TAPC

tapc chemical structure
Order Code: M811
MSDS sheet

Price

(excluding Taxes)

£139.90

Pricing

 Grade Order Code Quantity Price
Sublimed (>99.9% purity) M811 500 mg £139.9
Unsublimed (>99.1% purity) M812 1 g £127

General Information

CAS number 58473-78-2
Chemical formula C46H46N2
Molecular weight 626.87 g/mol
Absorption λmax 305 nm (in THF)
Fluorescence λem 414 nm (in THF)
HOMO/LUMO HOMO = 5.5 eV, LUMO = 2.0 eV
Synonyms
  • 4,4′-Cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine]
  • 1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane
Classification / Family Triphenylamine derivatives, Hole-injection layer (HIL) materials, Hole transport layer (HTL) materials, Electron blocking layer (EIL) materials, Phosphorescent host materials, Thermally-activated delayed fluorescence (TADF) materials, Organic light-emitting diodes (OLEDs), Organic electronics

 

Product Details

Purity

 >99.9% (sublimed)

 >99.1% (unsublimed)
Melting point 186 °C (lit.)
Appearance White powder/crystals

*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.

 

Chemical Structure

Chemical structure of TAPC
Chemical Structure of 1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC); CAS No. 58473-78-2; Chemical Formula C46H46N2.

 

Applications

1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane, known as TAPC, has been widely used as a hole transport material in organic light-emitting diodes (OLEDs) due to its high hole mobility.

Having a higher ET (2.87 eV) than the typical blue phosphorescent guest material, TAPC can be used as both hole-transport layer material and as host for blue phosphorescent (such as FIrpic) guest molecules, resulting in a reduction of the number of organic layers and simplified OLED structures.

Device structure                                            ITO(50 nm)/PEDOT:PSS(60 nm)/TAPC(20 nm)/mCP(10 nm)/mCP:BmPyPb*:4CzIPN(25 nm)/TSPO1(35 nm)/LiF(1 nm)/Al(200 nm)   [1]
Colour Green green
Max. EQE 28.6%
Max. Power Efficiency 56.6 lm W−1  
Device structure  ITO/TAPC (40 nm)/TCTA (2 nm)/26DCzPPy:TCTA:FIrpic (0.4:0.4:0.2) (5 nm)/26DCzPPy:PPT:FIrpic (0.4:0.4:0.2) (5 nm)/3TPYMB (55 nm)/CsF (2 nm)/Al (180 nm) [2]
Colour Blue blue
Current Efficiency @ 1000 cd/m2 42 cd/A
Power Efficiency @ 1000 cd/m2 30 lm W−1

Device structure

 ITO/TAPC:MoOx (10 nm, 15 wt.%)/TAPC(35 nm)/TcTa:Ir(BT)2(acac) (5 nm, 4 wt.%)/26DCzPPy:FIrpic (5 nm, 15 wt.%)/26DCzPPy:Ir(BT)2(acac) (5 nm, 4 wt.%)/BPhen (40 nm)/Cs2CO3 (1 nm)/Al (100 nm) [3]
Colour White white
Max. EQE 13.2%
Max. Current Efficiency 35.0 cd/A
Max. Power Efficiency 30.6 lm W−1

Device structure

 Si/SiO2/Al (80 nm)/MoOx: TAPC (43 nm, 15 wt.%)/TAPC (10 nm)/Ir(piq)3:TcTa (3 nm, 6%)/TcTa (2 nm)/FIrpic:26DCzPPy (5 nm, 12 wt.%)/BPhen (2 nm)/PO-01*:26DCzPPy (5 nm, 6 wt.%)/BPhen (40 nm)/Cs2CO3 (1 nm)/Al (2 nm)/Cu (18 nm)/TcTa (60 nm) [4]
Colour White white
EQE @ 1000 cd/m2 10%
Current Efficiency @ 1000 cd/m2 25.6 cd/A
Power Efficiency @ 1000 cd/m2 20.1 lm W−1
Device structure ITO (90 nm)/HATCN (5 nm)/TAPC (65 nm)/10 wt% fac -Ir(mpim)3 –doped TCTA (5 nm)/10 wt% fac -Ir(mpim)3 -doped 26DCzPPy (5 nm)/B3PyPB* (65 nm)/Liq (2 nm)/Al (80 nm) [5]
Colour Blue blue
EQE @ 100 cd/m2 29.6%
Current Efficiency @ 100 cd/m2 73.2 cd/A
Power Efficiency @ 100 cd/m2 75.6 lm W−1
Device structure                                       ITO/TAPC (40 nm)/TcTa (10 nm)/5a* (4%):TcTa (5 nm)/5a* (4%):26DCzPPy (10 nm)/TmPyPB (40 nm)/LiF(1 nm)/Al(100 nm) [6]
Colour                                  Red  red
Max. Luminance 11,023 cd/m2
Max. Current Efficiency 17.36 cd/A
Max. Power Efficiency 14.73 lm W−1  
Device structure ITO /TAPC/(1wt% DPB:99wt%tri-PXZ-TRZ*):CBP (15:85)/LiF/Al [7]
Colour Red  red
Max EQE 17.5%
Max. Power Efficiency 28 lm W−1
Device structure ITO (180 nm)/TAPC (60 nm)/mCP:Firpic–8 wt% (10 nm)/Ir(ppz)3 (1.5 nm)/mCP:Firpic–8 wt% (10 nm)/Ir(ppz)3 (1.5 nm)/mCP:Firpic–8 wt% (10 nm)/TPBi (30 nm)/Liq (2 nm)/Al (120 nm) [8]
Colour Blue  blue
Luminance @ 200 cd/m2 32,570 cd/m2
Max. Current Efficiency 43.76 cd/A
Max. EQE 23.4%
Max. Power Efficiency 21.4 lm W−1 
Device structure ITO/TAPC (50 nm)/TcTa:FIrpic (7%,10 nm)/26DCzPPy:FIrpic (20%, 10 nm)/Tm3PyPB (20 nm)/Tm3PyPB:Cs (30 nm)/LiF (1 nm)/Al (120 nm) [9]
Colour Blue   blue
Max. EQE 20.3%
Max. Power Efficiency 36.7 lm W−1 
Device structure ITO/MoO3 (8 nm)/(NPB)(80 nm)/TAPC(5 nm)/TCTA:4 wt% Ir(MDQ)2(acac) (4 nm)/TCTA:2 wt% Ir(ppy)3 (4 nm)/43 wt% TCTA: 43 wt% 26DCzPPy: 14 wt% FIrpic (5 nm)/TmPyPb (40 nm)/LiF/Al [10]
Colour White   white
Max. EQE 19.4%
Max. Current Efficiency 43.6 cd/A
Max. Power Efficiency 45.8 lm W−1
Device structure ITO/PEDOT:PSS(40 nm)/TCTA:TAPC:FIrpic:Ir(ppy)3:Ir(MDQ)2(acac) (40nm)/TmPyPB (50 nm)/LiF (1 nm)/Al [11]
Colour White   white
Max. Current Efficiency 37.1 cd/A
Max. Power Efficiency 32.1 lm W−1
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) [12]
Colour Green 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) [13]
Colour Blue 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) [14]
Colour Sky Blue blue
Max. EQE  23.1%
Max. Current Efficiency 61.5 cd/A
Max. Power Efficiency 43.7 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) [15]
Colour Blue blue
Max. EQE  15.1%
Max. Power Efficiency 14.5 lm W−1  
Device structure   ITO/TAPC (40 nm)/TCTA:Ir(piq)3 2 wt % (1 nm)/TCTA 46 wt %:BP4mPy 46 wt %: FIrpic 8 wt % (28 nm)/BP4mPy:Ir(piq)3 3 wt % (1 nm)/BP4mPy (40 nm)/LiF (0.8 nm)/Al (150 nm) [16]
Colour White  white
Max. Luminance  19,007 cd/m2
Max EQE 11.3%
Max. Current Efficiency 15.6 cd/A
Max. Power Efficiency 16.3 lm W−1

*For chemical structure information please refer to the cited references

 

Characterisation

hplc trace of tapc
HPLC trace of 1,1-Bis[(di-4-tolylamino)phenyl]cyclohexane (TAPC).

 

Literature and Reviews

  1. Engineering of Mixed Host for High External Quantum Efficiency above 25% in Green Thermally Activated Delayed Fluorescence Device, B. Kim et al., Adv. Funct. Mater., 24, 3970–3977 (2014).
  2. Blue and white phosphorescent organic light emittingdiode performance improvementbyconfining electrons and holes inside double emitting layers, Y-S.Tsai et al., J. Luminescence 153, 312–316 (2014); http://dx.doi.org/10.1016/j.jlumin.2014.03.040.
  3. Color stable and low driving voltage white organic light-emitting diodes with low efficiency roll-off achieved by selective hole transport buffer layers, Z. Zhang et al., Org. Electronics 13, 2296–2300 (2012); http://dx.doi.org/10.1016/j.orgel.2012.07.001.
  4. High performance top-emitting and transparent white organic light-emitting diodes based on Al/Cu/TcTa transparent electrodes for active matrix displays and lighting applications, Z. Zhang et al., Org. Electronics,14, 1452–1457 (2013); http://dx.doi.org/10.1016/j.orgel.2013.03.007.
  5. Low-Driving-Voltage Blue Phosphorescent Organic Light-Emitting Devices with External Quantum Efficiency of 30%, K. Udagawa et al., Adv. Mater., 26, 5062–5066 (2014); DOI: 10.1002/adma.201401621.
  6. Efficient red organic electroluminescent devices by doping platinum(II) Schiff base emitter into two host materials with stepwise energy levels, L. Zhou et al., Opt. Lett., 38 (14), 2373-2375 (2013); http://dx.doi.org/10.1364/OL.38.002373.
  7. High-efficiency organic light-emitting diodes with fluorescent emitters, H. Nakanotani et al., Nat. Commun., 5, 4016, DOI: 10.1038/ncomms5016.
  8. Luminous efficiency enhancement in blue phosphorescent organic light-emitting diodes with an electron confinement layers, J-S. Kang et al., Optical Materials 47, 78–82 (2015); doi:10.1016/j.optmat.2015.07.003.
  9. Dependence of Light-Emitting Characteristics of Blue Phosphorescent Organic Light-Emitting Diodes on Electron Injection and Transport Materials, Jeong-Ik Lee et al. ETRI J., 34 (5), 690-695 (2012).
  10. High-Efficiency Phosphorescent White Organic Light-Emitting Diodes with Stable Emission Spectrum Based on RGB Separately Monochromatic Emission Layers, Q. Zhang et al., Chin. Phys. Lett., 31 (4) 046801 (2014).
  11. Solution-Processed Small Molecules As Mixed Host for Highly Efficient Blue and White Phosphorescent Organic Light-Emitting Diodes, Q Fu. et al., ACS Appl. Mater. Interfaces, 4, 6579−6586 (2012); dx.doi.org/10.1021/am301703a.
  12. 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.
  13. 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.
  14. 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.
  15. 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.
  16. Efficient red, green, blue and white organic light-emitting diodes with same exciplex host, C-H. Chang et al., Jpn. J. Appl. Phys. 55, 03CD02 (2016); http://doi.org/10.7567/JJAP.55.03CD02.