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. 

General Information

CAS number	105598-27-4
Chemical formula	C18N12
Molecular weight	384.27 g/mol
Absorption	λmax 282, 321 nm (in CH2Cl2)
Fluorescence	λem 422 nm (in CH2Cl2)
HOMO/LUMO	HOMO 7.5 eV, LUMO 4.4 eV [1]
Synonyms	1,4,5,8,9,11-Hexaazatriphenylenehexacarbonitrile HAT-CN6  HATCN  Dipyrazino[2,3-f:2",3"-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile
Classification / Family	Charge-generation layer (CGL) materials, Hole-injection layer materials (HIL), OLED and PLED materials, Organic electronics, Perovskite solar cells.

Product Details

Purity	Unsublimed M792 >99.0% Sublimed M791 >99.0%
Thermal Gravimetric Analysis (TGA)	430 °C (0.5% weight loss)
Appearance	Dark yellow powder/crystals

Chemical Structure

Device Structure(s)

The following are all PEDOT:PSS free devices.

Device structure	ITO/HAT-CN(10 nm)/HAT-CN:TAPc(2:1, 60 nm)/TAPc(20 nm)/TcTa:Be(pp)2:Ir(mppy)3(1:1:8 wt% 10 nm)/Be(pp)2:Liq (1:10%, 35 nm)/Liq(1 nm)/Al(1 nm)/HAT-CN(20 nm)/HAT-CN:TAPC(2:1, 10 nm)/TAPC(40 nm)/ TcTa:Be(pp)2:Ir(mppy)3(1:1:8 wt% 10 nm)/Be(pp)2(15 nm)/Be(pp)2:Liq (1:10%, 35 nm)/Liq(1 nm)/Al(100 nm) [1]
Colour	Green
Max. Current Efficiency	241 cd/A
Max. Power Efficiency	143 lm W−1

Device structure	ITO/HAT-CN (10 nm)/TAPC (45 nm)/BCzSCN*:FIrpic:PO-01 (8 wt%, 0.5 wt%, 20 nm)/TmPyPB (50 nm)/Liq (2 nm)/Al (120 nm) [3]
Colour	Blue
Max. EQE	22%
Max. Current Efficiency	66.0 cd/A
Max. Power Efficiency	64.0 lm W−1

Device structure	ITO/HAT-CN (10 nm)/TAPC (45 nm)/mCP:Ir(dbi)3 10 wt% (20 nm)/TmPyPB (40 nm)/Liq (2 nm)/Al (120 nm) [4]
Colour	Sky Blue
Max. EQE	23.1%
Max. Current Efficiency	61.5 cd/A
Max. Power Efficiency	43.7 lm W−1

Device structure	ITO (150 nm)/HAT-CN (4 nm)/VB-FNPD* (35 nm)/TCTA:Ir(mppy)3 10 wt% (20 nm)/TPBi (60 nm)/ CsF (1 nm)/Al (120 nm) [5]
Colour	Green
Max. EQE	14.7%
Max. Current Efficiency	50.9 cd/A
Max. Power Efficiency	55.0 lm W−1

Device structure	Graphene (2–3 nm)/TAPC(30 nm)/HAT-CN(10 nm)/TAPC(30 nm)/HAT-CN(10 nm)/TAPC(30 nm)/ TCTA:FIrpic (5 nm)/DCzPPy: FIrpic (5 nm)/BmPyPB (40 nm)/LiF (1 nm)/Al (100 nm) [6]
Colour	Blue
Max. EQE	15.1%
Max. Power Efficiency	14.5 lm W−1

Device structure	ITO/HATCN (5 nm)/NPB (40 nm)/TCTA (10 nm)/mCP:6 wt%2CzPN (11 nm)/TAZ:4 wt% PO-01 (4 nm)/TAZ (40 nm)/LiF (0.5 nm)/Al (150 nm) [7]
Colour	White
Max. EQE	38.4%
Max. Power Efficiency	80.1 lm W−1

Device structure	Ag (100 nm)/ITO (10 nm)/DNTPD* (30 nm)/NPB (44 nm)/Bebq2:3 wt% Ir(mphmq)2(acac) (20 nm)/Bphen (31 nm)/Bphen: 5 wt% Li (10 nm)/HATCN (7 nm)/NPB (63 nm)/Bebq2: 3 wt% Ir(mphmq)2(acac) (20 nm)/Bphen (40 nm)/Liq (1 nm)/Mg:Ag (10:1; 18 nm)/NPB (60 nm) [8]
Colour	Red
Max. EQE	26.5%
Max. Current Efficiency	95.8 cd/A

Device structure	ITO/HATCN (5 nm)/NPB (30 nm)/TCTA (10 nm)/mCP (10 nm)/DMAC-DPS:PO-01* (0.8 wt% 30 nm)/DPEPO (10 nm)/Bphen (30 nm)/LiF (0.5 nm)/Al(150 nm) [9]
Colour	White
Max. EQE	20.8%
Max. Power Efficiency	51.2 lm W−1

*For chemical structure information please refer to the cited references.

Pricing

Grade	Order Code	Quantity	Price
Unsublimed (>99.0% purity)	M792	1 g	£89.00
Sublimed (>99.0% purity)	M791	500 mg	£189.00
Sublimed (>99.0% purity)	M791	1 g	£307.00
Unsublimed (>99.0% purity)	M792	5 g	£321.00
Sublimed (>99.0% purity)	M791	5 g	£1230.00
Sublimed (>99.0% purity)	M791	10 g	£2150.00

MSDS Documentation

HATCN MSDS sheet

Literature and Reviews

1. Highly efficient and stable tandem organic light-emitting devices based on HAT-CN/HAT-CN:TAPC/TAPC as a charge generation layer, Y. Dai et al., J. Mater. Chem. C, 3, 6809-6814 (2015);DOI: 10.1039/C4TC02875A.
2. Solution-processed hexaazatriphenylene hexacarbonitrile as a universal hole-injection layer for organic light-emitting diodes, H. Lin et al., Org. Electronics 14, 1204–1210 (2013); http://dx.doi.org/10.1016/j.orgel.2013.02.011.
3. Bipolar host materials for high efficiency phosphorescent organic light emitting diodes: tuning the HOMO/LUMO levels without reducing the triplet energy in a linear system, L. Cui et al., J. Mater. Chem. C, 1, 8177-8185 (2013); DOI: 10.1039/C3TC31675K.
4. Highly efficient phosphorescent organic light-emitting diodes using a homoleptic iridium(III) complex as a sky-blue dopant, J. Zhuang et al., Org. Electronics 14, 2596–2601 (2013); http://dx.doi.org/10.1016/j.orgel.2013.06.029.
5. High-Performance Hybrid Buffer Layer Using 1,4,5,8,9,11-Hexaazatriphenylenehexacarbonitrile/Molybdenum Oxide in Inverted Top-Emitting Organic Light-Emitting Diodes, C-H. Park et al., ACS Appl. Mater. Interfaces, 7 (11), 6047–6053 (2015); DOI: 10.1021/am5091066.
6. Multilayered graphene anode for blue phosphorescent organic light emitting diodes, J. Hwang et al., Appl. Phys. Lett. 100, 133304 (2012); http://dx.doi.org/10.1063/1.3697639.
7. Highly efficient and color-stable hybrid warm white organic light-emitting diodes using a blue material with thermally activated delayed fluorescence, D. Zhang et al., J. Mater. Chem. C, 2, 8191-8197 (2014); DOI: 10.1039/c4tc01289e.
8. High efficiency red top-emitting micro-cavity organic light emitting diodes, M. Park et al., 22, (17), Optics Express, 19919 (2014), DOI:10.1364/OE.22.019919.
9. Highly Efficient Simplified Single-Emitting-Layer Hybrid WOLEDs with Low Roll-off and Good Color Stability through Enhanced Förster Energy Transfer, D. Zhang et al., ACS Appl. Mater. Interfaces, 7 (51), 28693–28700 (2015); DOI: 10.1021/acsami.5b10783

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To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.

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