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A kind of naphthyl ligand MOF activated carbon composite catalyst and its preparation method and application

A catalyst and activated carbon technology, applied in the field of preparing lactide from L-lactic acid by the catalyst, can solve the problems that the reaction conditions require high temperature and high vacuum degree, the polylactic acid product cannot be obtained, and the lactide production yield is decreased, etc. The catalytic reaction is active and stable, easy to recover and apply, and the molecular weight is controllable.

Active Publication Date: 2022-04-19
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The low catalytic efficiency of other metal compounds for prepolymerization and depolymerization leads to a decrease in the production yield of lactide (<70%)
For example, zinc oxide particles are applied in the US patent US201203027A1. The lactide product is obtained by distillation and separation at a high temperature of 230-240 °C, and the yield is less than 72%.
At the same time, according to experiments and literature experience, it is known that the use of low-purity lactide raw materials will produce a large number of by-products in the process of lactide ring-opening polymerization of polylactic acid, and it is impossible to produce polylactic acid products that can be used on a large scale. The high-yield and high-purity lactide process produced by the polymerization and depolymerization steps is the decisive core step for the synthesis of large-scale industrially applicable polylactic acid products. Among the current mainstream processes for the synthesis of lactide from lactic acid, lactide The yield of the synthesis method is low, and the reaction conditions require high temperature and high vacuum, and the conditions are harsh, which need to be further optimized and improved to reduce energy consumption in the production process and reduce production costs

Method used

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  • A kind of naphthyl ligand MOF activated carbon composite catalyst and its preparation method and application
  • A kind of naphthyl ligand MOF activated carbon composite catalyst and its preparation method and application
  • A kind of naphthyl ligand MOF activated carbon composite catalyst and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) Preparation of organic ligands and synthesis of MOF materials: Take 11.2g of α-naphthoic acid and 5.52g of N,N'-carbonyldiimidazole into 117.162g of dichloromethane solution and stir evenly, and dropwise add 13.12g of three Fluoromethanesulfonic acid was heated at 60°C and stirred for 2h, then 16.69g of cold water was added to the solution, and the mixture was stirred overnight. Product isolation was accomplished by basifying the mixture with sodium hydroxide at a volume ratio of 1:2 for 30 min, and then extracting the mixture twice with chloroform. The organic extract was washed successively with dilute sulfuric acid solution at pH=5 and with water. After the organic phase was distilled, the target ligand was obtained, and anhydrous MgSO 4 Dry and purify by silica gel column chromatography (hexane:ethyl acetate=1:3) multiple times to obtain the target ligand with a yield of 56.3%. Qualitative by NMR analysis: 1 H NMR (D 2 O, 400MHz): δ9.94(s, 1H), 8.93(s, 1H), ...

Embodiment 2

[0045] (1) Preparation of organic ligands and synthesis of MOF materials: Take 23.14g of α-naphthoic acid and 8.72g of N,N'-carbonyldiimidazole into 187.62g of dichloromethane solution and stir evenly, and dropwise add 21g of trifluoro Methanesulfonic acid was heated at 60°C and stirred for 2h, then 26.8g of cold water was added to the solution, and the mixture was stirred overnight. Product isolation was accomplished by basifying the mixture with sodium hydroxide at a volume ratio of 1:1 for 30 min, and then extracting the mixture twice with chloroform. The organic extract was washed three times successively with dilute sulfuric acid solution of pH=6 and water. After the organic phase was distilled, the target ligand was obtained, and anhydrous MgSO 4 Dry and purify by silica gel column chromatography (hexane:ethyl acetate=1:3) multiple times to obtain the target ligand with a yield of 57.2%; take 5.48g of the ligand and 3.6g and 2.1g of the active metal component nickel nit...

Embodiment 3

[0048] (1) Preparation of organic ligands and synthesis of MOF materials: Take 18.217g of α-naphthoic acid and 7.657g of N,N'-carbonyldiimidazole into 133.84g of dichloromethane solution and stir evenly, and dropwise add 16.057g of three Fluoromethanesulfonic acid was heated at 60°C and stirred for 2h, then 22.257g of cold water was added to the solution, and the mixture was stirred overnight. Product isolation was accomplished by basifying the mixture with sodium hydroxide at a volume ratio of 1:1 for 30 min, and then extracting the mixture twice with chloroform. The organic extract was washed three times successively with dilute sulfuric acid solution of pH=6 and water. After the organic phase was distilled, the target ligand was obtained, and anhydrous MgSO 4 Dry and purify by silica gel column chromatography (hexane:ethyl acetate=1:3) multiple times to obtain the target ligand with a yield of 56.2%. Take 5.48g of ligand, 3.19g of active metal components aluminum nitrate,...

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Abstract

The invention provides a naphthyl ligand MOF composite activated carbon catalyst and its method for preparing high-purity lactide from L-lactic acid. The MOF organometallic skeleton activated carbon composite catalyst is used to catalyze the polymerization of L-lactic acid, and the metal element is used as the active The component uses 2,3,6,7-tetraformyl imidazolyl-α-naphthoic acid as the MOF catalyst ligand and activated carbon as the carrier. The catalyst raw material is cheap, has high thermal stability, has certain acid resistance, is not easy to decompose under low pressure, has a simple preparation method, is easy to industrialize, and has good catalytic activity. The application of the catalyst in the lactide synthesis process can significantly reduce the process The required vacuum degree increases the yield of lactide, which is conducive to reducing its process cost, and has certain potential in industrial application.

Description

technical field [0001] The invention relates to a naphthyl ligand MOF activated carbon composite catalyst, a preparation method thereof, and an application of the catalyst in preparing lactide from L-lactic acid. Background technique [0002] Lactide is an important raw material for the synthesis of polylactic acid. Polylactic acid material has good biodegradability, biocompatibility and good mechanical strength. It is an ideal biodegradable material. It has broad application prospects in human tissue repair, wound suture, and controlled release of medicine and pesticides; In some other application fields, polylactic acid replaces traditional polymer materials, which can reduce environmental pollution and harm. 工业上聚乳酸合成的主流方法是丙交酯开环聚合法,该技术已在很多专利文献中均有说明,例如:US5053522A,US5247058A,US5357035A,US6005067A,US6277951B1,US6326458B1,US5274127A,US20050222379A1,US20120302724A1,US20110155557A1 , CN1951933A, CN1594313A, CN1488628A, WO2010105143A2, etc. At this stage, the main method used i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22B01J37/10C07D319/12C08G83/00
CPCB01J31/1691B01J37/10C07D319/12C08G83/008B01J2531/42B01J2531/847B01J2531/31B01J2531/26B01J2531/824B01J2531/0241B01J2231/49C07B2200/07
Inventor 范天熙何岩田博刘英俊张红涛朱小瑞刘杰车传亮庞计昌沈元伟孙启魁李洪昌
Owner WANHUA CHEM GRP CO LTD
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