Solvent controlled intramolecular electron transfer in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate and acetonitrile
Abstract
Time-resolved emission techniques were used to study the excited-state intramolecular electron transfer of 9-(4-biphenyl)-10-methylacridinium (BPAc+) in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate ([Im41][BF4])+ acetonitrile (ACN), a mixture previously shown to be of nearly constant polarity and nearly ideal mixing behavior. Reaction times (τrxn) track solvation times (τsolv) as a function of mixture composition over a range of more than 3 orders of magnitude in τsolv. This same correlation extends to a variety of neat dipolar solvents and ionic liquids. Reaction times are ∼2-fold larger than τsolv over most of the range studied but appear to reach a limiting value of ∼3 ps in the fastest solvents.
- Authors:
-
- Pennsylvania State Univ., University Park, PA (United States)
- Publication Date:
- Research Org.:
- Pennsylvania State Univ., University Park, PA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences, and Biosciences Division
- OSTI Identifier:
- 1512931
- Alternate Identifier(s):
- OSTI ID: 1417940
- Grant/Contract Number:
- SC0008640; DESC0008640
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Chemical Physics
- Additional Journal Information:
- Journal Volume: 148; Journal Issue: 19; Journal ID: ISSN 0021-9606
- Publisher:
- American Institute of Physics (AIP)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Rumble, Christopher A., and Maroncelli, Mark. Solvent controlled intramolecular electron transfer in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate and acetonitrile. United States: N. p., 2018.
Web. doi:10.1063/1.5000727.
Rumble, Christopher A., & Maroncelli, Mark. Solvent controlled intramolecular electron transfer in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate and acetonitrile. United States. https://doi.org/10.1063/1.5000727
Rumble, Christopher A., and Maroncelli, Mark. Thu .
"Solvent controlled intramolecular electron transfer in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate and acetonitrile". United States. https://doi.org/10.1063/1.5000727. https://www.osti.gov/servlets/purl/1512931.
@article{osti_1512931,
title = {Solvent controlled intramolecular electron transfer in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate and acetonitrile},
author = {Rumble, Christopher A. and Maroncelli, Mark},
abstractNote = {Time-resolved emission techniques were used to study the excited-state intramolecular electron transfer of 9-(4-biphenyl)-10-methylacridinium (BPAc+) in mixtures of 1-butyl-3-methylimidizolium tetrafluoroborate ([Im41][BF4])+ acetonitrile (ACN), a mixture previously shown to be of nearly constant polarity and nearly ideal mixing behavior. Reaction times (τrxn) track solvation times (τsolv) as a function of mixture composition over a range of more than 3 orders of magnitude in τsolv. This same correlation extends to a variety of neat dipolar solvents and ionic liquids. Reaction times are ∼2-fold larger than τsolv over most of the range studied but appear to reach a limiting value of ∼3 ps in the fastest solvents.},
doi = {10.1063/1.5000727},
journal = {Journal of Chemical Physics},
number = 19,
volume = 148,
place = {United States},
year = {Thu May 24 00:00:00 EDT 2018},
month = {Thu May 24 00:00:00 EDT 2018}
}
Web of Science
Figures / Tables:
Works referenced in this record:
The Photophysics of Three Naphthylmethylene Malononitriles
journal, September 2014
- Breffke, Jens; Williams, Brian W.; Maroncelli, Mark
- The Journal of Physical Chemistry B, Vol. 119, Issue 29
Solvation Dynamics and Proton Transfer in Diethylaminohydroxyflavone
journal, January 2017
- Rumble, Christopher A.; Breffke, Jens; Maroncelli, Mark
- The Journal of Physical Chemistry B, Vol. 121, Issue 3
Molecular Dynamics Study of Polysaccharides in Binary Solvent Mixtures of an Ionic Liquid and Water
journal, September 2011
- Liu, Hanbin; Sale, Kenneth L.; Simmons, Blake A.
- The Journal of Physical Chemistry B, Vol. 115, Issue 34
Excitation Wavelength Dependence of Excited State Intramolecular Proton Transfer Reaction of 4′- N , N -Diethylamino-3-hydroxyflavone in Room Temperature Ionic Liquids Studied by Optical Kerr Gate Fluorescence Measurement
journal, October 2013
- Suda, Kayo; Terazima, Masahide; Sato, Hirofumi
- The Journal of Physical Chemistry B, Vol. 117, Issue 41
A Comparison of Electron-Transfer Dynamics in Ionic Liquids and Neutral Solvents
journal, February 2012
- Lee, Heather Y.; Issa, Joseph B.; Isied, Stephan S.
- The Journal of Physical Chemistry C, Vol. 116, Issue 8
Solvent-Controlled Electron Transfer in Crystal Violet Lactone
journal, April 2011
- Li, Xiang; Maroncelli, Mark
- The Journal of Physical Chemistry A, Vol. 115, Issue 16
Molecular dynamics simulations of imidazolium-based ionic liquid/water mixtures: Alkyl side chain length and anion effects
journal, July 2010
- Feng, Shulu; Voth, Gregory A.
- Fluid Phase Equilibria, Vol. 294, Issue 1-2
Effects of Water Concentration on the Structural and Diffusion Properties of Imidazolium-Based Ionic Liquid–Water Mixtures
journal, January 2013
- Niazi, Amir A.; Rabideau, Brooks D.; Ismail, Ahmed E.
- The Journal of Physical Chemistry B, Vol. 117, Issue 5
Excitation Wavelength Dependence of the Solvation Dynamics of 4′- N , N -Diethylamino-3-methoxyflavon in Ionic Liquids
journal, July 2015
- Kimura, Yoshifumi; Suda, Kayo; Shibuya, Mako
- Bulletin of the Chemical Society of Japan, Vol. 88, Issue 7
Melting Behavior of Pyrrolidinium-Based Ionic Liquids and Their Binary Mixtures
journal, June 2010
- Kunze, Miriam; Jeong, Sangsik; Paillard, Elie
- The Journal of Physical Chemistry C, Vol. 114, Issue 28
Controlling the Outcome of Electron Transfer Reactions in Ionic Liquids
journal, September 2009
- Annapureddy, Harsha V. R.; Margulis, Claudio J.
- The Journal of Physical Chemistry B, Vol. 113, Issue 35
Communication: Unusual structure and transport in ionic liquid-hexane mixtures
journal, March 2015
- Liang, Min; Khatun, Sufia; Castner, Edward W.
- The Journal of Chemical Physics, Vol. 142, Issue 12
Excited state dynamics of 9,9′-bianthryl in room temperature ionic liquids as revealed by picosecond time-resolved fluorescence study
journal, May 2009
- Khara, Dinesh Chandra; Paul, Aniruddha; Santhosh, Kotni
- Journal of Chemical Sciences, Vol. 121, Issue 3
What Determines the Rate of Excited-State Intramolecular Electron-Transfer Reaction of 4-( N , N ′-dimethylamino)benzonitrile in Room Temperature Ionic Liquids? A Study in [bmim][PF 6 ]
journal, January 2012
- Santhosh, Kotni; Samanta, Anunay
- ChemPhysChem, Vol. 13, Issue 7
Studies on intramolecular electron transfer reaction in donor–spacer–acceptor systems in room-temperature ionic liquids
journal, February 2016
- Sahu, Prabhat Kumar; Das, Sudhir Kumar; Sarkar, Moloy
- Journal of Molecular Liquids, Vol. 214
Dynamic Stokes Shift of 9,9′-Bianthryl in Ionic Liquids: A Temperature Dependence Study
journal, May 2009
- Nagasawa, Yutaka; Oishi, Akito; Itoh, Tsuyoshi
- The Journal of Physical Chemistry C, Vol. 113, Issue 27
Solvation Dynamics in a Prototypical Ionic Liquid + Dipolar Aprotic Liquid Mixture: 1-Butyl-3-methylimidazolium Tetrafluoroborate + Acetonitrile
journal, January 2014
- Liang, Min; Zhang, Xin-Xing; Kaintz, Anne
- The Journal of Physical Chemistry B, Vol. 118, Issue 5
Ionic Liquids: Structure and Photochemical Reactions
journal, May 2011
- Castner, Edward W.; Margulis, Claudio J.; Maroncelli, Mark
- Annual Review of Physical Chemistry, Vol. 62, Issue 1
Excited State Intramolecular Proton Transfer Reaction of 4′- N , N -Diethylamino-3-hydroxyflavone and Solvation Dynamics in Room Temperature Ionic Liquids Studied by Optical Kerr Gate Fluorescence Measurement
journal, September 2010
- Kimura, Yoshifumi; Fukuda, Masanori; Suda, Kayo
- The Journal of Physical Chemistry B, Vol. 114, Issue 36
A Novel Ionic Liquid-in-Oil Microemulsion Composed of Biologically Acceptable Components: An Excitation Wavelength Dependent Fluorescence Resonance Energy Transfer Study
journal, March 2013
- Mandal, Sarthak; Ghosh, Surajit; Banerjee, Chiranjib
- The Journal of Physical Chemistry B, Vol. 117, Issue 11
Mixing Enthalpy for Binary Mixtures Containing Ionic Liquids
journal, May 2016
- Podgoršek, A.; Jacquemin, J.; Pádua, A. A. H.
- Chemical Reviews, Vol. 116, Issue 10
Photoinduced Electron Transfer in Arylacridinium Conjugates in a Solid Glass Matrix †
journal, June 2007
- Jones, Guilford; Yan, Dingxue; Hu, Jingqiu
- The Journal of Physical Chemistry B, Vol. 111, Issue 24
Macroscopic and Microscopic Study of 1-Ethyl-3-methyl-imidazolium Acetate–Water Mixtures
journal, October 2012
- Hall, Craig A.; Le, Kim A.; Rudaz, Cyrielle
- The Journal of Physical Chemistry B, Vol. 116, Issue 42
Picosecond solvation dynamics—A potential viewer of DMSO—Water binary mixtures
journal, February 2015
- Banik, Debasis; Kundu, Niloy; Kuchlyan, Jagannath
- The Journal of Chemical Physics, Vol. 142, Issue 5
Conductivity and Solvation Dynamics in Ionic Liquids
journal, March 2013
- Zhang, Xin-Xing; Liang, Min; Ernsting, Nikolaus P.
- The Journal of Physical Chemistry Letters, Vol. 4, Issue 7
Ultrafast photoinduced charge-shift reactions in electron donor-acceptor 9-arylacridinium ions
journal, October 1994
- Jones, Guilford; Farahat, Mohammad S.; Greenfield, Scott R.
- Chemical Physics Letters, Vol. 229, Issue 1-2
Picosecond solvation dynamics of coumarin 153: The importance of molecular aspects of solvation
journal, June 1987
- Maroncelli, Mark; Fleming, Graham R.
- The Journal of Chemical Physics, Vol. 86, Issue 11
How good is the generalized Langevin equation to describe the dynamics of photo-induced electron transfer in fluid solution?
journal, June 2017
- Angulo, Gonzalo; Jedrak, Jakub; Ochab-Marcinek, Anna
- The Journal of Chemical Physics, Vol. 146, Issue 24
Dielectric relaxation in ionic liquid/dipolar solvent binary mixtures: A semi-molecular theory
journal, March 2016
- Daschakraborty, Snehasis; Biswas, Ranjit
- The Journal of Chemical Physics, Vol. 144, Issue 10
Time-Resolved EPR Study of Photoexcited Triplet-State Formation in Electron-Donor-Substituted Acridinium Ions
journal, January 1996
- van Willigen, Hans; Jones, Guilford; Farahat, Mohammad S.
- The Journal of Physical Chemistry, Vol. 100, Issue 9
Ultrafast Charge Transfer Process of 9,9′-Bianthryl in Imidazolium Ionic Liquids
journal, December 2008
- Nagasawa, Yutaka; Itoh, Tsuyoshi; Yasuda, Masakazu
- The Journal of Physical Chemistry B, Vol. 112, Issue 49
Photoinduced charge-transfer dynamics of sequentially aligned donor–acceptor systems in an ionic liquid
journal, January 2013
- Muramatsu, Masayasu; Katayama, Tetsuro; Ito, Syoji
- Photochemical & Photobiological Sciences, Vol. 12, Issue 10
Heterogeneous Reaction Rates in an Ionic Liquid: Quantitative Results from Two-Dimensional Multiple Population-Period Transient Spectroscopy
journal, July 2011
- Sahu, Kalyanasis; Kern, Sean J.; Berg, Mark A.
- The Journal of Physical Chemistry A, Vol. 115, Issue 27
Anilide Linker Group as a Participant in Intramolecular Electron Transfer
journal, July 1997
- Jones, Guilford; Yan, Ding-Xue; Greenfield, Scott R.
- The Journal of Physical Chemistry A, Vol. 101, Issue 27
Dielectric Relaxation and Solvation Dynamics in a Prototypical Ionic Liquid + Dipolar Protic Liquid Mixture: 1-Butyl-3-Methylimidazolium Tetrafluoroborate + Water
journal, June 2013
- Zhang, Xin-Xing; Liang, Min; Hunger, Johannes
- The Journal of Physical Chemistry B, Vol. 117, Issue 49
Molecular Dynamics Simulation of Nanostructural Organization in Ionic Liquid/Water Mixtures †
journal, May 2007
- Jiang, Wei; Wang, Yanting; Voth, Gregory A.
- The Journal of Physical Chemistry B, Vol. 111, Issue 18
Electron-Transfer Dynamics for a Donor–Bridge–Acceptor Complex in Ionic Liquids
journal, July 2015
- DeVine, Jessalyn A.; Labib, Marena; Harries, Megan E.
- The Journal of Physical Chemistry B, Vol. 119, Issue 34
Electron transfer in a donor-substituted acridinium dye: evidence for dynamical solvent control
journal, December 1999
- Horng, M. L.; Dahl, K.; Jones, G.
- Chemical Physics Letters, Vol. 315, Issue 5-6
A Theoretical Investigation of Charge Transfer in Several Substituted Acridinium Ions †
journal, April 2005
- Lappe, Jason; Cave, Robert J.; Newton, Marshall D.
- The Journal of Physical Chemistry B, Vol. 109, Issue 14
Charge Shift and Triplet State Formation in the 9-Mesityl-10-methylacridinium Cation
journal, November 2005
- Benniston, Andrew C.; Harriman, Anthony; Li, Peiyi
- Journal of the American Chemical Society, Vol. 127, Issue 46
Polarity, Viscosity, and Ionic Conductivity of Liquid Mixtures Containing [C 4 C 1 im][Ntf 2 ] and a Molecular Component
journal, May 2011
- Canongia Lopes, J. N.; Costa Gomes, Margarida F.; Husson, Pascale
- The Journal of Physical Chemistry B, Vol. 115, Issue 19
Set of Secondary Emission Standards for Calibration of the Spectral Responsivity in Emission Spectroscopy
journal, September 1998
- Gardecki, J. A.; Maroncelli, M.
- Applied Spectroscopy, Vol. 52, Issue 9
Structure and Dynamics of 1- N -Alkyl-3- N -Methylimidazolium Tetrafluoroborate + Acetonitrile Mixtures
journal, June 2012
- Stoppa, Alexander; Hunger, Johannes; Hefter, Glenn
- The Journal of Physical Chemistry B, Vol. 116, Issue 25
Solvation and Rotational Dynamics of Coumarin 153 in Ionic Liquids: Comparisons to Conventional Solvents
journal, June 2007
- Jin, Hui; Baker, Gary A.; Arzhantsev, Sergei
- The Journal of Physical Chemistry B, Vol. 111, Issue 25
Photoinduced Electron Transfer in an Imidazolium Ionic Liquid and in Its Binary Mixtures with Water, Methanol, and 2-Propanol: Appearance of Marcus-Type of Inversion
journal, January 2012
- Sarkar, Souravi; Mandal, Sarthak; Ghatak, Chiranjib
- The Journal of Physical Chemistry B, Vol. 116, Issue 4
Modulation of the Excited State Intramolecular Electron Transfer Reaction and Dual Fluorescence of Crystal Violet Lactone in Room Temperature Ionic Liquids
journal, July 2010
- Santhosh, Kotni; Samanta, Anunay
- The Journal of Physical Chemistry B, Vol. 114, Issue 28
Solvent-Controlled Intramolecular Electron Transfer in Ionic Liquids
journal, May 2011
- Li, Xiang; Liang, Min; Chakraborty, Anjan
- The Journal of Physical Chemistry B, Vol. 115, Issue 20
Works referencing / citing this record:
Addressing Charge‐Transfer and Locally‐Excited States in a Twisted Biphenyl Push‐Pull Chromophore
journal, September 2019
- Campioli, Elisa; Sanyal, Somananda; Marcelli, Agnese
- ChemPhysChem, Vol. 20, Issue 21
Preface: Special Topic on Chemical Physics of Ionic Liquids
journal, May 2018
- Perkin, Susan; Kirchner, Barbara; Fayer, Michael D.
- The Journal of Chemical Physics, Vol. 148, Issue 19
Figures / Tables found in this record: