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NZ745887B2 - A multiple-component composition for producing a corrosion inhibiting hydrogel - Google Patents

A multiple-component composition for producing a corrosion inhibiting hydrogel

Info

Publication number
NZ745887B2
NZ745887B2 NZ745887A NZ74588717A NZ745887B2 NZ 745887 B2 NZ745887 B2 NZ 745887B2 NZ 745887 A NZ745887 A NZ 745887A NZ 74588717 A NZ74588717 A NZ 74588717A NZ 745887 B2 NZ745887 B2 NZ 745887B2
Authority
NZ
New Zealand
Prior art keywords
weight
meth
water
component composition
acrylic
Prior art date
Application number
NZ745887A
Other versions
NZ745887A (en
Inventor
Mirdash Bakalli
Markus Haufe
Max Hug
Original Assignee
Sika Technology Ag
Filing date
Publication date
Priority claimed from EP16167301.7A external-priority patent/EP3239194B1/en
Application filed by Sika Technology Ag filed Critical Sika Technology Ag
Publication of NZ745887A publication Critical patent/NZ745887A/en
Publication of NZ745887B2 publication Critical patent/NZ745887B2/en

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00—Processes for applying liquids or other fluent materials
    • B05D1/26—Processes for applying liquids or other fluent materials performed by applying the liquid or other fluent material from an outlet device in contact with, or almost in contact with, the surface
    • 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
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/60—Agents for protection against chemical, physical or biological attack
    • C04B2103/61—Corrosion inhibitors
    • 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
    • C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
    • C04B2111/00663—Uses not provided for elsewhere in C04B2111/00 as filling material for cavities or the like
    • 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
    • C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
    • C04B26/02—Macromolecular compounds
    • C04B26/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C04B26/06—Acrylates
    • 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
    • C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
    • C04B40/06—Inhibiting the setting, e.g. mortars of the deferred action type containing water in breakable containers ; Inhibiting the action of active ingredients
    • C04B40/0641—Mechanical separation of ingredients, e.g. accelerator in breakable microcapsules
    • C04B40/065—Two or more component mortars
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/10—Esters
    • C08F120/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/12—Esters of monohydric alcohols or phenols
    • C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F20/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/066—Copolymers with monomers not covered by C08L33/06 containing -OH groups
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08—Anti-corrosive paints
    • C09D5/082—Anti-corrosive paints characterised by the anti-corrosive pigment
    • C09D5/086—Organic or non-macromolecular compounds

Abstract

The invention is directed to a multiple-component composition that can be used for producing a corrosion inhibiting (meth)acrylic hydrogel. The multiple-component composition comprises at least one water soluble (meth)acrylic compound, at least one free radical initiator, at least one benzoate, and optionally at least one catalyst for free radical formation. The invention is also directed to a method for producing a hydrogel, to a hydrogel obtainable by the method, to a (meth)acrylic injection material, and to a method for sealing cracks, voids, flaws and cavities in building structures.

Claims (17)

Claims
1. A method for sealing and/or filling of cracks, voids, flaws and cavities in a building structure, the method comprising steps of 5 i) Providing a multiple-component ition, ii) Mixing the constituents contained in the multiple-component composition with water such that in the thus ing mixture, the weight ratio of the total amount of said at least one water-soluble (meth)acrylic nd to the amount of water is in the range of 10 0.1:1 to 5:1, iii) ng the mixture to the site to be sealed/filled in the building structure and letting the mixture to form (meth)acrylic hydrogel wherein the multiple-component composition comprises: a) at least one water-soluble (meth)acrylic compound, 15 b) at least one free l initiator, c) at least one benzoate, d) optionally at least one catalyst for free radical formation, wherein the content of said at least one water-soluble (meth)acrylic compound is 60.0 – 99.0% by weight, based on the total weight 20 of the multiple-component composition excluding the amount of water that may be present, and wherein the at least one watersoluble (meth)acrylic compound has a solubility of at least 5g/100g water at a temperature of 20°C and wherein the t of said at least one benzoate is 0.05 – 15.0% by weight, based 25 on the total weight of the multiple-component composition excluding the amount of water that may be present.
2. A (meth)acrylic hydrogel comprising; 30 i) a multiple-component composition, n the multiple-component composition comprises: a) at least one water-soluble acrylic compound, b) at least one free radical initiator, c) at least one benzoate, and d) optionally at least one st for free radical formation, wherein the at least one water-soluble (meth)acrylic compound is selected from the group consisting of 5 hydroxyethylmethacrylate , hydroxypropylmethacrylate (HPMA), polyethylene glycol dimethacrylate (PEG-DMA), methoxy polyethylene glycol methacrylate (MPEG-MA), ethoxylated trimethylolpropane tri(meth)acrylate (TMP-TMA), maleic acid, ic acid, 10 magnesium diacrylate, sodium acrylate, sodium methacrylate, potassium acrylate, potassium methacrylate, potassium salt of
3. 3-sulfopropylacrylat, 2-acrylamidomethylpropane sulfonic acid (AMPS®), sodium salt of 2-acrylamidomethylpropane sulfonic acid (Na-AMPS®), and mixtures thereof; 15 and ii) water, such that the weight ratio of the total amount of said at least one water-soluble (meth)acrylic compound to the amount of water is in the range of 0.1:1 to 5:1. 20 3. The method according to claim 1, wherein the content of said at least one water-soluble (meth)acrylic compound is 70.0 – 99.0% by weight, preferably 75.0 – 99.0% by weight, most preferably 85.0 – 95.0% by weight, said proportions being based on the total weight of the multiple-component composition excluding the amount of water 25 that may be present.
4. The (meth)acrylic el according to claim 2, wherein the t of said at least one water-soluble (meth)acrylic compound is 60.0 – 99.0% by weight, preferably 70.0 – 99.0% by weight, more preferably 30 75.0 – 99.0% by weight, most preferably 85.0 – 95.0% by weight, said proportions being based on the total weight of the lecomponent composition excluding the amount of water that may be present.
5. The method according to claim 1 or 3, or the (meth)acrylic hydrogel according to claim 2, or 4, wherein said at least one benzoate is selected from the group consisting of alkali metal, earth alkali metal, 5 ammonium, alkanolamine, and amine salts of benzoic acid, and mixtures thereof.
6. The method according to any one of claims 1, 3 or 5, or the acrylic hydrogel according to any one of claims 2, 4 or 5, 10 comprising at least one benzoate selected from the group consisting of sodium benzoate, potassium benzoate, and mixtures thereof.
7. The method according to any one of claims 1, 3, 5 or 6 n the content of said at least one benzoate is 0.5 – 10.0% by , 15 preferably 2.0 – 10.0% by , more preferably 5.0 – 10.0% by weight, said proportions being based on the total weight of the multiple-component composition excluding the amount of water that may be present.
8. The (meth)acrylic hydrogel according to any one of claims 2, or 4-6 n the content of said at least one benzoate is 0.05 – 15.0% by weight, preferably 0.5 – 10.0% by weight, more preferably 2.0 – 10.0% by weight, most ably 5.0 – 10.0% by weight, said 25 proportions being based on the total weight of the multiplecomponent composition excluding the amount of water that may be present.
9. The method according to any one of claims 1, 3, or 5-7, or the 30 (meth)acrylic hydrogel according to any one of claims 2, 4-6, or 8 n the content of said at least one free radical initiator is 0.05 – 5.0% by weight, more preferably 0.1 – 4.0% by weight, even more preferably 0.1 – 3.0% by weight, most preferably 0.1 – 2.0% by weight, said proportions being based on the total weight of the multiple-component composition excluding the amount of water that may be present.
10. The method according to any one of claims 1, 3, 5-7, or 9 or the 5 (meth)acrylic hydrogel according to any one of claims 2, 4-6, 8 or 9, wherein the multiple-component composition comprises at least one catalyst for free radical formation, wherein said at least one catalyst is selected from the group consisting of ic acid, sodium formaldehyde ylates, c ic acid derivatives and salts 10 thereof, toluidine derivatives, transition metal salts, transition metal complexes, alkylaminoalkyl(meth)acrylamides, alkylaminoalkyl(meth)acrylates, alkanolamines, ethoxylated alkanolamines, inorganic sulfur bearing salts, reducing , and mixtures thereof.
11. The method according to any one of claims 1, 3, 5-7, or 9-10 or the (meth)acrylic hydrogel according to any one of claims 2, 4-6, or 8-10, wherein the content of said at least one catalyst for free radical formation is 0.05 – 7.5% by weight, more preferably 0.1 – 5.0% by 20 weight, even more preferably 0.1 – 3.0% by weight, most ably
12. 5 – 3.0% by , said proportions being based on the total weight of the multiple-component composition excluding the amount of water that may be present. 25 12. The method according to any one of claims 1, 3, 5-7, or 9-11 or the acrylic hydrogel according to any one of claims 2, 4-6, or 8-11, wherein the multiple-component composition further comprises at least one alkanolamine selected from the group consisting of monoalkanol, dialkanol, trialkanol , and mixtures thereof, 30 wherein said at least one alkanolamine is different from said at least one catalyst for free radical formation.
13. The method according to any one of claims 1, 3, 5-7, or 9-12 or the 35 (meth)acrylic hydrogel according to any one of claims 2, 4-6, or 8-12, wherein the content of said at least one alkanolamine ent from said at least one st for free radical formation is 0.05 – 10.0% by weight, more preferably 0.5 – 10.0% by weight, even more preferably 1.0 – 10.0% by weight, most preferably 2.0 – 10.0% by weight, said 5 proportions being based on the total weight of the multiplecomponent composition excluding the amount of water that may be present.
14. The method according to any one of claims 1, 3, 5-7, or 9-13 or the 10 (meth)acrylic hydrogel according to any one of claims 2, 4-6, or 8-13, wherein the multiple-component composition comprises a st for free radical formation, wherein said catalyst for free radical formation is an alkanolamine and wherein the content of said lamine is 0.05 – 17.5% by weight, preferably 0.1 – 12.5% by weight, more
15. 15 preferably 2.0 – 10.0% by weight, most preferably 2.0 – 7.5% by weight, said proportions being based on the total weight of the multiple-component composition excluding the amount of water that may be present. 20 15. The method according to any one of claims 1, 3, 5-7, or 9-14 or the (meth)acrylic hydrogel according to any one of claims 2, 4-6, or 8-14, n the multiple-component ition further comprises at least one phosphate in an amount of 0.05 – 10.0% by weight, more preferably 0.1 – 7.5% by weight, even more preferably 0.1 – 5.0% by 25 weight, most preferably 0.1 – 4.0% by weight, said proportions being based on the total weight of the multiple-component composition excluding the amount of water that may be present.
16. A method for sealing and/or filling of cracks, voids, flaws and 30 es in a building structure, the method comprising steps of i) Providing a multiple-component composition, ii) Mixing the constituents contained in the multiple-component composition with water such that in the thus resulting mixture, the weight ratio of the total amount of said at least one water-soluble acrylic compound to the amount of water is in the range of 0.1:1 to 5:1, iii) Applying the mixture to the site to be sealed/filled in the building 5 ure and g the mixture form (meth)acrylic hydrogel, wherein the multiple-component composition comprises: a) at least one water-soluble (meth)acrylic compound, b) at least one free radical initiator, c) at least one benzoate, 10 d) optionally at least one catalyst for free radical formation, wherein the at least one soluble (meth)acrylic compound is selected from the group consisting of yethylmethacrylate (HEMA), ypropylmethacrylate (HPMA), polyethylene glycol dimethacrylate (PEG-DMA), methoxy polyethylene glycol 15 methacrylate (MPEG-MA), ethoxylated trimethylolpropane tri(meth)acrylate (TMP-TMA), maleic acid, itaconic acid, magnesium diacrylate, sodium acrylate, sodium methacrylate, potassium acrylate, potassium methacrylate, potassium salt of 3- ropylacrylat, 2-acrylamidomethylpropane sulfonic acid 20 (AMPS®), sodium salt of 2-acrylamidomethylpropane sulfonic acid (Na-AMPS®), and mixtures thereof.
17. Use of a multiple-component composition for producing a (meth)acrylic el, wherein the multiple-component composition comprises; 25 a) at least one water-soluble (meth)acrylic compound, b) at least one free radical initiator, c) at least one benzoate, d) optionally at least one catalyst for free radical formation, wherein the at least one water-soluble (meth)acrylic compound is selected 30 from the group consisting of hydroxyethylmethacrylate (HEMA), hydroxypropylmethacrylate , hylene glycol dimethacrylate (PEG-DMA), methoxy polyethylene glycol methacrylate (MPEG-MA), ethoxylated trimethylolpropane th)acrylate (TMP-TMA), maleic acid, itaconic acid, magnesium diacrylate, sodium acrylate, sodium methacrylate, potassium acrylate, potassium methacrylate, potassium salt of 3- sulfopropylacrylat, 2-acrylamidomethylpropane sulfonic acid 5 ), sodium salt of 2-acrylamidomethylpropane sulfonic acid (Na-AMPS®), and mixtures thereof.
NZ745887A 2017-04-13 A multiple-component composition for producing a corrosion inhibiting hydrogel NZ745887B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP16167301.7A EP3239194B1 (en) 2016-04-27 2016-04-27 A multiple-component composition for producing a corrosion inhibiting hydrogel
PCT/EP2017/059015 WO2017186517A1 (en) 2016-04-27 2017-04-13 A multiple-component composition for producing a corrosion inhibiting hydrogel

Publications (2)

Publication Number Publication Date
NZ745887A NZ745887A (en) 2025-06-27
NZ745887B2 true NZ745887B2 (en) 2025-09-30

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