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Combining vinylogous urethane and beta-amino ester chemistry for dynamic material design

(2022) POLYMER CHEMISTRY. 13(14). p.2008-2018
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Abstract
This study combines vinylogous urethane (VU) and beta-amino ester chemistry for the synthesis of covalent adaptable networks (CANs). The resulting CANs are synthesised using a range of diacetoacetates and commercially available diacrylates along with tris(2-aminoethyl)amine, which functions as both amine and crosslinker. The CANs are extensively analysed to determine both their thermal and rheological properties. Several re-processable elastomeric materials are obtained, thanks to the use of polypropylene glycol-containing diacetoacetates of varying molecular weights and are analysed in more detail and compared with VU and amino-ester reference materials. Frequency sweep measurements show no noticeable drop in storage modulus of these CANs between 100-180 degrees C, indicating a maintained crosslink density. The elastomeric CANs are recycled multiple times, exhibiting no clear loss of dynamic behaviour or any obvious side-reactions.
Keywords
COVALENT ADAPTABLE NETWORKS, POLYMER NETWORKS, INTERNAL CATALYSIS, CROSS-LINKING, VITRIMERS, TRANSALKYLATION, POLYETHYLENE, THERMOSETS, ULTRAFAST, EXCHANGE

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MLA
Holloway, Joshua, et al. “Combining Vinylogous Urethane and Beta-Amino Ester Chemistry for Dynamic Material Design.” POLYMER CHEMISTRY, vol. 13, no. 14, 2022, pp. 2008–18, doi:10.1039/d2py00026a.
APA
Holloway, J., Taplan, C. M., & Du Prez, F. (2022). Combining vinylogous urethane and beta-amino ester chemistry for dynamic material design. POLYMER CHEMISTRY, 13(14), 2008–2018. https://doi.org/10.1039/d2py00026a
Chicago author-date
Holloway, Joshua, Christian Michael Taplan, and Filip Du Prez. 2022. “Combining Vinylogous Urethane and Beta-Amino Ester Chemistry for Dynamic Material Design.” POLYMER CHEMISTRY 13 (14): 2008–18. https://doi.org/10.1039/d2py00026a.
Chicago author-date (all authors)
Holloway, Joshua, Christian Michael Taplan, and Filip Du Prez. 2022. “Combining Vinylogous Urethane and Beta-Amino Ester Chemistry for Dynamic Material Design.” POLYMER CHEMISTRY 13 (14): 2008–2018. doi:10.1039/d2py00026a.
Vancouver
1.
Holloway J, Taplan CM, Du Prez F. Combining vinylogous urethane and beta-amino ester chemistry for dynamic material design. POLYMER CHEMISTRY. 2022;13(14):2008–18.
IEEE
[1]
J. Holloway, C. M. Taplan, and F. Du Prez, “Combining vinylogous urethane and beta-amino ester chemistry for dynamic material design,” POLYMER CHEMISTRY, vol. 13, no. 14, pp. 2008–2018, 2022.
@article{8758672,
  abstract     = {{This study combines vinylogous urethane (VU) and beta-amino ester chemistry for the synthesis of covalent adaptable networks (CANs). The resulting CANs are synthesised using a range of diacetoacetates and commercially available diacrylates along with tris(2-aminoethyl)amine, which functions as both amine and crosslinker. The CANs are extensively analysed to determine both their thermal and rheological properties. Several re-processable elastomeric materials are obtained, thanks to the use of polypropylene glycol-containing diacetoacetates of varying molecular weights and are analysed in more detail and compared with VU and amino-ester reference materials. Frequency sweep measurements show no noticeable drop in storage modulus of these CANs between 100-180 degrees C, indicating a maintained crosslink density. The elastomeric CANs are recycled multiple times, exhibiting no clear loss of dynamic behaviour or any obvious side-reactions.}},
  author       = {{Holloway, Joshua and Taplan, Christian Michael and Du Prez, Filip}},
  issn         = {{1759-9954}},
  journal      = {{POLYMER CHEMISTRY}},
  keywords     = {{COVALENT ADAPTABLE NETWORKS,POLYMER NETWORKS,INTERNAL CATALYSIS,CROSS-LINKING,VITRIMERS,TRANSALKYLATION,POLYETHYLENE,THERMOSETS,ULTRAFAST,EXCHANGE}},
  language     = {{eng}},
  number       = {{14}},
  pages        = {{2008--2018}},
  title        = {{Combining vinylogous urethane and beta-amino ester chemistry for dynamic material design}},
  url          = {{http://doi.org/10.1039/d2py00026a}},
  volume       = {{13}},
  year         = {{2022}},
}

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