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    Organic ammonium salts of vinyl sulfonic acid
    3.
    发明授权
    Organic ammonium salts of vinyl sulfonic acid 失效
    乙烯基磺酸的有机铵盐

    公开(公告)号：US3236881A

    公开(公告)日：1966-02-22

    申请号：US8097861

    申请日：1961-01-06

    Applicant: BASF AG

    Inventor： HARRY DISTLER ,  WERNER MUELLER ,  ULRICH WERNER HEINZ

    IPC: C07C41/16 ,  C07C209/18 ,  C07C309/20 ,  C07D213/20 ,  C07D215/10 ,  C07D215/26 ,  C07D295/02 ,  C07D295/037 ,  C07D295/04 ,  C07D521/00 ,  C08F28/00

    CPC classification number: C07D295/037 ,  C07C209/18 ,  C07C309/20 ,  C07C319/18 ,  C07C2601/14 ,  C07D213/20 ,  C07D215/10 ,  C07D215/26 ,  C07D231/12 ,  C07D233/56 ,  C07D249/08 ,  C07D295/02 ,  C07D295/04 ,  C08F28/00 ,  Y10S526/923 ,  C07C323/66

    Abstract: Aqueous polymer dispersions are prepared from salts of vinyl sulphonic acid with organic nitrogen bases. The salts have the formula where R1 is a monovalent hydrocarbon radical which may be substituted by halogen or a hydroxyl group or acylated hydroxyl group or may contain ether linkages; R2, R3, and R4 may be as R1 or may be hydrogen; R4 may be a hydrocarbon radical substituted by a group of formula R1 and R2 may be polymethylene groups which connect the nitrogen atom of formula I with a group of formula the substituents R5, R6 and R7 being hydrogen, hydrocarbon radicals or hydroxyalkyl radicals, and A(-) an anion, particularly that of vinyl sulphonic acid; R2 and R3 may form a 5 to 7 membered heterocyclic ring with the nitrogen atom of formula I; and R1, R2 and R3 may be components of a 5 or 6 membered ring containing the nitrogen atom of formula I. In Examples A to E aqueous dispersions of copolymers are prepared from:-trimethyl-phenyl-ammonium vinyl sulphonate and n-butyl acrylate; trimethyl-cyclohexyl-ammonium vinyl sulphonate, vinyl acetate and n-butyl acrylate; methyl-triethanol-ammonium-vinyl sulphonate, vinyl propionate and n-butyl acrylate; a salt derived from vinyl sulphonic acid methyl ester and the reaction product of 1 mol. of diethylamine with 4 mols. of ethylene oxide, ethyl acrylate and vinylidene chloride; diethyl ammonium vinyl sulphonate, ethyl acrylate and acrylic acid; potassium persulphate is used to initiate the copolymerization.ALSO:The invention comprises salts of vinyl sulphonic acid with organic nitrogen bases. The salts have the formula where R1 is a monovalent hydrocarbon radical which may be substituted by halogen or a hydroxyl group or acylated hydroxyl group or may contain ether linkages; R2, R3, and R4 may be as R1 or may be hydrogen; R4 may be a hydrocarbon radical substituted by a group of formula R1 and R2 may be polymethylene groups which connect the nitrogen atom of formula I with a group of formula R5, R6 and R7 being hydrogen, hydrocarbon radicals or hydroxyalkyl radicals, and A(-) an anion, particularly that of vinyl sulphonic acid; R2 and R3 may form a 5 to 7 membered heterocyclic ring with the nitrogen atom of formula I; and R1, R2 and R3 may be components of a 5 or 6 membered ring containing the nitrogen atom of formula I. The salts may be prepared by neutralizing the nitrogen base with vinyl sulphonic acids; or by reacting the nitrogen base with a vinyl sulphonic acid ester, the hydrocarbon radical of the alcoholic component of the ester being transferred to the nitrogen atom. In examples there are prepared salts including N-methyl-8-hydroxyquinolinium vinyl sulphonate, ethyl-dimethylanilinium vinyl sulphonate, salts from ethyl and butyl esters of vinyl sulphonic acid and 4,41-bis-(dimethylamino-diphenyl)methane, trimethylcyclohexylammoniumvinyl sulphonate, salt of dimethyl palm kernel fatty amine, N-methyl-pyridinium vinyl sulphonate, N-methyl-quinolinium vinyl sulphonate, Nmethyl-vinylimidazolium vinyl sulphonate, Nmethyl-g -picolinium p vinyl sulphonate, Nmethyl-quinaldinium vinyl sulphonate; salts of vinyl sulphonic acid and pyridine, crotylamine, 4-isopropyl-aniline, a -naphthylamine, 4-methoxy-N,N- dimethylaniline, 1-hydroxy2-amino-propane, piperazine, N-methyl pyrrole, pyrazole, thiazole, oxazole, morpholine, thiomorpholine, hexamethylene imine, diphenylamine, N- methylpyrrolidine, methyl oxazolidine, alkoxyamines, alkanolamines, reaction products of alkylene oxides with amines; and salts from simple amines and diamines.

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