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.
含有有机硅化合物的预制偶氮基团,其化学式为##EQU1##其中R是具有1至8个碳原子的二价碳氢基团,不含乙烯不饱和键,其碳链在某些情况下可被--O--、--S--或--NR.sup.3(其中R.sup.3是氢、甲基、乙基或苯基)中断一次;R.sup.1是具有1至3个碳原子的一价烷基基团、苯基、苄基或甲苯基;R.sup.2是具有1至4个碳原子的烷基基团、苯基、苄基或总碳原子数不超过四的烷氧基烷基基团;m为零、1、2或3;n为零、1或2,且m<3-n。通过将化学式为X--R--SiR.sub.n.sup.1(OR.sup.2).sub.3-n的卤硅烷(其中X为氯或溴,其余符号如上定义)与化学式为MN.sub.3的偶氮化物反应,其中M为锂、钠、钾或铵,其中在某些情况下使用相转移催化剂,随后进行水解或部分水解。另外,也可以先进行水解或部分水解,首先进行一个或多个烷氧基硅基团--OR.sup.2的水解,然后进行与偶氮化物的反应。这些有机硅化合物是有价值的中间体,也可用作制备硅增强橡胶的偶联剂。