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3rd meeting of young researchers at UP 1 - IJUP - Universidade do ...

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Energetic study <strong>of</strong> fluorene<br />

Sónia Pinto, Maria D.M.C. Ribeiro da Silva<br />

Centro de Investigação em Química, Departamento de Química, Faculdade de Ciências,<br />

<strong>Universidade</strong> <strong>do</strong> Porto, Rua <strong>do</strong> Campo Alegre, 687, P-4169-007, Porto, Portugal<br />

Polycyclic arom<strong>at</strong>ic hydrocarbons (PAHs) and some <strong>of</strong> their deriv<strong>at</strong>ives represent a complex<br />

group <strong>of</strong> important environmental pollutants, origin<strong>at</strong>ed by a wide variety <strong>of</strong> n<strong>at</strong>ural and<br />

anthropogenic sources, and constitute a class <strong>of</strong> compounds with relevant neg<strong>at</strong>ive impact for<br />

health [1]. On the other hand, PAHs are having an increasing interest on the field <strong>of</strong> organic<br />

electronics due to their good performance as active components in a new gener<strong>at</strong>ion <strong>of</strong><br />

electronic devices, as organic light-emitting diodes and organic photovoltaic cells.<br />

In order to correl<strong>at</strong>e molecular energetic d<strong>at</strong>a with the structural characteristics <strong>of</strong> the<br />

molecules, experimental and comput<strong>at</strong>ional thermochemical studies <strong>of</strong> different classes <strong>of</strong><br />

arom<strong>at</strong>ic compounds have been, for a long time, one <strong>of</strong> the aims <strong>of</strong> our Research Group. The<br />

lack <strong>of</strong> reliable energetic d<strong>at</strong>a for polycyclic arom<strong>at</strong>ic hydrocarbons (PAHs) and their<br />

deriv<strong>at</strong>ives justifies our <strong>at</strong>tention to the present theme, involving the study <strong>of</strong> thermodynamic<br />

properties <strong>of</strong> fluorene and its deriv<strong>at</strong>ives, in order to get key values not available from the<br />

liter<strong>at</strong>ure.<br />

As the purific<strong>at</strong>ion <strong>of</strong> these compounds is difficult, so far<br />

only the fluorene has been purified with enough purity to<br />

perform the thermochemical measurements. We will report<br />

now the corresponding energy <strong>of</strong> combustion, obtained from<br />

st<strong>at</strong>ic bomb calorimetry, and the derived value <strong>of</strong> the<br />

crystalline standard molar enthalpy <strong>of</strong> form<strong>at</strong>ion.<br />

The vapour pressures <strong>of</strong> fluorene will be measured in<br />

near future, as a function <strong>of</strong> the temper<strong>at</strong>ure, using the<br />

method [2], from which the standard molar enthalpy <strong>of</strong><br />

sublim<strong>at</strong>ion, <strong>at</strong> T = 298.15 K, will be derived using the<br />

Figure 1 – Chemical<br />

structure <strong>of</strong> fluorene<br />

the<br />

st<strong>at</strong>ic<br />

Clarke-Glew equ<strong>at</strong>ion. The combin<strong>at</strong>ion <strong>of</strong> the values <strong>of</strong> standard molar enthalpy <strong>of</strong> form<strong>at</strong>ion<br />

in the crystalline phase with the standard molar enthalpy <strong>of</strong> sublim<strong>at</strong>ion, will allow the<br />

calcul<strong>at</strong>ion <strong>of</strong> the standard molar enthalpy <strong>of</strong> form<strong>at</strong>ion <strong>of</strong> fluorene, in the gaseous phase, <strong>at</strong> T<br />

= 298.15 K.<br />

References:<br />

[1]- Verevkin, S. P., (2004), Vapor pressure measurements on fluorene and methyl-fluorenes, Elsevier,<br />

225, 145-152.<br />

[2]- Monte, M. J. S., Santos, L. M. N. B. F., Sousa, C. A. D., Fulem, M., (2008), Vapor pressures <strong>of</strong><br />

solid and liquid xanthene and phenox<strong>at</strong>hiin from effusion and st<strong>at</strong>ic studies, J. Chem. Eng. D<strong>at</strong>a, 53,<br />

1922-1926.<br />

Acknowledgments:<br />

Thanks are due to Vera Freitas and Ana Lobo for their support on the development <strong>of</strong> the experimental work.<br />

3 rd <strong>meeting</strong> <strong>of</strong> <strong>young</strong> <strong>researchers</strong> <strong>at</strong> <strong>UP</strong> 359

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