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Fluorination effect on the thermodynamic properties of long-chain hydrocarbons and alcohols

Title
Fluorination effect on the thermodynamic properties of long-chain hydrocarbons and alcohols
Type
Article in International Scientific Journal
Year
2016
Authors
Adélio Mendes
(Author)
FEUP
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Carlos F. R. A. C. Lima
(Author)
Other
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Luís M. N. B. F. Santos
(Author)
FCUP
Journal
Vol. 102
Pages: 378-385
ISSN: 0021-9614
Publisher: Elsevier
Indexing
Scientific classification
CORDIS: Technological sciences
Other information
Authenticus ID: P-00K-PV0
Resumo (PT):
Abstract (EN): Structural and thermodynamic insights are reported for the series of fluorinated alcohols {oFTOH; CF3(CF2)nCH2OH, with n = 5–12}, with the objective of comparing the phase behaviour of perfluorinated compounds with the analogous linear alkanes and alcohols. As expected the higher vibrational contribution of the –CF2– groups contributes for the higher heat capacities of the perfluorinated compounds. Concerning the fusion/sublimation equilibria, fluorination of the alcohols decreases DH and DS of phase transitions. Compared to the regular –CH2– alkyl chain structure, the less symmetric –CF2– spiral conformation is characterized by a less efficient molecular alignment in crystal packing, thus explaining the lower DH. The lower internal rotational barrier associated with the –CH2– alkyl chains of n-alkanes/alcohols, when compared to –CF2– chains, contributes to the larger values of DS observed. Regarding the vaporization equilibria, fluorination leads to greater values of DS, which are explained by the larger translational entropy of the heavier perfluoroalcohols, an effect that is more important in the gas than in the liquid phase.
Language: English
Type (Professor's evaluation): Scientific
No. of pages: 8
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