Composition based on (meth)acrylate monomers

Abstract

The present invention relates to a two-component crosslinkable composition comprising: - a component A comprising: - a compound having one of the following formulas (Ia) or (Ib): - at least one (meth)acrylate compound M1; - a component B comprising at least one compound having one of the following formulas (C) or (D): Figure: No

Description

Title of the invention: Composition based on (meth)acrylate monomers. FIELD OF THE INVENTION

[0001] The present invention relates to a composition based on (meth)acrylate monomer.

[0002] The invention also relates to the use of said composition for the semi-structural or structural repair and / or bonding of materials in the fields of transport, marine, assembly, electronics, or construction. TECHNOLOGICAL BACKGROUND

[0003] Acrylic compositions are known reactive systems that crosslink by radical polymerization. They are used as adhesives, sealants, and coatings. Radical polymerization is typically initiated by a redox system which, through a redox reaction, leads to the production of radicals.

[0004] The majority of acrylic systems are two-component systems. The first component traditionally contains the reducing agent and the reactive monomers, and the second component contains the oxidizing agent. Once the two components are mixed, the reducing agent induces the cleavage of the O-O bond of the organic peroxide, for example, and initiates polymerization.

[0005] Typically, (meth)acrylic compositions comprise a peroxide (oxidant) / tertiary amine (reducer) type redox system. However, these systems may present stability problems with regard to storage in the presence of (meth)acrylate monomer.

[0006] There is a need for new (meth)acrylic compositions allowing a good compromise between reactivity and storage stability.

[0007] In addition, there is also a need for new (meth)acrylic compositions having good adhesive properties. DESCRIPTION OF THE INVENTION

[0008] The present invention relates to a two-component crosslinkable composition comprising:

[0009] - a component A comprising:

[0010] - a compound having one of the following formulas (la) or (Ib):

[0011] [Chem.l] (there) (lb)

[0012] in which: Each of R1, R2, R3, R4, R5, R6, R7, R8, Ra, and Rb represents, independently of each other, a radical chosen from the group consisting of a hydrogen atom, a halogen, an alkyl, a cycloalkyl, or an aryl; - Rf represents a perhaloalkyl or a haloalkyl; - X represents an anion;

[0013] and

[0014] - at least one (meth)acrylate compound Ml;

[0015] - a component B comprising at least one compound having one of the formulas (C) or (D) following: [Chem 2] R^ O Year [ O ' Alt

[0016] in which:

[0017] - each of An Ar2, Ar3, Ar4 represents, independently of each other, an aryl or possibly substituted heteroaryl;

[0018] - each of R11, R12, represents, independently of each other, a radical organic.

[0019] In the context of the invention, "alkyl" means a linear or branched hydrocarbon radical preferably comprising from 1 to 20 carbon atoms. Examples include methyl, ethyl, and propyl.

[0020] In the context of the invention, "C4 to C20 alkyl" means a linear or branched alkyl comprising 4 to 20 carbon atoms.

[0021] In the context of the invention, "alkenyl" means a linear or branched hydrocarbon radical comprising at least one double bond, said radical preferably comprising from 2 to 20 carbon atoms. Examples include propenyl and butenyl.

[0022] In the context of the invention, "alkynyl" means a linear or branched hydrocarbon radical comprising at least one triple bond, said radical preferably comprising from 2 to 20 carbon atoms.

[0023] In the context of the invention, "aryl" means a monocyclic or bicyclic aromatic radical preferably comprising 6 to 12 carbon atoms. Examples include phenyl, naphthyl, tolyl, xylyl, and styryl.

[0024] In the context of the invention, "arylalkyl" means an alkyl group substituted by an aryl group, the arylalkyl group preferably comprising 7 to 20 carbon atoms. Benzyl is an example of an arylalkyl group.

[0025] In the context of the invention, "alkylaryl" means an aryl group substituted by an alkyl group, said alkylaryl group preferably comprising from 7 to 20 carbon atoms.

[0026] In the context of the invention, "heteroaryl" means a monocyclic or bicyclic aromatic radical comprising at least one heteroatom such as, for example, O, S, or N, and preferably comprising from 4 to 12 carbon atoms. Examples include furanyl, thiophenyl, pyrrolyl, pyridinyl, indolyl, and imidazolyl radicals.

[0027] In the context of the invention, "cycloalkyl" means a monocyclic or polycyclic system, preferably monocyclic or bicyclic, saturated, preferably comprising 3 to 12 carbon atoms, the rings being able to be fused or bridged in pairs, such as cyclopropyl, cyclopentyl, cyclohexyl or norbomyl groups.

[0028] In the context of the invention, "heterocycloalkyl" means a monocyclic or polycyclic system, preferably mono or bicyclic, saturated, preferably comprising 3 to 12 carbon atoms and at least one heteroatom such as, for example, O or N, the rings being able to be fused or bridged in pairs.

[0029] In the context of the invention, "cycloalkenyl" means a monocyclic or polycyclic system, comprising at least one double bond, preferably comprising from 3 to 12 carbon atoms, the rings being able to be fused or bridged in pairs.

[0030] In the context of the invention, "alkoxy" means an -O-alkyl radical. Component A Compound of formula (la) or (Ib)

[0031] Component A comprises a compound of formula (la) or (Ib) as defined above.

[0032] The anion X can be chosen from the group consisting of FSO3, CF3SO3, CF2HSO3, Cf, Br, BF4, BF3Cf, PF6 and (F5Ph)4B.

[0033] In the aforementioned formulas (la) or (Ib), Rf may represent a haloalkyl.

[0034] This could, for example, be a fluoroalkyl radical, such as CHF2 or ch2f.

[0035] Preferably, in formulas (la) or (Ib), Rf represents a perfluoroalkyl, and even more preferably CF3, C2F5, C3F7, C4F9. According to a particularly preferred mode, Rf represents CF3.

[0036] The compound of formula (la) or (Ib) may be chosen from those in which: - each of R1, R2, R3, R4, R5, R6, R7 and R8, Ra and Rb represents, independently of each other, a radical chosen from the group consisting of a hydrogen atom, a halogen, or an alkyl, preferably a hydrogen or a fluorine atom; - Rf represents a perfluoroalkyl or a fluoroalkyl, preferably a perfluoroalkyl; - X represents an anion, preferably chosen from FSO3, CF3SO3 and BF4.

[0037] According to a preferred embodiment, component A comprises a compound of formula (la), in particular chosen from the group consisting of:

[0038] [Chem.3]

[0039] and even more preferably among one of the following compounds:

[0040] [Chem.4]

[0041] Compounds of formula (la) can be prepared as described in WO 2016 / 107578. Compounds of formula (Ib) can be prepared as described in WO2011 / 013307.

[0042] The total content of compound(s) of formula (la) or (Ib) can range from 0.05% to 5.00% by weight, preferably from 0.10% to 3.00% by weight, even more preferably from 0.25% to 1.50% by weight relative to the total weight of the crosslinkable two-component composition. (Meth)acrylate compound ml

[0043] Component A comprises at least one (meth)acrylate compound ML

[0044] The (meth)acrylate compound Ml can be chosen from a (meth)acrylate monomer, a (meth)acrylate oligomer or mixtures thereof.

[0045] According to the invention, "(meth)acrylate monomer" means a monomer comprising a (meth)acrylate group, in particular an acrylate group.

[0046] According to the invention, "(meth)acrylate oligomer" means an oligomer comprising a (meth)acrylate group.

[0047] According to the invention, the term "(meth)acrylate" includes the acrylate groups (-O-CO-CH=CH2) and the methacrylate groups (-O-CO-C(CH3)=CH2).

[0048] The (meth)acrylate monomer Ml may comprise 1 to 6 (meth)acrylate groups, in particular 1 to 3 (meth)acrylate groups.

[0049] The monomer (meth)acrylate Ml can have a molecular weight ranging from 100 to 1000 g / mol, preferably from 100 to 500 g / mol.

[0050] The (meth)acrylate monomer Ml may comprise a mixture of (meth)acrylate monomers having different functionalities. For example, the (meth)acrylate monomer may comprise a mixture of a (meth)acrylate monomer containing a single acrylate or methacrylate group per molecule (here referred to as "mono-(meth)acrylate monomer"), and a monomer containing 2 or more, preferably 2 or 3, acrylate and / or methacrylate groups per molecule.

[0051] Mono-(meth)acrylate monomers can be selected from the group consisting of mono-(meth)acrylate esters of aliphatic alcohols (in which the alcohol aliphatic can be straight-chain, branched or alicyclic and can be a monoalcohol, a dialcohol or a polyalcohol, provided that only one hydroxyl group is esterified with (meth)acrylic acid); mono(meth)acrylate esters of aromatic alcohols (such as phenols, including alkylated phenols); mono(meth)acrylate esters of alkylaryl alcohols (such as benzyl alcohol); mono-(meth)acrylate esters of oligomeric and polymeric glycols such as diethylene glycol, triethylene glycol, dipropylene glycol, tripropylene glycol, polyethylene glycol and polypropylene glycol); mono-(meth)acrylate esters of monoalkyl ethers of glycols and oligoglycols;mono-(meth)acrylate esters of alkoxylated aliphatic alcohols (e.g., ethoxylated and / or propoxylated) (in which the aliphatic alcohol may be straight-chain, branched-chain, or alicyclic and may be a mono-alcohol, a di-alcohol, or a polyalcohol, provided that only one hydroxyl group of the alkoxylated aliphatic alcohol is esterified with (meth)acrylic acid); mono-(meth)acrylate esters of alkoxylated aromatic alcohols (e.g., ethoxylated and / or propoxylated) (such as alkoxylated phenols); mono(meth)acrylates of caprolactone; and mixtures thereof.

[0052] Specific examples of mono-(meth)acrylate monomers are chosen from the group consisting of methyl methacrylate; ethyl (meth)acrylate; n-propyl (meth)acrylate; n-butyl (meth)acrylate; isobutyl (meth)acrylate; n-hexyl (meth)acrylate; 2-ethylhexyl (meth)acrylate; n-octyl (meth)acrylate; isooctyl (meth)acrylate; n-decyl (meth)acrylate; n-dodecyl (meth)acrylate; tridecyl (meth)acrylate; tetradecyl (meth)acrylate; hexadecyl (meth)acrylate; 2-hydroxyethyl (meth)acrylate; 2- and 3-hydroxypropyl (meth)acrylate; 2-methoxyethyl (meth)acrylate; 2-ethoxyethyl (meth)acrylate; 2- and 3-ethoxypropyl (meth)acrylate; tetrahydrofurfuryl (meth)acrylate; alkoxylated tetrahydrofurfuryl (meth)acrylate; 2-(2-ethoxyethoxy)ethyl (meth)acrylate; cyclohexyl (meth)acrylate; glycidyl (meth)acrylate; isodecyl (meth)acrylate; lauryl (meth)acrylate;2-Phenoxyethyl (meth)acrylate; alkoxylated phenol (meth)acrylates; alkoxylated nonylphenol (meth)acrylates; cyclic trimethylolpropane (meth)acrylate form; glycerol (meth)acrylate carbonate; glycerol (meth)acrylate form; hydroxyethyl (meth)acrylate; isobornyl (meth)acrylate; tricyclodecanemethanol (meth)acrylate; tert-butylcyclohexanol (meth)acrylate; trimethylcyclohexanol (meth)acrylate; diethylene glycol monomethyl ether (meth)acrylate; benzyl (meth)acrylate; diethylene glycol monoethyl ether (meth)acrylate; diethylene glycol monobutyl ether (meth)acrylate; triethylene glycol monoethyl ether (meth)acrylate; ethoxylated lauryl (meth)acrylate; polyethylene glycol methoxy (meth)acrylates; (meth)acrylates; hydroxyethyl-butylurethane; 3-(2-hydroxyalkyl)oxaz olidinone (meth)acrylates; and mixtures thereof.

[0053] Suitable (meth)acrylate monomers containing two or more (meth)acrylate groups per molecule may include acrylate and methacrylate esters of polyols. Examples of suitable polyols include ethylene glycol, 1,2- or 1,3-propylene glycol, 1,2-, 1,3- or 1,4-butylene glycol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,12-dodecanediol, 2-methyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 3,3-dimethyl-1,5-pentanediol, neopentyl glycol, 2,4-diethyl-1,5-pentanediol, 3,3-butylethyl-l,5-pentane diol, cyclohexanediol, cyclohexane-1,4-dimethanol, norbornene dimethanol, norbomane dimethanol, tricyclodecanediol, tricyclodecane dimethanol, dicyclopentadiene diol, hydroquinone bis(2-hydroxyethyl) ether, pyrocatechol, resorcinol, cardol, phloroglucinol, pyrogallol, tris(hydroxyphenyl)methane, tris(hydroxyphenyl)ethane, bisphenol A, B, F or S, hydrogenated bisphenol A, B, F or S,trimethylolmethane, trimethylolethane, trimethylolpropane, di(trimethylolpro pane), triethylolpropane, pentaerythritol, di(pentaerythritol), glycerol, di-, tri- ou tetraglycerol, un polyglycerol, di-, tri- ou tetra(ethylene glycol), di-, tri- ou tetra(l,2-propylene glycol), di-, tri- ou tetra(l,3-propylene glycol), di-, tri- ou tetra( 1,4-butylene glycol), un poly(ethylene glycol), un poly(propylene glycol), un poly(trimethylene glycol), un poly(tetramethylene glycol), un poly(ethylene glycol-co-propylene glycol), un alditol (i.e. erythritol, threitol, arabitol, xylitol, ribitol, mannitol, sorbitol, galactitol, fucitol or iditol), un dianhydrohexitol (i.e. isosorbide, isomannide, isoidide), tris(2-hydroxyethyl)isocyanurate, un C36 dimère diol, un polybutadiene polyol, un polyester polyol, un polyether polyol, un polyorganosiloxane polyol, un polycarbonate polyol, ainsi que leurs dérivés alcoxylés (e.g., ethoxylé). ,

[0054] Such polyols can be totally or partially esterified (with (meth)acrylic acid, (meth)acrylic anhydride, (meth)acryloyl chloride or other), provided that they contain at least two (meth)acrylate functional groups per molecule.

[0055] Examples of (meth)acrylate monomers containing two or more (meth)acryloyloxy groups per molecule may include bisphenol A di(meth)acrylate; hydrogenated bisphenol A di(meth)acrylate; ethylene glycol di(meth)acrylate; diethylene glycol di(meth)acrylate; triethylene glycol di(meth)acrylate; tetraethylene glycol di(meth)acrylate; polyethylene glycol di(meth)acrylate; propylene glycol di(meth)acrylate; dipropylene glycol di(meth)acrylate; tripropylene glycol di(meth)acrylate; tetrapropylene glycol di(meth)acrylate; polypropylene glycol di(meth)acrylate; polytetramethylene glycol di(meth)acrylate; 1,2-butanediol di(meth)acrylate; di(meth)acrylate 2,3-butanediol; 1,3-butanediol di(meth)acrylate; 1,4-butanediol di(meth)acrylate; 1,5-pentanediol di(meth)acrylate; 1,6-hexanediol di(meth)acrylate; 1,8-octanediol di(meth)acrylate; 1,9-nonanediol di(meth)acrylate; 1,10-nonanediol di(meth)acrylate; 1,12-dodecanediol di(meth)acrylate; neopentyl glycol di(meth)acrylate; 2-methyl-2,4-pentanediol di(meth)acrylate; polybutadiene di(meth)acrylate; cyclohexane-1,4-dimethanol di(meth)acrylate; tricyclodecane and dimethanol di(meth)acrylate; metallic di(meth)acrylates; modified metallic di(meth)acrylates; glyceryl di(meth)acrylate; glyceryl tri(meth)acrylate; trimethylolethane tri(meth)acrylate; trimethylolethane di(meth)acrylate; trimethylolpropane tri(meth)acrylate; trimethylolpropane di(meth)acrylate; pentaerythritol di(meth)acrylate; pentaerythritol tri(meth)acrylate; pentaerythritol tetra(meth)acrylate, di(trimethylolpropane) diacrylate; di(trimethylolpropane) triacrylate; di(trimethylolpropane) tetraacrylate, sorbitol penta(meth)acrylate; di(pentaerythritol)tetraacrylate; di(pentaerythritol)pentaacrylate; di(pentaerythritol)hexa(meth)acrylate; tris (2-hydroxyethyl)isocyanurate tri(meth)acrylate; as well as their alkoxylated derivatives (e.g., ethoxylated and / or propoxylated); and mixtures thereof.

[0056] The (meth)acrylate oligomer may comprise 1 to 18 (meth)acrylate groups, in particular 2 to 6 (meth)acrylate groups, more particularly 2 to 6 acrylate groups.

[0057] The (meth)acrylate oligomer may have a number-average molecular mass greater than 1000 g / mol, and preferably from more than 1000 g / mol to 15,000 g / mol, more particularly from more than 1000 g / mol to 5,000 g / mol.

[0058] In particular, (meth)acrylate oligomers can be selected from the group consisting of urethane (meth)acrylate oligomers, epoxy (meth)acrylate oligomers, polyether (meth)acrylate oligomers, polydiene (meth)acrylate oligomers, polycarbonate (meth)acrylate oligomers, polyester (meth)acrylate oligomers, and mixtures thereof.

[0059] Examples of polyester (meth)acrylate oligomers include the reaction products of acrylic or methacrylic acid, or mixtures thereof, with polyester polyols terminated by a hydroxyl group. The reaction process can be conducted such that all or virtually all of the hydroxyl groups of the polyester polyol have been (meth)acrylated, particularly in cases where the polyester polyol is difunctional. Polyester polyols can be prepared by polycondensation reactions of polyols (in particular diols) and polycarboxylic acid functional compounds (in particular dicarboxylic acids and anhydrides). Both the polyol and polycarboxylic acid functional compounds can have linear, branched, cycloaliphatic or aromatic structures and can be used individually or in mixtures.

[0060] Examples of suitable epoxy(meth)acrylates include the reaction products of acrylic or methacrylic acid or their mixtures with an epoxy resin (polyglycidyl ether or ester). The epoxy resin may, in particular, be selected from bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether, brominated bisphenol A diglycidyl ether, brominated bisphenol F diglycidyl ether, brominated bisphenol S diglycidyl ether, novolac epoxy resin, and hydrogenated bisphenol. A diglycidyl ether, hydrogenated bisphenol F diglycidyl ether, hydrogenated bisphenol S diglycidyl ether, 3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexane carboxylate, 2-(3,4-epoxycyclohexyl-5,5-spiro-3,4-epoxy)cyclohexane-1,4-dioxane, bis(3,4-epoxycyclohexylmethyl)adipate, bis(3,4-epoxy-6-methylcyclohexyl ethyl)adipate, 3,4-epoxy-6-methylcyclohexyl-3',4'-epoxy-6'-methylcyclohexane carboxylate,dicyclopentadiene diepoxide, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerol triglycidyl ether, trimethylolpropane triglycidyl ether, polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, polyglycidyl ether of a polyether polyol obtained by the addition of one or more alkylene oxides to an aliphatic polyhydric alcohol such as ethylene glycol, propylene glycol and glycerol, diglycidyl esters of aliphatic dibasic acids in C6-C22, glycidyl esters of C30-36 fatty acid dimers, an epoxidized vegetable oil (such as epoxidized soybean oil and epoxidized linseed oil), epoxidized polybutadiene, and similar.

[0061] Suitable polyether (meth)acrylate oligomers include, but are not limited to, the condensation reaction products of acrylic or methacrylic acid or their mixtures with polyetherols that are polyether polyols (such as polyethylene glycol, polypropylene glycol, or polytetramethylene glycol). The suitable polyetherols may be linear or branched substances containing ether bonds and terminal hydroxyl groups. The polyetherols may be prepared by ring-opening polymerization of cyclic ethers such as tetrahydrofuran or alkylene oxides (e.g., ethylene oxide and / or propylene oxide) with a starting molecule. Suitable starting molecules include water, polyhydroxyl functional materials, polyester polyols, and amines.

[0062] Polyurethane (meth)acrylate oligomers (sometimes also referred to as "urethane (meth)acrylate oligomers") suitable for use in composition A include, in particular, methanes based on aliphatic, cycloaliphatic and / or aromatic polyester-polyols and polyether-polyols and polyols aliphatic, cycloaliphatic and / or aromatic polyester diisocyanates and polyether diisocyanates capped with terminal (meth)acrylate groups.

[0063] Polyurethane (meth)acrylate oligomers can be prepared by reacting aliphatic, cycloaliphatic and / or aromatic polyisocyanates (e.g., diisocyanate, triisocyanate) with OH-terminated polyester polyols, polyether polyols, polycarbonate polyols, polycaprolactone polyols, polyorganosiloxane polyols (e.g., polydimethylsiloxane polyols), or polydiene polyols (e.g., polybutadiene polyols), or combinations thereof to form isocyanate-functionalized oligomers which are then reacted with hydroxyl-functionalized (meth)acrylates (such as 2-hydroxyethyl (meth)acrylate or 3-hydroxypropyl (meth)acrylate) to provide terminal (meth)acrylate groups. For example, polyurethane (meth)acrylate oligomers may contain two, three, four or more (meth)acrylate functional groups per molecule.Other addition orders can also be used to prepare polyurethane (meth)acrylate, as is known in the technique. For example, hydroxyl-functionalized (meth)acrylate can first be reacted with a polyisocyanate to obtain isocyanate-functionalized (meth)acrylate, which can then be reacted with an OH-terminated polyester-polyol, a polyether polyol, a polycarbonate polyol, a polycaprolactone polyol, polydimethylsiloxane polyol, polybutadiene polyol, or a combination thereof. In yet another embodiment, a polyisocyanate can first react with a polyol, including any of the types of polyols mentioned above, to obtain isocyanate-functionalized polyol, which is then reacted with hydroxyl-functionalized (meth)acrylate to give polyurethane (meth)acrylate.Alternatively, all components can be combined and react simultaneously.

[0064] Preferably, the (meth)acrylate compound Ml is chosen from mono-(meth)acrylate monomers.

[0065] Even more preferably, the compound (meth)acrylate Ml is chosen from the group consisting of (meth)acrylate formal of cyclic trimethylolpropane; glycerol carbonate (meth)acrylate; methacrylate formal of glycerol (GLYFOMA); benzyl (meth)acrylate; isobomyl (meth)acrylate; hydroxyethyl(meth)acrylate; and mixtures thereof.

[0066] The total content of compound(s) (meth)acrylate Ml in component A may be greater than or equal to 20% by weight, preferably greater than or equal to 50% by weight, and even more preferably greater than or equal to 70% by weight relative to the total weight of said component A.

[0067] The content of (meth)acrylate compound(s) Ml in the crosslinkable two-component composition according to the invention can range from 10% to 99% by weight, preferably from 50% to 99% by weight, even more preferably from 75% to 99% by weight relative to the total weight of said crosslinkable two-component composition. PI photoinitiator (optional)

[0068] Component A may include a photoinitiator PL. The photoinitiator is different from the other ingredients of the composition.

[0069] The photoinitiator can be any photoinitiator known to those skilled in the art. Under the action of UV-visible radiation, the photoinitiator typically generates radicals that are responsible for initiating the photopolymerization reaction, and in particular increases the efficiency of the photopolymerization reaction. It is, of course, chosen according to the light source used, based on its ability to efficiently absorb the selected radiation. For example, the appropriate photoinitiator can be chosen based on its UV-visible absorption spectrum. Advantageously, the photoinitiator is suitable for use with irradiation sources emitting in the near-field range from 300 to 420 nm. Advantageously, the UV or visible radiation source can be an LED.

[0070] The photoinitiator PI can be selected from the group consisting of:

[0071] - Type I photoinitiators selected from:

[0072] - the family of acetophenones and alkoxyacetophenones, such as for example the 2,2-dimethoxy-2-phenylacetophenone and 2-diethyl-2-phenylacetophenone;

[0073] - the hydroxyacetophenone family, such as, for example, 2,2-dimethyl-2- hydroxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methyl-propriophenone and 2-hydroxy-4'-(2-hydroxypropoxy)-2-methyl-propriophenone;

[0074] - the alkylaminoacetophenone family, such as, for example, 2-methyl- 4'-(methylthio)-2-morpholino-propriophenone, 2-benzyl-2-(dimethylamino)-4-morpholinobutyrophenone and 2-(4-(methylbenzyl)-2-(dimethylamino)-4-morpholino-butyrophenone;

[0075] - the family of benzoin ethers, such as, for example, benzyl, methyl ether of benzoin and isopropyl benzoin ether;

[0076] - the family of phosphine oxides, such as, for example, diphenyl oxide- (2,4,6-trimethylbenzoyl)phosphine (TPO), ethyl-(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis-(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenyl phosphine oxide (BAPO);

[0077] - the family of metallocenes, such as for example ferrocene, bis(eta 5-2,4- titanium cyclopentadiene-l-yl)-bis(2,6-difluoro)-3-(lH-pyrrole-l-yl)-phenyl) and iron (cumene)cyclopentadienyl hexafluorophosphate;

[0078] - Type II photoinitiators selected from:

[0079] - the benzophenone family, such as, for example, 4-phenylbenzophenone, the 4-(4'-methylphenylthio)benzophenone, the l-[4[ (4-benzoylphenyl)thio]phenyl]-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propanone;

[0080] - the thioxanthone family, such as for example isopropylthioxanthone (ITX), the 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone;

[0081] - the family of formate benzoyl esters, such as for example the methylbenzoylformate;

[0082] - the dibenzylidene ketone family, such as for example p- dimethylaminoketone;

[0083] - the coumarin family, such as, for example, 5-methoxy coumarin and 7- methoxy, 7-diethylamino coumarin and N-phenyleglycine coumarin;

[0084] - photoinitiators from the dye family such as, for example, triazines, fluorones, cyanines, safranines, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one, pyrylium and thiopyrylium, thiazines, flavins, pyronines, oxazines, rhodamines;

[0085] - and mixtures thereof.

[0086] According to a preferred embodiment, the photoinitiator PI is selected from:

[0087] - the family of phosphine oxides, such as, for example, diphenyl oxide- (2,4,6-trimethylbenzoyl)phosphine (TPO), ethyl-(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis-(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenyl phosphine oxide (BAPO);

[0088] - the thioxanthone family, such as for example isopropylthioxanthone (ITX), the 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone;

[0089] the photoinitiator PI being even more preferentially chosen from diphenyl-(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), and ethyl-(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L).

[0090] The total content of PI photoinitiator can range from 0% to 5% by weight, preferably from 0% to 2% by weight, and even more preferably from 0% to 1% by weight relative to the total weight of the crosslinkable two-component composition according to the invention. Component B

[0091] Component B comprises at least one compound having one of the following formulas (C) or (D):

[0092] [Chem.5]

[0093] in which:

[0094] - each of An Ar2, Ar3, Ar4 represents, independently of each other, an aryl or possibly substituted heteroaryl;

[0095] - each of R11, R12, represents, independently of each other, a radical organic.

[0096] The substituents are preferably chosen from the group consisting of: an alkoxy (preferably -OCH3), an alkyl (preferably methyl or tert-butyl), -COOH, -O-phenyl-P(Phenyl)2, -P(Phenyl)2.

[0097] In formula (C) above:

[0098] - R11 preferably represents an alkyl, a cycloalkyl, an aryl, a heteroaryl, an arylalkyl, said alkyl, cycloalkyl, aryl, heteroaryl, arylalkyl being possibly substituted.

[0099] R11 representing even more preferentially an aryl possibly substituted;

[0100] And / or

[0101] - Ar2 preferably represents one of the following groups:

[0102] [Chem.6]

[0103] And / or

[0104] - Arire preferably represents one of the following groups:

[0105] [Chem.7]

[0106] Preferably, in formula (C) above, R11 represents one of the following groups:

[0107] [Chem.8]

[0108] In formula (D) above:

[0109] - R12 preferably represents an alkyl, a cycloalkyl, an aryl, a heteroaryl, an arylalkyl, the said alkyl, cycloalkyl, aryl, heteroaryl, arylalkyl being possibly substituted. Even more preferably, R12 represents an aryl possibly substituted;

[0110] And / or

[0111] - Ar4 preferably represents one of the following groups:

[0112] [Chem.9]

[0113] And / or

[0114] - Ar3 preferably represents one of the following groups:

[0115] [Chem. 10]

[0116] Preferably, in formula (D) above, R12 represents one of the following groups:

[0117] [Chem. 11]

[0118] Preferably, the compound of formula (C) is chosen from the group consisting of:

[0119] [Chem. 12] [Chem. 12] Phx Ph Ptr Ph PP [Chem. 12]

[0120]

[0121] Preferably, the compound of formula (D) is chosen from the group consisting of: [Chem. 13] o-Ph Ph^P^Ph

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129] Preferably, component B comprises at least one compound of formula (D), and even more preferably: [Chem. 14] Q"Ph Ph^.P^Ph OO Component B may comprise from 0.1% to 3%, preferably from 0.1% to 2% by weight of compound(s) of formula (C) and / or (D) relative to the total weight of said composition. (meth)acrylate compounds Component B may comprise one or more (meth)acrylate compound(s). The (meth)acrylate compound can be as defined for the (meth)acrylate compound Ml of component A. Preferably, component B comprises the same (meth)acrylate compound as in component A. Component B may comprise more than 20% by weight of (meth)acrylate compound(s), preferably more than 50% by weight, and even more preferably more than 70% by weight, relative to the total weight of said component B. Component B may include, in particular, from 10% to 99.9% by weight of (meth)acrylate compound(s), and preferably from 50% to 99.5% by weight, relative to the total weight of said crosslinkable two-component composition Composition

[0130] The crosslinkable two-component composition according to the invention may include at least one additive selected from the group consisting of catalysts, fillers, antioxidants, light stabilizers / UV absorbers, metal deactivators, antistatic agents, anti-haze agents, foaming agents, biocides, plasticizers, lubricants, emulsifiers, colorants, pigments, rheological agents, impact modifiers, adhesion promoters, accelerators, optical brighteners, flame retardants, anti-seepage agents, nucleating agents, solvents, and mixtures thereof.

[0131] These additives may be present in component A and / or component B of the composition according to the invention.

[0132] By way of example of a usable plasticizing agent, any plasticizing agent commonly used in the field of adhesives may be cited, such as, for example, epoxy resins, phthalates, benzoates, trimethylolpropane esters, trimethylolethane esters, trimethylolmethane esters, glycerol esters, pentaerythritol esters, naphthenic mineral oils, adipates, cyclohexyldicarboxylates, paraffinic oils, natural oils (possibly epoxidized), polypropylenes, polybutylenes, hydrogenated polyisoprenes, and mixtures thereof.

[0133] For example, one can use: - diisodecyl phthalate, such as that marketed, for example, under the name PALATINOL™ DIDP by BASF, - an ester of alkylsulfonic acid and phenol, such as, for example, marketed under the name MESAMOLL® by LANXESS, - diisononyl-1,2-cyclohexanedicarboxylate, such as, for example, marketed under the name HEXAMOLL DINCH® by BASF, - pentaerythritol tetravalerate, such as, for example, marketed under the name PEVALEN™ by PERSTORP, - Epoxidized soybean oil, such as that marketed, for example, under the name VIKOFLEX® 7170 by CARGILL

[0134] As an example of usable (thixotropic) rheology agent(s), any rheology agent commonly used in the field of adhesive compositions may be cited.

[0135] Preferably, the thixotropic agents are chosen from: - PVC plastisols, corresponding to a suspension of PVC in a plasticizing agent miscible with PVC, obtained in situ by heating at temperatures ranging from 60°C to 80°C. These plastisols may be those described particularly in the book "Polyurethane Sealants", Robert M. Evans, ISBN 087762-998-6, - fumed silica, such as for example sold under the name HDK® N20 by WACKER; - urea derivatives resulting from the reaction of an aromatic diisocyanate monomer such as 4,4'-MDI with an aliphatic amine such as butylamine. The preparation of such urea derivatives is described in particular in application FR 1 591 172; - micronized amide waxes, such as CRAYVALLAC® SLT or CRAYVALLAC® SLA marketed by ARKEMA.

[0136] The composition according to the invention may further comprise at least one organic and / or mineral filler.

[0137] The usable mineral filler(s) is / are advantageously chosen so as to improve the mechanical performance of the composition according to the invention in the crosslinked state.

[0138] As an example of usable mineral filler(s), any mineral filler(s) commonly used in the field of adhesive compositions may be used. These fillers typically take the form of particles of various geometries. They may, for example, be spherical, fibrous, or have an irregular shape.

[0139] Preferably, the filler(s) is / are chosen from the group consisting of clay, quartz, carbonate fillers, kaolin, gypsum, clays, and mixtures thereof, preferably the filler(s) is / are chosen from among carbonate fillers, such as alkali or alkaline-earth metal carbonates, and more preferably calcium carbonate or chalk.

[0140] These fillers can be untreated or treated, for example with an organic acid such as stearic acid, or a mixture of organic acids consisting mainly of stearic acid.

[0141] Hollow mineral microspheres such as hollow glass microspheres, and more particularly those made of sodium and calcium borosilicate or aluminosilicate, can also be used.

[0142] The composition according to the invention may further comprise at least one adhesion promoter, preferably selected from silanes, such as aminosilanes, epoxilanes or acryloyl silanes, or phosphate ester-based adhesion promoters such as, for example, 2-hydroxyethyl methacrylate phosphate ester, 2-methacryloyloxyethyl phosphate, bis-(2-methacryloyloxyethyl phosphate), 2-acryloyloxyethyl phosphate, bis-(2-acryloyloxyethyl phosphate), methyl-(2- methacryloyloxyethyl phosphate), ethyl-(2-methacryloyloxyethyl phosphate), a mixture of mono and di-phosphate esters of 2-hydroxyethyl methacrylate.

[0143] When a pigment is present in the composition, its content is preferably less than or equal to 3% by weight, and more preferably less than or equal to 2% by weight, relative to the total weight of the composition. When present, the pigment may, for example, represent from 0.1% to 3% by weight or from 0.4% to 2% by weight of the total weight of the composition.

[0144] The pigments can be organic or inorganic pigments.

[0145] For example, the pigment is TiO2, in particular KRONOS® 2059 marketed by the company KRONOS.

[0146] The composition may include 0.1% to 3%, preferably 1% to 3% by weight, of at least one UV stabilizer or antioxidant. These compounds are typically introduced to protect the composition from degradation resulting from a reaction with oxygen that is likely to form through the action of heat or light. These compounds may include primary antioxidants that scavenge free radicals. Primary antioxidants may be used alone or in combination with other secondary antioxidants or UV stabilizers.

[0147] Examples include IRGANOX ® 1010, IRGANOX ® B561, IRGANOX ® 245, IRGAFOS ® 168, TINUVIN® 328 or TINUVIN™ 770 marketed by BASF.

[0148] According to a preferred embodiment, the two-component composition according to the invention does not comprise peroxide.

[0149] In the composition according to the invention, the volume ratio component A / component B can range from 20 / 1 to 1 / 1, preferably from 10 / 1 to 1 / 1.

[0150] According to a preferred embodiment, the crosslinkable two-component composition comprises:

[0151] - a component A comprising:

[0152] - 0.05% to 5% by weight of a compound of formula (la) as defined above

[0153] - 20% by weight or more of compound(s) (meth)acrylate Ml, said compounds Ml being chosen from among the mono-methacrylates;

[0154] in relation to the total weight of component A;

[0155] - a component B comprising:

[0156] - from 0.1% to 3% by weight of compound(s) having one of the formulas (C) or (D) such as defined above;

[0157] - 20% by weight or more of (meth)acrylate compound(s);

[0158] in relation to the total weight of component B.

[0159] Even more preferably, the two-component composition according to the invention comprises:

[0160] - a component A comprising:

[0161] - 0.05% to 5% by weight of a compound of formula (la);

[0162] - 20% by weight or more of compound(s) (meth)acrylate Ml, said compounds Ml being chosen from the group consisting of (meth)acrylate cyclic trimethylolpropane; glycerol carbonate (meth)acrylate; glycerol methacrylate (GLYFOMA); benzyl (meth)acrylate; isobomyl (meth)acrylate; hydroxyethyl (meth)acrylate; and mixtures thereof;

[0163] in relation to the total weight of component A;

[0164] - a component B comprising:

[0165] - from 0.1% to 3% by weight of compound(s) selected from the group consisting of:

[0166] [Chem. 15] O' O

[0167] - 20% by weight or more of (meth)acrylate compound(s);

[0168] in relation to the total weight of component B. B. Ready-to-use kit

[0169] The present invention also relates to a ready-to-use kit, comprising component A as defined above on the one hand and component B as defined above on the other hand, packaged in two separate compartments. It may, for example, be a two-component cartridge.

[0170] Indeed, the composition according to the invention can be found in a two-component form, for example within a ready-to-use kit, comprising component A on the one hand in a first compartment or drum and component B on the other hand in a second compartment or drum, in proportions adapted for a direct mixing of the two components, for example using a dosing pump.

[0171] According to one embodiment of the invention, the kit further comprises one or more means for mixing components A and B. Preferably, the mixing means are chosen from metering pumps, static mixers of diameter adapted to the quantities used. C. Uses of the composition

[0172] The present invention also relates to the use of a crosslinkable two-component composition as defined above, as an adhesive, sealant or coating, preferably as an adhesive.

[0173] The invention also relates to the use of said composition for the structural or semi-structural repair and / or bonding of materials in the field of transport, automotive (car, bus or truck), assembly, marine, electronics, or construction.

[0174] The present invention relates to a method for assembling two substrates by bonding, comprising: - coating at least one of the two substrates to be assembled with a composition obtained by mixing components A and B as defined above; then - the effective contact of the two substrates; - cross-linking of the composition.

[0175] The crosslinking step can be carried out at a temperature between 0°C and 200°C, preferably between 10°C and 150°C, preferably between 23 and 80°C and in particular between 20°C and 25°C.

[0176] Suitable substrates are, for example, inorganic substrates such as concrete, metals or alloys (such as aluminium alloys, steel, non-ferrous metals and galvanised metals); or organic substrates such as wood, plastics such as PVC, polycarbonate, PMMA, polyesters, epoxy resins; metal substrates and paint-coated composites.

[0177] Crosslinking can be carried out under electromagnetic irradiation, for example with a UV radiation source or with an LED. Electromagnetic irradiation can be carried out on the edges of the bond in the case of an opaque substrate or directly through the substrate in the case of a transparent substrate.

[0178] The electromagnetic irradiation crosslinking step can be carried out at a wavelength greater than 300 nm, preferably from 360 nm to 680 nm, and even more preferably from 360 nm to 420 nm.

[0179] The compositions according to the invention are advantageously stable during storage.

[0180] The compositions according to the invention advantageously lead to a good compromise between storage stability and high reactivity.

[0181] The compositions according to the invention advantageously exhibit good adhesive properties after crosslinking.

[0182] In addition, the surface of cross-linked compositions advantageously dries quickly and may not be "tacky", which in particular allows for increased productivity of industrial processes.

[0183] All the embodiments described above can be combined with each other. In particular, the various aforementioned components of the composition, and especially the preferred modes, of the composition can be combined with each other.

[0184] In the context of the invention, "between x and y" or "ranging from x to y" means an interval in which the bounds x and y are included. For example, the range "between 0% and 25%" includes, in particular, the values ​​0% and 25%.

[0185] The invention is now described in the following embodiment examples which are given purely for illustrative purposes, and should not be interpreted to limit its scope. EXAMPLES

[0186] The following ingredients were used:

[0187] - SR® 531: acrylate form of cyclic trimethylolpropane (CAS No.: 66492-51- 1) marketed by Sartomer Arkema;

[0188] - 5-(trifluoromethyl) dibenzothiophenium, 1,1,1-trifluoromethanesulfonate (CAS Number: 129946-88-9) available from Sigma-Aldrich and referenced below as compound T.

[0189] - Triphenylphosphine available from Sigma-Aldrich (CAS: 603-35-0)

[0190] - Triphenylphosphite available from Sigma-Aldrich (CAS: 101-02-0).

[0191] -SPEEDCURE® 939: (4-Isopropylphenyl)(4-methylphenyl)iodonium tetrakis(pentafluorophenyl)borate (CAS: 178233-72-2) marketed by Sartomer Arkema;

[0192] Example 1: preparation of composition no. 1 (according to the invention)

[0193] In a mixer maintained under constant agitation and under air, the ingredients of component A are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0194] In a mixer maintained under constant agitation and under air, the different ingredients constituting component B are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0195] [Tables] Composition No. 1 according to invention Component A Component B ingredients % by weight (relative to the total weight of A) ingredients % by weight (relative to the total weight of B) SR®531 98 SR®531 98 Compound T 2 Triphenylphosphine 2 TOTAL 100 TOTAL 100

[0196] Component A and component B are mixed, in a volume ratio 1:1 using a Sulzer® mixpac mixer at an ambient temperature of 23°C.

[0197] Example 2: preparation of composition no. 2 (according to the invention)

[0198] In a mixer maintained under constant agitation and under air, the ingredients of component A are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0199] In a mixer maintained under constant agitation and under air, the different ingredients constituting component B are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0200] [Tables2] Composition No. 2 according to invention Component A Component B ingredients % by weight (relative to the total weight of A) ingredients % by weight (relative to the total weight of B) SR®531 98 SR®531 98 Compound T 2 Triphenylphosphite 2 TOTAL 100 TOTAL 100

[0201] Component A and component B are mixed, in a volume ratio 1:1 using a Sulzer® mixpac mixer at an ambient temperature of 23°C.

[0202] Example 3: preparation of composition no. 3 (comparative)

[0203] In a mixer maintained under constant agitation and under air, the ingredients of component A are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0204] In a mixer maintained under constant agitation and under air, the different ingredients constituting component B are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0205] [Tables3] Comparative Composition No. 3 Component A Component B ingredients % by weight (relative to the total weight of A) ingredients % by weight (relative to the total weight of B) SR®531 98 SR®531 98 Speedcure® 939 2 Triphenylphosphine 2 TOTAL 100 TOTAL 100

[0206] Component A and component B are mixed, in a volume ratio 1:1 using a Sulzer® mixpac mixer at an ambient temperature of 23°C.

[0207] Comparative composition No. 3 does not include compound T.

[0208] Example 4: preparation of composition no. 4 (comparative)

[0209] In a mixer maintained under constant agitation and under air, the ingredients of component A are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0210] In a mixer maintained under constant agitation and under air, the different ingredients constituting component B are mixed in the proportions indicated in the following table at a temperature of 23 °C.

[0211] [Tables4] Comparative Composition No. 4 Component A Component B ingredients % by weight (relative to the total weight of A) ingredients % by weight (relative to the total weight of B) SR®531 98 SR®531 98 Speedcure® 939 2 Triphenylphosphite 2 TOTAL 100 TOTAL 100

[0212] Component A and component B are mixed, in a volume ratio 1:1 using a Sulzer® mixpac mixer at an ambient temperature of 23°C.

[0213] Comparative composition No. 4 does not include compound T. Example 5#: Composition performance Reactivity measurement#:

[0214] The exotherm is continuously analyzed using a pyrometer and thermal imaging.

[0215] Peak time is the time required to reach the peak temperature (maximum of the exotherm observed during polymerization) as opposed to gel time (or latency time) which is the time it takes for the sample to begin to polymerize.

[0216] The time / temperature profiles were obtained using an Omega OS552-V1-6 industrial infrared thermometer (Omega Engineering®, Inc., Stamford, CT) accuracy ± 1 °C for 2 g (approximately 4.0 mm height) and 0.25 g (1.4 mm height) of polymerization.

[0217] Bonding test:

[0218] Deposition of composition no. 1 or no. 2 or no. 3 or no. 4 (obtained respectively in examples 1, 2, 3, 4) by mixing components A and B with a Sulzer® mixpac mixer) on a first glass microscope slide (25 x 76 mm);

[0219] - Display of a 2nd glass microscope slide (25 x 76 mm) on the 1st slide having received composition no. 1, no. 2 or no. 3 or no. 4

[0220] - Step of sliding the two microscope slides to allow distribution equal of composition n°1, n°2, n°3, n°4 between the two slides (exposure to oxygen is reduced here).

[0221] The time from which it is no longer possible to separate the two blades is recorded; this is the bonding time.

[0222] For the reactivity test or the bonding test, UV exposure can be carried out directly on the composition or through the substrate with an LED lamp at 405 nm and a power of IW / cm2 up to the exothermic peak (case of tests 2 and 4)

[0223] [Tables5] Test Composition Peak Time (mins) Peak Temperature (°C) Bonding Time (mins) Remarks Test 1 Composition #1 (example 1) 1 min 32 sec 100 1 min No UV exposure No tack Test 2 Composition #2 (example 2) 1 min 26 sec 93 22 sec UV exposure Test 3 Composition #3 (example 3) comparative 9 min 25 12 min No UV exposure Tack Test 4 Composition #4 (example 4) comparative NP NP NP UV exposure

[0224] NP: not polymerized.

[0225] The results in the table show that compositions No. 1 and No. 2 (examples 1 and 2) according to the invention have advantageously better performance than comparative compositions No. 3 and No. 4.

[0226] In particular, composition No. 1 according to invention differs from comparative composition No. 3 in that it comprises a compound T (corresponding to a compound of formula (la)) whereas composition No. 3 comprises Speedcure® 939. Composition No. 1a has a much shorter peak time (1 min 32 sec) than that of comparative composition No. 3 (9 min). Furthermore, the bonding time is extremely short (1 min) compared to 12 minutes for comparative composition No. 3.

[0227] Composition according to invention No. 2 differs from comparative composition No. 4 by the presence of compound T instead of Speedcure® 939. No polymerization was observed after UV exposure for composition No. 4, while composition No. 2 advantageously leads to a short peak time (1 min 26 s) and a very short bonding time (22 sec).

Claims

Demands

1. A two-component, crosslinkable composition comprising: - a component A comprising: - a compound having one of the following formulas (la) or (Ib): [Chem. 16] in which: - each of R1, R2, R3, R4, R5, R6, R7, R8, Ra, and Rb represents, independently of each other, a radical chosen from the group consisting of a hydrogen atom, a halogen, an alkyl, a cycloalkyl, or an aryl; - Rf represents a perhaloalkyl or a haloalkyl; - X represents an anion; And - at least one compound (meth)acrylate Ml; - a component B comprising at least one compound having one of the following formulas (C) or (D): [Chem. 17] r 12 O O Ar3 A1'4 in which: - each of An Ar2, Ar3, Ar4 represents, independently of each other, an aryl or possibly substituted heteroaryl;

2.

3. - each of R11, R12, represents, independently of each other, an organic radical. Composition according to claim 1, wherein the compound of formula (la) or (Ib) is selected from those in which: Each of R1, R2, R3, R4, R5, R6, R7 and R8, Ra and Rb represents, independently of each other, a radical chosen from the group consisting of a hydrogen atom, a halogen, or an alkyl, preferably a hydrogen or a fluorine atom; - Rf represents a perfluoroalkyl or a fluoroalkyl, preferably a perfluoroalkyl; - X represents an anion, preferably chosen from FSO3, CF3SO3 and BF4. Composition according to claim 1 or 2, wherein component A comprises a compound of formula (la) selected from the group consisting of: [Chem. 18] preferably chosen from one of the following compounds: [Chem. 19] CFsSOs-

4.

5. Composition according to any one of claims 1 to 3, wherein the (meth)acrylate compound Ml is selected from a (meth)acrylate monomer, a (meth)acrylate oligomer or mixtures thereof. Composition according to any one of claims 1 to 4, wherein the (meth)acrylate compound Ml is a (meth)acrylate monomer selected from: - mono-(meth)acrylate monomers preferably selected from the group consisting of methyl methacrylate; ethyl (meth)acrylate; n-propyl (meth)acrylate; n-butyl (meth)acrylate; isobutyl (meth)acrylate; n-hexyl (meth)acrylate; 2-ethylhexyl (meth)acrylate; n-octyl (meth)acrylate; isooctyl (meth)acrylate; n-decyl (meth)acrylate; n-dodecyl (meth)acrylate; tridecyl (meth)acrylate; tetradecyl (meth)acrylate; hexadecyl (meth)acrylate; 2-hydroxyethyl (meth)acrylate; 2- and 3-hydroxypropyl (meth)acrylate; 2-methoxyethyl (meth)acrylate; 2-Ethoxyethyl (meth)acrylate; 2- and 3-Ethoxypropyl (meth)acrylate; tetrahydrofurfuryl (meth)acrylate; alkoxylated tetrahydrofurfuryl (meth)acrylate; 2-(2-ethoxyethoxy)ethyl (meth)acrylate; cyclohexyl (meth)acrylate; glycidyl (meth)acrylate; isodecyl (meth)acrylate; lauryl (meth)acrylate; 2-Phenoxyethyl (meth)acrylate; alkoxylated phenol (meth)acrylates; alkoxylated nonylphenol (meth)acrylates; cyclic trimethylolpropane (meth)acrylate; glycerol (meth)acrylate carbonate; glycerol (meth)acrylate (meth)acrylate; hydroxyethyl (meth)acrylate; isobornyl (meth)acrylate; tricyclodecanemethanol (meth)acrylate; tert-butylcyclohexanol (meth)acrylate; trimethylcyclohexanol (meth)acrylate; diethylene glycol monomethyl ether (meth)acrylate; benzyl (meth)acrylate; diethylene glycol monoethyl ether (meth)acrylate; diethylene glycol monobutyl ether (meth)acrylate;(meth)acrylate of triethylene glycol monoethyl ether; ethoxylated lauryl(meth)acrylate; polyethylene glycol methoxy (meth)acrylates; hydroxyethyl-butylurethane (meth)acrylates; 3-(2-hydroxyalkyl)oxazolidinone (meth)acrylates; and mixtures thereof; (Meth)acrylate monomers containing two or more (meth)acrylate groups per molecule, preferably selected from bisphenol A di(meth)acrylate; hydrogenated bisphenol A di(meth)acrylate; ethylene glycol di(meth)acrylate; diethylene glycol di(meth)acrylate; triethylene glycol di(meth)acrylate; tetraethylene glycol di(meth)acrylate; polyethylene glycol di(meth)acrylate; propylene glycol di(meth)acrylate; dipropylene glycol di(meth)acrylate; tripropylene glycol di(meth)acrylate; tetrapropylene glycol di(meth)acrylate; polypropylene glycol di(meth)acrylate; polytetramethylene glycol di(meth)acrylate; 1,2-butanediol di(meth)acrylate; 2,3-butanediol di(meth)acrylate; 1,3-butanediol di(meth)acrylate; 1,4-butanediol di(meth)acrylate; 1,5-pentanediol di(meth)acrylate; 1,6-hexanediol di(meth)acrylate; 1,8-octanediol di(meth)acrylate; 1,9-nonanediol di(meth)acrylate; 1,10-nonanediol di(meth)acrylate;1,12-dodecanediol di(meth)acrylate; neopentyl glycol di(meth)acrylate; 2-methyl-2,4-pentanediol di(meth)acrylate; polybutadiene di(meth)acrylate; cyclohexane-1,4-dimethanol di(meth)acrylate; tricyclodecane and dimethanol di(meth)acrylate; metallic di(meth)acrylates; modified metallic di(meth)acrylates; glyceryl di(meth)acrylate; glyceryl tri(meth)acrylate; trimethylolethane tri(meth)acrylate; trimethylolethane di(meth)acrylate; trimethylolpropane tri(meth)acrylate; trimethylolpropane di(meth)acrylate; pentaerythritol di(meth)acrylate; pentaerythritol tri(meth)acrylate; pentaerythritol tetra(meth)acrylate; di(trimethylolpropane) diacrylate; di(trimethylolpropane) triacrylate; di(trimethylolpropane) tetraacrylate, sorbitol penta(meth)acrylate; di(pentaerythritol)tetraacrylate; di(pentaerythritol) pentaacrylate; di(pentaerythritol)hexa(meth)acrylate; tri(meth)acrylate tris (2-hydroxyethyl) isocyanurate; as well as their alkoxylated derivatives (e.g. ethoxylated and / or propoxylated); and their mixtures.

6. Composition according to any one of claims 1 to 5, wherein the compound (meth)acrylate M1 is selected from the group consisting of (meth)acrylate cyclic trimethylolpropane form; glycerol (meth)acrylate carbonate; glycerol methacrylate form; benzyl (meth)acrylate; isobornyl (meth)acrylate; hydroxyethyl (meth)acrylate; and mixtures thereof.

7. Composition according to any one of claims 1 to 6, wherein in formula (C): - R11 preferably represents an alkyl, a cycloalkyl, an aryl, a heteroaryl, an arylalkyl, said alkyl, cycloalkyl, aryl, heteroaryl, arylalkyl being optionally substituted, and preferably R11 represents an aryl optionally substituted; and / or - Ar2 represents one of the following groups: [Chem.20] and / or Arire represents one of the following groups: [Chem.21]

8. Composition according to any one of claims 1 to 7, wherein the compound of formula (C) is selected from the group consisting of:

9. Composition according to any one of claims 1 to 8, wherein in formula (D): - R12 represents an alkyl, cycloalkyl, aryl, heteroaryl, or arylalkyl group, said alkyl, cycloalkyl, aryl, heteroaryl, and arylalkyl groups possibly being substituted. More preferably, R12 represents an aryl group, possibly substituted; and / or - Ar4 represents one of the following groups: [Chem.23] And / or - Ar3 represents one of the following groups: [Chem.24]

10. Composition according to any one of claims 1 to 9, wherein the compound of formula (D) is selected from the group consisting of: [Chem.25] O'Ph [Chem.25] t-Bu t-Bu f-Bu

11. Composition according to any one of claims 1 to 10, wherein component B comprises one or more (meth)acrylate compound(s).

12. Composition according to any one of claims 1 to 11, characterized in that it comprises at least one additive selected from the group consisting of catalysts, fillers, antioxidants, light stabilizers / UV absorbers, metal deactivators, antistatic agents, anti-haze agents, foaming agents, biocides, plasticizers, lubricants, emulsifiers, colorants, pigments, rheological agents, impact modifiers, adhesion promoters, accelerators, optical brighteners, flame retardants, anti-seepage agents, nucleating agents, solvents, and mixtures thereof.

13. Use of a crosslinkable two-component composition as defined according to any one of claims 1 to 12, as an adhesive, sealant or coating, preferably as an adhesive.

14. A method for assembling two substrates by bonding, comprising: - coating at least one of the two substrates to be assembled with a composition obtained by mixing components A and B as defined in any one of claims 1 to 12; then - bringing the two substrates into effective contact; - crosslinking the composition.