Thermoplastic polyether ester elastomer comprising anhydrosugar alcohol derivative and method for preparing same

Patent metadata

Field	Value
Publication number	US-10995212-B2
Application number	US-201716467876-A
Country	US
Kind code	B2
Filing date	Nov 14, 2017
Priority date	Dec 9, 2016
Publication date	May 4, 2021
Grant date	May 4, 2021

Abstract

The present invention relates to a thermoplastic polyether ester elastomer (TPEE) having a hard segment and a soft segment and a method for preparing the same and, more specifically, to a thermoplastic polyether ester elastomer and a method for preparing the same, wherein a unit derived from an anhydrosugar alcohol derivative with improved reactivity derived from biomass is contained in the soft segment, and thus through the adjustment of the content of the anhydrosugar alcohol derivative, elastic characteristics and physical characteristics (for example, hardness, etc.), which are important characteristics of an elastomer, can be favorably maintained, the melting point variously required in the molding process of a final product can be easily controlled, a problem of depletion of, especially, petroleum resources as finite resources, can be solved, and environmental friendliness can be improved.

First claim

The invention claimed is:

1. A thermoplastic polyether ester elastomer consisting of a hard segment and a soft segment,
wherein the hard segment comprises an aromatic dicarboxylic compound and an aliphatic diol component as polymerized units,
the soft segment comprises an aromatic dicarboxylic compound and a glycol component as polymerized units,
the glycol component comprises an anhydrosugar alcohol-alkylene glycol,
the anhydrosugar alcohol-alkylene glycol is an adduct obtained by reacting an alkylene oxide with a hydroxyl group(s) at both terminals or one terminal of anhydrosugar alcohol, and
the content of anhydrosugar alcohol-alkylene glycol in 100% by weight of the thermoplastic polyether ester elastomer is 3.3% by weight to 29% by weight.

2. The thermoplastic polyether ester elastomer according to claim 1 , wherein the aromatic dicarboxylic compound is selected from the group consisting of terephthalic acid, isophthalic acid, 1,5-dinaphthalene dicarboxylic acid, 2,6-dinaphthalene dicarboxylic acid, dimethyl terephthalate, dimethyl isophthalate and combinations thereof.

3. The thermoplastic polyether ester elastomer according to claim 1 , wherein the aliphatic diol component is a linear aliphatic diol having 2 to 8 carbon atoms or a cyclic aliphatic diol having 3 to 8 carbon atoms.

4. The thermoplastic polyether ester elastomer according to claim 1 , wherein the aliphatic diol component is selected from the group consisting of ethylene glycol, propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol and combinations thereof.

5. The thermoplastic polyether ester elastomer according to claim 1 , wherein the anhydrosugar alcohol is selected from the group consisting of isosorbide, isomannide, isoidide and combinations thereof.

6. The thermoplastic polyether ester elastomer according to claim 1 , wherein the alkylene oxide is a linear alkylene oxide having 2 to 8 carbon atoms and a branched alkylene oxide having 3 to 8 carbon atoms.

7. The thermoplastic polyether ester elastomer according to claim 1 , wherein the anhydrosugar alcohol is isosorbide and the alkylene oxide is ethylene oxide, propylene oxide or a combination thereof.

8. The thermoplastic polyether ester elastomer according to claim 1 , wherein the anhydrosugar alcohol-alkylene glycol is a compound represented by the following Formula 1:

In Formula 1,
each of R 1 and R 2 independently represents a linear alkylene group having 2 to 8 carbon atoms or a branched alkylene group having 3 to 8 carbon atoms,
each of m and n independently represents an integer of 0 to 15, and
m+n represents an integer of 1 to 30.

9. The thermoplastic polyether ester elastomer according to claim 8 , wherein each of R 1 and R 2 independently represents an ethylene group, a propylene group or an isopropylene group, each of m and n independently represents an integer of 1 to 14, and m+n represents an integer of 2 to 15.

10. The thermoplastic polyether ester elastomer according to claim 1 , wherein the glycol component comprised as the polymerized unit in the soft segment further comprises a polyalkylene ether glycol.

11. The thermoplastic polyether ester elastomer according to claim 10 , wherein the polyalkylene ether glycol is selected from the group consisting of polyethylene ether glycol, polypropylene ether glycol, polytetramethylene ether glycol and combinations thereof.

12. The thermoplastic polyether ester elastomer according to claim 1 , wherein the content of the soft segment in 100% by weight of the thermoplastic polyether ester elastomer is 5% by weight to 75% by weight.

13. A molded article comprising the thermoplastic polyether ester elastomer according to claim 1 .

14. A method for preparing a thermoplastic polyether ester elastomer comprising a polycondensation reaction of an aromatic dicarboxylic compound with a polyol,
wherein the polyol comprises an aliphatic diol component and a glycol component, and
the glycol component comprises an anhydrosugar alcohol-alkylene glycol,
the anhydrosugar alcohol-alkylene glycol is an adduct obtained by reacting an alkylene oxide with a hydroxyl group(s) at both terminals or one terminal of anhydrosugar alcohol, and
the content of anhydrosugar alcohol-alkylene glycol in 100% by weight of the thermoplastic polyether ester elastomer is 3.3% by weight to 29% by weight.

Assignees

• Samyang Corp

Inventors

• Lee Min Sun
• Kim Mi Ran
• Chang Yun Ju
• Kwon Jae Kwan
• Lee Cheol Han
• Kwon Young Do

Classifications

• C08G63/672 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08G63/137

  Acids or hydroxy compounds containing cycloaliphatic rings · CPC title

• C08L2207/04

  Thermoplastic elastomer · CPC title

• C08L67/025 Primary

  containing polyether sequences · CPC title

• C08G67/00

  Macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing oxygen or oxygen and carbon, not provided for in groups C08G2/00 - C08G65/00 · CPC title