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Polyester based on vanillyl alcohol derivative, preparation and application of polyester as pesticide slow-release agent

A technology of vanillyl alcohol and derivatives, applied in the field of polymer chemistry, can solve problems such as poor biocompatibility and biodegradability, pollution, threats to human life and health, etc.

Active Publication Date: 2021-11-05
WUHAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Estenoz research group [2] ([2]Busatto CA, Taverna ME, Lescano MR, Zalazar C, Estenoze DA. Preparation and characterization of lignin microparticles inalginate beads for atrazine controlled release. J Polym Environ, 2019, 27:2831-2841) using solvent extraction / volatilization techniques Preparation of pesticide microcapsules of atrazine coated with lignin and sodium alginate, which reduces the phytotoxicity and adverse effects of commercial atrazine on the environment, but its coating rate and drug loading are not ideal
At present, the use of bio-based polymer materials as microcapsule wall materials is still rarely used in practical applications. The capsule wall materials on the market mainly rely on petroleum-based polymers, which have poor biocompatibility and biodegradability. Biodegradable microplastics have caused pollution of oceans, water bodies and soil, posing a threat to the environment and human life and health

Method used

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  • Polyester based on vanillyl alcohol derivative, preparation and application of polyester as pesticide slow-release agent
  • Polyester based on vanillyl alcohol derivative, preparation and application of polyester as pesticide slow-release agent
  • Polyester based on vanillyl alcohol derivative, preparation and application of polyester as pesticide slow-release agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of diol monomer M: Put 7.708g (0.05mol) of vanillyl alcohol and 1.382g (0.01mol) of potassium carbonate into the reaction vessel, add 100mL of N,N-dimethylformamide (DMF) to make it Dissolved, then added dropwise 8.052g (0.10mol) of 2-chloroethanol, stirred and reacted at 85°C for 4 hours, and cooled to room temperature after the reaction was completed. Then add 50mL (0.10mol / L) sodium hydroxide solution to it under stirring, precipitate white insoluble matter, filter, wash the filter cake twice with 200mL distilled water, and then dry the filter cake in an oven at 50°C for 1~2 hours , to obtain a diol monomer M that is , and the yield was 78.54%.

Embodiment 2

[0034] Into the dried one-necked flask, add 2.421g (0.01mol) of diol monomer M, 3.023g (0.010mol) of dibasic acid monomer ethylene glycol bis(4-carboxyphenyl) ether and 0.006 g of tetra-n-butylgermanium, protected by nitrogen, stirred at 170°C for 4 hours for esterification; then under high vacuum at a pressure of less than 5-15KPa, stirred for 3 hours for polycondensation at 240°C to obtain crude polyester. After cooling the polyester crude product under the protection of nitrogen, add 50mL chloroform, soak for 3 hours and then filter; take the clear solution and add it dropwise to a sufficient amount of methanol to obtain a turbid system, centrifuge to obtain a precipitate, wash the precipitate with methanol 3 times, and filter again The resulting solid was dried under vacuum at 70 °C for 2 hours to obtain 4.841 g of polyester P 1 , the number average molecular weight is 54500g / mol, and the yield is 86.73%.

[0035] Polyester P 1 For the preparation of microcapsules for wr...

Embodiment 3

[0037] Into the dried one-necked flask, add 2.421g (0.01mol) of dibasic alcohol monomer M, 3.325g (0.011mol) of dibasic acid monomer ethylene glycol bis(4-carboxyphenyl) ether and 0.006 g of dicarboxyethyl germanium trioxide, nitrogen protection, stirring at 150°C for esterification for 3 hours; then under high vacuum with a pressure of less than 5-15KPa, stirring at 220°C for 3 hours for polycondensation to obtain polyester Crude. After cooling the polyester crude product under the protection of nitrogen, add 50mL chloroform, soak for 2 hours and then filter; take the clear liquid and add it dropwise to a sufficient amount of methanol to obtain a turbid system, centrifuge to obtain a precipitate, wash the precipitate with methanol 3 times, and filter again The resulting solid was dried under vacuum at 65 °C for 3 hours to obtain 4.651 g of polyester P 2 , the number average molecular weight is 56800g / mol, and the yield is 88.52%.

[0038] Polyester P 2 For the preparation ...

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Abstract

The invention discloses polyester based on a vanillyl alcohol derivative, and a preparation method and application of the polyester, and belongs to the field of polyester synthesis. The preparation method comprises the steps: by taking bio-based vanillyl alcohol and biomass-sourced binary acid as initial raw materials, firstly carrying out substitution reaction on the vanillyl alcohol to prepare novel biomass dihydric alcohol, and then carrying out two-step reaction of catalytic melt esterification reaction and catalytic melt polycondensation to prepare the biodegradable high-molecular-weight polyester. The number-average molecular weight Mn value of the polyester obtained by the method disclosed by the invention is 54500-75400 g / mol, and the molecular weight distribution Mw / Mn value of the polyester is 1.62-1.70. The polyester has the characteristics of high polyester yield, high molecular weight, good degradation performance and the like, and is mainly used for playing a carrier role in preparation of pesticide microcapsules, wrapping pesticide active molecules and preparing pesticide sustained-release agents.

Description

technical field [0001] The invention belongs to the field of polymer chemistry and relates to the preparation and application of a novel polyester. It specifically relates to the use of bio-based vanillyl alcohol as a raw material, which is substituted on the hydroxyl group to prepare a bio-based diol monomer. Using bio-based diols and biomass-derived dibasic acids as reactive monomers, a biomass-based high-molecular-weight degradable polyester is prepared through a two-step reaction of catalyzed esterification and catalyzed polycondensation. The polyester is used as a capsule wall material, and the pesticide pyraclostrobin is used as a capsule core material to prepare microcapsules wrapped with the pesticide pyraclostrobin. Background technique [0002] Plastics are closely related to the development of human society. As one of the important plastics, polyester materials have been widely used in food packaging, plastic toys, engineering plastics and agriculture. With the ...

Claims

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Application Information

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IPC IPC(8): C08G63/672C08G63/90B01J13/02A01N47/24A01N25/28A01P3/00
CPCC08G63/672C08G63/90B01J13/02A01N47/24A01N25/28
Inventor 程正载袁贝贝孙欣贾如艳王欢王林枫蔡拴普程俊鹏杨迎澳马里奥·高迪尔
Owner WUHAN UNIV OF SCI & TECH
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