WO1990012067A1 - Composition contenant des colorants lavables - Google Patents
Composition contenant des colorants lavables Download PDFInfo
- Publication number
- WO1990012067A1 WO1990012067A1 PCT/US1990/001939 US9001939W WO9012067A1 WO 1990012067 A1 WO1990012067 A1 WO 1990012067A1 US 9001939 W US9001939 W US 9001939W WO 9012067 A1 WO9012067 A1 WO 9012067A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- dye
- weight
- amount
- dyes
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 84
- 239000000975 dye Substances 0.000 claims abstract description 50
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000003973 paint Substances 0.000 claims abstract description 14
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 239000003605 opacifier Substances 0.000 claims abstract description 3
- 239000002562 thickening agent Substances 0.000 claims abstract description 3
- 239000000982 direct dye Substances 0.000 claims description 12
- 239000000980 acid dye Substances 0.000 claims description 11
- 239000000981 basic dye Substances 0.000 claims description 11
- 239000003906 humectant Substances 0.000 claims description 11
- 159000000000 sodium salts Chemical class 0.000 claims description 11
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- 239000003755 preservative agent Substances 0.000 claims description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 230000002335 preservative effect Effects 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- 150000005165 hydroxybenzoic acids Chemical class 0.000 claims description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 claims 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims 1
- 239000003550 marker Substances 0.000 abstract description 24
- 239000000945 filler Substances 0.000 abstract description 2
- 239000000976 ink Substances 0.000 description 40
- 239000004744 fabric Substances 0.000 description 29
- 239000000654 additive Substances 0.000 description 17
- 230000000996 additive effect Effects 0.000 description 16
- 238000012360 testing method Methods 0.000 description 15
- -1 however Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 150000003871 sulfonates Chemical class 0.000 description 8
- 238000004040 coloring Methods 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 150000003460 sulfonic acids Chemical class 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- 241000102542 Kara Species 0.000 description 4
- 229940077388 benzenesulfonate Drugs 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000012216 screening Methods 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910003460 diamond Inorganic materials 0.000 description 2
- 239000010432 diamond Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 230000000007 visual effect Effects 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- KTVOLKQQNNIGGM-UHFFFAOYSA-N 2-[[4-[4-[(2-hydroxy-5-nonylphenyl)diazenyl]-3-methylphenyl]-2-methylphenyl]diazenyl]-4-nonylphenol Chemical compound CCCCCCCCCC1=CC(N=NC2=C(C)C=C(C=C2)C2=CC(C)=C(C=C2)N=NC2=CC(CCCCCCCCC)=CC=C2O)=C(O)C=C1 KTVOLKQQNNIGGM-UHFFFAOYSA-N 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WXLFIFHRGFOVCD-UHFFFAOYSA-L azophloxine Chemical compound [Na+].[Na+].OC1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 WXLFIFHRGFOVCD-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000012745 brilliant blue FCF Nutrition 0.000 description 1
- 239000004161 brilliant blue FCF Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- FTZLWXQKVFFWLY-UHFFFAOYSA-L disodium;2,5-dichloro-4-[3-methyl-5-oxo-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FTZLWXQKVFFWLY-UHFFFAOYSA-L 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 235000012739 red 2G Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/16—Writing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/06—Artists' paints
Definitions
- This invention relates generally to the field of water soluble coloring materials for drawing, painting, and coloring purposes, such as marker inks and paints.
- the invention relates to marking instruments containing liquid inks, and it more specifically relates to the formulation of inks for use in marking pens or, simply, markers.
- the invention relates to improvements in coloring and drawing markers for use by young children.
- inks which are aqueous solutions of dyes known in the trade as "acid dyes.”
- acid dyes is actually somewhat of a misnomer in that it does not describe any particular chemical type of dye, but rather refers to the traditional practice of dyeing fabrics from acidified solutions. Not all acid dyes are suitable for use in marker inks, however, and dyes having good chroma and color intensity and good water-solubility characteristics are typically utilized.
- Marker inks ordinarily also include such ingredients as humectants, biocides, and surfactants.
- Humectants function to improve freeze/thaw stability and to control drying out of the marker tip, while biocides serve the obvious function of preventing spoilage of the ink during the expected shelf life of the marker product.
- a small amount of surfactant is ordinarily employed. It is important to note that surfactants, when used at all, are included in very low concentrations in marker inks in order to prevent the phenomenon known as "strike-through," where the ink soaks through the paper to which it is applied instead of remaining on the surface.
- tints or dyes used in these "washable" markers are produced by the chemical grafting of a chromophore onto a water soluble polymer, such as polyethylene glycol, in an effort to impart improved fugitivity properties to the chromophore. While this approach is a workable one for enhancing fabric fugitivity, it is relatively expensive.
- Another object is to provide a water-soluble dye-containing composition which, in addition to being washable from the skin, is more easily washable from fabrics.
- a related object is to provide washable dye- containing compositions, such as paints and inks, which are suitable for use by young children who may make marks on themselves and their clothing.
- Another related object is to impart skin fugitivity to dye-containing compositions without the necessity for chemical or other alteration of the dyestuff itself.
- a further object is to impart skin fugitivity to dye-containing compositions which otherwise have good washability from textiles, but quite limited washability from skin.
- the discovery of the present invention is that one may incorporate into a water-soluble dye-containing composition an additive which will impart to the composition fugitivity from skin. At the same time, it has been discovered that, in many instances, the additive will noticeably enhance fugitivity from fabrics ordinarily used in children's clothing. Thus, in accordance with the present invention, one may produce a water-soluble dye- containing composition which has unexpectedly good fugitivity from skin and, in many instances, enhanced fugitivity from textiles without the need for chemically altering the desired dye.
- the discovery is that a material otherwise known for its dispersant properties, namely, an organic sulfonate, is effective to impart fugitivity from skin. And, as noted, this material may also enhance the fugitivity from fabrics of a dye- containing composition.
- the discovery is that these unexpected results are achieved by the use of high concentrations of the organic sulfonate, inasmuch as such materials have traditionally been employed in rather low concentrations as dye dispersants and as tanning agents for leather.
- the invention includes dye-containing compositions including an organic sulfonate which are easily washed from the skin, and, in addition, are also more easily washed from textiles.
- the present invention includes a method of imparting skin fugitivity to a dye-containing composition by adding to the composition an effective amount of an organic sulfonate.
- the invention is a washable dye-containing composition comprising a dye, a dye vehicle, and an organic sulfonate in an amount of at least about 10% by weight of the composition.
- a washable dye-containing composition such as a marker ink, comprising a dye, water, and an aromatic sulfonate in an amount of at least about 10% by weight of the composition.
- Such a marker ink which is especially suitable for use by children, also advantageously includes a humectant, a surfactant, and a preservative, all as are well known in the art.
- the composition of the invention is in the form of a water- soluble tempera paint comprising a dye, water, fillers, thickeners, opacifiers, and an organic sulfonate in an amount of at least about 10% by weight of the composition.
- the additive which has now been discovered to impart skin fugitivity and, in some instances, enhance fabric fugitivity of water-soluble dye-containing compositions when utilized in rather high concentrations; namely, an organic sulfonate, has long been used at low concentrations as a dispersant and as a tanning agent for leather.
- All organic sulfonates are, in general, effective in the practice of the invention. Even lignin sulfonates are effective, though they tend to affect the color of the composition. In general, aromatic sulfonates are preferred for use in the marker ink compositions of the invention.
- Alkyl sulfonates impart adequate fugitivity, but marker ink compositions which include them tend to produce the undesirable "strike-through" effect mentioned above, and they are therefore less preferred for such use.
- those sulfonates which, in addition to imparting fugitivity from skin, also enhance fugitivity from textiles.
- the sulfonates impart skin fugitivity and enhance fabric fugitivity is not known; however, it is believed that the sulfonates tie up the reactive site of the chromophore molecule, such that the chromophore has a reduced ability to physically or chemically associate with skin or fabric. It has been found, moreover, that simply sulfonating the dye molecule, much like grafting onto it a water soluble polymer, enhances water solubility, but confers no skin fugitivity.
- Aristonate 430 sodium alkyl benzene sulfonate (Pilot Chemical Co.)
- Aristonate 500 sodium alkyl benzene sulfonate (Pilot Chemical Co.) Blancol N sodium salt of sulfonated (GAF Corp.) naphthalene - formaldehyde condensate
- Karasperse DDL sodium organic sulfonate (Lyndal Chemical Co.)
- Karasperse DDL-12 modified sulfonate ( ynda1 Chemical Co.)
- the beneficial effect of the organic sulfonate additive occurs when the additive is present at a concentration of at least about 10% by weight of the composition.
- the weight ratio of additive to dye appears not to be critical.
- the upper limit of the additive concentration is imposed only by the constraints on the viscosity of the composition in view of the fact that many organic sulfonates are solids. For example, a marker ink cannot have a significantly viscous consistency or it will not flow through a marker nib.
- the maximum preferred concentration is about 25% by weight of the composition, since there is no observable benefit from higher concentrations.
- compositions of the invention may, when in the form of a marker ink, also advantageously include a humectant, a surfactant, and a preservative.
- a humectant in a marker ink to retard the evaporation of water from the ink solution.
- a generally useful concentration range for these humectants is from about 5% up to about 30% by weight.
- surfactant up to about 0.1% by weight
- surfactant Small amounts of surfactant (up to about 0.1% by weight) are also useful in marker ink compositions for the purpose of adjusting such properties as viscosity (for proper dispensing of ink through the nib) , surface tension (for good flow properties without creating "strike- through'), and drying speed (for maximizing what is known as "cap-off" time; i.e., the length of time after which the nib of an uncapped marker will become clogged with dried ink).
- Nonionic surfactants such as polyethylene glycol ether, alkylaryl polyether alcohol, fluorinated alkyl esters, and mixtures of such materials are preferred for use in marker inks.
- Preservatives of conventional types are also advantageously employed in marker inks and tempera paints in order to extend the shelf life of the composition.
- Some typical preservatives useful in the present invention include methyl p_-hydroxybenzoate, glutaraldehyde, and hydroxybenzoic acid esters. They are usually effective when present in an amount of from about 0.1% up to about 0.6% by weight.
- the fugitivity from skin of the compositions of the invention was measured by the following test:
- the fugitivity from fabric of the compositions of the invention was measured by the following test.
- Skin fugitivity data are based on a visual rating system as follows:
- the basic dyes used were as follows:
- a black washable tempera paint was prepared by admixing the following, all amounts given in terms of weight per cent:
- Tamol SN 10.91 biocide 1.23 calcium carbonate 33.60 talc 13.36 silica 4.11 hydroxymethyl 12.80 cellulose solution (2 1/2%)
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Dans un mode de réalisation, une composition contenant des colorants lavables comprend un colorant, un véhicule du colorant et une quantité de sulfonate organique égale à au moins 10 % en poids environ de la composition. Plus spécifiquement, dans un mode préférentiel de réalisation, une composition contenant des colorants lavables, tels que des encres à marquer, comprend un colorant, de l'eau et une quantité de sulfonate aromatique égale à au moins 10 % en poids environ de la composition. Dans un autre mode de réalisation, la composition se présente sous forme d'une détrempe qui comprend un colorant, de l'eau, des charges, des épaississeurs, des opacifiants et une quantité de sulfonate organique égale à au moins 10 % en poids environ de la composition. L'invention couvre d'autres compositions contenant des colorants solubles dans l'eau, y compris les peintures en pots souvent utilisées par les écoliers.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US33527289A | 1989-04-10 | 1989-04-10 | |
US335,272 | 1989-04-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1990012067A1 true WO1990012067A1 (fr) | 1990-10-18 |
Family
ID=23311040
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1990/001939 WO1990012067A1 (fr) | 1989-04-10 | 1990-04-10 | Composition contenant des colorants lavables |
Country Status (2)
Country | Link |
---|---|
AU (1) | AU5437890A (fr) |
WO (1) | WO1990012067A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998036031A1 (fr) * | 1997-02-14 | 1998-08-20 | Binney & Smith Inc. | Composition colorante lavable utile dans des marqueurs effaçables a sec |
WO1998036032A1 (fr) * | 1997-02-14 | 1998-08-20 | Binney & Smith Inc. | Composition colorante lavable |
US5981626A (en) * | 1997-02-14 | 1999-11-09 | Binney & Smith Inc. | Washable coloring composition suitable for use in dry erase markers |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2396056A1 (fr) * | 1977-06-30 | 1979-01-26 | Pilot Ink Co Ltd | Composition d'encre aqueuse pour instruments graphiques |
EP0209367A1 (fr) * | 1985-07-16 | 1987-01-21 | Tosoh Corporation | Composition d'encre pour tableau d'écriture |
-
1990
- 1990-04-10 AU AU54378/90A patent/AU5437890A/en not_active Abandoned
- 1990-04-10 WO PCT/US1990/001939 patent/WO1990012067A1/fr unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2396056A1 (fr) * | 1977-06-30 | 1979-01-26 | Pilot Ink Co Ltd | Composition d'encre aqueuse pour instruments graphiques |
EP0209367A1 (fr) * | 1985-07-16 | 1987-01-21 | Tosoh Corporation | Composition d'encre pour tableau d'écriture |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998036031A1 (fr) * | 1997-02-14 | 1998-08-20 | Binney & Smith Inc. | Composition colorante lavable utile dans des marqueurs effaçables a sec |
WO1998036032A1 (fr) * | 1997-02-14 | 1998-08-20 | Binney & Smith Inc. | Composition colorante lavable |
US5900094A (en) * | 1997-02-14 | 1999-05-04 | Binney & Smith Inc. | Image transfer method for use with water based dry erase markers |
US5968241A (en) * | 1997-02-14 | 1999-10-19 | Binney & Smith Inc. | Washable coloring composition |
US5981626A (en) * | 1997-02-14 | 1999-11-09 | Binney & Smith Inc. | Washable coloring composition suitable for use in dry erase markers |
US6040359A (en) * | 1997-02-14 | 2000-03-21 | Binney & Smith Inc. | Washable coloring composition suitable for use in dry erase markers |
AU729526B2 (en) * | 1997-02-14 | 2001-02-01 | Binney & Smith Inc. | Washable coloring composition suitable for use in dry erase markers |
JP2001511839A (ja) * | 1997-02-14 | 2001-08-14 | ビニー アンド スミス インコーポレイティド | 洗浄可能な着色組成物 |
KR100338693B1 (ko) * | 1997-02-14 | 2002-05-30 | 안 드와이트 | 건식 소거(dry erase)되는 마커에 사용적합한 세척 가능 착색 조성물 |
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AU5437890A (en) | 1990-11-05 |
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