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Catalyst for catalyzing copolymerization reaction of carbon dioxide and cyclohexene oxide to prepare poly(cyclohexene carbonate)

A technology of polycyclohexenyl carbonate and epoxycyclohexane, 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, simple preparation process and cheap raw materials

Active Publication Date: 2018-03-09
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 catalysts is relatively high

Method used

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  • Catalyst for catalyzing copolymerization reaction of carbon dioxide and cyclohexene oxide to prepare poly(cyclohexene carbonate)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) furan condensed 3-aminothiophene zinc complex is as follows:

[0025] (1) Dissolve 0.99g (0.01mol) of 3-aminothiophene and 1.68g (0.005mol) of 2,5-bis(2-formylphenoxymethyl)furan in 20mL of methanol respectively to form a solution. 2,5-bis(2-formylphenoxymethyl)furan methanol solution was added dropwise to 3-aminothiophene methanol solution, heated to reflux after the dropwise addition, stirred for 0.5h, washed with ether, dried to obtain 2,5- Bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand;

[0026] The structural formula of 2,5-bis(2-formylphenoxymethyl)furyl condensed 3-aminothiophene ligand is

[0027]

[0028] Structural characterization of ligands:

[0029] 1 H NMR (400 MHz, CDCl 3 ): δ 5.3(s, 4H, CH 2 ), 6.1~8.0(m, 16H, aromatic H), 8.4 (s, 2H, CH);

[0030] (2) Weigh 0.1 mol of 2,5-bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand into a container, vacuumize, fill with nit...

Embodiment 2

[0032] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) furan condensed 3-aminothiophene zinc complex is as follows:

[0033] (1) Dissolve 0.99g (0.01mol) of 3-aminothiophene and 1.35g (0.004mol) of 2,5-bis(2-formylphenoxymethyl)furan in 15mL of methanol respectively to form a solution. 2,5-bis(2-formylphenoxymethyl)furan methanol solution was added dropwise to 3-aminothiophene methanol solution, heated to reflux after the dropwise addition, stirred for 1 h, washed with ether, dried to obtain 2,5-di (2-Formylphenoxymethyl)furyl 3-aminothiophene ligand.

[0034] (2) Weigh 0.1 mol of 2,5-bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand into a container, vacuumize, fill with nitrogen, and add 200mL of toluene to dissolve 2 , 5-bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand, add toluene solution (10%vol) containing 0.12mol diethylzinc under ice-salt bath cooling, and stir for 0.8h , remove the ice-salt bath, stir at room temperature for 1.3h, a...

Embodiment 3

[0036] Catalyst 2, the preparation method of 5-bis (2-formylphenoxymethyl) furan condensed 3-aminothiophene zinc complex is as follows:

[0037] (1) Dissolve 0.99g (0.01mol) of 3-aminothiophene and 2.02g (0.006mol) of 2,5-bis(2-formylphenoxymethyl)furan in 15mL of methanol respectively to form a solution. 2,5-bis(2-formylphenoxymethyl)furan methanol solution was added dropwise to 3-aminothiophene methanol solution, heated to reflux after the dropwise addition, stirred for 2 hours, washed with ether, dried to obtain 2,5-di (2-Formylphenoxymethyl)furyl 3-aminothiophene ligand.

[0038] (2) Weigh 0.1 mol of 2,5-bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand into a container, vacuumize, fill with nitrogen, and add 200mL of toluene to dissolve 2 , 5-bis(2-formylphenoxymethyl)furyl 3-aminothiophene ligand, add toluene solution (10%vol) containing 0.13mol diethylzinc under ice-salt bath cooling, after stirring for 1h, Remove the ice-salt bath, stir at room temperature for ...

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Abstract

The invention discloses a catalyst for catalyzing a copolymerization reaction of carbon dioxide and cyclohexene oxide to prepare poly(cyclohexene carbonate). The catalyst is a 2,5-bis(2-formylphenyloxymethyl)furan 3-aminothiophene zinc complex. Poly(cyclohexene carbonate) with different molecular weights can be prepared under the condition that the catalyst catalyzes the copolymerization of carbondioxide and cyclohexene oxide at the temperature of 60-200 DEG C and the carbon dioxide pressure of 0.5-5MPa. The catalyst disclosed by the invention is high in catalytic activity and simple in preparation process. Poly(cyclohexene carbonate) with different molecular weights can be obtained under a reaction condition that the catalyst catalyzes the copolymerization of carbon dioxide and cyclohexene oxide to prepare poly(cyclohexene carbonate), the highest catalytic efficiency reaches up to 216g polymers / g catalyst, and the content of polycarbonate in poly(cyclohexene carbonate) exceeds 95%.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and collectively relates to a catalyst used for the copolymerization reaction of carbon dioxide and epoxycyclohexane to prepare polycyclohexene carbonate. Background technique [0002] Carbon dioxide is an inexhaustible carbon resource on the earth. Its reserves are extremely rich, and its content in the atmosphere alone reaches 2.75×10 12 Ton. In recent years, due to the dwindling of petroleum resources and the ecological and environmental problems caused by a large amount of carbon dioxide in the air, countries all over the world have paid great attention to the development and utilization of carbon dioxide in solving problems such as energy shortage, resource shortage and serious pollution. In recent years, research on the synthesis of polymer materials using carbon dioxide has been very active. Carbon dioxide can undergo binary or ternary copolymerization reactions with unsaturate...

Claims

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Application Information

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IPC IPC(8): C08G64/34C08G64/02C07D409/14
CPCC07D409/14C08G64/0208C08G64/34
Inventor 张晓静王延伟赵珂张雅琪
Owner 天长市润源催化剂有限公司
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