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Sixth Lesson.

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

1 Sixth Lesson

2 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 SURFACE TENSION PFC-HC co-polymers n-Perfluoroheptane • The surface tension of the perfluoroalkyl group [Rf group : -(CF2CF2)nCF3] is the lowest of all solids on the earth

5 PFOS PERFLUOROOCTANE SULFONATE
Potassium salt Acid or amide

6 Individuare nuovi prodotti
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 Idrorepellenza temporanea
LABILE COATING Via PFOS Tessuto da trattare Legame fisico debole F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 H2O H2O H2O Idrorepellenza temporanea H2O

9 Trattamenti superficiali a base di prodotti fluorurati:
Nuove opportunità

10 TENSIONE SUPERFICIALE

11 FLUORINATED COPOLYMER AS FABRIC COMPONENTS
• 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.

12 FLUORINATION OF FIBERS SURFACE
• Treatment with Fluoropolymers: perfluoroalkyl groups [Rf group: -(CF2CF2)nCF3] cover the surface of the fiber

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
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 [RF GROUP : -(CF2CF2)NCF3] ORIENT TO THE SURFACE AND REPELLE OIL STAINS. AND DURING WASHING, RF 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
H2O liq. H2O vap.

21 MICROFIBER FABRIC

22 VALUTARE IL POTERE BARIERA

23 Idrorepellenza temporanea
LABILE COATING Via PFOS Tessuto da trattare Legame fisico debole F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 F SO2NH2 H2O H2O H2O Idrorepellenza temporanea H2O

24 I TELOMERI FLUORURATI SONO UN’ ALTERNATIVA SCELTA DA MOLTI

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

26 Perfluorodiacyl Peroxides
SYNTHESIS Perfluorodi-n-butyryl Peroxide 50% Perfluorodi-iso-butyryl Peroxide 70% Perfluorodipropionyl Peroxide 30% Yields Perfluoro-di-2-sulphonyl-propionyl Peroxide THERMOLYSIS 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 C. Corvaja, A. Famulari, L. Franco, M. Galimberti, P. Metrangolo, W. Navarrini, G. Resnati, M. Sansotera, Chem. Today, 2006, 24, 3, Fluoropolymer 2010, June 2010, Meze, France

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

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

29 Perfluoroalkylation of Carbon Black CONTACT ANGLE CHARACTERIZATION
Peroxide Treated Carbon (x 102 mmolsup/m2) Contact Angle Untreated Carbon Not stable Perfluorodipropionyl Peroxide 1,6 17° 3,2 80° 8,0 138° Perfluorodi-iso-butyryl Peroxide 137° 139° 134° Perfluorodi-n-butyryl Peroxide 56° 157° Perfluorodi-2fluorosulphonyl-propionyl Peroxide 31° Z-Fomblin Peroxide 0,14 140° 0,46 180° 0,86 2 sec sec sec sec Untreated Carbon Perfluorodipropionyl Peroxide Perfluorodi-iso-butyryl Peroxide Perfluorodi-n-butyryl Peroxide Z-Fomblin Peroxide 19th International Symposium on Fluorine Chemistry, Jackson Hole, USA 2009

30 Perfluoroalkylation of Carbon Black
CONTACT ANGLE CHARACTERIZATION HYSTERESIS ARCA Measurements The difference between the advancing (Adv-CA) and receding (Rec-CA) contact angle values. Range: (8-20 μl) 2 4 6 8 10 CA Hysteresis (°) PFPE CF 3 0.46 0.86 M. Sansotera, W. Navarrini, G. Resnati, A. Famulari, C.L. Bianchi, P.A. Guarda, Carbon, submitted Fluoropolymer 2010, June 2010, Meze, France

31 Applications of Perfluoroalkylated Carbon Black in Fuels Cells
Ionomeric Membranes Perfluorosulphonic Polymers Membrane The addition of fluorinated polymers, acting as binders, stabilizes the catalyst particles on the membrane. Anodic Catalytic Layer Cathodic Catalytic Layer Strato catalitico 10 - 50 ? m CATALYTIC LAYER (CL) 5 μ Strato microporoso 10 - 100 ? m MICROPOROUS LAYER 30 μ Strato macroporoso 290 - 400 ? m GAS DIFFUSION LAYER 250 μ MPL Electric contact between GDL and CL “Barrier” to water produced at cathode Microporous Layer (MPL) and Gas Diffusion Layer (GDL) GDL Homogeneous gas diffusion on CL Water removal from CL Electric contact between CL and bipolar plate Bipolar plates Fluoropolymer 2010, June 2010, Meze, France

32 Applications of Perfluoroalkylated Carbon Black in Fuels Cells
0.5 1.2 Cell Voltage (V) Current Density (mA/cm2) 1000 Theoretical EMF or Ideal Voltage Ohmic Polarization (Resistance Loss) Activation Polarization (Reaction Rate Loss) Operation Voltage Curve Concentration Polarization (Gas Transport Loss) Generalized Polarization (Kinetic) Loss Equation Fluoropolymer 2010, June 2010, Meze, France

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

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

35 PROJECTS UNDER DEVELOPMENT
7) Perfluorinated alkylic chains fluorosilicone coating 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 Before treatment CA(Water):42±3 deg After treatment Water bead off CA(Water):103±1 deg Parma - Marzo 2012

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


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