US4208501A
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Carbazolyl diacetylenic polymers
Assignee: Honeywell International Inc
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Filing: 1978-07-28
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Granted: 1980-06-17
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Expires: 1998-07-28
Abstract
Abstract Novel carbazolyl diacetylenic monomers and polymers are provided. The monomers have the structure <IMAGE> where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of -H, -Cl, -Br and -NO and R is a member selected from the group consisting of -CH3, -OH, -OCONHR' and <IMAGE> where R' is an alkyl, aryl or ester derivative and X' and Y' are independently selected from the group consisting of -H, -Cl, -Br and -NO. The monomers are conveniently prepared by oxidative coupling of terminated carbazolyl acetylenes, by cross coupling of bromoacetylenes with terminal acetylenes, or by substitution reaction of alkali carbazolides with the appropriate diacetylenes. The polymers are prepared by 1,4-addition reaction of the corresponding monomers in the solid state. The polymers are particularly useful as photoconductors and as non-linear optical materials. The monomers are useful as high energy radiation dosage indicators.
Inventors
- 👤 Kwok C. Yee
- 👤 Ronald R. Chance
- 👤 Ray H. Baughman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 22:04
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/07; C; C07; C07C; C07C29/00; C07C29/62; C07D; C07D209/00; C07D209/56; C07D209/80; C07D209/82; C07D209/86; C07D209/88; C08; C08F; C08F38/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
143 words
A polymer prepared by 1,4-addition reaction from a monomer having the formula ##STR15## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 --OH, --OCONHR' and ##STR16## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 4 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 2
Dependent Claim
143 words
A polymer prepared by 1,4-addition reaction from a monomer having the formula ##STR15## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 --OH, --OCONHR' and ##STR16## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 4 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 3
Dependent Claim
24 words
The polymer of claim 1 in which R is a member selected from the group consisting of --CH 3 , --OH, --OCONHR' and ##STR17##
Claim 4
Dependent Claim
21 words
The polymer of claim 2 in which X and Y are independently selected from the group consisting of --H and --Br.
Claim 5
Dependent Claim
13 words
The polymer of claim 3 in which X and Y are both --H.
Claim 6
Dependent Claim
21 words
The polymer of claim 2 in which "m" and "n" are equal to each other and range from 0 to 4.
Claim 7
Dependent Claim
10 words
The polymer of claim 5 in which R is ##STR18##
Claim 8
Dependent Claim
13 words
The polymer of claim 6 in which "m" and "n" are both 1.
Claim 9
Dependent Claim
13 words
The polymer of claim 7 in which the monomer has the formula ##STR19##
Claim 10
Dependent Claim
21 words
The polymer of claim 1 in which "m" and "n" are unequal to each other and range from 1 to 4.
Claim 11
Dependent Claim
23 words
The polymer of claim 9 in which R is a member selected from the group consisting of --CH 3 , --OH and --OCONHR'.
Claim 12
Dependent Claim
13 words
The polymer of claim 10 in which the monomer has the formula ##STR20##
Claim 13
Dependent Claim
147 words
A photoconductor comprising a polymer formed by 1,4-addition reaction from a monomer having the formula ##STR21## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 , --OH, --OCONHR' and ##STR22## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 5 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 14
Dependent Claim
147 words
A photoconductor comprising a polymer formed by 1,4-addition reaction from a monomer having the formula ##STR21## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 , --OH, --OCONHR' and ##STR22## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 5 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 15
Dependent Claim
13 words
The photoconductor of claim 12 in which the monomer has the formula ##STR23##
Claim 16
Dependent Claim
149 words
A non-linear optical device comprising a polymer formed by 1,4-addition reaction from a monomer having the formula ##STR24## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 , --OH, --OCONHR' and ##STR25## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 5 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 17
Dependent Claim
149 words
A non-linear optical device comprising a polymer formed by 1,4-addition reaction from a monomer having the formula ##STR24## where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH 3 , --OH, --OCONHR' and ##STR25## where R' is (a) an alkyl derivative represented by --C r H 2r+1 , where "r" ranges from 1 to 18, (b) an aryl derivative of --C 6 H 5 , --C 6 H 4 --p--CH 3 , --C 6 H 4 --m--CH 3 or --C 10 H 7 or (c) an ester derivative of --CH 2 OCOC s H 2s+1 , where "s" ranges from 2 to 4 and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO.
Claim 18
Dependent Claim
13 words
The device of claim 14 in which the monomer has the formula ##STR26##
Claim 19
Dependent Claim
13 words
The device of claim 14 in which the monomer has the formula ##STR27##
References Cited (Backward Citations)
US3647428A
Cited
US3764316A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1983-06-17 | 1983-12-17 | 1984-06-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-06-17 | 1987-12-17 | 1988-06-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-06-17 | 1991-12-17 | 1992-06-17 | $7700.00 | Window Closed / Lapsed |