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Single-naphthalene-containing liquid crystal monomer compound as well as preparation method and application thereof

A technology of liquid crystal monomers and compounds, applied in chemical instruments and methods, liquid crystal materials, optics, etc., to achieve the effects of large anisotropy and dielectric constant, wide nematic phase temperature, and high birefringence

Pending Publication Date: 2022-02-08
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no liquid crystal material that can fully meet the above conditions at the same time.

Method used

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  • Single-naphthalene-containing liquid crystal monomer compound as well as preparation method and application thereof
  • Single-naphthalene-containing liquid crystal monomer compound as well as preparation method and application thereof
  • Single-naphthalene-containing liquid crystal monomer compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] in formula middle

[0081] with R 1 The structure is -C 5 h 11 , R 2 The structure is -C 2 h 5 , R 3 The structure is -C 3 h 7 As an example (compound C10, referred to as PTNE503), the synthesis method of this liquid crystal monomer compound containing mononaphthalene series is introduced:

[0082] Step 1: Synthesis of Intermediate Z1:

[0083]

[0084] Add 59.25g (0.25mol) of 2-bromo-6-methoxynaphthalene and 413g of dichloroethane into a 1L three-necked flask, cool down to -10-0°C, and add 39.99g (0.3mol) of aluminum trichloride. 23.55g (0.3mol) of acetyl chloride was added dropwise, and the temperature of the system was raised to 0-10°C after the addition was completed. Insulation reaction 2h. Hydrolyzed, the organic phase was washed to neutrality. The solvent was removed to obtain 61.00 g of light yellow solid Z1 with a GC purity of 94% and a yield of 87.41%.

[0085] GC-MS: The theoretical value is 277.99, the actual value is 278.

[0086] Step 2:...

Embodiment 2

[0103] in formula middle

[0104] with R 1 The structure is -C 5 h 11 , R 2 The structure is -C 2 h 5 , R 3 The structure is -C 3 h 7 As an example (compound C09, referred to as PNE503), the synthesis method of this liquid crystal monomer compound containing mononaphthalene series is introduced:

[0105]

[0106] 40.33g (0.21mol) 4-pentylphenylboronic acid, 55.70g (0.19mol) intermediate Z3, 333.0g toluene, 29.02g (0.21mol) K 2 CO 3 and 87.0g of water were added to a 1L three-necked flask. Under nitrogen protection, 0.043 g (0.00019 mol) of palladium acetate and 0.099 g (0.00038 mol) of triphenylphosphine were added. Raise the temperature to 70-80°C and keep it warm for 3h. After the reaction was completed, the layers were allowed to stand, and the organic phase was washed with water until neutral, dried over anhydrous sodium sulfate, and filtered. The solvent was dried under reduced pressure to obtain a dark red liquid crude product. After recrystallization ...

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Abstract

The invention relates to a single-naphthalene-containing liquid crystal monomer compound, which belongs to the technical field of liquid crystal materials, and the structural formula of the liquid crystal monomeric compound is shown as follows: in the formula (1), R1, R2 and R3 are alkyl; and the X is any one of phenyl, biphenyl, benzene alkynyl and biphenyl alkynyl. The single-naphthalene-series-containing liquid crystal monomer compound is applied to a liquid crystal composition, and the single-naphthalene-series-containing liquid crystal monomer compound is applied to a liquid crystal display. The compound containing the single naphthalene series liquid crystal monomer is applied to a high-frequency technical component, and the high-frequency technical component is a liquid crystal-based antenna element, a phase shifter, a tunable optical filter or a tunable metamaterial structure. The single-naphthalene-containing liquid crystal compound has high birefringence and wide nematic phase temperature, and the clearing point of liquid crystal components can be improved. Meanwhile, the liquid crystal composition has large anisotropy and dielectric constant, and the performance of the liquid crystal composition can be improved.

Description

technical field [0001] The invention relates to a mononaphthalene-containing liquid crystal monomer compound and its preparation method and application, belonging to the technical field of liquid crystal materials. Background technique [0002] One of the main characteristics of liquid crystals is birefringence with refractive index anisotropy. With the continuous development of liquid crystal display technology and the continuous improvement of people's requirements for liquid crystal display, liquid crystal materials with the characteristics of fast response, low viscosity and high birefringence have become a focus of attention. It is well known that liquid crystal monomers with high birefringence tend to have high viscosity. High birefringence and low viscosity are contradictory. However, liquid crystal monomers with relatively high birefringence and relatively low viscosity can be obtained through molecular design. For example, in CN110499163A, large conjugated rigid c...

Claims

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Application Information

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IPC IPC(8): C09K19/32G02F1/1333
CPCC09K19/322G02F1/1333C09K2019/161
Inventor 高宪鹏姜恒盛磊闫磊宣力琪
Owner VALIANT CO LTD
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