US4407739A
Expired / Lapsed
US
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Preparation of electrically conductive polymers
Assignee: BASF SE
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Filing: 1982-01-29
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Granted: 1983-10-04
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Expires: 2002-01-29
Abstract
Abstract A process for the preparation of electrically conductive polymers which have conductivities greater than 10-2 S/cm and possess improved stability to oxygen, comprising treating an organic unsaturated polymer of the series of the polyphenylenes, heterophenylenes and polyacetylenes, in the absence of moisture and of oxygen, first with an organic nitroso compound and then with a conventional dopant, the latter being, in particular H2SO4, AsF5, SbF5, UF6, SbCl5, AlCl3, BF3, CF3SO3H, VOCl3, HClO4, NO+SbF6-, NO2+SbF6-, NO+AsF6, NO+PF6-, I2, Br2, ICl, PF5, CrO2Cl2, NO2+PF6-, NO+BF4-, NO+ClO4-, (CF3)2SO4, NbF5, TaF5, WF6, FeCl3, CdCl2, 2,4,6-trinitrophenol, 2,4,6-trinitrophenylsulfonic acid or 2,4,6-trinitrophenylcarboxylic acid or lithium, sodium, potassium, calcium, barium, radium or an amide of these metals.
Inventors
- 👤 Herbert Naarmann
- 👤 Klaus Penzien
- 👤 Johannes Schlag
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 00:28
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/42; C08G; C08G61/00; H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/125; H10; H10K; H10K85/00; H10K85/10; H10K85/111; H10K85/113; H10K85/141; H10K85/143; H10K30/00; H10K85/60; H10K85/649; H10K85/656; H10K85/6565; Y; Y02; Y02E; Y02E10/00; Y02E10/50; Y02E10/549
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
143 words
A process for the preparation of a stabilized electrically conductive polymer having a conductivity greater than 10 -2 S/cm, comprising treating an organic unsaturated polymer of the series of the polyphenylenes, heteropolyphenylenes or polyacetylenes, in the absence of moisture and of oxygen, first with from 0.1 to 10.5% by weight, based on the polymer, of an organic nitroso compound selected from the group consisting of ethyl N-nitroso-N-methylcarbamate, N-nitroso-N-methyl-urethane, 1-nitrosonaphth-2-ol, 2-nitrosonaphth-1-ol, the ammonium salt of 4-nitroso-N-phenylhydroxylamine (Cupferron), 2-nitroso-toluene, 5-nitroso-2,4,6-triaminopyridine, 3-nitrosostyrene, ω-nitrosostyrene, nitrosobenzene, nitroso-tert.-butane, N-nitroso-dimethylamine, 4-nitroso-N-dimethylaniline, N-(N-nitrosomethylamino)-methyl-benzamide, 2-nitroso-2-naphthol-3,6-disulfonic acid, N-nitrosopyrrolidone and 4-nitrosophenol, at from -100° C. to +100° C. for from 0.1 to about 5 hours, and then with from 0.5 to 55% by weight, based on the polymer, of a strong Lewis acid dopant having a pk a of from -10 to +4 or a base having a Pauling electronegativity of up to 1.5.
Claim 2
Dependent Claim
143 words
A process for the preparation of a stabilized electrically conductive polymer having a conductivity greater than 10 -2 S/cm, comprising treating an organic unsaturated polymer of the series of the polyphenylenes, heteropolyphenylenes or polyacetylenes, in the absence of moisture and of oxygen, first with from 0.1 to 10.5% by weight, based on the polymer, of an organic nitroso compound selected from the group consisting of ethyl N-nitroso-N-methylcarbamate, N-nitroso-N-methyl-urethane, 1-nitrosonaphth-2-ol, 2-nitrosonaphth-1-ol, the ammonium salt of 4-nitroso-N-phenylhydroxylamine (Cupferron), 2-nitroso-toluene, 5-nitroso-2,4,6-triaminopyridine, 3-nitrosostyrene, ω-nitrosostyrene, nitrosobenzene, nitroso-tert.-butane, N-nitroso-dimethylamine, 4-nitroso-N-dimethylaniline, N-(N-nitrosomethylamino)-methyl-benzamide, 2-nitroso-2-naphthol-3,6-disulfonic acid, N-nitrosopyrrolidone and 4-nitrosophenol, at from -100° C. to +100° C. for from 0.1 to about 5 hours, and then with from 0.5 to 55% by weight, based on the polymer, of a strong Lewis acid dopant having a pk a of from -10 to +4 or a base having a Pauling electronegativity of up to 1.5.
Claim 3
Dependent Claim
135 words
A process as set forth in claim 1, wherein the Lewis acid added is H 2 SO 4 , AsF 5 , SbF 5 , UF 6 , SbCl 5 , AlCl 3 , BF 3 , CF 3 SO 3 H, VOCl 3 , HClO 4 , NO + SbF 6 - , NO 2 + SbF 6 - , NO + AsF 6 - , NO + PF 6 - , I 2 , Br 2 , ICl, PF 5 , CrO 2 Cl 2 , NO 2 + PF 6 - , NO + BF 4 - , NO + ClO 4 - , (CF 3 ) 2 SO 4 , NbF 5 , TaF 5 , WF 6 , FeCl 3 , CdCl 2 , 2,4,6-trinitrophenol, 2,4,6-trinitrophenylsulfonic acid or 2,4,6-trinitrophenylcarboxylic acid.
Claim 4
Dependent Claim
33 words
A process as set forth in claim 1, wherein the base added is lithium, sodium, potassium, calcium, barium, radium or an amide MNH 2 , where M is lithium, sodium, potassium or rubidium.
Claim 5
Dependent Claim
18 words
A process as set forth in claim 1, wherein the organic nitroso compound is added as a solution.
Claim 6
Dependent Claim
32 words
A process as set forth in claim 1, wherein the treatment of the organic unsaturated polymer is carried out in the presence of an auxiliary fluid which is subsequently stripped off again.
Claim 7
Dependent Claim
14 words
An electrically conductive polymer obtained by the process as set forth in claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-10-03 | 1987-04-04 | 1987-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-10-03 | 1991-04-04 | 1991-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-10-03 | 1995-04-04 | 1995-10-04 | $7700.00 | Window Closed / Lapsed |