Identification | Back Directory | [Name]
2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene | [CAS]
207739-72-8 | [Synonyms]
spiro-omet Spiro-OMeTAD SPIRO-MEOTAD 7-Tetrakis[N 9-spirobifluorene Spiro-OMeTAD (99.5%) Spiro-OMeTAD (99.8%) Spiro-MeOTAD 99% (HPLC) N-di(4-methoxyphenyl)amino]-9 2,2',7,7'-tetrakis(N,N-di-p-MethoxyphenylaMino)- N2,N2,N2',N2',N7,N7,N7',N7'-Octakis(4-Methoxyphenyl)- 2,2',7,7'-Tetrakis(N,N-di-p-methoxyphenylamine)-9,9'-spirobifluo 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluore 2,2',7,7'-tetrakis(N,N-di-p-MethoxyphenylaMino)-9,9'-spirobifluorene 2,2',7,7'-Tetrakis(N,N-p-dimethoxyphenylamino)-9,9'- spirobifluorene 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene 2,2',7,7'-tetrakis(N,N-di-p-Methoxyphenyl-aMine)-9,9'-spirobifluorene 2,2',7,7'-Tetrakis-(N,N-di-4-methoxyphenylamino)-9,9'-spirobifluorene, 99.5% 2,2’,7,7’-Tetrakis-(N,N-di-4-methoxyphenylamino)-9,9’-spirobifluorene, 99.8% 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene ISO 9001:2015 REACH N2,N2,N2',N2',N7,N7,N7',N7'-Octis(4-Methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraaMine 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′-octakis(4-methoxyphenyl)-9,9′-spirobi[9H-fluorene]-2,2′,7,7′-tetramine 9,9'-Spirobi[9H-fluorene]-2,2',7,7'-tetraMine,N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-Methoxyphenyl)- | [Molecular Formula]
C81H68N4O8 | [MDL Number]
MFCD12022511 | [MOL File]
207739-72-8.mol | [Molecular Weight]
1225.43 |
Chemical Properties | Back Directory | [Melting point ]
234-238°C | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly) | [form ]
Solid | [pka]
-1.22±0.20(Predicted) | [color ]
Tan to Pale Brown | [λmax]
306 nm in dichloromethane 385 nm in dichloromethane | [InChIKey]
XDXWNHPWWKGTKO-UHFFFAOYSA-N | [Description]
Spiro-OMeTAD (Spiro-MeOTAD) is one of the most studied and suitable hole transport layer materials (HTL) due to its facile implementation and high performance in organic-inorganic electronic devices. The spiro-linked molecule provides high glass transition temperature (Tg), morphological stability and easy processability while maintaining good electronic properties. Spiro-MeOTAD has been widely used in solid-state dye-sensitised solar cells (ssDSSC), organic light-emitting dioes (OLED), perovskite solar cells (PSCs) and polymer based organic solar cells (OSCs). | [Odor]
White to pale yellow powder |
Hazard Information | Back Directory | [Chemical Properties]
2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is Light Grey Solid
| [Uses]
2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene is suitable for use as charge-transfer materials, especial for photovoltaic cells, and as electroluminescent materials.
| [Uses]
suzuki reaction | [General Description]
SHT-263 Solarpur? is an organic spiro molecule that is used as a hole transporting material (HTM). Its properties include high stability, good solubility, and an amorphous structure. It is majorly used in the fabrication of high-performance solar cells. | [Synthesis]
In a 50 mL two-necked flask under nitrogen protection, 4,4'-dimethoxydiphenylamine (2.00 g, 8.72 mmol), 2,2',7,7'-tetrabromo-9,9'-spirobifluorene (1.23 g, 1.94 mmol), sodium tert-butoxide (1.12 g, 11.6 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.071 g, 0.078 mmol) and tri-tert-butylphosphine (0.025 g, 0.12 mmol). Subsequently, 15 mL of anhydrous toluene was added and the reaction mixture was stirred at 110 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature, extracted with ethyl acetate, and the organic phase was washed with brine and dried with anhydrous magnesium sulfate. The product was purified by column chromatography (eluent: ethyl acetate/hexane=1/2), and removal of the solvent afforded 2,2',7,7'-tetrakis[N,N-bis(4-methoxyphenyl)amino]-9,9'-spirobifluorene as a beige solid in 45% yield (1.07 g). | [Advantages]
Spiro-MeOTAD has the advantages for: high carrier mobility, good stability in the REDOX process, a broad spectrum of light absorption performance, soluble in organic solvents and can be prepared into thin film.
| [References]
[1] Journal of the American Chemical Society, 2014, vol. 136, # 22, p. 7837 - 7840 [2] Patent: KR2015/124397, 2015, A. Location in patent: Paragraph 0135-0137 [3] Patent: WO2015/49031, 2015, A1. Location in patent: Page/Page column 16 [4] Patent: CN107474090, 2017, A. Location in patent: Paragraph 0042-0045 |
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