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Sulfur-containing compound, method for producing same, sulfur-containing polymer, and optical material

A compound, dithiophenol technology, applied in the field of sulfur-containing compounds, can solve the problems of insufficient Abbe number and heat resistance

Inactive Publication Date: 2007-04-11
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0024] However, although the above-mentioned optical materials using polythiol compounds as raw materials have a high refractive index, their Abbe numbers and heat resistance are not sufficient.

Method used

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  • Sulfur-containing compound, method for producing same, sulfur-containing polymer, and optical material
  • Sulfur-containing compound, method for producing same, sulfur-containing polymer, and optical material
  • Sulfur-containing compound, method for producing same, sulfur-containing polymer, and optical material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0359] The following examples illustrate the present invention in more detail, but the present invention is not limited by these examples.

[0360] In addition, evaluation of physical properties in each Example and Comparative Example is as follows.

[0361] (1) Refractive index (n D ) and Abbe number (ν D )

[0362] It measured at 20 degreeC using the Abbe refractometer manufactured by Atago Corporation.

[0363] Moreover, when the sample is a resin, the test piece of length x width x thickness = 20 mm x 8 mm x 3 mm was produced, and it measured using sulfur-diiodomethane as an intermediate liquid. When the sample is a solid powder at normal temperature, the refractive index is obtained by an extrapolation method, and the Abbe number is obtained from the refractive index.

[0364] (2) Relative viscosity (ηsp / C)

[0365] Using the automatic viscosity measuring device VMR-042 manufactured by Clutch Co., Ltd., the automatic viscosity is used with the ウツベベロ-デ modified viscom...

Synthetic example 1

[0387] Synthesis method of 2,2-bis(4-hydroxyphenyl)propane polythiocarbonate resin with chloroformate group at molecular end

[0388] A solution in which 74 parts by mass of 2,2-bis(4-hydroxyphenyl)propane (bisphenol A; double A) was dissolved in 585 parts by mass of 6% by weight aqueous sodium hydroxide solution was mixed with 334 parts by mass of dichloromethane While stirring and mixing, phosgene was blown into the solution at a rate of 4.2 parts by mass / minute for 15 minutes under cooling.

[0389] Then leave the reaction solution to stand and separate the organic layer to obtain a degree of polymerization of 2 to 4 and 2,2-bis(4-hydroxyphenyl)propane polythiocarbonate resin (4-hydroxyphenyl)propane polythiocarbonate resin ( Hereinafter, it is described as a dichloromethane solution of bis-A oligomer).

Synthetic example 2

[0391] Synthesis method of 1,1-bis(4-hydroxyphenyl)cyclohexane polythiocarbonate resin with chloroformate group at molecular terminal

[0392]87 parts by mass of 1,1-bis(4-hydroxyphenyl)cyclohexane (bisphenol Z; double Z) dissolved in 607 parts by mass of 9.4% by weight concentration of potassium hydroxide aqueous solution and 334 parts by mass of dichloromethane Stirring and mixing were carried out, and phosgene was blown into the solution at a rate of 4.2 parts by mass / minute for 15 minutes under cooling.

[0393] Then the reaction solution was left to stand and the organic layer was separated to obtain 1,1-bis(4-hydroxyphenyl)cyclohexane polythiocarbonate with a polymerization degree of 2 to 4 molecules and a chloroformate group at the end. Dichloromethane solution of resin (hereinafter referred to as double Z oligomer).

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Abstract

Disclosed is a polythiocarbonate resin containing a repeating unit represented by the general formula (I) below, which is high in transparency, refractive index and Abbe number while being excellent in heat resistance and impact resistance. Also disclosed is an optical material using such a polythiocarbonate resin. Further disclosed is a sulfur-containing compound having an Abbe number of not less than 40 which has a high refractive index, high Abbe number, excellent transparency and excellent heat resistance, and is obtained by reacting a dithiol compound represented by the general formula (II) below with a diene compound represented by the general formula (III) below, so that it contains a repeating unit composed of a structural unit derived from the residue of the dithiol compound and a structural unit derived from the residue of the diene compound. Still further disclosed are a method for producing such a sulfur-containing compound, a sulfur-containing polymer including such a sulfur-containing compound as a constitutional unit, and an optical material containing such a polymer.

Description

technical field [0001] The present invention relates to sulfur-containing compounds, methods for their manufacture, and sulfur-containing polymers and optical materials. [0002] In more detail, the present invention 1 relates to a polythiocarbonate resin and an optical material using it, in particular to a polythiocarbonate resin having high transparency, a high refractive index and an Abbe number, and heat resistance and impact resistance. Excellent polythiocarbonate resin and optical materials using it. [0003] In addition, the present invention 2 relates to a sulfur-containing compound comprising a dithiol compound as one of its constituents, capable of forming a sulfur-containing polymer having a high refractive index, a high Abbe number, excellent transparency, and excellent heat resistance, etc. , a production method thereof, a sulfur-containing polymer having the above-mentioned preferred properties, and an optical material containing the sulfur-containing polymer, w...

Claims

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Application Information

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IPC IPC(8): C08G75/28C08G18/38C08G64/16G02B1/04C08G18/52C08G75/04C08G75/045F16C13/00G03G15/20
Inventor 高岛赖由田村裕之彦坂高明竹花正明
Owner IDEMITSU KOSAN CO LTD
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