Nitro Piridin Halkasının Nükleofilik Sübstitüsyonundan Elde Edilen İki Yeni Enerjik Malzemenin Termal İncelenmesi, Termokinetik Analizi ve Antimikrobiyal Aktivitesi

Year 2018, Volume: 22 Issue: 3, 1262 - 1275, 20.09.2018

Emine Kübra İnal , Nurcan Acar , Şaziye Betül Sopacı Ceren Yıldız , Hasan Nazır , Orhan Atakol , Sevi Öz

https://doi.org/10.19113/sdufenbed.431116

Abstract

2-Kloro-3,5-dinitropiridin, hidrazin ve 3-amimopirazol
ile tepkimeye sokuldu ve iki yeni azotça zengin enerjik madde elde edildi,
N(3,5-dinitropiridin-2-yl) hidrazin (I), ve
N(3,5-dinitropiridin-2-yl),3-aminopirazol (II). Bu maddeler, element analizi,
kütle spektroskopi, IR spektroskopi, ¹HNMR ve ¹³CNMR
yöntemleri ile karakterize edildi. Bu maddeler TG ile incelendi ve termal
parçalanma mekanizmaları yorumlandı. Bunun yanında izotermal ve nonizotermal
kinetik analiz yöntemleriyle çalışıldı ve termal parçalanma tepkimelerinin
aktivasyon enerjileri, Arheniuss pre-eksponansiyal faktörleri bulundu, bu
değerler kullanılarak parçalanma tepkimelerinin termodinamik parametreleri
hesaplandı. Termal parçalanma tepkimelerinde ara ürünün nitrofuroksan halkası
olduğu sonucuna varıldı. Gaussian 09 yazılımı içindeki algoritmalar
kullanılarak iki enerjik maddenin standart formasyon entalpisi değerleri
hesaplandı.  Bu değerler kullanılarak
termal parçalanma tepkimesinin tepkime entalpisi değeri Hess yasası uyarınca
hesaplandı ve bulunan sonuç Diferansiyel Taramalı Kalorimetre yönteminden elde
edilen değer ile karşılaştırıldı, deneysel ve teorik sonuçların birbirinden
uzak olmadığı görüldü. Bunlara ek olarak azotça zengin enerjik maddelerin
antimikrobiyel etkileri 5 farklı bakteriye karşı,
antifungal etkileri de bir mantar türüne karşı ölçüldü. Azotça zengin
olduklarından bakterilerin bu maddelerdeki azotu besin olarak kullandığı
belirlendi.

Keywords

Enerjik Malzeme, Termal parçalanma, Termokinetik Analiz, İzokonversiyonel-non İzotermal Yöntemler, OFW, KAS

The Thermal Investigation, Thermokinetic Analysis and Antimicrobial Activity of Two New Energetic Materials Obtained from Nucleophilic Substitution of Nitro Pyridine Ring

Abstract

2-Chloro-3 and 5-dinitropyridine were put into
reaction with hydrazine and 3-aminopyrazole to obtain two new highly
nitrogenous energetic substances. These energetic substances are;
N(3,5-dinitropyridyn-2-yl) hydrazine (I),
and N(3,5-dinitropyridyn-2-yl)3-aminopyrazole (II). These substances were characterized with element analysis,
mass spectroscopy, IR spectroscopy, ¹HNMR and ¹³CNMR
methods. Besides, the substances were analyzed with TG and thermal
decomposition mechanisms were interpreted. Apart from these, isothermal and
thermal kinetic analysis methods were used to reveal out the activation
energies and Arrhenius pre-exponential factors. Thermodynamic parameters of
decomposition reactions were measured by using these values. Nitrofuroxane ring
was concluded to be the sub-product in thermal decomposition reactions.
Gaussian 09 software algorithms were used to measure the standard formation
enthalpy values of the two energetic substances.  Using these values, the reaction enthalpy
value of the thermal decomposition reaction according to Hess's law and the
result obtained was compared with the value obtained from the differential
scanning calorimetry method. Experimental and theoretical results were observed
to be similar. In addition to these, antimicrobial effects of the highly
nitrogenous energetic substances were measured for 5 different bacteria and
their antifungal effects were measured for one type of fungus. As they were
highly nitrogenous, the bacteria were found to be using the nitrogen in these
substances for nutritional purpose.

Keywords

Energetic Materials, Thermal decomposition, Thermokinetic Analysis, Isoconvertional-nonisothermal methods, OFW, KAS

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