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Ozone Fading of Triphenylmethane Colorants: Reaction Products and Mechanisms

Grosjean, Daniel and Whitmore, Paul M. and Cass, Glen R. and Druzik, James R. (1989) Ozone Fading of Triphenylmethane Colorants: Reaction Products and Mechanisms. Environmental Science and Technology, 23 (9). pp. 1164-1167. ISSN 0013-936X. http://resolver.caltech.edu/CaltechAUTHORS:20160629-134435231

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Abstract

Triphenylmethane compounds were exposed in the dark to ozone in air (10 ppm for 4 days), and the exposed samples were analyzed by mass spectrometry. There was no evidence for reaction between ozone and triphenylmethane and between ozone and the triphenylcarbinol pararosaniline base. In contrast, the triphenylmethane cationic dye Basic Violet 14 yielded substituted benzophenones and other aromatic compounds. These products are consistent with a mechanism involving ozone addition on the unsaturated carbon-carbon bond. The results are briefly discussed in terms of the ozone fastness of triphenylmethane dyes used as artists' pigments and industrial colorants.


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http://dx.doi.org/10.1021/es00067a015DOIArticle
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Additional Information:© 1989 American Chemical Society. Received for review October 10, 1988. Accepted March 20, 1989. This work was supported by a contract with the Getty Conservation Institute, Marina del Rey, CA. Mass spectrometry analyses were carried out by Dilip K. Sensharma and John Wells, Department of Chemistry, University of California, Los Angeles, CA. The XRF analysis of the Mauve sample was performed at NEA, Inc., Portland, OR. Dixie Fiedler prepared the several versions of the manuscript and Nancy Tomer drafted the figures.
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Getty Conservation Institute UNSPECIFIED
Record Number:CaltechAUTHORS:20160629-134435231
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20160629-134435231
Official Citation:Ozone fading of triphenylmethane colorants: reaction products and mechanisms Daniel Grosjean, Paul M. Whitmore, Glen R. Cass, and James R. Druzik Environmental Science & Technology 1989 23 (9), 1164-1167 DOI: 10.1021/es00067a015
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:68761
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:29 Jun 2016 21:32
Last Modified:29 Jun 2016 21:32

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