Photophyical and photosensitizing properties of BODIPYs substantially changed by alkyl- and phenyl-amino groups on meso carbon

Hu，Wenbin1; Fan，Mingyue1; Zhang，Xian Fu2,3; Li，Mengmeng1; Li，Guoying1

2023-03-15

10.1016/j.saa.2022.122222

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY   Impact Factor & Quartile

1386-1425

meso-RNH (R = CH, CH, PhCH, H, and Ph) substituted BODIPY compounds have been prepared to examine their photophysical properties and photosensitizing abilities. We have measured the UV–vis absorption, steady state and time resolved fluorescence, excited triplet state formation using laser flash photolysis, singlet oxygen generation ability using chemical trapping method. The results show that the presence of meso-RNH leads to large blue shift of absorption and emission wavelength, remarkable decrease in fluorescence quantum yield and lifetime values, and significant increase in singlet oxygen formation quantum yield. Quantum chemical calculation also reveals the photoinduced charge transfer (PCT) mechanism. We conclude that property changes are due to: 1) S and S geometry, 2) ground state structural isomerization, and 3) intramolecular PCT. These results and mechanisms are helpful for designing new functional materials.

BODIPY Charge transfer Excited triplet state Fluorescence Photosensitizer Singlet oxygen

SCI

English

Others

WOS:000900025600002

CHEMISTRY

2-s2.0-85143708553

Scopus

1.Department of Chemical Engineering,Hebei Normal University of Science and Technology,Qinhuangdao,Hebei Province,066004,China
2.Department of Materials Science and Engineering,Southern University of Science and Technology,Shenzhen,Guangdong Province,518055,China
3.MPC Tech,MPC Technologies,Hamilton,L8S 3H4,Canada

Hu，Wenbin,Fan，Mingyue,Zhang，Xian Fu,et al. Photophyical and photosensitizing properties of BODIPYs substantially changed by alkyl- and phenyl-amino groups on meso carbon[J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,2023,289.

Hu，Wenbin,Fan，Mingyue,Zhang，Xian Fu,Li，Mengmeng,&Li，Guoying.(2023).Photophyical and photosensitizing properties of BODIPYs substantially changed by alkyl- and phenyl-amino groups on meso carbon.SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,289.

Hu，Wenbin,et al."Photophyical and photosensitizing properties of BODIPYs substantially changed by alkyl- and phenyl-amino groups on meso carbon".SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY 289(2023).