Novel stereoisomeric lignin-derived polycarbonates: towards the creation of bisphenol polycarbonate mimics
In this work, we have described a family of bio-based polycarbonates (PC-MBC) based on the unique lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture. The detailed structure analysis of these polycarbonates has been confirmed b...
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| Veröffentlicht in: | Polymer chemistry 2023-02, Vol.14 (8), p.97-912 |
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| creator | Wu, Xianyuan Xu, Dan De bruyn, Mario Trimmel, Gregor Barta, Katalin |
| description | In this work, we have described a family of bio-based polycarbonates (PC-MBC) based on the unique lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture. The detailed structure analysis of these polycarbonates has been confirmed by a series of 2D NMR (HSQC and COSY) characterizations. Depending on the stereoisomerism of MBC, the PC-MBC displayed a wide achievable
T
g
range of 117-174 °C and high
T
d5%
of >310 °C by variation of the ratio of the stereoisomers of MBC, offering great substitution perspectives towards a bisphenol-containing polycarbonates. Nonetheless, the most here presented PC-MBC polycarbonates were film-forming and transparent.
We have described a family of bio-based and property-tunable polycarbonates (PC-MBC) based on the novel stereoisomeric lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture. |
| doi_str_mv | 10.1039/d2py01523d |
| format | Article |
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T
g
range of 117-174 °C and high
T
d5%
of >310 °C by variation of the ratio of the stereoisomers of MBC, offering great substitution perspectives towards a bisphenol-containing polycarbonates. Nonetheless, the most here presented PC-MBC polycarbonates were film-forming and transparent.
We have described a family of bio-based and property-tunable polycarbonates (PC-MBC) based on the novel stereoisomeric lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture.</description><identifier>ISSN: 1759-9954</identifier><identifier>EISSN: 1759-9962</identifier><identifier>DOI: 10.1039/d2py01523d</identifier><identifier>PMID: 36846093</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Bisphenols ; Chemistry ; Lignin ; NMR ; Nuclear magnetic resonance ; Oxidation ; Polycarbonate resins ; Polymer chemistry ; Stereoisomerism ; Structural analysis</subject><ispartof>Polymer chemistry, 2023-02, Vol.14 (8), p.97-912</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2023</rights><rights>This journal is © The Royal Society of Chemistry 2023 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c428t-5b9d80572510773cc1859d7949be45c760a4e4d0536853dfd41cf611f08749553</citedby><cites>FETCH-LOGICAL-c428t-5b9d80572510773cc1859d7949be45c760a4e4d0536853dfd41cf611f08749553</cites><orcidid>0000-0001-8922-4163 ; 0000-0002-8046-4248 ; 0000-0002-9360-1408</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36846093$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wu, Xianyuan</creatorcontrib><creatorcontrib>Xu, Dan</creatorcontrib><creatorcontrib>De bruyn, Mario</creatorcontrib><creatorcontrib>Trimmel, Gregor</creatorcontrib><creatorcontrib>Barta, Katalin</creatorcontrib><title>Novel stereoisomeric lignin-derived polycarbonates: towards the creation of bisphenol polycarbonate mimics</title><title>Polymer chemistry</title><addtitle>Polym Chem</addtitle><description>In this work, we have described a family of bio-based polycarbonates (PC-MBC) based on the unique lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture. The detailed structure analysis of these polycarbonates has been confirmed by a series of 2D NMR (HSQC and COSY) characterizations. Depending on the stereoisomerism of MBC, the PC-MBC displayed a wide achievable
T
g
range of 117-174 °C and high
T
d5%
of >310 °C by variation of the ratio of the stereoisomers of MBC, offering great substitution perspectives towards a bisphenol-containing polycarbonates. Nonetheless, the most here presented PC-MBC polycarbonates were film-forming and transparent.
We have described a family of bio-based and property-tunable polycarbonates (PC-MBC) based on the novel stereoisomeric lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture.</description><subject>Bisphenols</subject><subject>Chemistry</subject><subject>Lignin</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oxidation</subject><subject>Polycarbonate resins</subject><subject>Polymer chemistry</subject><subject>Stereoisomerism</subject><subject>Structural analysis</subject><issn>1759-9954</issn><issn>1759-9962</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdks9rFDEUx4MottRevCsBLyJMzc_JxIMgrVqhqAc9eAqZ5E03y0wyJrMr-9-bunW1zSUJ7_O-fB_fh9BTSs4o4fq1Z_OOUMm4f4COqZK60bplDw9vKY7QaSlrUg-ngvH2MTribSdaovkxWn9OWxhxWSBDCiVNkIPDY7iOITa-frbg8ZzGnbO5T9EuUN7gJf2y2Re8rAC7DHYJKeI04D6UeQUxjXc78BSm4MoT9GiwY4HT2_sEff_w_tv5ZXP15eOn83dXjROsWxrZa98RqZikRCnuHO2k9koL3YOQTrXEChCeyDqE5H7wgrqhpXQgnRJaSn6C3u51500_gXcQl2xHM-cw2bwzyQZztxLDylynrdFaMKJVFXh5K5DTzw2UxUyhOBhHGyFtimGqI6ITnJGKvriHrtMmxzpepVRHqx8tKvVqT7mcSskwHMxQYm5SNBfs648_KV5U-Pn_9g_o38wq8GwP5OIO1X9rwH8DEH2jTA</recordid><startdate>20230221</startdate><enddate>20230221</enddate><creator>Wu, Xianyuan</creator><creator>Xu, Dan</creator><creator>De bruyn, Mario</creator><creator>Trimmel, Gregor</creator><creator>Barta, Katalin</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-8922-4163</orcidid><orcidid>https://orcid.org/0000-0002-8046-4248</orcidid><orcidid>https://orcid.org/0000-0002-9360-1408</orcidid></search><sort><creationdate>20230221</creationdate><title>Novel stereoisomeric lignin-derived polycarbonates: towards the creation of bisphenol polycarbonate mimics</title><author>Wu, Xianyuan ; Xu, Dan ; De bruyn, Mario ; Trimmel, Gregor ; Barta, Katalin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-5b9d80572510773cc1859d7949be45c760a4e4d0536853dfd41cf611f08749553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Bisphenols</topic><topic>Chemistry</topic><topic>Lignin</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oxidation</topic><topic>Polycarbonate resins</topic><topic>Polymer chemistry</topic><topic>Stereoisomerism</topic><topic>Structural analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Xianyuan</creatorcontrib><creatorcontrib>Xu, Dan</creatorcontrib><creatorcontrib>De bruyn, Mario</creatorcontrib><creatorcontrib>Trimmel, Gregor</creatorcontrib><creatorcontrib>Barta, Katalin</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Xianyuan</au><au>Xu, Dan</au><au>De bruyn, Mario</au><au>Trimmel, Gregor</au><au>Barta, Katalin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel stereoisomeric lignin-derived polycarbonates: towards the creation of bisphenol polycarbonate mimics</atitle><jtitle>Polymer chemistry</jtitle><addtitle>Polym Chem</addtitle><date>2023-02-21</date><risdate>2023</risdate><volume>14</volume><issue>8</issue><spage>97</spage><epage>912</epage><pages>97-912</pages><issn>1759-9954</issn><eissn>1759-9962</eissn><abstract>In this work, we have described a family of bio-based polycarbonates (PC-MBC) based on the unique lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture. The detailed structure analysis of these polycarbonates has been confirmed by a series of 2D NMR (HSQC and COSY) characterizations. Depending on the stereoisomerism of MBC, the PC-MBC displayed a wide achievable
T
g
range of 117-174 °C and high
T
d5%
of >310 °C by variation of the ratio of the stereoisomers of MBC, offering great substitution perspectives towards a bisphenol-containing polycarbonates. Nonetheless, the most here presented PC-MBC polycarbonates were film-forming and transparent.
We have described a family of bio-based and property-tunable polycarbonates (PC-MBC) based on the novel stereoisomeric lignin-derived aliphatic diol 4,4′-methylenebiscyclohexanol (MBC) that was sustainably sourced from lignin oxidation mixture.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36846093</pmid><doi>10.1039/d2py01523d</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-8922-4163</orcidid><orcidid>https://orcid.org/0000-0002-8046-4248</orcidid><orcidid>https://orcid.org/0000-0002-9360-1408</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1759-9954 |
| ispartof | Polymer chemistry, 2023-02, Vol.14 (8), p.97-912 |
| issn | 1759-9954 1759-9962 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2780484320 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Bisphenols Chemistry Lignin NMR Nuclear magnetic resonance Oxidation Polycarbonate resins Polymer chemistry Stereoisomerism Structural analysis |
| title | Novel stereoisomeric lignin-derived polycarbonates: towards the creation of bisphenol polycarbonate mimics |
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