Selective photocatalytic oxidation of benzyl alcohol and its derivatives into corresponding aldehydes by molecular oxygen on titanium dioxide under visible light irradiation

被引:284
作者
Higashimoto, Shinya [1 ]
Kitao, Naoya [1 ]
Yoshida, Norio [1 ]
Sakura, Teruki [2 ]
Azuma, Masashi [1 ]
Ohue, Hiroyoshi [1 ]
Sakata, Yoshihisa [2 ]
机构
[1] Osaka Inst Technol, Coll Engn, Asahi Ku, Osaka 5358585, Japan
[2] Yamaguchi Univ, Grad Sch Sci & Engn, Ube, Yamaguchi 7558611, Japan
关键词
Selective photocatalytic oxidation; Titanium dioxide; Alcohol oxidation; Benzyl alcohol; Benzaldehyde; Visible light; Quantum yields; AQUEOUS SUSPENSION; AROMATIC ALCOHOLS; TIO2;
D O I
10.1016/j.jcat.2009.06.018
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photocatalytic oxidation of benzyl alcohol and its derivatives, such as 4-methoxybenzyl alcohol, 4-chlorobenzyl alcohol, 4-nitrobenzyl alcohol, 4-methylbenzyl alcohol, 4-(trifluoromethyl)benzyl alcohol, and 4-tertiary-butylbenzyl alcohol, into corresponding aldehydes proceeded at high conversion and selectivity on a TiO2 photocatalyst under O-2 atmosphere. The reaction was confirmed to proceed under irradiation with both UV-light and visible light. In particular, the visible light response was observed to be attributed to a characteristic surface complex formed by the adsorption of a benzyl alcoholic compound on the TiO2 surface. Here, the properties of the surface complex as the active center for this selective photocatalytic oxidation and the mechanism behind the reaction have been investigated. (C) 2009 Elsevier Inc. All rights reserved.
引用
收藏
页码:279 / 285
页数:7
相关论文
共 22 条
[1]   Environmentally Friendly Photocatalytic Oxidation of Aromatic Alcohol to Aldehyde in Aqueous Suspension of Brookite TiO2 [J].
Addamo, Maurizio ;
Augugliaro, Vincenzo ;
Bellardita, Marianna ;
Di Paola, Agatino ;
Loddo, Vittorio ;
Palmisano, Giovanni ;
Palmisano, Leonardo ;
Yurdakal, Sedat .
CATALYSIS LETTERS, 2008, 126 (1-2) :58-62
[2]   Oxidation of aromatic alcohols in irradiated aqueous suspensions of commercial and home-prepared ruffle TiO2:: A selectivity study [J].
Augugliaro, Vincenzo ;
Caronna, Tullio ;
Loddo, Vittorio ;
Marci, Giuseppe ;
Palmisano, Giovanni ;
Palmisano, Leonardo ;
Yurdakal, Sedat .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (15) :4640-4646
[3]   Photocatalytic oxidation of primary and secondary benzylic alcohols to carbonyl compounds catalyzed by H3PW12O40/SiO2 under an O2 atmosphere [J].
Farhadi, S ;
Afshari, M ;
Maleki, M ;
Babazadeh, Z .
TETRAHEDRON LETTERS, 2005, 46 (49) :8483-8486
[4]   HETEROGENEOUS PHOTOCATALYSIS [J].
FOX, MA ;
DULAY, MT .
CHEMICAL REVIEWS, 1993, 93 (01) :341-357
[5]  
Fujishima A., 2000, J. Photochem. Photobiol. C: Photochem. Rev., V1, P1, DOI [10.1016/S1389-5567(00)00002-2, DOI 10.1016/S1389-5567(00)00002-2]
[6]   Dye-sensitized solar cells [J].
Grätzel, M .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2003, 4 (02) :145-153
[7]   Visible-light-induced photocatalytic degradation of 4-chlorophenol and phenolic compounds in aqueous suspension of pure titania: Demonstrating the existence of a surface-complex-mediated path [J].
Kim, S ;
Choi, W .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (11) :5143-5149
[8]   Recent developments in titanium oxide-based photocatalysts [J].
Kitano, Masaaki ;
Matsuoka, Masaya ;
Ueshima, Michio ;
Anpo, Masakazu .
APPLIED CATALYSIS A-GENERAL, 2007, 325 (01) :1-14
[9]   Photocatalytic transformation of organic compounds in the presence of inorganic anions. 1. Hydroxyl-mediated and direct electron-transfer reactions of phenol on a titanium dioxide-fluoride system [J].
Minero, C ;
Mariella, G ;
Maurino, V ;
Pelizzetti, E .
LANGMUIR, 2000, 16 (06) :2632-2641
[10]   Photocatalytic oxidation of selected aryl alcohols in acetonitrile [J].
Mohamed, OS ;
Gaber, AM ;
Abdel-Wahab, AA .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2002, 148 (1-3) :205-210