Polymerizable Composition for Optical Materials with High Refractive Index

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Conventional plastic materials with high refractive indices are often highly viscous, making them unsuitable for optical components that require high handling properties and light resistance, and they tend to exhibit time-dependent color variation under light exposure.

Innovation Solution

A polymerizable composition comprising tolylene diisocyanate, hexamethylene diisocyanate, and specific polythiol compounds, such as 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, is used to create an optical material with improved refractive index, light resistance, and handling properties through casting polymerization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If conventional plastic materials with high refractive index are used, then the refractive index is improved, but the viscosity increases making handling difficult

Engineering Contradiction:
Improverefractive indexVSAvoidhandling properties
Core Design Contradiction:
Illumination intensityVSEase of operation

Solution Approach 1:

The patent changes the chemical composition parameters by using specific combinations of isocyanate compounds and polythiol compounds with controlled molecular weights and structures. This allows achieving high refractive index while maintaining low viscosity by optimizing the NCO:SH molar ratio and selecting appropriate polythiol compound types (dithiol, trithiol, tetrathiol compounds).

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite polymerizable composition by combining multiple components: isocyanate compounds (aromatic, aliphatic, or alicyclic), polythiol compounds (various types), and optional additives. This composite approach allows balancing optical properties (refractive index) with processing properties (viscosity) through synergistic component interactions.

Inventive Principle:
Principle #40Composite materials

2Illumination intensity

If conventional high refractive index plastic materials are used, then the refractive index is improved, but the light resistance deteriorates with time-dependent color variation

Engineering Contradiction:
Improverefractive indexVSAvoidlight resistance
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters by selecting specific isocyanate and polythiol compound combinations that form sulfur-containing urethane bonds with superior light stability. The use of aromatic, aliphatic, or alicyclic isocyanates with specific polythiol compounds creates molecular structures that resist UV degradation and color variation while maintaining high refractive index.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potential harm of sulfur-containing groups (which can sometimes cause yellowing) into a benefit by carefully selecting and combining specific polythiol compounds with isocyanates. The sulfur-containing urethane bonds formed provide both high refractive index and excellent light resistance, turning a potentially problematic chemical feature into a advantageous property.

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

3Illumination intensity

If conventional plastic materials are used, then the refractive index is improved, but the material becomes highly viscous for molding

Engineering Contradiction:
Improverefractive indexVSAvoidmoldability
Core Design Contradiction:
Illumination intensityVSEase of manufacture

Solution Approach 1:

The patent changes the viscosity parameters by controlling molecular weight, functional group density, and NCO:SH molar ratio in the polymerizable composition. By selecting polythiol compounds with appropriate molecular weights and using optimal stoichiometric ratios, the composition maintains low viscosity during mixing and injection while achieving high refractive index after curing.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a dynamic system where the composition viscosity changes during the manufacturing process: low viscosity in the uncured state for easy injection molding, then transforms to a rigid high-refractive-index material after curing. The polymerizable composition allows viscosity control at different stages of processing.

Inventive Principle:
Principle #15Dynamics

4Illumination intensity

If conventional plastic materials are used, then the refractive index is improved, but the handling properties deteriorate

Engineering Contradiction:
Improverefractive indexVSAvoidhandling properties
Core Design Contradiction:
Illumination intensityVSEase of operation

Solution Approach 1:

The patent changes the physical parameters of the composition by controlling viscosity through molecular weight selection, functional group density, and additive incorporation. The optimized composition achieves high refractive index while maintaining viscosity levels suitable for handling, mixing, and injection into molds.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces optional intermediary components such as solvents, catalysts, and additives that mediate between the high-refractive-index requirement and handling properties. These intermediaries help control viscosity, accelerate curing, or improve processability without compromising the final optical properties of the cured material.

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 resulting optical material exhibits a high refractive index, low viscosity for better handling, and minimal color variation over time, making it suitable for durable optical components like plastic lenses.

Implementation Method 1

a polymerizable composition for an optical material containing tolylene diisocyanate, hexamethylene diisocyanate, and one or more polythiol compounds

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

a method for producing an optical material obtained by curing the polymerizable composition for an optical material

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentEP3150647B1Polymerizable composition for optical material, optical material and method for producing optical material
Publication Date: 2019.10.16 MITSUI CHEMICALS INC
  • EP3150647B1 patent drawing

AI summary

Disclosed is a polymerizable composition for o an optical material containing tolylene diisocyanate, hexamethylene diisocyanate, and one or more polythiol compounds selected from the group consisting of 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-, 4,7- or 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, pentaerythritol tetrakismercaptoacetate, pentaerythritol tetrakismercaptopropionate, 2,5-bis(mercaptomethyl)-1,4-dithiane, bis(mercaptoethyl)sulfide, 1,1,3,3-tetrakis(mercaptomethylthio)propane, 4,6-bis(mercaptomethylthio)-1,3-dithiane and 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane.