Hydrogen bonds in unpolar matrix — Comparison of complexation in polymeric and low molecular-weight systems

作者: L. de Lucca Freitas , C. Auschra , V. Abetz , R. Stadler

DOI: 10.1007/BF00659910

关键词: Equilibrium constantHydrogen bondCrystallographyEnthalpyPolymerInfrared spectroscopyStereochemistryChemistryDouble bondHydrocarbonStandard enthalpy of formation

摘要: By ene-reaction of 4-phenyl-1,2,4-triazoline-3,5-dione with double bonds, polar 4-phenyl-1,2,4-triazolidine-3,5-dione (phenyl urazole) groups are introduced into unpolar matrices. Hydrogen-bond complexes formed between two amide-like units. The temperature dependence complex formation in dilute hydrocarbon medium is obtained from remperature-dependent IR spectra the region C=O stretching vibration. Results for a low molecular-weight model system compared modified polybutadienes, where attached statistically along polymer backbone. enthalpy and entropy (ΔH f =−28.6 kJ/mol; ΔS =−52 J/mol K−1) prove dimeric chelate like involving hydrogen bonds. lower equilibrium constants observed to related additional topological constraints emerging

参考文章(30)
Alan R. Katritzky, Physical methods in heterocyclic chemistry Academic Press. ,(1963)
Liane Lucy De Lucca Freitas, Reimund Stadler, Thermoplastic elastomers by hydrogen bonding. 3. Interrelations between molecular parameters and rheological properties Macromolecules. ,vol. 20, pp. 2478- 2485 ,(1987) , 10.1021/MA00176A027
Ch. Chylewski, Verallgemeinerung des isosbestischen Punktes Angewandte Chemie. ,vol. 83, pp. 214- 215 ,(1971) , 10.1002/ANGE.19710830611
Carla Heitner-Wirguin, Infra-red spectra of perfluorinated cation-exchanged membranes Polymer. ,vol. 20, pp. 371- 374 ,(1979) , 10.1016/0032-3861(79)90103-4
N. Kulevsky, W. Reineke, Thermodynamic values for the dimerization of 2-pyridone and 2-thiopyridone The Journal of Physical Chemistry. ,vol. 72, pp. 3339- 3340 ,(1968) , 10.1021/J100855A048
Jean Francois Joanny, Gel formation in ionomers Polymer. ,vol. 21, pp. 71- 76 ,(1980) , 10.1016/0032-3861(80)90169-X
K. W. F. Kohlrausch, A. Pongratz, R. Seka, Raman-Effekt und Konstitutions-Probleme, 3. Mitteil.: Carbonsäure-anhydride Berichte der deutschen chemischen Gesellschaft (A and B Series). ,vol. 66, pp. 1- 12 ,(1933) , 10.1002/CBER.19330660102
J. Bellanato, C. Avendaño, P. Ballesteros, M. Martinez, Hydrogen bonding and i.r. spectra of N-substituted granatanine- and nortropane-3-spiro-5′-hydantoins Spectrochimica Acta Part A: Molecular Spectroscopy. ,vol. 35, pp. 807- 812 ,(1979) , 10.1016/0584-8539(79)80038-0