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Small-angle inverted V-shaped long lateral-chain ferroelectric liquid crystal compound and synthesis method thereof

A liquid crystal compound, ferroelectric technology, applied in chemical instruments and methods, preparation of imino compounds, liquid crystal materials, etc., to achieve the effects of excellent ferroelectric properties, broad application prospects, and simple synthesis methods

Inactive Publication Date: 2013-06-26
BEIHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this conclusion is only based on the induction and summary of historical data. The molecular model construction and ferroelectricity theory are both based on the central ring structure of 120°. There is little research on banana-shaped ferroelectric liquid crystals with small-angle central rings (less than 105°). someone involved

Method used

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  • Small-angle inverted V-shaped long lateral-chain ferroelectric liquid crystal compound and synthesis method thereof
  • Small-angle inverted V-shaped long lateral-chain ferroelectric liquid crystal compound and synthesis method thereof
  • Small-angle inverted V-shaped long lateral-chain ferroelectric liquid crystal compound and synthesis method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031]

[0032] 1) Synthesis of dialdehyde compound 13

[0033]In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxynaphthalene 12 (1.50g, 9.36mmol), p-aldehyde benzoic acid 3 (2.16g, 20.58mmol), dicyclohexylcarboimide ( 4.83g, 23.4mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (80ml), react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and chloroform was used as an eluent to pass through the column to obtain a white solid, which was then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 13, as shown in the reaction formula (6) shown.

[0034]

[0035] 2) Synthesis of 4′-aminobenzene-4-tetradecylthiobenzoate 18

[0036] 200ml one-necked flask, magnetic stirring, sequentially add 4-mercaptobenzoic ...

Embodiment 2

[0046]

[0047] 1) Synthesis of dialdehyde compound 13

[0048] In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxynaphthalene 12 (1.80g, 11.23mmol), p-aldehyde benzoic acid 3 (2.95g, 28.08mmol), dicyclohexylcarboimide ( 8.07g, 39.31mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (80ml), and react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and chloroform was used as an eluent to pass through the column to obtain a white solid, which was then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 13, as shown in the reaction formula (6) shown.

[0049] 2) Synthesis of 4′-aminobenzene-4-tetradecylbenzoate 23

[0050] 200ml one-necked flask, magnetic stirring, sequentially add 4-hydroxybenzoic acid 20 (1...

Embodiment 3

[0060]

[0061] 1) Synthesis of dialdehyde compound 13

[0062] In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxynaphthalene 12 (1.60g, 9.98mmol), p-aldehyde benzoic acid 3 (3.14g, 29.94mmol), dicyclohexylcarboimide ( 8.24g, 39.92mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (80ml), and react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and chloroform was used as an eluent to pass through the column to obtain a white solid, which was then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 13, as shown in the reaction formula (6) shown.

[0063] 2) Synthesis of 4′-aminobenzene-3-fluoro-4-tetradecylthiobenzoate 28

[0064] 200ml one-necked flask, magnetic stirring, sequentially added 3-fluoro-4-me...

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Abstract

The invention relates to a small-angle inverted V-shaped long lateral-chain ferroelectric liquid crystal compound and a synthesis method thereof. The compound has a molecular formula below. In the molecular formula, a 60-degree central R which may be 1,7-disubstituted naphthalene, 1,8-disubstituted anthracene, 1,8-disubstituted benzene and 1,8-disubstituted phenanthrene is adopted; a lateral chain is a Schiff alkali or ester composite lateral chain, n ranges from 1 to 3, and a fluoro can be introduced to 2-position of a lateral chain benzene ring; an ester group(-COO) is between the lateral chain and the central ring; and a terminal group T is an alkoxy (-OC14H29) or a alkylthio (-SC14H29). The synthesis method of the compound is simple, convenient and low in cost and has a high ferroelectric property. Vertical triangular wave electric field tests show that the compound has two voltage thresholds and a saturated spontaneous polarization value up to 710nC / cm<2>. The material has promising application prospects in fields of optoelectronic switches, nonlinear optical second harmonic, quick response liquid crystal display and the like.

Description

technical field [0001] The invention relates to a small-angle ∧-shaped long-side-chain ferroelectric liquid crystal compound and a synthesis method thereof. Background technique [0002] The development of new displays, as the first item of China's major high-tech industrialization project, appeared in the "Government Work Report" in 2008 and 2009. As the core technology of new displays, the research on ferroelectric liquid crystal materials and liquid crystal display technology is extremely urgent. At present, the ferroelectric liquid crystal display on the market generally has the shortcomings of slow response speed and narrow viewing angle. The solution is mainly to improve the performance of the alignment film of the liquid crystal material in the display and increase the optical compensation effect from the technical aspect, and the ferroelectric liquid crystal material There is less research. [0003] The research on ferroelectric liquid crystal materials can be trac...

Claims

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Application Information

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IPC IPC(8): C07C251/24C07C249/02C07C323/62C07C319/20C09K19/22
Inventor 詹茂盛李晓东王凯
Owner BEIHANG UNIV