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Keywords = cyclic trithiocarbonate derivative

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13 pages, 2179 KiB  
Article
Smart and Efficient Synthesis of Cyclic Poly(N-isopropylacrylamide)s by Ring Expansion RAFT (RE-RAFT) Polymerization and Analysis of Their Unique Temperature-Responsive Properties
by Jin Motoyanagi, Kenichi Bessho and Masahiko Minoda
Molecules 2024, 29(22), 5392; https://doi.org/10.3390/molecules29225392 - 15 Nov 2024
Viewed by 1082
Abstract
Cyclic polymers have many interesting properties compared to their linear analogs, but there are very few examples of their synthesis. This is because most cyclic polymers have been synthesized by stepwise processes, including synthesizing homo- or hetero-telechelic end-functionalized precursor polymers and consecutive intramolecularly [...] Read more.
Cyclic polymers have many interesting properties compared to their linear analogs, but there are very few examples of their synthesis. This is because most cyclic polymers have been synthesized by stepwise processes, including synthesizing homo- or hetero-telechelic end-functionalized precursor polymers and consecutive intramolecularly coupling of both ends of the polymers. This requires a complicated synthesis, and the product yields are very low because the target cyclic polymers are usually synthesized under highly dilute conditions, consequently, making it difficult to systematically analyze the properties of cyclic polymers. In the present research, we have synthesized cyclic polymers using a ring expansion polymerization method. Particularly, the ring expansion RAFT polymerization (RE-RAFT polymerization) that we have developed using a cyclic chain transfer agent is a smart method that can synthesize cyclic polymers very efficiently. In this paper, we successfully synthesized cyclic-poly(N-isopropylacrylamide), which is widely known as a thermo-responsive polymer, by RE-RAFT polymerization. Furthermore, we have compared the thermo-responsive properties of the cyclic-poly(N-isopropylacrylamide)s with those of their linear analogs. Full article
(This article belongs to the Special Issue Synthesis, Characterization and Application of Polymer-Based Materials)
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10 pages, 2553 KiB  
Article
Development of Ring-Expansion RAFT Polymerization of tert-Butyl Acrylate with a Cyclic Trithiocarbonate Derivative toward the Facile Synthesis of Cyclic Polymers
by Jin Motoyanagi, Hiroki Fujii and Masahiko Minoda
Molecules 2024, 29(8), 1839; https://doi.org/10.3390/molecules29081839 - 18 Apr 2024
Cited by 2 | Viewed by 1736
Abstract
Polymers with cyclic topology have no terminal structure and, therefore, exhibit various unique physical and functional properties compared to those of linear analogs. In this paper, we report an innovative methodology for the synthesis of cyclic polymers via ring-expansion RAFT (RE-RAFT) polymerization of [...] Read more.
Polymers with cyclic topology have no terminal structure and, therefore, exhibit various unique physical and functional properties compared to those of linear analogs. In this paper, we report an innovative methodology for the synthesis of cyclic polymers via ring-expansion RAFT (RE-RAFT) polymerization of vinyl monomers using a cyclic trithiocarbonate derivative (CTTC) as a RAFT agent. RE-RAFT of tert-butyl acrylate (TBA) was performed to yield a mixture of polymers exhibiting a bimodal size exclusion chromatography (SEC) trace. Both the peak top molecular weights shifted to higher-molecular-weight regions as the monomer conversion increased. The structure of the resulting polymer mixture was examined by 1H NMR and MALDI-TOF-MS. Detailed studies indicated that the obtained polymer of higher molecular weight was one of the large-sized cyclic polymers generated by the fusion of smaller-sized cyclic polymers during the RE-RAFT polymerization process. This approach opens the door to the simple synthesis of well-controlled cyclic polymers with complex structures, such as alternating and multi-block repeat unit sequences. Full article
(This article belongs to the Special Issue Exclusive Feature Papers in Macromolecular Chemistry)
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