Scalable synthesis of multivalent macromonomers for ROMP

Hung V.T. Nguyen, Nolan M. Gallagher, Farrukh Vohidov, Yivan Jiang, Ken Kawamoto, Hui Zhang, Jiwon V. Park, Zhihao Huang, M. Francesca Ottaviani, Andrzej Rajca, Jeremiah A. Johnson

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The polymerization of functional monomers provides direct access to functional polymers without need for postpolymerization modification; however, monomer synthesis can become a bottleneck of this approach. New methods that enable rapid installation of functionality into monomers for living polymerization are valuable. Here, we report the three-step convergent synthesis (two-step longest linear sequence) of a divalent exo-norbornene imide capable of efficient coupling with various nucleophiles and azides to produce diversely functionalized branched macromonomers optimized for ring-opening metathesis polymerization (ROMP). In addition, we describe an efficient iterative procedure for the synthesis of tri- and tetra-valent branched macromonomers. We demonstrate the use of these branched macromonomers for the synthesis of Janus bottlebrush block copolymers as well as for the generation of bottlebrush polymers with up to three conjugated small molecules per repeat unit. This work significantly expands the scalability and diversity of nanostructured macromolecules accessible via ROMP.

Original languageEnglish (US)
Pages (from-to)472-476
Number of pages5
JournalACS Macro Letters
Volume7
Issue number4
DOIs
StatePublished - Apr 17 2018

Fingerprint

Ring opening polymerization
Monomers
Imides
Functional polymers
Nucleophiles
Living polymerization
Azides
Macromolecules
Block copolymers
Scalability
Polymers
Polymerization
Molecules

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Nguyen, H. V. T., Gallagher, N. M., Vohidov, F., Jiang, Y., Kawamoto, K., Zhang, H., ... Johnson, J. A. (2018). Scalable synthesis of multivalent macromonomers for ROMP. ACS Macro Letters, 7(4), 472-476. https://doi.org/10.1021/acsmacrolett.8b00201

Scalable synthesis of multivalent macromonomers for ROMP. / Nguyen, Hung V.T.; Gallagher, Nolan M.; Vohidov, Farrukh; Jiang, Yivan; Kawamoto, Ken; Zhang, Hui; Park, Jiwon V.; Huang, Zhihao; Ottaviani, M. Francesca; Rajca, Andrzej; Johnson, Jeremiah A.

In: ACS Macro Letters, Vol. 7, No. 4, 17.04.2018, p. 472-476.

Research output: Contribution to journalArticle

Nguyen, HVT, Gallagher, NM, Vohidov, F, Jiang, Y, Kawamoto, K, Zhang, H, Park, JV, Huang, Z, Ottaviani, MF, Rajca, A & Johnson, JA 2018, 'Scalable synthesis of multivalent macromonomers for ROMP', ACS Macro Letters, vol. 7, no. 4, pp. 472-476. https://doi.org/10.1021/acsmacrolett.8b00201
Nguyen HVT, Gallagher NM, Vohidov F, Jiang Y, Kawamoto K, Zhang H et al. Scalable synthesis of multivalent macromonomers for ROMP. ACS Macro Letters. 2018 Apr 17;7(4):472-476. https://doi.org/10.1021/acsmacrolett.8b00201
Nguyen, Hung V.T. ; Gallagher, Nolan M. ; Vohidov, Farrukh ; Jiang, Yivan ; Kawamoto, Ken ; Zhang, Hui ; Park, Jiwon V. ; Huang, Zhihao ; Ottaviani, M. Francesca ; Rajca, Andrzej ; Johnson, Jeremiah A. / Scalable synthesis of multivalent macromonomers for ROMP. In: ACS Macro Letters. 2018 ; Vol. 7, No. 4. pp. 472-476.
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