Association Behavior of Pyrene Compounds as Models for Asphaltenes
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文摘
Asphaltene association in solution has been studied extensively using methods such as vapor-pressure osmometry and neutron scattering. These methods give relative data on association asa function of solvent strength, temperature, and concentration, but interpretation of the resultsis hampered by the polyfunctional nature of asphaltenes and the distribution of molecular weight.In this work, we present data on association of representative model structures for asphaltenes,as measured using vapor-pressure osmometry in o-dichlorobenzene at 75-130 C, and using small-angle neutron scattering in toluene. A series of compounds were synthesized based on the four-ring aromatic compound pyrene. The synthetic compounds were designed to give interactionsbetween aromatic rings, alkyl chains, and selected functional groups through aromatic interactions, hydrogen bonding, and polar interactions. Even in this strong solvent, polar interactionsbetween oxygen functional groups gave average molecular weights of up to twice the true value,indicating dimer formation. An alkyl pyrene compound, dipyrenyl decane, gave much lesssignificant association. Pyrene itself exhibited little or no self-association.

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