Synthesis and characterization of novel copolymers based on 3(S)-methyl-morpholine-2,5-dione

被引:1
|
作者
Yakai Feng
Chengbin Chen
Li Zhang
Hong Tian
Wenjie Yuan
机构
[1] Tianjin University,School of Chemical Engineering and Technology
关键词
amino acid; 3(S)-methyl-morpholine-2,5-dione; 5-methyl-5-benzyloxycarbonyl-1,3-dioxan-2-one; ringopening polymerization; copolymer; biomaterial;
D O I
10.1007/s12209-012-1864-9
中图分类号
学科分类号
摘要
A series of novel copolymers were successfully synthesized by ring-opening polymerization (ROP) of 3(S)-methyl-morpholine-2,5-dione (MMD) and 5-methyl-5-benzyloxycarbonyl-1,3-dioxan-2-one (MBC) using stannous octoate as catalyst. The copolymers were characterized by means of 1H-NMR and FT-IR spectroscopy. Gel permeation chromatography (GPC) test shows that the average-number relative molecular mass and average-weight relative molecular mass slightly increase with the increase of MBC content in feed. The results of differential scanning calorimetry (DSC) demonstrate that the glass transition temperature of copolymers increases with the increase of MBC content in copolymers. The copolymers of MMD and MBC are amorphous copolymers, as indicated by DSC results, while the homopolymer of MMD is semicrystalline.
引用
收藏
页码:315 / 319
页数:4
相关论文
共 50 条
  • [21] 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
  • [22] Interfacial properties of morpholine-2,5-dione-based oligodepsipeptides and multiblock copolymers
    Rainhard Machatschek
    Anne-Christin Schöne
    Elisa Raschdorf
    Ramona B. J. Uilenburg
    Burkhard Schulz
    Andreas Lendlein
    MRS Communications, 2019, 9 : 170 - 180
  • [23] Interfacial properties of morpholine-2,5-dione-based oligodepsipeptides and multiblock copolymers
    Machatschek, Rainhard
    Schoene, Anne-Christin
    Raschdorf, Elisa
    Ihlenburg, Ramona B. J.
    Schulz, Burkhard
    Lendlein, Andreas
    MRS COMMUNICATIONS, 2019, 9 (01) : 170 - 180
  • [24] 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
  • [25] Enantioselective synthesis of (R)- and (S)-alpha-amino acids using (6S)- and (6R)-6-methyl-morpholine-2,5-dione derivatives
    Porzi, G
    Sandri, S
    TETRAHEDRON-ASYMMETRY, 1996, 7 (01) : 189 - 196
  • [26] Simple and Rapid Mechanochemical Synthesis of Lactide and 3S-(Isobutyl)morpholine-2,5-dione-Based Random Copolymers Using DBU and Thiourea
    Burton, Tobias F.
    Pinaud, Julien
    Petry, Nicolas
    Lamaty, Frederic
    Giani, Olivia
    ACS MACRO LETTERS, 2021, 10 (12) : 1454 - 1459
  • [27] Synthesis and SAR study of 1H-pyrrole-2,5-dione and furan-2,5-dione derivatives as novel COX-2 inhibitors
    Moon, Jong Taik
    Heo, Jae Ho
    Jeon, Ji Young
    Kim, Ji-Yeon
    Lee, Kyung-Tae
    Lee, Jae Yeol
    Choo, Dong Joon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 702 - 702
  • [28] (3S,6S)-3-Benzyloxymethyl-6-methyl-1,4-dioxane-2,5-dione
    Kooijman, H
    Leemhuis, M
    van Nostrum, CF
    Hennink, WE
    Spek, AL
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O901 - O903
  • [29] Rapid and Controlled Organocatalyzed Ring-Opening Polymerization of 3S-(Isobutyl)morpholine-2,5-dione and Copolymerization with Lactide
    Burton, Tobias F.
    Pinaud, Julien
    Giani, Olivia
    MACROMOLECULES, 2020, 53 (15) : 6598 - 6607
  • [30] The synthesis of poly(glycolic acid-alt-L-aspartic acid) from morpholine-2,5-dione derivative
    Wang, D
    Feng, XD
    INTERNATIONAL CONFERENCE ON BIORELATED POLYMERS CONTROLLED RELEASE DRUGS AND REACTIVE POLYMERS, 1997, : 150 - 151