Quaternary ammonium salt type water-soluble Aza-BODIPY (Boron Dipyrromethene Dye) and synthesis method

Abstract

The invention relates to quaternary ammonium salt type water-soluble Aza-BODIPY (Boron Dipyrromethene Dye) and a synthesis method. The quaternary ammonium salt type water-soluble Aza-BODIPY is developed through molecular modification, an aldehyde ketone condensation reaction, a nitration reaction, a ring fusing reaction and a Grignard reaction, and multiple steps of reactions such as quaternization, and the dye is named as 4,4-di-(3-trimetyl ammonium iodide-1-allylene)-1,7-di(4-dodecane alkoxy phenyl)-3,5-di(2-dimethoxy-4-iodobenzene)-aza-boron dipyrrole). The compound not only is good in water solubility, but also has active iodine atoms in molecules, and has wide molecular modification prospects. The Aza-BODIPY has the maximum ultraviolet absorption peak approximate to an infrared area, and has very good water solubility. Therefore, compared with other common Aza-BODIPY, the quaternary ammonium salt type water-soluble Aza-BODIPY has relatively wide application in fields of near-infrared materials and the like.

Description

A kind of quaternary ammonium salt type water-soluble aza Aza-BODIPY and its synthetic method technical field The invention relates to a quaternary ammonium salt type water-soluble aza Aza-BODIPY and a preparation method thereof. Background technique In recent years, boron dipyrromethene fluorescent dyes (BODIPY) have been widely studied due to their excellent spectrum and application properties [Chem Soc Rev, 2013, 42, 77-88]. However, due to the limitations of BODIPY's own structure, such as the poor water solubility of ordinary BODIPY and the absorption peak near the visible range, its application range is also greatly restricted [Chemistry, 2014, 20, 12933-12944]. In order to improve the properties of BODIPY, many new types of BODIPY have also been reported. Due to the important role of near-infrared materials in basic organic chemicals, fine chemicals, life sciences, pharmaceuticals, medical clinics, agriculture, etc. in scientific research and national defense. The...

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Problems solved by technology

Although this method can improve the solubility of Aza-BODIPY in water, the synthesis steps are relatively cumbersome

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