A Modified Oxazolone Dye Dedicated to Spectroscopy and Optoelectronics

J Org Chem. 2022 Jun 3;87(11):7319-7332. doi: 10.1021/acs.joc.2c00500. Epub 2022 May 19.

Abstract

Here we present a newly synthesized bifunctional organic chromophore with appealing spectroscopic and nonlinear optical features. The positions of absorption and emission maxima of the dye vary with increasing solvent polarity and exhibit positive solvatochromism. The determined change in the dipole moment upon excitation based on the Bilot and Kawski theory is 5.94 D, which corresponds to the intermolecular displacement of a charge equal to 1.24 Å. An investigated organic-based system represents a significant, repeatable, and stable over time optical signal modulation in the manner of the refractive index value. Its magnitude is varied both by optical pumping intensity as well as by external frequency modulation, which indicates that such system is an alluring and alternative core unit for optoelectronic devices and complex networks. Then, the same active system, due to the nonresonant mechanism of higher harmonics of light inducement, can provide second and third harmonic signals. According to the introduced laser line spatial modifications (parallel or perpendicular polarization directions), it is resulted in output SHG signal with magnitude varied about 100%. Its magnitude is noticeably small; however, to construct sensitive optical sensors or infrared indicators, such feature may guarantee satisfying circumstances.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Oxazolone*
  • Solvents / chemistry
  • Spectrum Analysis

Substances

  • Solvents
  • Oxazolone