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    Production of highly polymerised quarternary ammonium compounds
    223.
    发明专利
    Production of highly polymerised quarternary ammonium compounds 未知

    公开(公告)号：GB982269A

    公开(公告)日：1965-02-03

    申请号：GB1589163

    申请日：1963-04-23

    Applicant: BASF AG

    Inventor： KESSLER HANS JUERGEN ,  WITTENBURG DIETMAR ,  WOLF HANS ,  WILHELM HANS

    IPC: C08F20/60 ,  D21H17/37 ,  D21H17/45

    Abstract: Highly polymerized quaternary ammonium compounds are produced by quaternizing condensation products of acrylamide or methacrylamide with formaldehyde and secondary amines having the general formula in which R represents hydrogen or methyl and R1 and R2 represent aliphatic, cycloaliphatic, araliphatic or aromatic radicals, which may be identical or different, which may bear further substituents or may be combined to form a ring system and copolymerizing the products with other ethylenically unsaturated polymerizable compounds in the presence of conventional polymerization catalysts in organic solvents in which the monomers are soluble and the copolymers are insoluble and are precipitated during the polymerization, the process differing from that of the parent Specification only in that tertiary butanol is used as solvent.

    Anthraquinone dyes
    225.
    发明专利
    Anthraquinone dyes 未知

    公开(公告)号：GB964757A

    公开(公告)日：1964-07-22

    申请号：GB4862662

    申请日：1962-12-27

    Applicant: BASF AG

    Inventor： BEYER KARL-HEINZ ,  GULBINS KLAUS ,  LANGE GUENTER ,  LOUIS GARD ,  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: In Examples 52 to 67 there are polymerized in aqueous dispersion mixtures of butyl acrylate, methacrylamide, methyl methacrylate, and a dye ester of the formula: where R1' has alkyl and alkoxyalkyl values, and the blue violet aqueous dispersion obtained is used to dye and resin-finish cotton fabric by application in the presence of a solution of the dimethylol compound of butene-1:4-diurethane, ammonium nitrate and a dispersing agent. In Example 68, a polymer dispersion made by emulsion polymerization of butyl acrylate and methacrylic acid methylolamide is mixed with butyl acrylate and a dye ester of the above formula where R1' is isobutyl, and graftpolymerized by exposure to radiation. The mixture is mixed with the dimethylol compound of butanediol-1,4-diurethene, ammonium nitrate and a dispersing agent and used to dye and resinfinish cotton fabric. Specifications 790,728, 877,402, 920,390, 924,584, and 949,404 are referred to.ALSO:The invention comprises dyes of the formula where R1 is an aliphatic radical whose carbon chain may be interrupted by hetero atoms and R2 is an aliphatic, cycloaliphatic or araliphatic radical, especially a vinyl radical. The dyes are made by acylating a compound of the formula with an acylating agent of the formula R2-CO-X where X is -OH or the radical of an inorganic or organic acid. Values specified for R1 include alkyl radicals of one to eight carbon atoms, b -alkoxyethyl, b 1-alkoxy-b -ethoxyethyl groups and the allyl group, and for R2 include vinyl, alkyl radicals of one to five carbon atoms, chlormethyl, ethoxymethyl, cyclo-octyl and acetoxymethyl. The dyes dye linear polyesters in blue to violet shades and those wherein R2 is vinyl form coloured copolymers with olefinic compounds (see Division C3). Specifications 790,728, 877,402, 920,390, 924,584 and 949,404 are referred to.ALSO:Cotton is dyed blue to violet shades and resin-finished using coloured copolymers derived from the dyes of the formula:- where R1\sv is a branched or linear, saturated aliphatic radical having two to eight carbon atoms whose carbon chain may be interrupted by one or more hetero atoms, copolymerized with other olefinically unsaturated compounds. In Examples 52 to 67, polymerization is initiated in an aqueous mixture of butyl acrylate, methacrylamide and dispersing agents and an aqueous mixture of butyl acrylate, methacrylamide, methyl methacrylate, dispersing agents and a dye of the above formula where R1\sv has alkyl and alkoxyalkyl values, the aqueous dispersion obtained is mixed with an aqueous solution containing the dimethylol compound of butanediol-1:4-diurethane, ammonium nitrate and a dispersing agent and used to impregnate cotton fabric which is then stretched on a frame and dried at 140 DEG C. for one hour to give a dyed, resin-finished fabric. In Example 68, a polymer dispersion made by emulsion polymerisation of butyl acrylate and methacrylic acid methylolamide is mixed with butyl acrylate and a dye of the above formula where R1\sv is isobutyl, and graft-polymerized by exposure to radiation. The mixture obtained is mixed with the dimethylol compound of butanediol-1:4-diurethane, ammonium nitrate and a dispersing agent and used to impregnate cotton fabric which is then stretched on a frame and dried at 140 DEG C. for one hour to give a dyed, resin-finished fabric. Specifications 790,728, 877,402, 920,390, 924,584 and 949,404 are referred to.

    Simultaneously dyeing and resin finishing textiles
    227.
    发明专利
    Simultaneously dyeing and resin finishing textiles 未知

    公开(公告)号：GB948694A

    公开(公告)日：1964-02-05

    申请号：GB707162

    申请日：1962-02-23

    Applicant: BASF AG

    Inventor： WILHELM HANS ,  LOUIS GERD ,  MAHLING DIETER ,  LANGE GUENTER ,  WEIDINGER HANS ,  CRAEMER KARL ,  SCHWINDT WOLFGANG ,  KREHBIEL GUENTER

    IPC: C08F16/12 ,  C08F20/62 ,  C08F28/00 ,  C09B69/10 ,  D06L3/12 ,  D06M20060101 ,  D06P20060101 ,  D06P1/00

    Abstract: Reaction products of polymers containing reactive groups with dyes also containing reactive groups are applied to textile materials and cross-linked with or without a cross-linking agent, by way of the remaining reactive groups of the polymer. The dyestuffs may contain a large number of specified reactive groups including acid amide, ureido, carboxylic acid, and suplhonic acid and their ester groups, aldehyde, epoxy, N-methylol and N-methylol ether groups. The polymers may be homo- or copolymers made up of monomers bearing suitable reactive groups as well as inert monomers or the reactive groups may be introduced after polymerization. The specified reactive groups are: amino, hydroxyl, aldehyde, carboxylic acid and ester groups, lactone, carbonamide carbonimide, carbamido, melamine, dicyandiamide, carbamate, epoxy, N-methylol, N-methylol ether, chlorhydrin, isocyanate, active methylene, acid chloride and anyhdride groups, reactive halogen atom, C=C bonds capable of addition and not taking part in the polymerization thiourea the thioisocyanate groups. The polymers may be prepared by solution, emulsion, bulk or precipitation polymerization. In the examples the following copolymers are reacted with monoazo dyes containing N-methylol groups and are prepared from: (3) butyl acrylate and N-methylolacrylamide in aqueous emulsion (7) acrylamide, butyl acrylate, vinyl propionate, acrylonitrile and vinyl acetate in toluene-butanol (1:1) solution, (8) acrylamide N-methylolmethacrylamide and ethyl acrylate by precipitation from butanol, (9) to (13) as in (3), (14) isobutyl acrylate, acrylonitrile, vinyl chloride and N-methylolmethacrylamide in aqueous dispersion (15) butyl acrylate, acrylonitrile and N-methylolmethacrylamide from aqueous dispersion, (16) butyl acrylate, styrene and N-methylolmethacrylamide from aqueous dispersion, (17) butyl acrylate, vinyl chloride, methyl acrylate and acrylamide from aqueous disperson and (18) as in (15). The following cross-linking agents are employed: the tetrabutyl ether of tetramethylolglyoxaldiureine, butanediol-1, 4-bis-(N-methylolurethane) and a urea-formaldehyde precondensate partly etherified with methanol. Specifications 744,877, 799,781, 842,802, 850,977, 900,764 and 946,471 are referred to.ALSO:Dyeing and/or printing textiles and simultaneously resin finishing them in a process wherein a polymer containing reactive groups is reacted by way of part of said reactive groups with a dye also containing reactive groups, the macromolecular coloured compound thus obtained is applied to the textiles and cross-linked by way of the remaining reactive groups, or the polymer containing reactive groups, the reactive dye and, if necessary, a cross linking agent are applied to the textiles and the reactions are effected in a simple operation on the fibre. The textiles may be of cotton, spun rayon, cellulose acetate and triacetate, synthetic polyamides, acrylonitrile polymers and copolymers and especially polypropylene. The polymers may be homopolymers or copolymers and may be prepared from a large number of specified monomers by aqueous or organic solution polymerization, aqueous emulsion, bulk or precipitation polymerization. Alternatively polymers may be employed in which the reactive groups are introduced after polymerization. The dyestuffs may contain any of a large number of specified reactive groups including N-methylol acid amide, acid imide, ureido, carboxylic acid sulphonic acid ester aldehyde, N-methylol and N-methylol ether groups. The polymers, dyestuff and, if required cross-linking agents may be applied all together, separately or in any desired combination. A dyeing step at 60-110 DEG C. is advantageous before the final curing at temperatures up to 200 DEG C. The polymer solutions or dispersions may further contain other textile finishing resins, including urea-and melamine-formaldehyde condensates as well as many natural, synthetic and semi-synthetic known substances. The composition may be applied by padding or printing. The polymers of the present process may also be used for bonding non-woven fabrics, as a resin over a naphthol bottoming or under amiline black and, when a suitable discharging agent (e.g. sodium hydroxymethane sulphonate) is included for discharging direct dyes. Examples of dyeing and finishing are given. Specifications 744,877, 799,781, 842,802, 850,977, 900,764 and 946,471 are referred to.

    Colored crosslinkable and crosslinked polymers and their production
    228.
    发明专利
    Colored crosslinkable and crosslinked polymers and their production 未知

    公开(公告)号：GB946472A

    公开(公告)日：1964-01-15

    申请号：GB707062

    申请日：1962-02-23

    Applicant: BASF AG

    Inventor： LANGE GUENTER ,  WEIDINGER HANS ,  SETZER LUDWIG ,  LOUIS GERD ,  MAHLING DIETER ,  WILHELM HANS

    IPC: C08F8/00 ,  C08F8/30 ,  C09B62/00 ,  C09B69/10 ,  D04H1/587 ,  D04H1/645

    Abstract: Polymeric compounds united by chemical combination with dyes are made by reacting a homopolymer or copolymer containing groups that enable to be reacted with other compounds by condensation or addition reactions with a dye also containing reactive groups, and cross-linking the polymer by way of the reactive groups of the polymer which are still available, either simultaneously or subsequently. Monomers containing reactive groups from which such polymers may be prepared are acrolein, acrylamide, N-methylolacrylamide, crotonamide, ethacrylamide, chloroacrylamide, phenylacrylamide, maleic, fumaric, citraconic and itaconic diamides, N-acryloyl and N-methacryloyl ureas and dicyanodiamides amino-allyloxytriazines, glyoxalmonocureine allyl ether, glycidyl acrylate and butanediol monoacrylate. Such monomers may be copolymerized with monomers such as styrene, butadiene, isoprene, nitriles, amides, esters, anhydrides and salts of acrylic, methacrylic, crotonic, maleic, fumaric, itaconic and citraconic acids, vinyl acetate, propionate or butyrate, vinyl chloride and bromide, allyl esters, vinyl carbazole pyridine, imidazole and quinoline and vinyl pyrrolidone and caprolactam. Alternatively, reactive groups may be introduced into polymers by after-treatment, e.g. by hydrolysis, reduction or halogenation. Dyes containing reactive groups are specified in Specifications 744,877, 779,781, 842,802, 850,977, 900,764 and 946,471. The polymers may contain self cross-linking groups, in which case the action of heat or change in pH value may effect cross-linking, or an external cross-linking agent may be employed. The examples describe the following processes: (1) a copolymer of butyl acrylate, styrene, and N-methylolmethacrylamide in aqueous dispersion is mixed with an aqueous solution of the coupling product of diazotized N-(p-aminophenyl)-glyoxal-diureine and gamma - acetylaminonaphthol-(1)-3,6-di-sulphonic acid and ammonium nitrate, and from the resulting dispersion a violet-red film is produced which cross-links on heating at 140 DEG C.; (2) a non-woven fabric is impregnated with a mixture of an aqueous dispersion of a copolymer of butylacrylate and acrylamide, an aqueous solution of a coupling product of diazotized N-(p-aminophenyl)-glyoxaldiureine with 1-(p-sulphophenyl) -3- methylpyrazolone-(5) which has been reacted with formaldehyde, dimethylol urea and ammonium nitrate, and the impregnated fabric is dried and heated at 150 DEG C.; (3) a mixture of a copolymer of acrolein, butyl acrylate and styrene, 4-azophenylacetoacetic acid and piperazine dissolved in a toluene-butanol solvent is applied to a substrate and heated at 120 DEG C.; (4) an aqueous solution containing a copolymer of acrylamide, tert.-butyl acrylate and ethyl acrylate is mixed with the dye of (2), dimethylolurea and ammonium nitrate, applied to paper and heated at 150 DEG C.; (5) a mixture of a copolymer of acrylamide, N-methylolacrylamide and ethyl acrylate, the dye of (1), the di-N-methylolurethane of 1,4-butanediol and ammonium nitrate is dissolved in water, applied to wood pulp and dried at 150 DEG C.; (6) the dye obtained by coupling diazotized p-aminophenylglyoxaldiureine with 1-naphthol-4-sulphonic acid and reaction with formaldehyde, the dimethylolurethane of 1,4-butanediol and ammonium nitrate are added to an aqueous solution of a copolymer of acrylamide, methacrylamide, and methyl acrylate, the resulting composition is applied to paper and heated at 160-170 DEG C.; and (7) the coupling product of diazotized p-aminophenylurea and 4-tert.-butylphenol and reacted with formaldehyde, and hexamethylene diisocyanate are added to an ethanol solution of a copolymer of butylacrylate, butanediol monoacrylate and acrylamide, and the resulting solution is applied to glass fabric and heated at 160-170 DEG C. Specification 877,102 also is referred to. The Specification describes also the preparation of the copolymers of the above Examples by the following processes: (1) and (2) aqueous emulsion polymerization in the presence of potassium persulphate and the sulphation product of an oxyethylated fatty alcohol; (3) solution polymerization in a toluene-butanol mixture in the presence of benzoyl peroxide; (4) solution polymerization in butanol in the presence of azodiisobutyronitrile; (5) precipitation polymerization in butanol in the presence of benzoyl peroxide and sodium hydroxymethanesulphinate; (6) aqueous solution polymerization in the presence of potassium persulphate and sodium hydroxymethane-sulphinate; and (7) solution polymerization in ethanol in the presence of azodiisobutyronitrile.ALSO:Paper and wood are coated with a toluenebutanol solution of a copolymer of acrolein, butyl acrylate and styrene, 4-azophenylacetoacetic acid anilide as a dyestuff reactive with the copolymer, and piperazine as a cross-linking agent for the copolymer, and then heated at 120 DEG C. to produce transparent yellow coatings. Specifications 744,877, 779,781, 842,802, 850,977, 877,102, 900,764 and 946,471 are referred to.ALSO:Fabrics are coloured by impregnating them with a mixture comprising a polymer and a dyestuff reactive therewith, and, if the polymer is not self-cross-linking, a cross-linking agent therefor. Examples describe processes in which: (2) a non-woven fabric is impregnated with an aqueous composition comprising the coupling product of diazotized N-(p-aminophenyl)-glyoxaldiureine with 1-(p-sulphophenyl)-3-methylpyrazolone-(5) which has been reacted with formaldehyde, dimethylol urea and a dispersion of a copolymer of butyl acrylate and methacrylamide, followed by drying and heating the fabric at 150 DEG C.; and (7) glass fabric is impregnated with an ethanol solution of a copolymer of butyl acrylate, butanediol monoacrylate and acrylamide containing hexameltrylene diisocyanate and the coupling product of diazotized p-aminophenylurea and 4-tertbutylphenol reacted with formaldehyde, and the dried fabric is heated at 160-170 DEG C. Specifications 744, 877, 779, 781, 842, 802, 850, 977, 877, 102, 900, 764 and 946, 471 are referred to.

    Coating fabrics
    230.
    发明专利
    Coating fabrics 未知

    公开(公告)号：GB939097A

    公开(公告)日：1963-10-09

    申请号：GB4364961

    申请日：1961-12-06

    Applicant: BASF AG

    Inventor： PENNING ERNST ,  WELZEL GERHARD ,  REINHARD HANS ,  WOLF HANS ,  WILHELM HANS

    IPC: B32B27/00 ,  C08G18/62 ,  D06M15/267 ,  D06M15/564 ,  D06N3/04 ,  D06N3/14

    Abstract: 939,097. Coated fabrics. BADISCHE ANILIN- & SODA-FABRIK A.G. Dec. 6, 1961 [Dec. 7, 1960], No. 43649/61. Class 140. Fabrics, especially fabrics of man-made fibres, such as a polycaprolactam fabric, are coated by the application thereto of a solution in a volatile solvent of (a) at least one copolymer of a mixture of (i) at least one unsaturated polymerizable compound containing one or more hydroxyl groups, and (ii) at least one other unsaturated polymerizable compound and (b) at least one polyisocyanate, the solvent is evaporated and the copolymer and polyisocyanate are cross-linked by heating. At least one of the unsaturated polymerizable compounds (i) may be a polymerizable ester of a carboxylic acid which still contains a hydroxyl group, e.g. a partial ester of acrylic or methacrylic acid with a polyhydric alcohol, such as partial esters of butane-1,4-diol-monoacrylate, pentane - 1,4 - diol - monoacrylate and ethylene glycol monomethacrylate. Especially suitable components for copolymerization with these partial esters are acrylic and methacrylic acid esters of alcohols with 1 to 4 carbon atoms, e.g. butyl acrylate, methyl methacrylate, or vinyl esters, e.g. vinyl acetate or propionate. Component (a) may be prepared by polymerization of monomer mixtures containing 0.5 to 10% of monomer (i). The proportion of component (b) may be 0.5 to 10% by weight of component (a). Polyisocyanates specified are the reaction products of polyhydric alcohols with toluylene polyisocyanates which have an excess of reactive isocyanate groups, and di-isocyanates such as hexamethylene-, 1,4-phenylene-, toluylene- or naphthalene-1,5-di-isocyanates. Heating may be carried out at a temperature between 60‹ and 160‹ C., especially between 90‹ and 150‹ C. The solution used for coating may have a solids content between 30 and 70%. A second coating of different composition, e.g. a silicone resin or a modified urea resin, may be applied to the first coating.

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