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US4965332A
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Silyl- and disilanyl-1,3-butadiyne polymers from hexachloro-1,3-butadiene
Assignee: Iowa State University Research Foundation Inc
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Filing: 1989-05-16
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Granted: 1990-10-23
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Expires: 2009-05-16
Abstract
Abstract Organosilane polymers having recurring silylene-1,3-butadiyne and/or disilylene-1,3-butadiyne units are prepared in a one-pot synthesis from hexachlorobutadiene. Depending on the organic substituents (R and R'), these polymers have useful film-forming properties, and are converted to the ceramic, silicon carbide upon heating a very uniform high char yields. They can also be pulled into fibers. The polymers are thermally crosslinked above 100° C.
Inventors
- 👤 Thomas J. Barton
- 👤 Sina Ijadi-Maghsoodi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:45
CPC Classifications
C; C04; C04B; C04B35/00; C04B35/515; C04B35/56; C04B35/565; C04B35/571; C08; C08G; C08G77/00; C08G77/60
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
29 words
An organosilicon polymer having recurring silylene-1,3-butadiyne units of the formula: ##STR5## wherein X is an integer from 20 to 500 and R and R' are organic moieties or hydrogen.
Claim 2
Dependent Claim
29 words
An organosilicon polymer having recurring silylene-1,3-butadiyne units of the formula: ##STR5## wherein X is an integer from 20 to 500 and R and R' are organic moieties or hydrogen.
Claim 3
Dependent Claim
30 words
The polymer of claim 1 wherein R and R' are selected from the group consisting of hydrogen, C 1 to C 20 alkyl, and C 7 to C 20 alkylaryl.
Claim 4
Dependent Claim
11 words
The polymer of claim 1 where R and R' are hydrogen.
Claim 5
Dependent Claim
16 words
The polymer of claim 1 wherein R and R' are C 1 to C 5 alkyl.
Claim 6
Dependent Claim
11 words
The polymer of claim 4 wherein R and R' are methyl.
Claim 7
Dependent Claim
13 words
The polymer of claim 1 wherein R is methyl and R' is phenyl.
Claim 8
Dependent Claim
18 words
The polymer of claim 1 having a molecular weight within the range of from 2,000 to about 120,000.
Claim 9
Dependent Claim
14 words
The polymer of claim 7 having a weight average molecular weight of about 20,000.
Claim 10
Dependent Claim
28 words
An organosilicon polymer having recurring disilyleneacetylene units of the formula: ##STR6## where X is an integer from 20 to 500 and R is an organic moiety or hydrogen.
Claim 11
Dependent Claim
28 words
An organosilicon polymer having recurring disilyleneacetylene units of the formula: ##STR6## where X is an integer from 20 to 500 and R is an organic moiety or hydrogen.
Claim 12
Dependent Claim
28 words
The polymer of claim 9 wherein R is selected from the group consisting of hydrogen, C 1 to C 20 alkyl, and C 7 to C 20 alkylaryl.
Claim 13
Dependent Claim
9 words
The polymer of claim 9 wherein R is hydrogen.
Claim 14
Dependent Claim
14 words
The polymer of claim 9 wherein R is C 1 to C 5 alkyl.
Claim 15
Dependent Claim
9 words
The polymer of claim 12 wherein R is methyl.
Claim 16
Dependent Claim
18 words
The polymer of claim 9 having a molecular weight within the range of from 2,000 to about 120,000.
Claim 17
Dependent Claim
14 words
The polymer of claim 14 having a weight average molecular weight of about 20,000.
Claim 18
Independent Claim
62 words
A method of preparing organosilicon polymers having recurring silylene-1,3-butadiyne units of the formula: ##STR7## wherein R and R' are organic moieties or hydrogen and X is an integer from 20 to 500, comprising: reacting hexachlorobutadiene with normal butyllithium to prepare dilithiobutadiyne; and reacting said dilithiobutadiyne with a dichlorosilane of the formula: RR'SiCl 2 , wherein R and R' are as previously defined.
Claim 19
Independent Claim
62 words
A method of preparing organosilicon polymers having recurring silylene-1,3-butadiyne units of the formula: ##STR7## wherein R and R' are organic moieties or hydrogen and X is an integer from 20 to 500, comprising: reacting hexachlorobutadiene with normal butyllithium to prepare dilithiobutadiyne; and reacting said dilithiobutadiyne with a dichlorosilane of the formula: RR'SiCl 2 , wherein R and R' are as previously defined.
Claim 20
Dependent Claim
36 words
The process of claim 16 wherein R and R' are selected from the group consisting of hydrogen C 1 to C 20 alkyl, C 6 to C 20 aryl, and C 7 to C 20 alkylaryl.
Claim 21
Dependent Claim
16 words
The process of claim 16 wherein the reaction is conducted in a reaction promoting organic solvent.
Claim 22
Dependent Claim
21 words
The process of claim 18 wherein said solvent is selected from the group consisting of tetrahydrofuran, diethylether, aliphatic and aromatic hydrocarbons.
Claim 23
Independent Claim
61 words
A method of preparing organosilicon polymers having recurring disilylene-1,3-butadiyne units of the formula: ##STR8## wherein R is an organic moiety or hydrogen and X is an integer from 20 to 500, comprising: reacting hexachlorobutadiene with normal butyllithium to prepare dilithiobutadiyne; and reacting said dilithiobutadiyne with a dichlorosilane of the formula: ClR 2 SiSiR 2 Cl, wherein R is as previously defined.
Claim 24
Independent Claim
61 words
A method of preparing organosilicon polymers having recurring disilylene-1,3-butadiyne units of the formula: ##STR8## wherein R is an organic moiety or hydrogen and X is an integer from 20 to 500, comprising: reacting hexachlorobutadiene with normal butyllithium to prepare dilithiobutadiyne; and reacting said dilithiobutadiyne with a dichlorosilane of the formula: ClR 2 SiSiR 2 Cl, wherein R is as previously defined.
Claim 25
Dependent Claim
34 words
The process of claim 20 wherein R is selected from the group consisting of hydrogen C 1 to C 20 alkyl, C 6 to C 20 aryl, and C 7 to C 20 alkylaryl.
Claim 26
Dependent Claim
16 words
The process of claim 21 wherein the reaction is conducted in a reaction promoting organic solvent.
Claim 27
Dependent Claim
21 words
The process of claim 22 wherein said solvent is selected from the group consisting of tetrahydrofuran, diethylether, aliphatic and aromatic hydrocarbons.
References Cited (Backward Citations)
US3699140A
Cited
US3714118A
Cited
US3758541A
Cited
US3660449A
Cited
US3700714A
Cited
US4339562A
Cited
US4260780A
Cited
US4276424A
Cited
US4618666A
Cited
US4800221A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-10-22 | 1994-04-23 | 1994-10-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-10-22 | 1998-04-23 | 1998-10-23 | $3760.00 | Window Closed / Lapsed |
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