Cleavage Alkylation Coupling with Versatile Amide-Based Eutectic Catalytic Systems
This study introduces amide-based eutectic solvents (ESs) as a versatile and high-efficiency catalytic system for converting polyolefin waste into liquid alkanes in coupled cracking-alkylation. Owing to the rich variety of molecular active species (i.e., [AlCl<sub>3</sub>(Acetamide)<i><sub>n</sub></i>] and AlCl<sub>3</sub>) and ionic active species (i.e., [Al<sub>2</sub>Cl<sub>7</sub>]<sup>-</sup> and [AlCl<sub>2</sub>(Acetamide)<i><sub>n</sub></i>]<sup>+</sup>) present in the catalytic system, carbocation intermediates can be stably generated, thereby facilitating hydride transfer and cleaving polyethylene C-C bonds during the cracking cycle. For the first time, we establish a direct and quantitative correlation between Al species diversity and carbocation concentration, validated by Et<sub>3</sub>SiH chemical trapping combined with multinuclear NMR and operando IR spectroscopy. We demonstrate tunable selectivity to either light gasoline (C<sub>4</sub>-C<sub>10</sub>) or aviation kerosene (C<sub>7</sub>-C<sub>18</sub>) with isopentane or isopentene as alkylation reactants. Time-resolved product analysis together with isotopic labeling clearly confirms that aviation kerosene-range hydrocarbons (C<sub>7</sub>-C<sub>18</sub>) are primarily derived from polyethylene fragments and chain-extended by <i>iC</i><sub>5</sub><sup>=</sup> alkylation. Ab initio molecular dynamics simulations reveal that cooperative dissociation of diverse Al species sustains a stable <i>tert</i>-butyl and chloromethyl carbocations population, rationalizing the superior catalytic efficiency of Acetamide-1.5AlCl<sub>3</sub>. These advances provide both mechanistic clarity and a broadly applicable strategy for selective production of gasoline- and kerosene-range hydrocarbons from plastic waste, offering new opportunities for premium-grade fuel generation.
Authors
- G. Chen
- Di Zhu (ORCID: https://orcid.org/0000-0001-8362-1694)
- D. Chen
- Yanmei Qiu (ORCID: https://orcid.org/0000-0002-0912-2675)
- Y. Guan
- Zhen Song
- Xue Wang
- Xuedong Zhu
- Xin Gao
- Jisheng Yu
- Jianguo Zhuang
Institutions
- Australian National University (AU)
- Ministry of Education Science and Technology (MW)
- East China University of Science and Technology (CN)
- Norwegian University of Science and Technology (NO)
- Systems Engineering Society of China (CN)
- Columbia University (US)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2026-03-04
- DOI
- https://doi.org/10.1021/jacs.5c22822
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00