Aromatic amine terminated silicone monomers, oligomers, and polymers therefrom
US5286890A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 16, 1992 |
| Grant date | Feb 15, 1994 |
| Priority date | — |
| Expiry date | Apr 16, 2012 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC08G77/455
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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 po…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.