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Catalytic Selectivity of Ketalization Versus Transesterification

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Abstract

Selective ketalization of levulinic acid esters (LAE’s) provides an industrial pathway for developing novel, renewable building blocks for the synthesis of novel polymers, functional oligomers, polymer additives, and solvents. Using a relatively low amount of moderate to strong protic acid catalyst resulted in selective formation of ketal at >95% and conversion >95%, without sacrificing reaction speed. The hydrostability of the ketal-ester was also studied in the presence or absence of strong acid. The ketals showed similar hydrostability compared to an ester and superior hydrostability relative to an anhydride in the absence of strong acid.

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Acknowledgements

We would like to acknowledge Khosla Ventures for funding and the Segetis Founders, Sergey Selifonov and Olga Selifonova for the support of this work.

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Authors and Affiliations

  1. Segetis Inc., 680 Mendelssohn Ave N, Golden Valley, MN, 55427, USA

    Brian D. Mullen, Vivek Badarinarayana, Monica Santos-Martinez & Sergey Selifonov

Authors
  1. Brian D. Mullen
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  2. Vivek Badarinarayana
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  3. Monica Santos-Martinez
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  4. Sergey Selifonov
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Correspondence to Brian D. Mullen.

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Mullen, B.D., Badarinarayana, V., Santos-Martinez, M. et al. Catalytic Selectivity of Ketalization Versus Transesterification. Top Catal 53, 1235–1240 (2010). https://doi.org/10.1007/s11244-010-9585-6

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  • DOI: https://doi.org/10.1007/s11244-010-9585-6

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