A Comparative Study of Oxycyclobutenolate vs Dicyanomethylene Squaraine Dyes: Synthesis, Photophysical Properties and Biological Imaging Application

Author

Babatunde N. Animasaun, Georgia State UniversityFollow

Author ORCID Identifier

https://orcid.org/0000-0001-7025-1516

Date of Award

8-10-2021

Degree Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Maged Henary

Abstract

This thesis reviews the history, known synthetic procedures and applications of semi-squaraine dyes, 1,2-squaraine dyes and 1,3-squaraine dyes in the first chapter. The second chapter outlines the synthesis, characterization, and photophysical data of oxycyclobutenolate dyes compared to dicyanomethylene functionalized squaraine dyes. The structure and purity of each compound were confirmed by ¹H and ¹³C NMR and Mass spectrometry. Additionally, their photophysical properties and in vivo bio-distribution were studied after confirmation through characterizations. Dyes functionalized with the dicyanomethylene acceptor group displayed improved photostability and physicochemical properties over their oxycyclobutenolate counterparts. Furthermore, the biodistribution data revealed that dyes substituted with the trimethylammonium bromide group displayed improved lymph node and thyroid gland targeting.

DOI

https://doi.org/10.57709/24077674

Recommended Citation

Animasaun, Babatunde N., "A Comparative Study of Oxycyclobutenolate vs Dicyanomethylene Squaraine Dyes: Synthesis, Photophysical Properties and Biological Imaging Application." Thesis, Georgia State University, 2021.
doi: https://doi.org/10.57709/24077674

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