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Title: High-pressure behavior of a linear chain alkane, tricosane

Abstract

Exploring the behavior of hydrocarbon under pressure is important for understanding its role in planetary sciences and also for exploring novel organic chemistry. In this study, we explored the high-pressure behavior of a linear-chain hydrocarbon, tricosane (C23H48), using Raman spectroscopy. We compressed tricosane up to 23 GPa and did not find any evidence for pressure-induced amorphization within the conditions explored in this study. Upon compression, we observe new modes in the low energy region 100–300 cm-1. In order to understand the appearance of these new modes at high pressures, we used complementary ab initio calculations and explored the effect of chain configurations (linear and bent) on the predicted Raman spectra. We find that these new modes observed at higher pressures are better explained by bent configuration of tricosane chains. Thus, based on high-pressure Raman spectra, it is very likely that a linear chain of tricosane is bent under pressure, i.e., it undergoes a pressure-induced trans-gauche transformation. Furthermore, it is likely that such bent regions (i.e., kinks) will act as sites along which large chain hydrocarbons could dissociate into smaller chain lengths at extreme conditions relevant to the interiors of Jovian planets.

Authors:
ORCiD logo [1];  [1]; ORCiD logo [1]; ORCiD logo [2];  [2]
+ Show Author Affiliations
  1. Florida State Univ., Tallahassee, FL (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF)
OSTI Identifier:
1615214
Alternate Identifier(s):
OSTI ID: 1604110
Grant/Contract Number:  
AC05-00OR22725; EAR 1638752; EAR 1753125
Resource Type:
Accepted Manuscript
Journal Name:
Journal of Applied Physics
Additional Journal Information:
Journal Volume: 127; Journal Issue: 10; Journal ID: ISSN 0021-8979
Publisher:
American Institute of Physics (AIP)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Chemical processes; Solid state chemistry; Diamond anvil cells; Fermi resonance; Ab-initio methods; Organic compounds; Chemical compounds; Raman spectroscopy; Polymers; Organic materials

Citation Formats

Basu, Abhisek, Murphy, Patrick, Mookherjee, Mainak, Haberl, Bianca, and Boehler, Reinhard. High-pressure behavior of a linear chain alkane, tricosane. United States: N. p., 2020. Web. doi:10.1063/1.5143450.
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Basu, Abhisek, Murphy, Patrick, Mookherjee, Mainak, Haberl, Bianca, & Boehler, Reinhard. High-pressure behavior of a linear chain alkane, tricosane. United States. https://doi.org/10.1063/1.5143450
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Basu, Abhisek, Murphy, Patrick, Mookherjee, Mainak, Haberl, Bianca, and Boehler, Reinhard. Wed . "High-pressure behavior of a linear chain alkane, tricosane". United States. https://doi.org/10.1063/1.5143450. https://www.osti.gov/servlets/purl/1615214.
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@article{osti_1615214,
title = {High-pressure behavior of a linear chain alkane, tricosane},
author = {Basu, Abhisek and Murphy, Patrick and Mookherjee, Mainak and Haberl, Bianca and Boehler, Reinhard},
abstractNote = {Exploring the behavior of hydrocarbon under pressure is important for understanding its role in planetary sciences and also for exploring novel organic chemistry. In this study, we explored the high-pressure behavior of a linear-chain hydrocarbon, tricosane (C23H48), using Raman spectroscopy. We compressed tricosane up to 23 GPa and did not find any evidence for pressure-induced amorphization within the conditions explored in this study. Upon compression, we observe new modes in the low energy region 100–300 cm-1. In order to understand the appearance of these new modes at high pressures, we used complementary ab initio calculations and explored the effect of chain configurations (linear and bent) on the predicted Raman spectra. We find that these new modes observed at higher pressures are better explained by bent configuration of tricosane chains. Thus, based on high-pressure Raman spectra, it is very likely that a linear chain of tricosane is bent under pressure, i.e., it undergoes a pressure-induced trans-gauche transformation. Furthermore, it is likely that such bent regions (i.e., kinks) will act as sites along which large chain hydrocarbons could dissociate into smaller chain lengths at extreme conditions relevant to the interiors of Jovian planets.},
doi = {10.1063/1.5143450},
journal = {Journal of Applied Physics},
number = 10,
volume = 127,
place = {United States},
year = {Wed Mar 11 00:00:00 EDT 2020},
month = {Wed Mar 11 00:00:00 EDT 2020}
}
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https://doi.org/10.1063/1.5143450
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Works referenced in this record:

Density‐functional thermochemistry. III. The role of exact exchange
journal, April 1993

  • Becke, Axel D.
  • The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652
  • DOI: 10.1063/1.464913

Interiors of the Giant Planets
journal, October 1981

High-Pressure Compounds in Methane-Hydrogen Mixtures
journal, March 1996

Stretching and folding of 2-nanometer hydrocarbon rods
journal, January 2014

  • Lüttschwager, Nils O. B.; Suhm, Martin A.
  • Soft Matter, Vol. 10, Issue 27
  • DOI: 10.1039/C4SM00508B

Carbon-hydrogen stretching modes and the structure of n-alkyl chains. 2. Long, all-trans chains
journal, February 1984

  • MacPhail, R. A.; Strauss, H. L.; Snyder, R. G.
  • The Journal of Physical Chemistry, Vol. 88, Issue 3
  • DOI: 10.1021/j150647a002

Pressure effects on model ferroelectric BiFeO 3 − PbTiO 3 : Multiple phase transitions
journal, June 2016

Conformation of Alkanes in the Gas Phase and Pure Liquids
journal, October 2006

  • Thomas, Laura L.; Christakis, Theodore J.; Jorgensen, William L.
  • The Journal of Physical Chemistry B, Vol. 110, Issue 42
  • DOI: 10.1021/jp064811m

Dissociation of methane under high pressure
journal, October 2010

  • Gao, Guoying; Oganov, Artem R.; Ma, Yanming
  • The Journal of Chemical Physics, Vol. 133, Issue 14
  • DOI: 10.1063/1.3488102

Vibrations of the n-alkanes and the nonrigid molecular symmetry group
journal, October 1976

The conformational state of surfactants in the solid state and in micellar form. A laser-excited Raman scattering study
journal, June 1976

  • Kalyanasundaram, K.; Thomas, J. K.
  • The Journal of Physical Chemistry, Vol. 80, Issue 13
  • DOI: 10.1021/j100554a015

A new force field for molecular mechanical simulation of nucleic acids and proteins
journal, February 1984

  • Weiner, Scott J.; Kollman, Peter A.; Case, David A.
  • Journal of the American Chemical Society, Vol. 106, Issue 3
  • DOI: 10.1021/ja00315a051

Normal Alkanes, Multialkane Synthetic Model Mixtures, and Real Petroleum Waxes:  Crystallographic Structures, Thermodynamic Properties, and Crystallization
journal, March 2002

  • Dirand, Michel; Bouroukba, Mohammed; Chevallier, Virginie
  • Journal of Chemical & Engineering Data, Vol. 47, Issue 2
  • DOI: 10.1021/je0100084

Reappearance of ferroelectric soft modes in the paraelectric phase of Pb 1− x Ca x TiO 3 at high pressures: Raman and x-ray diffraction studies
journal, February 2012

Decomposition of alkanes at high pressures and temperatures
journal, March 2006

X-ray diffraction studies and equation of state of methane at 202GPa
journal, April 2009

High-pressure Raman spectroscopy of diamond anvils to 250GPa: Method for pressure determination in the multimegabar pressure range
journal, October 2004

  • Akahama, Yuichi; Kawamura, Haruki
  • Journal of Applied Physics, Vol. 96, Issue 7
  • DOI: 10.1063/1.1778482

Raman Frequencies of n -Paraffin Molecules
journal, April 1949

  • Mizushima, San-ichiro.; Simanouti, Takehiko.
  • Journal of the American Chemical Society, Vol. 71, Issue 4
  • DOI: 10.1021/ja01172a050

At What Chain Length Do Unbranched Alkanes Prefer Folded Conformations?
journal, February 2014

  • Byrd, Jason N.; Bartlett, Rodney J.; Montgomery, John A.
  • The Journal of Physical Chemistry A, Vol. 118, Issue 9
  • DOI: 10.1021/jp4121854

Optical properties of methane to 288GPa at 300K
journal, December 2006

  • Sun, Liling; Ruoff, Arthur L.; Zha, Chang-Sheng
  • Journal of Physics and Chemistry of Solids, Vol. 67, Issue 12
  • DOI: 10.1016/j.jpcs.2006.08.003

Molecular mechanics. The MM3 force field for hydrocarbons. 1
journal, November 1989

  • Allinger, Norman L.; Yuh, Young H.; Lii, Jenn Huei
  • Journal of the American Chemical Society, Vol. 111, Issue 23
  • DOI: 10.1021/ja00205a001

Raman studies on solid CH 4 at room temperature to 208 GPa
journal, September 2007

Probing molecular conformations in momentum space: The case of n-pentane
journal, November 2007

  • Knippenberg, S.; Huang, Y. R.; Hajgató, B.
  • The Journal of Chemical Physics, Vol. 127, Issue 17
  • DOI: 10.1063/1.2772848

Interior Structure of Neptune: Comparison with Uranus
journal, August 1991

Raman spectrum of n-C23H48 and n-C44H90 at high pressures: Fermi resonance between the CH2 deformation and bending modes
journal, February 1974

Formation of diamonds in laser-compressed hydrocarbons at planetary interior conditions
journal, August 2017

Linearly Polymerized Benzene Arrays As Intermediates, Tracing Pathways to Carbon Nanothreads
journal, November 2015

  • Chen, Bo; Hoffmann, Roald; Ashcroft, N. W.
  • Journal of the American Chemical Society, Vol. 137, Issue 45
  • DOI: 10.1021/jacs.5b09053

The ice layer in Uranus and Neptune—diamonds in the sky?
journal, July 1981

Raman and infrared vibrational modes of tricosane paraffin under high pressure
journal, November 2014

Fourier-transform Raman spectroscopic study of unsaturated and saturated waxes
journal, December 1997

  • Edwards, H. G. M.; Falk, M. J. P.
  • Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 53, Issue 14
  • DOI: 10.1016/S1386-1425(97)00161-3

Polymerization of Acetonitrile via a Hydrogen Transfer Reaction from CH 3 to CN under Extreme Conditions
journal, August 2016

  • Zheng, Haiyan; Li, Kuo; Cody, George D.
  • Angewandte Chemie International Edition, Vol. 55, Issue 39
  • DOI: 10.1002/anie.201606198

What Is the Longest Unbranched Alkane with a Linear Global Minimum Conformation?
journal, September 1997

  • Goodman, Jonathan M.
  • Journal of Chemical Information and Computer Sciences, Vol. 37, Issue 5
  • DOI: 10.1021/ci9704219

Exoplanetary Atmospheres—Chemistry, Formation Conditions, and Habitability
journal, May 2016

  • Madhusudhan, Nikku; Agúndez, Marcelino; Moses, Julianne I.
  • Space Science Reviews, Vol. 205, Issue 1-4
  • DOI: 10.1007/s11214-016-0254-3

Domain Based Pair Natural Orbital Coupled Cluster Studies on Linear and Folded Alkane Chains
journal, April 2015

  • Liakos, Dimitrios G.; Neese, Frank
  • Journal of Chemical Theory and Computation, Vol. 11, Issue 5
  • DOI: 10.1021/acs.jctc.5b00265

Chain Length Determination of Fatty Acids by Raman Spectroscopy
journal, December 1973

  • Warren, Charles H.; Hooper, Donald L.
  • Canadian Journal of Chemistry, Vol. 51, Issue 23
  • DOI: 10.1139/v73-581

Enthalpy Difference between Conformers of n-Butane and the Potential Function Governing Conformational Interchange
journal, January 1995

  • Herrebout, W. A.; van der Veken, B. J.; Wang, Aiying
  • The Journal of Physical Chemistry, Vol. 99, Issue 2
  • DOI: 10.1021/j100002a020

Carbon precipitation from heavy hydrocarbon fluid in deep planetary interiors
journal, September 2013

  • Lobanov, Sergey S.; Chen, Pei-Nan; Chen, Xiao-Jia
  • Nature Communications, Vol. 4, Issue 1
  • DOI: 10.1038/ncomms3446

Pressure-Induced Polymerization of Acetylene: Structure-Directed Stereoselectivity and a Possible Route to Graphane
journal, May 2017

  • Sun, Jiangman; Dong, Xiao; Wang, Yajie
  • Angewandte Chemie International Edition, Vol. 56, Issue 23
  • DOI: 10.1002/anie.201702685

Benzene-derived carbon nanothreads
journal, September 2014

  • Fitzgibbons, Thomas C.; Guthrie, Malcolm; Xu, En-shi
  • Nature Materials, Vol. 14, Issue 1
  • DOI: 10.1038/nmat4088

Low frequency modes in the Raman spectra of polyethylene and paraffins. I. Lattice vibrations and their pressure dependence
journal, June 1973

  • Wu, Che‐Kuang; Nicol, Malcolm
  • The Journal of Chemical Physics, Vol. 58, Issue 11
  • DOI: 10.1063/1.1679107

The Last Globally Stable Extended Alkane
journal, August 2012

  • Lüttschwager, Nils O. B.; Wassermann, Tobias N.; Mata, Ricardo A.
  • Angewandte Chemie International Edition, Vol. 52, Issue 1
  • DOI: 10.1002/anie.201202894
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