Investigation of the structure, filler interaction and degradation of disulfide elastomers made by Reversible Radical Recombination Polymerization (R3P)
[Display omitted] In this paper we report the synthesis and analysis of cyclic polydisulfides, their redox depolymerization as well as their interaction with carbon black. Cyclic poly(3,6-dioxa-1,8-octanedithiol)s (pDODT) were synthesized by Reversible Radical Recombination Polymerization (R3P). R3P...
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| Veröffentlicht in: | European polymer journal 2023-06, Vol.191 (C), p.112033, Article 112033 |
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| creator | Molnar, Kristof Sasidharan Pillai, Aswathy Chen, Dongjie Kaszas, Gabor McKenna, Gregory B. Kornfield, Julia A. Puskas, Judit E. |
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In this paper we report the synthesis and analysis of cyclic polydisulfides, their redox depolymerization as well as their interaction with carbon black. Cyclic poly(3,6-dioxa-1,8-octanedithiol)s (pDODT) were synthesized by Reversible Radical Recombination Polymerization (R3P). R3P is a scalable “green” polymerization process using triethylamine (TEA), H2O2 and air for the polymerization of dithiol monomers. pDODTs were synthesized in 5 and 20 g batches. The effect of peroxide concentration (3, 5, 10, 20, 30 %) was investigated. It was found that the molecular weights increased exponentially with increasing peroxide concentrations. At 30 % peroxide concentration pDODTs with Mn up to 400,000 g/mol and polydispersity of 2 were obtained. 700 and 800 MHz NMR were used for investigating the chemical structure of the polymers. The absence of thiol end group signals in polymers made with > 10 wt % H2O2 and Mn |
| doi_str_mv | 10.1016/j.eurpolymj.2023.112033 |
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In this paper we report the synthesis and analysis of cyclic polydisulfides, their redox depolymerization as well as their interaction with carbon black. Cyclic poly(3,6-dioxa-1,8-octanedithiol)s (pDODT) were synthesized by Reversible Radical Recombination Polymerization (R3P). R3P is a scalable “green” polymerization process using triethylamine (TEA), H2O2 and air for the polymerization of dithiol monomers. pDODTs were synthesized in 5 and 20 g batches. The effect of peroxide concentration (3, 5, 10, 20, 30 %) was investigated. It was found that the molecular weights increased exponentially with increasing peroxide concentrations. At 30 % peroxide concentration pDODTs with Mn up to 400,000 g/mol and polydispersity of 2 were obtained. 700 and 800 MHz NMR were used for investigating the chemical structure of the polymers. The absence of thiol end group signals in polymers made with > 10 wt % H2O2 and Mn < 100,000 g/mol, including a sample of a fractionated polymer with starting Mn = 600,000 g/mol, verified cyclic structures. Dithiothreitol reduced the polymers to monomer and a small percentage of oligomers. Carbon black was shown to increase the moduli of high molecular weight pDODTs. Swelling tests in chloroform showed that polymers made with 20 and 30 w% peroxide swelled 14 and 10 times of their starting weight without dissolving, indicating chemical interaction between the polymers and carbon black. Further analysis of these interesting elastomers, available at the 20 g scale, is in progress.</description><identifier>ISSN: 0014-3057</identifier><identifier>EISSN: 1873-1945</identifier><identifier>DOI: 10.1016/j.eurpolymj.2023.112033</identifier><language>eng</language><publisher>United Kingdom: Elsevier Ltd</publisher><subject>Cyclic disulfide polymers ; Degradation ; Filler interaction ; Poly(3,6-dioxa-1,8-octanedithiol) ; Reversible Radical Recombination Polymerization (R3P)</subject><ispartof>European polymer journal, 2023-06, Vol.191 (C), p.112033, Article 112033</ispartof><rights>2023 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-782834f4868b44b8635a56ec9e3ff4462f497f1d8825d1e4745250428542b1eb3</citedby><cites>FETCH-LOGICAL-c391t-782834f4868b44b8635a56ec9e3ff4462f497f1d8825d1e4745250428542b1eb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0014305723002161$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3537,27903,27904,65309</link.rule.ids><backlink>$$Uhttps://www.osti.gov/biblio/1968662$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Molnar, Kristof</creatorcontrib><creatorcontrib>Sasidharan Pillai, Aswathy</creatorcontrib><creatorcontrib>Chen, Dongjie</creatorcontrib><creatorcontrib>Kaszas, Gabor</creatorcontrib><creatorcontrib>McKenna, Gregory B.</creatorcontrib><creatorcontrib>Kornfield, Julia A.</creatorcontrib><creatorcontrib>Puskas, Judit E.</creatorcontrib><title>Investigation of the structure, filler interaction and degradation of disulfide elastomers made by Reversible Radical Recombination Polymerization (R3P)</title><title>European polymer journal</title><description>[Display omitted]
In this paper we report the synthesis and analysis of cyclic polydisulfides, their redox depolymerization as well as their interaction with carbon black. Cyclic poly(3,6-dioxa-1,8-octanedithiol)s (pDODT) were synthesized by Reversible Radical Recombination Polymerization (R3P). R3P is a scalable “green” polymerization process using triethylamine (TEA), H2O2 and air for the polymerization of dithiol monomers. pDODTs were synthesized in 5 and 20 g batches. The effect of peroxide concentration (3, 5, 10, 20, 30 %) was investigated. It was found that the molecular weights increased exponentially with increasing peroxide concentrations. At 30 % peroxide concentration pDODTs with Mn up to 400,000 g/mol and polydispersity of 2 were obtained. 700 and 800 MHz NMR were used for investigating the chemical structure of the polymers. The absence of thiol end group signals in polymers made with > 10 wt % H2O2 and Mn < 100,000 g/mol, including a sample of a fractionated polymer with starting Mn = 600,000 g/mol, verified cyclic structures. Dithiothreitol reduced the polymers to monomer and a small percentage of oligomers. Carbon black was shown to increase the moduli of high molecular weight pDODTs. Swelling tests in chloroform showed that polymers made with 20 and 30 w% peroxide swelled 14 and 10 times of their starting weight without dissolving, indicating chemical interaction between the polymers and carbon black. Further analysis of these interesting elastomers, available at the 20 g scale, is in progress.</description><subject>Cyclic disulfide polymers</subject><subject>Degradation</subject><subject>Filler interaction</subject><subject>Poly(3,6-dioxa-1,8-octanedithiol)</subject><subject>Reversible Radical Recombination Polymerization (R3P)</subject><issn>0014-3057</issn><issn>1873-1945</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFUV1LHDEUDdJCt-pvaPCpBWfN12QyjyKtCoKy1OeQSW40y8xEkuzC-kv6c51xxNc-Xc7lnHM_DkI_KFlTQuXFdg279BL7w7BdM8L4mlJGOD9CK6oaXtFW1F_QihAqKk7q5hv6nvOWENJwyVfo3-24h1zCkykhjjh6XJ4B55J2tuwSnGMf-h4SDmOBZOw7yYwOO3hKxn2KXMi73gcHGHqTSxwgZTyYCXcHvIH9BEPXA94YF6zpp5aNQxfGxeBh3h5SeF3gzw1_-HWCvnrTZzj9qMfo8c_vv1c31d399e3V5V1leUtL1SimuPBCSdUJ0SnJa1NLsC1w74WQzIu28dQpxWpHQTSiZjURTNWCdRQ6fozOFt84fUFnGwrYZxvHEWzRtJVKSjaRmoVkU8w5gdcvKQwmHTQlek5Bb_VnCnpOQS8pTMrLRQnTDfsAaR4BowUX0jzBxfBfjzduBZeE</recordid><startdate>20230613</startdate><enddate>20230613</enddate><creator>Molnar, Kristof</creator><creator>Sasidharan Pillai, Aswathy</creator><creator>Chen, Dongjie</creator><creator>Kaszas, Gabor</creator><creator>McKenna, Gregory B.</creator><creator>Kornfield, Julia A.</creator><creator>Puskas, Judit E.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>20230613</creationdate><title>Investigation of the structure, filler interaction and degradation of disulfide elastomers made by Reversible Radical Recombination Polymerization (R3P)</title><author>Molnar, Kristof ; Sasidharan Pillai, Aswathy ; Chen, Dongjie ; Kaszas, Gabor ; McKenna, Gregory B. ; Kornfield, Julia A. ; Puskas, Judit E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-782834f4868b44b8635a56ec9e3ff4462f497f1d8825d1e4745250428542b1eb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Cyclic disulfide polymers</topic><topic>Degradation</topic><topic>Filler interaction</topic><topic>Poly(3,6-dioxa-1,8-octanedithiol)</topic><topic>Reversible Radical Recombination Polymerization (R3P)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Molnar, Kristof</creatorcontrib><creatorcontrib>Sasidharan Pillai, Aswathy</creatorcontrib><creatorcontrib>Chen, Dongjie</creatorcontrib><creatorcontrib>Kaszas, Gabor</creatorcontrib><creatorcontrib>McKenna, Gregory B.</creatorcontrib><creatorcontrib>Kornfield, Julia A.</creatorcontrib><creatorcontrib>Puskas, Judit E.</creatorcontrib><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>European polymer journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Molnar, Kristof</au><au>Sasidharan Pillai, Aswathy</au><au>Chen, Dongjie</au><au>Kaszas, Gabor</au><au>McKenna, Gregory B.</au><au>Kornfield, Julia A.</au><au>Puskas, Judit E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Investigation of the structure, filler interaction and degradation of disulfide elastomers made by Reversible Radical Recombination Polymerization (R3P)</atitle><jtitle>European polymer journal</jtitle><date>2023-06-13</date><risdate>2023</risdate><volume>191</volume><issue>C</issue><spage>112033</spage><pages>112033-</pages><artnum>112033</artnum><issn>0014-3057</issn><eissn>1873-1945</eissn><abstract>[Display omitted]
In this paper we report the synthesis and analysis of cyclic polydisulfides, their redox depolymerization as well as their interaction with carbon black. Cyclic poly(3,6-dioxa-1,8-octanedithiol)s (pDODT) were synthesized by Reversible Radical Recombination Polymerization (R3P). R3P is a scalable “green” polymerization process using triethylamine (TEA), H2O2 and air for the polymerization of dithiol monomers. pDODTs were synthesized in 5 and 20 g batches. The effect of peroxide concentration (3, 5, 10, 20, 30 %) was investigated. It was found that the molecular weights increased exponentially with increasing peroxide concentrations. At 30 % peroxide concentration pDODTs with Mn up to 400,000 g/mol and polydispersity of 2 were obtained. 700 and 800 MHz NMR were used for investigating the chemical structure of the polymers. The absence of thiol end group signals in polymers made with > 10 wt % H2O2 and Mn < 100,000 g/mol, including a sample of a fractionated polymer with starting Mn = 600,000 g/mol, verified cyclic structures. Dithiothreitol reduced the polymers to monomer and a small percentage of oligomers. Carbon black was shown to increase the moduli of high molecular weight pDODTs. Swelling tests in chloroform showed that polymers made with 20 and 30 w% peroxide swelled 14 and 10 times of their starting weight without dissolving, indicating chemical interaction between the polymers and carbon black. Further analysis of these interesting elastomers, available at the 20 g scale, is in progress.</abstract><cop>United Kingdom</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.eurpolymj.2023.112033</doi><oa>free_for_read</oa></addata></record> |
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| subjects | Cyclic disulfide polymers Degradation Filler interaction Poly(3,6-dioxa-1,8-octanedithiol) Reversible Radical Recombination Polymerization (R3P) |
| title | Investigation of the structure, filler interaction and degradation of disulfide elastomers made by Reversible Radical Recombination Polymerization (R3P) |
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