# US 9,518,168 B2 · Polylactic acid resin composition and resin molded article thereof

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- Number: US 9,518,168 B2
- Document ID: US9518168B2
- Status: Granted
- Kind: B2
- Application number: 14/603,159
- Filed: 2015-01-22
- Published: 2015-07-16
- Granted: 2016-12-13
- Earliest claimed: 2011-12-12
- Assignees: Dai-Ichi Kogyo Seiyaku Co., Ltd.
- Applicants: Hideaki Onishi; Ken Morishita
- Inventors: Hideaki Onishi; Ken Morishita
- Web page: https://patentgrep.com/patent/US9518168B2

## CPC

- C08K 5/20: Carboxylic acid amides
- C08K 5/103: with polyalcohols
- C08K 5/151: having one oxygen atom in the ring
- C08K 5/1535: Five-membered rings
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Provided are a polylactic acid resin composition excellent in transparency, heat resistance, and migration resistance, and excellent in productivity at the time of the mold forming thereof, and a resin molded article thereof. The polylactic acid resin composition includes a polylactic acid; a reaction product of at least one selected from the group consisting of sorbitol, mannitol, and dehydration condensates thereof, an alkylene oxide mainly formed of ethylene oxide, and a fatty acid having 8 to 24 carbon atoms; and a fatty acid amide having a hydroxyl group.

## Claims

### Claim 1

A polylactic acid resin composition, comprising:
(i) a polylactic acid;
(ii) a reaction product of:
at least one selected from the group consisting of sorbitol, mannitol, and dehydration condensates thereof,
an alkylene oxide comprising ethylene oxide, wherein the ethylene oxide accounts for over half of the alkylene oxide, and
a fatty acid comprising 8 to 24 carbon atoms, and
(iii) a fatty acid amide comprising a hydroxyl group;
wherein the fatty acid amide (iii) comprises a bisamide compound obtained by reacting a fatty acid comprising 8 to 24 carbon atoms and a hydroxyl group with a compound comprising two amino groups,
wherein a content of the reaction product (ii) falls within a range of 0.5 to 10 parts by weight with respect to 100 parts by weight of the polylactic acid (i), and
wherein a content of the fatty acid amide (iii) falls within a range of 0.1 to 0.7 parts by weight with respect to 100 parts by weight of the polylactic acid (i).

### Claim 2 (depends on 1)

The polylactic acid resin composition according to claim 1, wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group.

### Claim 3 (depends on 1)

The polylactic acid resin composition according to claim 1, wherein the reaction product (ii) comprises a hydroxyl group derived from the alkylene oxide.

### Claim 4 (depends on 1)

The polylactic acid resin composition according to claim 1, wherein the reaction product (ii) comprises 0.5 or more and less than 2.5 ester groups on average in a molecule thereof.

### Claim 5 (depends on 1)

The polylactic acid resin composition according to claim 1, wherein said alkylene oxide is entirely formed of the ethylene oxide.

### Claim 6

A resin molded article comprising a polylactic acid resin composition comprising:
(i) a polylactic acid;
(ii) a reaction product of:
at least one selected from the group consisting of sorbitol, mannitol, and dehydration condensates thereof,
an alkylene oxide comprising ethylene oxide, wherein the ethylene oxide accounts for over half of the alkylene oxide, and
a fatty acid comprising 8 to 24 carbon atoms, and
(iii) a fatty acid amide comprising a hydroxyl group;
wherein the fatty acid amide (iii) comprises a bisamide compound obtained by reacting a fatty acid comprising 8 to 24 carbon atoms and a hydroxyl group with a compound comprising two amino groups,
wherein a content of the reaction product (ii) falls within a range of 0.5 to 10 parts by weight with respect to 100 parts by weight of the polylactic acid (i), and
wherein a content of the fatty acid amide (iii) falls within a range of 0.1 to 0.7 parts by weight with respect to 100 parts by weight of the polylactic acid (i).

### Claim 7 (depends on 6)

The resin molded article according to claim 6, wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group.

### Claim 8 (depends on 6)

The resin molded article according to claim 6, wherein the reaction product (ii) comprises a hydroxyl group derived from the alkylene oxide.

### Claim 9 (depends on 6)

The resin molded article according to claim 6, wherein the reaction product (ii) comprises 0.5 or more and less than 2.5 ester groups on average in a molecule thereof.

### Claim 10 (depends on 6)

The resin molded article according to claim 6, wherein said alkylene oxide is entirely formed of the ethylene oxide.

### Claim 11 (depends on 1)

The polylactic acid resin composition according to claim 1,
wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group, and
wherein the reaction product (ii) comprises 0.5 or more and 2.0 or less ester groups on average in a molecule thereof.

### Claim 12 (depends on 6)

The resin molded article according to claim 6,
wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group, and
wherein the reaction product (ii) comprises 0.5 or more and 2.0 or less ester groups on average in a molecule thereof.

### Claim 13 (depends on 1)

The polylactic acid resin composition according to claim 1,
wherein a haze of the composition, having a thickness of 0.4 mm, subjected to heat at 90° C. for 24 hours, is suppressed to less than 15%,
wherein a cumulative estimated daily intake (CEDI) value of the composition in which 10% ethanol is used as a simulant solvent, subjected to heat at 66° C. for 2 hours, is suppressed to less than 1 ppm, and
wherein a mold holding time of the composition having a thickness of 0.4 mm, subjected to heat at 300° C. and loading into a mold at 90° C., is 1 to 10 seconds.

### Claim 14 (depends on 6)

The resin molded article according to claim 6,
wherein a haze of the composition, having a thickness of 0.4 mm, subjected to heat at 90° C. for 24 hours, is suppressed to less than 15%,
wherein a cumulative estimated daily intake (CEDI) value of the composition in which 10% ethanol is used as a simulant solvent, subjected to heat at 66° C. for 2 hours, is suppressed to less than 1 ppm, and
wherein a mold holding time of the composition having a thickness of 0.4 mm, subjected to heat at 300° C. and loading into a mold at 90° C., is 1 to 10 seconds.

### Claim 15 (depends on 13)

The polylactic acid resin composition according to claim 13, wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group.

### Claim 16 (depends on 13)

The polylactic acid resin composition according to claim 13, wherein the reaction product (ii) comprises a hydroxyl group derived from the alkylene oxide.

### Claim 17 (depends on 13)

The polylactic acid resin composition according to claim 13, wherein the reaction product (ii) comprises 0.5 or more and less than 2.5 ester groups on average in a molecule thereof.

### Claim 18 (depends on 13)

The polylactic acid resin composition according to claim 13, wherein said alkylene oxide is entirely formed of the ethylene oxide.

### Claim 19 (depends on 13)

The polylactic acid resin composition according to claim 13,
wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group, and
wherein the reaction product (ii) comprises 0.5 or more and 2.0 or less ester groups on average in a molecule thereof.

### Claim 20 (depends on 14)

The resin molded article according to claim 14, wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group.

### Claim 21 (depends on 4)

The resin molded article according to claim 4, wherein the reaction product (ii) comprises a hydroxyl group derived from the alkylene oxide.

### Claim 22 (depends on 14)

The resin molded article according to claim 14, wherein the reaction product (ii) comprises 0.5 or more and less than 2.5 ester groups on average in a molecule thereof.

### Claim 23 (depends on 14)

The resin molded article according to claim 14, wherein said alkylene oxide is entirely formed of the ethylene oxide.

### Claim 24 (depends on 14)

The resin molded article according to claim 14,
wherein the reaction product (ii) comprises 30 to 95 wt % of an oxyethylene group, and
wherein the reaction product (ii) comprises 0.5 or more and 2.0 or less ester groups on average in a molecule thereof.
