2,6-Difluorophenyl Ether Liquid Crystal Compound for Fast Response

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Solution Overview

Problem

Current liquid crystal compositions for display devices face challenges in achieving high dielectric anisotropy (Δ∈), high clearing point (T→i), low viscosity, and high miscibility, with existing compounds often compromising on one or more of these properties.

Innovation Solution

A compound with a 2,6-difluorophenyl ether structure and a 1,3-dioxane ring is developed, which enhances dielectric anisotropy, clearing point, and miscibility while maintaining low viscosity, suitable for use in liquid crystal display devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If a directly-connected ring system compound with three or more ring structures is used to achieve high clearing point, then the clearing point increases, but the compound exhibits high crystallinity and low miscibility in liquid crystal composition

Engineering Contradiction:
Improveclearing pointVSAvoidmiscibility
Core Design Contradiction:
TemperatureVSStability of the object's composition

Solution Approach 1:

The patent introduces a connecting group (intermediary structure) between ring systems to reduce crystallinity and improve miscibility. Specifically, compounds with structures like 1,4-cyclohexylene groups or phenylene groups connected through flexible chains or oxygen atoms serve as intermediaries that maintain high clearing points while preventing direct rigid connections that cause high crystallinity.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent modifies molecular structure parameters by introducing specific connecting groups with different flexibility and polarity. Changing the type of connecting group (e.g., from direct C-C bond to C-O-C or C-N-C) alters the balance between crystallinity and miscibility, allowing high clearing points to be achieved without sacrificing liquid crystal compatibility.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If a compound with connecting groups is used to improve miscibility, then miscibility in liquid crystal composition improves, but viscosity increases significantly and clearing point decreases

Engineering Contradiction:
ImprovemiscibilityVSAvoidviscosity
Core Design Contradiction:
Stability of the object's compositionVSLoss of energy

Solution Approach 1:

The patent optimizes the parameters of connecting groups to achieve the right balance. By selecting specific connecting groups with appropriate length, flexibility, and polarity, the patent achieves high miscibility while minimizing viscosity increase. For example, using oxygen-containing groups or nitrogen-containing groups with specific substitution patterns provides effective miscibility enhancement without excessive viscosity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures combining ring systems with specific connecting groups in optimized configurations. These composite structures leverage the complementary properties of each component: the ring systems provide high clearing points while the connecting groups provide miscibility, with the overall structure tuned to minimize viscosity through careful selection of component ratios and configurations.

Inventive Principle:
Principle #40Composite materials

3Reliability

If compounds with high dielectric anisotropy are used to achieve positive Δ∈ for horizontal alignment mode, then the dielectric anisotropy increases, but the response speed improves require lower viscosity which conflicts with high dielectric anisotropy compounds

Engineering Contradiction:
Improvedielectric anisotropyVSAvoidresponse speed
Core Design Contradiction:
ReliabilityVSSpeed

Solution Approach 1:

The patent modifies molecular parameters to decouple the relationship between dielectric anisotropy and viscosity. By introducing specific fluorine substitutions, oxygen atoms, or nitrogen atoms in strategic positions within the molecular structure, the patent achieves high dielectric anisotropy through enhanced polar interactions while the overall molecular shape and flexibility are optimized to maintain low viscosity for fast response.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS9637466B2Liquid crystal compound having 2, 6-difluorophenyl ether structure and liquid crystal composition thereof
Publication Date: 2017.05.02 SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
  • US9637466B2 patent drawing
  • US9637466B2 patent drawing
  • US9637466B2 patent drawing

AI summary

The present invention relates to a compound having 2,6-difluorophenyl ether structure and useful as an organic electronic material and a medicine/agrochemical, particularly a material for liquid crystal display devices, and also relates to an effective method for producing the same. The present invention provides a compound represented by general formula (1)and also provides a liquid crystal composition containing the compound and a liquid crystal display device using the liquid crystal composition.A liquid crystal composition exhibiting low viscosity and a liquid crystal phase within a wide temperature range can be produced by using the compound represented by the general formula (1) as a component of the liquid crystal composition. Thus, the compound is very useful as a constituent component of a liquid crystal composition for a liquid crystal display device required to have, fast response.