Plasticizer for biodegradable polyester as well as preparation method and application of plasticizer

A technology for degrading polyesters and plasticizers, which is applied in the preparation of carbamic acid derivatives, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of decreased mechanical properties, poor compatibility between plasticizers and polylactic acid, etc. Achieve the effect of improving processing characteristics and toughness, improving compatibility, and improving mobility

Inactive Publication Date: 2022-02-11
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the deficiencies in the prior art, the purpose of the present invention is to provide a plasticizer for biodegradable polyester with a urethane structure, and to synthesize a vegetable oil-based compound with a urethane structure in an easy way, as a plasticizer to achieve Plasticizing polylactic acid; at the same time, the hydrogen bond between the urethane structure in the vegetable oil-based compound and the polylactic acid forms a dynamic weakly cross-linked structure network, which improves the mechanical properties of polylactic acid and improves the relationship between vegetable oil-based compounds and polylactic acid. Compatibility between them enables the plasticizer to be better dispersed in the polylactic acid matrix, thereby solving the problem of severe degradation of mechanical properties of polylactic acid after plasticization and poor compatibility between plasticizers and polylactic acid in the prior art question

Method used

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  • Plasticizer for biodegradable polyester as well as preparation method and application of plasticizer
  • Plasticizer for biodegradable polyester as well as preparation method and application of plasticizer
  • Plasticizer for biodegradable polyester as well as preparation method and application of plasticizer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] A plasticizer for biodegradable polyester provided in this embodiment contains a vegetable oil-based compound of the following structural formula:

[0035]

[0036] The preparation method of the biodegradable polyester plasticizer of the present embodiment is as follows:

[0037] S1. Place 100g oleic acid, 5g formic acid, 5g hydrogen peroxide and 80mL petroleum ether in a dry 500mL reactor, react at 50°C for 8h, then separate the solvent, extract the crude product with water and dichloromethane, and extract the organic The dichloromethane in the phase was removed to obtain epoxy oleic acid.

[0038] S2. Add 60g of epoxy oleic acid, 1g of tetrabutylammonium bromide, and 60mL of toluene to a 200mL autoclave that has been dried in an oven at 60°C for 2 hours, seal the autoclave and add CO 2 Pressurize to 2.0MPa; place the reaction vessel at 70°C for 10 hours; after the reaction, cool the reaction vessel to room temperature and slowly release the CO 2 , after removing ...

Embodiment 2

[0044] A plasticizer for biodegradable polyester provided in this embodiment contains a vegetable oil-based compound of the following structural formula:

[0045]

[0046] The preparation method of the biodegradable polyester plasticizer of the present embodiment is as follows:

[0047] S1. Place 100g oleic acid, 5g formic acid, 5g hydrogen peroxide and 80mL petroleum ether in a dry 500mL reactor, react at 50°C for 8h, then separate the solvent, extract the crude product with water and dichloromethane, and take the organic phase, the dichloromethane in the organic phase was removed to obtain epoxy oleic acid.

[0048] S2. Add 60g of epoxy oleic acid, 5g of tetrabutylphosphine bromide, and 60mL of toluene to a 200mL autoclave that has been dried in an oven at 60°C for 2 hours, seal the autoclave and add CO 2 Pressurize to 4.0MPa; place the reactor in a constant temperature oil bath at 100°C, and react for 10 hours; after the reaction, cool the reactor to room temperature, s...

Embodiment 3

[0054] A plasticizer for biodegradable polyester provided in this embodiment contains a vegetable oil-based compound of the following structural formula:

[0055]

[0056] The preparation method of the biodegradable polyester plasticizer of the present embodiment is as follows:

[0057] S1. Place 100g soybean oil, 5g formic acid, 40g hydrogen peroxide and 80mL n-hexane in a dry 500mL reactor, react at 60°C for 8h, then separate the solvent, extract the crude product with water and dichloromethane, and extract the organic The dichloromethane in the phase was removed to obtain epoxidized soybean oil.

[0058] S2. Add 60g of epoxidized soybean oil, 10g of tetrabutylammonium bromide, and 80mL of tetrahydrofuran to a 250mL autoclave that has been dried in an oven at 60°C for 2 hours in advance, seal the autoclave and add CO 2 Pressurize to 6.0MPa; place the reactor in a constant temperature oil bath at 120°C, and react for 24 hours; after the reaction, cool the reactor to room ...

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Abstract

The invention discloses a plasticizer for biodegradable polyester. The plasticizer contains a plant oil-based compound with an urethane structure. The plasticizer is obtained by reacting vegetable oil with peroxide to synthesize epoxidized vegetable oil, then reacting with CO2 to obtain cyclic carbonated vegetable oil, and further reacting with an amine compound. The plasticizer provided by the invention is applied to thermoplastic processing of polylactic acid and a blend thereof, can weaken the intermolecular force of polylactic acid, increases the activity space of a polylactic acid molecular chain, and achieves the purposes of reducing the processing fluidity of polylactic acid and the blend thereof and increasing the flexibility thereof. Meanwhile, urethane in the plasticizer can form an intermolecular hydrogen bond with polylactic acid, so that the effect of a physical crosslinking point is achieved, and the purpose of improving the mechanical property of the material is achieved. The plasticized and modified polylactic acid and the blend thereof obtained by the invention have excellent strength and toughness.

Description

technical field [0001] The invention belongs to the technical field of polymer material processing, and in particular relates to a plasticizer for biodegradable polyester with a urethane structure, a preparation method and application thereof. Background technique [0002] Polylactic acid is a biodegradable polyester compound derived from biomass, which has excellent biodegradability and biocompatibility, high tensile strength and elastic modulus, and has been used in biomedical materials, Transparent packaging containers and other fields. However, the high brittleness of PLA itself limits its large-scale application. On the other hand, the cost of biodegradable polymers is much higher than that of traditional non-degradable polymers, which severely limits the popularization and application of polylactic acid. The high melting point and viscous flow temperature of polylactic acid lead to high thermal processing temperature and high energy consumption. Adding plasticizers ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/205C07C269/04C07C271/16C08L67/04C08L67/02
CPCC08K5/205C07C269/04C07D301/12C07D303/42C07D317/36C08L67/04C08L67/02C07C271/16
Inventor 周兴平陈凌尹君华王勇解孝林赵茂吉
Owner HUAZHONG UNIV OF SCI & TECH
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