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An anthraquinone dye dispersant, ink and electrowetting display

A technology of dye dispersants and anthraquinones, which is applied in the direction of anthracene dyes, inks, organic dyes, etc., can solve the problems of easy degradation of organic dyes and achieve the effect of improving solubility

Active Publication Date: 2020-01-31
SHENZHEN GUOHUA OPTOELECTRONICS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current problem is that organic dyes are prone to degradation under long-term light conditions. In addition, for some dyes with low molar absorptivity, a higher dye concentration needs to be prepared to achieve the same contrast. A dispersant for the solubility of dyes in solvents is very necessary, but there is no report yet

Method used

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  • An anthraquinone dye dispersant, ink and electrowetting display
  • An anthraquinone dye dispersant, ink and electrowetting display
  • An anthraquinone dye dispersant, ink and electrowetting display

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Anthraquinone dye dispersant 1 was synthesized according to the synthetic reaction formula shown below:

[0037]

[0038] The specific synthesis process is: take 3.7g of 2,6-diaminoanthraquinone (0.015moL, 238.25g / moL, mass fraction is 97%) and slowly add 39g of PIB- SA (polyisobutylene succinic anhydride, English name: polyisobutylene-g-succinic anhydride, n=25~26, average molar mass M W =1300g / mol, 0.03moL, 1300g / moL) was dissolved in 100mL tetrahydrofuran (THF) system, heated to 80°C for 20h, TCL (developing solvent: ethyl acetate: petroleum ether = 1:1) showed that most of the raw materials After the reaction, N 2 , the temperature was raised to 150° C., and the reaction was carried out for 10 h. After the reaction was completed, the solvent was distilled off under reduced pressure to obtain the product. The product is purified by column chromatography, and the eluent is ethyl acetate / petroleum ether to obtain anthraquinone dye dispersant 1, whose structural fo...

Embodiment 2

[0046] Anthraquinone dye dispersant 2 was synthesized according to the synthetic reaction formula shown below:

[0047]

[0048] First, compound 1 was synthesized: 2.4g of 1-chloroanthraquinone (0.01moL, 242.66g / moL) was dissolved in 50mL of ethylenediamine, stirred at 70°C for 2h, cooled to room temperature, and adjusted to pH 1 by adding hydrochloric acid. NaOH was added to the aqueous phase to adjust the pH to 9, filtered three times, and the solid was vacuum-dried to obtain compound 1.

[0049] Synthesis of anthraquinone dye dispersant 2: Weigh 0.68g of the above compound 1 (3mmoL, 226g / moL) and dissolve it in 5mL of N,N-dimethylformamide (DMF), add it to 10mL of 3.9g PIB- SA (polyisobutylene succinic anhydride, English name: polyisobutylene-g-succinic anhydride, n=25~26, average molar mass M W =1300g / mol, 3mmoL, 1300g / moL) system, reaction temperature 80 ℃, reaction 10h, TCL (developing agent is ethyl acetate), detection compound 1 reacts substantially completely, pas...

Embodiment 3

[0057] Anthraquinone dye dispersant 3 was synthesized according to the synthetic reaction formula shown below:

[0058]

[0059] The specific synthesis process is as follows: Take 0.58g of 2-aminoanthraquinone (0.0025moL, 223.2g / moL, mass fraction is 97%) and slowly add 3.25g of PIB-SA ( Polyisobutylene succinic anhydride, n=25~26, average molar mass M W =1300g / mol, 0.0025moL, 1300g / moL) dissolved in 100mL tetrahydrofuran (THF) system, heated to 80°C for 20h, TCL (developing solvent: ethyl acetate: petroleum ether = 1:3) showed that most of the raw materials After the reaction, N 2 , the temperature was raised to 150° C., and the reaction was carried out for 10 h. After the reaction was completed, the solvent was distilled off under reduced pressure to obtain the product. The product is purified by column chromatography, and the eluent is ethyl acetate / petroleum ether to obtain anthraquinone dye dispersant 3, whose structural formula is: n=25-26, the yield was 34.2%.

...

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Abstract

The invention discloses an anthraquinone dye dispersant, an ink and an electrowetting display. The anthraquinone dye dispersant can improve the solubility of the dye in a solvent, and its general chemical structure is shown in (I): wherein x 1 、X 2 each independently selected from hydrogen, amino, -NHCOR 1 , at least one of the groups represented, m represents an integer of 1 to 10, n represents an integer of 1 to 10; R 1 -R 4 Each independently represents an alkyl group having 1 to 20 carbon atoms, an unsaturated hydrocarbon group having 1 to 20 carbon atoms, or p represents an integer of 25 to 26. The ink prepared by using the anthraquinone dye dispersant of the invention has a higher molar absorptivity coefficient, and has better application prospects in electrowetting displays.

Description

technical field [0001] The invention relates to the field of electrowetting display, in particular to an anthraquinone dye dispersant, ink and an electrowetting display. Background technique [0002] Electrowetting (Electrowetting, EW) refers to changing the contact angle between the droplet and the substrate by changing the voltage between the droplet and the insulating base layer, and the droplet is translated and deformed. This principle was explained in detail in the Nature magazine by researchers from Philips in 2003. When no voltage is applied, the colored ink is spread on the display board. After the voltage is applied, the colored droplets accumulate on the display board. The color of the substrate Displayed, this can obtain the display pattern. [0003] Color ink is the key material of electrowetting display technology. In recent years, electrowetting display color ink materials have been greatly developed, anthraquinone electrowetting display organic dyes, azo ele...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/36C07D207/00C09B1/44C09B1/40
CPCG02B26/005C09D11/03C07C231/02C07C233/33C07D207/36C09B1/262C09B1/40C09B1/44C09B69/101C09B1/36C09B1/425
Inventor 周国富邓勇王霄李诗叶德超
Owner SHENZHEN GUOHUA OPTOELECTRONICS
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