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Title: Triplet Transfer Mediates Triplet Pair Separation during Singlet Fission in 6,13-Bis(triisopropylsilylethynyl)-Pentacene

Authors:
 [1];  [2];  [3];  [1];  [4];  [1];  [5];  [6]; ORCiD logo [5];  [3]; ORCiD logo [7]; ORCiD logo [8]
  1. Department of Chemistry, The Pennsylvania State University, 104 Chemistry Building State College PA 16801 USA
  2. Intercollege Materials Science and Engineering Program, The Pennsylvania State University, 225 Steidle Building Universtiy Park PA 16802 USA, Department of Materials Science and Engineering, The Pennsylvania State University, 225 Steidle Building University Park PA 16802 USA
  3. Department of Materials Science and Engineering, The Pennsylvania State University, 225 Steidle Building University Park PA 16802 USA, Materials Research Institute, The Pennsylvania State University, N-317 Millenium Science Complex University Park PA 16802 USA
  4. Department of Chemical Engineering, The Pennsylvania State University, 119 Greenberg Complex University Park PA 16802 USA
  5. Department of Chemistry, University of Kentucky, 161 Jacobs Science Building Lexington KY 40506 USA
  6. Materials Research Institute, The Pennsylvania State University, N-317 Millenium Science Complex University Park PA 16802 USA
  7. Materials Research Institute, The Pennsylvania State University, N-317 Millenium Science Complex University Park PA 16802 USA, Department of Chemical Engineering, The Pennsylvania State University, 119 Greenberg Complex University Park PA 16802 USA
  8. Department of Chemistry, The Pennsylvania State University, 104 Chemistry Building State College PA 16801 USA, Intercollege Materials Science and Engineering Program, The Pennsylvania State University, 225 Steidle Building Universtiy Park PA 16802 USA
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1400422
Grant/Contract Number:  
SC0008120
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Advanced Functional Materials
Additional Journal Information:
Journal Name: Advanced Functional Materials Journal Volume: 27 Journal Issue: 46; Journal ID: ISSN 1616-301X
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

Grieco, Christopher, Doucette, Grayson S., Munro, Jason M., Kennehan, Eric R., Lee, Youngmin, Rimshaw, Adam, Payne, Marcia M., Wonderling, Nichole, Anthony, John E., Dabo, Ismaila, Gomez, Enrique D., and Asbury, John B. Triplet Transfer Mediates Triplet Pair Separation during Singlet Fission in 6,13-Bis(triisopropylsilylethynyl)-Pentacene. Germany: N. p., 2017. Web. doi:10.1002/adfm.201703929.
Grieco, Christopher, Doucette, Grayson S., Munro, Jason M., Kennehan, Eric R., Lee, Youngmin, Rimshaw, Adam, Payne, Marcia M., Wonderling, Nichole, Anthony, John E., Dabo, Ismaila, Gomez, Enrique D., & Asbury, John B. Triplet Transfer Mediates Triplet Pair Separation during Singlet Fission in 6,13-Bis(triisopropylsilylethynyl)-Pentacene. Germany. doi:10.1002/adfm.201703929.
Grieco, Christopher, Doucette, Grayson S., Munro, Jason M., Kennehan, Eric R., Lee, Youngmin, Rimshaw, Adam, Payne, Marcia M., Wonderling, Nichole, Anthony, John E., Dabo, Ismaila, Gomez, Enrique D., and Asbury, John B. Fri . "Triplet Transfer Mediates Triplet Pair Separation during Singlet Fission in 6,13-Bis(triisopropylsilylethynyl)-Pentacene". Germany. doi:10.1002/adfm.201703929.
@article{osti_1400422,
title = {Triplet Transfer Mediates Triplet Pair Separation during Singlet Fission in 6,13-Bis(triisopropylsilylethynyl)-Pentacene},
author = {Grieco, Christopher and Doucette, Grayson S. and Munro, Jason M. and Kennehan, Eric R. and Lee, Youngmin and Rimshaw, Adam and Payne, Marcia M. and Wonderling, Nichole and Anthony, John E. and Dabo, Ismaila and Gomez, Enrique D. and Asbury, John B.},
abstractNote = {},
doi = {10.1002/adfm.201703929},
journal = {Advanced Functional Materials},
number = 46,
volume = 27,
place = {Germany},
year = {2017},
month = {10}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1002/adfm.201703929

Citation Metrics:
Cited by: 7 works
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Works referenced in this record:

Singlet fission of hot excitons in π -conjugated polymers
journal, June 2015

  • Zhai, Yaxin; Sheng, Chuanxiang; Vardeny, Z. Valy
  • Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences, Vol. 373, Issue 2044
  • DOI: 10.1098/rsta.2014.0327

Enhanced external quantum efficiency in an organic photovoltaic cell via singlet fission exciton sensitizer
journal, September 2012

  • Reusswig, P. D.; Congreve, D. N.; Thompson, N. J.
  • Applied Physics Letters, Vol. 101, Issue 11
  • DOI: 10.1063/1.4752445

Hybrid pentacene/a-silicon solar cells utilizing multiple carrier generation via singlet exciton fission
journal, October 2012

  • Ehrler, Bruno; Musselman, Kevin P.; Böhm, Marcus L.
  • Applied Physics Letters, Vol. 101, Issue 15
  • DOI: 10.1063/1.4757612

Different Rates of Singlet Fission in Monoclinic versus Orthorhombic Crystal Forms of Diphenylhexatriene
journal, November 2013

  • Dillon, Robert J.; Piland, Geoffrey B.; Bardeen, Christopher J.
  • Journal of the American Chemical Society, Vol. 135, Issue 46
  • DOI: 10.1021/ja409266s

Recent Advances in Singlet Fission
journal, April 2013


Structure and Dynamics of the 1 (TT) State in a Quinoidal Bithiophene: Characterizing a Promising Intramolecular Singlet Fission Candidate
journal, December 2015

  • Chien, Alan D.; Molina, Andrew R.; Abeyasinghe, Neranga
  • The Journal of Physical Chemistry C, Vol. 119, Issue 51
  • DOI: 10.1021/acs.jpcc.5b07786

Polymorphism influences singlet fission rates in tetracene thin films
journal, January 2016

  • Arias, Dylan H.; Ryerson, Joseph L.; Cook, Jasper D.
  • Chemical Science, Vol. 7, Issue 2
  • DOI: 10.1039/C5SC03535J

Singlet Fission in Quinoidal Oligothiophenes
journal, June 2016

  • Elfers, Nikolai; Lyskov, Igor; Spiegel, J. Dominik
  • The Journal of Physical Chemistry C, Vol. 120, Issue 26
  • DOI: 10.1021/acs.jpcc.6b02263

What controls triplet exciton transfer in organic semiconductors?
journal, January 2011

  • Köhler, Anna; Bässler, Heinz
  • J. Mater. Chem., Vol. 21, Issue 12
  • DOI: 10.1039/C0JM02886J

Triplet diffusion leads to triplet–triplet annihilation in organic phosphorescent emitters
journal, December 2013


Triplet diffusion in singlet exciton fission sensitized pentacene solar cells
journal, October 2013

  • Tabachnyk, Maxim; Ehrler, Bruno; Bayliss, Sam
  • Applied Physics Letters, Vol. 103, Issue 15
  • DOI: 10.1063/1.4824420

Triplet vs Singlet Energy Transfer in Organic Semiconductors: The Tortoise and the Hare
journal, August 2012

  • Yost, Shane R.; Hontz, Eric; Yeganeh, Sina
  • The Journal of Physical Chemistry C, Vol. 116, Issue 33
  • DOI: 10.1021/jp304433t

Rietveld refinement guidelines
journal, February 1999

  • McCusker, L. B.; Von Dreele, R. B.; Cox, D. E.
  • Journal of Applied Crystallography, Vol. 32, Issue 1
  • DOI: 10.1107/S0021889898009856

Singlet Fission of Non-polycyclic Aromatic Molecules in Organic Photovoltaics
journal, December 2015


Slow Singlet Fission Observed in a Polycrystalline Perylenediimide Thin Film
journal, November 2016

  • Le, Aaron K.; Bender, Jon A.; Roberts, Sean T.
  • The Journal of Physical Chemistry Letters, Vol. 7, Issue 23
  • DOI: 10.1021/acs.jpclett.6b02320

Thermally Induced Solid-State Phase Transition of Bis(triisopropylsilylethynyl) Pentacene Crystals
journal, August 2006

  • Chen, Jihua; Anthony, John; Martin, David C.
  • The Journal of Physical Chemistry B, Vol. 110, Issue 33, p. 16397-16403
  • DOI: 10.1021/jp0627877

Exciton Delocalization Drives Rapid Singlet Fission in Nanoparticles of Acene Derivatives
journal, May 2015

  • Pensack, Ryan D.; Tilley, Andrew J.; Parkin, Sean R.
  • Journal of the American Chemical Society, Vol. 137, Issue 21
  • DOI: 10.1021/ja512668r

Characterization of the molecular parameters determining charge transport in anthradithiophene
journal, May 2004

  • Kwon, O.; Coropceanu, V.; Gruhn, N. E.
  • The Journal of Chemical Physics, Vol. 120, Issue 17
  • DOI: 10.1063/1.1689636

Competition between Singlet Fission and Charge Separation in Solution-Processed Blend Films of 6,13-Bis(triisopropylsilylethynyl)pentacene with Sterically-Encumbered Perylene-3,4:9,10-bis(dicarboximide)s
journal, December 2011

  • Ramanan, Charusheela; Smeigh, Amanda L.; Anthony, John E.
  • Journal of the American Chemical Society, Vol. 134, Issue 1
  • DOI: 10.1021/ja2080482

Light Absorption and Energy Transfer in the Antenna Complexes of Photosynthetic Organisms
journal, March 2016


Determination of long-distance intramolecular triplet energy-transfer rates. Quantitative comparison with electron transfer
journal, April 1988

  • Closs, Gerhard L.; Piotrowiak, Piotr.; MacInnis, Jean M.
  • Journal of the American Chemical Society, Vol. 110, Issue 8
  • DOI: 10.1021/ja00216a051

Polymorph-Selective Preparation and Structural Characterization of Perylene Single Crystals
journal, October 2015

  • Pick, André; Klues, Michael; Rinn, Andre
  • Crystal Growth & Design, Vol. 15, Issue 11
  • DOI: 10.1021/acs.cgd.5b01130

Molecular mechanics parameters for organosilicon compounds calculated fromab initio computations
journal, January 1988

  • Grigoras, Stelian; Lane, Thomas H.
  • Journal of Computational Chemistry, Vol. 9, Issue 1
  • DOI: 10.1002/jcc.540090105

On the Number of Statistically Independent Observations in a Powder Diffraction Pattern
journal, December 1995

  • Altomare, A.; Cascarano, G.; Giacovazzo, C.
  • Journal of Applied Crystallography, Vol. 28, Issue 6
  • DOI: 10.1107/S0021889895009757

Transport Properties in the Rubrene Crystal: Electronic Coupling and Vibrational Reorganization Energy
journal, April 2005

  • da Silva Filho, D. A.; Kim, E. -G.; Brédas, J. -L.
  • Advanced Materials, Vol. 17, Issue 8
  • DOI: 10.1002/adma.200401866

Observation of Two Triplet-Pair Intermediates in Singlet Exciton Fission
journal, June 2016

  • Pensack, Ryan D.; Ostroumov, Evgeny E.; Tilley, Andrew J.
  • The Journal of Physical Chemistry Letters, Vol. 7, Issue 13
  • DOI: 10.1021/acs.jpclett.6b00947

Correlated Pair States Formed by Singlet Fission and Exciton–Exciton Annihilation
journal, December 2015


Effects of Crystal Morphology on Singlet Exciton Fission in Diketopyrrolopyrrole Thin Films
journal, February 2016

  • Hartnett, Patrick E.; Margulies, Eric A.; Mauck, Catherine M.
  • The Journal of Physical Chemistry B, Vol. 120, Issue 7
  • DOI: 10.1021/acs.jpcb.5b10565

Constrained Density Functional Theory
journal, November 2011

  • Kaduk, Benjamin; Kowalczyk, Tim; Van Voorhis, Troy
  • Chemical Reviews, Vol. 112, Issue 1
  • DOI: 10.1021/cr200148b

Discerning Variable Extents of Interdomain Orientational and Structural Heterogeneity in Solution-Cast Polycrystalline Organic Semiconducting Thin Films
journal, July 2015

  • Wong, Cathy Y.; Folie, Brendan D.; Cotts, Benjamin L.
  • The Journal of Physical Chemistry Letters, Vol. 6, Issue 16
  • DOI: 10.1021/acs.jpclett.5b01416

Relating the Physical Structure and Optoelectronic Function of Crystalline TIPS-Pentacene
journal, December 2014

  • Sharifzadeh, Sahar; Wong, Cathy Y.; Wu, Hao
  • Advanced Functional Materials, Vol. 25, Issue 13
  • DOI: 10.1002/adfm.201403005

Calculating Electron-Transfer Coupling with Density Functional Theory: The Long-Range-Corrected Density Functionals
journal, December 2014

  • You, Zhi-Qiang; Hung, Yi-Chen; Hsu, Chao-Ping
  • The Journal of Physical Chemistry B, Vol. 119, Issue 24
  • DOI: 10.1021/jp511216c

Ultrafast Singlet Fission in a Push–Pull Low-Bandgap Polymer Film
journal, December 2015

  • Kasai, Yukitomo; Tamai, Yasunari; Ohkita, Hideo
  • Journal of the American Chemical Society, Vol. 137, Issue 51
  • DOI: 10.1021/jacs.5b09361

Theory and calculation for the electronic coupling in excitation energy transfer
journal, August 2013

  • You, Zhi-Qiang; Hsu, Chao-Ping
  • International Journal of Quantum Chemistry, Vol. 114, Issue 2
  • DOI: 10.1002/qua.24528

Charge Transport in Organic Semiconductors
journal, April 2007

  • Coropceanu, Veaceslav; Cornil, Jérôme; da Silva Filho, Demetrio A.
  • Chemical Reviews, Vol. 107, Issue 4
  • DOI: 10.1021/cr050140x

Force Fields and Point Charges for Crystal Structure Modeling
journal, March 2009

  • Svärd, Michael; Rasmuson, Åke C.
  • Industrial & Engineering Chemistry Research, Vol. 48, Issue 6
  • DOI: 10.1021/ie800502m

Functionalized Pentacene:  Improved Electronic Properties from Control of Solid-State Order
journal, September 2001

  • Anthony, John E.; Brooks, James S.; Eaton, David L.
  • Journal of the American Chemical Society, Vol. 123, Issue 38
  • DOI: 10.1021/ja0162459

Effect of Electronic Polarization on Charge-Transport Parameters in Molecular Organic Semiconductors
journal, August 2006

  • Valeev, Edward F.; Coropceanu, Veaceslav; da Silva Filho, Demetrio A.
  • Journal of the American Chemical Society, Vol. 128, Issue 30
  • DOI: 10.1021/ja061827h

A design strategy for intramolecular singlet fission mediated by charge-transfer states in donor–acceptor organic materials
journal, January 2015

  • Busby, Erik; Xia, Jianlong; Wu, Qin
  • Nature Materials, Vol. 14, Issue 4
  • DOI: 10.1038/nmat4175

Time-Dependent Density-Functional Description of the 1 L a State in Polycyclic Aromatic Hydrocarbons: Charge-Transfer Character in Disguise?
journal, April 2011

  • Richard, Ryan M.; Herbert, John M.
  • Journal of Chemical Theory and Computation, Vol. 7, Issue 5
  • DOI: 10.1021/ct100607w

Organic semiconductors: A theoretical characterization of the basic parameters governing charge transport
journal, April 2002

  • Bredas, J. L.; Calbert, J. P.; da Silva Filho, D. A.
  • Proceedings of the National Academy of Sciences, Vol. 99, Issue 9
  • DOI: 10.1073/pnas.092143399

Understanding Polymorphism in Organic Semiconductor Thin Films through Nanoconfinement
journal, November 2014

  • Diao, Ying; Lenn, Kristina M.; Lee, Wen-Ya
  • Journal of the American Chemical Society, Vol. 136, Issue 49
  • DOI: 10.1021/ja507179d

Sub-Picosecond Singlet Exciton Fission in Cyano-Substituted Diaryltetracenes
journal, June 2015

  • Margulies, Eric A.; Wu, Yi-Lin; Gawel, Przemyslaw
  • Angewandte Chemie International Edition, Vol. 54, Issue 30
  • DOI: 10.1002/anie.201501355

Negative Polaron and Triplet Exciton Diffusion in Organometallic “Molecular Wires”
journal, July 2011

  • Keller, Julia M.; Glusac, Ksenija D.; Danilov, Evgeny O.
  • Journal of the American Chemical Society, Vol. 133, Issue 29
  • DOI: 10.1021/ja202898p

Molecular Design of a Room-Temperature Maser
journal, April 2016

  • Bogatko, Stuart; Haynes, Peter D.; Sathian, Juna
  • The Journal of Physical Chemistry C, Vol. 120, Issue 15
  • DOI: 10.1021/acs.jpcc.6b00150

Exciton Correlations in Intramolecular Singlet Fission
journal, June 2016

  • Sanders, Samuel N.; Kumarasamy, Elango; Pun, Andrew B.
  • Journal of the American Chemical Society, Vol. 138, Issue 23
  • DOI: 10.1021/jacs.6b00657

Dynamic Exchange During Triplet Transport in Nanocrystalline TIPS-Pentacene Films
journal, December 2016

  • Grieco, Christopher; Doucette, Grayson S.; Pensack, Ryan D.
  • Journal of the American Chemical Society, Vol. 138, Issue 49
  • DOI: 10.1021/jacs.6b10010

Charge-Transfer and Energy-Transfer Processes in π-Conjugated Oligomers and Polymers:  A Molecular Picture
journal, November 2004

  • Brédas, Jean-Luc; Beljonne, David; Coropceanu, Veaceslav
  • Chemical Reviews, Vol. 104, Issue 11
  • DOI: 10.1021/cr040084k

Tuning charge transport in solution-sheared organic semiconductors using lattice strain
journal, December 2011

  • Giri, Gaurav; Verploegen, Eric; Mannsfeld, Stefan C. B.
  • Nature, Vol. 480, Issue 7378, p. 504-508
  • DOI: 10.1038/nature10683

Two Thin Film Polymorphs of the Singlet Fission Compound 1,3-Diphenylisobenzofuran
journal, May 2014

  • Ryerson, Joseph L.; Schrauben, Joel N.; Ferguson, Andrew J.
  • The Journal of Physical Chemistry C, Vol. 118, Issue 23
  • DOI: 10.1021/jp502122d

Triplet Excitation Energy Transfer with Constrained Density Functional Theory
journal, December 2010

  • Yeganeh, Sina; Voorhis, Troy Van
  • The Journal of Physical Chemistry C, Vol. 114, Issue 48, p. 20756-20763
  • DOI: 10.1021/jp106989t

Solution-Processable Singlet Fission Photovoltaic Devices
journal, December 2014

  • Yang, Le; Tabachnyk, Maxim; Bayliss, Sam L.
  • Nano Letters, Vol. 15, Issue 1
  • DOI: 10.1021/nl503650a

One-dimensional self-confinement promotes polymorph selection in large-area organic semiconductor thin films
journal, April 2014

  • Giri, Gaurav; Li, Ruipeng; Smilgies, Detlef-M
  • Nature Communications, Vol. 5, Issue 1
  • DOI: 10.1038/ncomms4573

Activated Singlet Exciton Fission in a Semiconducting Polymer
journal, August 2013

  • Musser, Andrew J.; Al-Hashimi, Mohammed; Maiuri, Margherita
  • Journal of the American Chemical Society, Vol. 135, Issue 34
  • DOI: 10.1021/ja405427j

Triplet Dynamics in Pentacene Crystals: Applications to Fission-Sensitized Photovoltaics
journal, December 2013

  • Poletayev, Andrey D.; Clark, Jenny; Wilson, Mark W. B.
  • Advanced Materials, Vol. 26, Issue 6
  • DOI: 10.1002/adma.201302427

Simultaneous benchmarking of ground- and excited-state properties with long-range-corrected density functional theory
journal, July 2008

  • Rohrdanz, Mary A.; Herbert, John M.
  • The Journal of Chemical Physics, Vol. 129, Issue 3
  • DOI: 10.1063/1.2954017

Transient analysis of organic electrophosphorescence. II. Transient analysis of triplet-triplet annihilation
journal, October 2000

  • Baldo, M. A.; Adachi, C.; Forrest, S. R.
  • Physical Review B, Vol. 62, Issue 16, p. 10967-10977
  • DOI: 10.1103/PhysRevB.62.10967