Adamantane Derivative Resin for Optical Semiconductor Sealing
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Solution Overview
Problem
Existing sealing materials for optical semiconductors, such as bisphenol A epoxy resin, face issues with light absorption and inadequate heat resistance, while adamantane derivatives offer promising optical and heat resistance properties but require complex reaction pathways to produce cyclic ether compounds efficiently.
Innovation Solution
A cyclic ether compound with an adamantane derivative, represented by a specific general formula, is produced by reacting an adamantane derivative with a compound having a cyclic ether group, and a resin composition containing this derivative and an epoxy resin curing agent is used to create a sealing agent for optical semiconductors, enhancing transparency, heat resistance, and dielectric properties.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Temperature
If bisphenol A epoxy resin is used for sealing LED, then heat resistance is achieved, but light absorption occurs and the resin turns yellow due to aromatic components
Solution Approach 1:
The invention extracts and removes the problematic aromatic ring structure from the epoxy resin molecule through hydrogenation, while retaining the desirable heat resistance properties. This is achieved by converting the aromatic rings in bisphenol A epoxy resin into saturated alicyclic structures, eliminating light absorption while preserving thermal stability.
Solution Approach 2:
The invention changes the chemical structure parameter of the epoxy resin by hydrogenating the aromatic rings to alicyclic structures. This structural transformation modifies the resin's optical properties (reducing light absorption) while maintaining its thermal properties (heat resistance), thus resolving the contradiction between heat resistance and light transparency.
2Object-affected harmful factors
If aromatic rings in epoxy resin are hydrogenated to improve light resistance, then light absorption is reduced, but heat resistance becomes insufficient to withstand LED operating temperatures
Solution Approach 1:
The invention creates a composite molecular structure combining hydrogenated alicyclic epoxy resin with adamantane derivatives. This composite approach synergistically combines the light resistance of hydrogenated structures with the enhanced heat resistance of adamantane cages, achieving both improved optical and thermal performance simultaneously.
3Temperature
If adamantane diols are reacted with cyclic ether group-containing compounds to produce cyclic ether compounds, then heat resistance and light resistance are achieved, but the reaction yield is low due to low reactivity of adamantane diols
Solution Approach 1:
The invention changes the reaction parameters by using alternative adamantane derivatives (such as adamantane carboxylic acids or esters) instead of adamantane diols as starting materials. This substitution fundamentally alters the reaction pathway and conditions, enabling high-yield production of cyclic ether compounds with adamantane structures while maintaining the desired heat and light resistance properties.
4Productivity
If complex reaction pathways are used to obtain cyclic ether compounds at high yield, then productivity is improved, but device complexity increases and industrial applicability is reduced
Solution Approach 1:
The invention segments the synthesis process into simple, modular steps starting from readily available adamantane derivatives. Instead of using complex multi-step pathways, the method employs straightforward reactions (such as esterification or condensation) that can be easily controlled and scaled, achieving high yields while maintaining process simplicity and industrial feasibility.
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 resin composition exhibits excellent optical characteristics, long-term heat resistance, and adhesive properties, making it suitable for optical semiconductors, electronic circuits, and other applications, while simplifying the production process of adamantane derivatives.
Implementation Method 1
reacting an adamantane derivative with a compound having a cyclic ether group
Implementation Method 2
the bisphenol A epoxy resin absorbs light and turns yellow
Data Source
AI summary
Provided are: an adamantane derivative represented by the following general formula (I) giving a cured product excellent in optical characteristics such as transparency and light resistance, durabilities such as heat resistance, and electrical characteristics such as dielectric constant; a method of producing the adamantane derivative; a resin composition containing the adamantane derivative and an epoxy resin curing agent; and a sealing agent for an optical semiconductor using the resin composition:where: Y represents a group selected from a hydrocarbon group, a hydroxyl group, a carboxyl group, and an ═O group formed by two Y's being combined together; Z represents a cyclic ether group; n represents an integer of 0 or more; and p represents an integer of 2 to 4 and q represents an integer of 0 to 14, while satisfying 2≦p+q≦16.


