Copolymers of n-[ªñ-trichloro-ª -alkoxyethyl]-amides of ª ,ª -unsaturated carboxylic acids

    公开(公告)号:GB948586A

    公开(公告)日:1964-02-05

    申请号:GB2055762

    申请日:1962-05-29

    Applicant: BASF AG

    Abstract: An N-(b -trichloro-a -alkoxyethyl) amide of an a , b -unsaturated carboxylic acid is polymerized by bulk, solution, emulsion or suspension polymerization with at least one other ethylenically unsaturated polymerizable compound. The 'amide' compound has the general formula: where R is a hydrogen or halogen atom, an alkyl or a substituted alkyl radical and R1 is an alkyl, aralkyl or alkenyl radical which may be linear or branched and which may also contain hetero atoms of further substituents Lists of suitable radicals for R1 are given. Ethylenically unsaturated polymerizable compounds mentioned are a -b -unsaturated carboxylic and dicarboxylic acids and their esters, amides, substituted amides and nitriles, such as acrylic methacrylic and maleic acids; methyl ethyl and butyl-acrylates; acrylonitrile and methacrylonitrile; acrylamide and methacrylamide; vinyl esters such as vinyl acetate and propionate; unsaturated polymerizable aldehydes, ketones and alcohols and their esters and ethers such as acrolein, methyl vinyl ketone, allyl and methallyl alcohols, allylmethylether and allyl acetate; and polymerizable hydrocarbons containing a single unsaturation and diene hydrocarbons such as ethylene, propylene, butadiene or isoprene; vinyl ethers such as vinyl methyl or ethyl ether; vinyl or vinylidene halides such as vinyl chloride and vinylidene chloride; and aromatic and heterocyclic N- or C-vinyl compounds such as styrene, alkyl-styrenes, dichlorostyrene, N-vinylpyrrolidone and N-vinylcarbazole. The polymers may be cross-linked by heating to temperatures of 160 to 190 DEG C., an acid being present if desired. They may also be cross-linked with compounds with react with the alkoxyethyl groups of the polymers e.g. condensation products of urea, melamine, phenol, or resorcinol with formaldehyde, and their reaction products with alcohols. Epoxy resins alkyd resins and poly-alcohols may also be used. In Example 1, N-(b -trichloro-a -methoxyethyl) methacrylamide is copolymerized with butyl acrylate using a butanol solution and dilauryl peroxide and dodecylmercaptan, while in Example 2 N-b -trichloro-a -methoxyethyl) methacrylamide is copolymerized with styrene and butyl acrylate in an emulsion there being present an alkali salt of a sulphonated oxyethylation product of a fatty alcohol mixture (C16-C18), potassium persulphate and sodium pyrophosphate in water.

    Production of copolymers
    7.
    发明专利

    公开(公告)号:GB925727A

    公开(公告)日:1963-05-08

    申请号:GB2720761

    申请日:1961-07-27

    Applicant: BASF AG

    Abstract: A process for the production of copolymers comprises polymerizing at a temperature of 50 DEG to 150 DEG C. 1 to 50% by weight of a monomer of the general formula in which R and R1 are hydrogen or methyl and R11 is an alkyl radical containing 1 to 4 carbon atoms or an alkyl ether radical of formula -(CH2)2-O-(CH2)n-CH3 where n is 1 to 3, with 99 to 50% by weight of another ethylenically unsaturated polymerizable compound. The ether ester may be 1-acryloxy-1-ethoxyethane, 1-methacryloxy-1-ethoxyethane, 1-methacryloxy-1-butoxyethane, 1-acryloxy-1-isobutoxyethane, 1-methacryloxy-1-isobutoxyethane, 1-methacryloxy-1-[b -methoxyethoxy]-ethane, 1-acryloxy-1-[b -ethoxy-ethoxy]-ethane, 1-methacryloxy-1-methoxyethane, 1-crotonyloxy-1-ethoxyethane and 1-crotonyloxy-1-methoxy ethane. Many suitable comonomers are listed including the unsaturated carboxylic acids and their esters, amides, nitriles and anhydrides, unsaturated aldehydes and ketones, unsaturated alcohols and their esters and ethers, olefins and diolefins, vinyl aromatic hydrocarbons and halogenated derivatives thereof, vinyl and vinylidene chloride and vinyl heterocyclic compounds. Polymerization may be effected in the presence of solvents and diluents, e.g. alcohols, ketones, ethers, amides, aromatics and heterocyclics; catalysts, e.g. organic peroxides and hydroperoxides and azo compounds; and chain transfer agents, e.g. mercaptans. Examples describe the polymerization of 1-acryloxy-1-ethoxyethane with (1) butyl acrylate and styrene; (2) butyl acrylate and acrylamide; (3) vinyl propionate and (11) butyl acrylate; of (4) 1-methacryloxy-1-isobutoxyethane with vinyl propionate and methyl methacrylate; of (5) 1-methacryloxy-1-[b -methoxyethoxy]-ethane with methyl methacrylate and butyl acrylate; of (6) 1-crotonyloxy-1-methoxyethane with acrylic acid, ethyl acrylate and styrene; of (7) 1-methacryloxy-1-butoxyethane with t.-butyl acrylate and acrylonitrile; of (8) 1-acryloxy-1-[b -ethoxyethoxy]-ethane with N-butyl acrylamide, butyl acrylate and dimethyl itaconate; of (9) 1-methacryloxy-1-ethoxy ethane with N-butoxymethyl methacrylamide, dichlorostyrene and dibutyl fumarate; and of (10) 1-crotonyl-1-ethoxy ethane with butanediol monoacrylate, dibutyl maleate and styrene. The copolymers may be dissolved in organic solvents, e.g. dioxane, toluene, cyclohexanone, butanol and butyl acetate, optionally together with urea-formaldehyde condensates, butanol etherified urea-formaldehyde condensates, melamineformaldehyde condensates, phenol-formaldehyde condensates, polyamides, aliphatic or aromatic epoxy resins, non-cross-linked reaction products of a dicarboxylic acid and pyrrole, and optionally curing catalysts such as phosphoric acid, and used for the production of films, lacquers, varnishes, coatings for wood and metals, for impregnating, textile finishes and pigment printing pastes, and cross-linked by heating.

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