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Method for preparing aliphatic polycarbonate by copolymerization of carbon dioxide and cyclohexene oxide

A technology for oxidizing cyclohexene and carbon dioxide, which is applied in the field of organic synthesis, can solve the problems of complex preparation process and high catalyst cost, and achieve the effects of good reaction selectivity, high catalytic efficiency and convenient operation

Active Publication Date: 2019-07-12
天长市润源催化剂有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most catalysts need to add co-catalysts, the preparation process is complicated, and the cost of some catalysts is relatively high

Method used

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  • Method for preparing aliphatic polycarbonate by copolymerization of carbon dioxide and cyclohexene oxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) thiophene condensed 3-aminothiophene zinc complex is as follows:

[0028] (1) Dissolve 1.76g (0.005mol) of 2,5-bis(2-formylphenoxymethyl)thiophene and 0.99g (0.01mol) of 3-aminothiophene in 15mL of methanol respectively. Add 5-bis(2-formylphenoxymethyl)thiophene methanol solution dropwise to 3-aminothiophene methanol solution, heat to reflux after the dropwise addition, continue stirring for 2 hours, filter out the precipitate, wash the precipitate with ether, Dry to obtain 2,5-bis(2-formylphenoxymethyl)thiophene condensed 3-aminothiophene ligand;

[0029] The structural formula of 2,5-bis(2-formylphenoxymethyl)thiophene condensed 3-aminothiophene ligand is

[0030]

[0031] Structural characterization of ligands:

[0032] 1 H NMR (400 MHz, CDCl 3 ): δ 5.65(s, 4H, CH 2), 6.5~8.3(m, 16H, aromaticH), 8.72 (s, 2H, CH);

[0033] (2) Weigh 0.1mol of 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothi...

Embodiment 2

[0035] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) thiophene condensed 3-aminothiophene zinc complex is as follows:

[0036] (1) Dissolve 1.4g (0.004mol) of 2,5-bis(2-formylphenoxymethyl)thiophene and 0.99g (0.01mol) of 3-aminothiophene in 15mL of methanol respectively. Add 5-bis(2-formylphenoxymethyl)thiophene methanol solution dropwise to 3-aminothiophene methanol solution, heat to reflux after the dropwise addition, continue stirring for 1 hour, filter out the precipitate, wash the precipitate with ether, Dry to obtain 2,5-bis(2-formylphenoxymethyl)thiophene condensed 3-aminothiophene ligand;

[0037] (2) Weigh 0.1mol of 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothiophene ligand into a container, vacuumize, fill with nitrogen, and add 200mL of toluene to dissolve bis 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothiophene ligand, add toluene solution (10 vol %) containing 0.12mol diethylzinc under ice-salt bath cooling, stir for 1h , remove t...

Embodiment 3

[0039] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) thiophene condensed 3-aminothiophene zinc complex is as follows:

[0040] (1) Dissolve 2.11g (0.006mol) of 2,5-bis(2-formylphenoxymethyl)thiophene and 0.99g (0.01mol) of 3-aminothiophene in 20mL of methanol respectively. Add 5-bis(2-formylphenoxymethyl)thiophene methanol solution dropwise to 3-aminothiophene methanol solution, heat to reflux after the dropwise addition, continue stirring for 0.5h, filter out the precipitate, and wash the precipitate with ether , dried to obtain 2,5-bis(2-formylphenoxymethyl)thiophene condensed 3-aminothiophene ligand;

[0041] (2) Weigh 0.1mol of 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothiophene ligand into a container, vacuumize, fill with nitrogen, and add 200mL of toluene to dissolve bis 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothiophene ligand, add toluene solution (10 vol %) containing 0.11mol diethylzinc under ice-salt bath cooling, and stir for 1h ...

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Abstract

The invention discloses a method for preparing aliphatic polycarbonate by copolymerization reaction of carbon dioxide and cyclohexene oxide. According to the method, a 2,5-di(2-aldehyde phenoxy methyl)thiophene acetal 3-aminothienylzinc complex is adopted as a catalyst, the mass of the catalyst is 0.05 to 1 percent of the mass of the cyclohexene oxide; when the aliphatic polycarbonate is preparedby copolymerization reaction of the carbon dioxide and the cyclohexene oxide, the reaction temperature is 80 to 220 DEG C, the pressure of the carbon dioxide is 1 to 5MPa, the reaction time is 6 to 48h, and the whole copolymerization reaction during preparation of the aliphatic polycarbonate by copolymerization reaction of the carbon dioxide and the cyclohexene oxide is performed under a solvent-free condition. According to the method, the catalyst has the advantages of high catalytic efficiency, high reaction selectivity, mild catalytic reaction condition and convenience for operation when being used for copolymerization of the carbon dioxide and the cyclohexene oxide.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and specifically relates to a method for preparing aliphatic polysaccharides by using 2,5-bis(2-formylphenoxymethyl)thiophene 3-aminothiophene zinc complex to catalyze the copolymerization reaction of carbon dioxide and cyclohexene oxide. Carbonate method. Background technique [0002] Carbon dioxide is an exhaust gas that pollutes the environment, but it is also a valuable carbon resource and a polymerizable monomer. Its reserves on the earth are more than the sum of natural gas, oil and coal. Many organic substances can be obtained by using carbon dioxide, but in most processes, a large amount of energy or hydrogen is consumed to reduce carbon. Using monomers such as carbon dioxide and epoxy compounds to synthesize polymer products, the oxidation state of carbon has not changed, and no additional energy or hydrogen source is required. At the same time, a new type of carbon dioxide re...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/34C08G64/02
Inventor 曹伟娜吕名秀迟长龙王延伟谢铮赵俊杰
Owner 天长市润源催化剂有限公司