(6,6)-Phenyl C61 butyric acid methyl ester

Base Information

• Chemical Name: (6,6)-Phenyl C61 butyric acid methyl ester
• CAS No.: 160848-22-6
• Deprecated CAS: 1442463-10-6,1442463-14-0
• Molecular Formula: C72H14O2
• Molecular Weight: 910.902
• Hs Code.: 29163990
• European Community (EC) Number: 801-278-3
• Mol file: 160848-22-6.mol

Synonyms:PCBM;(6,6)-Phenyl C61 butyric acid methyl ester;160848-21-5;PC61BM;MFCD28156570;(6,6)-Phenyl C61 butyricacidmethylester;[6,6]-Phenyl-C61-butyric Acid Methyl Ester;[60]PCBM;Methyl [6,6]-Phenyl-C61-butyrate;Methyl [6.6]-Phenyl-C61-butyrate;FT-0686908;FT-0701450;M2088;P2682;D91578;1-[3-(Methoxycarbonyl)propyl]-1-phenyl-[6.6]C61;[6,6]-Phenyl-C61-butyric Acid Methyl Ester [for organic electronics]

Chemical Property of (6,6)-Phenyl C61 butyric acid methyl ester

Chemical Property:

• Melting Point: 292 °C
• Refractive Index: 1.866
• PSA: 26.30000
• Density: 2.567 g/cm³
• LogP: 18.58890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: chlorobenzene: soluble
• XLogP3: 18.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 910.099379685
• Heavy Atom Count: 74
• Complexity: 4190

Purity/Quality:

>99% ^*data from raw suppliers

Methyl[6,6]-phenyl-C61-butyrate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCCC1(C23C14C5=C6C7=C8C5=C9C1=C5C%10=C%11C%12=C%13C%10=C%10C1=C8C1=C%10C8=C%10C%14=C%15C%16=C%17C(=C%12C%12=C%17C%17=C%18C%16=C%16C%15=C%15C%10=C1C7=C%15C1=C%16C(=C%18C7=C2C2=C%10C(=C5C9=C42)C%11=C%12C%10=C%177)C3=C16)C%14=C%138)C1=CC=CC=C1
• Description: PCBM is a solubilised version of the buckminsterfullerene, C60, and is one of the most commonly used electron accepting materials in organic photovoltaic devices. The solubility enables PCBM to be dissolved in common solvents used for donor polymers, allowing the simultaneous casting of polymer and fullerene and the formation of an efficient bulk heterojunction. When used in a device with a donor polymer, PCBM enables rapid and efficient charge transfer and exciton dissociation , and has a high electron mobility [2].
• Uses: [60]PCBM is an n-type semi-conductor widely used as an electron transport material with low cost and high surface area in different energy based applications like organic photovoltaics (OPVs), perovskite solar cells (PSCs), field effect transistors (FETs) and photodetectors.

Technology Process of (6,6)-Phenyl C61 butyric acid methyl ester

There total 9 articles about (6,6)-Phenyl C61 butyric acid methyl ester 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: 98.0%

<6>-1-(3-(Methoxycarbonyl)propyl)-<5>-1-phenyl<5.6>C61 → [6,6]-phenyl C61butyric acid methyl ester (160848-22-6)

Guidance literature:

In 1,2-dichloro-benzene; Heating;

DOI:10.1021/jo00108a012

Reference yield: 90.0%

<6>-1-<3-(Methoxycarbonyl)propyl>-<5>-1-phenyl-<5,6>-C61 → [6,6]-phenyl C61butyric acid methyl ester (160848-22-6)

Guidance literature:

With trifluoroacetic acid; In various solvent(s); for 3h; Ambient temperature;

DOI:10.1021/jo00113a049

Reference yield: 70.0%

5,5-dibromo-5-phenylvaleric acid methyl ester + fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0) → [6,6]-phenyl C61butyric acid methyl ester (160848-22-6)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; 1,2-dichloro-benzene; for 1.5h; Reagent/catalyst; Irradiation;

DOI:10.1021/acs.joc.1c00593

upstream raw materials:

fullerene-C₆₀

5-phenyl-5-(p-toluenesulfonylhydrazide)methyl pentanoate

Methyl 4-benzoylbutanoate

dimethyl (5-methoxy-5-oxo-1-phenylpentyl)sulfonium triflate

Downstream raw materials:

[6,6]-phenyl-C61-butyric acid

4-([6,6]-phenyl-C₆₁)butanol

Refernces

• 1、 Gonzalez, Rosario,Hummelen, Jan C.,Wudl, Fred. "The Specific Acid-Catalyzed and Photochemical Isomerization of a Robust Fulleroid to a Methanofullerene". . p. 2618 - 2620. Retrieved 1995.
• 2、 Campisciano, Vincenzo,Riela, Serena,Noto, Renato,Gruttadauria, Michelangelo,Giacalone, Francesco. "Efficient microwave-mediated synthesis of fullerene acceptors for organic photovoltaics". . p. 63200 - 63207. Retrieved 2014.
• 3、 Hadad, Caroline,Syrgiannis, Zois,Bonasera, Aurelio,Prato, Maurizio. "Efficient microwave-assisted synthesis of PCBM methanofullerenes (C60 and C70)". . p. 1423 - 1427. Retrieved 2015.
• 4、 Kreher, David,Cariou, Michel,Liu, Sheng-Gao,Levillain, Eric,Veciana, Jaume,Rovira, Concepcio,Gorgues, Alain,Hudhomme, Pietrick. "Rigidified tetrathiafulvalene-[60]fullerene assemblies: Towards the control of through-space orientation between both electroactive units". . p. 2137 - 2159. Retrieved 2002.
• 5、 -. "Fullerene derivative and application thereof in perovskite solar cell". Paragraph 0083-0086. . Retrieved 2017/07/12.