Reactive Mesogens for High Birefringence and UV Stability

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Solution Overview

Problem

Reactive mesogens (RMs) used in optical components for liquid crystal displays (LCDs) face challenges in achieving high birefringence while maintaining polymerizability and resistance to yellowing under UV light, particularly due to the reactivity of tolane groups which are unsuitable for many optical applications.

Innovation Solution

Development of RM compounds with specific chemical groups such as terphenyl structures, which can be polymerized via UV photopolymerization, forming high-birefringence films with improved resistance to yellowing when exposed to UV light, using formulations that include solvents and additives for enhanced properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stress or pressure

If tolane groups are incorporated into RM compounds to increase birefringence, then high birefringence is achieved, but yellowing or degradation occurs upon light exposure

Engineering Contradiction:
ImprovebirefringenceVSAvoidresistance to yellowing
Core Design Contradiction:
Stress or pressureVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters by replacing tolane groups with terphenyl groups and modifying the mesogenic core structure. This structural parameter change maintains high birefringence while improving UV stability and resistance to yellowing, as the new structure is inherently more stable under light exposure

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite RM molecules combining terphenyl groups with specific mesogenic units and polymerizable groups. This composite structure integrates the high birefringence property of terphenyl with the stability required for optical applications, achieving both high birefringence and UV resistance simultaneously

Inventive Principle:
Principle #40Composite materials

2Stress or pressure

If reactive groups are added to achieve high birefringence, then polymerizability is improved, but stability under UV light deteriorates

Engineering Contradiction:
ImprovebirefringenceVSAvoiddegradation under UV light
Core Design Contradiction:
Stress or pressureVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical composition parameters by selecting specific polymerizable groups (acrylate, methacrylate, vinyl, epoxide, oxetane) that are inherently more stable under UV light. These groups maintain reactivity for polymerization while being less prone to degradation, thus improving both birefringence and UV stability

Inventive Principle:
Principle #35Parameter changes

3Stress or pressure

If specific chemical groups are incorporated to increase birefringence, then optical properties are improved, but suitability for UV photopolymerisation decreases

Engineering Contradiction:
ImprovebirefringenceVSAvoidpolymerisability
Core Design Contradiction:
Stress or pressureVSEase of manufacture

Solution Approach 1:

The patent designs RM molecules that are multi-functional: the terphenyl group provides high birefringence, the mesogenic unit ensures liquid crystalline behavior, and the polymerizable group enables UV photopolymerization. This universal design allows a single compound to satisfy multiple requirements simultaneously - high optical performance and ease of manufacturing through UV curing

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 RM compounds and formulations achieve high birefringence and resistance to yellowing, making them suitable for advanced optical and electrooptical components, including LCDs, with improved performance in UV stability and optical clarity.

Implementation Method 1

The compounds of formula I1 are suitable for preparing polymers by in situ UV photopolymerisation

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentEP2935512B1Reactive mesogens
Publication Date: 2018.12.26 MERCK PATENT GMBH
  • EP2935512B1 patent drawingFigure 1
  • EP2935512B1 patent drawing
  • EP2935512B1 patent drawing

AI summary

The invention relates to reactive mesogens (RMs) comprising a terphenyl group, to mixtures and formulations comprising them, to polymers obtained form such RMs and RM mixtures, and the use of the RMs, RM mixtures and polymers in optical or electroopticat components or devices, like optical retardation films for liquid crystal displays (LCDs).