Effect of a combination of hexamethylphosphoramide and alkyl alcohol on the stereospecificity of radical polymerization of N-isopropylacrylamide

被引:8
|
作者
Hirano, Tomohiro [1 ]
Morikami, Akihiro [1 ]
Fujioka, Yasuhiro [1 ]
Ute, Koichi [1 ]
机构
[1] Univ Tokushima, Dept Chem Sci & Technol, Inst Sci & Technol, Tokushima 7708506, Japan
关键词
Hydrogen bonding; N-Isopropylactylamide; Stereospecific radical polymerization; HYDROGEN-BOND; SYNDIOTACTIC-SPECIFICITY; POLY(N-ISOPROPYLACRYLAMIDE); TEMPERATURE; TACTICITY;
D O I
10.1016/j.polymer.2010.12.035
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Radical polymerization of N-isopropylacrylamide (NIPAAm) was investigated at low temperatures in the presence of both hexamethylphosphoramide (HMPA) and alkyl alcohols. Although HMPA and alkyl alcohols separately induced syndiotactic specificity in NIPAAm polymerization in toluene at low temperatures, a combination of HMPA and less bulky alkyl alcohols, such as methanol and ethanol, was found to induce isotactic specificity at -80 degrees C. NMR analysis of mixtures of NIPAAm, ethanol and HMPA suggested the formation of a 1:1:1 complex through O-H center dot center dot center dot O=C and N-H center dot center dot center dot O=P hydrogen bonding. It is believed that the steric effect of HMPA enhanced by cooperative hydrogen bonding was responsible for the combined effect of HMPA and alkyl alcohols in inducing isotactic specificity. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:629 / 634
页数:6
相关论文
共 50 条
  • [21] In Situ Radical Polymerization of N-isopropylacrylamide in Electrospun Anisotropic Nanofiber of Poly (Ethylene Oxide)
    Shen, Zhitong
    Suye, Shin-ichiro
    Fujita, Satoshi
    JOURNAL OF FIBER SCIENCE AND TECHNOLOGY, 2021, 77 (01): : 40 - 45
  • [22] Controlled polymerization of N-isopropylacrylamide with an activated methacrylic ester
    Savariar, EN
    Thayumanavan, S
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (24) : 6340 - 6345
  • [23] Controlling the tacticity in the polymerization of N-isopropylacrylamide: A computational study
    Ozaltin, T. Furuncuoglu
    Degirmenci, I.
    Aviyente, V.
    Atilgan, C.
    De Sterck, B.
    Van Speybroeck, V.
    Waroquier, M.
    POLYMER, 2011, 52 (24) : 5503 - 5512
  • [24] Self-Assembling in Polymerization Processes of N-Isopropylacrylamide
    Mikihito Takenaka
    Naoki Iwase
    Shotaro Nishitsuji
    Kazuki Ito
    Polymer Journal, 2007, 39 : 1112 - 1116
  • [25] Hydrogen-bond-assisted stereocontrol in the radical polymerization of N-isopropylacrylamide with bidentate Lewis base
    Hirano, T
    Kitajima, H
    Seno, M
    Sato, T
    POLYMER, 2006, 47 (02) : 539 - 546
  • [26] Self-Assembling in Polymerization Processes of N-Isopropylacrylamide
    Takenaka, Mikihito
    Iwase, Naoki
    Nishitsuji, Shotaro
    Ito, Kazuki
    POLYMER JOURNAL, 2007, 39 (11) : 1112 - 1116
  • [27] Poly(N-isopropylacrylamide) Prepared by Free-Radical Polymerization in Aqueous Solutions and in Nanocomposite Hydrogels
    Haraguchi, Kazutoshi
    Xu, Yingjia
    Li, Guang
    POLYMER NETWORKS, 2011, 306-307
  • [28] Thermoresponsive polystyrene-b-poly(N-isopropylacrylamide) copolymers by atom transfer radical polymerization
    Shinde, Vaishali S.
    Girme, Madhavi R.
    Pawar, Vishwas U.
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2011, 50 (06): : 781 - 787
  • [29] Water-Assisted Atom Transfer Radical Polymerization of N-Isopropylacrylamide: Nature of Solvent and Temperature
    Ye, Jianding
    Narain, Ravin
    JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (03): : 676 - 681
  • [30] Molecular weight characterization of poly(N-isopropylacrylamide) prepared by living free-radical polymerization
    Ganachaud, F
    Monteiro, MJ
    Gilbert, RG
    Dourges, MA
    Thang, SH
    Rizzardo, E
    MACROMOLECULES, 2000, 33 (18) : 6738 - 6745