Selective Hydrogenation of Phenol to Cyclohexanol over Ni/CNT in the Absence of External Hydrogen

被引:31
作者
Chen, Changzhou [1 ,2 ]
Liu, Peng [1 ,2 ]
Zhou, Minghao [1 ,2 ,3 ]
Sharma, Brajendra K. [3 ]
Jiang, Jianchun [1 ,2 ]
机构
[1] Chinese Acad Forestry, Inst Chem Ind Forest Prod, Key Lab Biomass Energy & Mat, Natl Engn Lab Biomass Chem Utilizat,SFA,Key & Ope, Nanjing 210042, Peoples R China
[2] Nanjing Forestry Univ, Coinnovat Ctr Efficient Proc & Utilizat Forest Re, Nanjing 210037, Peoples R China
[3] Univ Illinois, Illinois Sustainable Technol Ctr, Prairie Res Inst, One Hazelwood Dr, Champaign, IL 61820 USA
基金
中国国家自然科学基金;
关键词
phenol; hydrogenation; Ni; CNT; cyclohexanol; transfer hydrogenation; PHASE HYDROGENATION; CATALYSTS; NANOPARTICLES; EFFICIENT; CLEAVAGE; BIOMASS; LIGNIN; PD/C;
D O I
10.3390/en13040846
中图分类号
TE [石油、天然气工业]; TK [能源与动力工程];
学科分类号
0807 ; 0820 ;
摘要
Transfer hydrogenation is a novel and efficient method to realize the hydrogenation in different chemical reactions and exploring a simple heterogeneous catalyst with high activity is crucial. Ni/CNT was synthesized through a traditional impregnation method, and the detailed physicochemical properties were performed by means of XRD, TEM, XPS, BET, and ICP analysis. Through the screening of loading amounts, solvents, reaction temperature, and reaction time, 20% Ni/CNT achieves an almost complete conversion of phenol after 60 min at 220 degrees C in the absence of external hydrogen. Furthermore, the catalytic system is carried out on a variety of phenol derivatives for the generation of corresponding cyclohexanols with good to excellent results. The mechanism suggests that the hydrogenation of phenol to cyclohexanone is the first step, while the hydrogenation of cyclohexanone for the generation of cyclohexanol takes place in a successive step. Moreover, Ni/CNT catalyst can be magnetically recovered and reused in the next test for succeeding four times.
引用
收藏
页数:12
相关论文
共 34 条
[1]   Isomerization of Cyclohexane over Bifunctional Pt-, Au-, and PtAu-Heteropoly Acid Catalysts [J].
Alazman, Abdulrahman ;
Belic, Domagoj ;
Alotaibi, Abdullah ;
Kozhevnikova, Elena F. ;
Kozhevnikov, Ivan V. .
ACS CATALYSIS, 2019, 9 (06) :5063-5073
[2]   Vapour phase hydrogenation of phenol over Pd/C catalysts: A relationship between dispersion, metal area and hydrogenation activity [J].
Chary, Komandur V. R. ;
Naresh, Dhachapally ;
Vishwanathan, V. ;
Sadakane, Masahiro ;
Ueda, Wataru .
CATALYSIS COMMUNICATIONS, 2007, 8 (03) :471-477
[3]  
Croston M., 2002, Int. J. Nanoscience, V1, P285
[4]  
Croston M., 2002, INT J NANOSCI NANOTE, V1, P277, DOI [10.1142/S0219581X02000243, DOI 10.1142/S0219581X02000243]
[5]   Mild Heterogeneous Palladium-Catalyzed Cleavage of β-O-4′-Ether Linkages of Lignin Model Compounds and Native Lignin in Air [J].
Galkin, Maxim V. ;
Sawadjoon, Supaporn ;
Rohde, Volker ;
Dawange, Monali ;
Samec, Joseph S. M. .
CHEMCATCHEM, 2014, 6 (01) :179-184
[6]   Heterogeneous Catalytic Transfer Hydrogenation as an Effective Pathway in Biomass Upgrading [J].
Gilkey, Matthew J. ;
Xu, Bingjun .
ACS CATALYSIS, 2016, 6 (03) :1420-1436
[7]  
Gordon M, 2003, ELEC SOC S, V2003, P285
[8]   Fast Cyclohexane Oxidation Under Mild Reaction Conditions Through a Controlled Creation of Redox-Active Fe(II/III) Sites in a Metal-Organic Framework [J].
Kim, Ah-Reum ;
Ahn, Sol ;
Yoon, Tae-Ung ;
Notestein, Justin M. ;
Farha, Omar K. ;
Bae, Youn-Sang .
CHEMCATCHEM, 2019, 11 (22) :5650-5656
[9]   Hydrogen-free ring hydrogenation of phenol to cyclohexanol over a rhodium-loaded titanium(IV) oxide photocatalyst [J].
Kinoshita, Atsufumi ;
Nakanishi, Kousuke ;
Yagi, Ryosuke ;
Tanaka, Atsuhiro ;
Hashimoto, Keiji ;
Kominami, Hiroshi .
APPLIED CATALYSIS A-GENERAL, 2019, 578 :83-88
[10]   Role of Dissociation of Phenol in Its Selective Hydrogenation on Pt(111) and Pd(111) [J].
Li, Gaofeng ;
Han, Jinyu ;
Wang, Hua ;
Zhu, Xinli ;
Ge, Qingfeng .
ACS CATALYSIS, 2015, 5 (03) :2009-2016