Compositions made from (meth)acrylate monomers

Abstract

The present invention relates to a two-component composition comprising: - composition A comprising: - at least one reducing agent; - at least one (meth)acrylate monomer; - composition B comprising: - at least one oxidizing agent; and - optionally at least one (meth)acrylate monomer, characterized in that it comprises: - at least one radical photoinitiator in compositions A and / or B; - at least one polymerization inhibitor in an amount of less than or equal to 0.3% by weight relative to the total weight of the composition.

Description

[Technical Field]

[0001] The present invention relates to compositions based on (meth)acrylate monomers.

[0002] The invention also relates to the use of said compositions in the repair and / or semi-structural or structural adhesive bonding of materials in the transport, marine, assembly, electronics or construction sectors. [Background technology]

[0003] Acrylic compositions are reactive systems known to crosslink via radical polymerization. They are used as adhesives, sealants, and coatings. Radical polymerization is typically initiated by a redox system, with an oxidation-reduction reaction resulting in the generation of radicals.

[0004] Most acrylic systems are two-component systems. The first component usually contains a reducing agent and a reactive monomer, and the second component contains an oxidizing agent. Once the two components are mixed, the reducing agent induces cleavage of the O-O bond of, for example, an organic peroxide, and polymerization is initiated.

[0005] However, one of the problems with this technique is oxygen inhibition. This occurs because triplet oxygen present in the air interacts with radicals formed on the surface of the sample, thereby preventing the initiation of polymerization. This inhibition essentially occurs at the surface, since there is little or no oxygen penetration depending on the exposed basis weight. In addition, the polymerization reaction is often slow on surfaces exposed to atmospheric oxygen, and the surface often remains partially polymerized and sticky. Summary of the Invention

[0006] There is a need for new (meth)acrylic compositions that make it possible to at least partially overcome at least one of the above-mentioned drawbacks.

[0007] More specifically, there is a need for new (meth)acrylic compositions that allow for rapid in-depth polymerization.

[0008] There is a need for new (meth)acrylic compositions that provide a good balance of reactivity and storage stability. [Brief explanation of the drawings]

[0009] [Figure 1] FIG. 1 represents T (° C.)=f (time in seconds) obtained with composition No. 1 (curve b) and comparative composition No. 2 (curve a). [Figure 2] 1 is a graph showing breaking strength (MPa)=f(time (min)) for compositions No. 4 (curve 1) and No. 5 (curve 2, comparative). DETAILED DESCRIPTION OF THE INVENTION

[0010] A. Composition The present invention: - composition A comprising: - at least one reducing agent; - at least one (meth)acrylate monomer; - composition B comprising: - at least one oxidizing agent; and - optionally at least one (meth)acrylate monomer A two-component composition comprising: - at least one radical photoinitiator in composition A and / or B; - at least one polymerization inhibitor in a content of less than or equal to 0.3% by weight relative to the total weight of the composition; The present invention relates to a two-component composition, characterized in that

[0011] reducing agent The reducing agent may be selected from tertiary amines, sodium metabisulfite, sodium bisulfite, transition metals, azo compounds, α-aminosulfones, and mixtures thereof.

[0012] Among the azo compounds, mention may be made, for example, of azoisobutyric acid.

[0013] Among the α-sulfones, mention may be made, for example, of bis(tolylsulfonylmethyl)benzylamine.

[0014] Among the tertiary amines, mention may be made, for example, of diisopropanol-p-toliidine (DIIPT); dimethyl-p-toluidine; dipropoxy-p-toluidine; dimethylaniline; N,N-dimethylaminomethylphenol; N,N-diisopropanol-p-chloroaniline; N,N-diisopropanol-p-bromoaniline; N,N-diisopropanol-p-bromo-m-methylaniline; N,N-dimethyl-p-chloroaniline; N,N-dimethyl-p-bromoaniline; N,N-diethyl-p-chloroaniline; and N,N-diethyl-p-bromoaniline; and mixtures thereof, the amine having the following formula (I) or (II): TIFF0007759878000001.tif45170[in formula: m and n are, independently of one another, integers ranging from 1 to 150, preferably from 1 to 100, preferentially from 1 to 72, advantageously from 1 to 36 and even more advantageously from 1 to 18; r is an integer ranging from 1 to 200, preferably from 1 to 104, preferentially from 1 to 72 and advantageously from 1 to 36; -R 1 represents a group selected from the group consisting of linear or branched, saturated or unsaturated alkyl containing 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms; (hetero)aryl containing 6 to 12 carbon atoms; cycloalkyl containing 3 to 12 carbon atoms; - v represents an integer ranging from 0 to 5; -R 2 and R 3 represent, independently of one another, a halogen atom, a hydrogen atom, or a linear or branched alkyl group containing 1 to 12 carbon atoms and optionally interrupted by at least one oxygen atom; -R 4represents a hydrogen atom, an arylalkyl group or a linear or branched alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 12 carbon atoms, advantageously from 1 to 6 carbon atoms; - provided that m+n>2, preferably n+m≧2.5.

[0015] In the above formula (I), v is preferably 1, and R 1 is preferably in the para position.

[0016] The amine of formula (I) is preferably: -R 1 represents a linear or branched, saturated or unsaturated alkyl containing 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms; preferentially, R 1 represents methyl; m and n, independently of one another, represent integers ranging from 1 to 18, preferably from 1 to 9 and advantageously from 1 to 5; -R 2 and R 3 are each independently a hydrogen atom or a linear or branched alkyl group containing 1 to 12 carbon atoms and optionally interrupted by at least one oxygen atom; preferably, R 2 and R 3 represent hydrogen atoms; However, m+n>2, preferably n+m≧2.5. is selected from the following.

[0017] Preferably, the amine of formula (I) is: -R 1 represents a linear or branched alkyl containing 1 to 5 carbon atoms; preferentially, R 1 represents methyl; m and n, independently of one another, represent integers ranging from 1 to 18, preferably from 1 to 9 and advantageously from 1 to 5; -R 2 and R 3 represents a hydrogen atom; However, m+n>2, preferably n+m≧2.5. It is something.

[0018] Among the amines of formula (I), mention may be made, for example, of Bisomer® PTE (CAS number: 878391-30-1) sold by Geo Specialty Chemicals, Accelerator PT25E (CAS number: 878391-30-1) sold by Lanxess, N,N-bis(2-hydroxypropyl)-p-aniline (CAS number: 3077-13-2) available from Biosynth, N,N-bis(2-hydroxypropyl)-p-toluidine (CAS number: 38668-48-3) sold by BASF, and Ethox ANA-10 (CAS number: 36356-83-9) available from Ethox Chemical.

[0019] In the above formula (II), v is preferably 1, and R 1 is preferably in the para position.

[0020] The amine of formula (II) is preferably: -R 1 represents a linear or branched, saturated or unsaturated alkyl containing 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms; preferentially, R 1 represents methyl; r represents an integer ranging from 1 to 36, preferably from 1 to 18 and advantageously from 1 to 10; -R 3 represents a halogen atom, a hydrogen atom, or a linear or branched alkyl group containing 1 to 12 carbon atoms and optionally interrupted by at least one oxygen atom; -R 4 represents a hydrogen atom, an arylalkyl group, or a linear or branched alkyl group containing 1 to 20 carbon atoms, preferably 1 to 6 carbon atoms; is selected from the following.

[0021] Among the amines of formula (II), mention may be made, for example, of N-(2-hydroxyethyl)-N-methylaniline (CAS number: 93-90-3) available from Sigma-Aldrich and N-(2-hydroxyethyl)-N-methyl-p-toluidine (MHPT, CAS number: 2842-44-6) available from Parchem.

[0022] Preferably, composition A comprises as reducing agent at least one tertiary amine, even more preferentially an amine of formula (I) above.

[0023] Composition A may contain a reducing agent in a total content ranging from 0.5% to 5% by weight, preferably from 1% to 3% by weight, relative to the total weight of said composition A.

[0024] oxidizing agent The oxidizing agent may be selected from peroxides, organic salts of transition metals, compounds containing labile chlorine, and mixtures thereof.

[0025] The peroxide may be selected from organic peroxides, inorganic peroxides and mixtures thereof.

[0026] Among the inorganic peroxides, mention may be made of peroxodisulfuric acid and its salts, such as ammonium peroxodisulfate, sodium peroxodisulfate and potassium peroxodisulfate.

[0027] Among the organic peroxides, mention may be made of cumene hydroperoxide, para-menthane hydroperoxide, tert-butylperoxyisobutyrate, tert-butylperoxybenzoate, tert-butylperoxyneodecanoate, tert-amylperoxypivalate, acetyl peroxide, benzoyl peroxide, dibenzoyl peroxide, 1,3-bis(t-butylperoxyisopropyl)benzene, diacetyl peroxide, t-butylcumyl peroxide, tert-butyl peroxyacetate, cumyl peroxide, 2,5-dimethyl-2,5-di-t-butylperoxyhexane, 2,5-dimethyl-2,5-di-t-butylperoxyhex-3-yne, 4-methyl-2,2-di-t-butylperoxypentane, and mixtures thereof.

[0028] Preferably, composition B contains benzoyl peroxide as the oxidizing agent.

[0029] Composition B may contain oxidizing agents in a total content ranging from 0.5% to 5% by weight, preferably from 1% to 3% by weight, relative to the total weight of said composition B.

[0030] The composition according to the invention may typically comprise a redox system, the reducing agent of which is contained in composition A and the oxidizing agent of which is contained in composition B. For example, the following combination: - Persulfates (oxidizing agents) / (sodium metabisulfite and / or sodium bisulfite) (reducing agents); - organic peroxides (oxidizing agents) / tertiary amines (reducing agents); - Organic hydroperoxide (oxidizing agent) / transition metal (reducing agent) Examples include:

[0031] Radical Photoinitiators The compositions according to the invention are capable of polymerizing or crosslinking under electromagnetic radiation.

[0032] The composition according to the invention may comprise from 0.1% to 5% by weight, preferably from 0.5% to 3% by weight and even more preferentially from 1% to 2% by weight of radical photoinitiator relative to the total weight of the composition.

[0033] A radical photoinitiator is preferably present in composition A.

[0034] The radical photoinitiator may be any radical photoinitiator known to those skilled in the art. Under the action of ultraviolet / visible radiation, the radical photoinitiator generates radicals that are responsible for initiating the photopolymerization reaction, making it possible to increase the efficiency of the photopolymerization reaction in particular. This is, of course, selected as a function of the light source used, according to its ability to efficiently absorb the selected radiation. For example, it is possible to select a suitable radical photoinitiator from the ultraviolet / visible absorption spectrum. Advantageously, the radical photoinitiator is suitable for working with a radiation source that emits in the short-distance region of the visible range. Advantageously, the ultraviolet or visible radiation source may be an LED.

[0035] Preferably, said at least one radical photoinitiator is: - a type I radical photoinitiator selected from: the family of acetophenones and alkoxyacetophenones, such as 2,2-dimethoxy-2-phenylacetophenone and 2-diethyl-2-phenylacetophenone; the family of hydroxyacetophenones, such as 2,2-dimethyl-2-hydroxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone and 2-hydroxy-4'-(2-hydroxypropoxy)-2-methylpropiophenone; the family of alkylaminoacetophenones, such as 2-methyl-4'-(methylthio)-2-morpholinopropiophenone, 2-benzyl-2-(dimethylamino)-4-morpholinobutyrophenone and 2-(4-methylbenzyl)-2-(dimethylamino)-4-morpholinobutyrophenone; - the family of benzoin ethers, such as benzil, benzoin methyl ether and benzoin isopropyl ether; - the family of phosphine oxides, such as diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO); - the family of metallocenes, such as ferrocene, bis(.eta.5-2,4-cyclopentadien-1-yl)bis(2,6-difluoro-3-(1H-pyrrol-1-yl)phenyl)titanium and (cumene)(cyclopentadienyl)iron hexafluorophosphate; - a type II radical photoinitiator selected from: the family of benzophenones, such as, for example, 4-phenylbenzophenone, 4-(4'-methylphenylthio)benzophenone or 1-[4-[(4-benzoylphenyl)thio]phenyl]-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propanone; - the family of thioxanthone, such as isopropylthioxanthone (ITX), 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone; - the quinone family, such as the anthraquinones, including 2-ethylanthraquinone and camphorquinone; - the family of benzoyl formates, such as, for example, methyl benzoylformate; - the family of dibenzylidene ketones, such as p-dimethylamino ketone; - the family of coumarins, such as 5-methoxy and 7-methoxycoumarin, 7-diethylaminocoumarin and N-phenylglycinecoumarin; - radical photoinitiators from the dye family, such as triazines, fluorones, cyanines, safranines, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthene]-3-one, pyrylium and thiopyrylium, thiazines, flavins, pyronines, oxazines or rhodamines; - and mixtures thereof is selected from the group consisting of:

[0036] More preferably, said at least one radical photoinitiator is: - a type I radical photoinitiator selected from: the family of acetophenones and alkoxyacetophenones, such as 2,2-dimethoxy-2-phenylacetophenone and 2-diethyl-2-phenylacetophenone; the family of hydroxyacetophenones, such as 2,2-dimethyl-2-hydroxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone and 2-hydroxy-4'-(2-hydroxypropoxy)-2-methylpropiophenone; the family of alkylaminoacetophenones, such as 2-methyl-4'-(methylthio)-2-morpholinopropiophenone, 2-benzyl-2-(dimethylamino)-4-morpholinobutyrophenone and 2-(4-methylbenzyl)-2-(dimethylamino)-4-morpholinobutyrophenone; - the family of benzoin ethers, such as benzil, benzoin methyl ether and benzoin isopropyl ether; - the family of phosphine oxides, such as diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO); - the family of metallocenes, such as ferrocene, bis(.eta.5-2,4-cyclopentadien-1-yl)bis(2,6-difluoro-3-(1H-pyrrol-1-yl)phenyl)titanium and (cumene)(cyclopentadienyl)iron hexafluorophosphate; - a type II radical photoinitiator selected from: the family of benzophenones, such as, for example, 4-phenylbenzophenone, 4-(4'-methylphenylthio)benzophenone or 1-[4-[(4-benzoylphenyl)thio]phenyl]-2-methyl-2-[(4-methylphenyl)sulfonyl]-1-propanone; - the family of thioxanthone, such as isopropylthioxanthone (ITX), 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone; - the family of benzoyl formates, such as, for example, methyl benzoylformate; - the family of dibenzylidene ketones, such as p-dimethylamino ketone; - the family of coumarins, such as 5-methoxy and 7-methoxycoumarin, 7-diethylaminocoumarin and N-phenylglycinecoumarin; - radical photoinitiators from the dye family, such as triazines, fluorones, cyanines, safranines, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthene]-3-one, pyrylium and thiopyrylium, thiazines, flavins, pyronines, oxazines or rhodamines; - and mixtures thereof is selected from the group consisting of:

[0037] More preferably, the radical photoinitiator is one of the following radical photoinitiators: - the family of phosphine oxides, such as diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO); - the thioxanthone family, such as isopropylthioxanthone (ITX), 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone and the radical photoinitiator is even more preferentially selected from diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO).

[0038] For example, when the UV or visible radiation source is an LED, the radical photoinitiator may be 2,4,6-trimethylbenzoyldiphenylphosphine or TPO available, for example, from Lambson under trade reference Speedcure® TPO (CAS: 75980-60-8), ethyl (2,4,6-trimethylbenzoyl)phenylphosphinate or TPO-L available, for example, from Lambson under trade reference Speedcure® TPO-L (CAS: 84434-11-7), phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide or BAPO (CAS: 162881-26-7) available, for example, from BASF under trade reference Irgacure® 819, e® 369 available from BASF; 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone (CAS: 71868-10-5) available, for example, from BASF under trade reference Irgacure® 907; 1-hydroxycyclohexyl phenyl ketone (CAS: 947-19-3) available, for example, from BASF under trade reference Irgacure® 184; 2-isopropylthiosaxanthone or ITX (CAS: 5495-84-1) available, for example, under trade reference Speedcure® 2-ITX; or mixtures thereof.

[0039] Polymerization inhibitors The composition according to the invention comprises at least one polymerization inhibitor, and therefore the content of polymerization inhibitor in the composition is strictly greater than 0 ppm (parts per million by weight).

[0040] The total content of polymerization inhibitors is preferably less than or equal to 0.25% by weight, preferentially less than or equal to 0.20% by weight and advantageously less than or equal to 0.10% by weight relative to the total weight of the composition.

[0041] Preferably, the composition comprises 0.01% to 0.20% by weight of the polymerization inhibitor relative to the total weight of the composition.

[0042] The polymerization inhibitor may be any type of polymerization inhibitor known to those skilled in the art.

[0043] The polymerization inhibitor may be selected from, for example, hydroquinone, hydroquinone monomethyl ether (4-hydroxyanisole, MEHQ), 1,4-benzoquinone, 1,4-napthoquinone, catechol, pyrogallol, bisphenol A, para-(tert-butyl)phenol, phenothiazine, and mixtures thereof.

[0044] More preferably, the polymerization inhibitor is hydroquinone monomethyl ether (MEHQ).

[0045] (Meth)acrylate Monomers The (meth)acrylate monomers in Composition A and Composition B may be the same or different.

[0046] The (meth)acrylate monomer can contain one (monofunctional) or multiple (multifunctional) (meth)acrylate functional groups.

[0047] (Meth)acrylate monomers include: a compound having the following formula (III): H2C=C(R 5 )-COOR 6 (III) [In formula: -R 5 represents a hydrogen atom or a methyl group; -R 6is selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkylaryl, arylalkyl or aryl, wherein said alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkylaryl, arylalkyl or aryl may be substituted and / or interrupted by at least one silane, one silicone, one oxygen, one halogen, one carbonyl, one hydroxyl, one ester, one urea, one urethane, one carbonate, one amine, one amide, one sulfur, one sulfonate or one sulfone; - polyethylene glycol di(meth)acrylate; - tetrahydrofuran (meth)acrylate; - hydroxypropyl (meth)acrylate; - hexanediol di(meth)acrylate; - trimethylolpropane tri(meth)acrylate; - diethylene glycol di(meth)acrylate; - triethylene glycol di(meth)acrylate; - tetraethylene glycol di(meth)acrylate; - dipropylene glycol di(meth)acrylate; - di(pentamethylene glycol) di(meth)acrylate; - diglyceryl tetra(meth)acrylate; - tetramethylene di(meth)acrylate; - ethylene di(meth)acrylate; - bisphenol A mono- and di(meth)acrylate; - Bisphenol F mono- and di(meth)acrylate; a compound of formula (IV) or (V): TIFF0007759878000002.tif92170[In formula: -R 7 represents H or methyl; -R 8 represents H or ethyl; - p represents 0 or 1; - Z represents H, ═O, a linear or branched alkyl group, a benzyl group, an aryl group or an alkoxy group; - A mixture of these It can be selected from the group consisting of:

[0048] According to one embodiment, the (meth)acrylate monomer is methyl (meth)acrylate, ethyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, heptyl (meth)acrylate, 2-tert-butylheptyl (meth)acrylate, octyl (meth)acrylate, 3-isopropylheptyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, 5-methylundecyl (meth)acrylate, dodecyl (meth)acrylate, 2-methyldodecyl (meth)acrylate, tridecyl (meth)acrylate, 5-methyltridecyl (meth)acrylate, tetradecyl (meth)acrylate, pentadecyl (meth)acrylate, hexadecyl (meth)acrylate, 2-methylhexadecyl (meth)acrylate, heptadecyl (meth)acrylate. The monomers are selected from the group consisting of butyl ester, 5-isopropylheptadecyl (meth)acrylate, 4-tert-butyloctadecyl (meth)acrylate, 5-ethyloctadecyl (meth)acrylate, 3-isopropyloctadecyl (meth)acrylate, octadecyl (meth)acrylate, nonadecyl (meth)acrylate, eicosyl (meth)acrylate, 3-vinylcyclohexyl (meth)acrylate, bornyl (meth)acrylate, 2,4,5-tri-t-butyl-3-vinylcyclohexyl (meth)acrylate, 2,3,4,5-tetra-t-butylcyclohexyl (meth)acrylate, benzyl (meth)acrylate, phenyl (meth)acrylate, 2-(2-ethoxyethoxy)ethyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, monomers of formula (IV) or (V) above, and mixtures thereof.

[0049] Preferably, the (meth)acrylate monomer is selected from monomers of formula (IV) or (V), and mixtures thereof:

[0050] Even more preferably, the (meth)acrylate monomer is selected from the following monomers and mixtures thereof: TIFF0007759878000003.tif119170

[0051] Composition A may comprise a total content of (meth)acrylate monomers of greater than or equal to 30% by weight, preferably greater than or equal to 40% by weight and even more preferentially greater than or equal to 60% by weight relative to the total weight of composition A.

[0052] If composition B comprises a (meth)acrylate monomer, its content may be greater than or equal to 40% by weight, preferably greater than or equal to 50% by weight, advantageously greater than or equal to 60% by weight, relative to the total weight of composition B.

[0053] According to one embodiment, composition B comprises at least one (meth)acrylate monomer.

[0054] additives The two-component composition according to the present invention may comprise at least one additive selected from the group consisting of catalysts, fillers, antioxidants, light stabilizers / UV absorbers, metal deactivators, antistatic agents, antifilm-forming agents, blowing agents, biocides, plasticizers, lubricants, emulsifiers, dyes, pigments, rheological agents, impact modifiers, adhesion promoters, optical brighteners, flame retardants, dew inhibitors, nucleating agents, solvents and mixtures thereof.

[0055] These additives may be present in composition A and / or composition B of the composition according to the invention.

[0056] Examples of plasticizers that can be used include any plasticizers commonly used in the field of adhesives, such as epoxy resins, phthalates, benzoates, trimethylolpropane esters, trimethylolethane esters, trimethylolmethane esters, glycerol esters, pentaerythritol esters, naphthenic mineral oils, adipates, cyclohexyl dicarboxylates, paraffinic oils, natural oils (which may be epoxidized), polypropylenes, polybutylenes, hydrogenated polyisoprenes, and mixtures thereof.

[0057] Preferably: diisodecyl phthalate, sold for example under the name Palatinol® DIDP by BASF, esters of alkylsulfonic acids with phenols, such as those sold under the name Mesamoll® by Lanxess; diisononyl 1,2-cyclohexanedicarboxylate, sold for example under the name Hexamoll Dinch® by BASF, pentaerythritol tetravalerate, for example sold under the name Pevalen™ by Perstorp, epoxidized soybean oil, for example, sold under the name Vikoflex® 7170 by Arkema is used.

[0058] Examples of (thixotropic) rheological agents that may be used include any rheological agent conventionally used in the field of adhesive compositions.

[0059] Preferably, the thixotropic agent is: PVC plastisols corresponding to a suspension of PVC in a plasticizer miscible with PVC, obtained by heating in situ to a temperature ranging from 60°C to 80°C (these plastisols may in particular be those described in the publication Polyurethane Sealants, Robert M. Evans, ISBN 087762-998-6), fumed silica, such as that sold under the name HDK® N20 by Wacker; - urea derivatives obtained by reacting aromatic diisocyanate monomers, such as 4,4'-MDI, with aliphatic amines, such as butylamine, the preparation of which is described in particular in application FR 1 591 172; - Micronized amide waxes such as Crayvallac® SLT or Crayvallac® SLA sold by Arkema is selected from.

[0060] The composition according to the invention may also comprise at least one organic and / or inorganic filler.

[0061] The inorganic fillers that may be used are advantageously chosen so as to improve the mechanical performance of the composition according to the invention in the crosslinked state.

[0062] Examples of inorganic fillers that can be used include any inorganic fillers commonly used in the field of adhesive compositions. These fillers are typically in the form of particles of various shapes. They may be, for example, spherical or fibrous, or may have an irregular shape.

[0063] Preferably, the filler is selected from the group consisting of clay, quartz, carbonate fillers, kaolin, gypsum, clay and mixtures thereof, preferentially the filler is selected from carbonate fillers such as alkali metal or alkaline earth metal carbonates, more preferentially calcium carbonate or chalk.

[0064] These fillers may be untreated or may be treated, for example, with an organic acid such as stearic acid or a mixture of organic acids consisting primarily of stearic acid.

[0065] Hollow mineral microspheres, such as hollow glass microspheres, more particularly those made of calcium sodium borosilicate or aluminosilicate, may also be used.

[0066] The composition according to the invention may also comprise at least one adhesion promoter, preferably chosen from silanes, such as aminosilanes, epoxysilanes or acryloylsilanes, or adhesion promoters based on phosphate esters, 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 2-hydroxyethyl methacrylate mono- and diphosphate esters.

[0067] When a solvent, especially a volatile solvent, is present in the composition, its content is preferably not more than 5% by weight, more preferably not more than 3% by weight, relative to the total weight of the composition.

[0068] Preferably, the content in the composition is between 0% and 5% by weight.

[0069] When a pigment is present in the composition, its content is preferably 3% by weight or less, more preferably 2% by weight or less, based on the total weight of the composition. If present, the pigment may, for example, account for 0.1% by weight to 3% by weight or 0.4% by weight to 2% by weight of the total weight of the composition.

[0070] The pigment can be an organic or inorganic pigment.

[0071] For example, the pigment is TiO2, Kronos® 2059 sold by Tokuni Kronos.

[0072] The composition may contain at least one UV stabilizer or antioxidant in an amount of 0.1% to 3% by weight, preferably 1% to 3% by weight. These compounds are typically incorporated to protect the composition from degradation brought about by reaction with oxygen, which tends to form under 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.

[0073] Mention may be made, for example, of Irganox® 1010, Irganox® B561, Irganox® 245, Irgafos® 168, Tinuvin® 328 or Tinuvin® 770 sold by BASF.

[0074] The composition may include at least one acrylic block copolymer, which is typically an impact modifier.

[0075] Acrylic block copolymers are: - 1% to 99% by weight of at least one rigid block (A) having a glass transition temperature at least 20°C higher than room temperature, - 1% to 99% by weight of at least one soft block (B) having a glass transition temperature at least 10°C lower than room temperature It may also be a copolymer comprising:

[0076] Preferably, the copolymer is a triblock copolymer comprising rigid block / elastic block / rigid block: At least one rigid block (A) of the copolymer advantageously has the formula CH2=C(CH3)-COOR i [In the formula, R i is a linear or branched C1-C3 alkyl group, a branched C4 group, a C3-C8 cycloalkyl group, a C6-C 20 C7-C containing aryl groups, C1-C4 alkyl groups 30an arylalkyl group, a heterocyclic group containing a C1-C4 alkyl group, or a heterocyclylalkyl group; - the elastic block (B) is advantageously: (i) Equation CH2 = CH-COOR j [In the formula, R j is straight chain or branched C1-C 12 and / or (ii) Formula CH2=C(CH3)-COOR k [In the formula, R k is a straight chain C4~C 12 Alkyl group or branched C5-C 12 a monomer unit derived from at least one methacrylate of the formula (I) It is a triblock containing

[0077] The rigid block (A) preferably comprises monomer units derived from methyl (meth)acrylate monomers.

[0078] The rigid block (A) may also comprise at least one dialkylacrylamide monomer, such as N,N-dimethylacrylamide, whose linear or branched alkyl group contains from 1 to 10 carbon atoms.

[0079] The elastic block (B) preferably comprises monomer units derived from at least one monomer selected from butyl acrylate, 2-ethylhexyl acrylate, hydroxyethyl acrylate, 2-ethylhexyl methacrylate, n-octyl acrylate, and mixtures thereof.

[0080] Preferentially, the copolymer is a polymethyl methacrylate / poly(n-butyl acrylate) / polymethyl methacrylate block copolymer.

[0081] Among the acrylic block copolymers, mention may be made, for example, of Nanostrength® sold by Arkema (M52 containing 52% by weight of poly(n-butyl acrylate), or M75 containing about 75% by weight of poly(n-butyl acrylate), or M65 containing about 65% by weight of poly(n-butyl acrylate)).

[0082] The composition may comprise at least one urethane-acrylate with a number average molecular weight greater than or equal to 2000 g / mol, preferentially greater than or equal to 4000 g / mol.

[0083] Urethane-acrylates can be obtained by reaction between polyols and polyisocyanates followed by functionalization, for example with hydroxymethyl methacrylate.

[0084] Many urethane-acrylates are commercially available.

[0085] Composition B may comprise at least one epoxy resin.

[0086] The epoxy resin can be aliphatic, cycloaliphatic, heterocyclic or aromatic.

[0087] The epoxy resin may be a monomer or a polymer.

[0088] The epoxy resin may be selected from polyglycidyl ethers of polyphenolic compounds, preferably containing from 2 to 6 glycidyl ethers per mole of resin.

[0089] Phenolic compounds are compounds that have at least two aromatic hydroxyl groups.

[0090] The phenolic compounds were resorcinol, catechol, hydroquinone, bisphenol A (2,2-bis-(4-hydroxyphenyl)propane), bisphenol AP (1,1-bis(4-hydroxyphenyl)-1-phenylethane), bisphenol AF (2,2-bis-(4-hydroxyphenyl)hexafluoropropane), bisphenol B ((2,2-bis(4-hydroxyphenyl)butane), bisphenol BP (bis(4-hydroxyphenyl)diphenylmethane), bisphenol C (2,2-bis(3-methyl-4-hydroxyphenyl)propane), bisphenol CII (bis(4-hydroxyphenyl)-2,2-dichloroethylene), bisphenol E (1,1-bis(4-hydroxyphenyl)ethane), bisphenol F (bis(4-hydroxyphenyl)-2,2-dichloroethylene), bisphenol FL (4, The bisphenol may be selected from the group consisting of 4'-(9H-fluoren-9-ylidene)bisphenol, bisphenol G (2,2-bis(4-hydroxy-3-isopropylphenyl)propane), bisphenol M (1,3-bis(2-(4-hydroxyphenyl)-2-propyl)benzene), bisphenol P (1,4-bis(2-4-hydroxyphenyl)-2-propyl)benzene), bisphenol PH (5,5'-(1-methylethylidene)-bis[1,1'-(bisphenyl)-2-ol]propane), bisphenol S (bis(4-hydroxyphenyl)sulfone), bisphenol TMC (1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane); bisphenol Z (1,1-bis(4-hydroxyphenyl)cyclohexane), bisphenol K, tetraethyl bisphenol, and mixtures thereof.

[0091] The epoxy resin may have an epoxy functionality content ranging from 0.3 to 10.8 meq per gram of resin.

[0092] Many epoxy resins are typically commercially available, such as DER™ 331 and DER™ 383 resins sold by Dow Chemical, Epon 862 resins sold by Hexion Specialty Chemicals, and bisphenol A-based Eposir™ resins (e.g., Eposir™ 7120) and bisphenol A / bisphenol F-based Eposir™ resins (e.g., Eposir™ F556) sold by SIR Industrial.

[0093] According to one preferred embodiment, composition B does not contain an epoxy resin.

[0094] According to one embodiment, the volume ratio of composition A / composition B in the composition of the invention ranges from 20 / 1 to 1 / 1, preferentially from 10 / 1 to 1 / 1. - composition A comprising: - at least one reducing agent; - at least one (meth)acrylate monomer; - composition B comprising: - at least one oxidizing agent; and - optionally at least one (meth)acrylate monomer A two-component composition comprising: - at least one radical photoinitiator in composition A and / or B; - at least one polymerization inhibitor in a content of less than or equal to 0.3% by weight relative to the total weight of the composition; It is characterized by the fact that The radical photoinitiator is a radical photoinitiator: - the family of phosphine oxides, such as diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO); - the thioxanthone family, such as isopropylthioxanthone (ITX), 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, 2-chlorothioxanthone and 1-chloro-4-isopropylthioxanthone and the radical photoinitiator is even more preferentially selected from diphenyl-(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl-(2,4,6-trimethylbenzoyl)phenylphosphine oxide (TPO-L) and bis-(2,6-dimethoxybenzoyl)-2,4,4-trimethylphenylphosphine oxide (BAPO). Selected from; The (meth)acrylate monomer is a compound of formula (IV) or (V): TIFF0007759878000004.tif91170[In formula: -R 7 represents H or methyl; -R 8 represents H or ethyl; - p represents 0 or 1; - Z represents H, ═O, a linear or branched alkyl group, a benzyl group, an aryl group, or an alkoxy group. The present invention relates to a two-component composition selected from the group consisting of:

[0095] B. Ready-to-use kit The present invention also relates to a ready-to-use kit comprising, on the one hand, composition A as defined above and, on the other hand, composition B as defined above, packaged in two separate compartments. This may, for example, be a two-component cartridge.

[0096] In particular, the compositions according to the invention may be in two-component form in a ready-to-use kit, for example, where composition A is contained on the one hand in a first compartment or drum and composition B is contained on the other hand in a second compartment or drum, in a ratio suitable for direct mixing of the two components, for example by means of a metering pump.

[0097] According to one embodiment of the present invention, the kit also comprises one or more means for mixing compositions A and B. Preferably, the mixing means are selected from metering pumps and static mixers with a diameter appropriate to the amount used.

[0098] C. Use of the Composition The present invention also relates to the use of the composition as an adhesive, sealant or coating, preferably as an adhesive.

[0099] The invention also relates to the use of said compositions in the repair and / or structural or semi-structural adhesive bonding of materials in the transport, automotive (car, bus or truck), assembly, marine, electronics or construction sectors.

[0100] The invention also relates to the use of said compositions in the repair and / or structural or semi-structural adhesive bonding of materials in the transport, automotive (car, bus or truck), assembly, marine or construction sectors.

[0101] The present invention also provides a method for assembling two substrates by adhesive bonding, comprising the steps of: - coating at least one of the two substrates to be assembled with a composition obtained by mixing compositions A and B; - bringing the two substrates into actual contact; - crosslinking the composition by subjecting it to electromagnetic radiation; The present invention also relates to a method, including:

[0102] The crosslinking step can be carried out at a temperature between 0°C and 200°C, preferably between 10°C and 150°C, more preferably between 23°C and 80°C, and particularly between 20°C and 25°C.

[0103] The electromagnetic radiation can be produced by an ultraviolet source or an LED.

[0104] The crosslinking step under electromagnetic radiation can be carried out at wavelengths in the range of 200 to 500 nm.

[0105] Preferably, the electromagnetic irradiation step is 300 mW / cm 2 Below, 200mW / cm is preferred 2 Below, for example, 100mW / cm 2 It is carried out at the following intensities:

[0106] Suitable substrates are, for example, inorganic substrates such as concrete, metals or alloys (such as aluminum alloys, steel, non-ferrous metals and galvanized metals); or organic substrates such as wood, plastics (such as PVC, polycarbonate, PMMA, polyethylene, polypropylene, polyester, epoxy resins); metallic substrates and paint-coated composite materials.

[0107] The compositions according to the invention advantageously allow for rapid polymerization and polymerization that occurs at the surface and in depth, in addition, the fast drying and non-sticky surface of the crosslinked composition advantageously allows for increased productivity in industrial processes.

[0108] The compositions according to the invention advantageously allow a good balance between storage stability and high reactivity.

[0109] Moreover, one of the advantages of the compositions of the present invention is that they allow for surface crosslinking and deep crosslinking of unirradiated shadow areas.

[0110] The compositions according to the invention advantageously exhibit good adhesive properties after crosslinking.

[0111] All the above embodiments can be combined with one another, in particular the various above components of the composition, especially the preferred embodiments of the composition, can be combined with one another.

[0112] In the context of the present invention, the terms "between x and y" or "in the range between x and y" are understood to mean an interval that includes the upper and lower limits x and y. For example, the range "between 0% and 25%" specifically includes the values ​​0% and 25%.

[0113] The present invention will now be described in the following examples, which are provided for illustrative purposes only and should not be construed as limiting its scope. [Example]

[0114] The following ingredients were used: Speedcure® TPO (CAS: 75980-60-8) sold by Lambson: 2,4,6-trimethylbenzoyldiphenylphosphine; Speedcure® TPO-L (CAS: 84434-11-7) sold by Lambson: ethyl (2,4,6-trimethylbenzoyl)phenylphosphinate; - Biosomere® PTE (CAS number: 103671-44-9) sold by Geo Specialty Chemicals; - Retic™ BP50, sold by Arkema, is benzoyl peroxide (48-52% w / w) in an isononyl benzoate (12-15%) / ethylene glycol (8-10%) mixture; - Crayvallac® SLT sold by Arkema is a micronized amide wax used as a rheological agent; Visiomer® Glyfoma (CAS: 1620329-57-9) sold by Evonik Industries, a mixture of glycerol formal methacrylate isomers with a molar mass equal to 172.2 g / mol and a content of 200 ppm of MEHQ (4-hydroxyanisole or hydroquinone monomethyl ether); - SR9054 (CAS number: 1628778-81-3) sold by Sartomer: a bifunctional acrylic acid adhesion promoter; Aerosil® R202 (CAS number: 67762-90-7): sold by Evonik, 100±20m 2 hydrophobic fumed silica with a specific surface area (BET) equal to / g (post-treated PDMS); - MBS Clearstrength® XT100 sold by Arkema: a core-shell impact modifier based on MBS (MMA-butadiene-styrene); - Vikoflex® 7170 sold by Arkema is an epoxidized soybean oil used as a plasticizer; Urethane-acrylate U1: obtained by reacting a polypropylene glycol diol having a molar mass of 2000 g / mol with MDI, followed by functionalization with hydroxymethyl methacrylate. The weight-average molecular weight is 6500 g / mol, with a polydispersity of 2.9.

[0115] Example 1: Preparation of trimethylolpropane formal acrylate (CAS: 66492-51-1) This product was prepared by transesterification of methyl acrylate with trimethylolpropane formal according to the following scheme in 94% yield, as described in JP5744273: TIFF0007759878000005.tif23170

[0116] Example 2: Preparation of the composition Crayvallac® and the trimethylolpropane formal acrylate of Example 1, and MEHQ are mixed in a reaction vessel under nitrogen, which remains stirred throughout, for 1 hour at 55° C. The reaction mixture is then cooled to 23° C., and the other ingredients that make up component A are added at a temperature of 23° C. in the proportions shown in the table below.

[0117] The various ingredients that make up component B are mixed in the proportions shown in the table below in a reaction vessel under nitrogen, kept stirred throughout, at a temperature of 23°C. TIFF0007759878000006.tif131170

[0118] The above components A and B were mixed in a volume ratio of 1:1.

[0119] Mixing was carried out using a static mixer at a temperature of about 23°C according to the given volume ratio, and the mixture was then heated at 100 mW / cm 2 The sample was irradiated under LED at 405 nm with an intensity of . TIFF0007759878000007.tif140170

[0120] The above components A and B were mixed in a volume ratio of 1:1.

[0121] The mixing is carried out using a static mixer at a temperature of about 23° C., depending on the volume ratio given.

[0122] Figure 1 shows the T (°C) = f (time in seconds) obtained for composition No. 1 (curve b) and comparative composition No. 2 (curve a). This photopyrometry test allows the determination of the reaction exotherm and the lag time (i.e. the time required by the sample to initiate polymerization). This time is the pot life.

[0123] 1 shows that comparative composition No. 2 (no photoinitiator present, curve a) does not polymerize upon irradiation with LEDs in the absence of a photoinitiator. Conversely, composition No. 1 according to the invention (curve b) polymerizes very quickly, as an exotherm (temperature peak) is observed within the first few seconds of irradiation.

[0124] In addition, the resulting polymer was observed to be advantageously dry (tack-free) on the surface.

[0125] Example 3: Composition No. 3 Crayvallac® and Visiomer Glyfoma are mixed in a reaction vessel under nitrogen with constant stirring for 1 hour at 55° C. The reaction mixture is then cooled to 23° C. and the other ingredients that make up component A are added at a temperature of 23° C. in the proportions shown in the table below.

[0126] The various ingredients that make up component B are mixed in the proportions shown in the table below in a reaction vessel under nitrogen, kept constantly stirred, at a temperature of 23°C. TIFF0007759878000008.tif74170

[0127] The above components A and B were mixed in a volume ratio of 1:1.

[0128] Mixing was carried out using a static mixer at a temperature of about 23°C according to the given volume ratio, and the mixture was then heated at 100 mW / cm 2 The sample was irradiated under LED at 405 nm with an intensity of .

[0129] By pyrometric monitoring, it was observed that composition No. 3 according to the invention polymerized very quickly, since an exotherm (temperature peak of 104°C) was observed within the first seconds of irradiation (pot life = 30 s). In addition, it was observed that the resulting polymer was advantageously dry at the surface (no tack), so that oxygen did not have time to inhibit the surface. The combination of a photoactive redox system advantageously makes it possible to improve the surface polymerization under atmospheric conditions.

[0130] Example 4: Accelerated Aging Test An accelerated aging test was performed on composition A of composition No. 1 of Example 1 in the dark at 50° C. The composition was placed in an incubator at 50° C. for 12 days.

[0131] At the end of the 12th day, a static mixer was used to mix the compositions A and B of composition No. 1 in a volume ratio of 1:1 at 23°C, and the mixture was then mixed with an intensity of 100 mJ / cm2. 2 Then, it was irradiated under a 405 nm LED.

[0132] Pyrometric monitoring showed that composition No. 1 according to the invention was substantially identical to composition No. 1 that had undergone accelerated aging (temperature peak 101°C, pot life 32 s). The reactivity of composition No. 1 is therefore advantageously stable over time.

[0133] Example 5: Polymerization in the shadow area Compositions No. 1 (Example 1) and No. 3 (Example 3) were tested for polymerization in a shadowed area: one part of the sample (mixture) was hidden to have an obstruction of the lighting effect, and the other part was exposed to an intensity of 100 mW / cm. 2 The sample was then irradiated with a 405 nm LED for 2 minutes. The sample was then placed in the dark and monitored at various times to confirm the propagation of polymerization in the unirradiated areas via a second mechanism, a redox reaction that does not require light. Complete polymerization of the sample (including the shadowed areas) was observed within 1 h 30.

[0134] Example 6: Adhesive Bond Testing - Compositions No. 4 and No. 5 Crayvallac® and Visiomer Glyfoma are mixed in a reaction vessel under nitrogen and with constant stirring for 1 hour at 55° C. The mixture is then allowed to return to 23° C. and the other ingredients that make up component A are added at a temperature of 23° C. in the proportions shown in the table below.

[0135] The various ingredients that make up component B are mixed in the proportions shown in the table below in a reaction vessel kept under nitrogen and stirred throughout, at a temperature of 23°C. TIFF0007759878000009.tif122170TIFF0007759878000010.tif110170

[0136] The above components A and B were mixed in a volume ratio of 1:1.

[0137] Mixing was carried out using a static mixer at a temperature of about 23°C according to the given volume ratio, and the mixture was then heated at 100 mW / cm 2 The sample was irradiated under LED at 405 nm with an intensity of .

[0138] Adhesion Bond Test Adhesive bonds were made on aluminum strips from Rocholl. A 250 μm thick Teflon wedge was used to define an area of ​​25 × 12.5 mm on the strip. This area was filled with the test composition, and then a second strip of the same material was laminated. Prior to tensile testing in a universal testing machine, the assembly was held in a clamp and placed in a temperature- and humidity-controlled room at 23 °C or 100 °C and 50% RH (relative humidity) for one week. The area was exposed to sunlight for 30 seconds. The tensile test in a universal testing machine aims to evaluate the maximum force (MPa) that can be applied to an assembly to separate it. The tensile test machine allows shear stress to be applied to a lap joint located between two fixed supports until failure by applying tension to the support parallel to the surface of the assembly and the main axis of the test specimen. The result recorded is the breaking force or stress. The shear stress is applied via the moving jaw of the tensile testing machine, which displaces at a rate of 5 mm / min. The tensile test method is carried out as defined by standard EN 1465 (2009).

[0139] FIG. 2 depicts a graph showing breaking strength (MPa)=f(time (min)) for compositions No. 4 (curve 1) and No. 5 (curve 2, comparative).

[0140] FIG. 2 shows that composition No. 4 according to the invention (curve 1) exhibits a faster increase in adhesion than comparative composition No. 5 (curve 2).

Claims

1. - composition A comprising: at least one reducing agent; at least one (meth)acrylate monomer; - composition B comprising: at least one oxidizing agent; and - optionally at least one (meth)acrylate monomer A two-component composition comprising: - at least one radical photoinitiator in composition A and / or B; - at least one polymerization inhibitor, in a content of less than or equal to 0.3% by weight relative to the total weight of said composition; It is characterized by the fact that The radical photoinitiator - a radical photoinitiator of type I chosen from: - the family of acetophenones and alkoxyacetophenones; - the family of hydroxyacetophenones; - the family of alkylaminoacetophenones; - the family of benzoin ethers; - the family of phosphine oxides; - the family of metallocenes; - a type II radical photoinitiator selected from: - the benzophenone family; - Thioxanthone family; - the family of benzoyl formates; - the family of dibenzylidene ketones; - Coumarin family; - radical photoinitiators of the dye family; - and mixtures thereof is selected from the group consisting of The reducing agent is an amine of formula (I): [In the formula: m and n are, independently of one another, integers ranging from 1 to 150; -R １ represents a radical selected from the group consisting of linear or branched, saturated or unsaturated alkyl containing 1 to 20 carbon atoms; (hetero)aryl containing 6 to 12 carbon atoms; cycloalkyl containing 3 to 12 carbon atoms; v represents an integer ranging from 0 to 5; -R ２ and R ３ represent, independently of one another, a halogen atom, a hydrogen atom, or a linear or branched alkyl group containing 1 to 12 carbon atoms and optionally interrupted by at least one oxygen atom; - However, the condition is that m+n>2.] That is, Two-component composition.

2. 2. The composition according to claim 1, characterized in that the total content of polymerization inhibitors is less than or equal to 0.25% by weight relative to the total weight of the composition.

3. 3. The composition according to claim 1, wherein the total content of polymerization inhibitors ranges from 0.01% to 0.20% by weight relative to the total weight of the composition.

4. 4. The composition according to claim 1, wherein the oxidizing agent is selected from peroxides, organic salts of transition metals, chlorine-containing compounds, and mixtures thereof.

5. The radical photoinitiator - the family of phosphine oxides; - Thioxanthone family 5. The composition according to claim 1, wherein the compound is selected from the group consisting of:

6. 6. The composition according to claim 1, wherein composition B does not contain an epoxy resin.

7. 7. The composition according to claim 1, comprising from 0.1% to 5% by weight of radical photoinitiator relative to the total weight of the composition.

8. The (meth)acrylate monomer is a compound having the following formula (III): H ２ C=C(R ５ )-COOR ６ (III) [In the formula: -R ５ represents a hydrogen atom or a methyl group; -R ６ is selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkylaryl, arylalkyl or aryl, wherein said alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkylaryl, arylalkyl or aryl may be substituted and / or interrupted by at least one silane, one silicone, one oxygen, one halogen, one carbonyl, one hydroxyl, one ester, one urea, one urethane, one carbonate, one amine, one amide, one sulfur, one sulfonate or one sulfone; polyethylene glycol di(meth)acrylate; tetrahydrofuran (meth)acrylate; hydroxypropyl (meth)acrylate; hexanediol di(meth)acrylate; trimethylolpropane tri(meth)acrylate; diethylene glycol di(meth)acrylate; triethylene glycol di(meth)acrylate; tetraethylene glycol di(meth)acrylate; dipropylene glycol di(meth)acrylate; - di(pentamethylene glycol) di(meth)acrylate; - diglyceryl tetra(meth)acrylate; - tetramethylene di(meth)acrylate; ethylene di(meth)acrylate; Bisphenol A mono- and di(meth)acrylate; - bisphenol F mono- and di(meth)acrylate; a compound of formula (IV) or (V): [In the formula: -R ７ represents H or methyl; -R ８ represents H or ethyl; p represents 0 or 1; - Z represents H, ═O, a linear or branched alkyl group, a benzyl group, an aryl group, or an alkoxy group; - Mixtures of these 8. The composition according to claim 1, wherein the composition is selected from the group consisting of:

9. The (meth)acrylate monomer may be the following monomers and mixtures thereof:

9. The composition according to claim 1, wherein the compound is selected from the group consisting of:

10. 10. The composition according to claim 1, wherein composition A comprises a total content of (meth)acrylate monomers of 30% by weight or more relative to the total weight of composition A.

11. 11. The composition according to claim 1, wherein composition B comprises a total content of (meth)acrylate monomers of 40% by weight or more relative to the total weight of composition B.

12. 12. The composition of 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, antifilm-forming agents, foaming agents, biocides, plasticizers, lubricants, emulsifiers, dyes, pigments, rheological agents, impact modifiers, adhesion promoters, optical brighteners, flame retardants, dew inhibitors, nucleating agents, solvents, and mixtures thereof.

13. 13. The composition according to claim 1, wherein the volume ratio of composition A / composition B is in the range of 20 / 1 to 1 / 1.

14. 14. Use of a composition according to any one of claims 1 to 13 as an adhesive, sealant or coating.

15. 1. A method for assembling two substrates by adhesive bonding, comprising: - coating at least one of the two substrates to be assembled with a composition obtained by mixing compositions A and B according to any one of claims 1 to 13; - bringing the two substrates into actual contact; - crosslinking the composition by subjecting it to electromagnetic radiation; A method comprising:

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