Organic Photoredox Catalyst

Technology description

The name of the technology: Organic Photoredox Catalyst
Challenge: Visible light photoredox catalysis has gained prominence orchestrating challenging chemical transformations under mild reaction conditions. Iridium and ruthenium complexes belong to a
prominent group of organometallic photoredox catalysts (PCs) that were employed in light controllable radical polymerization, decarboxylative arylation or acylation, and fluoroalkylation of organic compounds. The rapid establishment of these metal complexes as practical PCs leveraged their well studied photophysical and photoredox properties, which in turn have enabled their
incorporation in a range of applications. However, iridium and ruthenium are precious metals and amongst the rarest elements on earth, escalating their costs and presenting concerns related to sustainability and scalability, driving the need to realise new PCs incorporating non-precious metals or to develop entirely organic replacements.
Description: The present invention relates to a new straightforward synthetic route to pyrazine-2,3-dicarbonitrile (DCP) derivatives bearing 5-alkoxythiophen-2-yl substituents attached at positions 5 and 6, and
their utilisation as catalysts in photoredox reactions. Despite simple in structure, the DCP derivative possesses properties well-tailored towards photoredox catalysis. Namely, its absorption maxima almost perfectly overlap the white/blue LED emission maxima, a common light source used in photoredox catalysis. With the oxidation/reduction potentials of its excited state within the range of -1.17 to 1.42 V, the DCP catalysts is capable to oxidize/reduce variety of organic substrates.
Commercial opportunity: The new synthetic route for the organic PC, yielding high amounts of the PC using less expensive,
less toxic, more available, and highly stable reactants. Higly efficient and readily available purely
organic PC with manifold possible applications and reasonable price.
IP protection status: PCT application was filed in April 2018.
Development status:

Phase 3

Corresponds with TRL 5 and TRL 6

Technology validation and implementing it in real environment. Testing the technology outside of the laboratory and its adjustment to external conditions.

  • TRL 5 represents a state where the results of the real environment tests are known and there is an idea of how to deal with the problems found (if any)
  • TRL 6 is a state where a fully functional prototype already exists and is capable of fulfilling all its functions
Partnering strategy: Collaboration licensing
More information: Photoredox catalyst is now commercially available at company SANTIAGO (examples of usage are attached as a picture).
Keywords: acylation arylation catalyst fluoroalkylation photoredox reactions polymerization
Categories: Theoretical and Applied Physics & Chemistry
Owner of a technology: Univerzita Pardubice
Institution: University of Pardubice
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