Interfacial properties of morpholine-2,5-dione-based oligodepsipeptides and multiblock copolymers

被引:2
|
作者
Machatschek, Rainhard [1 ,2 ]
Schoene, Anne-Christin [1 ,2 ]
Raschdorf, Elisa [3 ]
Ihlenburg, Ramona B. J. [1 ,2 ,3 ]
Schulz, Burkhard [1 ,2 ,3 ]
Lendlein, Andreas [1 ,2 ,3 ]
机构
[1] Helmholtz Zentrum Geesthacht, Inst Biomat Sci, Kantstr 55, D-14513 Teltow, Germany
[2] Berlin Brandenburg Ctr Regenerat Therapies, Kantstr 55, D-14513 Teltow, Germany
[3] Univ Potsdam, Inst Chem, Karl Liebknecht Str 24-25, D-14469 Potsdam, Germany
关键词
BLOCK-COPOLYMER; ENZYMATIC DEGRADATION; POLY(ESTER AMIDE)S; CONTROLLED-RELEASE; FILMS; NANOCARRIERS;
D O I
10.1557/mrc.2019.21
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Oligodepsipeptides (ODPs) with alternating amide and ester bonds prepared by ring-opening polymerization of morpholine-2,5-dione derivatives are promising matrices for drug delivery systems and building blocks for multifunctional biomaterials. Here, we elucidate the behavior of three telechelic ODPs and one multiblock copolymer containing ODP blocks at the air-water interface. Surprisingly, whereas the oligomers and multiblock copolymers crystallize in bulk, no crystallization is observed at the air-water interface. Furthermore, polarization modulation infrared reflection absorption spectroscopy is used to elucidate hydrogen bonding and secondary structures in ODP monolayers. The results will direct the development of the next ODP-based biomaterial generation with tailored properties for highly sophisticated applications.
引用
收藏
页码:170 / 180
页数:11
相关论文
共 50 条
  • [21] Cooligomers from morpholine-2,5-dione and para-dioxanone and catalyst complex SnOct2/2-hydroxyethyl sulfide
    Liang, Xiao
    Behl, Marc
    Luetzow, Karola
    Lendlein, Andreas
    MRS ADVANCES, 2021, 6 (32) : 764 - 768
  • [22] Cooligomers from morpholine-2,5-dione and para-dioxanone and catalyst complex SnOct2/2-hydroxyethyl sulfide
    Xiao Liang
    Marc Behl
    Karola Luetzow
    Andreas Lendlein
    MRS Advances, 2021, 6 : 764 - 768
  • [23] Preliminary study of hydrogen bonding in (3S)-3-[(benzyloxycarbonyl)methyl]morpholine-2,5-dione and its effect on polymerization
    Zhang, GD
    Wang, D
    Feng, XD
    MACROMOLECULES, 1998, 31 (18) : 6390 - 6392
  • [24] Design, synthesis and biological evaluation of 1,4-benzodiazepine-2,5-dione-based HDAC inhibitors
    Loudni, Lynda
    Roche, Joelle
    Potiron, Vincent
    Clarhaut, Jonathan
    Bachmann, Christian
    Gesson, Jean-Pierre
    Tranoy-Opalinski, Isabelle
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (17) : 4819 - 4823
  • [25] New, thermally stable, rigid polyurethane foams based on polyols obtained using morpholine-2,3-dione derivatives
    Zarzyka, Iwona
    Bialkowska, Anita
    Paczesniak, Tomasz
    Fracz, Wieslaw
    Majda, Dorota
    JOURNAL OF CELLULAR PLASTICS, 2018, 54 (04) : 719 - 741
  • [26] Lipase-catalyzed ring-opening polymerization of morpholine-2,5-dione derivatives:: A novel route to the synthesis of poly(ester amide)s
    Feng, YK
    Klee, D
    Keul, H
    Höcker, H
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2000, 201 (18) : 2670 - 2675
  • [27] Copolymerization of ε-caprolactone with (3S)-3-[(benzyloxycarbonyl)methyl]morpholine-2,5-dione and the 13C NMR sequence analysis of the copolymer
    Wang, D
    Feng, XD
    MACROMOLECULES, 1998, 31 (12) : 3824 - 3831
  • [28] Thienothiophene-2,5-Dione-Based Donor-Acceptor Polymers: Improved Synthesis and Influence of the Donor Units on Ambipolar Charge Transport Properties
    Kawabata, Kohsuke
    Osaka, Itaru
    Nakano, Masahiro
    Takemura, Noriko
    Koganezawa, Tomoyuki
    Takimiya, Kazuo
    ADVANCED ELECTRONIC MATERIALS, 2015, 1 (06):
  • [29] New biomaterial:: triblock copolymers of poly [3(S)-isobutyl-morpholine-2,5-dione]-poly(ethylene oxide)
    Feng, Y
    Klee, D
    Höcker, H
    MATERIALWISSENSCHAFT UND WERKSTOFFTECHNIK, 1999, 30 (12) : 862 - 868
  • [30] Synthesis and Controlled Organobase-Catalyzed Ring-Opening Polymerization of Morpholine-2,5-Dione Derivatives and Monomer Recovery by Acid-Catalyzed Degradation of the Polymers
    Shi, Chang-Xia
    Guo, Yu-Ting
    Wu, Yu-Huan
    Li, Zhao-Yue
    Wang, Yao-Zong
    Du, Fu-Sheng
    Li, Zi-Chen
    MACROMOLECULES, 2019, 52 (11) : 4260 - 4269