Polythiol Composition Reducing Yellow Index in Optical Resins

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Solution Overview

Problem

Resins obtained from polymerizable compositions containing polythiol compounds often exhibit increased yellow index and degree of opacity, making it difficult to achieve reduced yellow index and transparency.

Innovation Solution

A polythiol composition comprising specific polythiol compounds such as 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane and a compound represented by Formula (1), with a peak area of 9.0 or less in high performance liquid chromatography measurement, combined with a polyiso(thio)cyanate compound, to produce a resin with reduced yellow index and opacity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If a polymerizable composition contains a polythiol compound, then the resin can be produced with good heat resistance, but the yellow index and degree of opacity increase

Engineering Contradiction:
Improveheat resistanceVSAvoidyellow index and degree of opacity
Core Design Contradiction:
TemperatureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters by specifying a polythiol compound with a particular molecular structure (Formula 1 with specific constraints on n, R1-R6 groups) and controlling the peak area ratio (0.01-5.0) through HPLC measurement. This parameter optimization allows the resin to maintain heat resistance while reducing yellowing and opacity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite polymerizable composition by combining the specific polythiol compound (Formula 1) with a polyisocyanate compound in controlled ratios. This composite approach enables the resin to achieve both heat resistance and optical clarity by balancing the properties of different materials

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If the polythiol composition contains compounds other than the specified polythiol compound, then the composition is easier to manufacture, but the yellow index and degree of opacity are easily impaired

Engineering Contradiction:
Improvemanufacturing easeVSAvoidyellow index and degree of opacity
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent establishes precise compositional parameters by specifying that the polythiol compound must have a peak area of 0.01-5.0 (5.0 or less) in HPLC measurement. This quantitative control ensures that even when other compounds are present during manufacturing, the final product maintains low yellow index and opacity while remaining manufacturable

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The proposed polythiol composition effectively reduces the yellow index and degree of opacity of the resulting resin, while maintaining heat resistance and transparency, suitable for optical materials like plastic lenses.

Implementation Method 1

a polymerizable composition, comprising: the polythiol composition according to any one of <1> to <5>, and a polyiso(thio)cyanate compound

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentEP4063941B1Polythiol composition, polymerizable composition, resin, molded article, optical material, and lens
Publication Date: 2024.07.10 MITSUI CHEMICALS INC
  • EP4063941B1 patent drawing
  • EP4063941B1 patent drawing
  • EP4063941B1 patent drawing

AI summary

Provided is a polythiol composition including a polythiol compound (A) and a compound represented by the following Formula (1), wherein, in high performance liquid chromatography measurement, a peak area of the compound represented by Formula (1) is 9.0 or less with respect to a total peak area 100 of all compounds contained in the polythiol composition. In Formula (1), X represents a carbon atom or a sulfur atom.