GB769255A - Improvements in or relating to aqueous coloring compositions and preparation thereof - Google Patents
Improvements in or relating to aqueous coloring compositions and preparation thereofInfo
- Publication number
- GB769255A GB769255A GB9908/55A GB990855A GB769255A GB 769255 A GB769255 A GB 769255A GB 9908/55 A GB9908/55 A GB 9908/55A GB 990855 A GB990855 A GB 990855A GB 769255 A GB769255 A GB 769255A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- methyl
- urea
- ether
- carbon atoms
- 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
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
An aqueous composition comprises a pigment and a binder comprising a water-insoluble linear copolymer of one or more monoethylenically-unsaturated monomers and 1 to 15 per cent by weight of a monomer of the formula CH2=CH-O-A-NRCONHR1 where A is an ether-oxygen linked alkylene group having 2 to 3 carbon atoms or a branched or straight chain alkylene group having 2 to 4 carbon atoms between adjoining oxygen and nitrogen atoms, and R and R1 are hydrogen, methyl, ethyl, propyl, ispropyl, or ether-linked lower aliphatic groups of 1 to 3 carbon atoms, except that R may form with R1 a ring-closing alkylene group consisting of -CH2CH2-, -CH(CH3)CH2- or -CH2.CH2.CH2-. The composition may also contain a thickener and a cross-linking agent. Monomers of the above formula specified are vinyloxyethylurea, N-vinyloxyethyl - N,N1 - ethylene urea, 1 - (2 - vinyloxyethyl - 2 - hexahydropyrimidine, 1 - (2 - vinyloxypropyl) - 2 - imidazolidone, N - methyl - N - vinyloxyethylurea, N - vinyloxyethyl - N1 - ethyl urea, vinyloxyethyoxyethyl urea, vinyloxyethoxyethoxyethyl urea, and beta-ureidoisobutyl vinyl ether. The other monomer or monomers may be N-dimethyl to N-dioctyl acrylamide, the methyl to amyl, or the phenyl, benzyl or phenylethyl, esters of acrylic, methacrylic, ethacrylic, propylacrylic, chloroacrylic or bromoacrylic acids, styrene, alpha-methyl styrene, dimethylstyrene, dichlorostyrene, cyanostyrene, methoxystyrene, 4 - chloro - 1 - vinyl - naphthalene, vinyl and vinylidene chlorides or bromides, methyl or ethyl vinyl ketone, methyl isopropenyl ketone, the dimethy to dibutyl and the diphenyl, dibenzyl, ditolyl and di-(phenyethyl) esters of itaconic acid, the vinyl, allyl and methallyl esters of acetic, propionic and valeric acids, vinyl thiophene, 4-vinyl pyridine, vinyl pyrrole, acrylonitrile and methacrylonitrile. The pigment may be an azo compound, a phthalocyanine compound, or a vat dyestuff, or carbon black, iron oxide, chrome yellow, titanium dioxide, lithopone, aluminium, bronze, brass, chromium, gold, or mixtures. Thickening agents mentioned are gum tragacanth, water-soluble cellulose ethers, polyvinyl alcohol or partially saponified polyvinyl acetate. The composition may also contain an alkaline buffer such as sodium acetate, sodium carbonate, chalk, morpholine, or ammonia. The cross-linking agent may be formaldehyde, N,N-ethyleneurea, N,N1-ethyleneurea, N,N1-dimethylurea, N,N1 - diethylurea, N,N1 - dimethoxymethylurea, N,N-dimethoxymethylurea, N,N1-diethoxyethylurea, tetramethoxymethylurea, tetrathoxyethylurea, N,N-dimethylmelamine, dimethoxymethyl - monomethylol melamine, hexamethylene - bis - N,N - ethyleneurea, the mono-biguanidines obtained from dicyandiamide and ethylamine, or di - ethylamine, hydroxyethylamine, propylamine, butylamine, 2-hydroxy-propylamine, benzylamine, aniline toluidines, or methoxy-aniline, or biguanides from ethylene-diamine, alpha-beta-diaminopropane, trimethylene diamine or hexamethylene diamine, or polyacrylic or methacrylic acid. The cross-linking is preferably effected by heating the applied dispersion to a temperature of 180 DEG to 350 DEG F. The compositions are used for coating, dyeing and printing textiles, paper, paperboard, wallboard, plastered walls, metals, wood, leather, cements, stucco, concrete, or glass. In an example, n-butyl acrylate and beta-ureidoisobutyl vinyl ether are copolymerized in aqueous emulsion in the presence of a redox catalyst system consisting of ammonium bisulphite, triethanolamine and ammonium persulphate, using as the emulsifier an ethylene oxide condensation product with t-octylphenol. Copolymers of ethyl acrylate and vinyloxybutylurea, n-butyl acrylate and N,N1-ethyleneureidoethyl vinyl ether, ethyl acrylate, methylmethacrylate and 1 - (2 - vinyloxypropyl) - 2 - imidazolidone, isopropyl acrylate and N-methylN-vinyloxyethyl urea, ethyl acrylate and 1-(2-vinyloxyethyl) - 2 - hexahydropyrimidone, and styrene, n-propyl acrylate and vinyloxyethoxyethylurea may be similarly prepared.ALSO:Textiles and other substrates are coloured, e.g. by printing or padding, and also crease proofed and rendered resistant to shrinkage on washing, by applying to the textile material an aqueous composition comprising a pigment and a water-insoluble linear copolymer of one or more monoethylenically unsaturated monomers of the formula:-CH2 = CH-O-A-NRCO NHR1 where A is an ether - oxygen linked alkyllene group having 2 or 3 carbon atoms or a branched or straight chain alkylene group having 2 to 4 carbon atoms between adjoining oxygen and nitrogen atoms, and R and R1 are each hydrogen, methyl, ethyl, propyl, isopropyl, or an ether-linked lower aliphatic group of 1 to 3 carbon atoms, except that R may form with R1 a ringclosing alkylene group consisting of -CH2 CH2-, CH(CH3)CH2- or CH2. CH2 CH2, and optionally a thickener and cross-linkage agent, and drying and hardening the treated textile at elevated temperature e.g. 180-350 DEG F. The Specification contains an extensive list of monomers and crosslinking agents (see Group IV(a)). The pigment may be an azo compound, a phthalocyanine compound, or a vat dyestuff, or carbon black, iron oxide, chrome yellow, titanium oxide, lithopone, aluminium, bronze, chromium, gold, or mixtures. Thickening agents mentioned are gum tragacanth, water-soluble cellulose ethers, polyvinyl alcohol, or partially saponified polyvinyl acetate. The composition may also contain an alkaline buffer such as sodium acetate, sodium carbonate, chalk, morpholine, or ammonia. The textile material may be woven, knitted, or felted and the fibres or yarns may be cotton, rayon, silk, wool, linen, cellulose acetate, casein, soya bean protein, polyamides, polyglycol terephthalate, polyethylene, polyvinyl chloride, polyvinylidene chloride, polyacrylonitrile, polyvinylidene chloride, copolymers of vinylidene chloride and vinylacetate, or ethylene, or acrylonitrile, or copolymers of acrylonitrile with vinyl acetate, methacrylonitrile, or vinyl pyridine. The colouring may be applied to the textile by padding, printing rolls when localized colour is required, or by stencilling. In an example a rayon challis is crease-proofed and coloured by padding the challis with an aqueous dispersion consisting of a copolymer of ethyl acrylate with vinyloxybutylurea, a phthalocyanine blue pigment, a water-soluble hydroxyethyl cellulose, and dimethoxymethyl urea and pyridine hydrochloride as the cross-linkage agents, and the fabric dried and cured between 240-300 DEG F. for ten minutes. Other substrates mentioned are paper, paperboard, wall board, and leather.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US769255XA | 1954-04-14 | 1954-04-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB769255A true GB769255A (en) | 1957-03-06 |
Family
ID=22135021
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9908/55A Expired GB769255A (en) | 1954-04-14 | 1955-04-05 | Improvements in or relating to aqueous coloring compositions and preparation thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB769255A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2889989A1 (en) * | 2005-08-30 | 2007-03-02 | Rhodia Recherches & Tech | Use of aqueous dispersion in surface treatment of wood, where dispersion comprises latex made of polymerization of monomer mixture emulsion comprising monomers e.g. butadiene, and another monomers like (meth)acrylic having ureido groups |
CN109962238A (en) * | 2017-12-22 | 2019-07-02 | 中国电子科技集团公司第十八研究所 | Method for in-situ preparation of carbon/nitrogen composite protective film on surface of metal compound particle material |
US10597817B2 (en) | 2017-09-12 | 2020-03-24 | Cotton, Inc. | Balance of durable press properties of cotton fabrics using non-formaldehyde technology |
-
1955
- 1955-04-05 GB GB9908/55A patent/GB769255A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2889989A1 (en) * | 2005-08-30 | 2007-03-02 | Rhodia Recherches & Tech | Use of aqueous dispersion in surface treatment of wood, where dispersion comprises latex made of polymerization of monomer mixture emulsion comprising monomers e.g. butadiene, and another monomers like (meth)acrylic having ureido groups |
WO2007026074A1 (en) * | 2005-08-30 | 2007-03-08 | Lapeyre | Use of a latex composition having at least one ureido function for adhering to wood |
EA017811B1 (en) * | 2005-08-30 | 2013-03-29 | Лапейр | Use of a latex composition having at least one ureido function for adhering to wood |
US10597817B2 (en) | 2017-09-12 | 2020-03-24 | Cotton, Inc. | Balance of durable press properties of cotton fabrics using non-formaldehyde technology |
CN109962238A (en) * | 2017-12-22 | 2019-07-02 | 中国电子科技集团公司第十八研究所 | Method for in-situ preparation of carbon/nitrogen composite protective film on surface of metal compound particle material |
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