Squarylium Compound Polymerizable Group Solubility Optical Filter

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Solution Overview

Problem

Squarylium compounds used in optical filters have poor solubility in organic solvents, leading to impaired optical characteristics during the manufacturing process, particularly when photosensitive resin compositions are semi-cured with light and then fully cured by heating.

Innovation Solution

A novel squarylium compound with a pyrrole ring as the basic nucleus and a polymerizable group is introduced, enhancing solubility and reducing bleed-out by fixing the compound during curing through polymerization, thereby maintaining optical filter quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a squarylium compound is used in a photosensitive resin composition for optical filters, then the optical characteristics can be adjusted, but the compound deteriorates solubility in organic solvents and may bleed out during the curing process

Engineering Contradiction:
Improveoptical characteristicsVSAvoidsolubility
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The squarylium compound is divided into two separate components: a squarylium dye component and a polymerizable component. This segmentation allows the squarylium dye to maintain its optical properties while the polymerizable component provides solubility and prevents bleed-out during curing. The two components work together synergistically to resolve the contradiction between optical performance and compositional stability.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention creates a composite system by combining the squarylium dye with a polymerizable compound. This composite material approach allows the squarylium compound to function optically while the polymerizable component ensures proper solubility in organic solvents and prevents migration during the curing process, thus maintaining both optical characteristics and compositional stability.

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If the photosensitive resin composition is semi-cured with light and then fully cured by heating, then the curing process can be controlled, but the optical characteristics of the optical filter may be impaired

Engineering Contradiction:
Improvecuring process controlVSAvoidoptical characteristics
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The polymerizable component is designed to undergo preliminary polymerization during the light irradiation semi-curing stage, forming a network structure that locks the squarylium compound in place. This preliminary action prevents bleed-out before the final heating cure, ensuring optical characteristics are preserved throughout the manufacturing process while maintaining ease of manufacture through controlled curing stages.

Inventive Principle:
Principle #10Preliminary action

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 squarylium compound improves solubility in organic solvents, preventing bleed-out and maintaining the optical characteristics of the filter, ensuring better performance and stability during the curing process.

Implementation Method 1

a color adjustment filter or a color correction filter, that can selectively shield light in a wavelength range in the vicinity of 600 nm

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

a photosensitive resin composition containing the squarylium compound is irradiated with light to be semi-cured and then heated to be completely cured

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS20250019368A1Compound and production method thereof, polymerizable composition, resin composition, polymer, cured substance, and laminate
Publication Date: 2025.01.16 FUJIFILM CORP
  • US20250019368A1 patent drawing
  • US20250019368A1 patent drawing
  • US20250019368A1 patent drawing

AI summary

Provided are a compound represented by Formula (X) and a production method thereof, a polymerizable composition, a resin composition, a polymer, a cured substance, and a laminate.[in Formula (X), R1, R3, R5, and R7 each independently represent a hydrogen atom or a substituent, R1 and R3, R3 and R5, and R5 and R7 each may be bonded to each other to form a ring, and a ring A represents an aromatic ring, provided that at least one substituent in Formula (X) represents a group which includes a polymerizable group having an ethylenically unsaturated bond]