Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Chemistry through cocrystals: pressure-induced polymerization of C2H2·C6H6 to an extended crystalline hydrocarbon

Journal Article · · Physical Chemistry Chemical Physics. PCCP (Print)
DOI:https://doi.org/10.1039/C7CP07852H· OSTI ID:1427858
 [1];  [2];  [1];  [3];  [4];  [5];  [1]
  1. Geophysical Laboratory; Carnegie Institution of Washington; Washington; USA
  2. Department of Materials Science and Engineering; Pennsylvania State University; University Park; USA
  3. Department of Chemistry; Pennsylvania State University; University Park; USA
  4. High Pressure Collaborative Access Team (HPCAT); Geophysical Laboratory; Carnegie Institution of Washington; Argonne; USA
  5. Department of Materials Science and Engineering; Pennsylvania State University; University Park; USA; Department of Chemistry

The 1 : 1 acetylene–benzene cocrystal, C2H2·C6H6, was synthesized under pressure in a diamond anvil cell (DAC) and its evolution under pressure was studied with single-crystal X-ray diffraction and Raman spectroscopy.

Research Organization:
Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Sponsoring Organization:
DOE - BASIC ENERGY SCIENCESNSFDOE-NNSADARPA
OSTI ID:
1427858
Journal Information:
Physical Chemistry Chemical Physics. PCCP (Print), Vol. 20, Issue 10; ISSN 1463-9076
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
ENGLISH

References (93)

Building with Cubane-1,4-diyl. Synthesis of Aryl-Substituted Cubanes, p -[ n ]Cubyls, and Cubane-Separated Bis(arenes) 1 May 1999
Generalized Gradient Approximation Made Simple October 1996
Structural aspects of the topochemical polymerization of diacetylenes January 1984
Radiation damage from EELS and NEXAFS in diesel soot and diesel soot extracts March 2009
EELS analysis of hydrogenated diamond-like carbon films April 1998
Helical microtubules of graphitic carbon November 1991
Structural investigation of thin films of diamondlike carbon October 1981
Projector augmented-wave method December 1994
High‐pressure Raman study of liquid and crystalline C 2 H 2 April 1988
Pressure-Induced Polymerization of Diiodobutadiyne in Assembled Cocrystals April 2008
Twinning of cubic diamond explains reported nanodiamond polymorphs December 2015
Structure‐property predictions for new planar forms of carbon: Layered phases containing s p 2 and s p atoms December 1987
FT-IR Study of the Solid State Polymerization of Acetylene under Pressure January 1996
High pressure reactivity of solid benzene probed by infrared spectroscopy February 2002
Diamond Polytypes in Mexican Crude Oil March 2004
C60: Buckminsterfullerene November 1985
On the n-diamond and i-carbon nanocrystalline forms December 2011
One Shocked Chemist January 2011
The Solubility of Nitrogen in Carbon Disulfide, Benzene, Normal- and Cyclo-hexane, and in Three Fluorocarbons September 1949
High pressure solid phases of benzene. I. Raman and x‐ray studies of C 6 H 6 at 294 K up to 25 GPa October 1988
Ab initio structure determination of n-diamond August 2015
Synthesis of Diamond Under Metastable Conditions August 1987
Pressure induced topochemical polymerization of diiodobutadiyne: a single-crystal-to-single-crystal transformation January 2013
Hexagonal Diamonds in Meteorites: Implications February 1967
Structures of Carbon Nanocrystals November 2004
Single-bonded cubic form of nitrogen July 2004
Superhard sp 2sp 3 hybrid carbon allotropes with tunable electronic properties May 2016
Nonzero Gap Two-Dimensional Carbon Allotrope from Porous Graphene June 2012
Specific volume measurements of Cu, Mo, Pd, and Ag and calibration of the ruby R 1 fluorescence pressure gauge from 0.06 to 1 Mbar June 1978
Many-body effects and excitonic features in 2D biphenylene carbon January 2016
Cocrystallization with Acetylene. The 1 : 1 Complex with Benzene: Crystal Growth, X-Ray Diffraction and Molecular Simulations April 2003
Synthesis and crystal structure of n-diamond May 2007
Co-crystals with Acetylene: Small Is not Simple! February 2010
Quantitative study of C—H bonding in polymerlike amorphous carbon films using in situ infrared ellipsometry November 1998
First-principles theoretical analysis of pure and hydrogenated crystalline carbon phases and nanostructures May 2009
Linearly Polymerized Benzene Arrays As Intermediates, Tracing Pathways to Carbon Nanothreads November 2015
Exceptional Ideal Strength of Carbon Clathrates May 2004
Low loss EELS study of gold nanoparticles using a monochromated TEM January 2008
DIOPTAS : a program for reduction of two-dimensional X-ray diffraction data and data exploration May 2015
Properties of diamond-like carbon February 1992
On the structure of thin hydrocarbon films September 1993
A Theoretical Study of Large Planar [ N ]Phenylenes October 2007
K 6 carbon: A metallic carbon allotrope in sp 3 bonding networks February 2014
Measurement of the relative abundance of sp2 and sp3 hybridised atoms in carbon-based materials by XPS: a critical approach. Part II March 2004
Modified Phases of Diamond Formed Under Shock Compression and Rapid Quenching August 1991
Hydrogen-doped cubic diamond and the crystal structure of n-diamond November 2011
STRUCTURE TIDY – a computer program to standardize crystal structure data April 1987
Vitreous carbon as a crucible material for semiconductors May 1963
High pressure single-crystal micro X-ray diffraction analysis with GSE_ADA/RSV software August 2013
Phonon-mediated high-T c superconductivity in hole-doped diamond-like crystalline hydrocarbon May 2017
Solid-State Polymerization of Acetylene under Pressure: Ab Initio Simulation March 1997
Carbon Nanotubes: Present and Future Commercial Applications January 2013
The growth of carbon films with random atomic structure from ion impact damage in a hydrocarbon plasma March 1979
Size and Surface Structure of Diamond Nano-Crystals December 2001
Transformation of benzene to a polymer after static pressurization to 30 GPa June 1990
Formation of pure polycrystalline diamond by direct conversion of graphite at high pressure and high temperature June 2004
New Metallic Carbon Crystal February 2009
A short history of SHELX December 2007
Phonons and related crystal properties from density-functional perturbation theory July 2001
Assessment of nondiamond carbon levels present in chemical vapor deposited diamond by analysis of the plasmon loss features of x‐ray photoelectron spectra January 1996
Band gap engineering of graphenylene by hydrogenation and halogenation: a density functional theory study January 2015
Electric Field Effect in Atomically Thin Carbon Films October 2004
Synthesis of Ultra-incompressible sp 3 -Hybridized Carbon Nitride with 1:1 Stoichiometry September 2016
Structure and topology of three-dimensional hydrocarbon polymers August 2016
Ab Initio Periodic Simulation of the Spectroscopic and Optical Properties of Novel Porous Graphene Phases January 2013
Lonsdaleite is faulted and twinned cubic diamond and does not exist as a discrete material November 2014
Homo Citans and Carbon Allotropes: For an Ethics of Citation July 2016
Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set October 1996
Diamond monohydride: the most stable three-dimensional hydrocarbon January 2015
Theoretical Study of Carrier Mobility in Two-Dimensional Tetragonal Carbon Allotrope from Porous Graphene August 2016
Crystal structure refinement with SHELXL January 2015
Solubility of acetylene in several polar and non-polar solvents and solvent mixtures December 1981
Solid State Polymerization of Acetylene at High Pressure and Low Temperature August 2000
Phase Transitions and Polymerization of C 6 H 6 –C 6 F 6 Cocrystal under Extreme Conditions December 2016
A Hypothetical Dense 3,4-Connected Carbon Net and Related B2C and CN2 Nets Built from 1,4-Cyclohexadienoid Units December 1994
High-energy-density extended CO solid February 2005
Investigation of the Elastic Properties of Graphenylene Using Molecular Dynamics Simulations November 2016
Benzene under High Pressure: a Story of Molecular Crystals Transforming to Saturated Networks, with a Possible Intermediate Metallic Phase June 2011
Polyacetylene. Review January 1988
Transmission electron microscopy study of carbon nanophases produced by ion beam implantation July 2006
Triggering dynamics of the high-pressure benzene amorphization December 2006
EosFit7-GUI : a new graphical user interface for equation of state calculations, analyses and teaching June 2016
n-diamond: an intermediate state between rhombohedral graphite and diamond? May 2006
Solid-state polymerization of acetylene under pressure February 1989
n-Diamond: Dynamical stability of proposed structures April 2013
ON THE STRUCTURE OF i-CARBON June 2006
Compressed glassy carbon: An ultrastrong and elastic interpenetrating graphene network June 2017
Crystalline structures of polymeric hydrocarbon with 3,4-fold helical chains January 2015
Pressure-Induced Polymerization of Acetylene: Structure-Directed Stereoselectivity and a Possible Route to Graphane May 2017
Benzene-derived carbon nanothreads September 2014
Hydrogenated K 4 carbon: A new stable cubic gauche structure of carbon hydride January 2013
On the road to carbyne October 2010
High-pressure and high-temperature equation of state and phase diagram of solid benzene September 2005