Fluorene Sulfonium Photoinitiator for Red-Shifted Absorption

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Solution Overview

Problem

Current cationic photoinitiators, such as triarylsulfonium salts, have limitations in absorption wavelength, solubility, and yellowing resistance, which restrict their industrial application and initiation efficiency.

Innovation Solution

A novel cationic photoinitiator with a sulfonium salt structure incorporating a fluorene core, which exhibits a red shift in absorption wavelength and improved yellowing resistance, is developed, represented by the general formula (I), allowing for enhanced photosensitivity and solubility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If triarylsulfonium salts are used as cationic photoinitiators, then initiation activity and thermal stability are improved, but absorption wavelength remains less than 300nm and yellowing resistance is poor

Engineering Contradiction:
Improveinitiation activityVSAvoidyellowing resistance
Core Design Contradiction:
PowerVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of the photoinitiator by introducing fluorene core structures with specific substituents (R1-R7 groups) to achieve both red-shifted absorption wavelength and improved yellowing resistance while maintaining initiation activity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining sulfonium salt functionality with fluorene core structure, achieving synergistic effects that simultaneously improve absorption properties, yellowing resistance, and initiation efficiency

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If long-chain alkyl groups are introduced to improve solubility, then solubility is improved, but migration resistance decreases and micromolecular compounds are generated

Engineering Contradiction:
ImprovesolubilityVSAvoidmigration resistance
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent applies local quality by introducing moderate-length alkyl groups (C1-C10) at specific positions on the fluorene structure, providing sufficient solubility improvement without excessive chain length that would cause migration and micromolecular compound formation

Inventive Principle:
Principle #3Local quality

3Power

If multifunctional groups are introduced to improve initiation efficiency, then initiation efficiency is improved, but structural complexity increases and yellowing resistance deteriorates

Engineering Contradiction:
Improveinitiation efficiencyVSAvoidyellowing resistance
Core Design Contradiction:
PowerVSObject-affected harmful factors

Solution Approach 1:

The patent introduces multifunctional groups (hydroxyl, cyano, nitro, carbonyl, carboxyl) at specific local positions on the fluorene structure, achieving improved initiation efficiency while controlling the overall molecular structure to maintain yellowing resistance

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 new photoinitiator demonstrates improved photosensitivity, low migration, and excellent yellowing resistance, with pencil hardness exceeding 2H and better storage stability compared to conventional sulfonium salt photoinitiators.

Implementation Method 1

A photoinitiator is a key component of a photocurable product and has a dominating effect on the cure rate of the photocurable product. According to different mechanisms of initiation, photoinitiators may be divided into cationic photoinitiators and radical photoinitiators.

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Implementation Method 2

It has been found in studies that the photoinitiator obtained by incorporating a sulfonium salt structure and a fluorene structure as described below has a red shift of absorption wavelength and an outstanding photosensitive property

Methodology Applied
Scientific EffectAbsorption (EM radiation): Absorption (EM radiation)

Data Source

PatentEP3498691B1Novel cationic photoinitiator, and preparation method therefor and applications thereof
Publication Date: 2021.07.07 CHANGZHOU TRONLY NEW ELECTRONICS MATERIALS CO LTD
  • EP3498691B1 patent drawing
  • EP3498691B1 patent drawing
  • EP3498691B1 patent drawing

AI summary

This invention discloses a novel cationic photoinitiator and a preparation method and use thereof. The cationic photoinitiator has a structure as represented by general formula (I) below. It can match a longer absorption wavelength in the process of application and has an outstanding photosensitive property, and has characteristics of no proneness to migration and good yellowing resistance.