alpha-Pinene oxide isomerization: role of zeolite structure and acidity in the selective synthesis of campholenic aldehyde

0490675 - ÚFCH JH 2019 RIV GB eng J - Článek v odborném periodiku
Pitínová-Štekrová, Martina - Kubů, Martin - Shamzhy, Mariya - Musilová, Zuzana - Čejka, Jiří
alpha-Pinene oxide isomerization: role of zeolite structure and acidity in the selective synthesis of campholenic aldehyde.
Catalysis Science &Technology. Roč. 8, č. 9 (2018), s. 2488-2501. ISSN 2044-4753. E-ISSN 2044-4761
Grant CEP: GA ČR GA17-01440S
Institucionální podpora: RVO:61388955
Klíčová slova: pillared molecular-sieve * catalytic-activity * 2-dimensional zeolites * mesoporous materials * trans-carveol * lewis acidity
Obor OECD: Physical chemistry
Impakt faktor: 5.726, rok: 2018

MWW-type zeolites with different textural properties, namely, MCM-22, MCM-36, MCM-56, and MCM-49, were synthesized and tested in the selective preparation of campholenic aldehyde by isomerization ofpinene oxide. Commercial zeolites USY, Beta, and ZSM-5 were compared. The physico-chemical properties of the studied zeolites were correlated with their catalytic performance in the isomerization ofpinene oxide carried out either in toluene as a solvent at 70 degrees C or in N,N-dimethylacetamide at 140 degrees C.Pinene oxide isomerizes easily in the presence of acids and therefore, high conversions were achieved over commercial as well as synthesized MWW catalysts. Higher selectivities to campholenic aldehyde were achieved over MWW catalysts in basic N,N-dimethylacetamide while non-basic toluene enhanced the formation of the desired aldehyde over all the commercial zeolites. The highest selectivity to the desired aldehyde was achieved over MCM-22 in the reaction performed in N,N-dimethylacetamide at 140 degrees C, being 83% at total conversion ofpinene oxide. This is the best result achieved rivaling homogenous acids (ZnBr2) and metal-organic frameworks.
Trvalý link: http://hdl.handle.net/11104/0284822