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    12.
    发明专利
    未知

    公开(公告)号：DE1154629B

    公开(公告)日：1963-09-19

    申请号：DEB0062495

    申请日：1961-05-16

    Applicant: BASF AG

    Inventor： WILHELM HANS ,  PENNING ERNST ,  LOUIS GERD ,  LANGE GUENTER ,  WEIDINGER HANS ,  MAHLING DIETER

    IPC: C08F2/04 ,  C08F2/22 ,  C08F2/44 ,  C08F16/12 ,  C08F20/62 ,  C08F28/00 ,  C09B69/10 ,  D06L3/12 ,  D06L4/60 ,  D06M15/39 ,  D06P1/00

    Abstract: Coloured cross-linked or cross-linkable copolymers are obtained by copolymerizing at least one olefinic monomer dyestuff, containing, in addition to the unsaturated at least one olefinic monomer polymerizable group, a group capable of condensation or addition, and, if desired, at least one further copolymerizable monomer, and then, if desired, cross-linking the resulting copolymers by way of the groups capable of condensation or addition. The dyestuff monomers may be of the azo, anthraquinone, phthalocyanine, triarylmethane, phenazine, or oxazine type, such dyestuffs being described in Specifications 779,781, 830,876, 858,183, 875,946 and 879,071. The examples describe the following processes: (1) emulsion copolymerizing butyl acrylate, N-methylol methacrylamide and an unsaturated azo dyestuff to yield a copolymer which cross-links on drying; (2) emulsion copolymerizing acrylonitrile, butyl acrylate, N-methyldimethacrylamide and an unsaturated azo dyestuff; (3) as in (2) but using an unsaturated anthraquinone dyestuff; (4) emulsion copolymerizing styrene, methylolacrylamide, butyl acrylate, N-methylolacryloylurea and acryloylaminobenzene, and cross-linking the resulting polymer by heating in the presence of ammonium nitrate; (5) emulsion polymerizing ethyl acrylate, vinyl propionate, N-methylolmethacrylamide, N-methylol maleimide and an unsaturated azo dyestuff and cross-linking the resulting copolymer by heating; (6) emulsion copolymerizing butyl acrylate, acrylonitrile, butane-diol monoacrylate and an unsaturated azo dyestuff, and cross-linking the resulting copolymer with hexamethylene diisocyanate; (7) emulsion copolymerizing butyl acrylate, methacrylamide and an unsaturated azo dyestuff and cross-linking the product by heating with dimethylol urea; (8) cross-linking the copolymer of (7) by heating with N,N1-dimethylolbutane-(1,4)-diurethane; (9) emulsion copolymerizing butyl acrylate, acrylonitrile, acrylic acid and an unsaturated azo dyestuff, neutralising the carboxyl groups in the product with ammonia, and heating it with a polyepoxide derived from pentaerythritol and epichlorohydrin; (10) emulsion copolymerizing butyl acrylate, N-methylolacrylamide and an unsaturated azo dyestuff, mixing the resulting dispersion with an acrylamide/methacrylamide copolymer, sawdust and a mixture of N,-N1 dimethylolurea monomethyl and dimethyl ethers, drying the composition and moulding at 150 DEG C.; (11) emulsion copolymerizing butyl and ethyl acrylates, methyl methacrylate methacrylamide and an azo dyestuff containing vinyl ether groups, adding a mixture of N,N1-dimethylol urea monomethyl and dimethyl ethers and heating in the presence of ammonium nitrate; (12) emulsion copolymerizing butyl acrylate, N-methylol methacrylamide, a triazine derivative of acrylamide and an unsaturated azo dyestuff, mixing the dispersion with N,N1-dimethylolbutane-(1, 4)-diurethane and ammonium nitrate and subjecting the mixture to heat; (13) emulsion copolymerizing butyl acrylate, acrylamide, vinyl chloride and an unsaturated azo dyestuff, mixing the dispersion with N,N1-dimethylol urea and cross-linking at 130 DEG C.; (14) solution copolymerizing butyl acrylate, acrylamide, methyl methacrylate, butanediol monoacrylate and an azo dyestuff containing vinyl ether groups and cross-linking the product with hexamethylene diisocyanate; (15) solution copolymerizing methyl methacrylate butyl acrylate, acrolein and an unsaturated azo dyestuff, and cross-linking the product with the glycol ester of bisacetoacetic acid; (16) solution copolymerizing butyl acrylate, vinyl propionate, methacrylamide, N-methylol methacrylamide and an unsaturated anthraquinone dyestuff, and heating the product after the addition thereto of phosphoric acid; (17) as in (3) but with the use of tetramethylolacetylene diurea tetrabutyl ether at the cross-linking stage and with the addition of wood pulp to the curable mixture; (18) bulk copolymerizing methyl methacrylate, butanediol monoacrylate and an unsaturated azo dyestuff in the presence of dibutylphthalate until the product is syrupy, discontinuing polymerization and then heating the product with hexamethylene diisocyanate; (19) solution copolymerizing vinyl pyrrolidone, methyl methacrylate, butyl acrylate, N-methylol methacrylamide and a copper phthalocyanine dyestuff containing sulphonic groups which have been reacted with N-acryloyl - p - phenylene diamene, and heating the product with tetramethylolacetylenediure tetrabutyl ether; and (20) solution copolymerizing acrylamide ethyl acrylate, N-methylol methacrylamide and an unsaturated azo dyestuff, and heating the product with tetramethylolacetylene diurea.ALSO:Surfaces of paper, wood and metal are coated with coloured copolymers obtained from olefinic monomer dyestuffs, monomers containing cross-linkable groups, and, if desired, other copolymerizable monomers. In examples: (2) wood and paper are coated with an aqueous dispersion of a copolymer of butyl acrylate, N-methylol methacrylamide and an unsaturated azo dyestuff, and the coating is dried at 180 DEG C.; (13) paper and a metal plate are coated with an aqueous dispersion containing a copolymer of butyl acrylate, vinyl chloride, acrylamide and an unsaturated azo dyestuff, N,N1-dimethylolurea and ammonium nitrate, the coating is dried at room temperature and cross-linked at 130 DEG C.; (15) a toluene-ethanol solution containing a copolymer of methyl methacrylate, acrolein and an unsaturated azo dyestuff, the glycol ester of bisacetoacetic acid, phosphoric acid and piperidine is brushed or sprayed on to bleached wood, and the coating is dried at 80-90 DEG C.; and (19) a tolueneethanol solution containing a copolymer of vinyl pyrrolidone, methyl methacrylate, butyl acrylate, N-methylol methacrylamide and a copper phthalocyanine dyestuff containing sulphonic groups which have been reacted with N-acryloyl-p-phenylene diamine, tetramethylolacetylenediurea tetrabutyl ether and glacial acetic acid is brushed on to wood or paper and dried at 140 DEG C. Specifications 779,781, 830,876, 858,183, 875,946 and 879,071 are referred to.

    A process for the production of cross-linkable macromolecular compounds
    13.
    发明专利
    A process for the production of cross-linkable macromolecular compounds 未知

    公开(公告)号：GB890776A

    公开(公告)日：1962-03-07

    申请号：GB4385160

    申请日：1960-12-21

    Applicant: BASF AG

    Inventor： KESSLER HANSJUERGEN ,  PENNING ERNST ,  WILHELM HANS ,  REINHARD HANS

    IPC: C08F220/28 ,  C08F222/18 ,  D06M15/263

    Abstract: A method of making an easily cross-linkable polymer comprises copolymerizing (1) 0,5-50% by weight of an ester of a polymerizable a ,b -ethylenically unsaturated mono- or di-carboxylic acid with a dihydric or higher polyhydric alcohol which bears a chlorine atom at the a -position to a free hydroxyl group and (2) 99,5-50% by weight of one or more unsaturated polymerizable compounds. The esters (1) may be esters of acrylic, methacrylic, maleic or fumaric acid with 3-chlorpropane-diol-(1,2), 2,3-dichlorbutane-diol-(1,4), 3-chlorbutane-triol-(1,2,4), 1,4-dichlorbutane-diol-(2,3), 3-chlor-2-methylpropane-diol-(1,2), or 3-chlor-2-chlormethylpropane-diol-(1,2). Compounds (2) can be acrylic, methacrylic or maleic acid, methyl, ethyl, or butyl acrylate or methacrylate, acrylamide, methacrylamide, acrylonitrile, vinyl acetate, vinyl propionate, acrolein, methyl allyl ketone, isopropenyl ketone, allyl or methallyl alcohol, allyl methyl and ethyl ethers, allyl acetate or propionate, ethylene, propylene, butadiene, vinyl methyl or ethyl ether, vinyl chloride, vinylidene chloride or cyanide, N-vinyl pyrrolidone, N-vinyl carbazole, styrene or mono- or di-methyl styrene. The copolymers may be prepared by bulk, solution, emulsion, suspension or precipitation polymerization, using conventional catalysts, such as peroxides, azo compounds, or redox systems, for example potassium persulphate and azo bis isobutyronitrile. The polymers can be cross-linked at room temperatures by agents which split off hydrogen halide, such as metal oxides, hydroxides and alcoholates. These polymers can be mixed with other polymers.

    Coloured polymers
    14.
    发明专利
    Coloured polymers 未知

    公开(公告)号：GB877402A

    公开(公告)日：1961-09-13

    申请号：GB1509960

    申请日：1960-04-29

    Applicant: BASF AG

    Inventor： KREHBIEL GUENTER ,  LANGE GUENTER ,  PENNING ERNST ,  WILHELM HANS

    IPC: C08F2/02 ,  C08F2/44 ,  C08F20/60 ,  C08F20/62 ,  C08F26/00 ,  C08F28/00 ,  C08K5/00 ,  C09B1/36 ,  C09B67/42 ,  C09B69/10

    Abstract: Coloured polymers are made by copolymerizing one or more dyestuffs of the azo or anthraquinone series which contains the group: in which R1 represents a hydrogen or halogen atom a methyl group, R2 a hydrogen or halogen atom and X a phenylene, >C=0 or -SO2- radical, and one or more other unsaturated polymerizable compounds, e.g. vinyl and vinylidene chlorides, acrylic and chloroacrylic acids and esters thereof, such as iso-octyl acrylate, methyl methacrylate, acrylamide, methacrylamide, methylene bis-acrylamide, acrylonitrile, crotonic acid, maleic anhydride, maleic and fumaric esters, vinylidene cyanide, vinyl and allyl esters of organic acids, such as vinyl acetate, styrene, divinyl benzene, vinyl sulphonic acid, N-vinylcarbazole, N-vinylpyrrolidone, divinyl sulphone and vinyl ethers. Polymerizable dyestuffs specified include those described in Specifications 719,282, 747,454, 830,876, 858,183 and 875,946, in French Specification 1,118,705 and in Belgian Specification 566,099. Polymerization may take place in bulk, solution, suspension or emulsion with the aid of initiators such as azodiisobutyronitrile, benzoyl peroxide, hydrogen peroxide and potassium persulphate Polymerization solvents specified are benzene, toluene, a mixture of toluene and acetone, ethanol, butanol, butyrolactone and N-methyl-pyrrolidone. In aqueous medium polymerizations, dispersing agents such as a mixture of turkey red oil and sodium di-isobutylnaphthalene sulphonate and a mixture of an alkyl aryl sulphonate and the reaction product of pentaerythritol, glycerin and epichlorhydrin may be used. During the course of the reaction further quantities of reactants, e.g. monomer, solvent and catalyst, may be added.ALSO:Dyestuffs of the anthraquinone or azo series are described which contain the group:- in which R1 represents a hydrogen or halogen atom or a methyl group, R2 a hydrogen or halogen atom and X a phenylene, >C=O or -SO2- radical. Such dyestuffs and means for preparing them are described in Specifications 719,282, 747,454, 830,876, 858,183 and 875,946, in French Specification 1,118,705 and in Belgian Specification 566,099. In examples dyestuffs are described which are obtained by: (3) coupling diazotized 1-amino-4-acryloylaminobenzene with 1-hydroxy-naphthalene- 4-sulphonic acid; (4) coupling diazotized 4-aminostyrene with 2-hydroxynaphthalene; (6) coupling diazotized 4-aminostyrene with the sodium salt of 1-(2-chloro-5-sulphophenyl)-3-methylpyrazolone-(5); (9) reacting 1, 4-diamino- 2-acetylanthraquinone with acrylyl or chloracrylyl chloride; (11) reacting 1- amino- 4- (2- phenylquinazolyl-(4))- amino-anthraquinone with acrylyl chloride; (12) reacting 1-amino- 5-benzoylaminoanthraquinone with acrylyl chloride; (15) coupling diazotized 1-acrylylamino-3-aminobenzene with 1-butyl- 3-hydroxy-7-methyl- 1, 2, 3, 4-tetrahydroquinoline; (16) coupling diazotized 4-amino-41-ethene-sulphonyl-amino-diphenyl sulphide with 1-phenyl-5-pyrazolone-3-carboxylic acid ethyl ester; and (17) coupling diazotized 1-acryloylamino- 4-aminobenzene with 1-(2-chloro- 5-sulphophenyl)-3-methylpyrazolone-(5).

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