دورية أكاديمية
Organic Chemicals from Wood: Selective Depolymerization and Dearomatization of Lignin via Aqueous Electrocatalysis.
العنوان: | Organic Chemicals from Wood: Selective Depolymerization and Dearomatization of Lignin via Aqueous Electrocatalysis. |
---|---|
المؤلفون: | Lindenbeck LM; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Barra VC; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Dahlhaus S; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Brand S; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Wende LM; Faculty of Mathematics and Natural Sciences, Chair of Food Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Beele BB; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Schebb NH; Faculty of Mathematics and Natural Sciences, Chair of Food Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Rodrigues BVM; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany., Slabon A; Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaußstraße 20, 42119, Wuppertal, Germany. |
المصدر: | ChemSusChem [ChemSusChem] 2024 May 08; Vol. 17 (9), pp. e202301617. Date of Electronic Publication: 2024 Jan 17. |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 101319536 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1864-564X (Electronic) Linking ISSN: 18645631 NLM ISO Abbreviation: ChemSusChem Subsets: PubMed not MEDLINE; MEDLINE |
أسماء مطبوعة: | Original Publication: Weinheim : Wiley-VCH |
مستخلص: | Replacing crude oil as the primary industrial source of carbon-based chemicals has become crucial for both environmental and resource sustainability reasons. In this scenario, wood arises as an excellent candidate, whilst depolymerization approaches have emerged as promising strategies to unlock the lignin potential as a resource in the production of high-value organic chemicals. However, many drawbacks, such as toxic solvents, expensive catalysts, high energy inputs, and poor product selectivity have represented major challenges to this task. Herein, we present an unprecedented approach using electrocatalysis for the simultaneous depolymerization and dearomatization of lignin in aqueous medium under ambient conditions. By employing water/sodium carbonate as a solvent system, we demonstrated a pathway for selectively depolymerizing lignin under reductive electrochemical conditions using carbon as an electrocatalyst. After reductive electrocatalysis, the presence of aromatic compounds was no longer detected via nuclear magnetic resonance (NMR) spectroscopy. Further characterization by NMR, FTIR spectroscopy, and mass spectrometry revealed the major presences of sodium levulinate, sodium 4-hydroxyvalerate, sodium formate, and sodium acetate as products. By achieving a complete dearomatization, valuable aliphatic intermediates with enhanced reactivity were selectively obtained, opening new avenues for further synthesis of many different organic chemicals, and contributing to a more sustainable and circular economy. (© 2024 Wiley-VCH GmbH.) |
References: | J. Sternberg, O. Sequerth, S. Pilla, Prog. Polym. Sci. 2021, 113, 101344. L. A. Zevallos Torres, A. Lorenci Woiciechowski, V. O. De Andrade Tanobe, S. G. Karp, L. C. Guimarães Lorenci, C. Faulds, C. R. Soccol, J. Cleaner Prod. 2020, 263, 121499. R. Rinaldi, R. Jastrzebski, M. T. Clough, J. Ralph, M. Kennema, P. C. A. Bruijnincx, B. M. Weckhuysen, Angew. Chem. Int. Ed. 2016, 55, 8164–8215. S. Chandna, C. A. Olivares, E. Baranovskii, G. Engelmann, A. Böker, C. C. Tzschucke, R. Haag, Angew. Chem. Int. Ed. 2023, e202313945. P. Anastas, N. Eghbali, Chem. Soc. Rev. 2009, 39, 301–312. N. L. Radhika, S. Sachdeva, M. Kumar, Fuel 2022, 312, 122935. L. Lindenbeck, Y. Liu, B. B. Beele, A. Slabon, B. V. M. Rodrigues, in Encyclopedia of Inorganic and Bioinorganic Chemistry (Ed.: R. A. Scott), Wiley, 2023, pp. 1–19. Z. Sun, B. Fridrich, A. De Santi, S. Elangovan, K. Barta, Chem. Rev. 2018, 118, 614–678. M. G. A. da Cruz, R. Gueret, J. Chen, J. Piątek, B. Beele, M. H. Sipponen, M. Frauscher, S. Budnyk, B. V. M. Rodrigues, A. Slabon, ChemSusChem 2022, 15, e202200718. M. G. A. Da Cruz, B. V. M. Rodrigues, A. Ristic, S. Budnyk, S. Das, A. Slabon, Green Chem. Lett. Rev. 2022, 15, 153–161. M. Garedew, F. Lin, B. Song, T. M. DeWinter, J. E. Jackson, C. M. Saffron, C. H. Lam, P. T. Anastas, ChemSusChem 2020, 13, 4214–4237. M. Garedew, C. H. Lam, L. Petitjean, S. Huang, B. Song, F. Lin, J. E. Jackson, C. M. Saffron, P. T. Anastas, Green Chem. 2021, 23, 2868–2899. T. K. F. Dier, D. Rauber, D. Durneata, R. Hempelmann, D. A. Volmer, Sci. Rep. 2017, 7, 5041. D. D. Marino, D. Stöckmann, S. Kriescher, S. Stiefel, M. Wessling, Green Chem. 2016, 18, 6021–6028. Z. Wu, Y. Jiang, X. Wang, J. Xu, L. Hu, Biomass Conv. Bioref. 2022, DOI 10.1007/s13399-021-02266-3. M. Zirbes, T. Graßl, R. Neuber, S. R. Waldvogel, Angew. Chem. Int. Ed. 2023, 62, e202219217. K. Kaya, A. Atsay, H. Gunduz, A. Slabon, Y. Yagci, Adv. Sustainable Syst. 2023, 2300366. L. Wiermans, H. Schumacher, C.-M. Klaaßen, P. Domínguez De María, RSC Adv. 2015, 5, 4009–4018. L. Thannimalay, Aust. J. Basic Appl. Sci. 2013. C. M. Pichler, S. Bhattacharjee, M. Rahaman, T. Uekert, E. Reisner, ACS Catal. 2021, 11, 9159–9167. C. Wang, K. Liu, Y. Jin, S. Huang, J. Chun-Ho Lam, ChemSusChem 2023, 16, e202300222. M. Granatier, I. Schlapp-Hackl, H. Q. Lê, K. Nieminen, L. Pitkänen, H. Sixta, Cellulose 2021, 28, 11567–11578. Y. Chen, M. W. Kanan, J. Am. Chem. Soc. 2012, 134, 1986–1989. F. Cheng, S. Liu, S. D. Karlen, H. Kim, F. Lu, J. Ralph, L. M. V. Ramos, G. W. Huber, J. A. Dumesic, Green Chem. 2023, 25, 336–347. O. Hadžija, B. Špoljar, Fresenius J. Anal. Chem. 1995, 351, 692–693. Z. Shi, G. Xu, J. Deng, M. Dong, V. Murugadoss, C. Liu, Q. Shao, S. Wu, Z. Guo, Green Chem. Lett. Rev. 2019, 12, 235–243. R. A. Sheldon, Green Chem. 2023, 25, 1704–1728. R. M. Silverstein, F. X. Webster, D. J. Kiemle, D. L. Bryce, Spectrometric Identification of Organic Compounds, John Wiley & Sons, 2014. |
معلومات مُعتمدة: | University of Wuppertal |
فهرسة مساهمة: | Keywords: biomass; dearomatization; depolymerization; electrochemistry; lignin |
تواريخ الأحداث: | Date Created: 20240105 Latest Revision: 20240515 |
رمز التحديث: | 20240515 |
DOI: | 10.1002/cssc.202301617 |
PMID: | 38179850 |
قاعدة البيانات: | MEDLINE |
تدمد: | 1864-564X |
---|---|
DOI: | 10.1002/cssc.202301617 |