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105598-27-4

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  • Factory Price OLED 99% 105598-27-4 dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile Manufacturer

    Cas No: 105598-27-4

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  • Xi'an Xszo Chem Co., Ltd.
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  • China Biggest factory Supply High Quality Hexaazatriphenylenehexacabonitrile CAS 105598-27-4

    Cas No: 105598-27-4

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105598-27-4 Usage

Classification

Charge-generation layer (CGL) materials, Hole-injection layer materials (HIL), OLED and PLED materials, Organic electronics, Perovskite solar cells.

Applications

1,4,5,8,9,11-Hexaazatriphenylenehexacarbonitrile, also known as HAT-CN, is one of the members of the 1,4,5,8,9,12-hexaazatriphenylene (HAT) family, which have an electron-deficient, rigid, planar, aromatic discotic system with an excellent π–π stacking ability. For this reason, HAT-CN finds applications in organic light-emitting diodes (OLEDs) serving either as the hole-injection layer (HIL) or charge-generation layer (CGL) material. It has been proven that using HAT-CN as a hole injection layer (HIL) material can dramatically enhance the performance of solution-processed organic light-emitting diodes [2]. Lin et al further demonstrated that the external quantum efficiency, current efficiency, and power efficiency of the HAT-CN based devices were higher than or almost similar to those of optimised PEDOT:PSS-based devices. Solution-processed HAT-CN is promising as a novel alternative to conventional PEDOT:PSS HILs, due to its efficient carrier-injection capability and the capacity to prevent interfacial mixing and erosion during fabrication.

Description

1,4,5,8,9,11-Hexaazatriphenylenehexacarbonitrile, also known as HAT-CN, is one of the members of the 1,4,5,8,9,12-hexaazatriphenylene (HAT) family, which have?an electron-deficient, rigid, planar, aromatic discotic system with an excellent π–π stacking ability. For this reason, HAT-CN finds applications in organic?light-emitting diodes (OLEDs) serving either as the hole-injection layer (HIL) or charge-generation layer (CGL) material.

Uses

Hole transport layer materials for low voltage top-emitting organic green light emitting devices; a templating material that forces the copper phthalocyanine (CuPc) donor molecule to assume a vertical-standing morphology.

Check Digit Verification of cas no

The CAS Registry Mumber 105598-27-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,5,5,9 and 8 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 105598-27:
(8*1)+(7*0)+(6*5)+(5*5)+(4*9)+(3*8)+(2*2)+(1*7)=134
134 % 10 = 4
So 105598-27-4 is a valid CAS Registry Number.

105598-27-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile

1.2 Other means of identification

Product number -
Other names X1021

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105598-27-4 SDS

105598-27-4Relevant articles and documents

An unlikely DNA cleaving agent: A photo-active trinuclear Cu(II) complex based on hexaazatriphenylene

Williams, Dominique E.,Fischer, Christina M.,Kassai, Miki,Gude, Lourdes,Fernández, María-José,Lorente, Antonio,Grant, Kathryn B.

, p. 55 - 66 (2017)

This paper describes the synthesis of a trinuclear Cu(II) complex (4) containing a central 1,4,5,8,9,12-hexaazatriphenylene-hexacarboxylate (hat) core (3). Low, micromolar concentrations of the negatively charged parent ligand 3 and the neutral trinuclear complex 4 were found to photocleave negatively charged pUC19 plasmid DNA with high efficiency at neutral pH (350?nm, 50?min, 22?°C). The interactions of complex 4 with double-helical DNA were studied in detail. Scavenger and colorimetric assays pointed to the formation of Cu(I), superoxide anion radicals, hydrogen peroxide, and hydroxyl radicals during photocleavage reactions. UV–visible absorption, circular dichroism, DNA thermal denaturation, and fluorescence data suggested that the Cu(II) complex contacts double-stranded DNA in an external fashion. The persistent association of ligand 3 and complex 4 with Na(I) and/or other cations in aqueous solution might facilitate electrostatic DNA interactions.

Synthesis and mesomorphic behavior of a donor-acceptor-type hexaazatriphenylene

Chang, Tsu-Hsin,Wu, Bi-Ru,Chiang, Michael Y.,Liao, Su-Chih,Ong, Chi Wi,Hsu, Hsiu-Fu,Lin, Shu-Yu

, p. 4075 - 4078 (2005)

(Chemical Equation Presented) A new donor-acceptor, 1,4,5,8,9,12- hexaazatriphenylene HATCNORn, is described. The synthesis of HATCNOR1 and HATCNOR6 is achieved by the regioselective displacement of 1,4,5,8,9,12-hexaazatriphenylene hexacarbonitrile (HATCN) with an alkoxy group. The X-ray analysis revealed self-assembly of HATCNOR 1 in the solid state. HATCNOR6 is the new difunctionalized hexaazatriphenylene discotic liquid crystal.

Mechanochemically Assisted Synthesis of Hexaazatriphenylenehexacarbonitrile

Pickhardt, Wilm,Wohlgemuth, Maximilian,Gr?tz, Sven,Borchardt, Lars

, p. 14011 - 14015 (2021)

1,4,5,8,9,11-hexaazatriphenylenehexacarbonitrile (HAT CN) was synthesized mechanochemically at room temperature. The coupling of hexaketocyclohexane and diaminomaleonitrile was conducted in 10 min by vibratory ball milling. The effects of milling parameters, acids, dehydrating agents, and liquid-assisted grinding were rationalized. With 67%, the yield of this mechanochemical approach exceeds that of state-of-the-art wet-chemical syntheses while being superior with respect to time-, resource-, and energy-efficiency as quantified via green metrics.

Template- and Metal-Free Synthesis of Nitrogen-Rich Nanoporous “Noble” Carbon Materials by Direct Pyrolysis of a Preorganized Hexaazatriphenylene Precursor

Walczak, Ralf,Kurpil, Bogdan,Savateev, Aleksandr,Heil, Tobias,Schmidt, Johannes,Qin, Qing,Antonietti, Markus,Oschatz, Martin

, p. 10765 - 10770 (2018)

The targeted thermal condensation of a hexaazatriphenylene-based precursor leads to porous and oxidation-resistant (“noble”) carbons. Simple condensation of the pre-aligned molecular precursor produces nitrogen-rich carbons with C2N-type stoichiometry. Despite the absence of any porogen and metal species involved in the synthesis, the specific surface areas of the molecular carbons reach up to 1000 m2 g?1 due to the significant microporosity of the materials. The content and type of nitrogen species is controllable by the carbonization temperature whilst porosity remains largely unaffected at the same time. The resulting noble carbons are distinguished by a highly polarizable micropore structure and have thus high adsorption affinity towards molecules such as H2O and CO2. This molecular precursor approach opens new possibilities for the synthesis of porous noble carbons under molecular control, providing access to the special physical properties of the C2N structure and extending the known spectrum of classical porous carbons.

Nitrogen-rich microporous carbon materials for high-performance membrane capacitive deionization

Li, Danping,Ning, Xun-an,Huang, Yue,Li, Shengchuan

, p. 251 - 262 (2019)

Novel two-dimensional carbon nitride hexagonal-like sheets were fabricated from thermal condensation, which uses hexaazatriphenylene-based precursor prepared microporous and oxidation resistant carbons materials (HAT-CN). The results show that the as-prepared HAT-CN is the first electrode utilized in capacitive deionization, due to the rich heteroatom and border-group content, as well as the potential collaborative effect of C and N atoms, displaying the quick ion diffusion and strong charge transfer performance. Additionally, the capacitive deionization performance of HAT-CN is improved by the synergistic contribution of a large accessible surface area, large pore volume, and high graphitization. The electrode of HAT-CN was carbonized at 550 °C which display an excellent specific capacitance of 179.2 F g?1 in 1-M NaCl solution at a scan rate of 5 mV s?1. Subsequently, a high salt adsorption capacity of 24.66 mg g?1 was attained for an applied voltage of 1.2 V in 500 mg L?1 NaCl solution, showing good cyclic stability at 30 cycles. Considering those excellent properties of the prepared HAT-CN, the capacitive deionization electrode should be an ideal candidate for high-performance deionization application.

Synthesis and Some Reactions of Hexaazatriphenylenehexacarbonitrile, a Hydrogen-Free Polyfunctional Heterocycle with D3h Symmetry

Kanakarajan, K.,Czarnik, Anthony W.

, p. 5241 - 5243 (1986)

In this paper, we report for the first time the synthesis of hexaazatriphenylenehexacarbonitrile, abbreviated HAT-hexacarbonitrile.This hydrogenless, symmetrically branched compound can be prepared in analytically pure form on a large scale by using commercially available starting materials.The conversions of HAT-hexacarbonitrile to the corresponding hexaamide, hexaacid, hexaester, and trianhydride derivatives were also accomplished.

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