SU413861A1 - METHOD FOR OBTAINING ORGANIC LUMINOPHOR-DERIVATIVES 2- (FURIL-2'-PHENANTR- [9,10] -OXIAZOLES - Google Patents

Description

This invention relates to the field of the preparation of new organic phosphors-derivatives of furyl-phenanthroxazoles, in particular, to substituted 2- (furyl-2) -phenanthr) -9,10-oxazoles, namely 2- (5-carboxyfuryl-2) -phenanthr-9 , 10 - oxazole (I) 2- (5 - acetylfuryl-) -phenanthr-9,10 - oxazole (II) 2,5 - (bisfeneNtr-9LO-oxazolyl-2) -furan (III) MH Proposed luminophores can be used in fluorescent microscopy, defectoscopy, for bleaching fabrics and other purposes. The method of producing organic phosphors of 2- (furyl-2) -phenanthr-9,10 oxazole derivatives consists in that 9,10-phenanthrene-quinonemonoimin is condensed with heterocyclic aldehydes 5-carboxy, or 5-acetyl, or 5-formylfurol in the presence of an organic base in a solution of ethanol followed by isolation of the desired product from the reaction mass by column chromatography or crystallization from appropriate solvents. The phosphors obtained are qualitatively superior to the known standard phosphors. The luminescence spectra of the compounds obtained are presented in Table. 1 and 2.

2- (Furyl-2) -phenanthr-9,10-oxazoles)

Spectral characteristics of the compounds obtained (I and P-in ethanol, 1P-in chloroform, concentration of solutions in the order of 0.5-10)

FIG. 1 shows the luminescence spectrum of compound I in ethanol; in fig. 2 - Compound II in ethanol; in fig. 3-Compounds III in chloroform; in fig. 4 - luminescence stability over time.

Example 1. Synthesis of 2- {5) -carboxyfuryl2) -phenanthr-9,10-oxazole (I).

A mixture of 0.207 g (1 mol) of 9,10-phenanthrenequinonemonoimin, 0.168 g (1.2 mmol) of 5-carboxyfurfurol, 0.102 g (1.2 mmol) of piperidine and 10 ml of ethanol was boiled for 2 hours. Then half of the ethanol is distilled off, cooled, the precipitated precipitate is separated, washed with ether and crystallized from acetic acid using activated carbon. Colorless crystals are obtained. The output 0,198 g (60%).

Example 2. Synthesis of 2- (5-acetylfuryl-2) phenan-9, 10-oxazole (II).

A mixture of 0.207 g (1 mmol) of 9,10-phenanthrenequinone monoimin, 0.165 g (1.2 mmol) of 5-acetylfurfural, 0.102 g (1.2 mmol) of piperidine and 10 ml of ethanol was boiled for 1.5 hours. Ethanol is distilled off, the precipitated precipitates are separated, dissolved in chloroform, and chromatographed on an alumina column. To received after table 2

After mapping the chloroform solution, an equal volume of petroleum ether is added and evaporated. Upon cooling, colorless crystals of compound II precipitate. Yield 0.144 g (44%).

Example 3. Synthesis of 2,5- (bisphenanth-9,10 oxazolyl-2-furan (P1).

A mixture of 0.414 g (2 mmol) of 9,10-phenanthrenequinone monoimine, 0.149 g (1.2 mmol) of 5-formylfurfural, 0.204 g (2.4 mmol) of piperidine and 30 ml of ethanol was boiled for 40 minutes. Then it is cooled, the precipitate is separated, washed with alcohol and crystallized from dimethylformamide. Light green crystals. The output 0,351 g (70%).

Subject invention

The method of producing organic phosphor-derived 2-furyl-2-phenanthr-9,10 oxazoles, characterized in that, in order to expand the color gamut of organic phosphors, 9,10-phenanthrene-quinone monoimin is condensed with heterocyclic aldehydes 5-carboxy, or 5 acetyl, or 5-formylfurfurol in the presence of an organic base in ethanol solution with 56

the subsequent selection of the target product or crystallization from the corresponding races of the reaction mass by chromatographic solvents.

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