionalized polymer and cross-linking agent for some time, a few hours in many cases, some of the fragrance components will have reacted as a pre-reaction. Alas, these pre-reactions may undesirably affect the fragrance, varying its fragrance over a production run. Furthermore, the pre-reactions consume some of the functionalized polymer and cross-linking agent, thus reducing the concentration of reactive sites of the functionalized polymer and the cross-linking agent later in the production run. The pre-reactions have an often increased setting time using prior art methods and processes.
- The functional polymer has one or more functional groups while the cross-linking agent has one or more complimentary functional groups. The mixture of these two provides, in the presence of a fragrance base, a reaction product that encloses the fragrance base in a gel product which then emanates the fragrance to the atmosphere to freshen the air. Suitable functional groups include carboxylic acid, anhydride or acid chloride groups, amines, and alcohols. The functional polymer forms by adding a functional group to any polymer capable of functionalization, or the polymer itself inherently contains functional groups. The functional groups can be pendent on the main chain perhaps with intervening spacer groups or in the main chain. Preferred polymers for functionalization include polyolefins, particularly those derived from mono-olefins or di-olefins containing, at least one vinyl group.
- The cross-linking agent generally dissolves in the fragrance base. Suitable cross-linking agents include dihydroxy polybutadiene, alkoxylated primary amines, alkylpropyldiamines having an ethoxylated or propoxylated fatty aliphatic chain, diethanolamine, diethylenetriamine, polyoxyalkylenediamines and alkoxylated primary fatty amines. The cross-linking agent may have one or more diamines or triamines, polyoxyalkylene amines, polyethoxy diamines and triamines, polypropoxy diamines and triamines.
- Within the prior art, the fragrance is a mixture of volatile liquid ingredients of natural or synthetic origin. Lists and descriptions of the ingredients for a fragrance appear in perfumery books, for example in S. Arctander, Perfume and Flavour Chemicals, Montclair, N.J., USA, 1969 and the like. The art of formulating a fragrance begins with devising a base and at least a note having the desired fragrance, a common task carried out by a fragrance manufacturer.
- Generally, the cross-linking agent reacts with some of the fragrance components, while the functionalized polymer does not appreciably react during a typical production shift. The prior art separates the components of a fragrance into those components of the fragrance which react, or are likely to react, with the cross-linking agent and those components which do not react, or are unlikely to react. Individual fragrance components which do not react with either the functionalized polymer or the cross-linking agent may be mixed with either polymer or cross-linking agent at the discretion of the fragrance manufacturer.
- Two main gel process patents guide the formulation and manufacture of gels. The first is U.S. Pat. No. 6,846,491 to Richards, which describes a clear polymeric gel of cross-linked polymers. For instance, the polymers include Lithene®, from Struktol Co. of America, Stow, Ohio, distributor for Synthomer® of the United Kingdom for
Phase 1 and Jeffamine®, by Huntsman® Corp. of Salt Lake City, Utah for Phase 2. The fragrance begins as fragrant oil formulations of both organic and inorganic aroma chemicals along with other ingredients used to prepare fragrances. The fragrant oil formulations are blended with both Lithene® and Jeffamine® generally and with a surfactant such as Steol® by Stepan® Co. of Chicago, Ill. The fragrance oils pre-mix readily inPhases 1 and 2 thus making each phase homogeneous and fostering ready combination and mixture ofPhases 1 and 2. The Richards method entraps the active aroma chemicals and produces a solid gel in less than 45 minutes. The Richards method also avoids the heat dependent formulations or those created at room temperature as known in the art. The heat dependent formulations run the risk of altering, modifying, or destroying the fragrance oils when the volatile organic compounds within the fragrance oils evaporate or break down. - Additionally, the polymers used by Richards have some high reactivity and react early with colorants and pigments during gel manufacturing. The polymers tend to lessen the ability of gels to remain color fast and in time, the gels lose their color. The polymers also react with aromatic chemicals in fragrance oil formulations thus partially depleting the aromatic chemicals before mixing with other fragrance components. The depleted aromatic chemicals lead to imperfect cross linking of Lithene® and Jeffamine® polymers where the fragrance oils later precipitate from the gel, as in syneresis, or the gel becomes unstable, liquefies, and fails. Formulating fragrances for the Richards method has challenged manufacturers who have faced limits upon usage of fragrance components when creating various cosmetic products. In a few case, manufacturers have been thwarted in combining certain fragrances with gels.
- The second gel process patent, U.S. Pat. No. 7,132,461 to O'Leary et al., applies a method of manufacturing fragrance oils making a fragrant gel in two parts. The O'Leary method splits the fragrance oils into two parts, the polymer reactive and the crosslinking agent reactive, such as Lithene® and Jeffamine® respectively. In splitting the oils, each element of a fragrance formulation requires testing for reactivity to various polymers for segregation into polymer and crosslinking agent reactive components. Generally, the polymer reactive parts are blended with crosslinking agent as
Phase 1 while the crosslinking agent reactive parts are blended with polymer as phase 2. To form the complete fragrance, the two phases are blended and provide more effective cross linking of polymers because the reactive sites of each polymer have not already reacted with the fragrance components known to favor that polymer. In blending the two phases, the fragrance components assemble and make the whole fragrance as desired by the consumer. The O'Leary method reduces syneresis and shrinkage of the gel product while improving the stability of the finished gel product. The present invention overcomes the limitations of the prior art. That is, in the art of the present invention, a fragrant gel polymer system, combines a fragrance formulation, a cross linking agent, and a polymer in a certain sequence. The present invention blends the fragrance formulation with either a polymer or a cross linking agent. The cross linking agent or polymer not mixed with the fragrance formulation is then mixed with a solvent, such as a member of the ester class. Then the dissolved cross linking agent or polymer is blended with the fragrance carrying polymer or cross linking agent to form a gel of desired fragrance or consistency. - The preferred embodiment of the fragrant gel polymer system with solvents is a method where an entire fragrance formulation remains whole and is then blended with a polymer or a crosslinking agent, such as Lithene® and Jeffamine® respectively, but not both. The method of the present invention reduces the premature reaction of the polymer and the cross linking agent. The non-fragrance carrying polymer, or alternatively crosslinking agent, is then liquefied and made homogenous with a solvent. The solvents modify viscosity and ease the mixing of the non-fragrance carrying polymer with the fragrance carrying polymer. Alternatively, the method also provides surfactants and wetting agents for further integration and mixing of the fragrance oils with either the polymer, such as Lithene® or the crosslinking agent such as Jeffamine®. However, the invention is not limited to Lithene® and Jeffamine® usage.
- Numerous objects, features and advantages of the present invention will be readily apparent to those of ordinary skill in the art upon a reading of the following detailed description of the presently preferred, but nonetheless illustrative, embodiment of the present invention when taken in conjunction with the accompanying drawings. Before explaining the current embodiment of the invention in detail, it is to be understood that the invention is not limited in its application to the details of construction and to the arrangements of the components set forth in the following description or illustrated in the drawings. The invention is capable of other embodiments and of being practiced and carried out in various ways. Also, the phraseology and terminology employed herein are for the purpose of description and should not be regarded as limiting.
- Therefore the object of the present invention is to provide a fragrant gel polymer system that reduces the formulation and testing requirements of constituent fragrances with polymers.
- Another object of the fragrant gel polymer system is to allow for testing the constituent fragrances with any of the polymers.
- Another object of the fragrant gel polymer system is to strengthen the color fastness and performance of a gel.
- Another object of the fragrant gel polymer system is to produce a gel being nearly transparent.
- Another object of the fragrant gel polymer system is to reduce syneresis, gel instability, and product failure.
- Another object of the fragrant gel polymer system is to reduce research and development efforts and costs commonly associated with two part polymer and two part split fragrance processes and formulations.
- Another object of the present invention is to provide such a gel product that may be easily and efficiently manufactured and marketed at less cost than existing samplers.
- These together with other objects of the invention, along with the various features of novelty that characterize the invention, are pointed out with particularity in the claims annexed to and forming a part of this disclosure. For a better understanding of the invention, its operating advantages and the specific objects attained by its uses, reference should be had to the accompanying drawings and descriptive matter in which there is illustrated a preferred embodiment of the invention.
- In referring to the drawings,
-
FIG. 1 shows a block diagram of the components and processes of the preferred embodiment of the fragrant gel polymer system practiced in accordance with the principles of the present invention. - The same reference numerals refer to the same parts throughout the various figures.
- The present art overcomes the prior art limitations by assembling a fragrance formulation from its components then mixing the fragrance with only one of two classes of polymer, dissolving the other class of polymer with a solvent, and then mixing the polymer carrying the fragrance with the dissolved polymer resulting in a gel product with minimal syneresis and a shortened setting time. Though the components of the invention are few in number, the sequence of mixing forms the key to the present invention. Turning to
FIG. 1 , a block diagram shows the fragrant gel polymer system from initial components to the resulting product. - The
present invention 1 begins with the components of a fragrance formulation selected by a fragrance house or manufacturer. A fragrance may have as many components as determined by the designers and chemists of the fragrance house. The present invention then mixes the components to form the fragrance F, generally in a liquid state, as at 4. - The fragrance is then mixed with either a polymer, as at A, or a cross linking agent, as at B, with the mixing step shown as at 5. The polymer derives from butadiene, isoprene or chioroprene. Preferably the polymer, as at A, is maleinized polybutadiene of at least 5000 molecular weight. Alternatively, the polymer includes maleinized polyisoprene of at least 200,000 molecular weight. These polymers are readily available from commercial chemical sources. A preferred polymer is Lithene® by Synthomer®, typically Lithene® N4-9000 10MA, which is a maleinized polybutadiene of a 9000 molecular weight before maleinization. The other component, a cross-linking agent comes from the amine family of polymers, including polypropoxy diamines, polypropoxy triamines and polyethoxydiamines. A preferred cross linking agent, as at B, is Jeffamine® by Huntsman® Corp., such as the Jeffamine® D-400, which is polyetheramine. In a liquid state, the fragrance is then blended with either a polymer or a cross linking agent. The fragrance carrying polymer then proceeds for further manufacturing as at 9.
- Segregated from the fragrance carrying polymer, the polymer or cross linking agent not used in the preceding mixing step, as at 6, is next blended as at 8 with a solvent 7. Blended with the solvent, the non-fragrance carrying polymer becomes a homogeneous liquid. Preferably the solvent is benzyl benzoate. Alternatively, the solvent includes di-propylene glycol, isopropyl myristate, alcohol, mineral oil, and the like. Alternatively, the solvent includes substitutes for benzyl benzoate having similar function, particularly esters. Such esters include di-ethyl phthalate, diisoheptyl phthalate a/k/a Jayflex 77® from ExxonMobil of Houston, Tex., triethyl citrate, 2-tert-butylcyclohexyl acetate a/k/a Argumex a/k/a green acetate from Symrise GmbH of Teterboro, N.J. and Holzminden, Germany, diethyl malonate, ethyl benzoate, benzyl butyrate, and methyl benzoate. Di-ethyl phthalate is a plasticizer of low risk to humans with a boiling point of approximately 563° F. Diisoheptyl phthalate a/k/a Jayflex 77® from ExxonMobil of Houston, Tex. is another plasticizer with a flash point of 113° C. Triethyl citrate serves as a plasticizer that also stabilizes foams and it has a boiling point of 235° C. Green acetate, 2-tert-butylcyclohexyl acetate a/k/a Argumex dissolves in alcohol and paraffin oil but not water and it has a boiling point of 221° C. Diethyl malonate also plasticizes perfume formulations while it has a boiling point of 199° C. Ethyl benzoate, a plasticizer, is nearly insoluble in water but blends with others solvents to provide a component for fruit like perfume. Ethyl benzoate has its boiling point of approximately 211° C. Benzyl butyrate does not dissolve in water but does dissolve in alcohol and select oils for use as a plasticizer and while it have a boiling point of approximately 238° C. And, methyl benzoate also does not dissolve in water but blends with organic solvents as a plasticizer to provide a fruit like smell to perfumes. Methyl benzoate has its boiling point of approximately 199° C. The solvents solely modify the viscosity of the non-fragrance carrying polymer and prepare it for mixing with the fragrance carrying polymer, 5, to form a gel.
- Alternatively, either the polymer or the cross linking agent undergo further preparation for mixing with surfactants and wetting agents W, as at 11. The surfactants and wetting agents provide for integration of the polymer and the cross linking agent with less energy and time required and for complete mixing of the fragrance within the polymer and the cross linking agent once combined together. The preferred surfactant is Steol® from Stepan® Co. also known as ammonium laureth sulfate. The surfactants and wetting agents can be introduction either to the fragrance carrying polymer or the non-fragrance carrying polymer.
- With the fragrance carrying polymer prepared as at 9 and the non-carrying fragrance polymer ready as at 10, the liquid fragrance carrying polymer is blended with the liquid non-fragrance carrying polymer in a mold to a desired shape, often an air freshener or fragrance sample, thus the present invention forms a
gel product 1. - Examples of the various formulations for the Fragrant Gel Polymer with Solvents for this application may be defined as follows:
- A process for preparing a fragrant gel comprising the steps of:
- blending a liquid mixture A including a fragrance oil and one of a polymer or a cross linking agent;
- wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- wherein said cross linking agent is derived from one of amine or polyetheramine;
- blending a liquid mixture B including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
- wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- adding a wetting agent to either mixture A or mixture B;
- blending said mixture A with mixture B; and,
- forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
- wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
- wherein said process produces a fragrance carrying gel that remains together as a whole.
- A process for preparing a fragrant gel comprising the steps of:
- blending a liquid mixture A including a fragrance oil and one of a polymer or a cross linking agent (at least 5% and at most 95% by weight);
- wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene (5%-50% weight by weight);
- wherein said cross linking agent is derived from one of amine or polyetheramine;
- blending a liquid mixture B including the polymer or the cross linking agent omitted from mixture A and a solvent (10%-90% W/W), said mixture B being homogeneous and without any of said fragrance oil;
- wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-soheptyl pthathalate 2-tert-butylcyclohexyl acetae, diethyl molonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate (range from 10%-90% W/W);
- adding a wetting agent to either mixture A or mixture B;
- blending said mixture A with mixture B; and,
- forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
- wherein said process reduces premature reaction of said polymer and said cross-linking agent; and wherein said process produces a fragrance carrying gel that remains together as a whole.
- A process for preparing a fragrant gel comprising the steps of:
- blending a liquid mixture A (10% to 90%) including a fragrance oil and one of a polymer or a cross linking agent;
- wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- wherein said cross linking agent is derived from one of amine or polyetheramine;
- blending a liquid mixture B (90% to 10%) including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
- wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- adding a wetting agent to either mixture A or mixture B;
- blending said mixture A with mixture B; and,
- forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
- wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
- wherein said process produces a fragrance carrying gel that remains together as a whole.
- A process for preparing a fragrant gel comprising the steps of:
- blending a liquid mixture A (10% to 90%) including a fragrance oil and one of a polymer or a cross linking agent;
- wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
- wherein said cross linking agent is derived from one of amine or polyetheramine;
- blending a liquid mixture B (90% to 10%) including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
- wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
- adding a wetting agent to either mixture A or mixture B;
- blending said mixture A with mixture B; and,
- forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
- wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
- wherein said process produces a fragrance carrying gel that remains together as a whole.
- The process of claim 3 and including an antioxidant to the said gel, said antioxidant being included at 0.5-2% by weight of the combined mixtures.
- The process for preparing a fragrant gel of
claim 4 wherein said antioxidants include at least one of 2, 6-Di-tert-butyl-4(4, 6-bis (octylthio)-1,3,5-triazin-2-ylamino) phenol and 2-hydroxy-4 n octyloxybenzophenone had improved or extended color stability longer than without. - The forming gel is initially in a homogeneous liquid phase, as crosslink interacted with viscous polymer, the gel undergoes a transition phase which is semi liquid phase, simultaneously, the viscosity of semi liquid phase become viscous, the 10 Pa·s to 200 Pa·S. The gel transformed from semi liquid to semi solid phase where the gel texture is soft to touch, slightly tacky. Finally, the formed gel cured into a solid rubbery texture, dry to touch. The formed gel cured can be from 1 minute to 1 day.
- Various types of antioxidants added to the gel within a range of about 0.5%-2% by weight, in order to improve the coloration of formula. We noticed that these two antioxidants 2,6-Di-tert-butyl-4(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol and 2-hydroxy-4 n octyloxybenzophenone had improved or extended color stability longer than without.
- From the aforementioned description, a fragrant gel polymer system has been described. The system is uniquely capable of combining all of the fragrance components with either a polymer or a cross linking agent in liquid form and then mixing the fragrance carrying polymer with the non-fragrance carrying polymer to make a gel product providing a fragrance. The system may be manufactured from many materials, including but not limited to, Lithene®, Jeffamine®, polymers, ferrous and non-ferrous metal foils and their alloys, and composites.
Claims (8)
1. A process for preparing a fragrant gel comprising the steps of:
blending a liquid mixture A including a fragrance oil and one of a polymer or a cross linking agent;
wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
wherein said cross linking agent is derived from one of amine or polyetheramine;
blending a liquid mixture B including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
adding a wetting agent to either mixture A or mixture B;
blending said mixture A with mixture B; and,
forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
wherein said process produces a fragrance carrying gel that remains together as a whole.
2. A process for preparing a fragrant gel comprising the steps of:
blending a liquid mixture A including a fragrance oil and one of a polymer or a cross linking agent (at least 5% and at most 95% by weight);
wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene (5%-50% weight by weight);
wherein said cross linking agent is derived from one of amine or polyetheramine;
blending a liquid mixture B including the polymer or the cross linking agent omitted from mixture A and a solvent (10%-90% W/W), said mixture B being homogeneous;
wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-soheptyl pthathalate 2-tert-butylcyclohexyl acetae, diethyl molonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate (range from 10%-90% W/W);
adding a wetting agent to either mixture A or mixture B, said wetting agent being included between about 1%-50% by weight of said mixture;
blending said mixture A with mixture B; and,
forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
wherein said process produces a fragrance carrying gel that remains together as a whole.
3. A process for preparing a fragrant gel comprising the steps of:
blending a liquid mixture A (10% to 90%) including a fragrance oil and one of a polymer or a cross linking agent;
wherein said polymer is derived from one of maleinized butadiene, isoprene or chloroprene;
wherein said cross linking agent is derived from one of amine or polyetheramine;
blending a liquid mixture B (90% to 10%) including the polymer or the cross linking agent omitted from mixture A and a solvent, said mixture B being homogeneous and without any of said fragrance oil;
wherein said solvent is an ester, said solvent modifying the viscosity of mixture B, and functions as a plastifier to provide a fruit like smell to the fragrance oil of mixture A when combined, said ester including one of di-isoheptyl phthalate, 2-tert-butylcyclohexyl acetate, diethyl malonate, ethyl benzoate, benzyl butyrate, methyl benzoate, and benzyl benzoate;
adding a wetting agent to either mixture A or mixture B;
blending said mixture A with mixture B; and,
forming a gel carrying the fragrance following said blending of mixture A with mixture B with reduced syneresis and shortened setting time;
wherein said process reduces premature reaction of said polymer and said cross-linking agent; and
wherein said process produces a fragrance carrying gel that remains together as a whole.
4. The process of claim 3 and including an antioxidant to the said gel, said antioxidant being included at 0.5-2% by weight of the combined mixtures.
5. The process for preparing a fragrant gel of claim 4 wherein said antioxidants include at least one of 2,6-Di-tert-butyl-4(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol and 2-hydroxy-4 n octyloxybenzophenone had improved or extended color stability longer than without.
6. The process of claim 2 and including adding fragrance oil into said mixture B.
7. The process of claim 2 wherein said wetting agent is an alcohol.
8. The process of claim 4 wherein said antioxidant may be one of 2,6-Di-tert-butyl-4(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol and 2-hydroxy-4 n octyloxybenzophenone.
Priority Applications (2)
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US13/987,580 US20130338056A1 (en) | 2010-07-08 | 2013-08-09 | Fragrant gel polymer with solvents |
US14/756,978 US9850449B2 (en) | 2010-07-08 | 2015-11-04 | Fragrant gel polymer with solvents |
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Application Number | Priority Date | Filing Date | Title |
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US39922310P | 2010-07-08 | 2010-07-08 | |
US13/135,376 US20120010121A1 (en) | 2010-07-08 | 2011-07-01 | Fragrant gel polymer with solvents |
US13/987,580 US20130338056A1 (en) | 2010-07-08 | 2013-08-09 | Fragrant gel polymer with solvents |
Related Parent Applications (1)
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US13/135,376 Continuation-In-Part US20120010121A1 (en) | 2010-07-08 | 2011-07-01 | Fragrant gel polymer with solvents |
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US14/756,978 Continuation US9850449B2 (en) | 2010-07-08 | 2015-11-04 | Fragrant gel polymer with solvents |
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US13/987,580 Abandoned US20130338056A1 (en) | 2010-07-08 | 2013-08-09 | Fragrant gel polymer with solvents |
US14/756,978 Active US9850449B2 (en) | 2010-07-08 | 2015-11-04 | Fragrant gel polymer with solvents |
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4728540A (en) * | 1987-01-14 | 1988-03-01 | Gasman Robert C | Process for introducing useful additives into already manufactured and fabricated flexible vinyl products |
US5021066A (en) * | 1986-07-31 | 1991-06-04 | Wella Aktiengesellschaft | Oxidative hair dye composition based on a gel vehicle and a process to dye hair |
US20090149566A1 (en) * | 2007-12-06 | 2009-06-11 | Sven Dobler | Fragrant gel polymer system |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR9506319A (en) | 1994-08-19 | 1997-08-05 | Firmenich & Cie | Perfuming device to scent and sanitize ambient air process to scent deodorize or sanitize ambient air or enclosed spaces process to scent a surfactant material and polished surface active article |
US6086903A (en) | 1996-02-26 | 2000-07-11 | The Proctor & Gamble Company | Personal treatment compositions and/or cosmetic compositions containing enduring perfume |
GB0009577D0 (en) | 2000-04-19 | 2000-06-07 | Reckitt & Colmann Prod Ltd | Improvements in or relating to organic compositions |
US6846491B1 (en) | 2001-08-28 | 2005-01-25 | International Fragrance & Techology | Clear, polymeric gel composition and method for producing the same |
GB2381001B (en) | 2001-10-16 | 2003-11-26 | Reckitt Benckiser | Process for preparing a perfumed gel |
ES2355477T5 (en) | 2005-09-23 | 2019-05-24 | Takasago Perfumery Co Ltd | Core-shell capsules containing an oil or a waxy solid |
US20080015295A1 (en) | 2006-07-11 | 2008-01-17 | Williams Virgil Ag | Polymeric gel composition and method for making |
-
2013
- 2013-08-09 US US13/987,580 patent/US20130338056A1/en not_active Abandoned
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2015
- 2015-11-04 US US14/756,978 patent/US9850449B2/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5021066A (en) * | 1986-07-31 | 1991-06-04 | Wella Aktiengesellschaft | Oxidative hair dye composition based on a gel vehicle and a process to dye hair |
US4728540A (en) * | 1987-01-14 | 1988-03-01 | Gasman Robert C | Process for introducing useful additives into already manufactured and fabricated flexible vinyl products |
US20090149566A1 (en) * | 2007-12-06 | 2009-06-11 | Sven Dobler | Fragrant gel polymer system |
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US9850449B2 (en) | 2017-12-26 |
US20160068782A1 (en) | 2016-03-10 |
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