Adhesive composition, bio-electrode, method for manufacturing a bio-electrode, and salt

Patent metadata

Field	Value
Publication number	US-10808148-B2
Application number	US-201715702253-A
Country	US
Kind code	B2
Filing date	Sep 12, 2017
Priority date	Sep 29, 2016
Publication date	Oct 20, 2020
Grant date	Oct 20, 2020

Abstract

An adhesive composition including a resin and electro-conductive material, wherein the electro-conductive material is an ammonium salt of fluorosulfonic acid having 5 or more carbon atoms shown by the general formula (1): (R1—X—Z—SO3−)n Mn+ (1), wherein, R1 represents a monovalent hydrocarbon group having 1 to 40 carbon atoms and optionally substituted by a heteroatom or optionally interposed by heteroatom; X represents any of a single bond, ether group, ester group, and amide group; Z represents an alkylene group having 2 to 4 carbon atoms, containing 1 to 6 fluorine atoms, and optionally containing a carbonyl group; Mn+ represents a cation having one or two ammonium cation structures. This can form a living body contact layer for a bio-electrode with excellent electric conductivity, biocompatibility, and light weight, which manufactures at low cost and does not cause large lowering of the electric conductivity even when it is wetted with water or dried.

First claim

The invention claimed is:

1. An adhesive composition comprising a resin and an electro-conductive material,
wherein the electro-conductive material is an ammonium salt of fluorosulfonic acid having 5 or more carbon atoms shown by the following general formula (1),
(R 1 —X—Z—SO 3 − ) n M n+   (1)

wherein, R 1 represents a linear, branched, or cyclic monovalent hydrocarbon group having 1 to 40 carbon atoms and optionally substituted by a heteroatom or optionally interposed by the heteroatom; X represents any of a single bond, an ether group, an ester group, and an amide group; Z represents a linear or branched alkylene group having 2 to 4 carbon atoms, containing 1 to 6 fluorine atoms, and optionally containing a carbonyl group; M n+ represents a cation having one or two ammonium cation structures; and “n” is 1 when the number of the ammonium cation structure contained in the M n+ is one, or is 2 when the number of the ammonium cation structure contained in the M n+ is two.

2. The adhesive composition according to claim 1 , wherein the electro-conductive material is further defined by the following general formula (1-1) or (1-2),

wherein, each of the general formulas comprises R 1 and X; Rf 1 to Rf 4 each independently represent an atom or a group selected from a hydrogen atom, a fluorine atom, a methyl group, an ethyl group, and a trifluoromethyl group, with the proviso that one or more of Rf 1 to Rf 4 is the fluorine atom or the trifluoromethyl group, and Rf 1 and Rf 2 are optionally combined with each other to form the carbonyl group; R 2 to R 11 each independently represent a hydrogen atom, a linear, branched, or cyclic alkyl group having 1 to 20 carbon atoms, a linear, branched, or cyclic alkenyl group or alkynyl group having 2 to 10 carbon atoms, or an aromatic group having 4 to 20 carbon atoms, optionally having one or more species selected from an ether group, a thiol group, an ester group, a carbonyl group, a hydroxy group, a nitro group, an amino group, a halogen atom, and a sulfur atom, and R 2 and R 3 optionally form a ring with each other together with the nitrogen atom bonded to R 2 and R 3 ; and Y represents a linear or branched alkylene group having 2 to 16 carbon atoms optionally having one or more groups selected from an ester group and a thioester group.

3. The adhesive composition according to claim 1 , wherein the electro-conductive material has a polymerizable double bond or a hydroxy group in either or both of the anion and the cation.

4. The adhesive composition according to claim 2 , wherein the electro-conductive material has a polymerizable double bond or a hydroxy group in either or both of the anion and the cation.

5. The adhesive composition according to claim 1 , wherein the resin is one or more resins selected from silicone resin, acrylic resin, and urethane resin.

6. The adhesive composition according to claim 2 , wherein the resin is one or more resins selected from silicone resin, acrylic resin, and urethane resin.

7. The adhesive composition according to claim 1 , further comprising a carbon material.

8. The adhesive composition according to claim 2 , further comprising a carbon material.

9. The adhesive composition according to claim 7 , wherein the carbon material is either or both of carbon black and carbon nanotube.

10. The adhesive composition according to claim 8 , wherein the carbon material is either or both of carbon black and carbon nanotube.

11. A bio-electrode comprising an electro-conductive base material and a living body contact layer formed on the electro-conductive base material;
wherein the living body contact layer is a cured material of the adhesive composition according to claim 1 .

12. A bio-electrode comprising an electro-conductive base material and a living body contact layer formed on the electro-conductive base material;
wherein the living body contact layer is a cured material of the adhesive composition according to claim 2 .

13. A bio-electrode comprising an electro-conductive base material and a living body contact layer formed on the electro-conductive base material;
wherein the living body contact layer is a cured material of the adhesive composition according to claim 3 .

14. The bio-electrode according to claim 11 , wherein the electro-conductive base material comprises one or more species selected from gold, silver, silver chloride, platinum, aluminum, magnesium, tin, tungsten, iron, copper, nickel, stainless steel, chromium, titanium, and carbon.

15. A method for manufacturing a bio-electrode having an electro-conductive base material and a living body contact layer formed on the electro-conductive base material, comprising:
applying the adhesive composition according to claim 1 onto the electro-conductive base material; and curing the adhesive composition; thereby forming the living body contact layer.

16. A method for manufacturing a bio-electrode having an electro-conductive base material and a living body contact layer formed on the electro-conductive base material, comprising:
applying the adhesive composition according to claim 2 onto the electro-conductive base material; and curing the adhesive composition; thereby forming the living body contact layer.

17. A method for manufacturing a bio-electrode having an electro-conductive base material and a living body contact layer formed on the electro-conductive base material, comprising:
applying the adhesive composition according to claim 3 onto the electro-conductive base material; and curing the adhesive composition; thereby forming the living body contact layer.

18. The method for manufacturing a bio-electrode according to claim 15 , wherein the electro-conductive base material comprises one or more species selected from gold, silver, silver chloride, platinum, aluminum, magnesium, tin, tungsten, iron, copper, nickel, stainless steel, chromium, titanium, and carbon.

Assignees

• Shinetsu Chemical Co

Inventors

• Hatakeyama Jun
• Iwabuchi Motoaki
• Ohashi Masaki
• Kuroda Yasuyoshi

Classifications

• A61B5/265

  containing silver or silver chloride · CPC title

• A61B5/257

  using adhesive means, e.g. adhesive pads or tapes · CPC title

• A61B5/263

  characterised by the electrode materials · CPC title

• A61B5/268

  containing conductive polymers, e.g. PEDOT:PSS polymers · CPC title

• C08K3/041

  Carbon nanotubes · CPC title