Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing
Patent
1992-04-16
1994-02-15
Prescott, Arthur C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Silicon containing
556413, 528 33, 528 36, 528 38, C07F 704, C07F 710
Patent
active
052868907
ABSTRACT:
Novel aniline terminated silicone monomers with (a) silane (Si--H) functionalities, (b) silanol (Si--OH) functionalities, or (c) alpha,omega-aniline terminated polydimethyl siloxanes, and a novel synthetic route. The alpha,omega-aniline terminated dimethyl siloxanes are prepared, starting with bromoaniline, in which the amine functionality is protected, such as by reaction with 1,1,4,4-tetramethyl-1,4-bis(N,N-diethylamino)-1,4-disilabutane, to form 1-(bromophenyl)-2,2,5,5-tetramethyl-l-aza-2,5-disilacyclopentane. The protected bromoaniline is then reacted with n-butyllithium and chlorodialkylsilane to form 1-((dialkylsilyl)phenyl)-2,2,5,5-tetramethyl-l-aza-2,5-disilacyclopentane. Next, the protected dimethylsilane aniline is subjected to de-protection to form aminophenyldialkyl silane, which is considered to be novel. This silane is then hydrolyzed to form the corresponding silanol, also considered to be novel. The silanol is then condensed to form bis(amino-phenyl)-1,1,3,3-tetraalkyldisiloxane. The amino group is in either the meta or para position, depending on the position of the bromo functionality in bromoaniline. The disiloxanes may be reacted further to form oligomers and polymers and may also be used to form copolymers.
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Denson-Low W. K.
Hughes Aircraft Company
Lachman M. E.
Prescott Arthur C.
Sales M. W.
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