Poly(d‑glucose carbonate) Block Copolymers: A Platform for Natural Product-Based Nanomaterials with Solvothermatic Characteristics
A natural product-based polymer platform, having the characteristics of being derived from renewable materials and capable of breaking down, ultimately, into natural byproducts, has been prepared through the ring-opening polymerization (ROP) of a glucose-based bicyclic carbonate monomer. ROP was car...
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| Veröffentlicht in: | Biomacromolecules 2013-09, Vol.14 (9), p.3346-3353 |
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| container_title | Biomacromolecules |
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| creator | Gustafson, Tiffany P Lonnecker, Alexander T Heo, Gyu Seong Zhang, Shiyi Dove, Andrew P Wooley, Karen L |
| description | A natural product-based polymer platform, having the characteristics of being derived from renewable materials and capable of breaking down, ultimately, into natural byproducts, has been prepared through the ring-opening polymerization (ROP) of a glucose-based bicyclic carbonate monomer. ROP was carried out via chain extension of a polyphosphoester (PPE) macroinitiator in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) organocatalyst to afford the PPE-b-poly(d-glucose carbonate) (PDGC) block copolymer. This new copolymer represents a functional architecture that can be rapidly transformed through thiol-yne reactions along the PPE segment into a diverse variety of amphiphilic polymers, which interestingly display stimuli-sensitive phase behavior in the form of a lower critical solution temperature (LCST). Below the LCST, they undergo self-assembly to form spherical core–shell nanostructures that display a poorly defined core–shell morphology. It is expected that hydrophobic patches are exposed within the micellar corona, reminiscent of the surface complexity of proteins, making these materials of interest for triggered and reversible assembly disassembly processes. |
| doi_str_mv | 10.1021/bm4010832 |
| format | Article |
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ROP was carried out via chain extension of a polyphosphoester (PPE) macroinitiator in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) organocatalyst to afford the PPE-b-poly(d-glucose carbonate) (PDGC) block copolymer. This new copolymer represents a functional architecture that can be rapidly transformed through thiol-yne reactions along the PPE segment into a diverse variety of amphiphilic polymers, which interestingly display stimuli-sensitive phase behavior in the form of a lower critical solution temperature (LCST). Below the LCST, they undergo self-assembly to form spherical core–shell nanostructures that display a poorly defined core–shell morphology. 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ROP was carried out via chain extension of a polyphosphoester (PPE) macroinitiator in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) organocatalyst to afford the PPE-b-poly(d-glucose carbonate) (PDGC) block copolymer. This new copolymer represents a functional architecture that can be rapidly transformed through thiol-yne reactions along the PPE segment into a diverse variety of amphiphilic polymers, which interestingly display stimuli-sensitive phase behavior in the form of a lower critical solution temperature (LCST). Below the LCST, they undergo self-assembly to form spherical core–shell nanostructures that display a poorly defined core–shell morphology. It is expected that hydrophobic patches are exposed within the micellar corona, reminiscent of the surface complexity of proteins, making these materials of interest for triggered and reversible assembly disassembly processes.</description><subject>Applied sciences</subject><subject>Biocompatible Materials - chemical synthesis</subject><subject>Catalysis</subject><subject>Click Chemistry</subject><subject>Exact sciences and technology</subject><subject>Glucose - analogs & derivatives</subject><subject>Glucose - chemical synthesis</subject><subject>Hydrolysis</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Inorganic and organomineral polymers</subject><subject>Kinetics</subject><subject>Micelles</subject><subject>Nanostructures - chemistry</subject><subject>Organophosphates - chemical synthesis</subject><subject>Physicochemistry of polymers</subject><subject>Polyesters - chemical synthesis</subject><subject>Polymerization</subject><subject>Preparation</subject><subject>Sonication</subject><subject>Surface-Active Agents - chemical synthesis</subject><issn>1525-7797</issn><issn>1526-4602</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0c1O3DAQB3CrKuL70BdAvlRaDil2Yq9jbktEWyQEK9Geo4kz6QaceLETELceeIG-Yp8Eb9kuFy7-GP80I_1NyCfOvnCW8pOqE4yzPEs_kF0u02kipiz9-O8sE6W02iF7IdwyxnQm5DbZSTMtVSrULnmeO_s0qf_-_vPLjsYFpAZ85XoY8JieWWfuaOGW0XTowymd0bmFoXG-o3GhVzCMHiyde1ePZkjOIGAdq73rYgPfgg30sR0W9MbZBzcs0Md6a2ixAA9mJUK8hgOy1USKh-t9n_z8ev6j-J5cXn-7KGaXCWQqH5JMcs1R12hyZRpUKtNGg8wFpkqj5lxoDhUzeQ169SybSiLnTc55zZky2T6ZvPZdenc_YhjKrg0GrYUe3RjKmJcQTE51GunxKzXeheCxKZe-7cA_lZyVq9DLTejRHq3bjlWH9Ub-TzmCz2sAwYBtPPSmDW9OKSFV_JuNAxPKWzf6PqbxzsAXdD6Xnw</recordid><startdate>20130909</startdate><enddate>20130909</enddate><creator>Gustafson, Tiffany P</creator><creator>Lonnecker, Alexander T</creator><creator>Heo, Gyu Seong</creator><creator>Zhang, Shiyi</creator><creator>Dove, Andrew P</creator><creator>Wooley, Karen L</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20130909</creationdate><title>Poly(d‑glucose carbonate) Block Copolymers: A Platform for Natural Product-Based Nanomaterials with Solvothermatic Characteristics</title><author>Gustafson, Tiffany P ; Lonnecker, Alexander T ; Heo, Gyu Seong ; Zhang, Shiyi ; Dove, Andrew P ; Wooley, Karen L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a378t-35191e9dec87cfe7739c9a584e279e911491ab0c8da9fe775fb5e11f811d107c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Applied sciences</topic><topic>Biocompatible Materials - chemical synthesis</topic><topic>Catalysis</topic><topic>Click Chemistry</topic><topic>Exact sciences and technology</topic><topic>Glucose - analogs & derivatives</topic><topic>Glucose - chemical synthesis</topic><topic>Hydrolysis</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>Inorganic and organomineral polymers</topic><topic>Kinetics</topic><topic>Micelles</topic><topic>Nanostructures - chemistry</topic><topic>Organophosphates - chemical synthesis</topic><topic>Physicochemistry of polymers</topic><topic>Polyesters - chemical synthesis</topic><topic>Polymerization</topic><topic>Preparation</topic><topic>Sonication</topic><topic>Surface-Active Agents - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gustafson, Tiffany P</creatorcontrib><creatorcontrib>Lonnecker, Alexander T</creatorcontrib><creatorcontrib>Heo, Gyu Seong</creatorcontrib><creatorcontrib>Zhang, Shiyi</creatorcontrib><creatorcontrib>Dove, Andrew P</creatorcontrib><creatorcontrib>Wooley, Karen L</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Biomacromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gustafson, Tiffany P</au><au>Lonnecker, Alexander T</au><au>Heo, Gyu Seong</au><au>Zhang, Shiyi</au><au>Dove, Andrew P</au><au>Wooley, Karen L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Poly(d‑glucose carbonate) Block Copolymers: A Platform for Natural Product-Based Nanomaterials with Solvothermatic Characteristics</atitle><jtitle>Biomacromolecules</jtitle><addtitle>Biomacromolecules</addtitle><date>2013-09-09</date><risdate>2013</risdate><volume>14</volume><issue>9</issue><spage>3346</spage><epage>3353</epage><pages>3346-3353</pages><issn>1525-7797</issn><eissn>1526-4602</eissn><abstract>A natural product-based polymer platform, having the characteristics of being derived from renewable materials and capable of breaking down, ultimately, into natural byproducts, has been prepared through the ring-opening polymerization (ROP) of a glucose-based bicyclic carbonate monomer. ROP was carried out via chain extension of a polyphosphoester (PPE) macroinitiator in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) organocatalyst to afford the PPE-b-poly(d-glucose carbonate) (PDGC) block copolymer. This new copolymer represents a functional architecture that can be rapidly transformed through thiol-yne reactions along the PPE segment into a diverse variety of amphiphilic polymers, which interestingly display stimuli-sensitive phase behavior in the form of a lower critical solution temperature (LCST). Below the LCST, they undergo self-assembly to form spherical core–shell nanostructures that display a poorly defined core–shell morphology. It is expected that hydrophobic patches are exposed within the micellar corona, reminiscent of the surface complexity of proteins, making these materials of interest for triggered and reversible assembly disassembly processes.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>23957247</pmid><doi>10.1021/bm4010832</doi><tpages>8</tpages></addata></record> |
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| subjects | Applied sciences Biocompatible Materials - chemical synthesis Catalysis Click Chemistry Exact sciences and technology Glucose - analogs & derivatives Glucose - chemical synthesis Hydrolysis Hydrophobic and Hydrophilic Interactions Inorganic and organomineral polymers Kinetics Micelles Nanostructures - chemistry Organophosphates - chemical synthesis Physicochemistry of polymers Polyesters - chemical synthesis Polymerization Preparation Sonication Surface-Active Agents - chemical synthesis |
| title | Poly(d‑glucose carbonate) Block Copolymers: A Platform for Natural Product-Based Nanomaterials with Solvothermatic Characteristics |
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