Approaches for improving the sustainability of conjugated polymer synthesis using direct arylation polymerization (DArP)

Direct arylation polymerization (DArP) provides a more sustainable alternative to conventional methods for conjugated polymer synthesis, such as Stille-Migita or Suzuki-Miyura polymerizations. DArP proceeds through a C-H activation pathway, allowing for a reduction in the synthetic steps needed to a...

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Bibliographic Details
Published inPolymer chemistry Vol. 11; no. 3; pp. 63 - 64
Main Authors Pankow, Robert M, Thompson, Barry C
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 21.01.2020
Subjects
Catalysts
Chemical synthesis
Polymer chemistry
Polymerization
Polymers
Reagents
Solvents
Sustainability
Transition metals
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Summary:Direct arylation polymerization (DArP) provides a more sustainable alternative to conventional methods for conjugated polymer synthesis, such as Stille-Migita or Suzuki-Miyura polymerizations. DArP proceeds through a C-H activation pathway, allowing for a reduction in the synthetic steps needed to access the monomer, since the installation of a transmetallating reagent, such as an organostannane or organoboron, is not required. However, compared to small-molecule synthesis, the prevalent conditions employed for DArP still require hazardous or unsustainably sourced reaction components, such as the solvent and transition-metal catalyst. This mini-review highlights recent work on the implementation of sustainable solvents, transition metal catalysts, and overall polymerization methods for DArP. The extension of small-molecule direct arylation conditions towards polymer synthesis is also discussed, along with the associated challenges, mechanistic considerations, and outlook for future work. Emerging strategies to enhance the sustainability of Direct Arylation Polymerization (DArP) are discussed, illustrating the great potential of this method.
Bibliography:Barry C. Thompson earned a BS in Chemistry and Physics at the University of Rio Grande (2000) in Ohio. He earned a Ph.D. in Chemistry at the University of Florida (2005) working with Prof. John Reynolds as an NSF Fellow, focusing on the design and synthesis of conjugated polymers. Barry then moved to Prof. Jean Fréchet's lab at UC Berkeley as an ACS-PRF Postdoctoral Fellow. Barry then moved to the University of Southern California, Department of Chemistry and Loker Hydrocarbon Research Institute as an Assistant Professor in 2008 and he was promoted to Associate Professor with Tenure in 2015.
Robert M. Pankow was born in Albuquerque, New Mexico. He received his B.A. in chemistry from the University of California, Santa Barbara, in 2012 under the mentorship of Prof. R. Daniel Little. He began his graduate studies in the laboratory of Prof. Katsu Ogawa at the California State University, Northridge, where he received his M.S. in chemistry in 2015. Currently, he is performing his Ph.D. studies under the guidance of Prof. Barry C. Thompson at the University of Southern California. His research is focused on the design and synthesis of functional organic materials, polymer synthesis, sustainable chemistry, and organic electronics.
ISSN:1759-9954
1759-9962
DOI:10.1039/c9py01534e