Polymerization of (p-vinylphenyl)hydrogalvinoxyl and formation of a stable polyradical derivative

Synthesis and Charge–Discharge Studies of Poly(ethynylphenyl)galvinoxyles and Their Use in Organic Radical Batteries with Aqueous Electrolytes

“…Like most triphenylmethane derivatives, galvinoles also possess intense coloration, which changes according to the pH value of the solution. The yield of this synthesis is with 56% again comparable to the reported literature examples of hydrogalvinoxyles . In contrast to the monosubstituted galvinoles, no double‐substituted galvinol with vinyl groups is known so far.…”

“…(4‐Bromo‐2,6‐di‐ tert ‐butylphenoxy)trimethylsilane was treated first with n ‐BuLi followed by an addition of alkyne 1 and a deprotection of the TMS group during the alkaline purification step to form ( p ‐ethynylphenyl)hydrogalvinoxyl 4 (Scheme ). The yield of this synthesis is comparable to the synthesis of other reported galvinoxyles . In comparison to the synthesis of ( p ‐vinylphenyl)hydrogalvinoxyl, ( p ‐ethynylphenyl)hydrogalvinoxyl 4 is more efficient to synthesize, because only two reaction steps are required instead of four for the styrene derivative.…”

“…Galvinoxyles have so far been synthesized with different substituents and polymerizable groups, but only the styrene‐based poly[( p ‐vinylphenyl)galvinoxyl] has been applied as anode material for ORBs . Apart from being employed in ORBs, galvinoxyles have also been used as building component for purely organic magnetic materials and for their optical and magnetic properties in general .…”

“…Apart from being employed in ORBs, galvinoxyles have also been used as building component for purely organic magnetic materials and for their optical and magnetic properties in general . Because galvinoxyles are stable, persistent, and easy to handle radicals, they have been frequently used for their magnetic properties …”

Assorted Phenoxyl-Radical Polymers and Their Application in Lithium-Organic Batteries

“…A 1 m solution of LiPF 6 in propylene carbonate was used as electrolyte. The rate of n C corresponds to a full charge/discharge in 1/ n h. ESR‐measurements performed beforehand revealed a radical content for the norbornene‐polymers of ≈80% (Table S1, Supporting Information), which is in accordance with the reported values . Further purification attempts to achieve a higher radical‐concentration were unsuccessful.…”