Sulfonated Porous Aromatic Frameworks as Solid Acid Catalysts

Maarten G. Goesten*, Àgnes Szécsényi, Martijn F. De Lange, Anastasiya V. Bavykina, Karthick B Sai Sankar Gupta, Freek Kapteijn, Jorge Gascon

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

The synthesis, characterization, sulfonation, and catalytic performance of two new porous aromatic frameworks are presented. The polymers, which were obtained by the Suzuki-Miyaura cross-coupling of the commercially available precursors 1,3,5-tris(4-bromophenyl)benzene or tris(4-bromophenyl)amine and benzene-1 4-diboronic acid, only contain aromatic sp2 C-C and C-N bonds, display excellent thermal and chemical stability, and allow for post-synthetic functionalization under very harsh reaction conditions. Upon post-synthetic treatment at 160 °C in 98 wt % sulfuric acid, approximately 65 % of the benzene rings in the polymers were sulfonated. The materials were characterized by solid-state NMR spectroscopy, X-ray photoelectron spectroscopy, FTIR spectroscopy, and textural analysis. The sulfonated materials display an excellent catalytic performance in the acid-catalyzed esterification of n-butanol and acetic acid and have a similar or even superior performance to that of state-of-the-art Amberlyst-15 over multiple catalytic cycles. Making the frame work: Sulfonated porous aromatic frameworks synthesized by Suzuki-Miyaura cross-coupling display an excellent catalytic performance in the acid-catalyzed esterification of n-butanol and acetic acid with a similar or superior performance to state-of-the-art Amberlyst-15 over multiple catalytic cycles.

Original languageEnglish (US)
Pages (from-to)961-967
Number of pages7
JournalChemCatChem
Volume8
Issue number5
DOIs
StatePublished - Mar 7 2016
Externally publishedYes

Keywords

  • acidity
  • heterogeneous catalysis
  • microporous materials
  • polymers
  • supported catalysts

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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