JP-7856362-B2 - Branched poly(3-hydroxypropionic acid) polymer

Inventors

• ジョンヨン・イ
• ギボク・ナム
• ヒ・チョン・イ
• ジェ・フン・チェ
• ドンチョル・チェ
• デ・ユン・ジョン
• ジョン・ユン・チェ
• チョル・ウン・キム
• ヨンジュ・イ

Assignees

• エルジー・ケム・リミテッド

Dates

Publication Date

20260511

Application Date

20231103

Priority Date

20221104

Claims (9)

1. A branched poly(3-hydroxypropionic acid) polymer represented by the following chemical formula 1, containing vinyl groups at its terminals . [Chemical formula 1] R-[A-(B)n-C] k In the aforementioned chemical formula 1, R is a tetravalent or higher functional group derived from a polyfunctional monomer. A is either a direct bond or a linking group derived from an ether, sulfide, ester, thioester, ketone, sulfoxide, sulfone, sulfonate ester, amine, amide, imine, imide, or urethane. B is a substituent represented by chemical formula 2 or chemical formula 3 below, * is the part connected to A, k is an integer greater than or equal to 3, and n is an integer between 1 and 700. C is a substituent represented by chemical formula 4 or chemical formula 5 below.
2. The branched poly(3-hydroxypropionic acid) polymer according to claim 1, wherein the acid value of the branched poly(3-hydroxypropionic acid) polymer is 150 meq/kg or less.
3. In the aforementioned branched poly(3-hydroxypropionic acid) polymer, The branched poly(3-hydroxypropionic acid) polymer according to claim 1, wherein the number ratio of chemical formula 5 to the total of chemical formulas 4 and 5 is 5% or more.
4. The aforementioned polyfunctional monomer is Pentaerythritol, 4-arm-poly(ethylene glycol) n=2-10, di(trimethylolpropane), dipentaerythritol, tripentaerythritol, xylitol, sorbitol, inositol, cholic acid It contains one or more selected from the group consisting of (acid), β-cyclodextrin, tetrahydroxyperylene, pyridine-tetraamine (PTA), diethylenetriaminepentaacetic acid, and tetraacetylenepentaamine. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.
5. The weight-average molecular weight of the branched poly(3-hydroxypropionic acid) polymer is 1,000 to 300,000. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.
6. The number-average molecular weight of the branched poly(3-hydroxypropionic acid) polymer is 500 to 100,000. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.
7. The polydispersity index of the branched poly(3-hydroxypropionic acid) polymer is 1.00 to 13.0. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.
8. The glass transition temperature (Tg) of the branched poly(3-hydroxypropionic acid) polymer is -40°C to -10°C. The melting point of the aforementioned branched poly(3-hydroxypropionic acid) polymer is 40°C to 100°C. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.
9. The branched poly(3-hydroxypropionic acid) polymer contains 0.1 mol% to 25 mol% of tetravalent or higher functional groups derived from the polyfunctional monomer with respect to repeating units derived from 3-hydroxypropionic acid. The branched poly(3-hydroxypropionic acid) polymer according to claim 1.

Description

This application claims priority rights based on Korean Patent Application No. 10-2022-0146011 dated November 4, 2022, Korean Patent Application No. 10-2022-0146014 dated November 4, 2022, Korean Patent Application No. 10-2023-0031735 dated March 10, 2023, and Korean Patent Application No. 10-2023-0150442 dated November 3, 2023. All content disclosed in the documents of said Korean patent applications is incorporated herein by reference. This invention relates to a novel branched poly(3-hydroxypropionic acid) polymer. Poly(3-hydroxypropionic acid) is a biodegradable polymer that not only possesses resistance to cracking but also exhibits excellent mechanical properties, making it a noteworthy and environmentally friendly material. Generally, poly(3-hydroxypropionic acid) is produced by condensation polymerization of the monomer 3-hydroxypropionic acid (3-HP; 3-hydroxypropionic acid). Considering its potential industrial applications, it is necessary to produce poly(3-hydroxypropionic acid) with excellent thermal stability. However, the chain of poly(3-hydroxypropionic acid) contains ester structures, and since the thermal decomposition temperature of ester structures is approximately 220°C, there are limitations to improving its thermal stability. To improve thermal stability, one might consider producing high molecular weight poly(3-hydroxypropionate). However, increasing the molecular weight of the polymer through condensation polymerization of the monomer 3-hydroxypropionic acid is not easy. For example, during the condensation polymerization process, dehydration may occur, converting the monomer reaction ends into vinyl groups and terminating the polymerization. Furthermore, low molecular weight cyclic structures may be generated during the condensation polymerization process, leading to problems such as increased viscosity. Furthermore, in the case of 3HP polymers, there is a problem in that the high acid value reduces polymer stability, making copolymer formation difficult. Therefore, there is a need to produce polymers that possess biodegradable properties, have potential for industrial applications, offer high production yields, and have an appropriate acid value. The embodiments of the present invention will be described in more detail below. However, the following embodiments are merely illustrative of embodiments of the present invention, and the content of the present invention is not limited to the following embodiments.