WO1993001794A1 - Perfume additives for fabric-softening compositions - Google Patents
Perfume additives for fabric-softening compositions Download PDFInfo
- Publication number
- WO1993001794A1 WO1993001794A1 PCT/US1992/005686 US9205686W WO9301794A1 WO 1993001794 A1 WO1993001794 A1 WO 1993001794A1 US 9205686 W US9205686 W US 9205686W WO 9301794 A1 WO9301794 A1 WO 9301794A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- perfume
- softening
- additive according
- softening active
- fabric
- Prior art date
Links
- 239000002304 perfume Substances 0.000 title claims abstract description 63
- 239000000203 mixture Substances 0.000 title claims abstract description 48
- 239000000654 additive Substances 0.000 title claims abstract description 34
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 19
- 239000002245 particle Substances 0.000 claims abstract description 9
- 230000000996 additive effect Effects 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 11
- -1 mono long chain amines Chemical class 0.000 claims description 9
- 239000004615 ingredient Substances 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 6
- 150000002462 imidazolines Chemical class 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 238000005054 agglomeration Methods 0.000 claims description 3
- 230000002776 aggregation Effects 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 150000005690 diesters Chemical class 0.000 claims description 2
- 239000003925 fat Substances 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims description 2
- 229920005615 natural polymer Polymers 0.000 claims description 2
- 229920002401 polyacrylamide Polymers 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 150000003077 polyols Chemical class 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
- 235000000346 sugar Nutrition 0.000 claims description 2
- 150000008163 sugars Chemical class 0.000 claims description 2
- 229920001059 synthetic polymer Polymers 0.000 claims description 2
- 150000005691 triesters Chemical class 0.000 claims description 2
- 239000001993 wax Substances 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- 239000004744 fabric Substances 0.000 abstract description 18
- 125000000217 alkyl group Chemical group 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 239000000126 substance Substances 0.000 description 6
- 239000003760 tallow Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
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- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 244000181025 Rosa gallica Species 0.000 description 1
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
- 239000001940 [(1R,4S,6R)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Substances 0.000 description 1
- 229940022663 acetate Drugs 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 1
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 1
- JKRWZLOCPLZZEI-UHFFFAOYSA-N alpha-Trichloromethylbenzyl acetate Chemical compound CC(=O)OC(C(Cl)(Cl)Cl)C1=CC=CC=C1 JKRWZLOCPLZZEI-UHFFFAOYSA-N 0.000 description 1
- GUUHFMWKWLOQMM-NTCAYCPXSA-N alpha-hexylcinnamaldehyde Chemical compound CCCCCC\C(C=O)=C/C1=CC=CC=C1 GUUHFMWKWLOQMM-NTCAYCPXSA-N 0.000 description 1
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 description 1
- GUUHFMWKWLOQMM-UHFFFAOYSA-N alpha-n-hexylcinnamic aldehyde Natural products CCCCCCC(C=O)=CC1=CC=CC=C1 GUUHFMWKWLOQMM-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- OZQAPQSEYFAMCY-UHFFFAOYSA-N alpha-selinene Natural products C1CC=C(C)C2CC(C(=C)C)CCC21C OZQAPQSEYFAMCY-UHFFFAOYSA-N 0.000 description 1
- 229940088601 alpha-terpineol Drugs 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- IPTLKMXBROVJJF-UHFFFAOYSA-N azanium;methyl sulfate Chemical compound N.COS(O)(=O)=O IPTLKMXBROVJJF-UHFFFAOYSA-N 0.000 description 1
- 229940095076 benzaldehyde Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- DYLPEFGBWGEFBB-UHFFFAOYSA-N beta-Cedren Natural products C1C23C(C)CCC3C(C)(C)C1C(=C)CC2 DYLPEFGBWGEFBB-UHFFFAOYSA-N 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- YOVSPTNQHMDJAG-UHFFFAOYSA-N beta-helmiscapene Natural products C1CCC(=C)C2CC(C(=C)C)CCC21C YOVSPTNQHMDJAG-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 229930006739 camphene Natural products 0.000 description 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 description 1
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 description 1
- 229960005233 cineole Drugs 0.000 description 1
- NPFVOOAXDOBMCE-PLNGDYQASA-N cis-3-Hexenyl acetate Natural products CC\C=C/CCOC(C)=O NPFVOOAXDOBMCE-PLNGDYQASA-N 0.000 description 1
- RRGOKSYVAZDNKR-ARJAWSKDSA-M cis-3-hexenylacetate Chemical compound CC\C=C/CCCC([O-])=O RRGOKSYVAZDNKR-ARJAWSKDSA-M 0.000 description 1
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 description 1
- 229930003633 citronellal Natural products 0.000 description 1
- 235000000983 citronellal Nutrition 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 description 1
- 229930008394 dihydromyrcenol Natural products 0.000 description 1
- 229940095104 dimethyl benzyl carbinyl acetate Drugs 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- IEICDHBPEPUHOB-UHFFFAOYSA-N ent-beta-selinene Natural products C1CCC(=C)C2CC(C(C)C)CCC21C IEICDHBPEPUHOB-UHFFFAOYSA-N 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 229940073505 ethyl vanillin Drugs 0.000 description 1
- 229940093468 ethylene brassylate Drugs 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- ONKNPOPIGWHAQC-UHFFFAOYSA-N galaxolide Chemical compound C1OCC(C)C2=C1C=C1C(C)(C)C(C)C(C)(C)C1=C2 ONKNPOPIGWHAQC-UHFFFAOYSA-N 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 229930007503 menthone Natural products 0.000 description 1
- BFBPISPWJZMWJN-UHFFFAOYSA-N methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate Chemical compound COC(=O)C1=CC=CC=C1N=CCC(C)CCCC(C)(C)O BFBPISPWJZMWJN-UHFFFAOYSA-N 0.000 description 1
- 229940102398 methyl anthranilate Drugs 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 229940067137 musk ketone Drugs 0.000 description 1
- XMWRWTSZNLOZFN-UHFFFAOYSA-N musk xylene Chemical compound CC1=C(N(=O)=O)C(C)=C(N(=O)=O)C(C(C)(C)C)=C1N(=O)=O XMWRWTSZNLOZFN-UHFFFAOYSA-N 0.000 description 1
- DUNCVNHORHNONW-UHFFFAOYSA-N myrcenol Chemical compound CC(C)(O)CCCC(=C)C=C DUNCVNHORHNONW-UHFFFAOYSA-N 0.000 description 1
- 229930008383 myrcenol Natural products 0.000 description 1
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 description 1
- HIGQPQRQIQDZMP-FLIBITNWSA-N neryl acetate Chemical compound CC(C)=CCC\C(C)=C/COC(C)=O HIGQPQRQIQDZMP-FLIBITNWSA-N 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- QJVXKWHHAMZTBY-GCPOEHJPSA-N syringin Chemical compound COC1=CC(\C=C\CO)=CC(OC)=C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 QJVXKWHHAMZTBY-GCPOEHJPSA-N 0.000 description 1
- NPFVOOAXDOBMCE-UHFFFAOYSA-N trans-3-hexenyl acetate Natural products CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0034—Fixed on a solid conventional detergent ingredient
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
- C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
Definitions
- the present invention relates to perfume additives for use in combination with fabric- softening compositions.
- Fabric-softening compositions to be added in the rinse step of a laundry cycle are well known.
- Such a carrier system consists of porous
- silica onto which a mixture, at specific ratios, of perfume and softening active is adsorbed is adsorbed.
- porous spheroidal silica per se as carrier for a wide range of material including perfumes, has been disclosed in EP-A-294 206, not relating to softening of fabrics nor any
- the present invention relates to a perfume additive in granular form for use with fabric- softening compositions, containing :
- the present invention also encompasses the use of said additives as single doses during use of fabric softening compositions, or the preparation of ready- to-use fabric softening compositions out of
- porous silica useful herein is a
- precipitated spheroidal silica having a particle size not exceeding 500 micrometers.
- the silica herein typically has a pore volume in the range 25 to 75%. This silica is further characterized by a BET surface area* superior to 50m 2 /g (DIN 66131) and a high absorption value.
- the absorption can be expressed as Dibutylphtalate (DBP) number, this DBP number should be above
- BET Brunauer, Emmet and Teller
- the ratio of perfume to softening active is from 1:10 to 5:1, preferably 1:5 to 3:1.
- Perfume in the sense of perfume components or compositions of perfume components, can be any odorifirous materials or any materials which act as a malodour counteractent.
- the perfume will most often be liquid at ambient temperatures, but also can be liquified solid such as the various camphoraceous perfumes known in the art.
- the perfume can be relatively simple in composition or can comprise highly sophisticated, compact
- perfumes are those odorous materials that deposit on fabrics during the laundry process and are detectable by people with normal olfactory sensitivity. Many of the perfume ingredients along with their odor character and their physical and chemical properties are given in "Perfume and Flavor chemicals (aroma chemicals)", Stephen
- perfume use includes materials such as aldehydes, ketones, esters and the like. More commonly, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are known for use as perfume, and such materials can be used herein.
- Typical perfumes can comprise e.g. woody/earthy bases containing exotic materials such as sandalwood oil, civet and patchouli oil.
- the perfume also can be of a light floral fragrance e.g.- rose or violet extract. Further the perfume can be formulated to provide desirable fruity odours e.g. lime, limon or orange.
- benzaldehyde benzyl acetate, benzyl alcohol, benzyl formate, iso-bornyl acetate, camphene, cis- citral (neral), citronellal, citronellol,
- dihydrolinalool dihydromyrcenol, dimethyl phenyl carbinol, eucalyptol, geranial, geraniol, geranyl acetate, geranyl nitrile, cis-3-hexenyl acetate, hydroxycitronellal, d-limonene, linalool, linalool oxide, linalyl acetate, linalyl propionate, methyl anthranilate, alpha-methyl ionone, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, laevo-menthyl acetate, menthone, iso-menthone, myrcene, myrcenyl acetate, myrcenol, nerol, neryl acetate, nonyl acetate, phenyl ethyl alcohol, alpha-pinene, beta-pinene
- the softening active for use in the perfume additives herein can be selected from the group of di-long chain quaternary ammonium compounds, di- long chain imidazoline compounds, di-long chain quaternized imidazoline compounds, as well as certain mono long-chain alkyl quaternary ammonium compounds and mono long-chain alkyl amines.
- Di-long chain quaternary ammonium compounds are of the formula :
- R 1 and R 2 are C 1-4 saturated alkyl groups or hydroxyalkyl groups and R 3 and R 4 are acyclic aliphatic C 8-30 , preferably C 12-23 , more preferably C 15-22 hydrocarbon groups which may be intempted by ester linkages, and A is an anion.
- R 1 and R 2 are methyl groups, and R 3 and R 4 are derived from fatty materials such as tallow.
- Preferred compounds of the formula above for use herein include the well known ditallowdimethyl ammonium chloride (DTDMAC), ditallowdimethyl ammonium methyl sulfate, and di(hydrogetated tallow) dimethyl ammonium chloride.
- DTDMAC ditallowdimethyl ammonium chloride
- R3 and R4 are interrupted by ester groups are disclosed in EP-A-239 910; such compounds have the advantage of being more rapidly biodegradable than the above-described compounds; preferred is N,N di(2- tallowyloxy-2-oxo-ethyl)N,N dimethylammonium chloride.
- Di-long chain imidazoline compounds are of the formula
- n is an integer from 2 to 4,
- R 1 and R 2 are, independently, a C 8- C 30 alkyl or alkenyl, preferably C 12 -C 20 alkyl, more preferably C 15 -C 18 alkyl, or mixtures of such alkyl radicals.
- alkyl radicals obtained from coconut oil, "soft” (non-hardened) tallow, and hardened tallow;
- X is - R 4 - T - - wherein T is O or NR 5 , R 5 being H or C 1 -C 4 alkyl, preferably H, and R 4 is a divalent C 1 -C 3 alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8; or X is R 4 .
- imidazoline actives of the formula above are of the following formulae : la lb ⁇ N
- R 1 is a tallow group.
- ditallowimidazolines while compounds of formula lb are ditallowimidazoline esters.
- R and R 1 are, independently, C 11 -C 21 hydrocarbyl groups, preferably tallow
- R 2 is a C 1 -C 4 hydrocarbyl group, preferably methyl
- A is an anion
- m is an integer from 2 to 4, preferably 2 and X is R 4 - T - C -
- T is O or NR 5 , R 5 being H or C 1 -C 4 alkyl, preferably H, and R 4 is a divalent C 1 -C 3 alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8; or X is R 4 .
- T is O and R 4 is (CH 2 ) 2 (quaternized ditallow imidazoline ester).
- R 1 is a C 8-30 acyclic aliphatic ,
- R 2 and R 3 are C 1-4
- R 1 is a C 8-30 alkyl or alkyl group
- m is an integer from 2 to 4, preferably 2 and
- X is R 4 - T - C - O
- T is O or NR 5 , R 5 being H or C 1 -C 4
- alkyl preferably H
- R 4 is a divalent C 1 -C 3
- alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8 ; or X is R 4 .
- R 1 is an acyclic aliphatic C 8-30 ,
- R 2 , R 3 and R 4 are C 1-4 saturated alkyl groups or hydroxyalkyl
- a preferred mono-alkyl ammonium compound for use herein is cetyl trimethylammonium bromide.
- the mono long-chain alkyl amines and mono long-chain alkyl ammonium compounds are preferably used in combination with the di-long chain alkyl ammonium or imidazolines described hereinabove.
- the present additives may contain additional ingredients, which can be pre-mixed with the perfume and softening active before they are adsorbed onto the porous silicate, or added, after the adsorption is completed, to the particles.
- Ingredients which can be pre-mixed with the perfume and softening active are selected from the group of
- Ingredients which can be added to the particles after adsorption is complete include water-soluble coating materials/agglomerating materials and dyes
- Preferred ingredients to be pre-mixed are the esters of C8-20 alcohols, in particular glyceryl monostearate.
- the water-soluble coating/agglomerating materials can be selected from the group of polyvinyl alcohol, polyethylene glycol, sugars, polyacrylamides,
- Dyes are typically used and can be added to the mix before adsorption onto silica, or sprayed on the formed particles as a last step.
- a co-melt of the softening active and the perfume is typically made, possibly including an optional ingredient such as listed above.
- the co-melt is adsorbed on porous silica, keeping the temperature, needed to keep the co-melt liquid, typically at 50oC; Adsorption can be achieved by adding the co-melt in portions to the pre-heated porous silica under agitation, or by spraying it on pre-heated porous silica in a "Nauta" type mixer.
- the resulting free-flowing powder is cooled to a temperature ranging from 3oC to ambient, and sieved on an appropriate sieve (e.g.
- the powder is then agglomerated in an agglomeration unit, such as a Plough Share Lodige, possibly with the addition of a coating/agglomeration material; the agglomerate is cooled and sieved over an appropriate sieve (e.g. Mesh 22).
- an agglomeration unit such as a Plough Share Lodige
- perfume additives herein can either be used as single-dose additives for fabric softening
- compositions during use, or as additives in the preparation of fabric-softening compositions out of concentrates, before use.
- the present additives are used as single-dose additives to unperfumed fabric softening compositions during use; i.e. a dose of additive sufficient for a typical washing machine load is added to unperfumed fabric softening composition, prior to the rinse cycle of the laundry process.
- Such an addition can conveniently be made in the dispenser of automatic washing machines; i.e. before starting the laundry cycle, an amount of fabric softening composition in liquid form is first poured into the dispenser of the washing machine, and the specific dose of perfume additive in granular form is added to said fabric softening composition sitting in the dispenser, and is dispersed therein.
- the resulting mixture is then brought into contact with the fabrics, during the rinse cycle and the perfume is released onto the fabrics.
- perfume additives herein is not limited to liquid fabric softening compositions since their granular form would render them quite suitable for use in combination with fabric-softening
- compositions in particulate form such fabric- softening compositions can be used as is, or diluted with water before use.
- the present additives can conveniently be packaged into single- dose sachets containing the powdered additive, such sachets being made available to the consumer in the form of boxes containing several of them, said sachets containing either the same perfume, or different perfumes so as to allow the consumer to choose the perfume to be left on the laundered fabrics, for each laundry cycle.
- Dye is sprayed onto the above granulates; the formed granulates are used as perfume additives for fabric softening compositions.
Landscapes
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fats And Perfumes (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
Granular perfume additives for rinse-added fabric softening compositions are disclosed, said additives containing a mixture of perfume and softening active in specified ratios, adsorbed onto particles of porous silica.
Description
PERFUME ADDITIVES FOR FABRIC-SOFTENING
COMPOSITIONS
Technical Field
The present invention relates to perfume additives for use in combination with fabric- softening compositions.
Background
Fabric-softening compositions to be added in the rinse step of a laundry cycle are well known.
The overall function of such compositions can be defined as the improvement of fabrics
aesthetics/feel, after a wash cycle; this is why, in addition to softness, perfume delivery on fabrics from such compositions is an especially important aspect, and continuous efforts are made to improve such perfume delivery, so as to make it not only consumer-noticeable, but also long- lasting.
In EP-A-0 397 245 and EP-A-397 246 have been described perfume particles wherein perfume is dispersed within certain water-insoluble polymeric carrier materials, and the resulting particles are used in fabric cleaning or conditioning
compositions. Not all perfume compositions, however, are compatible with said polymeric
carrier materials.
It has now been found a simple and inexpensive carrier system for perfumes, which is fully
compatible with any perfume, and is very
convenient to use.
Such a carrier system consists of porous
silica onto which a mixture, at specific ratios, of perfume and softening active is adsorbed.
The use of porous spheroidal silica per se as carrier for a wide range of material including perfumes, has been disclosed in EP-A-294 206, not relating to softening of fabrics nor any
combination with softening active.
Summary of the Invention
The present invention relates to a perfume additive in granular form for use with fabric- softening compositions, containing :
- from 30% to 80% by weight of a mixture of perfume and softening active, in a ratio of perfume to softening active of 1:10 to 5:1, preferably 1:5 to 3:1
- from 20% to 70% by weight of porous silica on which said mixture of perfume and softening active is adsorbed, the particle size of the porous silica not exceeding 500 micrometers.
The present invention also encompasses the use of said additives as single doses during use of fabric softening compositions, or the preparation of ready- to-use fabric softening compositions out of
concentrates.
Detailed Description of the Invention
The porous silica
The porous silica useful herein is a
precipitated spheroidal silica, having a particle size not exceeding 500 micrometers.
The silica herein typically has a pore volume in the range 25 to 75%. This silica is further characterized by a BET surface area* superior to 50m2/g (DIN 66131) and a high absorption value.
The absorption can be expressed as Dibutylphtalate (DBP) number, this DBP number should be above
100g/100g, preferably above 200g/100g (DIN 53601, ASTM D 2414).
Porous silica corresponding to the above
specifications is available under the trade name SipernatR from Degussa. The additives herein
contain from 20% to 70% of porous silica.
The perfume/softening active mixture
The characterizing feature of the present
invention is that perfume is mixed with a
softening active before being adsorbed onto the porous silica. ----------------
* measured according to the method developed by
Brunauer, Emmet and Teller (BET), J. Amer. Chem.
SOC. 60, 309 (1938).
The ratio of perfume to softening active is from 1:10 to 5:1, preferably 1:5 to 3:1.
Perfume, in the sense of perfume components or compositions of perfume components, can be any odorifirous materials or any materials which act as a malodour counteractent. The perfume will most often be liquid at ambient temperatures, but also can be liquified solid such as the various camphoraceous perfumes known in the art. The perfume can be relatively simple in composition or can comprise highly sophisticated, compact
mixtures of natural or synthetic chemical
components, all chosen to provide any desired odour.
Useful perfumes are those odorous materials that deposit on fabrics during the laundry process and are detectable by people with normal olfactory sensitivity. Many of the perfume ingredients along with their odor character and their physical and chemical properties are given in "Perfume and Flavor chemicals (aroma chemicals)", Stephen
Arctender, Vols. I and II, Aurthor, Montclair, H.J. and the Merck Index, 8th Edition, Merck & Co., Inc. Rahway, N.J. Perfume components and compositions can also be found in the art, e.g. US Patent Nos. 4,145,184, 4,152,272, 4,209,417 or 4,515,705.
A wide variety of chemicals are known for perfume use including materials such as aldehydes, ketones, esters and the like. More commonly, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are known for use as perfume, and such materials can be used herein. Typical perfumes can comprise e.g. woody/earthy bases containing exotic materials such as sandalwood
oil, civet and patchouli oil. The perfume also can be of a light floral fragrance e.g.- rose or violet extract. Further the perfume can be formulated to provide desirable fruity odours e.g. lime, limon or orange.
Particular examples of useful perfume
components and compositions are anetole,
benzaldehyde, benzyl acetate, benzyl alcohol, benzyl formate, iso-bornyl acetate, camphene, cis- citral (neral), citronellal, citronellol,
citronellyl acetate, paracymene, decanal,
dihydrolinalool, dihydromyrcenol, dimethyl phenyl carbinol, eucalyptol, geranial, geraniol, geranyl acetate, geranyl nitrile, cis-3-hexenyl acetate, hydroxycitronellal, d-limonene, linalool, linalool oxide, linalyl acetate, linalyl propionate, methyl anthranilate, alpha-methyl ionone, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, laevo-menthyl acetate, menthone, iso-menthone, myrcene, myrcenyl acetate, myrcenol, nerol, neryl acetate, nonyl acetate, phenyl ethyl alcohol, alpha-pinene, beta-pinene, gamma-terpinene, alpha- terpineol, beta-terpineol, terpinyl acetate, vertenex (para-tertiary-butyl cyclohexyl acetate), amyl cinnamic aldehyde, iso-amyl salicylate, beta- caryophyllene, aldehyde, iso-amyl salicylate, beta-carophyllene, cedrene, cinnamic alcohol, couramin, dimethyl benzyl carbinyl acetate, ethyl vanillin, eugenol, iso-eugenol, flor acetate, heliotrophine, 3-cis-hexenyl salicylate, hexyl silicylate, lilial (para-tertiarybutyl-alpha- methyl hydrocinnamic aldehyde), gamma-methyl ionone, nerolidol, patchouli alcohol, phenyl hexanol, beta-selinene, trichloromethyl phenyl carbinyl acetate, triethyl citrate, vanillin, veratraldehyde, alpha-cedrene, beta-cedrene,
C15H24sesquiterpenes, benzophenone, benzyl
salicylate, ethylene brassylate, galaxolide
(1,3,4,6,7,8-hexahydro-4,6,7,8,8,-hexamethyl-
cyclo-penta-gamma-2-benzopyran), hexyl cinnamic aldehyde, lyral (4-(4-hydroxy-4-methyl phenyl)-3- cyclohexene-10-carboxaldehyde), methyl cedrylone, methyl dihydro jasmonate, methyl-beta-naphthyl ketone, musk ambrette, musk idanone, musk ketone, musk tibetine, musk xylol, aurantiol and
phenylethyl phenyl acetate.
The softening active for use in the perfume additives herein can be selected from the group of di-long chain quaternary ammonium compounds, di- long chain imidazoline compounds, di-long chain quaternized imidazoline compounds, as well as certain mono long-chain alkyl quaternary ammonium compounds and mono long-chain alkyl amines.
Di-long chain quaternary ammonium compounds are of the formula :
wherein R1 and R2 are C1-4 saturated alkyl groups or hydroxyalkyl groups and R3 and R4 are acyclic aliphatic C8-30, preferably C12-23, more preferably C15-22 hydrocarbon groups which may be intempted by ester linkages, and A is an anion.
Preferred are compounds of the formula above wherein R1 and R2 are methyl groups, and R3 and R4 are derived from fatty materials such as tallow.
Preferred compounds of the formula above for use herein include the well known ditallowdimethyl ammonium chloride (DTDMAC), ditallowdimethyl ammonium methyl sulfate, and di(hydrogetated tallow) dimethyl ammonium chloride.
Compounds of the formula above wherein R3 and R4 are interrupted by ester groups are disclosed in EP-A-239 910; such compounds have the advantage of being more rapidly biodegradable than the above-described compounds; preferred is N,N di(2- tallowyloxy-2-oxo-ethyl)N,N dimethylammonium chloride.
Di-long chain imidazoline compounds are of the formula
preferably 2, and R1 and R2 are, independently, a C8-C30 alkyl or alkenyl, preferably C12-C20 alkyl, more preferably C15-C18 alkyl, or mixtures of such alkyl radicals. Examples of such mixtures are the alkyl radicals obtained from coconut oil, "soft" (non-hardened) tallow, and hardened tallow;
X is - R4 - T - -
wherein T is O or NR5, R5 being H or C1 -C4 alkyl, preferably H, and R4 is a divalent C1-C3 alkylene group or (C2H4O)m, wherein m is a number of from 1 to 8; or X is R4.
Most preferred imidazoline actives of the formula above are of the following formulae :
la lb χ N
wherein R1 is a tallow group.
Compounds of formula la are
ditallowimidazolines, while compounds of formula lb are ditallowimidazoline esters.
Quaternized di-long chain imidazoline
compounds are of the formula :
0
wherein T is O or NR5, R5 being H or C1-C4 alkyl, preferably H, and R4 is a divalent C1-C3 alkylene group or (C2H4O)m, wherein m is a number of from 1 to 8; or X is R4. Preferably, T is O and R4 is (CH2)2 (quaternized ditallow imidazoline ester).
Mono long-chain alkyl amines useful herein
include compounds of the formula R1 - N - R2
R3
wherein R1 is a C8-30 acyclic aliphatic ,
preferably C12-23 hydrocarbon group which may be
intempted by ester linkages, R2 and R3 are C1-4
saturated alkyl groups or hydroxyalkyl groups of
the formula (CH2CH2O)n H where n is an integer
from 1 to 5.
They further include monotallowimidazolines of the formula (CH2)m
N N - X - H
C
R1
wherein R1 is a C8-30 alkyl or alkyl group,
preferably C12-20, more preferably C15-18 ; m is an integer from 2 to 4, preferably 2 and
X is R4 - T - C - O
o
wherein T is O or NR5, R5 being H or C1-C4
alkyl, preferably H, and R4 is a divalent C1-C3
alkylene group or (C2H4O)m, wherein m is a number of from 1 to 8 ; or X is R4.
Mono alkyl quaternary ammonium compounds
useful herein include compounds of the formula
wherein R1 is an acyclic aliphatic C8-30,
preferably C12-22 hydrocarbon group which may be interupted by ester linkages, R2, R3 and R4 are C1-4 saturated alkyl groups or hydroxyalkyl
groups; and A is an anion.
A preferred mono-alkyl ammonium compound for use herein is cetyl trimethylammonium bromide.
The mono long-chain alkyl amines and mono long-chain alkyl ammonium compounds are preferably used in combination with the di-long chain alkyl ammonium or imidazolines described hereinabove.
Most preferred softening actives for use in the additives herein are ditallowdimethyl
ammonium, ditallowimidazoline ester, quaternized ditallowimidazoline ester, and mixtures thereof.
Optional ingredients
The present additives may contain additional ingredients, which can be pre-mixed with the perfume and softening active before they are adsorbed onto the porous silicate, or added, after the adsorption is completed, to the particles.
Ingredients which can be pre-mixed with the perfume and softening active are selected from the group of
- sythetic and natural waxes
- synthetic and natural fats
- synthetic and natural mono, di and tri esters
of polyols with C8-C22 carboxylic acids or mixtures thereof
- C8-22 alcohols, ethoxylates thereof and esters thereof with C1-4 carboxylic acids
- dyes
Ingredients which can be added to the particles after adsorption is complete include water-soluble coating materials/agglomerating materials and dyes
Preferred ingredients to be pre-mixed are the esters of C8-20 alcohols, in particular glyceryl monostearate.
The water-soluble coating/agglomerating materials can be selected from the group of polyvinyl alcohol, polyethylene glycol, sugars, polyacrylamides,
polysaccharides and similar natural and synthetic polymers.
Dyes are typically used and can be added to the mix before adsorption onto silica, or sprayed on the formed particles as a last step.
Method of preparation of the additives herein
A co-melt of the softening active and the perfume is typically made, possibly including an optional ingredient such as listed above.
The co-melt is adsorbed on porous silica, keeping the temperature, needed to keep the co-melt liquid, typically at 50ºC; Adsorption can be achieved by adding the co-melt in portions to the pre-heated porous silica under agitation, or by spraying it on pre-heated porous silica in a "Nauta" type mixer.
The resulting free-flowing powder is cooled to a temperature ranging from 3ºC to ambient, and sieved on an appropriate sieve (e.g. Mesh 22); the powder is then agglomerated in an agglomeration unit, such as a Plough Share Lodige, possibly with the addition of a coating/agglomeration material; the agglomerate is cooled and sieved over an appropriate sieve (e.g. Mesh 22).
Use of the perfume additives herein
The perfume additives herein can either be used as single-dose additives for fabric softening
compositions, during use, or as additives in the preparation of fabric-softening compositions out of concentrates, before use.
Preferably, the present additives are used as single-dose additives to unperfumed fabric softening compositions during use; i.e. a dose of additive sufficient for a typical washing machine load is added to unperfumed fabric softening composition, prior to the rinse cycle of the laundry process.
Such an addition can conveniently be made in the dispenser of automatic washing machines; i.e. before starting the laundry cycle, an amount of fabric softening composition in liquid form is first poured into the dispenser of the washing machine, and the specific dose of perfume additive in granular form is added to said fabric softening composition sitting in the dispenser, and is dispersed therein.
The resulting mixture is then brought into contact with the fabrics, during the rinse cycle and the perfume is released onto the fabrics.
The use of the perfume additives herein is not limited to liquid fabric softening compositions since their granular form would render them quite suitable
for use in combination with fabric-softening
compositions in particulate form; such fabric- softening compositions can be used as is, or diluted with water before use.
When used as such single-wash doses, the present additives can conveniently be packaged into single- dose sachets containing the powdered additive, such sachets being made available to the consumer in the form of boxes containing several of them, said sachets containing either the same perfume, or different perfumes so as to allow the consumer to choose the perfume to be left on the laundered fabrics, for each laundry cycle.
The following examples illustrate the invention and facilitate the understanding.
The following granulates are prepared, according to the method described above (with cooling
temperature of 4ºC).
Claims
1. A perfume additive in granular form for use with fabric-softening compositions, containing :
- from 30% to 80% by weight of a mixture of perfume and softening active, in a ratio of perfume to softening active of 1:10 to 5:1
- from 20% to 70% by weight of porous silica on which said mixture of perfume and softening active are adsorbed, the particle size of the porous silica not exceeding 500 micrometers.
2. A perfume additive according to claim 1, wherein the softening active is selected from the group of di-long chain quaternary ammonium compounds, di-long chain imidazoline compounds, di-long chain quaternized imidazoline compounds, mono long chain amines, mono long chain quaternary ammonium
compounds, and mixtures thereof.
3. A perfume additive according to claim 2 wherein the softening active is selected from
ditallowdimethylammonium, ditallowimidazoline, ditallowimidazoline ester, quaternized ditallow imidazoline ester, and mixtures thereof.
4. A perfume additive according to claims 1-3 wherein the weight ratio of perfume to softening active is from 1:5 to 3:1.
5. A perfume additive according to claims 1-4 which, in addition contains an ingredient selected from the group of:
- sythetic and natural waxes
- synthetic and natural fats
- synthetic and natural mono, di and tri esters of polyols with C8-C22 carboxylic acids - C8-22 alcohols, ethoxylates thereof and esters thereof with C1-4 carboxylic acids
- water-soluble coating or agglomeration materials
- dyes
6. A perfume additive according to claim 5 wherein the water-soluble coating material is selected from the group of polyvinyl alcohol, polyethylene oxide/PEG, sugars, polyacrylamides, polysaccharides or similar synthetic or natural polymers.
7. A perfume additive according to claims 1-5 which contains perfume, softening active, a
polyethylene glycol, and a dye.
8. Use of a perfume additive according to claims 1-6 as a single-dose additive to a quantity of unperfumed fabric-softening composition useful for one laundry cycle of an automatic washing machine.
9. Use of a perfume additive according to claims 1-6 in the preparation of a fabric-softening
composition ready for use, out of a concentrated composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5502838A JPH06509611A (en) | 1991-07-18 | 1992-07-10 | Flavor additives for textile softening compositions |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP91201887A EP0523287A1 (en) | 1991-07-18 | 1991-07-18 | Perfume additives for fabric-softening compositions |
| EP91201887.6 | 1991-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1993001794A1 true WO1993001794A1 (en) | 1993-02-04 |
Family
ID=8207791
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1992/005686 WO1993001794A1 (en) | 1991-07-18 | 1992-07-10 | Perfume additives for fabric-softening compositions |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0523287A1 (en) |
| JP (1) | JPH06509611A (en) |
| CA (1) | CA2113613C (en) |
| IE (1) | IE922340A1 (en) |
| MX (1) | MX9204224A (en) |
| PT (1) | PT100706A (en) |
| WO (1) | WO1993001794A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8226828B2 (en) | 2005-10-14 | 2012-07-24 | Alan David Cole Cantwell | SAF system and method involving specific treatments at respective stages |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE181956T1 (en) * | 1992-05-12 | 1999-07-15 | Procter & Gamble | CONCENTRATED LIQUID FABRIC PLASTENER COMPOSITIONS WITH BIODEGRADABLE TISSUE PLASTICIZERS |
| WO1994007979A1 (en) * | 1992-09-28 | 1994-04-14 | The Procter & Gamble Company | Method for using solid particulate fabric softener in automatic dosing dispenser |
| EP0622453A1 (en) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Process for particulate protection of a combustible product against the action of a chlorinated product mixed therewith |
| AU2524495A (en) * | 1994-05-09 | 1995-11-29 | Unilever Plc | Bleach catalyst composition |
| EP0760243B1 (en) * | 1995-08-31 | 2006-03-29 | The Procter & Gamble Company | Use of allylic alcohol perfumes as a malodour reduction agent |
| BR9610507A (en) * | 1995-09-18 | 1999-05-04 | Procter & Gamble | Release systems |
| ZA975137B (en) * | 1996-06-11 | 1997-12-31 | Procter & Gamble | Process for producing a particulate laundry additive composition for perfume delivery having improved physical properties. |
| ID17072A (en) * | 1996-06-24 | 1997-06-23 | Givaudan Roure Int | PERFUME DELIVERY SYSTEM |
| CA2283876C (en) * | 1997-03-15 | 2004-04-13 | The Procter & Gamble Company | Delivery systems |
| DE19721885A1 (en) * | 1997-05-26 | 1998-12-03 | Henkel Kgaa | Process for the production of granules containing cationic surfactants |
| MXPA02000794A (en) * | 1999-07-20 | 2002-07-22 | Procter & Gamble | Improved encapsulated oil particles. |
| WO2002090479A1 (en) * | 2001-05-04 | 2002-11-14 | The Procter & Gamble Company | Perfumed particles and articles containing the same |
| ES2431836T3 (en) * | 2003-04-23 | 2013-11-28 | The Procter & Gamble Company | A composition comprising a cationic polymer that enhances surface deposition |
| DE102004020400A1 (en) * | 2004-04-23 | 2005-11-17 | Henkel Kgaa | Perfumed solids |
| DE102004042933A1 (en) * | 2004-09-02 | 2006-03-23 | Henkel Kgaa | Solid formulated liquids for use in particulate detergents and cleaners |
| RU2378332C2 (en) * | 2004-12-21 | 2010-01-10 | Дегусса Гмбх | System for delivering fragrant substances |
| CN101910396B (en) * | 2008-01-10 | 2012-10-17 | 荷兰联合利华有限公司 | Granules |
| US9993793B2 (en) | 2010-04-28 | 2018-06-12 | The Procter & Gamble Company | Delivery particles |
| US9186642B2 (en) | 2010-04-28 | 2015-11-17 | The Procter & Gamble Company | Delivery particle |
| EP2694016B2 (en) | 2011-04-07 | 2025-03-19 | The Procter & Gamble Company | Shampoo compositions with increased deposition of polyacrylate microcapsules |
| MX2013010981A (en) | 2011-04-07 | 2013-10-30 | Procter & Gamble | Conditioner compositions with increased deposition of polyacrylate microcapsules. |
| CN103458859A (en) | 2011-04-07 | 2013-12-18 | 宝洁公司 | Personal cleansing compositions with increased deposition of polyacrylate microcapsules |
| GB2507750A (en) * | 2012-11-07 | 2014-05-14 | Intelligent Fabric Technologies Plc | Fabric softener with colloidal silica for imparting stain resistant properties |
| CN110997892A (en) * | 2017-08-18 | 2020-04-10 | 西姆莱斯有限公司 | Fragrance delivery composition |
| EP3663384A1 (en) | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| EP3663385A1 (en) * | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Particulate laundry softening wash additive |
| DE102019116071A1 (en) * | 2019-06-13 | 2020-12-17 | Henkel Ag & Co. Kgaa | Granular detergent, cleaning or treatment additive |
| US12227720B2 (en) | 2020-10-16 | 2025-02-18 | The Procter & Gamble Company | Consumer product compositions with at least two encapsulate populations |
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-
1992
- 1992-07-10 CA CA 2113613 patent/CA2113613C/en not_active Expired - Fee Related
- 1992-07-10 WO PCT/US1992/005686 patent/WO1993001794A1/en active Application Filing
- 1992-07-10 JP JP5502838A patent/JPH06509611A/en active Pending
- 1992-07-17 PT PT10070692A patent/PT100706A/en not_active Application Discontinuation
- 1992-07-17 MX MX9204224A patent/MX9204224A/en not_active IP Right Cessation
- 1992-07-17 IE IE922340A patent/IE922340A1/en not_active Application Discontinuation
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| JPS532633A (en) * | 1976-06-25 | 1978-01-11 | Murata Machinery Ltd | Method of piecing without stopping spinning |
| US4209417A (en) * | 1976-08-13 | 1980-06-24 | The Procter & Gamble Company | Perfumed particles and detergent composition containing same |
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|---|---|---|---|---|
| US8226828B2 (en) | 2005-10-14 | 2012-07-24 | Alan David Cole Cantwell | SAF system and method involving specific treatments at respective stages |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2113613A1 (en) | 1993-02-04 |
| EP0523287A1 (en) | 1993-01-20 |
| MX9204224A (en) | 1993-04-01 |
| JPH06509611A (en) | 1994-10-27 |
| IE922340A1 (en) | 1993-01-27 |
| PT100706A (en) | 1993-08-31 |
| CA2113613C (en) | 1998-05-05 |
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