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Glucose group-terminated poly D-lactic acid diblock copolymer material and preparation method thereof

A diblock copolymer, glucose-based technology, applied in the field of poly D-lactic acid diblock copolymer materials and its preparation, can solve the problems of difficult control of the number of PLA chain segments, unstable performance, unstable material performance, etc.

Inactive Publication Date: 2020-04-17
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] When monosaccharides and polysaccharides are copolymerized to modify polylactic acid, because the sugar molecules contain more hydroxyl groups, it is difficult to control the molecular chain structure of the copolymer, and the properties of the obtained copolymer are also difficult to control, resulting in unstable performance of the material
Among them, glucose contains 5 hydroxyl groups. When copolymerized with PLA, all hydroxyl groups may participate in the reaction. Therefore, it is difficult to control the number of hydroxyl groups of glucose in the copolymer and the number of PLA chain segments, resulting in unstable performance.

Method used

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  • Glucose group-terminated poly D-lactic acid diblock copolymer material and preparation method thereof
  • Glucose group-terminated poly D-lactic acid diblock copolymer material and preparation method thereof
  • Glucose group-terminated poly D-lactic acid diblock copolymer material and preparation method thereof

Examples

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Embodiment 1

[0021] use as figure 2 The synthetic route shown prepares poly-D-lactic acid-isopropylidene glucose diblock copolymer. (1) Preparation of 1,2;5,6-oxo-diisopropylidene glucose (IPG) by hydroxyl protection method. Add 10 g of glucose and 200 ml of acetone into the reactor, stir and add an appropriate amount of zinc chloride and phosphoric acid (the molar ratio of which is 1:0.1) in sequence, and react for 30 h at room temperature and normal pressure. Add 50% NaOH aqueous solution dropwise under rapid stirring to adjust the pH of the reaction system to 8.0, filter with suction, wash with acetone for 2 to 3 times until the filtrate is colorless and transparent, rotary evaporate the filtrate, dissolve the obtained solid in chloroform, wash and extract with water 2 to 3 times, the obtained chloroform solution was rotary evaporated, and the obtained sample was recrystallized 2 to 3 times with ethyl acetate and petroleum ether to obtain white needle-shaped IPG. (2) Preparation of p...

Embodiment 2

[0023] The method in Example 1 was used to prepare IPG. Weigh 100g of D-lactic acid and add it to the reactor, heat up to 150°C, react at normal pressure and constant temperature for 1h, then depressurize to 200Pa and react for 4h, then add the catalyst stannous isooctanoate (0.5wt% of PDLA), and heat up to React at 180°C for 10h under reduced pressure to below 10Pa to obtain poly-D-lactic acid, then add IPG to the reaction system, the molar ratio of IPG to PDLA is 8:1, and react at 10Pa and 200°C for 6h. The obtained product was dissolved in chloroform, excess methanol was precipitated, and the precipitate was vacuum-dried to obtain PDLAIPG. The hydroxyl protecting group of PDLAIPG was removed by the method in Example 1 to obtain PDLAG. use 1 H-NMR spectrum analysis shows that the molecular chain of PDLAG has a dual block structure of PDLA and IPG. The weight-average relative molecular mass of the diblock copolymer is 31600, the melting point is 149°C, the crystallinity is...

Embodiment 3

[0025] The method in Example 1 was used to prepare IPG. The D-lactic acid that takes by weighing 100g is added in the reactor, is heated up to 150 ℃, normal pressure constant temperature reaction 1h, then depressurizes to 200Pa reaction 4h, then adds catalyst tin protochloride (mass is 0.3wt% of PDLA), heats up to React at 180°C for 6 hours under reduced pressure below 10Pa to obtain poly-D-lactic acid, then add IPG to the reaction system, the molar ratio of IPG to PDLA is 10:1, and react for 8 hours at 10Pa and 200°C. The obtained product was dissolved in chloroform, excess methanol was precipitated, and the precipitate was vacuum-dried to obtain PDLAIPG. The hydroxyl protecting group of PDLAIPG was removed by the method in Example 1 to obtain PDLAG. use 1 The diblock copolymer molecular chain obtained by H-NMR spectrum analysis has a PDLA and IPG diblock structure. The weight-average relative molecular weight of the diblock copolymer is 28000, the melting point is 145°C, ...

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Abstract

The invention discloses a glucose group-terminated poly D-lactic acid diblock copolymer material and a preparation method thereof, and belongs to the technical field of high polymer materials. The preparation method comprises the steps: firstly, taking poly D-lactic acid (PDLA) and 1,2;5,6-oxo-diisopropylidene glucose (IPG) as raw materials; under the conditions that the molar ratio of IPG to PDLAis greater than 4:1, the polymerization pressure is 10-300 Pa and the polymerization temperature is 160-200 DEG C, carrying out melt polymerization reaction for 4-12 h to prepare a poly D-lactic acid-isopropylidene glucose diblock copolymer (PDLAIPG), and removing a hydroxyl protection group of the PDLAIPG to obtain a glucose group-terminated poly D-lactic acid diblock copolymer (PLDAG). The PLDAG material has a melting temperature of about 149 DEG C and a crystallinity of about 50%, which are similar to those of poly D-lactic acid, but the hydrophilicity of the copolymer material is superiorto that of poly D-lactic acid, the contact angle of the copolymer material is about 64 degrees, and the contact angle of poly D-lactic acid is 85 degrees.

Description

Technical field: [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a glucose group-terminated poly D-lactic acid diblock copolymer material and a preparation method thereof. Background technique: [0002] Polylactic acid (PLA) is a bio-based green thermoplastic derived from biomass that can eventually decompose into carbon dioxide, water and humus. PLA includes two optical isomers of poly-L-lactic acid (PLLA) and poly-D-lactic acid (PDLA). The specific rotation of PLLA is -160, while the specific rotation of PDLA is +160, and its optical activity has a great influence on the performance of PLA. have a significant impact. PLA has good degradability and mechanical properties, and can be used in biomedicine, packaging, textile fibers and other fields. However, polylactic acid has poor heat resistance and low hydrophilicity, which limit its application. Therefore, PLA needs to be modified to improve its performance. Copoly...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/664C08G63/85C08G63/87
CPCC08G63/664C08G63/823
Inventor 高勤卫朱前进祁俐燕刘婷婷常开新曹丹
Owner NANJING FORESTRY UNIV
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