Classifications

• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
  • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
  • C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
  • C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
  • C04B41/4922—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane
  • C04B41/4933—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane containing halogens, i.e. organohalogen silanes
• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
  • C04B41/81—Coating or impregnation
  • C04B41/82—Coating or impregnation with organic materials
  • C04B41/84—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
  • C07F7/02—Silicon compounds
  • C07F7/08—Compounds having one or more C—Si linkages
  • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
  • C07F7/1804—Compounds having Si-O-C linkages

Definitions

• Fluorochemical sulfonamido silanes having at least 4 carbon atoms in the fluoroalkyl group have been described for treating substrates in GB 2,218,097; US 5,274,159; US 5,702,509; and earlier in US 3,492394; US 3,423,234, and US 3,442,664.
• fluorochemical oligomeric silanes having at least 4 carbon atoms in the fluoroalkyl group have been described for treating hard surfaces, such as glass or ceramics in EP 1,369,453; EP 1,225,187, and EP 1,225,188.
• the present invention includes a fluorochemical composition as above described with an organic solvent in an amount sufficient to dissolve and/or disperse the silane(s).
• M is selected from Si, Ti, Zi, Al, V, Sn, and Zn; R" is a non-hydrolyzable group; Y is a hydrolysable group such as OR, OCOCH 3 or Cl; q is 0, 1 or 2, and r is 4, 3 or 2.
• aryl means an aromatic group such as phenyl which is unsubstituted or may be substituted by one or up to five substituents such as alkyl, as above defined, alkoxy of 1 to 4 carbon atoms, halo, e.g. fluoro, chloro, bromo, iodo, hydroxy, amino, nitro and the like. Halo and alkyl substituents are preferred.
• n' may also vary from 1-10 and in one embodiment may be 3.
• the fluorochemical compounds of the invention may be prepared by known methods. For example, [C 4 F 9 SO 2 N(CH) 3 CH 2 ] 2 CHOH may be made by reacting two moles Of C 4 F 9 SO 2 NH(CH) 3 with either l,3-dichloro-2-propanol or epichlorohydrin in the presence of base.
• the present invention provides a composition comprising a condensation product obtainable after a partial condensation reaction of said one or more fluorochemical oligomers and said one or more non-fluorinated compounds.
• partial condensation and “partial condensate” in connection with the present invention is meant that some of the hydrolysable groups in the mixture have reacted while leaving a substantial amount of hydrolysable groups available for a condensation reaction.
• a partial condensate means that at least 20%, preferably at least 30%, more preferably at least 50% of the hydrolysable groups are still available for further condensation reaction.
• Representative examples of compounds of formula (II) include tetramethoxysilane, tetraethoxysilane (TEOS), methyltriethoxysilane (MTEOS), dimethyldiethoxysilane (DDS), tetraethylhexyltitanate and the like.
• the reaction product is obtainable by reacting the components and an optional crosslinking agent.
• the reaction product is a partial condensate or alternatively a substantial complete condensation product is formed.
• the polycondensation reaction is conveniently carried out by mixing the starting components in an organic solvent preferably at room temperature, in the presence of sufficient water to effect hydrolysis of the hydrolysable groups.
• the amount of water will be between 0.1 and 20 % by weight of the total composition, more preferably between 1 and 10% by weight.
• an organic or inorganic acid or base catalyst should preferably be used.
• Various articles can be effectively treated with the fluorochemical composition of the present invention to provide a water and oil repellent coating thereon.
• Examples include ceramic tiles, bathtubs or toilets, glass shower panels, construction glass, various parts of a vehicle (such as the mirror or windscreen), glass, and ceramic or enamel pottery materials.
• Treatment of the substrates results in rendering the treated surfaces less retentive of soil and more readily cleanable due to the oil and water repellent nature of the treated surfaces. These desirable properties are maintained despite extended exposure or use and repeated cleanings because of the high degree of durability of the treated surface as can be obtained through the compositions of this invention.
• the fluorochemical composition preferably in the form of a solvent composition as disclosed above, is applied to the substrate.
• the substrate should be clean prior to applying the compositions of the invention so as to obtain optimum characteristics, particularly durability. That is, the surface of the substrate to be coated should be substantially free of organic contamination prior to coating. Cleaning techniques depend on the type of substrate and include, for example, a solvent washing step with an organic solvent, such as acetone or ethanol.
• compositions for application to a substrate are prepared by diluting a concentrate comprising a solution of at least 25% by weight of solids in an organic solvent, by adding to the concentrate an organic solvent or mixture of solvents.
• a wide variety of coating methods can be used to apply a composition of the present invention, such as brushing, spraying, dipping, rolling, spreading, and the like.
• the coating composition may be cured by irradiation (e.g. by means of UV-irradiators, a laser, etc.) in a manner known per se, depending on the type and presence, respectively of an initiator.
• irradiation e.g. by means of UV-irradiators, a laser, etc.
• the process may also require a polishing step to remove excess material.
• Test solutions for Examples 1 - 7 and Comparative Example C-I were prepared by combining 1.0 g. of the compositions listed in Table 1 together with 37% HCl (1.0 g) and ethanol (98.0 g).
• Test Solutions were sprayed onto pre-cleaned, white sanitary ceramic tiles (available from Sphinx, Maastricht, Netherlands) at room temperature, at a rate of about 40 mL/minute.
• FC-3 is C 8 F 17 SO 2 N(CH 2 CH 3 )CH 2 CH 2 CH 2 Si(OCH 2 CH 3 );, Table 2. Contact Angles in degrees for water/hexadecane for Examples 1 - 7 and Comparative Example C-I.

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Ceramic Engineering (AREA)
• Organic Chemistry (AREA)
• Materials Engineering (AREA)
• Structural Engineering (AREA)
• Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
• Detergent Compositions (AREA)
• Paints Or Removers (AREA)
• Surface Treatment Of Glass (AREA)

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Publications (1)

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• 2004
  • 2004-12-30 US US11/027,404 patent/US7495118B2/en not_active Expired - Fee Related
• 2005
  • 2005-12-15 CA CA002592284A patent/CA2592284A1/en not_active Abandoned
  • 2005-12-15 AT AT05854110T patent/ATE524480T1/de not_active IP Right Cessation
  • 2005-12-15 RU RU2007123147/04A patent/RU2007123147A/ru not_active Application Discontinuation
  • 2005-12-15 WO PCT/US2005/045326 patent/WO2006073718A1/en not_active Ceased
  • 2005-12-15 CN CN2005800456210A patent/CN101094859B/zh not_active Expired - Fee Related
  • 2005-12-15 JP JP2007549426A patent/JP4988598B2/ja not_active Expired - Fee Related
  • 2005-12-15 EP EP05854110A patent/EP1831234B1/en not_active Expired - Lifetime

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