Synthesis of novel main-chain azo-benzene poly(ester amide)s via interfacial polycondensation

International Journal of Applied Chemistry

© 2020 by SSRG - IJAC Journal

Volume 7 Issue 2

Year of Publication : 2020

Authors : Giorgi Tsiklauri, Temur Kantaria, Tengiz Kantaria, Ramaz Katsarava, Giorgi Titvinidze

10.14445/23939133/IJAC-V7I2P109

How to Cite?

Giorgi Tsiklauri, Temur Kantaria, Tengiz Kantaria, Ramaz Katsarava, Giorgi Titvinidze, "Synthesis of novel main-chain azo-benzene poly(ester amide)s via interfacial polycondensation," SSRG International Journal of Applied Chemistry, vol. 7,  no. 2, pp. 63-69, 2020. Crossref, https://doi.org/10.14445/23939133/IJAC-V7I2P109

Abstract:

Two amino acid-based poly(ester amide)s (PEAs) with azobenzene moieties in the main chain were successfully synthesized via interfacial polycondensation of a dip-toluenesulfonic acid salt of bis-(Lleucine)- 1,6-hexylene diester with azobenzene 3,3′- dicarbonyl chloride or azobenzene 4,4′-dicarbonyl chloride. The structures of the obtained polymers were confirmed and characterized by 1H and 13C NMR spectroscopy and gel permeation chromategraphy (GPC). The photo-induced cis-trans-isomerization of azobenzene containing PEAs in the DMF solution was studied by UV-Vis spectroscopy. Irradiation with U.V. light (365 nm) resulted in reversible cis-trans isomerization. The effect of cistrans-isomerization on the glass transition temperature was investigated by differential scanning calorimetry (DSC). It is shown that glass transition temperature decreases by irradiation when changes from trans to cis-isomer. Synthesized polymers were used in the preparation of photoresponsive nanoparticles for targeted drug delivery application. Nanoparticles' average diameter (A.D.), polydispersity index (PDI), and zeta-potential (Z.P.) were determined by Dynamic Light Scattering (DLS). Moreover, the stability of the N.P.s over time at low temperatures and upon irradiation were investigated.

Keywords:

Biodegradable smart polyester amides, main chain azo-benzene polymers, trans-to-cis isomerization, U.V. irradiation.

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