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An Unexpected “Bodipy-Like” Dipyrromethene With pH Dependent On/Off Fluorescent Properties

Owen, Spencer Austin
http://rave.ohiolink.edu/etdc/view?acc_num=dayton1651846501934658

Abstract Details

2022, Master of Science (M.S.), University of Dayton, Chemistry.
The spectroscopic properties of a fluoranthene pyrrole based, meso-mesityl substituted dipyrromethene (FlMst) were investigated.This novel compound produced visible absorption and substantial fluorescent properties. This compound is the first non-bridged dipyrromethene to produce substantial flourescence that has been recorded in literature. FlMst produced an absorption peak at 583 nm, and an emission peak at 640 nm, with a fluorescence quantum yield of 0.07. The effects of pH on optical behavior was studied through both a titration using TFA, as well as electrochemical experiments using cyclic voltammetry. The titration with TFA resulted in the loss of fluorescent, and a shift of the absorbance peak to 630 nm. Cyclic voltammetry provided supporting evidence for the effect of TFA on FlMst, offering data on molecular orbital shifts and stabilizations congruent with the titration data. This demonstrated the “On/Off switch” like behavior of FlMst in environments of varying pH. This work has a primary focus on the attributes on the FlMst dipyrromethene, but this thesis also presents a preliminary investigation of the synthesis, spectroscopy, and electrochemistry of the FlMst BODIPY.
Shawn Swavey (Advisor)
Jeremy Erb (Committee Member)
Vladimir Benin (Committee Member)
62 p.
Chemistry; Organic Chemistry
BODIPY; Dipyrromethene; Fluorescence; pH Dependent Fluorescence; Fluorantho Mesityl

Recommended Citations

Citations

  • Owen, S. A. (2022). An Unexpected “Bodipy-Like” Dipyrromethene With pH Dependent On/Off Fluorescent Properties [Master's thesis, University of Dayton]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=dayton1651846501934658

    APA Style (7th edition)

  • Owen, Spencer. An Unexpected “Bodipy-Like” Dipyrromethene With pH Dependent On/Off Fluorescent Properties . 2022. University of Dayton, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=dayton1651846501934658.

    MLA Style (8th edition)

  • Owen, Spencer. "An Unexpected “Bodipy-Like” Dipyrromethene With pH Dependent On/Off Fluorescent Properties ." Master's thesis, University of Dayton, 2022. http://rave.ohiolink.edu/etdc/view?acc_num=dayton1651846501934658

    Chicago Manual of Style (17th edition)

dayton1651846501934658
97
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This open access ETD is published by University of Dayton and OhioLINK.