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

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Problems solved by technology

So far, there is no liquid crystal material that ca

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

Example Embodiment

[0079] Example 1:

[0080] In general formula middle

[0081] R 1 Structure -c 5 Hide 11 R 2 Structure -c 2 Hide 5 R 3 Structure -c 3 Hide 7 For example, the compound C10, referred to as PTNE 503, introduces the synthesis method of the mono-containing series liquid crystal monomer compound:

[0082] Step 1: Synthesis of intermediate Z1:

[0083]

[0084] 59.25 g (0.25 mol) 2-bromo-6-methoxynaphthalene, 413 g of dichloroethane were added to the three-mouth flask, cooled to -10 to 0 ° C, and 39.99 g (0.3 mol) of aluminum chloride was added. 2.3.55 g (0.3 mol) acetyl chloride was added dropwise, and the temperature was raised to 0 to 10 ° C. Insulation reaction 2H. Hydrolysis, organic phase is washed to neutral. The solvent was removed, 61.00 g of light yellow solid Z1, GC purity was 94%, and the yield was 87.41%.

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

[0086] Step 2: Synthesis of Intermediate Z2

[0087]

[0088] 61.00 g (0.22 mol) intermedia...

Example Embodiment

[0102] Example 2:

[0103] In the general formula middle

[0104] To R 1 The structure -C 5 Hide 11 R 2 The structure -C 2 Hide 5 R 3 The structure -C 3 Hide 7 Example (Compound C09, referred PNE503), describes the synthesis of a monomer containing a single naphthalene series liquid crystal compounds:

[0105]

[0106] The 40.33g (0.21mol) 4- pentyl boronic acid, 55.70g (0.19mol) of Intermediate Z3,333.0g toluene, 29.02g (0.21mol) K 2 CO 3 And 87.0g of water were added 1L three-necked flask. Under nitrogen was added 0.043g (0.00019 mol) of palladium acetate, 0.099g (0.00038mol) of triphenylphosphine. Warmed to 70 ~ 80 ℃ reaction was incubated 3h. The mixture was then allowed to stand, and the organic phase washed with water until neutral, dried over anhydrous sodium sulfate, and filtered. Dry off the solvent under reduced pressure to give a crude dark red liquid. From toluene and purified by recrystallization from petroleum ether to give 58.7g of white solid, HPLC purity ≥99.9%...

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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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