Cited by 94Polymer crystallization and propertiesSynthetic Organic Chemistry Methodsbiodegradable polymer synthesis and properties

Chemical Upcycling of Polyethylene to Value-Added α,ω-Divinyl-Functionalized Oligomers

Zeng, Manhao, Lee, Yu-Hsuan, Strong, Garrett, LaPointe, Anne M., Kocen, Andrew L., Qu, Zhiqiang, Coates, Geoffrey W., Scott, Susannah L. +1 more·2021·ACS Sustainable Chemistry & Engineering

Abstract

Today, only 9% of plastic waste is recycled worldwide, with polyethylene being one of the most frequently discarded plastics. In this work, a new route to chemically recycle polyethylene is demonstrated. Polyethylenes of two different molecular weights ( M n = 1.5 kg/mol and M n = 6.6 kg/mol) were upgraded to value-added α,ω-divinyl-functionalized oligomers with shorter, tunable chain lengths via a sequence of bromination, dehydrobromination, and olefin metathesis reactions. Brominated polyethylene (BPE) was isolated in good yields (up to 86 wt %, based on PE) by direct bromination of polyethylene in air, without oxidative cleavage side-reactions. Elimination of bromide resulted in complete conversion of BPE to vinylene polyethylene (VPE) in high yields (up to 91 wt %, based on BPE). Ethenolysis of VPE afforded α,ω-divinyl-functionalized oligomers, also in high yields (up to 97 wt %, based on VPE), with carbon numbers significantly lower than those of the starting PE. Preliminary techno-economic assessments demonstrate that this three-step process could be economically viable on an industrial scale for upcycling PE into value-added chemicals that can be used in the synthesis of lubricants, as well as transformed into new commodity polymers such as polyolefins, polyethers, polyesters, and polyamides.

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Crossref · 10.1021/acssuschemeng.1c05272

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Authors
Zeng, M., Lee, Y.-H., Strong, G., LaPointe, A. M., Kocen, A. L., Qu, Z., Coates, G. W., Scott, S. L., & Abu-Omar, M. M.
Affiliations
  • University of California, Santa Barbara (US)
  • Cornell University (US)
  • Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106, United States
Venue
ACS Sustainable Chemistry & Engineering
Published
2021-10-04
Volume
9
Issue
41
Pages
13926-13936
ISSN
2168-0485 (ISSN-L)
OpenAlex
W3206259641
Cited by
94
References
46
Citations by year
2026: 18 · 2025: 23 · 2024: 22 · 2023: 23 · 2022: 8
FWCI
4.70
Type
journal article
Language
en
Open access
closed
Locations
  • ACS Sustainable Chemistry & Engineering (publishedVersion)
  • OSTI OAI (U.S. Department of Energy Office of Scientific and Technical Information) (submittedVersion)
Funders
Basic Energy Sciences (DE-AC02-07CH11358)
Topics
  • Physical Sciences › Materials Science › Polymers and Plastics › Polymer crystallization and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Synthetic Organic Chemistry Methods
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
Keywords
polyethylene upcycling, chemical recycling, dehydrobromination, olefin metathesis, ethenolysis, plastic waste, value-added chemicals, lubricant additives, techno-economic analysis

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