Polyimide Precursor Modified with Alicyclic Epoxydicarboxylic Acid Anhydride

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Solution Overview

Problem

Current liquid crystal display devices face challenges in achieving a liquid crystal alignment film with improved rubbing resistance, pretilt angle control, and durability against backlight irradiation, which affects the reliability and performance of the display.

Innovation Solution

A polyimide precursor modified with a side chain-substituted alicyclic epoxydicarboxylic acid anhydride is developed, allowing for the production of a polyimide with enhanced solubility and a liquid crystal alignment film that is resistant to rubbing damage and degradation from light and heat.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a polyimide type liquid crystal aligning agent is used to form an alignment film, then liquid crystal alignment is achieved, but the film is prone to peeling and scraping during rubbing treatment

Engineering Contradiction:
Improverubbing resistanceVSAvoidfilm integrity during rubbing
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The invention modifies the chemical structure of the polyimide precursor by introducing specific side chain substituents (alkyl groups with 1-20 carbon atoms, aromatic hydrocarbon groups, or heterocyclic groups) at positions 2 and 6 of the pyridine ring. This structural parameter change enhances the film's mechanical strength and adhesion, preventing peeling and scraping during rubbing treatment while maintaining alignment functionality.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite liquid crystal aligning agent by combining the specially structured pyridine-based polyimide precursor with other components. This composite approach integrates multiple functional properties including improved rubbing resistance, controlled pretilt angle, and enhanced durability against light and heat degradation.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional polyimide structures are used, then basic alignment function is provided, but the film deteriorates under intense light and heat from backlight in large-sized displays

Engineering Contradiction:
Improvedurability against light and heatVSAvoiddeterioration by backlight irradiation
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention introduces aromatic hydrocarbon groups or heterocyclic groups as side chain substituents on the pyridine ring structure. These structural modifications enhance the film's thermal stability and resistance to photo-oxidation, preventing deterioration under intense backlight irradiation and heat conditions in large-sized displays.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention incorporates heterocyclic groups containing nitrogen atoms into the polyimide structure. These nitrogen-containing groups provide both structural stability against heat and light, and additional functional benefits for liquid crystal alignment control, converting potential degradation pathways into stable structural features.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Ease of operation

If a pretilt angle is to be imparted to liquid crystal, then diamine containing side chains are used, but this complicates the molecular structure

Engineering Contradiction:
Improvepretilt angle controlVSAvoidmolecular structure complexity
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The invention introduces side chain substituents at specific local positions (2 and 6) of the pyridine ring structure. This localized modification approach provides pretilt angle control and other functional properties without requiring complex modifications throughout the entire molecular structure, maintaining relative simplicity while achieving desired performance.

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS9447240B2Polyimide precursor modified with dicarboxylic acid anhydride, imidized polyimide and liquid crystal aligning agent using it
Publication Date: 2016.09.20 NISSAN CHEM CORP
  • US9447240B2 patent drawing
  • US9447240B2 patent drawing
  • US9447240B2 patent drawing

AI summary

To provide a polyimide precursor and/or polyimide which has an excellent solubility in various organic solvents, and with which a liquid crystal alignment film can be obtained which is excellent in a rubbing resistance and which is hardly deteriorated even by irradiation with backlight.A polyimide precursor having its terminal amino group modified with at least one alicyclic epoxydicarboxylic acid anhydride selected from the group consisting of compounds of the formulae [1] and [2], or a polyimide obtained by imidizing it:wherein Y is a C1-2 alkylene or an oxygen atom, and R1 is a hydrogen atom or an organic group represented by —X1—X2—X3 , wherein X1 is a single bond or —CH2—, X2 is a single bond or —O—, and X3 is a C1-20 alkyl group, a C1-20 haloalkyl group or a C1-20 alkyl group containing a cyano group.