caa a22 4500 378873741 CHVBK 20180305123415.0 cr unu---uuuuu 161128e20031101xx s 000 0 eng 10.1524/zpch.217.11.1411.20487 doi (NATIONALLICENCE)gruyter-10.1524/zpch.217.11.1411.20487 Heteroassociation of Selected Diols with some Tertiary Amines [Elektronische Daten] [Alfred Kolbe, Monika Plass] Diols exhibiting the structure (HO)CH2-(CH2)n-CH2(OH) with n=1 up to n=4, (HO)CH2-CH(OH)-CH3 and cyclohexan-1,2-diols as well as cyclohexan-1,4-diol, which may establish different intramolecular interactions, are used as model substances to describe the external hydrogen bonding behaviour of multivalent hydrogen bond donors in the presence of hydrogen bond acceptor molecules. In this study, hydrogen bonds formed by the diols with tertiary aromatic amines have been investigated. In solution, different associate formation between the diols and the acceptor molecules as sketched in Fig.1 may occur. Besides 1:1 associates formed by the interaction of one diol molecule with one amine molecule, 1:2 associates may be observed where each OH function interacts with one amine molecule. The equilibrium constants of the associates of those interactions have been studied by FTIR spectroscopy. The results allow a classification of the used diols in three different groups based on the position of the OH groups in the donor molecule. For diols with proton donating OH where no intramolecular hydrogen bond can be formed, the intermolecular hydrogen bonds for a 1:1 system may be described by thermodynamic parameters which are nearly twice the value of the corresponding equilibrium constants of monovalent alcohol systems due to the statistical weight of the OH groups. Secondly, when intramolecular hydrogen bond exists in the diols, the equilibrium constants in the interaction with the amine raise up by a factor of ca. 2-3 due to the cooperativity effect. Thirdly, if the OH groups are arranged in 1,2 positions, both OH groups may be described as independent of each other in their intermolecular interaction with the amine. © 2003 Oldenbourg Wissenschaftsverlag GmbH Thermodynamics & statistical physics nationallicence Laboratory techniques, experiments nationallicence Physical chemistry nationallicence Kolbe Alfred aut Plass Monika aut Zeitschrift für Physikalische Chemie/International journal of research in physical chemistry and chemical physics Oldenbourg Wissenschaftsverlag GmbH 217/11/2003(2003-11-01), 1411-1426 0044-3336 217:11/2003<1411 2003 217 zpch https://doi.org/10.1524/zpch.217.11.1411.20487 text/html Onlinezugriff via DOI 1 research article jats NATIONALLICENCE 856 40 https://doi.org/10.1524/zpch.217.11.1411.20487 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kolbe Alfred aut NATIONALLICENCE 700 1- Plass Monika aut NATIONALLICENCE 773 0- Zeitschrift für Physikalische Chemie/International journal of research in physical chemistry and chemical physics Oldenbourg Wissenschaftsverlag GmbH 217/11/2003(2003-11-01), 1411-1426 0044-3336 217:11/2003<1411 2003 217 zpch CC0 http://creativecommons.org/publicdomain/zero/1.0 nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-gruyter