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    Divinyldiphenyl compounds
    1.
    发明授权
    Divinyldiphenyl compounds 失效
    二乙烯基二苯基化合物

    公开(公告)号：US3890305A

    公开(公告)日：1975-06-17

    申请号：US31615572

    申请日：1972-12-18

    申请人： CIBA GEIGY AG

    发明人： WEBER KURT ,  SCHLAPFER HANS

    IPC分类号： C08K5/00 ,  C07D249/06 ,  C08K5/3472 ,  C08K5/41 ,  C08K5/43 ,  C08L33/00 ,  C08L33/02 ,  C08L67/00 ,  C08L77/00 ,  C09B57/00 ,  C07D55/02

    CPC分类号： C08K5/3472 ,  C07D249/06 ,  Y10S428/913

    摘要： New divinyldiphenyl compounds free of sulphonic acid groups, of the formula

    WHEREIN R represents an optionally substituted phenyl, naphthyl or diphenylyl radical, Y represents hydrogen, chlorine, bromine alkyl or a phenyl, naphthyl or diphenylyl which may be substituted by nonchromophoric groups, Q represents a phenyl, naphthyl or diphenylyl radical which may be substituted by non-chromophoric groups or a radical

    WHEREIN R'' represents a phenyl, naphthyl or diphenylyl radical which may be substituted by non-chromophoric groups and Y'' represents hydrogen, chlorine, bromine, alkyl or a phenyl, naphthyl or diphenylyl radical which may be substituted by nonchromophoric groups, AND X and X'' independently of one another represent hydrogen, halogen, alkyl or alkoxy with 1 to 4 carbon atoms or a sulphonic acid amide or sulphonic acid ester groups; SAID COMPOUNDS ARE PARTICULARLY USEFUL AS OPTICAL BRIGHTENERS. The present invention relates to new 4,4''-divinyl-diphenyl compounds, their use for the optical brightening of organic materials and processes for their manufacture. The new compounds which are free of sulpho groups correspond to the formula

    WHEREIN R represents optionally substituted phenyl, naphthyl or diphenylyl, Y represents hydrogen, chlorine, bromine, alkyl (preferably with 1 to 6 carbon atoms) or optionally nonchromophorically substituted phenyl, naphthyl or diphenylyl, Q represents optionally non-chromophorically substituted phenyl, naphthyl or diphenylyl or a radical

    WHEREIN R'' represents optionally non-chromophorically substituted phenyl, naphthyl or diphenylyl and Y'' represents hydrogen, chlorine, bromine, alkyl (preferably with 1 to 6 carbon atoms) or optionally non-chromophorically substituted phenyl, naphthyl or diphenylyl and X and X'' independently of one another represent hydrogen, halogen, alkyl or alkoxy with 1 to 4 carbon atoms or a sulphonic acid amide or sulphonic acid ester group. Possible substituents of the phenyl, naphthyl or diphenylyl radicals (in the definitions of Q, R, RY or Y'') are above all halogen, preferably chlorine, alkyl with 1 to 4 carbon atoms, alkenyloxy with 3 or 4 carbon atoms, optionally substituted alkoxy, preferably with 1 to 12 carbon atoms, optionally substituted benzyloxy,

    WHEREIN R2 and R3 independently of one another represent hydrogen or alkyl with 1 to 4 carbon atoms or R2 and R3 together with the nitrogen atom represent optionally methyl-substituted piperidino or morpholino or pyrrolidino or hexamethyleneimino, SO3R4, wherein R4 represents alkyl with 1 to 4 carbon atoms or optionally substituted phenyl, the sulphone group, the nitrile group or the carboxyl group as well as its salts, esters or amides. As substituents of the alkoxy radical there should especially be mentioned halogen, hydroxyl, alkoxy with 1 to 4 carbon atoms, nitrile as well as the carboxylic acid group including its esters and amides and as substituents of the benzyloxy radical there should especially be mentioned alkyl or alkoxy with 1 to 4 carbon atoms or halogen, preferably chlorine. The number of substituents on a phenyl, naphthly or diphenylyl radical in general does not exceed 2. Amongst the series phenyl, naphthyl and diphenylyl, phenyl is preferred. If X or X'' represents a sulphonamide or sulphonic acid ester group, this group preferably corresponds to the partial formulae

    wherein R2, R3 and R4 have the abovementioned meaning. Within the framework of the formula (1), compounds of the formula

    wherein R, RY and Y'' have the abovementioned meaning, are above all of interest. In general, the total number of the diphenylyl and/or naphthyl radicals (in the meaning of R, Y and Q or R, RY and Y'') in the compounds according to the formula (1) and (2) does not exceed the numbers 2. Compounds to be singled out are those of the formula

    wherein Y1 and Y1'' independently of one another denote hydrogen, chlorine, alkyl with 1 to 6 carbon atoms or phenyl, naphthyl or diphenylyl optionally substituted by chlorine, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms, Z and Z'' independently of one another denote hydrogen, fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, optionally substituted alkoxy with 1 to 12 carbon atoms, alkenyloxy with 3 or 4 carbon atoms or benzyloxy and Z1 and Z1'' independently of one another denote hydrogen, fluroine, chlorine, bromine, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms. Within the framework of the formulae (2) and (3), symmetrically substituted compounds are in each case preferred (R R'', Y Y'' or Z Z'', Z1 Z1'', Y1 Y1''). Such symmetrical types are, for example, those of the formula

    wherein Z1 has the abovementioned meaning, Z2 denotes hydrogen, fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms and Y2 denotes hydrogen or methyl. Compounds of particular practical interest are those of the formula

    wherein Z1 and Z2 have the indicated meaning and

    wherein Z3 denotes hydrogen, chlorine, bromine, methyl, ethyl or methoxy, Z4 denotes hydrogen, bromine or methyl and Y2 denotes hydrogen or methyl. The compounds of the formula (1) or of subordinate formulae can be manufactured analogously to processes which are in themselves known. In general, the procedure followed is to react about 1 mol equivalent of a compound of the formula

    with about 1 mol equivalent of a compound of the formula (8a)

    摘要翻译： 不含磺酸基团的新的二乙烯基二苯基化合物，其结构式为WHEREIN R表示任选取代的苯基，萘基或二苯基，Y表示氢，氯，溴烷基或苯基，萘基或双