Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations

Tabet, N.; Harrabi, K.; Mehmood, U.; Hussein, I. A.; Peeters, F. M.; Zhang, J.; McLachlan, M. A.

doi:10.1063/1.4923352

Title: Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations

Full Record
Other Related Research

Abstract

Using first principles density functional theory in combination with the nonequilibrium Green's function formalism, we study the effect of derivatization on the electronic and transport properties of C{sub 60} fullerene. As a typical example, we consider [6,6]-phenyl-C{sub 61}-butyric acid methyl ester (PCBM), which forms one of the most efficient organic photovoltaic materials in combination with electron donating polymers. Extra peaks are observed in the density of states (DOS) due to the formation of new electronic states localized at/near the attached molecule. Despite such peculiar behavior in the DOS of an isolated molecule, derivatization does not have a pronounced effect on the electronic transport properties of the fullerene molecular junctions. Both C{sub 60} and PCBM show the same response to finite voltage biasing with new features in the transmission spectrum due to voltage induced delocalization of some electronic states. We also study the diffusive motion of molecular fullerenes in ethanol solvent and inside poly(3-hexylthiophene) lamella using reactive molecular dynamics simulations. We found that the mobility of the fullerene reduces considerably due to derivatization; the diffusion coefficient of C{sub 60} is an order of magnitude larger than the one for PCBM.

Authors:

Tabet, N. ^[1]; Harrabi, K. ^[2]; Mehmood, U.; Hussein, I. A. ^[3]; Peeters, F. M. ^[4]; Zhang, J. ^[5]; McLachlan, M. A. ^[6]

Qatar Environment and Energy Research Institute (QEERI), Hamad Ben Khalifa University (HBKU), Qatar Foundation, P.O. Box 5825, Doha (Qatar)
Department of Physics, King Fahd University of Petroleum and Minerals, 31261 Dhahran (Saudi Arabia)
Department of Chemical Engineering, King Fahd University of Petroleum and Minerals, 31261 Dharan (Saudi Arabia)
Departement Fysica, Universiteit Antwerpen, Groenenborgerlaan 171, B-2020 Antwerpen (Belgium)
Department of Materials and London Centre for Nanotechnology, Imperial College London, SW7 2AZ London (United Kingdom)
Department of Materials and Centre for Plastic Electronics, Imperial College London, SW7 2AZ London (United Kingdom)

Publication Date:: Tue Jul 14 00:00:00 EDT 2015

OSTI Identifier:: 22490781

Resource Type:: Journal Article

Journal Name:: Journal of Applied Physics

Additional Journal Information:: Journal Volume: 118; Journal Issue: 2; Other Information: (c) 2015 AIP Publishing LLC; Country of input: International Atomic Energy Agency (IAEA); Journal ID: ISSN 0021-8979

Country of Publication:: United States

Language:: English

Subject:: 71 CLASSICAL AND QUANTUM MECHANICS, GENERAL PHYSICS; BUTYRIC ACID; DENSITY FUNCTIONAL METHOD; DENSITY OF STATES; DERIVATIZATION; ELECTRIC POTENTIAL; ESTERS; ETHANOL; FULLERENES; MOLECULAR DYNAMICS METHOD; MOLECULES; PHOTOVOLTAIC EFFECT; SIMULATION; SPECTRA

Citation Formats


                    Berdiyorov, G., E-mail: gberdiyorov@qf.org.qa, Tabet, N., Harrabi, K., Mehmood, U., Hussein, I. A., Peeters, F. M., Zhang, J., and McLachlan, M. A. Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations.  United States: N. p., 2015. 
        Web.  doi:10.1063/1.4923352.

Copy to clipboard


                    Berdiyorov, G., E-mail: gberdiyorov@qf.org.qa, Tabet, N., Harrabi, K., Mehmood, U., Hussein, I. A., Peeters, F. M., Zhang, J., & McLachlan, M. A. Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations.  United States.  https://doi.org/10.1063/1.4923352

Copy to clipboard


                    Berdiyorov, G., E-mail: gberdiyorov@qf.org.qa, Tabet, N., Harrabi, K., Mehmood, U., Hussein, I. A., Peeters, F. M., Zhang, J., and McLachlan, M. A. 2015.  
        "Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations".  United States.  https://doi.org/10.1063/1.4923352.

Copy to clipboard


                    
@article{osti_22490781,

  title        = {Derivatization and diffusive motion of molecular fullerenes: Ab initio and atomistic simulations},

  author       = {Berdiyorov, G., E-mail: gberdiyorov@qf.org.qa and Tabet, N. and Harrabi, K. and Mehmood, U. and Hussein, I. A. and Peeters, F. M. and Zhang, J. and McLachlan, M. A.},

  abstractNote = {Using first principles density functional theory in combination with the nonequilibrium Green's function formalism, we study the effect of derivatization on the electronic and transport properties of C{sub 60} fullerene. As a typical example, we consider [6,6]-phenyl-C{sub 61}-butyric acid methyl ester (PCBM), which forms one of the most efficient organic photovoltaic materials in combination with electron donating polymers. Extra peaks are observed in the density of states (DOS) due to the formation of new electronic states localized at/near the attached molecule. Despite such peculiar behavior in the DOS of an isolated molecule, derivatization does not have a pronounced effect on the electronic transport properties of the fullerene molecular junctions. Both C{sub 60} and PCBM show the same response to finite voltage biasing with new features in the transmission spectrum due to voltage induced delocalization of some electronic states. We also study the diffusive motion of molecular fullerenes in ethanol solvent and inside poly(3-hexylthiophene) lamella using reactive molecular dynamics simulations. We found that the mobility of the fullerene reduces considerably due to derivatization; the diffusion coefficient of C{sub 60} is an order of magnitude larger than the one for PCBM.},

  doi          = {10.1063/1.4923352},

  url          = {https://www.osti.gov/biblio/22490781},
  journal      = {Journal of Applied Physics},

  issn         = {0021-8979},

  number       = 2,

  volume       = 118,

  place        = {United States},

  year         = {Tue Jul 14 00:00:00 EDT 2015},

  month        = {Tue Jul 14 00:00:00 EDT 2015}

}

Copy to clipboard

Journal Article:

https://doi.org/10.1063/1.4923352

Other availability

Find in Google Scholar

Search WorldCat to find libraries that may hold this journal

Save / Share:

Export Metadata

Save to My Library

Similar records in OSTI.GOV collections:

Molecular tail chemistry controls thermal transport in fullerene films

Journal Article Giri, Ashutosh; Chou, Stanley; Drury, Daniel; ... - Physical Review Materials

Herein we repormore »« less
Cited by 6
https://doi.org/10.1103/physrevmaterials.4.065404

Full Text Available
Spin signatures of photogenerated radical anions in polymer-[70] fullerene bulk-heterojunctions : high-frequency pulsed EPR spectroscopy.

Journal Article Poluektov, O; Filippone, S; Martin, N; ... - Journal of Physical Chemistry B

Charged polarons in thin films of polymer-fullerene composites are investigated by light-induced electron paramagnetic resonance (EPR) at 9.5 GHz (X-band) and 130 GHz (D-band). The materials studied were poly(3-hexylthiophene) (PHT), [6,6]-phenyl-C61-butyric acid methyl ester (C{sub 60}-PCBM), and two different soluble C{sub 70}-derivates: C{sub 70}-PCBM and diphenylmethano[70]fullerene oligoether (C{sub 70}-DPM-OE). The first experimental identification of the negative polaron localized on the C{sub 70}-cage in polymer-fullerene bulk heterojunctions has been obtained. When recorded at conventional X-band EPR, this signal is overlapping with the signal of the positive polaron, which does not allow for its direct experimental identification. Owing to the superior spectralmore »« less
https://doi.org/10.1021/jp1012347
Spin signatures of photogenerated radical anions in polymer-[70]fullerene bulk-heterojunctions : high-frequency pulsed EPR spectroscopy.

Journal Article Poluektov, O; Filippone, S; Martin, N; ... - J. Phys. Chem. B

Charged polarons in thin films of polymer-fullerene composites are investigated by light-induced electron paramagnetic resonance (EPR) at 9.5 GHz (X-band) and 130 GHz (D-band). The materials studied were poly(3-hexylthiophene) (PHT), [6,6]-phenyl-C61-butyric acid methyl ester (C{sub 60}-PCBM), and two different soluble C{sub 70}-derivates: C{sub 70}-PCBM and diphenylmethano[70]fullerene oligoether (C{sub 70}-DPM-OE). The first experimental identification of the negative polaron localized on the C{sub 70}-cage in polymer-fullerene bulk heterojunctions has been obtained. When recorded at conventional X-band EPR, this signal is overlapping with the signal of the positive polaron, which does not allow for its direct experimental identification. Owing to the superior spectralmore »« less
https://doi.org/10.1021/jp1012347
Density functional study of the electronic structure of dye-functionalized fullerenes and their model donor-acceptor complexes containing P3HT

Journal Article Baruah, Tunna; Garnica, Amanda; Paggen, Marina; ... - Journal of Chemical Physics

Here, we study the electronic structure of C₆₀ fullerenes functionalized with a thiophene-diketopyrrolopyrrole-thiophene based chromophore using density functional theory combined with large polarized basis sets. As the attached chromophore has electron donor character, the functionalization of the fullerene leads to a donor-acceptor (DA) system. We examine in detail the effect of the linker and the addition site on the electronic structure of the functionalized fullerenes. We further study the electronic structure of these DA complexes with a focus on the charge transfer excitations. Finally, we examine the interface of the functionalized fullerenes with the widely used poly(3-hexylthiophene-2,5-diyl) (P3HT) donor. Ourmore »« less
Cited by 7
https://doi.org/10.1063/1.4944469

Full Text Available
Density functional study of the electronic structure of dye-functionalized fullerenes and their model donor-acceptor complexes containing P3HT

Journal Article Baruah, Tunna; Garnica, Amanda; Paggen, Marina; ... - Journal of Chemical Physics

We study the electronic structure of C{sub 60} fullerenes functionalized with a thiophene-diketo-pyrrolopyrrole-thiophene based chromophore using density functional theory combined with large polarized basis sets. As the attached chromophore has electron donor character, the functionalization of the fullerene leads to a donor-acceptor (DA) system. We examine in detail the effect of the linker and the addition site on the electronic structure of the functionalized fullerenes. We further study the electronic structure of these DA complexes with a focus on the charge transfer excitations. Finally, we examine the interface of the functionalized fullerenes with the widely used poly(3-hexylthiophene-2,5-diyl) (P3HT) donor. Ourmore »« less
https://doi.org/10.1063/1.4944469

Similar Records