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410497

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

Dye content 98 %

Sinónimos:

DCM

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Fórmula empírica (notación de Hill):
C19H17N3O
Número CAS:
51325-91-8
Peso molecular:
303.36
NACRES:
NA.23
PubChem Substance ID:
24865530
UNSPSC Code:
12352103
EC Number:
257-137-6
MDL number:
MFCD00051341
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form

solid

Quality Level

200

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
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

4.1B - Flammable solid hazardous materials

wgk

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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Certificados de análisis (COA)

Lot/Batch Number
SHBT0241
SHBM8496
MKBX0728V
MKBP5232V
79396PJV

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Solid state solvation effect and reduced amplified spontaneous emission threshold value of glass forming DCM derivative in PMMA films.
Vembris A, et al.
Journal of Luminescence, 158(7), 441-446 (2015)
Ashim Pramanik et al.
Journal of colloid and interface science, 565, 326-336 (2020-01-25)
The development of white light-emitting LED (WLED) is now one of the important demands of present society due to its energy saving feature. However, in this work, an ingenious strategy has been employed to develop Forster resonance energy transfer (FRET)
Tunable two-color luminescence and host-guest energy transfer of fluorescent chromophores encapsulated in metal-organic frameworks.
Yan D, et al.
Scientific reports, 4(3), 4337-4337 (2014)
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