Polymerizable Naphthalene Compounds for Reverse Wavelength Dispersion

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Solution Overview

Problem

Developing polymerizable compounds with reverse wavelength dispersion characteristics for retardation films is challenging due to the introduction of vertical units, which often leads to a decrease in liquid crystallinity and requires extensive trial and error to achieve desired optical characteristics.

Innovation Solution

A polymerizable compound represented by the general formula (1-0) with specific structural elements, including a naphthalene ring and spacer groups, is used to enhance liquid crystallinity and optical characteristics, allowing for the production of optically anisotropic articles with improved viewing angles in liquid crystal display devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If vertical units are introduced into the polymerizable compound to achieve reverse dispersion characteristics, then the optical characteristics (reverse wavelength dispersion of birefringence) are improved, but the liquid crystallinity decreases and crystallization is facilitated

Engineering Contradiction:
Improveoptical characteristics (reverse wavelength dispersion of birefringence)VSAvoidliquid crystallinity
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The patent applies local quality by strategically placing vertical units (cyclic carbonate groups) at specific positions in the molecular structure - specifically at the terminal positions of the liquid crystal molecule rather than along the main chain. This localized placement allows the vertical units to contribute to reverse dispersion characteristics while minimizing their disruptive effect on the overall liquid crystallinity of the molecule.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent creates a composite molecular structure that combines conventional liquid crystal core structures (such as terphenyl or naphthalene groups) with vertical unit components (cyclic carbonate groups). This composite approach allows the molecule to benefit from both the liquid crystalline properties of the core structure and the reverse dispersion characteristics of the vertical units, achieving a balance between the two competing requirements.

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If vertical units are introduced to achieve reverse dispersion characteristics, then the optical characteristics are improved, but extensive trial and error is required to obtain desired characteristics

Engineering Contradiction:
Improveoptical characteristicsVSAvoiddevelopment time (trial and error)
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent systematically varies key parameters of the molecular structure - including the type of liquid crystal core (terphenyl, naphthalene), the position of cyclic carbonate groups (terminal vs. intermediate), the length of alkyl chains, and the configuration of double bonds - to establish structure-property relationships. By identifying optimal parameter ranges, the patent reduces the need for extensive trial and error in future developments.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent performs preliminary structural optimization by pre-designing molecules with vertical units positioned at terminal locations and pre-selecting core structures with appropriate aspect ratios. This preliminary action establishes a foundation of molecules that are more likely to succeed, reducing the iterative development cycle and accelerating the discovery of compounds with desired optical characteristics.

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If vertical units are introduced to achieve reverse dispersion characteristics, then the birefringence magnitude increases with wavelength, but the liquid crystallinity is compromised

Engineering Contradiction:
Improvebirefringence wavelength dispersionVSAvoidliquid crystal phase stability
Core Design Contradiction:
Manufacturing precisionVSStability of the object's composition

Solution Approach 1:

The patent segments the liquid crystal molecule into distinct functional regions: a liquid crystalline core (terphenyl or naphthalene group) that maintains liquid crystallinity, spacer units (alkyl chains with controlled length and saturation), and terminal vertical units (cyclic carbonate groups). This segmentation allows each region to perform its specific function - the core maintains phase stability while the terminal vertical units provide reverse dispersion characteristics.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces spacer units (alkyl chains) as intermediaries between the liquid crystalline core and the vertical units. These spacer units act as buffer zones that reduce the disruptive influence of the vertical units on the liquid crystal phase while still allowing the vertical units to contribute to the optical properties. The spacer length and saturation are carefully controlled to optimize this mediating effect.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 proposed polymerizable compounds effectively produce optically anisotropic articles with excellent optical characteristics and improved viewing angles in liquid crystal display devices, overcoming the limitations of previous approaches by maintaining liquid crystallinity and achieving small or reverse wavelength dispersion of birefringence.

Implementation Method 1

followed by drying of the solvent and UV or thermal polymerisation

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Implementation Method 2

the birefringence (Δn=refractive index ne at extraordinary light−refractive index no at ordinary light)

Methodology Applied
Scientific EffectBirefringence: Birefringence

Data Source

PatentUS10351643B2Polymerizable compounds, compositions, polymers, optically anisotropic articles, liquid crystal display devices and organic EL devices
Publication Date: 2019.07.16 SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
  • US10351643B2 patent drawing
  • US10351643B2 patent drawing
  • US10351643B2 patent drawing

AI summary

An object of the invention is to provide polymerizable compounds having excellent optical characteristics and suited as materials for optically anisotropic articles, compositions containing the polymerizable compounds, polymers obtained by polymerizing the polymerizable compounds, optically anisotropic articles formed of the polymers, and liquid crystal display devices including the optically anisotropic articles.