Back to results
US 2003/0158353 A1Published application
High temperature elastomers from linear poly(silarylene-siloxane-acetylene)
AssigneeThe United States of America as represented by the Secretary of the Navy
InventorsTeddy M. Keller, Craig Homrighausen
Life of this patent
Estimating the term…
Abstract
A prepolymer, represented by the formula: 1 wherein n is an average value grater than or equal to 0, Ar is an aromatic group, and each R10 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof and each R11 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
Claims41
A linear polymer comprising repeating units represented by the formula
- 8
- wherein
- (a) n is an integer greater than or equal to 0, (b) x is an integer greater than or equal to 1, and
- 9
- represents an unconjugated acetylenic group when x is equal to 1 or conjugated acetylenic groups when x is greater than 1;
- (c) Ar is an aromatic group, and
- (c) R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
4 more elements
A linear polymer comprising repeating units represented by the formula
- 10
- wherein n is an integer greater than or equal to 0, and R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
A linear polymer made by a process comprising the steps of
- (a) reacting hexachorobutadiene with n-butyl lithium to form 1,4-dilithio-1,3-butadiyne,
- (b) reacting the 1,4-dilithio-1,3-butadiyne of step (a) with (dimethylamino) (R9-disubstituted)chlorosilane, wherein each R9 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, to form 1,4-bis(dimethylamino, R9-disubstituted-silyl)butadiyne,
- (c) reacting 1,4-bis(hydroxy-R10-disubstituted-silyl)-Ar, wherein Ar is an aromatic group, wherein each R10 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, with bis(dimethylamino)R11-disubstituted-silane, wherein R11 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, to form a prepolymer of the formula:
- 11
- wherein n is an average value greater than or equal to 0, and wherein the value of n is controlled by selecting the initial molar ratio of 1,4-bis(hydroxy-R10-disubstituted-silyl)benzene and bis(dimethylamino)R11-disubstituted-silane, and
- (d) reacting the prepolymer of step (c) with the 1,4-bis(dimethylamino, R9-disubstituted-silyl)butadiyne of step (b) to form the linear polymer.
3 more elements
A linear polymer made by a process comprising the steps of
- (a) reacting hexachorobutadiene with n-butyl lithium to form 1,4-dilithio-1,3-butadiyne,
- (b) reacting the 1,4-dilithio-1,3-butadiyne of step (a) with (dimethylamino)dimethylchlorosilane to form 1,4bis(dimethylaminodimethylsilyl)butadiyne,
- (c) reacting 1,4-bis(hydroxydimethylsilyl)benzene with bis(dimethylamino)dimethylsilane, to form a prepolymer of the formula:
- 12
- wherein n is an average value greater than or equal to 0, and wherein the value of n is controlled by selecting the initial molar ratio of 1,4-bis(hydroxydimethylsilyl)benzene and bis(dimethylamino)dimethylsilane, and
- (d) reacting the prepolymer of step (c) with the 1,4-bis(dimethylaminodimethylsilyl)butadiyne of step (b) to form the linear polymer.
3 more elements
A crosslinked polymer made by a process comprising the step of thermally curing a linear polymer that comprises repeating units represented by the formula
- 13
- wherein
- (a) n is an integer greater than or equal to 0,
- (b) x is an integer greater than or equal to 1, and
- 14
- represents an unconjugated acetylenic group when x is equal to 1 or conjugated acetylenic groups when x is greater than 1;
- (c) Ar is an aromatic group, and
- (c) R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
5 more elements
A crosslinked polymer made by a process comprising the step of thermally curing a linear polymer that comprises repeating units represented by the formula
- 15
- wherein n is an integer greater than or equal to 0, and R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
A crosslinked polymer made by a process comprising the step of thermally curing a linear polymer that comprises repeating units represented by the formula
- 16
- wherein n is an integer greater than or equal to 0.
A crosslinked polymer made by a process comprising the steps of
- (a) reacting hexachorobutadiene with n-butyl lithium to form 1,4-dilithio-1,3-butadiyne,
- (b) reacting the 1,4-dilithio-1,3-butadiyne of step (a) with (dimethylamino) (R9-disubstituted)chlorosilane, wherein each R9 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, to form 1,4-bis(dimethylamino, R9-disubstituted-silyl)butadiyne,
- (c) reacting 1,4-bis(hydroxy-R10-disubstituted-silyl)-Ar, wherein Ar is an aromatic group, wherein R10 is selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, with bis(dimethylamino)R11-disubstituted-silane, wherein R11 is selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, to form a prepolymer of the formula:
- 17
- wherein n is an average value greater than or equal to 0, and wherein the value of n is controlled by selecting the initial molar ratio of 1,4-bis(hydroxy-R10-disubstituted-silyl)benzene and bis(dimethylamino)R11-disubstituted-silane,
- (d) reacting the prepolymer of step (c) with the 1,4-bis(dimethylamino, R9-disubstituted-silyl)butadiyne of step (b) to form a linear polymer, and
- (e) thermally curing the linear polymer of step (d).
4 more elements
A crosslinked polymer made by a process comprising the steps of
- (a) reacting hexachorobutadiene with n-butyl lithium to form 1,4-dilithio-1,3-butadiyne,
- (b) reacting the 1,4-dilithio-1,3-butadiyne of step (a) with (dimethylamino)dimethylchlorosilane to form 1,4-bis(dimethylaminodimethylsilyl)butadiyne,
- (c) reacting 1,4-bis(hydroxydimethylsilyl)benzene with bis(dimethylamino)dimethylsilane, to form a prepolymer of the formula:
- 18
- wherein n is an average value greater than or equal to 0, and wherein the value of n is controlled by selecting the initial molar ratio of 1,4-bis(hydroxydimethylsilyl)benzene and bis(dimethylamino)dimethylsilane,
- (d) reacting the prepolymer of step (c) with the 1,4-bis(dimethylaminodimethylsilyl)butadiyne of step (b) to form the linear polymer, and
- (e) thermally curing the linear polymer.
4 more elements
A compound represented by the formula:
- wherein each R9 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
A compound made by the process comprising the steps of:
- (a) reacting hexachlorobutatdiene with n-butyllithium to form 1,4-dilithio-1,3-butadiyne, and
- (b) reacting the 1,4-dilithio-1,3-butadiyne of step (a) with (dimethylamino) (R9-disubstituted) chlorosilane, wherein each R9 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
A prepolymer, represented by the formula:
- 19
- wherein n is an average value grater than or equal to 0, Ar is an aromatic group, and each R10 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof and each R11 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof.
A prepolymer, made by the process comprising the step of:
- (a) reacting 1,4-bis(hydroxy-R10-disubstituted-silyl)-Ar, wherein Ar is an aromatic group and each R10 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, with bis(dimethylamino) R11-disubstituted-silane, wherein each R11 is independently selected from the group consisting of alkyl, aryl, alkylaryl, haloalkyl, haloaryl and mixtures thereof, to form a prepolymer of the formula:
- 20
- wherein n is an average value greater than or equal to 0, and wherein the value of n is controlled by selecting a initial molar ratio of 1,4-bis(hydroxy-R10-disubstituted-silyl)-Ar and bis(dimethylamino) R11-disubstituted-silane.
Dependencies are inferred from the claim text.