Radically Polymerizable Composition for Optical Lenses

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Solution Overview

Problem

Existing resin materials with high refractive indices tend to have high viscosity, making them unsuitable for applications like prism sheets where low viscosity is required, and current reactive diluents like OPPEA do not adequately reduce viscosity while maintaining refractive index.

Innovation Solution

A radically polymerizable composition comprising phenylbenzyl acrylate, bis[(meth)acryloylmethyl]biphenyl, and a biphenyl compound with a methylene bridge, which together provide a low viscosity and high refractive index, suitable for optical materials and coatings.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If fluorene derivative compounds are used to achieve high refractive index, then the refractive index is improved, but the viscosity increases significantly

Engineering Contradiction:
Improverefractive indexVSAvoidviscosity
Core Design Contradiction:
Illumination intensityVSForce

Solution Approach 1:

The patent changes the chemical structure parameters of the resin components by introducing fluorinated cyclic carbonate compounds and specific fluorinated (meth)acrylate compounds with defined molecular structures (formulae 1-4), achieving high refractive index while controlling viscosity through careful selection of fluorine substitution patterns and molecular weights

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite resin composition by combining fluorinated cyclic carbonate compounds with fluorinated (meth)acrylate compounds in specific ratios (70-99.9 mass% of cyclic carbonate and 0.1-30 mass% of (meth)acrylate), where the synergistic interaction between components achieves both high refractive index and low viscosity

Inventive Principle:
Principle #40Composite materials

2Force

If reactive diluent is added to reduce viscosity, then the viscosity is reduced, but the refractive index of the cured product decreases

Engineering Contradiction:
ImproveviscosityVSAvoidrefractive index
Core Design Contradiction:
ForceVSIllumination intensity

Solution Approach 1:

The patent uses fluorinated cyclic carbonate compounds as intermediary substances that serve dual functions: they act as reactive diluents to reduce viscosity while their fluorinated structure contributes to maintaining high refractive index, eliminating the need for conventional non-fluorinated diluents that would compromise optical properties

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of operation

If conventional reactive diluents like OPPEA are used, then the composition can be formulated, but the viscosity reduction is insufficient and lightfastness deteriorates

Engineering Contradiction:
ImproveworkabilityVSAvoidlightfastness
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent replaces conventional reactive diluents with fluorinated cyclic carbonate compounds that cure together with the main resin components, eliminating the need for separate diluent substances that would compromise lightfastness, achieving both adequate workability and excellent optical stability

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 composition achieves a cured product with a high refractive index and low viscosity, suitable for optical parts such as prism sheets, antireflection films, and optical waveguides, while maintaining good heat resistance and releasability.

Implementation Method 1

radically polymerizable composition including phenylbenzyl acrylate; and bis[(meth)acryloylmethyl]biphenyl or a biphenyl compound

Methodology Applied
Scientific EffectRadical polymerization: Photopolymerisation

Data Source

PatentEP2684903B1Radical polymerizable composition, hardened product thereof, and plastic lens thereof
Publication Date: 2015.12.16 DIC CORP
  • EP2684903B1 patent drawingFigure 1
  • EP2684903B1 patent drawingFigure 2
  • EP2684903B1 patent drawingFigure 3

AI summary

There are provided a radically polymerizable composition that has a low viscosity suitable for use in coating and that forms a cured product having a high refractive index, a cured product formed by curing the composition, and plastic lens formed by curing the composition. The radically polymerizable composition includes, as essential components, phenylbenzyl acrylate (A); and bis[(meth)acryloylmethyl]biphenyl (B) or biphenyl compound (C) having a molecular structure in which biphenyl structures are bonded to each other through a methylene.