A versatile route for surface modification of carbon, metals and semi-conductors by diazonium salt-initiated photopolymerization

Gam‐Derouich, Sarra; Mahouche‐Chergui, Samia; Turmine, Mireille; Piquemal, Jean‐Yves; Hassen‐Chehimi, D. Ben; Omastová, Mária; Chehimi, Mohamed M.

doi:10.1016/j.susc.2011.06.029

Cited by 40 publications

(32 citation statements)

References 37 publications

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“…The surface chemistry of aryl diazonium salts has progressed at a remarkable pace since the last two decades, and opened so many new and innovative avenues in surface science in general and in materials engineering, in particular. Of relevance to the present paper, these compounds were demonstrated to be efficient coupling agents and offered various pathways to graft polymers through a broad range of substrates using a variety of surface‐confined polymerization methods, namely: atom transfer radical polymerization (ATRP), reversible addition–fragmentation chain transfer polymerization (RAFT), radical photopolymerization, iniferter ( ini tiator‐trans fer ‐ ter minator), anionic polymerization, electropolymerization, , and chemical or photochemical oxidative polymerization of conjugated monomers.…”

Section: Introductionmentioning

confidence: 99%

Diazonium salts for surface-confined visible light radical photopolymerization

Bakas

Yılmaz

Ait-Touchente

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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The surface chemistry of aryl diazonium salts has progressed at a remarkable pace in the last two decades, and opened many avenues in materials science. These compounds are excellent coupling agents for polymers to surfaces via several surface‐confined polymerization methods. For the first time, we demonstrate that diazonium salts are efficient for surface initiating radical photopolymerization in the visible light of methyl methacrylate (MMA) and 2‐hydroxyethyl methacrylate (HEMA) taken as model monomers. To do so, 4‐(dimethylamino)benzenediazonium salt was electroreduced on gold plates or flexible ITO sheets to provide 4‐(dimethylamino)phenyl (DMA) hydrogen donor layers; while excited state camphorquinone acted as the free hydrogen abstractor. In the same way, we co‐polymerized HEMA and MMA with ethylene glycol dimethacrylate in order to obtain crosslinked polymer grafts. We demonstrate by XPS that gold was efficiently screened by the polymer layers and that the wettability of the surfaces accounts for the hydrophilic or hydrophobic characters of the tethered polymers. Homo‐ and crosslinked PMMA grafts were found to resist removal by the paint stripper methyl ethyl ketone. The grafted DMA/camphorquinone system operating in the visible light holds great promises in terms of adhesion of in situ designed continuous or patterned polymer coatings on various substrates. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 3506–3515

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Section: Introductionmentioning

confidence: 99%

Diazonium salts for surface-confined visible light radical photopolymerization

Bakas

Yılmaz

Ait-Touchente

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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“…Diazonium salt compounds are able to modify the surface of various substrates, and unlike self‐assembled monolayers, which react with the OH groups of the oxidized metal surface, diazonium compounds can form covalent bonds with the metal itself . Diazonium can be grafted onto surfaces using electrochemical, ultrasonic, photochemical or chemical methods . Chemical grafting is particularly attractive due to its simplicity and versatility.…”

Section: The Bond Strengths Between Dental Alloys (Ti and Cocr) And Pmentioning

confidence: 99%

Biocompatibility and Durability of Diazonium Adhesives on Dental Alloys

Oweis

Algizani

Mezour

et al. 2020

Journal of Prosthodontics

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Purpose A new type of diazonium‐based adhesive has been recently developed by our team to bind dental alloys (Titanium, stainless steel, and cobalt chromium) to dental polymers. Here, we explored the endurance of the resulting adhesive after thermal‐cycling and autoclave aging. Materials and Methods Polished samples of titanium (Ti), stainless steel (SS) and cobalt chromium (Co‐Cr) were coated with a diazonium‐based adhesive. Untreated samples served as controls (n = 12 per each condition). X‐ray photoelectron spectroscopy (XPS) was performed to characterize the elemental compositions of the different surfaces. Biocompatibility of the coated alloys was assessed with human gingival fibroblasts (HGF). Inductively coupled plasma (ICP) and total organic carbon (TOC) analyses were used to quantify the ions and organic matters released from the diazonium coated alloys. Endurance of the adhesives was assessed by exposing the samples to autoclaving and thermal‐cycling. The tensile strength of the poly(methylmethacrylate) (PMMA)‐alloy bond was also tested. Results Results of mechanical testing demonstrated a higher endurance of the coated CoCr, Ti, and SS compared to the uncoated alloys. The human fibroblasts cultured on the substrates remained alive and metabolically active, and the coatings did not release significant amounts of toxic chemicals in solutions. Conclusions The results further support the use of diazonium‐based adhesives as new coupling agents for dental applications.

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“…Different ways (phenanthroline, amine, reactive silane or alkyne azide chemistry) are suitable for grafting process [30][31][32]. Aryldiazonium salts have been successfully grafted on many materials such as carbon, metal, semi-conductor and polymers [33,34]. The grafted aryl layers have proved efficient in sensing devices dedicated to metal ion [30,35], protein [36][37][38] and DNA detection [37].…”

Section: Introductionmentioning

confidence: 99%

“…Surface modification by reaction with aryldiazonium salt requires generating an aryl radical that bonds to the surface. This aryl radical is spontaneously obtained by electrochemical reduction or by chemical reduction (iron powder, hypophosphorous acid, sodium iodide, and ascorbic acid) but also by UV assistance, under ultrasonic frequency, thermolysis, solvolysis or microwave treatment [33,34,38]. Aryldiazonium salt is added as an isolated salt or generated directly in situ during the grafting process.…”

Section: Introductionmentioning

confidence: 99%

“…Aryldiazonium salt is added as an isolated salt or generated directly in situ during the grafting process. Depending on the experiment, aryldiazonium is dissolved in an aprotic medium with a supporting electrolyte or in an aqueous medium [34]. Although some polymer surfaces are difficult to modify, Teflon® is modified with aryldiazonium salt to obtain a polyacrylic acid film on its surface.…”

Section: Introductionmentioning

confidence: 99%

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