Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids
SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the opt...
Ausführliche Beschreibung
Autor*in: |
Yue Shen [verfasserIn] Jiankui Sun [verfasserIn] Bo Wang [verfasserIn] Feng Xu [verfasserIn] Runcang Sun [verfasserIn] |
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E-Artikel |
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Sprache: |
Englisch |
Erschienen: |
2014 |
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Übergeordnetes Werk: |
In: BioResources - North Carolina State University, 2018, 9(2014), 2, Seite 3264-3275 |
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Übergeordnetes Werk: |
volume:9 ; year:2014 ; number:2 ; pages:3264-3275 |
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Link aufrufen |
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DOI / URN: |
10.15376/biores.9.2.3264-3275 |
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Katalog-ID: |
DOAJ049879413 |
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10.15376/biores.9.2.3264-3275 doi (DE-627)DOAJ049879413 (DE-599)DOAJ54ff9f0213f749beb73aa8be5115c6cf DE-627 ger DE-627 rakwb eng TP248.13-248.65 Yue Shen verfasserin aut Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. Diphenolic acid Levulinic acid Ionic liquids Condensation Platform chemical Biotechnology Jiankui Sun verfasserin aut Bo Wang verfasserin aut Feng Xu verfasserin aut Runcang Sun verfasserin aut In BioResources North Carolina State University, 2018 9(2014), 2, Seite 3264-3275 (DE-627)513216707 (DE-600)2238238-0 19302126 nnns volume:9 year:2014 number:2 pages:3264-3275 https://doi.org/10.15376/biores.9.2.3264-3275 kostenfrei https://doaj.org/article/54ff9f0213f749beb73aa8be5115c6cf kostenfrei http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_09_2_3264_Shen_Catalytic_Synthesis_Diphenolic_Acid kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2031 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2061 GBV_ILN_2111 GBV_ILN_2190 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 9 2014 2 3264-3275 |
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10.15376/biores.9.2.3264-3275 doi (DE-627)DOAJ049879413 (DE-599)DOAJ54ff9f0213f749beb73aa8be5115c6cf DE-627 ger DE-627 rakwb eng TP248.13-248.65 Yue Shen verfasserin aut Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. Diphenolic acid Levulinic acid Ionic liquids Condensation Platform chemical Biotechnology Jiankui Sun verfasserin aut Bo Wang verfasserin aut Feng Xu verfasserin aut Runcang Sun verfasserin aut In BioResources North Carolina State University, 2018 9(2014), 2, Seite 3264-3275 (DE-627)513216707 (DE-600)2238238-0 19302126 nnns volume:9 year:2014 number:2 pages:3264-3275 https://doi.org/10.15376/biores.9.2.3264-3275 kostenfrei https://doaj.org/article/54ff9f0213f749beb73aa8be5115c6cf kostenfrei http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_09_2_3264_Shen_Catalytic_Synthesis_Diphenolic_Acid kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2031 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2061 GBV_ILN_2111 GBV_ILN_2190 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 9 2014 2 3264-3275 |
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10.15376/biores.9.2.3264-3275 doi (DE-627)DOAJ049879413 (DE-599)DOAJ54ff9f0213f749beb73aa8be5115c6cf DE-627 ger DE-627 rakwb eng TP248.13-248.65 Yue Shen verfasserin aut Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. Diphenolic acid Levulinic acid Ionic liquids Condensation Platform chemical Biotechnology Jiankui Sun verfasserin aut Bo Wang verfasserin aut Feng Xu verfasserin aut Runcang Sun verfasserin aut In BioResources North Carolina State University, 2018 9(2014), 2, Seite 3264-3275 (DE-627)513216707 (DE-600)2238238-0 19302126 nnns volume:9 year:2014 number:2 pages:3264-3275 https://doi.org/10.15376/biores.9.2.3264-3275 kostenfrei https://doaj.org/article/54ff9f0213f749beb73aa8be5115c6cf kostenfrei http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_09_2_3264_Shen_Catalytic_Synthesis_Diphenolic_Acid kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2031 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2061 GBV_ILN_2111 GBV_ILN_2190 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 9 2014 2 3264-3275 |
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10.15376/biores.9.2.3264-3275 doi (DE-627)DOAJ049879413 (DE-599)DOAJ54ff9f0213f749beb73aa8be5115c6cf DE-627 ger DE-627 rakwb eng TP248.13-248.65 Yue Shen verfasserin aut Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. Diphenolic acid Levulinic acid Ionic liquids Condensation Platform chemical Biotechnology Jiankui Sun verfasserin aut Bo Wang verfasserin aut Feng Xu verfasserin aut Runcang Sun verfasserin aut In BioResources North Carolina State University, 2018 9(2014), 2, Seite 3264-3275 (DE-627)513216707 (DE-600)2238238-0 19302126 nnns volume:9 year:2014 number:2 pages:3264-3275 https://doi.org/10.15376/biores.9.2.3264-3275 kostenfrei https://doaj.org/article/54ff9f0213f749beb73aa8be5115c6cf kostenfrei http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_09_2_3264_Shen_Catalytic_Synthesis_Diphenolic_Acid kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2031 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2061 GBV_ILN_2111 GBV_ILN_2190 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 9 2014 2 3264-3275 |
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10.15376/biores.9.2.3264-3275 doi (DE-627)DOAJ049879413 (DE-599)DOAJ54ff9f0213f749beb73aa8be5115c6cf DE-627 ger DE-627 rakwb eng TP248.13-248.65 Yue Shen verfasserin aut Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. Diphenolic acid Levulinic acid Ionic liquids Condensation Platform chemical Biotechnology Jiankui Sun verfasserin aut Bo Wang verfasserin aut Feng Xu verfasserin aut Runcang Sun verfasserin aut In BioResources North Carolina State University, 2018 9(2014), 2, Seite 3264-3275 (DE-627)513216707 (DE-600)2238238-0 19302126 nnns volume:9 year:2014 number:2 pages:3264-3275 https://doi.org/10.15376/biores.9.2.3264-3275 kostenfrei https://doaj.org/article/54ff9f0213f749beb73aa8be5115c6cf kostenfrei http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_09_2_3264_Shen_Catalytic_Synthesis_Diphenolic_Acid kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei https://doaj.org/toc/1930-2126 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2031 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2057 GBV_ILN_2061 GBV_ILN_2111 GBV_ILN_2190 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 9 2014 2 3264-3275 |
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Catalytic Synthesis of Diphenolic Acid from Levulinic Acid over Bronsted Acidic Ionic Liquids |
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SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. |
abstractGer |
SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. |
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SO3H-based acidic ionic liquids were used as Brønsted acid catalysts for synthesis of diphenolic acid (DPA) from the condensation of phenol and levulinic acid, a platform chemical from renewable materials. Evidence is presented that the product with p,p’- and o,p’-isomers was obtained. Under the optimal conditions, the 93.2 mol% yield of DPA and close to 100% selectivity to p,p’-DPA were achieved in a process promoted by [BSMim]HSO4. The favorable results can be attributed to the special structures of ionic liquids and thiol compound involvement. Furthermore, a mechanism of condensation promoted by acidic ionic liquid with ethanethiol is proposed. |
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