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大澤 重仁
Department Research Institutes and Facilities, Research Institutes and Facilities Position |
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| Article types | Original article |
| Language | English |
| Peer review | Peer reviewed |
| Title | A facile amino-functionalization of poly(2-oxazoline)s’ distal end through sequential azido end-capping and Staudinger reactions |
| Journal | Formal name：European polymer journal. ISSN code：00143057/18731945 |
| Domestic / Foregin | Foregin |
| Volume, Issue, Page | 88,pp.553-561 |
| Total page number | 9 |
| Author and coauthor | Shigehito Osawa, Takehiko Ishii, Hiroyasu Takemoto, Kensuke Osada, Kazunori Kataoka |
| Authorship | Lead author |
| Publication date | 2017/03/01 |
| Summary | Facile and quantitative method to introduce primary-amino group into the distal chain end of poly(2-substituted 2-oxazoline)s (POx)s, which have attracted progressive interest as platform polymers for various bio-functionality materials, was established here via two-step reactions; First, termination of cationic polymerization of 2-oxazoline using sodium azide as the end-capping reagent, followed by the conversion of the azido group to an amino group using triphenylphosphine (TPP) by the Staudinger reaction. The azido introduction step and the subsequent amino conversion step was accomplished within 1 h and 3 h, respectively, to ultimately obtain ω-amino-poly(2-ethyl-2-oxazoline) (PEtOx-NH2) with 96% functionality. The synthesized PEtOx-NH2 was subjected to ring-opening polymerization of Nε-trifluoroacetyl-l-lysine N-carboxy anhydride (Lys(TFA)-NCA) to successfully obtain the block copolymer PEtOx-b-PLys(TFA), which can be utilized as a platform polymer to develop polymer therapeutics, thus, demonstrating the versatility of the presently reported procedure for further functionalization of POx derivatives. |
| DOI | 10.1016/j.eurpolymj.2016.11.029 |