Nature-Inspired Depolymerization of Soda Lignin: Light-Induced Free Radical Promoted Cleavage of β-O-4 Bonds

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Fältnamn	Indikatorer	Metadata
000		03277naa a2200433 4500
001		oai:DiVA.org:su-223928
003		SwePub
008		231129s2024 \| \|\|\|\|\|\|\|\|\|\|\|000 \|\|eng\|
024	7	a https://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-2239282 URI
024	7	a https://doi.org/10.1002/adsu.2023003662 DOI
040		a (SwePub)su
041		a engb eng
042		9 SwePub
072	7	a ref2 swepub-contenttype
072	7	a art2 swepub-publicationtype
100	1	a Kaya, Keremu Stockholms universitet,Institutionen för material- och miljökemi (MMK),Istanbul Technical University, Istanbul, Turkey4 aut0 (Swepub:su)kerem
245	1 0	a Nature-Inspired Depolymerization of Soda Lignin :b Light-Induced Free Radical Promoted Cleavage of β-O-4 Bonds
264	1	c 2024
338		a print2 rdacarrier
520		a The development of sustainable valorization methods for lignin is a challenging task because the vast majority of the reported studies involve either harsh conditions or expensive transition metal catalysts. Inspired by the sunlight degradation of lignin compounds, known as lignin yellowing, the use of a commercially available cheap organic photoinitiator, namely, phenacyl bromide (PAB) is reported here, for the efficient cleavage of lignin model compound 2-phenoxyacetophenone (2-PAP) and for the depolymerization of soda pulped lignin (SL) under UV-A irradiation and ambient conditions. Real-time NMR investigations of the photoreaction between 2-PAP and PAB shed light on the possible reaction mechanisms involving different radical species, HBr, and molecular oxygen. Interestingly, combined spectral, chromatographic, powder X-ray diffraction, and thermal studies of the photoreaction between PAB and SL indicate the formation of guaiacyl alcohol as the main product. The unprecedented performance of PAB is attributed to the excess generation of phenacyl radicals, the generation of photolabile brominated species, and HBr playing key roles in the cleavage of β-O-4 linkages. This work represents a new edge for sustainable lignin valorization under mild reaction conditions and offers the opportunity for large-scale production of valuable aromatics using technical lignins as feedstock.
650	7	a NATURVETENSKAPx Kemix Organisk kemi0 (SwePub)104052 hsv//swe
650	7	a NATURAL SCIENCESx Chemical Sciencesx Organic Chemistry0 (SwePub)104052 hsv//eng
650	7	a NATURVETENSKAPx Kemix Materialkemi0 (SwePub)104032 hsv//swe
650	7	a NATURAL SCIENCESx Chemical Sciencesx Materials Chemistry0 (SwePub)104032 hsv//eng
653		a biomasses
653		a guaiacyl alcohols
653		a light-induced free-radical promoted cleavages
653		a soda lignins
653		a valorization
653		a Green & Sustainable Science & Technology
700	1	a Atsay, Armagan4 aut
700	1	a Gunduz, Hande4 aut
700	1	a Slabon, Adam4 aut
700	1	a Yagci, Yusuf4 aut
710	2	a Stockholms universitetb Institutionen för material- och miljökemi (MMK)4 org
773	0	t Advanced Sustainable Systemsg 8:3q 8:3x 2366-7486
856	4	u https://doi.org/10.1002/adsu.202300366y Fulltext
856	4 8	u https://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-223928
856	4 8	u https://doi.org/10.1002/adsu.202300366

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Av författaren/redakt...: Kaya, Kerem; Atsay, Armagan; Gunduz, Hande; Slabon, Adam; Yagci, Yusuf

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