Perhydro-s-Indacene Liquid-Crystal Compounds for Faster Switching

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Solution Overview

Problem

Existing liquid crystal compounds lack a combination of low viscosity, high solubility, thermal and photochemical stability, and tailored dielectric anisotropy, which are essential for efficient operation in various display technologies, particularly in environments with varying temperatures and pressures.

Innovation Solution

Development of novel compounds with a perhydro-s-indacene structure, featuring alkyl radicals with specific substitutions, which enhance stability, solubility, and dielectric properties, allowing for low viscosity and broad nematic phase ranges, reducing rotational viscosity and improving switching times in liquid-crystalline media.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If conventional liquid crystal compounds are used, then dielectric anisotropy can be achieved, but viscosity remains high and switching time increases

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

Solution Approach 1:

The patent changes the molecular structure parameters by introducing perhydro-s-indacene core with specific alkyl substitutions (R1, R2 groups), which fundamentally alters the physical properties including viscosity and dielectric anisotropy, achieving low viscosity while maintaining functional performance

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite liquid crystal compositions by combining the novel perhydro-s-indacene compound with other liquid crystal components, achieving synergistic effects that optimize both viscosity and dielectric properties for improved switching performance

Inventive Principle:
Principle #40Composite materials

2Speed

If compounds with strongly positive dielectric anisotropy are used to reduce switching time, then switching performance improves, but viscosity compensation becomes difficult and mixture stability is compromised

Engineering Contradiction:
Improveswitching timeVSAvoidmixture stability
Core Design Contradiction:
SpeedVSReliability

Solution Approach 1:

The patent achieves strongly positive dielectric anisotropy through specific molecular parameter changes in the perhydro-s-indacene structure, including strategic placement of polar groups and alkyl chain configurations, which enables independent optimization of dielectric response without proportionally increasing viscosity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The molecular structure is segmented into distinct functional regions: the perhydro-s-indacene core provides dielectric anisotropy, while the alkyl radical substituents (R1, R2) control viscosity and phase behavior, allowing independent optimization of each property

Inventive Principle:
Principle #1Segmentation

3Stability of the object's composition

If low melting point compounds are used to improve solubility and miscibility, then mixture homogeneity improves, but thermal stability and phase range may be compromised

Engineering Contradiction:
Improvesolubility and miscibilityVSAvoidthermal stability and liquid-crystalline phase range
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent optimizes the balance between melting point and phase range by adjusting molecular parameters including alkyl chain length, branching patterns, and substituent positions on the perhydro-s-indacene core, achieving low melting point for good miscibility while maintaining broad liquid-crystalline phase range and thermal stability

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP4294890B1Liquid-crystalline compounds
Publication Date: 2025.10.22 MERCK PATENT GMBH
  • EP4294890B1 patent drawing
  • EP4294890B1 patent drawing
  • EP4294890B1 patent drawing

AI summary

Compounds of the formula (I), wherein the groups R1 and R2 are defined as in claim 1. The invention also relates to a process for preparing same, to liquid-crystalline media containing at least one compound of the formula (I) and to energy-efficient electrooptical displays containing such a liquid-crystalline medium.