Median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY (4,4'-difluoro-4-bora-3a,4a-diaza-sindacene) derivative and preparation method thereof

By introducing a mid-position alkoxyphenyl group and a strong electron-donating group at positions 2 and 6 into boron fluoride complexed dipyrromethene derivatives, the conjugation effect and electron transmission performance of the dye are enhanced, and the problems of existing BODIPY dyes are solved. Deficiencies in absorption spectra and electron transmission enable broader spectral coverage and higher performance.

CN105732680AActive Publication Date: 2016-07-06XUZHOU JIASHENG PROPERTY CO LTD
2 Cites 24 Cited by

Patent Information

Application Number
CN201610057969.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2016-01-28
Publication Date
2016-07-06
Estimated Expiration
2036-01-28

AI Technical Summary

Technical Problem

After the existing boron fluoride complexed dipyrromethene (BODIPY) dye introduces substituent groups at the 2 and 6 positions, although the absorption spectrum is red-shifted, the conjugation effect and electron transmission performance are insufficient, which affects its application in the fields of life sciences and solar cells. expansion.

Method used

Design boron fluoride complex dipyrromethene derivatives substituted with alkoxyphenyl in the middle position and substituted with strong electron-donating groups at positions 2 and 6, and synthesize strong electron-donating compounds such as thiophene, bisbithiophene, fluorene and carbazole through a series of reactions. unit, enhance the conjugated chain length and electron migration effect of the dye, and broaden the absorption spectrum.

Benefits of technology

The absorption spectrum of the dye is significantly red-shifted, covering the entire visible light region, improving the hole mobility and electron transmission performance, and enhancing the spectral performance and stability of the dye.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

Abstract

The invention discloses a median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY (4,4'-difluoro-4-bora-3a,4a-diaza-sindacene) derivative and a preparation method thereof. The preparation method comprises: synthesizing a median alkoxy phenyl substituted 2, 6-dibromo fluorine boron intermediate through a series of reactions; and performing Suzuki / Stille coupling reaction by using the intermediate and a variety of modified groups to obtain a median alkoxy phenyl substituted and 2, 6 site thiofuran, thienothiophene, fluorene, carbazole and other strong electron donating units substituted BODIPY derivatives. The absorption spectrum of the prepared target dye molecules generates obvious bathochromic shift, and the maximum absorption wavelength is lengthened to a near infrared area. The median alkoxy phenyl substituted and 2, 6 site strong electron donating group substituted BODIPY derivative has good stability, and has potential application values in the fields of life sciences, solar batteries, environment energy sources and the like.
Need to check novelty before this filing date? Find Prior Art