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Sixth Lesson Sixth Lesson. Surface properties Surface properties.

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Presentation on theme: "Sixth Lesson Sixth Lesson. Surface properties Surface properties."— Presentation transcript:

1 Sixth Lesson Sixth Lesson

2 Surface properties Surface properties

3 TREATMENT BY SPECIFIC FLUORNATED COMPONDS ON TEXTILES, FIBER, LEATHER, PAPER, AND OTHERS GIVES ADDED VALUES OF WATER AND OIL REPELLENCY, STAIN RESISTANCE, AND SOIL RELEASE ABILITY

4 The surface tension of the perfluoroalkyl group [Rf group : -(CF 2 CF 2 ) n CF 3 ] is the lowest of all solids on the earth SURFACE TENSION n-Perfluoroheptane PFC-HC co-polymers

5 PFOS PERFLUOROOCTANE SULFONATE Potassium salt Acid or amide

6 USI DEI DERIVATI DEL PFOS Individuare nuovi prodotti e nuove metodologie

7 PFOS AS ENVARIONMENTAL RISK Data extracted from the Swedish Chemical Inspectorate (Keml) and EPA Dossier August 2004

8 LABILE COATING Via PFOS F SO 2 NH 2 F F F F F H2O Legame fisico debole Tessuto da trattare Idrorepellenza temporanea

9 Trattamenti superficiali a base di prodotti fluorurati: Nuove opportunità

10 TENSIONE SUPERFICIALE

11 Perfluoroalkyl chains give water and oil repellency and soil release ability Alkyl acrylate chains give the ability to form a film and maintain softness Vinyl chloride and crosslinking monomer gives durability. FLUORINATED COPOLYMER AS FABRIC COMPONENTS

12 Treatment with Fluoropolymers: perfluoroalkyl groups [R f group: -(CF 2 CF 2 ) n CF 3 ] cover the surface of the fiber FLUORINATION OF FIBERS SURFACE

13 BOTH OF TREATMENTS WITH SILICONE AND FLUOROPOLYMERS CAN REPELLE WATER AND SAUCE, BUT ONLY TREATMENT WITH FLUOROPOLYMERS CAN COMPLETELY REPELLE OIL

14 FLUOROPOLYMER S SURFACE TENSION (10MN/M) IS LOWER THAN THAT OF OIL (20MN/M), ENABLING IT TO REPELL OIL

15 AFTER TREATMENT WITH SR AGENT, THE CLOTH IS OIL STAIN RESISTANT. IF STAINED, ORDINARY WASHING PROCEDURE WILL REMOVE THE STAIN COMPLETELY

16 BEFORE WASHING, PERFLUOROALKYL GROUPS [R F GROUP : -(CF 2 CF 2 ) N CF 3 ] ORIENT TO THE SURFACE AND REPELLE OIL STAINS. AND DURING WASHING, R F GROUP AND HYDROPHILIC GROUPS CHANGE PLACES(FLIP-FLOP), MAKING IT EASY TO RELEASE OIL STAINS

17 Trattamenti superficiali a base di prodotti fluorurati: Nuove opportunità

18 COSTRUIRE UN TESSUTO CARATTERIZZATO DA MIGLIORATE PROPRIETÀ BARRIERA

19 TRATTAMENTI SUPERFICIALI DI FINITURA

20 COATED / LAMINATED FABRIC COATED / LAMINATED FABRIC H 2 O liq. H2O vap.

21 MICROFIBER FABRIC

22 VALUTARE IL POTERE BARIERA

23 LABILE COATING Via PFOS F SO 2 NH 2 F F F F F H2O Legame fisico debole Tessuto da trattare Idrorepellenza temporanea

24 I TELOMERI FLUORURATI SONO UN ALTERNATIVA SCELTA DA MOLTI

25 FFFFFF COATING IDROLITICAMENTE STABILE H2O Legame Chimico Stabile Tessuto da trattare Idrorepellenza permanente

26 Perfluorodiacyl Peroxides SYNTHESIS C. Corvaja, A. Famulari, L. Franco, M. Galimberti, P. Metrangolo, W. Navarrini, G. Resnati, M. Sansotera, Chem. Today, 2006, 24, 3, Perfluorodi-n-butyryl Peroxide 50% Perfluorodi-iso-butyryl Peroxide 70% Perfluorodipropionyl Peroxide 30% Yields Perfluoro-di-2-sulphonyl-propionyl Peroxide 50% Electron Paramagnetic Resonance Hyperfine Coupling Constants (Gauss) 87,8; 11,4 70,2; 19,7 86,4; 16,5; 3,3 70,8 ; 17,1 THERMOLYSIS Fluoropolymer 2010, June 2010, Meze, France

27 Perfluoroalkylation of Aromatic Substrates G. Resnati, I. Wlassics, M. Sansotera, P. Metrangolo, W. Navarrini, Chem. Today, 2007, 25, 3, Thermolytic Initiation Electron Transfer Propagation Carbocation Aromatization REACTION MECHANISM 64%68%39% 96% (4%) a 69% (31%) a 89% (4%) a 86%97%95% Yields ProductAr-H a. Yields of benzylic by-products. The reaction has been confirmed by: - GC-MS analyses; - 1 H-NMR and 19 F-NMR analyses. 19 th International Symposium on Fluorine Chemistry, Jackson Hole, USA 2009

28 Perfluoroalkyl radicals are able to link covalently the unsaturated moieties. Perfluoroalkylation of Carbon Black It is formed by polycyclic structured aggregates with several functional groups at the edge. Carbon Black Fluoropolymer 2010, June 2010, Meze, France Perfluorodiacyl Peroxides Perfluoropolyether Peroxides W. Navarrini, M. Sansotera, P. Metrangolo, P. Cavallotti, G. Resnati., PCT WO 2009/ A1

29 Perfluoroalkylation of Carbon Black CONTACT ANGLE CHARACTERIZATION Peroxide Treated Carbon (x 10 2 mmol sup /m 2 ) Contact Angle Untreated Carbon Not stable Perfluorodipropionyl Peroxide 1,617° 3,280° 8,0138° Perfluorodi-iso-butyryl Peroxide 1,6137° 3,2139° 8,0134° Perfluorodi-n-butyryl Peroxide 1,656° 3,2157° Perfluorodi-2fluorosulphonyl-propionyl Peroxide 3,231° Z-Fomblin Peroxide 0,14140° 0,46180° 0,86180° 2 sec 4 sec 6 sec 8 sec Untreated Carbon Perfluorodipropionyl Peroxide Perfluorodi-iso-butyryl Peroxide Perfluorodi-n-butyryl Peroxide Z-Fomblin Peroxide 19 th International Symposium on Fluorine Chemistry, Jackson Hole, USA 2009

30 Perfluoroalkylation of Carbon Black CONTACT ANGLE CHARACTERIZATION Fluoropolymer 2010, June 2010, Meze, France M. Sansotera, W. Navarrini, G. Resnati, A. Famulari, C.L. Bianchi, P.A. Guarda, Carbon, submitted HYSTERESIS ARCA Measurements The difference between the advancing (Adv-CA) and receding (Rec-CA) contact angle values. Range: (8-20 μ l) CA Hysteresis (°) PFPE CF

31 Applications of Perfluoroalkylated Carbon Black in Fuels Cells Fluoropolymer 2010, June 2010, Meze, France Membrane Anodic Catalytic Layer Cathodic Catalytic Layer Microporous Layer (MPL) and Gas Diffusion Layer (GDL) Microporous Layer (MPL) and Gas Diffusion Layer (GDL) Bipolar plates Ionomeric Membranes Perfluorosulphonic Polymers The addition of fluorinated polymers, acting as binders, stabilizes the catalyst particles on the membrane. Strato macroporoso ?m GAS DIFFUSION LAYER μm Stratomicroporoso ?m MICROPOROUS LAYER 10-30μm Strato catalitico 10-50?m CATALYTIC LAYER (CL) 5-10μm MPL Electric contact between GDL and CL Barrier to water produced at cathode GDL Homogeneous gas diffusion on CL Water removal from CL Electric contact between CL and bipolar plate

32 Applications of Perfluoroalkylated Carbon Black in Fuels Cells Fluoropolymer 2010, June 2010, Meze, France Cell Voltage (V) Current Density (mA/cm 2 )1000 Theoretical EMF or Ideal Voltage Activation Polarization (Reaction Rate Loss) Ohmic Polarization (Resistance Loss) Concentration Polarization (Gas Transport Loss) Operation Voltage Curve Generalized Polarization (Kinetic) Loss Equation

33 Applications of Perfluoroalkylated Carbon Black in Fuels Cells Fluoropolymer 2010, June 2010, Meze, France GAS DIFFUSION LAYER (GDL) Treatment to increase the Hydrophobicity Typically a PTFE coating 5-30% wt CARBON FIBER TISSUE PTFE 10% wt

34 Applications of Perfluoroalkylated Carbon Black in Fuels Cells Fluoropolymer 2010, June 2010, Meze, France FUEL CELL TEST GAS DIFFUSION LAYER (GDL) Preliminary Results Open Circuit Voltage 0.94 V (Good Performance: OCV > 0.9 V) PFPE 0.24% wt Covalently Linked to GDL

35 Synthesis and characterization of environmental friendly fluorosilicone reactive polymeric coatings based on Perfluorinated alkylic chains. These fluorosilicone compounds as a functional material have excellent properties imparted by both fluorine and silicon. Fluoro-silicon coupling agents were found to have high modification ability, in particular: UV-transparency, antireflective films, water and oil repellency on various surfaces. Wet out cause damp,clammy feeling Water bead off CA(Water):103±1 deg CA(Water):42±3 deg Before treatment After treatment 7) Perfluorinated alkylic chains fluorosilicone coating PROJECTS UNDER DEVELOPMENT Parma - Marzo 2012

36 Functionalized Carbon Black Li-Batteries Applications of Perfluoroalkylated Carbon Black Fluoropolymer 2010, June 2010, Meze, France OPV Solar Cells Plastomeric and Elastomeric Fluoropolymer Fillers Supercapacitors Chromatography


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