Alicyclic Tetracarboxylic Dianhydride Polyimides for Optical Clarity

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Solution Overview

Problem

Conventional polyimides derived from aromatic tetracarboxylic dianhydrides exhibit high heat resistance but are colored, limiting their use in optical applications where transparency is required, and there is a need for materials with enhanced heat resistance while maintaining high light transmittance.

Innovation Solution

A tetracarboxylic dianhydride with specific stereoisomers, including endo/exo and endo/endo type structures, is used to produce polyimides with improved light transmittance and heat resistance, achieving higher mechanical strength and reduced transmission loss.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If aromatic tetracarboxylic dianhydrides are used to produce polyimides, then heat resistance is improved, but light transmittance deteriorates (polyimides become colored yellow to brown)

Engineering Contradiction:
Improveheat resistanceVSAvoidlight transmittance
Core Design Contradiction:
TemperatureVSIllumination intensity

Solution Approach 1:

The invention changes the chemical structure parameters of the tetracarboxylic dianhydride by introducing alicyclic groups (cycloalkane rings) instead of aromatic groups. This structural parameter change fundamentally alters the polyimide's optical properties while maintaining heat resistance, as the alicyclic structure lacks the conjugated pi-electron systems in aromatic compounds that cause yellowing and light absorption.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite molecular structure combining alicyclic rings with imide groups in a specific configuration. The alicyclic tetracarboxylic dianhydride structure integrates rigid cyclic hydrocarbon frameworks with reactive anhydride groups, producing polyimides that combine the thermal stability of aromatic polyimides with the optical clarity of aliphatic structures.

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If conventional polyimides are used for optical applications, then manufacturing simplicity is maintained, but optical characteristics (transparency) deteriorate

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidoptical transparency
Core Design Contradiction:
Ease of manufactureVSIllumination intensity

Solution Approach 1:

The invention modifies the monomer structure parameter from aromatic to alicyclic tetracarboxylic dianhydride, which changes the polyimide's optical transmission properties while preserving the straightforward polycondensation manufacturing process. The alicyclic structure parameters enable high light transmittance without complicating the synthesis route.

Inventive Principle:
Principle #35Parameter changes

3Illumination intensity

If polyimides with high light transmittance are developed, then optical application suitability is improved, but heat resistance deteriorates

Engineering Contradiction:
Improvelight transmittanceVSAvoidheat resistance
Core Design Contradiction:
Illumination intensityVSTemperature

Solution Approach 1:

The invention designs a composite molecular architecture where alicyclic rings provide optical clarity while integrated imide groups contribute thermal stability. The specific configuration of the alicyclic tetracarboxylic dianhydride combines rigid cyclic structures with heat-resistant imide linkages, achieving both optical and thermal performance simultaneously.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention optimizes the molecular parameters of the alicyclic structure, including ring size, substitution patterns, and stereochemistry, to simultaneously achieve high light transmittance and heat resistance. By carefully selecting and adjusting these structural parameters, the polyimide exhibits both excellent optical properties and superior thermal stability.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11667754B2Tetracarboxylic dianhydride, carbonyl compound, polyimide precursor resin, and polyimide
Publication Date: 2023.06.06 UBE CORPORATION
  • US11667754B2 patent drawing
  • US11667754B2 patent drawing
  • US11667754B2 patent drawing

AI summary

A tetracarboxylic dianhydride includes: at least one acid dianhydride (A) selected from the group consisting of compounds each having an endo/exo type three-dimensional structure represented by a particular general formula and their enantiomeric compounds each having an exo/endo type three-dimensional structure; and/or an acid dianhydride (B) having an endo/endo type three-dimensional structure represented by a particular general formula, wherein a content of the acid dianhydride (B) in a total amount of the acid dianhydrides (A) and (B) is 30 to 100% by mole in a mole ratio.