Highly heat-resistant and highly transparent polycarbonate ester, and preparation method therefor

A technology of polycarbonate and carbonate, applied in the field of polycarbonate and its preparation, to achieve the effect of high transparency and high heat resistance

Active Publication Date: 2016-03-09
SK CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] Meanwhile, in order to use DMCD or CHDA in the polycarbonate melt polycondensation reaction, it is necessary to convert one functional group present in DMCD or CHDA to another functional group, which can cause phenol to be produced as a by-product through transesterification with diols

Method used

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  • Highly heat-resistant and highly transparent polycarbonate ester, and preparation method therefor
  • Highly heat-resistant and highly transparent polycarbonate ester, and preparation method therefor
  • Highly heat-resistant and highly transparent polycarbonate ester, and preparation method therefor

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0097] Preparation Example 1: Synthesis of DPCD by using CHDA

[0098] 100 g (0.58 mol) CHDA (SK Chemicals), 218 g (2.32 mol) phenol, 0.1 g (0.55 mmol) Zn(OAc) with a cis / trans ratio of 95 / 5% 2 The catalyst and magnetic stir bar were introduced into a 500 mL single-necked flask. The flask was equipped with a distillation head, a thermometer and a condenser, and the flask was heated to 200°C. The reaction was allowed to proceed at the same temperature for 24 hours, and water generated as a by-product of the reaction was removed from the flask. After the reaction was completed, the reactant thus obtained was cooled to room temperature, and excessively introduced phenol was removed therefrom by using an evaporator. To the solid compound thus obtained was added excess water and mechanically stirred to remove residual phenol. After vacuum drying at 90° C. for 24 hours, 111 g of DPCD was obtained (yield: 59%). As a result of the reaction with phenol under the reaction conditions...

preparation Embodiment 2

[0099] Preparation Example 2: Synthesis of DPCD by using DMCD

[0100] 100 g (0.50 mol) DMCD (SK Chemicals), 188 g (2.00 mol) phenol, 100 mL water and 1.0 g (5.81 mmol) p-toluenesulfonic acid catalyst with a cis / trans ratio of 77 / 23% were introduced together with a magnetic stirring bar 500mL single-necked flask. The flask was equipped with a condenser, heated to 100°C, and refluxed for 10 hours with stirring. After the reaction was completed, the reactant thus obtained was cooled to room temperature, and then water and phenol were removed therefrom by distillation. Subsequently, the remaining reactants were heated to 200° C., and the reaction was performed at the same temperature for 24 hours, followed by removal of water generated as a by-product of the reaction. After the reaction was completed, the reactant thus obtained was cooled to room temperature, and excessively introduced phenol was removed therefrom using an evaporator. To the solid compound thus obtained was ad...

Embodiment 1

[0101] Embodiment 1: the preparation of bio-based polycarbonate

[0102] A 500 mL three-necked flask was equipped with a distillation head, thermometer, condenser and mechanical stirrer. 102.3g (0.7mol) of isosorbide (RoquetteFreres), 97.3g (0.3mol) of DPCD obtained in Preparation Example 1, 85.7g (0.4mol) of DPC (Aldrich) and 5.9×10 -4 g(1.8×10 -3 mmol) cesium carbonate (Cs) as catalyst 2 CO 3 ) was added to the flask and the flask was heated to 150°C. Once the temperature reached 150°C, the pressure was reduced to 400 Torr and the temperature was raised to 190°C within 1 hour. During the temperature increase, phenol begins to form as a by-product of the polymerization reaction. When the temperature reached 190°C, the pressure was reduced to 100 Torr, held for 20 minutes, and then the temperature was raised to 230°C over 20 minutes. Once the temperature reached 230°C, the pressure was reduced to 10 Torr, then the temperature was raised to 250°C within 10 minutes. The p...

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Abstract

The present invention relates to: a bio-based polycarbonate ester comprising: (i) repeat unit 1 obtained from a condensation reaction of 1,4:3,6-dianhydrohexitol and carbonate; and (ii) repeat unit 2 obtained from a condensation reaction of 1,4:3,6-dianhydrohexitol and 1,4-cyclohexanedicarboxylate; and a preparation method for the bio-based polycarbonate ester, comprising the steps of: (1) preparing a compound represented by formula 3 through a trans-esterification or esterification reaction of a compound represented by formula 2 and phenol; and (2) preparing a compound comprising a repeat unit represented by formula 1 through a polycarbonate melt polycondensation reaction of the compound represented by formula 3 prepared in step (1), a compound represented by formula 4, and 1,4:3,6-dianhydrohexitol. The bio-based polycarbonate ester, according to the present invention, is capable of controlling advantages and disadvantages of physical properties obtained from each repeat unit, and has high thermal resistance and high transparency, and thus is capable of being effectively used for various uses.

Description

technical field [0001] The present invention relates to polycarbonate with high heat resistance and transparency and its preparation method. More specifically, the present invention relates to biomass-based polycarbonates having repeating units composed of 1,4:3,6-dianhydrohexitol with carbonate or 1,4-cyclohexanedimethyl Ester reaction obtained. Background technique [0002] Unlike conventional resources based on the petrochemical industry, 1,4:3,6-dianhydrohexitols are biologically derived from biomass, i.e. renewable resources that contain polysaccharides as their components, such as corn, wheat, sugar, etc. base material. In particular, in the case of bioplastics containing bio-based materials, carbon dioxide (CO 2 ) can be reused for biomass growth, so bioplastics have drawn attention as CO2-reducing materials for the prevention of global warming, a serious global problem. [0003] 1,4:3,6-dianhydrohexitol exists in three different forms of stereoisomers, which have...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/20C08G63/78C08L69/00C08L67/00
CPCC08G63/672C08G63/64C08G63/78C08G64/20C08L69/00C08L67/00C08G63/66
Inventor 吴光世车一勋金芝勋
Owner SK CHEM CO LTD
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