Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)

Yuchuan Li; Xuejiao Zhang; Geng Fu; Siping Pang; Changlu Zhao

Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)

Yuchuan Li
, Xuejiao Zhang
, Geng Fu
, Siping Pang
, Changlu Zhao^*

^*Corresponding author for this work

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

4,4',6,6'-Tetra (azido) azo-l,3,5-triazine (TAAT) was synthesized from 4,4',6,6'-tetra(azido)hydrazo-l,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloroisocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl₂, Br₂ and sodium hypochlorite (NaClO) with the yields of 72%-93%. Its structure was characterized by FT-IR, ¹³C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 °C to 600 °C.

Original language	English
Pages (from-to)	1484-1489
Number of pages	6
Journal	Chinese Journal of Organic Chemistry
Volume	31
Issue number	9
State	Published - Sep 2011
Externally published	Yes

Keywords

Diazoimido compound
Mechanism
Oxidation reaction
Synthesis
Thermal decomposition
Triazine

Cite this

@article{d95c974b79a244ffb4d74afce34c6faf,

title = "Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)",

abstract = "4,4',6,6'-Tetra (azido) azo-l,3,5-triazine (TAAT) was synthesized from 4,4',6,6'-tetra(azido)hydrazo-l,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloroisocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl2, Br2 and sodium hypochlorite (NaClO) with the yields of 72\%-93\%. Its structure was characterized by FT-IR, 13C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 °C to 600 °C.",

keywords = "Diazoimido compound, Mechanism, Oxidation reaction, Synthesis, Thermal decomposition, Triazine",

author = "Yuchuan Li and Xuejiao Zhang and Geng Fu and Siping Pang and Changlu Zhao",

year = "2011",

month = sep,

language = "英语",

volume = "31",

pages = "1484--1489",

journal = "Chinese Journal of Organic Chemistry",

issn = "0253-2786",

publisher = "Science Press ",

number = "9",

}

TY - JOUR

T1 - Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)

AU - Li, Yuchuan

AU - Zhang, Xuejiao

AU - Fu, Geng

AU - Pang, Siping

AU - Zhao, Changlu

PY - 2011/9

Y1 - 2011/9

N2 - 4,4',6,6'-Tetra (azido) azo-l,3,5-triazine (TAAT) was synthesized from 4,4',6,6'-tetra(azido)hydrazo-l,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloroisocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl2, Br2 and sodium hypochlorite (NaClO) with the yields of 72%-93%. Its structure was characterized by FT-IR, 13C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 °C to 600 °C.

AB - 4,4',6,6'-Tetra (azido) azo-l,3,5-triazine (TAAT) was synthesized from 4,4',6,6'-tetra(azido)hydrazo-l,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloroisocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl2, Br2 and sodium hypochlorite (NaClO) with the yields of 72%-93%. Its structure was characterized by FT-IR, 13C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 °C to 600 °C.

KW - Diazoimido compound

KW - Mechanism

KW - Oxidation reaction

KW - Synthesis

KW - Thermal decomposition

KW - Triazine

UR - https://www.scopus.com/pages/publications/83655196780

M3 - 文章

AN - SCOPUS:83655196780

SN - 0253-2786

VL - 31

SP - 1484

EP - 1489

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 9

ER -

Synthesis, characterization and thermal decomposition mechanism of 4, 4', 6, 6,-Tetra (azido) azo-1, 3, 5-triazine (TAAT)

Abstract

Keywords

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