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Research Article | Open Access
Volume 7 | Issue 2 | Year 2020 | Article Id. IJAC-V7I2P109 | DOI : https://doi.org/10.14445/23939133/IJAC-V7I2P109

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

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

Citation :

Giorgi Tsiklauri, Temur Kantaria, Tengiz Kantaria, Ramaz Katsarava, Giorgi Titvinidze, "Synthesis of novel main-chain azo-benzene poly(ester amide)s via interfacial polycondensation," 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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