# US 2019/0315908 A1 · Polycarbonate polyol and polyurethane

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2019/0315908 A1
- Document ID: US20190315908A1
- Status: Published application
- Kind: A1
- Application number: 16/448,007
- Filed: 2019-06-21
- Published: 2019-10-17
- Earliest claimed: 2016-12-22
- Assignees: Mitsubishi Chemical Corporation
- Applicants: Mitsubishi Chemical Corporation
- Inventors: Yuta HIOKI; Yoshikazu KANAMORI; Kazunao KUSANO; Kazuki WAKABAYASHI; Ryo YAMASHITA; Takayuki YAMANAKA
- Web page: https://patentgrep.com/patent/US20190315908A1

## CPC

- C08G 18/44: Polycarbonates
- C07C 31/20: Dihydroxylic alcohols
- C07C 31/225: {Glycerol}
- C08G 18/3206: {aliphatic}
- C08G 18/6637: {with compounds of group C08G18/32 or polyamines of C08G18/38}
- C08G 64/02: Aliphatic polycarbonates
- C08L 75/04: Polyurethanes
- C08G 18/7671: {containing only one alkylene bisphenyl group}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Provided is a polycarbonate polyol used as a raw material of a polyurethane that has an excellent balance of flexibility, mechanical strength and solvent resistance. The polycarbonate polyol includes structural units derived from a polyhydric alcohol and has a hydroxyl value of 20 to 450 mg KOH/g. The polyhydric alcohol includes: a diol (A) containing not less than 70% by weight of a specific oxyalkylene glycol (A1); and a trihydric to hexahydric branched alcohol (B) having 3 to 12 carbon atoms. In the polycarbonate polyol, structural units derived from the branched alcohol (B) is contained in an amount of 0.005 to 5.0% by mole in the structural units derived from the polyhydric alcohol. A ratio of a structural unit (X1) represented by the following Formula (X1) in the structural units derived from the branched alcohol (B) is not higher than 50% by mole.

## Claims

### Claim 1

A polycarbonate polyol comprising structural units derived from a polyhydric alcohol and having a hydroxyl value of 20 mg KOH/g to 450 mg KOH/g, wherein
the polyhydric alcohol comprises a diol (A) and a trihydric to hexahydric branched alcohol (B) having 3 to 12 carbon atoms,
the diol (A) comprises an oxyalkylene glycol (A1) represented by the following Formula (A1) at a ratio of 70% by weight or higher,
a ratio of structural units derived from the branched alcohol (B) is 0.005% by mole to 5.0% by mole with respect to a total amount of the structural units derived from the polyhydric alcohol, and
a ratio of a structural unit (X1) represented by the following Formula (X1) in the structural units derived from the branched alcohol (B) is not higher than 50% by mole:
wherein, m represents an integer of 2 to 4; RA1 represents a carbon chain optionally containing a branch having 2 to 5 carbon atoms; and m RA1s contained in Formula (A1) are optionally the same or different.

### Claim 2 (depends on 1)

The polycarbonate polyol according to claim 1, wherein
the branched alcohol (B) comprises a partial structure (B2) represented by the following Formula (B2), and
the structural unit (X1) in the polycarbonate polyol, which is derived from the partial structure (B2), is a structural unit (X2) represented by the following Formula (X2):

### Claim 3 (depends on 1)

The polycarbonate polyol according to claim 1, wherein the branched alcohol (B) is a trihydric alcohol.

### Claim 4 (depends on 3)

The polycarbonate polyol according to claim 3, wherein the trihydric alcohol is trimethylolpropane.

### Claim 5 (depends on 1)

The polycarbonate polyol according to claim 1, wherein the oxyalkylene glycol (A1) comprises at least one selected from the group consisting of diethylene glycol, triethylene glycol, tetraethylene glycol, and dipropylene glycol.

### Claim 6 (depends on 5)

The polycarbonate polyol according to claim 5, wherein the oxyalkylene glycol (A1) comprises diethylene glycol and/or triethylene glycol.

### Claim 7 (depends on 6)

The polycarbonate polyol according to claim 6, wherein a total content ratio of diethylene glycol and triethylene glycol in the diol (A) is not less than 70% by weight.

### Claim 8 (depends on 6)

The polycarbonate polyol according to claim 6, wherein a weight ratio of diethylene glycol and triethylene glycol in the oxyalkylene glycol (A1) is 10:90 to 90:10 (diethylene glycol:triethylene glycol).

### Claim 9

A polyurethane obtainable by reacting a polycarbonate polyol, wherein
the polycarbonate polyol comprises structural units derived from a polyhydric alcohol and has a hydroxyl value of 20 mg KOH/g to 450 mg KOH/g,
the polyhydric alcohol comprises a diol (A) and a trihydric to hexahydric branched alcohol (B) having 3 to 12 carbon atoms,
the diol (A) comprises an oxyalkylene glycol (A1) represented by the following Formula (A1) and a content ratio of the oxyalkylene glycol (A1) in the diol (A) is 70% by weight or higher,
a ratio of structural units derived from the branched alcohol (B) in the polycarbonate polyol is 0.005% by mole to 5.0% by mole with respect to a total amount of the structural units derived from the polyhydric alcohol in the polycarbonate polyol, and
a ratio of a structural unit (X1) represented by the following Formula (X1) in the structural units derived from the branched alcohol (B) is not higher than 50% by mole:
wherein, m represents an integer of 2 to 4; RA1 represents a carbon chain optionally containing a branch having 2 to 5 carbon atoms; and m RA1s contained in Formula (A1) are optionally the same or different.

### Claim 10 (depends on 9)

The polyurethane according to claim 9, which is obtainable by reacting the polycarbonate polyol, an organic polyisocyanate compound, and a chain extender.

### Claim 11 (depends on 1)

A polyurethane obtainable by reacting the polycarbonate polyol according to claim 1.
