Polymerizable Chiral Compound for Broad Selective Reflection Bandwidth

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Solution Overview

Problem

Existing chiral compounds used in forming cholesteric resin layers for circularly polarized light separation do not have high helical twisting power, limiting the wavelength range of selective reflection and efficiency in light conversion for liquid crystal display devices.

Innovation Solution

A novel polymerizable chiral compound represented by formula (I) with specific structural groups and bonding configurations, which enhances helical twisting power, is developed, allowing for a broader selective reflection band and improved light conversion efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional chiral compounds are used in cholesteric resin layers, then the structure is relatively simple and ease of manufacture is improved, but the helical twisting power is low which limits the selective reflection bandwidth

Engineering Contradiction:
Improveselective reflection bandwidthVSAvoidmolecular structure complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent employs composite chiral compounds that combine multiple functional groups (mesogenic groups, chiral groups, and polymerizable groups) within a single molecular structure. This composite approach enables the material to achieve high helical twisting power and broad selective reflection bandwidth while maintaining manufacturability through established synthetic routes for each functional component.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically varies key molecular parameters including the type of chiral group (isoindoline, indoline, etc.), the nature of mesogenic groups, the length and structure of spacer groups, and the position of polymerizable groups. These parameter changes are optimized to maximize helical twisting power and control the pitch of the cholesteric phase, thereby expanding the selective reflection bandwidth across the visible spectrum.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If chiral compounds with higher helical twisting power are used, then the selective reflection bandwidth is expanded, but the molecular structure becomes more complex

Engineering Contradiction:
Improveselective reflection bandwidthVSAvoidsynthesis difficulty
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The complex chiral compounds are synthesized through stepwise assembly of pre-functionalized building blocks. The molecule is constructed by sequentially adding mesogenic groups, chiral groups, and polymerizable groups through well-established reactions such as esterification, amide formation, and click chemistry. This segmented synthesis approach simplifies the manufacturing process compared to attempting to synthesize the complete complex molecule in a single step.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent utilizes spacer groups as intermediary structures that connect the chiral center to the mesogenic groups and polymerizable groups. These spacer groups serve as modular building blocks that can be easily attached and detached during synthesis, facilitating the assembly of complex chiral structures while maintaining ease of manufacture through standardized connection protocols.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Loss of energy

If conventional chiral agents are used, then the manufacturing process is simpler, but the light conversion efficiency in liquid crystal display devices is reduced

Engineering Contradiction:
Improvelight conversion efficiencyVSAvoidmolecular structure complexity
Core Design Contradiction:
Loss of energyVSDevice complexity

Solution Approach 1:

The chiral compounds disclosed in the patent are designed to perform multiple functions simultaneously: (1) inducing helical structure in the liquid crystal phase, (2) determining the selective reflection wavelength through pitch control, (3) providing polymerizable groups for in-situ polymerization to lock the cholesteric structure, and (4) enhancing light conversion efficiency through optimized optical properties. This multi-functionality reduces energy loss and improves display device performance.

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

Solution Approach 2:

The composite chiral compounds integrate optically active moieties with polymerizable functional groups and mesogenic units in a single molecular architecture. This composite structure enables efficient energy transfer and enhanced light conversion by coordinating the electronic properties of different functional groups, while the unified molecular structure simplifies the manufacturing process compared to using separate additive combinations.

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 novel polymerizable chiral compound achieves high helical twisting power, expanding the wavelength range of selective reflection and enhancing the efficiency of light conversion in liquid crystal display devices, particularly in forming cholesteric liquid crystal polymers for polarized light applications.

Implementation Method 1

a novel polymerizable chiral compound having high helical twisting power

Methodology Applied
Scientific EffectHelical twisting: Cholesteric Liquid Crystal

Implementation Method 2

A wavelength range which exhibits the selective reflection characteristic depends on the period of cholesteric regularity

Methodology Applied
Scientific EffectSelective reflection: Reflection

Implementation Method 3

A resin layer having cholesteric regularity (hereinafter, it will be referred to as 'cholesteric resin layer') has a characteristic of reflecting a circular polarized light which is in a rotational direction that is the same as the direction of helical rotation of cholesteric regularity

Methodology Applied
Scientific EffectCircular polarized light reflection: Reflection

Implementation Method 4

a polymerizable liquid crystal composition comprising the polymerizable chiral compound, a liquid crystal polymer obtained by polymerization of the polymerizable liquid crystal composition

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentUS8603357B2Polymerizable chiral compound, polymerizable liquid crystal composition, liquid crystal polymer and optically anisotropic body
Publication Date: 2013.12.10 ZEON CORP
  • US8603357B2 patent drawing
  • US8603357B2 patent drawing
  • US8603357B2 patent drawing

AI summary

The present inventions to provide a novel polymerizable chiral compound (chiral agent) having high helical twisting power, a polymerizable liquid crystal composition comprising the polymerizable chiral compound and a polymerizable liquid crystal compound, a liquid crystal polymer, and an optically anisotropic body. The object was achieved by a polymerizable chiral compound represented by the following formula (I), a polymerizable liquid crystal composition comprising the polymerizable chiral compound and a polymerizable liquid crystal compound, a liquid crystal polymer, and an optically anisotropic body:wherein Y1 to Y8 are each —O—, —O—C(═O)—, —C(═O)—O— or the like; G1 and G2 are each a divalent aliphatic group having 1 to 20 carbon atoms or the like; Z1 and Z2 are each an alkenyl group having 2 to 10 carbon atoms or the like; Q1 to Q4 are each a hydrogen atom or the like; A1 to A6 are each a divalent aromatic group A having 6 to 30 carbon atoms; and X is any of groups represented by the following (X-i) to (X-vi):wherein * represents a bond and L1 to L4 are each an alkyl group having 1 to 4 carbon atoms or the like;and wherein, in the formula (I), a and b are each 0 or 1.