126521-82-2Relevant academic research and scientific papers
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
, p. 13608 - 13611 (2017)
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.
A Stable Hexakis(guanidino)benzene: Realization of the Strongest Neutral Organic Four-Electron Donor
Eberle, Benjamin,Kaifer, Elisabeth,Himmel, Hans-J?rg
, p. 3360 - 3363 (2017)
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.
Synthesis, properties, and self-assembly of 2,3-bis(n-octyl) hexaazatriphenylene
Tao, Zhi-Gang,Zhan, Tian-Guang,Zhou, Tian-You,Zhao, Xin,Li, Zhan-Ting
, p. 453 - 456 (2013)
A hexaazatriphenylene (HAT) derivative that bears two n-octyl chains was designed and synthesized. Its photophysical and electrochemical properties have been investigated. SEM study revealed that it could self-assemble into well-ordered 1D nanoribbons or 2D microsheets, which depends on the polarity of the solvents used.
Scalable synthesis of pure and stable hexaaminobenzene trihydrochloride
Mahmood, Javeed,Kim, Dongwook,Jeon, In-Yup,Lah, Myoung Soo,Baek, Jong-Beom
, p. 246 - 248 (2013)
Synthesis of hexaaminobenzene (HAB) in pure and stable form has remained as an important challenge for a long time, since it is a fascinating synthon for the synthesis of aromatic nitrogenous compounds having many interesting applications. Here, we report an improved synthesis of pure and stable HAB form using modified catalytic hydrogenation in aqueous acidic medium. The structure of needle-shaped HAB crystals was confirmed by single-crystal X-ray diffraction study. The synthetic protocol could thus be a simple, but efficient for the large-scale synthesis of highly pure and stable HAB. Georg Thieme Verlag Stuttgart New York.
Insights into the synthesis of hexaaminobenzene hydrochloride: An entry to hexaazatriphenylenes
Comba, María Betina,Libonatti, Bernardo,Mangione, María Inés,Spanevello, Rolando A.,Vázquez, Darián
, (2022/01/22)
Polycyclic N-heteroaromatic systems and particularly, the dipyrazino[2,3-f:2′,3′-h]quinoxaline also known as 1,4,5,8,9,12-hexaazatriphenylene (HAT) displays very useful optoelectronic properties. Its synthesis through condensation of functionalized 1,2-diketones and hexaaminobenzene is often applied on laboratory scale. Hexaaminobenzene could be prepared from 4-nitroaniline but, despite its many applications, the experimental protocol is not trivial and should by carefully controlled in each step. In this work, we presented an efficient and reproducible 4 steps synthesis of hexaaminobenzene hydrochloride and a comprehensive analysis of reactions conditions and products formed in all synthetic steps. As evidence, this aromatic polyamine was effectively condensed with 1,2-di(4-bromophenyl)-1,2-ethanedione affording a synthetically versatile HAT derivative for the application in the design of organic materials.
A six-amino acid salt synthesis method (by machine translation)
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Paragraph 0105; 0127-0132; 0177; 0182; 0183, (2019/01/14)
The embodiment of the invention provides a six-amino acid salt synthesis method. The method comprises: shown in formula I 1, 3, 5 - three amino as reaction raw material, under the alkaline condition is shown with the structural formula III coupling reaction of the diazonium salt, filtering and drying process as shown in the structural formula IV obtained after six-substituted P-amino; Reducing the micromotion substituted P-composition, adding hydrochloric acid reagent, prepared as shown in the structural formula V six amino hydrochloride. The present invention provides synthetic method has simple process, raw material sources are extensive, low cost of raw materials, the reaction speed is fast, high yield, the product is easy to separation and purification and the like. (by machine translation)
Method of synt hesizing Hexaaminobenzene
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Paragraph 0050-0054, (2016/10/17)
The present invention relates to a synthesis method for hexaaminobenzene trihydrochloride. The present invention solves existing problems that large-scale production is impossible due to instability of hexaaminobenzene by converting hexaaminobenzene into hexaaminobenzene hydrochloride and enables large-scale production of stable high-purity hexaaminobenzene with improved processing efficiency. Additionally, the present invention is able to be applied to various fields since HAB synthesized according to the present invention is able to be an excellent intermediate for discotic liquid crystal, a compound with low resistance to the transfer of hole and electron to be used in organic electron fields, a marcrocyclic compound, a hexaazatriphenylene based donor-acceptor molecule, an electron deficiency electron extension system, a ferromagnetism organic salt and cadmium (II) for a fluorescent sensor.
The synthesis of fused benzotriazoles based on hexaaminobenzene derivatives
Khisamutdinov, G. Kh.,Korolev, V. L.,Kondyukov, I. Z.,Abdrakhmanov, I. Sh.,Smirnov, S. P.,et al.
, p. 136 - 138 (2007/10/02)
New methods for synthesis of hexaaminobenzene are proposed and, based on this compound, previously unknown preparative procedures for obtaining fused benzotriazoles are developed.
