200052-70-6

Basic information

• Product Name: 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran
• Synonyms: DCJTB;4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4h-pyran;4-(Dicyanomethylene)-2-T-Butyl-6-(1,1,7,7-Tetramethyljulolidyl-9-Enyl)-4h-Pyran;Propanedinitrile,2-[2-(1,1-dimethylethyl)-6-[2-(2;Propanedinitrile,[2-(1,1-dimethylethyl)-6-[2-(2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H-benzo[ij]quinolizin-9-yl)ethenyl]-4H-pyran-4-ylidene]-;4-(DICYANOMETHYLENE)-2-T-BUTYL-6-(1,1,7,7-TETRAMETHYLJULOLIDYL-9-ENYL)-4H-PYRAN (DCJTB);Propanedinitrile, 2-[2-(1,1-dimethylethyl)-6-[2-(2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H-benzo[ij]quinolizin-9-yl)ethenyl]-4H-pyran-4-ylidene]-;(E)-2-(2-tert-butyl-6-(2-(1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-4H-pyran-4-ylidene)malononitrile
• CAS NO: 200052-70-6
• Molecular Formula: C30H36N3O
• Molecular Weight: 454.63
• Product Categories: Electronic Chemicals;oled materials
• Mol File: 200052-70-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 298-303°C (exp.)
• Boiling Point: 561.106 °C at 760 mmHg
• Flash Point: 293.147 °C
• Appearance: /
• Density: 1.143 g/cm³
• PKA: 6.20±0.60(Predicted)
• CAS DataBase Reference: 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran(200052-70-6)
• EPA Substance Registry System: 4-(Dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran(200052-70-6)

Safety Data

• Hazardous Substances Data: 200052-70-6(Hazardous Substances Data)

Usage

Description

DCJTB, a dicyanomethylene-4H-pyran (DCM) derivative, is one of the most promising dopant materials. It has been widely used in red and white OLEDs.

Uses

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

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.

Upstream product

• 225378-53-0 2-(2-(tert-butyl)-6-methyl-4H-pyran-4-ylidene)malononitrile 
• 216978-79-9 1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9-carboxaldehyde 

Relevant articles and documents

An efficient red organic light-emitting diode using DCJTB type emitters based on silicone-containing julolidine derivatives

This paper reports the synthesis and electroluminescent properties of new red fluorescent materials, 4-(dicyanomethylene)-2-(1,1-dimethyl-7- trimethylsiliyl methyl-julolidyl-9-enyl)-6-(4-pentylbicyclo[2.2.2]octan-1-yl)- 4H-pyran (DCJTMS) and 4-(dicyanomethylene)-2-(1,7-bistrimethylsiliylmethyl- julolidyl-9-enyl)-6-(4- pentylbicyclo[2.2.2]octan-1-yl)-4H-pyran (DCJDTMS). In these red emitters, the bulky groups such as trimethylsilane and n-pentyl-bicyclo[2,2,2]octane were introduced into and 4-(dicyanomethylene)-2- methyl-6-[p-(dimethylamino)-styryl]-4Hpyran (DCM) skeleton to increase the steric hindrance between the red emitters and prevent concentration quenching. An OLED device using 4-(dicyanomethylene)-2-(1,7- bis(trimethylsiliylmethyl)- julolidyl-9-enyl)-6-(4-pentylbicyclo[2.2.2]octan-1-yl)-4Hpyran (DCJDTMS) as a dopant exhibited the efficient red emission with a Luminous efficiency, Power efficiency and Commision Internationale De L'Eclairage (CIEx,y) coordinates of 3.66 cd/A, 2.13 lm/W at 20 mA/cm2 and (0.62, 0.38) at 7.0 V, respectively. Compared to device using 4-(dicyanomethylene)-2-(1,1,7,7-tetra- methyljulolidyl- 9-enyl)-6-tert-butyl-4H-pyran (DCJTB), the red device using DCJDTMS showed the greatly improved EL efficiency due to the more bulky substituents of compound DCJDTMS. Copyright Taylor & Francis Group, LLC.

Red fluorescent DCM derivatives with the bulky-substituents on pyran and julolidine moieties for organic light-emitting diodes (OLEDs)

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