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804908

Sigma-Aldrich

DCJTB

Synonym(s):

4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran, 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran

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About This Item

Empirical Formula (Hill Notation):
C30H35N3O
CAS Number:
200052-70-6
Molecular Weight:
453.62
MDL number:
MFCD11044893
UNSPSC Code:
12352103
PubChem Substance ID:
329768908

Assay

99% (HPLC)

form

powder

mp

298-303 °C (exp.)

Orbital energy

HOMO 5.3 eV 
LUMO 3.1 eV 

OLED Device Performance

Glass/CCL(DCJTB 0.2 wt%)/ITO/PEDOT:PSS/ [Ir(dfppz)2(dtb-bpy)]+ (PF6 )/Ag (100 nm)

  • Max. EQE: 14.1 %
  • Life Time: 11 min.

ITO/MoO3/m-MTDATA/mMTDATA:BPhen:DCJTB(2 vol%)/BPhen/LiF/Al
  • Color: red
  • Turn-On Voltage: 2.3 V

SMILES string

CC(CC1)(C)C2=C(N1CCC3(C)C)C3=CC(/C=C/C4=CC(C=C(C(C)(C)C)O4)=C(C#N)C#N)=C2

InChI

1S/C30H35N3O/c1-28(2,3)26-17-21(22(18-31)19-32)16-23(34-26)9-8-20-14-24-27-25(15-20)30(6,7)11-13-33(27)12-10-29(24,4)5/h8-9,14-17H,10-13H2,1-7H3/b9-8+

InChI key

HXWWMGJBPGRWRS-CMDGGOBGSA-N

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General description

DCJTB belongs to a class of laser dyes useful for solar-concentrator applications. Pure DCJTB can be prepared from unsymmetrical 4-(dicyanomethylene)-2-(t-butyl)-6-methyl-4H-pyran directly. These red dopants have high photoluminescent (PL) quantum yields. Its photoluminescent properties have been reported in a study.

Application

Red dopant for white organic light emitting diodes (OLEDs). 1 DCJTB may be used as an emitting layer to enhance the performance of OLEDs.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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White top-emitting organic light-emitting diodes using one-emissive layer of the DCJTB doped DPVBi layer
Kim MS, et al.
Thin Solid Films null
Red fluorescent organic light-emitting diodes using modified pyran-containing DCJTB derivatives.
Lee KH, et al.
Bull. Korean Chem. Soc., 2884-2888 null
Host to Guest Energy Transfer Mechanism in Phosphorescent and Fluorescent Organic Light-Emitting Devices Utilizing Exciplex-Forming Hosts
Zhou et al.
The Journal of Physical Chemistry C, 118(41), 24006-24012 (2014)
Trap effect of an ultrathin DCJTB layer in organic light-emitting diodes
Wang YM, et al.
Materials Chemistry and Physics null
Trap effect of an ultrathin DCJTB layer in organic light-emitting diodes
Wang YM, et al.
Materials Chemistry and Physics null
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