Hydrophilic Silane Properties Polar - Non-Hydrogen Bonding
Total Page:16
File Type:pdf, Size:1020Kb
*1028_Hydrophobicity_Cvr. 2011_Layout 1 3/20/11 9:42 PM Page 1 Cover background photo: Fluoroalkylsilane treated multi-color red granite is both hydrophobic and oleophobic. The Stenocara beetle, an African desert species, harvests water that adsorbs on superhydrophilic bumps on its back, then transfers droplets into superhydrophobic channels that lead to its mouth. GGeelleesstt IInncc.. 1111 EEaasstt SStteeeell RRooaadd MMoorrrriissvviillllee,, PPAA 1199006677 PPhhoonnee ((221155)) 554477--11001155 FFaaxx:: ((221155)) 554477--22448844 wwwwww..ggeelleesstt..ccoomm *1028_Hydrophobicity_Cvr. 2011_Layout 1 3/20/11 9:43 PM Page 2 Gelest, Inc. Gelest, Inc. Additional Product Information on Silanes & Silicones Telephone: General 215-547-1015 Order Entry 888-734-8344 For Material Science: Technical Service: 215-547-1016 5 H 2 H 5 Hydrophobicity, OC C 2 Micro-Particle Silane Coupling SiO CH 2 H 5 2 OC 2 FAX: 215-547-2484 CH Enabling Your Technology Hydrophilicity H 2 Surface Modification Agents NC H 2 Micro-Particle The surface properties of Surface Internet: www.gelest.com and Silane Silane coupling Silane Coupling Agents Modification Connecting Across Boundaries P CH CH micro-particles can be Surface 2 2Si(OC agents enhance 2H ) e-mail: [email protected] 5 3 altered to match the 3 Enhance Adhesion Modification adhesion, increase H Si(OEt) CH2 CH2C 2 HOCH 2 NCH 2 Increase Mechanical Properties requirements of various CH2 Correspondence: 11 East Steel Rd. OCH 2 Improve Dispersion Organosilanes are mechanical prop- H OC 2H5 OC H Provide Crosslinking applications. Surface 2 5 Innovating Particle C2H O SiC erties of compos- 5 H2CH Si OC Immobilize Catalysts used extensively 2 2H5 Functionalization Morrisville, PA 19067 Bind Biomaterials treatment services pro- © 2009 Gelest, Inc. OC2H O 5 C2H5 ites, improve Gelest provides chemistries and deposition technologies for micro-particle for modification of Version 2.0: vided on a custom basis New Coupling Agents modifications that dramatically enhance: N for Metal Substrates ! CH3 New Coupling Agents for Vapor Phase • Color • Rheological Behavior dispersion of pig- Deposition ! Si • Polarity • Photo, Chemical, Thermal Stability surface properties. New Coupling Agents at Gelest are described. OCH 3 for Proteins ! • Adhesion • Moisture & Corrosion Resistance For further information consult our web site at: www.gelest.com CH3O Dispersion Mechanical & Electrical Properties This 80-page ments and fillers This brochure reviews • • and immobilize catalysts and biomaterials. In Europe: For research quantities in Europe: brochure describes silane deposition technologies and silane chemistries This 48 page brochure describes chem- provided by Gelest that allow end-users to modify their surface modification with an emphasis on For commercial and istry, techniques, applications and physical micro-particles to achieve optimum surface properties Gelest Inc. making surfaces hydrophobic or hydrophilic properties of silane coupling agents. for composite, separation, dispersion and other bulk quantities contact: Stroofstrasse 27 Geb.2901 applications. 65933 Frankfurt am Main, Gelest Ltd. Germany 46 Pickering Street Silicone Fluids- Reactive Silicon Tel: +49-(0)-69-3800-2150 Stable, Inert Silicones - Compounds: REACTIVE SILICONES: Maidstone Media Forging New FORGING NEW POLYMER LINKS Silanes and Fax: +49-(0)-69-3800-2300 MATERIALS FOR: Adhesives Kent ME15 9RR Binders Design and Polymer Links Ceramic Coatings Silicones SILICON COMPOUNDS: Dielectric Coatings e-mail: [email protected] Encapsulants SILANES & SILICONES Gels Engineering prop- The 48 page Membranes Detailed chemical United Kingdom Optical Coatings Photolithography Polymer Synthesis Internet: www.gelestde.com erties for conven- brochure Sealants properties and Gel est Tel: +44(0)-1622-741115 tional silicone describes reactive reference articles SILICON CHEMICALS FOR: • SURFACE MODIFICATION Fax: +44(0)-8701-308421 • ORGANIC SYNTHESIS Exclusive for the United Kingdom fluids as well as silicones that can New! for over 1600 • OPTICAL COATINGS Expanded Silicone • POLYMER SYNTHESIS Macromers • SELF-ASSEMBLED MONOLAYERS • CATALYSIS e-mail: [email protected] thermal, fluorosil- be formulated into compounds. The • COMPOSITES and Ireland: • NANOFABRICATION icone, hydrophilic coatings, mem- Enabling your technology 590 page catalog Fluorochem Ltd. and low tempera- branes, cured of silane and sili- Unit 14 Graphite Way ture grades are presented in a 24 page rubbers and adhesives for mechanical, cone chemistry includes scholarly reviews selection guide. The brochure provides optical, electronic and ceramic applica- as well as detailed information on various Rossington Park, Hadfield, data on thermal, rheological, electrical, tions. Information on reactions and cures applications. Derbyshire, SK13 1QH, United Kingdom mechanical and optical properties for of silicones as well as physical properties Tel: +44-(0)-1457-860111 silicones. Silicone fluids are available shortens product development time for in viscosities ranging from 0.65 to chemists and engineers. Fax: +44-(0)-1457-858912 2,500,000 cSt. internet: www.fluorochem.net In Japan: In South-East Asia: For Synthesis: For commercial and For commercial and research quantities contact: research quantities contact: Silicon-Based Silicon-Based Silicon-Based Blocking Reducing Agents Cross-Coupling These silicon- Gulf Chemical Agents Reagents AZmax Co. Ltd. Tokyo Office These silicon based reagents A variety of Matsuda Yaesudori, Bldg F8 39 Jalan Pemimpin reagents are are employed organosilanes 1-10-7 Hatchoubori, Chuo-Ku Tai Lee Industrial Building #04-03 used for func- in the reduction have been shown Tokyo 104-0032 Singapore 577182 tional group of various organic to enter into and inorganic Pd Tel: 65-6358-3185 protection, syn- cross-coupling Tel: 81-3-5543-1630 thesis and systems. The 24 protocols. This Fax: 65-6353-2542 page brochure Reagents For: Fax: 81-3-5543-0312 derivatization. 36 page brochure Carbon-Carbon Bond Formation, Introduction of Aryl, Vinyl and Ethynyl Groups e-mail: [email protected] e-mail: [email protected] The 28 page presents informa- with 105 refer- tion complete with literature references for on-line catalog: www.azmax.co.jp brochure presents detailed application ences reviews selected information on silylation reagents for a variety of reductions using organosilanes. approaches and some of the key aspects of pharmaceutical synthesis and analysis. the organosilane approach to cross-coupling Front Cover Photos: Water rolls off a duck’s back. Lotus leaves exhibit superhydrophobicity. Biological systems Detailed descriptions are presented on chemistry. An emphasis is placed on the are dependent on water, but at the same time must control the interaction. In a sense, all living organisms exhibit selectivity for reactions, resistance to more practical reactions. behaviors that can be described as both hydrophobic and hydrophilic. chemical transformations and selective deblocking conditions. Over 300 refer- ences are provided. Sales of all products listed are subject to the published terms and conditions of Gelest, Inc. *1028_Hydrophobicity 2011_Silane Coupling Agents-2003 2/23/11 7:49 PM Page 1 Gelest, Inc. Hydrophobicity, Hydrophilicity and Silane Surface Modification by Barry Arkles TABLE OF CONTENTS Silanes and Surface Modification . 2 Water, Hydrophobicity and Hydrophilicity . 3 Wettability and Contact Angle . 4 Critical Surface Tension and Adhesion . 5 How does a Silane Modify a Surface? . .6 Selecting a Silane for Surface Modification . 7 Hydrophobic Surface Treatments . 8 Superhydrophobicity and Oleophobicity . 9 Hydrophilic Surface Treatments . 10 Range of Wa ter Interaction with Surfaces . 11 Reacting with the Substrate . 12 Special Topics: Dipodal Silanes . 13 Linker Length. 14 Embedded/Tipped Polarity . 15 Partition, Orientation and Self-Assembly in Bonded Phases . 16 Modification of Metal Substrates . 17 Difficult Substrates . 18 Applying a Silane Surface Treatment . 19 Biomimetic Silane Surface Treatments . 21 Alkylphosphonic Acid Surface Treatments . 21 Hydrophobic Silane Selection Guide. 22 Silane Properties: Hydrophobic Silanes . 30 Hydrophobic Silanes - Dipodal . 60 Hydrophobic Silanes - Polymeric . 63 Hydrophilic Silanes - Polar . 64 Hydrophilic Silanes - Hydrogen Bonding . 66 Hydrophilic Silanes - Hydroxylic . 71 Hydrophilic Silanes - Ionic / Charge Inducible. 72 Hydrophilic Silanes - Polymeric . 74 Hydrophilic Silanes - Epoxy / Masked . 76 Silyl Hydrides . 77 UV Active and Fluorescent Silanes . 78 References . 80 Hydrophobicity, Hydrophilicity and Silane Surface Modification Barry Arkles ©2011 Gelest, Inc. (215) 547-1015 FAX: (215) 547-2484 www.gelest.com 1 *1028_Hydrophobicity 2011_Silane Coupling Agents-2003 2/23/11 7:49 PM Page 2 Gelest, Inc. Silanes and Surface Modification Silanes are silicon chemicals that possess a hydrolytically sensitive center that can react with inorganic substrates such as glass to form stable covalent bonds and possess an organic substitution that alters the physical interactions of treated substrates. OCH2CH3 CH3CH2CH2CH2CH2CH2CH2CH2— Si— OCH2CH3 OCH2CH3 organic substitution allows permanent property modification hydrolyzable alkoxy (alcohol) groups Property modifications include: Applications include: Hydrophobicity Architectural Coatings Adhesion Water-Repellents Release Anti-stiction Coatings for MEMs Dielectric Mineral Surface Treatments Absorption Fillers for Composites Orientation Pigment Dispersants Hydrophilicity Dielectric