Carbon material dispersion

Patent metadata

Field	Value
Publication number	US-12237097-B2
Application number	US-202117999767-A
Country	US
Kind code	B2
Filing date	Jul 2, 2021
Priority date	Jul 9, 2020
Publication date	Feb 25, 2025
Grant date	Feb 25, 2025

Abstract

The present invention provides a carbon material dispersion in which a carbon material is contained at a high concentration in a liquid medium containing an organic solvent but is unlikely to reaggregate and is stably dispersed, and from which various products, such as an ink capable of forming a coating film having excellent electric conductivity, can be formed. This carbon material dispersion contains a carbon material, an organic solvent, and a polymeric dispersant, wherein the polymeric dispersant is a polymer having 3 to 55% by mass of a constituent unit (1) represented by the following formula (1), wherein R represents a hydrogen atom or the like, A represents O or NH, B represents an ethylene group or the like, R 1 and R 2 each independently represent a methyl group or the like, Ar represents a phenyl group or the like, X represents a chlorine atom or the like, and p represents an arbitrary number of repeating units, and the polymeric dispersant has an amine value of 100 mgKOH/g or less and a number average molecular weight of 5,000 to 20,000.

First claim

The invention claimed is:

1. A carbon material dispersion comprising
at least one carbon material selected from the group consisting of carbon black, a carbon fiber, a carbon nanotube, graphite, and graphene;
an organic solvent; and
a polymeric dispersant,
wherein the polymeric dispersant is a polymer having:
3 to 55% by mass of a constituent unit (1) represented by the following formula (1),
45 to 90% by mass of a constituent unit (3) represented by the following formula (3), and
0.5 to 20% by mass of a constituent unit (4) connecting units comprising the constituent unit (1) and the constituent unit (3), relative to a total amount of all constituent units of the polymer as 100% by mass,

the polymeric dispersant has an amine value in a range of 100 mg KOH/g or less and a number average molecular weight in a range from 5,000 to 20,000, and
a monomer (4) forming the constituent unit (4) is at least one monomer selected from the group consisting of (meth)acrylic acid-based monomers and vinyl monomers:

wherein R represents a hydrogen atom or a methyl group, A represents O or NH, B represents an ethylene group or a propylene group, R 1 and R 2 each independently represent a methyl group or an ethyl group, Ar represents a phenyl group, a naphthyl group, an anthracenyl group, or a pyrenyl group, X represents a chlorine atom, a bromine atom, bis(trifluoromethyl)sulfonimide, or bis(nonafluorobutanesulfonyl)imide, and p represents an arbitrary number of repetition,
wherein a monomer (1) forming the constituent unit (1) and a monomer (3) forming the constituent unit (3) each have a double bond so as to polymerize and form the constituent unit (1) and the constituent unit (3), respectively; and

wherein R represents a hydrogen atom or a methyl group, A represents O or NH, Q represents an ethylene group or a methylethylene group, Y represents O, NHCOO, or NHCONH, m and n each independently represent an average number of repeating units of 0 or more and satisfy m+n=20 to 100, R 3 represents a C1-18 alkyl group, aryl group, or alkylaryl group, and r represents an arbitrary number of repetition.

2. The carbon material dispersion according to claim 1 , wherein the polymeric dispersant is the polymer further having a constituent unit (2) represented by the following formula (2):

wherein R represents a hydrogen atom or a methyl group, A represents O or NH, B represents an ethylene group or a propylene group, R 1 and R 2 each independently represent a methyl group or an ethyl group, and q represents an arbitrary number of repetition, and
a monomer (2) forming the constituent unit (2) has a double bond so as to polymerize and form the constituent unit (2).

3. The carbon material dispersion according to claim 2 , wherein
the constituent unit (1), the constituent unit (2), and the constituent unit (3) are represented by the following formula (1-1), the following formula (2-1), and the following formula (3-1), respectively, and
the constituent unit (4) comprises a constituent unit derived from α-methylstyrene:

wherein R 1 and R 2 each independently represent a methyl group or an ethyl group, Ar represents a phenyl group, a naphthyl group, an anthracenyl group, or a pyrenyl group, X represents a chlorine atom, a bromine atom, bis(trifluoromethyl) sulfonimide, or bis(nonafluorobutanesulfonyl)imide, and p represents an arbitrary number of repetition;

wherein R 1 and R 2 each independently represent a methyl group or an ethyl group, and q represents an arbitrary number of repetition; and

wherein Y represents NHCOO or NHCONH, m and n each independently represent an average number of repeating units of 0 or more and satisfy m+n=20 to 100, R 3 represents a C1-18 alkyl group, aryl group, or alkylaryl group, and r represents an arbitrary number of repetition.

4. The carbon material dispersion according to claim 1 , wherein
a content of the carbon material is 15% by mass or less, and
a content of the polymeric dispersant based on 100 parts by mass of the carbon material is 10 to 200 parts by mass.

5. The carbon material dispersion according to claim 1 ,
wherein the monomer (4) comprises at least one monomer selected from the group consisting of (meth)acrylic acid, (meth)acrylic acid ester, styrene, vinyltoluene, vinylpyridine, vinylcaprolactone, vinylimidazole, α-methylstyrene, and vinyl acetate.

Assignees

• Dainichiseika Color Chem

Inventors

• Shimanaka Hiroyuki
• Murakami Yoshikazu
• Kamabayashi Jun
• Doi Seiji

Classifications

• H01B1/12

  organic substances {(organic macromolecular compounds or compositions C08)} · CPC title

• C09D11/52

  Electrically conductive inks · CPC title

• C09D11/037

  characterised by the pigment · CPC title

• C09C1/56 Primary

  Treatment of carbon black {; Purification} · CPC title

• C08K2201/001

  Conductive additives · CPC title