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Fluorobiphenyl liquid crystal monomer and preparation method thereof

A technology for substituting biphenyls and liquid crystal monomers, which is applied in the field of fluorinated biphenyls liquid crystal monomers and its preparation, can solve the problems of affecting the life of panels and reducing the quality of mixed crystals, and achieves low production costs, which are conducive to industrial production, Novel and reasonable synthetic route

Active Publication Date: 2017-10-17
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this synthesis method requires the use of halogen substitutes, and the residue of halogens will reduce the quality of the mixed crystal and affect the life of the panel

Method used

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  • Fluorobiphenyl liquid crystal monomer and preparation method thereof
  • Fluorobiphenyl liquid crystal monomer and preparation method thereof
  • Fluorobiphenyl liquid crystal monomer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A fluorinated biphenyl liquid crystal monomer--3,4-difluoro-4'-[(trans; trans)-4'-pentyl-[1,1'-dicyclohexyl]-4- The preparation method of base]-1,1'-biphenyl includes the following steps:

[0031] (1) Preparation of Intermediate I-- 4-(4'-pentyl-dicyclohexyl)-4-yl)-phenyl methanesulfonic acid ester

[0032] Under the protection of nitrogen, add 164g (0.5mol) (4'-pentyl-dicyclohexyl-4-yl)-phenol, 656g dichloromethane and 60.6g (0.6mol) triethylamine into a clean and dry three-necked flask, Stir mechanically until the system is uniform and the system is white and turbid;

[0033] Under the protection of nitrogen, gradually add 63g (0.55mol) methanesulfonyl chloride dropwise to a clean and dry three-necked flask, control the internal temperature at 25-30°C, and keep it at 25-30°C for 2h. After the reaction is complete, it will be hydrolyzed;

[0034] Under the protection of nitrogen, add 36g, 10wt% of dilute hydrochloric acid dropwise to a clean and dry three-necked flask to acid...

Embodiment 2

[0040] A fluorobiphenyl liquid crystal monomer--4-[(trans; trans)-4'-pentyl-[1,1'-dicyclohexyl]-4-yl]-1,1'- The preparation method of biphenyl includes the following steps:

[0041] (1) Preparation of Intermediate I-- 4-(4'-pentyl-dicyclohexyl)-4-yl)-phenyl methanesulfonic acid ester

[0042] Under the protection of nitrogen, add 164g (0.5mol) (4'-pentyl-dicyclohexyl-4-yl)-phenol, 656g dichloromethane and 60.6g (0.6mol) triethylamine into a clean and dry three-necked flask, Stir mechanically until the system is uniform and the system is white and turbid;

[0043] Under the protection of nitrogen, gradually add 63g (0.55mol) methanesulfonyl chloride dropwise to a clean and dry three-necked flask, control the internal temperature at 25-30°C, and keep it at 25-30°C for 2 hours. After the reaction is complete, it will be hydrolyzed;

[0044] Under the protection of nitrogen, add 36g, 10wt% of dilute hydrochloric acid dropwise to a clean and dry three-necked flask to acidify, dripping, st...

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Abstract

The invention belongs to the technical field of synthesis of liquid crystal materials and in particular relates to a fluorobiphenyl liquid crystal monomer and a preparation method thereof. Use of a halogen substituent reagent is avoided, the synthetic route is novel and reasonable, the target yield reaches up to 95%, and the production cost is low, so that industrial production is facilitated; the synthetic route of the monomer also plays a good reference function in the processes of synthesizing other biphenyl compounds.

Description

Technical field [0001] The invention belongs to the technical field of liquid crystal material synthesis, and in particular relates to a fluorobiphenyl liquid crystal monomer and a preparation method thereof. Background technique [0002] The amount of fluorobiphenyl liquid crystal monomers is relatively large. This type of liquid crystal monomer has the advantages of low viscosity, high resistivity, fast response speed, and can improve the dielectric constant of mixed crystals. It is very suitable for liquid crystal displays driven by thin film field effect transistors. . [0003] The existing method for preparing fluorobiphenyl liquid crystal monomers, conventional methods such as patent CN101857517A, first add palladium catalyst and ligand to the reactor to complex in water for 0.5 hours, and then add alkali, halogenated aromatic ring compound and Aryl boronic acid is subjected to coupling reaction at 80° C. for 1-4 hours to prepare biphenyl liquid crystal monomer compounds. H...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/18C07C17/263C07C303/28C07C309/66C09K19/30
CPCC07C17/263C07C25/18C07C303/28C09K19/3003C09K2019/3019C07C309/66
Inventor 张云朱世乾侯菲菲李忠鹏孙戈亮许世亮
Owner VALIANT CO LTD