Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization
The chemistry of biomass-derived furans is particularly sensitive to ring openings. These side reactions occur during furfuryl alcohol polymerization. In this work, the furan ring-opening was controlled by changing polymerization conditions, such as varying the type of acidic initiator or the water...
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MDPI AG
2022-05-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/10/3212 |
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| author | Lucie Quinquet Pierre Delliere Nathanael Guigo |
| author_facet | Lucie Quinquet Pierre Delliere Nathanael Guigo |
| author_sort | Lucie Quinquet |
| collection | DOAJ |
| description | The chemistry of biomass-derived furans is particularly sensitive to ring openings. These side reactions occur during furfuryl alcohol polymerization. In this work, the furan ring-opening was controlled by changing polymerization conditions, such as varying the type of acidic initiator or the water content. The degree of open structures (DOS) was determined by quantifying the formed carbonyl species by means of quantitative <sup>19</sup>F NMR and potentiometric titration. The progress of polymerization and ring opening were monitored by DSC and FT-IR spectroscopy. The presence of additional water is more determining on ring opening than the nature of the acidic initiator. Qualitative structural assessment by means of <sup>13</sup>C NMR and FT-IR shows that, depending on the employed conditions, poly(furfuryl alcohol) samples can be classified in two groups. Indeed, either more ester or more ketone side groups are formed as a result of side ring opening reactions. The absence of additional water during FA polymerization preferentially leads to opened structures in the PFA bearing more ester moieties. |
| first_indexed | 2024-03-10T03:20:01Z |
| format | Article |
| id | doaj.art-49b6a60b8b424a8cb9a24056d2f9f050 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T03:20:01Z |
| publishDate | 2022-05-01 |
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| series | Molecules |
| spelling | doaj.art-49b6a60b8b424a8cb9a24056d2f9f0502023-11-23T12:22:53ZengMDPI AGMolecules1420-30492022-05-012710321210.3390/molecules27103212Conditions to Control Furan Ring Opening during Furfuryl Alcohol PolymerizationLucie Quinquet0Pierre Delliere1Nathanael Guigo2Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, FranceInstitut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, FranceInstitut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, FranceThe chemistry of biomass-derived furans is particularly sensitive to ring openings. These side reactions occur during furfuryl alcohol polymerization. In this work, the furan ring-opening was controlled by changing polymerization conditions, such as varying the type of acidic initiator or the water content. The degree of open structures (DOS) was determined by quantifying the formed carbonyl species by means of quantitative <sup>19</sup>F NMR and potentiometric titration. The progress of polymerization and ring opening were monitored by DSC and FT-IR spectroscopy. The presence of additional water is more determining on ring opening than the nature of the acidic initiator. Qualitative structural assessment by means of <sup>13</sup>C NMR and FT-IR shows that, depending on the employed conditions, poly(furfuryl alcohol) samples can be classified in two groups. Indeed, either more ester or more ketone side groups are formed as a result of side ring opening reactions. The absence of additional water during FA polymerization preferentially leads to opened structures in the PFA bearing more ester moieties.https://www.mdpi.com/1420-3049/27/10/3212biobased poly(furfuryl alcohol)ring-openingdegree of open structures |
| spellingShingle | Lucie Quinquet Pierre Delliere Nathanael Guigo Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization Molecules biobased poly(furfuryl alcohol) ring-opening degree of open structures |
| title | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| title_full | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| title_fullStr | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| title_full_unstemmed | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| title_short | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| title_sort | conditions to control furan ring opening during furfuryl alcohol polymerization |
| topic | biobased poly(furfuryl alcohol) ring-opening degree of open structures |
| url | https://www.mdpi.com/1420-3049/27/10/3212 |
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