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Quinacridone cholesterol compound as well as preparation method and application thereof

A technology for quinacridone cholesterol and compounds, applied in the field of quinacridone cholesterol compounds and their preparation

Active Publication Date: 2022-03-25
EAST CHINA UNIV OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

According to the literature review, there are relatively few studies based on the application of quinacridone derivatives to organogels

Method used

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  • Quinacridone cholesterol compound as well as preparation method and application thereof
  • Quinacridone cholesterol compound as well as preparation method and application thereof
  • Quinacridone cholesterol compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053]

[0054] Quinolino[2,3-b]-acridine-5,12-dihydro-7,14-dione (3.12g, 10mmol), 1,6-dibromohexane (12.20g, 50mmol), Sodium hydride (1.20g, 50mmol) and the solvent THF 50mL were placed in a 150mL pressure bottle and mixed, heated and stirred under the protection of nitrogen for reflux reaction for 24h, and the solid was removed by suction filtration with a suction filter flask, and the obtained filtrate was rotary evaporated to remove the solvent to obtain crude The product was chromatographed on a silica gel column with dichloromethane:petroleum ether=1:1 as a developing solvent to obtain 4.15g of solid compound A-1 with a yield of 65%.

[0055]

[0056] Compound A-1 (3.19g, 5mmol), phthalimide potassium salt (9.26g, 50mmol) and 50mL N,N-dimethylformamide were placed in a 250mL reaction flask and mixed under argon protection Heat and stir at 60°C for 24 hours, add a large amount of water to the reaction solution to precipitate a solid, filter and dry, and purify the c...

Embodiment 2

[0064]

[0065] The synthesis steps of compound A-2 are similar to those of compound A-1 in Example 1, except that the 1,6-dibromohexane used in Example 1 is replaced by 1,8-dibromooctane (13.60g, 50mmol), the synthesis steps of the remaining compounds are the same as in Example 1, and the amount of each compound is also the same as in Example 1.

[0066]

[0067] The preparation of compound B-2 was carried out with reference to Example 1, and the dosage of each compound was also the same as that in Example 1.

[0068]

[0069] The preparation of compound C-2 was carried out with reference to Example 1, and the dosage of each compound was also the same as that in Example 1.

[0070]

[0071] The preparation of compound D-2 was carried out with reference to Example 1, and the amount of each compound was also the same as that in Example 1. The relevant data of compound D-2 are as follows: (QA-C 8 -Chol, 55%): 1 H NMR (400MHz, CDCl 3): δ8.66(s, 2H, QA), 8.51(dd, J...

Embodiment 3

[0073]

[0074] The synthesis steps of compound A-3 are similar to those of compound A-1 in Example 1, except that the 1,6-dibromohexane used in Example 1 is replaced by 1,10-dibromodecane (15.00g, 50mmol), the synthesis steps of the remaining compounds are the same as in Example 1, and the amount of each compound is also the same as in Example 1.

[0075]

[0076] The preparation of compound B-3 was carried out with reference to Example 1, and the dosage of each compound was also the same as that in Example 1.

[0077]

[0078] The preparation of compound C-3 was carried out with reference to Example 1, and the dosage of each compound was also the same as that in Example 1.

[0079]

[0080] The preparation of compound D-3 was carried out with reference to Example 1, and the dosage of each compound was also the same as that in Example 1. The relevant data of compound D-3 are as follows: (QA-C 10 -Chol, 58%): 1 H NMR: (400MHz, CDCl 3 ): δ8.71(s, 2H, QA), 8.53(d...

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PUM

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Abstract

The invention discloses a quinacridone cholesterol compound with a structural formula shown as a general formula D. The quinacridone cholesterol compound disclosed by the invention is simple in preparation method, can be applied as an organogel luminescent material and has good optical performance.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a quinacridone cholesterol compound and its preparation method and application. Background technique [0002] As a well-known colloidal soft material, gel has received great attention and been widely used in many fields such as daily chemical industry, biomedicine, and smart materials. By definition, gel refers to the formation of a three-dimensional network structure through the interaction of a very small amount of gel factors under appropriate conditions, and a large amount of gas or liquid solvents are wrapped, so that the entire system loses fluidity and transforms into a viscous gel. Thick substance of elastic liquid or solid. This phenomenon is called gelation, and the resulting product is called a gel. [0003] With the deepening of research work, gels can be classified according to different standards such as source, dispersion medium, compositio...

Claims

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Application Information

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IPC IPC(8): C07J43/00C09K11/06B01J13/00C08G83/00
CPCC07J43/003C09K11/06B01J13/0065C08G83/008C09K2211/1011C09K2211/1044C09K2211/1416C09K2211/1466
Inventor 王利民周雯琪王峰王桂峰王小敏孙昕瑜杜磊尹鑫鹏陈立荣田禾韩建伟黄卓覃志忠
Owner EAST CHINA UNIV OF SCI & TECH
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