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Method for synthesizing polyunsaturated side group-containing polyester or polyether ester by using rare earth catalyst and post-modification of polyunsaturated side group-containing polyester or polyether ester

A technology of rare earth catalyst and side-group polyester, which is applied in the field of synthesis of cyclic lactone and oxetane, polyester or polyether ester, can solve the problem that EVL cannot carry out ring-opening polymerization, etc., and achieves a simple and efficient preparation method. The effect of cheap and easy-to-obtain raw materials and high catalytic activity

Active Publication Date: 2021-06-01
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In order to solve the problem that EVL cannot carry out ring-opening polymerization, the object of the invention is to provide a kind of method that EVL realizes ring-opening polymerization,

Method used

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  • Method for synthesizing polyunsaturated side group-containing polyester or polyether ester by using rare earth catalyst and post-modification of polyunsaturated side group-containing polyester or polyether ester
  • Method for synthesizing polyunsaturated side group-containing polyester or polyether ester by using rare earth catalyst and post-modification of polyunsaturated side group-containing polyester or polyether ester
  • Method for synthesizing polyunsaturated side group-containing polyester or polyether ester by using rare earth catalyst and post-modification of polyunsaturated side group-containing polyester or polyether ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Add 0.014g (0.028mmol) of Sc(OTf) to the flame-dried reaction flask 3 , then add 0.170g (1.118mmol) of EVL and 0.142g (1.654mmol) of β-butyrolactone (β-BL), shake evenly, and dissolve the catalyst in the monomer. Sc(OTf) 3 The molar ratio to the monomer is 1:100. After sealing, it was placed in an oil bath at 70°C for 2 hours to react. After the reaction, the mixture was poured into n-hexane to precipitate and filtered, and the obtained polymer was vacuum-dried for 2 days to obtain polyester with a yield of 90%. The SEC weight average molecular weight of the obtained polymer was 2.9 kDa, and the molecular weight distribution was 2.87.

[0054] The resulting product was dissolved in deuterated chloroform, and carried out 1 H NMR test, the obtained product nuclear magnetic proton spectrogram sees attached figure 1 . figure 1 It can be seen in the figure that at the low field of the H NMR spectrum, the hydrogen atom signals h, g, and f on the unsaturated bonds in the ...

Embodiment 2

[0056] Other polymerization conditions are identical with embodiment 1, difference is to use Lu (OTf) 3 as a catalyst. Monomer and Lu(OTf) 3 The molar ratio was 200:1, and the reaction was carried out in an oil bath at 50° C. for 24 hours, and the yield of the obtained polyester was 93%. The SEC weight average molecular weight of the obtained polymer was 3.9 kDa, and the molecular weight distribution was 2.45.

Embodiment 3

[0058] Other polymerization conditions are identical with embodiment 1, difference is to use La(OTf) 3 as a catalyst. Monomer and La(OTf) 3 The molar ratio was 300:1, and the reaction was carried out in a thermostat at 25° C. for 7 days, and the yield of the obtained polyester was 95%. The SEC weight average molecular weight of the obtained polymer was 5.9 kDa, and the molecular weight distribution was 1.89.

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Abstract

The invention discloses a method for catalytically synthesizing polyunsaturated side group-containing polyester by using a rare earth catalyst and post-modifying the polyunsaturated side group-containing polyester. The method comprises the following steps: performing ring-opening copolymerization on 3-ethylidene-6-vinyl tetrahydro-2H-pyran-2-ketone, cyclic lactone, an oxa-cycloalkane monomer and a homolog thereof by taking trifluoromethanesulfonic acid rare earth as a catalyst, reacting for a certain time at a certain temperature to prepare high-molecular-weight polyunsaturated side group-containing polyester or polyether ester, and then carrying out post-modification on the unsaturated bond of the side chain through reactions such as thiol-alkene click and the like. The catalyst is cheap and easy to prepare, the prepared product has polyunsaturated side groups and can be used as a precursor of various functional polymer materials, and various properties of polyester or polyether ester are changed through modification, so that the catalyst has a wide application prospect.

Description

technical field [0001] The present invention relates to a novel rare earth metal catalyst: trifluoromethanesulfonic acid rare earth catalyst, a multi-substituted δ-valerolactone cyclic monomer: 3-ethylene-6-vinyltetrahydro-2H-pyran -2-ketone, and two kinds of comonomers with high ring-opening activity: cyclic lactone and oxetane, and the synthetic method of polyester or polyether ester. Background technique [0002] 3-Ethylidene-6-vinyltetrahydro-2H-pyran-2-one (3-Ethylidene-6-vinyltetrahydro-2H-pyran-2-one, EVL) is a disubstituted δ-valerolactone , generated by the reaction of carbon dioxide and butadiene under the catalysis of palladium catalyst. EVL was discovered as early as 1976, and its synthesis conditions are still being improved. At present, its synthesis process can achieve a selectivity of more than 96% and a yield of more than 86% (Chemistry Select 2020, 9404–9408.), and has been Continuous production has been realized on small devices (Chemical Engineering & T...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/91C08G63/08C08G63/664C08G63/84
CPCC08G63/912C08G63/08C08G63/664C08G63/84C08G63/823
Inventor 倪旭峰岳思聪凌君
Owner ZHEJIANG UNIV
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