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Effect of acid value on the esterification mechanism of maleinized soybean oil with cotton

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Abstract

Aqueous solutions of maleinized soybean oil (MSO) were evaluated as formaldehyde-free reagents for cellulosic textiles. The reactivity of cotton cellulose with MSO reagents (having acid values of 156 and 230 mg KOH/g) neutralized with aqueous ammonia, in excess of functional groups, was studied using diffuse reflectance infrared Fourier transform spectroscopy. The acid value of aqueous ammonia-neutralized MSO influenced the formation of protonated amide intermediates. Cyclic anhydride and protonated amide functional groups were identified as reaction intermediates, which resulted in carboxylic ester linkages between MSO and cellulose upon elevated temperature curing.

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Acknowledgments

The authors gratefully acknowledge the support received from the Cooperative State Research Education and Extension Service, the U.S. Department of Agriculture, Agreement No. 2001-38202-10424. The authors also thank David Delatte for synthesizing the maleinized soybean oil investigated in this study.

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Authors and Affiliations

  1. School of Polymers and High Performance Materials, The University of Southern Mississippi, 118 College Drive #5217, Hattiesburg, MS, 39406, USA

    Ericka N. J. Ford, James W. Rawlins, Sharathkumar K. Mendon & Shelby F. Thames

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  1. Ericka N. J. Ford
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  2. James W. Rawlins
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  3. Sharathkumar K. Mendon
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  4. Shelby F. Thames
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Correspondence to Ericka N. J. Ford.

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Ford, E.N.J., Rawlins, J.W., Mendon, S.K. et al. Effect of acid value on the esterification mechanism of maleinized soybean oil with cotton. J Coat Technol Res 9, 637–641 (2012). https://doi.org/10.1007/s11998-012-9420-z

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  • DOI: https://doi.org/10.1007/s11998-012-9420-z

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