WO2021126175A1 - Dispersions aqueuses de composés d'organosilicium - Google Patents

Dispersions aqueuses de composés d'organosilicium Download PDF

Info

Publication number
WO2021126175A1
WO2021126175A1 PCT/US2019/067025 US2019067025W WO2021126175A1 WO 2021126175 A1 WO2021126175 A1 WO 2021126175A1 US 2019067025 W US2019067025 W US 2019067025W WO 2021126175 A1 WO2021126175 A1 WO 2021126175A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
monovalent
radical
different
optionally
Prior art date
Application number
PCT/US2019/067025
Other languages
English (en)
Inventor
Jerry HAVENS
Ricky W. COFFEY
Andrew Pearson
Original Assignee
Wacker Chemie Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wacker Chemie Ag filed Critical Wacker Chemie Ag
Priority to PCT/US2019/067025 priority Critical patent/WO2021126175A1/fr
Publication of WO2021126175A1 publication Critical patent/WO2021126175A1/fr

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/52—Impregnating agents containing mixtures of inorganic and organic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/02—Processes; Apparatus
    • B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
    • C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/13—Silicon-containing compounds
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/16—Sizing or water-repelling agents

Definitions

  • the invention relates to aqueous dispersions of organosilicon compounds, the preparation thereof and the use thereof, in particular for the hydrophobing impregnation and mass hydrophobing of mineral and organic building materials.
  • Silanes and siloxanes have long been used for the production of structures, for example solutions of silanes in organic solvents, as described, for example, in DE-A 1069057. For cost reasons, but not least also because of the health hazards, during handling of organic solvents and the associated environmental pollution, working with organic solvents is disadvantageous .
  • Aqueous formulations based on alkylalkoxysilanes and alkylalkoxysiloxanes are known.
  • EP-A 234024 describes silane emulsions comprising nonionic emulsifiers which have an HLB value of from 4 to 15. According to EP-A 340816 the stability of these compositions is improved by the addition of buffer salts.
  • EP-A 631 999 describes aqueous formulations based on alkylalkoxysilanes which contain cationic emulsifiers. According to WO-A 199516752 and EP-A 907 622, amine soaps are said to be suitable in particular for the preparation of silane/siloxane emulsions.
  • WO-A 199522580 describes a series of further cationic emulsifiers in silane/siloxane emulsions.
  • the stability of silane/siloxane emulsions is particularly good when ionic emulsifiers are used in combination with nonionogenic emulsifiers which have an HLB value of less than 11.
  • aqueous structure preservatives prepared according to the prior art do not always have the desired stability and efficiency.
  • Aqueous dispersions of organosilicon compounds having the desired stability and efficiency are disclosed in US 8,449,666 B2.
  • the emulsions require homogenization using a high-pressure homogenizer.
  • alkylalkoxy-functional organosilicon compounds may be prepared with conventional mixing equipment without the need for a high-pressure homogenizer, by including polyisobutylene, polydialkylsiloxane, amino-functional silane or aminofunctional organopolysiloxane into the emulsion.
  • the invention relates to aqueous dispersions comprising (A) at least one silane of the formula
  • R is identical or different and is a monovalent, SiC- bonded, optionally substituted hydrocarbon radical having at least 4 carbon atoms,
  • R 1 is identical or different and is a monovalent, optionally substituted hydrocarbon radical having 1 to 18 carbon atoms
  • R 2 is identical or different and is a monovalent, SiC- bonded, optionally substituted hydrocarbon radicals having 1 to 3 carbon atoms
  • a is 1, 2 or 3 and b is 0, 1 or 2, with the proviso that the sum of a and b is 1, 2 or 3, and/or the partial hydrolysis products thereof,
  • the aqueous dispersion of the invention are preferably aqueous emulsions.
  • radical R examples include 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl and tert-pentyl radical; hexyl radicals, such as the n-hexyl radical; heptyl radicals, such as the n-heptyl radical; octyl radicals, such as the n-octyl radical, and isooctyl radicals, such as the 2,2,4- trimethylpentyl radical; nonyl radicals, such as the n-nonyl radical; decyl radicals, such as the n-decyl radical; dodecyl radicals, such as the n-dodecyl radical; octadecyl radicals, such as the n-octadecyl radical; cycloalkyl radicals, such as the cyclo
  • substituted radicals R are halogenated alkyl readicals, glycidyloxypropyl radical and methacroylpropyl radical.
  • Radicals R are preferably hydrocarbon radicals having at least 4 carbon atoms, particularly preferably hydrocarbon radicals having 6 to 18 carbon atoms, in particular hexyl and octyl radicals, very particularly preferably the n-hexyl radical, n- octyl radical and isooctyl radical, such as the 2,2,4- trimethylpentyl radical.
  • Radicals R 1 are preferably optionally substituted alkyl radicals having 1 to 4 carbon atoms, particularly preferably the methyl, ethyl, n-butyl, 2-methoxyethyl and isopropyl radical, in particular the ethyl radical.
  • Radicals R 2 are preferably alkyl radicals having 1 to 3 carbon atoms, such as methyl, ethyl, n-propyl and isopropyl radicals, particularly preferably the methyl radical.
  • the value of a is preferably 1.
  • the value of b is preferably 0 or 1.
  • silanes (A) are isobutyltriethoxysilane, hexyl- triethoxysilane, hexylmethyldiethoxysilane, n-octyltrimethoxy- silane, n-octyltriethoxysilane, n-octyltributoxysilane, isooctyltriethoxysilane, n-decyltriethoxysilane, dodecylmethyldimethoxysilane, hexadecyltrimethoxysilane, octadecylmethyldimethoxysilane, octadecylmethyldiethoxysilane and octadecyltriethoxysilane and aminoethylaminopropyl- triethoxysilane, glycidoxypropyltrimethoxysilane and methacroylpropyltrieth
  • Silane (A) is preferably n-hexyltriethoxysilane, n-octyl- triethoxysilane and isooctyltriethoxysilane, n-octyl- triethoxysilane and isooctyltriethoxysilane being particularly preferred.
  • Partial hydrolysis products form when some of the radicals OR 1 in the silanes of the formula (I) are eliminated by reaction with water or steam and OH groups bonded to silicon form. These in turn can condense with elimination of water to give siloxane bonds, resulting in oligomers which may also contain OH groups in addition to groups OR 1 . Partial hydrolysis products of silanes of the formula (I) may also be present as an impurity in the silane of the formula (I).
  • the dispersions according to the invention contain silane (A) in amounts of, preferably, from 5 to 70% by weight, particularly preferably from 30 to 65% by weight, based in each case on the total formulation.
  • nonionogenic emulsifiers (B) used according to the invention are sorbitan fatty acid esters, ethoxylated sorbitan fatty acid esters, ethoxylated fatty acids, ethoxylated linear or branched alcohols having 10 to 20 carbon atoms, ethoxylated alkylphenols , pentaerythrityl fatty acid esters, glyceryl esters and alkylpolyglycosides.
  • the nonionogenic emulsifiers (B) are preferably sorbitan fatty acid esters, ethoxylated sorbitan fatty acid esters, ethoxylated fatty acids, ethoxylated linear or branched alcohols having 10 to 20 carbon atoms and ethoxylated triglycerides .
  • the dispersions according to the invention contain no ethoxylated alkylphenols since it is known that these are not environmentally compatible.
  • the component (B) used according to the invention may be only one nonionogenic emulsifier having an HLB value of greater than or equal to 12, particularly greater than or equal to 14, or a mixture of a plurality of nonionogenic emulsifiers, with the proviso that at least one emulsifier has an HLB value greater than or equal to 12, in particular greater than or equal to 14.
  • Mixtures of nonionogenic emulsifiers, of which at least one emulsifier has an HLB value greater than or equal to 12, are preferably used as component (B).
  • the proportion of emulsifiers having an HLB value greater than or equal to 12 in the emulsifier mixture (B) is preferably at least 30% by weight.
  • the HLB value is an expression of the equilibrium between hydrophilic and hydrophobic groups of an emulsifier.
  • the definition of the HLB value and methods for determining it are generally known and are described, for example, in Journal of Colloid and Interface Science 298 (2006) 441-450 and the literature cited there.
  • the HLB value (HLB stands for hydrophilic-lipophilic balance) describes the hydrophilic and lipophilic component of mainly nonionic emulsifiers.
  • the HLB value can be calculated for nonionic emulsifiers according to Hans-Dieter Dorfler, Grenzflachen- und Kolloidchemie [Interfacial and Colloidal Chemistry], VCH, Weinheim, 1994, p. 198, as follows:
  • Mi is the molar mass of the lipophilic component of a molecule and M the molar mass of the whole molecule.
  • the factor of 20 is a freely selected scaling factor.
  • Examples of the nonionogenic emulsifiers (B) used according to the invention and having an HLB value greater than or equal to 12 are (HLB values according to manufacturer, POE is polyoxyethylene) :
  • HLB value ⁇ 12 Cognis GmbH, Illertissen.
  • nonionogenic emulsifiers which can additionally be used and have an HLB value ⁇ 12 are (HLB values according to manufacturer or table 3 in the abovementioned source, POE is polyoxyethylene) : 1 ) Croda International Pic, Cowick Hall, Snaith Goole East Yorkshire UK
  • the dispersions according to the invention contain component (B) in amounts of, preferably, from 1.0 to 10% by weight, particularly preferably from 1.5 to 3% by weight, based in each case on the total formulation.
  • Component (C) is a compound selected from (Cl) polyisobutylene, (C2) polydialkylsiloxanes, (C3) amino-functional silanes, (C4) amino-functional organopolysiloxanes and mixtures thereof.
  • Polydialkylsiloxanes (C2) are preferably polydialkylsiloxanes of the formula
  • R 3 is identical or different and an alkyl radical with 1 to 18 carbon atoms, preferably an alkyl radical with 1 to 3 carbon atoms, more preferably a methyl radical and n is an integer from 10 to 100 preferably from 50 to 80
  • Polydialkylsiloxanes (C2) are preferably dimethylpolysiloxanes.
  • the dimethylpolysilanes have preferably a viscosity from 50 to 110 mPa-s at 25°C.
  • the viscosity is determined according to DIN ISO 51562.
  • the amino-functional silanes (C3) are preferably silanes of the formula
  • A is an an amine-substituted radical of the formula
  • R 4 is identical of different and a monovalent hydrocarbon radical having 1 to 18 carbon atoms
  • R 5 is identical or different and a monovalent hydrocarbon radical having 1 to 18 carbon atoms, preferably 1 to 4 carbon atoms,
  • R 6 is identical or different and is a divalent Si-C-bonded hydrocarbon radical having 1 to 18 carbon atoms
  • R 7 is a hydrogen atom or a monovalent linear, cyclic or branched, saturated or unsaturated hydrocarbon radical having 1-18 carbon atoms,
  • R 8 is identical or different and is a divalent hydrocarbon radical having 1 to 6 carbon atoms, c is 0, 1 or 2, preferably 0 or 1, and x is 0 or an integer from 1 to 4, preferably 0 or 1.
  • amine-substituted radicals A examples include:
  • H 2 N (CH 2 ) 2 NH (CH 2 ) 3 - are particularly preferred.
  • silane (C3) are preferred examples.
  • Amino-functional organopolysiloxanes are preferably organopolysiloxanes containing units of the formula
  • A is as defined above,
  • R 9 is identical or different and is a monovalent, optionally substituted hydrocarbon radical having 1 to 18 carbon atoms,
  • R 10 is identical or different and is a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical having 1 to 18, preferably 1 to 4 carbon atoms, d is 0, 1 or 2, preferably 0 or 1, e is 0, 1, 2 or 3, and f is 0, 1, 2 or 3, preferably 0 or 1, with the proviso that the sum of d+e+f is less than or equal to
  • Amino-functional organopolysiloxanes are more preferably organopolysiloxanes of the formula
  • R* is R 9 or a radical of formula -OR 10 ,
  • R 9 and R 10 are as defined above, k is an integer from 1 to 1000,
  • 1 is an integer from 1 to 100 and y is 0 or 1, preferably 0.
  • radicals R 4 are alkyl radicals, such as the methyl, ethyl, n-propyl, isopropyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl and tert-pentyl radical; hexyl radicals, such as the n-hexyl radical; heptyl radicals, such as the n-heptyl radicals; octyl radicals, such as the n-octyl radical, and isooctyl radicals, such as the 2,2,4-trimethylpentyl radical; nonyl radicals, such as the n- nonyl radical; decyl radicals, such as the n-decyl radical; dodecyl radicals, such as the n-dodecyl radical; octadecyl radical
  • radicals R 4 are fully applicable to radicals R 9 .
  • radicals R 1 are fully applicable to radicals R 5 and R 10 .
  • the dispersions according to the invention contain component (C) in amounts of, preferably, from 1 to 10% by weight, particularly preferably from 3 to 5% by weight, based in each case on the total amount of the dispersion.
  • the water (D) used according to the invention may be any desired type of water, such as, for example, natural waters, such as, for example, rainwater, groundwater, spring water, river water and seawater, chemical waters, such as, for example, demineralized water or distilled or (multiply) redistilled water, waters for medicinal or pharmaceutical purposes, such as, for example, purified water (Aqua purificata; Pharm. Eur. 3), Aqua deionisata, Aqua destillata,
  • the water (D) used according to the invention is preferably water having a conductivity of less than 10 pS/cm, in particular less than 2 pS/cm.
  • the dispersions according to the invention contain component (D) in amounts of, preferably, from 20 to 95% by weight, particularly preferably from 40 to 60% by weight, based in each case on the total amount of dispersion.
  • the further components (E) optionally used according to the invention may be all additives which have also been used to date in aqueous dispersions, such as, for example, thickeners, substances for adjusting the pH, buffer substances, fillers, fragrances, dyes, antifreezes, such as glycols and glycol ether, and preservatives.
  • aqueous dispersions such as, for example, thickeners, substances for adjusting the pH, buffer substances, fillers, fragrances, dyes, antifreezes, such as glycols and glycol ether, and preservatives.
  • optionally used thickeners (E) are polyacrylic acid, polyacrylates, cellulose ethers, such as carboxymethylcellulose and hydroxyethylcellulose, natural gums, such as xanthan gum, and polyurethanes.
  • substances for adjusting the pH are, in addition to aminosilanes, also amines, such as, for example, monoethanolamine, or alkali metal hydroxides. If required for ensuring the constancy of the pH over a relatively long period, buffer systems, such as salts of acetic acid, salts of phosphoric acid, salts of citric acid, in each case in combination with the free acid, may also be used, depending on the desired pH.
  • the dispersions according to the invention may contain silicon dioxide (silicic acids), titanium dioxide or aluminum oxide having a BET surface area of, preferably, from 20 to 1000 m 2 /g, a particle size of, preferably, less than 10 pm and an agglomerate size of, preferably, less than 100 pm as fillers (E).
  • the optionally used fillers (E) are particularly preferably silicic acids, in particular those having a BET surface area of from 50 to 800 m 2 /g. These silicic acids may be pyrogenic or precipitated silicic acids. In particular, pretreated silicic acids, such as, for example, commercially available completely or partly hydrophobed silicic acids, can be used as fillers (E).
  • hydrophobic silicic acids which can be used according to the invention are pyrogenic, treated silicic acid having a BET surface area of 120 m 2 /g and a carbon content of 0.8% by weight (available under the name HDK ® H15 from Wacker Chemie AG, Germany), a pyrogenic treated silicic acid having a BET surface area of 140 m 2 /g and a carbon content of 2.8% by weight (available under the name HDK ® H2000 from Wacker Chemie AG, Germany) and a precipitated silicic acid treated with polydimethylsiloxane and having a BET surface area of 90 m 2 /g (available under the name "Sipernat D10" from Degussa AG, Germany).
  • the dispersions according to the invention are preferably free of water-immiscible solvents or contain water-immiscible solvents in amounts of not more than 1% by weight, based on the total amount of dispersion.
  • water-immiscible solvents are to be understood as meaning all solvents which are soluble in amounts of not more than 1 g/1 in water at 20°C and a pressure of 101.325 kPa.
  • these water-immiscible solvents have a vapor pressure of 0.1 kPa or higher at 20°C.
  • water-immiscible solvents are benzene, toluene, xylene, hexane, cyclohexane and paraffinic hydrocarbon mixtures.
  • the dispersions according to the invention are particularly preferably those containing from 10 to 60% by weight of at least one silane (A), from 1.0 to 10% by weight of at least one nonionic emulsifier (B) having an HLB value greater than or equal to 12, optionally as a mixture with nonionic emulsifiers having an HLB value of less than 12, from 1.0 to 10.0% by weight of at least one compound (C) selected form (Cl), (C2), (C3), (C4) and mixtures thereof,
  • the dispersions according to the invention contain no further components over and above the components (A), (B), (C), (D) and (E).
  • aqueous dispersions Conventional mixers are used for the preparation of the aqueous dispersions according to the invention.
  • the preparation is carried out by simple stirring of all constituents at temperatures of preferably from 1 to 50°C and optionally subsequent homogenization, for example using rotor- stator homogenizers, preferably at peripheral speeds of from 5 to 40 m/s.
  • the invention furthermore relates to a process for the preparation of the dispersions according to the invention by mixing the components (A), (B), (C), (D) and optionally (E) with the proviso that no high-pressure homogenizers are used.
  • the component (B), a part of the water (D) and optionally component (C) are initially introduced, the component (A) is incorporated using a rotor-stator homogenizer, then unless also already initially introduced at the beginning, component (C), the remaining amount of water (D) and optionally component (E) are incorporated with homogenization. This is preferably followed by homogenization using a rotor-stator homogenizer .
  • the dispersions according to the invention are preferably milky, white to beige liquids.
  • the dispersions according to the invention have a pH of preferably from 5 to 9, in particular from 6 to 8.
  • the dispersions according to the invention have a proportion of nonvolatile compounds (for example determined according to ASTM D 5095) of preferably from 10 to 80% by weight, particularly preferably from 20 to 70% by weight.
  • the dispersions according to the invention have a volume- average particle size preferably from 0.1 to 10 pm, in particular from 0.3 to 1.5 pm.
  • the dispersions according to the invention have a viscosity of, preferably, less than 10 000 mPa.s, in particular less than 1000 mPa.s, measured in each case at 25°C.
  • the dispersions according to the invention have the advantage that they have a very long shelf-life.
  • the dispersions according to the invention have the advantage that they can be prepared economically.
  • the dispersions according to the invention have the advantage that they are simple to handle.
  • the dispersions according to the invention have the advantage that they can be easily diluted and have a very long shelf-life even in dilute form.
  • the process for the preparation of the dispersions according to the invention has the advantage that it can be carried out in a simple manner without the need of a high-pressure homogenizer.
  • the dispersions according to the invention have the advantage that they develop a very good and stable impregnating effect and very good penetration behavior on different substrates.
  • aqueous dispersions according to the invention can be used for all purposes for which dispersions based on organosilicon compounds have also been used to date. They are, for example, outstandingly suitable as preservatives for structures, in particular for hydrophobing various mineral or organic substrates. The manner in which such dispersions are used is known to the person skilled in the art.
  • the present invention furthermore relates to a process for the treatment of substrates, wherein the substrates are brought into contact with the dispersions according to the invention.
  • substrates which can be treated with the dispersions according to the invention are mineral substances, such as masonry, mortar, brick, limestone, marble, sand-lime brick, sandstone, granite, porphyry, concrete and cellular concrete, and organic substances, such as wood, paper, board, textiles and manmade and natural fibers.
  • the dispersions generally penetrate into the capillaries of the substrate and dry there.
  • mineral substrates and wood-base materials are preferably used.
  • the treatment according to the invention preferably comprises impregnation, coating, priming and injection, particularly preferably impregnation, in particular the substrate being brought into contact with the dispersion and the dispersion penetrating partly or completely into the substrate.
  • the impregnation according to the invention preferably comprises hydrophobing impregnation and can be effected both as impregnation of the surface and as injection or as mass hydrophobing .
  • the water absorption of the substrate is drastically reduced by the hydrophobing according to the invention, which reduces the thermal conductivity but also prevents the destruction of the building materials by the influence of freezing and thawing cycles or salt or, in the case of wood-based materials, by rotting or fungal attack.
  • the dispersions according to the invention are added to the surface of the substrate by customary distribution methods known to date, such as, for example, by brushing, spraying, knife coating, rolling, pouring, spreading with a trowel, immersion and roll coating.
  • the property of penetrating into the masonry may be a material property or the penetration is artificially promoted by transporting the dispersions into the masonry with elevated pressure.
  • the dispersions according to the invention can also be used in combinations with organic dispersions and pigments for formulating coating materials, in order to impart hydrophobic properties to these coating materials.
  • This application can also be effected in combination with fluoroorganic polymer dispersions, for example if an oil- and dirt-repellent effect is also desired in addition to water-repellent effect, for example to prevent damage to the structure by graffiti.
  • the dispersion according to the invention can be applied in concentrated form or in a form diluted with water, depending on substrate and the intended effect. If the application according to the invention is effected in dilute form, the content of component (A) in the dispersion used is then preferably from 2 to 35% by weight, in particular from 5 to 20% by weight.
  • the process for the treatment of substrates has the advantage that it is efficient and economical and that the substrates are protected in the long term from the influence of water.
  • SILRES® BS 1701 from Wacker Chemie AG, Kunststoff, Germany
  • the inventive dispersions are used to reduce the capillary water uptake of mineral substrates. Accordingly, water absorption of substrates treated with the dispersions of the present invention was tested. The test was conducted on a standard substrate of ASTM C794 exposed aggregate concrete panels with a sample size of 3" x 6 x 3/8". For each example tested, three plates were used. Prior to impregnation of the substrate, the substrates were cleaned, and the initial weight of each substrate was measured (Wl). The substrates are then coated with the dispersion and stored for 7 days at 70°F and 50% relative humidity to allow for curing and development of full hydrophobicity. The samples are then weighted after the curing time (W2).
  • the samples are then immersed for 24 hours in distilled water, the water column (head space) above the samples should be kept as close to 1 inch as possible.
  • the samples are reweighted after 0.5hrs, 2hrs, 4hrs, 6hrs and 24 hrs.
  • the panels are removed from the water and blot ted with a damp sponge to remove the excess water.
  • three untreated substrates are tested as well.
  • the average weight increase can be calculated and used to determine the water absorption. The results are shown in table 2.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Ceramic Engineering (AREA)
  • Forests & Forestry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Structural Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des dispersions aqueuses comprenant (A) au moins un silane de formule RaR2 bSi(OR1)4-a-b (I), dans laquelle R est identique ou différent et représente un radical hydrocarboné monovalent, lié par SiC, éventuellement substitué, comprenant au moins 4 atomes de carbone, R1 est identique ou différent et représente un radical hydrocarboné monovalent, éventuellement substitué comprenant 1 à 18 atomes de carbone, R2 est identique ou différent et représente un radical hydrocarboné monovalent, lié par SiC, éventuellement substitué comprenant 1 à 3 atomes de carbone, a vaut 1, 2 ou 3 et b vaut 0, 1 ou 2, à condition que la somme de a et de b vaille 1, 2 ou 3, et/ou leurs produits d'hydrolyse partielle, (B) au moins un émulsifiant non ionique présentant une valeur BHL supérieure ou égale à 12, de préférence supérieure ou égale à 14, éventuellement sous forme de mélange avec des émulsifiants non ioniques présentant une valeur BHL inférieure à 12, (C) au moins un composé choisi parmi (C1) un polyisobutylène, (C2) les polydialkylsiloxanes (C3) les silanes à fonctionnalité amino, (C4) les siloxanes à fonctionnalité amino et leurs mélanges, (D) de l'eau et éventuellement (E) d'autres constituants, à condition que la co-utilisation de tensioactifs cationiques soit exclue.
PCT/US2019/067025 2019-12-18 2019-12-18 Dispersions aqueuses de composés d'organosilicium WO2021126175A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US2019/067025 WO2021126175A1 (fr) 2019-12-18 2019-12-18 Dispersions aqueuses de composés d'organosilicium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2019/067025 WO2021126175A1 (fr) 2019-12-18 2019-12-18 Dispersions aqueuses de composés d'organosilicium

Publications (1)

Publication Number Publication Date
WO2021126175A1 true WO2021126175A1 (fr) 2021-06-24

Family

ID=69182663

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2019/067025 WO2021126175A1 (fr) 2019-12-18 2019-12-18 Dispersions aqueuses de composés d'organosilicium

Country Status (1)

Country Link
WO (1) WO2021126175A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023131905A1 (fr) * 2022-01-06 2023-07-13 Chemitek - Química Avançada, S.A Revêtements hydrophobes pour substrats de verre

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1069057B (de) 1956-01-18 1959-11-12 Union Carbide Corporation, New York, N. Y. (V. St. A.) Verfahren zum Wasserabsroßendmachen von Baumaterial
EP0234024A1 (fr) 1986-02-14 1987-09-02 Pcr Group, Inc. Systèmes aqueux contenant des silanes pour hydrofuger les surfaces de maçonnage
EP0340816A2 (fr) 1988-05-02 1989-11-08 Pcr Group, Inc. Emulsions de silane tamponnées pour rendre repoussant à l'eau les substrats poreux
EP0631999A2 (fr) 1993-06-30 1995-01-04 Osi Specialties, Inc. Emulsion cationique des alkylalkoxysilanes
WO1995016752A1 (fr) 1993-12-14 1995-06-22 Victoria University Of Technology EMULSIONS DE SILANE/SILOXANE POUR SURFACES DE MAçONNERIE
WO1995022580A1 (fr) 1994-02-21 1995-08-24 Victoria University Of Technology Compositions aqueuses pour le traitement hydrofuge d'ouvrages de maçonnerie
EP0907622A1 (fr) 1996-06-10 1999-04-14 Rhodia Chimie Emulsion aqueuse de resine silicone pour l'hydrofugation de materiaux de construction
EP1147072A1 (fr) 1998-12-10 2001-10-24 Dow Corning Corporation Emulsions aqueuses stables de silanes non polaires, a dimension particulaire constante
US20050107520A1 (en) * 2003-10-22 2005-05-19 Wacker-Chemie Gmbh Aqueous polymer dispersions
US8449666B2 (en) 2007-11-30 2013-05-28 Wacker Chemie Ag Aqueous dispersions of organosilicon compounds
US20140020600A1 (en) * 2011-04-07 2014-01-23 Wacker Chemie Ag Aqueous dispersions of organosilicon compounds

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1069057B (de) 1956-01-18 1959-11-12 Union Carbide Corporation, New York, N. Y. (V. St. A.) Verfahren zum Wasserabsroßendmachen von Baumaterial
EP0234024A1 (fr) 1986-02-14 1987-09-02 Pcr Group, Inc. Systèmes aqueux contenant des silanes pour hydrofuger les surfaces de maçonnage
EP0340816A2 (fr) 1988-05-02 1989-11-08 Pcr Group, Inc. Emulsions de silane tamponnées pour rendre repoussant à l'eau les substrats poreux
EP0631999A2 (fr) 1993-06-30 1995-01-04 Osi Specialties, Inc. Emulsion cationique des alkylalkoxysilanes
WO1995016752A1 (fr) 1993-12-14 1995-06-22 Victoria University Of Technology EMULSIONS DE SILANE/SILOXANE POUR SURFACES DE MAçONNERIE
WO1995022580A1 (fr) 1994-02-21 1995-08-24 Victoria University Of Technology Compositions aqueuses pour le traitement hydrofuge d'ouvrages de maçonnerie
EP0907622A1 (fr) 1996-06-10 1999-04-14 Rhodia Chimie Emulsion aqueuse de resine silicone pour l'hydrofugation de materiaux de construction
EP1147072A1 (fr) 1998-12-10 2001-10-24 Dow Corning Corporation Emulsions aqueuses stables de silanes non polaires, a dimension particulaire constante
US20050107520A1 (en) * 2003-10-22 2005-05-19 Wacker-Chemie Gmbh Aqueous polymer dispersions
US8449666B2 (en) 2007-11-30 2013-05-28 Wacker Chemie Ag Aqueous dispersions of organosilicon compounds
US20140020600A1 (en) * 2011-04-07 2014-01-23 Wacker Chemie Ag Aqueous dispersions of organosilicon compounds

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
HANS-DIETER DORFLERGRENZFLACHENKOLLOIDCHEMIE: "Interfacial and Colloidal Chemistry", 1994, VCH, pages: 198
JOURNAL OF COLLOID AND INTERFACE SCIENCE, vol. 298, 2006, pages 441 - 450

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023131905A1 (fr) * 2022-01-06 2023-07-13 Chemitek - Química Avançada, S.A Revêtements hydrophobes pour substrats de verre

Similar Documents

Publication Publication Date Title
US8449666B2 (en) Aqueous dispersions of organosilicon compounds
US8907011B2 (en) Aqueous dispersions of organosilicon compounds
JP6087929B2 (ja) コンクリート用撥水剤
CZ325798A3 (cs) Vodná emulze organokřemičitých sloučenin pro hydrofobizaci staviv
RU2634780C2 (ru) Водоотталкивающие полиорганосилоксановые материалы
JP3403217B2 (ja) 有機ケイ素化合物系エマルジョン組成物
WO2021126175A1 (fr) Dispersions aqueuses de composés d'organosilicium
PL184432B1 (pl) Środek do powlekania i hydrofobowej impregnacji mineralnych materiałów budowlanych oraz sposób powlekania i hydrofobowej impregnacji mineralych materiałów budowlanych
JP6490812B2 (ja) 焼成セラミック成形体の疎水性含浸方法
RU2389734C1 (ru) Способ получения аминооксиалкиленсодержащего олигоалкоксисилоксана и самоэмульгирующиеся композиции на его основе
US8075998B2 (en) Water-in-oil creams of organosilicon compounds
US6869643B1 (en) Self-priming architectural coatings
KR20180066217A (ko) 자기 분산성 혼합물 실리콘 첨가제 조성물, 이의 에멀젼 및 이의 용도
KR20080031625A (ko) 입자 분산물

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19839533

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 19839533

Country of ref document: EP

Kind code of ref document: A1