IP Library Granted Patent US 8,591,757
Granted Patent B2
US 8,591,757 · App. 12/675,888 · Granted Nov 26, 2013

Electrolyte composition and ionic liquid

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Quick Facts
Patent No.
US 8,591,757
App. No.
12/675,888
Granted
Nov 26, 2013
Kind
B2
Abstract

Conventionally, an electrolyte composition made from a conductive polymer and an ionic liquid possibly has poor durability (particularly impedance characteristics) in a case where the electrolyte composition is used in a conductive polymer capacitor. The present invention provides an electrolyte composition having excellent durability, by using an ionic liquid that includes carboxylic acid as its anion component. Moreover, the carboxylic acid is preferably one which includes a hydroxyl group, or is preferably an amino acid. Moreover, the electrolyte composition is preferably made of (A) a polymer component of a conductive polymer and (B) an ionic liquid. Moreover, the electrolyte composition preferably includes an ammonium salt, an amine salt, a quaternary ammonium salt or like salts.

Claims (35)

1. An electrolyte composition comprising:

a monomer component of a conductive polymer; and

at least one of (i) an ionic liquid including a formate anion, and/or (ii) an ionic liquid including an anion represented by the following general formula (1):

wherein R 1 and R 2 independently denote: a hydrogen atom, a protected or nonprotected hydroxyl group, a protected or nonprotected amino group, an alkoxy group, a nitro group, a cyano group, a carboxyl group, a halogen atom, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 1 to C 20 alkyl group, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 2 to C 20 alkenyl group, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 2 to C 20 alkynyl group, a substituted or unsubstituted C 6 to C 20 aryl group, a substituted or unsubstituted C 4 to C 20 heteroaryl group, a substituted or unsubstituted C 7 to C 20 aralkyl group, or a substituted or unsubstituted C 4 to C 20 heteroaralkyl group; the R 1 and R 2 being identical to or different from each other, together being cyclic or acyclic; at least one of the R 1 and R 2 is a protected or nonprotected hydroxyl group; and (i) the ionic liquid including a formate anion and/or (ii) the ionic liquid including an anion represented by the general formula (1) being included by an amount of not less than 0.01 molar equivalent but not more than 0.5 molar equivalent, with respect to the monomer component of a conductive polymer.

2. The electrolyte composition according to claim 1 , wherein:

in the general formula (1), one of the R 1 and R 2 is a protected or nonprotected hydroxyl group, and the other one of the R 1 and R 2 is a linear, branched, cyclic or acyclic, substituted or unsubstituted C 1 to C 20 alkyl group or a substituted or unsubstituted C 6 to C 20 aryl group.

3. The electrolyte composition according to claim 2 , wherein:

the general formula (1) represents mandelic acid and its derivative.

4. The electrolyte composition according to claim 1 , wherein:

the electrolyte composition includes:

the ionic liquid whose anion component is an amino acid or an amino acid derivative.

5. The electrolyte composition according to claim 1 , wherein:

the ionic liquid has an ability to form, by anodization, an oxide film on a valve metal surface.

6. The electrolyte composition according to claim 1 , wherein:

a cation component of the ionic liquid is selected from the group consisting of: ammonium ions, imidazolinium ions, pyridinium ions, pyrrolidinium ions, pyrrolinium ions, pyrazinium ions, pyrimidinium ions, triazonium ions, triazinium ions, triazine ions, quinolinium ions, isoquinolinium ions, indolinium ions, quinoxalinium ions, piperazinium ions, oxazolinium ions, thiazolinium ions, morpholinium ions, piperazine ions, imidazolium ions and their derivatives.

7. The electrolyte composition according to claim 1 , wherein:

a monomer that constructs a conductive polymer includes at least one or two or more of compounds selected from the group consisting of: pyrrole, aniline, thiophene, and their derivatives.

8. An electrolyte composition comprising:

a monomer component of a conductive polymer;

at least one of (i) an ionic liquid including a formate anion, and/or (ii) an ionic liquid including an anion represented by the following general formula (1):

wherein R 1 and R 2 independently denote: a hydrogen atom, a protected or nonprotected hydroxyl group, a protected or nonprotected amino group, an alkoxy group, a nitro group, a cyano group, a carboxyl group, a halogen atom, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 1 to C 20 alkyl group, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 2 to C 20 alkenyl group, a linear, branched, cyclic or acyclic, substituted or unsubstituted C 2 to C 20 alkynyl group, a substituted or unsubstituted C 6 to C 20 aryl group, a substituted or unsubstituted C 4 to C 20 heteroaryl group, a substituted or unsubstituted C 7 to C 2 aralkyl group, or a substituted or unsubstituted C 4 to C 20 heteroaralkyl group; the R 1 and R 2 being identical to or different from each other, together being cyclic or acyclic; at least one of the R 1 and R 2 is a protected or nonprotected hydroxyl group; and

at least one substance selected from the group consisting of: ammonium salts, amine salts, quaternary ammonium salts, tertiary amines and organic acids, imidazolium salts, and amidine salts, the at least one substance being added to the ionic liquid and being included by an amount of not less than 1 wt % but not more than 50 wt %, with respect to the ionic liquid.

9. The electrolyte composition according to claim 8 , wherein:

in the general formula (I), one of the R 1 and R 2 is a protected or nonprotected hydroxyl group, and the other one of the R 1 and R 2 is a linear, branched, cyclic or acyclic, substituted or unsubstituted C 1 to C 20 alkyl group or a substituted or unsubstituted C 6 to C 20 aryl group.

10. The electrolyte composition according to claim 9 , wherein:

the general formula (I) represents mandelic acid and its derivative.

11. The electrolyte composition according to claim 8 , wherein:

the electrolyte composition includes:

the ionic liquid whose anion component is an amino acid or an amino acid derivative.

12. The electrolyte composition according to claim 8 , wherein:

the ionic liquid has an ability to form, by anodization, an oxide film on a valve metal surface.

13. The electrolyte composition according to claim 8 , wherein:

a cation component of the ionic liquid is selected from the group consisting of: ammonium ions, imidazolinium ions, pyridinium ions, pyrrolidinium ions, pyrrolinium ions, pyrazinium ions, pyrimidinium ions, triazonium ions, triazinium ions, triazine ions, quinolinium ions, isoquinolinium ions, indolinium ions, quinoxalinium ions, piperazinium ions, oxazolinium ions, thiazolinium ions, morpholinium ions, piperazine ions, imidazolium ions and their derivatives.

14. The electrolyte composition according to claim 8 , wherein:

a monomer that constructs a conductive polymer includes at least one or two or more of compounds selected from the group consisting of: pyrrole, aniline, thiophene, and their derivatives.

Assignments (2)
CHANGE OF ADDRESS Recorded Sep 12, 2013
From: KANEKA CORPORATION
To: KANEKA CORPORATION
Reel/Frame 031207/0283 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 1, 2010
From: OHISHI, TAKAHIRO; TSUJIMOTO, AKIKO; OGINO, HIROYUKI; TATEISHI, KAZUYUKI; MURAKAMI, MUTSUAKI
To: KANEKA CORPORATION
Reel/Frame 024007/0509 →