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 PCBM Library: A Family of Efficient and Diverse n-Type Organic  Semiconductors

Materials Science
 

Methanofullerene Phenyl-C61-Butyric-Acid-Methyl-Ester ([60]PCBM) is an effective solution processable n-type organic semiconductor. [60]PCBM is the most commonly used n-type semiconductor in organic photovoltaics (OPVs).1 It also shows promise in other applications, including photodetectors2 and organic field effect transistors (OFETs).3 Fabrication of thin film organic electronics devices is complex, with slight variations of molecular structures having profound effects on film morphology and charge transport. To help you optimize the performance of your devices, Sigma-Aldrich is pleased to offer a library of PCBMs that includes [60]PCBM analogs based on higher fullerenes (C70 and C84), as well as derived by chemical alterations of the addend moiety to vary solubility and electronic properties. Members of the library have shown advantages in different devices and will help you explore and experiment in your research. Different purity grades of [60]PCBM are available for device scale-up, research, and exploratory work. Tables 1 and 2 below provide application, properties, and product information to help you choose the PCBMs.

Note: Do you need polymer semiconductors to complete your devices? Follow this link for the related web page that will help your choice: New Polymer Semiconductors.

Table 1: Sigma-Aldrich PCBM Library

Product Number Product Name Structure Applications Add to Cart
684430 Phenyl-C61-Butyric-Acid-Methyl Ester, [60]PCBM,
99% (scale-up grade)

Best-known PCBM compound. Effective n-type semiconductor soluble in organic solvents. Used for solar cells (OPVs), thin-film transistors (OFETs), and photodetectors.1-3
684449 Phenyl-C61-Butyric-Acid-Methyl Ester, [60]PCBM,
99.5% (research grade)
684457 Phenyl-C61-Butyric-Acid-Methyl Ester, [60]PCBM,
99.9% (for exploratory work)
684465 Phenyl-C71-Butyric-Acid-Methyl Ester, [70]PCBM, 99% [70]PCBM has increased optical absorption in the visible region compared to [60PCBM. This can lead to improved light-harvesting in OPVs,4 especially in combination with large bandgap donors like MDMO-PPV (546461)
684473 Phenyl-C85-Butyric-Acid-Methyl Ester, [84]PCBM, 99% [84]PCBM has the strongest visible absorption and highest electron accepting ability of available PCBMs. Very low LUMO makes [84]PCBM a promising material for OFETs.5
685321 Phenyl-C61-Butyric-Acid-Butyl Ester, PCBB, [60]PCB-C4> 97% PCBB is slightly more soluble than [60]PCBM, resulting in improved film morphology and higher performing OPV devices deposited from certain organic solvents (THF, p-xylene).6
684481 Phenyl-C61-Butyric-Acid-Octyl Ester, PCBO, [60]PCB-C8 , 99% Highly soluble PCBM suitable for applications as a general electron acceptor and scavenger in organic solvents and blends.
688215 Thienyl-C61-Butyric-Acid-Methyl Ester, [60]ThCBM, 99% PCBM derivative optimized for optimal blending with polythiophene p-type semiconductors, such as P3HT (669067).7
684503 Pentadeuterophenyl-C61-Butyric-Acid-Methyl Ester, d5-PCBM, 99%

Isotopically labeled PCBM for spectroscopic (e.g. SIMS) studies of film morphology and diffusion in thin-film organic devices.

 

Table 2:  Properties of selected PCBMs *

Product [60]PCBM [70]PCBM [84]PCBM [60]ThCBM
Product Number 684430
684449
684457
684465 684473 688215
First Reduction Potential, E1/2 (V)  -1.078  -1.089  -0.730  -1.08
Solubility (mg/ml)
 · toluene
 · p-xylene
 · chlorobenzene
 · chloroform
 · o-dichlorobenzene (ODCB)
 
 10
 5
 25
 25
 30

 20
 10
 40
 30
 70
 
 5
 5
 10
 20
 20
Molar Extinction Coefficients
(mol-1 cm-1)
400 nm
650 nm


 4,900
 <1,000


 19,000
 2,000


 28,000
 4,000
 

* From Kronholm, D.; Hummelen, J. Material Matters 2007, Vol. 2 No. 3.

References
1. Gunes, S.; Neugebauer, H.; Sacriciftci, N. Chem. Rev. 2007, 107, 1324.
2. Rauch, T.; Henseler, D.; Schilinky, P.; Waldauf, C.; Hauch, J.; Brabec, C. Proc. of the 4th IEEE Conf. on Nanotechnology 2004, 632.
3. Anthopoulous, T.; de Leeuw, D.; Cantatore, E.; van’t Hof, P.; Alma, J.; Hummelen, J.C. J. Appl. Phys. 2005, 98, 503.
4. Wienk, M.; Kroon, J.; Verhees, W.; Knol, J.; Hummelen, J.; van Hal, P.; Janssen, A. Angew. Chem. Int. Ed. 2003, 42, 3371.
5. Anthopoulous, T.; Kooistra, F.; Wondergem, H.; Kronholm, D.; Hummelen, J.; de Leeuw, D. Adv. Materials 2006, 18, 1679.
6. Zheng, L.; Zhou, Q.; Deng, X.; Yuan, M.; Yu, G.; Cao, Y. J. Phys. Chem. B 2004, 108, 11921.
7. Popescu, M.; van’t Hof, P.; Sieval, A.; Jonkman, H.; Hummelen, J. Appl. Phys. Lett. 2006, 89, 213507.


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