甲醇水相重整制氢原位还原苯乙酮制备α-苯乙醇

催化学报 , 2007, 28(3): 281-286.

甲醇水相重整制氢原位还原苯乙酮制备α-苯乙醇

姜莉 ^1, , 祝一锋 ^2, , 项益智 ^3, , 李小年 ^4,

1.浙江工业大学工业催化研究所,绿色化学合成技术国家重点实验室培育基地,浙江杭州,310032

2.浙江工业大学工业催化研究所,绿色化学合成技术国家重点实验室培育基地,浙江杭州,310032

3.浙江工业大学工业催化研究所,绿色化学合成技术国家重点实验室培育基地,浙江杭州,310032

4.浙江工业大学工业催化研究所,绿色化学合成技术国家重点实验室培育基地,浙江杭州,310032

基金项目: 教育部跨世纪优秀人才培养计划(NCET-04-0557) 高等学校博士学科点专项科研项目(SRFDP-20060337001)

关键词：液相 , 甲醇 , 重整 , 苯乙酮 , 加氢 , 苯乙醇 , 偶合 , Raney镍

In-Situ Reduction of Acetophenone to α-Phenylethanol with Hydrogen Derived from Aqueous-Phase Reforming of Methanol

在液相状态下,吸热的甲醇水相重整制氢反应和放热的苯乙酮液相加氢反应可使用相同类型的催化剂,并在相近的反应温度和压力条件下进行. 据此,提出利用甲醇水相重整制氢原位还原苯乙酮制备α-苯乙醇,将两个反应偶合形成一种新的苯乙酮加氢还原方法,即苯乙酮液相原位加氢还原法. 通过这种偶合,在Raney Ni催化剂作用下实现了羰基的高选择性还原(α-苯乙醇选择性可达95%), 同时水相重整过程中甲醇的转化率和氢的选择性也得到明显提高. 实验结果表明,反应条件是影响苯乙酮原位加氢反应性能的重要因素;优化反应的温度、压力、苯乙酮浓度和原料配比可以提高甲醇水相重整制氢选择性和羰基加氢选择性.

参考文献

[1]	Subbiah V .[P].US 5919991,1999.
[2]	Yoshimoto H;Okawa K;Tamai Y .[P].JP 2000041655,2000.
[3]	Rajashekharam M V;Bergault I;Fouilloux P;Schweich D Delmas H Chaudhari R V .[J].Catalysis Today,1999,48(1-4):83.
[4]	Lin S D;Sanders D K;Vannice M A .[J].Applied Catalysis A:General,1994,113(01):59.
[5]	Ohkuma T;Ooka H;Hashiguchi S;Ikariya T Noyori R .[J].Journal of the American Chemical Society,1995,117(09):2675.
[6]	Doucet H.;Murata K.;Yokozawa T.;Kozawa M.;Katayama E. England AF.;Ikariya T.;Noyori R.;Ohkuma T. .trans-[RuCl2(phosphane)(2)(1,2-diamine)] and chiral trans-[RuCl2(diphosphane)(1,2-diamine]): Shelf-stable precatalysts for the rapid, productive, and stereoselective hydrogenation of ketones[J].Angewandte Chemie International Edition,1998(12):1703-1707.
[7]	Noyori R;Hashiguchi S .[J].Accounts of Chemical Research,1997,30(02):97.
[8]	Noyori R;Ohkuma T .[J].Angewandte Chemie International Edition,2001,40(01):40.
[9]	Kajitani M;Suzuki N;Abe T;Kaneko Y Kasuya K Takahashi K Sugimori A .[J].Bulletin of the Chemical Society of Japan,1979,52(08):2343.
[10]	Masson J;Cividino P;Bonnier J M;Fouilloux P .[J].Studies in Surface Science and Catalysis,1991,59:245.
[11]	Bonnier J M;Damon J P;Masson J .[J].Applied Catalysis,1988,42(02):285.
[12]	徐长青,朱大建,李光兴.3种镍基催化剂对苯乙酮的催化加氢对比研究[J].化学试剂,2005(03):129-132.
[13]	徐长青,朱大建,李光兴.Ni-B/SiO2非晶态催化剂对苯乙酮的催化加氢研究[J].分子催化,2004(04):281-285.
[14]	Chen CS.;Chen HW.;Cheng WH. .Study of selective hydrogenation of acetophenone on Pt/SiO2[J].Applied Catalysis, A. General: An International Journal Devoted to Catalytic Science and Its Applications,2003(1/2):117-128.
[15]	Santori G F;Moglioni A G;Vetere V;Iglesias G Y M Casella M L Ferretti O A .[J].Applied Catalysis A:General,2004,269(1-2):215.
[16]	Malyala R.V. .Activity, selectivity and stability of Ni and bimetallic Ni-Pt supported on zeolite Y catalysts for hydrogenation of acetophenone and its substituted derivatives[J].Applied Catalysis, A. General: An International Journal Devoted to Catalytic Science and Its Applications,2000(1/2):71-86.
[17]	Casagrande M;Storaro L;Tolon A;Lenarda M Frattini R Rodriguez-Castellon E Maireles-Torres P .[J].Journal of Molecular Catalysis A:Chemical,2002,188(1-2):133.
[18]	Mathew S P;Rajasekharam M V;Chaudhari R V .[J].Catalysis Today,1999,49(1-3):49.
[19]	Ikenaga T;Matsushita K;Shinozawa J;Yada S;Takagi Y .The effects of added ammonium chloride in the reductive amination of some carbonyl compounds over Ru and Pd catalysts[J].Tetrahedron,2005(8):2105-2109.
[20]	Zaccheria F;Ravasio N;Psaro R;Fusi A .[J].Tetrahedron Letters,2005,46(21):3695.
[21]	Drelinkiewicza A.;Waksmundzka A.;Makowski W.;Sobczak JW.;Krol A. Zieba A. .Acetophenone hydrogenation on polymer-palladium catalysts. The effect of polymer matrix[J].Catalysis Letters,2004(3/4):143-156.
[22]	Masson J;Vidal S;Cividino P;Fouilloux P Court J .[J].Applied Catalysis A:General,1993,99(02):147.
[23]	Masson J;Cividino P;Court J .[J].Applied Catalysis A:General,1997,161(1-2):191.
[24]	Bergault I.;Joly-Vuillemin C.;Delmas H.;Fouilloux P. .Kinetics and intraparticle diffusion modelling of a complex multistep reaction: Hydrogenation of acetophenone over a rhodium catalyst[J].Journal of Catalysis,1998(2):328-337.
[25]	Hamar-Thibault S;Masson J;Fouilloux P;Court J .[J].Applied Catalysis A:General,1993,99(02):131.
[26]	Shabaker JW.;Huber GW.;Dumesic JA. .Aqueous-phase reforming of oxygenated hydrocarbons over Sn-modified Ni catalysts[J].Journal of Catalysis,2004(1):180-191.
[27]	Cortright R D;Davda R R;Dumesic J A .[J].Nature,2002,418(6908):64.
[28]	Huber GW.;Shabaker JW.;Dumesic JA. .Raney Ni-Sn catalyst for H-2 production from biomass-derived hydrocarbons[J].Science,2003(5628):2075-2077.
[29]	白赢,卢春山,马磊,陈萍,郑遗凡,李小年.Ce和Mg改性的γ-Al2O3负载Pt催化剂催化乙二醇水相重整制氢[J].催化学报,2006(03):275-280.
[30]	李小年;项益智.[J].中国科学
[31]	Kim W B;Voitl T;Rodriguez-Rivera G J;Evans S T,Dumesic J A .[J].Angewandte Chemie International Edition,2005,44(05):778.
[32]	黄艳轶,马红霞,熊伟,陈华,李贤均.Ru-（S）-BINAP/γ-Al2O3催化剂上苯乙酮及其衍生物的多相不对称加氢反应[J].催化学报,2004(12):962-966.
[33]	王友臻 .纳米非晶态合金镍基催化剂在苯乙酮选择加氢反应中的应用[D].复旦大学,2004.

上一张下一张

计量

下载量()
访问量()

作者相关

文章评分

您的评分：
1

0%
2

0%
3

0%
4

0%
5

0%

材料期刊网