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Molecular interactions of asphalt. Tentative identification of 2-quinolones in asphalt and their interaction with carboxylic acids present

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The tentative identification of 2-quinolones has been made in a Wilmington (Calif.) asphalt. These compounds, which exist predominantly in the N-unsubstituted form, were concentrated in an asphaltic resin fraction and are largly responsible for the 1655 cm/sup -1/ infrared absorption band in the asphalt. A strong hydrogen-bonding association between the 2-quinolones and carboxylic acids in asphalt is reported. The association complexes between the 2-quinolines and the carboxylic acids in asphalt and between the model compounds 2-quinolone and cyclohexanecarboxylic acid were studied by infrared spectrometry using a silylation reaction in which the 2-quinolones and carboxylic acids reacted at different rates. The ability of two solvents, methylene chloride and tetrahydrofuran, to break up hydrogen-bonded molecular complexes is shown. The diagnostic value of these solvents in infrared spectrometry for identification of carbonyl functional group types has been demonstrated, and use of these solvents for molecular association studies in asphalts is reported.

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Last Updated September 29, 2016, 19:27 (LMT)
Created September 29, 2016, 19:27 (LMT)
Citation Petersen, J.C. Barbour, R.V. ; Dorrence, S.M. ; Barbour, F.A. ; Helm, R.V. ---- Roy Long, Molecular interactions of asphalt. Tentative identification of 2-quinolones in asphalt and their interaction with carboxylic acids present, 2016-09-29, https://edx.netl.doe.gov/dataset/molecular-interactions-of-asphalt-tentative-identification-of-2-quinolones-in-asphalt-and-their-in
Netl Product yes
Poc Email Roy.long@netl.doe.gov
Point Of Contact Roy Long
Program Or Project KMD
Publication Date 1971-9-1