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Polyester depolymerization or cyclic ester synthesis catalyst as well as preparation method and application thereof

A catalyst and polyester technology, which is applied in the direction of carboxylate preparation, chemical instruments and methods, organic compound/hydride/coordination complex catalyst, etc. It can solve the problems of large catalyst consumption, slow reaction rate, and low utilization value, etc. problems, avoiding equipment and process design challenges, facilitating industrial production, and improving utilization

Pending Publication Date: 2022-07-29
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the current depolymerization recovery method of polyester and the cyclization reaction of cyclic ester synthesis still have the following problems when entering the middle and late stages of the reaction: (1) the high viscosity of polyester will cause serious mass transfer problems in the reaction process, It brings great challenges to the design of reaction equipment and processes, and the existing catalysts and their catalytic methods cannot take into account the effect of reducing viscosity while catalyzing the reaction, so that not only the reaction rate is slow but the impurity content in the product is high; (2) the existing medium The catalyst used is often poorly compatible with polyester, and it is difficult to fully exert its catalytic effect, resulting in large catalyst consumption, low depolymerization efficiency, and high depolymerization cost; (3) when there is a chiral site in the reactant, Existing catalytic methods often use extreme conditions such as strong acid, strong alkali, and high temperature, so stereoisomerization reactions will occur during the reaction process, resulting in racemization of the product, and the use value is low

Method used

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  • Polyester depolymerization or cyclic ester synthesis catalyst as well as preparation method and application thereof
  • Polyester depolymerization or cyclic ester synthesis catalyst as well as preparation method and application thereof
  • Polyester depolymerization or cyclic ester synthesis catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] (1) 40mmol of 1-methylimidazole and 40mmol of 8-chloro-n-octanol were added to the round-bottomed flask, and the reaction was stirred for 48h under heating in an oil bath at 100°C in a nitrogen atmosphere, and then washed with ethyl acetate and dried to obtain 1 -Hydroxyoctyl-3-methylimidazolium chloride (Cl –+ MIm-C 8 -OH). (2) 20mmol Cl –+ MIm-C 8 -OH with 20mmol FeCl3 Add to a round-bottomed flask, stir and react in an oil bath at 80 °C in a nitrogen atmosphere for 0.5 h to obtain FeCl 3 -Cl –+ MIm-C 8 -OH. (3) 10mmol FeCl 3 -Cl –+ MIm-C 8 -OH and 100mmolδ-VL were added to a round-bottomed flask, and the reaction was stirred for 4h under heating in an oil bath at 140°C in a nitrogen atmosphere, and FeCl was prepared by ring-opening polymerization. 3 -Cl –+ MIm-C 8 -poly(δ-VL) 10 -OH. The long-chain structure of the products of step (1) and step (2) is a long alkyl chain, and the number of carbon atoms in the main chain=8; the long-chain structure of the...

Embodiment 2

[0077] (1) 40mmol of 1-methylimidazole and 48mmol of 3-chloro-1-propanol were added to the round-bottomed flask, and the reaction was stirred for 48h under heating in an oil bath at 80°C in a nitrogen atmosphere, washed with ethyl acetate and dried. Obtain 1-hydroxypropyl-3-methylimidazolium chloride (Cl –+ MIm-C 3 -OH). (2) 20mmol Cl –+ MIm-C 3 -OH with 20mmol FeCl 3 Add it to a round-bottomed flask, stir and react for 4h under heating in an oil bath at 25°C in a nitrogen atmosphere to obtain FeCl 3 -Cl –+ MIm-C 3 -OH. (3) 10mmol FeCl 3 -Cl –+ MIm-C 3 -OH and 50mmolδ-VL were added to the round-bottomed flask, and the reaction was stirred for 8h under the heating of an oil bath at 120°C in a nitrogen atmosphere, and FeCl was obtained by ring-opening polymerization. 3 -Cl –+ MIm-C 3 -poly(δ-VL) 5 -OH. The long-chain structure of the product in step (3) is an aliphatic polyester chain, and the number of carbon atoms in the main chain=5*5+3=28.

Embodiment 3

[0079] (1) 40mmol of 1-methylimidazole and 32mmol of 2-bromo-1-ethanol were added to the round-bottomed flask, and the reaction was stirred for 24h under heating in an oil bath at 60°C in a nitrogen atmosphere, washed with ethyl acetate and dried to obtain 1-Hydroxyethyl-3-methylimidazolium bromide (Br –+ MIm-C 2 -OH). (2) 20mmol Br –+ MIm-C 2 -OH with 20mmol FeCl 3 Add it to a round-bottomed flask, and stir the reaction for 12h under the heating of an oil bath at 25°C in a nitrogen atmosphere to obtain FeCl 3 -Br –+ MIm-C 2 -OH. (3) 10mmol FeCl 3 -Br –+ MIm-C 2 -OH and 300mmolδ-VL were added to a round-bottomed flask, and the reaction was stirred for 2h under heating in an oil bath at 160°C in a nitrogen atmosphere, and FeCl was prepared by ring-opening polymerization. 3 -Br –+ MIm-C 2 -poly(δ-VL) 30 -OH. The long-chain structure of the product in step (3) is an aliphatic polyester chain, and the number of carbon atoms in the main chain=5*30+2=152.

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Abstract

The invention discloses a polyester depolymerization or cyclic ester synthesis catalyst as well as a preparation method and application thereof. The catalyst is a long-chain catalyst which has a main chain carbon atom number of more than or equal to 8 and simultaneously contains a terminal ion group and a terminal hydroxyl group structure. The preparation method comprises the following steps: combining some classic reactions: quaternization reaction, Lewis acid-base neutralization reaction, ring-opening polymerization reaction, esterification polycondensation reaction, Bronsted acid-base neutralization reaction, ester bond alkaline hydrolysis reaction and double decomposition reaction. And the catalyst can be used for catalyzing hydrolysis, alcoholysis or cyclization depolymerization of polyester to recover corresponding monomers or monomers and oligomers or catalyzing hydroxy acid or hydroxy acid ester to synthesize cyclic ester monomers or cyclic ester monomers and cyclic oligomers through polycondensation and cyclization reactions. According to the catalyst, the viscosity of a reaction system can be reduced, the utilization rate of a catalytic active center can be greatly improved, the consumption of the catalyst is reduced, the overall catalytic efficiency is improved, high-efficiency, high-yield and selective depolymerization of polyester homopolymerization, copolymerization and blending or a compound can be realized, the operation is simple, and industrial production is facilitated.

Description

technical field [0001] The invention belongs to the technical field of polyester catalyst and its preparation and application, in particular to a polyester depolymerization or cyclic ester synthesis catalyst, a preparation method and application. Background technique [0002] Synthetic polymer materials are widely used in production and life due to their advantages of light weight, low price and good processability. With the large-scale production and use of polymer materials, the amount of waste is also continuously increasing, which not only consumes a lot of resources, but also causes serious environmental pollution. Therefore, the development of recycling technology of polymer materials becomes more and more important and urgent. [0003] Existing recycling methods include physical recycling for downgrading and reuse (CN201710740467.3), chemical recycling for high value-added products (CN201410233916.1), depolymerization and recycling for monomers (CN201510511713.9), et...

Claims

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Application Information

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IPC IPC(8): C08G63/685C08G63/688C08G63/68C08G63/91C08G65/328C08G63/83C08G63/84C07D233/60C07D277/22B01J31/02C07C67/08C07C69/44C07C69/40C07C69/675C07C69/68
CPCC08G63/6852C08G63/6882C08G63/6856C08G63/681C08G63/916C08G63/912C08G65/328C08G63/83C08G63/84C07D233/60C07D277/22B01J31/0281B01J31/0285C07C67/08B01J2231/14C07C69/44C07C69/40C07C69/675C07C69/68
Inventor 王玉忠田国强陈思翀罗紫璇李茂琴雷进
Owner SICHUAN UNIV
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