Surface Reactivity of Pulsed-Plasma Polymerized Pentafluorophenyl Methacrylate (PFM) toward Amines and Proteins in Solution

Francesch, Laia; Borrós, Salvador; Knoll, Wolfgang; Förch, Renate

doi:10.1021/la062422d

Cited by 41 publications

(46 citation statements)

References 33 publications

(40 reference statements)

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“…69 Recent studies found the chemical vapor deposition of functionalized [2.2]paracyclophanes resulting in reactive polymer layers that offer the potential to be functionalized afterwards, as shown in a remarkable work from Langer and coworkers 70,71 Förch and coworkers 72 demonstrated the plasma polymerization of pentafluorophenyl methacrylate (PFPMA) and they showed that the chemical reactivity of the active ester was retained during the deposition of the polymer. Reaction of the thin polymer films with amines was investigated and as an example they could show the reactions with diaminohexane and immunoglobin.…”

Section: Preparation Of Defined Reactive Thin Polymer Films Plasma Pomentioning

confidence: 99%

Synthesis of well‐defined polymeric activated esters

Théato

2008

J. Polym. Sci. A Polym. Chem.

271

260

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Monomers bearing an activated ester group can be polymerized under various controlled polymerization techniques, such as ATRP, NMP, RAFT polymerization, or ROMP. Combining the functionalization of polymers via polymeric activated esters with these controlled polymerization techniques generate possibilities to realize highly functionalized polymer architectures. Within this highlight two different research areas of activated esters in polymer science will be discussed: (i) the preparation of defined reactive polymer architectures by controlled polymerization techniques and (ii) the preparation of defined reactive thin films. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 6677–6687, 2008

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Section: Preparation Of Defined Reactive Thin Polymer Films Plasma Pomentioning

confidence: 99%

Synthesis of well‐defined polymeric activated esters

Théato

2008

J. Polym. Sci. A Polym. Chem.

271

260

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“…This allows us to extend our fabrication method to make light-responsive 31 and click-active polymer films. 32 Furthermore, films with multiple functionalities (e.g., mechanical strength, temperature-responsive swelling, photoresponsive solubility) can be made by sequentially stacking polymers. , and tert-butyl peroxide (TBPO) (98%, Aldrich) were used without further purification.…”

Section: ■ Conclusionmentioning

confidence: 99%

Ultrathin Free-Standing Polymer Films Deposited onto Patterned Ionic Liquids and Silicone Oil

2011

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We studied the vapor deposition of polymers onto the surfaces of silicone oil and imidazolium-based ionic liquids (ILs). We found that the deposition of poly(2-hydroxyethyl methacrylate) (PHEMA) and poly(N-isopropylacrylamide) (PNIPAAm) resulted in polymer particles on silicone oil whereas continuous polymer skins formed on 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6 ]), 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF 4 ]), and 1-ethyl-3-methylimidazolium tetrafluoroborate ([emim][BF 4 ]). The silicone oil and ILs were patterned onto a common substrate by exploiting their different wetting properties. Ultrathin free-standing PHEMA and PNIPAAm films of different shapes were produced by confining the shape of the IL within a wax barrier, surrounding it with silicone oil, and then depositing the polymer. The silicone oil prevented the polymer film from connecting to the underlying substrate and maintained the shape of the polymer film during deposition. Our process allows for multidimensional control over the resulting free-standing film: the area of the shape can be controlled by patterning the IL, and the thickness of the film can be controlled by adjusting the duration of polymer deposition. The films are highly pure and do not contain any residual monomer or solvent entrapment which extends their potential applications to include in vivo biomedical research. ■ INTRODUCTIONThe initiated chemical vapor deposition (iCVD) technique is a one-step, solventless free radical polymerization process that can be used to deposit a wide range of polymer films such as poly(2-hydroxyethyl methacrylate) (PHEMA), 1 poly(4-vinylpyridine) (P4VP), 2 and poly(1H,1H,2H,2H-perfluorodecyl acrylate) (PPFDA). 3 The iCVD technique is typically used to deposit polymer coatings onto solid substrates such as silicon wafers, 4 membranes, 5 wires, 6 carbon nanotubes, 7 and fibers. 8 We recently demonstrated the ability to deposit polymer coatings onto ionic liquids (ILs). 9 ILs are salts that are liquids at ambient temperatures, and they have recently attracted significant interest as environmentally friendly alternatives to traditional volatile organic solvents because they are nonvolatile, nonflammable, and can be easily recycled. 10,11 Our previous work examined the deposition of PHEMA and PPFDA in the presence of 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6 ]) droplets. We found that polymerization occurred at the vapor−IL interface and/or within the bulk IL depending on the solubility of the monomer within the IL and the reaction conditions such as the duration of deposition and stage temperature.In this paper, we use iCVD to deposit polymers onto silicone oil for the first time. We observe different polymer morphologies on the silicone oil as compared to the ILs, and we exploit this difference to fabricate ultrathin free-standing polymer films of different shapes by combining the silicone oil and ILs onto a common substrate. The generality of our fabrication method is demonstrated for multiple po...

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“…[18] Also we have described the use of pentafluophenyl methacrylate (PFM) as reactive monomer for attaching biomolecules through nucleophilic substitution. [26,28,29] Combining both ideas, here we report the development of a new platform that combines a polymeric hydrogel thin film, with controlled crosslink degree and swelling ability, with a reactive molecule (PFM) for the potential functionalization of the material with specific biologically active motifs (see Fig. 1 ).…”

Section: Introductionmentioning

confidence: 99%

Functionalized, Swellable Hydrogel Layers as a Platform for Cell Studies

Marí-Buyé

OShaughnessy

Colominas

et al. 2009

Adv Funct Materials

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This paper reports the design, synthesis and characterization of thin films as a platform for studying the separate influences of physical and chemical cues of a matrix on the adhesion, growth and final phenotype of cells. Independent control of the physical and chemical properties of functionalized, swellable hydrogel thin films was achieved using initiated Chemical Vapor Deposition (iCVD). The systematic variation in crosslink density is demonstrated to control the swelling ability of the iCVD hydrogel films based on 2-hydroxyethyl methacrylate (HEMA). At the same time, the incorporation of controllable concentrations of the active ester pentafluorophenyl methacrylate (PFM) allows easy immobilization of aminated bioactive motifs, such as bioactive peptides. Initial cell culture results with Human Umbilical Vein Endothelial Cells (HUVEC) indicated that the strategy of using PFM to immobilize a cell-adhesion peptide motif onto the hydrogel layers promotes proper HUVEC growth and enhances their phenotype.

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Surface Reactivity of Pulsed-Plasma Polymerized Pentafluorophenyl Methacrylate (PFM) toward Amines and Proteins in Solution

Cited by 41 publications

References 33 publications

Synthesis of well‐defined polymeric activated esters

Synthesis of well‐defined polymeric activated esters

Ultrathin Free-Standing Polymer Films Deposited onto Patterned Ionic Liquids and Silicone Oil

Functionalized, Swellable Hydrogel Layers as a Platform for Cell Studies

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