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A class of ester compounds containing 4-phenylethynyl groups and their preparation methods and applications

A technology of ester compounds and phenylacetylene groups, which is applied in chemical instruments and methods, naphthalene dicarboxamide dyes/phthalimide dyes, luminescent materials, etc., can solve the problems of lack of performance fluorescent dichroic dyes, etc. The effect of shortening display response time, lowering response threshold voltage, and increasing solubility

Active Publication Date: 2021-08-10
DALIAN UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In order to solve the problem of lack of fluorescent dichroic dyes with good performance in the prior art, the present invention provides a kind of yellow-green fluorescence, high fluorescence quantum yield, and better dichroic performance in liquid crystal E7 Ratio and order parameters, liquid crystal with a wide temperature range, high birefringence value, easy to dissolve in the host liquid crystal, and reduce the threshold voltage of the host liquid crystal, suitable for fluorescent dichroic liquid crystal dyes in liquid crystal display products

Method used

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  • A class of ester compounds containing 4-phenylethynyl groups and their preparation methods and applications
  • A class of ester compounds containing 4-phenylethynyl groups and their preparation methods and applications
  • A class of ester compounds containing 4-phenylethynyl groups and their preparation methods and applications

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Experimental program
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Embodiment 1

[0027] Synthesis of Fluorescent Dichroic Dye C1

[0028] (1) Synthesis of intermediate (1)

[0029]

[0030] Add 2771mg (10mmol) of 4-bromo-1,8-naphthalene anhydride and 30mL of absolute ethanol to a 100mL single-necked bottle, add 1.48mL (12mmol) of n-butylamine under stirring at room temperature, heat up and reflux for reaction, and TLC detects that the reaction is complete. The mixture was cooled to room temperature and allowed to stand still to precipitate a light brown solid, which was filtered, washed and dried to obtain 2412 mg of a light white solid with a yield of 73%.

[0031] (2) Synthesis of intermediate (2)

[0032]

[0033] Add 332mg (1mmol) 4-bromo-N-n-alkyl-1,8-naphthalimide to a 50mL round bottom two-necked flask, then add 12mL triethylamine, add 8mg cuprous iodide, 15mg triphenyl Base phosphine and 7 mg ditriphenylphosphine palladium dichloride were used as catalysts. At this time, 100 μL (1 mmol) 2-methyl-3-butyn-2-ol was added with a syringe, under ...

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Abstract

The invention discloses a class of 4-phenylethynyl-containing ester compounds, a preparation method and application thereof, which have a C structure. The invention uses 1,8-naphthalene anhydride as a matrix, designs and prepares a new structure compound, increases the compatibility between the compound and the host liquid crystal, and the liquid crystal compound has a high birefringence value. The structure is novel, the raw materials are easy to obtain, and the synthesis method is green and environment-friendly. The dye has a maximum absorption wavelength of 378nm, a maximum emission wavelength of 449nm, and exhibits blue fluorescence with a fluorescence quantum yield of 0.33. It exhibits a better dichroic ratio and order parameter in liquid crystal E7, and the maximum absorption order parameter is 0.59, and the maximum fluorescence order parameter is 0.50. It has practical value in guest-host type liquid crystal display.

Description

technical field [0001] The invention relates to a class of 4-phenylethynyl-containing ester compounds and a preparation method and application thereof, belonging to the field of organic chemical industry. Background technique [0002] Obtaining information through vision is the main way for human beings to obtain information. More than 70% of information is through vision, so information display technology plays a very important role. Among the many display modes, the "guest-host" liquid crystal display (GH-LCD) is the display mode with the highest light source utilization, because it only needs one or even no polarizer when it works, which is compared to other polarizers that must use two In terms of the display mode of the polarizer, it greatly improves the utilization rate of the light source. In addition, GH-LCD also has the characteristics of wide viewing angle, bright colors, high brightness, and can be applied to special environments. [0003] In the display mode of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C09B57/08C09K19/34
CPCC09B57/08C09K11/06C09K19/3444C09K2211/1007C09K2211/1029
Inventor 李晓莲薄灵丹
Owner DALIAN UNIV OF TECH
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