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Bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and preparation method

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

Active Publication Date: 2019-11-22
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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  • Bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and preparation method
  • Bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and preparation method
  • Bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and preparation method

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specific Embodiment 1-9

[0093] Specific examples 1-9 are the first steps for the synthesis of ligands LA to 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 dichloromethane, and slowly add 55mL liquid bromine dichloride under the condition of 0℃ Methane solution (1.0mol / L), gradually return to room temperature and react for 12h, use NaHSO after the reaction 3 Quench the reaction, extract the organic phase with dichloromethane, anhydrous NaSO 4 After drying, concentrating, and separating by column chromatography, 13.49 g of 2,4-di-tert-butyl-6-bromophenol was obtained with a yield of 95%. Under nitrogen, dissolve 2,4-di-tert-butyl-6-bromophenol in 1,4-dioxane and add [1,1'-bis(diphenylphosphino)ferrocene] 3.5g of palladium chloride, 18.0g of pinacol diboronic acid and 14g of potassium acetate, reacted at 80℃ for 16h. After the reaction, the reaction solution was directly concentrated and separated by column chromatography to obtain 2,4-di-tert-butyl as a white solid -6-Hydroxyphenylboronic acid p...

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 dichloromethane, and slowly add 55mL liquid bromine under the condition of 0℃ Dichloromethane solution (1.0mol / L), gradually return to room temperature and react for 12h. After the reaction, use NaHSO 3 Quench the reaction, extract the organic phase with dichloromethane, anhydrous NaSO 4 After drying, concentrating, and separating by column chromatography, 11.6 g of 2-tert-butyl-4-methoxy-6-bromophenol was obtained with a yield of 90%. Under nitrogen, dissolve 2-tert-butyl-4-methoxy-6-bromophenol in 1,4-dioxane and add [1,1'-bis(diphenylphosphino) dicene Iron] palladium dichloride 3.0g, pinacol diborate 17.1g and potassium acetate 13.5g, reacted at 80℃ for 16h, after the reaction, the reaction solution is directly concentrated and separated by column chromatography to obtain white solid 2-tert-butyl 7.3 g of 4-methoxy-6-hydroxyphenylboro...

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Abstract

The invention relates to a bipyridine bisphenol-aluminum catalyst for preparing unsaturated polyester and a preparation method. The structural formula of the bipyridine bisphenol-aluminum complex is shown as I; wherein the X group is Cl, CH3COO, CF3COO or NO3, and the R1 group, the R2 group, the R3 group and the R4 group are simultaneously or independently H, a halogen atom, an alkoxy group, an alkane group or a substituted alkane group, aromatic hydrocarbon groups or substituted aromatic hydrocarbon groups. The preparation method comprises the following steps: preparing a bipyridine bisphenolligand with R1, R2, R3 and R4 through reaction of 2, 4-disubstituted phenol; and dissolving in a good solvent, adding into a good solvent of a metal aluminum source, and reacting to obtain the catalyst, and X-ray single crystal diffraction shows that the coordination compound has a distorted tetragonal pyramid structure. Unsaturated polyester is prepared by using the synthesized catalyst. The polyester segment content of the obtained unsaturated polyester is greater than 99%, and the catalyst can be further copolymerized with a vinyl monomer to prepare unsaturated polyester resin.

Description

Technical field [0001] The invention relates to the synthesis of bipyridine bisphenol-aluminum catalyst and the technical field of alternate copolymerization of cyclic anhydrides and epoxy compounds to prepare unsaturated polyesters, and specifically refers to a bipyridine bisphenol-aluminum catalyst and a preparation method, maleic anhydride, etc. Other unsaturated anhydride / epoxy alternate copolymerization to prepare unsaturated polyester. Background technique [0002] Aliphatic polyester is an important type of environmentally friendly and degradable polymer material, which has received extensive attention from academia and industry. The methods for synthesizing polyester mainly include dibasic acid / diol condensation polymerization, cyclic ester or lactone ring-opening polymerization, and cyclic anhydride / epoxy ring-opening alternating copolymerization. Condensation polymerization is a gradual polymerization, while ring-opening polymerization and ring-opening alternating copo...

Claims

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Application Information

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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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