GB954587A - Improvements relating to low temperature pigment binder compositions and their use in coloring textile material - Google Patents
Improvements relating to low temperature pigment binder compositions and their use in coloring textile materialInfo
- Publication number
- GB954587A GB954587A GB37861/61A GB3786161A GB954587A GB 954587 A GB954587 A GB 954587A GB 37861/61 A GB37861/61 A GB 37861/61A GB 3786161 A GB3786161 A GB 3786161A GB 954587 A GB954587 A GB 954587A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- copolymer
- urea
- melamine
- butadiene
- 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.)
- Expired
Links
- 239000000049 pigment Substances 0.000 title abstract 7
- 239000000203 mixture Substances 0.000 title abstract 6
- 239000011230 binding agent Substances 0.000 title abstract 5
- 239000000463 material Substances 0.000 title abstract 3
- 239000004753 textile Substances 0.000 title abstract 3
- 238000004040 coloring Methods 0.000 title 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 16
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 8
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 6
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 229920001577 copolymer Polymers 0.000 abstract 6
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 6
- 229920003145 methacrylic acid copolymer Polymers 0.000 abstract 6
- 239000011707 mineral Substances 0.000 abstract 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 6
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 abstract 4
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 abstract 4
- 229920000742 Cotton Polymers 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- 229920000877 Melamine resin Polymers 0.000 abstract 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 abstract 4
- 239000004141 Sodium laurylsulphate Substances 0.000 abstract 4
- DDGFMBWDFYHXSK-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)-(dimethoxymethyl)amino]methanol Chemical compound COC(OC)N(CO)C1=NC(N)=NC(N)=N1 DDGFMBWDFYHXSK-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 239000004202 carbamide Substances 0.000 abstract 4
- 239000005018 casein Substances 0.000 abstract 4
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract 4
- 235000021240 caseins Nutrition 0.000 abstract 4
- 239000003431 cross linking reagent Substances 0.000 abstract 4
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 abstract 4
- 229910000388 diammonium phosphate Inorganic materials 0.000 abstract 4
- 235000019838 diammonium phosphate Nutrition 0.000 abstract 4
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 abstract 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 239000004816 latex Substances 0.000 abstract 4
- 229920000126 latex Polymers 0.000 abstract 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 4
- 229920000609 methyl cellulose Polymers 0.000 abstract 4
- 239000001923 methylcellulose Substances 0.000 abstract 4
- 235000010981 methylcellulose Nutrition 0.000 abstract 4
- 238000002360 preparation method Methods 0.000 abstract 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 abstract 4
- 235000015096 spirit Nutrition 0.000 abstract 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 4
- 239000004952 Polyamide Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000003377 acid catalyst Substances 0.000 abstract 3
- 239000012141 concentrate Substances 0.000 abstract 3
- 239000004744 fabric Substances 0.000 abstract 3
- 229920002647 polyamide Polymers 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- TUMNHQRORINJKE-UHFFFAOYSA-N 1,1-diethylurea Chemical compound CCN(CC)C(N)=O TUMNHQRORINJKE-UHFFFAOYSA-N 0.000 abstract 2
- YBBLOADPFWKNGS-UHFFFAOYSA-N 1,1-dimethylurea Chemical compound CN(C)C(N)=O YBBLOADPFWKNGS-UHFFFAOYSA-N 0.000 abstract 2
- IEFWDQQGFDLKFK-UHFFFAOYSA-N 2-n,2-n-dimethyl-1,3,5-triazine-2,4,6-triamine Chemical compound CN(C)C1=NC(N)=NC(N)=N1 IEFWDQQGFDLKFK-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 239000005696 Diammonium phosphate Substances 0.000 abstract 2
- 239000004606 Fillers/Extenders Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- WSMYVTOQOOLQHP-UHFFFAOYSA-N Malondialdehyde Chemical compound O=CCC=O WSMYVTOQOOLQHP-UHFFFAOYSA-N 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 abstract 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- -1 aliphatic aldehyde Chemical class 0.000 abstract 2
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 2
- 239000000908 ammonium hydroxide Substances 0.000 abstract 2
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 abstract 2
- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 abstract 2
- 239000002518 antifoaming agent Substances 0.000 abstract 2
- FFBZKUHRIXKOSY-UHFFFAOYSA-N aziridine-1-carboxamide Chemical compound NC(=O)N1CC1 FFBZKUHRIXKOSY-UHFFFAOYSA-N 0.000 abstract 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- BGXRJLLPQWKPIH-UHFFFAOYSA-N dimethoxymethylurea Chemical compound COC(OC)NC(N)=O BGXRJLLPQWKPIH-UHFFFAOYSA-N 0.000 abstract 2
- 229940015043 glyoxal Drugs 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 abstract 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 2
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 150000003222 pyridines Chemical class 0.000 abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- MRTOHWYKOIAOSC-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene;sodium Chemical compound [Na].C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 MRTOHWYKOIAOSC-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 238000009980 pad dyeing Methods 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- RUQIYMSRQQCKIK-UHFFFAOYSA-M sodium;2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 RUQIYMSRQQCKIK-UHFFFAOYSA-M 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Aqueous pigment preparations suitable for pad dyeing and printing textile material comprise 0.025 to 2% by weight of the composition of a latent acid catalyst, a water-insoluble pigment and a binder containing (a) 90 to 10% by weight of a soft latex component obtained by the polymerization of 2 to 10% by weight of methacrylic acid, 60 to 85% by weight of butadiene and 38 to 5% by weight of acrylonitrile or styrene, and (b) 10 to 90% by weight of a hard latex component containing a water-insoluble linear polymer of 1 to 25% by weight of a compound of formula <FORM:0954587/C3/1> where R is hydrogen or a C1-4 alkyl group and R1 and R2 are hydrogen or alkyl groups, and 99 to 75% by weight of at least one alkyl acrylate or methacrylate containing 1 to 8 carbon atoms in the alkyl group. Preferably (b) comprises a cross-linking agent obtained by the reaction of an aliphatic aldehyde of not more than 4 carbon atoms with urea, thiourea, biuret, melamine or derivatives thereof and optionally an alkanol of not more than 2 carbon atoms. Specified latent acid catalysts are ammonium nitrate, thiocyanate, sulphate and chloride, diammonium hydrogen phosphate and morpholine and pyridine salts of mineral acids. The cross-linking agent may be the reaction product of formaldehyde, acetaldehyde, glyoxal or propanedial, and optionally methanol or ethanol, with urea, N,N-ethylene urea, N,N1-ethylene urea, N,N1-dimethylurea, N,N1-diethylurea, melamine or N,N-dimethylmelamine. The preparations may also contain wetting agents, e.g. alkaryl sodium sulphonates and ethylene oxide condensates with octyl and nonyl phenols. Examples describe preparations comprising an aqueous pigment concentrate containing phthalocyamine blue, sodium lauryl sulphate, sodium diisopropyl naphthalene sulphonate, casein, methyl cellulose, butylated melamine formaldehyde condensate, antifoam agent, xylene and mineral spirits; an aqueous extender comprising casein, sodium lauryl sulphate, ammonium lauryl sulphate, methyl cellulose, butylated melamine formaldehyde condensate, ammonium hydroxide and mineral spirits and binders comprising (1) a copolymer of methacrylic acid, butadiene and acrylonitrile, a copolymer of methacrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl monomethylol melamine and ammonium nitrate; (2) a copolymer of methacrylic acid, butadiene and styrene, a copolymer of acrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl urea and ammonium thiocyanate; and (3) a copolymer of methacrylic acid, butadiene and acrylonitrile, a copolymer of N-methyl methacrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl monomethylol melamine and diammonium phosphate.ALSO:Textile materials may be pad dyed and printed with aqueous pigment preparations comprising 0.025 to 2% by weight of the composition of a latent acid catalst, a water-insoluble pigment and a binder containing (a) 90 to 10% by weight of a soft latex component obtained by the polymerisation of 2 to 10% by weight of methacrylic acid, 60 to 85% by weight of butadiene and 38 to 5% by weight of acrylonitrile or styrene, and (b) 10 to 90% by weight of a hard latex component containing a water-insoluble linear polymer of 1 to 25% by weight of a compound of formula CH2 = <FORM:0954587/D1-D2/1> where R is hydrogen or a C1-4 alkyl group and R1 and R2 are hydrogen or alkyl groups, and 99 to 75% by weight of at least one alkyl acrylate or methacrylate containing 1 to 8 carbon atoms in the alkyl group. Preferably (b) comprises a cross-linking agent obtained by the reaction of an aliphatic aldehyde of not more than 4 carbon atoms with urea, thiourea, biuret, melamine or derivatives thereof and optionally an alkanol of not more than 2 carbon atoms. Specified latent acid catalysts are ammonium nitrate, thiocyanate, sulphate and chloride, diammonium hydrogen phosphate, and morpholine and pyridine salts of mineral acids. The cross-linking agent may be the reaction product of formaldehyde, acetaldehyde, glyoxal, or propanedial, and optionally methanol or ethanol, with urea, N, N-ethylene urea, N, N1-ethylene urea, N, N1-dimethylurea, N, N1-diethylurea, melamine or N, N-dimethylmelamine. Examples describe the printing with compositions comprising an aqueous pigment concentrate containing phthalocyanine blue, sodium lauryl sulphate, sodium diisopropylnaphthalene sulphonate, casein, methyl cellulose, butylated melamine formaldehyde condensate, antifoam agent, xylene and mineral spirits; an aqueous extender comprising casein, sodium lauryl sulphate, ammonium lauryl sulphate, methyl cellulose, butylated melamine formaldehyde concentrate, ammonium hydroxide and mineral spirits and binders comprising (1) a copolymer of methacrylic acid, butadiene and acrylonitrile, a copolymer of methacrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl monomethylol melamine and ammonium nitrate on cotton, polyamide, polyester and cotton and acrylic fabrics; (2) a copolymer of methacrylic acid, butadiene and styrene, a copolymer of acrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl urea and ammonium thiocyanate on polyester, polyamide and cotton/acetate blend fabrics; and (3) a copolymer of methacrylic acid, butadiene and acrylonitrile, a copolymer of N-methyl methacrylamide, methyl methacrylate and ethyl acrylate, dimethoxymethyl monomethylol melamine and diammonium phosphate on cotton/acetate blend, silk and polyamide fabrics. The prints are cured by heating.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US64263A US3095320A (en) | 1960-10-24 | 1960-10-24 | Low temperature pigment binder compositions for textile fabrics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB954587A true GB954587A (en) | 1964-04-08 |
Family
ID=22054693
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37861/61A Expired GB954587A (en) | 1960-10-24 | 1961-10-23 | Improvements relating to low temperature pigment binder compositions and their use in coloring textile material |
| GB22965/63A Expired GB954588A (en) | 1960-10-24 | 1961-10-23 | Improvements relating to low temperature pigment binder compositions and their use in coloring textile material |
| GB22966/63A Expired GB954589A (en) | 1960-10-24 | 1961-10-23 | Improvements relating to low temperature pigment binder compositions and their use in colouring textile material |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22965/63A Expired GB954588A (en) | 1960-10-24 | 1961-10-23 | Improvements relating to low temperature pigment binder compositions and their use in coloring textile material |
| GB22966/63A Expired GB954589A (en) | 1960-10-24 | 1961-10-23 | Improvements relating to low temperature pigment binder compositions and their use in colouring textile material |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3095320A (en) |
| BE (1) | BE609463A (en) |
| CH (3) | CH388905A (en) |
| GB (3) | GB954587A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4457980A (en) * | 1981-08-20 | 1984-07-03 | Springs Industries, Inc. | Textile fabrics with opaque pigment printing and method of producing same |
| US4507350A (en) * | 1984-03-08 | 1985-03-26 | Springs Industries, Inc. | Method of producing opaque printed textile fabrics with curing by free radical initiation and resulting printed fabrics |
| US4562107A (en) * | 1982-09-30 | 1985-12-31 | Springs Industries, Inc. | Textile fabrics with opaque pigment printing and method of producing same |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3606992A (en) * | 1967-08-28 | 1971-09-21 | Warnaco Inc | Abrasion and wrinkle resistant cotton containing fabric and method of manufacture |
| DE2012287A1 (en) * | 1970-03-14 | 1971-10-07 | ||
| GB1406160A (en) * | 1973-05-18 | 1975-09-17 | Ici Ltd | Pressure-sensitive transfer elements |
| AU474688B2 (en) * | 1973-08-15 | 1975-02-20 | Sumitomo Naugatuck Co. Ltd. | Copolymer latex and paper coating composition thereof |
| US4134872A (en) * | 1977-05-20 | 1979-01-16 | The Dow Chemical Company | Heterogeneous polymer particles comprising an interpolymer domain of a monovinylidene aromatic monomer, an open chain aliphatic conjugated diene and a monoethylenically unsaturated acid |
| US4258104A (en) * | 1979-04-27 | 1981-03-24 | The Dow Chemical Company | Aqueous polymeric dispersions, paper coating compositions and coated paper articles made therewith |
| US4515855A (en) * | 1981-06-01 | 1985-05-07 | American Cyanamid Company | Process for sizing textile materials |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA569661A (en) * | 1959-01-27 | Schmitz Andreas | Dyeing of fabrics by means of pigments | |
| NL71547C (en) * | 1947-11-10 | 1900-01-01 | ||
| BE545565A (en) * | 1955-03-03 | 1900-01-01 | ||
| US2941977A (en) * | 1957-08-12 | 1960-06-21 | Dow Chemical Co | Transparent molding compositions of copolymers of vinyl aromatic hydrocarbons and esters of methacrylic acid and copolymers of butadiene and styrene and method of making |
-
1960
- 1960-10-24 US US64263A patent/US3095320A/en not_active Expired - Lifetime
-
1961
- 1961-10-18 CH CH90663A patent/CH388905A/en unknown
- 1961-10-18 CH CH90563A patent/CH395018A/en unknown
- 1961-10-18 CH CH1205861A patent/CH372642A/en unknown
- 1961-10-23 GB GB37861/61A patent/GB954587A/en not_active Expired
- 1961-10-23 GB GB22965/63A patent/GB954588A/en not_active Expired
- 1961-10-23 GB GB22966/63A patent/GB954589A/en not_active Expired
- 1961-10-23 BE BE609463A patent/BE609463A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4457980A (en) * | 1981-08-20 | 1984-07-03 | Springs Industries, Inc. | Textile fabrics with opaque pigment printing and method of producing same |
| US4562107A (en) * | 1982-09-30 | 1985-12-31 | Springs Industries, Inc. | Textile fabrics with opaque pigment printing and method of producing same |
| US4507350A (en) * | 1984-03-08 | 1985-03-26 | Springs Industries, Inc. | Method of producing opaque printed textile fabrics with curing by free radical initiation and resulting printed fabrics |
Also Published As
| Publication number | Publication date |
|---|---|
| BE609463A (en) | 1962-04-24 |
| CH90663A4 (en) | 1964-11-30 |
| CH372642A (en) | 1963-12-14 |
| GB954588A (en) | 1964-04-08 |
| CH1205861A4 (en) | 1963-07-15 |
| US3095320A (en) | 1963-06-25 |
| CH388905A (en) | 1965-06-30 |
| GB954589A (en) | 1964-04-08 |
| CH395018A (en) | 1965-03-31 |
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