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Liquid crystal compound and composition thereof, and applications of composition

A technology for liquid crystal compositions and compounds, which can be used in liquid crystal materials, chemical instruments and methods, etc., and can solve problems such as limited types and characteristics, stability problems, and unknown nematic liquid crystal characteristics.

Active Publication Date: 2017-12-05
JIANGSU HECHENG DISPLAY TECHCO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, liquid crystal compounds composed of only 1,4-phenylene and trans-1,4-cyclohexylene are actually limited in terms of types and characteristics, and they alone cannot satisfy the above-mentioned requirements.
[0005] As ring structures other than 1,4-phenylene and trans-1,4-cyclohexylene, for example, pyridine-2,5-bis Heterocyclic systems such as base, pyrimidine-2,5-diyl, 1,3-dioxane-trans-2,5-diyl and trans-decalin-2,6-diyl, naphthalene-2,6-diyl Condensed rings such as tetralin-2,6-diyl, bicyclo[2,2,2]octane-1,4-diyl, spiro[3,3]heptane-2,6-diyl system, etc., but due to production (technical, cost, etc.) problems, stability issues, etc., so far only few practical
[0006] Among these condensed ring systems, although naphthalene-2,6-diyl is a ring structure that has been reported earlier, except for its liquid crystallinity (phase transition temperature) The properties other than that, especially as a nematic liquid crystal, are basically unknown

Method used

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  • Liquid crystal compound and composition thereof, and applications of composition
  • Liquid crystal compound and composition thereof, and applications of composition
  • Liquid crystal compound and composition thereof, and applications of composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0184] Compound Ⅰ-2-4-e synthetic route is as follows:

[0185]

[0186] Its specific preparation process is as follows:

[0187] 1) Synthesis of Compound B

[0188] In a 500mL three-necked flask, add 14.3g of compound A, 14.1g of p-bromoiodobenzene, 150mL of toluene, 75mL of ethanol, 75mL of water, 21.2g of anhydrous sodium carbonate, stir under nitrogen protection, and add 0.4g of Pd(PPh 3 ) 4 , slowly heated to reflux for 6h, post-processing, and purified by column chromatography to obtain 17.3g of white solid compound B, GC>99%, yield: 87%.

[0189] 2) Synthesis of Compound Ⅰ-2-4-e

[0190] In a 500mL three-neck flask, add 7.9g of compound B, 3.5g of 2-naphthylboronic acid, 100mL of toluene, 50mL of ethanol, 50mL of water, 8.5g of anhydrous sodium carbonate, stir under nitrogen protection, and add 0.2g of Pd(PPh 3 ) 4 , slowly heated to reflux for 6h, post-treatment, and purified by column chromatography to obtain 5.5g of white solid compound Ⅰ-2-4-e, GC>99.5%, yie...

Embodiment 2

[0206] The compound obtained by using the synthesis method in the above example is mixed with the matrix liquid crystal composition at a weight ratio of 5%:95%, to obtain mixtures M1, M2 and M3, and the compound 3UTPP2 is mixed with the matrix liquid crystal composition at a weight ratio of 5%:95%. , to obtain the mixture M4, test the Δn and VHR of M1, M2, M3 and M4, and extrapolate the physical parameters of the compound as follows:

[0207] Table 2 mixture and compound test performance

[0208]

Δn

VHR (initial)

VHR(UV)

M1

0.154

97.3

94.4

M2

0.154

97.3

94.6

M3

0.155

97.1

94.1

M4

0.152

97.3

83.9

Ⅰ-2-4-e

0.42

—

—

Ⅰ-2-4-l

0.42

—

—

Ⅰ-2-4-s

0.44

—

—

3UTPP2

0.38

—

—

[0209] The parent liquid crystal is obtained by mixing the following compounds in proportion:

[0210] Table 3 Matrix liquid crystal formula and its test performance

[0...

Embodiment 3

[0226] The liquid crystal composition 3 comprising the compound of the present invention was formulated according to the compounds and weight percentages listed in Table 7, and the performance test was carried out. The test data are shown in the following table:

[0227] Table 7 liquid crystal composition formula and test performance thereof

[0228]

[0229] From the test data of the above matrix liquid crystal formula, composition comparative example 1, and composition examples 1, 2 and 3, it can be seen that the composition comprising the compound provided by the present invention has higher optical anisotropy value and better UV stability It can be used in a wide range, especially for liquid crystal display devices that require high Δn and / or good UV stability.

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PUM

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Abstract

The present invention provides a liquid crystal composition containing a compound having a structure represented by a general formula I, wherein R1 and R2 are the same or different, and respectively and independently represent H, halogen-substituted or unsubstituted C1-C12 alkyl or alkoxy, cyclopropyl, cyclobutyl or cyclopentyl, R1 and R2 are not both H, the ring A represents a benzene ring or a naphthalene ring, one or a plurality of H on the ring can be substituted with F, L1, L2, L3, L4, L5, L6, L7 and L8 are the same or different, and respectively and independently represent H or F, a, b and c are the same or different, and respectively and independently represent 0 or 1, the sum of a, b and c is more than or equal to 1, and at least one of b and c represents 0 when the ring A represents the naphthalene ring. According to the present invention, the liquid crystal composition containing the liquid crystal compound represented by the general formula I has the large [delta]n and good UV stability, and can be used in liquid crystal display devices. The general formula I is defined in the specification.

Description

technical field [0001] The present invention relates to a liquid crystal compound, a composition comprising the liquid crystal compound and applications thereof, more specifically, the present invention relates to a liquid crystal compound comprising a naphthalene ring, a liquid crystal composition comprising the liquid crystal compound and applications thereof. Background technique [0002] Liquid crystal display elements are represented by clocks and electronic calculators, and are used in various measurement equipment, automobile dashboards, word processors, electronic notebooks, printers, computers, and televisions. Representative examples of liquid crystal display methods include TN (Twisted Nematic) type, STN (Super Twisted Nematic) type, DS (Dynamic Light Scattering) type, GH (Guest-Host) type, and FLC capable of high-speed response. (ferroelectric liquid crystal), etc. Generally, the driving method includes the old-fashioned static driving multiplex driving, and the...

Claims

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Application Information

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IPC IPC(8): C09K19/44C09K19/32
CPCC09K19/322C09K19/44
Inventor 韩文明徐爽徐海彬严加浩
Owner JIANGSU HECHENG DISPLAY TECHCO