# US 8,772,433 B2 · Polyactic acid-based polyol composition, process for production thereof, urethane resin composition, process for production of same, and molded products thereof

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- Number: US 8,772,433 B2
- Document ID: US8772433B2
- Status: Granted
- Kind: B2
- Application number: 13/515,189
- Filed: 2010-10-25
- Published: 2012-10-18
- Granted: 2014-07-08
- Earliest claimed: 2009-12-14
- Assignees: NEC Corporation
- Applicants: Midori Shimura; Kazuhiko Inoue
- Inventors: Midori Shimura; Kazuhiko Inoue
- Web page: https://patentgrep.com/patent/US8772433B2

## CPC

- C08G 18/428: {Lactides}
- C08G 18/791: {containing isocyanurate groups}
- C08G 63/08: Lactones or lactides
- C08G 63/912: {derived from hydroxycarboxylic acids}
- C08K 3/36: Silica
- 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)

## Abstract

Provided is a polylactic acid-based polyol composition in which a catalyst that remains in the polylactic acid-based polyol and that acts also as a catalyst for urethane formation has been deactivated by easy means. Thus, the polylactic acid-based polyol composition suffers from little influence of the catalyst on urethane formation. When the polylactic acid-based polyol composition is used as a raw material for a urethane resin, therefore, uniform molded products can be obtained. Also provided are a process for the production of the polylactic acid-based polyol composition, a urethane resin composition obtained using the polylactic acid-based polyol composition, a process for the production of the same, and molded products thereof. The polylactic acid-based polyol composition is a composition which comprises both a polylactic acid-based polyol prepared by transesterification and a silica compound and in which the silica compound has a surface area of 40 m2 or more based on 100 g of the polylactic acid-based polyol and a content of the silica compound is 70 wt % or less.

## Claims

### Claim 1

A polylactic acid-based polyol composition comprising a polylactic acid-based polyol obtained by transesterification, a silica compound and a soft polyol having glass transition temperature (Tg) of less than 30° C., wherein the silica compound has a surface area of 40 m2 or more based on 100 g of said polylactic acid-based polyol, and a content of the silica compound is 70 wt % or less.

### Claim 2 (depends on 1)

The polylactic acid-based polyol composition of claim 1, wherein the average primary particle size of the silica compound is 30 μm or less.

### Claim 3 (depends on 1)

The polylactic acid-based polyol composition of claim 1, wherein the silica compound has hydrophilic nature on its surface.

### Claim 4 (depends on 1)

The polylactic acid-based polyol composition of-claim 1, wherein the average secondary particle size of the silica compound is not less than 0.05 μm and not more than 30 μm.

### Claim 5 (depends on 1)

A urethane resin composition comprising a urethane ingredient including a polylactic acid-based polyol composition according to claim 1 and a polyisocyanate compound.

### Claim 6 (depends on 5)

The urethane resin composition of claim 5, wherein the urethane resin composition has a tin catalyst added.

### Claim 7 (depends on 6)

The urethane resin composition of claim 6, wherein the tin catalyst is dibutyltin dilaurate.

### Claim 8

A process for the production of a polylactic acid-based polyol composition comprising adding a silica compound and a soft polyol having glass transition temperature (Tg) of less than 30° C. to a crude polylactic acid-based polyol which is obtained by transesterilication between a polylactic acid-based compound synthesized by using a catalyst and a polyol, wherein the silica compound has a surface area of 40m2 or more based on 100 g of said crude polylactic acid-based polyol, and a content of the silica compound is 70 wt% or less.

### Claim 9 (depends on 8)

The process for the production of a polylactic acid-based polyol composition of claim 8, wherein the crude polylactic acid-based polyol is treated under a reduced pressure to remove volatile oligomers.

### Claim 10 (depends on 8)

The process for the production of a polylactic acid-based polyol composition of claim 8, wherein the silica compound is added by heating and mixing at a temperature in the range of 130° C. to 230° C. for 1 min to 1 h.

### Claim 11 (depends on 1)

A process for the production of a urethane resin composition comprising adding a catalyst when adding a polyisocyanate compound to a polylactic acid-based polyol composition according to claim 1.

### Claim 12 (depends on 5)

A molded product which is formed using a urethane resin composition according to claim 5.