The New Jersey Institute of Technology's
Electronic Theses & Dissertations Project

Title:	Novel photobase generators for photoinduced polymerization and pH regulation
Author:	Yu, Shupei
View Online:	njit-etd2023-059 (xviii, 106 pages ~ 4.5 MB pdf)
Department:	Department of Chemistry and Environmental Science
Degree:	Doctor of Philosophy
Program:	Chemistry
Document Type:	Dissertation
Advisory Committee:	Zhang, Yuanwei (Committee chair) Belfield, Kevin D. (Committee member) Chen, Hao (Committee member) Eberhart, Michael Scott (Committee member) Xu, Xiaoyang (Committee member)
Date:	2023-12
Keywords:	Anti-caner therapy BODIPY Fluorescent probes Photo-base generator Photopolymerization Regulation of lysosomal pH
Availability:	Unrestricted
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.