Synthesis method for dibenzoxazole compounds

A synthesis method and benzoxazole technology are applied in the synthesis field of bisbenzoxazole compounds, can solve the problems of long reaction time, unfavorable environment, large amount of alkali, etc., and achieve short reaction time, less three wastes and low cost Effect

Active Publication Date: 2008-03-19

SHENYANG RES INST OF CHEM IND +1

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AI-Extracted Technical Summary

Problems solved by technology

[0005] In order to overcome the disadvantages of long reaction time, large consumption of acid and alkali, and unfavorable environment when preparing bisbenzoxazole compounds in the prior art, the present invention...

Abstract

The invention discloses a synthesis method of a dibenzoxazole type compound. In organic sovlent, a closed-loop condensation reaction is directly carried out between an aromatic dinitrile compound and substituted or nonsubstituted o-aminophenol hydrochloride to synthesize the dibenzoxazole compound or compounds with different substituents, and the composite proportion of the compound can be regulated according to different raw material proportionings. The method has the advantages of smooth reaction process, short reaction time, high yield rate of products, low cost, little three wastes, environmental protection, etc. and better faciliates large-scale production. The product produced by the method can be applied to the fluorescent whiting of synthesized or natural polymeric materials.

Application Domain

Organic chemistry

Technology Topic

Closed loopOrganic solvent +7

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Examples

Experimental program(4)

Example Embodiment

[0034] Example 1

[0035] Put 11.5g (0.05mol) of 4,4'-dicyanostyrene, 16g (0.11mol) of o-aminophenol hydrochloride, and 90g of nitrobenzene into a 150ml three-necked flask. Sealed, evacuated, and replaced with nitrogen. The temperature is increased to 190-200°C, and the reaction is completed after rapid stirring and holding for 3 hours. Cool down, filter, and dry. 19.5 g of 4,4'-bis(benzoxazol-2-yl)stilbene was obtained.

Example Embodiment

[0036] Example 2

[0037] In a 150ml three-necked flask, put 9g (0.05mol) of naphthalene-1,4-dinitrile, 16g (0.11mol) of o-aminophenol hydrochloride, and 90g of sulfolane. Sealed, evacuated, and replaced with nitrogen. The temperature is increased to 200-230°C, and the reaction is completed after rapid stirring and holding for 3 hours. 17 g of 1,4-bis(benzoxazol-2-yl)naphthalene was obtained.

Example Embodiment

[0038] Example 3

[0039] In a 150ml three-necked flask, respectively 4,4'-dicyanostilbene 11.5g (0.05mol), o-aminophenol hydrochloride 8g (0.055mol), o-amino-p-methylphenol hydrochloride 8.8g (0.055mol) ), 80g sulfolane. Sealed, evacuated, and replaced with nitrogen. The temperature is increased to 190-200°C, and the reaction is completed after rapid stirring and holding for 3 hours. Cool down, filter, and dry. 19 g of a bisbenzoxazole stilbene mixture was obtained.

[0040] The percentage composition of the mixture determined by liquid chromatography is:

[0041] 4-(benzoxazol-2-yl)-4'-(5-methylbenzoxazole-2-yl) stilbene 49%; 4,4'-bis(benzoxazole-2- Stilbene 24%; 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene 27%.

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Description & Claims & Application Information

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Classification and recommendation of technical efficacy words

short reaction time
The reaction process is stable

Synthesis method for dibenzoxazole compounds

A synthesis method and benzoxazole technology are applied in the synthesis field of bisbenzoxazole compounds, can solve the problems of long reaction time, unfavorable environment, large amount of alkali, etc., and achieve short reaction time, less three wastes and low cost Effect

AI-Extracted Technical Summary

Problems solved by technology

Abstract

Image

Examples

Example Embodiment

Example Embodiment

Example Embodiment

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Description & Claims & Application Information

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