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    23.
    发明专利
    未知

    公开(公告)号：NL126420C

    公开(公告)日：1969-04-15

    申请号：NL264863

    申请日：1961-05-17

    Applicant: BASF AG

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

    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.

    Packaging materials
    25.
    发明专利
    Packaging materials 未知

    公开(公告)号：GB959133A

    公开(公告)日：1964-05-27

    申请号：GB3070562

    申请日：1962-08-10

    Applicant: BASF AG

    Inventor： LANGE GUENTER ,  LOUIS GERD ,  OTTO HANS-WERNER ,  REINBOLD IMMO ,  WILHELM HANS

    IPC: B65D65/38 ,  B65D65/42

    Abstract: Coloured packaging material in the form of sheets or containers made from organic plastics consists of or comprises an organic addition polymer containing a dye linked therewith by a covalent chemical bond. The dye containing addition polymer may be a copolymer of a colourless monomer and a dye containing a polymerizable group, preferably a vinyl group, or may be the reaction product of a polymer containing reactive groups and a dye having a group reactive therewith, and may be prepared by the processes described in Specifications 622,935, 877,402 and 946,472. Innocuous plasticizers, fillers and pigments may be incorporated and sheets prepared by casting from solution, aqueous dispersion or a melt. Bags, bottles, beakers, boxes and tubes may be prepared by injection moulding, and the polymers may be laminated to or used for impregnating paper or cardboard. The sheets and containers may be used for packaging solid and liquid foodstuffs, pharmaceuticals, tinctures, cosmetic preparations and chemical reagents and solvents. In examples (1) sheets are calendered from a copolymer prepared by suspension copolymerization of vinyl chloride and N-acryloylaminoazobenzene in the presence of partially saponified polyvinyl acetate, azodiisobutyronitrile and sodium pyrophosphate; and (2) boxes are obtained by deep drawing sheets extruded from a mixture of a suspension copolymer of styrene and acrylonitrile and a copolymer obtained by initiating the copolymerization of vinyl methyl ether and the product obtained by coupling N-acryloylamino-p-aminobenzene and 1-(2-chloro-5-sulphophenyl) -3- methyl-pyrazolone -5, in aqueous dispersion in the presence of sodium paraffin sulphonates, potassium persulphate, sodium bicarbonate and sodium pyrophosphate, and adding butyl acrylate, acrylonitrile and butane diol diacrylate when polymerization has commenced.

    26.
    发明专利
    未知

    公开(公告)号：FR1347976A

    公开(公告)日：1964-01-04

    申请号：FR919994

    申请日：1962-12-28

    Applicant: BASF AG

    Inventor： BEYER KARL-HEINZ ,  GULBINS KLAUS ,  LANGE GUENTER ,  LOUIS GERD ,  WEIDINGER HANS ,  WILHELM HANS

    IPC: C08F2/22 ,  C08F2/44 ,  C08F20/52 ,  C08F291/00 ,  C09B1/40 ,  C09B62/467 ,  C09B69/10 ,  D06L3/12 ,  D06L4/657 ,  D06P1/00

    Abstract: Polymeric substances are coloured by graft polymerizing thereon a dye bearing a polymerizable olefinic group and, if desired, other monomers which are colourless. Polymers specified are polymers and copolymers of olefinic monomers, polyaldehydes, polymers of lactams, lactones, cyclic ethers sulphides and amines, phenol, urea, melamine and alkyd resins, polyesters, polyamides, polycarbonates, polyurethanes, epoxy resins, cellulose, proteins and rubber. The polymerizable dyes may be of the azo, anthraquinone, triarylmethane, azomethane or phthalocyanine type. Grafting may be effected by means of a free-radical initiator or high-energy irradiation. The substrate monomer may be dissolved in the grafting monomer, or may be used in the form of a solution in an organic solvent or as an aqueous emulsion, or may be in the form of a film or fibre. The examples describe: (1) grafting by means of X-rays isobutyl 1 - amino - 4 - acryloylaminoanthraquinone - 2 - carboxylate and butyl acrylate on to an aqueous dispersion of a copolymer of butyl acrylate and methylol methacrylamide, followed by cross-linking the product with the dimethylol compound of butanediol-1, 4-diurethane; (2) as in (1), but using as the grafting monomer the coupling product of diazotized 2-amino-4-sulphonic acid-41-acryloylaminodiphenyl sulphone and 3-sulphonic acid-7-aminonaphthol-1; (3) grafting by means of X-rays the coupling product of diazotized 1-acryloylamino-4-aminobenzene and 1-phenyl-(21-chloro-41-sulphonic acid)-3-methylpyrazolone-5 on to an aqueous dispersion of a copolymer of butyl acrylate acrylonitrile and methylol methacrylamide, and cross-linking the product with the dimethylol compound of butanediol-1, 4-diurethane; (4) as in (3), but grafting by means of potassium persulphate; and (5) as in (3), but using a copolymer of butyl acrylate and methacrylamide as the grafting substrate. The resulting products are used for colouring cotton fabrics. Specifications 877,402, 914,354, 946,472, 948,694, and 952,810 are referred to.ALSO:Fibrous materials or films of polymeric organic substances are coloured by graft-polymerizing a dye containing olefinic unsaturated groups with the substance of the fibres or films. Alternatively the materials, e.g. fabrics, are dyed by applying thereto an aqueous dispersion of a polymeric substance on which has been grafted a dye bearing a polymerizable olefinic group. The examples describe the application to cotton fabrics of aqueous dispersions of graft copolymers containing the dimethylol compound of butanediol-1, 4-diurethane as a cross-linking agent, followed by drying at 140 DEG C., the graft copolymers specified being obtained by graftin: (1) isobutyl 1-amino-4-acryloylaminoanthraquinone 2-carboxylate and butyl acrylate on to a copolymer of butyl acrylate and methylol methacrylamide; (2) the coupling product of diazotized 2-amino-4-sulphonic acid-41-acryloylamino-diphenyl sulphone and 3-sulphonic acid-7-aminonaphthol-1 on to a copolymer as in (1); (3) the coupling product of diazotized 1-acryloylamino-4-aminobenzene and 1-phenyl-(21-chloro-41-sulphonic acid)-3-methylpyrazolone-5 on to a copolymer of butyl acrylate, acrylonitrile and methylol methacrylamide; and (5) a dye as in (3) on to a copolymer of butyl acrylate and methacrylamide. The dyeing of textiles such as polypropylene textiles by direct graft-polymerization with polymerizable dyes is referred to. Specifications 877,402, 914,354, 946,472, 948,694 and 952,810 are referred to.

    28.
    发明专利
    未知

    公开(公告)号：FR1301002A

    公开(公告)日：1962-08-10

    申请号：FR867768

    申请日：1961-07-12

    Applicant: BASF AG

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

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

    Abstract: Emulsion copolymers obtainable by copolymerization in the emulsion of (a) a dye which contains a polymerizable olefinic double bond, (b) one or more non-coloured compounds which contain polymerizable olefinic double bonds and groups accessible to cross-linking by addition or condensation and, optionally, (c) one or more polymerizable non-coloured compounds (inert to cross-linking) used for the production of plastics are employed for simultaneously dyeing and finishing textiles and are subsequently cross-linked either alone or with the aid of (d) suitable bi- or polyfunctional compounds, either by condensation or addition. The chromophoric monomers (a) may be based on dyes of the azo, anthraquinone, triarylmethane, phthalocyanine, phenazine and oxazine series (see Group IV(c)). While many components (b) and (c) are specified those mentioned in the examples are (b) N-methylolmethacrylamide, N-methylol-acryloylurea, N-methylol-N-acryloylmaleic acid imide, butanediol monoacrylate, methacrylamide, acrylic acid and 2:4-diamino-6-acryloylaminoethylene-1:3:5-triazine and (c) ethyl acrylate, butyl acrylate, methyl methacrylate, acrylonitrile, styrene, vinyl propionate and vinyl chloride. The copolymers, whose solid content is preferably 25-50%, may be prepared in the presence of polymerization initiators such as hydrogen peroxide and potassium persulphate. Cross-linking may be effected by heating or changing the pH with or without the aid of many specified components (d) and other catalysts. The components (d) mentioned in the examples are the bisulphite compounds of hexamethylene di-isocyanate and toluylene di-isocyanate, N,N1-dimethylolurea and its methyl ethers, the N,N1-dimethylolated diurethane of butane-diol-(1,4), the reaction product of pentaerythritol and epichlorhydrin and an etherified urea-formaldehyde resin precondensate. Examples are given of the preparation of copolymers and their employment in dyeing and printing fabrics.ALSO:Textiles are simultaneously dyed and finished by treating with emulsion copolymers obtainable by copolymerization in the emulsion of (a) a dye which contains a polymerizable olefinic double bond, (b) one or more non-coloured compounds which contain polymerizable olefinic double bonds and groups accessible to cross-linking by addition or condensation and, optionally, (c) one or more polymerizable non-coloured compounds (inert to cross-linking) used for the production of plastics, and subsequently crosslinking the copolymer either alone or with the aid of (d) suitable bi- or polyfunctional compounds, either by condensation or addition. The chromophoric monomers (a) may be based on dyes of the azo, anthraquinone, triarylmethane, phthalocyanine, phenazine and oxazine series; suitable dyes are described in Specifications 830,876, 858,183, 875,946, 877,402 and 879,071, German Specification 1,010,063 and French Specification 1,118,705. Many components (b) are specified, among which are N-methylolmethacrylamide, N-methylol-N-acryloylmaleic acid imide, butanediol monoacrylate, methacrylamide and acrylic acid; many components (c) are also specified, those mentioned in the examples being ethyl acrylate, butyl acrylate, methyl methacrylate, acrylonitrile, styrene, vinyl propionate and vinyl chloride. The copolymer emulsions, whose solid content is preferably 25-50%, may also contain the usual emulsifiers and protective colloids, as well as a thickener, when the copolymer is used as a printing paste. Cross-linking may be effected by heating or changing the pH with or without the aid of many specified components (d) and other catalysts. Examples are given of the preparation of copolymers and the dyeing and printing of fabrics of cotton (woven and non-woven), rayon staple, calico and regenerated cellulose. Other specified materials are of wool, silk, polyamide, cellulose acetate, polyvinyl alcohol and polymers and copolymers of acrylonitrile.

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