Photoresponsive thiourea and urea catalysts for ring‐opening polymerization of L‐lactide
Stimulus responsive catalysts have received increasing attention. Photoresponsive catalytic polymerization is particularly attractive because the noninvasive and versatile nature of light. Most photoresponsive ROP catalytic systems exhibit low activities, allowing ROP to be completed within several...
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| Veröffentlicht in: | Journal of polymer science (2020) 2023-03, Vol.61 (6), p.439-446 |
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| container_title | Journal of polymer science (2020) |
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| creator | Cai, Wen Zheng, Shengquan Pang, Wenmin Si, Guifu Tan, Chen |
| description | Stimulus responsive catalysts have received increasing attention. Photoresponsive catalytic polymerization is particularly attractive because the noninvasive and versatile nature of light. Most photoresponsive ROP catalytic systems exhibit low activities, allowing ROP to be completed within several hours to 10 h. In this contribution, a series of (thio)ureas bearing dithienylcyclopentene optical molecular switch moiety are designed, synthesized, and characterized. The photoresponsive effects in (thio)urea/alkoxide mediated ROP of L‐lactide are investigated. These catalysts allow the ROP reactions of L‐lactide to be completed within a few minutes to 1 h and the resulting polyesters have narrow molecular weight distributions. The dithienylcyclopentene moiety allows photoisomerization to be completed within 1 min. The catalytic activity of the ROP catalyst can be altered by the photoisomerization of the dithienyl cyclopentene moiety by exposure to ultraviolet or visible light, respectively. |
| doi_str_mv | 10.1002/pol.20220496 |
| format | Article |
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Photoresponsive catalytic polymerization is particularly attractive because the noninvasive and versatile nature of light. Most photoresponsive ROP catalytic systems exhibit low activities, allowing ROP to be completed within several hours to 10 h. In this contribution, a series of (thio)ureas bearing dithienylcyclopentene optical molecular switch moiety are designed, synthesized, and characterized. The photoresponsive effects in (thio)urea/alkoxide mediated ROP of L‐lactide are investigated. These catalysts allow the ROP reactions of L‐lactide to be completed within a few minutes to 1 h and the resulting polyesters have narrow molecular weight distributions. The dithienylcyclopentene moiety allows photoisomerization to be completed within 1 min. The catalytic activity of the ROP catalyst can be altered by the photoisomerization of the dithienyl cyclopentene moiety by exposure to ultraviolet or visible light, respectively.</description><identifier>ISSN: 2642-4150</identifier><identifier>EISSN: 2642-4169</identifier><identifier>DOI: 10.1002/pol.20220496</identifier><language>eng</language><publisher>Hoboken, USA: John Wiley & Sons, Inc</publisher><subject>Catalysts ; Catalytic activity ; Chemical synthesis ; Cyclopentene ; lactide ; Molecular machines ; Molecular weight distribution ; photoresponsive ; Polyester resins ; Ring opening polymerization ; thiourea ; Ureas</subject><ispartof>Journal of polymer science (2020), 2023-03, Vol.61 (6), p.439-446</ispartof><rights>2022 Wiley Periodicals LLC.</rights><rights>2023 Wiley Periodicals LLC.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3071-5e69d14673f0a0c9bac75ff3886f82e30e8c21c96230dc4ea059f78b01581d7b3</citedby><cites>FETCH-LOGICAL-c3071-5e69d14673f0a0c9bac75ff3886f82e30e8c21c96230dc4ea059f78b01581d7b3</cites><orcidid>0000-0002-5398-2445 ; 0000-0002-1326-1352</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpol.20220496$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpol.20220496$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Cai, Wen</creatorcontrib><creatorcontrib>Zheng, Shengquan</creatorcontrib><creatorcontrib>Pang, Wenmin</creatorcontrib><creatorcontrib>Si, Guifu</creatorcontrib><creatorcontrib>Tan, Chen</creatorcontrib><title>Photoresponsive thiourea and urea catalysts for ring‐opening polymerization of L‐lactide</title><title>Journal of polymer science (2020)</title><description>Stimulus responsive catalysts have received increasing attention. Photoresponsive catalytic polymerization is particularly attractive because the noninvasive and versatile nature of light. Most photoresponsive ROP catalytic systems exhibit low activities, allowing ROP to be completed within several hours to 10 h. In this contribution, a series of (thio)ureas bearing dithienylcyclopentene optical molecular switch moiety are designed, synthesized, and characterized. The photoresponsive effects in (thio)urea/alkoxide mediated ROP of L‐lactide are investigated. These catalysts allow the ROP reactions of L‐lactide to be completed within a few minutes to 1 h and the resulting polyesters have narrow molecular weight distributions. The dithienylcyclopentene moiety allows photoisomerization to be completed within 1 min. The catalytic activity of the ROP catalyst can be altered by the photoisomerization of the dithienyl cyclopentene moiety by exposure to ultraviolet or visible light, respectively.</description><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>Cyclopentene</subject><subject>lactide</subject><subject>Molecular machines</subject><subject>Molecular weight distribution</subject><subject>photoresponsive</subject><subject>Polyester resins</subject><subject>Ring opening polymerization</subject><subject>thiourea</subject><subject>Ureas</subject><issn>2642-4150</issn><issn>2642-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kE1OwzAUhCMEElXpjgNYYkvKsx07zrKq-JMitQvYIUWuY1NXaRzsFBRWHIEzchIMBZas3kjv04xmkuQUwxQDkIvONVMChEBW8INkRHhG0gzz4vBPMzhOJiFsIOKU8Qz4KHlYrl3vvA6da4N91qhfW7fzWiLZ1uhbKNnLZgh9QMZ55G37-PH27jrdRoVi6rDV3r7K3roWOYPK-G2k6m2tT5IjI5ugJz93nNxfXd7Nb9JycX07n5WpopDjlGle1DjjOTUgQRUrqXJmDBWCG0E0BS0UwarghEKtMi2BFSYXK8BM4Dpf0XFytvftvHva6dBXm9ihjZEVyQXPmRCUROp8TynvQvDaVJ23W-mHCkP1NWEVy1S_E0ac7vEX2-jhX7ZaLsoZBZZh-gmIHHZm</recordid><startdate>20230315</startdate><enddate>20230315</enddate><creator>Cai, Wen</creator><creator>Zheng, Shengquan</creator><creator>Pang, Wenmin</creator><creator>Si, Guifu</creator><creator>Tan, Chen</creator><general>John Wiley & Sons, Inc</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-5398-2445</orcidid><orcidid>https://orcid.org/0000-0002-1326-1352</orcidid></search><sort><creationdate>20230315</creationdate><title>Photoresponsive thiourea and urea catalysts for ring‐opening polymerization of L‐lactide</title><author>Cai, Wen ; Zheng, Shengquan ; Pang, Wenmin ; Si, Guifu ; Tan, Chen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3071-5e69d14673f0a0c9bac75ff3886f82e30e8c21c96230dc4ea059f78b01581d7b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>Cyclopentene</topic><topic>lactide</topic><topic>Molecular machines</topic><topic>Molecular weight distribution</topic><topic>photoresponsive</topic><topic>Polyester resins</topic><topic>Ring opening polymerization</topic><topic>thiourea</topic><topic>Ureas</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cai, Wen</creatorcontrib><creatorcontrib>Zheng, Shengquan</creatorcontrib><creatorcontrib>Pang, Wenmin</creatorcontrib><creatorcontrib>Si, Guifu</creatorcontrib><creatorcontrib>Tan, Chen</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Journal of polymer science (2020)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cai, Wen</au><au>Zheng, Shengquan</au><au>Pang, Wenmin</au><au>Si, Guifu</au><au>Tan, Chen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photoresponsive thiourea and urea catalysts for ring‐opening polymerization of L‐lactide</atitle><jtitle>Journal of polymer science (2020)</jtitle><date>2023-03-15</date><risdate>2023</risdate><volume>61</volume><issue>6</issue><spage>439</spage><epage>446</epage><pages>439-446</pages><issn>2642-4150</issn><eissn>2642-4169</eissn><abstract>Stimulus responsive catalysts have received increasing attention. Photoresponsive catalytic polymerization is particularly attractive because the noninvasive and versatile nature of light. Most photoresponsive ROP catalytic systems exhibit low activities, allowing ROP to be completed within several hours to 10 h. In this contribution, a series of (thio)ureas bearing dithienylcyclopentene optical molecular switch moiety are designed, synthesized, and characterized. The photoresponsive effects in (thio)urea/alkoxide mediated ROP of L‐lactide are investigated. These catalysts allow the ROP reactions of L‐lactide to be completed within a few minutes to 1 h and the resulting polyesters have narrow molecular weight distributions. The dithienylcyclopentene moiety allows photoisomerization to be completed within 1 min. 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| language | eng |
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| subjects | Catalysts Catalytic activity Chemical synthesis Cyclopentene lactide Molecular machines Molecular weight distribution photoresponsive Polyester resins Ring opening polymerization thiourea Ureas |
| title | Photoresponsive thiourea and urea catalysts for ring‐opening polymerization of L‐lactide |
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