Vinyl-Group Compounds for Optical Resins

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Solution Overview

Problem

There is a need for novel vinyl-group-containing compounds that offer improved optical and thermal properties while maintaining high reactivity, suitable for applications in optical and display materials, where existing compounds may lack sufficient reactivity and versatility.

Innovation Solution

The development of a composition comprising vinyl-group-containing compounds represented by specific general formulas, including those with a fluorene skeleton, which can be cured and used as polymerizable monomers, crosslinking agents, and in photosensitive resin compositions, incorporating photobase or photoacid generating agents for enhanced properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing vinyl-group-containing compounds are used, then optical properties such as light transmittance and refractive index are maintained, but reactivity is insufficient for high-performance applications

Engineering Contradiction:
ImprovereactivityVSAvoidapplication range
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical structure of vinyl-group-containing compounds by introducing specific substituents (W1, W2, W3 groups) at defined positions on the fluorene skeleton, changing molecular parameters to enhance reactivity while preserving optical properties. This structural parameter optimization enables the compounds to achieve both high reactivity and broad application versatility.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining the fluorene skeleton with vinyl groups and various substituent groups (W1, W2, W3), forming a composite material that integrates the optical stability of the fluorene core with the reactivity of vinyl groups, achieving both maintained optical properties and improved reactivity.

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If compounds with enhanced reactivity are developed, then micropatterning capabilities improve, but manufacturing complexity increases

Engineering Contradiction:
Improvemicropatterning capabilityVSAvoidcompound structure complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent introduces specific functional groups (W1, W2, W3) at localized positions on the fluorene skeleton rather than uniformly modifying the entire structure. This localized modification approach enhances micropatterning capability at specific sites while keeping the overall molecular structure relatively simple and manageable for manufacturing.

Inventive Principle:
Principle #3Local quality

3Reliability

If novel vinyl-group-containing compounds are synthesized, then optical and thermal properties are improved, but production cost increases

Engineering Contradiction:
Improveoptical and thermal propertiesVSAvoidsynthesis difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent divides the molecular structure into distinct segments (fluorene skeleton, vinyl groups, and substituent groups W1, W2, W3) that can be independently optimized and synthesized. This segmentation allows for modular synthesis approaches, improving optical and thermal properties through targeted structural modifications while facilitating more efficient production processes.

Inventive Principle:
Principle #1Segmentation

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 novel vinyl-group-containing compounds provide excellent optical and thermal properties, high reactivity, and improved micropatterning capabilities, enabling the production of high-hardness cured products suitable for various applications, including optical members and display devices.

Implementation Method 1

a composition comprising a vinyl-group-containing compound represented by the following general formula (1)... When the composition according to the present invention comprises a photobase generating agent, a photoacid generating agent, a photopolymerization initiator, and a photopolymerizable compound such as a photopolymerizable monomer, the composition is photosensitive.

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentEP2980058B1Composition containing vinyl-group-containing compound
Publication Date: 2023.05.03 TOKYO OHKA KOGYO CO LTD
  • EP2980058B1 patent drawing
  • EP2980058B1 patent drawing
  • EP2980058B1 patent drawing

AI summary

Provided is a composition containing a novel vinyl-group-containing compound. This composition contains a vinyl-group-containing compound represented by general formula (1). In the formula: W1 and W2 represent a group represented by general formula (2) (where a ring (Z) is an aromatic hydrocarbon ring, X is a single bond or -S-, R1 is a single bond or a C1-4 alkylene group, R2 is a specific substituent group such as a monovalent hydrocarbon, and m is an integer equal to 0 or higher), a group represented by general formula (4) (where the ring (Z), X, R1, R2, and m are as previously stated), a hydroxyl group, or a (meth)acryloyloxy group; rings (Y1, Y2) are aromatic hydrocarbon rings; R represents a single bond or a specific divalent group; R3a and R3b represent a cyano group, a halogen atom, or a monovalent hydrocarbon group; and n1 and n2 are integers of 0-4.