Synthesis and properties of poly(3-hydroquinonylpyrrole)

Journal Article · · Chemistry of Materials; (United States)

DOI:https://doi.org/10.1021/cm00020a034· OSTI ID:6717581

Kon, A B; Foos, J S; Rose, T L ^[1]

---

1. EIC Labs Inc., Norwood, MA (United States)

Poly(3-hydroquinonylpyrrole) was synthesized by electrochemical polymerization and characterized by cyclic voltammetry and spectroelectrochemistry. The polymer was made by direct electropolymerization of the monomer and by demethylation of poly(3-(2,5-dimethoxyphenyl)pyrrole). The positive shift of over 60 mV in the oxidation potential of hydroquinone in poly(3-hydroquinonylpyrrole) compared to related substituted hydroquinones is evidence of electronic interaction between the substituent and the polypyrrole backbone. The spectroelectrochemistry revealed an absorption at 360 nm at the potential at which the hydroquinone was oxidized to quinone. For films with comparable charge storage, poly(3-quinonylpyrrole) absorbs only 15% as much light in the visible portion of the spectrum as oxidized polypyrrole. A convenient synthesis is given for a pyrrole monomer with a protected hydroquinone in the 3-position. 37 refs., 12 figs., 3 tabs.

• OSTI ID: 6717581
• Journal Information: Chemistry of Materials; (United States), Journal Name: Chemistry of Materials; (United States) Vol. 4:2; ISSN CMATEX; ISSN 0897-4756
• Country of Publication: United States
• Language: English

Related Subjects

25 ENERGY STORAGE
250903 -- Energy Storage-- Batteries-- Materials
Components
& Auxiliaries
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400400* -- Electrochemistry
ABSORPTION SPECTROSCOPY
AROMATICS
AZAARENES
AZINES
AZOLES
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CHEMISTRY
ELECTROCHEMISTRY
HETEROCYCLIC COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYMERIZATION
PYRIDINES
PYRROLES
QUINOLINES
SPECTROSCOPY
SYNTHESIS
VOLTAMETRY