Direct synthesis of a jet fuel range dicycloalkane by the aqueous phase hydrodeoxygenation of polycarbonate

Wang, Lulin; Li, Guangyi; Ye, Cong; Wang, Aiqin; Wang, Xiaodong; Zhang, Tao; Li, Ning

doi:10.1039/d1gc00353d

Cited by 24 publications

(22 citation statements)

References 53 publications

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“…[37] The isopropanol served as both the solvent and hydrogen donor. Meanwhile, a one-step route to convert PC into a jet fuel range dicycloalkane with very high yields was achieved by the same group using the catalysts of Rh/C and H-USY by the aqueous phase HDO at 200°C under 35 bar H 2 after 12 h. [38] Rorrer et al employed n-octadecane as a model compound and screened several metal-based catalysts for the hydrogenolysis. [39] The Ru/C catalyst displayed the most outstanding performances, which almost quantitatively converted the model compound into gaseous and liquid alkanes at 200°C and into predominantly CH 4 at 250°C.…”

Section: Hydrogenolysismentioning

confidence: 99%

Recent Progress in the Chemical Upcycling of Plastic Wastes

2021

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The massive generation of plastic wastes without satisfactory treatment has induced severe environmental problems and gained increasing attentions. In this Minireview, recent progresses in the chemical upcycling of plastic wastes by using various methods (mainly in the past three to five years) is summarized. The chemical upcycling of plastic wastes points out a "plastic-based refinery" concept, which is to use the plastic wastes as platform feedstocks to produce highly valuable monomeric or oligomeric compounds, putting the plastic wastes back into a circular economy. The different chemical methods to upcycle plastic wastes, including hydrogenolysis, photocatalysis, pyrolysis, solvolysis, and others, are introduced in each section to valorize diverse plastic feedstocks into value-added chemicals, materials, or fuels. In addition, other emerging technologies as well as the new generation of plastic thermosets are covered.

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Section: Hydrogenolysismentioning

confidence: 99%

Recent Progress in the Chemical Upcycling of Plastic Wastes

2021

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“…It has been reported that the two reactions can be conducted sequentially or in one-pot, depending on the solvents and catalysts that were applied in the system (Figure 10). [63][64][65] For instance, in a two-step process, PC underwent alcoholysis with methanol generated bisphenol A in a yield up to 90 % in the absence of any catalyst at 453 K. Then a dual catalyst composed of Pt/C and H-β catalyzed the subsequent hydrodeoxygenation of bisphenol A in 3 MPa H 2 at 413 K, affording jet fuel-range C 15 cycloalkanes with a high yield of 87 %. [63] The excellent performance of this dual catalyst is contributed to high activity of Pt/C for hydrogenation of the benzene ring in bisphenol A, and the relatively high pore size and acidity of H-β (compared to other zeolites such as HZSM-5 and MOR), which favored intermediates diffusion and promoted dehydration of hydroxy groups.…”

Section: Catalytic Conversion Of Plastics With Aromatic Monomers To J...mentioning

confidence: 99%

“…Recently, a combination catalyst of commercial Rh/C and H-USY has been explored for the one-pot transformation of PC. [64] The yield of jet fuel-range C 15 cycloalkane (i. e., propane-2,2-diyldicyclohexane) reached as high as 94.9 % after reaction of PC at 473 K and 3.5 MPa H 2 . When chopped DVD disk (a representative of real PC waste) was subject to such catalytic system, a high yield of 86.9 % was obtained under the same reaction conditions.…”

Section: Catalytic Conversion Of Plastics With Aromatic Monomers To J...mentioning

confidence: 99%

“…As a consequence, an integrated process with high efficiency is much more desirable. Recently, a combination catalyst of commercial Rh/C and H‐USY has been explored for the one‐pot transformation of PC [64] . The yield of jet fuel‐range C 15 cycloalkane (i. e., propane‐2,2‐diyldicyclohexane) reached as high as 94.9 % after reaction of PC at 473 K and 3.5 MPa H 2 .…”

Section: Liquid Hydrocarbonsmentioning

confidence: 99%

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Upcycling Plastic Wastes into Value‐Added Products by Heterogeneous Catalysis

et al. 2022

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Plastics are playing essential roles in the modern society. The majority of them enter environment through landfilling or discarding after turning into wastes, causing severe carbon loss and imposing high risk to ecosystem and human health. Currently, physical recycling serves as the primary method to reuse plastic waste, but this method is limited to thermoplastic recycling. The quality of recycled plastics gradually deteriorates because of the undesirable degradation in the recycling process. Under such background, catalytic upcycling, which can upgrade various plastic wastes into value-added products under mild conditions, has attracted recent attention as a promising strategy to treat plastic wastes. This Review highlights recent advances in the development of efficient heterogeneous catalysts and useful strategies for upcycling plastics into liquid hydrocarbons, arene compounds, carbon materials, hydrogen, and other value-added chemicals. The functions of catalysts and the reaction mechanisms are discussed. The key factors that influence the catalytic performance are also analyzed.

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“…Step Characterization. One-dimensional (1D) ( 1 H, 13 C NMR) and two-dimensional (2D) ( 1 H-1 H COSY, 1 H-13 C-HSQC) NMR was performed using Varian Inova (600 MHz in DMSO-d 6 as the internal standard). The instruments and methods used for thermal-mechanical property evaluation are the same as those in our previous work.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Preparation and Degradation of Waste Polycarbonate-Derived Epoxy Thermosets and Composites

Yeh

Reddy

Chen

et al. 2021

ACS Appl. Polym. Mater.

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We report a robust, 100% atom-efficiency strategy for preparing waste polycarbonate (WPC)-derived epoxy resin. To demonstrate the preparation process, we perform a pyridine-catalyzed model reaction between diphenyl carbonate (DPC) and diglycidyl ether of bisphenol A (DGEBA) in a molar ratio of 1:2. After epoxy-equivalent titration and two-dimensional nuclear magnetic resonance (2D-NMR) analysis, we confirm that the product is bis(1-(4-(2-(4-(oxiran-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)-3-phenoxypropan-2-yl) carbonate (DPC-EP2). Based on the model reaction, three WPC-based epoxy resins (WPC-EPX, X = 2, 3, and 4) were prepared by the reaction of WPC with DGEBA in a molar ratio of 1:2, 1:3, and 1:4 in the presence of pyridine. The WPC-EPX epoxy resins were cured with WPC, phenol novolac (PN), diamino diphenylmethane (DDM), and dicyandiamide (DICY). The mechanical and thermal properties of the thermosets were discussed. We also prepared epoxy/carbon fiber composites and investigated the degradation of epoxy thermosets and the recycling of the carbon fiber. When the WPC-EP2 epoxy resin was cured with WPC, it can be successfully degraded to a phenoxy resin and 1,3-dihyexylurea through a catalyst-free aminolysis process. Undamaged carbon fibers have been recycled, according to the scanning electron microscopy–energy-dispersive X-ray spectroscopy (SEM–EDS) and tensile stress–strain data. The transformation of WPC to WPC-EPX, the aminolysis of WPC-EP2/WPC to a phenoxy resin and 1,3-dihexylurea, and the recycling of carbon fiber in the composite have been successfully demonstrated. Therefore, we believe that this work contributes greatly to the field of “sustainable approaches in waste utilization.”

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Direct synthesis of a jet fuel range dicycloalkane by the aqueous phase hydrodeoxygenation of polycarbonate

Abstract: For the first time, propane-2,2-diyldicyclohexane, a jet fuel range C15 dicycloalkane was directly produced by the aqueous-phase hydrodeoxygenation (APHDO) of polycarbonate (PC). Among the investigated catalyst systems, a mixture of...

Cited by 24 publications

References 53 publications

Recent Progress in the Chemical Upcycling of Plastic Wastes

Recent Progress in the Chemical Upcycling of Plastic Wastes

Upcycling Plastic Wastes into Value‐Added Products by Heterogeneous Catalysis

Preparation and Degradation of Waste Polycarbonate-Derived Epoxy Thermosets and Composites

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