欢迎登录材料期刊网

材料期刊网

高级检索

以甲基丙烯酸缩水甘油酯(GMA)为单体,以乙二醇二甲基丙烯酸酯(EGDMA)为交联剂,采用悬浮聚合法制得交联聚甲基丙烯酸缩水甘油酯(CPGMA)微球,然后以4-羟基-2,2,6,6-四甲基哌啶氮氧自由基(4-OH-TEMPO)为试剂,使CPGMA微球表面的环氧基团发生开环反应,从而制得了TEMPO固载化微球TEMPO/CPGMA,考察了制备条件对固载化反应的影响,并采用多种方法对微球TEMPO/CPGMA进行了表征.将微球TEMPO/CPGMA与CuC1组成共催化体系,用于分子氧氧化苯甲醇,考察了反应条件对催化体系性能的影响.结果表明,以含环氧基团的聚合物微球CPGMA为载体,通过开环反应,可成功地实现TEMPO的固载化,开环反应属SN2亲核取代反应,适宜采用溶剂N,N'-二甲基甲酰胺和反应温度85℃.非均相催化剂TEMPO/CPGMA与助催化剂CuC1构成共催化体系,在室温、常压O2条件下可高效地将苯甲醇氧化为苯甲醛,产物选择性和产率分别为100%和90%.主催化剂TEMPO与助催化剂CuC1适宜的摩尔比为1:1.2;主催化剂适宜用量为0.90g.此外,TEMPO/CPGMA固体催化剂具有良好的循环使用性能.

参考文献

[1] Zhu C J;Ji L;Wei Y Y .[J].Catalysis Communications,2010,11:1017.
[2] Fall A;Sene M;Gaye M;Gómez G Fall Y .[J].Tetrahedron Letters,2010,51:4501.
[3] Hu Z Z;Kerton F M .[J].Applied Catalysis A:General,2012,413-414:332.
[4] Jiang N;Ragauskas A J .[J].Tetrahedron Letters,2005,46:3323.
[5] Tan R;Liu C;Feng N D;Xiao J Zheng W G Zheng A M Yin D H .[J].Microporous and Mesoporous Materials,2012,158:77.
[6] Rahimi R;Gholamrezapor E;Naimijamal M R .[J].Inorganic Chemistry Communications,2011,14:1561.
[7] Liaigre D;Breton T;Beigsir EM .Kinetic and selectivity control of TEMPO electro-mediated oxidation of alcohols[J].Electrochemistry communications,2005(3):312-316.
[8] Liu L;Ji L Y;Wei Y Y .[J].Catalysis Communications,2008,9:1379.
[9] Mei ZW;Omote T;Mansour M;Kawafuchi H;Takaguchi Y;Jutand A;Tsuboi S;Inokuchi T .A high performance oxidation method for secondary alcohols by inductive activation of TEMPO in combination with pyridine-bromine complexes[J].Tetrahedron,2008(47):10761-10766.
[10] Benaglia M;Puglisi A;Holczknecht O;Quici S;Pozzi G .Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals[J].Tetrahedron,2005(51):12058-12064.
[11] Yang G Y;Guo Y C;Wu G H;Zheng L W Song M P .[J].Progress in Chemistry,2007,19:1727.
[12] 黄斌,张宁,洪三国,蔡琥.氮氧自由基催化有机物的分子氧氧化研究进展[J].分子催化,2009(04):377-385.
[13] Wang Q F;Zhang Y;Zheng G X;Tian Z Z Yang G Y .[J].Catalysis Communications,2011,14:92.
[14] 王心亮,梁鑫淼.温和条件下Fe(NO3)3/4-OH-TEMPO催化需氧氧化醇制备羰基化合物[J].催化学报,2008(09):935-939.
[15] Herath A C;Becker J Y .[J].Electrochimica Acta,2008,53:4324.
[16] Cecchetto A;Fontana E;Minisci F;Recupero F .[J].Tetrhedron Leat,2001,42:6651.
[17] Liu L;Ma J J;Xia J Y;Li L D Li C L Zhang X B Gong J Y .[J].Catalysis Communications,2011,12:323.
[18] Dijksman A;Arends I W C E;Sheldon R A.[J].Chemical Communications,2000:271.
[19] Testa M L;Ciriminna R;Hajji C;Garcia E Z Ciclosi M Arques J S Pagliaro M .[J].Advanced Synthesis and Catalysis,2004,346:655.
[20] Liu L;Ma J J;Ji L Y;Wei Y Y .[J].J Mol CatalA,2008,291:1.
[21] Gilhespy M;Lok M;Baucherel X .[J].Catalysis Today,2006,117:114.
[22] Gilhespy M;Lok M;Baucherel X .Polymer-supported nitroxyl radical catalyst for selective aerobic oxidation of primary alcohols to aldehydes[J].Chemical communications,2005(8):1085-1086.
[23] Tanyeli C;Gfimfis A .[J].Tetrahedron Letters,2003,44:1639.
[24] Merbouh N;Francois Thaburet J;Ibert M;Marsais F Bobbitt J M .[J].Carbohydrate Research,2001,336:75.
[25] Anirudhan, T.S.;Senan, P. .Adsorptive potential of sulfonated poly(glycidylmethacrylate)-grafted cellulose for separation of lysozyme from aqueous phase: Mass transfer analysis, kinetic and equilibrium profiles[J].Colloids and Surfaces, A. Physicochemical and Engineering Aspects,2011(1/3):156-166.
[26] Brunel D;Fajula F;Nagy J B;Deroide B Verhoef M J Veum L Peters J A Van Bekkum H .[J].Applied Catalysis A:General,2001,213:73.
[27] Tsubokawa N;Kimoto T;Endo T .[J].Journal of Molecular Catalysis A:Chemical,1995,101:45.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%