Demethylation of a methoxy group to inhibit repolymerization during alkaline lignin pyrolysis
•Methoxy group demethylation can reduce the Ea of the late pyrolysis of lignin.•Methoxy group demethylation can reduce the yeild of lignin pyrolytic char.•Methoxy group can promote char formation via interaction with phenolic hydroxyl.•Iodocyclohexane not only promotes demethylation but also causes...
Saved in:
| Published in | Fuel (Guildford) Vol. 286; p. 119394 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Kidlington
Elsevier Ltd
15.02.2021
Elsevier BV |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | •Methoxy group demethylation can reduce the Ea of the late pyrolysis of lignin.•Methoxy group demethylation can reduce the yeild of lignin pyrolytic char.•Methoxy group can promote char formation via interaction with phenolic hydroxyl.•Iodocyclohexane not only promotes demethylation but also causes ether-bond breakage.
The methoxy group in lignin was demethylated using iodocyclohexane; then, lignins with different methoxy group contents and six model compounds were pyrolyzed at 600 °C to investigate the role of methoxy groups during lignin pyrolysis. The results indicated that iodocyclohexane modification not only promotes methoxy demethylation but also causes side chain ether bond breakage. Demethylation of the methoxy group could inhibit the repolymerization reaction and reduce the activation energy during later lignin pyrolysis, and could also promote the homolysis of Ar-Cα. The pyrolysis experiments of the model compounds showed that the methoxy group is not an essential factor for the formation of pyrolytic char; however, it could promote the repolymerization reaction by intramolecular interaction with phenolic hydroxyl. |
|---|---|
| AbstractList | •Methoxy group demethylation can reduce the Ea of the late pyrolysis of lignin.•Methoxy group demethylation can reduce the yeild of lignin pyrolytic char.•Methoxy group can promote char formation via interaction with phenolic hydroxyl.•Iodocyclohexane not only promotes demethylation but also causes ether-bond breakage.
The methoxy group in lignin was demethylated using iodocyclohexane; then, lignins with different methoxy group contents and six model compounds were pyrolyzed at 600 °C to investigate the role of methoxy groups during lignin pyrolysis. The results indicated that iodocyclohexane modification not only promotes methoxy demethylation but also causes side chain ether bond breakage. Demethylation of the methoxy group could inhibit the repolymerization reaction and reduce the activation energy during later lignin pyrolysis, and could also promote the homolysis of Ar-Cα. The pyrolysis experiments of the model compounds showed that the methoxy group is not an essential factor for the formation of pyrolytic char; however, it could promote the repolymerization reaction by intramolecular interaction with phenolic hydroxyl. The methoxy group in lignin was demethylated using iodocyclohexane; then, lignins with different methoxy group contents and six model compounds were pyrolyzed at 600 °C to investigate the role of methoxy groups during lignin pyrolysis. The results indicated that iodocyclohexane modification not only promotes methoxy demethylation but also causes side chain ether bond breakage. Demethylation of the methoxy group could inhibit the repolymerization reaction and reduce the activation energy during later lignin pyrolysis, and could also promote the homolysis of Ar-Cα. The pyrolysis experiments of the model compounds showed that the methoxy group is not an essential factor for the formation of pyrolytic char; however, it could promote the repolymerization reaction by intramolecular interaction with phenolic hydroxyl. |
| ArticleNumber | 119394 |
| Author | Wu, Shubin Zhang, Xiaohua Ma, Hao Li, Tengfei |
| Author_xml | – sequence: 1 givenname: Hao surname: Ma fullname: Ma, Hao organization: State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China – sequence: 2 givenname: Tengfei surname: Li fullname: Li, Tengfei organization: State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China – sequence: 3 givenname: Shubin surname: Wu fullname: Wu, Shubin email: shubinwu@scut.edu.cn organization: State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China – sequence: 4 givenname: Xiaohua surname: Zhang fullname: Zhang, Xiaohua organization: Key Laboratory of Chemical Utilization of Plant Resources of Nanchang, Department of Chemistry, Jiangxi Agricultural University, Nanchang 330045, People’s Republic of China |
| BookMark | eNp9kE1v1DAQhi1UJLaFP8DJEucs_lg7jsQFFQpIlbjAEVmOM97OkrWD7SDCrydLOHHoaaTR88zHe02uYopAyEvO9pxx_fq0DzOMe8HE2uCd7A5PyI6bVjYtV_KK7NhKNUJq_oxcl3JijLVGHXbk2zs4Q31YRlcxRZoCdfTSSL8WesxpnmhNFOMD9lhphimNyxky_t7wYc4Yj9SN392IEeiIx4iRTkteuYLlOXka3Fjgxb96Q77evf9y-7G5__zh0-3b-8avl9amD0oy1YvWC-0UdNzJXpngnAh9OEgwUnWgtAShBs1Z6w10JnScD4NS2vfyhrza5k45_ZihVHtKc47rSisORhutpehWymyUz6mUDMF6rH8fqdnhaDmzlzDtyV7CtJcw7Rbmqor_1Cnj2eXlcenNJsH6-k-EbItHiB4GzOCrHRI-pv8BRaCR3A |
| CitedBy_id | crossref_primary_10_3390_molecules29010219 crossref_primary_10_1016_j_ijbiomac_2023_128942 crossref_primary_10_1021_acssuschemeng_2c01487 crossref_primary_10_1016_j_molliq_2023_121935 crossref_primary_10_1016_j_biortech_2021_126120 crossref_primary_10_1002_ange_202317257 crossref_primary_10_1016_j_fuel_2024_132879 crossref_primary_10_1016_j_electacta_2025_145880 crossref_primary_10_1007_s13399_021_02016_5 crossref_primary_10_1002_celc_202400464 crossref_primary_10_1016_j_cej_2024_156386 crossref_primary_10_1016_j_indcrop_2023_117750 crossref_primary_10_1039_D4CS00440J crossref_primary_10_1002_cctc_202200097 crossref_primary_10_1016_j_jaap_2022_105720 crossref_primary_10_1016_j_jaap_2024_106517 crossref_primary_10_1016_j_jaap_2023_106039 crossref_primary_10_1016_j_psep_2024_01_027 crossref_primary_10_1016_j_ijbiomac_2024_132635 crossref_primary_10_1016_j_indcrop_2024_119020 crossref_primary_10_1186_s13068_022_02203_0 crossref_primary_10_1021_acs_energyfuels_3c04509 crossref_primary_10_1021_acssuschemeng_3c03191 crossref_primary_10_1002_anie_202317257 crossref_primary_10_1016_j_ijbiomac_2024_138047 crossref_primary_10_3390_fermentation8080366 crossref_primary_10_1016_j_fuel_2022_125215 crossref_primary_10_1016_j_energy_2021_122234 crossref_primary_10_1016_j_apcatb_2023_123328 crossref_primary_10_1016_j_renene_2025_122923 crossref_primary_10_1016_j_cej_2022_139459 crossref_primary_10_1021_acs_energyfuels_4c03693 crossref_primary_10_1016_j_fuproc_2022_107232 crossref_primary_10_1016_j_ijbiomac_2023_124268 crossref_primary_10_1016_j_joei_2022_01_011 |
| Cites_doi | 10.1016/j.cej.2013.05.028 10.1016/j.fuel.2016.12.042 10.1016/j.fuel.2020.118484 10.1016/j.jaap.2016.09.006 10.1021/ie0514049 10.1021/jf300455g 10.1039/C6CP02491B 10.1021/acssuschemeng.6b03102 10.1016/j.jaap.2017.04.003 10.1039/C9GC03792F 10.1016/j.enconman.2019.112181 10.1039/C8RE00198G 10.1016/j.enconman.2020.112551 10.1016/j.biortech.2020.123351 10.1016/j.fuel.2019.01.083 10.1016/j.fuel.2020.117520 10.1016/j.jaap.2008.10.024 10.1016/j.fuel.2019.116962 10.1021/jo016234y 10.1016/j.fuel.2014.03.013 10.1016/j.fuel.2019.115754 10.1016/j.fuel.2019.116629 10.1016/j.jaap.2019.01.004 10.1016/j.fuel.2019.116991 10.1016/j.fuel.2020.117328 10.1016/j.fuel.2019.116168 10.1016/j.indcrop.2017.02.041 10.1007/s10570-019-02489-8 10.1016/j.indcrop.2018.06.038 10.1021/acs.energyfuels.9b01218 10.1016/S0141-3910(00)00196-8 10.1016/j.fuel.2020.118175 10.1039/c1ee01201k 10.3390/polym8060209 |
| ContentType | Journal Article |
| Copyright | 2020 Elsevier Ltd Copyright Elsevier BV Feb 15, 2021 |
| Copyright_xml | – notice: 2020 Elsevier Ltd – notice: Copyright Elsevier BV Feb 15, 2021 |
| DBID | AAYXX CITATION 7QF 7QO 7QQ 7SC 7SE 7SP 7SR 7T7 7TA 7TB 7U5 8BQ 8FD C1K F28 FR3 H8D H8G JG9 JQ2 KR7 L7M L~C L~D P64 |
| DOI | 10.1016/j.fuel.2020.119394 |
| DatabaseName | CrossRef Aluminium Industry Abstracts Biotechnology Research Abstracts Ceramic Abstracts Computer and Information Systems Abstracts Corrosion Abstracts Electronics & Communications Abstracts Engineered Materials Abstracts Industrial and Applied Microbiology Abstracts (Microbiology A) Materials Business File Mechanical & Transportation Engineering Abstracts Solid State and Superconductivity Abstracts METADEX Technology Research Database Environmental Sciences and Pollution Management ANTE: Abstracts in New Technology & Engineering Engineering Research Database Aerospace Database Copper Technical Reference Library Materials Research Database ProQuest Computer Science Collection Civil Engineering Abstracts Advanced Technologies Database with Aerospace Computer and Information Systems Abstracts Academic Computer and Information Systems Abstracts Professional Biotechnology and BioEngineering Abstracts |
| DatabaseTitle | CrossRef Materials Research Database Technology Research Database Computer and Information Systems Abstracts – Academic Mechanical & Transportation Engineering Abstracts ProQuest Computer Science Collection Computer and Information Systems Abstracts Materials Business File Environmental Sciences and Pollution Management Aerospace Database Copper Technical Reference Library Engineered Materials Abstracts Biotechnology Research Abstracts Industrial and Applied Microbiology Abstracts (Microbiology A) Advanced Technologies Database with Aerospace ANTE: Abstracts in New Technology & Engineering Civil Engineering Abstracts Aluminium Industry Abstracts Electronics & Communications Abstracts Ceramic Abstracts METADEX Biotechnology and BioEngineering Abstracts Computer and Information Systems Abstracts Professional Solid State and Superconductivity Abstracts Engineering Research Database Corrosion Abstracts |
| DatabaseTitleList | Materials Research Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Engineering |
| EISSN | 1873-7153 |
| ExternalDocumentID | 10_1016_j_fuel_2020_119394 S0016236120323905 |
| GroupedDBID | --K --M -~X .~1 0R~ 1B1 1~. 1~5 4.4 457 4G. 5GY 5VS 7-5 71M 8P~ 9JN AABNK AACTN AAEDT AAEDW AAHCO AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AARJD AARLI AAXUO ABFNM ABJNI ABMAC ABNUV ABYKQ ACDAQ ACIWK ACNCT ACPRK ACRLP ADBBV ADECG ADEWK ADEZE AEBSH AEKER AENEX AFKWA AFRAH AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AHEUO AHHHB AHIDL AHPOS AIEXJ AIKHN AITUG AJOXV AJSZI AKIFW AKURH ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ AXJTR BELTK BKOJK BLECG BLXMC CS3 DU5 EBS EFJIC EFLBG ENUVR EO8 EO9 EP2 EP3 FDB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA IHE J1W JARJE KOM LY6 M41 MO0 N9A O-L O9- OAUVE OZT P-8 P-9 PC. Q38 RNS ROL RPZ SDF SDG SDP SES SPC SPCBC SSG SSJ SSK SSR SSZ T5K TWZ WH7 ZMT ~02 ~G- 29H 8WZ A6W AAQXK AATTM AAXKI AAYWO AAYXX ABDEX ABEFU ABWVN ABXDB ACNNM ACRPL ACVFH ADCNI ADMUD ADNMO AEIPS AEUPX AFFNX AFJKZ AFPUW AGCQF AGQPQ AGRNS AI. AIGII AIIUN AKBMS AKRWK AKYEP ANKPU APXCP ASPBG AVWKF AZFZN BNPGV CITATION EJD FEDTE FGOYB G-2 HVGLF HZ~ H~9 R2- RIG SAC SCB SEW SSH VH1 WUQ XPP ZY4 7QF 7QO 7QQ 7SC 7SE 7SP 7SR 7T7 7TA 7TB 7U5 8BQ 8FD C1K EFKBS F28 FR3 H8D H8G JG9 JQ2 KR7 L7M L~C L~D P64 |
| ID | FETCH-LOGICAL-c394t-bf5305b27c26a5e91a3b58faa2fbf43e8359e563e25d6107c8e98f911dd556cb3 |
| IEDL.DBID | .~1 |
| ISSN | 0016-2361 |
| IngestDate | Wed Aug 13 09:30:40 EDT 2025 Tue Jul 01 03:27:53 EDT 2025 Thu Apr 24 23:09:28 EDT 2025 Fri Feb 23 02:38:58 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Keywords | Repolymerization Lignin Pyrolysis Demethylation Methoxy group |
| Language | English |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c394t-bf5305b27c26a5e91a3b58faa2fbf43e8359e563e25d6107c8e98f911dd556cb3 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 |
| PQID | 2486866329 |
| PQPubID | 2045474 |
| ParticipantIDs | proquest_journals_2486866329 crossref_citationtrail_10_1016_j_fuel_2020_119394 crossref_primary_10_1016_j_fuel_2020_119394 elsevier_sciencedirect_doi_10_1016_j_fuel_2020_119394 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2021-02-15 |
| PublicationDateYYYYMMDD | 2021-02-15 |
| PublicationDate_xml | – month: 02 year: 2021 text: 2021-02-15 day: 15 |
| PublicationDecade | 2020 |
| PublicationPlace | Kidlington |
| PublicationPlace_xml | – name: Kidlington |
| PublicationTitle | Fuel (Guildford) |
| PublicationYear | 2021 |
| Publisher | Elsevier Ltd Elsevier BV |
| Publisher_xml | – name: Elsevier Ltd – name: Elsevier BV |
| References | Zhu H, Ma Q, Sheng J, Yang R. Freeze–thaw repetition as an auxiliary method to promote efficient separation of hemicellulose from poplar, Green Chem 2020;22(3):942–49, C9GC03792F. Zhang, Ma, Li, Wu (b0135) 2019; 201 Guo, Wu, Lyu, Guo (b0140) 2017; 193 Kim, Dutta, Walter, Isern, Cort, Simmons, Singh (b0170) 2017; 5 Bartoli, Rosi, Frediani, Frediani (b0010) 2020; 278 Wang, Zhang, Li, Guo, Yang, Ma, Yu (b0040) 2018; 122 Deng, Liaw, Gao, Wu (b0015) 2020; 265 Li, Bai, Dong, Chen, Yang, Wang, Chen (b0070) 2020; 263 Zhang, Ma, Wu, Jiang, Wei, Lei (b0130) 2019; 242 Pu, Wang, Cao, Liu, Liu, Han, Sun, Li, Zhou (b0100) 2019; 33 Pu Y, Cao S, Ragauskas AJ. Application of quantitative 31P NMR in biomass lignin and biofuel precursors characterization, Energ Environ. Sci. 2011;4(9):3154, doi: 10.1039/c1ee01201k. Li, Chai, Liu, Deng (b0120) 2012; 60 Zhang, Ma, Wu (b0115) 2020; 268 Lyu, Wu, Li, Jiang, Ji, Yang (b0085) 2019; 26 Bai, Kim, Brown, Dalluge, Hutchinson, Lee, Dalluge (b0165) 2014; 128 Kajiyama T, Ohkatsu Y. Effect of para -substituents of phenolic antioxidants, Polym Degrad Stabil 2001;71:445–52, doi: 1016/S0141-3910(00)00196-8. Lei, Wu, Liang, Liu (b0150) 2019; 138 Hosoya, Kawamoto, Saka (b0090) 2009; 84 Fu, Yue, Gao, Sun, Zhu (b0035) 2013; 228 Li, Ma, Wu, Yin (b0075) 2020; 207 Naron, Collard, Tyhoda, Görgens (b0020) 2017; 101 Jiang, Wu, Lucia, Chu (b0125) 2017; 125 Chua, Yu, Wu (b0050) 2019; 255 Ma, Li, Wu, Zhang (b0080) 2020; 309 Holladay, White, Bozell, Johnson (b0030) 2007 Song Y, Wang Z, Yan N, Zhang R, Li J. Demethylation of Wheat Straw Alkali Lignin for Application in Phenol Formaldehyde Adhesives, Polymers 2016;8(6):209, doi: 10.3390/polym8060209. Pelucchi, Cavallotti, Cuoci, Faravelli, Frassoldati, Ranzi (b0175) 2019; 4 Shu, Li, Lin, Luo, Tian (b0065) 2020; 265 Chen W-H, Wang C-W, Ong HC, Show PL, Hsieh T-H. Torrefaction, pyrolysis and two-stage thermodegradation of hemicellulose, cellulose and lignin, Fuel 2019;258:116168, doi: 10.1016/j.fuel.2019.116168. Vyazovkin A. A time to search: finding the meaning of variable activation energy, Phys. Chem. Chem. Phys. 2016;18(28):18643–56, doi: 10.1039/C6CP02491B. Chen, Cheng, Wu (b0055) 2020; 270 Kim, Moon, Lee, Jin, Choi (b0045) 2020; 279 Akazawa, Kato, Kojima (b0095) 2016; 122 Zhang, Sun, Wang (b0160) 2002; 67 Biagini, Barontini, Tognotti (b0025) 2006; 45 Chen (10.1016/j.fuel.2020.119394_b0055) 2020; 270 10.1016/j.fuel.2020.119394_b0145 10.1016/j.fuel.2020.119394_b0005 Pelucchi (10.1016/j.fuel.2020.119394_b0175) 2019; 4 Jiang (10.1016/j.fuel.2020.119394_b0125) 2017; 125 Lyu (10.1016/j.fuel.2020.119394_b0085) 2019; 26 Li (10.1016/j.fuel.2020.119394_b0070) 2020; 263 10.1016/j.fuel.2020.119394_b0105 Lei (10.1016/j.fuel.2020.119394_b0150) 2019; 138 Zhang (10.1016/j.fuel.2020.119394_b0130) 2019; 242 Hosoya (10.1016/j.fuel.2020.119394_b0090) 2009; 84 Zhang (10.1016/j.fuel.2020.119394_b0115) 2020; 268 Fu (10.1016/j.fuel.2020.119394_b0035) 2013; 228 Chua (10.1016/j.fuel.2020.119394_b0050) 2019; 255 Bartoli (10.1016/j.fuel.2020.119394_b0010) 2020; 278 Zhang (10.1016/j.fuel.2020.119394_b0135) 2019; 201 Li (10.1016/j.fuel.2020.119394_b0075) 2020; 207 Bai (10.1016/j.fuel.2020.119394_b0165) 2014; 128 10.1016/j.fuel.2020.119394_b0060 Li (10.1016/j.fuel.2020.119394_b0120) 2012; 60 Holladay (10.1016/j.fuel.2020.119394_b0030) 2007 Shu (10.1016/j.fuel.2020.119394_b0065) 2020; 265 Ma (10.1016/j.fuel.2020.119394_b0080) 2020; 309 Guo (10.1016/j.fuel.2020.119394_b0140) 2017; 193 Zhang (10.1016/j.fuel.2020.119394_b0160) 2002; 67 10.1016/j.fuel.2020.119394_b0110 10.1016/j.fuel.2020.119394_b0155 Naron (10.1016/j.fuel.2020.119394_b0020) 2017; 101 Kim (10.1016/j.fuel.2020.119394_b0170) 2017; 5 Deng (10.1016/j.fuel.2020.119394_b0015) 2020; 265 Kim (10.1016/j.fuel.2020.119394_b0045) 2020; 279 Akazawa (10.1016/j.fuel.2020.119394_b0095) 2016; 122 Biagini (10.1016/j.fuel.2020.119394_b0025) 2006; 45 Wang (10.1016/j.fuel.2020.119394_b0040) 2018; 122 Pu (10.1016/j.fuel.2020.119394_b0100) 2019; 33 |
| References_xml | – volume: 228 start-page: 1074 year: 2013 end-page: 1082 ident: b0035 article-title: Preparation, characterization and application of lignin-based activated carbon from black liquor lignin by steam activation publication-title: Chem Eng J – reference: Pu Y, Cao S, Ragauskas AJ. Application of quantitative 31P NMR in biomass lignin and biofuel precursors characterization, Energ Environ. Sci. 2011;4(9):3154, doi: 10.1039/c1ee01201k. – volume: 207 start-page: 112551 year: 2020 ident: b0075 article-title: Effect of highly selective oxypropylation of phenolic hydroxyl groups on subsequent lignin pyrolysis: toward the lignin valorization publication-title: Energy Convers Manage – volume: 138 start-page: 249 year: 2019 end-page: 260 ident: b0150 article-title: Comprehensive understanding the chemical structure evolution and crucial intermediate radical in situ observation in enzymatic hydrolysis/mild acidolysis lignin pyrolysis publication-title: J Anal Appl Pyrol – volume: 67 start-page: 2709 year: 2002 end-page: 2712 ident: b0160 article-title: Electronic Effects on O−H Proton Dissociation Energies of Phenolic Cation Radicals: A DFT Study † publication-title: J Org Chem – volume: 270 start-page: 117520 year: 2020 ident: b0055 article-title: Pyrolysis characteristics and volatiles formation rule of organic solvent fractionized kraft lignin publication-title: Fuel – reference: Kajiyama T, Ohkatsu Y. Effect of para -substituents of phenolic antioxidants, Polym Degrad Stabil 2001;71:445–52, doi: 1016/S0141-3910(00)00196-8. – volume: 84 start-page: 79 year: 2009 end-page: 83 ident: b0090 article-title: Role of methoxyl group in char formation from lignin-related compounds publication-title: J Anal Appl Pyrol – volume: 279 start-page: 118484 year: 2020 ident: b0045 article-title: Conversion of phenol intermediates into aromatic hydrocarbons over various zeolites during lignin pyrolysis publication-title: Fuel – volume: 265 start-page: 116962 year: 2020 ident: b0065 article-title: High dispersed Ru/SiO2-ZrO2 catalyst prepared by polyol reduction method and its catalytic applications in the hydrodeoxygenation of phenolic compounds and pyrolysis lignin-oil publication-title: Fuel – reference: Zhu H, Ma Q, Sheng J, Yang R. Freeze–thaw repetition as an auxiliary method to promote efficient separation of hemicellulose from poplar, Green Chem 2020;22(3):942–49, C9GC03792F. – volume: 278 start-page: 118175 year: 2020 ident: b0010 article-title: Bio-oils from microwave assisted pyrolysis of kraft lignin operating at reduced residual pressure publication-title: Fuel – volume: 268 start-page: 117328 year: 2020 ident: b0115 article-title: Effects of temperature and atmosphere on the formation of oligomers during the pyrolysis of lignin publication-title: Fuel – volume: 5 start-page: 3913 year: 2017 end-page: 3919 ident: b0170 article-title: Chemoselective methylation of phenolic hydroxyl group prevents quinone methide formation and repolymerization during lignin depolymerization publication-title: ACS Sustainable Chem Eng – volume: 309 start-page: 123351 year: 2020 ident: b0080 article-title: Effect of the interaction of phenolic hydroxyl with the benzene rings on lignin pyrolysis publication-title: Bioresour Technol – volume: 60 start-page: 5307 year: 2012 end-page: 5310 ident: b0120 article-title: Novel method for the determination of the methoxyl content in lignin by headspace gas chromatography publication-title: J Agric Food Chem – volume: 265 start-page: 116991 year: 2020 ident: b0015 article-title: Differences in soot produced from rapid pyrolysis of xylan, cellulose and lignin under pulverized-fuel conditions publication-title: Fuel – volume: 193 start-page: 45 year: 2017 end-page: 53 ident: b0140 article-title: Effect of molecular weight on the pyrolysis characteristics of alkali lignin publication-title: Fuel – volume: 128 start-page: 170 year: 2014 end-page: 179 ident: b0165 article-title: Formation of phenolic oligomers during fast pyrolysis of lignin publication-title: Fuel – volume: 101 start-page: 61 year: 2017 end-page: 74 ident: b0020 article-title: Characterisation of lignins from different sources by appropriate analytical methods: introducing thermogravimetric analysis-thermal desorption-gas chromatography–mass spectroscopy publication-title: Ind Crops Prod – reference: Chen W-H, Wang C-W, Ong HC, Show PL, Hsieh T-H. Torrefaction, pyrolysis and two-stage thermodegradation of hemicellulose, cellulose and lignin, Fuel 2019;258:116168, doi: 10.1016/j.fuel.2019.116168. – volume: 255 start-page: 115754 year: 2019 ident: b0050 article-title: Structural changes of chars produced from fast pyrolysis of lignin at 100–300 °C publication-title: Fuel – volume: 33 start-page: 6491 year: 2019 end-page: 6500 ident: b0100 article-title: Novel nonprecious metal loading multi-metal oxide catalysts for lignin depolymerization publication-title: Energy Fuels – reference: Vyazovkin A. A time to search: finding the meaning of variable activation energy, Phys. Chem. Chem. Phys. 2016;18(28):18643–56, doi: 10.1039/C6CP02491B. – volume: 125 start-page: 185 year: 2017 end-page: 192 ident: b0125 article-title: A comparison of the pyrolysis behavior of selected β-O-4 type lignin model compounds publication-title: J Anal Appl Pyrol – volume: 122 start-page: 355 year: 2016 end-page: 364 ident: b0095 article-title: Application of two resinols as lignin dimer models to characterize reaction mechanisms during pyrolysis publication-title: J Anal Appl Pyrol – start-page: 263 year: 2007 end-page: 275 ident: b0030 article-title: Top Value-Added Chemicals from Biomass - Volume II—Results of Screening for Potential Candidates from Biorefinery Lignin publication-title: Biomass Fuels – volume: 122 start-page: 465 year: 2018 end-page: 472 ident: b0040 article-title: Comparative study of the fast pyrolysis behavior of ginkgo, poplar, and wheat straw lignin at different temperatures publication-title: Ind Crops Prod – volume: 263 start-page: 116629 year: 2020 ident: b0070 article-title: Influence of additives on lignin agglomeration and pyrolysis behavior publication-title: Fuel – volume: 201 start-page: 112181 year: 2019 ident: b0135 article-title: Oligomers obtained from sequential fractionation of lignin pyrolysis oil publication-title: Energy Convers Manage – reference: Song Y, Wang Z, Yan N, Zhang R, Li J. Demethylation of Wheat Straw Alkali Lignin for Application in Phenol Formaldehyde Adhesives, Polymers 2016;8(6):209, doi: 10.3390/polym8060209. – volume: 45 start-page: 4486 year: 2006 end-page: 4493 ident: b0025 article-title: Devolatilization of biomass fuels and biomass components studied by TG/FTIR technique publication-title: Ind Eng Chem Res – volume: 4 start-page: 490 year: 2019 end-page: 506 ident: b0175 article-title: Detailed kinetics of substituted phenolic species in pyrolysis bio-oils publication-title: React. Chem. Eng. – volume: 242 start-page: 587 year: 2019 end-page: 595 ident: b0130 article-title: Fractionation of pyrolysis oil derived from lignin through a simple water extraction method publication-title: Fuel – volume: 26 start-page: 8501 year: 2019 end-page: 8511 ident: b0085 article-title: Thermochemical properties of lignin extracted from willow by deep eutectic solvents (DES) publication-title: Cellulose – volume: 228 start-page: 1074 year: 2013 ident: 10.1016/j.fuel.2020.119394_b0035 article-title: Preparation, characterization and application of lignin-based activated carbon from black liquor lignin by steam activation publication-title: Chem Eng J doi: 10.1016/j.cej.2013.05.028 – volume: 193 start-page: 45 year: 2017 ident: 10.1016/j.fuel.2020.119394_b0140 article-title: Effect of molecular weight on the pyrolysis characteristics of alkali lignin publication-title: Fuel doi: 10.1016/j.fuel.2016.12.042 – volume: 279 start-page: 118484 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0045 article-title: Conversion of phenol intermediates into aromatic hydrocarbons over various zeolites during lignin pyrolysis publication-title: Fuel doi: 10.1016/j.fuel.2020.118484 – volume: 122 start-page: 355 year: 2016 ident: 10.1016/j.fuel.2020.119394_b0095 article-title: Application of two resinols as lignin dimer models to characterize reaction mechanisms during pyrolysis publication-title: J Anal Appl Pyrol doi: 10.1016/j.jaap.2016.09.006 – volume: 45 start-page: 4486 issue: 13 year: 2006 ident: 10.1016/j.fuel.2020.119394_b0025 article-title: Devolatilization of biomass fuels and biomass components studied by TG/FTIR technique publication-title: Ind Eng Chem Res doi: 10.1021/ie0514049 – volume: 60 start-page: 5307 issue: 21 year: 2012 ident: 10.1016/j.fuel.2020.119394_b0120 article-title: Novel method for the determination of the methoxyl content in lignin by headspace gas chromatography publication-title: J Agric Food Chem doi: 10.1021/jf300455g – ident: 10.1016/j.fuel.2020.119394_b0145 doi: 10.1039/C6CP02491B – volume: 5 start-page: 3913 issue: 5 year: 2017 ident: 10.1016/j.fuel.2020.119394_b0170 article-title: Chemoselective methylation of phenolic hydroxyl group prevents quinone methide formation and repolymerization during lignin depolymerization publication-title: ACS Sustainable Chem Eng doi: 10.1021/acssuschemeng.6b03102 – volume: 125 start-page: 185 year: 2017 ident: 10.1016/j.fuel.2020.119394_b0125 article-title: A comparison of the pyrolysis behavior of selected β-O-4 type lignin model compounds publication-title: J Anal Appl Pyrol doi: 10.1016/j.jaap.2017.04.003 – ident: 10.1016/j.fuel.2020.119394_b0005 doi: 10.1039/C9GC03792F – volume: 201 start-page: 112181 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0135 article-title: Oligomers obtained from sequential fractionation of lignin pyrolysis oil publication-title: Energy Convers Manage doi: 10.1016/j.enconman.2019.112181 – volume: 4 start-page: 490 issue: 3 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0175 article-title: Detailed kinetics of substituted phenolic species in pyrolysis bio-oils publication-title: React. Chem. Eng. doi: 10.1039/C8RE00198G – volume: 207 start-page: 112551 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0075 article-title: Effect of highly selective oxypropylation of phenolic hydroxyl groups on subsequent lignin pyrolysis: toward the lignin valorization publication-title: Energy Convers Manage doi: 10.1016/j.enconman.2020.112551 – volume: 309 start-page: 123351 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0080 article-title: Effect of the interaction of phenolic hydroxyl with the benzene rings on lignin pyrolysis publication-title: Bioresour Technol doi: 10.1016/j.biortech.2020.123351 – volume: 242 start-page: 587 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0130 article-title: Fractionation of pyrolysis oil derived from lignin through a simple water extraction method publication-title: Fuel doi: 10.1016/j.fuel.2019.01.083 – volume: 270 start-page: 117520 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0055 article-title: Pyrolysis characteristics and volatiles formation rule of organic solvent fractionized kraft lignin publication-title: Fuel doi: 10.1016/j.fuel.2020.117520 – volume: 84 start-page: 79 issue: 1 year: 2009 ident: 10.1016/j.fuel.2020.119394_b0090 article-title: Role of methoxyl group in char formation from lignin-related compounds publication-title: J Anal Appl Pyrol doi: 10.1016/j.jaap.2008.10.024 – start-page: 263 year: 2007 ident: 10.1016/j.fuel.2020.119394_b0030 article-title: Top Value-Added Chemicals from Biomass - Volume II—Results of Screening for Potential Candidates from Biorefinery Lignin publication-title: Biomass Fuels – volume: 265 start-page: 116962 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0065 article-title: High dispersed Ru/SiO2-ZrO2 catalyst prepared by polyol reduction method and its catalytic applications in the hydrodeoxygenation of phenolic compounds and pyrolysis lignin-oil publication-title: Fuel doi: 10.1016/j.fuel.2019.116962 – volume: 67 start-page: 2709 year: 2002 ident: 10.1016/j.fuel.2020.119394_b0160 article-title: Electronic Effects on O−H Proton Dissociation Energies of Phenolic Cation Radicals: A DFT Study † publication-title: J Org Chem doi: 10.1021/jo016234y – volume: 128 start-page: 170 year: 2014 ident: 10.1016/j.fuel.2020.119394_b0165 article-title: Formation of phenolic oligomers during fast pyrolysis of lignin publication-title: Fuel doi: 10.1016/j.fuel.2014.03.013 – volume: 255 start-page: 115754 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0050 article-title: Structural changes of chars produced from fast pyrolysis of lignin at 100–300 °C publication-title: Fuel doi: 10.1016/j.fuel.2019.115754 – volume: 263 start-page: 116629 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0070 article-title: Influence of additives on lignin agglomeration and pyrolysis behavior publication-title: Fuel doi: 10.1016/j.fuel.2019.116629 – volume: 138 start-page: 249 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0150 article-title: Comprehensive understanding the chemical structure evolution and crucial intermediate radical in situ observation in enzymatic hydrolysis/mild acidolysis lignin pyrolysis publication-title: J Anal Appl Pyrol doi: 10.1016/j.jaap.2019.01.004 – volume: 265 start-page: 116991 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0015 article-title: Differences in soot produced from rapid pyrolysis of xylan, cellulose and lignin under pulverized-fuel conditions publication-title: Fuel doi: 10.1016/j.fuel.2019.116991 – volume: 268 start-page: 117328 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0115 article-title: Effects of temperature and atmosphere on the formation of oligomers during the pyrolysis of lignin publication-title: Fuel doi: 10.1016/j.fuel.2020.117328 – ident: 10.1016/j.fuel.2020.119394_b0060 doi: 10.1016/j.fuel.2019.116168 – volume: 101 start-page: 61 year: 2017 ident: 10.1016/j.fuel.2020.119394_b0020 article-title: Characterisation of lignins from different sources by appropriate analytical methods: introducing thermogravimetric analysis-thermal desorption-gas chromatography–mass spectroscopy publication-title: Ind Crops Prod doi: 10.1016/j.indcrop.2017.02.041 – volume: 26 start-page: 8501 issue: 15 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0085 article-title: Thermochemical properties of lignin extracted from willow by deep eutectic solvents (DES) publication-title: Cellulose doi: 10.1007/s10570-019-02489-8 – volume: 122 start-page: 465 year: 2018 ident: 10.1016/j.fuel.2020.119394_b0040 article-title: Comparative study of the fast pyrolysis behavior of ginkgo, poplar, and wheat straw lignin at different temperatures publication-title: Ind Crops Prod doi: 10.1016/j.indcrop.2018.06.038 – volume: 33 start-page: 6491 issue: 7 year: 2019 ident: 10.1016/j.fuel.2020.119394_b0100 article-title: Novel nonprecious metal loading multi-metal oxide catalysts for lignin depolymerization publication-title: Energy Fuels doi: 10.1021/acs.energyfuels.9b01218 – ident: 10.1016/j.fuel.2020.119394_b0155 doi: 10.1016/S0141-3910(00)00196-8 – volume: 278 start-page: 118175 year: 2020 ident: 10.1016/j.fuel.2020.119394_b0010 article-title: Bio-oils from microwave assisted pyrolysis of kraft lignin operating at reduced residual pressure publication-title: Fuel doi: 10.1016/j.fuel.2020.118175 – ident: 10.1016/j.fuel.2020.119394_b0110 doi: 10.1039/c1ee01201k – ident: 10.1016/j.fuel.2020.119394_b0105 doi: 10.3390/polym8060209 |
| SSID | ssj0007854 |
| Score | 2.5118427 |
| Snippet | •Methoxy group demethylation can reduce the Ea of the late pyrolysis of lignin.•Methoxy group demethylation can reduce the yeild of lignin pyrolytic... The methoxy group in lignin was demethylated using iodocyclohexane; then, lignins with different methoxy group contents and six model compounds were pyrolyzed... |
| SourceID | proquest crossref elsevier |
| SourceType | Aggregation Database Enrichment Source Index Database Publisher |
| StartPage | 119394 |
| SubjectTerms | Demethylation Lignin Methoxy group Phenolic compounds Phenols Pyrolysis Repolymerization |
| Title | Demethylation of a methoxy group to inhibit repolymerization during alkaline lignin pyrolysis |
| URI | https://dx.doi.org/10.1016/j.fuel.2020.119394 https://www.proquest.com/docview/2486866329 |
| Volume | 286 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3LSsQwFA2iG12IT3yMQxbupDpNmzRdig9GRVcOuJGQp1aHzjB2wNn47eY2rS_QhduSlvbm5uSU3HMuQvs95Xdxl5mIcM6iNFMmUsTwyHnyIJlPKqJBO3x9w_qD9PKO3s2hk1YLA2WVDfYHTK_Rurly1ETzaFwUoPGNGViHQA9w_-cOQvM0zSDLD98-yzwyToMTc8wiGN0IZ0KNl5taOH4ggBx5kqe_bU4_YLree85X0HJDGvFxeK9VNGfLNbT0xUpwHd2fWmgGPQulbXjksMR1d-jXGa6VG7ga4aJ8LFRRYTgoGM7grCaIMHEQK2I5fJZAO_GweCiLEo9nk1FtWbKBBudntyf9qGmdEGn_GVWkHPULWZFMEyapzWOZKMqdlMQplybW867cUpZYQo0nUJnmNufOA58xlDKtkk00X45Ku4WwkT2jEhpb8KLPM61SH24QXnJqTU_rbRS3MRO68RWH9hZD0RaQPQmIs4A4ixDnbXTwcc84uGr8OZq2UyG-5YbwsP_nfZ123kSzMl8ESTnjnmaRfOefj91FiwQKW6ArDO2g-WoytXuemVSqW6deFy0cX1z1b94BcvLjTg |
| linkProvider | Elsevier |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1NT9wwEB3R5dByQIW2AkqLD9yqiI0TO84RQdFSYE8gcaksf7aBVXYFQWL_fT2xg9pKcOAaxVEyHj-_yPPeAOyPddjFfWUzKgTPykrbTFMrMh_Ig-IhqahB7fDFlE-uyh_X7HoFjgYtDJZVJuyPmN6jdbpykKJ5sGga1PjmHK1DsAd4-HNnb2AV3anYCFYPT88m0ydArgSLZsw5z3BA0s7EMi__4PAEgiJ41EVdPrc__YfU_fZz8h7WE28kh_HVNmDFtZuw9peb4Af4eeywH_QyVreRuSeK9A2iH5ekF2-Qbk6a9nejm47gWcFsicc1UYdJol6RqNmtQuZJZs2vtmnJYnk3711LPsLVyffLo0mWuidkJnxGl2nPwlrWtDKUK-bqXBWaCa8U9dqXhQvUq3aMF44yGzhUZYSrhQ_YZy1j3OjiE4zaeeu2gFg1trpguUM7-royugwRR-2lYM6OjdmGfIiZNMlaHDtczORQQ3YjMc4S4yxjnLfh29OYRTTWePFuNkyF_Cc9ZED-F8ftDvMm0-K8l7QUXASmReudVz52D95OLi_O5fnp9OwzvKNY54JNYtgujLq7B_clEJVOf02J-AdDTeX_ |
| 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=Demethylation+of+a+methoxy+group+to+inhibit+repolymerization+during+alkaline+lignin+pyrolysis&rft.jtitle=Fuel+%28Guildford%29&rft.au=Ma%2C+Hao&rft.au=Li%2C+Tengfei&rft.au=Wu%2C+Shubin&rft.au=Zhang%2C+Xiaohua&rft.date=2021-02-15&rft.pub=Elsevier+Ltd&rft.issn=0016-2361&rft.eissn=1873-7153&rft.volume=286&rft_id=info:doi/10.1016%2Fj.fuel.2020.119394&rft.externalDocID=S0016236120323905 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0016-2361&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0016-2361&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0016-2361&client=summon |