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US4521589A
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Linear poly(3-alkyl-2,5-thienylene) polymer
Assignee: Tokyo Institute of Technology
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Filing: 1984-01-04
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Granted: 1985-06-04
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Expires: 2004-01-04
Abstract
Abstract A linear poly(3-alkyl-2,5-thienylene) polymer having the formula: ##STR1## wherein R represents a lower alkyl group and n is 20 to 100. The polymer can be used to provide a semiconductor. A method for making the polymer comprises reacting 3-alkyl-2,5-dihalogenated thiophene with magnesium in an inert solvent in the substantial absence of water, in the presence of a nickel compound as a catalyst in an inert atmosphere.
Inventors
- 👤 Takakazu Yamamoto
- 👤 Akio Yamamoto
- 👤 Kenichi Sanechika
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 08:58
CPC Classifications
H; H01; H01M; H01M4/00; H01M4/02; H01M4/36; H01M4/60; C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G61/123; C08G61/126; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/127; Y; Y02; Y02E; Y02E60/00; Y02E60/10
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
25 words
A linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR8## wherein R represents a lower alkyl group, and n is 20-100.
Claim 2
Dependent Claim
25 words
A linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR8## wherein R represents a lower alkyl group, and n is 20-100.
Claim 3
Independent Claim
55 words
A method of producing a linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR9## wherein R represents a lower alkyl group and n is 20-100, comprising reacting 3-alkyl-2,5-dihalothiophene with magnesium in an inert solvent in the substantial absence of water, in contact with a nickel compound catalyst in an inert atmosphere.
Claim 4
Independent Claim
55 words
A method of producing a linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR9## wherein R represents a lower alkyl group and n is 20-100, comprising reacting 3-alkyl-2,5-dihalothiophene with magnesium in an inert solvent in the substantial absence of water, in contact with a nickel compound catalyst in an inert atmosphere.
Claim 5
Dependent Claim
24 words
A method as defined in claim 2, wherein the nickel compound is selected from the group consisting of halogenated nickel and nickel complex compound.
Claim 6
Dependent Claim
24 words
A method as defined in claim 3, wherein the halogenated nickel is selected from the group consisting of NiCl 2 and NiBr 2 .
Claim 7
Dependent Claim
25 words
A method as defined in claim 3, wherein the nickel complex compound is selected from the group consisting of dichloro(2,2'-bipyridine) nickel, dibromobis(triphenylphosphine) nickel and 1,5-cyclooctadiene-bis(triphenylphosphine)nickel.
Claim 8
Dependent Claim
19 words
A method as defined in claim 2, wherein the amount of catalyst is 0.01-0.5 wt. % relative to 3-alkyl-2,5-dihalothiophene.
Claim 9
Dependent Claim
16 words
A method as defined in claim 2, wherein the inert solvent is an ether series solvent.
Claim 10
Dependent Claim
23 words
A method as defined in claim 7, wherein the ether series solvent is selected from the group consisting of tetrahydrofuran, diethylether and dibutylether.
Claim 11
Dependent Claim
15 words
A method as defined in claim 2, wherein the reaction is effected under reflux temperature.
Claim 12
Dependent Claim
36 words
A semiconductor comprising a linear poly(3-alkyl-2,5-thienylene) polymer and an electron acceptor, the polymer consisting essentially of the repeating unit having the formula: ##STR10## wherein R represents a lower alkyl group, and n is 20 to 100.
Claim 13
Dependent Claim
36 words
A semiconductor comprising a linear poly(3-alkyl-2,5-thienylene) polymer and an electron acceptor, the polymer consisting essentially of the repeating unit having the formula: ##STR10## wherein R represents a lower alkyl group, and n is 20 to 100.
Claim 14
Independent Claim
83 words
A method of producing a linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR11## wherein R represents a lower alkyl group and n is 20-100, comprising the steps of reacting 3-alkyl-2,5-dihalothiophene with magnesium in an inert solvent in the substantial absence of water, in contact with a nickel compound catalyst in an inert atmosphere; washing the thus obtained polymer with a mixture of hydrochloric acid and methyl alcohol; washing the polymer with water; and drying the thus washed polymer.
Claim 15
Independent Claim
83 words
A method of producing a linear poly(3-alkyl-2,5-thienylene) polymer consisting essentially of the repeating unit having the formula: ##STR11## wherein R represents a lower alkyl group and n is 20-100, comprising the steps of reacting 3-alkyl-2,5-dihalothiophene with magnesium in an inert solvent in the substantial absence of water, in contact with a nickel compound catalyst in an inert atmosphere; washing the thus obtained polymer with a mixture of hydrochloric acid and methyl alcohol; washing the polymer with water; and drying the thus washed polymer.
Claim 16
Dependent Claim
24 words
A method as defined in claim 11, wherein the nickel compound is selected from the group consisting of halogenated nickel and nickel complex compound.
Claim 17
Dependent Claim
24 words
A method as defined in claim 12, wherein the halogenated nickel is selected from the group consisting of NiCl 2 and NiBr 2 .
Claim 18
Dependent Claim
26 words
A method as defined in claim 12, wherein the nickel complex compound is selected from the group consisting of dichloro(2,2'bipyridine) nickel, dibromobis(triphenylphosphine) nickel and 1,5-cyclooctadienebis(triphenylphosphine) nickel.
Claim 19
Dependent Claim
19 words
A method as defined in claim 12, wherein the amount of catalyst is 0.01-0.5 wt. % relative to 3-alkyl-2,5-dihalothiophene.
Claim 20
Dependent Claim
16 words
A method as defined in claim 12, wherein the inert solvent is an ether series solvent.
Claim 21
Dependent Claim
23 words
A method as defined in claim 16, wherein the ether series solvent is selected from the group consisting of tetrahydrofuran, diethylether and dibutylether.
Claim 22
Dependent Claim
15 words
A method as defined in claim 12, wherein the reaction is effected under reflux temperature.
References Cited (Backward Citations)
US2552796A
Cited
JPS5715369A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-06-03 | 1988-12-03 | 1989-06-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-03 | 1992-12-03 | 1993-06-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-03 | 1996-12-03 | 1997-06-04 | $7700.00 | Window Closed / Lapsed |