Effect of Acid Modification of Kaolin and Metakaolin on Brønsted Acidity and Catalytic Properties in the Synthesis of Octahydro-2H-Chromen-4-ol from Vanillin and Isopulegol
Научная публикация
| Общее |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
| Журнал |
Journal of Molecular Catalysis A: Chemical
ISSN: 1381-1169
|
| Вых. Данные |
Год: 2016,
Том: 414,
Страницы: 160-166
Страниц
: 7
DOI:
10.1016/j.molcata.2016.01.010
|
| Ключевые слова |
(-)-Isopulegol, Acid activation, Kaolin, Octahydro-2H-chromen-4-ol, Prins cyclization reaction, Vanillin |
| Авторы |
Timofeeva Maria N.
1,2,3
,
Panchenko Valentina N.
1,2
,
Volcho Konstantin P.
4
,
Zakusin Sergey V.
5,6
,
Krupskaya Victoria V.
5,6
,
Gil Antonio
7
,
Mikhalchenko Oksana S.
4
,
Vicente Miguel A.
8
|
| Организации |
| 1 |
Boreskov Institute of Catalysis SB RAS, Prospekt Akad. Lavrentieva 5, 630090, Novosibirsk, Russian Federation
|
| 2 |
Novosibirsk State University, St. Pirogova 2, 630090, Novosibirsk, Russian Federation
|
| 3 |
Novosibirsk State Technical University, Prospekt K. Marksa 20, 630092, Novosibirsk, Russian Federation
|
| 4 |
Novosibirsk Institute of Organic Chemistry SB RAS, Prospect Akad. Lavrentieva 9, 630090, Novosibirsk, Russian Federation
|
| 5 |
Institute of Geology of Ore Deposits, Petrography, Mineralogy and Geochemistry RAS, Pr. Staromonetny 35, 119017, Moscow, Russian Federation
|
| 6 |
Moscow State University, Leninskie Gory 1, 119991, Moscow, Russian Federation
|
| 7 |
Department of Applied Chemistry, Public University of Navarra, 31006 Pamplona, Spain
|
| 8 |
Department of Inorganic Chemistry, University of Salamanca, Salamanca, Spain
|
|
Информация о финансировании (4)
|
1
|
Федеральное агентство научных организаций России
|
V.44.2.12.
|
|
2
|
Российский фонд фундаментальных исследований
|
14-03-00854
|
|
3
|
Российский фонд фундаментальных исследований
|
14-05-00297
|
|
4
|
Ministry of Economy and Business
|
MAT2013-47811-C2-1-R, MAT2013-47811-C2-2-R
|
Natural kaolin and the metakaolin obtained by calcination of kaolin at 650 ºC were chemically activated using 0.25-3.0 mol/dm3 HCl solutions. Structural and textural properties of samples were characterized by X-ray diffraction, elemental analysis and N2-adsorption/desorption analyses. The amount of Brønsted acid sites (BAS) was determined by infrared spectroscopy using pyridine as probe molecule. The amount of BAS for kaolin rose with increasing HCl concentration up to 1.0 M, and decreased for higher concentrations, that is related with the leaching of Al from the solid. Effect of HCl concentration on amount of BAS was negligible for metakaolin. The catalytic performance of these materials was investigated in the Prins cyclization of (-)-isopulegol with vanillin to form octahydro-2H-chromen-4-ol, carried out in toluene at 50 ºC. The reaction rate and the selectivity towards octahydro-2H-chromen-4-ol depended on the Bronsted acidity, structural and textural properties of the catalysts. The reaction rate in the presence of kaolin modified by HCl correlated with the amount of BAS. HCl-kaolin samples were more active compared with HCl-metakaolin, while selectivity reaction towards octahydro-2H-chromen-4-ol was larger in the presence of HCl-metakaolin