Bio-electrode composition, bio-electrode, method for manufacturing the bio-electrode, and polymer

1. A bio-electrode composition comprising an (A) ionic material and a (B) resin other than the ionic material (A), wherein

the ionic material (A) comprises both

a repeating unit “a” of a lithium salt, a sodium salt, a potassium salt, or an ammonium salt of sulfonamide comprising a partial structure represented by the following general formula (1) and

a repeating unit “b” comprising a silicon atom,

the general formula (1) being:

—R 1 —C(═O)—N − —SO 2 —Rf 1 M +   (1)

wherein,

R 1 represents a single bond, or a linear, a branched, or a cyclic divalent hydrocarbon group comprising 1 to 40 carbon atoms, which may be substituted by a heteroatom, or mediated by a heteroatom;

Rf 1 represents a linear or a branched alkyl group comprising 1 to 4 carbon atoms or a phenyl group, comprising one or more fluorine atoms or a trifluoromethyl group; and

M + represents any of a lithium ion, a sodium ion, a potassium ion, or an ammonium ion.

2. The bio-electrode composition according to claim 1 , wherein the ionic material (A) is a polymer comprising repeating units represented by the following general formula (2),

wherein,

each of R 2 and R 3 independently represents a hydrogen atom or a methyl group;

X 1 represents any of a single bond, a phenylene group, a naphthylene group, an ether group, an ester group, or an amide group;

X 2 represents any of an arylene group comprising 6 to 12 carbon atoms, a —C(═O)—O—R 7 — group, or a —C(═O)—NH—R 7 — group;

R 7 represents any of a single bond, a linear, a branched, or a cyclic alkylene group comprising 2 to 12 carbon atoms, or a phenylene group, and may include one or more groups selected from an ether group, a carbonyl group, an ester group, and an amide group;

each of R 4 , R 5 , and R 6 independently represents a linear, a branched, or a cyclic alkyl group comprising 1 to 6 carbon atoms, or an aryl group comprising 6 to 10 carbon atoms, and may include one or more selected from a siloxane bond, a silicon atom, and a halogen atom;

R 4 and R 5 , or R 4 , R 5 , and R 6 may be bonded to form a ring or a three-dimensional structure; and

“a1” and “b1” are numbers satisfying the equations 0<a1<1.0, 0<b1<1.0.

3. The bio-electrode composition according to claim 2 , wherein the polymer comprising the repeating units represented by the general formula (2) further comprises a repeating unit represented by the following general formula (2)′,

wherein,

R 8 represents a hydrogen atom or a methyl group;

X 3 represents any of a single bond, a phenylene group, a naphthylene group, an ether group, an ester group, a phenylene group comprising an ester group, and an amide group;

R 9 represents a linear or a branched alkyl group comprising 1 to 80 carbon atoms, comprising at least one ether group, and may include an aromatic group; and

“d” is a number satisfying the equation 0≤d<1.0.

4. The bio-electrode composition according to claim 3 , wherein the M + of the general formula (1) is an ammonium ion represented by the following general formula (3),

wherein,

each of R 101d , R 101e , R 101f , and R 101g independently represents any of a hydrogen atom, a linear, a branched, or a cyclic alkyl group comprising 1 to 12 carbon atoms, a linear, a branched, or a cyclic alkenyl group or an alkynyl group comprising 2 to 12 carbon atoms, or an aromatic group comprising 4 to 20 carbon atoms, and may include one or more selected from an ether group, a carbonyl group, an ester group, a hydroxy group, an amino group, a nitro group, a sulfonyl group, a sulfinyl group, a halogen atom, and a sulfur atom; and

R 101d and R 101e , or R 101d , R 101e , and R 101f may form a ring together with a nitrogen atom bonded thereto, and in this case, R 101d and R 101e , or R 101d , R 101e , and R 101f represent an alkylene group comprising 3 to 10 carbon atoms, or form a heteroaromatic ring comprising a nitrogen atom in the formula in the ring.

5. The bio-electrode composition according to claim 2 , wherein the M + of the general formula (1) is an ammonium ion represented by the following general formula (3),

wherein,

each of R 101d , R 101e , R 101f , and R 101g independently represents any of a hydrogen atom, a linear, a branched, or a cyclic alkyl group comprising 1 to 12 carbon atoms, a linear, a branched, or a cyclic alkenyl group or an alkynyl group comprising 2 to 12 carbon atoms, or an aromatic group comprising 4 to 20 carbon atoms, and may include one or more selected from an ether group, a carbonyl group, an ester group, a hydroxy group, an amino group, a nitro group, a sulfonyl group, a sulfinyl group, a halogen atom, and a sulfur atom; and

R 101d and R 101e , or R 101d , R 101e , and R 101f may form a ring together with a nitrogen atom bonded thereto, and in this case, R 101d and R 101e , or R 101d , R 101e , and R 101f represent an alkylene group comprising 3 to 10 carbon atoms, or form a heteroaromatic ring comprising a nitrogen atom in the formula in the ring.

6. The bio-electrode composition according to claim 1 , wherein the ionic material (A) is a polymer comprising the repeating unit “a”, the repeating unit “b”, and a repeating unit represented by the following general formula (2)′,

wherein,

R 8 represents a hydrogen atom or a methyl group;

X 3 represents any of a single bond, a phenylene group, a naphthylene group, an ether group, an ester group, a phenylene group comprising an ester group, and an amide group;

R 9 represents a linear or a branched alkyl group comprising 1 to 80 carbon atoms, comprising at least one ether group, and may include an aromatic group; and

“d” is a number satisfying the equation 0<d<1.0.

7. The bio-electrode composition according to claim 6 , wherein the M + of the general formula (1) is an ammonium ion represented by the following general formula (3),

wherein,

each of R 101d , R 101e , R 101f , and R 101g independently represents any of a hydrogen atom, a linear, a branched, or a cyclic alkyl group comprising 1 to 12 carbon atoms, a linear, a branched, or a cyclic alkenyl group or an alkynyl group comprising 2 to 12 carbon atoms, or an aromatic group comprising 4 to 20 carbon atoms, and may include one or more selected from an ether group, a carbonyl group, an ester group, a hydroxy group, an amino group, a nitro group, a sulfonyl group, a sulfinyl group, a halogen atom, and a sulfur atom; and

R 101d and R 101e , or R 101d , R 101e , and R 101f may form a ring together with a nitrogen atom bonded thereto, and in this case, R 101d and R 101e , or R 101d , R 101e , and R 101f represent an alkylene group comprising 3 to 10 carbon atoms, or form a heteroaromatic ring comprising a nitrogen atom in the formula in the ring.

8. The bio-electrode composition according to claim 1 , wherein the M + of the general formula (1) is an ammonium ion represented by the following general formula (3),

wherein,

each of R 101d , R 101e , R 101f , and R 101g independently represents any of a hydrogen atom, a linear, a branched, or a cyclic alkyl group comprising 1 to 12 carbon atoms, a linear, a branched, or a cyclic alkenyl group or an alkynyl group comprising 2 to 12 carbon atoms, or an aromatic group comprising 4 to 20 carbon atoms, and may include one or more selected from an ether group, a carbonyl group, an ester group, a hydroxy group, an amino group, a nitro group, a sulfonyl group, a sulfinyl group, a halogen atom, and a sulfur atom; and

R 101d and R 101e , or R 101d , R 101e , and R 101f may form a ring together with a nitrogen atom bonded thereto, and in this case, R 101d and R 101e , or R 101d , R 101e , and R 101f represent an alkylene group comprising 3 to 10 carbon atoms, or form a heteroaromatic ring comprising a nitrogen atom in the formula in the ring.

9. The bio-electrode composition according to claim 1 , wherein the resin (B) comprises

a silicone resin;

diorganosiloxane; and

organohydrogen polysiloxane; wherein

the silicon resin comprises both

a R x SiO (4-x)/2 unit, wherein R represents a substituted or an unsubstituted monovalent hydrocarbon group comprising 1 to 10 carbon atoms, and “x” represents a number of 2.5 to 3.5, and

a SiO 2 unit;

the diorganosiloxane comprises an alkenyl group; and

the organohydrogen polysiloxane comprises a SiH group.

10. The bio-electrode composition according to claim 1 , further comprising an organic solvent.

11. The bio-electrode composition according to claim 1 , further comprising a carbon material.

12. The bio-electrode composition according to claim 11 , wherein the carbon material is formed of carbon black and/or carbon nanotube.

13. A polymer comprising repeating units represented by the following general formula (2),

wherein,

R 1 represents a single bond, or a linear, a branched, or a cyclic divalent hydrocarbon group comprising 1 to 40 carbon atoms, which may be substituted by a heteroatom, or mediated by a heteroatom;

Rf 1 represents a linear or a branched alkyl group comprising 1 to 4 carbon atoms or a phenyl group comprising one or more fluorine atoms or a trifluoromethyl group;

M + represents any of a lithium ion, a sodium ion, a potassium ion, or an ammonium ion;

each of R 2 and R 3 independently represents a hydrogen atom or a methyl group;

X 1 represents any of a single bond, a phenylene group, a naphthylene group, an ether group, an ester group, or an amide group;

X 2 represents any of an arylene group comprising 6 to 12 carbon atoms, a —C(═O)—O—R 7 — group, or a —C(═O)—NH—R 7 — group;

R 7 represents any of a single bond, a linear, a branched, or a cyclic alkylene group comprising 2 to 12 carbon atoms, or a phenylene group and may include one or more groups selected from an ether group, a carbonyl group, an ester group, and an amide group;

each of R 4 , R 5 , and R 6 independently represents a linear, a branched, or a cyclic alkyl group comprising 1 to 6 carbon atoms, or an aryl group comprising 6 to 10 carbon atoms, and may include one or more selected from a siloxane bond, a silicon atom, and a halogen atom;

R 4 and R 5 , or R 4 , R 5 , and R 6 may be bonded to form a ring or a three-dimensional structure; and

“a1” and “b1” are numbers satisfying the equations 0<a1<1.0, 0<b1<1.0.

14. The polymer according to claim 13 , the polymer further comprising a repeating unit represented by the following general formula (2)′,

wherein,

R 8 represents a hydrogen atom or a methyl group;

X 3 represents any of a single bond, a phenylene group, a naphthylene group, an ether group, an ester group, a phenylene group comprising an ester group, or an amide group;

R 9 represents a linear, or a branched alkyl group comprising 1 to 80 carbon atoms, comprising at least one ether group, and may include an aromatic group; and

“d” is a number satisfying the equation 0≤d<1.0.