{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,21]],"date-time":"2026-02-21T09:20:21Z","timestamp":1771665621530,"version":"3.50.1"},"reference-count":32,"publisher":"Public Library of Science (PLoS)","issue":"1","license":[{"start":{"date-parts":[[2023,1,10]],"date-time":"2023-01-10T00:00:00Z","timestamp":1673308800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"the Talent Introduction Program of Zhejiang Sci-Tech University","award":["19082425-Y"],"award-info":[{"award-number":["19082425-Y"]}]},{"DOI":"10.13039\/100018978","name":"Philosophy and Social Science Planning Project of Zhejiang Province","doi-asserted-by":"crossref","award":["22JCXK02Z"],"award-info":[{"award-number":["22JCXK02Z"]}],"id":[{"id":"10.13039\/100018978","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":["www.plosone.org"],"crossmark-restriction":false},"short-container-title":["PLoS ONE"],"abstract":"<jats:p>In order to clarify the effects of crude bio-oil for phenol-formaldehyde resin, the phenol-formaldehyde resin with bio-oil model compounds (BMPF) were prepared by model compound method. The bonding strength and aging resistance of BMPF were determined, and their microstructure and chemical bonds were also analyzed by scanning electron microscope, Fourier transform infrared spectroscopy, and nuclear magnetic resonance analysis, respectively. The results showed that the components of crude bio-oil had various degrees of effects on the BMPF performance, and the most obvious one is the phenols. The phenols and the ketones of bio-oil had positive effects on the bonding strength. The ketones had the biggest effect on the surface smoothness of BMPF film. But all components of bio-oil could inordinately improve the aging resistance of BMPF. The structural analysis indicated that the effects of bio-oil components on the BMPF performance by changing the resin structure. The CH<jats:sub>2<\/jats:sub> peak in FT-IR and the methylene bridges intensity in NMR of phenol-free BMPF and ketone-free BMPF were smaller, while the results of aldehyde-free BMPF and acid-free BMPF were opposite. And the influence degree of BMPF structure was basically consistent with that of BMPF performance. These results could provide a basis for the modification of phenol-formaldehyde resin by crude bio-oil.<\/jats:p>","DOI":"10.1371\/journal.pone.0271478","type":"journal-article","created":{"date-parts":[[2023,1,10]],"date-time":"2023-01-10T19:02:13Z","timestamp":1673377333000},"page":"e0271478","update-policy":"https:\/\/doi.org\/10.1371\/journal.pone.corrections_policy","source":"Crossref","is-referenced-by-count":8,"title":["Performance and characterization of phenol-formaldehyde resin with crude bio-oil by model compound method"],"prefix":"10.1371","volume":"18","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0799-8956","authenticated-orcid":true,"given":"Yuxiang","family":"Yu","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiaoqian","family":"Qiu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chao","family":"Li","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Defu","family":"Bao","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jianmin","family":"Chang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"340","published-online":{"date-parts":[[2023,1,10]]},"reference":[{"key":"pone.0271478.ref001","doi-asserted-by":"crossref","first-page":"2237","DOI":"10.3390\/polym12102237","article-title":"Bio-based alternatives to phenol and formaldehyde for the Production of Resins","volume":"12","author":"PR Sarika","year":"2020","journal-title":"Polymers"},{"key":"pone.0271478.ref002","doi-asserted-by":"crossref","first-page":"28924","DOI":"10.1039\/C9RA06487G","article-title":"Research status, industrial application demand and prospects of phenolic resin","volume":"9","author":"YR Xu","year":"2019","journal-title":"RSC Adv"},{"key":"pone.0271478.ref003","doi-asserted-by":"crossref","first-page":"2825","DOI":"10.3390\/molecules27092825","article-title":"On the development of phenol-formaldehyde resins using a new type of lignin extracted from pine wood with a levulinic-acid based solvent","volume":"27","author":"E Melro","year":"2022","journal-title":"Molecules"},{"key":"pone.0271478.ref004","doi-asserted-by":"crossref","first-page":"114604","DOI":"10.1016\/j.indcrop.2022.114604","article-title":"From acetone fractionation to lignin-based phenolic and polyurethane resins","volume":"178","author":"M Arefmanesh","year":"2022","journal-title":"Ind. Crop. Prod"},{"key":"pone.0271478.ref005","doi-asserted-by":"crossref","first-page":"627","DOI":"10.1111\/jiec.13210","article-title":"Tannin-based bio-adhesives for the wood panel industry as sustainable alternatives to petrochemical resins","volume":"26","author":"A Arias","year":"2021","journal-title":"J. Ind. Ecol"},{"key":"pone.0271478.ref006","first-page":"1","article-title":"Thermal stability and thermal degradation study of phenolic resin modified by cardanol","volume":"9","author":"WZ Zhang","year":"2022","journal-title":"Emerg. Mater. Res"},{"key":"pone.0271478.ref007","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1007\/s10553-022-01348-w","article-title":"Bio-oil: production, modification, and application","volume":"58","author":"SO Ilyin","year":"2022","journal-title":"Chem. Tech. Fuels Oil"},{"key":"pone.0271478.ref008","doi-asserted-by":"crossref","first-page":"103187","DOI":"10.1016\/j.ijadhadh.2022.103187","article-title":"An overview of bio-adhesives for engineered wood products","volume":"118","author":"C Kumar","year":"2022","journal-title":"Int. J. Adhes. Adhes"},{"key":"pone.0271478.ref009","doi-asserted-by":"crossref","first-page":"325","DOI":"10.1016\/j.indcrop.2018.07.053","article-title":"Liquefaction of lignocellulosic materials and its applications in wood adhesives\u2014a review","volume":"124","author":"W Jiang","year":"2018","journal-title":"Ind. Crops Prod"},{"key":"pone.0271478.ref010","doi-asserted-by":"crossref","first-page":"106393","DOI":"10.1016\/j.biombioe.2022.106393","article-title":"Synthesis and characterization of phenolic resins based on pyrolysis bio-oil separated by fractional condensation and water extraction","volume":"159","author":"J Xu","year":"2022","journal-title":"Biomass Bioenerg"},{"key":"pone.0271478.ref011","doi-asserted-by":"crossref","first-page":"113711","DOI":"10.1016\/j.indcrop.2021.113711","article-title":"Autothermal fast pyrolysis of waste biomass for wood adhesives","volume":"170","author":"DB Li","year":"2021","journal-title":"Industrial Crops and Products"},{"key":"pone.0271478.ref012","doi-asserted-by":"crossref","first-page":"387","DOI":"10.13073\/FPJ-D-20-00026","article-title":"Improving performance of phenol-formaldehyde resins modified\/blended with phenol-rich pyrolysis bio-oil","volume":"70","author":"Q Li","year":"2020","journal-title":"Forest. Prod. J"},{"key":"pone.0271478.ref013","doi-asserted-by":"crossref","first-page":"2743","DOI":"10.1080\/01694243.2020.1784540","article-title":"Bio-oil-based phenol-formaldehyde resin: comparison of weight-and molar-based substitution of phenol with bio-oil","volume":"34","author":"Y Celikbag","year":"2020","journal-title":"J. Adhes. Sci. Technol"},{"key":"pone.0271478.ref014","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1590\/01047760201723042351","article-title":"Technological properties of plywood bonded with phenol formaldehyde resol resin synthesized with bio-oil","volume":"23","author":"N Ayrilmis","year":"2017","journal-title":"Cerne"},{"key":"pone.0271478.ref015","first-page":"113","article-title":"Evaluation of phenol-formaldehyde resins modified and blended with pyrolysis bio-oil for plywood","volume":"68","author":"A Mao","year":"2018","journal-title":"For. Prod. J"},{"key":"pone.0271478.ref016","first-page":"131827","article-title":"Lignocellulosic biomass-based pyrolysis: A comprehensive review","volume":"286","author":"KN Yogalakshmi","year":"2021","journal-title":"Chemosphere"},{"key":"pone.0271478.ref017","doi-asserted-by":"crossref","first-page":"115857","DOI":"10.1016\/j.trac.2020.115857","article-title":"Quantitative analysis of pyrolysis bio-oils: a review","volume":"126","author":"M Stas","year":"2020","journal-title":"TrAC, Trends Anal. Chem"},{"key":"pone.0271478.ref018","doi-asserted-by":"crossref","first-page":"110124","DOI":"10.1016\/j.rser.2020.110124","article-title":"Progress of the applications of bio-oil","volume":"134","author":"X. Hu","year":"2020","journal-title":"Renew. Sustain. Energy Rev"},{"key":"pone.0271478.ref019","doi-asserted-by":"crossref","first-page":"15160","DOI":"10.1016\/j.ijhydene.2022.03.030","article-title":"Hydrogen-rich syngas production by the three-dimensional structure of LaNiO3 catalyst from a blend of acetic acid and acetone as a bio-oil model compound.","volume":"47","author":"CL Liu","year":"2022","journal-title":"Int. J. Hydrogen Energ"},{"key":"pone.0271478.ref020","doi-asserted-by":"crossref","first-page":"061018","DOI":"10.1115\/1.4050565","article-title":"Computational fluid dynamics investigation on catalytic hydrodeoxygenation of a bio-oil model compound in a fluidized bed reactor","volume":"13","author":"O Fortunate","year":"2021","journal-title":"J. Therm. Sci. Eng. Appl"},{"key":"pone.0271478.ref021","doi-asserted-by":"crossref","first-page":"886","DOI":"10.1016\/j.renene.2021.03.138","article-title":"Catalytic hydrodeoxygenation of guaiacol as a model compound of woody bio-oil over Fe\/AC and Ni\/gamma-Al2O3 catalysts","volume":"173","author":"QK Tran","year":"2021","journal-title":"Renew. Energ"},{"key":"pone.0271478.ref022","doi-asserted-by":"crossref","first-page":"79","DOI":"10.3389\/fenrg.2020.00079","article-title":"Accelerated aging process of bio-oil model compounds: A mechanism study","volume":"8","author":"R Wang","year":"2020","journal-title":"Front. Energy Res"},{"key":"pone.0271478.ref023","doi-asserted-by":"crossref","first-page":"1810","DOI":"10.1002\/pen.24785","article-title":"Investigation of aging performance of bio-oil phenol-formaldehyde resin with the treatment of artificial accelerated aging method","volume":"58","author":"YX Yu","year":"2018","journal-title":"Polym. Eng. Sci"},{"key":"pone.0271478.ref024","doi-asserted-by":"crossref","first-page":"1183","DOI":"10.3390\/polym10111183","article-title":"Aging properties of phenol-formaldehyde resin modified by bio-oil using UV weathering","volume":"10","author":"YX Yu","year":"2018","journal-title":"Polymers"},{"key":"pone.0271478.ref025","doi-asserted-by":"crossref","first-page":"106","DOI":"10.1016\/j.chroma.2016.02.051","article-title":"Examination of the chemical changes in cured phenol-formaldehyde resins during storage","volume":"1441","author":"B Strzemiecka","year":"2016","journal-title":"J. Chromatogr. A"},{"key":"pone.0271478.ref026","first-page":"1","article-title":"Design and ageing of adhesives for structural adhesive bonding\u2013A review","volume":"229","author":"RA Pethrick","year":"2014","journal-title":"P. I. Mech. Eng. L-J. Mat"},{"key":"pone.0271478.ref027","doi-asserted-by":"crossref","first-page":"1352","DOI":"10.3390\/polym14071352","article-title":"Aging Behaviors of Phenol-Formaldehyde Resin Modified by Bio-Oil under Five Aging Conditions","volume":"14","author":"YX Yu","year":"2022","journal-title":"Polymers"},{"key":"pone.0271478.ref028","doi-asserted-by":"crossref","first-page":"565","DOI":"10.1016\/j.buildenv.2018.08.025","article-title":"Formaldehyde emission behavior of plywood with phenol-formaldehyde resin modified by bio-oil under radiant floor heating condition","volume":"144","author":"YX Yu","year":"2018","journal-title":"Build. Environ"},{"key":"pone.0271478.ref029","doi-asserted-by":"crossref","first-page":"651","DOI":"10.1080\/1023666X.2021.1960702","article-title":"The synthesis and characterization of phenolic resin with a high content of dimethylene ether bridges","volume":"26","author":"M Huskic","year":"2021","journal-title":"Int. J. Polym. Anal. Ch"},{"key":"pone.0271478.ref030","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1016\/j.biortech.2014.08.053","article-title":"Production of bio-based phenolic resin and activated carbon from bio-oil and biochar derived from fast pyrolysis of palm kernel shells","volume":"178","author":"G Choi","year":"2015","journal-title":"Bioresour. Technol"},{"key":"pone.0271478.ref031","doi-asserted-by":"crossref","first-page":"1933","DOI":"10.1002\/app.25880","article-title":"Effects of silane and the lowering of pH on the properties of phenol-formaldehyde resol resins and resin coatings","volume":"104","author":"J Monni","year":"2007","journal-title":"J. Appl. Polym. Sci"},{"key":"pone.0271478.ref032","doi-asserted-by":"crossref","first-page":"68","DOI":"10.1016\/j.indcrop.2014.12.028","article-title":"Bonding performance of wood bonded with adhesive mixtures composed of phenol-formaldehyde and bio-oil","volume":"66","author":"G. \u00d6zbaya","year":"2015","journal-title":"Ind. Crops Prod"}],"container-title":["PLOS ONE"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/dx.plos.org\/10.1371\/journal.pone.0271478","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,1,10]],"date-time":"2023-01-10T19:02:35Z","timestamp":1673377355000},"score":1,"resource":{"primary":{"URL":"https:\/\/dx.plos.org\/10.1371\/journal.pone.0271478"}},"subtitle":[],"editor":[{"given":"Giovanni","family":"Signore","sequence":"first","affiliation":[],"role":[{"role":"editor","vocabulary":"crossref"}]}],"short-title":[],"issued":{"date-parts":[[2023,1,10]]},"references-count":32,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2023,1,10]]}},"URL":"https:\/\/doi.org\/10.1371\/journal.pone.0271478","relation":{},"ISSN":["1932-6203"],"issn-type":[{"value":"1932-6203","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,1,10]]}}}