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Kinetic elucidation of a novel photoproduct via irradiation of isopropylthioxanthone with maleic anhydride

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Abstract

Isopropylthioxanthone is a popular cosynergist for Type II and three-component photoinitiators used to photopolymerize ultraviolet (UV) curable coatings and can be used in the presence of maleic anhydride derivatives to efficiently cure coatings used in numerous applications. Isopropylthioxanthone (ITX) was shown via ultraviolet–visible (UV–vis) spectroscopy to yield a single photoproduct with maleic anhydride (MA) when irradiated (λ ≥ 350 nm). Following irradiation of ITX and MA at set time intervals, high-performance liquid chromatography (HPLC) was used to observe the formation of the photoproduct by monitoring the UV–vis absorbance spectra of the photoproduct and the reactants. Based on the consumption of ITX shown in the HPLC plots, the complete rate law was calculated based on the initial rates. Finally, a possible mechanism is proposed for the formation of the photoproduct which may provide evidence for the reduced initiation efficiency of photoinitiators incorporating ITX and a MA derivative when compared to a similar photoinitiator substituting an N-substituted maleimide for the MA derivative.

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References

  1. Cavitt, TB, Nguyen, CK, Hoyle, CE, Phillips, B, Daniels, C, Kalyanaraman, V, Jönsson, S, “Mechanistic Elucidation of Both Maleic Anhydride and Phthalimide Photoinitiating Systems.” In: RadTech 2002 Proceedings, p. 111 (2002)

  2. Cavitt, TB, Photoinitiation of Free-Radical Polymerization by Aryl Disulfide, Cyclic Anhydride, and Phthalimide Derivatives. ProQuest Information and Learning Company, Ann Arbor, MI (2002)

  3. Cavitt, TB, Hoyle, CE, Nguyen, CK, Kalyanaraman, V, Jönsson, S, “Sensitized Photopolymerization of Maleic Anhydride/Acrylate Systems.” In: RadTech 2000 Proceedings, p. 785 (2000)

  4. Cavitt TB, Hoyle CE, Kalyanaraman V, Jönsson S, Initiation of 1,6-Hexanedioldiacrylate Polymerization by Three Component Photoinitiators Incorporating 2,3-Dimethylmaleic Anhydride, Polymer 45(4), 1119, 2004

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Acknowledgments

The authors would like to thank the Albemarle Corporation for providing the ITX and would also like to acknowledge the financial support of the Robert A. Welch Foundation and the Abilene Christian University Office of Research and Sponsored Programs.

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Authors and Affiliations

  1. Department of Chemistry and Biochemistry, Abilene Christian University, ACU Box 28132, Abilene, TX, 79699-8132, USA

    Matthew E. Mullings, Corry D. Walker, Adam McDonough & T. Brian Cavitt

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  1. Matthew E. Mullings
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  2. Corry D. Walker
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  3. Adam McDonough
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  4. T. Brian Cavitt
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Correspondence to T. Brian Cavitt.

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Mullings, M.E., Walker, C.D., McDonough, A. et al. Kinetic elucidation of a novel photoproduct via irradiation of isopropylthioxanthone with maleic anhydride. J Coat Technol Res 4, 255–261 (2007). https://doi.org/10.1007/s11998-007-9038-8

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  • DOI: https://doi.org/10.1007/s11998-007-9038-8

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