Pyrene derivatives of 2,2 '-bipyridine as models for asphaltenes: Synthesis, characterization, and supramolecular organizations

Tan, X; Fenniri, H; Gray, MR; ,

HERO ID

7635248

Reference Type

Journal Article

Year

2008

Language

English

HERO ID 7635248
In Press No
Year 2008
Title Pyrene derivatives of 2,2 '-bipyridine as models for asphaltenes: Synthesis, characterization, and supramolecular organizations
Authors Tan, X; Fenniri, H; Gray, MR; ,
Journal Energy and Fuels
Volume 22
Issue 2
Page Numbers 715-720
Abstract The behavior of 4,4'-bis-(2-pyren-1-yl-ethyl)-[2,2']bipyridinyl (PBP) was studied as a model for petroleum asphaltenes with a bridged structure. PBP consists of two pyrene groups bridged by a bipyridyl spacer, and exhibits similar solubility and chromatographic properties to some fractions of asphaltenes. On the basis of nuclear magnetic resonance, steady state fluorescence, vapor pressure osmometry, solubility, and adsorption behavior studies, PBP gave self-association in solution. On the basis of these data and single crystal X-ray analysis, this behavior was attributed to pi-pi stacking interactions involving both pyrene rings and the bipyridine spacer. These results demonstrate that bridged aromatic species with up to four fused aromatic rings are capable of self-association in solution.
Doi 10.1021/ef700395g
Wosid WOS:000254188900004
Url https://pubs.acs.org/doi/10.1021/ef700395g
Is Certified Translation No
Dupe Override No
Conference Location Pau, FRANCE
Conference Name 8th International Conference on Petroleum Phase Behavior and Fouling
Is Public Yes
Language Text English