Synonym(s): N2, N2, N2′, N2′, N7, N7, N7′, N7′ -octakis (4-methoxyphenyl) -9,9′ -spirobi[9H-fluorene]-2,2′,7,7′-tetramine, spiro meotad
Empirical Formula (Hill Notation): C81H68N4O8
CAS Number: 207739-72-8
Molecular Weight: 1225.43
MDL number: MFCD12022511
PubChem Substance ID: 329768312
NACRES: NA.23
Spiro-OMeTAD, high performance HTL material
High-purity (>99%) and available online for priority dispatch
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 diodes (OLED), perovskite
solar cells (PSCs) and polymer based organic solar cells (OSCs).
Spiro-OMeTAD | CAS 207739-72-8
Spiro-ometad Full name: 2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene
Spiro-ometad Chinese name: 2,2',7,7'-tetra[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene
Sublimed synonym: Spiro-OMeTAD Spiro-MeOTAD
Molecular formula: C81H68N4O8
Molecular weight: 1225.43
Mw: 1225.43 g/mol
CAS: 207739-72-8
English 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;9,9'-Spirobi[9H-fluorene]-2,2',7,7'-tetraMine,N2,N2,N2',N2',N7 ,N7,N7',N7'-octakis(4-Methoxyphenyl)-;spiro-omet;2,2',7,7'-tetrakis(N,N-di-p-MethoxyphenylaMino)-9,9'-spirobifluorene ;SPIRO-MEOTAD;N2,N2,N2',N2',N7,N7,N7',N7'-Octakis(4-Methoxyphenyl)-
Related categories: Electronic Chemicals; Perovskite Materials; Organic Chemistry; Hole Transport Materials; Amines; Aromatics; Fluorescent Labels & Indicators; OLEDs
Melting point 234-238°C
Density 1.35±0.1g/cm3(Predicted)
Storage Conditions Refrigerator
Acidity coefficient (pKa)-1.22±0.20(Predicted)InChIKeyXDXWNHPWWKGTKO-UHFFFAOYSA-N
Uses and Synthetic Methods 2,2',7,7'-Tetrakis[N,N-bis(4-methoxyphenyl)amino]-9,9'-spirobifluorene is an intermediate in organic synthesis and medicine , can be used in the laboratory.
Uses 2,2',7,7'-Tetrakis[N,N-bis(4-methoxyphenyl)amino]-9,9'-spirobifluorene is a spirobifluorene derivative suitable for charge Transfer materials, photovoltaic cells, are also used in electroluminescent materials.
Spiro-OMeTAD | cas207739-72-8 structure
DESCRIPTION
General description
We are committed to bringing you Greener Alternative Products,which adhere to one or more of The 12 Principles of Greener Chemistry. This product is an enabling product used as a Hole Transport Material for high-performance solar cells and thus has been enhanced for energy efficiency. Click here for more information.
Application
High-mobility material used for white OLEDs to increase hole injection and transport. It is the best solid-state hole transporting material, to date, used to replace the liquid electrolyte for DSSC solar cells, due to an excellent pore-filling property in nanoporous TiO2 film with pore size of around 30-50 nm; attributed to its small molecular size.
Packaging
1, 5 g in glass bottle
PROPERTIES
99% (HPLC)
solid
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.
243-248 °C
306 nm in dichloromethane
385 nm in dichloromethane
λem 429 nm in dichloromethane
Enabling
COC(C=C1)=CC=C1N(C2=CC=C(C=C2)OC)C(C=C3)=CC4=C3C(C=CC(N(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)=C7)=C7C84C9=C(C=CC(N(C%10=CC=C(C=C%10)OC)C%11=CC=C(C=C%11)OC)=C9)C%12=C8C=C(N(C%13=CC=C(C=C%13)OC)C%14=CC=C(C=C%14)OC)C=C%12
1S/C81H68N4O8/c1-86-65-29-9-53(10-30-65)82(54-11-31-66(87-2)32-12-54)61-25-45-73-74-46-26-62(83(55-13-33-67(88-3)34-14-55)56-15-35-68(89-4)36-16-56)50-78(74)81(77(73)49-61)79-51-63(84(57-17-37-69(90-5)38-18-57)58-19-39-70(91-6)40-20-58)27-47-75(79)76-48-28-64(52-80(76)81)85(59-21-41-71(92-7)42-22-59)60-23-43-72(93-8)44-24-60/h9-52H,1-8H3
XDXWNHPWWKGTKO-UHFFFAOYSA-N
Spiro-OMeTAD (Spiro-MeOTAD) from Borun New Material was used in the high-impact paper (IF 29.37), Interfacing Pristine C60 onto TiO2 for Viable Flexibility in Perovskite Solar Cells by a Low-Temperature All-Solution Process, Y. Zhou et al., Adv. Energy Mater., 1800399 (2018); DOI: 10.1002/aenm.201800399.
References
Interface engineering of highly efficient perovskite solar cells, Huanping Zhou et al., Science, V 34, p.546 (2014).
Sequential deposition as a route to high-performance perovskite-sensitized solar cells, Julian Burschka et al., Nature, V499 p.316 (2013).
Nanostructured TiO2 /CH3NH3PbI3 heterojunction solar cells employing spiro-OMeTAD/Co-complex as hole-transporting material, Jun Hong Noh et al., J. Mater. Chem. A, 1, 11842-11847, DOI: 10.1039/C3TA12681A (2013).
Key details from references
[1]: High efficiency perovskite solar cells with >19% efficiency. Doping regime specified via reference [2].
[2]: Spin coated spiro-MeOTAD in chlorobenzene doped with the below compounds (doping ratio's specified in reference [3]:
4-tert-butylpyridine
lithium bis(trifluoromethylsul-phonyl)imide (LiTFSI)
tris(2-(1H-pyrazol-1-yl)-4-tert-butylpyridine)cobalt(III) bis(tri-fluoromethylsulphonyl)imide
[3]: Doped with the below concentrations
50 mM spiro-OMeTAD in chlorobenzene
Co(III)-complex (FK209) first dissolved into an acetonitrile stock solution prepared with concentrations in the range 4 to 33 mM before being added to the Spiro/chlorobenzene solution
FK209 stock solution mixed with Spiro/chlorobenzene solution to give overall 7.7 mol% FK209 to Spiro-OMeTAD
Also doped with a stock solution of Li-bis(trifluoromethanesulfonyl)imide (Li-TFSI) at 170 mg and TBP at 46.6% by volume in acetonitrile
Spin-coated at 3000 rpm for 30s