Polycarbonate with optical activity

A polycarbonate, optically active technology, applied in the polycarbonate field, can solve the problems of the greenhouse effect, harsh reaction conditions, single product type, etc., and achieve the effects of broad industrial promotion value, mild reaction conditions and high optical selectivity

Active Publication Date: 2016-03-09
郑州裕昌建筑节能科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although carbon dioxide is the raw material for photosynthesis of plants, the sharp increase of carbon dioxide not only destroys the carbon cycle in nature, but also leads to the greenhouse effect, causing drastic changes in global climate
However, there are still many problems to be solved in the preparation of polycarbonate by alternating copolymerization of carbon dioxide and epoxy compounds, such as: the types of products obtained are relatively single, unable to meet different industrial needs; for polycarbonate with optical activity , the selectivity of the catalytic system is low, and the ideal optical purity cannot be obtained yet; usually higher carbon dioxide pressure is required, and the reaction conditions are harsh

Method used

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  • Polycarbonate with optical activity

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] (1) Add chiral ligand A (Ar=Ph) 0.061 g, 0.1 mmol) and 2 mL toluene into a Schlenk reaction tube, and replace the air in the tube with nitrogen. Slowly add ZnEt dropwise at 0°C (ice-water bath) under nitrogen protection 2 (Organometallic; 0.2mL, 1.0M, 0.2mmol), then stirred at room temperature for 30min. Then add absolute ethanol (0.04mL, 1M, 0.04mmol), continue to stir at room temperature for 15min, then add 2mmol of 7-oxobicyclo[4.1.0]-3-heptene (1a), bubble with carbon dioxide, 30°C The reaction was stirred for 36h.

[0021] 40 mL of dichloromethane was added to the reaction system for dilution, the organic phase was washed with 1M hydrochloric acid (3×20 mL) and saturated sodium chloride solution (2×20 mL), and the organic phase was dried over anhydrous magnesium sulfate. Concentrate under reduced pressure to about 3 mL, add 40 mL of methanol to precipitate the polymer, filter, wash with methanol, and dry the product to constant weight to obtain a white solid poly...

Embodiment 2

[0025] (1) Add chiral ligand A (Ar=Ph) 0.061 g, 0.1 mmol) and 2 mL toluene into a Schlenk reaction tube, and replace the air in the tube with nitrogen. Slowly add ZnEt dropwise at 0°C (ice-water bath) under nitrogen protection 2 (Organometallic; 0.2mL, 1.0M, 0.2mmol), then stirred at room temperature for 30min. Then add absolute ethanol (0.04mL, 1M, 0.04mmol), continue to stir at room temperature for 15min, then add 2mmol of cyclopentene oxide (1b), bubble carbon dioxide, and stir at 30°C for 36h.

[0026] 40 mL of dichloromethane was added to the reaction system for dilution, the organic phase was washed with 1M hydrochloric acid (3×20 mL) and saturated sodium chloride solution (2×20 mL), and the organic phase was dried over anhydrous magnesium sulfate. Concentrate under reduced pressure to about 3 mL, add 40 mL of methanol to precipitate the polymer, filter, wash with methanol, and dry the product to constant weight to obtain 0.257 g of white solid polyoxycyclopentene carbo...

Embodiment 3

[0030] (1) Add chiral ligand A (Ar=Ph) 0.061 g, 0.1 mmol) and 2 mL toluene into a Schlenk reaction tube, and replace the air in the tube with nitrogen. At 0° C. (ice-water bath) under nitrogen protection, ZnEt2 (organometallic; 0.2 mL, 1.0 M, 0.2 mmol) was slowly added dropwise thereto, and stirred at room temperature for 30 min. Then add absolute ethanol (0.04mL, 1M, 0.04mmol), continue to stir at room temperature for 15min, then add 2mmol of 4,4-dimethyl-3,5,8-trioxobicyclo[5.1.0]octane (1c), carbon dioxide bubbles, stirred at 30°C for 36h.

[0031] 40 mL of dichloromethane was added to the reaction system for dilution, the organic phase was washed with 1M hydrochloric acid (3×20 mL) and saturated sodium chloride solution (2×20 mL), and the organic phase was dried over anhydrous magnesium sulfate. Concentrate under reduced pressure to about 3 mL, add 40 mL of methanol to precipitate the polymer, filter, wash with methanol, and dry the product to constant weight. 0.321 g (y...

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Abstract

The invention relates to polycarbonate with optical activity and a preparation method thereof, belonging to the technical field of polymer synthesis. A repetitive unit of the polycarbonate is shown in the description, wherein R1-R3 are -H or alkyl. The preparation method of the polycarbonate comprises the following steps: dispersing an epoxide and a catalyst into an organic solvent, and performing a carbon dioxide bubbling reaction for 30-40h, thus obtaining the polycarbonate; the epoxide is shown in the description. The prepared polycarbonate has optical activity, a number-average molar mass of more than 3000, and a vitrification transformation temperature being more than 150 DEG C, maximally 272 DEG C, and the polycarbonate can be used as a high temperature-resistant polymer material and be applied to fields with harsh work environments. The preparation method can be implemented under room temperature, the pressure requirement on carbon dioxide is very low, reaction conditions are mild, the optical selectivity is high, and a prepared product has extremely high optical purity and wide industrial promotion value.

Description

[0001] This application is derived from a patent application with the original application number 2014102963704, the filing date is June 27, 2014, and the title is optically active polycarbonate and its preparation method. technical field [0002] The invention belongs to the technical field of polymer synthesis, and in particular relates to a class of optically active polycarbonates. Background technique [0003] Carbon dioxide is one of the final products of most energy release processes, including combustion and metabolic processes. As a carbon resource, the reserves of carbon dioxide on the earth are greater than the sum of natural gas, oil and coal. Since the Industrial Revolution, the amount of carbon dioxide in the atmosphere has skyrocketed. Although carbon dioxide is the raw material for photosynthesis of plants, the sharp increase of carbon dioxide not only destroys the natural carbon cycle, but also leads to the greenhouse effect, causing drastic changes in the gl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/34
Inventor 刘绍文任金霞华远照黄培进王敏灿王涵
Owner 郑州裕昌建筑节能科技有限公司
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