IP Library › Granted Patent US 12,131,836
Granted Patent B2
US 12,131,836 · App. 17/518,453 · Granted Oct 29, 2024

Polyurethane, polyurethane production method, conductive paste composition, conductive wire, and method for producing conductive wire

Inventors: Shiori Nonaka (Joetsu, JP); Koji Hasegawa (Joetsu, JP); Osamu Watanabe (Joetsu, JP); Jun Hatakeyama (Joetsu, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
H01B1/12C08L75/04H01B1/02
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Quick Facts
Patent No.
US 12,131,836
App. No.
17/518,453
Granted
Oct 29, 2024
Kind
B2
Abstract

A polyurethane contains a weakly acidic functional group having a pKa of 5 to 11. Thus, the present invention provides: a conductive paste composition for forming a stretchable conductive wire which varies slightly in electric conductivity at the time of elongation and shrinkage; and a polyurethane for providing the composition.

Claims (29)

1. A polyurethane comprising a weakly acidic functional group having a pKa of 5 to 11,

wherein the polyurethane comprises a structure shown a following general formula (2a), or the weakly acidic functional group comprises a structure shown by a following formula (1b) or (1c),

wherein R 1 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms; A a represents a single bond, or a linear, branched, or cyclic divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, and —CH 2 — constituting A a is optionally substituted with —O—, —C(═O)—, —C(═O)O—, or —NR 5 —C(═O)—; R 5 represents a hydrogen atom, or a linear or branched alkyl group having 1 to 4 carbon atoms; A b and A c each represent —O—, —O—C(═O)—NR 5 —, —NR 5 —, or —C(═O)O—; n 1 , n 2 , and n 4 each represent an integer of 0 to 10; n 3 represents an integer of 0 or 1; and a broken line represents a bonding arm,

wherein R represents a hydrogen atom, a fluorine atom, or a linear, branched, or cyclic hydrocarbon group having 1 to 10 carbon atoms and optionally fluorinated; R f represents a fluorine atom, or a linear, branched, or cyclic fluorinated hydrocarbon group having 1 to 10 carbon atoms; “n” represents an integer of 1 or 2; and a broken line represents a bonding arm.

2. A conductive paste composition comprising:

(A) a conductive filler;

(B) the polyurethane according to claim 1 ; and

(C) a solvent.

3. The conductive paste composition according to claim 2 , wherein the conductive filler of the component (A) is contained in a proportion exceeding 70 parts by mass relative to 100 parts by mass of a total of the components (A) and (B).

4. The conductive paste composition according to claim 2 , wherein the conductive filler is selected from the group consisting of gold, silver, silver chloride, platinum, copper, tin, iron, magnesium, titanium, nickel, palladium, aluminum, tungsten, molybdenum, ruthenium, chromium, indium, solder, carbon, and composites thereof.

5. The conductive paste composition according to claim 2 , wherein the conductive filler has an average particle diameter of 5 nm to 10 μm.

6. The conductive paste composition according to claim 2 , wherein the conductive filler is a silver powder.

7. A conductive wire comprising a baked product of the conductive paste composition according to claim 2 formed on a substrate.

8. The conductive wire according to claim 7 , wherein the substrate is stretchable.

9. The conductive wire according to claim 7 , wherein the substrate is a thermoplastic polyurethane.

10. The conductive wire according to claim 7 , wherein the conductive wire elongated by 20% has an electric resistance which is 500% or less of an electric resistance before the elongation.

11. The conductive wire according to claim 7 , wherein a maximum electric resistance of the conductive wire which is elongated and shrunk repeatedly 1000 times with an elongation ratio of 20% is 5000% or less of an electric resistance before the elongations and the shrinkages.

12. A method for producing a conductive wire by using the conductive paste composition according to claim 8 to form a conductive wire on a substrate, wherein the conductive wire is formed with a baking temperature of 60 to 160° C.

13. A method for producing a conductive wire, comprising printing the conductive paste composition according to claim 8 to form a conductive wire on a substrate.

14. The polyurethane according to claim 1 , comprising a structure shown by any of the following general formulae (2b) to (2c),

wherein R 1 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms; A a represents a single bond, or a linear, branched, or cyclic divalent hydrocarbon group having 1 to 20 carbon atoms, and —CH 2 — constituting A a is optionally substituted with —O—, —C(═O)—, —C(═O)O—, —C 6 H 4 —, or —NR 5 —C(═O)—; R 5 represents a hydrogen atom, or a linear or branched alkyl group having 1 to 4 carbon atoms; A b and A c each represent —O—, —O—C(═O)—NR 5 —, —NR 5 —, or —C(═O)O—; n 1 , n 2 , and n 4 each represent an integer of 0 to 10; n 3 represents an integer of 0 or 1; and a broken line represents a bonding arm.

15. A method for producing the polyurethane according to claim 14 , comprising introducing the weakly acidic functional group to a polyurethane by using a chain extender which is an alcohol shown by the following general formula (3a) or (3b),

wherein R a1 , R a2 , R a3 , R a4 , R a5 , and R a6 each independently represent a hydrogen atom, a fluorine atom, an oxygen atom, a linear, branched, or cyclic hydrocarbon group, a perfluoroalkyl group, a perfluoroalkylene group, or a perfluoroalkoxy group, which groups have 1 to 6 carbon atoms, provided that at least one of R a1 , R a2 , R a3 , R a4 , R a5 , and R a6 is a fluorine atom, a perfluoroalkyl group, a perfluoroalkylene group, or a perfluoroalkoxy group; R a1 and R a2 , R a3 and R a4 , R a5 and R a6 , R a1 and R a3 , R a1 and R a5 , or R a3 and R a5 , are optionally bonded to each other together with a carbon atom bonded therewith to form a non-aromatic ring having 3 to 8 carbon atoms; some —CH 2 — constituting R a1 , R a2 , R a3 , R a4 , R a5 , or R a6 is optionally substituted with an oxygen atom to form a hetero ring; k 1 represents an integer of 1 or 2; k 2 and k 5 each represent an integer of 0 to 10; R f represents a fluorine atom, or a linear, branched, or cyclic fluorinated hydrocarbon group having 1 to 10 carbon atoms; and R 1 , A a , n 1 , and n 2 are as defined above.

16. The method for producing the polyurethane according to claim 5 , comprising introducing the weakly acidic functional group to a polyurethane by using a chain extender which is an alcohol shown by any of the following general formulae (4a) to (4c),

wherein

in general formula (4a), A d represents a single bond, or a linear, branched, or cyclic divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, and —CH 2 — constituting A d is optionally substituted with —O—, —C(═O)—, —C(═O)O—, or —NR 5 —C(═O)—;

in general formula (4b) and (4c), A d represents a single bond, or a linear, branched, or cyclic divalent hydrocarbon group having 1 to 20 carbon atoms, and —CH 2 — constituting A d is optionally substituted with —O—, —C(═O)—, —C(═O)O—, —C 6 H 4 —, or —NR 5 —C(═O)—; and R 1 , n 1 , n 2 , and n 4 are as defined above.

17. The method for producing the polyurethane according to claim 16 , comprising introducing the weakly acidic functional group to a polyurethane by using a chain extender which is an alcohol shown by the following general formula (5),

wherein n′ represents an integer of 0 to 10; and R 1 , n 1 , and n 2 are as defined above.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 3, 2021
From: NONAKA, SHIORI; HASEGAWA, KOJI; WATANABE, OSAMU; HATAKEYAMA, JUN
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 058012/0269 →
Priority Claims (1)
JP 2020-189815 · Nov 13, 2020 · national
Continuity (1)
Related Publication 20220157484A1 · May 19, 2022