207739-72-8

Basic information

• Product Name: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene
• Synonyms: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene;2,2',7,7'-Tetrakis(N,N-p-dimethoxyphenylamino)-9,9'- spirobifluorene;Spiro-OMeTAD;2,2',7,7'-tetrakis(N,N-di-p-MethoxyphenylaMino)-9,9'-spirobifluorene;N2,N2,N2',N2',N7,N7,N7',N7'-Octakis(4-Methoxyphenyl)-;2,2',7,7'-tetrakis(N,N-di-p-Methoxyphenyl-aMine)-9,9'-spirobifluorene;N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-Methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraaMine;N2,N2,N2',N2',N7,N7,N7',N7'-Octis(4-Methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraaMine
• CAS NO: 207739-72-8
• Molecular Formula: C₈₁H₆₈N₄O₈
• Molecular Weight: 1225.42862
• Product Categories: Amines;Aromatics;Fluorescent Labels & Indicators;OLED
• Mol File: 207739-72-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 234-238°C
• Appearance: /
• Density: 1.357 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly)
• PKA: -1.22±0.20(Predicted)
• CAS DataBase Reference: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene(207739-72-8)
• EPA Substance Registry System: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene(207739-72-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 207739-72-8(Hazardous Substances Data)

Usage

Description

2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene, also known as SHT-263 Solarpur, is an organic spiro molecule that serves as a hole transporting material (HTM). It is characterized by its light grey solid appearance, high stability, good solubility, and an amorphous structure. 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is particularly noted for its high glass transition temperature (Tg), morphological stability, and easy processability, which contribute to its excellent electronic properties.

Uses

Used in Photovoltaic Applications:
2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is used as a charge-transfer material for photovoltaic cells. Its role in these cells is to facilitate the transfer of charge carriers, enhancing the overall efficiency and performance of the solar cell. The compound's properties make it suitable for use in high-performance solar cells, contributing to the advancement of renewable energy technology.
Used in Electroluminescent Applications:
In addition to its use in photovoltaic cells, 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is also utilized as an electroluminescent material. This application takes advantage of the compound's ability to emit light when an electric current is passed through it, making it a valuable component in the development of organic light-emitting diodes (OLEDs) and other light-emitting technologies.
Used in Organic-Inorganic Electronic Devices:
2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is used as a hole transport layer material (HTL) in organic-inorganic electronic devices. Its high performance and facile implementation make it a preferred choice for these devices, which include solid-state dye-sensitized solar cells (ssDSSC), perovskite solar cells (PSCs), and polymer-based organic solar cells (OSCs).
Used in Suzuki Reaction:
The compound is also relevant in the field of organic chemistry, particularly in the Suzuki reaction, which is a widely used method for the formation of carbon-carbon bonds. The Suzuki reaction involves the cross-coupling of an organoboron compound with an organic halide or triflate in the presence of a palladium catalyst, and 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene may be used as a reactant or a component in this process, further expanding its utility in the synthesis of complex organic molecules.

Upstream product

• 101-70-2 bis(4-methoxyphenyl)amine 
• 128055-74-3 2,2',7,7'-tetrabromo-9,9'-spirobifluorene 
• 3978-81-2 4-tert-butylpyridine 

Relevant articles and documents

Similar or different: the same Spiro-core but different alkyl chains with apparently improved device performance of perovskite solar cells

By intelligently utilizing the odd-even effect existing in the melting points of alkanes as presented in the basic textbook of Organic Chemistry, different alkoxy groups were introduced to modify the structure of commercial Spiro-OMeTAD to give new Spiro derivatives of Spiro-OEtTAD, Spiro-OPrTAD, Spiro-OiPrTAD and Spiro-OBuTAD, with the aim to adjust the molecular packing status in perovskite solar cells as hole transporting compounds. Excitedly, with the introduction of ethoxy groups instead of the methoxy ones in Spiro-OMeTAD, Spiro-OEtTAD-based perovskite solar cells demonstrated the highest device performance of 20.16%, higher than that of Spiro-OMeTAD (18.64%).

HETEROATOMIC-BASED HOLE-TRANSPORT MATERIALS

Heteroatomic hole transport materials are provided. The hole transport materials include a non-carbon core: two, four, or eight aromatic groups covalently bound to the non-carbon core; a. terminal substituted diphenylamine end unit on each aromatic group: and optionally aromatic linker groups linking the aromatic groups and the substituted diphenylamine end units. In some embodiments the non-carbon core is non-carbon central atom such as Si, Ge, B?, P+Sn or Pb. In other embodiments, the non-carbon core is a cubic silsesquioxane. Also provided are methods for making these materials. The materials are particularly useful as hole transport materials in perovskite solar cells.

hole-transporting material for inorganic-organic hybrid perovskite solar cells

The present invention relates to a hole-transporting compound having a novel structure and, more specifically, to a hole-transporting compound for an inorganic/organic hybrid perovskite-based solar cell. In the present invention, the inorganic/organic hybrid perovskite-based solar cell including a hole-transporting body has very high generating efficiency.(AA) Hole transferring layer(BB) Inorganic/organic perovskite layer(CC) TiO_2 layer(DD) Transparent conductive film(FTO)COPYRIGHT KIPO 2016