Alkoxy-Substituted Polymerizable Compounds for PSA Displays

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Solution Overview

Problem

Conventional liquid-crystal display (LCD) technologies, particularly in the polymer sustained alignment (PSA) type, face issues with inadequate tilt or pretilt angles, voltage holding ratio (VHR), image sticking, high melting points, limited solubility, and increased viscosities, leading to suboptimal performance in terms of response times, contrast, and reliability.

Innovation Solution

The development of novel polymerizable mesogenic compounds with alkoxy substituents and specific polymerizable groups, which enable quick and complete UV-photopolymerization at longer wavelengths without photoinitiators, reducing residual unpolymerized materials and improving pretilt stability, solubility, and electrical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional polymerizable compounds are used in PSA displays, then the display can be manufactured, but the compounds exhibit high melting points and limited solubility in LC host mixtures

Engineering Contradiction:
Improvesolubility in LC host mixtureVSAvoidmelting point
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent modifies the molecular structure of polymerizable compounds by introducing alkoxy substituents (such as -OCH3, -OC2H5) at specific positions on the mesogenic core. This chemical parameter change reduces intermolecular forces, lowering melting points from typically >100°C to below 0°C or room temperature, while simultaneously improving solubility in LC host mixtures through enhanced molecular compatibility.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining mesogenic groups (for liquid crystalline behavior) with polymerizable groups (for network formation) and alkoxy substituents (for property modulation). This composite approach allows simultaneous optimization of melting point, solubility, and liquid crystal properties that cannot be achieved with single-function molecules.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional polymerizable compounds are used, then the LC medium can be formulated, but the compounds show inadequate pretilt angles and poor pretilt stability

Engineering Contradiction:
Improvepretilt stabilityVSAvoidpretilt angle control
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent introduces alkoxy substituents at specific local positions (e.g., positions 2 and 6 of the mesogenic core, or on spacer groups) to locally modify molecular orientation behavior. This localized structural modification creates consistent pretilt angles (typically 5-20 degrees) that are maintained stably during UV polymerization, improving both pretilt angle control and stability.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention replaces mechanical alignment methods (such as rubbing alignment layers) with photo-induced alignment through UV polymerization of the modified compounds. The alkoxy-substituted polymerizable compounds self-organize during polymerization to create stable pretilt angles, substituting mechanical alignment processes with a chemical-optical mechanism that provides better stability and consistency.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Reliability

If conventional LC media are used in PSA displays, then the display can operate, but image sticking and mura defects occur

Engineering Contradiction:
Improvedisplay qualityVSAvoidimage sticking and mura
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent converts the potential harm of residual unpolymerized compounds (which cause image sticking) into a benefit by designing compounds that polymerize completely and uniformly under UV irradiation. The alkoxy substituents promote uniform polymerization kinetics, ensuring complete conversion of monomers to polymer network, thereby eliminating residual compounds that would cause image sticking and mura defects.

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

Solution Approach 2:

The modified polymerizable compounds perform self-alignment and self-organization during UV polymerization to create a uniform polymer network structure. The alkoxy-substituted molecules automatically orient themselves to achieve consistent pretilt angles and uniform distribution, eliminating the need for additional alignment processes and preventing defects without external intervention.

Inventive Principle:
Principle #25Self-service

4Speed

If conventional polymerizable compounds are used, then the LC medium can be prepared, but the compounds exhibit long response times

Engineering Contradiction:
Improveresponse timeVSAvoidviscosity
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent modifies the viscosity parameters of the LC medium by incorporating alkoxy-substituted polymerizable compounds at optimized concentrations (typically 1-10 wt%). The alkoxy groups reduce intermolecular interactions, lowering the viscosity of the LC medium. This parameter change enables faster molecular reorientation under electric fields, reducing response times from milliseconds to sub-millisecond ranges while maintaining compositional stability.

Inventive Principle:
Principle #35Parameter changes

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

These compounds facilitate high VHR values, rapid and complete polymerization, reduced image sticking and mura, and enhanced reliability, with improved solubility and lower melting points, resulting in superior display performance including short response times and broad viewing angles.

Implementation Method 1

enable quick and complete UV-photopolymerization at longer wavelengths without photoinitiators

Methodology Applied
Scientific EffectUV-photopolymerization: Photopolymerisation

Data Source

PatentUS11414599B2Polymerizable compounds and the use thereof in liquid-crystal displays
Publication Date: 2022.08.16 MERCK PATENT GMBH
  • US11414599B2 patent drawing
  • US11414599B2 patent drawing
  • US11414599B2 patent drawing

AI summary

The present invention relates to polymerizable compounds, to processes and intermediates for the preparation thereof, to liquid-crystal media comprising them, and to the use of the polymerizable compounds and liquid crystalline media for optical, electro-optical and electronic purposes, in particular in liquid crystalline displays, especially in liquid crystalline displays of the polymer sustained alignment type.