GB867487A - Reaction of silicon-nitrogen containing compounds - Google Patents

Abstract

Compounds containing at least one epoxy group are reacted with silicon-nitrogen compounds derived by reacting halosilanes with ammonia and/or primary amines. Epoxy compounds specified are ethylene oxide, styrene oxide, butadiene dioxide, 9, 10-epoxy stearic acid and the reaction products of epihalohydrins with allyl alcohol, glycerol, phenol, bisphenols, or novolaks prepared from phenol, cresols or xylenols and aldehydes. The silicon-nitrogen compounds, which may be monomeric or polymeric, are prepared by reacting ammonia and/or primary amines such as methylamine, ethylamine, allylamine, ethylenediamine, hexamethylenediamine, aniline, p-phenylene diamine and/or benzylamine with one or more halosilanes. Halosilanes specified are silicon tetrachloride and compounds of the formula RnSiX4-n where n is 1, 2 or 3, X is halogen and R is H or an organic radical such as methyl, ethyl, lauryl, isopropyl, tert. butyl, cyclopropyl, cyclohexyl, 2-chloroethyl, b -trichlorosilylethyl, phenyl, a - or b -naphthyl, p-chlorophenyl, p-trichlorosilylphenyl, phenethyl, methoxy, ethoxy, tert. butoxy, phenoxy, vinyl, allyl, ethynyl, methylthio, ethylthio, phenylthio, dimethylamino, diethylamino, methylphenylamino and cyano. The preparation of such SiN compounds is disclosed in U.S.A. Specifications 2,564,674, 2,566,363, 2,579,416-8, 2,650,934. Trimethyl chlorosilane may be used as a chain-stopper. In Examples: (1) and (2) CH3SiCl3, (CH3)2SiCl2 and NH3 were reacted together in hexane solution, and were subsequently reacted with a bisphenol A/epichlorhydrin resin; (3) As (2) but C6H5SiCl3 and (C6H5)2SiCl2 were also present in the original mixture; (4) (C6H5)2Si(NH2)2 was reacted with a bisphenol A/epichlorhydrin resin to give an expanded product (see Group V); (5) Ethylene oxide was reacted with SiCl4 in methylal solution to give Cl2 Si(CH2CH2OH)2; this was furthe reacted with NH3 and then with a bisphenol A/epichlorhydrin resin; (6) A polyglycidyl novolak and a bisphenol A/epichlorhydrin resin were mixed and with an amino-silane as in (1); (7) CH2=CH.SiCl3 was reacted with NH3 in methylal solution to give CH2=CH,Si(NH2)3, which was then reacted with a bisphenol A/epichlorhydrin resin; (8) Di-tert. butoxy diaminosilane was reacted with a bis-phenol A/epichlorohydrin resin; (9) SiCl4 was reacted with CH3 NH3 in methylal solution, and the product was reacted with a bisphenol A/epichlorhydrin resin; (10) Phenyl glycidyl ether was reacted with (C6H5)2 Si(NH2)2. Uses: Laminates (e.g. glass fibres); coating; adhesives; moulding.ALSO:By Example (4) 80% by weight of a bisphenol A/epichlorhydrin epoxy resin of M.W. 1900 and epoxy equivalence 905-985 was melted at 105 DEG C. and mixed with 20% by weight of liquid diphenyl-diaminosilane. The mixture was heated on an oven at 150 DEG C. and cured in 30 minutes to give, with the aid of the NH3 liberated, an expanded final product of density 0,256 g./per c.c.