Patent GB-804097-A (GB)
Title: A process for the production of organosilicon compounds
IPC: C08G77/38
Filed: 1956-08-14
Abstract: Chloroplatinic acid is used as catalyst in the reaction between silicon compounds containing silicon-bonded hydrogen and compounds containing aliphatic unsaturation.  The catalyst is preferably used in the form of its hexahydrate and may be in solution, e.g. in water, alcohols and various glycols, and esters.  The silicon compound, which may be inorganic or organic, monomeric or polymeric, must not contain more than two hydrogen atoms attached to one silicon atom. The examples of polymers include polysiloxanes, polysilanes, polysilcarbanes and polysilazanes. The unsaturated compound may have ethylenic or acetylenic unsaturation and may be heterocyclic, an organo-metallic compound, e.g. an organo-silicon compound, a titanate or zirconate, or it may be an organic salt or ester of an inorganic acid.  Other suitable compounds are natural and synthetic polymers which contain residual unsaturation.  The presence of aldehyde groups is undesirable as it leads to a rearrangement in the form of polymeric groups such as ­Si(CH2)3OSi­.  If the unsaturated compound is an organo-silicon compound containing silicon-bonded hydrogen, it can react with itself.  The Specification contains numerous examples of specific reactants. The following are used in the examples illustrating the invention:-Hydrosilicon compounds: MeHSiCl2, [(CH3)HSiO]4, SiHCl3, PhSiHCl2, [CH3)HSiO]6, (Me2HSi)2O, triacetoxysilane, methyldiethoxysilane, MeH2SiCl, BuHSiCl2, (MeHSiO)x, and a copolymer prepared from PhMeSiCl2, HSiCl3 and MeHSiCl2.  Unsaturated compounds: pentene-1 and -2, cyclohexene, ethyl crotonate, methyl cis-bicyclo-(2,2,1)-hept-5-ene-2-carboxylate, 3-butenyl acetate, allyl methacrylate, <FORM:0804097/IV (a)/1> styrene, divinyl benzene, diallyl phthalate, triallyl cyanurate, ethylene, allyl acetate, dichloro-styrene, propylene, a copolymer of PhMeSiO and PhViSiO, allyl cyanide, methyl acrylate and methacrylate, acetylene, vinyl chloride, butadiene, methyl oleate, isobutylene, butyne, vinyl acetate, a copolymer of Me2SiO and MeViSiO, natural rubber, butadiene-styrene copolymer, and a copolymer of PhEtSiO, Me3SiO0.5, SiO2, Cl2C6H3SiO1.5, cyclohexylsiloxane, benzylmethylsiloxane, ViSiO1.5, Me2ViSiO0.5 and cyclohexenylmethylsiloxane.  Among the products identified are: amylmethyldichlorosilane, cyclohexylmethyldichlorosilane, amyltrichlorosilane, CH3Cl2Si(CH2)4 OOCCH3, CH3Cl2Si (CH2)3OOC(CH3)C=CH2, a foamed resin prepared from (CH3HSiO)4 and diallyl phthalate at 150 DEG  C. or triallyl cyanurate at 50 DEG  C., ethyl trichloro- and tribromo-silanes, MeCOOCH2CH2 CH2SiPhCl2, (dichlorostyryl)dimethylchlorosilane, n-propyltrichlorosilane, CH3Cl2Si(CH2)3 CN, Me2HSiOSiMe2(CH2)4OAc, O[SiMe2(CH2)4 OAc]2, MeCl2SiCHCH3COOMe, MeCl2SiCH2CH2 COOMe, vinyltriacetoxysilane, methylethyldiethoxysilane, methyldiethylchlorosilane, ethylbutyldichlorosilane, MeCl2SiCH2CHMeCOOMe and MeCl2SiC2H4OAc.  In an example, Hervea braziliensis in the form of smoked sheet is heated with trichlorosilane (1 mol. of silane per double bond) in benzene with the catalyst to give a trichlorosilyl substituted rubber.