.. .. , Données électrochimiques des polymères de la série M8 réalisé avec du Bu4NPF6 comme électrolyte

. , Données électrochimiques des monomères de la série M9

. , Données électrochimiques des polymères de la série M9

. , Données électrochimiques des monomères de la série M12

. , Données électrochimiques des polymères de la série M12

. , Données électrochimiques des monomères de la série M14

. , Données électrochimiques des polymères de la série M14

. , Données électrochimiques des monomères de la série M18

. , Données électrochimiques des polymères de la série M14

. , Données électrochimiques des monomères de la série M22

. , Données électrochimiques des polymères de la série M22

. , Données électrochimiques des monomères de la série M26

. , Données électrochimiques des polymères de la série M26

. , Données électrochimiques des monomères de la série M30

. , Données électrochimiques des polymères de la série M30

. , Données électrochimiques des monomères de la série M40

. , Données électrochimiques des polymères de la série M40

. , Données électrochimiques des monomères de la série M35

. , Données électrochimiques des polymères de la série M35

, Rugosités arithmétiques (nm) des polymères PEDOP-br-Cn sur 100, 200 et 400 mC

, Angles de contact apparent pour les surfaces lisses des polymères PEDOP-br-Cn déposés à 1

, Rugosités arithmétiques (nm) des polymères PEDOP-Arom sur 100, 200 et 400 mC, p.142

, Angles de contact apparent pour les surfaces lisses des polymères PEDOP-Arom déposée à

. , Rugosités arithmétiques (nm) des polymères PEDOP-OCO-Arom sur 100, 200 et 400 mC.cm2

. , Angles de contact apparent pour les surfaces lisses des polymères PEDOP-OCO-Arom déposées à 1 mC.cm-2

. , Angles de contact apparent pour les surfaces lisses des polymères PEDOP-(CH2)10-NHCOECnF2n+1 déposées à 1 mC.cm-2, Rugosités arithmétiques (nm) des polymères PEDOP-(CH2)10-NHCO-ECnF2n+1 sur 100, 200 et 400 mC.cm

. , Mesures d'énergie libre de surface selon la méthode d'Owens-Wendt et d'angles de contact dynamiques (200 mC.cm-2 ) pour la série des PEDOP-(CH2)10-NHCO-ECnF2n+1

, Rugosités arithmétiques (nm) des polymères PPy(OCn)2 sur 100, 200 et 400 mC.cm-2 .... 153 REFERENCES (1) Darmanin, T.; Guittard, F. Superhydrophobic and Superoleophobic Properties in, Nature. Mater. Today, vol.18, issue.5, pp.273-285, 2015.

. Biomater and . Sci, , vol.5, pp.800-807, 2017.

G. Cheng, M. Liao, D. Zhao, and J. Zhou, Molecular Understanding on the Underwater Oleophobicity of SelfAssembled Monolayers: Zwitterionic versus Nonionic, Langmuir, vol.2017, issue.7, pp.1732-1741

S. Amigoni, E. T. Givenchy-de, M. Dufay, F. Guittard, M. E. Buck et al., Covalent Layer-by-Layer Assembly of Water-Permeable and WaterImpermeable Polymer Multilayers on Highly Water-Soluble and Water-Sensitive Substrates, Covalent Layer-by-Layer Assembled Superhydrophobic Organic-Inorganic Hybrid Films, vol.25, pp.149-156, 2007.

S. A. Mahadik, M. S. Kavale, S. K. Mukherjee, A. V. Rao, Y. Fan et al., Effects of Expandable Graphite and Modified Ammonium Polyphosphate on the FlameRetardant and Mechanical Properties of Wood Flour-Polypropylene Composites, Leaf-like Superhydrophobic Surface: A Porous Microsphere/nanofiber Composite Film Prepared by Electrohydrodynamics. Angew. Chemie-Int, vol.2010, pp.3793-3797, 2004.

X. Wang, B. Ding, J. Yu, and M. Wang, Engineering Biomimetic Superhydrophobic Surfaces of Electrospun Nanomaterials, Nano Today, vol.6, issue.5, pp.510-530, 2011.

U. Cengiz, M. Z. Avci, H. Y. Erbil, and A. S. Sarac, Superhydrophobic Terpolymer Nanofibers Containing Perfluoroethyl Alkyl Methacrylate by Electrospinning, Appl. Surf. Sci, vol.2012, issue.15, pp.5815-5821

S. Wang, Y. Li, X. Fei, M. Sun, C. Zhang et al., Preparation of a Durable Superhydrophobic Membrane by Electrospinning Poly (Vinylidene Fluoride) (PVDF) Mixed with Epoxy-Siloxane Modified SiO2 Nanoparticles: A Possible Route to Superhydrophobic Surfaces with Low Water Sliding Angle and High Water Contac, J. Colloid Interface Sci, vol.359, issue.2, pp.380-388, 2011.

A. Ressine, D. Finnskog, G. Marko-varga, and T. Laurell, Superhydrophobic Properties of NanostructuredMicrostructured Porous Silicon for Improved Surface-Based Bioanalysis, Nanobiotechnology, vol.4, issue.1-4, pp.18-27, 2008.

D. Wang, X. Wang, X. Liu, and F. Zhou, Engineering a Titanium Surface with Controllable Oleophobicity and Switchable Oil Adhesion, J. Phys. Chem. C, issue.21, pp.9938-9944, 2010.

Y. Lai, X. Gao, H. Zhuang, J. Huang, C. Lin et al., Designing Superhydrophobic Porous Nanostructures with Tunable Water Adhesion, Adv. Mater, vol.21, issue.37, pp.3799-3803, 2009.

S. Wang, X. Feng, J. Yao, and L. Jiang, Controlling Wettability and Photochromism in a Dual-Responsive Tungsten Oxide Film. Angew. Chemie-Int, vol.45, pp.1264-1267, 2006.

S. Yang, H. Habazaki, T. Fujii, Y. Aoki, P. Skeldon et al., Control of Morphology and Surface Wettability of Anodic Niobium Oxide Microcones Formed in Hot Phosphate-glycerol Electrolytes, Electrochim. Acta, vol.56, issue.22, pp.7446-7453, 2011.

G. Sabouraud, S. Sadki, and N. Brodie, The Mechanisms of Pyrrole Electropolymerization, Chem. Soc. Rev, vol.29, issue.5, pp.283-293, 2000.

E. M. Genies, G. Bidan, and .. F. Diaz, Spectroelectrochemical Study of Polypyrrole Films, J. Electroanal. Chem. Interfacial Electrochem, pp.101-113, 1983.

Y. Qiu,

J. R. Reynolds, Electrochemically Initiated Chain Polymerization of Pyrrole in Aqueous Media, J. Polym. Sci. Part A Polym. Chem, issue.7, pp.1315-1325, 1992.

Z. S. Zhao, P. G. Pickup, and . Poly, Methylthiophene ) Films by Electrode Rotation, vol.90, pp.3097-3102, 1994.

G. G. Wallace, C. O. Too, C. J. Smail, and H. , Z. Novel Conducting Polymer-Polyelectrolyte Composites. Synth. Mater, vol.84, pp.323-326, 1997.

T. Darmanin and F. Guittard, Fluorophobic Effect for Building up the Surface Morphology of Electrodeposited Substituted Conductive Polymers, Langmuir, vol.25, issue.10, pp.5463-5466, 2009.

A. Merz, R. Schropp, E. Dötterl, I. Giurgiu, K. Zong et al., Dioxypyrrole and Dioxythiophene Based Conducting Polymers: Properties and Applications, Synth. Met, vol.2, issue.7, pp.405-406, 1995.

R. M. Walczak, J. R. Reynolds, and . Poly, The PXDOPs as Versatile yet Underutilized Electroactive and Conducting Polymers, vol.3, pp.1121-1131, 2006.

C. A. Thomas, K. Zong, P. Schottland, and J. R. Reynolds, Poly(3,4-Alkylenedioxypyrrole)s as Highly Stable Aqueous-Compatible Conducting Polymers with Biomedical Implications, Adv. Mater, vol.12, issue.3, pp.222-225, 2000.

K. Zong and J. R. Reynolds, 3,4-Alkylenedioxypyrroles: Functionalized Derivatives as Monomers for New Electron-Rich Conducting and Electroactive Polymers, J. Org. Chem, issue.21, pp.6873-6882, 2001.

G. Sönmez, I. Schwendeman, P. Schottland, K. Zong, and J. R. Reynolds, N-Substituted poly(3,4Propylenedioxypyrrole)s: High Gap and Low Redox Potential Switching Electroactive and Electrochromic Polymers, Macromolecules, vol.36, issue.3, pp.639-647, 2003.

P. Pfluger, M. Krounbi, G. B. Street, and G. Weiser, The Chemical and Physical Properties of Pyrrole-based Conducting Polymers: The Oxidation of Neutral Polypyrrole, J. Chem. Phys, vol.78, issue.6, pp.3212-3218, 1983.

P. Pfluger and G. B. Street, Electronic and Structural Properties of Conducting Heterocyclic Polyemers: A View by XPS, J. Chem. Phys, vol.80, issue.130, pp.544-553, 1984.

R. J. Waltman and J. Bargon, Reactivity/structure Correlations for the Electropolymerization of Pyrrole: An INDO/CNDO Study of the Reactive Sites of Oligomeric Radical Cations, Tetrahedron, vol.196, issue.131, pp.3963-3970, 1984.

A. Lima, P. Schottland, S. Sadki, and C. Chevrot, Electropolymerization of 3,4-Ethylenedioxythiophene and 3,4Ethylenedioxythiophene Methanol in the Presence of Dodecylbenzenesulfonate, Synth. Met, vol.93, issue.1, pp.33-41, 1998.

A. Kassim, F. J. Davis, and G. R. Mitchell, The Role of the Counter-Ion during Electropolymerization of Polypyrrole-Camphor Sulfonate Films, Synth. Met, vol.62, issue.1, pp.41-47, 1994.

T. F. Otero and J. Rodríguez, Parallel Kinetic Studies of the Electrogeneration of Conducting Polymers: Mixed Materials, Composition and Properties Control, Electrochim. Acta, vol.39, issue.2, pp.245-253, 1994.

S. Kuwabata, J. Nakamura, H. Yoneyama, Y. F. Li, and J. Yang, Effect of Electrolyte Concentration on the Properties of the Electropolymerized Polypyrrole Films, J. Chem. Soc. Chem. Commun, vol.65, issue.12, pp.2739-2744, 1988.

M. J. Ko and H. W. Rhee, Morphology and Electrochemical Properties of Polypyrrole Films Prepared in Aqueous and Nonaqueous Solvents, J. Electrochem. Soc, vol.137, issue.3, pp.905-909, 1990.

J. Unsworth, P. C. Innis, B. A. Lunn, Z. Jin, and G. P. Norton, Influence of Electrolyte pH on the Surface Morphology of Polypyrrole, Synth. Met, vol.53, issue.1, pp.59-69, 1992.

M. Ogasawara and K. Funahashi, Enhancement of Electrical Conductivity of Polypyrrole by Stretching, Synth. Met, vol.14, pp.61-69, 1986.

T. F. Otero and E. De-larreta, Electrochemical Control of the Morphology, Adherence, Appearance and Growth of Polypyrrole Films, Synth. Met, vol.26, issue.1, pp.79-88, 1988.

T. Darmanin, C. Mortier, J. Eastoe, M. Sagisaka, F. Guittard et al.,

G. Ramos-chagas, T. Darmanin, and F. Guittard, One-Step and Templateless Electropolymerization Process Using Thienothiophene Derivatives to Develop Arrays of Nanotubes and Tree-like Structures with High Water Adhesion, ACS Appl. Mater. Interfaces, vol.8, issue.34, pp.22732-22743, 2016.

C. Mortier, T. Darmanin, and F. Guittard, A Bioinspired Approach to Produce Parahydrophobic Properties Using PEDOP Conducting Polymers with Branched Alkyl Chains, Pure Appl. Chem, vol.87, pp.805-814, 2015.
URL : https://hal.archives-ouvertes.fr/hal-01151647

H. Shirakawa, J. Louis, and A. G. Macdiarmid, Synthesis of Electrically Conducting Organic Polymers : Halogene Derivatives of Polyacetylene, pp.578-580, 1977.

C. K. Chiang, M. A. Druy, S. C. Gau, A. J. Heeger, E. J. Louis et al., Synthesis of Highly Conducting Films of Derivatives of Polyacetylene, (CH)x, J. Am. Chem. Soc, vol.100, issue.3, pp.1013-1015, 1978.

J. Rodriguez, H. Grande, J. Otero, and T. F. , Handbook of Organic Conductive Molecules and Polymer, 1997.

J. Simonet, J. Berthelot, R. Wang, Q. Bai, J. Dai et al., Robust Superhydrophobic Diamond Microspheres for No-Loss Transport of Corrosive Liquid Microdroplets, Chem. Commun, vol.2017, issue.148, pp.2355-2358, 1993.

R. De-francisco, M. Hoyos, N. Garc??a, and P. Tiemblo, Superhydrophobic and Highly Luminescent Polyfluorene/silica Hybrid Coatings Deposited onto Glass and Cellulose-Based Substrates, Langmuir, issue.12, pp.3718-3726, 2015.

, Références 197

J. P. Amara and T. M. Swager, Conjugated Polymers with Geminal Trifluoromethyl Substituents Derived from Hexafluoroacetone, Macromolecules, vol.39, issue.17, pp.5753-5759, 2006.

M. F. Liu, Y. L. Chen, C. Zhang, and Z. S. Bo, Stable Superhydrophobic Fluorine Containing Polyfluorenes, Chinese J. Polym. Sci, vol.30, issue.2, pp.308-315, 2012.

G. Ramos-chagas, T. Darmanin, G. Godeau, S. Amigoni, and F. Guittard, Superhydrophobic Properties of Electrodeposited Fluorinated Polypyrenes, J. Fluor. Chem, vol.193, pp.73-81, 2017.

G. Ramos-chagas, X. Xie, T. Darmanin, K. Steenkeste, A. Gaucher et al., Electrodeposition of Polypyrenes with Tunable Hydrophobicity, Water Adhesion, and Fluorescence Properties, J. Phys. Chem. C, issue.13, pp.7077-7087, 2016.
URL : https://hal.archives-ouvertes.fr/hal-01290890

T. Michinobu, Click Functionalization of Aromatic Polymers for Organic Electronic Device Applications, Macromol. Chem. Phys, vol.2015, issue.13, pp.1387-1395

H. Ni, J. Jiang;-liu, and . Wang, Z. he, issue.155

S. Yang and . Yong, A Review on Colorless and Optically Transparent Polyimide Films: Chemistry, Process and Engineering Applications, J. Ind. Eng. Chem, vol.28, pp.16-27, 2015.

J. Bu, K. Watanabe, H. Hayasaka, and K. Akagi, Photochemically Colour-Tuneable White Fluorescence Illuminants Consisting of Conjugated Polymer Nanospheres, Nat. Commun, vol.5, pp.1-8, 2014.

J. A. Fernandes, Y. Morisaki, and Y. Chujo, Aromatic-Ring-Layered Polymers Composed of Fluorene and Xanthene, Polym. J, vol.43, issue.8, pp.733-737, 2011.

C. C. Wu, P. Y. Tsay, H. Y. Cheng, and S. J. Bai, Polarized Luminescence and Absorption of Highly Oriented, Fully Conjugated, Heterocyclic Aromatic Rigid-Rod Polymer Poly-P-Phenylenebenzobisoxazole, J. Appl. Phys, vol.95, issue.2, pp.417-424, 2004.

Y. Zhao, J. Stejskal, and J. Wang, Towards Directional Assembly of Hierarchical Structures: Aniline Oligomers as the Model Precursors, Nanoscale, vol.2013, issue.7, p.2620

W. Zhong, Y. Li, Y. Wang, X. Chen, Y. Wang et al., Superhydrophobic Polyaniline Hollow Bars: Constructed with Nanorod-Arrays Based on Self-Removing Metal-Monomeric Template, J. Colloid Interface Sci, vol.2012, issue.1, pp.28-32

J. El-maiss, T. Darmanin, E. T. Givenchy, and F. De;-guittard, Elaboration of Superhydrophobic Surfaces Containing Nanofibers and Wrinkles with Controllable Water and Oil Adhesion a, pp.959-965, 2014.

A. Diouf, T. Darmanin, S. Y. Dieng, and F. Guittard, Superhydrophobic (Low Adhesion) and Parahydrophobic (High Adhesion) Surfaces with Micro/nanostructures or Nanofilaments, J. Colloid Interface Sci, vol.453, pp.42-47, 2015.
URL : https://hal.archives-ouvertes.fr/hal-01145340

T. Darmanin and F. Guittard, Superhydrophobic Fiber Mats by Electrodeposition of Fluorinated poly(3,4Ethyleneoxythiathiophene), J. Am. Chem. Soc, vol.133, issue.39, pp.15627-15634, 2011.

C. Mortier, T. Darmanin, and F. Guittard, Major Influence of the Substituent Size and Position of 3 , 4Propylenedioxythiophene on the Formation of Highly Hydrophobic Nanofibers

C. Mortier, T. Darmanin, and F. Guittard, Parahydrophobic Surfaces Made of Intrinsically Hydrophilic Parahydrophobic Surfaces Made of Intrinsically Hydrophilic PProDOT Nanofibers with Branched Alkyl, 2014.
URL : https://hal.archives-ouvertes.fr/hal-01015144

T. Darmanin, E. T. De-givenchy, S. Amigoni, and F. Guittard, Hydrocarbon versus Fluorocarbon in the Electrodeposition of Superhydrophobic Polymer Films, Langmuir, issue.22, pp.17596-17602, 2010.

C. Mortier, T. Darmanin, and F. Guittard, Major Influence of the Alkyl Chain Length of poly(2,4-Dialkyl-3,4Propylenedioxythiophene) on the Surface Fibrous Structures and Hydrophobicity, Polym. Adv. Technol, 2014.
URL : https://hal.archives-ouvertes.fr/hal-00955665

M. Wolfs, T. Darmanin, and F. Guittard, Analogy of Morphology in Electrodeposited Hydrocarbon and Fluorocarbon Polymers, RSC Adv, vol.2012, issue.2, pp.647-652
URL : https://hal.archives-ouvertes.fr/hal-00844150

M. Wolfs, T. Darmanin, and F. Guittard, Superhydrophobic Nanofiber Arrays and Flower-like Structures of Electrodeposited Conducting Polymers, Soft Matter, vol.8, issue.35, p.9110, 2012.
URL : https://hal.archives-ouvertes.fr/hal-00844163

O. Dunand, T. Darmanin, and F. Guittard, Superhydrophobic Conducting Polymers Based on Hydrocarbon poly(3,4-Ethylenedioxyselenophene), ChemPhysChem, vol.14, issue.13, pp.2947-2953, 2013.
URL : https://hal.archives-ouvertes.fr/hal-00844158

E. E. Havinga, C. M. Mutsaers, and L. W. Jenneskens, Absorption Properties of Alkoxy-Substituted Thienylene?Vinylene Oligomers as a Function of the Doping Level, Chem. Mater, vol.8, issue.3, pp.769-776, 1996.

A. Kumar, D. M. Welsh, M. C. Morvant, F. Piroux, K. A. Abboud et al., Conducting Poly(3,4Alkylenedioxythiophene) Derivatives as Fast Electrochromics with High-Contrast Ratios, Chem. Mater, vol.10, issue.3, pp.896-902, 1998.
DOI : 10.1021/cm9706614

B. Sankaran and J. R. Reynolds, High-Contrast Electrochromic Polymers from Alkyl-Derivatized Poly(3,4Ethylenedioxythiophenes), Macromolecules, vol.30, issue.9, pp.2582-2588, 1997.
DOI : 10.1021/ma961607w

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Influence of Intrinsic Oleophobicity and Surface Structuration on the Superoleophobic Properties of PEDOP Films Bearing Two Fluorinated Tails, J. Mater. Chem. A, vol.2013, issue.8, p.2896
URL : https://hal.archives-ouvertes.fr/hal-00844148

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Robustness Tests on Superoleophobic PEDOP Films. Colloids Surfaces A Physicochem. Eng. Asp, vol.433, pp.47-54, 2013.

T. Darmanin, H. Bellanger, F. Guittard, P. Lisboa, M. Zurn et al., Electrodes for Biochemical Applications. RSC Adv, vol.2012, issue.3, pp.1033-1039

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Superhydrophobic Hollow Spheres by Electrodeposition of Fluorinated poly(3,4-Ethylenedithiopyrrole), RSC Adv, vol.2012, issue.2, p.10899
URL : https://hal.archives-ouvertes.fr/hal-00844162

T. Darmanin and F. Guittard, Molecular Design of Conductive Polymers to Modulate Superoleophobic Properties, J. Am. Chem. Soc, vol.131, issue.22, pp.7928-7933, 2009.

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Superhydrophobic Hollow Spheres by Electrodeposition of Fluorinated poly(3,4-Ethylenedithiopyrrole), RSC Adv, vol.2012, issue.29, p.10899
URL : https://hal.archives-ouvertes.fr/hal-00844162

C. Mortier, T. Darmanin, and F. Guittard, 3,4-Ethylenedioxypyrrole (EDOP) Monomers with Aromatic Substituents for Parahydrophobic Surfaces by Electropolymerization, Macromolecules, vol.48, issue.15, pp.5188-5195, 2015.
URL : https://hal.archives-ouvertes.fr/hal-01175754

C. Mortier, R. Bourd, G. Godeau, F. Guittard, and T. Darmanin, Superhydrophobic and Superoleophobic poly(3,4-Ethylenedioxypyrrole) Polymers Synthesized Using the Staudinger-Vilarrasa Reaction, Pure Appl. Chem, vol.2017, issue.0, pp.61-63
URL : https://hal.archives-ouvertes.fr/hal-01978720

C. Mortier, T. Darmanin, and F. Guittard, 3,4-Dialkoxypyrrole for the Formation of Bioinspired Rose Petal-like Substrates with High Water Adhesion, Langmuir, vol.32, issue.47, pp.12476-12487, 2016.

D. Diouf, A. Diouf, C. Mortier, T. Darmanin, S. Y. Dieng et al., Poly ( 3 , 4-Propylenedioxypyrrole ) Nanofibers with Branched Alkyl Chains by Electropolymerization to Obtain Sticky Surfaces with High Contact Angles, vol.1, pp.1-6, 2017.

C. Mortier, T. Darmanin, F. Guittard, P. Schottland, K. Zong et al., Direct Electrodeposition of Superhydrophobic and Highly Oleophobic Poly(3,4-Ethylenedioxypyrrole) (PEDOP) and Poly(3,4-Propylenedioxypyrrole) (PProDOP) Nanofibers, 2017.

J. R. Reynolds, Poly(3,4-Alkylenedioxypyrrole)s: Highly Stable Electronically Conducting and Electrochromic Polymers, Macromolecules, vol.33, issue.19, pp.7051-7061, 2000.

T. Darmanin, F. Guittard, D. M. Welsh, L. J. Kloeppner, L. Madrigal et al., 4-Propylenedioxythiophene)s as Highly Electron-Rich Electroactive and Luminescent Polymers, Tunable Surface Nanoporosity by Electropolymerization of N-Alkyl-3,4Ethylenedioxypyrroles with Different Alkyl Chain Lengths, vol.2012, pp.6517-6525, 2002.

T. Darmanin and F. Guittard, One-Pot Method for Build-up Nanoporous Super Oil-Repellent Films, J. Colloid Interface Sci, vol.335, issue.1, pp.146-149, 2009.

R. Huisgen, G. Godeau, J. ;-n'na, E. El-kout, R. Ben-trad et al., StaudingerVilarassa Reaction versus Huisgen Reaction for the Control of Surface Hydrophobicity and Water Adhesion, Polym. Adv. Technol, vol.27, issue.8, pp.993-998, 1984.

V. V. Rostovtsev, L. G. Green, V. V. Fokin, and K. B. Sharpless, A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "ligation" of Azides and Terminal Alkynes. Angew. Chemie-Int, pp.2596-2599, 2002.

M. Mart?, S. C. Direct, A. Peptide, H. Chapuis, and L. Bui, Catalytic Staudinger S Vilarrasa Reaction for the Direct Ligation of Carboxylic Acids and Azides Activator of Choice for the Direct Reaction of Carboxylic Acids with Azides and Trimethylphosphine at Room Temperature. The Mechanism of the Process, Tetrahedron Lett, issue.2, pp.6838-6840, 2008.

G. Godeau, K. Boutet, C. Mortier, J. P. Laugier, F. Guittard et al., One-Pot Staudinger Ureation Reaction to Develop Superhydrophobic/oleophobic Surfaces with Urea Linkers, Mater. Des, vol.114, pp.116-122, 2017.

G. Godeau, J. ;-n'na, F. Guittard, and T. Darmanin, Azido Platform Surfaces for Post-Functionalization with Aromatic Groups Using the Huisgen Reaction to Obtain High Water Adhesion, Macromol. Chem. Phys, vol.2016, issue.19, pp.2107-2115
URL : https://hal.archives-ouvertes.fr/hal-01338231

G. Godeau, T. Darmanin, and F. Guittard, Hydrocarbon/perfluorocarbon Mixed Chain Azides for Surface PostFunctionalization, J. Fluor. Chem, vol.184, pp.8-15, 2016.
URL : https://hal.archives-ouvertes.fr/hal-01251945

G. Godeau, Y. Ben-taher, M. Pujol, F. Guittard, and T. Darmanin, Perfluorinated ProDOT Monomers for Superhydrophobic/oleophobic Surfaces Elaboration, J. Fluor. Chem, vol.191, pp.90-96, 2016.

B. A. Men, R. Schwarz, and R. Schropp, , vol.4, pp.409-411, 1992.

M. , V. A. Schropp, and R. Thox-yporphyrin, *, vol.296, issue.c, pp.296-298, 1993.

T. Darmanin and F. Guittard, Highly Hydrophobic Films with Various Adhesion by Electrodeposition of poly(3,4Bis(alkoxy)thiophene)s. Soft Matter, vol.9, pp.1500-1505, 2013.
URL : https://hal.archives-ouvertes.fr/hal-00844151

T. Darmanin, C. Mortier, and F. Guittard, One-Pot Process to Control the Elaboration of Non-Wetting Nanofibers, Adv. Mater. Interfaces, vol.2014, issue.3, pp.1-6
URL : https://hal.archives-ouvertes.fr/hal-00951300

Â. D. Sophia-antipolis, P. Valrose, P. Lucas, M. A. Jouani, H. Trabelsi et al., ) El-maiss, Paration Des Isocyanates F-Alkyle Âs Nouveaux Proce  Aires Ou Rami ® E Âs a Á Partir Des Iodures de 2-FAlkyle  Thyle Line, p.92, 1998.

S. Amigoni, J. Eastoe, and M. Sagisaka, Superhydrophobic Surfaces Références 200 with Low and High Adhesion Made from Mixed ( Hydrocarbon and Fluorocarbon ) 3 , 4Propylenedioxythiophene Monomers D E, pp.782-788, 2014.

Y. Cho, M. Pyo, and K. K. Zong, Chemical and Electrochemical Synthesis of Highly Conductive and Processable PolyProDOP-Alkyl Derivatives, J. Korean Electrochem. Soc, vol.13, pp.57-62, 2010.

A. Diouf, E. Taffin-de-givenchy, S. Y. Dieng, A. Dramé, S. Amigoni et al., Surface Properties of New Catanionic Semi-Fluorinated Hybrid Surfactants, J. Fluor. Chem, vol.161, pp.60-65, 2014.
URL : https://hal.archives-ouvertes.fr/hal-00944534

A. Dramé, T. Darmanin, S. Y. Dieng, E. Taffin-de-givenchy, and F. Guittard, Superhydrophobic and Oleophobic Surfaces Containing Wrinkles and Nanoparticles of PEDOT with Two Short Fluorinated Chains, p.10935

A. Dramé, E. Taffin-de-givenchy, S. Y. Dieng, S. Amigoni, M. Oumar et al., One F-Octyl versus Two F-Butyl Chains in Surfactant Aggregation Behavior, Langmuir, vol.2013, issue.48, pp.14815-14822

J. El-maiss, T. Darmanin, and F. Guittard, Low Bioaccumulative Materials for Parahygrophobic Nanosheets with Sticking Behaviour, J. Colloid Interface Sci, vol.447, pp.167-172, 2014.
URL : https://hal.archives-ouvertes.fr/hal-01075234

J. El-maiss, T. Darmanin, and F. Guittard, Controlling Electrodeposited Conducting Polymer Nanostructures with the Number and the Length of Fluorinated Chains for Adjusting Superhydrophobic Properties and Adhesion, RSC Adv, vol.2015, issue.47, pp.37196-37205
URL : https://hal.archives-ouvertes.fr/hal-01142735

T. Darmanin, M. Nicolas, and F. Guittard, Synthesis and Properties of Perfluorinated Conjugated Polymers Based on Polyethylenedioxythiophene, Polypyrrole, and Polyfluorene. Toward Surfaces with Special Wettabilities, Langmuir, vol.24, issue.17, pp.9739-9746, 2008.

T. Darmanin and F. Guittard, J. Mater. Chem. A, vol.2, p.16319, 2014.

S. Rossi, G. Gai, and R. D. Benedetto, Mater. Des, vol.53, p.782, 2014.

A. Siriviriyanun and T. Imae, Chem. Eng. J, vol.246, p.254, 2014.

H. Li, Y. Lai, J. Huang, Y. Tang, L. Yang et al., J. Mater. Chem. B, vol.3, p.342, 2015.

W. Zhang, Y. Zhu, X. Liu, D. Wang, J. Li et al., Angew. Chem., Int. Ed, vol.53, p.856, 2014.

T. Ishizaki, N. Saito, and O. Takai, Langmuir, vol.26, p.8147, 2010.

T. Young, Phil. Trans. R. Soc. Lond, vol.95, p.65, 2010.

S. Yu, Z. Guo, and W. Liu, Chem. Commun, vol.51, p.1775, 2015.

W. Barthlott and C. Neinhuis, Planta, vol.202, p.1, 1997.

K. Koch, B. Bhushan, and W. Barthlott, Soft Matter, vol.4, p.1943, 2008.

L. Feng, Y. Zhang, J. Xi, Y. Zhu, N. Wang et al., Langmuir, vol.24, p.4114, 2008.

S. Yang, J. Ju, Y. Qiu, Y. He, X. Wang et al., Small, vol.10, 2014.

K. Liu, J. Du, J. Wu, and L. Jiang, Nanoscale, vol.4, p.768, 2012.

Z. Sun, T. Liao, K. Liu, L. Jiang, J. H. Kim et al., Small, vol.10, p.3001, 2014.

Z. Sun, T. Liao, K. Liu, L. Jiang, J. H. Kim et al., Nano Res, vol.6, p.726, 2013.

A. Marmur, Soft Matter, vol.8, p.6867, 2012.

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Chem. Rev, vol.114, p.2694, 2014.

T. Darmanin and F. Guittard, Prog. Polym. Sci, vol.39, p.656, 2014.

Y. Long, M. Li, C. Gu, M. Wan, J. Duvail et al., Z. Fan. Prog. Polym. Sci, vol.36, p.1415, 2011.

C. Li, H. Bai, and G. Shi, Chem. Soc. Rev, vol.38, p.2397, 2009.

P. M. Beaujuge and J. R. Reynolds, Chem. Rev, vol.110, p.268, 2010.

P. Lin, F. Yan, and H. L. Chan, Langmuir, vol.25, p.7465, 2009.

T. Darmanin and F. Guittard, J. Am. Chem. Soc, vol.133, p.15627, 2011.

T. Darmanin, C. Mortier, and F. Guittard, Adv. Mater. Interfaces, vol.1, pp.1300094-1300095, 2014.

R. M. Walczak and J. R. Reynolds, Adv. Mater, vol.18, p.1121, 2006.

K. Zong and J. R. Reynolds, J. Org. Chem, vol.66, p.6873, 2001.

T. Darmanin and F. Guittard, J. Phys. Chem. C, vol.118, p.26912, 2014.

T. Darmanin and F. Guittard, J. Am. Chem. Soc, vol.131, p.7928, 2009.

T. Darmanin, J. Tarrade, E. Celia, and F. Guittard, J. Phys. Chem. C, vol.118, p.2052, 2014.

T. Darmanin, J. Tarrade, E. Celia, H. Bellanger, and F. Guittard, ChemPlusChem, vol.79, p.382, 2014.

T. Darmanin and F. Guittard, Macromol. Chem. Phys, vol.214, p.2036, 2013.

J. Tarrade, T. Darmanin, F. Guittard, and . Adv, , vol.3, p.10848, 2013.

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, F. Guittard, and . Adv, , vol.3, p.5556, 2013.

T. Darmanin and F. Guittard, Macromol. Chem. Phys, vol.213, p.2492, 2012.

R. N. Wenzel, Ind. Eng. Chem, vol.28, p.988, 1936.

A. B. Cassie and S. Baxter, Trans. Faraday Soc, vol.40, p.546, 1944.

A. Marmur, Soft Matter, vol.9, p.7900, 2013.

, Yield 54%; crystalline solid, CDCl, vol.3

. Mhz, FTIR (KBr): ? max /cm ?1 2974, cm ?1. MS (70 eV): m/z 215 (M + , 100, p.91, 1056.

?. , , vol.95

, EDOP-Na). Yield 32%; crystalline solid, vol.3

. Mhz, H, s), 4.92 (2 H, s), 4.12 (4 H, s). ? C (200 MHz, p.141, 1054.

?. , , vol.100

E. , CDCl 3 ): 7.41 (9 H, m), 6.07 (2 H, s), 4.81 (2 H, s), 4.12 (4 H, s). ? C (200 MHz, MHz, vol.46, p.167, 1058.

, H, s), 5.58 (2 H, s), 4.19 (4 H, s). ? C (200 MHz, MHz, CDCl, vol.3, issue.9, 1054.

, Esterification of EDOP-OH. 1.5 equiv of the corresponding acid was added to 10 mL of dichloromethane containing 30 mg of DMAP and 0.3 g of N

, c]pyrrol-6(3H)-yl)ethyl 2-Phenylacetate (EDOP-OCO-Ph). Yield 73%, °C, the solvent was removed, and the crude was purified by column chromatography (silica gel

H. , CDCl 3 ): 171.18, 133.58, 132.31, 129.28, 128.61, 127.20, 101.74, 65.76, 64.41, 48.76, 41.22. FTIR (KBr): ? max /cm ?1 2971, eV): m/z 287, vol.87, p.151, 1057.

, c]pyrrol-6(3H)-yl)ethyl 2-(Naphthalen-2yl)acetate (EDOP-OCO-Na)

;. Mhz, 88 (2 H, J 5.4, t),3.79 (2 H, s). ? C (200 MHz, cm ?1. MS (70 eV): m/z, vol.4, pp.141-152, 1057.

?. , , vol.45

, c]pyrrol-6(3H)-yl)ethyl 2-([1,1?-Biphenyl]4-yl)acetate (EDOP-OCO-BiPh)

. Mhz, 90 (2 H, J 5.4, t), 3.68 (2 H, s). ? C (200 MHz, cm ?1. MS (70 eV): m/z 363, p.167, 1056.

E. , pyrrol-6(3H)-yl)ethyl 2-(Pyren-1-yl)acetate, vol.3, 1054.

M. Article and D. ,

, Macromolecules, vol.48, p.5195, 2015.

?. Bellanger, H. Darmanin, T. Taffin-de-givenchy, E. Guittard, F. Liu et al., Chemical and Physical Pathways for the Preparation of Superoleophobic Surfaces and Related Wetting Theories, Philos. Trans. R, vol.114, issue.1, pp.368-377, 2006.
URL : https://hal.archives-ouvertes.fr/hal-00920240

. Soc, . London, and R. N. Wenzel, Resistance of Solid Surfaces to Wetting by Water, vol.95, 1805.

A. B. Cassie and S. Baxter, Ind. Eng. Chem, vol.28, issue.8, pp.988-994, 1936.

K. Koch, B. Bhushan, W. Barthlott, K. Koch, B. Bhushan et al., Superhydrophobic Gecko Feet with High Adhesive Forces towards Water and their Bio-Inspired Materials. Nanoscale 2012, 4, 768?772. (14) Marmur, A. Hydro-Hygro-Oleo-Omni-Phobic? Terminology of Wettability Classification, Multifunctional Surface Structures of Plants: An Inspiration for Biomimetics. Prog. Mater. Sci, vol.40, pp.8233-8238, 1944.

P. M. Mater-;-beaujuge, J. R. Reynolds, T. Darmanin, F. Guittard, C. Li et al., 3,4Alkylenedioxypyrrole-Based Conjugated Polymers with Finely Tuned Electronic and Optical Properties via a Flexible and Efficient NFunctionalization Method, Wettability of Conducting Polymers: From Superhydrophilicity to Superoleophobicity, vol.110, pp.57-62, 1121.

, Macromolecules, vol.48, p.5195, 2015.

, CDCl 3 ): 137.26, 100.55, 72.96, 22,54, 10.32. FTIR (KBr): ? max /cm ?1 3377, H, t). ? C, vol.83, p.36, 1004.

?. , , vol.100

, Py(OC 4 ) 2 ). Yield 5%, dark crystals with mp

°. , FTIR (KBr): ? max /cm ?1 3380, H, d), 3.87 (4 H, t), 1.71 (4 H, m), 1.45 (4 H, m), 0.96 (6 H, t). ? C, vol.22, p.733, 1144.

, CDCl 3 ): 6.99 (1 H, s), 6.21 (2 H, d), 3.86 (4 H, t), 1.76 (4 H, m), 1.42 (8 H, m), 0.94 (6 H, t). ? C (200 MHz, Bis(pentyloxy)-1H-pyrrole (Py(OC 5 ) 2 ). Yield 32%, dark crystals with mp 26.1 °C. ? H, 1138.

, H, s), 6.21 (2 H, d), 3.86 (4 H, t), 1.76 (4 H, m), Bis(hexyloxy)-1H-pyrrole (Py(OC 6 ) 2 ). Yield 28%, dark crystals with mp 48.3 °C. ? H, vol.3, p.41, 1144.

?. , , vol.92

, CDCl 3 ): 6.97 (1 H, s) 6.21 (2 H, d), 3.85 (4 H, t), 1.79 (4 H, m), 1.34 (2,20 H, m), 0.88 (6 H, t). ? C (200 MHz, Bis(octyloxy)-1H-pyrrole (Py(OC 8 ) 2 ). Yield 5%, dark crystals with mp 55.2 °C. ? H, 1145.

, H, s) 6.21 (2 H, d), 3.85 (4 H, t), 1.75 (4 H, m), 1.26 (20 H, m), 0.87 (6 H, t). ? C, Bis(decyloxy)-1H-pyrrole (Py(OC 10 ) 2 ). Yield 8%, white powder with mp 64.0 °C. ? H, vol.3, pp.12476-12487, 2016.

?. References-;-kimizuka, N. Kawasaki, T. Kunitake, and T. , Self-Organization of

T. Kunitake, T. Darmanin, F. Guittard, B. Su, Y. Tian et al., Recent Advances in TiO 2-Based Nanostructured Surfaces with Controllable Wettability and Adhesion, Bilayer Membranes from Amphiphilic Networks of Complementary Hydrogen Bonds, vol.115, pp.57-79, 1727.

M. Liu, Y. Zheng, J. Zhai, L. Jiang, K. Liu et al., ) Sarkar, A.; Kietzig, A.-M. Design of a Robust Superhydrophobic Surface: Thermodynamic and Kinetic Analysis, Fly-Eye Inspired Superhydrophobic Anti-Fogging Inorganic Nanostructures. Small, vol.10, issue.8, pp.4114-4119, 1682.

. Sci, . Bull, K. Liu, J. Du, J. Wu et al., Surface and Wetting Properties of Embiopteran (Webspinner) Nanofiber Silk, Feet with High Adhesive Forces towards Water and their Bio-Inspired Materials. Nanoscale, vol.60, pp.4681-4687, 2009.

A. R. Parker, C. R. Lawrence, A. Roth-nebelsick, M. Ebner, T. Miranda et al., Tip Curvature-Driven Reversible In Situ Switching Between Pinned and Roll-Down Superhydrophobic States for Water Droplet Transportation, Multi-Structural and Multi-Functional Integrated Fog Collection System in Cactus, vol.414, pp.3274-3284, 1247.

C. R. Szczepanski, T. Darmanin, F. Guittard, and . Spontaneous, Phase-Separation Induced Surface Roughness: A New Method to Design Parahydrophobic Polymer Coatings with Rose Petal-Like Morphology, Fabrication of Hierarchical ZnO Architectures and Their Superhydrophobic Surfaces with Strong Adhesive Force, vol.47, pp.12476-12487, 2008.
DOI : 10.1021/acsami.5b10222
URL : https://hal.archives-ouvertes.fr/hal-01260466

S. Utech, K. Bley, J. Aizenberg, N. Vogel, B. Bao et al., Je?ro?Je?ro? me, R.; Je?ro?Je?ro? me, C. Synthesis of Adherent Hydrophilic Polypyrrole Coatings onto (Semi)conducting Surfaces, Tailoring Re-Entrant Geometry in Inverse Colloidal Monolayers to Control Surface Wettability. J. Mater. Chem. A 2016, 4, 6853?6859, vol.38, pp.39-656, 1008.

T. Darmanin, F. Guittard, T. One-;-darmanin, A. Diouf, J. El-maiss et al., ) Mortier, C.; Darmanin, T.; Guittard, F. A Bioinspired Approach to Produce Parahydrophobic Properties using PEDOP Conducting Polymers with Branched Alkyl Chains, Step Electrodeposition of Homogeneous and Vertically Aligned Nanotubes with Parahydrophobic Properties (High Water Adhesion). J. Mater. Chem. A 2016, 4, 3197? 3203. (49), vol.292, p.18, 1121.

, 988?994. (62) Cassie, A. B. D.; Baxter, S. Wettability of Porous Surfaces, Ind. Eng. Chem, vol.28, 1936.

, 40, 546?551. (63) Young, T. An Essay on the Cohesion of Fluids, Philos. Trans. R, 1944.

. Soc and . London, Langmuir, vol.95, pp.12476-12487, 1805.

, 63 (2 H, t, 3 J HH = 6.8 Hz), 3.27 (2 H, t, 3 J HH = 6.6 Hz), 2.48 (4 H, m), 1.65 (2 H, m), 1.51 (2 H, m), 1.25 (12 H, m); ?C, CDCl, vol.5, issue.2, 0200.

, c]pyrrol-6(3H)-yl)decyl)-4,4, vol.9

, 20 (2 H, t, 3 J HH = 6.8 Hz), 2.41 (4 H, m), 1.59 (2 H, m), 1.43 (2 H, m), 1.18 (12 H, m); ?C, CDCl, vol.3, issue.1

, c]pyrrol-6(3H)-yl)decyl)-4,4, vol.10

, 27 (2 H, t, 3 J HH = 6.8 Hz), 2.47 (4 H, m), 1.64 (2 H, m), 1.42 (2 H, m), 1.25 (12 H, m); ?C, H, t, 3 J HH = 7 Hz), vol.5

, A platinum tip was used as working electrode for cyclic voltammetry experiments, a carbon rod as counter-electrode while a saturated calomel electrode (SCE) was used as reference electrode. For the surface characterization, the polymers were electrodeposited on gold plates purchased from Neyco and consisting in a deposition of chromium (20 nm) and gold (150 nm) on silicon wafer. In a glass cell, connected to the potentiostat with the three-electrode system, 10 mL of anhydrous acetonitrile containing 0.1 M of electrolyte (tetrabutylammonium perchlorate) and 0.01 M of monomer were introduced under argon. First, the monomer oxidation potential (0.86-1.08 V vs. SCE following the alkyl chain length of the monomer) was determined by cyclic voltammetry with the platinum tip as working electrode. Multiple potential scans were performed to study the polymer growth and to determine the polymer oxidation and reduction potentials. Then, polymer films were electrodeposited by cyclic voltammetry (CV) or at imposed potential (IP) on larger gold plates. Six depositions by imposed potential were performed for each monomer at, An Autolab potentiostat purchased from Metrohm was used for the electrodeposition experiments. The connection was realized via a three-electrode system

T. Darmanin and F. Guittard, J. Mater. Chem. A, vol.2, p.16319, 2014.

B. Su, Y. Tian, and L. Jiang, J. Am. Chem. Soc, vol.138, p.1727, 2016.

A. Milionis, E. Loth, and I. S. Bayer, Adv. Colloid Interface Sci, vol.229, p.57, 2016.

Y. Lai, J. Huang, Z. Cui, M. Ge, K. Zhang et al., Small, vol.12, p.2203, 2016.

T. Young, Philos. Trans. R. Soc. Lond, vol.95, p.65, 1805.

R. N. Wenzel, Ind. Eng. Chem, vol.28, p.988, 1936.

A. B. Cassie and S. Baxter, Trans. Faraday Soc, vol.40, p.546, 1944.

K. Koch, B. Bhushan, and W. , Barthlott. Prog. Mater. Sci, vol.54, p.137, 2009.

L. Feng, Y. Zhang, J. Xi, Y. Zhu, N. Wang et al., Langmuir, vol.24, p.4114, 2008.

A. Marmur, Soft Matter, vol.8, p.6867, 2012.

C. R. Szczepanski, T. Darmanin, and F. Guittard, Adv. Colloid Interface Sci, vol.241, p.37, 2017.

R. Hensel, R. Helbig, S. Aland, H. Braun, A. Voigt et al., Langmuir, vol.29, p.1100, 2013.

R. Helbig, J. Nickerl, C. Neinhuis, and C. Werner, PLoS One, vol.6, p.25105, 2011.

Z. Sun, T. Liao, K. Liu, L. Jiang, J. H. Kim et al., Small, vol.10, p.3001, 2014.

Z. Sun, T. Liao, K. Liu, L. Jiang, J. H. Kim et al., Nano Res, vol.6, p.726, 2013.

J. Yong, F. Chen, Q. Yang, and X. Hou, Soft Matter, vol.11, p.8897, 2015.

F. Li, Y. Tu, J. Hu, H. Zou, G. Liu et al., Polym. Chem, vol.6, p.6746, 2015.

A. P. Kharitonov, G. V. Simbirtseva, V. G. Nazarov, V. P. Stolyarov, M. Dubois et al., Prog. Org. Coat, vol.88, p.127, 2015.

C. R. Szczepanski, I. M'jid, T. Darmanin, G. Godeau, and F. Guittard, J. Mater. Chem. A, vol.4, p.17308, 2016.

J. Bruzaud, J. Tarrade, E. Celia, T. Darmanin, E. Taffin-de-givenchy et al., Bellon-Fontaine, Mater. Sci. Eng. C, vol.73, p.40, 2017.

T. Darmanin and F. Guittard, J. Am. Chem. Soc, vol.131, p.7928, 2009.

C. Mortier, T. Darmanin, and F. Guittard, Macromolecules, vol.48, p.5188, 2015.

C. Mortier, T. Darmanin, and F. Guittard, Pure Appl. Chem, vol.87, p.805, 2015.

C. Mortier, T. Darmanin, and F. Guittard, Langmuir, vol.32, p.12476, 2016.

R. M. Walczak and J. R. Reynolds, Adv. Mater, vol.18, p.1121, 2006.

P. Schottland, K. Zong, C. L. Gaupp, B. C. Thompson, C. A. Thomas et al., Macromolecules, vol.33, p.7051, 2000.

R. M. Walczak, J. Jung, J. S. Jr, J. R. Cowart, and . Reynolds, Macromolecules, vol.40, p.7777, 2007.

A. Merz, R. Schropp, and E. Doetterl, Synthesis, p.795, 1995.

G. Godeau, J. N'na, E. E. Kout, R. Ben-trad, T. Darmanin et al., Polym. Adv. Technol, vol.27, p.993, 2016.

G. Godeau, K. Boutet, C. Mortier, J. Laugier, T. Darmanin et al., Mater. Des, vol.114, p.116, 2017.

G. Godeau, F. Guittard, and T. , Darmanin. Mater. Today Commun, vol.8, p.165, 2016.

S. Trasatti, Pure Appl. Chem, vol.58, p.955, 1986.

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, F. Guittard, and . Adv, Brought to you by | Université Nice Sophia Antipolis Authenticated Download Date | 6, vol.3, p.5556, 2013.

. Hz, 2H), 2.48 (tt, J = 18.9 Hz, J = 8.0 Hz, 2H); ?F

, 05 (m, 3H),-114.98 (m, 2H),-124.48 (m, 2H),-126.08 (m, 2H), vol.?C, p.50

. Mhz,

, MS (70 eV): m/z 429 (M + , 100), 275 (C7H4F9O +? , 10), vol.137

. Hz, 2H), 2.50 (tt, J = 19.0 Hz, J = 7.8 Hz, 2H); ?F

, 81 (m, 3H),-114.79 (m, 2H),-121.96 (m, 2H),-122.90 (m, 2H),123.51 (m, 2H),-126.17 (m, 2H)

, Hz

, 137 (C7H7NO2 + , 100). (3,6-dihydro-2H, MS (70 eV): m/z 529 (M + , 80), 375 (C9H4F13O +? , 16), vol.10, p.11

, Hz, 2H), 2.48 (tt, J = 19.0 Hz, J = 7.6 Hz, 2H); ?F(188 MHz, CDCl3):80.78 (m, 3H),-114.78 (m, 2H),-121.93 (m, 6H),-122.79 (m, 2H),123.51 (m, 2H),-126

, Hz

, MS (70 eV): m/z 629 (M + , 61), 475 (C11H4F17O +? , 10), vol.137

. Hz,

. Mhz,

, MS (70 eV): m/z 429 (M + , 100), 275 (C9H4F13O +? , 10), vol.137

. Hz,

, MHz, CDCl3):-80.81 (m, 3H),-114.79 (m, 2H),-121.99 (m, 2H),-122.95 (m, 2H),-123.55 (m, 2H),-126.20 (m, 2H)

, MS (70 eV): m/z 529 (M + , 72), 375 (C9H4F13O +? , 10), vol.137

, Hz, 2H), 4.05 (dd, J = 12.7 Hz, J = 2.5 Hz, 2H), 2.77 (t, J = 7.9 Hz, 2H), 2.51 (tt, J = 18.3 Hz, J = 7.9 Hz, 2H); ?F(188 MHz, CDCl3):-80.79 (m, 3H),-114.74 (m, 2H),-121.92 (m, 6H),-122

, MS (70 eV): m/z 629 (M + , 55), vol.100, p.475

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T. Darmanin and F. Guittard, J. Mater. Chem. A, vol.2, pp.16319-16359, 2014.

B. Su, Y. Tian, and L. Jiang, J. Am. Chem. Soc, vol.138, pp.1727-1748, 2016.

P. S. Brown, B. Bhushan, and . Sci, , 2015.

Y. Lai, J. Huang, Z. Cui, M. Ge, K. Zhang et al., Small, vol.12, pp.2203-2224, 2016.

Y. Zheng, H. Bai, Z. Huang, X. Tian, F. Nie et al.,

. Jiang, Nature, vol.463, pp.640-643, 2010.

F. Xia and L. Jiang, Adv. Mater, vol.20, pp.2842-2858, 2008.

K. Koch, B. Bhushan, and W. Barthlott, Prog. Mater. Sci, vol.54, pp.137-178, 2009.

T. Darmanin, F. Guittard, and . Mater, , vol.18, pp.273-285, 2015.

G. S. Watson, B. W. Cribb, and J. A. Watson, ACS Nano, vol.4, pp.129-136, 2010.

Y. Su, B. Ji, K. Zhang, H. Gao, Y. Huang et al., Langmuir, vol.26, pp.4984-4989, 2010.

A. Sarkar and A. Kietzig, Soft Matter, vol.11, 1998.

H. Bellanger, T. Darmanin, E. Taffin-de-givenchy, and F. Guittard, Chem. Rev, vol.114, pp.2694-2716, 2014.

R. Hensel, C. Neinhuis, and C. Werner, Chem. Soc. Rev, vol.45, pp.323-341, 2016.

J. Nickerl, R. Helbig, H. Schulz, C. Werner, and C. Neinhuis, Zoomorphology, vol.132, pp.183-195, 2013.

R. Hensel, R. Helbig, S. Aland, H. Braun, A. Voigt et al., Langmuir, vol.29, pp.1100-1112, 2013.

A. Tuteja, W. Choi, M. Ma, J. M. Mabry, S. A. Mazzella et al., Science, vol.318, pp.1618-1622, 2007.

T. Liu and C. Kim, Science, vol.346, pp.1096-1100, 2014.

W. Zhou, Y. Guo, H. Zhang, Y. Su, M. Liu et al., J. Mater. Sci, vol.52, pp.6554-6566, 2017.

R. Wang, C. Chao, and W. Su, Acta Mater, vol.60, pp.2097-2103, 2012.

S. Tsoi, E. Fok, J. C. Sit, and J. G. Veinot, Langmuir, vol.20, pp.10771-10774, 2004.

M. Yada, Y. Inoue, A. Sakamoto, T. Torikai, and T. Watari, ASC Appl. Mater. Interfaces, vol.6, pp.7695-7704, 2014.

L. Qu and L. Dai, Adv. Mater, vol.19, pp.3844-3849, 2007.

Y. Zhu, D. Hu, M. Wan, L. Jiang, and Y. Wei, Adv. Mater, vol.19, pp.2092-2096, 2007.

Y. Zhu, L. Li, M. Wan, and L. Jiang, Macromol. Rapid Commun, vol.29, pp.239-243, 2008.

L. Tan, L. Cao, M. Yang, G. Wang, and D. Sun, Polymer, vol.52, pp.4770-4776, 2011.

M. Poverenov, A. Li, M. Bitler, and . Bendikov, Chem. Mater, vol.22, pp.4019-4025, 2010.

S. Roquet, P. Leriche, I. Perepichka, B. Jousselme, E. Levillain et al., J. Mater. Chem, vol.14, pp.1396-1400, 2004.

T. Darmanin, M. Nicolas, and F. Guittard, Langmuir, vol.24, pp.9739-9746, 2008.

M. Ohira, Y. Koizumi, H. Nishiyama, I. Tomita, S. Inagi et al., , vol.49, pp.163-167, 2017.

M. Wolfs, T. Darmanin, and F. Guittard, Eur. Polym. J, vol.49, pp.2267-2274, 2013.

S. Luo, J. Sekine, B. Zhu, H. Zhao, A. Nakao et al., ACS Nano, vol.6, pp.3018-3026, 2012.

J. Raimundo, P. Blanchard, P. Frere, N. Mercier, I. Ledoux-rak et al., Tetrahedron Lett, vol.42, pp.1507-1510, 2001.

A. Merz, R. Schropp, and E. Doetterl, Synthesis, pp.795-800, 1995.

K. Zong and J. R. Reynolds, Macromolecules, vol.33, pp.7051-7061, 2000.

P. Schottland, K. Zong, C. L. Gaupp, B. Thompson, C. A. Thomas et al., J. Org. Chem, vol.66, pp.6873-6882, 2001.

K. Zong and J. R. Reynolds, Tetrahedr. Lett, vol.47, pp.3521-3523, 2006.

T. Darmanin and F. Guittard, J. Am. Chem. Soc, vol.131, pp.7928-7933, 2009.

T. Darmanin and F. Guittard, J. Phys. Chem. C, vol.118, pp.26912-26920, 2014.

A. Lima, P. Schottland, S. Sadki, and C. Chevrot, Synth. Met, vol.93, pp.33-41, 1998.

T. Young, Phil. Trans. R. Soc. Lond. 1805, vol.95, pp.65-87

D. K. Owens and R. C. Wendt, J. Appl. Polym. Sci, vol.13, pp.1741-1747, 1969.

C. Wiley and V. Mittwoch,

T. Darmanin, F. Guittard, and . Mater, , vol.18, pp.273-285, 2015.

K. Koch, B. Bhushan, and W. Barthlott, Prog. Mater. Sci, vol.54, pp.137-178, 2009.

B. Su, Y. Tian, and L. Jiang, J. Am. Chem. Soc, vol.138, pp.1727-1748, 2016.

G. S. Watson, D. W. Green, B. W. Cribb, C. L. Brown, C. R. Meritt et al., ACS Appl. Mater. Interfaces, vol.9, pp.24381-24392, 2017.

H. J. Ensikat, P. Ditsche-kuru, C. Neinhuis, and W. Barthlott, Beilstein J. Nanotechnol, vol.2, pp.152-161, 2011.

Q. Wang, X. Yao, H. Liu, D. Quørø, and L. Jiang, Proc. Natl Acad. Sci. U S A, vol.112, pp.9247-9252, 2015.

A. Marmur, Soft Matter, vol.8, pp.6867-6870, 2012.

L. Feng, Y. Zhang, J. Xi, Y. Zhu, N. Wang et al., Langmuir, vol.24, pp.4114-4119, 2008.

G. Godeau, J. Laugier, F. Orange, R. Godeau, F. Guittard et al., Appl. Surf. Sci, vol.411, pp.291-302, 2017.

I. Badge, A. Y. Stark, E. L. Paoloni, and P. H. Niewiarowski, A. Dhinojwala, Sci. Rep, vol.4, p.6643, 2014.

X. Lu, H. Cai, Y. Wu, C. Teng, C. Jiang et al., Sci. Bull, vol.60, p.453, 2015.

K. Rykaczewski, J. S. Jordan, R. Linder, E. T. Woods, X. Sun et al., Langmuir, vol.32, pp.9335-9341, 2016.

V. Wiley and . Mittwoch,

T. M. Popp, J. B. Addison, J. S. Jordan, V. G. Damle, K. Rykaczewski et al., Langmuir, vol.32, pp.4681-4687, 2016.

J. Liu, H. Guo, B. Zhang, S. Qiao, M. Shao et al., Angew. Chem., Int. Ed, vol.55, pp.4265-4269, 2016.

X. Zeng, L. Qian, X. Yuan, C. Zhou, Z. Li et al., ACS Nano, vol.11, pp.760-769, 2017.

R. N. Wenzel, Ind. Eng. Chem, vol.28, pp.988-994, 1936.

A. B. Cassie and S. Baxter, Trans. Faraday Soc, vol.40, pp.546-551, 1944.

A. Marmur, Langmuir, vol.19, pp.8343-8348, 2003.

A. Marmur, Langmuir, vol.20, pp.3517-3519, 2004.

A. Marmur, Langmuir, vol.24, pp.7573-7579, 2008.

S. Varagnolo, F. Raccanello, M. Pierno, G. Mistura, M. Moffa et al., , vol.7, pp.5836-5842, 2017.

A. Davis, I. Liakos, M. E. Genovese, L. Marini, M. Salerno et al., Adv. Mater. Interfaces, vol.3, pp.1600606-1600607, 2016.

Y. Guo, Z. Wang, and H. Wu, Appl. Phys. A, vol.121, pp.1299-1303, 2015.

J. Yong, F. Chen, Q. Yang, and X. Hou, Soft Matter, vol.11, pp.8897-8906, 2015.

S. Li, J. Huang, Z. Chen, G. Chen, and Y. Lai, J. Mater. Chem. A, vol.5, pp.31-55, 2017.

H. Zeng, N. Pesika, Y. Tian, B. Zhao, Y. Chen et al., Langmuir, vol.25, pp.7486-7495, 2009.

Z. Cheng, J. Gao, and L. Jiang, Langmuir, vol.26, pp.8233-8238, 2010.

Y. Zhu, L. Li, M. Wan, and L. Jiang, Macromol. Rapid Commun, vol.29, pp.239-243, 2008.

Y. Zhu, D. Hu, M. Wan, L. Jiang, and Y. Wei, Adv. Mater, vol.19, pp.2092-2096, 2007.

L. Tan, L. Cao, M. Yang, G. Wang, and D. Sun, Polymer, vol.52, pp.4770-4776, 2011.

T. Darmanin, F. Guittard, and . Adv, , vol.4, pp.50401-50405, 2014.

S. Luo, J. Sekine, B. Zhu, H. Zhao, A. Nakao et al., ACS Nano, vol.6, pp.3018-3026, 2012.

T. Darmanin and F. Guittard, Synth. Met, vol.205, pp.58-63, 2015.

A. Merz, R. Schropp, and E. Doetterl, Synthesis, p.795, 1995.

C. Mortier, T. Darmanin, and F. Guittard, Pure Appl. Chem, vol.87, pp.805-814, 2015.

C. Mortier, T. Darmanin, and F. Guittard, Macromolecules, vol.48, pp.5188-5195, 2015.

C. Mortier, T. Darmanin, and F. Guittard, Langmuir, vol.32, pp.12476-12487, 2016.

K. Zong and J. R. Reynolds, Macromolecules, vol.33, pp.7051-7061, 2000.

P. Schottland, K. Zong, C. L. Gaupp, B. Thompson, C. A. Thomas et al., J. Org. Chem, vol.66, pp.6873-6882, 2001.

R. M. Walczak and J. R. Reynolds, Adv. Mater, vol.18, pp.1121-1131, 2006.

C. Mortier, T. Darmanin, and F. Guittard, , vol.79, pp.1434-1439, 2014.

D. K. Owens and R. C. Wendt, J. Appl. Polym. Sci, vol.13, pp.1741-1747, 1969.

T. Young, Phil. Trans. R. Soc. Lond. 1805, vol.95, pp.65-87, 2017.

F. Wiley and . Mittwoch,