GB816985A - Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials - Google Patents
Improvements in the production of pigmented prints, impregnations and coatings on fibrous materialsInfo
- Publication number
- GB816985A GB816985A GB391856A GB391856A GB816985A GB 816985 A GB816985 A GB 816985A GB 391856 A GB391856 A GB 391856A GB 391856 A GB391856 A GB 391856A GB 816985 A GB816985 A GB 816985A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- initial condensation
- urea
- polymer dispersion
- pigmented
- 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
- 239000002657 fibrous material Substances 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000007859 condensation product Substances 0.000 abstract 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 6
- 229920001577 copolymer Polymers 0.000 abstract 5
- 239000004815 dispersion polymerization Substances 0.000 abstract 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 4
- -1 butyl ester Chemical class 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 230000002378 acidificating Effects 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 3
- 239000004202 carbamide Substances 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 3
- 239000000049 pigment Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 229920001187 thermosetting polymer Polymers 0.000 abstract 3
- QUBQYFYWUJJAAK-UHFFFAOYSA-N 1,3-bis(hydroxymethyl)urea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 abstract 2
- FONCADNOZFBHIB-UHFFFAOYSA-N 2-carbamoyloxyethyl carbamate Chemical compound NC(=O)OCCOC(N)=O FONCADNOZFBHIB-UHFFFAOYSA-N 0.000 abstract 2
- PBGKNXWGYQPUJK-UHFFFAOYSA-N 4-chloro-2-nitroaniline Chemical compound NC1=CC=C(Cl)C=C1[N+]([O-])=O PBGKNXWGYQPUJK-UHFFFAOYSA-N 0.000 abstract 2
- WRZOMWDJOLIVQP-UHFFFAOYSA-N 5-Chloro-ortho-toluidine Chemical compound CC1=CC=C(Cl)C=C1N WRZOMWDJOLIVQP-UHFFFAOYSA-N 0.000 abstract 2
- LFVGISIMTYGQHF-UHFFFAOYSA-N Ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 abstract 2
- DVARTQFDIMZBAA-UHFFFAOYSA-O Ammonium nitrate Chemical compound [NH4+].[O-][N+]([O-])=O DVARTQFDIMZBAA-UHFFFAOYSA-O 0.000 abstract 2
- SOIFLUNRINLCBN-UHFFFAOYSA-N Ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 abstract 2
- 241000416162 Astragalus gummifer Species 0.000 abstract 2
- RBTKNAXYKSUFRK-UHFFFAOYSA-N Heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 abstract 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N Melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 2
- 229920000877 Melamine resin Polymers 0.000 abstract 2
- BFVHBHKMLIBQNN-UHFFFAOYSA-N N-(2-chlorophenyl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1Cl BFVHBHKMLIBQNN-UHFFFAOYSA-N 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N Thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- 229920001615 Tragacanth Polymers 0.000 abstract 2
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 abstract 2
- NLFPOMIICGFYSD-UHFFFAOYSA-N acetylene;urea Chemical compound C#C.NC(N)=O.NC(N)=O NLFPOMIICGFYSD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 229910000387 ammonium dihydrogen phosphate Inorganic materials 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 230000001808 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- QGBSISYHAICWAH-UHFFFAOYSA-N cyanoguanidine Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- 235000011187 glycerol Nutrition 0.000 abstract 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229920001519 homopolymer Polymers 0.000 abstract 2
- 239000004615 ingredient Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 235000019837 monoammonium phosphate Nutrition 0.000 abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 2
- 229950005308 oxymethurea Drugs 0.000 abstract 2
- 150000002989 phenols Chemical class 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 229920000742 Cotton Polymers 0.000 abstract 1
- 239000004677 Nylon Substances 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 abstract 1
- 229920001778 nylon Polymers 0.000 abstract 1
- 230000003287 optical Effects 0.000 abstract 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tBuOOH Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 abstract 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 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
Abstract
Compositions useful for the production of pigmented prints, impregnations and coatings on fibrous materials comprise a pigment, a water-soluble hardenable initial condensation product of a thermosetting resin and an aqueous polymer dispersion derived from butadiene, an amide of acrylic or methacrylic acid and a nitrile or ester, e.g. the methyl, ethyl or butyl ester, of acrylic or methacrylic acid and, preferably, an acidic catalyst capable of hardening the initial condensation product, the polymer in the polymer dispersion being free from halogen substituents. Initial condensation products specified are the reaction products of formaldehyde with urea, thiourea, ethylene urea, acetylene diurea, melamine, phthaloguanamine, dicyandiamide, guanidine, ethylene dicarbamate and phenols, for example dimethylolurea and trimethylol melamine and ethers thereof. The polymer dispersion may consist of a copolymer in which all the selected monomers are copolymerized or may be made by mixing dispersions of homopolymers or copolymers derived from the selected monomers. Acidic catalysts specified are ammonium dihydrogen phosphate, ammonium thiocyanate and ammonium nitrate. Pigments specified are copper phthalocyanine and the products obtained by coupling 5-chloro-o-toluidine with 2 : 3 - hydroxynaphthoic - 5 - chloro - o - toluidide and p-chloro-o-nitroaniline with acetoacet-o-chloroanilide. Optical ingredients of the compositions are white spirit, glycerine, gum tragacanth, an alkylphenol-ethylene oxide condensate and a higher fatty alcohol-ethylene oxide condensate. In an Example: (4) acrylamide is polymerized in an aqueous dispersion of a butadiene/acrylonitrile copolymer in the presence of a sulphonated oil, tert.-butyl hydroperoxide and tetraethylene pentamine.ALSO:Pigmented prints, impregnations and coatings on fibrous materials, e.g. cotton, nylon and viscose fabrics, are produced by applying thereto a pigmented composition comprising a water-soluble hardenable initial condensation product of a thermosetting resin and an aqueous polymer dispersion derived from butadiene, an amide of acrylic or methacrylic acid and an ester, e.g. the methyl, ethyl or butyl ester, or the nitrile of acrylic or methacrylic acid, which polymer is free from halogen substituents, and thereafter heating the fibrous material, preferably in the presence of an acidic catalyst capable of hardenin the initial condensation product of the thermosetting resin, e.g. ammonium dihydrogen phosphate, ammonium nitrate or ammonium thiocyanate. Initial condensation products specified are the reaction products of formaldehyde with urea, thiourea, ethyelene urea, acetylene diurea, melamine, phthaloguanamine, dicyandiamide, guanidine, ethylene dicarbamate and phenols, for example dimethylol urea, trimethylol melamine and ethers thereof. The polymer dispersion may consist of a copolymer in which all the selected monomers are copolymerized or may be made by mixing dispersions of homopolymers or copolymers derived from the selected monomers. Pigments specified are copper phthalocyanine and the products obtained by coupling diazotized 5-chloro-o-toluidine with 2:3-hydroxynaphthoic-5-chloro-o-toluidine and diazotized p-chloro-o-nitroaniline with acetoacet-o-chloroanilide. Optional ingredients of the compositions are white spirit, glycerine, gum tragacanth, an alkyl phenolethylene oxide condensate and a higher fatty alcohol-ethylene oxide condensate.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB816985A true GB816985A (en) | 1959-07-22 |
Family
ID=1627853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB391856A Expired GB816985A (en) | 1956-02-08 | Improvements in the production of pigmented prints, impregnations and coatings on fibrous materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB816985A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000071505A1 (en) * | 1999-05-21 | 2000-11-30 | Basf Corporation | Monomer and polymerization process |
| US6624241B2 (en) | 1999-05-21 | 2003-09-23 | Basf Corporation | Waterborne coating compositions containing materials dispersed with water-soluble carbamate materials |
-
1956
- 1956-02-08 GB GB391856A patent/GB816985A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000071505A1 (en) * | 1999-05-21 | 2000-11-30 | Basf Corporation | Monomer and polymerization process |
| US6624241B2 (en) | 1999-05-21 | 2003-09-23 | Basf Corporation | Waterborne coating compositions containing materials dispersed with water-soluble carbamate materials |
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