Microwave-assisted synthesis of cyclodextrin polyurethanes

被引:23
作者
Biswas, Atanu [1 ]
Appell, Michael [1 ]
Liu, Zengshe [1 ]
Cheng, H. N. [2 ]
机构
[1] ARS, Natl Ctr Agr Utilizat Res, USDA, Peoria, IL 61604 USA
[2] ARS, So Reg Res Ctr, USDA, New Orleans, LA 70124 USA
关键词
Cyclodextrin; TDI; MDI; HDI; Polyurethane; Microwave; NMR; DIISOCYANATE; SPECTROSCOPY; REMOVAL;
D O I
10.1016/j.carbpol.2015.06.044
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Cyclodextrin (CD) has often been incorporated into polyurethanes in order to facilitate its use in encapsulation or removal of organic species for various applications. In this work a microwave-assisted method has been developed to produce polyurethanes consisting of alpha-, beta-, and gamma-CD and three common diisocyanates. As compared to conventional heating, this new synthetic method saves energy, significantly reduces reaction time, and gets similar or improved yield. The reaction products have been fully characterized with C-13, H-1, and two-dimensional NMR spectroscopy. With suitable stoichiometry of starting CD and diisocyanate, the resulting CD polyurethane is organic-soluble and water-insoluble and is shown to remove Nile red dye and phenol from water. Possible applications include the removal of undesirable materials from process streams, toxic compounds from the environment, and encapsulation of color or fragrance molecules. Published by Elsevier Ltd.
引用
收藏
页码:74 / 79
页数:6
相关论文
共 30 条
  • [1] An artificial organosilicon receptor
    Abbate, Vincenzo
    Bassindale, Alan R.
    Brandstadt, Kurt F.
    Taylor, Peter G.
    [J]. POLYMER CHEMISTRY, 2012, 3 (08) : 2018 - 2027
  • [2] Bilensoy E., 2011, CYCLODEXTRINS PHARM, DOI [10.1002/9780470926819, DOI 10.1002/9780470926819]
  • [3] Microwave-assisted synthesis of alkyl cellulose in aqueous medium
    Biswas, Atanu
    Kim, S.
    Selling, G. W.
    Cheng, H. N.
    [J]. CARBOHYDRATE POLYMERS, 2013, 94 (01) : 120 - 123
  • [4] Bogdal D., 2006, Microwave-Assisted Organic Synthesized: One Hundred Reaction Procedures
  • [5] Brandolini A. J., 2000, NMR SPECTRA POLYM PO
  • [6] OPTIMIZATION OF ISOCRATIC MOBILE PHASE-COMPOSITION FOR HPLC ANALYSIS OF 11 SUBSTITUTED PHENOLS
    BUSTO, O
    OLUCHA, JC
    BORRULL, F
    [J]. CHROMATOGRAPHIA, 1991, 32 (11-12) : 566 - 572
  • [7] INTEGRATED APPROACH FOR C-13 NUCLEAR-MAGNETIC-RESONANCE SHIFT PREDICTION, SPECTRAL SIMULATION AND LIBRARY SEARCH
    CHENG, HN
    KASEHAGEN, LJ
    [J]. ANALYTICA CHIMICA ACTA, 1994, 285 (1-2) : 223 - 235
  • [8] Removal of Parabens from Aqueous Solution Using β-Cyclodextrin Cross-Linked Polymer
    Chin, Yuk Ping
    Mohamad, Sharifah
    Bin Abas, Mhd Radzi
    [J]. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2010, 11 (09): : 3459 - 3471
  • [9] Kinetic and thermodynamic studies of the formation of a polyurethane based on 1,6-hexamethylene diisocyanate and poly(carbonate-co-ester)diol
    d'Arlas, B. Femandez
    Rueda, L.
    Stefani, P. M.
    de la Caba, K.
    Mondragon, I.
    Eceiza, A.
    [J]. THERMOCHIMICA ACTA, 2007, 459 (1-2) : 94 - 103
  • [10] CHARACTERIZATION OF POLYURETHANE ELASTOMERS BY C-13 NMR-SPECTROSCOPY
    DELIDES, C
    PETHRICK, RA
    CUNLIFFE, AV
    KLEIN, PG
    [J]. POLYMER, 1981, 22 (09) : 1205 - 1210