Synthesis of fatty acid-based non-isocyanate polyurethanes, NIPUs, in bulk and mini-emulsion
[Display omitted] •A series of reactive fatty acid-based (bis)carbonates were designed.•Bio-based non isocyanate polyurethanes were prepared at 60°C.•NIPUs latexes with solid content up to 30wt.% were achieved. The synthesis of fatty acid-based poly(hydroxy urethane)s, PHUs, was investigated. Bulk p...
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| Veröffentlicht in: | European polymer journal 2016-11, Vol.84, p.863-872 |
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| container_title | European polymer journal |
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| creator | Rix, Estelle Grau, Etienne Chollet, Guillaume Cramail, Henri |
| description | [Display omitted]
•A series of reactive fatty acid-based (bis)carbonates were designed.•Bio-based non isocyanate polyurethanes were prepared at 60°C.•NIPUs latexes with solid content up to 30wt.% were achieved.
The synthesis of fatty acid-based poly(hydroxy urethane)s, PHUs, was investigated. Bulk polymerization of fatty acid-based bis-carbonates with fatty acid diamine, Priamine® 1075, was first studied, allowing us to prepare non-isocyanate polyurethanes, NIPUs, at low temperature (60°C) and in few hours. Water-borne NIPUs latexes were then prepared with the same monomers through mini-emulsion process. Different surfactants and hydrophobic additives were tested in order to obtain stable emulsions and polymer particles. NIPUs latexes with solid content up to 30wt.% could be achieved. As a general trend, NIPUs prepared in mini-emulsion exhibited lower molar masses than the ones formed in bulk, phenomenon explained by the partial hydrolysis of cyclic carbonates. |
| doi_str_mv | 10.1016/j.eurpolymj.2016.07.006 |
| format | Article |
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•A series of reactive fatty acid-based (bis)carbonates were designed.•Bio-based non isocyanate polyurethanes were prepared at 60°C.•NIPUs latexes with solid content up to 30wt.% were achieved.
The synthesis of fatty acid-based poly(hydroxy urethane)s, PHUs, was investigated. Bulk polymerization of fatty acid-based bis-carbonates with fatty acid diamine, Priamine® 1075, was first studied, allowing us to prepare non-isocyanate polyurethanes, NIPUs, at low temperature (60°C) and in few hours. Water-borne NIPUs latexes were then prepared with the same monomers through mini-emulsion process. Different surfactants and hydrophobic additives were tested in order to obtain stable emulsions and polymer particles. NIPUs latexes with solid content up to 30wt.% could be achieved. As a general trend, NIPUs prepared in mini-emulsion exhibited lower molar masses than the ones formed in bulk, phenomenon explained by the partial hydrolysis of cyclic carbonates.</description><identifier>ISSN: 0014-3057</identifier><identifier>EISSN: 1873-1945</identifier><identifier>DOI: 10.1016/j.eurpolymj.2016.07.006</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Additives ; Bulk polymerization ; Carbonates ; Chemical compounds ; Chemical Sciences ; Diamines ; Emulsion polymerization ; Fatty acids ; Hydrolysis ; Latex ; Material chemistry ; Mini-emulsion ; Monomers ; NIPUs ; Poly(hydroxy urethane) ; Polymerization ; Polymers ; Polyurethane ; Polyurethane resins ; Surfactants ; Synthesis ; Water-borne</subject><ispartof>European polymer journal, 2016-11, Vol.84, p.863-872</ispartof><rights>2016 Elsevier Ltd</rights><rights>Copyright Elsevier BV Nov 2016</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c496t-855c7e654252470e110f42abcb3521b55b097fd104a3d48f28f12030ce939be63</citedby><cites>FETCH-LOGICAL-c496t-855c7e654252470e110f42abcb3521b55b097fd104a3d48f28f12030ce939be63</cites><orcidid>0000-0001-9798-6352 ; 0000-0003-0396-1555</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S001430571630708X$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttps://hal.science/hal-01373137$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Rix, Estelle</creatorcontrib><creatorcontrib>Grau, Etienne</creatorcontrib><creatorcontrib>Chollet, Guillaume</creatorcontrib><creatorcontrib>Cramail, Henri</creatorcontrib><title>Synthesis of fatty acid-based non-isocyanate polyurethanes, NIPUs, in bulk and mini-emulsion</title><title>European polymer journal</title><description>[Display omitted]
•A series of reactive fatty acid-based (bis)carbonates were designed.•Bio-based non isocyanate polyurethanes were prepared at 60°C.•NIPUs latexes with solid content up to 30wt.% were achieved.
The synthesis of fatty acid-based poly(hydroxy urethane)s, PHUs, was investigated. Bulk polymerization of fatty acid-based bis-carbonates with fatty acid diamine, Priamine® 1075, was first studied, allowing us to prepare non-isocyanate polyurethanes, NIPUs, at low temperature (60°C) and in few hours. Water-borne NIPUs latexes were then prepared with the same monomers through mini-emulsion process. Different surfactants and hydrophobic additives were tested in order to obtain stable emulsions and polymer particles. NIPUs latexes with solid content up to 30wt.% could be achieved. As a general trend, NIPUs prepared in mini-emulsion exhibited lower molar masses than the ones formed in bulk, phenomenon explained by the partial hydrolysis of cyclic carbonates.</description><subject>Additives</subject><subject>Bulk polymerization</subject><subject>Carbonates</subject><subject>Chemical compounds</subject><subject>Chemical Sciences</subject><subject>Diamines</subject><subject>Emulsion polymerization</subject><subject>Fatty acids</subject><subject>Hydrolysis</subject><subject>Latex</subject><subject>Material chemistry</subject><subject>Mini-emulsion</subject><subject>Monomers</subject><subject>NIPUs</subject><subject>Poly(hydroxy urethane)</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Polyurethane</subject><subject>Polyurethane resins</subject><subject>Surfactants</subject><subject>Synthesis</subject><subject>Water-borne</subject><issn>0014-3057</issn><issn>1873-1945</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkV2L1DAUhoMoOI7-BgPeKNh60iRNezks6i4MKujeCSFNT5nUNhmTdqH_3gwje-GNF4cXDs_5fAl5zaBkwOoPY4lrPIdpm8eyyokSVAlQPyE71ihesFbIp2QHwETBQarn5EVKIwAoXvMd-fl988sJk0s0DHQwy7JRY11fdCZhT33whUvBbsabBellzBpxORmP6T39cvftPovztFunX9T4ns7OuwLndUou-Jfk2WCmhK_-6p7cf_r44-a2OH79fHdzOBZWtPVSNFJahbUUlayEAmQMBlGZznZcVqyTsoNWDT0DYXgvmqFqBlYBB4stbzus-Z68u_Y9mUmfo5tN3HQwTt8ejvqSA8YVz_HAMvv2yp5j-L1iWvTsksVpyieFNWnW1EIKziXP6Jt_0DGs0edLNGs5r2om8xf3RF0pG0NKEYfHDRjoi0N61I8O6YtDGpTODuXKw7US828eHEadrENvsXcR7aL74P7b4w9YwJx7</recordid><startdate>20161101</startdate><enddate>20161101</enddate><creator>Rix, Estelle</creator><creator>Grau, Etienne</creator><creator>Chollet, Guillaume</creator><creator>Cramail, Henri</creator><general>Elsevier Ltd</general><general>Elsevier BV</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>1XC</scope><scope>VOOES</scope><orcidid>https://orcid.org/0000-0001-9798-6352</orcidid><orcidid>https://orcid.org/0000-0003-0396-1555</orcidid></search><sort><creationdate>20161101</creationdate><title>Synthesis of fatty acid-based non-isocyanate polyurethanes, NIPUs, in bulk and mini-emulsion</title><author>Rix, Estelle ; Grau, Etienne ; Chollet, Guillaume ; Cramail, Henri</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c496t-855c7e654252470e110f42abcb3521b55b097fd104a3d48f28f12030ce939be63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Additives</topic><topic>Bulk polymerization</topic><topic>Carbonates</topic><topic>Chemical compounds</topic><topic>Chemical Sciences</topic><topic>Diamines</topic><topic>Emulsion polymerization</topic><topic>Fatty acids</topic><topic>Hydrolysis</topic><topic>Latex</topic><topic>Material chemistry</topic><topic>Mini-emulsion</topic><topic>Monomers</topic><topic>NIPUs</topic><topic>Poly(hydroxy urethane)</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Polyurethane</topic><topic>Polyurethane resins</topic><topic>Surfactants</topic><topic>Synthesis</topic><topic>Water-borne</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rix, Estelle</creatorcontrib><creatorcontrib>Grau, Etienne</creatorcontrib><creatorcontrib>Chollet, Guillaume</creatorcontrib><creatorcontrib>Cramail, Henri</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Hyper Article en Ligne (HAL)</collection><collection>Hyper Article en Ligne (HAL) (Open Access)</collection><jtitle>European polymer journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rix, Estelle</au><au>Grau, Etienne</au><au>Chollet, Guillaume</au><au>Cramail, Henri</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of fatty acid-based non-isocyanate polyurethanes, NIPUs, in bulk and mini-emulsion</atitle><jtitle>European polymer journal</jtitle><date>2016-11-01</date><risdate>2016</risdate><volume>84</volume><spage>863</spage><epage>872</epage><pages>863-872</pages><issn>0014-3057</issn><eissn>1873-1945</eissn><abstract>[Display omitted]
•A series of reactive fatty acid-based (bis)carbonates were designed.•Bio-based non isocyanate polyurethanes were prepared at 60°C.•NIPUs latexes with solid content up to 30wt.% were achieved.
The synthesis of fatty acid-based poly(hydroxy urethane)s, PHUs, was investigated. Bulk polymerization of fatty acid-based bis-carbonates with fatty acid diamine, Priamine® 1075, was first studied, allowing us to prepare non-isocyanate polyurethanes, NIPUs, at low temperature (60°C) and in few hours. Water-borne NIPUs latexes were then prepared with the same monomers through mini-emulsion process. Different surfactants and hydrophobic additives were tested in order to obtain stable emulsions and polymer particles. NIPUs latexes with solid content up to 30wt.% could be achieved. As a general trend, NIPUs prepared in mini-emulsion exhibited lower molar masses than the ones formed in bulk, phenomenon explained by the partial hydrolysis of cyclic carbonates.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.eurpolymj.2016.07.006</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-9798-6352</orcidid><orcidid>https://orcid.org/0000-0003-0396-1555</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Additives Bulk polymerization Carbonates Chemical compounds Chemical Sciences Diamines Emulsion polymerization Fatty acids Hydrolysis Latex Material chemistry Mini-emulsion Monomers NIPUs Poly(hydroxy urethane) Polymerization Polymers Polyurethane Polyurethane resins Surfactants Synthesis Water-borne |
| title | Synthesis of fatty acid-based non-isocyanate polyurethanes, NIPUs, in bulk and mini-emulsion |
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