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Diphenylacetypene liquid crystal molecule containing pyridine end group as well as preparation method thereof and application thereof

A technology of diphenylacetylene and liquid crystal molecules, which is applied in liquid crystal materials, chemical instruments and methods, photosensitive equipment, etc., to achieve the effect of broadening the application range, high clearing point and good compatibility.

Active Publication Date: 2017-02-22
山东齐阳光电科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] However, there are no reports on the application of liquid crystal materials for display in solar cells.

Method used

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  • Diphenylacetypene liquid crystal molecule containing pyridine end group as well as preparation method thereof and application thereof
  • Diphenylacetypene liquid crystal molecule containing pyridine end group as well as preparation method thereof and application thereof
  • Diphenylacetypene liquid crystal molecule containing pyridine end group as well as preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesize the tolan liquid crystal molecule 3N-1 containing pyridine terminal group, the specific synthesis method is as follows:

[0064] 1. Synthesis of compound 1

[0065]

[0066] in N 2 Under protection, 1.04g (8.46mmol) 4-pyridine boronic acid, 2.83g (10.00mmol) p-bromoiodobenzene, 3.50g (25.38mmol) potassium carbonate, 10mL H 2 O and 50mL of DMF were added to a 100mL three-neck flask equipped with a thermometer, a condenser, and a magnetic stirrer, and stirred at 40°C for 30 minutes, then the temperature was raised to 60°C, and then 0.28g (0.24mmol) of tetrakis(triphenyl)phosphine palladium was added , continue the reaction at 60°C for 15 hours, cool the reaction solution to room temperature naturally, extract the reaction solution three times with dichloromethane, and finally combine the organic phase, wash the organic phase with brine three times, dry it with anhydrous magnesium sulfate for half an hour, and filter it with suction The solvent was recovere...

Embodiment 2

[0080] Synthesize the tolan liquid crystal molecule 3FN-1 containing pyridine terminal group, the specific synthesis method is as follows:

[0081] 1. Synthesis of Compound 1

[0082] Compound 1 was prepared according to the method in Step 1 of Example 1.

[0083] 2. Synthesis of the tolan liquid crystal molecule 3FN-1 containing a pyridine terminal group

[0084]

[0085] in N 2 Under protection, 3.09g (9.36mmol) of fluorine-containing aromatic alkyne alcohol 3FOH, 0.25g (0.78mmol) of tetra-n-butylammonium bromide, 5.24g (93.6mmol) of potassium hydroxide, 16mL of toluene and 4mL of distilled water were added to the In a three-necked flask with a thermometer, a magnetic stirrer, and a condenser, place the three-necked flask in an oil bath, and heat up to 60°C for 40 minutes of reaction. After the solid is completely dissolved, add 1.83g (7.8mmol) of compound 1 and 0.27 g (0.23mmol) tetrakis(triphenyl)phosphine palladium, heated to 80°C, stirred at constant temperature fo...

Embodiment 3

[0090]Synthesize the tolan liquid crystal molecule 3F2N-1 containing pyridine terminal group, the specific synthesis method is as follows:

[0091] 1. Synthesis of Compound 4

[0092]

[0093] In Step 1 of Example 1, the p-bromoiodobenzene used was replaced with equimolar 3-fluoro-4-bromoiodobenzene, and other steps were the same as Step 1 of Example 1 to obtain Compound 4.

[0094] 2. Synthesis of tolan liquid crystal molecule 3F2N-1 containing pyridine terminal group

[0095]

[0096] In Step 2 of Example 2, the compound 1 used was replaced by an equimolar compound 4, and the other steps were the same as Step 2 of Example 2 to obtain the tolan liquid crystal molecule 3F2N-1 containing a pyridine terminal group. The data confirmed by the nuclear magnetic structure shows that it is the target product, and its liquid crystal phase transition performance is not substantially different from that of Example 2, and will not be repeated here.

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Abstract

The invention discloses a diphenylacetypene liquid crystal molecule containing pyridine end group as well as a preparation method thereof and an application thereof. A structural formula of a compound is shown in the description, wherein CnH2n+1 represent C2-C5 linear-chain alkyl, and x and y are 0 or 1. A preparation and synthesis method for the liquid crystal compound is simple through Heck coupling and sonogashira coupling reaction. The liquid crystal compound has positive dielectric anisotropy and a certain nematic-phase liquid crystal interval, has a relatively high clearing point, is excellent in compatibility with other liquid crystal compounds, can be applied to a dye sensitized solar cell as a dye sensitizer molecule, and also can be applied to an IPS display mode and a TN display mode.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal compounds, and in particular relates to a tolan liquid crystal molecule containing a pyridine terminal group, and a preparation method and application of the liquid crystal compound. Background technique [0002] Since the development of liquid crystal materials, they have been applied in many fields such as liquid crystal displays, liquid crystal optical devices, high-strength elastic materials, and organic solar cell materials. Therefore, liquid crystal materials, as an interdisciplinary research hotspot, have been extensively studied by researchers. Against the backdrop of the energy crisis and environmental pollution posing increasing challenges to global sustainable development, solar cells are increasingly being valued by the scientific and industrial circles. In the past two years, liquid crystal researchers have done a lot of experimental research, hoping to apply liquid crystal ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/34C07D213/16C07D213/127H01G9/20
CPCY02E10/542C09K19/3444C07D213/127C07D213/16H01G9/2059
Inventor 安忠维陈然王璐陈新兵陈沛
Owner 山东齐阳光电科技有限公司
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