Fluorescent material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid and its synthesis method

A technology of hydroxyphenyl and dicarboxylic acid, which is used in the preparation of luminescent materials, imino compounds, organic chemical methods, etc., can solve the problem of low fluorescence efficiency, and achieve the effects of simple process, high yield and high product purity.

Inactive Publication Date: 2021-04-06
SHANGRAO NORMAL UNIV
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Problems solved by technology

Both salicylaldehyde and 5-aminoisophthalic acid are fluorescent organic molecules, but their fluorescence efficiency is not high. They are modified by introducing electron-donating groups, such as the formation of salicylaldehyde and 5-aminoisophthalic acid. The prototype Schiff base is expected to obtain higher fluorescence efficiency, so it has potential application prospects in fields such as OLED and biomedicine

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  • Fluorescent material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid and its synthesis method
  • Fluorescent material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid and its synthesis method
  • Fluorescent material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid and its synthesis method

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Embodiment 1

[0026] The molecular formula of 5-{[(2-hydroxyphenyl) methyl] amino}benzene-1,3-dicarboxylic acid involved in the present invention is: C 15 h 13 NO 5 , Molecular weight: 287.26. The crystal structure data is shown in Table 1, the bond length data is shown in Table 2, and the bond angle data is shown in Table 3.

[0027] 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid is synthesized in the following steps:

[0028] (1) At room temperature, put 20mmol (3.583g) of 5-aminoisophthalic acid in a 250mL flask, add 10mL of N,N-dimethylformamide and stir to dissolve completely, then add 60mL of absolute ethanol in sequence and 20mmol (2.442g) salicylaldehyde, after continuous stirring for one day, a large amount of orange-red precipitate was separated out, then filtered and vacuum-dried to obtain Schiff base 5-{[(2-hydroxyphenyl)methylene]amino}benzene- 1,3-dicarboxylic acid 4.96g (about 87% yield).

[0029] (2) Under continuous magnetic stirring, add 20mL ethanol,...

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Abstract

The invention discloses a blue fluorescent material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid and a synthesis method thereof. The molecular formula for 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid is: C 15 h 13 NO 5 , the molecular weight is: 287.26, and the fluorescence peak of its powder is located at 444nm. The synthesis steps are: (1) under normal temperature stirring, after dissolving 5-aminoisophthalic acid in N, N-dimethylformamide, adding absolute ethanol and salicylaldehyde in turn, filtering, washing and drying after one day to obtain Orange-red Schiff base 5-{[(2-hydroxyphenyl)methylene]amino}benzene-1,3-dicarboxylic acid. (2) Mix and stir a certain proportion of ethanol, NaOH, the above-mentioned orange-red Schiff base and N,N-dimethylformamide solution containing NaBH, add hydrochloric acid to adjust the pH after the reactant turns white, then filter, wash, and dry The white reduced Schiff base 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid was obtained. The invention has the advantages of simple process, low cost, good repeatability, high product purity and yield, strong fluorescence and narrow half-peak width, and the like.

Description

technical field [0001] The invention relates to an organic material 5-{[(2-hydroxyphenyl)methyl]amino}benzene-1,3-dicarboxylic acid with blue fluorescence and a synthesis method thereof. Background technique [0002] With the increasingly wide application in the fields of display lighting and biomedical fluorescent marking, luminescent materials have an increasingly important impact on people's production and life. However, at present, many luminescent materials, especially blue light materials, have problems such as low luminous efficiency or high cost. For example, despite the high luminous efficiency of noble metal complexes reported in recent years, the production cost is usually high, and the synthesis process is often complicated. Therefore, the development of strong blue light materials with low cost and relatively simple synthesis process is a difficult problem for the related research and popularization and application of advanced display lighting technologies such ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C249/02C07C251/24C09K11/06
CPCC07B2200/13C07C251/24C09K11/06C09K2211/1007C09K2211/1014
Inventor 张来军袁国财李德琳
Owner SHANGRAO NORMAL UNIV
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