Near-Infrared Cut Filter Film With Low-Solubility Dye Composition

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Solution Overview

Problem

Existing near-infrared cut filters and imaging elements do not achieve optimal spectral characteristics due to insufficient solubility and stability of conventional pigments in solvents, leading to subpar performance in spectral filtering and resistance to light and heat.

Innovation Solution

A composition comprising a specific coloring agent with a structure represented by Formula (1), an organic solvent, and a curable compound, where the coloring agent has a solubility of 100 mg/L or less in propylene glycol methyl ether acetate, enhancing spectral characteristics and stability through improved molecular association and rigidity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional pigments are used in near-infrared cut filters, then the manufacturing process is simple, but the spectral characteristics and stability are insufficient

Engineering Contradiction:
Improvespectral characteristicsVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent uses composite material structures by combining multiple aromatic rings (naphthalene, anthracene, phenanthrene) with carbonyl groups to create pyrrolopyrrole, squarylium, croconium, and pyrromethene compounds. These composite molecular structures achieve superior spectral characteristics in the near-infrared region (700-1200 nm) while maintaining adequate solubility through careful molecular design.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies molecular parameters including the types of aromatic rings, positions of carbonyl groups, and substitution patterns to optimize the maximal absorption wavelength within 700-1200 nm. By controlling molecular weight below 4000 and adjusting the solubility parameter to achieve 10-100 mg/L in propylene glycol methyl ether acetate, the invention achieves both excellent spectral characteristics and practical processability.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If pigment solubility is increased to improve processing, then manufacturing ease improves, but spectral characteristics and stability deteriorate

Engineering Contradiction:
Improvesolubility in solventVSAvoidspectral filtering performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent optimizes the solubility parameter by controlling molecular weight below 4000 and adjusting the balance between aromatic ring content (which increases stability but decreases solubility) and solvent interaction groups. The target solubility range of 10-100 mg/L in propylene glycol methyl ether acetate at 25°C represents an optimized parameter setting that achieves both adequate processability and excellent spectral characteristics.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific functional groups at strategic positions within the molecular structure to locally enhance solubility without compromising overall spectral performance. The carbonyl groups and aromatic ring substitutions are positioned to create localized regions of improved solvent interaction while maintaining the core chromophore's spectral properties.

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If pigment molecular weight is reduced to improve solubility, then ease of manufacture improves, but stability and spectral characteristics worsen

Engineering Contradiction:
ImprovesolubilityVSAvoidlight and heat resistance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent identifies molecular weight below 4000 as an optimal parameter threshold that balances solubility and stability. This parameter setting allows sufficient molecular complexity to maintain light and heat resistance while keeping the molecule small enough to achieve adequate solubility of 10-100 mg/L in propylene glycol methyl ether acetate.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures that pack efficiency and intermolecular interactions to enhance stability without proportionally increasing molecular weight. The aromatic ring systems and carbonyl groups are arranged to maximize stability per unit molecular weight, achieving superior light and heat resistance at relatively low molecular weights.

Inventive Principle:
Principle #40Composite materials

4Reliability

If conventional coloring agents are used, then device complexity is low, but resistance to light and heat is insufficient

Engineering Contradiction:
Improvelight and heat resistanceVSAvoidmolecular structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs composite molecular structures combining multiple aromatic rings (naphthalene, anthracene, phenanthrene) with carbonyl groups in specific configurations. These composite structures create extended conjugation systems that enhance light and heat resistance while maintaining manageable device complexity through systematic molecular design.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces specific functional groups and aromatic ring substitutions at strategic positions to locally enhance stability against light and heat. The carbonyl groups and aromatic systems are positioned to create localized regions of high stability that protect the overall molecular structure from degradation.

Inventive Principle:
Principle #3Local quality

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 results in a cured film with excellent spectral characteristics, improved light and heat resistance, and enhanced durability, addressing the limitations of conventional pigments in achieving optimal spectral filtering and resistance.

Implementation Method 1

a near-infrared absorbing compound having a maximal absorption wavelength in a range of 650 to 1000 nm

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Implementation Method 2

the composition further includes a photopolymerization initiator

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentEP4024097B1Composition, film, near-infrared cut-off filter, pattern formation method, laminate, solid-state imaging element, infrared sensor, image display device, camera module and compound
Publication Date: 2024.05.22 FUJIFILM CORP
  • EP4024097B1 patent drawingFigure 1
  • EP4024097B1 patent drawing
  • EP4024097B1 patent drawing

AI summary

Provided are a composition including a coloring agent having a structure represented by Formula (1), an organic solvent, and a curable compound, in which a solubility of the coloring agent having a structure represented by Formula (1) in propylene glycol methyl ether acetate at 25°C is 100 mg/L or less; a compound having a structure represented by Formula (4-1); a film formed of the composition; a near-infrared cut filter; a pattern forming method; a laminate; a solid-state imaging element; an infrared sensor; an image display device; a camera module; and a novel compound.         (Dye)n-L1     (1) In Formula (1), L1 represents an n-valent linking group, n represents an integer of 2 to 10, where in a case where n is 2, L1 may be a single bond, and Dye's each independently represent a coloring agent structure having a maximal absorption wavelength in a wavelength range of 650 nm to 2,000 nm.