Radical copolymerization of novel trifluorovinyl ethers with ethyl vinyl ether and vinyl acetate: Estimating reactivity ratios and understanding reactivity behavior of the propagating radical

Lousenberg, Robert D.; Shoichet, Molly S.

doi:10.1002/(sici)1099-0518(20000415)38:8<1344::aid-pola19>3.0.co;2-d

Cited by 7 publications

(5 citation statements)

References 10 publications

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“…Fluorinated polymers have demonstrated many properties that are desirable in coatings, for example, excellent hydrophobicity and oleophobicity, low coefficients of friction, excellent chemical resistance, and good weatherability. − Conventional fluoropolymer coatings, e.g., poly(tetrafluoroethylene) (PTFE) and poly(vinylidene fluoride) (PVDF), besides their high cost, are generally difficult to process. Recently developed perfluoropolyethers (PFPEs) , and copolymers of fluoroethylene and alkyl vinyl ether (FEVE) , can be soluble in organic solvents and have shown some promising properties, but the synthesis and the high cost due to the high fluorine content remain a big challenge.…”

Section: Introductionmentioning

confidence: 99%

“…[1][2][3][4][5] Conventional fluoropolymer coatings, e.g., poly(tetrafluoroethylene) (PTFE) and poly-(vinylidene fluoride) (PVDF), besides their high cost, are generally difficult to process. Recently developed perfluoropolyethers (PFPEs) 6,7 and copolymers of fluoroethylene and alkyl vinyl ether (FEVE) 8,9 can be soluble in organic solvents and have shown some promising properties, but the synthesis and the high cost due to the high fluorine content remain a big challenge.…”

Section: Introductionmentioning

confidence: 99%

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Low Surface Energy Polymeric Films from Solventless Liquid Oligoesters and Partially Fluorinated Isocyanates

et al. 2002

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Partially fluorinated isocyanates were synthesized from hexamethylene diisocyanate (HDI) and an HDI trimer (Desmodur N3300). The perfluoroalkyl group (Rf) was C6F13 or C8F17, and the ratio between Rf and the isocyanate group (NCO) was 1/99 in the case of HDI or 1/49 in the case of N3300. Polymeric films with surface energies as low as 10 mN/m were obtained from mixtures of these partially fluorinated isocyanates and a previously reported hydroxyl-end-capped solventless liquid oligoester. Contact angles of water and hexadecane reached 120° and 80°, respectively, when less than 1 wt % of fluorine was present in the films. The surface enrichment of fluorine-containing species was confirmed by X-ray photoelectron spectroscopy (XPS) investigations. At a fluorine concentration of 0.5−1.0 wt %, the surface F/C atomic ratio (at a 15° takeoff angle) was greater than 1; the surface enrichment factor of fluorine was up to 600. The topological structures of the polymeric films were recorded by an atomic force microscope under tapping mode. While the height images indicated that the surface was smooth at the nanometer scale in a 1 μm × 1 μm area, the phase images revealed that fluorine-enriched domains were present at the surface. As the fluorine concentration increased, the fluorine-enriched domains grew from tiny spots (2−3 nm) to larger round domains (15−25 nm in diameter). The low surface energies of the films could be ascribed to the strong surface segregation of fluorinated species.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Low Surface Energy Polymeric Films from Solventless Liquid Oligoesters and Partially Fluorinated Isocyanates

et al. 2002

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“…Polymers with perfluoroalkyl (R f ) groups have surface characteristics that differ greatly from those of comparable hydrogenated structures: for example, excellent chemical and thermal stability, 1,2 non-adhesive properties, 3 low friction coefficients, 4,5 low surface free energies, 6 and non-fouling behavior. 7 Until now, fluoropolymers with R f groups have been extensively and vigorously studied in various research fields and applied as very meaningful and valuable chemicals in industry.…”

Section: Introductionmentioning

confidence: 99%

Effect of supercritical carbon dioxide on molecular aggregation states of side chains of semicrystalline poly{2-(perfluorooctyl)ethyl acrylate} brush thin films

et al. 2013

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“…Fluoropolymers6 and semifluorinated molecules7 offer many properties desirable in coatings, such as high thermal stability, chemical and oxidative resistance,8, 9 low refractive indices,10, 11 and substantial hydrophobicity. The hydrophobic nature reflects low values of cohesive energy density and surface energy 12, 13.…”

Section: Introductionmentioning

confidence: 99%

“…4 One of the most popular strategies for designing films with low surface energy is to incorporate fluorine into the polymers that comprise the coating. 5 Fluoropolymers 6 and semifluorinated molecules 7 offer many properties desirable in coatings, such as high thermal stability, chemical and oxidative resistance, 8,9 low refractive indices, 10,11 and substantial hydrophobicity. The hydrophobic nature reflects low values of cohesive energy density and surface energy.…”

Section: Introductionmentioning

confidence: 99%

Photopolymerized low‐surface‐energy coatings based on a novel fluorinated ether acrylate

Shemper

Mathias

2004

J of Applied Polymer Sci

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ABSTRACT:The synthesis, characterization, and polymerization of a perfluoroalkyl ether substituted methacrylic acid (C8F7) were investigated. C8F7 was photopolymerized at different temperatures, higher double-bond conversions being achieved at higher polymerization temperatures. The polymerization rates were fast in comparison with those of typical methacrylate esters. Thermogravimetric analysis of the obtained polymers showed thermal stabilities up to 270 -290°C. The initial degradation at 200°C involved the loss of water and the partial loss of the perfluoroalcohol via the intramolecular formation of anhydride and lactone groups. The surface properties of coatings obtained with C8F7 coatings on various substrates were evaluated with water and hexadecane contact-angle measurements, which confirmed that low-surface-energy polymeric coatings were obtained.

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Radical copolymerization of novel trifluorovinyl ethers with ethyl vinyl ether and vinyl acetate: Estimating reactivity ratios and understanding reactivity behavior of the propagating radical

Cited by 7 publications

References 10 publications

Low Surface Energy Polymeric Films from Solventless Liquid Oligoesters and Partially Fluorinated Isocyanates

Low Surface Energy Polymeric Films from Solventless Liquid Oligoesters and Partially Fluorinated Isocyanates

Effect of supercritical carbon dioxide on molecular aggregation states of side chains of semicrystalline poly{2-(perfluorooctyl)ethyl acrylate} brush thin films

Photopolymerized low‐surface‐energy coatings based on a novel fluorinated ether acrylate

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