Metathesis of cardanol over ammonium tagged Hoveyda-Grubbs type catalyst supported on SBA-15

0480162 - ÚFCH JH 2019 RIV NL eng J - Journal Article
Balcar, Hynek - Žilková, Naděžda - Kubů, Martin - Polášek, Miroslav - Zedník, J.
Metathesis of cardanol over ammonium tagged Hoveyda-Grubbs type catalyst supported on SBA-15.
Catalysis Today. Roč. 304, APR 2018 (2018), s. 127-134. ISSN 0920-5861. E-ISSN 1873-4308
R&D Projects: GA ČR GA17-01440S
Institutional support: RVO:61388955
Keywords : Cardanol * Flow chemistry * Hoveyda-Grubbs type catalyst * Immobilized catalyst
OECD category: Physical chemistry
Impact factor: 4.888, year: 2018

Cardanol (a mixture of phenols with C 15 aliphatic unsaturated chain in meta position, manufactured from cashew nut shell liquids) is an abundant and till now practically waste natural material. An important way leading to its utilization as a renewable source of valuable phenolic compounds is represented by olefin metathesis.Quaternary ammonium tagged Ru complex of Hoveyda-Grubbs type immobilized on SBA-15 mesoporous molecular sieve by non-covalent interactions was proved as a very efficient catalyst for cardanol metathesis under mild conditions (35. °C, toluene, 0.1 mol% of catalyst). The catalyst was used also in cross-metathesis of cardanol with alkenes (1-hexene, 1-heptene, 3-hexene, 4-octene) and unsaturated esters (methyl acrylate, 1,4-diacetoxybutene-2) under high yields of cross-metathesis products. The catalysts exhibited low leaching (from 0.2. ppm to 2.9. ppm Ru in products) and can be used in a continuous flow reactor (cumulative TON = 2500).
Permanent Link: http://hdl.handle.net/11104/0276053