Polythiol Synthesis for Optical Resin Strength

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Solution Overview

Problem

Polythiourethane resins used in optical components, such as spectacle lenses, face challenges in achieving high tensile strength without compromising heat resistance, as improving tensile strength often leads to decreased heat resistance during processing and heat treatment.

Innovation Solution

A method involving the reaction of 2-mercaptoethanol with epihalohydrin in the presence of a halide, specifically 2,3-dihalogeno-1-propanol or allyl halide, within a specific concentration range, to produce a polythiol compound that enhances the tensile strength of polythiourethane resins without significantly reducing heat resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If the tensile strength of polythiourethane resin is improved by adjusting the polythiol compound structure, then the resin can withstand processing forces better, but heat resistance decreases making heat treatment difficult

Engineering Contradiction:
Improvetensile strengthVSAvoidheat resistance
Core Design Contradiction:
StrengthVSTemperature

Solution Approach 1:

The invention changes the chemical composition parameters of the polythiol compound by introducing specific structural features (cyclic structures, specific molecular weights, and compositional ratios of different polythiol components) to achieve both high tensile strength and heat resistance simultaneously. By controlling the composition within specific ranges (e.g., 20-80 mass% of one polythiol component and 20-80 mass% of another), the resin achieves optimal balance between mechanical strength and thermal stability for heat treatment processing.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If a polythiourethane resin with high tensile strength is used, then occurrence of fissures and cracks during processing can be prevented, but heat resistance may be compromised

Engineering Contradiction:
Improveresistance to fissures and cracksVSAvoidheat resistance
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The invention creates a composite polythiourethane resin system by combining multiple polythiol compounds with specific structural characteristics. The resin comprises copolymerized structures formed from different polythiol monomers, creating a composite material that integrates the advantages of each component: high molecular weight polythiols provide strength and crack resistance, while cyclic structures contribute to heat resistance, achieving both reliability during processing and thermal stability.

Inventive Principle:
Principle #40Composite materials

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

This approach effectively improves the tensile strength of polythiourethane resins while maintaining or minimizing the decrease in heat resistance, making them suitable for optical components that require both properties.

Implementation Method 1

reacting 2-mercaptoethanol with an epihalohydrin, wherein the reaction is carried out in the presence of a halide selected from the group consisting of a 2,3-dihalogeno-1-propanol and an allyl halide

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

a curing reaction of a polythiol compound and a polyiso(thio)cyanate compound

Methodology Applied
Scientific EffectCuring reaction: Chemical Bonding

Data Source

PatentEP3381892B1Method for producing polythiol compound, method for producing curable composition, and method for producing cured product
Publication Date: 2021.07.14 HOYA LENS THAILAND LTD
  • EP3381892B1 patent drawing
  • EP3381892B1 patent drawing
  • EP3381892B1 patent drawing

AI summary

Provided is a method for producing a polythiol compound, including reacting 2-mercaptoethanol with an epihalohydrin, wherein the reaction is carried out in the presence of a halide selected from the group consisting of a 2,3-dihalogeno-1-propanol and an allyl halide, and an amount of the halide in the reaction is more than 0.50% by mass and 10.00% by mass or less with respect to the total amount of the halide and the epihalohydrin. Also provided are a method for producing a curable composition, including producing a polythiol compound by the abovementioned production method, and a method for producing a cured product, including producing a curable composition by the abovementioned production method.