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An approach to synthesize poly(ethylene glycol)-b-poly(epsilon-caprolactone) with terminal amino group via Schiff's base as an initiator
Chen, Li3; Zhuang, Xiu-li1; Sun, Guo-en2; Chen, Xue-si1; Jing, Xia-bin1
2008-07-01
Source PublicationCHINESE JOURNAL OF POLYMER SCIENCE
ISSN0256-7679
Volume26Issue:4Pages:455-463
AbstractA new method to synthesize a degradable terminal amino group-containing copolymer, poly(ethylene glycol)-b-poly(epsilon-caprolactone) (MPEG-PCL-NH2), was developed in the following three steps: (1) the ring-opening polymerization (ROP) of epsilon-caprolactone from the Schiff base prepared from benzaldehyde and ethanolamine (Ph-CH = NCH2CH2OH) used as an initiator to obtain heterobifunctional poly(epsilon-caprolactone) with one terminal Schiff base group and one hydroxyl group (HO-PCL-CH2CH2N = CH-Ph); (2) the coupling reaction of two reactive precursors, a hydroxy-terminated HO-PCLCH2CH2N CH Ph and alpha-monocarboxy-omega-monomethoxy poly(ethylene glycol) (CMPEG) to synthesize MPEG-PCL-CH2CH2N CH Ph; (3) the conversion of the -N=CH-Ph end-group into NH2 end-group by acidification of acetic acid to obtain MPEG-PCL-NH2. The structures from the precursors to the terminal amino group-containing copolymer were confirmed by H-1-NMR and their molecular weights were measured by gel permeation chromatography. The amphiphilic terminal amino group-containing copolymer could self-assemble into micelles in an aqueous system with PCL block as the core and PEG block as the shell. The micelle formation of the terminal amino group-containing block copolymer was studied by fluorescent probe technique and the existence of critical micellar concentration (cmc) confirmed the amphiphilic nature of the resulting copolymer. ESEM and DLS analysis of the micelles revealed a homogeneous spherical morphology and a unimodal size distribution.
KeywordSchiff Base Poly(Epsilon-caprolactone) Poly(Ethylene Glycol) Biodegradability Micelle
Indexed BySCI
Language英语
WOS IDWOS:000257380800010
PublisherWORLD SCIENTIFIC PUBL CO PTE LTD
Citation statistics
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/65320
Collection中国科学院化学研究所
Corresponding AuthorChen, Xue-si
Affiliation1.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China
2.Jilin Univ, Dept Martial Sci & Engn, Changchun 130022, Peoples R China
3.NE Normal Univ, Dept Chem, Changchun 130022, Peoples R China
Recommended Citation
GB/T 7714
Chen, Li,Zhuang, Xiu-li,Sun, Guo-en,et al. An approach to synthesize poly(ethylene glycol)-b-poly(epsilon-caprolactone) with terminal amino group via Schiff's base as an initiator[J]. CHINESE JOURNAL OF POLYMER SCIENCE,2008,26(4):455-463.
APA Chen, Li,Zhuang, Xiu-li,Sun, Guo-en,Chen, Xue-si,&Jing, Xia-bin.(2008).An approach to synthesize poly(ethylene glycol)-b-poly(epsilon-caprolactone) with terminal amino group via Schiff's base as an initiator.CHINESE JOURNAL OF POLYMER SCIENCE,26(4),455-463.
MLA Chen, Li,et al."An approach to synthesize poly(ethylene glycol)-b-poly(epsilon-caprolactone) with terminal amino group via Schiff's base as an initiator".CHINESE JOURNAL OF POLYMER SCIENCE 26.4(2008):455-463.
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