# US 10,308,852 B2 · Antistatic resin composition and polyolefin antistatic fiber for container and pipe for organic solvent

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- Number: US 10,308,852 B2
- Document ID: US10308852B2
- Status: Granted
- Kind: B2
- Application number: 15/563,395
- Filed: 2016-03-07
- Published: 2018-03-29
- Granted: 2019-06-04
- Earliest claimed: 2015-03-30
- Assignees: Adeka Corporation
- Applicants: Adeka Corporation
- Inventors: Tatsuhito Nakamura; Chun Cui; Kazukiyo Nomura
- Web page: https://patentgrep.com/patent/US10308852B2

## CPC

- C09K 3/16: Anti-static materials
- C08G 63/672: Dicarboxylic acids and dihydroxy compounds
- C08L 23/00: Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L 23/06: Polyethylene
- C08L 101/00: Compositions of unspecified macromolecular compounds
- D01F 6/46: of polyolefins
- D04H 1/4291: Olefin series
- D04H 3/14: with bonds between thermoplastic yarns or filaments produced by welding
- C08G 63/66: Polyesters containing oxygen in the form of ether groups (C08G63/42, C08G63/58 take precedence)
- C08L 2201/04: Antistatic
- C08L 2203/12: used for fibers
- C08L 2203/18: used for pipes
- D10B 2321/021: polyethylene
- D10B 2331/04: polyesters, e.g. polyethylene terephthalate [PET]
- D10B 2401/16: antistatic; conductive
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- D01F: CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D04H: MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL (weaving D03; knitting D04B; braiding D04C; net-making D04G; sewing D05B; tufting D05C; finishing non-woven fabrics D06); FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING {; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION}(non-woven fabrics having an intermediate or external layer of a different kind, e.g. of woven fabric, B32B)
- D10B: INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES

## Abstract

Provided are: an antistatic resin composition for containers and pipes of organic solvents, which has long-lasting and sufficient antistaticity and whose antistatic performance is not impaired even when the composition is in contact with an organic solvent for a long period of time; and a container and a pipe for organic solvents, which include the same. The antistatic resin composition for containers and pipes of organic solvents contains 3 to 25 parts by mass of at least one polymer compound (E) with respect to 100 parts by mass of a thermoplastic resin, wherein the polymer compound (E) has a structure in which a diol, an aliphatic dicarboxylic acid, an aromatic dicarboxylic acid, a compound (B) which includes at least one group represented by the following Formula (1) and has hydroxyl groups at both ends, and an epoxy compound (D) having two or more epoxy groups are bound via ester bonds: —CH2—CH2—O— (1).

## Claims

### Claim 1

An antistatic resin composition for containers and pipes of organic solvents, said antistatic resin composition comprising 3 to 25 parts by mass of at least one polymer compound (E) with respect to 100 parts by mass of a thermoplastic resin,
wherein said polymer compound (E) has a structure in which a diol, an aliphatic dicarboxylic acid, an aromatic dicarboxylic acid, a compound (B) which comprises at least one group represented by the following Formula (1) and has hydroxyl groups at both ends, and an epoxy compound (D) having two or more epoxy groups are bound via ester bonds:
—CH2—CH2—O— (1).

### Claim 2 (depends on 1)

The antistatic resin composition for containers and pipes of organic solvents according to claim 1, wherein said compound (B) constituting said polymer compound (E) is a polyethylene glycol.

### Claim 3 (depends on 1)

The antistatic resin composition for containers and pipes of organic solvents according to claim 1, further comprising 0.1 to 5 parts by mass of at least one selected from the group consisting of alkali metal salts (F) and Group II element salts with respect to 100 parts by mass of said thermoplastic resin.

### Claim 4 (depends on 1)

The antistatic resin composition for containers and pipes of organic solvents according to claim 1, wherein said thermoplastic resin is a polyolefin resin.

### Claim 5 (depends on 1)

The antistatic resin composition for containers and pipes of organic solvents according to claim 1, wherein said polymer compound (E) has a structure in which a polyester (A), which is constituted by a diol, an aliphatic dicarboxylic acid and an aromatic dicarboxylic acid, said compound (B) and said epoxy compound (D) are bound via ester bonds.

### Claim 6 (depends on 5)

The antistatic resin composition for containers and pipes of organic solvents according to claim 5, wherein said polymer compound (E) has a structure in which a block polymer (C) having carboxyl groups at both ends and said epoxy compound (D) are bound via an ester bond, said block polymer (C) comprising a block constituted by said polyester (A) and a block constituted by said compound (B) that are repeatedly and alternately bound via ester bonds.

### Claim 7 (depends on 6)

The antistatic resin composition for containers and pipes of organic solvents according to claim 6, wherein, in said polymer compound (E),
said block constituted by said polyester (A) has a number-average molecular weight of 800 to 8,000 in terms of polystyrene,
said block constituted by said compound (B) has a number-average molecular weight of 400 to 6,000 in terms of polystyrene, and
said block polymer (C) has a number-average molecular weight of 5,000 to 25,000 in terms of polystyrene.

### Claim 8 (depends on 5)

The antistatic resin composition for containers and pipes of organic solvents according to claim 5, wherein said polyester (A) constituting said polymer compound (E) has a structure comprising carboxyl groups at both ends.

### Claim 9 (depends on 1)

A container for organic solvents, which is obtained by molding the antistatic resin composition for containers and pipes of organic solvents according to claim 1.

### Claim 10 (depends on 1)

A pipe for organic solvents, which is obtained by molding the antistatic resin composition for containers and pipes of organic solvents according to claim 1.

### Claim 11

An antistatic polyolefin fiber which comprises a resin composition containing 1 to 40 parts by mass of at least one polymer compound (L) with respect to 100 parts by mass of a polyolefin resin,
wherein said polymer compound (L) has a structure in which a diol, an aliphatic dicarboxylic acid, an aromatic dicarboxylic acid, a compound (I) which comprises at least one group represented by the following Formula (1) and has hydroxyl groups at both ends, and a compound (K) having a reactive functional group are bound via ester bonds:
—CH2—CH2—O— (1).

### Claim 12 (depends on 11)

The antistatic polyolefin fiber according to claim 11, wherein said compound (I) constituting said polymer compound (L) is a polyethylene glycol.

### Claim 13 (depends on 11)

The antistatic polyolefin fiber according to claim 11, further comprising 0.1 to 15 parts by mass of at least one selected from the group consisting of alkali metal salts and Group II element salts (M) with respect to 100 parts by mass of said polyolefin resin.

### Claim 14 (depends on 11)

The antistatic polyolefin fiber according to claim 11, wherein said compound (K) having a reactive functional group is an epoxy compound (K-1) having two or more epoxy groups as reactive functional groups.

### Claim 15 (depends on 11)

The antistatic polyolefin fiber according to claim 11, wherein said compound (K) having a reactive functional group is a polyhydric alcohol compound (K-2) having three or more hydroxyl groups as reactive functional groups.

### Claim 16 (depends on 11)

The antistatic polyolefin fiber according to claim 11, wherein said polymer compound (L) has a structure in which a polyester (H), which is constituted by a diol, an aliphatic dicarboxylic acid and an aromatic dicarboxylic acid, said compound (I) and said compound (K) having a reactive functional group are bound via ester bonds.

### Claim 17 (depends on 16)

The antistatic polyolefin fiber according to claim 16, wherein said polymer compound (L) has a structure in which a block polymer (J) having carboxyl groups at both ends and said compound (K) having a reactive functional group are bound via an ester bond, said block polymer (J) comprising a block constituted by said polyester (H) and a block constituted by said compound (I) that are repeatedly and alternately bound via ester bonds.

### Claim 18 (depends on 17)

The antistatic polyolefin fiber according to claim 17, wherein, in said polymer compound (L),
said block constituted by said polyester (H) has a number-average molecular weight of 800 to 8,000 in terms of polystyrene,
said block constituted by said compound (I) has a number-average molecular weight of 400 to 6,000 in terms of polystyrene, and
said block polymer (J) has a number-average molecular weight of 5,000 to 25,000 in terms of polystyrene.

### Claim 19 (depends on 16)

The antistatic polyolefin fiber according to claim 16, wherein said polyester (H) constituting said polymer compound (L) has a structure comprising carboxyl groups at both ends.

### Claim 20 (depends on 11)

A fabric comprising the antistatic polyolefin fiber according to claim 11.

### Claim 21 (depends on 20)

The fabric according to claim 20, which is a nonwoven fabric.
