Method for preparing polycarbonate by copolymerizing carbon dioxide and alpha-pinene derivatives

A technology of polycarbonate and carbon dioxide, which is applied in the field of preparation of new polycarbonate, can solve the problems of inability to realize industrial production and limited resources of epoxy limonene, achieve good biocompatibility, be easy to epoxidize, and expand the application field Effect

Inactive Publication Date: 2015-06-03
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Coates et al. obtained chiral high molecular weight polymers by alternating copolymerization of epoxylimonene and carbon dioxide, but epoxylimonene resources are limited and industrial production cannot be realized [Coates G W et al. J. Am. Chem. Soc., 2004, 126, 11404-11405]

Method used

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  • Method for preparing polycarbonate by copolymerizing carbon dioxide and alpha-pinene derivatives
  • Method for preparing polycarbonate by copolymerizing carbon dioxide and alpha-pinene derivatives
  • Method for preparing polycarbonate by copolymerizing carbon dioxide and alpha-pinene derivatives

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Experimental program
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Effect test

Embodiment 1

[0034] 1. Preparation of α-epoxy pinane

[0035] The sodium carbonate of equimolar, chloroform, the α-pinene that mass percent concentration is 93% are added in the reactor, and the peracetic acid that the mass percent concentration of equimolar concentration is 30% is added dropwise while stirring, wherein reaction The temperature is 30°C, the reaction time is 1.5 hours, the product is extracted once with chloroform after adding water, the solution is alternately washed with saturated sodium chloride and saturated sodium thiosulfate solution to neutrality, dried over anhydrous sodium sulfate, and reduced Pressure distillation collected fractions at 75°C and 2.0KPa to obtain the product α-epoxypinane.

[0036] 2. The main catalyst is the tetradentate Schiff base metal complex SalenCr Ⅲ The preparation of Cl, the structure of the catalyst is shown in formula III:

[0037]

[0038] I

[0039] In the formula: M is Cr 3+ ; X is Cl -1 ;

[0040] The preparation method of t...

Embodiment 2

[0050] 1. Preparation of α-epoxy pinane

[0051] Add equimolar sodium carbonate, chloroform, mass percent concentration of 93% α-pinene into the reactor, add dropwise equimolar mass percent concentration of 35% peracetic acid while stirring, wherein the reaction The temperature was 35°C, and the reaction time was 3.0 hours. After adding water, the product was extracted three times with chloroform, and the solution was alternately washed with saturated sodium chloride and saturated sodium thiosulfate solution to neutrality, dried over anhydrous sodium sulfate, and reduced Pressure distillation collected fractions at 77°C and 2.0KPa to obtain the product α-epoxypinane.

[0052] 2. The main catalyst is the tetradentate Schiff base metal complex SalenCr Ⅲ The preparation of Cl, the structure of this catalyst is shown in formula I:

[0053]

[0054] I

[0055] In the formula: M is Cr 3+ ; X is Cl -1 ;

[0056] Ligand Preparation

[0057] Add (R,R)-1,2-cyclohexanediamine...

Embodiment 3

[0065] 1. Preparation of epoxybornene

[0066] Add 5g of α-pinene into the reactor, feed dry hydrogen chloride gas at -10°C, and stop the aeration after the liquid in the reactor is completely converted into a solid, to obtain a solid crude product, add dimethylformamide and tert-butyl Sodium alkoxide until the solid crude product is completely dissolved, and the reaction is stopped after stirring at 80°C for 2 hours. After the product is washed with distilled water to neutrality, the product is extracted with petroleum ether after adding water, and the extract is dried over anhydrous sodium sulfate, and evaporated under normal pressure. Remove the solvent to obtain crystalline norbornene, add the dissolved solution into the reactor according to the ratio of 1.0g norbornene dissolved in 15ml dichloromethane solvent, and add the dichloromethane solution of m-chloroperoxybenzoic acid dropwise while stirring at a constant temperature of 20°C ( 1g m-chloroperoxybenzoic acid is dis...

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Abstract

The invention discloses a method for preparing polycarbonate by copolymerizing carbon dioxide and alpha-pinene derivatives, and belongs to the field of high molecular materials. The polycarbonate material with an alternate structure is prepared by copolymerizing two alpha-pinene derivatives and the carbon dioxide under a catalytic system and under the condition that the carbon dioxide pressure is 2.0 to 5.0 MPa, wherein the catalytic system consists of tetradentate schiff base metal complexes SalenMX as a main catalyst and bi(triphenylphosphine) ammonium chloride or 4-dimethylamino-pyridine or the like as a cocatalyst. By adoption of the method, the process is simple, and the raw material alpha-pinene is cheap, easily available and renewable. The method has the advantages of high catalytic efficiency, large molecular weight of copolymers, narrow distribution and the like. The polycarbonate obtained by polymerization has the characteristics of excellent biodegradability, excellent biocompatibility and the like, and can be applied to industries such as agriculture, biomedicine and the like.

Description

technical field [0001] The invention relates to the preparation of novel polycarbonate, in particular to a method for preparing polycarbonate by copolymerizing carbon dioxide and α-pinene derivatives. Background technique [0002] As one of the main greenhouse gases, carbon dioxide is also an abundant carbon resource. At present, countries are actively exploring new ways of comprehensive utilization of carbon dioxide, among which the research on the synthesis of polymer materials using carbon dioxide is very active. Polycarbonate, a copolymerization product of carbon dioxide and epoxy compounds, has excellent oxygen and water barrier properties, and can be widely used in food packaging, disposable medical materials and other fields. [0003] In recent decades, people have studied the copolymerization of carbon dioxide and unsaturated compounds, heteroatom-containing cyclic compounds, diamines, diols, etc., among which the copolymerization of carbon dioxide and epoxy compoun...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/32
Inventor 贾庆明母佳利范文俊陕绍云
Owner KUNMING UNIV OF SCI & TECH
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