New polysulfonium compounds and their use for improving textile material

    公开(公告)号:GB1029044A

    公开(公告)日:1966-05-11

    申请号:GB1768964

    申请日:1964-04-29

    Applicant: BASF AG

    Abstract: The invention comprises compounds having the general formula wherein A represents a radical having one of the following formulae:- p represents one of the whole numbers 1 to 4, q represents one of the whole numbers 2 to 4, r represents one of the whole numbers 2 to 4, s represents one of the whole numbers 0, 1 or 2 and M\s3 represents an alkali metal or ammonium ion. They may be obtained by reacting a dichloride of the formula Cl-A-Cl with twice the molar amount of b -hydroxyethylmercaptan with elimination of HCl to give HO-CH2-CH2-S-A-S-CH2-CH2-OH, reacting this compound with twice the molar amount of b -chloroethanol, and esterifying the compound of the formula with H2SO4, ClSO3H or oleum and subsequently neutralizing the product with an alkali. An example is given for the preparation of the compound of the formula The products are suitable for crease-proofing textile materials containing reactive hydrogen atoms (see Division D1).ALSO:Textile materials of fibre forming substances containing reactive hydrogen atoms are finished by treating the material in any sequence with a solution of a sulphur-containing organic compound of the general formula:- wherein A represents a radical having one of the following formulae:- p represents one of the whole numbers 1 to 4, q represents one of the whole numbers 2 to 4, r represents one of the whole numbers 2 to 4, s represents one of the whole numbers 0, 1 or 2 and M\sJ represents an alkali metal or ammonium ion (see Division C2 for preparation); and with an alkaline reacting substance. Conventional crosslinking resin finishing agents and also acid or potentially acid catalysts may be used in the process-Polymer dispersions or solutions may be added to aqueous solutions of compounds of the above formula which may also contain conventional cross-linking finishing agents. Specified polymer dispersions being homopolymers and copolymers of acrylic esters or polyethylene. Specified polymer solutions are polyacrylamide solutions. Softening agents may also be added. Examples are given for the treatment of textiles with compounds of the above formula.

    Quaternary ammonium ethyl sulphonic acid esters and fungicide mixtures containing them

    公开(公告)号:GB1049148A

    公开(公告)日:1966-11-23

    申请号:GB706864

    申请日:1964-02-20

    Applicant: BASF AG

    Abstract: The invention relates to compounds of the general formula in which Ar is an aromatic radical which may have one or more chlorine atoms or alkyl radicals as substituents, R1 is a methyl radical or a hydroxy alkyl radical and R2 is a hydroxy alkyl radical or a phenyl radical. Compounds claimed per se are those in which R2 is -CH2CH2OH and R1 is methyl and R is phenyl, metachloro-, 2,4-dichloro-, paramethyl-2,4-dimethyl-, 2-methyl-4-chloro-, and p-isobutyl phenyl and naphthyl; R1 and R2 are C3H6OH and R phenyl, parachloro-, m-methyl-phenyl and naphthyl; R1 is methyl and R2 is phenyl and R is phenyl, p-chloro-, 2,4-dichloro-, 2,4,5-trichloro-, 2,3,4,5,6-pentachlorophenyl. The compounds are prepared by reacting an ester of an aromatic hydroxyl compound of an alpha, beta-ethylenically unsaturated sulphonic acid with a secondary hydroxyalkylamine or aniline and the product quaternized by means of an alkylating agent.ALSO:Fungicidal compositions comprises active ingredient compounds of the general formula in which Ar is an aromatic radical with one or more chlorine atoms or alkyl radicals as substituents, R1 is a methyl or hydroxy alkyl radical and R2 is a hydroxy alkyl or phenyl radical, together with conventional diluents or carriers e.g. water, organic liquids, dispersing agents, wetting agents, solid inert substances. Other active substances e.g. acaricides, insecticides, ovicides, herbicides, fungicides or bactericides may also be included.

    Alkane sulphonic acid esters substituted in ª -position by ether groups and their production

    公开(公告)号:GB923766A

    公开(公告)日:1963-04-18

    申请号:GB3197461

    申请日:1961-09-06

    Applicant: BASF AG

    Abstract: The invention comprises compounds of formula R1-O-CR2R3-CHR4-SO2-O-R5 which contain at least nine carbon atoms, where R1 is a C1-C20 alkyl group, a C3-C20 alkenyl group, a cycloalkyl group with 5 to 12 carbon atoms in the ring, a C2-C12 hydroxy alkyl group, a C3-C12 alkoxyalkyl group, a C4-C23 dialkylaminoalkyl group or an alkylarylaminoalkyl group with up to 23 carbon atoms; R2-R4 are hydrogen atoms or C1-C3 alkyl groups; R5 is a C1-C18 alkyl group, a C6-C15 aryl group, a C7-C13 alkoxyaryl group, a C6-C12 halogenaryl group or a C7 thiocyanoaryl group. The invention also includes a process for making compounds of the above formula, without the restriction to 9 upon the total number of carbon atoms in their molecules, by treating the corresponding vinyl sulphonic acid ester with an excess of alcohol in the presence of 0.02-0.1 equivalent per mol. of ester of an alkali or alkaline earth metal alcoholate, a dry alkali hydroxide or a quaternary ammonium base of the formula [R1R11NR111R1111]+ OH-wherein R1, R11 and R111 are C1-C3 alkyl groups and R1111 is a C6-C10 aryl group, a C7-C9 aralkyl group or a cycloalkyl group having 5 to 12 carbon atoms in the ring. Inert solvents may be present. The temperature may be in the range -10 to 100 DEG C. but preferably the reactants are mixed at a lower temperature and slowly heated. The alcohol may be present in 1.3 times the stoichiometrical amount but is generally used in considerable excess, e.g. 2 to 8 times the stoichiometrical amount. The esters may be hydrolysed to form the free acids or salts thereof which have surface-active properties when R1 has at least 6 carbon atoms. Preferred starting esters are derived from vinylsulphonic acid, a -methylvinylsulphonic acid and 1-propene sulphonic acid and from phenols and naphthols which may contain one to three inert groups such as alkyl, alkoxy, halogen and thiocyanate groups. Typical of specified alcohols are propanol, 2-ethylhexanol, allyl alcohol, palmityl alcohol, butane-1,4-diol, dodecane-1, 12-diol, glycol monomethyl ether, triglycol, methylstearylaminoethanol, cyclopentanol, cyclooctanol, benzyl alcohol and phenylmethyl carbinol. Esters containing aryl residues in the ester group and 4-20 carbon atoms in the ether group are plasticisers for polyvinyl chloride. Examples given include the preparation of b -allyloxy-ethane sulphonic acid cresyl ester, b -nonyloxy-ethanesulphonic acid methyl ester, b (NN-dimethyl-2-aminoethoxy)-ethane sulphonic acid cresyl ester, b -cyclohexyloxyethanesulphonic acid-a -naphthyl ester, b -allyloxy-ethanesulphonic acid-2-chlorophenyl ester, and also the use of vinylsulphonic acid o-bromophenyl ester, vinylsulphonic acid p-iodophenyl ester, vinylsulphonic acid p-fluorophenyl ester and vinylsulphonic acid p-thiocyanophenyl ester.

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