Thioepoxy and (Meth)Allyl Fluorene Compounds for High-Index Polymers
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Solution Overview
Problem
Existing fluorene compounds with (meth)allyl and glycidyl groups have a low refractive index, limiting their use as raw materials for high refractive index optical materials.
Innovation Solution
A fluorene compound containing thioepoxy and (meth)allyl groups is synthesized by reacting a fluorene compound with glycidyl and (meth)allyl groups with thiourea or a thiocyanate, allowing for polymerization and crosslinking via these groups, resulting in a polymer with a high refractive index.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Temperature
If a fluorene compound containing glycidyl and (meth)allyl groups is used, then polymerization and crosslinking can be achieved, but the refractive index is low and insufficient for high refractive index optical materials
Solution Approach 1:
The patent changes the chemical parameters of the fluorene compound by replacing glycidyl groups with thioepoxy groups. This substitution modifies the molecular structure to increase the refractive index while preserving the polymerization capability through the retained (meth)allyl groups. The thioepoxy group contains sulfur which has higher polarizability, directly contributing to increased refractive index.
Solution Approach 2:
The invention creates a composite molecular structure combining thioepoxy groups, (meth)allyl groups, and fluorene aromatic rings. This composite structure integrates multiple functional elements: the thioepoxy provides high refractive index, the (meth)allyl enables polymerization, and the fluorene core provides structural stability. The synergistic combination resolves the contradiction by achieving both high refractive index and polymerization capability.
2Temperature
If the molecular structure is modified to increase refractive index, then optical material performance improves, but the polymerization and crosslinking capability may be compromised
Solution Approach 1:
The molecular structure is segmented into distinct functional regions: thioepoxy groups for high refractive index, (meth)allyl groups for polymerization, and fluorene core for structural integrity. This segmentation allows each component to perform its specific function independently, ensuring that modifying one region (adding thioepoxy) does not compromise the functionality of other regions (polymerization capability of (meth)allyl groups).
Solution Approach 2:
The fluorene compound is designed with multi-functionality: it simultaneously provides high refractive index through thioepoxy groups, polymerization capability through (meth)allyl groups, and structural stability through the fluorene core. This multi-functional design ensures that the molecule can fulfill multiple requirements without compromise, resolving the contradiction between optical performance and polymerization reliability.
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 resulting fluorene compound enables the formation of polymers with high refractive index, suitable for high refractive index optical materials due to its thioepoxy and (meth)allyl groups, facilitating crosslinking and curing.
Implementation Method 1
reacting a fluorene compound containing glycidyl and (meth)allyl groups, represented by the formula (2), with thiourea or a thiocyanate, there is obtained a fluorene compound containing thioepoxy and (meth)allyl groups in the molecule, represented by the formula (1)
Data Source
AI summary
The fluorene compound is represented by formula (1), which contains thioepoxy and (meth)allyl groups. In the formula, R1 to R4 are each independently a hydrogen atom or a methyl group. The fluorene compound containing thioepoxy and (meth)allyl groups allows for both polymerization via (meth)allyl groups and polymerization via thioepoxy groups.