GB769255A - Improvements in or relating to aqueous coloring compositions and preparation thereof - Google Patents

Improvements in or relating to aqueous coloring compositions and preparation thereof

Info

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
Application number
GB9908/55A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB769255A publication Critical patent/GB769255A/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic 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
    • C07D233/28Heterocyclic 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
    • C07D233/30Oxygen or sulfur atoms
    • C07D233/32One 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.
GB9908/55A 1954-04-14 1955-04-05 Improvements in or relating to aqueous coloring compositions and preparation thereof Expired GB769255A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (5)

* Cited by examiner, † Cited by third party
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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