Towards urea and glycerol utilization as “building blocks” for polyurethane production: A detailed study about reactivity and structure for environmentally friendly polymer synthesis
Polyurethanes have been widely used in a wide variety of applications that benefit our everyday life. However, in the present scenario, it is urgent to find solutions towards more sustainable polymeric systems that can be more biodegradable and less dependent on non-renewable feedstocks. The present...
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| Veröffentlicht in: | Reactive & functional polymers 2020-08, Vol.153, p.104629, Article 104629 |
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| creator | Giroto, Amanda S. do Valle, Stella F. Ribeiro, Tatiana Ribeiro, Caue Mattoso, Luiz H.C. |
| description | Polyurethanes have been widely used in a wide variety of applications that benefit our everyday life. However, in the present scenario, it is urgent to find solutions towards more sustainable polymeric systems that can be more biodegradable and less dependent on non-renewable feedstocks. The present work proposes a thorough structural investigation of polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea. The results with glycerol demonstrated a preferential reactivity of MDI with primary alcohol terminals, except when the diisocyanate was in excess, which resulted in crosslinking formation (shown in 13C NMR). Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces, as observed in TGA, XRD, and FTIR. Overall, the structural characteristics support the potential of biodegradability of the studied polyurethanes and polyureas.
[Display omitted]
•Study of glycerol or urea as PU building blocks exhibited different structure correlations according to the ratio of each precursor.•Polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea.•Glycerol demonstrated a preferential reactivity of MDI in excess resulting in crosslinking formation.•Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces.•Both materials showed possible to be utilize as eco-friendly building blocks for a novel generation of PU structures. |
| doi_str_mv | 10.1016/j.reactfunctpolym.2020.104629 |
| format | Article |
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[Display omitted]
•Study of glycerol or urea as PU building blocks exhibited different structure correlations according to the ratio of each precursor.•Polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea.•Glycerol demonstrated a preferential reactivity of MDI in excess resulting in crosslinking formation.•Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces.•Both materials showed possible to be utilize as eco-friendly building blocks for a novel generation of PU structures.</description><identifier>ISSN: 1381-5148</identifier><identifier>EISSN: 1873-166X</identifier><identifier>DOI: 10.1016/j.reactfunctpolym.2020.104629</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Biodegradability ; Biodegradable materials ; Chemical synthesis ; Crosslinking ; Diisocyanates ; Glycerol ; Intermolecular forces ; NMR ; Nuclear magnetic resonance ; Polymers ; Polyurethane ; Polyurethane resins ; Thermal stability ; Ureas</subject><ispartof>Reactive & functional polymers, 2020-08, Vol.153, p.104629, Article 104629</ispartof><rights>2020 Elsevier B.V.</rights><rights>Copyright Elsevier BV Aug 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c276t-1a70b17d1ff63a0c3d0b4ca24e23ded3a6c6509e8bba0d65cedffacc4f78d6cf3</citedby><cites>FETCH-LOGICAL-c276t-1a70b17d1ff63a0c3d0b4ca24e23ded3a6c6509e8bba0d65cedffacc4f78d6cf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.reactfunctpolym.2020.104629$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>Giroto, Amanda S.</creatorcontrib><creatorcontrib>do Valle, Stella F.</creatorcontrib><creatorcontrib>Ribeiro, Tatiana</creatorcontrib><creatorcontrib>Ribeiro, Caue</creatorcontrib><creatorcontrib>Mattoso, Luiz H.C.</creatorcontrib><title>Towards urea and glycerol utilization as “building blocks” for polyurethane production: A detailed study about reactivity and structure for environmentally friendly polymer synthesis</title><title>Reactive & functional polymers</title><description>Polyurethanes have been widely used in a wide variety of applications that benefit our everyday life. However, in the present scenario, it is urgent to find solutions towards more sustainable polymeric systems that can be more biodegradable and less dependent on non-renewable feedstocks. The present work proposes a thorough structural investigation of polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea. The results with glycerol demonstrated a preferential reactivity of MDI with primary alcohol terminals, except when the diisocyanate was in excess, which resulted in crosslinking formation (shown in 13C NMR). Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces, as observed in TGA, XRD, and FTIR. Overall, the structural characteristics support the potential of biodegradability of the studied polyurethanes and polyureas.
[Display omitted]
•Study of glycerol or urea as PU building blocks exhibited different structure correlations according to the ratio of each precursor.•Polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea.•Glycerol demonstrated a preferential reactivity of MDI in excess resulting in crosslinking formation.•Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces.•Both materials showed possible to be utilize as eco-friendly building blocks for a novel generation of PU structures.</description><subject>Biodegradability</subject><subject>Biodegradable materials</subject><subject>Chemical synthesis</subject><subject>Crosslinking</subject><subject>Diisocyanates</subject><subject>Glycerol</subject><subject>Intermolecular forces</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Polymers</subject><subject>Polyurethane</subject><subject>Polyurethane resins</subject><subject>Thermal stability</subject><subject>Ureas</subject><issn>1381-5148</issn><issn>1873-166X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNqNUctqHDEQHEICcZz8gyDkOBtpZlYzDuRgjF9g8MWB3ESP1LK10UobPdZMTv6Q5Ef8Of4Sa3Z98imnbuiuqq6uqvrC6IJRxr-uFgFBJp2dTBtvp_Wioc0863hz9KY6YEPf1ozzn29L3w6sXrJueF99iHFFKevL5KB6vPH3EFQkuXARcIrc2kli8JbkZKz5A8l4RyCSp4e_YzZWGXdLRuvlr_j08I9oH8isXeDpDhySTfAqyxn0jRwThQmMRUViymoiMPqcyO5qszVp2gnGFAqgEOzI0G1N8G6NLoG1E9HBoFOl2TnEQOLk0h1GEz9W7zTYiJ9e6mH14-z05uSivro-vzw5vqpl0_NUM-jpyHrFtOYtUNkqOnYSmg6bVqFqgUu-pEc4jCNQxZcSldYgZaf7QXGp28Pq8563WPudMSax8jm4Iimarmv4_Mm2bH3fb8ngYwyoxSaYNYRJMCrmuMRKvIpLzHGJfVwFf77HY7GyNRhElMV5ucYElEkob_6T6Rk4t7LS</recordid><startdate>202008</startdate><enddate>202008</enddate><creator>Giroto, Amanda S.</creator><creator>do Valle, Stella F.</creator><creator>Ribeiro, Tatiana</creator><creator>Ribeiro, Caue</creator><creator>Mattoso, Luiz H.C.</creator><general>Elsevier B.V</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>202008</creationdate><title>Towards urea and glycerol utilization as “building blocks” for polyurethane production: A detailed study about reactivity and structure for environmentally friendly polymer synthesis</title><author>Giroto, Amanda S. ; do Valle, Stella F. ; Ribeiro, Tatiana ; Ribeiro, Caue ; Mattoso, Luiz H.C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c276t-1a70b17d1ff63a0c3d0b4ca24e23ded3a6c6509e8bba0d65cedffacc4f78d6cf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Biodegradability</topic><topic>Biodegradable materials</topic><topic>Chemical synthesis</topic><topic>Crosslinking</topic><topic>Diisocyanates</topic><topic>Glycerol</topic><topic>Intermolecular forces</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Polymers</topic><topic>Polyurethane</topic><topic>Polyurethane resins</topic><topic>Thermal stability</topic><topic>Ureas</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Giroto, Amanda S.</creatorcontrib><creatorcontrib>do Valle, Stella F.</creatorcontrib><creatorcontrib>Ribeiro, Tatiana</creatorcontrib><creatorcontrib>Ribeiro, Caue</creatorcontrib><creatorcontrib>Mattoso, Luiz H.C.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Reactive & functional polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Giroto, Amanda S.</au><au>do Valle, Stella F.</au><au>Ribeiro, Tatiana</au><au>Ribeiro, Caue</au><au>Mattoso, Luiz H.C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Towards urea and glycerol utilization as “building blocks” for polyurethane production: A detailed study about reactivity and structure for environmentally friendly polymer synthesis</atitle><jtitle>Reactive & functional polymers</jtitle><date>2020-08</date><risdate>2020</risdate><volume>153</volume><spage>104629</spage><pages>104629-</pages><artnum>104629</artnum><issn>1381-5148</issn><eissn>1873-166X</eissn><abstract>Polyurethanes have been widely used in a wide variety of applications that benefit our everyday life. However, in the present scenario, it is urgent to find solutions towards more sustainable polymeric systems that can be more biodegradable and less dependent on non-renewable feedstocks. The present work proposes a thorough structural investigation of polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea. The results with glycerol demonstrated a preferential reactivity of MDI with primary alcohol terminals, except when the diisocyanate was in excess, which resulted in crosslinking formation (shown in 13C NMR). Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces, as observed in TGA, XRD, and FTIR. Overall, the structural characteristics support the potential of biodegradability of the studied polyurethanes and polyureas.
[Display omitted]
•Study of glycerol or urea as PU building blocks exhibited different structure correlations according to the ratio of each precursor.•Polyurethane materials based on the use of two small eco-friendly reactants: glycerol and urea.•Glycerol demonstrated a preferential reactivity of MDI in excess resulting in crosslinking formation.•Urea-based materials displayed superior thermal stability, associated with higher crystallinity and intermolecular forces.•Both materials showed possible to be utilize as eco-friendly building blocks for a novel generation of PU structures.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.reactfunctpolym.2020.104629</doi></addata></record> |
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| ispartof | Reactive & functional polymers, 2020-08, Vol.153, p.104629, Article 104629 |
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| language | eng |
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| source | Access via ScienceDirect (Elsevier) |
| subjects | Biodegradability Biodegradable materials Chemical synthesis Crosslinking Diisocyanates Glycerol Intermolecular forces NMR Nuclear magnetic resonance Polymers Polyurethane Polyurethane resins Thermal stability Ureas |
| title | Towards urea and glycerol utilization as “building blocks” for polyurethane production: A detailed study about reactivity and structure for environmentally friendly polymer synthesis |
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