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F4TCNQ


Product Code M351
Price £80.00 ex. VAT

F4TCNQ is one of the most widely used and most effective p-type dopants due to its strong electron-accepting ability and the extended π system. It has a deep LUMO level (-5.2 eV) which is energetically in the vicinity of the HOMO level of many organic semiconductors. Doping is facilitated by charge transfer from the HOMO level of the host to the LUMO of the dopant molecule. Pin devices with F4TCNQ doped 4,4',4''-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA) serving as the p-doped HTL show high luminance and efficiency at extremely low operating voltages: For instance, a luminance of 1000 cd/m2 is reached at a voltage of 2.9 V [1].

F4TCNQ from Ossila was used in the high-impact paper (IF 18.81), High Seebeck Coefficient in Mixtures of Conjugated Polymers, G. Zuo et al., Adv. Funct. Mater., 1703280 (2017); DOI: 10.1002/adfm.201703280.

It has been reported that by controlling the doping concentration, the PCE of the PCDTBT:F4TCNQ solar cells increased from 6.41% to 7.94%, mainly due to improving the photocurrent with a F4TCNQ weight ratio of the blend lower than 0.5% [2]. F4TCNQ is also used as the p-type dopant for graphenes [3,4].

General Information

CAS number 29261-33-4
Chemical formula C12F4N4
Molecular weight 276.15 g/mol
HOMO/LUMO HOMO = 8.3 eV, LUMO = 5.2 eV
Synonyms
  • F4-TCNQ
  • 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
  • (2,3,5,6-Tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile
  • 7,7,8,8-Tetracyano-2,3,5,6-tetrafluoroquinodimethane
Classification / Family Fluorinated compounds, p-type dopant, Strong electron acceptor, Hole-injection materials, Hole-transport layer material, OLEDs, Polymer Solar Cells, Perovskite Solar Cells, OFETs.

Product Details

Purity >99% (sublimed)
Melting point 291 °C (DSC onset)
Appearance Brown-yellow powder

*Sublimation is a technique used to obtain ultra pure-grade chemicals. For more details about sublimation, please refer to the Sublimed Materials for OLED devices page.

F4TCNQ
Chemical structure of 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ)
Device structure ITO/m-mTDATA*:F4-TCNQ (100 nm)/TPD (5 nm)/Alq3 (20 nm) /BPhen (10 nm)/ Bphen:Li (30 nm)/LiF (1 nm)/Al (100 nm) [1]
Colour Green  green
Luminance 1,000 cd/mat 2.9 V (high brightness at low operating voltage)
Max. Current Efficiency 5.27 cd/A
Device structure ITO/MeO–TPD*:F4-TCNQ (100 nm)/Spiro-TAD (10 nm)/TCTA:Ir(ppy)3 (5 nm)/Bphen (10 nm)/Cs-doped Bphen (50 nm)/Al [5]
Colour Green  green
Max. EQE 13.7%
Max. Power Efficiency 52 lm W1
Device structure ITO/0.4 wt% F4TCNQ doped α NPD (30 nm)/ 5 wt% Ir (ppy)3 doped CBP (50 nm)/BPhen (30 nm)/20 wt% TCNQ mixed BPhen (1.5 nm)/Al [6]
Colour Green green
Luminance@15 V 1,320 cd/m2 
Power Efficiency@14 V 56.6 lm W1  
Current Efficiency@14 V 23.17 cd/A
Device structure ITO/F4TCNQ (3 nm)/MeO-Spiro-TPD (27 nm)/CBP + BCzVbi* (50 nm)/BPhen (10 nm)/TCNQ mixed BPhen (1.5 nm)/Al [7]
Colour Red red
Luminance@ 10 mA/cm2 1,790 cd/m2
Power Efficiency@ 10 mA/cm2 4.65 lm W1
Current Efficiency@ 10 mA/cm2 18.0 cd/A
Device structure ITO/MeO-TPD: F4-TCNQ (100 nm, 4%)/NPB (15 nm)/CBP: (MPPZ)2Ir(acac) (25 nm, 8.5%)/CBP (4 nm)/CBP: DSA-ph (20 nm, 3%)/ETLs (30 nm)/LiF (1 nm)/Al (200 nm) [8]
Colour White  white
Max. Luminance 97,067 cd/m2
Max. Current Efficiency 42.8 cd/A
Max. Power Efficiency 21.1 lm W1
Device structure ITO (120 nm)/0.4 wt. % F4-TCNQ:α-NPD (35 nm)/5 wt. % BCzVBi:CBP (20 nm)/ 5 wt. % Ir(ppy)3:CBP (4 nm)/0.75 wt. % Ir(btp)2acac:CBP (12.5 nm)/BAlq (30 nm)/LiF (1 nm)/Al (150 nm) [9]
Colour White white
Max. Luminance 106,100 cd/m2
Max. Current Efficiency 50.3 cd/A
Max. Power Efficiency 26.3 lm W1
Device structure ITO/PTAA/ CH3NH3PbI3/PCBM/C60/BCP/Ag [10] ITO/PTAA:F4TCNQ (1 wt%)/CH3NH3PbI3/PCBM/C60/BCP/Ag [10]
Jsc (mA cm-2) 21.6 21.6
Voc (V) 1.05 1.09
FF (%) 65.7 74
PCE (best) 14.8 17.5

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

Characterisation

dsc trace of f4tcnq
DSC trace of 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ).

Pricing

 Grade Order Code Quantity Price
Sublimed (>99% purity) M351 100 mg £80.00
Sublimed (>99% purity) M351 250 mg £172.00
Sublimed (>99% purity) M351 500 mg £276.00
Sublimed (>99% purity) M351 1 g £432.00
Sublimed (>99% purity) M351 5 g £1840.00
Sublimed (>99% purity) M351 10 g £3200.00

Literature and Reviews

  1. Low-voltage organic electroluminescent devices using pin structures, J. Huang et al., Appl. Phys. Lett. 80, 139 (2002); https://dx.doi.org/10.1063/1.1432110.
  2. Molecular Doping Enhances Photoconductivity in Polymer Bulk Heterojunction Solar Cells, Y. Zhang et al., Adv. Mater., 25, 7038–7044 (2013).
  3. Band Gap Opening of Bilayer Graphene by F4-TCNQ Molecular Doping and Externally Applied Electric Field, X. Tian et al., J. Phys. Chem. B, 114 (35), 11377–11381 (2010).
  4. p-type doping of graphene with F4-TCNQ, H. Pinto et al., J. Phys.: Condens. Matter 21, 402001 (2009), stacks.iop.org/JPhysCM/21/402001.
  5. Very high-efficiency and low voltage phosphorescent organic light-emitting diodes based on a p-i-n junction, G. He et al., J. Appl. Phys. 95, 5773 (2004); https://dx.doi.org/10.1063/1.1702143.
  6. Novel organic electron injection layer for efficient and stable organic light emitting diodes, R. Grover et al., J. Luminescence, 146, 53–56 (2014). https://dx.doi.org/10.1016/j.jlumin.2013.09.004.
  7. Light outcoupling efficiency enhancement in organic light emitting diodes using an organic scattering layer, R. Grover et al., Phys. Status Solidi RRL 8 (1), 81–85 (2014). DOI: 10.1002/pssr.201308133.
  8. Efficient single-emitting layer hybrid white organic light-emitting diodes with low efficiency roll-off, stable color and extremely high luminance, B. Liu et al., J. Ind.&Eng. Chem., 30, 85–91 (2015); https://dx.doi.org/10.1016/j.jiec.2015.05.006.
  9. Conductive cooling in white organic light emitting diode for enhanced efficiency and life time,
    P. Tyagi et al., Appl. Phys. Lett. 106, 013301 (2015); https://dx.doi.org/10.1063/1.4903800.
  10. Doped hole transport layer for efficiency enhancement in planar heterojunction organolead trihalide perovskite solar cells, Q. Wang et al., Nano Energy 15, 275–280 (2015); doi:10.1016/j.nanoen.2015.04.029.

 


To the best of our knowledge the information provided here is accurate. However, Ossila assume no liability for the accuracy of this page. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. All products are for laboratory and research and development use only, and may not be used for any other purpose including health care, pharmaceuticals, cosmetics, food or commercial applications.

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