410497

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

Dye content 98 %

• Synonym(s): DCM
• Empirical Formula (Hill Notation): C₁₉H₁₇N₃O
• CAS Number: 51325-91-8
• Molecular Weight: 303.36
• EC Number: 257-137-6
• MDL number: MFCD00051341
• UNSPSC Code: 12352103
• PubChem Substance ID: 24865530
• NACRES: NA.23

Properties

• form: solid
• 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

Description

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).

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H228,H315,H319,H332,H335
• Precautionary Statements: P210 - P240 - P241 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point(F): 109.4 °F - closed cup
• Flash Point(C): 43 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves