Polylactic acid resin composition

Patent metadata

Field	Value
Publication number	US-10501604-B2
Application number	US-201414779145-A
Country	US
Kind code	B2
Filing date	Apr 2, 2014
Priority date	Apr 4, 2013
Publication date	Dec 10, 2019
Grant date	Dec 10, 2019

Abstract

The present invention relates to a polylactic acid resin composition having eco-friendly properties, which can be effectively used as a packaging material due to improved flexibility and moisture resistance, as well as superior general properties such as mechanical properties, transparency, heat resistance, an anti-blocking property, and film processability.
The inventive polylactic acid resin composition comprises a polylactic acid resin comprising a hard segment comprising a polylactic acid repeating unit and a soft segment comprising a polyolefin-based polyol repeating unit in which polyolefin-based polyol structural units are linked in a linear or branched manner via a urethane bond or an ester bond, wherein the organic carbon content (% C bio ) of biomass-based carbon, as defined in Equation 1, is at least 60 wt %; and an antioxidant.

First claim

What is claimed is:

1. A polylactic acid resin composition comprising:
a polylactic acid resin comprising a hard segment comprising a polylactic acid repeating unit of Formula 1 and a soft segment comprising a polyolefin-based polyol repeating unit in which polyolefin-based polyol structural units of Formula 2 are linked in a linear or branched manner via a urethane bond, wherein the organic carbon content (% C bio ) of biomass-based carbon, as defined in Equation 1, is at least 60 wt %, wherein, in Formulae 1 and 2, n is an integer from 700 to 5,000, and m+1 is an integer from 5 to 200; and
an antioxidant:
% C bio =(weight ratio of 14 C isotope to 12 C of the total carbon content in the polylactic acid resin)/(weight ratio of 14 C isotope to 12 C of the total carbon content in a biomass-based carbon standard material), wherein the antioxidant is used in an amount of 100 to 3,000 ppmw based on the amount of the monomers for forming the polylactic acid repeating unit, and  [Equation 1]

wherein the polylactic acid resin is prepared by reacting an isocyanate containing compound with polyolefin-based polyol structural units of Formula 2 to form the soft segments, and then reacting the soft segments with the polylactic acid repeating units of Formula 1.

2. The polylactic acid resin composition of claim 1 , wherein the 14 C isotope content based on the total weight of carbon in the polylactic acid resin is 7.2×10 −11 to 1.2×10 −10 wt %.

3. The polylactic acid resin composition of claim 1 , wherein the soft segment has the organic carbon content (% C bio ) of biomass-based carbon, as defined in Equation 1, of at least 70 wt %.

4. The polylactic acid resin composition of claim 1 , wherein the polylactic acid resin has a number average molecular weight of 50,000 to 200,000, and a weight average molecular weight of 100,000 to 400,000.

5. The polylactic acid resin composition of claim 1 , wherein the polylactic acid resin has a glass transition temperature (Tg) of 20 to 55° C., and a melting temperature (Tm) of 145 to 178° C.

6. The polylactic acid resin composition of claim 1 , wherein the urethane bond is formed by a reaction between the terminal hydroxyl group of the polyolefin-based polyol structural unit; and diisocyanate or di- or higher functional isocyanate compound.

7. The polylactic acid resin composition of claim 1 , wherein the polylactic acid resin comprises a block copolymer in which the terminal carboxyl group of the polylactic acid repeating units contained in the hard segment is linked to the terminal hydroxyl group of the polyolefin-based polyol structural units contained in the soft segment via an ester bond.

8. The polylactic acid resin composition of claim 7 , wherein the polylactic acid resin further comprises a polylactic acid homopolymer which is remaining uncoupled with the polyolefin-based polyol repeating unit.

9. The polylactic acid resin composition of claim 1 , wherein the polymer of the polyolefin-based polyol repeating unit has a number average molecular weight of 1,000 to 100,000.

10. The polylactic acid resin composition of claim 6 , wherein the molar ratio of the terminal hydroxyl group of the polyolefin-based polyol structural unit to the isocyanate group of diisocyanate or di- or higher functional isocyanate compound is 1:0.50 to 1:0.99.

11. The polylactic acid resin composition of claim 1 , wherein the polylactic acid resin comprises the hard segment in an amount of 65 to 95 parts by weight and the soft segment in an amount of 5 to 35 parts by weight per 100 parts by weight of the total polylactic acid resin.

12. The polylactic acid resin composition of claim 1 , which has a color-b value of less than 10.

13. The polylactic acid resin composition of claim 1 , which comprises residual monomers in an amount of less than 1 wt % based on the total weight of polylactic acid resin.

14. The polylactic acid resin composition of claim 1 , wherein the antioxidant comprises at least one antioxidant selected from the group consisting of a hindered phenol-based antioxidant, an amine-based antioxidant, a thio-based antioxidant, and a phosphite-based antioxidant.

Assignees

• Sk Chemicals Co Ltd

Inventors

• Yoo Young-Man
• Chung Jae-Il
• Lee Kye Yune
• Jeon Sung-Wan
• Kim Min-Young

Classifications

• C08G63/08

  Lactones or lactides · CPC title

• C08K5/12

  of cyclic polycarboxylic acids · CPC title

• C08L67/02

  Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence) · CPC title

• C08K5/36

  Sulfur-, selenium-, or tellurium-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C08K5/521

  Esters of phosphoric acids, e.g. of H3PO4 · CPC title