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Polylactic acid-based macromonomer as well as preparation method and application thereof

A macromonomer, polylactic acid-based technology, applied in the field of polylactic acid-based macromonomers and their preparation, can solve the problems of high cost, inability of materials to realize the functionality of macromonomers, difficult functional groups, and the like, To achieve the effect of simple product purification

Active Publication Date: 2021-06-04
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] These materials based on acrylic acid and its ester modified polylactic acid are mostly prepared by physical methods such as blending and compounding of polylactic acid / acrylic acid and its ester compounds. Although the mechanical properties and hydrophilicity have been improved, the obtained The material cannot achieve the functionality of a macromonomer, and it is difficult to further utilize the functional groups of lactic acid or acrylic acid and its esters, especially the double bonds and active sites. The groups that can be further modified are limited, and the cost is too high, The technical process is complicated, which is not conducive to the application of production and other deficiencies

Method used

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  • Polylactic acid-based macromonomer as well as preparation method and application thereof
  • Polylactic acid-based macromonomer as well as preparation method and application thereof
  • Polylactic acid-based macromonomer as well as preparation method and application thereof

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preparation example Construction

[0043] The invention provides a polylactic acid-based macromer, the preparation method of which is as follows:

[0044] Firstly, the prepolymer is prepared by a one-time feeding method, a magnetic stirrer is placed in a fully dry reaction flask, lactic acid monomer and maleic anhydride are added to the reaction flask, and the electromagnetic stirring is turned on. Dehydration at normal pressure first, and then vacuum prepolymerization to obtain prepolymer.

[0045] Then, a catalyst is added to the prepolymer to catalyze direct melt polymerization. Next, remove the vacuum, add acrylic acid or acrylic acid ester and an initiator into the above reaction system, and start the electromagnetic stirring to carry out the reaction.

[0046] Finally, purify the product, first dissolve the product with a solvent, heat the product if necessary, and then use deionized water to precipitate and wash it. After filtering, the filter residue is heated and dried in a vacuum oven, and ground int...

Embodiment 1

[0052] Synthesis of copolymer poly(lactic acid-maleic anhydride) (MMA):

[0053]

[0054] Put a magnetic stirring bar into the reaction flask, add about 3.6g (40mmol) of lactic acid monomer and 0.18g (1.8mmol) of maleic anhydride into the reaction flask, and start stirring. Under normal pressure, dehydrate at 130°C for 4 hours, then vacuumize with a circulating water vacuum pump, and prepolymerize for 4 hours. After the prepolymerization, add 0.02g catalyst SnO, vacuumize with a rotary vane vacuum pump, and polymerize at 160°C for 6h. After the polymerization, the product was dissolved with methanol, and then precipitated and washed with deionized water. After filtration, the filter residue was dried in a vacuum oven at 45° C. for 24 hours to obtain 2.45 g of polymer MMA with a yield of 65%. According to the GPC test results, the product M n =1800, M w =2500, PDI=1.39 (the result obtained is rounded up to 100).

Embodiment 2

[0056] Synthesis of copolymer poly(lactic acid-maleic anhydride-acrylic acid) (MMB1):

[0057] Put a magnetic stirring bar into the reaction flask, add about 3.6g (40mmol) of lactic acid monomer and 0.2g (2mmol) of maleic anhydride into the reaction flask, and start stirring. Under normal pressure, dehydrate at 130°C for 4 hours, then vacuumize with a circulating water vacuum pump, and prepolymerize for 4 hours. After the prepolymerization, add 0.02g catalyst SnO, vacuumize with a rotary vane vacuum pump, and polymerize at 160°C for 6h. Release the vacuum, add 0.9g (12.5mmol) acrylic acid and 0.15% potassium persulfate, and polymerize at 120°C for 2h. After the polymerization, the product was dissolved with methanol, and then precipitated and washed with deionized water. After filtration, the filter residue was dried in a vacuum oven at 45° C. for 24 hours to obtain 4.01 g of copolymer MMB1 with a yield of 87%. According to the GPC test results, the product M n =2800, M w ...

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Abstract

The invention discloses a polylactic acid-based macromonomer as well as a preparation method and application thereof. The structural formula of the polylactic acid-based macromonomer is as follows: n represents an integer between 10 and 200, p represents an integer between 1 and 200, m represents an integer between 10 and 200, and R1 and R2 are independently selected from H or alkyl. According to the preparation method, the cheap and easily available bio-based lactic acid monomer is directly subjected to copolymerization reaction with maleic anhydride, acrylic acid and ester thereof, and direct melt polycondensation is performed through a one-pot method to obtain the novel polylactic acid-based macromonomer which has certain active sites, and can be used as a macromonomer for free radical polymerization, polycondensation and other reactions; meanwhile, the thermal property and crystallization property of the polylactic acid-based macromonomer can be adjusted, and the polylactic acid-based macromonomer is expected to be used in 3D printing, toughening rubber and other materials, and even in the field of biomedical materials.

Description

technical field [0001] The invention relates to the technical field of polymer materials, in particular to a polylactic acid-based macromonomer and its preparation method and application. Background technique [0002] Polylactic acid polymer materials are widely used in many technical fields because of their good biocompatibility, biodegradability, and adjustability. Materials with specific properties can be obtained by modifying polylactic acid. For example, the modification of polylactic acid with acrylic acid and its esters can improve the mechanical properties of polylactic acid. [0003] The method for preparing acrylic acid and its ester modified polylactic acid that literature has reported at present includes following several: [0004] (1) Acrylic acid and its esters are directly blended with polylactic acid to toughen the polylactic acid material and improve the mechanical properties, thermal properties, and crystallization properties of the polylactic acid materia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F283/01C08F220/06C08F220/14C08F220/18
CPCC08F283/01C08F220/06C08F220/14C08F220/1804
Inventor 罗时荷汪朝阳肖颖
Owner SOUTH CHINA NORMAL UNIVERSITY
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