Plasticizer and method for manufacturing the same

Patent metadata

Field	Value
Publication number	US-12492286-B2
Application number	US-202218072619-A
Country	US
Kind code	B2
Filing date	Nov 30, 2022
Priority date	May 23, 2022
Publication date	Dec 9, 2025
Grant date	Dec 9, 2025

Abstract

A plasticizer and a method for manufacturing the plasticizer are provided. The method includes the following steps. A dicarboxylic acid, a diol, and a catalyst are mixed to form a reactant mixture. The reactant mixture is reacted at a temperature ranging from 130° C. to 220° C. to form a semi-product. An endcapping alcohol is added into the semi-product at a temperature ranging from 205° C. to 220° C. to form a coarse plasticizer. The coarse plasticizer is purified under a pressure ranging from 760 Torr to 5 Torr to obtain the plasticizer. The dicarboxylic acid includes succinic acid or adipic acid. The diol includes diethylene glycol and 2-methyl-1,3-propanediol. The endcapping alcohol is an ether alcohol or a fatty alcohol having a carbon number of less than or equal to 4. The dicarboxylic acid, the diol, and the endcapping alcohol have a molar ratio ranging from 1:0.6 to 0.9:0.3 to 0.6.

First claim

What is claimed is:

1 . A method for manufacturing a plasticizer, comprising:
mixing dicarboxylic acids, diols, and a catalyst to form a reactant mixture, wherein the dicarboxylic acids include succinic acid or adipic acid, and the diols include diethylene glycol and 2-methyl-1,3-propanediol; reacting the reactant mixture at a temperature ranging from 130° C. to 220° C. so as to form a semi-product; adding an endcapping alcohol into the semi-product at a temperature ranging from 205° C. to 220° C. so as to form a coarse plasticizer, wherein the endcapping alcohol is an ether alcohol or a fatty alcohol having a carbon number of less than or equal to 4, wherein the dicarboxylic acids, the diols, and the endcapping alcohol have a molar ratio ranging from 1:0.6 to 0.9:0.3 to 0.6; and purifying the coarse plasticizer under a pressure ranging from 760 Torr to 5 Torr so as to obtain the plasticizer.

2 . The method according to claim 1 , wherein the ether alcohol is selected from the group consisting of: diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, and propylene glycol monobutyl ether, and the fatty alcohol is selected from the group consisting of: methanol, ethanol, isopropanol, and n-butanol.

3 . The method according to claim 1 , wherein the dicarboxylic acids include succinic acid and adipic acid, a molar amount of succinic acid is less than or equal to a molar amount of adipic acid, and a molar ratio of succinic acid to the total amount of the dicarboxylic acids is higher than or equal to 0.2.

4 . The method according to claim 3 , wherein a molar ratio of succinic acid to adipic acid ranges from 1:1 to 1:4.

5 . The method according to claim 1 , wherein a molar amount of diethylene glycol is less than or equal to a molar amount of 2-methyl-1, 3-propanediol, and a molar ratio of diethylene glycol to the total amount of the diols is higher than or equal to 0.25.

6 . The method according to claim 5 , wherein a molar ratio of diethylene glycol to 2-methyl-1, 3-propanediol ranges from 1:1 to 1:3.

7 . The method according to claim 1 , wherein the reactant mixture is reacted under a plurality of fixed temperature stages of a temperature-raising process, a temperature range of the temperature-raising process ranges from 130° C. to 220° C., the coarse plasticizer is purified under a plurality of vacuum stages of a pressure-decreasing process so as to obtain the plasticizer, and a pressure range of the pressure-decreasing process ranges from 760 Torr to 5 Torr.

8 . The method according to claim 7 , wherein the plurality of fixed temperature stages includes a first fixed temperature stage, a second fixed temperature stage, a third fixed temperature stage, a fourth fixed temperature stage, and a fifth fixed temperature stage, a temperature range of the first fixed temperature stage ranges from 130° C. to 150° C., a temperature range of the second fixed temperature stage ranges from 150° C. to 170° C., a temperature range of the third fixed temperature stage ranges from 170° C. to 190° C., a temperature range of the fourth fixed temperature stage ranges from 190° C. to 205° C., and a temperature range of the fifth fixed temperature stage ranges from 205° C. to 220° C.

9 . The method according to claim 7 , wherein, when an acid value of the semi-product ranges from 70 mg KOH/g to 90 mg KOH/g, the temperature-raising process is completed.

10 . The method according to claim 7 , wherein, when an acid value of the coarse plasticizer ranges from 10 mg KOH/g to 30 mg KOH/g, the pressure-decreasing process is started.

11 . The method according to claim 7 , wherein the pressure-decreasing process includes a first vacuum stage, a second vacuum stage, a third vacuum stage, a fourth vacuum stage, and a fifth vacuum stage, a pressure range of the first vacuum stage ranges from 750 Torr to 400 Torr, a pressure range of the second vacuum stage ranges from 400 Torr to 300 Torr, a pressure range of the third vacuum stage ranges from 300 Torr to 150 Torr, a pressure range of the fourth vacuum stage ranges from 150 Torr to 20 Torr, and a pressure range of the fifth vacuum stage ranges from 20 Torr to 10 Torr.

12 . The method according to claim 7 , further comprising: feeding the dicarboxylic acids, the diols, and the catalyst into a reactor, and adding the endcapping alcohol during the temperature-raising process so as to form the reactant mixture.

13 . A plasticizer, polymerized from dicarboxylic acids, diols, and an endcapping alcohol,
wherein the dicarboxylic acids, the diols, and the endcapping alcohol have a molar ratio ranging from 1:0.6 to 0.9:0.3 to 0.6, wherein the dicarboxylic acids include succinic acid and adipic acid, the diols include diethylene glycol and 2-methyl-1, 3-propanediol, and the endcapping alcohol is an ether alcohol or a fatty alcohol having a carbon number of less than or equal to 4, and wherein a molar ratio of the succinic acid to the adipic acid ranges from 1:1 to 1:4.

14 . The plasticizer according to claim 13 , wherein a viscosity of the plasticizer ranges from 1500 cps to 3000 cps.

15 . The plasticizer according to claim 13 , wherein a weight-average molecular weight of the plasticizer ranges from 2500 g/mol to 3500 g/mol.

16 . The plasticizer according to claim 13 , wherein the ether alcohol is selected from the group consisting of: diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, and propylene glycol monobutyl ether, and the fatty alcohol is selected from the group consisting of: methanol, ethanol, isopropanol, and n-butanol.

17 . The plasticizer according to claim 13 , wherein a molar ratio of diethylene glycol to 2-methyl-1, 3-propanediol ranges from 1:1 to 1:3.

Assignees

• Nan Ya Plastics Corp

Inventors

• Liao Te-Chao
• Chuang Jung-Jen
• Chen Chung-Yu
• Wu Jung-Tsu

Classifications

• C08G63/20

  Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups · CPC title

• C08G63/78

  Preparation processes · CPC title

• C08G63/672 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08G63/50

  by monohydric alcohols · CPC title

• C08G63/16 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title