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Permanent link (DOI): https://doi.org/10.7939/R3SX64J5T

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Association of Model Compounds of Asphaltenes in Organic Solutions Open Access

Descriptions

Other title
Subject/Keyword
Aggregation behaviour
Asphaltenes
Model compounds of asphaltene
Type of item
Thesis
Degree grantor
University of Alberta
Author or creator
Soleimani Salim, Amir Hassan
Supervisor and department
Gray, Murray R (Chemical and Material Engineering)
Examining committee member and department
Zeng, Hongbo (Chemical and Material Engineering)
Shaw, John (Chemical and Material Engineering)
Stryker, Jeff (Chemistry)
Department
Department of Chemical and Materials Engineering
Specialization
Chemical Engineering
Date accepted
2013-01-29T12:08:44Z
Graduation date
2013-06
Degree
Master of Science
Degree level
Master's
Abstract
The self-association properties of two model compounds of asphaltene, 2,6-bis[2-(pyren-1-yl)ethyl]pyridine (PyPPy, C41H29N) and 2,6-bis[2-(phenanthren-9-yl)ethyl]pyridine (PhPPh, C37H29N), were studied in deuterated chloroform and deuterated methylene chloride. 1H NMR spectroscopy titration experiments showed that both compounds undergo changes in conformation in solution as a function of solvent, concentration, and water concentration. At low concentrations, below 0.1 mM in chloroform, these compounds gave 1H NMR chemical shifts consistent with intra-molecular interaction, likely due to a folding conformation. At concentrations above 10 mM the 1H NMR chemical shifts were consistent with inter-molecular interactions due to aggregation. Results of spin- lattice relaxation time (T1) measurement and diffusion-ordered spectroscopy (DOSY) experiments are consistent with existence of two conformations at low and high concentrations. The addition of water promotes aggregation of these model compounds even at low concentrations of 10-5 M, likely via hydrogen bonds between the pyridyl nitrogens and water.
Language
English
DOI
doi:10.7939/R3SX64J5T
Rights
Permission is hereby granted to the University of Alberta Libraries to reproduce single copies of this thesis and to lend or sell such copies for private, scholarly or scientific research purposes only. Where the thesis is converted to, or otherwise made available in digital form, the University of Alberta will advise potential users of the thesis of these terms. The author reserves all other publication and other rights in association with the copyright in the thesis and, except as herein before provided, neither the thesis nor any substantial portion thereof may be printed or otherwise reproduced in any material form whatsoever without the author's prior written permission.
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