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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

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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)

Submitter: 佐藤 敏文

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