Indolizine-Squaraine NIR Emissive Materials

Rill, Tana A. (2016) Indolizine-Squaraine NIR Emissive Materials. Undergraduate thesis, under the direction of Jared Delcamp from Chemistry and Biochemistry, University of Mississippi.

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Abstract

Near-infrared (NIR) emissive organic materials are an emerging area of study with an array of applications for both military and civilian purposes including night vision technologies, secure communications, surveillance, homing, fluoresence imaging, secure displays as NIR OLED materials, heat-blocking coatings, in vivo fluoresence biological imagaing, and additional optoelectronics device applications. We have developed a series of organic NIR emissive materials based on an indolizine donor and squaraine acceptor. The novel-to-squaraine donor, indolizine, exhibits a remarkable increase in absorption maximum wavelength when compared with benchmark indoline-based squaraine dyes (700 nm vs. 625 nm) with molar absorptivities ranging from 100,000-262,000 M-1cm-1. Emission is observed at about 750 nm in chloroform, corresponding to a stokes shift of 50 nm, which is a substantial increase when compared with the 5 nm stokes shift commonly observed for indoline-squaraine dyes. Our molecular design was evaluated by computational analysis which reveals clues about the origin of this stokes shift and the water solubility observed for these compounds without appending water solubilizing groups.

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