Upcycling PET Plastics with Methanol into Lactic Acid and 1,4-Cyclohexanedicarboxylic Acid

Zhenbo Guo , Haoyu Chen , Shuheng Tian , Meiqi Zhang , Meng Wang , Ding Ma

Engineering ›› : 202602015

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Engineering ›› :202602015 DOI: 10.1016/j.eng.2026.02.015
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Upcycling PET Plastics with Methanol into Lactic Acid and 1,4-Cyclohexanedicarboxylic Acid
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Abstract

The random disposal and incineration of plastic materials have caused a significant waste of resources and environmental pollution, which contradicts the recent emphasis on energy conservation and emission reduction. Carbon and hydrogen sources stored in plastic wastes have immense potential for the development of a carbon-neutral future. In this study, we use a two-step process for upcycling polyethylene terephthalate (PET), the most common polyester plastic, with methanol into high-value products, that is, lactic acid (LA) and 1,4-cyclohexanedicarboxylic acid (CHDA), using a commercial Ru/C catalyst. After the depolymerization of PET in a NaOH-methanol solution, the produced ethylene glycol can further react with methanol to obtain LA and hydrogen, and the hydrogen is then employed in the hydrogenation step to obtain CHDA in high yield. Notably, our method does not require an external supply of hydrogen gas (H2). This study reveals a new pathway for upcycling the two monomers from PET.

Keywords

Upcycling / PET plastics / Methanol / Lactic acid / 1,4-Cyclohexanedicarboxylic acid

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Zhenbo Guo, Haoyu Chen, Shuheng Tian, Meiqi Zhang, Meng Wang, Ding Ma. Upcycling PET Plastics with Methanol into Lactic Acid and 1,4-Cyclohexanedicarboxylic Acid. Engineering 202602015 DOI:10.1016/j.eng.2026.02.015

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References

[1]

Plastic waste is everywhere—and countries must be held accountable for reducing it. Nature 2023; 619(7969):222.

[2]

Xu Z, Munyaneza NE, Zhang Q, Sun M, Posada C, Venturo P, et al. Chemical upcycling of polyethylene, polypropylene, and mixtures to high-value surfactants. Science 2023; 381(6658):666-71.

[3]

Sullivan KP, Werner AZ, Ramirez KJ, Ellis LD, Bussard JR, Black BA, et al. Mixed plastics waste valorization through tandem chemical oxidation and biological funneling. Science 2022; 378(6616):207-11.

[4]

Jehanno C, Alty JW, Roosen M, De Meester S, Dove AP, Chen EYX, et al. Critical advances and future opportunities in upcycling commodity polymers. Nature 2022; 603(7903):803-14.

[5]

Ma D. Transforming end-of-life plastics for a better world. Nat Sustain 2023;6(10):1142-3.

[6]

Dong Q, Lele AD, Zhao X, Li S, Cheng S, Wang Y, et al. Depolymerization of plastics by means of electrified spatiotemporal heating. Nature 2023; 616(7957):488-94.

[7]

Garcia JM, Robertson ML. The future of plastics recycling. Science 2017; 358(6365):870-2.

[8]

DelRe C, Jiang Y, Kang P, Kwon J, Hall A, Jayapurna I, et al. Near-complete depolymerization of polyesters with nano-dispersed enzymes. Nature 2021; 592(7855):558-63.

[9]

Ellis LD, Rorrer NA, Sullivan KP, Otto M, McGeehan JE, Román-Leshkov Y, et al. Chemical and biological catalysis for plastics recycling and upcycling. Nat Catal 2021; 4(7):539-56.

[10]

Tournier V, Topham CM, Gilles A, David B, Folgoas C, Moya-Leclair E, et al. An engineered PET depolymerase to break down and recycle plastic bottles. Nature 2020; 580(7802):216-9.

[11]

Zhang S, Hu Q, Zhang YX, Guo H, Wu Y, Sun M, et al. Depolymerization of polyesters by a binuclear catalyst for plastic recycling. Nat Sustain 2023;6(8):965-73.

[12]

Walker TW, Frelka N, Shen Z, Chew AK, Banick J, Grey S, et al. Recycling of multilayer plastic packaging materials by solvent-targeted recovery and precipitation. Sci Adv 2020; 6(47):eaba7599.

[13]

Korley LTJ, Epps 3rd TH, Helms BA, Ryan AJ. Toward polymer upcycling—adding value and tackling circularity. Science 2021; 373(6550):66-9.

[14]

Zhang W, Kim S, Wahl L, Khare R, Hale L, Hu J, et al. Low-temperature upcycling of polyolefins into liquid alkanes via tandem cracking-alkylation. Science 2023; 379(6634):807-11.

[15]

Zhang MQ, Wang M, Sun B, Hu C, Xiao D, Ma D. Catalytic strategies for upvaluing plastic wastes. Chem 2022; 8(11):2912-23.

[16]

Sun B, Zhang J, Wang M, Yu S, Xu Y, Tian S, et al. Valorization of waste biodegradable polyester for methyl methacrylate production. Nat Sustain 2023;6(6):712-9.

[17]

Cao R, Zhang MQ, Jiao Y, Li Y, Sun B, Xiao D, et al. Co-upcycling of polyvinyl chloride and polyesters. Nat Sustain 2023;6(12):1685-92.

[18]

Li Y, Wang M, Liu X, Hu C, Xiao D, Ma D. Catalytic transformation of PET and CO2 into high-value chemicals. Angew Chem Int Ed Engl 2022; 61(10): e202117205.

[19]

Ahrens A, Bonde A, Sun H, Wittig NK, Hammershøj HCD, Batista GMF, et al. Catalytic disconnection of C-O bonds in epoxy resins and composites. Nature 2023; 617(7962):730-7.

[20]

Tian S, Jiao Y, Gao Z, Xu Y, Fu L, Fu H, et al. Catalytic amination of polylactic acid to alanine. J Am Chem Soc 2021; 143(40):16358-63.

[21]

Coates GW, Getzler YDYL. Chemical recycling to monomer for an ideal, circular polymer economy. Nat Rev Mater 2020; 5(7):501-16.

[22]

Du J, Zeng L, Yan T, Wang C, Wang M, Luo L, et al. Efficient solvent-and hydrogen-free upcycling of high-density polyethylene into separable cyclic hydrocarbons. Nat Nanotechnol 2023; 18(7):772-9.

[23]

Zeng W, Zhao Y, Zhang F, Li R, Tang M, Chang X, et al. A general strategy for recycling polyester wastes into carboxylic acids and hydrocarbons. Nat Commun 2024;15:160.

[24]

Li XL, Clarke RW, An HY, Gowda RR, Jiang JY, Xu TQ, et al. Dual recycling of depolymerization catalyst and biodegradable polyester that markedly outperforms polyolefins. Angew Chem Int Ed Engl 2023; 62(26):e202303791.

[25]

Weng Y, Hong CB, Zhang Y, Liu H. Catalytic depolymerization of polyester plastics toward closed-loop recycling and upcycling. Green Chem 2024; 26(2):571-92.

[26]

Yu W, Hsu YP, Tan CS. Synthesis of rhodium-platinum bimetallic catalysts supported on SBA-15 by chemical fluid deposition for the hydrogenation of terephthalic acid in water. Appl Catal B 2016;196:185-92.

[27]

Hu Y, Zhang S, Xu J, Liu Y, Yu A, Qian J, et al. Highly efficient depolymerization of waste polyesters enabled by transesterification/hydrogenation relay under mild conditions. Angew Chem Int Ed Engl 2023; 62(45):e202312564.

[28]

Cheng J, Xie J, Xi Y, Wu X, Zhang R, Mao Z, et al. Selective upcycling of polyethylene terephthalate towards high-valued oxygenated chemical methyl p-methyl benzoate using a Cu/ZrO2 catalyst. Angew Chem Int Ed 2024; 63(11): e202319896.

[29]

Wei Z, Li H, Wang Y, Liu Q. A tailored versatile and efficient NHC-based NNC-pincer manganese catalyst for hydrogenation of polar unsaturated compounds. Angew Chem Int Ed Engl 2023; 62(23):e202301042.

[30]

Westhues S, Idel J, Klankermayer J. Molecular catalyst systems as key enablers for tailored polyesters and polycarbonate recycling concepts. Sci Adv 2018; 4(8):eaat9669.

[31]

Gao Z, Ma B, Chen S, Tian J, Zhao C. Converting waste PET plastics into automobile fuels and antifreeze components. Nat Commun 2022;13:3343.

[32]

Ye M, Li Y, Yang Z, Yao C, Sun W, Zhang X, et al. Ruthenium/TiO2-catalyzed hydrogenolysis of polyethylene terephthalate: reaction pathways dominated by coordination environment. Angew Chem 2023; 135(19):e202301024.

[33]

Jing Y, Wang Y, Furukawa S, Xia J, Sun C, Hülsey MJ, et al. Towards the circular economy: converting aromatic plastic waste back to arenes over a Ru/Nb2O5 catalyst. Angew Chem Int Ed Engl 2021; 60(10):5527-35.

[34]

Wei J, Zhu M, Liu B, Wang N, Liu J, Tomishige K, et al. Hydrodeoxygenation of oxygen-containing aromatic plastic wastes to liquid organic hydrogen carriers. Angew Chem Int Ed Engl 2023; 62(46):e202310505.

[35]

Uekert T, Kasap H, Reisner E. Photoreforming of nonrecyclable plastic waste over a carbon nitride/nickel phosphide catalyst. J Am Chem Soc 2019; 141(38):15201-10.

[36]

Uekert T, Kuehnel MF, Wakerley DW, Reisner E. Plastic waste as a feedstock for solar-driven H2 generation. Energy Environ Sci 2018; 11(10):2853-7.

[37]

Zhou H, Ren Y, Li Z, Xu M, Wang Y, Ge R, et al. Electrocatalytic upcycling of polyethylene terephthalate to commodity chemicals and H2 fuel. Nat Commun 2021;12:4679.

[38]

Wang J, Li X, Wang M, Zhang T, Chai X, Lu J, et al. Electrocatalytic valorization of poly(ethylene terephthalate) plastic and CO2 for simultaneous production of formic acid. ACS Catal 2022; 12(11):6722-8.

[39]

Zhan Y, Hou W, Li G, Shen Y, Zhang Y, Tang Y. Oxidant-free transformation of ethylene glycol toward glycolic acid in water. ACS Sustain Chem Eng 2019; 7(21):17559-64.

[40]

Mäki-Arvela P, Simakova IL, Salmi T, Murzin DY. Production of lactic acid/lactates from biomass and their catalytic transformations to commodities. Chem Rev 2014; 114(3):1909-71.

[41]

Dusselier M, Van Wouwe P, Dewaele A, Makshina E, Sels BF. Lactic acid as a platform chemical in the biobased economy: the role of chemocatalysis. Energy Environ Sci 2013; 6(5):1415-42.

[42]

Su H, Hu Y, Feng H, Zhu L, Wang S. Efficient H2 production from PET plastic wastes over mesoporous carbon-supported Ru-ZnO catalysts in a mild pure-water system. ACS Sustain Chem Eng 2023; 11(2):578-86.

[43]

Wu J, Shen L, Chen ZN, Zheng Q, Xu X, Tu T. Iridium-catalyzed selective cross-coupling of ethylene glycol and methanol to lactic acid. Angew Chem Int Ed Engl 2020; 59(26):10421-5.

[44]

Sharninghausen LS, Campos J, Manas MG, Crabtree RH. Efficient selective and atom economic catalytic conversion of glycerol to lactic acid. Nat Commun 2014;5:5084.

[45]

Waiba S, Maji K, Maiti M, Maji B. Sustainable synthesis of α-hydroxycarboxylic acids by manganese catalyzed acceptorless dehydrogenative coupling of ethylene glycol and primary alcohols. Angew Chem Int Ed Engl 2023; 62(10): e202218329.

[46]

Tian S, Li J, Peng X, Xu Y, Wang M, Tang H, et al. Heterogeneous catalytic dehydrogenative coupling of ethylene glycol and primary alcohols into α-hydroxycarboxylic acids. Sci China Chem 2023; 66(9):2583-9.

[47]

Mao C, Zheng J, Matsagar BM, Kankala RK, Ahamad T, Yang Y, et al. Highly-efficient Ru/Al-SBA-15 catalysts with strong Lewis acid sites for the water-assisted hydrogenation of p-phthalic acid. Catal Sci Technol 2020; 10(8):2443-51.

[48]

Tang M, Mao S, Li M, Wei Z, Xu F, Li H, et al. RuPd alloy nanoparticles supported on N-doped carbon as an efficient and stable catalyst for benzoic acid hydrogenation. ACS Catal 2015; 5(5):3100-7.

[49]

Hungria AB, Raja R, Adams RD, Captain B, Thomas JM, Midgley PA, et al. Single-step conversion of dimethyl terephthalate into cyclohexanedimethanol with Ru5PtSn, a trimetallic nanoparticle catalyst. Angew Chem Int Ed 2006; 45(29):4782-5.

[50]

Raja R, Khimyak T, Thomas JM, Hermans S, Johnson BFG. Single-step, highly active, and highly selective nanoparticle catalysts for the hydrogenation of key organic compounds. Angew Chem Int Ed Engl 2001; 40(24):4638-42.

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