Electrografting via Diazonium Chemistry: The Key Role of the Aryl Substituent in the Layer Growth Mechanism | Zendy

Thibaud Menanteau | Zendy; Marylène Dias | Zendy; Eric Levillain | Zendy; Alison J. Downard | Zendy; Tony Breton | Zendy

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Electrografting via Diazonium Chemistry: The Key Role of the Aryl Substituent in the Layer Growth Mechanism

Author(s) -

Thibaud Menanteau,

Marylène Dias,

Eric Levillain,

Alison J. Downard,

Tony Breton

Publication year - 2016

Publication title -

the journal of physical chemistry c

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.401

H-Index - 289

eISSN - 1932-7455

pISSN - 1932-7447

DOI - 10.1021/acs.jpcc.5b12565

Subject(s) - chemistry , quartz crystal microbalance , substituent , aryl , x ray photoelectron spectroscopy , photochemistry , aryl radical , glassy carbon , diazonium compounds , electrophile , polymer chemistry , electrochemistry , polymerization , organic chemistry , alkyl , chemical engineering , polymer , adsorption , catalysis , cyclic voltammetry , electrode , engineering

International audience

A series of diazonium salts bearing different para substituents was used to functionalize glassy carbon (GC) and pyrolyzed photoresist film (PPF) under electrografting conditions in the absence and presence of the radical scavenger diphenyl-1-picrylhydrazyl (DPPH). Depositions were monitored by electrochemical quartz crystal microbalance (EQCM) and the grafted layers were analyzed by atomic force microscopy (AFM) and X-ray photoelectron spectroscopy (XPS). DPPH was used to selectively suppress film growth by radical coupling and thereby to reveal the existence of secondary mechanisms involved in the polymerization. Differences in grafting behaviors between various diazonium ion derivatives can be explained by the influence of the para substituent’s electronic properties on the electrophilic aromatic substitutions of diazonium ions on already grafted aromatic groups.

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