# US 12,110,389 B2 · Fluidity modifier, composition containing same, and cured product of said composition

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- Number: US 12,110,389 B2
- Document ID: US12110389B2
- Status: Granted
- Kind: B2
- Application number: 17/276,597
- Filed: 2019-09-12
- Published: 2022-02-10
- Granted: 2024-10-08
- Earliest claimed: 2018-09-27
- Assignees: DIC Corporation
- Applicants: DIC Corporation
- Inventors: Daiki Noro; Hiroshi Yoshimura; Junko Yamamoto; Yusuke Tajiri
- Web page: https://patentgrep.com/patent/US12110389B2

## CPC

- C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence)
- C08G 63/16: Dicarboxylic acids and dihydroxy compounds
- C08K 3/013: Fillers, pigments or reinforcing additives
- C08K 3/22: of metals
- C08K 3/26: Carbonates; Bicarbonates
- C08K 3/34: Silicon-containing compounds
- C08K 5/092: Polycarboxylic acids
- C08L 23/06: Polyethylene
- C08L 23/12: Polypropene
- C08L 81/04: Polysulfides
- C09K 3/00: Materials not provided for elsewhere
- C08K 2003/2262: {of manganese}
- C08K 2003/265: {Calcium, strontium or barium carbonate}
- C09K 3/1006: {characterised by the chemical nature of one of its constituents}
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

A fluidity modifier for a coating material or the like contains an ester resin represented by the following general formula (I) or general formula (II) (Y represents a hydrogen atom or a monocarboxylic acid residue having 1 to 9 carbon atoms, G represents an aliphatic diol residue having 2 to 9 carbon atoms, A represents an aliphatic dicarboxylic acid residue having 2 to 10 carbon atoms, X represents a dicarboxylic acid residue having 1 to 8 carbon atoms, Z represents a monoalcohol residue having 2 to 10 carbon atoms, n represents the number of repeating units and is an integer of 0 to 30, and m represents the number of repeating units and is an integer of 0 to 30; G and A may be the same or different for each repeating unit, and a plurality of G may be the same as or different from each other).

## Claims

### Claim 1

An inorganic composition comprising:
an inorganic filler; and
an inorganic filler fluidity modifier, wherein
the inorganic filler fluidity modifier is an ester resin represented by the following general formula (I)
wherein, in the general formula (I),
Y represents a hydrogen atom or a monocarboxylic acid residue having 1 to 9 carbon atoms,
G represents an aliphatic diol residue having 2 to 9 carbon atoms and the aliphatic diol is one or more selected from ethylene glycol, 1,2-propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 2-methyl-1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 2,2-dimethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-n-butyl-2-ethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2-methyl-1,8-octanediol, 1,9-nonanediol, triethylene glycol, tetraethylene glycol, and tripropylene glycol,
A represents an aliphatic dicarboxylic acid residue having 2 to 10 carbon atoms,
X represents a dicarboxylic acid residue having 1 to 8 carbon atoms, and
m represents the number of repeating units and is an integer of 3 to 30;
G and A may be the same or different from each repeating unit, and a plurality of G may be the same as or different from each other,
or represented by the following general formula (II)
wherein, in the general formula (II),
Z represents a monoalcohol residue having 2 to 10 carbon atoms,
G, A, X are the same as defined above, and
n represents the number of repeating units and is an integer of 3 to 30,
G and A may be the same or different for each repeating unit,
wherein the inorganic filler fluidity modifier has an acid value is in a range of 3 to 50, and a number average molecular weight is in a range of 300 to 3000, and
wherein the inorganic filler fluidity modifier is contained in an amount of 0.1 to 30 parts by mass with respect to 100 parts by mass of the inorganic filler.

### Claim 2 (depends on 1)

The inorganic composition according to claim 1, wherein the inorganic filler fluidity modifier is an ester resin represented by the general formula (I), and wherein
in the general formula (I),
Y is a hydrogen atom or a monocarboxylic acid residue having 1 to 6 carbon atoms,
G is an aliphatic diol residue having 3 to 5 carbon atoms and the aliphatic diol is one or more selected from ethylene glycol, 1,2-propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 2-methyl-1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, and 2,2-dimethyl-1,3-propanediol,
A is an aliphatic dicarboxylic acid residue having 2 to 6 carbon atoms, and
X is a dicarboxylic acid residue having 2 to 6 carbon atoms.

### Claim 3 (depends on 1)

The inorganic composition according to claim 1, wherein the inorganic filler fluidity modifier is an ester resin represented by the general formula (II), and wherein
in the general formula (II),
Z is a monoalcohol residue having 4 to 10 carbon atoms,
A is an aliphatic dicarboxylic acid residue having 2 to 6 carbon atoms,
G is an aliphatic diol residue having 3 to 5 carbon atoms and the aliphatic diol is one or more selected from ethylene glycol, 1,2-propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 2-methyl-1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, and 2,2-dimethyl-1,3-propanediol, and
X is a dicarboxylic acid residue having 2 to 6 carbon atoms.

### Claim 4 (depends on 1)

The inorganic composition according to claim 1, wherein
the acid value is in a range of 3 to 35.

### Claim 5 (depends on 1)

The inorganic composition according to claim 1, wherein
the inorganic filler is selected from the group consisting of calcium carbonate, manganese dioxide, talc, and mixtures thereof.

### Claim 6 (depends on 1)

The inorganic composition according to claim 1, wherein the inorganic composition is a curing agent for a polysulfide-based sealing material.

### Claim 7 (depends on 1)

A resin composition comprising:
a synthetic resin; and
the inorganic composition according to claim 1.

### Claim 8 (depends on 7)

The resin composition according to claim 7, further comprising:
a plasticizer.

### Claim 9 (depends on 7)

The resin composition according to claim 7, wherein
the synthetic resin is one or more selected from the group consisting of polysulfide resin, vinyl chloride-based resin, modified polysulfide resin, silicone resin, modified silicone resin, acrylic urethane resin, epoxy resin, polyurethane resin, acrylic resin, polyester resin, unsaturated polyester resin, and polyolefin resin.

### Claim 10 (depends on 1)

An additive comprising:
a plasticizer; and
the inorganic composition according to claim 1.

### Claim 11 (depends on 7)

A cured product of the resin composition according to claim 7.

### Claim 12 (depends on 11)

A building material, an automotive member or a sanitary absorbent article, comprising:
the cured product according to claim 11.

### Claim 13 (depends on 11)

A stone paper comprising:
the cured product according to claim 11.

### Claim 14 (depends on 2)

The inorganic composition according to claim 2, wherein
the acid value is in a range of 3 to 35.

### Claim 15 (depends on 2)

The inorganic composition according to claim 2, wherein
the inorganic filler is selected from the group consisting of calcium carbonate, manganese dioxide, talc, and mixtures thereof.

### Claim 16 (depends on 2)

The inorganic composition according to claim 2, wherein the inorganic composition is a curing agent for a polysulfide-based sealing material.

### Claim 17 (depends on 2)

A resin composition comprising:
a synthetic resin; and
the inorganic composition according to claim 2.

### Claim 18 (depends on 3)

A resin composition comprising:
a synthetic resin; and
the inorganic composition according to claim 3.

### Claim 19 (depends on 3)

The inorganic composition according to claim 3, wherein
the acid value is in a range of 3 to 35.

### Claim 20 (depends on 3)

The inorganic composition according to claim 3, wherein
the inorganic filler is selected from the group consisting of calcium carbonate, manganese dioxide, talc, and mixtures thereof.

### Claim 21 (depends on 3)

The inorganic composition according to claim 3, wherein the inorganic composition is a curing agent for a polysulfide-based sealing material.