Bio-derived Polyimide with Ester Bonds for High Tg

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Solution Overview

Problem

Current bio-based plastics lack high heat resistance, chemical stability, and optical properties, limiting their application in advanced technologies such as displays and transparent substrates.

Innovation Solution

A polyimide material is developed using a dianhydrohexitol such as isosorbide or isomannide and a tetracarboxylic dianhydride synthesized from trimellitic anhydride with an ester bond, achieving a glass transition temperature of 210°C or higher.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-generated harmful factors

If bio-based plastics are used, then environmental sustainability is improved, but heat resistance and mechanical properties deteriorate

Engineering Contradiction:
Improvegreenhouse gas emissionVSAvoidheat resistance
Core Design Contradiction:
Object-generated harmful factorsVSTemperature

Solution Approach 1:

The patent creates a composite polyimide structure combining bio-derived dianhydrohexitol (isosorbide/isomannide) with tetracarboxylic dianhydride containing ester bonds. This composite molecular structure integrates the sustainability benefits of bio-based materials with the high heat resistance characteristics of polyimide engineering plastics, achieving Tg of 210°C or higher while maintaining bio-based composition.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure parameters by introducing specific ester bond-containing tetracarboxylic dianhydride units into the polyimide backbone. This structural parameter change enables the material to achieve both bio-based sustainability and enhanced thermal stability, with the ester bonds contributing to the overall thermal resistance while maintaining the bio-derived carbon structure.

Inventive Principle:
Principle #35Parameter changes

2Temperature

If petrochemical-derived polyimides are used, then heat resistance and mechanical properties are improved, but environmental sustainability deteriorates

Engineering Contradiction:
Improveheat resistanceVSAvoidgreenhouse gas emission
Core Design Contradiction:
TemperatureVSObject-generated harmful factors

Solution Approach 1:

The patent changes the source parameter of the raw materials from petrochemical to bio-based resources. By using dianhydrohexitol derived from plant starch and tetracarboxylic dianhydride synthesized from trimellitic anhydride, the material maintains the high heat resistance (Tg ≥ 210°C) of traditional polyimides while fundamentally altering the carbon source to renewable biomass, thereby reducing greenhouse gas emissions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops a composite molecular architecture that integrates bio-based dianhydrohexitol units with ester bond-containing tetracarboxylic dianhydride units. This composite structure replicates the performance characteristics of petrochemical polyimides while utilizing renewable carbon sources, effectively substituting fossil-based materials with bio-based alternatives without sacrificing thermal performance.

Inventive Principle:
Principle #40Composite materials

3Object-generated harmful factors

If most bio-based plastics are used, then environmental sustainability is improved, but optical properties and dielectric properties deteriorate

Engineering Contradiction:
Improvegreenhouse gas emissionVSAvoidoptical properties
Core Design Contradiction:
Object-generated harmful factorsVSIllumination intensity

Solution Approach 1:

The patent optimizes the chemical structure parameters by selecting specific ester bond-containing tetracarboxylic dianhydride units that contribute to excellent optical properties. The resulting polyimide achieves high light transmission and low birefringence, making it suitable for display applications, while simultaneously maintaining bio-based sustainability through the use of dianhydrohexitol from plant resources.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS20250043079A1Polyimide, polyimide varnish, and polyimide thin film
Publication Date: 2025.02.06 HONSHU CHEM INDAL
  • US20250043079A1 patent drawing
  • US20250043079A1 patent drawing
  • US20250043079A1 patent drawing

AI summary

A polyimide has a repeating unit represented by general formula (1) and having a glass transition temperature (Tg) of 210° C. or higher:wherein A represents a divalent group represented by general formula (5) or a divalent organic group including a cyclic aliphatic group having 4 to 30 carbon atoms:wherein X represents a direct bond, an oxygen atom, a sulfur atom, a sulfonyl group (—SO2—), a carbonyl group (—CO—), an amide group (—NHCO—), an ester group (—OCO—), an alkylidene group having 1 to 15 carbon atoms, a fluorine-containing alkylidene group having 2 to 15 carbon atoms, a cycloalkylidene group having 5 to 15 carbon atoms, a phenylene group, or a fluorenylidene group, and each * represents a bonding position. The polyimide is intended to have high heat resistance, excellent optical properties, and dielectric properties while being made from a bio-derived resource.