Polymerizable Liquid Crystal Compound for High-Temperature Optical Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing polymerizable liquid crystal compounds used in optical compensation films for liquid crystal display devices face challenges in maintaining optical anisotropy and transparency at high temperatures due to low glass transition temperatures, leading to alignment disturbances and reduced performance in high-temperature environments.

Innovation Solution

A polymerizable liquid crystal compound with an α-methylene-γ-butyrolactone moiety is developed, which exhibits excellent polymerizability and thermal stability, resulting in a polymer with enhanced optical anisotropy and chemical resistance, suitable for high-temperature applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If conventional polymerizable liquid crystal compounds are used, then the film can be manufactured, but the optical anisotropy and transparency are significantly reduced at high temperatures due to low glass transition temperature causing molecular alignment disturbance

Engineering Contradiction:
Improveglass transition temperatureVSAvoidoptical anisotropy stability
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent modifies the chemical structure of the liquid crystal compound by introducing a butyrolactone ring structure with specific substituents (cyano, alkoxy, or fluoro groups) to elevate the glass transition temperature from conventional low values to above 80°C, thereby maintaining molecular alignment and optical properties at high temperatures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining the butyrolactone ring (providing thermal stability and high Tg) with liquid crystal mesogenic groups (providing optical anisotropy) and polymerizable groups (enabling film formation), achieving simultaneous improvement in thermal stability and optical performance

Inventive Principle:
Principle #40Composite materials

2Temperature

If the glass transition temperature is increased to maintain alignment at high temperatures, then thermal stability improves, but the polymerizability and processing ease may be compromised

Engineering Contradiction:
Improveglass transition temperatureVSAvoidpolymerizability
Core Design Contradiction:
TemperatureVSEase of manufacture

Solution Approach 1:

The patent assigns different functional roles to different parts of the molecule: the butyrolactone ring provides thermal stability and high Tg, the mesogenic groups maintain liquid crystallinity and optical anisotropy, while the acryloyloxy or methacryloyloxy groups localized at specific positions enable easy polymerization without compromising the thermal properties of the core structure

Inventive Principle:
Principle #3Local quality

3Reliability

If conventional liquid crystal compounds are used for In Cell technique, then the process can be completed, but the materials lack sufficient thermal stability and chemical resistance

Engineering Contradiction:
Improvethermal stabilityVSAvoidchemical resistance
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent designs a composite molecular architecture where the butyrolactone ring structure provides enhanced thermal stability and chemical resistance, while the liquid crystal and polymerizable components enable the material to function in In Cell techniques, achieving broad adaptability across different application requirements

Inventive Principle:
Principle #40Composite materials

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 compound maintains excellent optical anisotropy and transparency at high temperatures, making it suitable for use in high-temperature environments such as automotive displays, with improved thermal stability and chemical resistance.

Implementation Method 1

a mixture of two types of acryl group-bearing polymerizable liquid crystal compounds having an acryl group or a composition obtained by mixing a chiral liquid crystal with the above mixture is admixed with a photopolymerization initiator, followed by irradiation of UV light thereon to obtain a polymer

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Implementation Method 2

there have been developed films that make use of optical anisotropy of polymerizable liquid crystal compounds

Methodology Applied
Scientific EffectOptical anisotropy: Anisotropy

Implementation Method 3

where the film obtained from a polymerizable liquid crystal compound has a glass transition temperature (hereinafter abbreviated as Tg) that is lower than a temperature in a use environment or is placed especially in a high-temperature environment, its alignment is disturbed because of the microscopic fluctuation of the molecules

Methodology Applied
Scientific EffectGlass transition:

Data Source

PatentEP2062882B1Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and alignment film
Publication Date: 2011.09.28 NISSAN CHEM CORP
  • EP2062882B1 patent drawingFigure 1~2
  • EP2062882B1 patent drawing
  • EP2062882B1 patent drawing

AI summary

Disclosed is a polymerizable liquid crystal compound represented by the formula [1] below, which enables to obtain a polymer having excellent optical anisotropy, excellent chemical resistance and excellent heat resistance, wherein retardation value and transparency are stably maintained even at high temperatures. (In the formula, R represents an organic group represented by the formula [A-1], [B-1], [B-2] or [C-1] below; and n represents an integer of 2 to 9.) (In the formula, X represents a hydrogen atom, a halogen atom, a cyano group or an alkoxy group; m represents an integer of 2 to 10; and p represents an integer of 0 to 6.)