申请人:Degussa Aktiengesellschaft
公开号:US04401598A1
公开(公告)日:1983-08-30
There are prepared azido groups containing organosilicon compounds of the formula ##EQU1## where R is a divalent hydrocarbon group having 1 to 8 carbon atoms which is free from ethylenically unsaturated bonds and whose carbon chain in a given case, is interrupted once by --O--, --S--, or --NR.sup.3 where R.sup.3 is hydrogen, methyl, ethyl, or phenyl, R.sup.1 is a univalent alkyl group having 1 to 3 carbon atoms, phenyl, benzyl, or tolyl, R.sup.2 is an alkyl group having 1 to 4 carbon atoms, phenyl, benzyl, or an alkoxyalkyl group having a total of up to four carbon atoms, m is zero, 1, 2, or 3, and n is zero, 1 or 2 whereby m<3-n, by reacting a halosilane of the formula X--R--SiR.sub.n.sup.1 (OR.sup.2).sub.3-n, II in which X is chlorine or bromine and the other symbols are as defined above with an azide of the formula MN.sub.3 III in which M is lithium, sodium, potassium, or ammonium, whereby in a give case, there is used a phase transfer catalyst whereupon there is carried out a hydrolysis or partial hydrolysis. Alternatively the hydrolysis or partial hydrolysis can take place first wherein there is first carried out the hydrolysis of one or more alkoxysilyl groups --OR.sup.2 and subsequently there is carried out the reaction with the azide. The organosilicon compounds are valuable intermediates and also can be used as coupling agents for preparing silica reinforced rubber.
有准备好的含有偶氮基的有机硅化合物,其化学式为##EQU1##其中,R是一个二价的碳氢基团,具有1至8个碳原子,不含有乙烯基不饱和键,其碳链在某些情况下,被--O--,--S--或--NR.sup.3(其中R.sup.3为氢,甲基,乙基或苯基)中断一次;R.sup.1是一个一价的烷基基团,具有1至3个碳原子,苯基,苄基或甲苯基;R.sup.2是一个具有1至4个碳原子,苯基,苄基或具有总共不超过4个碳原子的烷氧基烷基团;m为零,1,2或3,n为零,1或2,其中m<3-n,通过将化学式为X-R-SiR.sub.n.sup.1(OR.sup.2).sub.3-n的卤代硅烷II(其中X为氯或溴,其它符号如上所定义)与化学式为MN.sub.3的偶氮化物III(其中M为锂,钠,钾或铵,某些情况下使用相转移催化剂),反应而得到。然后进行水解或部分水解。或者先进行水解或部分水解,先进行一个或多个烷氧基硅基团--OR.sup.2的水解,然后再进行偶氮化反应。这些有机硅化合物是有价值的中间体,也可以用作制备硅增强橡胶的偶联剂。