Spiro-OMeTAD

Base Information

• Chemical Name: Spiro-OMeTAD
• CAS No.: 207739-72-8
• Molecular Formula: C81H68N4O8
• Molecular Weight: 1225.45
• Hs Code.: 29222990
• DSSTox Substance ID: DTXSID90583231
• Nikkaji Number: J1.004.730G
• Wikidata: Q72507241
• Mol file: 207739-72-8.mol

Synonyms:207739-72-8;Spiro-OMeTAD;Spiro-MeOTAD;2,2',7,7'-Tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene;N2,N2,N2',N2',N7,N7,N7',N7'-Octakis(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine;2,2',7,7'-Tetrakis-(N,N-di-4-methoxyphenylamino)-9,9'-spirobifluorene;MFCD12022511;2-N,2-N,2-N',2-N',7-N,7-N,7-N',7-N'-octakis(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetramine;2,2',7,7'-Tetrakis(N,N-di-pmethoxyphenylamino)-9,9'-spirobifluorene;9,9'-Spirobi[9H-fluorene]-2,2',7,7'-tetramine, N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-methoxyphenyl)-;C81H68N4O8;2,2,7,7-tetrakis(N,N-di-p-methoxyphenylamine)-9,9-spirobifluorene;Spiro OMeTAD;SCHEMBL233470;DTXSID90583231;Spiro-MeOTAD, 99% (HPLC);XDXWNHPWWKGTKO-UHFFFAOYSA-N;BCP07062;AKOS022185114;SB66563;AC-33722;AS-19565;N2,N2,N2',N2',N7,N7,N7',N7'-Octakis(4-methoxyphenyl)-9,9'-spirobi[9H-fluorene]-2,2',7,7'-tetramine;SY068742;CS-0061972;A879432;J-013612;2,2',7,7'-Tetrakis(N,N-di-p-methoxyphenylamino)-9,9'-;2,2 inverted exclamation mark ,7,7 inverted exclamation mark -Tetrakis(N,N-p-dimethoxyphenylamino)-9,9 inverted exclamation mark - spirobifluorene;2,2 inverted exclamation mark ,7,7 inverted exclamation mark -Tetrakis-(N,N-di-4-methoxyphenylamino)-9,9 inverted exclamation mark -spirobifluorene;N~2~,N~2~,N~2'~,N~2'~,N~7~,N~7~,N~7'~,N~7'~-Octakis(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetramine;N2,N2,N2 inverted exclamation mark ,N2 inverted exclamation mark ,N7,N7,N7 inverted exclamation mark ,N7 inverted exclamation mark -Octakis(4-methoxyphenyl)-9,9 inverted exclamation mark -spirobi[fluorene]-2,2 inverted exclamation mark ,7,7 inverted exclamation mark -tetraamine

Chemical Property of Spiro-OMeTAD

Chemical Property:

• Melting Point: 234-238°C
• PKA: -1.22±0.20(Predicted)
• PSA: 86.80000
• Density: 1.357 g/cm³
• LogP: 19.97810
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly)
• XLogP3: 19.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 20
• Exact Mass: 1224.50371514
• Heavy Atom Count: 93
• Complexity: 1830

Purity/Quality:

99% ^*data from raw suppliers

2,2’,7,7’-Tetrakis-(N,N-di-4-methoxyphenylamino)-9,9’-spirobifluorene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N(C2=CC=C(C=C2)OC)C3=CC4=C(C=C3)C5=C(C46C7=C(C=CC(=C7)N(C8=CC=C(C=C8)OC)C9=CC=C(C=C9)OC)C1=C6C=C(C=C1)N(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC)C=C(C=C5)N(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC
• 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).
• Uses: suzuki reaction Spirobifluorene derivatives are suitable for use as charge-transfer materials, for photovoltaic cells, also as electroluminescent materials. 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.

Technology Process of Spiro-OMeTAD

There total 2 articles about Spiro-OMeTAD which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

bis(4-methoxyphenyl)amine (101-70-2) + 2,2',7,7'-tetrabromo-9,9'-spirobifluorene (128055-74-3) → N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-methoxypheny)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine (207739-72-8)

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate; In toluene; for 48h; Inert atmosphere; Reflux;

DOI:10.1007/s11426-018-9432-x

Reference yield:

4-tert-butylpyridine (3978-81-2) + Spiro[TFSI]2 → N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-methoxypheny)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine (207739-72-8) + 4-tert-butyl-1-{2,2',7,7'-tetrakis[bis(4-methoxyphenyl)amino]-9,9'-spirobi[fluoren]-4-yl}pyridin-1-ium

Guidance literature:

at 60 ℃; for 24h;

DOI:10.1002/chem.201801441

Reference yield: 95.0%

N2,N2,N2',N2',N7,N7,N7',N7'-octakis(4-methoxypheny)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine (207739-72-8) + silver(I) triflimide (189114-61-2) → Spiro[TFSI]2

Guidance literature:

In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c9cc09270f

upstream raw materials:

bis(4-methoxyphenyl)amine

2,2',7,7'-tetrabromo-9,9'-spirobifluorene

4-tert-butylpyridine