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Merck

410497

Sigma-Aldrich

4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran

Dye content 98 %

Sinónimos:

DCM

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About This Item

Fórmula empírica (notación de Hill):
C19H17N3O
Número de CAS:
Peso molecular:
303.36
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

form

solid

Quality Level

composition

Dye content, 98%

mp

215-220 °C (lit.)

λmax

468 nm

OLED device performance

ITO/Alq3:DCM/Alq3/Mg:Ag

  • Color: red
  • Max. EQE: 1.3 %

ITO/TPD/Alq3:DCM (10%)/Alq3/Mg:Ag
  • Color: red
  • Max. Luminance: 150 Cd/m2

SMILES string

CN(C)c1ccc(\C=C\C2=CC(\C=C(C)O2)=C(\C#N)C#N)cc1

InChI

1S/C19H17N3O/c1-14-10-16(17(12-20)13-21)11-19(23-14)9-6-15-4-7-18(8-5-15)22(2)3/h4-11H,1-3H3/b9-6+

InChI key

YLYPIBBGWLKELC-RMKNXTFCSA-N

General description

4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM) is a red laser dye that consists of dicyanomethylene as an electron acceptor and dimethylaniline group as an electron donor. It has a π-conjugated 4H-pyran-4-ylidiene which bridges both the acceptor/donor groups. It can be used as a dopant and also in organic solid state lasers.

Application

DCM can be used as a laser dye to enhance the emission of distributed feedback (DFB) device by FÖrster resonance energy transfer (FRET). It may be used as a capping layer that allows the conversion of blue to red colored emission in organic light emitting diodes (OLED). DCM may also find potential applications in the enhancement of energy transfer of different devices like metal organic frameworks (MOFs), dye sensitized solar cells (DSSCs) and polarity sensors.

Features and Benefits

Voltage-tunable multicolor emission with enhanced luminance (~1000 cd/m2) was observed using varying amounts of DCM dye in a polymer light-emitting diode (PLED).

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Optics letters, 34(24), 3764-3766 (2009-12-18)
We present a detailed study of the gain length in an active medium obtained by doping of DNA strands with 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran dye molecules. The superior thermal stability of the composite and its low quenching permit one to obtain an optical
Kaur, A. et al.
Synt. Metals, 126, 283-283 (2002)
Panchromatic quasi-solid-state squaraine dye sensitized solar cells enhanced by Forster resonance energy transfer of DCM-pyran.
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Dyes and Pigments, 113(3), 675-681 (2015)
C D Tran et al.
Analytical chemistry, 65(13), 1675-1681 (1993-07-01)
Advantages of the acousto-optic tunable filter (AOTF), namely its ability for fast scanning and multiple-wavelength diffraction, were exploited to develop a novel, all solid-state, nonmoving parts spectrofluorometer. This instrument is based on the use of two AOTFs: one for excitation
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Optics express, 18(13), 13593-13599 (2010-07-01)
An amplified cholesteric liquid crystal (CLC) laser performance is demonstrated by utilizing a binary-dye mixture (with 62 wt% DCM and 38 wt% PM597) as the active medium and an external stable resonator. The measured results show that the laser efficiency

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