Liquid crystal monomer containing deuterium substitution

A kind of substituent, liquid crystal composition technology, applied in the field of liquid crystal compound synthesis and application

Inactive Publication Date: 2014-05-07
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But so far, no single liquid crystal monomer has been used alone in liquid crystal ...

Method used

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  • Liquid crystal monomer containing deuterium substitution
  • Liquid crystal monomer containing deuterium substitution
  • Liquid crystal monomer containing deuterium substitution

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0132] Embodiment 1, Synthesis

[0133]

[0134] Synthesis of I-1:

[0135] Add 22.2g (0.11mol) I-1-a (reactant), 18.8g (0.1mol) I-1-b (reactant), 0.1g tetrabutylammonium bromide (phase transfer catalyst) to the reaction flask, 12.7g (0.12mol) sodium carbonate, 50mL toluene (solvent), 15mL absolute ethanol (solvent), 15mL deionized water (solvent), stirring and heating to reflux, adding 0.825g (0.00075mol) tetrakis (triphenylphosphine) palladium, Then reflux for 5h, after cooling down, separate the organic phase in the reaction solution, extract the aqueous phase with 20ml toluene, combine the organic phases, wash with water until neutral, distill the solvent under reduced pressure, dissolve in 100ml petroleum ether, overheated silica gel column, petroleum Rinse with ether, distill petroleum ether under reduced pressure, and recrystallize with 100ml of ethanol to obtain white crystal I-121g, GC: 99.9%, yield: 60%.

[0136] The structural confirmation data of this produc...

Embodiment 2

[0144] Embodiment 2, Synthesis

[0145]

[0146] Synthesis of I-2:

[0147] With reference to the method of the above-mentioned Example 1, only the substituents in the corresponding reactants are replaced according to the definition of the substituents in the product to obtain the compound shown in formula I-2.

[0148] The structural confirmation data of this product are as follows:

[0149] GC-MS: M+35152.3%, 322100%, 1833.6%

[0150] 1 H NMR (300MHz, CDCl 3 )δ7.69(d,J=7.8Hz,1H),7.13(d,J=7.8Hz,1H),6.90(d,J=7.8Hz,1H),7.03–6.90(m,1H),2.72( t,J=7.6Hz,1H),1.66(t,J=7.6Hz,4H),1.52(t,J=7.6Hz,4H),1.43(t,J=7.6Hz,1H),1.31(t, J=7.6Hz,2H),1.25(m,2H),0.99(t,J=7.3Hz,3H).

[0151] It can be seen from the above that the product has a correct structure and is a compound shown in formula I-2.

[0152] The liquid crystal properties of the product are as follows:

[0153] Mp: 62.4°C Cp: 20.3°C

[0154] ?n: 0.1203△ε: 11.56

[0155] It can be seen from the above that this compound ...

Embodiment 3

[0156] Embodiment 3, Synthesis

[0157]

[0158] Synthesis of I-3:

[0159] With reference to the method of the above-mentioned Example 1, only the substituents in the corresponding reactants are replaced according to the definition of the substituents in the product to obtain the compound shown in formula I-3.

[0160] The structural confirmation data of this product are as follows:

[0161]GC-MS: M+45551.6%, 426100%, 1832.7%

[0162] 1 H NMR (300MHz, CDCl 3 )δ7.83(d,J=7.8Hz,1H),7.58(d,J=7.8Hz,1H),7.36(m,4H),7.02(d,J=7.8Hz,1H),7.30–6.93( m,1H),2.72(t,J=7.6Hz,1H),1.67(t,J=7.6Hz,4H),1.54(t,J=7.6Hz,4H),1.43(t,J=7.6Hz, 1H),1.31(t,J=7.6Hz,2H),1.29(m,J=7.6Hz,4H),1.25(m,2H),0.99(t,J=7.3Hz,3H).

[0163] As can be seen from the above, the product has a correct structure and is a compound shown in formula I-3.

[0164] The liquid crystal properties of the product are as follows:

[0165] Mp: 76.8°C Cp: 203.5°C

[0166] Δn: 0.2117 Δε: 19.2

[0167] It can be seen from the...

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Abstract

The invention discloses a liquid crystal monomer containing deuterium substitution. The general structural formula of the liquid crystal monomer containing the deuterium substitution is indicated as in formula I. The liquid crystal compound indicated by the formula I has an ordinary physical property necessary to the compound, is stable to light and heat, wide in nematic phase, good in compatibility with other compounds, low in rotation viscosity gamma 1 and large in dielectric anisotropy, and particularly when the compound is matched with similar non-deuterium-substituted liquid crystal to use, the low-temperature solubility can be improved. An important significance on developing the large refractive index gamma 1 and medium dielectric anisotropy delta sigma is realized. The liquid crystal compound containing the compound indicated by the formula I is wide in temperature range of liquid crystal phase, small in viscosity, appropriate in refractive index anisotropy and low inn starting voltage.

Description

technical field [0001] The invention belongs to the field of synthesis and application of liquid crystal compounds, and relates to a liquid crystal monomer containing deuterium substitution. Background technique [0002] Liquid crystal displays using liquid crystal compositions are widely used in displays such as instruments, computers, and televisions. For the field of liquid crystal display technology, although the market has been huge in recent years, the technology has gradually matured. With the rapid development of modern display technology, liquid crystal displays have undergone Twisted Nematic (TN) type and Super Twisted Nematic (STN) type. , thin film transistor liquid crystal display (TFT-LCD) has become the mainstream of flat panel display development. High-quality TFT-LCD requires high contrast, high definition, high-speed response, high brightness and wide viewing angle. In addition, low power consumption is also required. Therefore, liquid crystal materials ...

Claims

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Application Information

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IPC IPC(8): C07C25/18C07D319/06C07D309/04C07C17/263C09K19/12C09K19/30C09K19/34C09K19/46G02F1/1333
CPCC09K19/3402C09K19/20C09K19/3066C09K19/3068C09K19/402C09K19/44C09K2019/0466C09K2019/123C09K2019/3004C09K2019/3009C09K2019/301C09K2019/3016C09K2019/3018C09K2019/3019C09K2019/3021C09K2019/3031C09K2019/3071C09K2019/3078C09K2019/3083C09K2019/3422
Inventor 侯泽峰吕文海张兴员国良华瑞茂李明赵磊
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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