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US4522745A Expired / Lapsed US ⏱️ 0.0 years remaining

Fused 5,6,5-membered heterocyclic electroactive polymers

Assignee: Chevron USA Inc
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Filing: 1982-11-17
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Granted: 1985-06-11
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Expires: 2002-11-17
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Abstract

Abstract A tractable and reversible electroactive polymer which comprises a charged polymer backbone of recurring units of a fused 5,6,5-membered aromatic heterocyclic ring system wherein the 5-membered rings contain at least one nitrogen and a second heteroatom selected from the group consisting of O, S, Se, Te and substituted N, and a sufficient concentration of a charge-compensating ionic dopants associated therewith.

Inventors

  • 👤 Victor P. Kurkov

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 09:30
CPC Classifications
H; H01; H01B; H01B1/00; H01M; H01M4/00; H01M4/02; H01M4/36; H01M4/60; C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G61/123; C08G73/00; C08G73/06; C08G73/18; C08G73/22; C08G75/00; C08G75/32; C08G85/00; H01B1/06; H01B1/12; H01B1/124; H01B1/127; H01B1/128; H10; H10K; H10K85/00; H10K85/10; H10K85/111; H10K85/113; Y; Y02; Y02E; Y02E60/00; Y02E60/10

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 99 words
An electroactive polymer which comprises a charged polymer backbone of recurring units of a fused 5,6,5-membered aromatic heterocyclic ring system wherein the 5-membered rings contain at least one nitrogen and a second heteroatom selected from the group consisting of O, S, Se, Te, and substituted N, wherein the substituent is selected from the group consisting of lower alkyl C 1 -C 6 , aryl, cycloalkyl, and alkoxy, and a sufficient concentration of a charge-compensating ionic dopant associated therewith, wherein the polymer backbone is capable of undergoing reversible oxidation or reversible reduction or both to form the charged polymer backbone.
Claim 2
Dependent Claim 99 words
An electroactive polymer which comprises a charged polymer backbone of recurring units of a fused 5,6,5-membered aromatic heterocyclic ring system wherein the 5-membered rings contain at least one nitrogen and a second heteroatom selected from the group consisting of O, S, Se, Te, and substituted N, wherein the substituent is selected from the group consisting of lower alkyl C 1 -C 6 , aryl, cycloalkyl, and alkoxy, and a sufficient concentration of a charge-compensating ionic dopant associated therewith, wherein the polymer backbone is capable of undergoing reversible oxidation or reversible reduction or both to form the charged polymer backbone.
Claim 3
Dependent Claim 39 words
The electroactive polymer according to claim 1 wherein the recurring units are selected from the group consisting of 1,7 N-alkyl-benzo[1,2-d:4,5-d']dimiidazole; 1,7-dimethyl-benzo[1,2-d:4,5-d'] diimidazole; benzo[1,2-d:5,4-d']bisthiazole; benzo[1,2-d:4,5-d']bisthiazole; benzo[1,2-d:4,5-d'] bisselenazole; selenazolo[5,4-f]benzothiazole; 1,8-dialkyl-benzo[1,2-d:3,4-d']diimidazole; 1,8-dimethyl-benzo[1,2-d:3,4-d']diimidazole; benzo[1,2-d:5,4-d']bisoxazole; benzo[1,2-d:4,5-d'] bisoxazole; benzo[1,2-d:3,4-d']-bisoxazole; benzo[1,2-d:3,4-d'] bisthiazole; benzo[1,2-d:4,3-d']bisthiazole; and mixtures thereof.
Claim 4
Dependent Claim 54 words
The electroactive polymer according to claim 2 wherein the charge-compensating ionic dopant is a cation selected from the group consisting of the alkali metal ions, alkali earth metal ions, Group III metal ions, ##STR27## wherein R xi is a straight- or branched-chain alkyl of C 1 -C 6 groups, or mixtures of said cations.
Claim 5
Dependent Claim 14 words
The electroactive polymer according to claim 3 wherein the recurring units are N-dialkyl benzodiimidazoles.
Claim 6
Dependent Claim 13 words
The electroactive polymer according to claim 3 wherein the recurring units are benzobisoxazoles.
Claim 7
Dependent Claim 13 words
The electroactive polymer according to claim 3 wherein the recurring units are benzobisthiazoles.
Claim 8
Dependent Claim 30 words
The electroactive polymer according to claim 2 wherein the fused 5,6,5-membered recurring units are interspersed with connecting units selected from the group consisting of phenylene, biphenylene, --CH═CH--, and mixtures thereof.
Claim 9
Dependent Claim 14 words
The electroactive polymer according to claim 7 wherein the recurring units are N-dialkyl benzodiimidazoles.
Claim 10
Dependent Claim 13 words
The electroactive polymer according to claim 7 wherein the recurring units are benzobisoxazoles.
Claim 11
Dependent Claim 13 words
The electroactive polymer according to claim 7 wherein the recurring units are benzobisthiazoles.
Claim 12
Dependent Claim 80 words
The electroactive polymer according to claim 1 wherein the charge-compensating ionic dopant is an anion selected from the group consisting of AsF 4 - , AsF 6 - , ClO 4 - , PF 6 - , SO 3 CF 3 - , BF 4 - , NO 3 - , POF 4 - , CN - , SiF 5 - , SbCl 6 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 13
Dependent Claim 192 words
An electroactive polymer which comprises a charged polymer backbone and charge-compensating ionic dopants associated therewith of the formula: ##STR28## wherein a is 0 or 1; b is 0 or 1; c is 0 or 1; n is an integer from 1 to 1,000; d is an integer from 1 to 2,000; s is an integer 1, 2, or 3; R is a fused nitrogen-containing 5,6,5-membered unsaturated diradical-heterocyclic ring system; R' is the same as R or a different fused nitrogen-containing 5,6,5-membered unsaturated diradical heterocyclic ring system; X" is a connecting unit; Y" is the same connecting unit as X" or a different connecting unit; and M is a charge-compensating ionic dopant of opposite electrical charge to the charge of the polymer backbone, wherein said X" or Y" connecting unit is selected from the group consisting of: ##STR29## wherein R 1 is selected from the group consisting of lower alkyl C 1 -C 6 , aryl, cyclo alkyl, and alkoxy, and R v , R vi and R vii are H, methyl, methoxy, halogen and mixtures thereof; Ar is phenylene or biphenylene, and R 2 is lower alkyl C 1 -C 4 .
Claim 14
Dependent Claim 192 words
An electroactive polymer which comprises a charged polymer backbone and charge-compensating ionic dopants associated therewith of the formula: ##STR28## wherein a is 0 or 1; b is 0 or 1; c is 0 or 1; n is an integer from 1 to 1,000; d is an integer from 1 to 2,000; s is an integer 1, 2, or 3; R is a fused nitrogen-containing 5,6,5-membered unsaturated diradical-heterocyclic ring system; R' is the same as R or a different fused nitrogen-containing 5,6,5-membered unsaturated diradical heterocyclic ring system; X" is a connecting unit; Y" is the same connecting unit as X" or a different connecting unit; and M is a charge-compensating ionic dopant of opposite electrical charge to the charge of the polymer backbone, wherein said X" or Y" connecting unit is selected from the group consisting of: ##STR29## wherein R 1 is selected from the group consisting of lower alkyl C 1 -C 6 , aryl, cyclo alkyl, and alkoxy, and R v , R vi and R vii are H, methyl, methoxy, halogen and mixtures thereof; Ar is phenylene or biphenylene, and R 2 is lower alkyl C 1 -C 4 .
Claim 15
Dependent Claim 65 words
The electroactive polymer according to claim 12 wherein R and R' are 2,7 diradicals of the formula: ##STR30## wherein X and X' positions or Z and Z' positions are N, and the other position is selected from the group consisting of O, S, Se, Te, or N--R 1 , wherein R 1 is lower alkyl C 1 -C 6 , aryl, cyclo alkyl and alkoxy.
Claim 16
Dependent Claim 52 words
The electroactive polymer according to claim 13 wherein R and R' are 2,7 diradicals of the formula: ##STR31## wherein X, X' and Z are selected from the group consisting of O, S, Se, Te, and N--R 1 wherein R 1 is lower alkyl C 1 -C 6 , aryl, cycloalkyl, and alkoxy.
Claim 17
Dependent Claim 65 words
The electroactive polymer according to claim 12 wherein R and R' are 2,6 diradicals of the formula: ##STR32## wherein X and X' positions or Z and Z' positions are N, and the other position is selected from the group consisting of O, S, Se, Te, or N--R 1 , wherein R 1 is lower alkyl C 1 -C 6 , aryl, cyclo alkyl and alkoxy.
Claim 18
Dependent Claim 53 words
The electroactive polymer according to claim 15 wherein R and R' are 2,6 diradicals of the formula: ##STR33## wherein X, X' and Z are selected from the group consisting of O, S, Se, Te, and N--R 1 , wherein R 1 is lower alkyl C 1 -C 6 , aryl, cycloaryl and alkoxy.
Claim 19
Dependent Claim 23 words
The electroactive polymer according to claim 16 wherein a is 1, b and c are zero, and the polymer has the formula: ##STR34##
Claim 20
Dependent Claim 56 words
The electroactive polymer according to claim 17 wherein the charge-compensating ionic dopant M is a cation selected from the group consisting of the alkali metal ions, alkali earth metal ions, Group III metal ions, and ##STR35## wherein R xi is a straight- or branched-chain alkyl of C 1 -C 6 groups, or mixtures of said cations.
Claim 21
Dependent Claim 14 words
The electroactive polymer according to claim 18 wherein the polymer has the formula: ##STR36##
Claim 22
Dependent Claim 14 words
The electroactive polymer according to claim 18 wherein the polymer has the formula: ##STR37##
Claim 23
Dependent Claim 14 words
The electroactive polymer according to claim 18 wherein the polymer has the formula: ##STR38##
Claim 24
Dependent Claim 14 words
The electroactive polymer according to claim 18 wherein the polymer has the formula: ##STR39##
Claim 25
Dependent Claim 21 words
The electroactive polymer according to claim 1 wherein a, b and c are zero, and the polymer has the formula: ##STR40##
Claim 26
Dependent Claim 19 words
The electroactive polymer according to claim 23 where the polymer is poly2,6 benzo[1,2-d:5,4-d']bisoxazole plus an anionic charge compensating dopant.
Claim 27
Dependent Claim 20 words
The electroactive polymer according to claim 1 wherein the polymer has a molecular weight of between about 500 and 100,000.
Claim 28
Dependent Claim 19 words
The electroactive polymer according to claim 17 wherein n is from 5 to equal to or less than 1,000.

References Cited (Backward Citations)

US3966987A Cited
US4375427A Cited
US4360644A Cited
US4344870A Cited
US4344869A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-06-10 1988-12-10 1989-06-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-06-10 1992-12-10 1993-06-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-06-10 1996-12-10 1997-06-11 $7700.00 Window Closed / Lapsed

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