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A bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and its preparation method

A technology of bipyridyl bisphenol and catalyst, which is applied in the field of bipyridine bisphenol-aluminum catalyst for the preparation of unsaturated polyester and can solve the problems of lack of high activity and low biological toxicity metal organic complex catalytic system, etc. Achieve the effect of simple and efficient synthesis method

Active Publication Date: 2021-06-08
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It can be seen from the above documents that in the field of unsaturated polyesters prepared by ring-opening and alternating copolymerization of cyclic unsaturated acid anhydrides / epoxy compounds, there is still a lack of metal-organic complex catalytic systems with high activity and low biotoxicity.

Method used

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  • A bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and its preparation method
  • A bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and its preparation method
  • A bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment 1-9

[0093] Specific examples 1-9 are at first the synthetic steps of ligands LA~LI:

[0094]

Embodiment 1

[0096] The synthesis steps of the compound LA: under the protection of nitrogen, dissolve 2,4-di-tert-butylphenol (10.3g, 50mmol) in 100mL of dichloromethane, and slowly add 55mL of liquid bromine dichloromethane at 0°C methane solution (1.0mol / L), gradually return to room temperature and react for 12h, and use NaHSO 3 The reaction was quenched, and the organic phase was extracted with dichloromethane, anhydrous NaSO 4 Dry, concentrate, and separate by column chromatography to obtain 13.49 g of 2,4-di-tert-butyl-6-bromophenol, with a yield of 95%. Under nitrogen, dissolve 2,4-di-tert-butyl-6-bromophenol in 1,4-dioxane, add [1,1'-bis(diphenylphosphino)ferrocene] di 3.5g of palladium chloride, 18.0g of biboronic acid pinacol ester and 14g of potassium acetate were reacted at 80°C for 16h. After the reaction was completed, the reaction solution was directly concentrated and separated by column chromatography to obtain a white solid 2,4-di-tert-butyl -6-Hydroxyphenylboronic acid...

Embodiment 2

[0098] The synthesis steps of the compound LB: under the protection of nitrogen, dissolve 2-tert-butyl-4-methoxyphenol (9.0g, 50mmol) in 100mL of dichloromethane, slowly add 55mL of liquid bromine at 0°C dichloromethane solution (1.0mol / L), gradually return to room temperature and react for 12h, and use NaHSO 3 The reaction was quenched, and the organic phase was extracted with dichloromethane, anhydrous NaSO 4 Dry, concentrate, and separate by column chromatography to obtain 11.6 g of 2-tert-butyl-4-methoxy-6-bromophenol, with a yield of 90%. Under nitrogen, dissolve 2-tert-butyl-4-methoxy-6-bromophenol in 1,4-dioxane, add [1,1'-bis(diphenylphosphino)diocene Iron] 3.0g of palladium dichloride, 17.1g of biboronic acid pinacol ester and 13.5g of potassium acetate were reacted for 16h at 80°C. After the reaction was completed, the reaction solution was directly concentrated and separated by column chromatography to obtain a white solid 2-tert-butyl 7.3 g of 4-methoxy-6-hydroxy...

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Abstract

The invention relates to a bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and a preparation method; the bipyridine bisphenol-aluminum complex has a structural formula such as I; the X group is Cl, CH 3 COO, CF 3 COO or NO 3 , R 1 , R 2 , R 3 and R 4 The groups are simultaneously or independently H, a halogen atom, an alkoxy group, an alkane group or a substituted alkane group; an aromatic hydrocarbon group or a substituted aromatic hydrocarbon group. Prepared by reaction of 2,4‑disubstituted phenols with R 1 , R 2 , R 3 and R 4 The bipyridine bisphenol ligand; then dissolved in a good solvent, and added to the good solvent of the metal aluminum source, and reacted to obtain a catalyst, X-ray single crystal diffraction showed that the complex distorted the structure of the square pyramid. The synthesized catalyst was used to prepare unsaturated polyester. The obtained unsaturated polyester has a polyester segment content greater than 99%, and can be used for further copolymerization with vinyl monomers to prepare unsaturated polyester resins.

Description

technical field [0001] The present invention relates to the technical field of the synthesis of bipyridine bisphenol-aluminum catalyst and the alternate copolymerization of cyclic anhydride and epoxy compound to prepare unsaturated polyester, specifically refers to a bipyridine bisphenol-aluminum catalyst and its preparation method and maleic anhydride, etc. Other unsaturated anhydride / epoxy alternate copolymerization to prepare unsaturated polyester. Background technique [0002] Aliphatic polyesters are an important class of environmentally friendly and degradable polymer materials, which have attracted extensive attention from academia and industry. The methods for synthesizing polyester mainly include condensation polymerization of dibasic acid / dibasic alcohol, ring-opening polymerization of cyclic ester or lactone, and alternating copolymerization of ring-opening of cyclic anhydride / epoxy. Condensation polymerization is a stepwise polymerization, while ring-opening pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/58C08G63/84
CPCC08G63/58C08G63/84
Inventor 王彬李悦生陈晓璐
Owner TIANJIN UNIV
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