PMID- 37160647
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20230720
IS  - 1521-3773 (Electronic)
IS  - 1433-7851 (Linking)
VI  - 62
IP  - 30
DP  - 2023 Jul 24
TI  - Polyethylene Incorporating Diels-Alder Comonomers: A "Trojan Horse" Strategy for 
      Chemically Recyclable Polyolefins.
PG  - e202301927
LID - 10.1002/anie.202301927 [doi]
AB  - Polyolefins with periodic unsaturation in the backbone chain are sought after for 
      synthesizing chemically recyclable polymers or telechelic polyolefin 
      macromonomers. Here we introduce a bottom-up synthesis of unsaturated 
      high-density polyethylene (HDPE) via copolymerization of ethylene with dimethyl 
      7-oxabicyclo[2.2.1]hepta-2,5-diene-3,5-dicarboxylate followed by 
      post-polymerization retro-Diels-Alder to unveil hidden double bonds in the 
      polymer backbone. The incorporation of this "Trojan Horse" comonomer was varied 
      and a series of unsaturated HDPE polymers with block lengths of 1.2, 1.9, and 
      3.5 kDa between double bonds was synthesized. Cross metathesis of unsaturated 
      HDPE samples with 2-hydroxyethyl acrylate yielded telechelic ester terminated PE 
      macromonomers suitable for the preparation of ester-linked PE. These materials 
      were depolymerized and repolymerized, making them suitable candidates for 
      chemical recycling. The ester-linked PE displayed thermal and mechanical 
      properties comparable to commercial HDPE.
CI  - (c) 2023 Wiley-VCH GmbH.
FAU - Parke, Sarah M
AU  - Parke SM
AUID- ORCID: 0000-0002-1221-5469
AD  - Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 
      14853-1301, USA.
FAU - Lopez, Jaqueline C
AU  - Lopez JC
AUID- ORCID: 0000-0001-8741-6911
AD  - Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 
      14853-1301, USA.
FAU - Cui, Shilin
AU  - Cui S
AUID- ORCID: 0000-0002-6777-7688
AD  - Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 
      14853-1301, USA.
FAU - LaPointe, Anne M
AU  - LaPointe AM
AUID- ORCID: 0000-0002-7830-0922
AD  - Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 
      14853-1301, USA.
FAU - Coates, Geoffrey W
AU  - Coates GW
AUID- ORCID: 0000-0002-3400-2552
AD  - Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 
      14853-1301, USA.
LA  - eng
GR  - DE-AC02-07CH11358/Department of Energy/
PT  - Journal Article
DEP - 20230615
PL  - Germany
TA  - Angew Chem Int Ed Engl
JT  - Angewandte Chemie (International ed. in English)
JID - 0370543
SB  - IM
OTO - NOTNLM
OT  - Copolymerization
OT  - Degradable
OT  - Diels-Alder
OT  - Polyolefin
OT  - Protecting Groups
EDAT- 2023/05/10 00:41
MHDA- 2023/05/10 00:42
CRDT- 2023/05/09 22:56
PHST- 2023/02/08 00:00 [received]
PHST- 2023/05/10 00:42 [medline]
PHST- 2023/05/10 00:41 [pubmed]
PHST- 2023/05/09 22:56 [entrez]
AID - 10.1002/anie.202301927 [doi]
PST - ppublish
SO  - Angew Chem Int Ed Engl. 2023 Jul 24;62(30):e202301927. doi: 
      10.1002/anie.202301927. Epub 2023 Jun 15.