Skip to Content
Merck
CN

Key Documents

View All Documentation

410497

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

Synonym(s):

DCM

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C19H17N3O
CAS Number:
51325-91-8
Molecular Weight:
303.36
NACRES:
NA.23
PubChem Substance ID:
24865530
UNSPSC Code:
12352103
EC Number:
257-137-6
MDL number:
MFCD00051341
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

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

form

solid

Quality Level

200

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

Storage Class

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBT0241
SHBM8496
MKBX0728V
MKBP5232V
79396PJV

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

Graphene in Biotechnology

Graphene is the building block for carbon nanomaterials with different dimensionalities.

Fluorescence Quenching Microscopy

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

Marco Leonetti et al.
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)
Pratik Sen et al.
The journal of physical chemistry. B, 109(8), 3319-3323 (2006-07-21)
Solvation dynamics of 4-(dicyanomethylene)-2-methyl-6(p-dimethylaminostyryl) 4H-pyran (DCM) has been studied in a dipalmitoyl-phosphatidylcholine (DPPC) vesicle entrapped in a sodium silicate derived sol-gel glass. Solvation dynamics in DPPC in a sol-gel glass is described by two components of 350 +/- 50 ps
View All Related Papers

Global Trade Item Number

SKUGTIN
410497-1G04061832019543
410497-250MG04061832019550