Synthesis of air‐stable poly(benzonorbornadiene)s via ring‐opening metathesis polymerization
Herein, air‐stable poly(benzonorbornadiene) was synthesized via ring‐opening metathesis polymerization. Conventional poly(benzonorbornadiene) easily decomposed in the presence of molecular oxygen owing to the generation of radicals at allylic and benzylic hydrogens. However, our sterically bulky ary...
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| Veröffentlicht in: | Journal of polymer science (2020) 2023-06, Vol.61 (12), p.1162-1170 |
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| container_title | Journal of polymer science (2020) |
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| creator | Lee, Huijin Kim, Cheoljae |
| description | Herein, air‐stable poly(benzonorbornadiene) was synthesized via ring‐opening metathesis polymerization. Conventional poly(benzonorbornadiene) easily decomposed in the presence of molecular oxygen owing to the generation of radicals at allylic and benzylic hydrogens. However, our sterically bulky aryl‐group substituents of polymers physically blocked the access of oxygen at these positions. The resulting polymers preserved their backbones for more than 2 weeks in air. Postmodification of bromophenyl‐substituted polymer successfully afforded the expanded aryl substituted polymer by Suzuki‐Miyaura coupling with phenylboronic acid in the presence of Pd catalyst. With this highly air‐stable polymers, development of fully conjugated all‐carbon polymer is currently being studied. |
| doi_str_mv | 10.1002/pol.20220677 |
| format | Article |
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Conventional poly(benzonorbornadiene) easily decomposed in the presence of molecular oxygen owing to the generation of radicals at allylic and benzylic hydrogens. However, our sterically bulky aryl‐group substituents of polymers physically blocked the access of oxygen at these positions. The resulting polymers preserved their backbones for more than 2 weeks in air. Postmodification of bromophenyl‐substituted polymer successfully afforded the expanded aryl substituted polymer by Suzuki‐Miyaura coupling with phenylboronic acid in the presence of Pd catalyst. With this highly air‐stable polymers, development of fully conjugated all‐carbon polymer is currently being studied.</description><identifier>ISSN: 2642-4150</identifier><identifier>EISSN: 2642-4169</identifier><identifier>DOI: 10.1002/pol.20220677</identifier><language>eng</language><publisher>Hoboken, USA: John Wiley & Sons, Inc</publisher><subject>allylic and benzylic hydrogens ; Aromatic compounds ; Metathesis ; Oxygen ; poly(benzonorbornadiene)s ; Polymerization ; Polymers ; ring‐opening metathesis polymerization ; Substitutes</subject><ispartof>Journal of polymer science (2020), 2023-06, Vol.61 (12), p.1162-1170</ispartof><rights>2023 Wiley Periodicals LLC.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3077-d0610b2bcbdcbe398d48f3a6f50576eaee478ea8d185d7cb65f8998d7b35ac1f3</citedby><cites>FETCH-LOGICAL-c3077-d0610b2bcbdcbe398d48f3a6f50576eaee478ea8d185d7cb65f8998d7b35ac1f3</cites><orcidid>0000-0002-4771-8656</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.20220677$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpol.20220677$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Lee, Huijin</creatorcontrib><creatorcontrib>Kim, Cheoljae</creatorcontrib><title>Synthesis of air‐stable poly(benzonorbornadiene)s via ring‐opening metathesis polymerization</title><title>Journal of polymer science (2020)</title><description>Herein, air‐stable poly(benzonorbornadiene) was synthesized via ring‐opening metathesis polymerization. Conventional poly(benzonorbornadiene) easily decomposed in the presence of molecular oxygen owing to the generation of radicals at allylic and benzylic hydrogens. However, our sterically bulky aryl‐group substituents of polymers physically blocked the access of oxygen at these positions. The resulting polymers preserved their backbones for more than 2 weeks in air. Postmodification of bromophenyl‐substituted polymer successfully afforded the expanded aryl substituted polymer by Suzuki‐Miyaura coupling with phenylboronic acid in the presence of Pd catalyst. With this highly air‐stable polymers, development of fully conjugated all‐carbon polymer is currently being studied.</description><subject>allylic and benzylic hydrogens</subject><subject>Aromatic compounds</subject><subject>Metathesis</subject><subject>Oxygen</subject><subject>poly(benzonorbornadiene)s</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>ring‐opening metathesis polymerization</subject><subject>Substitutes</subject><issn>2642-4150</issn><issn>2642-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp90MtKAzEUBuAgChbtzgcYcKPg1FwmyXRZijcoVFDXMZk5oynTyZhMlenKR_AZfRJTWl26Ov_iOz-Hg9AJwSOCMb1sXT2imFIspNxDAyoymmZEjPf_MseHaBjCAkfOuMiwGKDnh77pXiHYkLgq0dZ_f36FTpsakljYnxlo1q5x3jjf6NJCA-chebc68bZ5ida10MSULKHTu57N3hK8XevOuuYYHVS6DjDczSP0dH31OL1NZ_Obu-lklhYMS5mWWBBsqClMWRhg47zM8oppUXHMpQANkMkcdF6SnJeyMIJX-TgqaRjXBanYETrd9rbeva0gdGrhVvHmOiiaUy6zMaEyqoutKrwLwUOlWm-X2veKYLV5o4rXq983Rs62_MPW0P9r1f18NmFYYMl-ABQKeYI</recordid><startdate>20230615</startdate><enddate>20230615</enddate><creator>Lee, Huijin</creator><creator>Kim, Cheoljae</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/0000-0002-4771-8656</orcidid></search><sort><creationdate>20230615</creationdate><title>Synthesis of air‐stable poly(benzonorbornadiene)s via ring‐opening metathesis polymerization</title><author>Lee, Huijin ; Kim, Cheoljae</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3077-d0610b2bcbdcbe398d48f3a6f50576eaee478ea8d185d7cb65f8998d7b35ac1f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>allylic and benzylic hydrogens</topic><topic>Aromatic compounds</topic><topic>Metathesis</topic><topic>Oxygen</topic><topic>poly(benzonorbornadiene)s</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>ring‐opening metathesis polymerization</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Huijin</creatorcontrib><creatorcontrib>Kim, Cheoljae</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>Lee, Huijin</au><au>Kim, Cheoljae</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of air‐stable poly(benzonorbornadiene)s via ring‐opening metathesis polymerization</atitle><jtitle>Journal of polymer science (2020)</jtitle><date>2023-06-15</date><risdate>2023</risdate><volume>61</volume><issue>12</issue><spage>1162</spage><epage>1170</epage><pages>1162-1170</pages><issn>2642-4150</issn><eissn>2642-4169</eissn><abstract>Herein, air‐stable poly(benzonorbornadiene) was synthesized via ring‐opening metathesis polymerization. Conventional poly(benzonorbornadiene) easily decomposed in the presence of molecular oxygen owing to the generation of radicals at allylic and benzylic hydrogens. However, our sterically bulky aryl‐group substituents of polymers physically blocked the access of oxygen at these positions. The resulting polymers preserved their backbones for more than 2 weeks in air. Postmodification of bromophenyl‐substituted polymer successfully afforded the expanded aryl substituted polymer by Suzuki‐Miyaura coupling with phenylboronic acid in the presence of Pd catalyst. With this highly air‐stable polymers, development of fully conjugated all‐carbon polymer is currently being studied.</abstract><cop>Hoboken, USA</cop><pub>John Wiley & Sons, Inc</pub><doi>10.1002/pol.20220677</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-4771-8656</orcidid></addata></record> |
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| subjects | allylic and benzylic hydrogens Aromatic compounds Metathesis Oxygen poly(benzonorbornadiene)s Polymerization Polymers ring‐opening metathesis polymerization Substitutes |
| title | Synthesis of air‐stable poly(benzonorbornadiene)s via ring‐opening metathesis polymerization |
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