Pyrrole methenyl fluorescent dye and preparation method thereof

A fluorescent dye, pyrromethine technology, applied in the field of pyrromethine fluorescent dyes and its preparation, can solve the problems of complicated separation and purification, difficult to obtain raw materials, and low product yield, and achieve simple operation, easier separation and purification, and short preparation steps Effect
CN102558898BInactive Publication Date: 2014-01-29ZHEJIANG UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
ZHEJIANG UNIV
Publication Date
2014-01-29
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention relates to a preparation method of a pyrrole methenyl fluorescent dye. Cyclopentenone derivant and ammonium salt with the mole ratio of 1:4-200 are put in a seal tube reactor or an autoclave, the seal tube reactor or the autoclave is sealed and heated after an organic solvent is added, and reaction is carried out for 2-24 hours at the temperature of 100-140 DEG C and 1-10 atmospheres. Compared with the existing synthesis method of deriving from aromatic aldehyde and pyrrole, easy-to-make and easy-to-obtain carbonyl compound-cyclopentenone derivant and inorganic ammonium salt are adopted as raw materials, and compared with the conventional pyrrole preparation way, the preparation method disclosed by the invention has the advantages that the raw material source scope is wide, the whole preparation step is short, the operation is simple, the production rate is high, synthesis steps of protection and deprotection are avoided, multiple substituents can be obtained in one step, and products are easier to separate and purify.
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Description

technical field

[0001] The invention relates to a pyrromethene fluorescent dye and a preparation method thereof. Background technique

[0002] Pyrromethene and its derivatives are a class of very useful and important compounds and intermediates, which have very important applications in fluorescent dyes, lasers, cell staining, and ion detection. For example, it is used to prepare pyrromethene boron difluoride fluorescent dye (BODIPY), (Chem. Rev., 2007, 107, 4891.), which is based on the strong fluorescence, absorption and emission of pyrromethene boron difluoride dye in the visible region The band is relatively narrow, the quantum efficiency is high, and it can be used in many fields such as fluorescent dyes, molecular probes, and cell staining.

[0003] In addition, since the discovery of pyrromethene-metal complexes in the early 1990s, research on their structures and properties has become a hot spot in the field of scientific research. This is not only because their ni...

Claims

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