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Title: Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds

Abstract

Recycled plastics are low-value commodities due to residual impurities and the degradation of polymer properties with each cycle of re-use. Plastics that undergo reversible polymerization allow high-value monomers to be recovered and re-manufactured into pristine materials, which should incentivize recycling in closed-loop life cycles. However, monomer recovery is often costly, incompatible with complex mixtures and energy-intensive. Here, we show that next-generation plastics-polymerized using dynamic covalent diketoenamine bonds-allow the recovery of monomers from common additives, even in mixed waste streams. Poly(diketoenamine)s 'click' together from a wide variety of triketones and aromatic or aliphatic amines, yielding only water as a by-product. Recovered monomers can be re-manufactured into the same polymer formulation, without loss of performance, as well as other polymer formulations with differentiated properties. The ease with which poly(diketoenamine)s can be manufactured, used, recycled and re-used-without losing value-points to new directions in designing sustainable polymers with minimal environmental impact.

Authors:
ORCiD logo [1];  [2];  [1]; ORCiD logo [3]
  1. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). The Molecular Foundry
  2. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). The Molecular Foundry; Univ. of California, Berkeley, CA (United States). Dept. of Chemistry
  3. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). The Molecular Foundry and Materials Science Div.
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1596671
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Accepted Manuscript
Journal Name:
Nature Chemistry
Additional Journal Information:
Journal Volume: 11; Journal Issue: 5; Journal ID: ISSN 1755-4330
Country of Publication:
United States
Language:
English

Citation Formats

Christensen, Peter R., Scheuermann, Angelique M., Loeffler, Kathryn E., and Helms, Brett A. Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds. United States: N. p., 2019. Web. doi:10.1038/s41557-019-0249-2.
Christensen, Peter R., Scheuermann, Angelique M., Loeffler, Kathryn E., & Helms, Brett A. Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds. United States. doi:10.1038/s41557-019-0249-2.
Christensen, Peter R., Scheuermann, Angelique M., Loeffler, Kathryn E., and Helms, Brett A. Mon . "Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds". United States. doi:10.1038/s41557-019-0249-2.
@article{osti_1596671,
title = {Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds},
author = {Christensen, Peter R. and Scheuermann, Angelique M. and Loeffler, Kathryn E. and Helms, Brett A.},
abstractNote = {Recycled plastics are low-value commodities due to residual impurities and the degradation of polymer properties with each cycle of re-use. Plastics that undergo reversible polymerization allow high-value monomers to be recovered and re-manufactured into pristine materials, which should incentivize recycling in closed-loop life cycles. However, monomer recovery is often costly, incompatible with complex mixtures and energy-intensive. Here, we show that next-generation plastics-polymerized using dynamic covalent diketoenamine bonds-allow the recovery of monomers from common additives, even in mixed waste streams. Poly(diketoenamine)s 'click' together from a wide variety of triketones and aromatic or aliphatic amines, yielding only water as a by-product. Recovered monomers can be re-manufactured into the same polymer formulation, without loss of performance, as well as other polymer formulations with differentiated properties. The ease with which poly(diketoenamine)s can be manufactured, used, recycled and re-used-without losing value-points to new directions in designing sustainable polymers with minimal environmental impact.},
doi = {10.1038/s41557-019-0249-2},
journal = {Nature Chemistry},
number = 5,
volume = 11,
place = {United States},
year = {2019},
month = {4}
}

Journal Article:
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