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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.

207739-72-8

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207739-72-8 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 207739-72-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,7,7,3 and 9 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 207739-72:
(8*2)+(7*0)+(6*7)+(5*7)+(4*3)+(3*9)+(2*7)+(1*2)=148
148 % 10 = 8
So 207739-72-8 is a valid CAS Registry Number.

207739-72-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2',7,7'-tetrakis(N,N-di-p-methoxyphenyl-amine)-9,9'-spirobifluorene

1.2 Other means of identification

Product number -
Other names Spiro-MeOTAD

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:207739-72-8 SDS

207739-72-8Downstream Products

207739-72-8Relevant academic research and scientific papers

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

Liu, Fan,Bi, Shiqing,Wang, Xiaorui,Leng, Xuanye,Han, Mengmeng,Xue, Baoda,Li, Qianqian,Zhou, Huiqiong,Li, Zhen

, p. 739 - 745 (2019)

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%).

Long-Term Stability of the Oxidized Hole-Transporting Materials used in Perovskite Solar Cells

Kasparavicius, Ernestas,Magomedov, Artiom,Malinauskas, Tadas,Getautis, Vytautas

, p. 9910 - 9918 (2018)

The vast majority of the hole transporting materials require the use of chemical doping as an essential step for preparation of efficient perovskite solar cells. An oxidized organic hole-transporting material, obtained during a doping procedure, could potentially be one of the weak links in the device composition. It is not uncommon for the solar cell to heat up under summer sun; therefore, all device components must possess some degree of resistance to repetitive thermal stress. In the current publication, a series of oxidized hole-transporting materials have been synthesized and their long-term stability investigated. During thermal stability testing of the films, kept at 100 °C under an inert atmosphere, it was observed that oxidized HTMs start to degrade and partly revert to original unoxidized material. It is known that oxidized HTM, formed during doping, is responsible for the increased conductivity and ultimately for better efficiency of hole extraction process in the PSC device; therefore, observed instability of the oxidized HTMs in the thin films at elevated temperatures could be one of the causes of drop in conductivity reported for the doped spiro-OMeTAD. It could also potentially be one of the reasons why perovskite solar cells lose their efficiency under prolonged thermal stress.

HETEROATOMIC-BASED HOLE-TRANSPORT MATERIALS

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Paragraph 0013, (2021/04/30)

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.

Carbohydrate double-nitrogen heterocyclic carbene precursor salt and its preparation and use (by machine translation)

-

Paragraph 0042-0045, (2018/03/24)

The present invention provides a carbohydrate double-nitrogen heterocyclic carbene precursor salt and its preparation and use, the structure shown in formula I: The invention through the cheap and easy to obtain, three-dimensional chemical rich monosaccharide as a chiral source of chiral catalyst, for two different synthesis method carbohydrate double-nitrogen heterocyclic carbene precursor salt, as a palladium-catalyzed Buchwald - Hartwig reaction catalyst, replacing the toxicity, extremely sensitive to water and oxygen phosphine, synthesis has the value of the practical application of the Spiro - OMeTAD and its derivatives, overcome the preparation Spiro - OMeTAD and its derivatives of complex steps, a plurality of product components, not easy purification, low yield and the like. (by machine translation)

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

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Paragraph 0135-0137, (2016/10/08)

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

HOLE TRANSPORT MATERIAL

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Page/Page column 16, (2015/04/22)

The invention relates to 2, 2', 7, 7'-tetrakis-(N,N'-di-4-methoxy-3- methylphenylamine)-9, 9'-spirofluorene, to a process for its preparation, and to its use as hole transport material for electronic or optoelectronic devices, especially for solid-state dye-sensitized solar cells.

O-methoxy substituents in spiro-OMeTAD for efficient inorganic-organic hybrid perovskite solar cells

Jeon, Nam Joong,Lee, Hag Geun,Kim, Young Chan,Seo, Jangwon,Noh, Jun Hong,Lee, Jaemin,Seok, Sang Il

supporting information, p. 7837 - 7840 (2014/06/23)

Three spiro-OMeTAD derivatives have been synthesized and characterized by 1H/13C NMR spectroscopy and mass spectrometry. The optical and electronic properties of the derivatives were modified by changing the positions of the two methoxy substituents in each of the quadrants, as monitored by UV-vis spectroscopy and cyclic voltammetry measurements. The derivatives were employed as hole-transporting materials (HTMs), and their performances were compared for the fabrication of mesoporous TiO2/CH 3NH3PbI3/HTM/Au solar cells. Surprisingly, the cell performance was dependent on the positions of the OMe substituents. The derivative with o-OMe substituents showed highly improved performance by exhibiting a short-circuit current density of 21.2 mA/cm2, an open-circuit voltage of 1.02 V, and a fill factor of 77.6% under 1 sun illumination (100 mW/cm2), which resulted in an overall power conversion efficiency (PCE) of 16.7%, compared to ~15% for conventional p-OMe substituents. The PCE of 16.7% is the highest value reported to date for perovskite-based solar cells with spiro-OMeTAD.

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