3058-38-6Relevant academic research and scientific papers
Hexaaminobenzene as a building block for a family of 2D coordination polymers
Lahiri, Nabajit,Lotfizadeh, Neda,Tsuchikawa, Ryuichi,Deshpande, Vikram V.,Louie, Janis
, p. 19 - 22 (2017)
A family of 2D coordination polymers were successfully synthesized through "bottom-up" techniques using Ni2+, Cu2+, Co2+, and hexaaminobenzene. Liquidliquid and air-liquid interfacial reactions were used to realize thick (～1-2 μm) and thin (10 nm) stacked layers of nanosheet, respectively. Atomic-force microscopy and scanning electron microscopy both revealed the smooth and flat nature of the nanosheets. Selected area diffraction was used to elucidate the hexagonal crystal structure of the framework. Electronic devices were fabricated on thin samples of the Ni analogue and they were found to be mildly conducting and also showed back gate dependent conductance.
Erratum: Hexaaminobenzene as a building block for a family of 2D coordination polymers (Journal of the American Chemical Society (2017) 139 (19-22) DOI: 10.1021/jacs.6b09889)
, p. 2119 - 2119 (2017)
Supporting Information, page S2. We regret that we inadvertently omitted a safety note stating that 2,4,6-trinitroaniline (TNA) and 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) are very sensitive and highly explosive. They should be handled with extreme caution. An updated Supporting Information file with this note in place is provided.
Twinned TATB nanobelts: Synthesis, characterization, and formation mechanism
Huang, Bing,Cao, Minhua,Wu, Xinglong,Nie, Fude,Huang, Hui,Hu, Changwen
, p. 6658 - 6664 (2011)
Twinned TATB nanobelts were directly synthesized using a water/AOT/toluene microemulsion system. Here, urea has been used as an aminating agent, which has been proven to play an important role in the formation of such a nanostructure. X-ray diffraction (XRD), Fourier transform infrared (FT-IR) spectroscopy, and high performance liquid chromatography (HPLC) were used to characterize the composition of the as-synthesized samples. Electron microscopic studies indicated that the morphology and size of the TATB nanobelts can be readily tuned by varying experimental parameters. Transmission electron microscopy (TEM) and selected area electron diffraction (SAED) studies showed that the TATB nanobelts possess mirror symmetry, each of which grow along the [001] direction. A possible mechanism was also proposed to account for the growth of these twinned TATB nanobelts prepared by the microemulsion system. The Royal Society of Chemistry 2011.
Ultrathin two-dimensional π-d conjugated coordination polymer Co3(hexaaminobenzene)2 nanosheets for highly efficient oxygen evolution
Li, Chun,Shi, Lingling,Zhang, Lili,Chen, Peng,Zhu, Junwu,Wang, Xin,Fu, Yongsheng
, p. 369 - 379 (2020)
Organic two-dimensional (2D) materials with unique optic-electronic properties are attracting great interest for application in functional electronic devices. However, low electronic conductivity and poor stability still are major defects of 2D organic systems. Herein, we demonstrated ultrathin 2D conductive cobalt-hexaaminobenzene metal-organic coordination polymer nanosheets (Co-HAB-NSs) with a thickness of ～4.5 nm. The as-prepared Co-HAB-NSs exhibit a low overpotential (310 mV @ 10 mA cm-2) and high durability in 1 M KOH. The experimental and computational results show that the high electrocatalytic activity is ascribed to the enhanced electrochemically active surface area as well as the dense and stable catalytic active sites of Co-HAB-NSs.
Safe synthesis method of 1,3,5-triamino-2,4,6-trinitrobenzene
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, (2021/06/23)
The invention provides a safe synthesis method of 1,3,5-triamino-2,4,6-trinitrobenzene, wherein the safe synthesis method comprises the steps: based on the isomerism characteristics of 1,3,5-cyclohexyltriketone imine and 1,3,5-triaminobenzene, taking 1,3,5-cyclohexyltriketone as a reaction raw material, and preparing N,N',N''-triacetyl-1,3,5-triaminobenzene through a trioximation reaction, an N-O bond cleavage-isomerism reaction and an N-acylation reaction; and taking N,N',N''-triacetyl-1,3,5-triaminobenzene as a raw material, and preparing TATB through a multi-stage one-pot tri-nitration reaction. The method has the significant characteristic of the multi-stage one-pot tri-nitration reaction, so that the amination step of an explosive multi-nitro-compound is avoided so as to substantially improve the safety, the used reactants or the used catalyst is the common product in the chemical industry, the use of a non-degradable organic solvent is avoided, the green and safe synthesis is achieved; and meanwhile, on the basis of the characteristics of a one-pot method, the operation process is simplified, operations such as separation, purification and collection of an intermediate product are avoided, and large-scale preparation of 1,3,5-triamino-2,4,6-trinitrobenzene is facilitated.
Novel preparation method of insensitive explosive TATB
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Paragraph 0055; 0057; 0082; 0084; 0091-0092; 0097; 0106, (2020/12/10)
The invention provides a novel preparation method of an insensitive explosive TATB. The method comprises the following steps: 1, with 2,4,6-trinitrotoluene as a raw material, subjecting 2,4,6-trinitrotoluene to reacting with hydrogen and acetic anhydride in sequence to obtain 2,4,6-triacetylaminotoluene; 2, subjecting the obtained 2,4,6-triacetylaminotoluene o oxidation and a decarboxylation reaction to obtain 1,3,5-triacetylaminobenzene; and 3, carrying out nitrification and hydrolysis reactions on the obtained 1,3,5-triacetylaminobenzene to obtain 2,4,6-trinitro-1,3,5-triaminobenzene. According to the invention, the raw material used in the preparation method is the cheap 2,4,6-trinitrotoluene, and used reactants or catalysts are commonly used products in the chemical industry, so the preparation method has characteristics of low cost and usage of simple and easily available raw materials. In addition, the preparation method also has the characteristics of short synthesis steps, simple operation of each step, high yield, high reaction rate, easy separation and collection of intermediate and final products and the like, and is beneficial for realization of mass production of TATB.
Method of purifying TATB
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Paragraph 0020; 0023, (2020/08/09)
The invention discloses a method for purifying TATB. In a polar aprotic organic solvent under mild conditions, high-activity aromatic isocyanate is reacted with TATB to generate substituted urea; thehydrogen-bond interaction between substituted urea molecules is weak so that the substituted urea compared with TATB is more easily dissolved in a polar aprotic organic solvent; and then through adding water or ethyl acetate into the polar aprotic organic solvent in which the substituted urea is dissolved to change the polarity of the solvent so as to crystallize and separate out the substituted urea, pure substituted urea can be obtained; and finally the substituted urea is hydrolyzed under alkaline or acidic conditions to obtain the high-purity TATB. According to the purification method, thephenomenon that concentrated sulfuric acid releases heat violently and has the strong corrosion property is avoided, the purification condition is mild, operation is safer, and compared with imidazole acetate ionic liquid, the cost is low, and the purity is high. The TATB reacts with the aromatic isocyanate to generate the substituted urea, the TATB can be greatly promoted to be dissolved in thepolar aprotic organic solvent, the substituted urea is completely converted into TATB after being hydrolyzed, and the yield and purity of the TATB can reach 99% or above.
Docking Strategy To Construct Thermostable, Single-Crystalline, Hydrogen-Bonded Organic Framework with High Surface Area
Hisaki, Ichiro,Suzuki, Yuto,Gomez, Eduardo,Cohen, Boiko,Tohnai, Norimitsu,Douhal, Abderrazzak
supporting information, p. 12650 - 12655 (2018/08/01)
Enhancing thermal and chemical durability and increasing surface area are two main directions for the construction and improvement of the performance of porous hydrogen-bonded organic frameworks (HOFs). Herein, a hexaazatriphenylene (HAT) derivative that possesses six carboxyaryl groups serves as a suitable building block for the systematic construction of thermally and chemically durable HOFs with high surface area through shape-fitted docking between the HAT cores and interpenetrated three-dimensional network. A HAT derivative with carboxybiphenyl groups forms a stable single-crystalline porous HOF that displays protic solvent durability, even in concentrated HCl, heat resistance up to 305 °C, and a high Brunauer–Emmett–Teller surface area [SA(BET)] of 1288 m2 g?1. A single crystal of this HOF displays anisotropic fluorescence, which suggests that it would be applicable to polarized emitters based on robust functional porous materials.
A Stable Hexakis(guanidino)benzene: Realization of the Strongest Neutral Organic Four-Electron Donor
Eberle, Benjamin,Kaifer, Elisabeth,Himmel, Hans-J?rg
supporting information, p. 3360 - 3363 (2017/03/17)
The growing demand for efficient batteries has stimulated the search for redox-active organic compounds with multistage redox behavior, as materials with large charge capacity. Herein we report the synthesis and properties of the first hexakis(guanidino)benzene derivative: a strong neutral organic electron donor with reversible multistage redox behavior and a record low redox potential for donation of four electrons. Detailed structural and spectroscopic characterization of three redox states (0, +2, and +4) reveal its unique electronic features. Despite its nitrogen richness, the compound is thermally robust and can be readily purified by sublimation.
Signature of metallic behavior in the metal-organic frameworks M3(hexaiminobenzene)2 (M = Ni, Cu)
Dou, Jin-Hu,Sun, Lei,Ge, Yicong,Li, Wenbin,Hendon, Christopher H.,Li, Ju,Gul, Sheraz,Yano, Junko,Stach, Eric A.,Dincǎ, Mircea
supporting information, p. 13608 - 13611 (2017/11/07)
The two-dimensionally connected metal- organic frameworks (MOFs) Ni3(HIB)2 and Cu3(HIB)2 (HIB = hexaiminobenzene) are bulk electrical conductors and exhibit ultraviolet-photoelectron spectroscopy (UPS) signatures expected of metallic solids. Electronic band structure calculations confirm that in both materials the Fermi energy lies in a partially filled delocalized band. Together with additional structural characterization and microscopy data, these results represent the first report of metallic behavior and permanent porosity coexisting within a metal-organic framework.
