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Green dye, preparation method thereof, ink and electrowetting display

A technology of green dyes and inks, applied in inks, organic dyes, azo dyes, etc., can solve the problems of lack of green, high contrast, and insufficient chromatogram, and achieve bright colors, good light fastness, and high molar extinction coefficient. Effect

Active Publication Date: 2016-06-15
SHENZHEN GUOHUA OPTOELECTRONICS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The single-layer electrowetting color display is realized by using black ink and color filter, but due to the use of the filter, the light utilization efficiency is reduced and the contrast is reduced; while the multi-layer electrowetting color display can use three primary colors ( Cyan, magenta, yellow) are superimposed, with high light utilization efficiency and high contrast
[0004] The ink materials developed by Liquvista are mainly based on anthraquinone dyes, such as 1,4-diisooctylaminoanthraquinone (cyan), 1,8-diisooctylaminoanthraquinone (magenta), etc., and the chromatogram is not complete enough, especially is the lack of green
In order to obtain green ink materials, the usual practice is to blend yellow dyes and blue dyes, and there is no green ink material with a single molecular structure.
The green ink material made of yellow and blue blends usually has the difficulty of controlling the color stability between batches, and the two molecules interact with each other under the applied voltage to reduce the sensitivity to voltage driving, etc.

Method used

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  • Green dye, preparation method thereof, ink and electrowetting display
  • Green dye, preparation method thereof, ink and electrowetting display
  • Green dye, preparation method thereof, ink and electrowetting display

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1.1 Synthesis of the first intermediate

[0037] Weigh 10g (240g / mol, 0.0416mol) of 1,4-dihydroxyanthraquinone and dissolve it in 200mL of acetonitrile, heat to reflux, add 30mL (101g / mol, 0.2mol) of triethylamine and 19.2g (190g / mol, 0.1mol) p-toluenesulfonyl chloride, reacted for 2h. After the reaction finishes, the reaction solution is poured into 300mL water to separate out the brown product, and obtain the first intermediate with the following structural formula,

[0038] The yield is 94%.

[0039] 1.2 Synthesis of the second intermediate

[0040] Weigh 4.9g (548g / mol, 0.009mol) of the first intermediate and dissolve it in 100mL of chloroform, add 5.8g (129g / mol, 0.045mol) of isooctylamine, heat to reflux for 24h, and remove the solvent by rotary evaporation. The product is separated by column chromatography to obtain the second intermediate of the following structural formula,

[0041] The yield was 88.9%.

[0042] 1.3 Synthesis of the third intermediate...

Embodiment 2

[0050] Weigh 6.6g (132g / mol, 0.05mol) of tert-butoxycarbonylhydrazine and dissolve it in 50mL of n-hexane, weigh 6.7g (114g / mol, 0.058mol) of isooctylaldehyde and slowly add it dropwise to the above solution, heat up to reflux reaction 2h. After the reaction was completed, the solvent was evaporated to dryness to obtain Yield 100%. Will Cool to 0-5°C, weigh 100 mL of 1 mol / L borane tetrahydrofuran solution and slowly add it dropwise to the above reaction device, the developer is dichloromethane / petroleum ether = 1:1, and react for 2 hours to obtain Measure 15mL of concentrated hydrochloric acid, slowly add it dropwise to the above solution, heat to reflux after no obvious bubbles, and react for 0.5h. After the reaction was completed, it was cooled, and the precipitated boric acid was removed by suction filtration, and the solution was rotary evaporated to dryness. get Yield 78%. Measure 10 mL of dehydrated tetrahydrofuran into a 100 mL single-necked flask, weigh 0.29...

Embodiment 3

[0053] A kind of green dye, its structural formula is (Dye 3). 1 g of the green dye was dissolved in 4 g of n-dodecane to obtain electrowetting green ink material G-3.

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Abstract

The invention discloses green dye, a preparation method thereof, ink and an electrowetting display. The green dye adopts a single-molecule structure and has higher solubility, the ink suitable for electrowetting displaying can be obtained when the green dye is dissolved in an organic solvent, the color is bright and gorgeous, the light resistance is good, the prepared ink has higher molar extinction coefficient and FoM value, and an important green single-molecule ink material can be provided for the colorful electrowetting display.

Description

technical field [0001] The invention relates to the technical field of electrowetting display, in particular to a green dye, a preparation method thereof, an ink and an electrowetting display. Background technique [0002] Electrofluid display technology (Electrofluidedisplay, EFD) is a display prototype based on the principle of electrowetting display, which was first developed by Philips of the Netherlands in 2003. The display principle is to control the surface properties of the hydrophobic layer by changing the voltage, and change the contact angle of the ink layer on the hydrophobic layer: when no voltage is applied, the ink wets the insulating layer evenly to form a colored pixel; when the voltage is applied, The effect of the electric field changes the surface properties of the hydrophobic layer to change the interfacial tension between the three phases of ink-polar liquid-hydrophobic layer, and the ink is compressed to form transparent or substrate-colored pixels, th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/46C09D11/03G02B26/00
CPCG02B26/005C09D11/03C09B29/0003C09B29/366C09B56/12
Inventor 周国富邓勇郭媛媛罗伯特·安德鲁·海耶斯叶德超
Owner SHENZHEN GUOHUA OPTOELECTRONICS
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