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P-Type polyphenoxazine electroactive polymers

Assignee: CHERVON RESEARCH Co
•
Filing: 1982-11-17
•
Granted: 1985-03-19
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Expires: 2002-11-17
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Abstract

Abstract P-type electroactive polymers comprising recurring diradical units of substituted or unsubstituted polyphenoxazine and an electron acceptor dopant associated therewith.

Inventors

  • 👤 Peter Denisevich, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:23
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G73/00; C08G73/06; H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/128; H01M; H01M4/00; H01M4/02; H01M4/36; H01M4/60; Y; Y02; Y02E; Y02E60/00; Y02E60/10

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 203 words
A p-type electroactive polymer which comprises a charged polymer backbone of recurring units of a substituted or unsubstituted phenoxazine and a sufficient concentration of a charge-compensating anionic dopants associated therewith, wherein said polymer backbone is capable of undergoing reversible oxidation to said charged polymer backbone and said substituted phenoxazine contains from 1 to 3 substituents on the carbocyclic ring which links into the polymer backbone and from 1 to 4 substituents on the carbocyclic ring adjacent to the central ring containing the nitrogen atom which links into the polymer backbone wherein the substituents are independently selected from H; alkyl of 1 to 4 carbon atoms; alkoxy of 1 to 4 carbon atoms; an alkylthio of 1 to 4 carbon atoms; a cycloaliphatic group of 5 or 6 carbon atoms; an aryl group of 6 to 10 carbon atoms; an aryl group of 6 to 10 carbon atoms substituted by 1 to 3 alkyl groups of 1 to 4 carbon atoms, alkoxy groups of 1 to 4 carbon atoms, 1 to 3 cyano groups, 1 to 3 halogen atoms, dialkylamino groups of 1 to 4 carbon atoms, an alkylthio of 1 to 4 carbon atoms; and a 5- or 6-membered nitrogen-containing unsaturated heterocyclic group.
Claim 2
Dependent Claim 203 words
A p-type electroactive polymer which comprises a charged polymer backbone of recurring units of a substituted or unsubstituted phenoxazine and a sufficient concentration of a charge-compensating anionic dopants associated therewith, wherein said polymer backbone is capable of undergoing reversible oxidation to said charged polymer backbone and said substituted phenoxazine contains from 1 to 3 substituents on the carbocyclic ring which links into the polymer backbone and from 1 to 4 substituents on the carbocyclic ring adjacent to the central ring containing the nitrogen atom which links into the polymer backbone wherein the substituents are independently selected from H; alkyl of 1 to 4 carbon atoms; alkoxy of 1 to 4 carbon atoms; an alkylthio of 1 to 4 carbon atoms; a cycloaliphatic group of 5 or 6 carbon atoms; an aryl group of 6 to 10 carbon atoms; an aryl group of 6 to 10 carbon atoms substituted by 1 to 3 alkyl groups of 1 to 4 carbon atoms, alkoxy groups of 1 to 4 carbon atoms, 1 to 3 cyano groups, 1 to 3 halogen atoms, dialkylamino groups of 1 to 4 carbon atoms, an alkylthio of 1 to 4 carbon atoms; and a 5- or 6-membered nitrogen-containing unsaturated heterocyclic group.
Claim 3
Dependent Claim 22 words
The electroactive polymer according to claim 1 wherein the recurring units are unsubstituted phenoxazine units connecting at the 2,5 or 5,8 positions.
Claim 4
Dependent Claim 77 words
The electroactive polymer according to claim 2, 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 - , SiF 5 - , SbCl 6 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 5
Dependent Claim 18 words
The electroactive polymer according to claim 3 wherein the polymer backbone has a molecular weight greater than 350.
Claim 6
Dependent Claim 27 words
The electroactive polymer according to claim 1 wherein the phenoxazine units are connected at the 2,5 or 5,8 positions and substituted at the 3 and 7 positions.
Claim 7
Dependent Claim 13 words
The electroactive polymer according to claim 5 wherein the substituents are methyl groups.
Claim 8
Dependent Claim 77 words
The electroactive polymer according to claim 6, 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 - , SiF 5 - , SbCl 6 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 9
Dependent Claim 18 words
The electroactive polymer according to claim 7 wherein the polymer backbone has a molecular weight greater than 420.
Claim 10
Dependent Claim 133 words
An electroactive polymer which comprises a charged polymer backbone and charge-compensating ionic dopants associated therewith of the formula: ##STR17## wherein a is 0 or 1; b is 0 or 1; c is 0 or 1; n is an integer from 2 to 1,000; d is an integer from 1 to 2,000; s is an integer 1, 2 or 3; R is the phenoxazine diradical; R' is the same as R or a different phenoxazine diradical; X' is a connecting unit; Y' is the same connecting unit as X' or a different connecting unit; and M is a charge-compensating anionic dopant, wherein said X' or Y' connecting unit is selected from the group consisting of: ##STR18## wherein R v , R vi and R vii are H or methyl, methoxy, halogen and mixtures thereof.
Claim 11
Dependent Claim 133 words
An electroactive polymer which comprises a charged polymer backbone and charge-compensating ionic dopants associated therewith of the formula: ##STR17## wherein a is 0 or 1; b is 0 or 1; c is 0 or 1; n is an integer from 2 to 1,000; d is an integer from 1 to 2,000; s is an integer 1, 2 or 3; R is the phenoxazine diradical; R' is the same as R or a different phenoxazine diradical; X' is a connecting unit; Y' is the same connecting unit as X' or a different connecting unit; and M is a charge-compensating anionic dopant, wherein said X' or Y' connecting unit is selected from the group consisting of: ##STR18## wherein R v , R vi and R vii are H or methyl, methoxy, halogen and mixtures thereof.
Claim 12
Dependent Claim 139 words
The electroactive polymer according to claim 9 wherein R and R' are diradicals of the formula: ##STR19## wherein R ii and R iii are from one to three substituent groups independently selected from H; alkyl of 1 to 4 carbon atoms; alkoxy of 1 to 4 carbon atoms; an alkylthio of 1 to 4 carbon atoms; a cycloaliphatic group of 5 or 6 carbon atoms; an aryl group of 6 to 10 carbon atoms; an aryl group of 6 to 10 carbon atoms substituted by 1 to 3 alkyl groups of 1 to 4 carbon atoms, alkoxy groups of 1 to 4 carbon atoms, 1 to 3 cyano groups, 1 to 3 halogen atoms, dialkyl amino groups of 1 to 4 carbon atoms, an alkylthiol of 1 to 4 carbon atoms; a 5- or 6-member nitrogen-containing unsaturated heterocyclic group.
Claim 13
Dependent Claim 21 words
The electroactive polymer according to claim 10 wherein a, b and c are zero, and the polymer has the formula: ##STR20##
Claim 14
Dependent Claim 14 words
The electroactive polymer according to claim 11 wherein the polymer has the formula: ##STR21##
Claim 15
Dependent Claim 94 words
The electroactive polymer according to claim 12 wherein the charge-compensating anionic dopant M 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 - , SiF 5 - , SbCl 6 - , F - , Br - , Cl - , I - , I 3 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 16
Dependent Claim 14 words
The electroactive polymer according to claim 13 wherein n is from 2 to 500.
Claim 17
Dependent Claim 14 words
The electroactive polymer according to claim 11 wherein the polymer has the formula: ##STR22##
Claim 18
Dependent Claim 94 words
The electroactive polymer according to claim 15 wherein the charge-compensating anionic dopant M 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 - , SiF 5 - , SbCl 6 - , F - , Br - , Cl - , I - , I 3 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 19
Dependent Claim 14 words
The electroactive polymer according to claim 11 wherein the polymer has the formula: ##STR23##
Claim 20
Dependent Claim 94 words
The electroactive polymer according to claim 17 wherein the charge-compensating anionic dopant M 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 - , SiF 5 - , SbCl 6 - , F - , Br - , Cl - , I - , I 3 - , SbF 6 - , HSO 4 - , acetate, benzoate, tosylate, or mixtures thereof.
Claim 21
Dependent Claim 23 words
The electroactive polymer according to claim 10 wherein a is 0, b and c are 1, and the polymer has the formula: ##STR24##
Claim 22
Dependent Claim 24 words
The electroactive polymer according to claim 10 wherein a is 1 and b and c are 0 and the polymer has the formula: ##STR25##

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) 1988-03-18 1988-09-17 1989-03-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-03-18 1992-09-17 1993-03-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-03-18 1996-09-17 1997-03-19 $7700.00 Window Closed / Lapsed

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