Patent GB-1296896-A (GB)
IPC: C07F7/18
Filed: 1970-11-11
Abstract: 1296896 Silanes RHONE-POULENC SA 11 Nov 1970 [12 Nov 1969] 53720/70 Headings C3S and C3T Novel silanes of the formula wherein R denotes a monovalent hydrocarbon radical which may be substituted by halogen or by a nitrile group, an unsubstituted alkoxy group or a nitrile-substituted alkoxy group, one of P and Q denotes a -O-N=CR<SP>1</SP>R<SP>11</SP> radical and the other of P and Q denotes a -O-(DO) n R<SP>111</SP> radical, a denotes a positive number in the range 0À1 to 2À9 inclusive, R<SP>1</SP> denotes a monovalent hydrocarbon radical, R<SP>11</SP> denotes hydrogen or C 1-5  alkyl or, together with R<SP>1</SP> denotes a divalent hydrocarbon radical, R<SP>111</SP> denotes a C 1-4  monovalent aliphatic hydrocarbon radical, D denotes a C 1-8  alkylene radical and n denotes 0, 1, 2 or 3, are prepared by reacting a compound of the formula (wherein E denotes halogen or an acyloxy radical) with a compound of the formula HP. Examples describe the preparation of CH 3 Si(OCH 2 CH 2 OCH 3 ) 1À9 (ON=CHCH 3 ) 1À1 ; CH 3 Si(OCH 2 CH 2 OCH 3 )(ON = CHCH 3 ) 2 ; CH 3 Si(OCH 2 CH 2 OCH 3 ) 1À1 (ON = CHCH 3 ) 1À9 ; CH 3 Si(OCH 2 CH 2 OCH 3 ) 2 (ON = CHCH 3 ); CH 3 Si(OCH 2 CH 2 OCH 3 ) 2À7  (ON = CHCH 3 ) 0À3 ; CH 3 Si(OCH 2 CH 2 OCH 3 ) 1À5 (ON=CHCH 3 ) 1À5 ; CH 2  = CHSi(OCH 2 CH 2 OCH 3 )(ON = CHCH 3 ) 2 ; CH 2  = CHSi(OCH 2 CH 2 OCH 3 ) 2 (ON = CHCH 3 ); PhSi(OCH 2 CH 2 OCH 3 ) 2 (ON = CHCH 3 ); PhSi(OCH 2 CH 2 OCH 3 )(ON = CHCH 3 ) 2 ; PhSi(OCH 2 CH 2 OCH 3 )(ON = C 3 H 7 ) 2 ; CH 3 Si(OC 2 H 5 )(ON = CHCH 3 ) 2 ; CH 3 Si(OC 2 H 5 )(ON = C(CH 3 ) 2 ) 2 ; CH 3 Si(OC 4 H 9 )(ON = CHCH 3 ) 2 ; CH 3 Si(OCH(CH 3 ) 2 )(ON = CHCH 3 ) 2 ; CH 3 Si(OCH 2 CH 2 OC 2 H 5 ) 0À9 (ON = CHCH 3 ) 2À1 ; CH 3 Si(OCH 2 CH 2 OC 2 H 5 ) 1À9 (ON = CHCH 3 ) 1À1 ; CH 3 Si(OCH 2 CH 2 OCH 3 ) 2 (ON = C(CH 3 ) 2 ); CH 3 Si(OCH 2 CH 2 OCH 3 )(ON = C(CH 3 ) 2 ) 2 ; CH 2 Si(OCH 2 CH 2 OCH 3 ) 2 (ON = C(CH 3 )C 2 H 5 ); CH 3 Si(OCH 2 CH 2 OCH 3 )(ON=C(CH 3 )C 2 H 5 ) 2 ; and CH 3 Si(OCH 2 CH 2 OCH 3 )(ON = CHC 3 H 7 ) 2 . The preparation of intermediates of the formulµ CH 3 Si(OCH 2 CH 2 OCH 3 ) 2 Cl; CH 3 Si(OCH 2 CH 2 OCH 3 )(O.COCH 3 ) 2 ; CH 3 Si(OCH 2 CH 2 OCH 3 ) 2 (O.COCH 3 ); CH 2  = CHSi(OCH 2 CH 2 OCH 3 )Cl 2 ; CH 2  = CHSi(OCH 2 CH 2 OCH 3 ) 2 Cl; PhSi(OCH 2 CH 2 OCH 3 )Cl 2 ; PhSi(OCH 2 CH 2 OCH 3 ) 2 Cl; CH 3 Si(OC 2 H 5 )Cl 2 ; CH 3 Si(OC 4 H 9 )Cl 2 ; CH 3 Si(OCH(CH 3 ) 2 )Cl 2 ; CH 3 Si(OCH 2 CH 2 OC 2 H 5 )Cl 2 ; and CH 3 Si(OCH 2 CH 2 OC 2 H 5 ) 2 Cl is described. Uses.-The above novel silanes may be used as crosslinking agents in elastomeric compositions based on alpha, omega-dihydroxy-dimethylpolysiloxane oils having viscosities varying from 18,400 cpo. to 300,000 cpo. at 25 C., an alpha, omega-bis-(trimethylsiloxy) dimethylpolysiloxane oil of viscosity 20 cpo. at 25 C., pyrogenic silica, finely divided calcium carbonate, quartz flour, and a catalyst formed from dibutyl-tin dilaurate and butyl ortho-titanate, and the products are used for non-stick coatings, for protective coatings on metals, timber, paper, fabrics of organic or inorganic fibres, ceramic, earthenware and brick, and for moulding, adhesives, tapes, leakproof and expansion joints, caulking agents and encapsulating agents.