Author ORCID Identifier

0009-0008-9393-115X

Document Type

Dissertation

Date of Award

12-31-2023

Degree Name

Doctor of Philosophy in Chemistry - (Ph.D.)

Department

Chemistry and Environmental Science

First Advisor

Yuanwei Zhang

Second Advisor

Kevin D. Belfield

Third Advisor

Hao Chen

Fourth Advisor

Michael Scott Eberhart

Fifth Advisor

Xiaoyang Xu

Abstract

Photochemistry encompasses the investigation of chemical processes instigated by light absorption. As important branches of photochemistry, photosensitive and optical materials have attracted extensive research interests in both academia and industry. Photosensitive and optical materials are composed of polymers / small molecules with photo-responsive properties. These materials not only can absorb light in the desired energy spectrum, but also exhibit chemical / physical reactions, which can be applied to different fields such as photoredox, photo-heat, phototherapy, solar cells, diodes, etc. Among them, photobase generators (PBGs) are a series of photosensitive compounds, which absorb the incident light, then release the basic species that can trigger the consequent reactions such as thiol-Michael reaction and ring-opening polymerization reactions.

Boron-dipyrromethene (BODIPY)-based chromophores have emerged as highly intriguing moieties within the realm of chromophores. The prominence is attributed to its remarkable properties, including a high fluorescent quantum yield, pronounced chemical stability, and minimal Stokes shift. The core structures of BODIPY have been subject to thorough investigations and refinements, resulting in the development of a spectrum of BODIPY derivatives that find applications within the domain of chemical synthesis and biological science.

In this work, three projects about BODIPY-based photobase generators are included with demonstration and discussion of their bio-applications. Firstly, BODIPY based PBGs are synthesized and the photochemical/photophysical properties are characterized. Secondly, the applications of BODIPY based PBGs in photoinduced thiol Michael reaction and ring-opening reaction are explored. Thirdly, the feasibility of using PBGs in lysosome pH regulation light is demonstrated and the potential usage in cancer therapy is discussed.

Included in

Biochemistry Commons

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