Thioepoxy Optical Material Color Stability via Intermediate Compounds

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Solution Overview

Problem

Thioepoxy lenses suffer from color instability and issues related to demolding and polymerization imbalance due to the presence of by-products from the conversion process of epoxy compounds to thioepoxy compounds.

Innovation Solution

A thioepoxy compound containing 4 to 15% by weight of 2,3-epoxypropyl(2,3-epithiopropyl)sulfide and/or 2,3-epoxypropyl(2,3-epithiopropyl)disulfide is used, which are intermediate compounds resulting from incomplete conversion of epoxy groups to thioepoxy groups, along with a polymerizable composition that may include polyisocyanate and polythiol compounds, and an internal release agent to stabilize the optical material.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If thioepoxy compounds are used as main monomers to achieve high refractive index and Abbe number, then optical performance is improved, but color instability occurs

Engineering Contradiction:
Improveoptical performance (refractive index and Abbe number)VSAvoidcolor stability
Core Design Contradiction:
Measurement precisionVSStability of the object's composition

Solution Approach 1:

The invention changes the chemical composition parameters by introducing specific intermediate compounds (2,3-epoxypropyl(2,3-epithiopropyl)sulfide and 2,3-epoxypropyl(2,3-epithiopropyl)disulfide) at controlled concentrations (0.1-10 wt%) into the thioepoxy compound system. This parameter adjustment resolves the color instability issue while maintaining the high refractive index and Abbe number properties, as the intermediate compounds act as stabilizers that prevent yellowing without compromising optical performance.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If epoxy compounds are completely converted to thioepoxy groups to improve purity, then by-products are reduced, but color stability deteriorates

Engineering Contradiction:
Improvepurity of thioepoxy compoundVSAvoidcolor stability
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The invention converts the harmful by-products of incomplete conversion into beneficial components. Instead of removing all intermediate compounds, the invention retains specific intermediate compounds (2,3-epoxypropyl(2,3-epithiopropyl)sulfide and 2,3-epoxypropyl(2,3-epithiopropyl)disulfide) at optimized concentrations, where they serve as color-stabilizing agents. This transforms what was traditionally considered impurity into a functional component that prevents yellowing.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Measurement precision

If standard thioepoxy polymerization is used to achieve high refractive index, then optical properties are improved, but polymerization imbalance and demolding issues occur

Engineering Contradiction:
Improverefractive indexVSAvoidpolymerization balance and demolding
Core Design Contradiction:
Measurement precisionVSReliability

Solution Approach 1:

The intermediate compounds serve as mediators in the polymerization system. They facilitate balanced polymerization reactions and improve demolding characteristics while maintaining high refractive index. The presence of these intermediate compounds at controlled levels acts as a buffer that regulates the polymerization process, preventing imbalance and ensuring reliable manufacturing.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 approach results in a clear, transparent, high-quality thioepoxy optical material that is free from color instability and demolding issues, with improved polymerization balance, suitable for various lens applications such as corrective, sunglass, and camera lenses.

Implementation Method 1

a method for producing a thioepoxy optical material by polymerizing the polymerizable composition

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentEP2805949B1Method for preparing thioepoxy-based optical material and polymerizable composition thereof
Publication Date: 2016.08.17 KOC SOLUTION
  • EP2805949B1 patent drawing
  • EP2805949B1 patent drawing
  • EP2805949B1 patent drawing

AI summary

The present invention relates to a thioepoxy compound for an optical material, a polymerizable composition including the thioepoxy compound, and a method for producing a thioepoxy optical material by polymerization of the polymerizable composition. The thioepoxy compound contains 4 to 15% by weight of 2,3-epoxypropyl(2,3-epithiopropyl)sulfide and/or 2,3-epoxypropyl(2,3-epithiopropyl)disulfide. The thioepoxy optical material is free from color instability, demolding, and polymerization imbalance, which are problems encountered in general thioepoxy optical materials.