{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,12]],"date-time":"2026-10-12T21:55:54Z","timestamp":1791842154679,"version":"4.3.4"},"reference-count":60,"publisher":"MDPI AG","issue":"23","license":[{"start":{"date-parts":[[2023,12,4]],"date-time":"2023-12-04T00:00:00Z","timestamp":1701648000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["20-19-00380"],"award-info":[{"award-number":["20-19-00380"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Polymers"],"abstract":"<jats:p>Bifunctional catalysts are a major type of heterogeneous catalytic systems that have been widely investigated for biomass upgrading. In this work, Ru-catalysts based on sulfonated porous aromatic frameworks (PAFs) were used in the hydrodeoxygenation (HDO) of lignin-derived compounds: guaiacol, veratrole, and catechol. The relationship between the activity of metal nanoparticles and the content of acid sites in synthesized catalysts was studied. Herein, their synergy was demonstrated in the Ru-PAF-30-SO3H\/5-COD catalyst. The results revealed that this catalytic system promoted partial hydrogenation of lignin-based compounds to ketones without any further transformations. The design of the Ru-PAF-30-SO3H\/5-COD catalytic system opens a promising route to the selective conversion of lignin model compounds to cyclohexanone.<\/jats:p>","DOI":"10.3390\/polym15234618","type":"journal-article","created":{"date-parts":[[2023,12,4]],"date-time":"2023-12-04T12:15:14Z","timestamp":1701692114000},"page":"4618","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["Hydrodeoxygenation of Lignin-Based Compounds over Ruthenium Catalysts Based on Sulfonated Porous Aromatic Frameworks"],"prefix":"10.3390","volume":"15","author":[{"given":"Maria A.","family":"Bazhenova","sequence":"first","affiliation":[{"name":"Department of Petroleum Chemistry and Organic Catalysis, Lomonosov Moscow State University, Moscow 119991, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7665-5404","authenticated-orcid":false,"given":"Leonid A.","family":"Kulikov","sequence":"additional","affiliation":[{"name":"Department of Petroleum Chemistry and Organic Catalysis, Lomonosov Moscow State University, Moscow 119991, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daria A.","family":"Makeeva","sequence":"additional","affiliation":[{"name":"Department of Petroleum Chemistry and Organic Catalysis, Lomonosov Moscow State University, Moscow 119991, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9297-4950","authenticated-orcid":false,"given":"Anton L.","family":"Maximov","sequence":"additional","affiliation":[{"name":"Department of Petroleum Chemistry and Organic Catalysis, Lomonosov Moscow State University, Moscow 119991, Russia"},{"name":"Institute of Petrochemical Synthesis RAS, Moscow 119991, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Eduard A.","family":"Karakhanov","sequence":"additional","affiliation":[{"name":"Department of Petroleum Chemistry and Organic Catalysis, Lomonosov Moscow State University, Moscow 119991, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,12,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"e202112835","DOI":"10.1002\/ange.202112835","article-title":"Green Carbon Science: Efficient Carbon Resource Processing, Utilization, and Recycling towards Carbon Neutrality","volume":"134","author":"He","year":"2022","journal-title":"Angew. Chem."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1831","DOI":"10.1016\/S1872-2067(21)63839-1","article-title":"Lignin valorization toward value-added chemicals and fuels via electrocatalysis: A perspective","volume":"42","author":"Yang","year":"2021","journal-title":"Chin. J. Catal."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"101191","DOI":"10.1016\/j.mtchem.2022.101191","article-title":"Stability of solid rhenium catalysts for liquid-phase biomass valorization\u2013various facets of catalyst deactivation and rhenium leaching","volume":"26","author":"Harth","year":"2022","journal-title":"Mater. Today Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"101691","DOI":"10.1016\/j.mtchem.2023.101691","article-title":"Metal-organic framework-based materials as heterogeneous catalysts for biomass upgrading into renewable plastic precursors","volume":"33","author":"Phan","year":"2023","journal-title":"Mater. Today Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"100423","DOI":"10.1016\/j.mtchem.2021.100423","article-title":"Leaf-derived sulfonated carbon dots: Efficient and recoverable catalysts to synthesize 5-hydroxymethylfurfural from fructose","volume":"20","author":"Hu","year":"2021","journal-title":"Mater. Today Chem."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"741","DOI":"10.1021\/ie102132a","article-title":"Insights into Oxidative Conversion of Lignin to High-Added-Value Phenolic Aldehydes","volume":"50","author":"Pinto","year":"2010","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"401","DOI":"10.1002\/cctc.201402825","article-title":"Selective Aerobic Benzylic Alcohol Oxidation of Lignin Model Compounds: Route to Aryl Ketones","volume":"7","author":"Dawange","year":"2015","journal-title":"ChemCatChem"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"6141","DOI":"10.1021\/acscatal.6b02052","article-title":"Production of Terephthalic Acid from Lignin-Based Phenolic Acids by a Cascade Fixed-Bed Process","volume":"6","author":"Bai","year":"2016","journal-title":"ACS Catal."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"34","DOI":"10.1016\/j.biombioe.2019.04.014","article-title":"Preparation of Fe promoted MoS2 catalysts for the hydrodeoxygenation of p-cresol as a model compound of lignin-derived bio-oil","volume":"125","author":"Guo","year":"2019","journal-title":"Biomass Bioenergy"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"533","DOI":"10.1016\/j.apenergy.2013.04.077","article-title":"Production of cyclohexane from lignin degradation compounds over Ni\/ZrO2\u2013SiO2 catalysts","volume":"112","author":"Zhang","year":"2013","journal-title":"Appl. Energy"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"609","DOI":"10.1016\/S1872-2067(19)63317-6","article-title":"Depolymerization and hydrodeoxygenation of lignin to aromatic hydrocarbons with a Ru catalyst on a variety of Nb-based supports","volume":"40","author":"Ma","year":"2019","journal-title":"Chin. J. Catal."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"246","DOI":"10.1016\/j.fuel.2011.08.001","article-title":"Amorphous unsupported Ni\u2013Mo sulfide prepared by one step hydrothermal method for phenol hydrodeoxygenation","volume":"91","author":"Yoosuk","year":"2012","journal-title":"Fuel"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"2027","DOI":"10.1016\/S1872-2067(21)63828-7","article-title":"Encapsulated Ni-Co alloy nanoparticles as efficient catalyst for hydrodeoxygenation of biomass derivatives in water","volume":"42","author":"Wang","year":"2021","journal-title":"Chin. J. Catal."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/j.energy.2014.11.058","article-title":"Catalytic hydrodeoxygenation of 2-methoxy phenol and dibenzofuran over Pt\/mesoporous zeolites","volume":"81","author":"Lee","year":"2015","journal-title":"Energy"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.apcata.2011.08.046","article-title":"A review of catalytic upgrading of bio-oil to engine fuels","volume":"407","author":"Mortensen","year":"2011","journal-title":"Appl. Catal. A Gen."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1016\/j.jcat.2016.10.009","article-title":"High-pressure vapor-phase hydrodeoxygenation of lignin-derived oxygenates to hydrocarbons by a PtMo bimetallic catalyst: Product selectivity, reaction pathway, and structural characterization","volume":"344","author":"Yohe","year":"2016","journal-title":"J. Catal."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"1605","DOI":"10.1039\/C5NJ02164B","article-title":"Effective hydrodeoxygenation of dibenzofuran by a bimetallic catalyst in water","volume":"40","author":"Dong","year":"2016","journal-title":"New J. Chem."},{"key":"ref_18","first-page":"28","article-title":"Hydrodeoxygenation of model compounds and catalytic systems for pyrolysis bio-oils upgrading","volume":"1","author":"He","year":"2012","journal-title":"Catal. Sustain. Energy"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"17192","DOI":"10.1021\/acs.iecr.0c00888","article-title":"Boric acid as a novel homogeneous catalyst coupled with Ru\/C for hydrodeoxygenation of phenolic compounds and raw lignin oil","volume":"59","author":"Luo","year":"2020","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"123617","DOI":"10.1016\/j.fuel.2022.123617","article-title":"Synergistic effect of active metal\u2013acid sites on hydrodeoxygenation of lignin-derived phenolic compounds under mild conditions using Ru\/C-HPW catalyst","volume":"319","author":"Yang","year":"2022","journal-title":"Fuel"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"106486","DOI":"10.1016\/j.catcom.2022.106486","article-title":"Palladium catalysts based on porous aromatic frameworks for vanillin hydrogenation: Tuning the activity and selectivity by introducing functional groups","volume":"170","author":"Bazhenova","year":"2022","journal-title":"Catal. Commun."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"119470","DOI":"10.1016\/j.apcatb.2020.119470","article-title":"Role of metal support during ru-catalysed hydrodeoxygenation of biocrude oil","volume":"281","author":"Yan","year":"2021","journal-title":"Appl. Catal. B."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1016\/j.catcom.2014.06.016","article-title":"Effects of sintering-resistance and large metal-support interface of alumina nanorod-stabilized Pt nanoparticle catalysts on the improved high temperature water gas shift reaction activity","volume":"56","author":"Yati","year":"2014","journal-title":"Catal. Commun."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"10","DOI":"10.1016\/j.apcata.2017.05.037","article-title":"Hydrodeoxygenation of guaiacol on tungstated zirconia supported Ru catalysts","volume":"543","author":"Dwiatmoko","year":"2017","journal-title":"Appl. Catal. A Gen."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1204","DOI":"10.1039\/C4GC01798F","article-title":"Synergistic effects of Ni and acid sites for hydrogenation and C\u2013O bond cleavage of substituted phenols","volume":"17","author":"Song","year":"2015","journal-title":"Green. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Wang, X., Lv, Y., Zhu, S., Wang, X., and Deng, C. (2021). Phosphoric acid modification of h\u03b2 zeolite for guaiacol hydrodeoxygenation. Catalysts, 11.","DOI":"10.3390\/catal11080962"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"155","DOI":"10.1016\/j.crci.2017.07.008","article-title":"Controlling phenolic hydrodeoxygenation by tailoring metal\u2013O bond strength via specific catalyst metal type and particle size selection","volume":"21","author":"Duong","year":"2018","journal-title":"Comptes Rendus Chim."},{"key":"ref_28","first-page":"1917","article-title":"Kinetic study of catalytic cracking of bio-oil over silica-alumina catalyst","volume":"13","author":"Rochmadi","year":"2018","journal-title":"Bioresources"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1016\/j.jcat.2014.05.024","article-title":"Kinetics and mechanism of m-cresol hydrodeoxygenation on a Pt\/SiO2 catalyst","volume":"317","author":"Nie","year":"2014","journal-title":"J. Catal."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"243","DOI":"10.1016\/j.jiec.2020.09.012","article-title":"Hydrodeoxygenation of a bio-oil model compound derived from woody biomass using spray-pyrolysis-derived spherical \u03b3-Al2O3-SiO2 catalysts","volume":"92","author":"Tran","year":"2020","journal-title":"J. Ind. Eng. Chem."},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Kulikov, L., Kalinina, M., Makeeva, D., Maximov, A., Kardasheva, Y., Terenina, M., and Karakhanov, E. (2020). Palladium Catalysts Based on Porous Aromatic Frameworks, Modified with Ethanolamino-Groups, for Hydrogenation of Alkynes, Alkenes and Dienes. Catalysts, 10.","DOI":"10.3390\/catal10101106"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1195","DOI":"10.1134\/S0965544122100012","article-title":"Alkylation of Guaiacol with Alcohols on Porous Aromatic Frameworks Modified with Sulfo Groups","volume":"62","author":"Kulikov","year":"2022","journal-title":"Pet. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1039\/C2CE25409C","article-title":"Porous aromatic frameworks: Synthesis, structure and functions","volume":"15","author":"Ben","year":"2012","journal-title":"CrystEngComm"},{"key":"ref_34","first-page":"729","article-title":"Ruthenium catalysts based on mesoporous aromatic frameworks for the hydrogenation of arenes, Reaction Kinetics","volume":"117","author":"Maximov","year":"2016","journal-title":"Mech. Catal."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"8645","DOI":"10.1002\/anie.201404912","article-title":"A polyphenylene support for pd catalysts with exceptional catalytic activity","volume":"53","author":"Wang","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"13498","DOI":"10.1039\/c1jm11998b","article-title":"Targeted synthesis of a porous aromatic framework with a high adsorption capacity for organic molecules","volume":"21","author":"Yuan","year":"2011","journal-title":"J. Mater. Chem."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"16611","DOI":"10.1039\/C8RA01314D","article-title":"Enhancing the conversion of ethyl levulinate to \u03b3-valerolactone over Ru\/UiO-66 by introducing sulfonic groups into the framework","volume":"8","author":"Yang","year":"2018","journal-title":"RSC Adv."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"111015","DOI":"10.1016\/j.mcat.2020.111015","article-title":"A simple strategy for the preparation of chlorine functionalized coal-based solid acid with rich carboxyl to improve the activity for hydrolysis of cellulose","volume":"492","author":"Pan","year":"2020","journal-title":"Mol. Catal."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"109350","DOI":"10.1016\/j.compscitech.2022.109350","article-title":"Connecting of conjugate microporous polymer nanoparticles by polypyrrole via sulfonic acid doping to form conductive nanocomposites for excellent microwaves absorption","volume":"221","author":"Lin","year":"2022","journal-title":"Compos. Sci. Technol."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"4141","DOI":"10.1021\/acs.inorgchem.8b03144","article-title":"Roucoux, Ruthenium Trichloride Catalyst in Water: Ru Colloids versus Ru Dimer Characterization Investigations","volume":"58","author":"Lebedeva","year":"2019","journal-title":"Inorg. Chem."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"213338","DOI":"10.1016\/j.ccr.2020.213338","article-title":"Stacking interactions of aromatic ligands in transition metal complexes","volume":"419","author":"Malenov","year":"2020","journal-title":"Coord. Chem. Rev."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"7584","DOI":"10.1021\/ja003961m","article-title":"Ligand-stabilized ruthenium nanoparticles: Synthesis, organization, and dynamics","volume":"123","author":"Pan","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"1072","DOI":"10.1002\/sia.5852","article-title":"Resolving ruthenium: XPS studies of common ruthenium materials","volume":"47","author":"Morgan","year":"2015","journal-title":"Surf. Interface Anal."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1016\/j.jcat.2018.11.036","article-title":"Mechanistic details of CO bond activation in and H-addition to guaiacol at water-Ru cluster interfaces","volume":"370","author":"Shangguan","year":"2019","journal-title":"J. Catal."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"5845","DOI":"10.1039\/C6GC01971D","article-title":"Hydrothermally stable Ru\/HZSM-5-catalyzed selective hydrogenolysis of lignin-derived substituted phenols to bio-arenes in water","volume":"18","author":"Luo","year":"2016","journal-title":"Green. Chem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"2197","DOI":"10.1039\/C3GC42322K","article-title":"Selective production of cyclohexanol and methanol from guaiacol over Ru catalyst combined with MgO","volume":"16","author":"Nakagawa","year":"2014","journal-title":"Green. Chem."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"711","DOI":"10.1134\/S0965544121070045","article-title":"Pt and Ru catalysts based on porous aromatic frameworks for hydrogenation of lignin biofuel components","volume":"61","author":"Kulikov","year":"2021","journal-title":"Pet. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"112503","DOI":"10.1016\/j.mcat.2022.112503","article-title":"Supported Ru nanocatalyst over phosphotungstate intercalated Zn-Al layered double hydroxide derived mixed metal oxides for efficient hydrodeoxygenation of guaiacol","volume":"528","author":"Wang","year":"2022","journal-title":"Mol. Catal."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"576","DOI":"10.1016\/j.jechem.2021.08.058","article-title":"Regulating the nanoscale intimacy of metal and acidic sites in Ru\/\u03b3-Al2O3 for the selective conversions of lignin-derived phenols to jet fuels","volume":"66","author":"Chen","year":"2022","journal-title":"J. Energy Chem."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.catcom.2016.12.006","article-title":"Synergistic effects of highly active Ni and acid site on the hydrodeoxygenation of syringol","volume":"91","author":"Shu","year":"2017","journal-title":"Catal. Commun."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"735","DOI":"10.1039\/C7CY02014G","article-title":"Size-dependent catalytic performance of ruthenium nanoparticles in the hydrogenolysis of a \u03b2-O-4 lignin model compound","volume":"8","author":"Dong","year":"2018","journal-title":"Catal. Sci. Technol."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"119144","DOI":"10.1016\/j.apcata.2023.119144","article-title":"Selective hydrogenation of phenol to cyclohexanone over small amount of Ru-promoted Pd\/ZrHP catalysts","volume":"657","author":"Wang","year":"2023","journal-title":"Appl. Catal. A Gen."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"312","DOI":"10.1002\/ffj.3748","article-title":"Catalyst deactivation of cation-exchange resin in cross-aldol condensation of acetaldehyde to methyl pentenone","volume":"38","author":"Kamal","year":"2023","journal-title":"Flavour. Fragr. J."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"15750","DOI":"10.1002\/anie.201508513","article-title":"Synergistic Interaction within Bifunctional Ruthenium Nanoparticle\/SILP Catalysts for the Selective Hydrodeoxygenation of Phenols","volume":"54","author":"Luska","year":"2015","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"192","DOI":"10.1016\/j.cattod.2015.08.027","article-title":"Hydrodeoxygenation of Lignin-Derived Monomers and Lignocellulose Pyrolysis Oil on the Carbon-Supported Ru Catalysts","volume":"265","author":"Dwiatmoko","year":"2016","journal-title":"Catal Today."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"1846","DOI":"10.1002\/cssc.201700160","article-title":"One-Pot Process for Hydrodeoxygenation of Lignin to Alkanes Using Ru-Based Bimetallic and Bifunctional Catalysts Supported on Zeolite Y","volume":"10","author":"Wang","year":"2017","journal-title":"ChemSusChem."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"1300","DOI":"10.1134\/S096554411912003X","article-title":"A Nanospherical Mesoporous Ruthenium-Containing Polymer as a Guaiacol Hydrogenation Catalyst","volume":"59","author":"Boronoev","year":"2019","journal-title":"Pet. Chem."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"57","DOI":"10.1139\/cjc-2019-0261","article-title":"Conversion of Guaiacol as Lignin Model Component Using Acid-Treated, Multi-Walled Carbon Nanotubes Supported Ru\u2013MnO Bimetallic Catalysts","volume":"98","author":"Long","year":"2020","journal-title":"Can J. Chem."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"123425","DOI":"10.1016\/j.apcatb.2023.123425","article-title":"Hydrodeoxygenation of Guaiacol over Halloysite Nanotubes Decorated with Ru Nanoparticles: Effect of Alumina Acid Etching on Catalytic Behavior and Reaction Pathways","volume":"342","author":"Zasypalov","year":"2024","journal-title":"Appl. Catal. B"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"847","DOI":"10.1016\/j.joei.2019.07.009","article-title":"Synergistic Effect of Highly Dispersed Ru and Moderate Acid Site on the Hydrodeoxygenation of Phenolic Compounds and Raw Bio-Oil","volume":"93","author":"Lin","year":"2020","journal-title":"J. Energy Inst."}],"container-title":["Polymers"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-4360\/15\/23\/4618\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:37:49Z","timestamp":1760132269000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-4360\/15\/23\/4618"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,12,4]]},"references-count":60,"journal-issue":{"issue":"23","published-online":{"date-parts":[[2023,12]]}},"alternative-id":["polym15234618"],"URL":"https:\/\/doi.org\/10.3390\/polym15234618","relation":{},"ISSN":["2073-4360"],"issn-type":[{"value":"2073-4360","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,12,4]]}}}