Patent GB-1022742-A (GB)
Title: Organosilicon compounds
IPC: C07F7/18
Filed: 1963-12-11
Abstract: The invention comprises organo-silicon compounds of general formulae (1) <FORM:1022742/C3/1> and (2) <FORM:1022742/C3/2> and (3) siloxanes of the unit general formula <FORM:1022742/C3/3> wherein each Y is a hydrolysable substituent, R is a monovalent hydrocarbon or halohydrocarbon radical free from aliphatic unsaturation, R1 is an alkylene radical, there being at least two carbon atoms between the benzenoid nucleus and the silicon atom, each X is a halogen atom or an alkyl, alkoxy, haloalkyl or haloalkoxy radical, each Z is a hydrogen atom or a triorganosilyl or diorganosilyl radical, the latter being present only when p is 2 and the OZ radicals are on adjacent carbon radicals of the benzenoid ring, each Z radical thereof being onehalf a diorgano-silyl radical, m is 0 to 3, n 0 to 3 in (1) and (3) and 0 to 2 in (2), p is 1 to 3, r has an average value of 0.001 to 1 inclusive, and n + r is no greater than 3.  Suitable R radicals are alkyl, cycloalkyl, aryl, alkaryl, aralkyl and their halogenated derivatives.  Suitable R1 radicals, which may be linear or branched, are ethylene, propylene, decylene and octadecylene. Specified Y radicals are halogen, cyanide, isocyanate, thiocyanate, amino, hydroxyamino, metalloxy, trichloromethyl, b -chloroethyl, alkoxy, acyloxy and oxime. Compounds (1) are prepared by heating an alkenyl phenol of general formula (4) <FORM:1022742/C3/4> where A is an alkenyl radical (e.g. vinyl, allyl, methallyl, propyl, octenyl and octadecenyl), with a silane (Y)3- nSi(R)nH at 50 DEG  to 150 DEG  C. in the presence of a platinum catalyst or an organic peroxide. Compounds (1) wherein Z is a silyl radical may be hydrolysed to the corresponding phenol by exposure to water.  Compounds (1) may be further hydrolysed to compounds <FORM:1022742/C3/5> and their partial siloxane condensation products. Compounds (2) are prepared by intramolecular reaction in compound (1) between an -OZ group (wherein Z is H) and a Y radical eliminating HY, wherein Y is preferably halogen. Reaction is effected by heating, optionally in the presence of a hydrogen halide acceptor. Siloxanes (3) are prepared either by hydrolysis of compounds (1) or (2) either with or without compounds of the formula <FORM:1022742/C3/6> Siloxanes (3) are also prepared by reacting phenols or triorganosilyl blocked phenols of formula (4) with siloxanes of the unit formula <FORM:1022742/C3/7> Many examples are given. The disiloxane products (II) of Examples (4) and (5) may be reacted with diphenylcarbonate forming polycarbonate resins. Uses.-Curing agents and accelerators in epoxy resins, softeners in phenolic varnishes and coating resins, finishing agents on glass, glass cloth, silica, sand, mouldings, laminates, shell moulding, sand consolidation, sizes, cosmetics and antiseptics.ALSO:Silica and sand may be coated with silyl phenolic compounds (see Division C3).  In Example (2) a 65% aqueous ethanol solution of the compound <FORM:1022742/C1/1> is used for sizing silicaeous surfaces.ALSO:Glass-cloth is coated with silyl-phenolic compounds (see Division C3).  In Example (8) an aqueous methanol solution of the compound <FORM:1022742/B1-B2/1> is used.ALSO:The disiloxanes <FORM:1022742/A5-A6/1> dissolved in 60 per cent aqueous ethanol are suitable for cosmetic and antiseptic applications, (see Example 5).