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Organophosphate-catalyzed bulk ring-opening polymerization as an environmentally benign route leading to block copolyesters, end-functionalized polyesters, and polyester-based polyurethane
Title: | Organophosphate-catalyzed bulk ring-opening polymerization as an environmentally benign route leading to block copolyesters, end-functionalized polyesters, and polyester-based polyurethane |
Authors: | Saito, Tatsuya Browse this author | Aizawa, Yusuke Browse this author | Tajima, Kenji Browse this author →KAKEN DB | Isono, Takuya Browse this author | Satoh, Toshifumi Browse this author →KAKEN DB |
Keywords: | organocatalyst | cyclic ester | cyclic carbonate | block copolymerization | end-functionalization |
Issue Date: | 2-May-2016 |
Publisher: | Royal Society of Chemistry (RSC) |
Journal Title: | Polymer chemistry |
Volume: | 6 |
Issue: | 24 |
Start Page: | 4374 |
End Page: | 4384 |
Publisher DOI: | 10.1039/c5py00533g |
Abstract: | The ring-opening polymerizations (ROPs) of epsilon-caprolactone (epsilon-CL), delta-valerolactone, 1,5-dioxepan-2-one, trimethylene carbonate, and L-lactide were performed in the bulk using an organophosphate, such as diphenyl phosphate, bis(4-nitrophenyl)phosphate, and di(2,6-xylyl)phosphate, as the catalyst. The ROPs proceeded in a well-controlled manner even under the bulk conditions to afford well-defined aliphatic polyesters, polyester-ether, and polycarbonate with relatively low dispersities. Notably, the amount of the loaded catalyst was successfully reduced when compared to the conventional organophosphate-catalyzed ROP in solution. A kinetic study revealed the controlled/living nature of the present bulk ROP system, which allowed us to produce the block copolymers composed of polyesters, polyester-ether, and polycarbonate in one pot. Syntheses of the end-functionalized poly(epsilon-caprolactone)s (PCLs) and poly(trimethylene carbonate) were successfully demonstrated using alcohol initiators possessing highly reactive functional groups. Furthermore, the alpha,beta-dihydroxy telechelic PCL-diol as well as the three-and fourarmed star-shaped PCL-polyols were also easily obtained by using the polyols as an initiator. Finally, the one-pot synthesis of polyurethane via the ROP of epsilon-CL and a subsequent urethane forming reaction was demonstrated by taking advantage of the dual catalytic abilities of the organophosphate for both the ROP and polyurethane synthesis. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/61450 |
Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 佐藤 敏文
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