83054-80-2

Basic information

• Product Name: N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10-
• Synonyms: N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10-;N,N'-bis(2,5-di-T-bu-phenyl)-3,4,9,10-perylenedic;N,N-bis(2,5-di-T-butylphenyl)-3,4*9,10-perylened;N,N'-BIS(2,5-DI-T-BU-PHENYL)-3,4,9,10-PE RYLENEDICARBOXIMIDE;2,9-BIS(2,5-BIS(1,1-DIMETHYLETHYL)PHENYL)-ANTRA(2,19-DEF:6,5,10(2H, 9H)-TETRONE;N,N'-bis(2,5-dibutylphenyl)-3,4,9,10-perylenedicarboxamide;N,N'-Bis(2,5-di-tert-butylphenyl)-3,4,9,10-perylenedicarboximide;N,N'-bis(2,5-di-tert-butylphenyl)-3,4,9,10-perylene-dicarboximide acid diimide
• CAS NO: 83054-80-2
• Molecular Formula: C₅₂H₅₀N₂O₄
• Molecular Weight: 766.977
• Product Categories: BOrganic Conductors and Photovoltaics: OFET and OPV Materials;n-Type Oligomers;Organic Semiconductors;Stains and Dyes;Stains&Dyes, A to
• Mol File: 83054-80-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: >300 °C(lit.)
• Appearance: /
• Density: 1.242 g/cm³
• CAS DataBase Reference: N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10-(CAS DataBase Reference)
• NIST Chemistry Reference: N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10-(83054-80-2)
• EPA Substance Registry System: N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10-(83054-80-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 83054-80-2(Hazardous Substances Data)

Usage

Uses

BTBP is a dye that can be used in the development of organic electronic based devices which include organic light emitting diodes(OLED), electroluminescent device and organic solar cells(OSCs).

General Description

N,N′-Bis(2,5-di-tert-butylphenyl)-3,4,9,10-perylenedicarboximide (BTBP) is a fluorescence dye that can be used as an electron acceptor. It has an extinction coefficient of 7.4 x 104 cm-1 mol-1 dm3.

Upstream product

• 21860-03-7 2,5-di-tert-butylaniline 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Downstream Products

• 1609084-82-3 2,9-bis(2,5-di-tert-butylphenyl)-5,13-di(piperidin-1-yl)isoquinolino[4',5',6':6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10(2H,9H)-tetrone 
• 1609084-77-6 2,9-bis(2,5-di-tert-butylphenyl)-5,13-di(pyrrolidin-1-yl)isoquinolino[4',5',6':6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10(2H,9H)-tetrone 
• 1609085-09-7 C₅₇H₅₉N₃O₄ 
• 359857-37-7 N-(4-Iodophenyl)-N'-(2,5-di-tert-butylphenyl)-3,4,9,10-perylenebis(dicarboximide) 
• 259880-12-1 N,N'-bis(2,5-di-tert-butylphenyl)-1-nitroperylene-3,4:9,10-bis(dicarboximide) 
• 118560-99-9 N¹-(2,5-Di-tert-butylphenyl)-3,4,9,10-perylentetracarbonsaeure-3,4-anhydrid-9,10-imid 
• 130296-41-2 N¹,N²-Bis(2,5-di-tert-butylphenyl)-3-amino-4,9,10-perylentricarbonsaeure-3,4-lactam-9,10-imid 

Relevant articles and documents

Supercritical carbon dioxide as a solvent for deposition of a tailored dye in dye sensitized solar cells

We report a new technique whereby dyes can be deposited onto metal oxide surfaces using supercritical carbon dioxide (scCO2) for use in solar cell applications. This process eliminates the need for hazardous organic solvents and waste solvents generated during the dyeing process. The solubility of a perylene anhydride dye in scCO2 is enhanced by the incorporation of fluorinated alkyl subsituents and the use of masked carboxylic binding groups. This allows fast deposition of the dye onto the TiO2 photoanode, resulting in efficient photovoltaic performance. The unreacted dye is then easily recovered in a solid form after the deposition process by venting the carbon dioxide.

Practical synthesis of perylene-monoimide building blocks that possess features appropriate for use in porphyrin-based light-harvesting arrays

Perylene-monoimide dyes with solubilizing aryloxy substituents at the perylene perimeter and a synthetic handle on the N-aryl group are valuable building blocks for incorporation as accessory pigments in porphyrin-based light-harvesting arrays. A family of such dyes has been prepared by reaction of 1,6,9-tris(4-tert-butylphenoxy)perylene-3,4-dicarboxylic anhydride with a set of 4-iodo/ethynyl anilines (with or without 2,6-diisopropyl substituents) in the presence of Zn(OAc)2·2H2O in imidazole/mesitylene at 130°C. The workup procedures throughout the synthesis have been streamlined for scale-up purposes, minimizing chromatography. Two bis(perylene)porphyrin building blocks were prepared in a rational manner and examined in Sonogashira and Glaser polymerizations. The two isopropyl groups on the N-aryl group and the three 4-tert-butylphenoxy groups at the perylene perimeter are essential for high solubility of the bis(perylene)porphyrins and corresponding oligomers in organic solvents.

Synthesis of Perylene-3,4-dicarboximides - Novel Highly Photostable Fluorescent Dyes

Perylene-3,4-dicarboximides 2 are obtained by a decarboxylizing condensation of moderately sterically hindered primary amines with perylene-3,4,9,10-tetracarboxylic 3,4:9,10-bisanhydride (3) in the presence of water.Perylene-3,4-dicarboxylic anhydride (4) is prepared by hydrolysis of the imides with KOH in tert-butyl alcohol.The anhydride may be condensed with any primary amine to the corresponding imide.The imides are highly fluorescent and very photostable dyes. - Key Words: Fluorescent dyes/Pigments/Perylenes/Carboximides