Two-component composition based on epoxy resin

EP4594390A1Pending Publication Date: 2025-08-06BOSTIK SA(FR)
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Patent Information

Application Number
EP2023787163
Authority / Receiving Office
EP · EP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-09-29
Filing Date
2023-09-25
Publication Date
2025-08-06

AI Technical Summary

Technical Problem

Current epoxy resin-based moisture barriers require an overnight cure, necessitating a two-day process for floor preparation, and lack sufficient adhesion on wet concrete, high viscosity, and low water vapor permeance, making them inefficient for single-day floor preparation and effective moisture barrier applications.

Method used

A two-component composition comprising aromatic epoxy resin, phenolic Mannich bases as hardeners, and lamellar fillers like micaceous iron oxide, which accelerates curing, improves adhesion, reduces viscosity, and enhances water vapor barrier properties, allowing for a single-day floor preparation and application as a high-weight, low-VOC, CMR-free moisture barrier.

Benefits of technology

The composition cures rapidly, ensuring a single-day floor preparation, exhibits excellent adhesion on wet concrete, and provides low water vapor permeance, meeting the requirements for a moisture barrier while being environmentally friendly and safe.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to a two-component composition comprising: - a component (A) comprising: - at least one aromatic epoxy resin, and - a component (B) comprising: -a hardener (H) chosen from phenolic Mannich bases having at least one primary and / or secondary amine group, preferably chosen from phenalkamines, and - reaction products (P) chosen from: - the reaction products (P1) of at least: a fatty acid, a polyamine (D1) and a compound (E) comprising at least one epoxide group, and / or - the reaction products (P2) of at least: a dimerised fatty acid and a polyamine (D2), the component (A) and / or component (B) additionally comprising at least 20% by weight, based on the total weight of said component, of a lamellar filler (C) chosen from micaceous iron oxide, vermiculite, mica and mixtures thereof, preferably micaceous iron oxide. The present invention also relates to the use of the two-component composition according to the invention, to a moisture barrier, to a method for sealing a surface and to a method for preparing a floor.
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Description

[0001] Two-component composition based on epoxy resin

[0002] Field of invention

[0003] The present invention relates to a two-component composition and its use, a moisture barrier, a method of sealing a surface and a method of preparing a floor.

[0004] Technical background

[0005] Various two-component epoxy resin compositions are available on the market, which can be used in many fields, including buildings. In particular, certain two-component epoxy resin compositions can be used as a moisture barrier, and are then applied to a surface (including a floor surface) to protect the coatings applied as a finish to said surface from moisture (including floor moisture).

[0006] In general, preparing a floor for the installation of finishing covering(s) (e.g. linoleum, PVC tiles, parquet, etc.), particularly concrete, requires the following three steps: first the application of a moisture barrier, then the preparation of the surface, for example by sanding or applying a primer (most often water-based), and finally the application of a self-leveling compound (most often cement-based).

[0007] Epoxy resin-based moisture barriers currently on the market need to be left overnight to cure before the primer can be applied. Therefore, floor preparation (including the three steps mentioned above) takes at least two days.

[0008] There is therefore a need to provide a two-component epoxy resin composition that cures more quickly. In particular, it would be advantageous if said composition cured sufficiently quickly so that the preparation of a floor (comprising the three aforementioned steps) could be carried out in a single day.

[0009] In addition, said composition must have a low water vapor permeance, in particular less than or equal to 10 mg / h / m 2 / mmHg, so that it can be used as a moisture barrier.

[0010] Furthermore, when the floor to be waterproofed is made of concrete, said composition must have good adhesion to wet concrete. Another object of the invention is to provide a two-component composition based on epoxy resin which has a sufficiently low viscosity to be able to be applied easily.

[0011] Another object of the invention is to provide a two-component epoxy resin-based composition which has a sufficient mixing life so that the user has time to apply all of said composition to the surface to be sealed before it hardens.

[0012] Another object of the invention is to provide a two-component epoxy resin-based composition which can be applied at a high weight to a surface.

[0013] Another aim of the invention is to provide a two-component epoxy resin-based composition which is less toxic, in particular with low emissions of volatile organic compounds (VOCs), and / or being essentially free of ingredients classified as CMR (carcinogenic, mutagenic and / or reprotoxic) and SVHC (substances of very high concern).

[0014] Summary of the invention

[0015] The present invention relates to a two-component composition comprising: a component (A) comprising: at least one aromatic epoxy resin, and a component (B) comprising: a hardener (H) chosen from phenolic Mannich bases having at least one primary and / or secondary amine group, preferably chosen from phenalkamines, and the reaction products (P) chosen from: the reaction products (P1) of at least: one fatty acid, one polyamine (D1) and one compound (E) comprising at least one epoxide group, and / or the reaction products (P2) of at least: one dimerized fatty acid and one polyamine (D2), the component (A) and / or the component (B) further comprising at least 20% by weight, relative to the total weight of said component, of a lamellar filler (C) chosen from micaceous iron oxide, vermiculite, mica and mixtures thereof, preferably micaceous iron oxide.

[0016] The present invention also relates to the use of the two-component composition according to the invention as a moisture barrier, in particular in the field of buildings. The present invention also relates to a moisture barrier obtained after curing of the two-component composition according to the invention.

[0017] The present invention also relates to a method for sealing a surface comprising the application of the two-component composition according to the invention to said surface and then the curing of said composition to form a barrier to humidity, in particular at room temperature (in particular between 18°C ​​and 28°C).

[0018] Finally, the present invention relates to a method for preparing a floor comprising: applying the two-component composition according to the invention to the surface of the floor, then hardening said composition to form a moisture barrier, and preparing a surface suitable for the application of a self-leveling composition, then applying a self-leveling composition.

[0019] Surprisingly, it was found that the two-component composition according to the invention can be used as a moisture barrier, and cures much more quickly than epoxy resin compositions usually used as moisture barriers. It also has good adhesion to wet concrete.

[0020] In particular, the two-component composition according to the invention makes it possible to carry out the preparation of a floor (comprising the three aforementioned steps) in a single day.

[0021] Description of the invention

[0022] The present invention relates to a two-component composition comprising: a component (A) comprising: at least one aromatic epoxy resin, and a component (B) comprising: a hardener (H) chosen from phenolic Mannich bases having at least one primary and / or secondary amine group, preferably chosen from phenalkamines, and the reaction products (P) chosen from: the reaction products (P1) of at least: one fatty acid, one polyamine (D1) and one compound (E) comprising at least one epoxide group, and / or the reaction products (P2) of at least: one dimerized fatty acid and one polyamine (D2), the component (A) and / or the component (B) further comprising at least 20% by weight, relative to the total weight of said component, of a lamellar filler (C) chosen from micaceous iron oxide, vermiculite, mica and mixtures thereof, preferably micaceous iron oxide.

[0023] Epoxy resin

[0024] By "aromatic epoxy resin" is meant a compound comprising at least two, preferably exactly 2, epoxide groups and comprising one or more aromatic rings.

[0025] Preferably, the aromatic epoxy resin has a molar mass of less than 500 g / mol, more preferably less than or equal to 400 g / mol.

[0026] According to a preferred embodiment, the aromatic epoxy resin is a diglycidyl ether derivative.

[0027] Advantageously, the aromatic epoxy resin is chosen from diglycidyl ethers of bis-(4-hydroxy-3,5-difluorophenyl)methane, 1,1-bis-(4-hydroxyphenyl)ethane (bisphenol E), 2,2-bis-(4-hydroxy-3-methylphenyl)propane (CAS: 79-97-0), 2,2-bis-(4-hydroxy-3,5-dichlorophenyl)propane (CAS: 79-95-8), 2,2-bis(4-hydroxyphenyl)butane (bisphenol B), 2,2-bis-(4-hydroxyphenyl)propane (bisphenol A), 4,4'-methylenediphenol (isomer 4,4'-bisphenol F), 2,4'-methylenediphenol (isomer 2,4'-bisphenol F), 2,2'-methylenediphenol (isomer 2,2'-bisphenol F) and their mixtures.

[0028] Preferably, the aromatic epoxy resin is selected from diglycidyl ethers of 1,1-bis-(4-hydroxyphenyl)ethane, 2,2-bis-(4-hydroxy-3-methylphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol, 2,2'-methylenediphenol and mixtures thereof.

[0029] More preferably, the aromatic epoxy resin is chosen from diglycidic ethers of 1,1-bis-(4-hydroxyphenyl)ethane, 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol, 2,2'-methylenediphenol and mixtures thereof.

[0030] Even more preferably, the aromatic epoxy resin is chosen from diglycidic ethers of 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol, 2,2'-methylenediphenol and mixtures thereof.

[0031] In particular, aromatic epoxy resin is a mixture of the diglycidyl ethers of 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol and 2,2'-methylenediphenol.

[0032] Examples of commercial 2,2-bis-(4-hydroxyphenyl)propane diglycidyl ether (CAS: 1675-54-3) are DER™ 331 marketed by OLIN, EPIKOTE 828 from Westlake, EPOKUKDO YD 128 from Kukdo Chemical and EPILOX® A 19-00 from Leuna Harze.

[0033] An example of a commercial mixture of the diglycidyl ethers of 4,4'-methylenediphenol, 2,4'-methylenediphenol and 2,2'-methylenediphenol (CAS: 9003-36-5) is EPIKOTE Resin 862 from HEXION.

[0034] Examples of a mixture of 2,2-bis-(4-hydroxyphenyl)propane diglycidyl ether (CAS: 1675-54-3) and commercial 4,4'-methylenediphenol, 2,4'-methylenediphenol and 2,2'-methylenediphenol diglycidyl ethers (CAS: 9003-36-5) are DER™ 351 marketed by OLIN, EPILOX® AF 18-50 from Leuna-Harze and EPOKUKDO YDF 161 from Kukdo.

[0035] According to a particular embodiment, the aromatic epoxy resin is a mixture of the diglycidyl ethers of 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol and 2,2'-methylenediphenol, the weight ratio of diglycidyl ether of 2,2-bis-(4-hydroxyphenyl)propane to diglycidyl ethers of 4,4'-, 2,4'- and 2,2'-methylenediphenol being between 0.01 and 15, preferably between 0.02 and 11, more preferably between 0.04 and 7.

[0036] The total content of aromatic epoxy resin in component (A) is advantageously at least 50% by weight relative to the total weight of component (A), preferably at least 60% by weight, more preferably at least 70% by weight. For example, the content of aromatic epoxy resin in component (A) may range from 50% to 99% by weight relative to the total weight of component (A), preferably from 60% to 97% by weight, more preferably from 70% to 95% by weight.

[0037] Within the scope of the invention, the ranges of values ​​are understood to include the limits. For example, the range “between 0% and 25%” includes in particular the values ​​0% and 25%.

[0038] Furthermore, by "about X" we are aiming for plus or minus 10% of the value of X.

[0039] Reactive diluent Advantageously, component (A) further comprises a reactive diluent.

[0040] By "reactive diluent" is meant a compound having exactly one epoxide group and which may comprise an aromatic ring, or an aliphatic compound having exactly two epoxide groups, preferably a compound having exactly one epoxide group.

[0041] Reactive diluents are well known to those skilled in the art and are generally used to reduce the viscosity of epoxy resin components.

[0042] Advantageously, the reactive diluent is selected from 4-tert-butylphenyl glycidyl ether (CAS: 3101-60-8), reaction products of cashew nut shell liquid and epichlorohydrin (CAS: 68413-24-1), C12-C14 alkyl glycidyl ethers (CAS: 68609-97-2), C13-C15 alkyl glycidyl ethers (CAS: 68081-84-5), 1,4-butanediol diglycidyl ether (CAS: 2425-79-8), 1,6-hexanediol diglycidyl ether (CAS: 16096-31-4), polypropylene glycol (CAS: 26142-30-3) and their mixtures.

[0043] Preferably, the reactive diluent is selected from 4-tert-butylphenyl glycidyl ether, reaction products of cashew nut shell liquid and epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C15 alkyl glycidyl ethers and mixtures thereof, in particular C12-C14 alkyl glycidyl ethers.

[0044] The content of reactive diluent in component (A) may range from 1% to 30% by weight relative to the total weight of component (A), preferably from 2% to 25% by weight, more preferably from 4% to 17% by weight.

[0045] Additives of component (A)

[0046] Component (A) may further comprise one or more additives chosen from plasticizers, mineral fillers, thickeners, pigments, de-bubbling agents and mixtures thereof, in particular from de-bubbling agents.

[0047] The total content of the above-mentioned additives, excluding mineral fillers, may range from 0.01% to 10% by weight relative to the total weight of component (A), preferably from 0.02% to 5% by weight, more preferably from 0.03% to 3% by weight.

[0048] Component (A) may comprise up to 5% by weight of plasticizer relative to the total weight of component (A), preferably up to 2% by weight.

[0049] The plasticizer may, for example, be chosen from mineral oils of petroleum origin, paraffinic oils, polyolefins, esters of benzoic, phthalic, trimellitic, pyromellitic, adipic, sebacic, fumaric, maleic, itaconic and citric acid, and mixtures thereof.

[0050] The mineral filler is different from the lamellar filler (C), and can be chosen from carbonate fillers (such as calcium carbonate or dolomite), quartz, barium sulfate, nepheline syenite, glass beads, hollow mineral microspheres (for example sodium and calcium borosilicate or aluminosilicate) and their mixtures.

[0051] Component (A) may comprise up to 20% by weight of mineral filler relative to the total weight of component (A). When component (A) already comprises a lamellar filler (C), the content of mineral filler (other than the lamellar filler (C)) is preferably chosen so that the total content of fillers (mineral and lamellar (C)) does not exceed 65% by weight relative to the total weight of component (A).

[0052] The thickener may be silica which may be pyrogenic or precipitated, possibly hydrophobic, preferably fumed silica. Advantageously, the thickener is fumed silica (hydrophilic).

[0053] The thickener content may vary from 0.01% to 5% by weight relative to the total weight of component (A), preferably from 0.1% to 2% by weight, more preferably from 0.4% to 1.0% by weight.

[0054] Component (A) may comprise up to 3% by weight of pigment relative to the total weight of component (A), preferably up to 2% by weight.

[0055] The pigment can be an organic or inorganic pigment, for example based on TiC>2 (such as TIONA® 595 from TRONOX) or based on manganese ferrite (such as BAYFERROX® 303 T from LANXESS).

[0056] Advantageously, component (A) further comprises a de-bubbling agent.

[0057] De-foaming agents (or anti-foaming agents) are commonly used by those skilled in the art to enable the rapid elimination of bubbles formed during the preparation and application of epoxy resins.

[0058] The de-bubbling agent can be any de-bubbling agent commonly used in epoxy resin compositions.

[0059] Examples include silicone oil in a solvent based on hydrotreated light distillates (petroleum) (CAS: 64742-47-8) and a polyolefin in a light aromatic naphtha (petroleum) solvent (CAS: 64742-95-6). Commercial examples are AGITAN® DF 311 M from Münzig and BYK 057 from BYK Chemie. The content of de-bubbling agent in component (A) may range from 0.01% to 1% by weight relative to the total weight of component (A), preferably from 0.02% to 0.5% by weight.

[0060] Methods of implementing the

[0061] According to one embodiment, component (A) comprises: at least 50% by weight of aromatic epoxy resin relative to the total weight of component (A), from 1% to 30% by weight of reactive diluent relative to the total weight of component (A), optionally from 0.01% to 10% by weight of one or more additives chosen from plasticizers, thickeners, pigments, de-bubbling agents and mixtures thereof, relative to the total weight of component (A), and optionally up to 20% by weight of mineral filler other than the lamellar filler (C) relative to the total weight of component (A).

[0062] Preferably, component (A) consists essentially of the ingredients mentioned above. By "consisting essentially" is meant that component (A) comprises less than 5% by weight of ingredients other than the aforementioned ingredients, relative to the total weight of component (A), preferably less than 2% by weight, even more preferably less than 1% by weight.

[0063] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0064] According to a particular embodiment, component (A) comprises: from 70% to 95% by weight of aromatic epoxy resin relative to the total weight of component (A), the aromatic epoxy resin preferably being chosen from diglycidyl ethers of 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol, 2,2'-methylenediphenol and mixtures thereof, from 4% to 17% by weight of reactive diluent relative to the total weight of component (A), the reactive diluent preferably being chosen from 4-tert-butylphenyl glycidyl ether, reaction products of cashew nut shell liquid and epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C15 alkyl glycidyl ethers and mixtures thereof, and optionally 0.03% to 3% by weight, relative to the total weight of component (A), of one or more additives chosen from plasticizers, pigments, de-bubbling agents and their mixtures,especially among de-bubbling agents.,

[0065] Preferably, component (A) consists essentially of the ingredients mentioned above.

[0066] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0067] Hardener (H)

[0068] The hardener (H) is chosen from phenolic Mannich bases having at least one primary and / or secondary amine group. The latter can be obtained by a Mannich reaction between a phenol derivative, an aldehyde and an amine having at least one primary amine group (-NH2) or at least two secondary amine groups, preferably having at least one primary amine group.

[0069] Advantageously, the hardener (H) is a phenolic Mannich base of formula (I): in which:

[0070] R 2 and R 4 independently represent a hydrogen atom or a saturated or unsaturated hydrocarbon radical, preferably with a linear or branched open chain, comprising 1 to 20 carbon atoms, and

[0071] R 1 , R 3 and R 5 independently represent:

[0072] - a hydrogen atom, or

[0073] - a saturated or unsaturated hydrocarbon radical, preferably with a linear or branched open chain, comprising 1 to 20 carbon atoms and optionally one or more heteroatoms chosen from nitrogen and oxygen, or

[0074] - a monovalent radical of formula (II): in which:

[0075] ■ R 6 represents a hydrogen atom or a hydrocarbon radical comprising 1 to 15 carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, and

[0076] ■ R 7 represents a hydrocarbon radical comprising at least two carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, and optionally comprising one or more nitrogen atoms, at least one, preferably exactly one, of the substituents R 1 , R 3 and R 5 being of formula (II).

[0077] The various groups, radicals and letters which are included in the formulas described in this application, retain throughout this text, and, in the absence of contrary indication, the same definition.

[0078] By "unsaturated" we mean one or more unsaturations. Unsaturations can be bonds (e.g. double or triple bonds) and / or rings.

[0079] The following features of the phenolic Mannich base of formula (I) are particularly preferred, taken individually or in combination with each other.

[0080] Advantageously, in the phenolic Mannich base of formula (I), R 6 represents a hydrogen atom, a phenyl group, a cyclohexyl group, a cyclopentyl group or a saturated linear alkyl group having from 1 to 10 carbon atoms, in particular a hydrogen atom.

[0081] Advantageously, in the phenolic Mannich base of formula (I), the radical R 7 is such that the amine of formula R 7 NH2 is selected from isophorone diamine, 1,2-diaminocyclohexane, m-xylylene diamine, 2-methyl-1,5-pentanediamine, hexamethylene diamine, trimethylhexamethylene diamine and (poly)ethylenamines of formula H2N-(CH2-CH2-NH) X-CH2-CH2-NH2, x being an integer between 0 and 5, preferably between 0 and 3. Preferably, the radical R 7 is such that the amine of formula R 7 NH2 is chosen from m-xylylenediamine and (poly)ethylenamines of formula H2N-(CH2-CH2-NH) X -CH2-CH2-NH2, x being an integer between 0 and 5, preferably between 0 and 3.

[0082] According to one embodiment, the hardener (H) is a phenolic Mannich base of formula (I), in which: R 2 and R 4 represent a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms, or

[0083] R 2 represents a linear aliphatic group, optionally comprising one or more double bonds, and having 15 carbon atoms, R 4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5not being of formula (II) are hydrogen atoms, or

[0084] R 4 represents a hydrogen atom, R 2 or one of the substituents R 1 , R 3 or R 5 (not being of formula (II)) is a phenyl group, and the other substituents (R 1 , R 2 , R 3 and R 5 being neither of formula (II), nor a phenyl group) are hydrogen atoms, or

[0085] R 4 represents a hydrogen atom, R 2 or one of the substituents R 1 , R 3 or R 5 (not being of formula (II)) is a linear or branched open-chain saturated hydrocarbon radical comprising 1 to 12 carbon atoms, and the other substituents (R 1 , R 2 , R 3 and R 5not being of formula (II), nor a saturated hydrocarbon radical with a linear or branched open chain comprising 1 to 12 carbon atoms) are hydrogen atoms, or

[0086] R 4 represents a hydrogen atom, R 2 or one of the substituents R 1 , R 3 or R 5 (not being of formula (II)) is a tert-butyl group, and the other substituents (R 1 , R 2 , R 3 and R 5 being neither of formula (II), nor a tert-butyl group) are hydrogen atoms.

[0087] Preferably, the hardener (H) is a phenolic Mannich base of formula (I), in which:

[0088] R 2 and R 4 represent a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms, or

[0089] R 2represents a linear aliphatic group, optionally comprising one or more double bonds, and having 15 carbon atoms, R 4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms.

[0090] According to a preferred embodiment, the hardener (H) is a phenalkamine. Phenalkamines are Mannich bases obtained from cardanol as a phenol derivative. Cardanol comprises four compounds extracted from cashew nut shell liquid of formula (III):

[0091] (HI), in which R 2 represents a linear aliphatic group having 15 carbon atoms chosen from the groups whose formulas below show the free valence (the free valence is directly linked to the carbon atom in the meta position relative to the hydroxyl group, as indicated in formula (III)):

[0092] - saturated group of formula (Ilia):

[0093] - monounsaturated group of formula (lllb):

[0094] - bi-unsaturated group of formula (Il le):

[0095] - tri-unsaturated group of formula (II Id):

[0096] Thus, according to this preferred embodiment, the hardener (H) is a phenolic Mannich base of formula (I), in which:

[0097] R 2 represents a group of formula (Ilia), (lllb), (Hic) or (Hid), R 4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms.

[0098] Preferably, the hardener (H) is a phenolic Mannich base of formula (I), in which:

[0099] R 2 represents a group of formula (Ilia), (lllb), (Hic) or (Hid), R4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms, and

[0100] R 6 represents a hydrogen atom, a phenyl group, a cyclohexyl group, a cyclopentyl group or a saturated linear alkyl group having from 1 to 10 carbon atoms, in particular a hydrogen atom, and

[0101] R 7 represents a hydrocarbon radical comprising at least two carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, and optionally comprising one or more nitrogen atoms.

[0102] Preferably, according to this embodiment, the radical R 7 is such that the amine of formula R 7NH2 is chosen from isophorone diamine, 1,2-diaminocyclohexane, m-xylylene diamine, 2-methyl-1,5-pentanediamine, hexamethylene diamine, trimethylhexamethylene diamine and (poly)ethylenamines of formula H2N-(CH2- CH2-NH)X-CH2-CH2-NH2, x being an integer between 0 and 5, preferably between 0 and 3. More preferably, the radical R 7 is such that the amine of formula R 7 NH2 is chosen from m-xylylenediamine and (poly)ethylenamines of formula H2N-(CH2- CH2-NH)X-CH2-CH2-NH2, x being an integer between 0 and 5, preferably between 0 and 3.

[0103] The content of hardener (H) in component (B) is advantageously between 3% and 30% by weight relative to the total weight of component (B), preferably between 4% and 23% by weight, more preferably between 5% and 18% by weight.

[0104] Co-hardener

[0105] Component (B) may further comprise a co-hardener; this co-hardener is different from the phenolic Mannich base described above, in particular this co-hardener is not a Mannich base.

[0106] Advantageously, the co-hardener comprises at least one primary amine group, preferably at least two primary amine groups.

[0107] The co-hardener may be selected from diethylenetriamine, triethylenetetramine, pentaethylenehexamine, hexamethylenediamine, trimethylhexamethylenediamine, 1-piperazineethanamine, 3-(dimethylamino)-1-propylamine, 1,3-pentanediamine, 2-methyl-1,5-pentanediamine, N-(2-aminoethyl)-1,3-propanediamine, N,N'-1,2-ethanediylbis(1,3-propanediamine), dipropylenetriamine, m-xylylenediamine, p-xylylenediamine, 1,2-diaminocyclohexane, 1,3-bis(aminomethyl)cyclohexane, isophorone diamine, 4,4'-methylenebis(cyclohexanamine), m-phenylenediamine, 4,4'-diaminodiphenylmethane, 1-(2-aminoethyl)piperazine and mixtures thereof.

[0108] Advantageously, the co-hardener is chosen from diethylenetriamine, triethylenetetramine, pentaethylenehexamine, hexamethylenediamine, trimethylhexamethylenediamine, 1,3-pentanediamine, 2-methyl-1,5-pentanediamine, m-xylylenediamine, p-xylylenediamine, 1,2-diaminocyclohexane, 1,3-bis(aminomethyl)cyclohexane, isophoronediamine, 4,4'-methylenebis(cyclohexanamine), m-phenylenediamine, 4,4'-diaminodiphenylmethane and mixtures thereof.

[0109] Preferably, the co-hardener is selected from diethylenetriamine, triethylenetetramine, trimethylhexamethylenediamine, m-xylylenediamine, 1,3-bis(aminomethyl)cyclohexane, isophorone diamine and mixtures thereof.

[0110] More preferably, the co-hardener is chosen from m-xylylenediamine, isophorone diamine and their mixture. In particular, the co-hardener is a mixture of m-xylylenediamine and isophorone diamine.

[0111] The content of co-hardener in component (B) may range from 1% to 15% by weight relative to the total weight of component (B), preferably from 3% to 11% by weight.

[0112] Reaction products (P)

[0113] The reaction products (P) correspond to the mixture of products obtained after reaction of at least one part: a fatty acid, a polyamine (D1) and a compound (E) comprising at least one epoxide group (reaction products (P1)), and / or of at least one part: a dimerized fatty acid and a polyamine (D2) (reaction products (P2)).

[0114] By “fatty acid” is meant a molecule having a linear (unbranched) aliphatic chain, which may include one or more double bonds, and comprising a carboxylic acid group (-C(O)OH).

[0115] Advantageously, the fatty acid used to obtain the reaction products (P1) comprises between 4 and 28 carbon atoms, preferably between 10 and 22 carbon atoms, more preferably between 16 and 18 carbon atoms. In particular, the fatty acid is a mixture of tall oil fatty acids (also referred to as “TOFA” for “tall oil fatty acid” in English).

[0116] By "polyamine" is meant a compound comprising at least two primary amine groups (-NH2), preferably exactly two primary amine groups. In addition to the primary amine groups, the polyamine (D1) and / or (D2) may comprise one or more secondary and / or tertiary amine groups.

[0117] The polyamines (D1) and (D2) used to obtain the reaction products (P) may be identical or different.

[0118] Advantageously, the polyamine (D1) comprises one or more secondary amine groups and between 4 and 20 carbon atoms. In particular, the polyamine (D1) is a polyethylenepolyamine of formula: H2N-(CH2-CH2-NH) y -CH2-CH2- NH2, in which y is an integer between 1 and 5, preferably equal to 1 or 2, in particular equal to 2. Thus, when y is equal to 1 the polyamine (D1) is diethylenetriamine (DETA), and when y is equal to 2 the polyamine (D1) is triethylenetetramine (TETA).

[0119] Compound (E) comprises at least one epoxide group and may be chosen from glycidyl ether derivatives.

[0120] Advantageously, compound (E) is chosen from p-tolyl glycidyl ether (CAS: 2186-24-5), p-phenyl glycidyl ether (CAS: 122-60-1), 4-tert-butylphenyl glycidyl ether, reaction products of cashew nut shell liquid and epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C15 alkyl glycidyl ethers, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polypropylene glycol diglycidyl ether, bisphenol A diglycidyl ether, bisphenol E diglycidyl ether, 2,2-bis-(4-hydroxy-3-methylphenyl)propane diglycidyl ether, bisphenol B diglycidyl ether, 4,4'-, 2,4'- and / or 2,2'-bisphenol F diglycidyl ether, and mixtures thereof.

[0121] Preferably, compound (E) is selected from p-tolyl glycidyl ether, p-phenyl glycidyl ether, 4-tert-butylphenyl glycidyl ether, bisphenol A diglycidyl ether, 4,4'-, 2,4'- and / or 2,2'-bisphenol F diglycidyl ether, and mixtures thereof.

[0122] More preferably, compound (E) is chosen from p-tolyl glycidyl ether and / or bisphenol A diglycidyl ether, in particular a mixture of p-tolyl glycidyl ether and bisphenol A diglycidyl ether.

[0123] Compound (E) may be formed in situ, i.e. the precursors of compound (E) may be used to obtain the reaction products (P). For example, when compound (E) comprises or is bisphenol A diglycidyl ether, the latter may be introduced in the form of a mixture of bisphenol A and epichlorohydrin.

[0124] In particular, compound (E) is a mixture of p-tolyl glycidyl ether, bisphenol A and epichlorohydrin.

[0125] According to one embodiment, the reaction products (P1) are obtained by reaction of at least: a fatty acid comprising between 10 and 22 carbon atoms, a polyamine (D1) comprising, in addition to the at least two primary amine groups (-NH2), one or more secondary amine groups and between 4 and 20 carbon atoms, and a compound (E) chosen from p-tolyl glycidyl ether (CAS: 2186-24-5), p-phenyl glycidyl ether (CAS: 122-60-1), 4-tert-butylphenyl glycidyl ether, the reaction products of cashew nut shell liquid and epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C14 alkyl glycidyl ethers. C15, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polypropylene glycol diglycidyl ether, bisphenol A diglycidyl ether, bisphenol E diglycidyl ether, 2,2-bis-(4-hydroxy-3-methylphenyl)propane diglycidyl ether,bisphenol B diglycidyl ether, 4,4'-, 2,4'- and / or 2,2'-bisphenol F diglycidyl ether, and mixtures thereof.,

[0126] Preferably, the reaction products (P1) are obtained by reaction of at least: a fatty acid comprising between 4 and 28 carbon atoms, a polyamine (D1) being a polyethylenepolyamine of formula: H2N-(CH2- CH2-NH) y -CH2- CH2-NH2, in which y is an integer between 1 and 5, and a compound (E) selected from p-tolyl glycidyl ether, p-phenyl glycidyl ether, 4-tert-butylphenyl glycidyl ether, bisphenol A diglycidyl ether, 4,4'-, 2,4'- and / or 2,2'-bisphenol F diglycidyl ether, and mixtures thereof.

[0127] More preferably, the reaction products (P1) are obtained by reaction of at least: a fatty acid comprising between 16 and 18 carbon atoms, a polyamine (D1) being a polyethylenepolyamine of formula: H2N-(CH2- CH2-NH) y-CH2- CH2-NH2, in which y is an integer equal to 1 or 2, and a compound (E) selected from p-tolyl glycidyl ether and / or bisphenol A diglycidyl ether.

[0128] In particular, the reaction products (P1) are obtained by reaction of: a mixture of tall oil fatty acids, triethylenetetramine as polyamine (D1), and a mixture of p-tolyl glycidyl ether, bisphenol A and epichlorohydrin as compound (E).

[0129] These particular reaction products (P1) are identified by the number

[0130] CAS 186321-96-0. The term "dimerized fatty acid" means a compound obtained by dimerization of fatty acids containing one or more double bonds. Unlike fatty acids, dimerized fatty acids are not linear.

[0131] Advantageously, the dimerized fatty acid comprises between 8 and 48 carbon atoms, preferably between 32 and 40 carbon atoms, more preferably 36 carbon atoms.

[0132] Advantageously, the polyamine (D2) comprises one or more secondary amine groups and between 4 and 20 carbon atoms. In particular, the polyamine (D2) is a polyethylenepolyamine of formula: H2N-(CH2- CH2-NH) y -CH2- CH2- NH2, in which y is an integer between 1 and 5, preferably equal to 1 or 2, in particular equal to 2.

[0133] Advantageously, a fatty acid is further used to obtain the reaction products (P2). Preferably, the fatty acid used to obtain the reaction products (P2) comprises between 4 and 28 carbon atoms, preferably between 10 and 22 carbon atoms, more preferably between 16 and 18 carbon atoms. In particular, the fatty acid is a mixture of tall oil fatty acids.

[0134] According to one embodiment, the reaction products (P2) are obtained by reaction of at least: a dimerized fatty acid comprising between 8 and 48 carbon atoms, a polyamine (D2) comprising, in addition to the at least two primary amine groups (-NH2), one or more secondary amine groups and between 4 and 20 carbon atoms, and optionally a fatty acid comprising between 4 and 28 carbon atoms.

[0135] Preferably, the reaction products (P2) are obtained by reaction of at least: a dimerized fatty acid comprising between 32 and 40 carbon atoms, a polyamine (D2) being a polyethylenepolyamine of formula: H2N-(CH2- CH2-NH) y -CH2- CH2-NH2, in which y is an integer between 1 and 5, and optionally a fatty acid comprising between 10 and 22 carbon atoms.

[0136] More preferably, the reaction products (P2) are obtained by reaction of at least: a dimerized fatty acid comprising 36 carbon atoms, a polyamine (D2) being a polyethylenepolyamine of formula: H2N-(CH2- CH2-NH) y -CH2- CH2-NH2, in which y is an integer equal to 1 or 2, and a fatty acid comprising between 16 and 18 carbon atoms.

[0137] In particular, the reaction products (P2) are obtained by reaction of: dimerized fatty acid(s) comprising 36 carbon atoms, triethylenetetramine as polyamine (D2), and a mixture of tall oil fatty acids.

[0138] These particular reaction products (P2) have the CAS number 68082-29-1.

[0139] Advantageously, the reaction products (P) are the reaction products (P1), the reaction products (P1) being as described above, including the preferred characteristics and the embodiments. Thus, the reaction products (P) are in particular identified by the CAS number 186321-96-0.

[0140] The content of reaction products (P) in component (B) is advantageously between 5% and 37% by weight relative to the total weight of component (B), preferably between 7% and 32% by weight, more preferably between 10% and 27% by weight.

[0141] Lamellar charge (C)

[0142] Component (A) and / or component (B) further comprises at least 20% by weight, relative to the total weight of said component, of a lamellar filler (C). Preferably, the lamellar filler (C) is present only in component (B).

[0143] The charge (C) is said to be lamellar because it is in the form of a set of sheets, adjacent to each other.

[0144] Micaceous iron oxide is a type of hematite and may be synthetic or natural. The micaceous iron oxide used in the present invention is preferably natural.

[0145] Vermiculite belongs to the group of clays.

[0146] Mica refers to a group of phyllosilicates based on potassium, sodium, aluminum, magnesium and / or iron.

[0147] Preferably, the lamellar filler (C) is micaceous iron oxide, for example MIOX® SG marketed by Kàrntner Montanindustrie or IRONOR® P marketed by CMMP.

[0148] Advantageously, at least 65% of the particles constituting the lamellar filler (C) are lamellar particles (relative to the total number of particles constituting said filler), preferably at least 75%, more preferably at least 80%. The content of lamellar particles can be determined by microscopic examination, for example in accordance with ISO 10601.

[0149] The lamellar charge (C) can be type 2 according to ISO 10601.

[0150] The content of lamellar filler (C) can range from 20% to 65% by weight relative to the total weight of the component in which it is present (preferably (B)), preferably from 30% to 60% by weight, more preferably from 40% to 55% by weight.

[0151] Accelerator

[0152] Advantageously, component (B) further comprises an accelerator.

[0153] The accelerator may be any accelerator known to those skilled in the art for accelerating the crosslinking of epoxy resin.

[0154] The accelerator can be chosen from alcohols comprising an aromatic cycle and tertiary amines.

[0155] Advantageously, the accelerator is an isomer of nonylphenol, benzyl alcohol, resorcinol, 2-phenoxyethanol, styrenated phenol (CAS: 61788-44-1), bisphenol A, cardanol, salicylic acid, triethanolamine, benzyldimethylamine and / or 2,4,6-tris(dimethylaminomethyl)phenol, preferably benzyl alcohol, styrenated phenol and / or 2,4,6-tris(dimethylaminomethyl)phenol, more preferably benzyl alcohol, styrenated phenol and 2,4,6-tris(dimethylaminomethyl)phenol.

[0156] A "nonylphenol isomer" means a phenol having a 9-carbon aliphatic substituent. The nonylphenol isomer may be, for example, 4-(2,4-dimethylheptan-3-yl)phenol or 4-(3,6-dimethylheptan-3-yl)phenol.

[0157] The accelerator content may vary from 1% to 30% by weight relative to the total weight of component (B), preferably from 7% to 27% by weight, more preferably from 10% to 24% by weight.

[0158] Additives of component (B)

[0159] Component (B) may further comprise one or more additives chosen from plasticizers, mineral fillers, pigments, de-bubbling agents, thickeners and mixtures thereof, in particular from thickeners.

[0160] The total content of the above-mentioned additives, excluding mineral fillers, may range from 0.01% to 10% by weight relative to the total weight of component (B), preferably from 0.1% to 5% by weight, more preferably from 0.2% to 3% by weight. Component (B) may comprise up to 5% by weight of plasticizer relative to the total weight of component (B), preferably up to 2% by weight.

[0161] The plasticizer may, for example, be chosen from mineral oils of petroleum origin, paraffinic oils, polyolefins, esters of benzoic, phthalic, trimellitic, pyromellitic, adipic, sebacic, fumaric, maleic, itaconic and citric acid, and mixtures thereof.

[0162] The mineral filler is different from the lamellar filler (C), and can be chosen from carbonate fillers (such as calcium carbonate or dolomite), quartz, barium sulfate, nepheline syenite, glass beads, hollow mineral microspheres (for example sodium and calcium borosilicate or aluminosilicate), and their mixtures.

[0163] Component (B) may comprise up to 20% by weight of mineral filler relative to the total weight of component (B). When component (B) already comprises a lamellar filler (C), the content of mineral filler (other than the lamellar filler (C)) is preferably chosen so that the total content of fillers (mineral and lamellar (C)) does not exceed 65% by weight relative to the total weight of component (B).

[0164] Component (B) may comprise up to 3% by weight of pigment relative to the total weight of component (B), preferably up to 2% by weight.

[0165] The pigment can be an organic or inorganic pigment, for example based on TiC>2 (such as TIONA® 595 from TRONOX) or based on manganese ferrite (such as BAYFERROX® 303 T from LANXESS).

[0166] Component (B) may comprise a de-bubbling agent.

[0167] The de-bubbling agent can be any de-bubbling agent commonly used in epoxy resin compositions.

[0168] Examples include silicone oil in hydrotreated light distillates (petroleum) solvent (CAS: 64742-47-8) and polyolefin in light aromatic naphtha (petroleum) solvent (CAS: 64742-95-6). Commercial examples are AGITAN® DF 311 M from Münzig and BYK 057 from BYK Chemie.

[0169] The content of debubbling agent in component (B) may be up to 1% by weight relative to the total weight of component (B), preferably up to 0.5% by weight.

[0170] Advantageously, component (B) further comprises a thickener.

[0171] The thickener may be silica which may be pyrogenic or precipitated, optionally hydrophobic, preferably fumed silica. Advantageously, the thickener is fumed silica (hydrophilic). The thickener content may vary from 0.01% to 5% by weight relative to the total weight of component (B), preferably from 0.1% to 2% by weight, more preferably from 0.4% to 1.0% by weight.

[0172] Other characteristics of component (B)

[0173] The weight ratio of reaction products (P)Zhardener (H) may be greater than or equal to 0.6, preferably between 0.6 and 5, more preferably between 0.8 and 4, for example between 1 and 3.

[0174] According to one embodiment, component (B) comprises: between 3% and 30% by weight of hardener (H) relative to the total weight of component (B), from 1% to 15% by weight of co-hardener relative to the total weight of component (B), from 20% to 65% by weight of lamellar filler (C) relative to the total weight of component (B), between 5% and 37% by weight of reaction products (P) relative to the total weight of component (B), from 1% to 30% by weight of accelerator relative to the total weight of component (B), from 0.01% to 10% by weight of one or more additives chosen from plasticizers, pigments, de-bubbling agents, thickeners and mixtures thereof, relative to the total weight of component (B), and optionally up to 20% by weight of mineral filler other than the lamellar filler (C) relative to the total weight of component (B). (B).

[0175] Preferably, component (B) consists essentially of the ingredients mentioned above. By "consisting essentially" is meant that component (B) comprises less than 5% by weight of ingredients other than the aforementioned ingredients, relative to the total weight of component (B), preferably less than 2% by weight, even more preferably less than 1% by weight.

[0176] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0177] According to a particular embodiment, component (B) comprises: between 5% and 18% by weight of hardener (H) relative to the total weight of component (B), the hardener (H) preferably being a phenalkamine represented by formula (I) in which R 2 represents a group of formula (Illa), (lllb), (Il le) or (Hid), R 4represents a hydrogen atom, and the substituents R 1 , R 3 and R 5not being of formula (II) are hydrogen atoms, from 3% to 11% by weight of co-hardener relative to the total weight of component (B), the co-hardener preferably being chosen from m-xylylenediamine, isophorone diamine and their mixture, from 40% to 55% by weight of lamellar filler (C) relative to the total weight of component (B), the lamellar filler (C) preferably being micaceous iron oxide, between 10% and 27% by weight of reaction products (P) relative to the total weight of component (B), the reaction products (P) preferably being the reaction products (P1), in particular the reaction products (P1) obtained by reaction of at least: a fatty acid comprising between 16 and 18 carbon atoms, a polyamine (D1) being a polyethylenepolyamine of formula: H2N-(CH2-CH2-NH)y-CH2-CH2-NH2, in which y is an integer equal to 1 or 2, and a compound (E) selected from p-tolyl glycidyl ether and / or bisphenol A diglycidyl ether,from 10% to 24% by weight of accelerator relative to the total weight of component (B), the accelerator preferably being an isomer of nonylphenol, benzyl alcohol, resorcinol, 2-phenoxyethanol, styrenated phenol, bisphenol A, cardanol, salicylic acid, triethanolamine, benzyldimethylamine and / or 2,4,6-tris(dimethylaminomethyl)phenol, and from 0.2% to 3% by weight of one or more additives chosen from plasticizers, pigments, de-bubbling agents, thickeners and mixtures thereof, relative to the total weight of component (B), in particular from thickeners. Preferably, component (B) consists essentially of the ingredients mentioned above.,

[0178] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0179] Other characteristics of the two-component composition according to the invention

[0180] The ratio of components (A) and (B) in the two-component composition according to the invention can be determined relative to the epoxy equivalent weight (or EEW for "epoxy equivalent weight" in English) of component (A) and the active hydrogen equivalent weight (or AHEW for "active hydrogen equivalent weight" in English) of component (B).

[0181] The epoxy equivalent weight of an ingredient (in g / eq) corresponds to the weight in grams of said ingredient required to have 1 mole of epoxide groups.

[0182] It can be measured in accordance with ASTM D 1652.

[0183] Unless otherwise indicated, the standards referred to throughout the application are those in effect on the date the application was filed.

[0184] The epoxy equivalent weight of component (A) is calculated on the basis of each of the ingredients e of component (A) comprising at least one epoxy group: EEWA = mA / (Z(m e / EEW e )), where EEWA is the epoxy equivalent weight of component (A) in grams of (A) per 1 mole of epoxide groups, mA is the total mass in grams of component (A), m e is the mass in grams in (A) of an ingredient e comprising at least one epoxide group, and EEW e is the average epoxy equivalent weight of ingredient e in grams of i per 1 mole of epoxide groups.

[0185] The equivalent weight of active hydrogen of an ingredient (in g / eq) corresponds to the weight in grams of said ingredient required to have 1 mole of active hydrogen, that is to say of hydrogen atoms linked to a nitrogen atom.

[0186] It can be calculated from the molar mass of the ingredient and is given by the ingredient supplier.

[0187] The active hydrogen equivalent weight of component (B) is calculated on the basis of each of the ingredients h of component (B) comprising at least one primary or secondary amine group: AHEWB = mB / (Z(mh / AHEWh)), where AHEWB is the active hydrogen equivalent weight of component (B) in grams of (B) per 1 mole of active hydrogen, IÏ1B is the total mass in grams of component (B), 0 is the mass in grams in (B) of an ingredient h comprising at least one primary or secondary amine group, and AHEWh is the average active hydrogen equivalent weight of ingredient h in grams of h per 1 mole of active hydrogen.

[0188] The ratio of components (A) and (B) in the two-component composition according to the invention is advantageously chosen so that the AHEWB / EEWA ratio is greater than or equal to 1, preferably greater than or equal to 1.0, more preferably between 1.0 and 2.0, even more preferably between 1.0 and 1.5, AHEWB being the equivalent weight of active hydrogen of component (B) in grams of (B) per 1 mole of active hydrogen and EEWA being the epoxy equivalent weight of component (A) in grams of (A) per 1 mole of epoxide groups. The two-component composition according to the invention advantageously has a solvent content of less than 3% by weight relative to the total weight of the two-component composition, preferably less than 1% by weight, more preferably less than 0.5% by weight.

[0189] This makes it possible to have a two-component composition which can be applied at a high grammage on a surface. In particular, the two-component composition according to the invention can be applied at a grammage of at least 300 g / m 2 , preferably at least 450 g / m 2 , especially between 450 g / m 2 and 700 g / m 2 .

[0190] Solvents are well known to those skilled in the art and are used in particular to dilute, dissolve or suspend other compounds without modifying them chemically and without themselves modifying themselves.

[0191] Advantageously, the two-component composition according to the invention has low emissions of volatile organic compounds (VOCs). In particular, the total VOC concentration expressed in toluene equivalents 3 days after the application of said composition is advantageously less than or equal to 3000 pg / m 3 , preferably less than or equal to 1000 pg / m 3, and after 28 days is advantageously less than or equal to 300 pg / m 3 , preferably less than or equal to 200 pg / m 3 .

[0192] The total VOC concentration expressed in toluene equivalents can be determined in accordance with standard EN 16516, using a two-component composition layer applied at a weight of 300 g / m 2 and an AHEWB / EEWA ratio equal to 1.1.

[0193] Advantageously, the two-component composition according to the invention is essentially free of ingredients classified as CMR (carcinogenic, mutagenic and / or reprotoxic) and SVHC (substances of very high concern).

[0194] By "essentially free", we mean in particular a content of ingredients classified as CMR or SVHC of less than 5% by weight, preferably less than 3% by weight, relative to the total weight of the two-component composition; more preferably, the two-component composition according to the invention is completely free of ingredients classified as CMR and SVHC.

[0195] According to one embodiment, the two-component composition according to the invention comprises: a component (A) comprising: at least 50% by weight of aromatic epoxy resin relative to the total weight of component (A), from 1% to 30% by weight of reactive diluent relative to the total weight of component (A), optionally from 0.01% to 10% by weight of one or more additives chosen from plasticizers, thickeners, pigments, de-bubbling agents and mixtures thereof, relative to the total weight of component (A), and optionally up to 20% by weight of mineral filler other than the lamellar filler (C) relative to the total weight of component (A), and a component (B) comprising: between 3% and 30% by weight of hardener (H) relative to the total weight of component (B), from 1% to 15% by weight of co-hardener relative to the total weight of component (B), from 20% to 65% by weight of co-hardener (H) relative to the total weight of component (B), from 1% to 15% by weight of co-hardener (H) ... % by weight of lamellar filler (C) relative to the total weight of the component (B),between 5% and 37% by weight of reaction products (P) relative to the total weight of component (B), from 1% to 25% by weight of accelerator relative to the total weight of component (B), from 0.01% to 10% by weight of one or more additives chosen from plasticizers, pigments, de-bubbling agents, thickeners and their mixtures, relative to the total weight of component (B), and optionally up to 20% by weight of mineral filler other than the lamellar filler (C) relative to the total weight of component (B).,

[0196] Preferably, the two-component composition according to the invention consists essentially of the ingredients mentioned above. By "consisting essentially", it is meant that the two-component composition comprises less than 5% by weight of ingredients other than the aforementioned ingredients, relative to the total weight of the two-component composition, preferably less than 2% by weight, even more preferably less than 1% by weight.

[0197] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0198] According to a particular embodiment, the two-component composition according to the invention comprises: a component (A) comprising: from 70% to 95% by weight of aromatic epoxy resin relative to the total weight of component (A), the aromatic epoxy resin preferably being chosen from diglycidyl ethers of 2,2-bis-(4-hydroxyphenyl)propane (bisphenol A), 4,4'-methylenediphenol (isomer 4,4'-bisphenol F), 2,4'-methylenediphenol (isomer 2,4'-bisphenol F), 2,2'-methylenediphenol (isomer 2,2'-bisphenol F) and mixtures thereof, from 4% to 17% by weight of reactive diluent relative to the total weight of component (A), the reactive diluent preferably being chosen from 4-tert-butylphenyl glycidyl ether, the reaction products of cashew nut shell liquid and of epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C15 alkyl glycidyl ethers and mixtures thereof, and optionally from 0.03% to 3% by weight,relative to the total weight of component (A), one or more additives chosen from plasticizers, pigments, de-bubbling agents and mixtures thereof, in particular from de-bubbling agents, and a component (B) comprising: between 5% and 18% by weight of hardener (H) relative to the total weight of component (B), the hardener (H) preferably being a phenalkamine represented by formula (I) in which R, 2 represents a group of formula (Ilia), (lllb), (Hic) or (Hid), R 4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5not being of formula (II) are hydrogen atoms, from 3% to 11% by weight of co-hardener relative to the total weight of component (B), the co-hardener preferably being chosen from m-xylylenediamine, isophorone diamine and their mixture, from 40% to 55% by weight of lamellar filler (C) relative to the total weight of component (B), the lamellar filler (C) preferably being micaceous iron oxide, between 10% and 27% by weight of reaction products (P) relative to the total weight of component (B), the reaction products (P) preferably being the reaction products (P1), in particular the reaction products (P1) obtained by reaction of at least: a fatty acid comprising between 16 and 18 carbon atoms, a polyamine (D1) being a polyethylenepolyamine of formula: H2N-(CH2-CH2-NH)y-CH2-CH2-NH2, in which y is an integer equal to 1 or 2, and a compound (E) selected from p-tolyl glycidyl ether and / or bisphenol A diglycidyl ether,from 10% to 24% by weight of accelerator relative to the total weight of component (B), the accelerator preferably being an isomer of nonylphenol, benzyl alcohol, resorcinol, 2-phenoxyethanol, styrenated phenol, bisphenol A, cardanol, salicylic acid, triethanolamine, benzyldimethylamine and / or 2,4,6-tris(dimethylaminomethyl)phenol, and from 0.2% to 3% by weight of one or more additives chosen from plasticizers, pigments, de-bubbling agents, thickeners and mixtures thereof, relative to the total weight of component (B), in particular from thickeners.,

[0199] Preferably, the two-component composition according to the invention consists essentially of the ingredients mentioned above.

[0200] The ingredients of this embodiment and their particular contents are as described above, including preferred features and embodiments.

[0201] The two-component composition according to the invention advantageously has a viscosity at 23°C of less than 2,800 mPa.s.

[0202] The viscosity of the two-component composition according to the invention can be determined using a Brookfield LVT viscometer, for example as described in Example 1 below.

[0203] The two-component composition according to the invention advantageously has a Persoz hardness greater than or equal to 10 s, preferably greater than or equal to 12 s, less than 6 h, preferably less than 5 h after its application at a temperature of approximately 21°C and at ambient humidity (in particular at between 30% and 80% relative humidity, for example at 30% relative humidity). Preferably, the two-component composition according to the invention has a Persoz hardness greater than or equal to 10 s, preferably greater than or equal to 12 s, 4 h or less after its application under the temperature and humidity conditions mentioned above.

[0204] The Persoz hardness can be determined using a Persoz pendulum, for example as described in Example 1. Advantageously, the two-component composition according to the invention has an adhesion to wet concrete greater than 3 MPa, in particular greater than or equal to 4 MPa. Preferably, the two-component composition according to the invention has an adhesion to wet concrete that is sufficiently high to obtain a cohesive failure of the concrete of more than 90% during the adhesion test (and not the detachment of the layer formed by the two-component composition).

[0205] Adhesion to wet concrete can be measured in accordance with EN 13578:2003, for example as described in Example 1.

[0206] The two-component composition according to the invention advantageously has a water vapor permeance of less than or equal to 10 mg / h / m 2 / mmHg, which allows its use as a moisture barrier. Preferably, the two-component composition according to the invention has a water vapor permeance of less than or equal to 8 mg / h / m 2 / mmHg.

[0207] Water vapor permeance can be determined by measuring water vapor permeability according to NF EN ISO 7783:2011 (wet cup method), for example as described in Example 1.

[0208] Advantageously, the mixing life time at 21°C of the two-component composition according to the invention is between 20 min and 60 min, preferably between 20 min and 50 min.

[0209] The mixture lifetime can be determined as described in Example 1 below.

[0210] Preparation of the two-component composition according to the invention

[0211] Each of the components (A) and (B) of the two-component composition according to the invention is prepared separately, by simple mixing of its ingredients, preferably under vacuum for component (B).

[0212] By "vacuum" is meant a pressure lower than atmospheric pressure, advantageously between 0.1 kPa and 10 kPa, preferably between 0.5 kPa and 5 kPa.

[0213] The two-component composition according to the invention can be prepared just before its use by mixing components (A) and (B), for example using a rotary mixer equipped with a whisk, at room temperature, in particular between 18°C ​​and 28°C, and at atmospheric pressure.

[0214] An example of preparation of components (A) and (B) and of the two-component composition according to the invention is described in Example 2. Other objects of the present invention

[0215] The present invention also relates to the use of the two-component composition according to the invention as a moisture barrier, in particular in the field of buildings.

[0216] The present invention also relates to a moisture barrier obtained after curing of the two-component composition according to the invention.

[0217] In particular, the curing time corresponds to the time necessary for the two-component composition according to the invention to have a Persoz hardness as described above (advantageously a Persoz hardness greater than or equal to 10 s, preferably greater than or equal to 12 s).

[0218] The moisture barrier according to the invention advantageously has a water vapor permeance of less than or equal to 10 mg / h / m 2 / mmHg, preferably less than or equal to 8 mg / h / m 2 / mmHg.

[0219] Water vapor permeance can be determined by measuring water vapor permeability according to NF EN ISO 7783:2011 (wet cup method), for example as described in Example 1.

[0220] The present invention also relates to a method for sealing a surface comprising the application of the two-component composition according to the invention to said surface and then the curing of said composition to form a barrier to humidity, in particular at room temperature (in particular between 18°C ​​and 28°C).

[0221] The surface can be concrete, for example.

[0222] In particular, the curing time corresponds to the time required for the two-component composition according to the invention to have a Persoz hardness as described above.

[0223] Preferably, no primer layer is present between the moisture barrier according to the invention and the surface to be sealed.

[0224] The two-component composition according to the invention can be applied at a weight of at least 300 g of said composition per m 2 of said surface, preferably at least 400 g / m 2 , especially between 450 g / m 2 and 550 g / m 2 .

[0225] The two-component composition according to the invention can be applied using a notched spatula.

[0226] Preferably, the method for sealing a surface according to the invention comprises a single step of applying the two-component composition according to the invention. Thus, the moisture barrier according to the invention is preferably “single-layer”. Advantageously, the method for sealing a surface according to the invention is carried out in less than 6 hours, preferably in less than 5 hours. Thus, the moisture barrier is advantageously completely formed in less than 6 hours, preferably in less than 5 hours.

[0227] Finally, the present invention relates to a method for preparing a floor comprising: applying the two-component composition according to the invention to the surface of the floor, then hardening said composition to form a moisture barrier, and preparing a surface suitable for the application of a self-leveling composition, then applying a self-leveling composition.

[0228] In particular, the curing time corresponds to the time required for the two-component composition according to the invention to have a Persoz hardness as described above.

[0229] The soil preparation process can be carried out at room temperature (in particular between 18°C ​​and 28°C) and at room humidity (in particular between 30% and 80% relative humidity, in particular at 30%).

[0230] The ground surface may be the surface described above, in particular concrete.

[0231] Preferably, no primer layer is present between the moisture barrier and the floor surface.

[0232] The application of the two-component composition according to the invention is as described above, in particular concerning the weight.

[0233] Preferably, the floor preparation method according to the invention comprises a single step of applying the two-component composition according to the invention. Thus, the moisture barrier according to the invention is preferably “single-layer”.

[0234] Preparing a surface suitable for the application of a self-leveling composition makes it possible to improve the adhesion of the self-leveling composition to the ground. This step may be a step of sanding the two-component composition according to the invention or a step of applying a bonding layer to the hardened moisture barrier.

[0235] The sandblasting step is carried out before the hardening of the two-component composition according to the invention. During this step, mineral particles (for example sand, corundum or vitrified slag) are projected onto said composition in order to create a rough surface. The bonding layer may be any bonding layer known to those skilled in the art for improving the bond between a self-leveling composition and a composition comprising an epoxy resin.

[0236] Advantageously, the bonding layer is a formulation based on an aqueous phase emulsion loaded with sand.

[0237] The self-leveling composition allows the floor to be smoothed to obtain a horizontal surface. It can be any self-leveling composition known to those skilled in the art.

[0238] Advantageously, the self-leveling composition is cement-based, for example MANGSOL 3 marketed by BOSTIK.

[0239] Advantageously, the floor preparation method according to the invention is implemented in less than 10 hours, preferably in less than 8 hours. Thus, the floor preparation method according to the invention can be implemented in one day, and a floor covering such as parquet or linoleum can be laid on the sealed floor after 24 hours to 72 hours depending on the covering.

[0240] All the embodiments described above can be combined with each other. In particular, the various aforementioned ingredients of the two-component composition according to the invention, and in particular the preferred embodiments, can be combined with each other.

[0241] The following examples are given purely for illustrative purposes of the invention and should not be interpreted as limiting its scope.

[0242] Examples

[0243] Example 1: and measurement methods

[0244] Ingredients used

[0245] The following ingredients were used: epoxy resin RE1: bisphenol A diglycidyl ether (CAS: 1675-54-3) having an average EEW of about 187 g / eq; epoxy resin RE2: mixture having an average EEW of about 175 g / eq and comprising about 50% by weight of bisphenol A diglycidyl ether and about 50% by weight of diglycidyl ethers of bisphenol F isomers (reaction products of the 4,4'-, 2,2'- and 2,4'- isomers of bisphenol F and epichlorohydrin, whose CAS is 9003-36-5), the weight percentages being relative to the total weight of the mixture;

[0246] Grilonit® Epoxide 8 marketed by EMS-GRILTECH: C12-C14 alkyl glycidyl ethers (CAS: 68609-97-2) with an average EEW of approximately 285 g / eq, reactive diluent; AGITAN® DF 311 M marketed by Münzing: silicone oil in a solvent based on hydrotreated light distillates (petroleum) (CAS: 64742-47-8), de-bubbling agent;

[0247] ARADUR® 450-1 S marketed by HUNTSMAN: mixture having an AHEW of approximately 115 g / eq and comprising between 30% and 60% by weight of the reaction products (P) of tall oil fatty acids with bisphenol A, epichlorohydrin, glycidyltolyl ether and triethylenetetramine (CAS: 186321-96-0), between 13% and 30% by weight of benzyl alcohol, between 7% and 13% by weight of isophorone diamine, between 7% and 13% by weight of styrenated phenol, between 5% and 10% by weight of m-xylylenediamine and between 3% and 7% by weight of 2,4,6-tris(dimethylaminomethyl)phenol, the percentages by weight being relative to the total weight of the mixture;

[0248] Phenalkamine H1: AHEW of approximately 95 g / eq, obtained in particular from cardanol, formaldehyde and polyethyleneamine, hardener;

[0249] ANCAMINE K54 marketed by EVONIK: 2,4,6- tris(dimethylaminomethyl)phenol (CAS: 90-72-2), accelerator;

[0250] MIOX® SG marketed by Kàrntner Montanindustrie: micaceous iron oxide, lamellar filler;

[0251] HDK® N20 marketed by Wacker: hydrophilic fumed silica, thickener;

[0252] EPIKOTE™ Resin 240 marketed by HEXION: mixture having an average EEW of approximately 190 g / eq and comprising between 50% and 75% by weight of diglycidyl ether of bisphenol A, between 25% and 35% by weight of diglycidyl ethers of isomers of bisphenol F (CAS: 9003-36-5) and between 10% and 20% by weight of glycidyl ethers of C12-C14 alkyls (CAS: 68609-97-2), the percentages by weight being relative to the total weight of the mixture, epoxy resin;

[0253] BYK-A 530 marketed by BYK: silicone oil in a solvent based on light distillates (petroleum) hydrotreated (CAS: 64742-47-8), de-bubbling agent.

[0254] Measurement methods

[0255] Viscosity is determined immediately after obtaining the two-component composition at 30 rpm (revolutions per minute) and 23°C using a Brookfield LVT viscometer and a No. 3 needle.

[0256] The pot life of the mixture is determined at 21°C for 1 kg of two-component composition and corresponds to the time available to use the product once the mixture has been prepared. It is determined from the curve of the temperature of the mixture as a function of time. The tangent lines are then drawn at the start of the curve on the one hand and at the exothermic peak on the other. The intersection of these two lines gives the pot life value of the mixture.

[0257] The hardness of the films obtained is assessed using a Persoz pendulum. To do this, the composition to be assessed is applied immediately after obtaining it to a glass plate at a thickness of approximately 300 μm using a filmograph. The plate is then placed in a climatic chamber set at 21°C and 30% relative humidity. At the desired time, in this case 4 hours, the plate is placed on the device and the measurement is carried out.

[0258] Adhesion to wet concrete is measured in accordance with standard EN 13578:2003. The application of the two-component composition is carried out at 10°C on a surface of a concrete slab conforming to standard NF EN 12004-2, with 500 g of said composition per m 2surface. The concrete slab is then kept in a water bath for the duration of the test, with the water level 1 cm below the concrete surface coated with said composition. The adhesion is then evaluated after 28 days of exposure to the water bath at 10°C by a tensile test with a SATTEC manual adhesion device in accordance with standard NF EN 1542.

[0259] Water vapor permeability is assessed on a free film according to standard NF EN ISO 7783:2011 (wet cup method). To produce the films, the composition to be assessed is applied immediately after obtaining it on a suitable substrate, for example a PET (polyethylene terephthalate) film, at a grammage of approximately 700 g / m 2 After the product has hardened, the film is cut to the diameter of the cup, and the support removed. The resulting discs are then conditioned for at least 14 days at 23°C and 50% relative humidity.

[0260] In the wet cup method, the film to be evaluated separates a high humidity atmosphere (93% relative humidity obtained by a saturated solution of ammonium dihydrogen phosphate) from a moderate humidity atmosphere (50% relative humidity) obtained in a climatic chamber. The test is carried out at 23°C. The flow of water vapor passing through the film is controlled by regularly weighing the cup. The water vapor permeance corresponds to the water vapor permeability of the film (in mg / h / m / mmHg) divided by its thickness (in m). Example 2: two-component composition 1 according to the invention

[0261] In a stirred reactor, the various ingredients of component 1A are mixed in the proportions indicated in Table 1 below, in several stages according to the process described below. The mixer is at room temperature (approximately 23°C) before adding the ingredients.

[0262] In a mixer, the various ingredients of component 1A are mixed in the proportions indicated in Table 1 below, until a homogeneous mixture is obtained.

[0263] Table 1

[0264] In a vacuum-equipped mixer, the various ingredients of component 1 B are mixed in the proportions indicated in Table 2 below, in several stages according to the process described below. The mixer is at room temperature (approximately 23°C) before adding the ingredients.

[0265] The ingredients from step 1 are mixed under vacuum (approximately 1 to 2 kPa) for approximately 10 min and at a stirring speed sufficient to homogenize.

[0266] Then the ingredient from step 2 is added to the mixer used for step 1, and mixed for about 10 min to make a paste.

[0267] Finally, the ingredient from step 3 is added to the mixer, mixed for about 10 min to form a paste, and then the whole thing is mixed under vacuum for 30 min. Table 2

[0268] Composition 1 according to the invention is then obtained by mixing at room temperature (23°C) components 1A and 1B so that the AHEWIB / EEWIA ratio is equal to 1.0 (i.e. a weight ratio 1B / 1A equal to 0.86), for example using a rotary mixer equipped with a whisk.

[0269] Example 3: comparative two-component composition 2

[0270] Comparative two-component composition 2 corresponds to a standard moisture barrier composition. It consists of a 2A component made of EPIKOTE™ Resin 240, and a 2B component whose composition is shown in Table 3 below.

[0271] Component 2B is prepared in several steps according to the method described in Example 2 for component 1B.

[0272] Table 3

[0273] Comparative composition 2 is then obtained by mixing at room temperature (23°C) components 2A and 2B so that the ratio AHEW2B / EEW2A is equal to 1.0, for example using a rotary mixer equipped with a whisk. Example 4: mechanical properties of compositions 1 and 2

[0274] The mechanical properties of composition 1 according to the invention and of comparative composition 2 (measured in accordance with Example 1) are summarized in Table 4 below.

[0275] Table 4

[0276] ND: not determined; RB: concrete failure

[0277] The viscosity of composition 1 according to the invention allows easy application and its mixing life is sufficient for the duration of the application.

[0278] Composition 1 according to the invention has good adhesion to wet concrete. In fact, when measuring this adhesion, the concrete broke before the film of composition 1 peeled off.

[0279] In addition, composition 1 according to the invention has good anti-humidity properties. Indeed, in France and in this field of application, it is considered that a product is a moisture barrier when the permeance measured according to Example 1 is less than or equal to 10 mg / h / m 2 / mmHg.

[0280] Furthermore, composition 1 according to the invention has the advantage of hardening much more quickly than comparative composition 2 (standard moisture barrier composition). Indeed, after only 4 hours, composition 1 according to the invention has sufficient hardness to be able to apply a different layer, in particular a primer layer, while comparative composition 2 is still liquid. Composition 1 according to the invention therefore makes it possible to implement in a single day, instead of two days for composition 2, the preparation of a floor including the application of a moisture barrier (composition 1), the application of a primer layer (or alternatively sanding) followed by the application of a self-leveling composition.

[0281] Finally, composition 1 according to the invention has the advantage of not containing a significant solvent content, has low emissions of volatile organic compounds (VOCs) and does not include CMR or SVHC ingredients, which limits its toxicity.

Claims

Claims Two-component composition comprising: a component (A) comprising: at least one aromatic epoxy resin, and a component (B) comprising: a hardener (H) chosen from phenolic Mannich bases having at least one primary and / or secondary amine group, preferably chosen from phenalkamines, and the reaction products (P) chosen from: the reaction products (P1) of at least: one fatty acid, one polyamine (D1) and one compound (E) comprising at least one epoxide group, and / or the reaction products (P2) of at least: one dimerized fatty acid and one polyamine (D2), the component (A) and / or the component (B) further comprising at least 20% by weight, relative to the total weight of said component, of a lamellar filler (C) chosen from micaceous iron oxide, vermiculite, mica and mixtures thereof, preferably micaceous iron oxide.A two-component composition according to claim 1, wherein the aromatic epoxy resin is selected from diglycidyl ethers of bis-(4-hydroxy-3,5-difluorophenyl)methane, 1,1-bis-(4-hydroxyphenyl)ethane, 2,2-bis-(4-hydroxy-3-methylphenyl)propane, 2,2-bis-(4-hydroxy-3,5-dichlorophenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis-(4-hydroxyphenyl)propane, 4,4'-methylenediphenol, 2,4'-methylenediphenol, 2,2'-methylenediphenol and mixtures thereof. A two-component composition according to claim 1 or 2, wherein component (A) further comprises a reactive diluent. Two-component composition according to any one of claims 1 to 3, in which the hardener (H) is a phenolic Mannich base of formula (I):. in which: R 2 and R 4independently represent a hydrogen atom or a saturated or unsaturated hydrocarbon radical, preferably with a linear or branched open chain, comprising 1 to 20 carbon atoms, and R 1 , R 3 and R 5 independently represent: a hydrogen atom, or a saturated or unsaturated hydrocarbon radical, preferably with a linear or branched open chain, comprising 1 to 20 carbon atoms and optionally one or more heteroatoms chosen from nitrogen and oxygen, or a monovalent radical of formula (II): in which: ■ R 6 represents a hydrogen atom or a hydrocarbon radical comprising 1 to 15 carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, and ■ R 7represents a hydrocarbon radical comprising at least two carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, and optionally comprising one or more nitrogen atoms, at least one, preferably exactly one, of the substituents R 1 , R 3 and R 5 being of formula (II).

5. Two-component composition according to claim 4, in which the hardener (H) is a phenolic Mannich base of formula (I), in which: R 2 represents a group of formula (Ilia), (lllb), (Hic) or (llld), whose formulas below show the free valence: - (Ilia): R 4 represents a hydrogen atom, and the substituents R 1 , R 3 and R 5 not being of formula (II) are hydrogen atoms.

6. Two-component composition according to any one of claims 1 to 5, in which the reaction products (P1) are obtained by reaction of at least: a fatty acid comprising between 10 and 22 carbon atoms, a polyamine (D1) comprising, in addition to the at least two primary amine groups (-NH2), one or more secondary amine groups and between 4 and 20 carbon atoms, and a compound (E) chosen from p-tolyl glycidyl ether, p-phenyl glycidyl ether, 4-tert-butylphenyl glycidyl ether, the reaction products of cashew nut shell liquid and epichlorohydrin, C12-C14 alkyl glycidyl ethers, C13-C15 alkyl glycidyl ethers, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polypropylene glycol diglycidyl ether, bisphenol A diglycidyl ether, bisphenol E diglycidyl ether, 2,2-bis-(4-hydroxy-3-methylphenyl)propane diglycidyl ether,bisphenol B diglycidyl ether, 4,4'-, 2,4'- and / or 2,2'-bisphenol F diglycidyl ether, and mixtures thereof., 7. Two-component composition according to any one of claims 1 to 6, in which the reaction products (P2) are obtained by reaction of at least: a dimerized fatty acid comprising between 8 and 48 carbon atoms, a polyamine (D2) comprising, in addition to the at least two primary amine groups (-NH2), one or more secondary amine groups and between 4 and 20 carbon atoms, and optionally a fatty acid comprising between 4 and 28 carbon atoms.

8. Two-component composition according to any one of claims 1 to 7, in which at least 65% of the particles constituting the lamellar filler (C) are lamellar particles, preferably at least 75%, more preferably at least 80%.

9. Two-component composition according to any one of claims 1 to 8, wherein component (B) further comprises an accelerator.

10. Use of the two-component composition according to any one of claims 1 to 9, as a moisture barrier.

11. Moisture barrier obtained after curing of the two-component composition according to any one of claims 1 to 9.

12. A method of sealing a surface comprising applying the two-component composition according to any one of claims 1 to 9 to said surface and then curing said composition to form a moisture barrier, in particular at room temperature.

13. A method of preparing a floor comprising: applying the two-component composition according to any one of claims 1 to 9 to the surface of the floor, then curing said composition to form a moisture barrier, and preparing a surface suitable for the application of a self-leveling composition, then applying a self-leveling composition.

Citation Information

Patent Citations

  • Curing agents for epoxy resins

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