Allyl-Based Curable Composition for Optical Substrate Adhesion

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Solution Overview

Problem

Existing methods for producing photochromic lenses, such as the kneading and lamination methods, are inefficient for mass production and do not ensure excellent adhesion of the photochromic compound to the plastic lens substrate.

Innovation Solution

A curable composition comprising a first monomer with an allyl group and a second monomer or organosilicon compound with specific functional groups is used to enhance adhesion to substrates like polyvinyl alcohol resin or cellulose resin, forming a cured product with improved bonding through chemical and physical interactions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If the kneading method is used to disperse photochromic compound in matrix, then the photochromic lens can be produced, but the production efficiency is low and adhesion is not excellent

Engineering Contradiction:
Improveadhesion of photochromic compound to substrateVSAvoidproduction efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The invention divides the photochromic lens production into separate components: a substrate (optical sheet) and a binder sheet containing the photochromic compound. These separate sheets are then laminated together, avoiding the need for kneading and dispersion while maintaining strong adhesion through the laminate structure.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention uses a composite structure consisting of a substrate and a binder sheet laminated together. The binder sheet contains the photochromic compound dispersed in a resin matrix, creating a composite material that provides both structural integrity and photochromic functionality with excellent adhesion.

Inventive Principle:
Principle #40Composite materials

2Reliability

If the lamination method is used to provide layer containing photochromic compound on surface, then the photochromic lens can be produced, but the production efficiency is low

Engineering Contradiction:
Improveadhesion of photochromic compound to substrateVSAvoidproduction efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The invention merges the substrate and the photochromic compound-containing layer into a single laminated structure where the binder sheet is integrated with the optical sheet. This combining approach streamlines the production process while ensuring strong adhesion between the photochromic layer and substrate.

Inventive Principle:
Principle #5Merging (Combining)

3Productivity

If binder sheet method is used to integrate resin layer containing photochromic compound with lens substrate, then production efficiency is increased, but adhesion excellence needs to be ensured

Engineering Contradiction:
Improveproduction efficiencyVSAvoidadhesion of cured product to substrate
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention changes the chemical parameters of the binder sheet by incorporating specific functional groups (isocyanate, isothiocyanate, epoxy, oxetanyl, or aldehyde groups) that react with hydroxy groups on the substrate surface. This chemical modification ensures excellent adhesion while maintaining the efficiency benefits of the binder sheet method.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The binder sheet acts as an intermediary layer between the substrate and the photochromic compound. It contains functional groups that chemically bond to the substrate while also holding the photochromic compound, ensuring strong adhesion and efficient production.

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 curable composition achieves a cured product with excellent adhesion to optical substrates, enabling efficient production of laminates, lenses, and eyeglasses with enhanced durability and appearance.

Implementation Method 1

The curable composition includes a first monomer and at least one of a second monomer or an organosilicon compound. The first monomer has an allyl group. The second monomer has a polymerizable group and a first functional group.

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Implementation Method 2

The organosilicon compound has a second functional group and a hydrolyzable group.

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS20250257162A1Curable composition, cured body, laminate, optical article, lens, and eyeglasses
Publication Date: 2025.08.14 TOKUYAMA CORP
  • US20250257162A1 patent drawing
  • US20250257162A1 patent drawing
  • US20250257162A1 patent drawing

AI summary

A curable composition that makes it possible to provide a cured body exhibiting excellent adhesion to a substrate; a cured body thereof; and a laminate, an optical article, a lens, and spectacles that include said cured body. One feature of the present disclosure provides a curable composition. The curable composition contains a first monomer and at least one of a second monomer and an organosilicon compound. The first monomer has an allyl group. The second monomer has a polymerizable group and a first functional group. The polymerizable group is at least one type of group selected from the group consisting of an acryloyl group, a methacryloyl group, and a vinyl group. The first functional group is at least one type of group selected from the group consisting of an isocyanate group, an isothiocyanate group, an epoxy group, and an aldehyde group.