Nešić, Jovica

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Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers

Nešić, Jovica; Cvijetić, Ilija; Bogdanov, Jovica; Marinković, Aleksandar

(Wiley, 2021)

TY  - JOUR
AU  - Nešić, Jovica
AU  - Cvijetić, Ilija
AU  - Bogdanov, Jovica
AU  - Marinković, Aleksandar
PY  - 2021
UR  - https://onlinelibrary.wiley.com/doi/abs/10.1002/prep.202100105
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4612
AB  - Three azido-esters based green energetic plasticizers were synthesized from their chlorides including DEGBAA (diethyleneglycol bis(azidoacetate)), DPGBAA (dipropyleneglycol bis(azidoacetate)) and HETTAA (hexanetriol tris(azidoacetate)). The syntheses were carried out in a two-step process: the first step was esterification of glycol or triol using chloroacetyl chloride, and the second step was substitution of chloracetate with sodium azide that yields corresponding azido derivatives. The parameters of synthesis such as molar ratio of hydroxyl and acyl groups, and amount and type of solvent (dimethyl sulfoxide and dimethyl formamide) were optimized to achieve maximal conversion and purity of the products. The obtained products were characterized by elemental analysis, nuclear magnetic resonance (NMR), and infrared vibrational spectroscopy (IR). Thermal and rheological properties were determined using DSC and Modular Compact Rheometer. Condensed phase heat of formation and several properties important for high-energy materials were predicted from quantum chemical calculations using CBS-4M method. Detonation and combustion performance of energetic compounds were calculated with the thermochemical computer code EXPLO5V06.05. using the predicted heats of formation and experimentally determined densities as input. The energetic and physical properties of the synthesized compounds were compared to the literature data for common plasticizers.
PB  - Wiley
T2  - Propellants, Explosives, Pyrotechnics
T1  - Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers
VL  - 46
IS  - 10
SP  - 1537
EP  - 1546
DO  - 10.1002/prep.202100105
ER  - 
@article{
author = "Nešić, Jovica and Cvijetić, Ilija and Bogdanov, Jovica and Marinković, Aleksandar",
year = "2021",
abstract = "Three azido-esters based green energetic plasticizers were synthesized from their chlorides including DEGBAA (diethyleneglycol bis(azidoacetate)), DPGBAA (dipropyleneglycol bis(azidoacetate)) and HETTAA (hexanetriol tris(azidoacetate)). The syntheses were carried out in a two-step process: the first step was esterification of glycol or triol using chloroacetyl chloride, and the second step was substitution of chloracetate with sodium azide that yields corresponding azido derivatives. The parameters of synthesis such as molar ratio of hydroxyl and acyl groups, and amount and type of solvent (dimethyl sulfoxide and dimethyl formamide) were optimized to achieve maximal conversion and purity of the products. The obtained products were characterized by elemental analysis, nuclear magnetic resonance (NMR), and infrared vibrational spectroscopy (IR). Thermal and rheological properties were determined using DSC and Modular Compact Rheometer. Condensed phase heat of formation and several properties important for high-energy materials were predicted from quantum chemical calculations using CBS-4M method. Detonation and combustion performance of energetic compounds were calculated with the thermochemical computer code EXPLO5V06.05. using the predicted heats of formation and experimentally determined densities as input. The energetic and physical properties of the synthesized compounds were compared to the literature data for common plasticizers.",
publisher = "Wiley",
journal = "Propellants, Explosives, Pyrotechnics",
title = "Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers",
volume = "46",
number = "10",
pages = "1537-1546",
doi = "10.1002/prep.202100105"
}
Nešić, J., Cvijetić, I., Bogdanov, J.,& Marinković, A.. (2021). Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. in Propellants, Explosives, Pyrotechnics
Wiley., 46(10), 1537-1546.
https://doi.org/10.1002/prep.202100105
Nešić J, Cvijetić I, Bogdanov J, Marinković A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. in Propellants, Explosives, Pyrotechnics. 2021;46(10):1537-1546.
doi:10.1002/prep.202100105 .
Nešić, Jovica, Cvijetić, Ilija, Bogdanov, Jovica, Marinković, Aleksandar, "Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers" in Propellants, Explosives, Pyrotechnics, 46, no. 10 (2021):1537-1546,
https://doi.org/10.1002/prep.202100105 . .
4
5
4

Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105.

Nešić, Jovica; Cvijetić, Ilija; Bogdanov, Jovica; Marinković, Aleksandar

(Wiley, 2021)

TY  - DATA
AU  - Nešić, Jovica
AU  - Cvijetić, Ilija
AU  - Bogdanov, Jovica
AU  - Marinković, Aleksandar
PY  - 2021
UR  - https://onlinelibrary.wiley.com/doi/abs/10.1002/prep.202100105
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4613
PB  - Wiley
T2  - Propellants, Explosives, Pyrotechnics
T1  - Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4613
ER  - 
@misc{
author = "Nešić, Jovica and Cvijetić, Ilija and Bogdanov, Jovica and Marinković, Aleksandar",
year = "2021",
publisher = "Wiley",
journal = "Propellants, Explosives, Pyrotechnics",
title = "Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4613"
}
Nešić, J., Cvijetić, I., Bogdanov, J.,& Marinković, A.. (2021). Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105.. in Propellants, Explosives, Pyrotechnics
Wiley..
https://hdl.handle.net/21.15107/rcub_cherry_4613
Nešić J, Cvijetić I, Bogdanov J, Marinković A. Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105.. in Propellants, Explosives, Pyrotechnics. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4613 .
Nešić, Jovica, Cvijetić, Ilija, Bogdanov, Jovica, Marinković, Aleksandar, "Supplementary data for the article: Nešić, J.; Cvijetić, I. N.; Bogdanov, J.; Marinković, A. Synthesis and Characterization of Azido Esters as Green Energetic Plasticizers. Propellants, Explosives, Pyrotechnics n/a (n/a). https://doi.org/10.1002/prep.202100105." in Propellants, Explosives, Pyrotechnics (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4613 .