Photochromic thiophenedicolic acid water-soluble symmetrical perfluorocyclopentene compound and its preparation method and application

A technology of perfluorocyclopentene and thiophenedicolic acid, applied in the direction of steroidal compounds, chemical instruments and methods, color-changing fluorescent materials, etc., can solve the problems of increasing water solubility, achieve low cost, broad application prospects, and application prospects big effect

Inactive Publication Date: 2016-04-06
JIANGXI SCI & TECH NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, there has not been any report on the perfluorocyclopentene photochromic compound system that introduces cholic acid into the traditional perfluorocyclopentene molecule to increase water solubility

Method used

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  • Photochromic thiophenedicolic acid water-soluble symmetrical perfluorocyclopentene compound and its preparation method and application
  • Photochromic thiophenedicolic acid water-soluble symmetrical perfluorocyclopentene compound and its preparation method and application
  • Photochromic thiophenedicolic acid water-soluble symmetrical perfluorocyclopentene compound and its preparation method and application

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Embodiment Construction

[0022] The name is: 1-{[2-Methyl-5-(methyleneazide-cholic acid)-3-thienyl]}-2-{[2-methyl-5-(methyleneazide- Cholic acid)-3-thienyl]}perfluorocyclopentene ( 1o ), the synthesis scheme of this perfluorocyclopentene diarylethylene photochromic compound is shown in Scheme1:

[0023] Scheme1:

[0024] The specific synthesis steps are as follows:

[0025] 1. 3-Bromo-2-methyl-5-aldehyde thiophene (2):

[0026] Under ice bath conditions, dissolve 2-methyl-5-aldehyde thiophene (1) (25.2g, 200mmol) in 200mL acetic acid, place it in a 500mL single-neck flask, stir, and then add 11mL liquid bromine and 60mL glacial acetic acid. Place in a constant pressure funnel and slowly add dropwise. The mixture of liquid bromine and glacial acetic acid is dripped in 0.5h. Continue the ice bath reaction for 8h, add water liquid, neutralize the water phase with NaOH, and then use dichloromethane Extract and combine the organic phases with saturated Na 2 CO 3 Wash sequentially with water solution, anhydrous ...

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Abstract

The invention discloses a photochromic thiophene-linked cholic acid water-soluble symmetrical perfluorocyclopentene compound and a preparation method and application of the compound. The photochromic material can keep good photochromic property in a solution or a thin film and has fluorescence in the range of 350-550nm in an open-loop state; and furthermore, as the ultraviolet irradiation time is prolonged, the strength of a fluorescence emission spectrum is reduced. Thus, the photochromic material can be used for fluorescence detection and fluorescence light control switching; and compared with a symmetrical thiophene or benzothiophene type perfluorocyclopentene material, the compound has the advantages that the cost of the preparation materials is relatively low and the application prospects are relatively great.

Description

Technical field [0001] The invention relates to an organic photochromic material, in particular to a photochromic thiophene dicholic acid water-soluble symmetric perfluorocyclopentene compound, and a preparation method and application. Background technique [0002] With the rapid development of modern science and technology, mass information storage and high-speed information transmission have become the main goals of the development of modern information technology, and people have raised higher and higher requirements for the capacity, data transmission rate, and response time of optical information storage materials. Requirements. Exploring the use of organic photochromic compounds as erasable and rewritable information materials is particularly eye-catching. Compared with inorganic materials, organic materials are one of the most potential storage materials because of their high sensitivity, fast response speed, and raw material price. It is relatively low and easy to be mad...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J43/00C09K9/02
CPCC07J43/003C09K9/02C09K2211/1483
Inventor 蒲守智刘刚段芳范从斌崔士强
Owner JIANGXI SCI & TECH NORMAL UNIV
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