GB1439037A - Process for manufacturing aminofunctional polysiloxanes - Google Patents

Abstract

1439037 Aminofunctional polysiloxanes STAUFFER CHEMICAL CO 13 Aug 1973 [11 Aug 1972] 38250/73 Heading C3T An aminofunctional polysiloxane is prepared by equilibrating a mixture of an organopolysiloxane fluid and an aminofunctional silane or siloxane in the presence of a catalyst selected from an alkali metal hydride, an alkali metal alkyl, an alkali metal alkenyl and an alkali metal aryl. The organopolysiloxane fluid is preferably a cyclic siloxane of the general formula or a linear or branched organopolysiloxane of the average unit formula wherein R and R<SP>1</SP> are monovalent hydrocarbon radicals having up to 18 carbon atoms, y= 0À5-2À49, z=0À001-1, y+z-1-2À5 and w= 3-10. The aminofunctional silane or siloxane is preferably of the general formula or where G is R, OR<SP>11</SP>, OR<SP>111</SP>, NR<SP>11</SP> 2 or OSIR 3 , R<SP>11</SP> is hydrogen or a monovalent C 1 -C 15 hydrocarbon radical, R<SP>111</SP> is a divalent saturated or unsaturated radical of up to 10 carbon atoms, or a divalent hydrocarbonoxy radical or an ether derivative thereof, Q represents the radical R<SP>11</SP> 2 NR<SP>111</SP>-, R<SP>11</SP> 2 NR<SP>111</SP>N(R<SP>11</SP>)R<SP>111</SP>- NR<SP>11</SP> 2 -(R<SP>1111</SP> 2 C) d -NR<SP>11</SP>-(R<SP>1111</SP> 2 C) c , NR<SP>11</SP> 2 -(R<SP>1111</SP> 2 C) d -O-(R<SP>111</SP> 2 C) c or NR<SP>11</SP> 2 -(R<SP>1111</SP> 2 C) d -OR<SP>111</SP>-, wherein R<SP>1111</SP> is R, or a hydrogen atom c and d are each 1-10, Z is R<SP>11</SP>O 0À5 , R 3 SiP 0À5 or R<SP>11</SP> 2 NR<SP>111</SP>O 0À5 , a is 0, 1 or 2, b=0-3, and x=1- 20,000. The equilibration is preferably carried out in an aprotic solvent, in particular one which is capable of forming a co-ordination complex with the cation of the catalyst or a mixture of such a solvent with a hydrocarbon aprotic solvent which does not co-ordinate with the said cation. The aminofunctional groups of the resulting organopolysiloxane can be reacted with organic or inorganic acids to form the corresponding ammonium salts. In the examples the following reactants are used :- organopolysiloxane fluids:- octamethylcyclotetra-silo xane, hexamethylcyclotrisiloxane or eicosa methylnonasiloxane; aminofunctional silicon compound:- # - (aminoethyl) α - aminopropyltrimethoxysilane or the hydrolyses product thereof, α - aminopropyltriethoxysilane, #- (aminoethoxy)propyltrimethoxysilane, NH 2 C 2 H 4 OC 3 H 6 Si(CH 3 )(OC 2 H 4 NH 2 ) 2 , NH 2 C 10 H 20 Si(OCH 3 ) 3 , NH 2 C 3 H 6 OC 4 H s Si(OC 4 H 9 ) 3 , (CH 3 ) 2 NC 2 H 4 OC 3 H 6 Si(CH 3 )(OCH 3 ) 2 , (C 2 H 5 ) 2 NC 2 H 4 N(C 2 H 5 )C 3 H 6 Si(OC 2 H 5 ) 3 , (C 3 H 7 ) 2 NC 3 H 6 Si(OC 3 H 7 ) 3 , C 2 H 5 NHC 3 H 6 Si(OCH 3 ) 3 or basic catalysts:- potassium naphthalene, amyl sodium, n-butyl lithium, acids for forming the corresponding ammonium salts :- hydrochloric or acetic acid or diethyl hydrogen phosphate; solvents:- tetrahydrofuran, diethylene glycol dimethylether allne or in admixture with benzene. Uses.-Sizing agents; emulsifiers; coating agents; corrosion inhibitors; impregnating or laminating agents.