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Polycarbonate copolymer and method of producing the same

a polycarbonate and copolymer technology, applied in the field of polycarbonate copolymer and method of production, can solve the problems of insufficient heat resistance and transparency of polycarbonates described in patent documents 1 to 5 and achieve the effects of low refractive index, high thermal stability, and large abbe number

Inactive Publication Date: 2011-10-20
MITSUBISHI CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The resulting polycarbonate copolymer exhibits excellent mechanical strength, heat resistance, and optical properties, making it suitable for various applications including optical materials, lenses, and flexible films, while being environmentally friendly due to its biomass-derived origin.

Problems solved by technology

The polycarbonates described in Patent Documents 1 to 5 are insufficient in terms of heat resistance and transparency as compared with conventional aromatic polycarbonates derived from a petroleum raw material and can be hardly used for an optical material or a molding material.

Method used

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  • Polycarbonate copolymer and method of producing the same
  • Polycarbonate copolymer and method of producing the same
  • Polycarbonate copolymer and method of producing the same

Examples

Experimental program
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Effect test

example 1

[0175]Into a reaction vessel, 13.0 parts by weight (0.246 mol) of 1,4-cyclohexanedimethanol (hereinafter simply referred to as “1,4-CHDM”), 59.2 parts by weight (0.752 mol) of diphenyl carbonate (hereinafter simply referred to as “DPC”) and 2.21×10−4 parts by weight (1.84×10−6 mol) of cesium carbonate as a catalyst were charged per 27.7 parts by weight (0.516 mol) of isosorbide. As a first step of the reaction, these raw materials were dissolved under heating at a heating bath temperature of 150° C. while stirring, if desired, in a nitrogen atmosphere (about 15 minutes).

[0176]Subsequently, the pressure was adjusted from normal pressure to 13.3 kPa and while elevating the heating bath temperature to 190° C. over 1 hour, the generated phenol was extracted outside of the reaction vessel.

[0177]After keeping the entire reaction vessel at 190° C. for 15 minutes, as a second step, the pressure in the reaction vessel was adjusted to 6.67 kPa, the heating bath temperature was elevated to 230...

example 2

[0184]Into a reaction vessel, 31.8 parts by weight (0.458 mol) of isosorbide, 8.7 parts by weight (0.127 mol) of 1,4-CHDM, 59.5 parts by weight (0.583 mol) of DPC and 2.22×10−4 parts by weight (1.43×10−6 mol) of cesium carbonate as a catalyst were charged. As a first step of the reaction, these raw materials were dissolved under heating at a heating bath temperature of 150° C. while stirring, if desired, in a nitrogen atmosphere (about 15 minutes).

[0185]Subsequently, the pressure was adjusted from normal pressure to 13.3 kPa and while elevating the heating bath temperature to 190° C. over 1 hour, the generated phenol was extracted outside of the reaction vessel.

[0186]After keeping the entire reaction vessel at 190° C. for 15 minutes, as a second step, the pressure in the reaction vessel was adjusted to 6.67 kPa, the heating bath temperature was elevated to 240° C. over 20 minutes, and the generated phenol was extracted outside of the reaction vessel. With an increase in the stirring...

example 3

[0191]The reaction was performed in the same manner as in Example 2 except for changing the raw materials to 35.9 parts by weight (0.674 mol) of isosorbide, 4.4 parts by weight (0.083 mol) of 1,4-CHDM, 59.7 parts by weight (0.764 mol) of DPC and 2.22×10−4 parts by weight (1.87×10−6 mol) of cesium carbonate as a catalyst.

[0192]The reduced viscosity of the obtained polycarbonate copolymer was 0.712 dl / g, the glass transition temperature Tig was 148° C., and the color b value was 9.1. These results are shown in Table 1.

[0193]Also, when this polycarbonate copolymer was pressed at 200° C. and formed into a film having a thickness of about 200 μm, the refractive index for d line was 1.5014 and the Abbe number was 57. These results are shown in Table 3.

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Abstract

The problem to be solved by the present invention is to provide a polycarbonate copolymer containing a plant-derived raw material, which is excellent in the mechanical strength and heat-resistant and assured of small refractive index, large Abbe number, small birefringence and excellent transparency. The present invention provides a polycarbonate copolymer containing a constitutional unit derived from a dihydroxy compound represented by the following formula (1) and a constitutional unit derived from an alicyclic dihydroxy compound, wherein the Abbe number is 50 or more and the 5% thermal reduction temperature is 340° C. or more; and a method of producing this polycarbonate copolymer by reacting a dihydroxy compound represented by the following formula (1) and an alicyclic hydroxy compound with a carbonic acid diester in the presence of a polymerization catalyst.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application is a divisional of U.S. patent application Ser. No. 12 / 305,660, filed Apr. 1, 2009 which is the U.S. national stage of International Application No. PCT / JP2007 / 062037, filed Jun. 14, 2007, the disclosures of which are incorporated herein by reference in their entireties. This application claims priority to Japanese Patent Application JP2006-168929, filed Jun. 19, 2006, the disclosures of which are incorporated herein by reference in their entireties.TECHNICAL FIELD[0002]The present invention relates to a polycarbonate copolymer containing a constitutional unit derivable from a carbohydrate such as starch which is a biomass resource, which is excellent in the heat resistance, moldability and mechanical strength and assured of excellent optical property such as small refractive index and large Abbe number, and a method of producing the same.BACKGROUND ART[0003]A polycarbonate is generally produced using a raw material deriv...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08G64/30
CPCC08G64/0208C08G64/06C08G64/305C08L69/005C08L2666/18C08G64/00C08G64/02C08G64/20
Inventor FUJI, MICHIAKIAKITA, MINAKOTANAKA, TOMOHIKO
Owner MITSUBISHI CHEM CORP
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