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Liquid crystal compound, composition thereof and high-frequency component comprising liquid crystal compound

A technology for liquid crystal compounds and liquid crystal compositions, applied in liquid crystal materials, chemical instruments and methods, etc., can solve the problems of high dielectric loss, further improvement of comprehensive performance, low tuning rate, etc., and achieves low melting point, high tuning rate, The effect of improving performance

Active Publication Date: 2021-10-22
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the tuning rate, dielectric loss and rotational viscosity have been improved to a certain extent, the tuning rate is still low, the dielectric loss is still high, and the overall performance needs to be further improved.

Method used

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  • Liquid crystal compound, composition thereof and high-frequency component comprising liquid crystal compound
  • Liquid crystal compound, composition thereof and high-frequency component comprising liquid crystal compound
  • Liquid crystal compound, composition thereof and high-frequency component comprising liquid crystal compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Synthesis of 2-chloro-4'-(4-propylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl

[0062] The specific structure is as follows:

[0063]

[0064] The preparation process is as follows:

[0065] Step 1: Synthesis of 3-chloro-4-iodoaniline

[0066]

[0067] Add m-chloroaniline (30g, 0.235mol), iodine (179g, 0.705mol), and 500ml of water into the reaction flask, and stir at 45°C for 4.5h. After the reaction solution was lowered to room temperature, it was extracted three times with toluene, the organic phases were combined, washed with water until neutral, and the solvent was distilled off. Recrystallization gave 47 g of solid 3-chloro-4-iodoaniline with a purity of 99% and a yield of 79%.

[0068] Step 2: Synthesis of 2-chloro-4'-(4-propylcyclohexyl)-[1,1'-biphenyl]-4-amine

[0069] The specific structure is as follows:

[0070]

[0071] Add (4-(4-propylcyclohexyl)phenyl)boronic acid (6.35g, 0.0256mol), 3-chloro-4-iodoaniline (4.99g, 0.0197mol) and potassium car...

Embodiment 2

[0081] Synthesis of 2-chloro-4'-(4-ethylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl

[0082] The specific structure is as follows:

[0083]

[0084] Adopt (4-(4-ethylcyclohexyl) phenyl) boronic acid to replace (4-(4-propylcyclohexyl) phenyl) boronic acid in embodiment 1 step (2), adopt the method identical with embodiment 1 2-Chloro-4'-(4-ethylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl was synthesized.

Embodiment 3

[0086] Synthesis of 2-chloro-4'-(4-butylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl

[0087] The specific structure is as follows:

[0088]

[0089] Using (4-(4-butylcyclohexyl) phenyl) boronic acid to replace (4-(4-propylcyclohexyl) phenyl) boronic acid in step (2) of Example 1, the same method as in Example 1 was used to synthesize 2-Chloro-4'-(4-butylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl. GC purity 99.86%, yield 72%.

[0090] Structure Identification:

[0091] 1 HNMR (CDCl 3 ,500MHz)δ(ppm):0.931–0.959(t,3H),1.066–1.146(m,2H),1.272–1.407(m,7H),1.502–1.554(m,2H),1.915–1.988(m, 4H),2.507–2.583(m,1H),7.178–7.198(q,1H),7.287–7.336(m,3H),7.353–7.374(m,3H); IR(KBr,cm -1 ):2956,2920,2849,2088,1594,1544,1479,1270,1070,966,867,816,788,771,695,566.

[0092] Using DSC to test the liquid crystal phase transition temperature of 2-chloro-4'-(4-propylcyclohexyl)-4-isothiocyanate-1,1'-biphenyl at a temperature of 3°C / min, the result is : Cr43.56S54.80N 106.77I, melting point is...

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Abstract

The invention provides a liquid crystal compound, a composition containing the liquid crystal compound and a high-frequency component containing the composition. The structural general formula of the liquid crystal compound is shown as a formula (I), and in the formula (I), ring A is cyclohexyl or cyclohexenyl; R1 is one of a linear alkyl group, a linear alkoxy group and a linear fluoroalkyl group with the carbon atom number of 1-9, or an alkenyl group, an alkenyloxy group or a difluorovinyl group with the carbon atom number of 2-9; X1-X6 are -H or -Cl, and at least one of the X1-X6 is -Cl, and m is 0 or 1. The liquid crystal compound disclosed by the invention has the advantages of low melting point, low dielectric loss, high tuning rate and relatively low rotary viscosity. The nematic phase liquid crystal composition formed by adding the compound into mixed liquid crystals not only has low dielectric loss and high tuning rate, but also has a wide nematic phase temperature interval, a low melting point and relatively low rotary viscosity. When the composition is used for a high-frequency assembly, the composition can improve the performance of the high-frequency assembly, and is especially suitable for the fields of intelligent antenna liquid crystal phase shifters and 5G communication networks.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal materials, and in particular relates to an alkyne liquid crystal compound and its composition suitable for the fields of filters, adjustable frequency selective surfaces, phase shifters, phased array radars, satellite navigation and 5G communication networks, etc. and high-frequency components containing it. Background technique [0002] In recent years, liquid crystal materials with low dielectric loss and high dielectric tuning rate have been used in liquid crystal microwave device technologies such as smart antennas, filters, adjustable frequency selective surfaces, phase shifters, phased array radars, and 5G communication networks. Apps get a lot of attention. [0003] The dielectric loss of liquid crystal material is an important factor affecting the insertion loss of its microwave devices. In order to obtain high-quality liquid crystal microwave devices, the dielectric loss of liquid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/30C09K19/44
CPCC09K19/3003C09K19/3059C09K19/3098C09K19/44C09K2219/11C09K2019/3009C09K2019/3016C09K2019/3063
Inventor 李娟利李建安忠维车昭毅万丹阳张璐莫玲超杨晓哲胡明刚
Owner XIAN MODERN CHEM RES INST
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