Synthesis and Explosive Properties of 5,5′-Dinitro-3,3′-azo-1 H -1,2,4-triazole (DNAT)

Naud, Darren L.; Hiskey, Michael A.; Harry, Herbert H.

doi:10.1080/07370650305584

Cited by 60 publications

(32 citation statements)

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“…Compounds 5 – 8 show two singlets for the carbon atoms of the CC bridge in the expected range 5c. 14b The signal of the carbon atom connected to the energetic moieties is observed at lower field in the range of δ =148.9 ppm ( 8 ) to δ =163.2 ppm ( 6 ). While the nitro group of compounds 5 and 6 can be identified by a sharp singlet at δ =−24 ppm ( 6 ) and δ =−25 ppm ( 5 ) in the 14 N NMR spectra, the azido moiety of compound 7 shows a broad singlet at δ =−136 ppm.…”

Section: Resultssupporting

confidence: 86%

Tannins/melamine–urea–formaldehyde (MUF) resins substitution of chrome in leather and its characterization by thermomechanical analysis

Simon¹,

Pizzi²

2003

J of Applied Polymer Sci

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ABSTRACT:A new sulfonated melamine-urea-formaldehyde (MUF) resin of relatively low melamine content, prepared according to a sequential formulation, has been shown to be highly effective when coupled with different natural vegetable tannins to produce leather with the same good characteristics of leather prepared with chrome salts. In particular, the antishrinkage effectiveness of the leather prepared according to the new approach is comparable to that obtained with chrome tanned leathers. The comparison of the traditional leather shrinkage temperatures test method with a new thermomechanical analysis (TMA) test method in tension yields thermograms presenting three major modulus of elasticity (MOE) peaks. These are closely connected to molecular level phenomena determining the shrinkage temperature of leather. The three determining parameters appear to be as follows: (1) The average value of the temperatures at which the three MOE peaks occur: the higher the value of this average, the lower is the shrinkage of leather. (2) The average of maximum MOE values of the TMA peaks: the higher this average is, the better is the leather in regard to antishrinkage effectiveness. This means the leather maximum MOE at each peak is a measure of the resistance to the contraction force induced by heat. (3) The relative intensity of the first TMA peak in relation to the second: the higher the value of the MOE for the first TMA peak is in relation to the second peak, the lower the leather shrinkage appears to be. However, it has not been possible to better define or quantify this latter effect. This new TMA test method in tension has also yielded a mathematical relationship correlating the thermogram peak temperatures and MOE averages with the traditional shrinkage temperature to a high degree of confidence. A previous TMA test method, in compression, has proven to yield more problematic and finally not very reliable results when one needs to apply it to a wide variety of different cases.

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Section: Resultssupporting

confidence: 86%

Tannins/melamine–urea–formaldehyde (MUF) resins substitution of chrome in leather and its characterization by thermomechanical analysis

Simon¹,

Pizzi²

2003

J of Applied Polymer Sci

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“…A lot of studies have been carried out on triazole energetic compounds, such as 1,2,4-triazole, 1,2,3-triazole and their derivatives [16][17][18][19][20][21][22][23][24]. Nitramino group is also an important functional group of energetic materials.…”

Section: Introductionmentioning

confidence: 99%

Thermal behaviors of a novel nitrogen-rich energetic compound

Zhai²,

et al. 2016

J Therm Anal Calorim

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A new nitrogen-rich energetic material, hydrazinium 3,5-dinitroamino-1,2,4-triazole (HDNAT), was synthesized.Thermal behavior and non-isothermal decomposition kinetics of HDNAT were studied with DSC and TG/DTG methods. The non-isothermal decomposition kinetic equation is da dT ¼ 10 19:37 b 6ð1 À aÞ 2=3 ½1 À ð1 À aÞ 1=3 1=2 expðÀ188:6 Â 10 3 =RTÞ. Self-accelerating decomposition temperature and critical temperature of thermal explosion of HDNAT are 168.1 and 178.1°C, respectively. Specific heat capacity of HDNAT was determined with a micro-DSC method and the molar heat capacity is 258.96 J mol -1 K -1 at 298.15 K. Adiabatic time-to-explosion of HDNAT is about 100 s. The impact sensitivity, friction sensitivity, detonation velocity and detonation pressure of HDNAT are [13.1 J, 84 %, 9.0 km s -1 and 36.0 GPa, respectively.

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“…Many studies have been done on the combination of those heterocycles to bistetrazoles6 and bistriazoles,7 resulting in numerous compounds with outstanding properties as energetic materials. The connection via the CC bond of a triazole ring with its opportunity to introduce a large variety of energetic moieties such as nitro groups (R‐NO 2 ),8 nitramines (R 2 N‐NO 2 ),9 or azides (R‐N 3 )10 and a tetrazole ring, implying a large energy content, leads to energetic materials with tunable properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Imidazo[2,1‐b][1,3,4]thiadiazole‐Linked Oxindoles as Potent Tubulin Polymerization Inhibitors

et al. 2014

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A series of imidazo[2,1-b][1,3,4]thiadiazole-linked oxindoles composed of an A, B, C and D ring system were synthesized and investigated for anti-proliferative activity in various human cancer cell lines; test compounds were variously substituted at rings C and D. Among them, compounds 7 ((E)-5-fluoro-3-((6-p-tolyl-2-(3,4,5-trimethoxyphenyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)indolin-2-one), 11 ((E)-3-((6-p-tolyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)indolin-2-one), and 15 ((E)-6-chloro-3-((6-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)indolin-2-one) exhibited potent anti-proliferative activity. Treatment with these three compounds resulted in accumulation of cells in G2 /M phase, inhibition of tubulin assembly, and increased cyclin-B1 protein levels. Compound 7 displayed potent cytotoxicity, with an IC50 range of 1.1-1.6 μM, and inhibited tubulin polymerization with an IC50 value (0.15 μM) lower than that of combretastatin A-4 (1.16 μM). Docking studies reveal that compounds 7 and 11 bind with αAsn101, βThr179, and βCys241 in the colchicine binding site of tubulin.

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Synthesis and Explosive Properties of 5,5′-Dinitro-3,3′-azo-1 H -1,2,4-triazole (DNAT)

Cited by 60 publications

References 0 publications

Tannins/melamine–urea–formaldehyde (MUF) resins substitution of chrome in leather and its characterization by thermomechanical analysis

Tannins/melamine–urea–formaldehyde (MUF) resins substitution of chrome in leather and its characterization by thermomechanical analysis

Thermal behaviors of a novel nitrogen-rich energetic compound

Synthesis and Biological Evaluation of Imidazo[2,1‐b][1,3,4]thiadiazole‐Linked Oxindoles as Potent Tubulin Polymerization Inhibitors

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