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Sigma-Aldrich

HAT-CN

≥98% (sublimed)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18N12
CAS Number:
105598-27-4
Molecular Weight:
384.27
MDL number:
MFCD19689401
UNSPSC Code:
12352103
NACRES:
NA.23

Quality Level

100

Assay

≥98% (sublimed)

form

powder

band gap

3.9 eV

impurities

0.5% weight loss (TGA, > 400 ºC)

color

yellow

refractive index

n/550 1.81

transition temp

Tg 130 °C
Tm 265 °C

solubility

acetone: soluble
acetonitrile: soluble
methylene chloride: soluble

λmax

282-321 nm in methylene chloride (PL: 422 nm)

Orbital energy

HOMO -9.1 eV 
LUMO -5.2 eV 

semiconductor properties

(mobility=0.1-1 cm2/V·s) (electron mobility)

InChI

1S/C18N12/c19-1-7-8(2-20)26-14-13(25-7)15-17(29-10(4-22)9(3-21)27-15)18-16(14)28-11(5-23)12(6-24)30-18

InChI key

DKHNGUNXLDCATP-UHFFFAOYSA-N

Application

HAT-CN can be used in studies such as organic electronics, as a charge-transport material, electron-transport material, or active layer component. Its high electron affinity and π-conjugated structure suggest potential use in organic field-effect transistors (OFETs), organic photovoltaics (OPVs), and organic light-emitting diodes (OLEDs). HAT-CN may be studied for potential applications in energy storage, such as batteries and supercapacitors.
HAT-CN is a popular solution-processable hole transport material (HTM) for:
  • Diodes;
  • Environmentally-friendly organic solar cells (OPVs) ;
  • Organic phototransistors .

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects on p-type buffer layers for semitransparent organic photovoltaics using indium zinc oxide transparent electrode.
Kuwano K, et al.
Japanese Journal of Applied Physics, 59(SD), SDDD04-SDDD04 (2020)
Solution-processed hexaazatriphenylene hexacarbonitrile as a universal hole-injection layer for organic light-emitting diodes
Lin H W, et al.
Organic Electronics, 14, 1204?1210-1204?1210 (2013)
Dynamic Oscillation via Negative Differential Resistance in Type III Junction Organic/Two-Dimensional and Oxide/Two-Dimensional Transition Metal Dichalcogenide Diodes.
Choi W, et al.
Advances in Functional Materials, 31(9), 2009436-2009436 (2021)
Novel hole transporting materials based on 4-(9H-carbazol-9-yl)triphenylamine derivatives for OLEDs
Nguyen Q P B, et al.
Molecules (Basel), 19(9), 14247-14256 (2014)
Highly efficient green phosphorescent organic light-emitting diodes with low efficiency roll-off based on iridium(III) complexes bearing oxadiazol-substituted amide ligands.
Zhang F, et al.
Journal of Material Chemistry C, 4(23), 5469-5475 (2016)
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