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Valorization of cigarette butts for synthesis of levulinic acid as top value-added chemicals.

ABSTRACT: Unprecedented in the literature, levulinic acid (LA), one of the top value-added intermediates of chemical industry, is obtained from cigarette butts as cellulose feedstock by means of a one-pot hydrothermal process carried out at 200 °C for 2 h and catalysed by phosphoric acid. The protocol avoids the use of more aggressive and toxic H₂SO₄ and HCl, that are generally employed on several cellulose sources (e.g. sludge paper), thus minimizing corrosion phenomena of plants. Neither chemical pre-treatment of butts nor specific purification procedure of LA are required. Notably, by simply modifying acid catalyst (e.g. using CH₃COOH), another top value-added fine chemical such as 5-hydroxymethylfuraldehyde (HMF) is obtained, thus widening the scope of the method. Being cigarette filters a waste available in quantities of megatonnes per year, they represent an unlimited at no cost source of cellulose, thus enabling the up-scale to an industrial level of LA production.

SUBMITTER: Laurenza AG

PROVIDER: S-EPMC8338950 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Lignin Valorization: Two Hybrid Biochemical Routes for the Conversion of Polymeric Lignin into Value-added Chemicals.

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| S-EPMC5566326 | biostudies-literature

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| S-EPMC7849351 | biostudies-literature

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Project description:cigarette butts metagenome Targeted loci environmental

| PRJNA526990 | ENA

Identification of Cytotoxic Flavor Chemicals in Top-Selling Electronic Cigarette Refill Fluids.

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| S-EPMC6391497 | biostudies-other

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| S-EPMC9306953 | biostudies-literature

Levulinic Acid.

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| S-EPMC3884454 | biostudies-literature

Nanowire-bacteria hybrids for unassisted solar carbon dioxide fixation to value-added chemicals.

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| S-EPMC5812269 | biostudies-literature

Poly(4-ketovalerolactone) from Levulinic acid: Synthesis and Hydrolytic Degradation.

Project description:We report here the synthesis of poly(4-ketovalerolactone) (PKVL) via ring-opening transesterification polymerization (ROTEP) of the monomer 4-ketovalerolactone (KVL, two steps from levulinic acid). The polymerization of KVL proceeds to high equilibrium monomer conversion (up to 96% in the melt) to give the semicrystalline polyketoester PKVL with low dispersity. PKVL displays glass transition temperatures of 7 °C and two melting temperatures at 132 and 148 °C. This polyester can be chemically recycled through hydrolytic degradation. Under aqueous neutral or acidic conditions, the dominating pathway for polyester hydrolysis is through backbiting from the chain end. Under basic conditions, mid-chain cleavage, accelerated by the ketone carbonyl group in the backbone, promotes the hydrolysis of nearby backbone ester bonds. The final hydrolysis product is 5-hydroxylevulinic acid, the ring opened hydrolysis product of KVL. PKVL was also observed to degrade under the action of a Brønsted acid to a bis-spirocyclic dilactone natural product altaicadispirolactone, which is a dimer of KVL. This constitutes a rare example of a one-step synthesis of a secondary metabolite of non-trivial structure in which a polymer was the starting material and the sole source of matter. Analogous ROTEP of the isomeric 4-membered lactone 4-acetyl-β-propiolactone (APL) was also explored, although this chemistry was not as well-behaved as the KVL to PKVL polymerization.

| S-EPMC7987374 | biostudies-literature

Synthesis of Furandicarboxylic Acid Esters From Nonfood Feedstocks Without Concomitant Levulinic Acid Formation.

Project description:5-Hydroxymethylfurfural (HMF) is a versatile intermediate in biomass conversion pathways. However, the notoriously unstable nature of HMF imposes challenges to design selective routes to chemicals such as furan-2,5-dicarboxylic acid (FDCA). Here, a new strategy for obtaining furans is presented, bypassing the formation of the unstable HMF. Instead of starting with glucose/fructose and thus forming HMF as an intermediate, the new route starts from uronic acids, which are abundantly present in many agro residues such as sugar beet pulp, potato pulp, and citrus peels. Conversion of uronic acids, via ketoaldonic acids, to the intermediate formylfuroic acid (FFA) esters, and subsequently to FDCA esters, proceeds without formation of levulinic acid or insoluble humins. This new route provides an attractive strategy to valorize agricultural waste streams and a route to furanic building blocks without the co-production of levulinic acid or humins.

| S-EPMC5413837 | biostudies-literature

Prospecting the biodiversity of the fungal family Ustilaginaceae for the production of value-added chemicals.

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| S-EPMC5598272 | biostudies-literature

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