New styryl based organic chromophores including free amino and azomethine groups: Syntheses, photophysical, NLO and thermal properties  

  1. Anka Utama Putra,
  2. Deniz Çakmaz,
  3. Nurgül Seferoğlu,
  4. Alberto Barsella and
  5. Zeynel SeferoğluORCID Logo

Submitting author affiliation: Gazi University, Ankara, Turkey

Beilstein Arch. 2020, 202030. doi:10.3762/bxiv.2020.30.v1

Published 23 Mar 2020

  • Preprint

Abstract

In this manuscript, we have successfully synthesized and characterized a new series of styryl based push-pull dyes containing free amino group and their Schiff bases derivatives in which dicyanomethylene was used as the acceptor group and different para-substituted alkylamines as the donor groups and 2-pyridyl as proton sensitive group. All compounds showed absorption in the visible region and green-red emission with low quantum yields. The photophysical properties were examined in various solvents with different polarities. The absorption and emission maxima were shifted bathocromically by increasing solvents polarity however, there was no regular correlation with polarity parameter. Significant red shifts were observed in the absorption and fluorescence emission maxima on increasing the electron-donating ability of the substituents. The observed color changes were photographed naked eyes and under illuminating UV-lamp. The pH sensitive properties of newly prepared Schiff bases against TBAOH were examined inside DMSO, furthermore their reserve protonation were also investigated using TFA. The structural and electronic properties of all newly synthesized compounds were studied using DFT calculation. In addition, NLO property of compounds were investigated by DFT. For determination thermal properties of all compounds were investigated and they showed good thermal stability up to 250 oC by TGA analyses under inert atmosphere. Our results indicate that the styryl based new push-pull dyes are promising candidate materials for NLO and pH applications.

Keywords: Styryl dyes; Schiff base; Solvent effect; pH sensitive dyes; NLO; DFT 

Supporting Information

Format: DOCX Size: 17.2 MB   Download

How to Cite

When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Putra, A. U.; Çakmaz, D.; Seferoğlu, N.; Barsella, A.; Seferoğlu, Z. Beilstein Arch. 2020, 202030. doi:10.3762/bxiv.2020.30.v1

Download Citation
Download RIS (Reference Manager) Download BIB (BIBTEX)

© 2020 Putra et al.; licensee Beilstein-Institut.
This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited.
The license is subject to the Beilstein Archives terms and conditions: (https://www.beilstein-archives.org/xiv/terms)

Other Beilstein-Institut Open Science Activities

Logo
Logo
Logo
Symposia