Yeni Bir Polibenzoiltiyoüre’nin Mekanik, Termal ve Yüzey Özellikleri

Year 2021, Volume: 9 Issue: 5, 1927 - 1935, 31.10.2021

Gülşah Kurt

https://doi.org/10.29130/dubited.878203

Cited By: 1

Abstract

Yeni bir polibenzoiltiyoüre polimeri (PBTU),faz transfer katalizörü olarak poli(etilenglikol)dimetileter içerisinde 3,5-diamino-1,2,4-triazol ve tereftaloildiizotiyosiyanat’ın polikondenzasyon reaksiyonu ile sentezlendi. Elde edilen polimer, literatürde bildirilen çözünürlüğü oldukça az olan benzer benzoiltiyoüre polimerlerinin aksine, dimetilformamit (DMF) ve dimetilsülfoksit (DMSO) gibi organik çözücüler içinde çözünmektedir. Elde edilen polimerin yüksek çözünürlüğü sayesinde, polimer numunesinin moleküler ağırlığı, jel geçirgenlik kromatografisi (GPC) ile analizedilebilmiştir. GPC analizi sonuçları ilginç bir şekilde, iki modlu moleküler ağırlık dağılımını göstermiştir, buda muhtemelen deneysel işlem esnasında ürün içerisinde oligomerik artıkların kaldığını göstermektedir. Elde edilen polimerin yapısı, 1H NMR, 13C NMR ve elementel analiz ile karakterize edildi. Polimerin camsı geçiş sıcaklığı (Tg) ve erime noktası (Tm) sırasıyla 229oC ve 304oC'de gözlendi. Polimerin toplam gözenek hacmi ve yüzey alanı sırasıyla 0.292 cm3/g ve 17.773 m²/g olarak hesaplandı. Elde edilen PBTU kapsülün sertliği ve elastik modülü nanoindentasyon tekniği kullanılarak sırasıyla 2.353 GPa ve 0.136 GPa olarak ölçüldü.

Keywords

polibenzoiltiyoüre, polikondensasyon, tereftaloil diizotiyosiyanat, 3,5-diamino-1,2,4-triazol, nanoindentasyon

Mechanical, Thermal and Surface Properties of a New Kind of Polybenzoylthiourea

Abstract

A new kind of polybenzoylthiourea polymer (PBTU) was synthesized through a polycondensation reaction between 3,5-diamino-1,2,4-triazole and tereftaloyl diisothiocyanate inpoly(ethyleneglycol)dimethylether (PEG) as the phase transfer catalyst. Obtained polymer was highly soluble in organic solvents including dimethyl formamide (DMF) and dimethylsulfoxide (DMSO) in contrast to the insoluble nature of similar benzoylthiourea polymers reported in the literature. Solubility of the obtained polymer allowed us to measure the molecular weight of the obtained samples by gel permeation chromatography (GPC) analysis. GPC analysis results interestingly showed bimodal molecular weight distribution probably due to the oligomeric PEG residuals during the work up procedure. Structure of the obtained polymer was characterized by 1H NMR, 13C NMR and elemental analysis. The glass transition temperature (Tg) and the melting temperature (Tm) of the polymer was observed at 229oC and 304oC, respectively. Total pore volume and surface area of the polymer were calculated as 0.292 cm3/g and 17.773 m²/g, respectively. Hardness and elastic modulus of the obtained PBTU capsule were measured respectively as 2.353 GPa and 0.136 GPa using nanoindentation technique.

Keywords

polybenzoylthiourea, polycondensation, tereftaloyl diisothiocyanate, 3,5-diamino-1,2,4-triazole, nanoindentation

References

• [1] H.Refiker, M.Merdivan, and RS.Aygun,“Selective preconcentration of gold from ore samples,”International Journal of Analytical Chemistry,vol.10, pp.1-8, 2018.
• [2] TO.Brito, LO.Abreu, KM.Gomes, MCS.Lourenço, PML.Pereira, SF.Yamada-Ogatta, A.Fátima, CA.Tisher, JrF.Macedo, MLF.Bispo,“Benzoylthioureas: design, synthesis and antimyco- bacterial evaluation,”Med.Chem, vol.16, no.1, pp. 93-103, 2020.
• [3] S.Belveren, HA.Dondasa, M.Ülger, S.Poyraz, E.García-Mingüens, M.Ferrandiz-Saperas, JM.Sansano,“Synthesis of highly functionalized 2-(pyrrolidin-1-yl)thiazole frame works with interesting antibacterial and antimycobacterial activity,”Tetrahedron,vol.73, no.48, pp.6718-6727, 2017
• [4] P.Tashakkori, SS.Bozkurt, M.Merdivan, G.Binzet, and N.Kulcu,“Separation and preconcent- ration of palladium using benzoylthiourea immobilized on a cationic surfactant coated silica gel,”Analytical Methods, vol.12, no.4, pp.4135-4139, 2012.
• [5] HN.Hung, U.Abram,“Rhenium and Technetium Complexes with N,N-Dialkyl-N-benzoyl thioureas,”Inorg.Chem., vol.46, no.13, pp.5310-5319, 2007
• [6] S.Ayata, S.Aydinci, M.Merdivan, G.Binzet, N.Külcü,“Sorption of uranium using silica gel with benzoylthiourea derivatives,”Journal of Radioanalytical and Nuclear Chemistry, vol.285, no.3, pp.525-529, 2010.
• [7] C.Fontàs, M.Hidalgo, V.Salvadó, E.Anticó, “Selective recovery and preconcentration of mercury with a benzoylthiourea-solid supported liquid membrane system,”Analytica Chimica Acta, vol.547, no.2, pp.255-261, 2005.
• [8] G.Kurt,“Synthesis of new poly-benzoylthiourea and thermal and surface properties, ”J.Polym.Res., vol.26, no.232, pp.1-10, 2019.
• [9] KJ.Shneine, YH.Alaraji, “Chemistry of 1,2,4-Triazole: A Review Article,”International Journal of Science and Research, vol.5, no.3, pp.1411-1423, 2016.
• [10] SP.Pardeshi, SV.Patil, R.Patil, VD.Bobade, “Synthesis and Antimicrobial Activities of Some 1,2,4- Triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-Triazolo [3,4-b][1,3,4]thiadiazines Bearing Bistrifluoromethyl phenyl Moiety,” J.Chem.Pharma. Res., vol.6, no.4, pp.675-681, 2014.
• [11] T.Taj, RR.Kamble, T.Gireesh, BV.Badami, “An Expeditious Green Synthesis of Schiff Bases and Azetidinones Derivatised with 1,2,4-Triazoles,” J.Chem.Sci., vol.123, no.5, pp.657–666, 2011.
• [12] X.Zhou, L.Wan, Y.Hu, Y.E, F.Huang, L.Du, “Synthesis and characterization of novel polytriazoleimides by CuAAC step-growth polymerization,” Polymer Journal, vol.42, No.3, pp.216–222, 2010
• [13] S.Chisca, T.Marchesi, G.Falca, VE.Musteata, T.Huang, E.Abou-Hamad, SP. Nunes, “Organic solvent and thermal resistant polytriazole membranes with enhanced mechanical properties cast from solutions in non-toxic solvents,” Journal of Membrane Science, vol.597, no.117634, pp.1-12, 2020.