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Poly-p-benzene dicarboxylic acid 1,2-propylene glycol ester and copolyester, and preparation thereof

A polyterephthalic acid and propylene glycol technology, which is applied in the field of polyterephthalic acid, can solve the problems of low reactivity and difficult to polymerize, and achieves the effects of excellent performance and low price

Inactive Publication Date: 2008-12-03
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

1,2-propanediol has a similar structure to 1,3-propanediol, but one of its two hydroxyl groups is a secondary hydroxyl group, which has low reactivity and is difficult to polymerize with dibasic acids to obtain high molecular weight polymers

Method used

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  • Poly-p-benzene dicarboxylic acid 1,2-propylene glycol ester and copolyester, and preparation thereof
  • Poly-p-benzene dicarboxylic acid 1,2-propylene glycol ester and copolyester, and preparation thereof
  • Poly-p-benzene dicarboxylic acid 1,2-propylene glycol ester and copolyester, and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Embodiment 1. direct esterification method

[0055]166g of terephthalic acid, 106.4g of 1,2-propanediol and 0.2g of tetrabutyl titanate were added into a reaction vessel protected by nitrogen gas, the temperature was raised to 250-260°C, and the esterification reaction was carried out under normal pressure. After the esterification reaction, add 0.08g of antimony trioxide and 0.2g of trimethyl phosphate, and polycondense for 4 hours at 270°C and a pressure of 50-80Pa to obtain poly(trimethylene terephthalate). The weight average molecular weight of the sample measured by GPC was 45100, and the molecular weight distribution index was 2.23. Figure 1 shows the sample 1 In the H-NMR spectrum, the NMR peaks of the hydroxyl hydrogen of 1,2-propanediol and the carboxyl hydrogen of terephthalic acid do not appear in this figure, which proves that the samples tested are their polymers.

Embodiment 2

[0056] Embodiment 2. direct esterification method

[0057] Add 162.7g of terephthalic acid, 3.3g of isophthalic acid, 114g of 1,2-propanediol, 0.06g of zinc acetate and 0.1g of butyl titanate into a reaction vessel protected by nitrogen, and raise the temperature to 250-260°C , pressurize 0.1 ~ 0.3MPa, carry out esterification reaction. After the esterification reaction, 0.1 g of butylstannoic acid was added, and polycondensation was carried out at 265°C and a pressure of 30-50 Pa for 3 hours to obtain poly(propylene glycol terephthalate) copolyester. The weight average molecular weight of the sample measured by GPC was 39600, and the molecular weight distribution index was 2.31.

Embodiment 3

[0058] Embodiment 3. direct esterification method

[0059] Add 166.0g of terephthalic acid, 76g of 1,2-propanediol, and 55.0g of cyclohexanedimethanol into a reaction vessel protected by helium, raise the temperature to 250-260°C, pressurize at 0.1-0.3MPa, and carry out the esterification process. reaction. After the esterification reaction, add 0.15g of antimony acetate and 0.1g of tetrabutyl titanate, and polycondense for 3.5 hours at 260°C and a pressure of 80-100Pa to obtain poly(1,2-propylene glycol terephthalate) copolyester , the intrinsic viscosity is . The weight average molecular weight of the sample measured by GPC was 43200, and the molecular weight distribution index was 2.15.

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Abstract

The invention belongs to the field of poly(trimethylene terephthalate) and the polyester thereof and particularly relates to poly(1,2-propanediol terephthalate), the polyester thereof and the preparation method thereof. The method can prepare cost-effective poly(1,2-propanediol terephthalate) and the polyester thereof from cost-effective 1,2-propanediol. The polymerization method is carried out by selecting a high-efficiency catalyst to well solve the difficult problem that 1,2-propanediol is not easy to be polymerized to prepare a high-molecular-weight polymer due to the low reaction activity of 1,2-propanediol, and can successfully prepare high-molecular-weight poly(1,2-propanediol terephthalate) and the polyester thereof. The poly(1,2-propanediol terephthalate) and the polyester thereof have excellent performance and can be widely used for preparing textiles, carpet fiber, thin film, engineering plastic, packaging material, etc.

Description

technical field [0001] The invention belongs to the field of polytrimethylene terephthalate and its copolyester, in particular to polytrimethylene terephthalate, its copolymer and a preparation method. Background technique [0002] Polypropylene terephthalate (PTT) is a promising new type of thermoplastic polyester successfully developed in the mid-1990s. It has excellent elasticity, dimensional stability, dyeability and anti-fouling properties. Compared with the same series of polyesters, PTT has excellent performance due to its unique helical structure, similar to polyethylene terephthalate (PET) in strength and hardness, but similar to polyethylene terephthalate (PET). Butylene glycol ester (PBT) is also easy to process. Therefore, it has become one of the most popular new polymer materials in the world, and is widely used in textiles, carpet fibers, films, engineering plastics and packaging materials. However, due to the high production cost of the raw material 1,3-pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/183C08G63/85C08G63/78
Inventor 李春成殷明张栋管国虎张新志方世璧
Owner INST OF CHEM CHINESE ACAD OF SCI
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