Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides
Amine-terminated poly (L-lactide) (NH2-PLLA) with various chain lengths were successfully synthesized by sequential tert-butyl-N-(3-hydroxypropyl) carbamate initiated bulk ring-opening polymerization (ROP) of L-lactide (L-LA) in the presence of Stannous(II) 2-ethylhexanoate (Sn(Oct)2) and deprotecti...
Saved in:
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2011-01-01
|
| Series: | International Journal of Polymer Science |
| Online Access: | http://dx.doi.org/10.1155/2011/381076 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850157706101391360 |
|---|---|
| author | Mingjie Ju Feirong Gong Shujun Cheng Yun Gao |
| author_facet | Mingjie Ju Feirong Gong Shujun Cheng Yun Gao |
| author_sort | Mingjie Ju |
| collection | DOAJ |
| description | Amine-terminated poly (L-lactide) (NH2-PLLA) with various chain lengths were successfully synthesized by sequential tert-butyl-N-(3-hydroxypropyl) carbamate initiated bulk ring-opening polymerization (ROP) of L-lactide (L-LA) in the presence of Stannous(II) 2-ethylhexanoate (Sn(Oct)2) and deprotection of the N-tert-butoxycarbonyl (Boc) group at the end of the polymer chain. The polymers obtained were characterized by FT-IR, 1H NMR, and GPC method. NH2-PLLA thus prepared was used to initiate the polymerization of ω-benzyloxycarbonyl-L-lysine-N-carboxyanhydride (Lys (Z)-NCA), and the result confirmed the high nucleophilicity of the terminal amine group. This method was not only suitable for the preparation of low molecular weight NH2-PLLA, but also quite efficient in the synthesis of high molecular weight samples. |
| format | Article |
| id | doaj-art-343fef61b4c4493781c68c75fb5ee261 |
| institution | OA Journals |
| issn | 1687-9422 1687-9430 |
| language | English |
| publishDate | 2011-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | International Journal of Polymer Science |
| spelling | doaj-art-343fef61b4c4493781c68c75fb5ee2612025-08-20T02:24:05ZengWileyInternational Journal of Polymer Science1687-94221687-94302011-01-01201110.1155/2011/381076381076Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-CarboxyanhydridesMingjie Ju0Feirong Gong1Shujun Cheng2Yun Gao3Key Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaKey Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, ChinaAmine-terminated poly (L-lactide) (NH2-PLLA) with various chain lengths were successfully synthesized by sequential tert-butyl-N-(3-hydroxypropyl) carbamate initiated bulk ring-opening polymerization (ROP) of L-lactide (L-LA) in the presence of Stannous(II) 2-ethylhexanoate (Sn(Oct)2) and deprotection of the N-tert-butoxycarbonyl (Boc) group at the end of the polymer chain. The polymers obtained were characterized by FT-IR, 1H NMR, and GPC method. NH2-PLLA thus prepared was used to initiate the polymerization of ω-benzyloxycarbonyl-L-lysine-N-carboxyanhydride (Lys (Z)-NCA), and the result confirmed the high nucleophilicity of the terminal amine group. This method was not only suitable for the preparation of low molecular weight NH2-PLLA, but also quite efficient in the synthesis of high molecular weight samples.http://dx.doi.org/10.1155/2011/381076 |
| spellingShingle | Mingjie Ju Feirong Gong Shujun Cheng Yun Gao Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides International Journal of Polymer Science |
| title | Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides |
| title_full | Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides |
| title_fullStr | Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides |
| title_full_unstemmed | Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides |
| title_short | Fast and Convenient Synthesis of Amine-Terminated Polylactide as a Macroinitiator for ω-Benzyloxycarbonyl-L-Lysine-N-Carboxyanhydrides |
| title_sort | fast and convenient synthesis of amine terminated polylactide as a macroinitiator for ω benzyloxycarbonyl l lysine n carboxyanhydrides |
| url | http://dx.doi.org/10.1155/2011/381076 |
| work_keys_str_mv | AT mingjieju fastandconvenientsynthesisofamineterminatedpolylactideasamacroinitiatorforōbenzyloxycarbonylllysinencarboxyanhydrides AT feironggong fastandconvenientsynthesisofamineterminatedpolylactideasamacroinitiatorforōbenzyloxycarbonylllysinencarboxyanhydrides AT shujuncheng fastandconvenientsynthesisofamineterminatedpolylactideasamacroinitiatorforōbenzyloxycarbonylllysinencarboxyanhydrides AT yungao fastandconvenientsynthesisofamineterminatedpolylactideasamacroinitiatorforōbenzyloxycarbonylllysinencarboxyanhydrides |