Mechanistic insights into the conversion of polyalcohols over Brønsted acid sites

Nguyen, Quy P.; Chau, Han K.; Lobban, Lance; Crossley, Steven; Wang, Bin

doi:10.1039/d3cy00524k

Title: Mechanistic insights into the conversion of polyalcohols over Brønsted acid sites

Journal Article · 07 June 2023 · Catalysis Science and Technology

DOI: https://doi.org/10.1039/d3cy00524k · OSTI ID:2423013

Nguyen, Quy P. ^[1]; Chau, Han K. ^[1]; Lobban, Lance ^[1];

^[1];

^[1]

Univ. of Oklahoma, Norman, OK (United States)

Multi-layered plastic (MLP) films provide excellent properties for food packaging; however, because of the complicated chemistry of the hydrophobic substrates and tightly laminated hydrophilic layers, it is challenging to recycle the MLP films. The selective conversion of polar functional groups in hydrophilic layers with a minimal destruction of the carbon backbone of constituted polymers is considered a promising approach to improve the recyclability of MLP films. Here, in this study, we combine computational and experimental studies to investigate the acid-catalyzed conversion of functional groups in polyalcohols, through which we report potential reaction pathways involved in the conversion of ethylene vinyl alcohol (EVOH), a common copolymer used in MLP films as an oxygen barrier. Using 2,4-pentanediol as a model compound, we show that its conversion proceeds primarily through the dehydration of a hydroxyl group via either a stepwise or a concerted mechanism to form an unsaturated alcohol that can be further converted into a conjugated diene or a saturated ketone; this secondary reaction determines the product selectivity. The rate determining intermediates and transition states are identified, and the activation barriers are calculated, in agreement with experimentally observed product selectivities. This study thus provides insights for the selective conversion of EVOH.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States). National Energy Research Scientific Computing Center (NERSC)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities (SUF)

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 2423013

Journal Information:: Catalysis Science and Technology, Journal Name: Catalysis Science and Technology Journal Issue: 15 Vol. 13; ISSN 2044-4753

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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