General Information
CAS number 175606-05-0
Full name 5,10,15,20-Tetraphenylbisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene
Chemical formula C64 H36
Molecular weight 804.97 g/mol
Absorption λmax 333 nm in THF
Fluorescene λem 610 nm in THF
HOMO/LUMO HOMO = 5.5 eV, LUMO = 3.5 eV [1]
Synonyms Tetraphenyldibenzoperiflanthene, Dibenzo{[f,f′]-4,4′,7,7′-tetraphenyl}diindeno[1,2,3-cd:1′,2′,3′-lm]perylene, Red 2
Classification / Family Perylene derivatives, Hydrocarbons, Red dopant TADF materials, Phosphorescent organic light-emitting devices (PHOLEDs), Photovoltaics, Sublimed materials
Product Details
Purity Sublimed* >99.2% (HPLC)
Melting point TGA: >350 °C (0.5% weight loss)
Appearance Red 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 of 5,10,15,20-Tetraphenylbisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene (DBP).
Applications
5,10,15,20-Tetraphenylbisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene (DBP), also known as tetraphenyldibenzoperiflanthene, is a promising organic small-molecule semiconductor. It can be used as either an electron donor or acceptor for highly efficient photovoltaic and OLED applications.
With perylene as an electron-rich core and extended conjugations, DBP can also be used in photovoltaic light-emitting diodes (PVOLEDs) devices as an electron-donating layer (EDL) material.
Device structure ITO/α-NPD (30 nm) /DPEPO (10 nm)/TPBi (40 nm)/1 wt% DBP: 10 wt% TTPA:mCP (8 nm)/mCP (2 nm)/DMACDPS (7.5 nm)/LiF (0.5 nm)/Al (100 nm) [1]
Colour White
Max. EQE 12.1%
Max. Power Efficiency 22 Im/W
Device structure ITO/CFx /NPB (60 nm)/ Rubrene+ 1% DBP (40 nm)/DBzA (20 nm)/LiF (1 nm)/Al [2]
Colour >Red
Current Efficiency@ 20 mA/cm2
5.4 cd/A
EQE@ 20 mA/cm2
4.7%
Power Efficiency@ 20 mA/cm2
5.3 Im/W
Device structure ITO (95 nm)/ HATCN (5 nm)/TAPC (20 nm)/CBP: 7 wt% NI-1-PhTPA (10 nm)/CBP (3 nm)/CBP: 3 wt% PXZDSO2 (5 nm)/CBP: 5 wt% PXZDSO2 : 0.3 wt% DBP (5 nm)/CBP: 3 wt% PXZDSO2 (5 nm)/CBP (3 nm)/CBP: 7 wt% NI-1-PhTPA (10 nm)/TmPyPB (55 nm)/LiF (1 nm)/Al (100 nm) [3]
Colour White
Max. Current Efficiency 51.4 cd/A
Max. EQE 19.2%
Max. Power Efficiency 47.5 Im/W
Device structure ITO (95 nm)/ HATCN (5 nm)/TAPC (20 nm)/ CBP: 10 wt% NI-1-PhTPA (10 nm)/CBP (3 nm)/CBP: 3 wt% PXZDSO2 (5 nm)/CBP: 5 wt% PXZDSO2 : 0.35 wt% DBP (5 nm)/ CBP: 3 wt% PXZDSO2 (5 nm)/CBP (3 nm)/CBP: 10 wt% NI-1-PhTPA (10 nm);/TmPyPB (55 nm)/LiF (1 nm)/Al (100 nm) [3]
Colour White
Max. Current Efficiency >
42.2cd/A
Max. EQE 17.3%
Max. Power Efficiency 38.4 Im/W
Device structure ITO (95 nm)/PEDOT:PSS (40 nm)/2 wt% DBP :15 wt% DC-TC*:CBP (40 nm)/TmPyPB (50 nm)/LiF (1 nm)/Al (100 nm) [4]
Colour Red
Current Efficiency@ 100 mA/cm2
10.15 cd/A
EQE@ 100 mA/cm2
6.65%
*For chemical structure information, please refer to the cited references.
Literature and Reviews
High-Efficiency White Organic Light-Emitting Diodes Based on a Blue Thermally Activated Delayed Fluorescent Emitter Combined with Green and Red Fluorescent Emitters, T. Higuchi et al., Adv. Mater., 27, 2019–2023 (2015); DOI: 10.1002/adma.201404967.
High efficiency red organic light-emitting devices using tetraphenyldibenzoperiflanthene-doped rubrene as an emitting layer, K. Okumoto et al., Appl. Phys. Lett. 89, 013502 (2006); doi: 10.1063/1.2218833.
High-Efficiency WOLEDs with High Color-Rendering Index based on a Chromaticity-Adjustable Yellow Thermally Activated Delayed Fluorescence Emitter, X. Li et al., Adv. Mater., 28, 4614–4619 (2016); DOI: 10.1002/adma.201505963.
Efficient solution-processed red all-fluorescent organic light-emitting diodes employing thermally activated delayed fluorescence materials as assistant hosts: molecular design strategy and exciton dynamic analysis, D. Chen et al., J. Mater. Chem. C, 5, 5223-5231 (2017); DOI: 10.1039/C7TC01164D.
Organic Solar Cells with Open Circuit Voltage over 1.25 V Employing Tetraphenyldibenzoperiflanthene as the Acceptor, A. Bartynski et al., J. Phys. Chem. C, 120 (34), 19027–19034 (2016); DOI: 10.1021/acs.jpcc.6b06302
