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...
Gespeichert in:
| Veröffentlicht in: | Molecules (Basel, Switzerland) Jg. 27; H. 10; S. 3212 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Journal Article |
| Sprache: | Englisch |
| Veröffentlicht: |
Switzerland
MDPI AG
17.05.2022
MDPI |
| Schlagworte: | |
| ISSN: | 1420-3049, 1420-3049 |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| Abstract | 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 19F 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 13C 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. |
|---|---|
| AbstractList | 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 19F 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 13C 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. 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 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 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. 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 19F 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 13C 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.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 19F 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 13C 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. |
| Author | Delliere, Pierre Quinquet, Lucie Guigo, Nathanael |
| AuthorAffiliation | Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France; lucie.quinquet@univ-cotedazur.fr (L.Q.); pierre.delliere@univ-cotedazur.fr (P.D.) |
| AuthorAffiliation_xml | – name: Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France; lucie.quinquet@univ-cotedazur.fr (L.Q.); pierre.delliere@univ-cotedazur.fr (P.D.) |
| Author_xml | – sequence: 1 givenname: Lucie surname: Quinquet fullname: Quinquet, Lucie – sequence: 2 givenname: Pierre surname: Delliere fullname: Delliere, Pierre – sequence: 3 givenname: Nathanael surname: Guigo fullname: Guigo, Nathanael |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/35630693$$D View this record in MEDLINE/PubMed https://hal.science/hal-05335692$$DView record in HAL |
| BookMark | eNp1kstuEzEUhi1URC_wAGzQSGzaRcC38Yw3SFHU0kqRghCsLY8viSOPHeyZSuHp8TQtaoNYHfv4_z_b55xzcBJiMAC8R_ATIRx-7qM3avQm4wZBghF-Bc4QxXBGIOUnz9an4DznLYQYUVS_AaekZgQyTs7AahGDdoOLIVdDrMpuSNFXN2OSofruwrpa7UyYoh7TFMqJHdPeV3Ov4qZIv0W_701yv-VEeQteW-mzefcYL8DPm-sfi9vZcvX1bjFfzlSNm2FmEOUcYW1JTYlsNYSaUUItVJLgkus6qyjRDel4S6RusGWNNaRVDcYUGUguwN2Bq6Pcil1yvUx7EaUTD4mY1kKmwSlvBOUdkwx2bUcxla3quMQU1kxjyy2sJ9aXA2s3dr3RypQaSP8C-vIkuI1Yx3vBES12VgBXB8DmyHY7X4opB2tSSs7xPSray8fLUvw1mjyI3mVlvJfBxDELzBqEG07RhP14JN3GMYVS1kkFCcEtnYAfnr_-7_1PPS6C5iBQKeacjBXKDQ_NKp9xXiAopmkS_0xTcaIj5xP8_54_xivOdg |
| CitedBy_id | crossref_primary_10_3390_molecules28073207 crossref_primary_10_3390_polym15071745 crossref_primary_10_1016_j_polymdegradstab_2024_111020 crossref_primary_10_1016_j_polymdegradstab_2023_110637 crossref_primary_10_1002_marc_202300665 crossref_primary_10_1007_s10924_025_03671_9 crossref_primary_10_1039_D3RE00672G crossref_primary_10_1016_j_compositesb_2023_111034 crossref_primary_10_1016_j_indcrop_2024_118346 crossref_primary_10_1016_j_polymertesting_2023_108248 crossref_primary_10_1016_j_eurpolymj_2023_111869 |
| Cites_doi | 10.1039/D1SE01572A 10.1061/(ASCE)CC.1943-5614.0001018 10.1021/ba-1984-0207.ch002 10.20944/preprints201804.0270.v1 10.1002/pol.1971.150090923 10.1016/j.vibspec.2008.04.013 10.1016/S0014-3057(01)00090-8 10.3390/catal10101101 10.1002/app.11730 10.1021/acssuschemeng.6b02292 10.1002/cssc.201800620 10.1016/j.saa.2021.120090 10.1016/j.catcom.2013.11.030 10.1002/app.1963.070070104 10.3390/polym11122126 10.1021/acs.macromol.1c02098 10.1007/BF01987448 10.1021/jp061642x 10.1021/cr050989d 10.1080/00218464.2018.1519435 10.1039/c2ee03465d 10.1021/ma8020213 10.1016/j.cogsc.2021.100557 10.1016/j.addr.2016.03.010 10.1016/j.eurpolymj.2015.11.036 10.1021/ma951522f 10.1007/s00226-015-0721-0 10.1021/acs.chemrev.5b00264 10.1016/B978-0-444-53349-4.00263-6 10.1515/hfsg.1998.52.3.268 10.1039/C5EE02666K 10.1016/j.theochem.2006.05.027 10.1016/j.rser.2014.07.003 10.1021/acssuschemeng.8b00100 10.1021/jp073958q 10.1002/cssc.200800216 10.1021/jp301439q |
| ContentType | Journal Article |
| Copyright | 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. Distributed under a Creative Commons Attribution 4.0 International License 2022 by the authors. 2022 |
| Copyright_xml | – notice: 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. – notice: Distributed under a Creative Commons Attribution 4.0 International License – notice: 2022 by the authors. 2022 |
| DBID | AAYXX CITATION CGR CUY CVF ECM EIF NPM 3V. 7X7 7XB 88E 8FI 8FJ 8FK ABUWG AFKRA AZQEC BENPR CCPQU DWQXO FYUFA GHDGH K9. M0S M1P PHGZM PHGZT PIMPY PJZUB PKEHL PPXIY PQEST PQQKQ PQUKI PRINS 7X8 1XC 5PM DOA |
| DOI | 10.3390/molecules27103212 |
| DatabaseName | CrossRef Medline MEDLINE MEDLINE (Ovid) MEDLINE MEDLINE PubMed ProQuest Central (Corporate) ProQuest Health & Medical Collection ProQuest Central (purchase pre-March 2016) Medical Database (Alumni Edition) Hospital Premium Collection Hospital Premium Collection (Alumni Edition) ProQuest Central (Alumni) (purchase pre-March 2016) ProQuest Central (Alumni) ProQuest Central UK/Ireland ProQuest Central Essentials AUTh Library subscriptions: ProQuest Central ProQuest One Community College ProQuest Central Health Research Premium Collection Health Research Premium Collection (Alumni) ProQuest Health & Medical Complete (Alumni) Health & Medical Collection (Alumni Edition) PML(ProQuest Medical Library) ProQuest Central Premium ProQuest One Academic Publicly Available Content Database ProQuest Health & Medical Research Collection ProQuest One Academic Middle East (New) One Health & Nursing ProQuest One Academic Eastern Edition (DO NOT USE) ProQuest One Academic (retired) ProQuest One Academic UKI Edition ProQuest Central China MEDLINE - Academic Hyper Article en Ligne (HAL) PubMed Central (Full Participant titles) Open Access: DOAJ - Directory of Open Access Journals |
| DatabaseTitle | CrossRef MEDLINE Medline Complete MEDLINE with Full Text PubMed MEDLINE (Ovid) Publicly Available Content Database ProQuest One Academic Middle East (New) ProQuest Central Essentials ProQuest Health & Medical Complete (Alumni) ProQuest Central (Alumni Edition) ProQuest One Community College ProQuest One Health & Nursing ProQuest Central China ProQuest Central ProQuest Health & Medical Research Collection Health Research Premium Collection Health and Medicine Complete (Alumni Edition) ProQuest Central Korea Health & Medical Research Collection ProQuest Central (New) ProQuest Medical Library (Alumni) ProQuest One Academic Eastern Edition ProQuest Hospital Collection Health Research Premium Collection (Alumni) ProQuest Hospital Collection (Alumni) ProQuest Health & Medical Complete ProQuest Medical Library ProQuest One Academic UKI Edition ProQuest One Academic ProQuest One Academic (New) ProQuest Central (Alumni) MEDLINE - Academic |
| DatabaseTitleList | Publicly Available Content Database CrossRef MEDLINE MEDLINE - Academic |
| Database_xml | – sequence: 1 dbid: DOA name: DOAJ Directory of Open Access Journals url: https://www.doaj.org/ sourceTypes: Open Website – sequence: 2 dbid: NPM name: PubMed url: http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 3 dbid: PIMPY name: ProQuest Publicly Available Content url: http://search.proquest.com/publiccontent sourceTypes: Aggregation Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1420-3049 |
| ExternalDocumentID | oai_doaj_org_article_49b6a60b8b424a8cb9a24056d2f9f050 PMC9145036 oai:HAL:hal-05335692v1 35630693 10_3390_molecules27103212 |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: Agence Nationale de la Recherche grantid: FUTURES – fundername: Agence Nationale de la Recherche (ANR) grantid: FUTURES |
| GroupedDBID | --- 0R~ 123 2WC 53G 5VS 7X7 88E 8FE 8FG 8FH 8FI 8FJ A8Z AADQD AAFWJ AAHBH AAYXX ABDBF ABUWG ACGFO ACIWK ACPRK ACUHS AEGXH AENEX AFFHD AFKRA AFPKN AFRAH AFZYC AIAGR ALMA_UNASSIGNED_HOLDINGS BENPR BPHCQ BVXVI CCPQU CITATION CS3 D1I DIK DU5 E3Z EBD EMOBN ESTFP ESX FYUFA GROUPED_DOAJ GX1 HH5 HMCUK HYE HZ~ I09 IAO IHR ITC KQ8 LK8 M1P MODMG O-U O9- OK1 P2P PHGZM PHGZT PIMPY PJZUB PPXIY PQQKQ PROAC PSQYO RPM SV3 TR2 TUS UKHRP ~8M CGR CUY CVF ECM EIF NPM PUEGO 3V. 7XB 8FK AZQEC DWQXO K9. PKEHL PQEST PQUKI PRINS 7X8 1XC 5PM |
| ID | FETCH-LOGICAL-c527t-e149912df3543a8d00d6434f0ca32354bbfc43d73b983ad72f67fe38c72241e03 |
| IEDL.DBID | DOA |
| ISICitedReferencesCount | 14 |
| ISICitedReferencesURI | http://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestLinkType=CitingArticles&DestApp=WOS_CPL&KeyUT=000802597800001&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D |
| ISSN | 1420-3049 |
| IngestDate | Tue Oct 14 18:47:15 EDT 2025 Tue Nov 04 01:38:41 EST 2025 Thu Oct 30 06:33:05 EDT 2025 Thu Oct 02 06:53:08 EDT 2025 Tue Oct 07 07:40:10 EDT 2025 Wed Sep 03 05:52:00 EDT 2025 Sat Nov 29 07:10:31 EST 2025 Tue Nov 18 22:38:55 EST 2025 |
| IsDoiOpenAccess | true |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 10 |
| Keywords | ring-opening biobased poly(furfuryl alcohol) degree of open structures |
| Language | English |
| License | Distributed under a Creative Commons Attribution 4.0 International License: http://creativecommons.org/licenses/by/4.0 Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c527t-e149912df3543a8d00d6434f0ca32354bbfc43d73b983ad72f67fe38c72241e03 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23 These authors contributed equally to this work. |
| ORCID | 0000-0002-0858-4093 |
| OpenAccessLink | https://doaj.org/article/49b6a60b8b424a8cb9a24056d2f9f050 |
| PMID | 35630693 |
| PQID | 2670332841 |
| PQPubID | 2032355 |
| ParticipantIDs | doaj_primary_oai_doaj_org_article_49b6a60b8b424a8cb9a24056d2f9f050 pubmedcentral_primary_oai_pubmedcentral_nih_gov_9145036 hal_primary_oai_HAL_hal_05335692v1 proquest_miscellaneous_2671279416 proquest_journals_2670332841 pubmed_primary_35630693 crossref_citationtrail_10_3390_molecules27103212 crossref_primary_10_3390_molecules27103212 |
| PublicationCentury | 2000 |
| PublicationDate | 20220517 |
| PublicationDateYYYYMMDD | 2022-05-17 |
| PublicationDate_xml | – month: 5 year: 2022 text: 20220517 day: 17 |
| PublicationDecade | 2020 |
| PublicationPlace | Switzerland |
| PublicationPlace_xml | – name: Switzerland – name: Basel |
| PublicationTitle | Molecules (Basel, Switzerland) |
| PublicationTitleAlternate | Molecules |
| PublicationYear | 2022 |
| Publisher | MDPI AG MDPI |
| Publisher_xml | – name: MDPI AG – name: MDPI |
| References | Iborra (ref_4) 2007; 107 Musso (ref_28) 2021; 262 Pettersen (ref_3) 1984; 207 Barsberg (ref_16) 2009; 49 Conley (ref_18) 1963; 7 Assary (ref_26) 2012; 5 Faix (ref_29) 1998; 52 Sousa (ref_7) 2022; 33 ref_10 Kim (ref_14) 2014; 46 Mariscal (ref_9) 2016; 9 Xi (ref_22) 2020; 96 Wewerka (ref_11) 1971; 9 Pranger (ref_36) 2008; 41 Mak (ref_21) 2020; 24 ref_19 Yan (ref_23) 2014; 38 ref_37 Choura (ref_12) 1996; 29 Zavaglia (ref_34) 2012; 116 Ricciardi (ref_8) 2021; 6 Montero (ref_15) 2006; 770 Buchwalter (ref_13) 1985; 23 Black (ref_30) 2016; 30 Barsberg (ref_39) 2006; 110 Chappaz (ref_25) 2018; 6 Delliere (ref_32) 2022; 55 Cadenato (ref_38) 1997; 49 Gandini (ref_1) 2016; 116 Falco (ref_27) 2018; 11 Toriz (ref_20) 2003; 88 ref_40 Samsudin (ref_2) 2016; 107 Foyer (ref_6) 2016; 74 Constant (ref_31) 2017; 5 Lange (ref_24) 2009; 2 Figueroa (ref_33) 2002; 38 Li (ref_35) 2015; 49 Bertarione (ref_17) 2008; 112 Windeisen (ref_5) 2012; 10 |
| References_xml | – volume: 6 start-page: 11 year: 2021 ident: ref_8 article-title: Production of furans from C5 and C6 sugars in presence of polar organic solvents publication-title: Sustain. Energy Fuels doi: 10.1039/D1SE01572A – volume: 24 start-page: 04020012 year: 2020 ident: ref_21 article-title: Fatigue Performance of Furfuryl Alcohol Resin Fiber-Reinforced Polymer for Structural Rehabilitation publication-title: J. Compos. Constr. doi: 10.1061/(ASCE)CC.1943-5614.0001018 – volume: 207 start-page: 57 year: 1984 ident: ref_3 article-title: The Chemical Composition of Wood publication-title: Adv. Chem. doi: 10.1021/ba-1984-0207.ch002 – ident: ref_37 doi: 10.20944/preprints201804.0270.v1 – volume: 9 start-page: 2703 year: 1971 ident: ref_11 article-title: Study of the γ-alumina polymerization of furfuryl alcohol publication-title: J. Polym. Sci. Part A-1 Polym. Chem. doi: 10.1002/pol.1971.150090923 – volume: 49 start-page: 52 year: 2009 ident: ref_16 article-title: Poly(furfuryl alcohol) formation in neat furfuryl alcohol and in cymene studied by ATR-IR spectroscopy and density functional theory (B3LYP) prediction of vibrational bands publication-title: Vib. Spectrosc. doi: 10.1016/j.vibspec.2008.04.013 – volume: 38 start-page: 287 year: 2002 ident: ref_33 article-title: Furfuryl alcohol polymerisation by iodine in methylene chloride publication-title: Eur. Polym. J. doi: 10.1016/S0014-3057(01)00090-8 – ident: ref_10 doi: 10.3390/catal10101101 – volume: 88 start-page: 337 year: 2003 ident: ref_20 article-title: Novel cellulose ester-poly(furfuryl alcohol)-flax fiber biocomposites publication-title: J. Appl. Polym. Sci. doi: 10.1002/app.11730 – volume: 5 start-page: 965 year: 2017 ident: ref_31 article-title: Quantification and Classification of Carbonyls in Industrial Humins and Lignins by 19F NMR publication-title: ACS Sustain. Chem. Eng. doi: 10.1021/acssuschemeng.6b02292 – ident: ref_40 – volume: 11 start-page: 1805 year: 2018 ident: ref_27 article-title: Opening Furan for Tailoring Properties of Bio-based Poly(Furfuryl Alcohol) Thermoset publication-title: Chem. Sustain. Chem. doi: 10.1002/cssc.201800620 – volume: 262 start-page: 120090 year: 2021 ident: ref_28 article-title: Chemical constitution of polyfurfuryl alcohol investigated by FTIR and Resonant Raman spectroscopy publication-title: Spectrochim. Acta—Part A Mol. Biomol. Spectrosc. doi: 10.1016/j.saa.2021.120090 – volume: 46 start-page: 66 year: 2014 ident: ref_14 article-title: Thermodynamics and reaction pathways of furfuryl alcohol oligomer formation publication-title: Catal. Commun. doi: 10.1016/j.catcom.2013.11.030 – volume: 7 start-page: 37 year: 1963 ident: ref_18 article-title: An investigation of the structure of furfuryl alcohol polycondensates with infrared spectroscopy publication-title: J. Appl. Polym. Sci. doi: 10.1002/app.1963.070070104 – ident: ref_19 doi: 10.3390/polym11122126 – volume: 23 start-page: 2897 year: 1985 ident: ref_13 article-title: Polymerization of Furfuryl Acetate in Acetonitrole publication-title: J. Polym. Sci. – volume: 55 start-page: 1196 year: 2022 ident: ref_32 article-title: Monitoring the Degree of Carbonyl-Based Open Structure in a Furanic Macromolecular System publication-title: Macromolecules doi: 10.1021/acs.macromol.1c02098 – volume: 49 start-page: 269 year: 1997 ident: ref_38 article-title: Determination of gel and vitrification times of thermoset curing process by means of TMA, DMTA and DSC techniques: TTT diagram publication-title: J. Therm. Anal. doi: 10.1007/BF01987448 – volume: 110 start-page: 9500 year: 2006 ident: ref_39 article-title: Combined Raman Spectroscopic and Theoretical Investigation of Fundamental Vibrational Bands of Furfuryl Alcohol (2-furanmethanol) publication-title: J. Phys. Chem. A doi: 10.1021/jp061642x – volume: 107 start-page: 2411 year: 2007 ident: ref_4 article-title: Chemical routes for the transformation of biomass into chemicals publication-title: Chem. Rev. doi: 10.1021/cr050989d – volume: 96 start-page: 814 year: 2020 ident: ref_22 article-title: Furfuryl alcohol-aldehyde plywood adhesive resins publication-title: J. Adhes. doi: 10.1080/00218464.2018.1519435 – volume: 5 start-page: 6981 year: 2012 ident: ref_26 article-title: Experimental and theoretical studies of the acid-catalyzed conversion of furfuryl alcohol to levulinic acid in aqueous solution publication-title: Energy Environ. Sci. doi: 10.1039/c2ee03465d – volume: 41 start-page: 8682 year: 2008 ident: ref_36 article-title: Biobased nanocomposites prepared by in situ polymerization of furfuryl alcohol with cellulose whiskers or montmorillonite clay publication-title: Macromolecules doi: 10.1021/ma8020213 – volume: 33 start-page: 100557 year: 2022 ident: ref_7 article-title: Plastics from renewable sources as green and sustainable alternatives publication-title: Curr. Opin. Green Sustain. Chem. doi: 10.1016/j.cogsc.2021.100557 – volume: 107 start-page: 333 year: 2016 ident: ref_2 article-title: Poly(lactic acid)—Mass production, processing, industrial applications, and end of life publication-title: Adv. Drug Deliv. Rev. doi: 10.1016/j.addr.2016.03.010 – volume: 74 start-page: 296 year: 2016 ident: ref_6 article-title: New method for the synthesis of formaldehyde-free phenolic resins from lignin-based aldehyde precursors publication-title: Eur. Polym. J. doi: 10.1016/j.eurpolymj.2015.11.036 – volume: 29 start-page: 3839 year: 1996 ident: ref_12 article-title: Acid-catalyzed polycondensation of furfuryl alcohol: Mechanisms of chromophore formation and cross-linking publication-title: Macromolecules doi: 10.1021/ma951522f – volume: 49 start-page: 845 year: 2015 ident: ref_35 article-title: Wood modification with furfuryl alcohol catalysed by a new composite acidic catalyst publication-title: Wood Sci. Technol. doi: 10.1007/s00226-015-0721-0 – volume: 116 start-page: 1637 year: 2016 ident: ref_1 article-title: Progress of Polymers from Renewable Resources: Furans, Vegetable Oils, and Polysaccharides publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.5b00264 – volume: 10 start-page: 255 year: 2012 ident: ref_5 article-title: Lignin as Building Unit for Polymers publication-title: Polym. Sci. A Compr. Ref. doi: 10.1016/B978-0-444-53349-4.00263-6 – volume: 52 start-page: 268 year: 1998 ident: ref_29 article-title: Determination of carbonyl groups of six round robin lignins by modified oximation and FTIR spectroscopyy publication-title: Holzforschung doi: 10.1515/hfsg.1998.52.3.268 – volume: 9 start-page: 1144 year: 2016 ident: ref_9 article-title: Furfural: A renewable and versatile platform molecule for the synthesis of chemicals and fuels publication-title: Energy Environ. Sci. doi: 10.1039/C5EE02666K – volume: 770 start-page: 99 year: 2006 ident: ref_15 article-title: Ab initio modelling of crosslinking in polymers. A case of chains with furan rings publication-title: J. Mol. Struct. THEOCHEM doi: 10.1016/j.theochem.2006.05.027 – volume: 38 start-page: 663 year: 2014 ident: ref_23 article-title: Production, properties and catalytic hydrogenation of furfural to fuel additives and value-added chemicals publication-title: Renew. Sustain. Energy Rev. doi: 10.1016/j.rser.2014.07.003 – volume: 6 start-page: 4405 year: 2018 ident: ref_25 article-title: Selective Conversion of Concentrated Feeds of Furfuryl Alcohol to Alkyl Levulinates Catalyzed by Metal Triflates publication-title: ACS Sustain. Chem. Eng. doi: 10.1021/acssuschemeng.8b00100 – volume: 112 start-page: 2580 year: 2008 ident: ref_17 article-title: Furfuryl alcohol polymerization in H-Y confined spaces: Reaction mechanism and structure of carbocationic intermediates publication-title: J. Phys. Chem. B doi: 10.1021/jp073958q – volume: 30 start-page: 1071 year: 2016 ident: ref_30 article-title: Determination of Carbonyl Groups in Pyrolysis Bio-oils Using Potentiometric Titration: Review and Comparison of Methods publication-title: Energy Fuels – volume: 2 start-page: 437 year: 2009 ident: ref_24 article-title: Conversion of furfuryl alcohol into ethyl levulinate using solid acid catalysts publication-title: Chem. Sustain. Chem. doi: 10.1002/cssc.200800216 – volume: 116 start-page: 8259 year: 2012 ident: ref_34 article-title: Complex kinetic pathway of furfuryl alcohol polymerization catalyzed by green montmorillonite clays publication-title: J. Phys. Chem. B doi: 10.1021/jp301439q |
| SSID | ssj0021415 |
| Score | 2.4273176 |
| Snippet | The chemistry of biomass-derived furans is particularly sensitive to ring openings. These side reactions occur during furfuryl alcohol polymerization. In this... |
| SourceID | doaj pubmedcentral hal proquest pubmed crossref |
| SourceType | Open Website Open Access Repository Aggregation Database Index Database Enrichment Source |
| StartPage | 3212 |
| SubjectTerms | Acids Alcohol biobased poly(furfuryl alcohol) Cellulose Chemical Sciences degree of open structures Esters Furans - chemistry Investigations Iodine Lignin Phenols Polymerization ring-opening Spectroscopy, Fourier Transform Infrared Water |
| SummonAdditionalLinks | – databaseName: ProQuest Health & Medical Collection dbid: 7X7 link: http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1Lb9QwEB5BQaKX8i6BggLihBTV8SOOT6isWPWASoVA2lvkR0wrtUm7j0r8-84k2S2hUi-cItlOYnnG8_CM5wP4aA06JcrxLHimMqmsydCO81kppFUyuhCc7cAm9NFROZuZ4-HAbTGkVa5lYieoQ-vpjHyfF8ibAoVp_vniMiPUKIquDhAa9-EBwWYTn-vZjcOVo3bqI5kCXfv98x5wtl5wTWXkcj7SRV3JftQwJ5QQedva_Ddp8i8tNH38v_N_AjuD_Zke9AzzFO7VzTN4NFnDvj2H75OWotjEjemyTSd9Kns6XaFSS3-gokspB4We_Q1H6olIGPxmj7abHrdnfygO1F_wfAG_pl9_Tg6zAXUh84rrZVajz2RyHqJQUtgyMBbQapGReSs4tjkXvRRBC2dKYYPmsdCxFqXXZA3UTLyEraZt6leQRsM9CnbtLJKeaW2DCtoJay3-QrsiAbZe_8oPJckJGeOsQteESFbdIlkCnzavXPT1OO4a_IWIuhlIpbS7hnb-uxp2ZiWNK2zBXOkkl7b0zli0clQReDSRKZbAB2SJ0TcOD75V1Eb3mFVh-FWewN6a6tUgBBbVDckTeL_pRnJSTMY2dbvqxuQcZWKOi7HbM9jmV4JqtxVGJKBHrDeay7inOT3pSoSbXCq0TV7fPa03sM3pNgcVo9V7sLWcr-q38NBfLU8X83fdXroGVlQrCA priority: 102 providerName: ProQuest |
| Title | Conditions to Control Furan Ring Opening during Furfuryl Alcohol Polymerization |
| URI | https://www.ncbi.nlm.nih.gov/pubmed/35630693 https://www.proquest.com/docview/2670332841 https://www.proquest.com/docview/2671279416 https://hal.science/hal-05335692 https://pubmed.ncbi.nlm.nih.gov/PMC9145036 https://doaj.org/article/49b6a60b8b424a8cb9a24056d2f9f050 |
| Volume | 27 |
| WOSCitedRecordID | wos000802597800001&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| journalDatabaseRights | – providerCode: PRVAON databaseName: DOAJ Directory of Open Access Journals customDbUrl: eissn: 1420-3049 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0021415 issn: 1420-3049 databaseCode: DOA dateStart: 19970101 isFulltext: true titleUrlDefault: https://www.doaj.org/ providerName: Directory of Open Access Journals – providerCode: PRVPQU databaseName: Health & Medical Collection customDbUrl: eissn: 1420-3049 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0021415 issn: 1420-3049 databaseCode: 7X7 dateStart: 19970101 isFulltext: true titleUrlDefault: https://search.proquest.com/healthcomplete providerName: ProQuest – providerCode: PRVPQU databaseName: ProQuest Central customDbUrl: eissn: 1420-3049 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0021415 issn: 1420-3049 databaseCode: BENPR dateStart: 19970101 isFulltext: true titleUrlDefault: https://www.proquest.com/central providerName: ProQuest – providerCode: PRVPQU databaseName: ProQuest Publicly Available Content customDbUrl: eissn: 1420-3049 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0021415 issn: 1420-3049 databaseCode: PIMPY dateStart: 19970101 isFulltext: true titleUrlDefault: http://search.proquest.com/publiccontent providerName: ProQuest |
| link | http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1La9wwEBZtWmgvpc_UbbK4paeCiayHZR2TJUsK7daEFrYno4dFAqldsruB_vvOWN4lTqC55GJjSX4wM9Y3g0bfEPLJaAhKpGWZd1RmQhqdgR_nspILI0Ww3lvTF5tQ83m5WOjqWqkvzAmL9MBRcAdC28IU1JZWMGFKZ7UBEJKFZ0EHGqN1qvQmmBpCrRxwKa5hcgjqD37HUrPNkikkkMvZCIV6sn7AljNMhbztZ95Ml7yGP7Pn5NngOKaH8YNfkAdN-5I8mW7qtb0i36cdLj-jGaWrLp3GHPR0tgY0Sk8BoVJMHsFz3JqIPQEkCs-MZXLTqrv4iws4cWfma_JzdvxjepIN5RIyJ5laZQ0EOzpnPnApuCk9pR7cDRGoM5xBm7XBCe4Vt7rkxisWChUaXjqFMN5Q_obstF3bvCVp0MzBjKysAZ1RpYyXXllujIFXKFskhG7EV7uBSxxLWlzUEFOgxOtbEk_I5-0tfyKRxv8GH6FOtgORA7tvAMuoB8uo77KMhHwEjY6ecXL4tcY23IAsC82u8oTsbRReD3_vsmYFzIMcgBu6P2y7QZ24mGLaplv3Y3IGk1kOwtiN9rF9FUfStULzhKiR5Yy-ZdzTnp_13N46FxKcinf3IYD35CnDzRrINav2yM7qct3sk8fuanW-vJyQh2qh-mM5IY-OjufV6aT_ieCq-vKt-vUPdFYh4g |
| linkProvider | Directory of Open Access Journals |
| linkToHtml | http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMw1V1Jb9QwFH4qBalc2JdAgYDgghTVseM4PiBUBkZTdRgqVKS5pV4SWqkkZZai_il-I-8lkylDpd564BTJdhwn_vyWvA3gtdGolEjLI--YjBJpdIRynIsykRiZlNZ7a5piE2o0ysZjvbcGv7tYGHKr7GhiQ6h97egf-RZPEZsCiWn8_uRnRFWjyLraldBoYbFbnP1ClW36bucj7u8bzvuf9nuDaFFVIHKSq1lUoE6gY-5LIRNhMs-YR66clMwZwbHN2tIlwithdSaMV7xMVVmIzCnidgUTOO81uI50XJGyp8bnCl6M3LC1nAqh2daPtsBtMeWK0tbFfIX3NSUCkKMdkgPmRen2XyfNv7he__b_9r3uwK2FfB1utwfiLqwV1T3Y6HVl7e7Dl15NVno6beGsDnutq37YnyPTDr8iIw_Jx4aubQQn9ZQIPJyzrSYc7tXHZ2TnagNYH8C3K3mfh7Be1VXxGMJSc4eMS1mD0GZKGS-9ssIYg49QNg2Adfudu0XKdar8cZyj6kUQyS9AJIC3y1tO2nwjlw3-QCBaDqRU4U1DPfmeLyhPnmibmpTZzCY8MZmz2qAUJ1PPS10yyQJ4hRBcmWOwPcypjeK0Zar5aRzAZoeyfEHkpvk5xAJ4uezG7SSbk6mKet6MiTnS_Bg_xqMW0MtHCcpNl2oRgFqB-spaVnuqo8MmBbqOE4my15PLl_UCNgb7n4f5cGe0-xRucopcocS7ahPWZ5N58QxuuNPZ0XTyvDnHIRxc9UH4AymRhnU |
| linkToPdf | http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMw1V1Lb9QwEB6VLQIuvB-BAgHBBSlax3bi-IBQ2bLqqqWsEEjlFOw4ppXKpuyjqH-NX8dMHgtLpd564BTJdpyHP_ub8YxnAF4YjUpJYnnkCpZEMjE6QjmuiDIhTSK9dc6aOtmE2tvL9vf1eA1-dWdhyK2yWxPrhdpVBe2R93mK2BS4mMZ937pFjLeGb45_RJRBiiytXTqNBiI75elPVN9mr0dbONYvOR---zTYjtoMA1GRcDWPStQPdMydF4kUJnOMOWRo6VlhBMcya30hhVPC6kwYp7hPlS9FVihivpIJ7PcSrKNILnkP1sej9-MvS3UvRm5s7KhCaNb_3qS7LWdcURC7mK8wYZ0wAPntgNwxz8q6_7ps_sWBwxv_89-7CddbyTvcbKbKLVgrJ7fh6qBLeHcHPgwqst_TPAznVThonPjD4QLpPPyIFB-S9w1dm7OdVOMRkthnk2c4HFdHp2QBa4623oXPF_I996A3qSblAwi95gVSmrIGQc-UMi5xygpjDD5C2TQA1o19XrTB2CknyFGOShnBJT8DlwBeLW85biKRnNf4LQFq2ZCCiNcF1fRb3q5JudQ2NSmzmZVcmqyw2qB8l6SOe-1ZwgJ4jnBc6WN7czenMjrBnaSan8QBbHSIy9vlb5b_gVsAz5bVOJxkjTKTslrUbWKObBDjz7jfgHv5KEFR61ItAlArsF95l9WayeFBHRxdxzJBqezh-a_1FK4g_vPd0d7OI7jGaQ-F9uvZBvTm00X5GC4XJ_PD2fRJO6lD-HrRM-E3W4mQvw |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Conditions+to+Control+Furan+Ring+Opening+during+Furfuryl+Alcohol+Polymerization&rft.jtitle=Molecules+%28Basel%2C+Switzerland%29&rft.au=Quinquet%2C+Lucie&rft.au=Delliere%2C+Pierre&rft.au=Guigo%2C+Nathanael&rft.date=2022-05-17&rft.issn=1420-3049&rft.eissn=1420-3049&rft.volume=27&rft.issue=10&rft.spage=3212&rft_id=info:doi/10.3390%2Fmolecules27103212&rft.externalDBID=n%2Fa&rft.externalDocID=10_3390_molecules27103212 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1420-3049&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1420-3049&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1420-3049&client=summon |