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A novel approach to biodegradable block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by new aluminum metal complexes
Yang, J; Jia, L; Yin, LZ; Yu, JY; Shi, Z; Fang, Q; Cao, AM
2004-12-15
Source PublicationMACROMOLECULAR BIOSCIENCE
ISSN1616-5187
Volume4Issue:12Pages:1092-1104
AbstractThe chemical preparation of structurally well-defined biodegradable amphiphilic block copolymers is now of great interest for biomedical applications and the fundamental mimetic study of biomacromolecule self-assembly. For this purpose, in this study, (R,R)-N,N'-bis(3-tert-butylsalicylidene)-1,2-cyclohexanediamine 2 as a ligand was first synthesized from 1,2-cyclohexanediamine (DACH) and was allowed to further react with AlMe3, leading to a precursor compound 3. Then, the novel five-coordinated aluminum metal complexes 4-6 and 7-8 were prepared with good yields of 80-90%, bearing various molar mass monofunctional methoxy-poly(ethylene glycol) MPEG and difunctional poly(ethylene glycol) PEG as the alkoxy moieties, respectively. By means of nuclear magnetic resonance spectrometry (NMR), mass spectrometry (MALDI-FTMS) and Fourier Transform infrared spectrometry (FT-IR), new metal aluminum complexes 4-8 were characterized as having distinct chemical structures. Utilizing the synthesized metal complexes 4-8 as novel coordination polymerization catalytic templates, biodegradable amphiphilic MPEG-b-PCL, Full Paper MPEG-b-PVL, PCL-b-PEG-b-PCL and PVL-b-PEG-b-PVL were synthesized with good control of the molecular weight distribution via the ring opening polymerization of e-caprolactone and delta-valerolactone monomers at 100degreesC in toluene. In addition, the chemical and crystalline structures and the thermal properties of these block biodegradable copolymers were analyzed by means of NMR, gel permeation chromatography (GPC), wide-angle X-ray diffraction (WAXD), differential scanning calorimetry (DSC) and thermal gravimetric analysis (TGA). It was found that the melting points and crystallinities of the block copolymers synthesized strongly depended on the molecular structures of the polyether and polyester building blocks. Only one glass transition stage was detected, indicating good chain/segmental miscibility between the hydrophilic MPEG/PEG and hydrophobic PCL/PVL blocks in the non-crystalline regions. Moreover, TGA analysis exhibited typical two-step decomposition profiles with the weight-loss percentages in good agreement with block compositions from NMR calculations.
KeywordAluminum Metal Complexes Amphiphiles Biodegradable Block Copolymers
DOI10.1002/mabi.200400128
Indexed BySCI
Language英语
WOS IDWOS:000227008100003
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:30[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/81702
Collection中国科学院化学研究所
Corresponding AuthorCao, AM
Affiliation1.Chinese Acad Sci, Shanghai Inst Organ Chem, Polymer Mat Lab, Shanghai 200032, Peoples R China
2.NW Univ Xian, Dept Chem, Xian 710069, Shanxi, Peoples R China
3.Donghua Univ, Coll Text, Shanghai 200051, Peoples R China
Recommended Citation
GB/T 7714
Yang, J,Jia, L,Yin, LZ,et al. A novel approach to biodegradable block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by new aluminum metal complexes[J]. MACROMOLECULAR BIOSCIENCE,2004,4(12):1092-1104.
APA Yang, J.,Jia, L.,Yin, LZ.,Yu, JY.,Shi, Z.,...&Cao, AM.(2004).A novel approach to biodegradable block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by new aluminum metal complexes.MACROMOLECULAR BIOSCIENCE,4(12),1092-1104.
MLA Yang, J,et al."A novel approach to biodegradable block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by new aluminum metal complexes".MACROMOLECULAR BIOSCIENCE 4.12(2004):1092-1104.
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