Composition comprising at least one silylated polymer

The introduction of a protected boron catalyst in silylated polymer compositions addresses the challenges of accelerated crosslinking, storage stability, and open time, providing a solution that is both effective and environmentally friendly.

FR3157227A1Pending Publication Date: 2025-06-27BOSTIK SA(FR) +3
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Patent Information

Application Number
FR2023014739
Authority / Receiving Office
FR · FR
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-21
Publication Date
2025-06-27

AI Technical Summary

Technical Problem

Silylated polymer compositions used as adhesives and sealants face challenges with accelerated crosslinking times, storage stability, and open time, primarily due to the use of metallic or organic amine catalysts which can lead to toxicity issues and premature crosslinking.

Method used

A composition comprising at least one silylated polymer and a protected boron catalyst, which is deprotected upon irradiation to catalyze the crosslinking of the silylated polymer, thereby achieving accelerated crosslinking without the need for toxic catalysts and maintaining stability and open time.

Benefits of technology

The use of protected boron catalysts in silylated polymer compositions allows for controlled and accelerated crosslinking, improving storage stability and extending the open time, while eliminating the toxicity concerns associated with traditional catalysts.

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Abstract

The present invention relates to a composition comprising: at least one silylated polymer, and at least one protected boronated catalyst of formula (I) B(Ri)(Rii)(ORiii) or of formula (II) B(Ri)(ORiv)(ORv). The present invention also relates to the use of the composition according to the invention. The present invention also relates to a method for photoactivating the composition according to the invention. In addition, the present invention relates to a method for assembling substrates. Finally, the present invention relates to an article. Figure for abstract: none
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Description

Title of the invention: Composition comprising at least one silylated polymer Field of invention

[0001] The present invention relates to a composition comprising at least one silylated polymer and its use, a photoactivation method, a method for assembling substrates and an article. Technical background

[0002] Silylated polymers are typically used as adhesives, sealants, coatings, for example in the aeronautical, automotive or construction industries. Such polymers generally comprise terminal groups of the al-koxysilane type linked, directly or indirectly, to a polymer main chain. Industrially, they can be obtained in particular from the reaction of a prepolymer with isocyanate terminations and a silylated compound comprising alkoxysilane functions.

[0003] Compositions based on polymer with alkoxysilane terminations (also called silylated polymer) have the advantage of being free of free isocyanates (once the silylated polymer is formed). These compositions therefore constitute an alternative, preferred from a toxicological point of view, to compositions based on polyurethane with isocyanate terminations.

[0004] The crosslinking reaction of these silylated polymer-based compositions occurs in the presence of moisture by the formation of a siloxane bond (-Si-O-Si-) occurring after hydrolysis of the alkoxysilane groups of the silylated polymer molecules. These bonds unite the polymer chains into a solid three-dimensional network.

[0005] However, the crosslinking time of these silylated polymers must be accelerated to meet the needs of users.

[0006] For this purpose, it is possible to add a crosslinking catalyst to the compositions comprising the silylated polymers.

[0007] Generally, the crosslinking catalyst used in adhesive and / or sealant compositions based on silylated polymer is a metal catalyst, in particular based on tin such as dibutyltin dilaurate (DBTDL), dibutyltin diacetate or dibutyltin or dioctyltin bis(acetylacetonate). However, the toxicity of these catalysts, in particular those based on tin, is increasingly highlighted, leading manufacturers to limit, and even avoid their use, especially since these metal catalysts remain in the finished products.

[0008] An alternative to metal crosslinking catalysts can be constituted by the organic amino crosslinking catalysts, including l,8-diazabicyclo[5.4.0]undec-7-ene (DBU), l,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) or l,4-diazabicyclo[2.2.2]octane (DABCO). However, these have the disadvantage of causing a yellow discoloration in the finished products due to the migration of the catalyst to the surface of the adhesive and / or sealant.

[0009] Furthermore, the presence of these metallic or organic amino catalysts in the silylated polymer composition causes crosslinking to begin as soon as the polymer is in contact with water (in particular from humidity in the air or from water present in the ingredients of the composition such as mineral fillers or pigments), which can cause problems with stability of the composition during storage and / or a reduced open time during its use. The open time represents the duration between the application of the composition to a substrate and the start of crosslinking of the composition. However, certain applications require a long open time, for example for large surface area substrates to be assembled and / or during in-line assemblies.

[0010] There is therefore a need to provide a silylated polymer composition having an accelerated crosslinking time without having to add a metallic or organic amine catalyst, improved storage stability as well as an open time as long as necessary. Summary of the invention

[0011] The present invention relates to a composition comprising:

[0012] - at least one silylated polymer, and

[0013] - at least one protected boron catalyst of formula (I) 6(Ri)(Rii)(0Riii) or formula (II) 8(Ri)(0Riv)(0Rv),

[0014] in which:

[0015] - R and R", identical or different, independently represent a group substituted or unsubstituted aryl, R' and R" being able to be linked together covalently,

[0016] - R'", directly or indirectly linked to the oxygen atom of OR1", represents:

[0017] - a group comprising a structure of type (la): Or No. 2

[0018] - a group comprising a structure of type (Ib):

[0019] - ORiv and ORV are engaged in the same cycle and Riv and Rv, directly or indi directly linked to the oxygen atom of ORiv and ORV respectively, represent:

[0020] - a group comprising a structure of type (lia):

[0021] - a group comprising a structure of type (IIb):

[0022] The present invention also relates to the use of the composition according to the invention as an adhesive and / or sealant.

[0023] The present invention also relates to a method of photoactivating the composition according to the invention, comprising a step of irradiating said composition.

[0024] The present invention also relates to a method of assembling substrates comprising:

[0025] - coating, on at least one surface of the substrates to be assembled, the composition according to the invention, then

[0026] - bringing the substrates into contact, and

[0027] - crosslinking of the composition,

[0028] the method of assembling substrates further comprising the photoactivation method according to the invention implemented before the step of bringing the substrates into contact.

[0029] Finally, the present invention relates to an article comprising the composition according to the invention, said composition binding at least two substrates of said article.

[0030] The composition according to the invention has improved storage stability as well as an open time as long as necessary. Indeed, since the boron catalyst is protected, it cannot catalyze the crosslinking of the silylated polymer, which makes it possible to limit the risk of premature crosslinking. However, as soon as it has been deprotected, the boron catalyst makes it possible to accelerate the crosslinking, leading to a composition having an accelerated crosslinking time. Description of the invention Composition Silylated polymer

[0031] By “silylated polymer” is meant a polymer comprising at least one alkoxysilane group. Preferably, the silylated polymer comprises at least one alkoxysilane group at the end of the polymer.

[0032] The silylated polymer is generally in the form of a more or less viscous liquid. The silylated polymer can have a viscosity at 23°C ranging from 1 to 200 Pa.s, preferably from 5 to 175 Pa.s. The viscosity of the silylated polymer can for example be measured according to a Brookfield type method at 23°C and 50% relative humidity (S28 needle).

[0033] Advantageously, the silylated polymer comprises at least one, preferably at least two, alkoxysilane groups of formula (III):

[0034] in which: - R4 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, and when p is equal to 2, the radicals R4 are identical or different, - R5 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, and optionally one or more heteroatoms chosen independently from oxygen and nitrogen, and when p is equal to 0 or 1, the radicals R5 are identical or different, two OR5 groups being able to be engaged in the same cycle, and - p is an integer equal to 0, 1 or 2, preferably equal to 0 or 1.

[0035] Preferably, the alkoxysilane groups of the silylated polymer are of formula (III) with: - R4 and R5 each represent a methyl radical, and - p is equal to 0 or 1.

[0036] The various groups, radicals and letters which are included in the formulas described in this text retain, throughout this text, and in the absence of any indication to the contrary, the same definition.

[0037] Advantageously, the silylated polymer has a number-average molar mass of between 500 g / mol and 70,000 g / mol, preferably between 4,000 g / mol and 60,000 g / mol, more preferably between 10,000 g / mol and 50,000 g / mol.

[0038] The molar mass of the polymers can be measured by methods well known to those skilled in the art, for example by size exclusion chromatography using polystyrene type standards.

[0039] In the context of the invention, the ranges of values ​​are understood to include the limits. For example, the range “between 0% and 25%” includes in particular the values ​​0% and 25%.

[0040] Advantageously, the silylated polymer is of formula (IV), (V) or (VI): piG —«h

[0041] (IV) P >• O ** " HP

[0042] (V) L ° ° jr

[0043] (VI)

[0044] in which: - R4, R5 and p have the same meaning as in formula (III) described above. above, - P represents a saturated or unsaturated polymeric radical, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, optionally comprising one or more heteroatoms, such as oxygen, nitrogen, sulfur and / or silicon, preferably oxygen and / or nitrogen, - R1 represents a divalent hydrocarbon radical comprising from 5 to 15 carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, - R3 represents a linear or branched divalent alkylene radical comprising from 1 to 6 carbon atoms, preferably from 1 to 3 carbon atoms, - X represents a divalent radical chosen from -NH-, -NR7- or -S-, - R7 represents a linear or branched alkyl radical comprising from 1 to 20 carbon atoms and which may also comprise one or more heteroatoms, and - f is an integer ranging from 1 to 6, advantageously from 2 to 5, preferably from 2 to 4, even more preferably from 2 to 3.

[0045] Advantageously, the silylated polymer is of formula (IV), (V) or (VI) with P representing a polymer radical chosen from polyethers, polycarbonates, polyesters, polyolefins, polyacrylates, polyamides, polyether polyurethanes, polyester polyurethanes, polyolefin polyurethanes, polyacrylate polyurethanes, polycarbonate polyurethanes, polyether / polyester block polyurethanes and polysiloxanes, preferably chosen from polyethers, polyurethanes, polyether polyurethanes, and mixtures thereof, more preferably from polyethers.

[0046] Preferably, the silylated polymer is of formula (IV'), (IV”), (V') or (VI'): MU R^i- R' - NH-C- O- R'-fo- rQ-OC- NH- R^Sî(R\(ORXp 11 L- -jn H ” ' * OO

[0048] (IV”) (R Wp(R4)^- R5- O- R24o- R^O^ R— Si(R%(OR%.F

[0049] (V') fR^O^nS'l-Si—8—X—G—MH HS—NH-C—<5—8H-0—C—MH-C—O—RH^Ù—C—8HHR—MH-O—X—8—SX8 ' i»jO8" 5¾. Il HL || || I„ H

[0050] (VI')

[0051] in which: - R1, R3, R4, R5, X, R7 and p have the same meaning as in formulas (IV), (V) and (VI), - R2 represents a saturated or unsaturated, linear or branched divalent hydrocarbon radical optionally comprising one or more heteroatoms, such as oxygen, nitrogen, sulfur, silicon, - n is an integer, preferably n is such that the number-average molar mass of the silylated polymer is between 500 g / mol and 70,000 g / mol, more preferably between 4,000 g / mol and 60,000 g / mol, even more preferably between 10,000 g / mol and 50,000 g / mol.

[0052] In the silylated polymers of formulae (IV'), (IV”), (V') or (VI') defined above, when the radical R2 comprises one or more heteroatoms, said heteroatoms are not present at the end of the chain. In other words, the free valences of the divalent radical R2 linked to the oxygen atoms adjacent to the silylated polymer each come from a carbon atom. Thus, the main chain of the radical R2 is terminated by a carbon atom at each of the two ends, said carbon atom then having a free valence.

[0053] According to one embodiment, the silylated polymers are obtained from polyols chosen from polyether polyols, polyester polyols, polycarbonate polyols, polyacrylate polyols, polyamide polyols, polysiloxane polyols, polyolefin polyols, and mixtures thereof, preferably from diols chosen from polyether diols, polyester diols, polycarbonate diols, polyacrylate diols, polyamide diols, polysiloxane diols, polyolefin diols, and mixtures thereof, more preferably from polyether diols. In the case of polymers of formulae (IV'), (IV”), (V') or (VI') described above, such diols may be represented by the formula HO-R2-OH or H-[O- R2]n-OH, where R2 has the same meaning as in formulae (IV'), (IV”), (V') or (VI').

[0054] In particular, in the silylated polymer of formula (VI') defined above, the radical R 2 may be identical or different, that is to say that the silylated polymer of formula (VI') may be a silylated copolyurethane obtained from identical or different HO-R2-OH diols.

[0055] According to one embodiment, when the silylated polymer is of formula (IV') or (VI'), the radical R2 can be chosen from the following divalent radicals, the formulas below of which show the two free valencies:

[0056] - derivative of a polypropylene glycol:

[0057] - derived from a polyester diol: - derivative of a polybutadiene diol:

[0058]

[0059] - derivative of a polyacrylate diol: QQ=

[0060] - derivative of a polysiloxane diol: a3 q3 q7 —Q—Si-a-Psiâ^Si- Q— hi A Xs Wh-wh

[0061] in which:

[0062] - q represents an integer such that the molar mass in number of the radical R2 ranges from 100 g / mol to 48600 g / mol, preferably from 300 g / mol to 18600 g / mol, more preferably from 500 g / mol to 12600 g / mol,

[0063] - r and s represent zero or a non-zero integer such that the average molar mass in number of the radical R2 ranges from 100 g / mol to 48600 g / mol, preferably from 300 g / mol to

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070] 18600 g / mol, more preferably from 500 g / mol to 12600 g / mol, it being understood that the sum r+s is different from zero, - Q1 represents a linear or branched, saturated or unsaturated, aromatic or aliphatic divalent alkylene radical, preferably having from 1 to 18 carbon atoms, more preferably from 1 to 8 carbon atoms, - Q2 represents a linear or branched divalent alkylene radical preferably having from 2 to 36 carbon atoms, more preferably from 1 to 8 carbon atoms, - Q3, Q4, Q5, Q6, Q7 and Q8, represent, independently of one another, a hydrogen atom or an alkyl, alkenyl or aromatic radical, preferably having from 1 to 12 carbon atoms, preferably from 2 to 12 carbon atoms, more preferably from 2 to 8 carbon atoms. According to one embodiment, R1 is chosen from the following divalent radicals whose formulas below show the two free valencies: a) the divalent radical derived from isophorone diisocyanate (IPDI): CHj ch3 CH3 b) the divalent radical derived from dicyclohexylmethane diisocyanate (H12MDI): (c) divalent radicals derived from the 2,4- and 2,6- isomers of toluene diisocyanate (TDI):

[0071]

[0072]

[0073] (d) divalent radicals derived from the 4,4' and 2,4'- isomers of diphenylmethane diisocyanate (MDI): e) the divalent radical derived from hexamethylene diisocyanate (HDI): -(CH2)6-f) the divalent radical derived from m-xylylene diisocyanate (m-XDI):

[0074] g) the divalent radical derived from pentamethylene diisocyanate (PDI)

[0075] -(CH2)5-

[0076] According to a preferred embodiment, the silylated polymer is of formula (IV”) or (V'), preferably (V'), and the radical R2 preferably represents a linear or branched divalent alkylene radical comprising from 2 to 4 carbon atoms, more preferably a linear or branched divalent alkylene radical comprising 3 carbon atoms, even more preferably an isopropylene radical (of formula -CH2 -CH(CH3)-).

[0077] According to a particular embodiment, the silylated polymer is a polymer of formula (V') in which: - R2 represents an isopropylene radical, - R4 and R5 each represent a methyl radical, and - p is equal to 1.

[0078] The polymers of formula (IV), (IV') or (IV”) can be obtained according to a process described for example in documents EP 2336208 and WO 2009 / 106699.

[0079] The polymers of formula (V) or (V') can be obtained by hydrosilylation of polyether diallyl ether according to a process described for example in document EP 1829928.

[0080] The polymers of formula (VI) or (VI') can for example be obtained by reaction of polyol(s) with one or more diisocyanate(s) followed by a reaction with aminosilanes or mercaptosilanes. A process for preparing polymers of formula (VI) or (VI') is described for example in document EP 2583988. A person skilled in the art will be able to adapt the manufacturing process described in this document in the case of the use of different types of polyols.

[0081] The content of at least one silylated polymer in the composition according to the invention may be between 5% and 99% by weight relative to the total weight of the composition. The content of at least one silylated polymer may depend on the use of the composition according to the invention. For example, for use as a sealant, the content of at least one silylated polymer may be between 5% and 50% by weight relative to the total weight of the composition, preferably between 10% and 40% by weight; for use as a pressure-sensitive adhesive, the content of at least one silylated polymer may be between 10% and 99% by weight relative to the total weight of the composition, preferably between 15% and 90% by weight, more preferably between 20% and 80% by weight. Protected boron catalyst

[0082] When storing the composition according to the invention, the silylated polymer is in non-crosslinked form. The crosslinking of the silylated polymer is carried out after the protected boron-containing catalyst has been deprotected, in particular under ultraviolet irradiation, and when the composition is in the presence of moisture (allowing the hydrolysis of alkoxysilane groups), in particular air humidity. Indeed, once deprotected, the boron-containing catalyst allows the silylated polymer to be crosslinked, in particular by condensation of hydrolyzed alkoxysilane groups (silanols) to form siloxane bonds (-Si-O-Si-).

[0083] The protected boron catalyst makes it possible to limit the risk of premature crosslinking of the silylated polymer. Thus, the composition according to the invention has improved storage stability as well as an open time as long as necessary.

[0084] The composition according to the invention comprises at least one protected boron catalyst of formula (I) 13(^)(^)(0^) or of formula (II) B(Ri)(ORiv)(ORv), in particular of formula (II). • R' and R"

[0085] R' and Rü, identical or different, independently represent a substituted or unsubstituted aryl group, preferably substituted, and R1 and R" can be linked together covalently, in particular via a heteroatom (preferably an oxygen). Ri and Rü are directly linked to the boron atom in formulas (I) and (II).

[0086] By “aryl group” is meant a mono- or polycyclic aromatic group optionally comprising one or more heteroatoms (such as oxygen, nitrogen, sulfur).

[0087] For example, R1 and R" may be independently selected from a phenyl, naphthyl, anthracenyl, coumarinyl, pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, indolyl, acrydinyl, quinolinyl, furanyl, pyrrolyl and thienyl group (each group being substituted or unsubstituted), preferably from a phenyl, naphthyl, pyridinyl, furanyl and thienyl group, more preferably a phenyl group.

[0088] When the aryl group is substituted, the substituent(s) may be, for example, an alkyl (linear, branched or cyclic) preferably having 1 to 5 carbon atoms, a halogen, an amine group, an amide group, a carbamate group, an alkoxy group, an ester group, a ketone group, a formyl group, a nitro group, a hydroxyl group, a cyano group, a trifluoromethyl group, a silyl group (for example trialkylsilyl), a sulfonate ester (for example triflate) and / or a sulfonyl group (for example triflyl, methanesulfonyl: -SO2CH3).

[0089] Advantageously, each substituent is independently chosen from an alkyl preferably having 1 to 5 carbon atoms, a halogen, a diarylamino group, a dialkylamino group, a primary amide group (in particular -C(=O)NH2, -C(=O)NHCH3, -C(=O)NHCH2CH3, -C(=O)N(CH3)2, -C(=O)N(CH2CH3)2), a C1-C5 alkyl carbamate group (in particular t-butyl: -NH-C(=O)OC(CH3)3), a methoxy group, an ethoxy group, a methyl ester group (-C(=O)OCH3), an ethyl ester group, a methyl ketone (-C(=O)CH3), an ethyl ketone, a nitro group, a hydroxyl group, a cyano group, a trifluoromethyl group, a trimethylsilyl group, a triethylsilyl group, a t-butyldimethylsilyl group, a methanesulfonyl group and an ethanesulfonyl group.

[0090] Preferably, each substituent is independently selected from an alkyl having 1 to 5 carbon atoms, a halogen, a diphenylamino group, an amide group -C(=O)NH2, a t-butyl carbamate group, a methoxy group, a methyl ester group, a methyl ketone, a nitro group, a hydroxyl group, a cyano group, a trifluoromethyl group, a trimethylsilyl group and a methanesulfonyl group.

[0091] More preferably, each substituent is independently chosen from fluorine, chlorine, a nitro group and a trifluoromethyl group.

[0092] Even more preferably, each substituent is independently chosen from fluorine, a nitro group and a trifluoromethyl group.

[0093] According to one embodiment, R' and R" are independently chosen from the following groups:

[0094] Preferably, Ri and R" are independently selected from the following groups:

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101] More preferably, R' and R" are chosen independently from the following groups: In particular, R' and R" are the following grouping: • R1" R" is directly or indirectly linked to the oxygen atom of OR" (OR" being directly linked to the boron atom) and represents: - a group comprising a structure of type (la): - a group comprising a structure of type (Ib): Preferably, R" represents a group comprising a structure of type (Ia). By "group comprising a structure of type (Ia) (or (Ib))" is meant a group comprising the chain of atoms represented by the structure (Ia) (or (Ib)); in particular, substituents may be present.

[0102] According to one embodiment, R" is directly linked to the oxygen atom of OR1", and OR" is chosen from the following groups:

[0103] Preferably, R" is directly linked to the oxygen atom of OR" and OR" is chosen from the following groups: Riv and Rv

[0104] Riv and Rv are directly or indirectly linked to the oxygen atom of ORiv and ORV respectively (ORiv and ORV being directly linked to the boron atom) and represent:

[0105] - a group comprising a structure of type (lia):

[0106] - a group comprising a structure of type (Ilb):

[0107] Preferably, Riv and Rv represent a group comprising a structure of type (Ha).

[0108] By “group comprising a structure of type (IIa) (or (IIb))” is meant a group comprising the chain of atoms represented by the structure (IIa) (or (IIb)); in particular, substituents may be present.

[0109] According to one embodiment, Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groups:

[0110] Preferably, Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groups:

[0111] In particular, Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are represented by the following grouping: • Other characteristics of the protected boron catalyst

[0112] According to a particular embodiment, the composition according to the invention comprises at least one protected boron catalyst of formula (I) or of formula (II) in which:

[0113] - R and R" are independently chosen from a phenyl, naphthyl, py- group ridinyl, furanyl and thienyl, each group being optionally substituted by one or more substituents independently selected from fluorine, chlorine, a nitro group and a trifluoromethyl group,

[0114] - Rüi is directly linked to the oxygen atom of OR1", and ORiü is chosen from the following groups:

[0115] - Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groupings:

[0116] Preferably, in formulas (I) and (II):

[0117] - R' and R" are independently chosen from the following groups:

[0118] - R" is directly linked to the oxygen atom of OR" and OR" is chosen from following groups:

[0119] - Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groupings:

[0120] In particular, in formulas (I) and (II):

[0121] - R' and R" are chosen independently from the following groups:

[0122] - R" is directly linked to the oxygen atom of OR" and OR'*' is chosen from following groups:

[0123] - Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groupings:

[0124] For example, the composition according to the invention may comprise at least one ca protected boronated catalytic converter of formula (II) chosen from:

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133] The content of protected boron catalyst may be between 0.05% and 10% by weight relative to the total weight of the at least one silylated polymer, preferably between 0.5% and 5% by weight. The protected boron catalyst of formula (I) may be prepared by reacting a boron catalyst of formula (!') 6(^)(^)(011) with an alcohol HOR, R', R" and R" being as described above (including preferred embodiments and features). The protected boron catalyst of formula (II) may be prepared by reacting a boron catalyst of formula (II') B(R)(OH)2 with an alcohol H0Riv-Rv0H, R', Riv and Rv being as described above (including preferred embodiments and features). Additives The composition according to the invention may further comprise one or more additives, notably chosen from fillers, adhesion promoters, plasticizers, solvents, rheological agents, moisture absorbers, pigments, UV stabilizers (or antioxidants), and mixtures thereof. The total content of additives can be up to 95% by weight relative to the total weight of the composition, preferably up to 80% by weight. • Charge Advantageously, the composition according to the invention further comprises a filler. The filler can be chosen from mineral fillers, organic fillers and mixtures of organic fillers and mineral fillers. As an example of a mineral filler, we can cite any mineral filler usually used in the field of adhesive and / or mastic compositions. These fillers are in the form of particles of various geometries. They may be, for example, spherical, fibrous, or have an irregular shape.

[0134] For example, the mineral filler may be chosen from siliceous and silicate fillers (for example clays, quartz, silica, talc, mica, etc.), sulfated fillers (for example gypsum, etc.), aluminum oxides and hydroxides, carbonated fillers, hollow mineral microspheres, and mixtures thereof.

[0135] Among the hollow mineral microspheres, mention may be made of hollow glass microspheres, and more particularly those made of sodium and calcium borosilicate or aluminosilicate.

[0136] Preferably, the mineral fillers are formed by the group consisting of carbonate fillers.

[0137] Advantageously, the carbonated filler is chosen from alkali or alkaline earth metal carbonates and mixtures thereof. Preferably, the carbonated filler comprises calcium carbonate, more preferably the carbonated filler is chalk or calcium carbonate coated with fatty acids, for example precipitated calcium carbonate coated with fatty acids.

[0138] When the calcium carbonate is coated with fatty acids, this makes it possible to impart total or partial hydrophobicity to the calcium carbonate particles. In addition, the fatty acid coating acts as a hydrophobic coating which can prevent the calcium carbonate from absorbing the constituents of the composition and rendering them ineffective. The hydrophobic coating of the calcium carbonate can represent from 0.1% to 3.5% by weight, relative to the total weight of calcium carbonate.

[0139] Preferably, the fatty acids coating the calcium carbonate comprise or consist of more than 50% by weight of stearic acid relative to the total weight of the fatty acids.

[0140] As an example of an organic filler, mention may be made of any organic filler, in particular polymeric, usually used in the field of adhesive and / or mastic compositions.

[0141] For example, the organic filler may be selected from polyvinyl chloride (PVC), polyolefins, rubber, ethylene vinyl acetate (EVA), expandable or non-expandable thermoplastic polymer hollow microspheres (such as vinylidene chloride / acrylonitrile hollow microspheres), aramid fibers (such as Kevlar®), and mixtures thereof.

[0142] The average particle size of the filler may be between 10 nm and 400 pm, preferably between 20 nm and 100 pm, more preferably between 30 nm and 30 pm.

[0143] The average particle size advantageously corresponds to the particle size d50, i.e. the maximum size of 50% of the smallest particles by volume, and can be measured with a particle size analyzer, in particular by laser diffraction on a device of MALVERN type (for example according to standard NF ISO 13320).

[0144] Unless otherwise indicated, the standards referred to throughout the application are those in effect on the date of filing of the application.

[0145] The filler content can be up to 80% by weight relative to the total weight of the composition, for example between 20% and 70% by weight, preferably between 30% and 60% by weight. • Membership promoter

[0146] The composition according to the invention may further comprise an adhesion promoter.

[0147] The adhesion promoter may be chosen from amino-, mercapto- and epoxy-alkoxysilanes, and mixtures thereof. Preferably, the adhesion promoter is chosen from amino-, mercapto- and epoxy-trialkoxysilanes, and mixtures thereof.

[0148] As an example of epoxy-alkoxysilane, mention may be made of (3-glycidyloxypropyl)trimethoxysilane (also called GLYMO).

[0149] Advantageously, the aminotrimethoxysilanes are formed by the group consisting of 4-amino-3,3-dimethylbutyltrimethoxysilane (for example SILQUEST A-LINK 600 marketed by MOMENTIVE), (3-aminopropyl)trimethoxysilane (for example DYNASYLAN® AMMO marketed by EVONIK), N-(3-(trimethoxysilyl)propyl)ethylenediamine (for example GENIOSIL® GF9 marketed by the company WACKER), and mixtures thereof.

[0150] The content of adhesion promoter can be up to 5% by weight relative to the total weight of the composition, for example between 0.1% and 5% by weight, preferably between 0.2% and 3% by weight, more preferably between 0.5% and 2% by weight. • Plasticizer

[0151] The composition according to the invention may further comprise a plasticizer.

[0152] The plasticizer may be any plasticizer commonly used in the field of adhesive and / or sealant compositions.

[0153] For example, the plasticizer may be chosen from mixtures of methyl esters of fatty acids (in particular fatty acids comprising 18 carbon atoms such as fatty acids derived from castor oil, including in particular ricinoleic acid), mixtures of esters of alkylsulfonic acids and phenol (such as the mixture identified by CAS No. 91082-17-6, in particular MESAMOLL®), diisodecyl phthalate, diisononyl phthalate, diisononyl ester of 1,2-cyclohexanedicarboxylic acid, pentaerythritol tetravalerate, a polysiloxane resin (in particular a silsesquioxane with a number-average molar mass Mn ranging from 400 g / mol to 4000 g / mol, preferably from 500 g / mol to 2500 g / mol), and their mixtures.

[0154] The plasticizer content can be up to 15% by weight relative to the total weight of the composition, preferably up to 10% by weight. • Solvent

[0155] The composition according to the invention may further comprise a solvent.

[0156] The solvent may be chosen from aliphatic hydrocarbons (such as pentane, hexane, heptane, octane, nonane, decane, dodecane, isohexane, isooctane, isododecane, tetradecane, dodecylbenzene, cyclohexane, kerosene and naphthene), halogenated hydrocarbons (such as carbon tetrachloride, chloroform, dichloromethane, ethyl bromide, trichloroethylene, tetrachloroethylene, trifluoroethylene, tetrafluoroethylene, trichlorotrifluoroethylene and tetrachlorodifluoroethylene), esters (such as methyl acetate, ethyl acetate and propyl acetate), ethers (such as diethyl ether and tetrahydrofuran), and mixtures thereof, preferably from ethers, in particular diethyl ether.

[0157] The solvent content can be up to 10% by weight relative to the total weight of the composition, preferably up to 5% by weight. • Rheological agent

[0158] The composition according to the invention may further comprise a rheological agent.

[0159] The rheology agent may be any rheology agent usually used in the field of adhesive and / or sealant compositions.

[0160] For example, the rheology agent may be chosen from:

[0161] - PVC plastisols, corresponding to a suspension of PVC in an agent plasticizer miscible with PVC, obtained in situ by heating at temperatures ranging from 60°C to 80°C. These plastisols may be those described in particular in the work “Polyurethane Sealants”, Robert M. Evans, ISBN 087762-998-6,

[0162] - pyrogenic silica, such as HD K® N20 marketed by WACKER,

[0163] - urea derivatives resulting from the reaction of an aromatic diisocyanate monomer such as than 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,

[0164] - amide waxes, preferably micronized, such as CRAYVALLAC® SLX, CRAYVALLAC® SLW or CRAYVALLAC® SUPER marketed by Arkema, or THIXATROL® AS8053 or THIXATROL® MAX (EC No.: 432-430-3) which are available from ELEMENTIS, or RHEOBYK 7503 marketed by BYK, and

[0165] - their mixtures.

[0166] By "amide waxes" is meant waxes comprising one or more compounds having at least one amide group. In particular, the amide waxes can be obtained from fatty acid(s) (for example ricinoleic acid) and (di)amine(s).

[0167] By “micronized” is meant an average particle size of less than 1 mm, advantageously less than 500 pm, preferably less than 100 pm, more preferably potentially less than 10 pm.

[0168] The average particle size advantageously corresponds to the d50 particle size, i.e. the maximum size of 50% of the smallest particles by volume, and can be measured with a granulometer, in particular by laser diffraction on a MALVERN type device (for example according to standard NF ISO 13320).

[0169] The content of rheology agent can be up to 30% by weight relative to the total weight of the composition, preferably up to 20% by weight. • Moisture absorber

[0170] The composition according to the invention may further comprise a moisture absorber.

[0171] A suitable moisture absorber (or desiccant) is in particular an al-koxysilane such as a trialkoxysilane (particularly a trimethoxysilane).

[0172] For example, the moisture absorber may be chosen from vinyltrimethoxysilane, trimethoxymethylsilane, propyltrimethoxysilane, vinyltriethoxysilane, alkoxyarylsilanes (for example GENIOSIL® XL 70 marketed by WACKER), and mixtures thereof.

[0173] The moisture absorber content may be up to 5% by weight relative to the total weight of the composition, preferably up to 3% by weight. • Pigment

[0174] The composition according to the invention may further comprise a pigment.

[0175] For example, the pigment may be chosen from organic pigments, pigments inorganic and mixtures thereof, for example among titanium dioxide, carbon black, manganese ferrite, and mixtures thereof.

[0176] The pigment content can be up to 5% by weight relative to the total weight of the composition, preferably up to 3% by weight. • UV stabilizer (or antioxidant)

[0177] The composition according to the invention may further comprise a UV stabilizer (or antioxidant).

[0178] A UV stabilizer is typically introduced to prevent degradation resulting from a reaction with oxygen which is likely to form by the action of heat or light. UV stabilizers may include antioxidants capable of scavenging free radicals.

[0179] For example, the UV stabilizer (or antioxidant) may be chosen from benzotriazoles, benzophenones, so-called hindered phenols (such as ethylenebis(oxyethylene) bis[3-(5-tert-butyl-4-hydroxy-m-tolyl)propionate], 2,2'-methylenebis(6-(tert-butyl)-4-methylphenol), 2,2'-methylenebis(6-(tert-butyl)-4-ethylphenol), 2,2'-methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-methylenebis(4,6-di(tert-butyl)phenol), 4,4'-methylenebis(2,6-di(tert-butyl)phenol), 2,6-di(tert-butyl)-4-methylphenol), so-called hindered amines (such as bis(l-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(l,2,2,6,6-pentamethyl-4-piperidyl)sebacate (CAS No. 41556-26-7), methyl l,2,2,6,6-pentamethyl-4-piperidyl sebacate (CAS No. 82919-37-7), octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 4,4'-bis(a,a-dimethylbenzyl)diphenylamine), and mixtures thereof. Examples include Irganox® 245, Irganox® 1076, TINUVIN® 292, TINUVIN® 765 or TINUVIN® 770 DF marketed by BASF and RIASORB UV-123 marketed by RIANLON.

[0180] So-called hindered phenols are generally phenols substituted by at least one bulky group (such as tert-butyl) preferably in the ortho position relative to the hydroxy group.

[0181] The content of UV stabilizer (or antioxidant) can be up to 5% by weight relative to the total weight of the composition, for example between 0.1% and 5% by weight, preferably between 0.5% and 3% by weight. Other features

[0182] Advantageously, the composition according to the invention has a content of crosslinking catalyst other than a protected boronated catalyst (in particular of formula (I) or (II) as defined above) of less than 0.05% by weight relative to the total weight of the composition, preferably less than 0.02% by weight, more preferably less than 0.015% by weight.

[0183] By “crosslinking catalyst” is meant a catalyst known to those skilled in the art for the condensation of silanol.

[0184] Examples of crosslinking catalysts for silanol condensation include metal and / or organic amino catalysts, including:

[0185] - organic titanium derivatives such as titanium acetyl acetonate, tetra- titanium propylate, titanium tetrabutylate,

[0186] - organic zirconium derivatives such as zirconium acetyl acetonate, te- zirconium tetrapropylate, zirconium tetrabutylate,

[0187] - organic bismuth derivatives such as bismuth neodecanoate,

[0188] - amines such as l,8-diazabicyclo[5.4.0]undec-7-ene (DBU), l,5-diazabicyclo[4.3.0]non-5-ene (DBN), diethyl ether-2,2'-morpholine (DMDEE), l,4-diazabicylo[2.2.2]octane (DABCO), l,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD),

[0189] - zinc carboxylate catalysts (e.g. zinc octoate),

[0190] - tin-based catalysts such as compounds derived from dioctyltin or di- butyltin.

[0191] The composition according to the invention may be in the form of a single-component or two-component composition.

[0192] According to a first embodiment, the composition according to the invention is a single-component composition comprising: between 5% and 99% by weight of at least one silylated polymer, preferably of formula (IV), (V) or (VI), relative to the total weight of the composition, between 0.05% and 10% by weight of at least one protected boronated catalyst of formula (I) or formula (II) relative to the total weight of the at least one silylated polymer, in which R' and R" are preferably independently chosen from a phenyl, naphthyl, pyridinyl, furanyl and thienyl group, each group being optionally substituted by one or more substituents independently chosen from fluorine, chlorine, a nitro group and a trifluoromethyl group, and optionally up to 95% by weight of one or more additives relative to the total weight of the composition, the additive(s) preferably being chosen from fillers, adhesion promoters, plasticizers, solvents, rheological agents, moisture absorbers, pigments, UV stabilizers (or antioxidants), and mixtures thereof.

[0193] Preferably, the single-component composition consists essentially of the ingredients mentioned above. By "consisting essentially", it is meant that the single-component composition comprises less than 5% by weight of ingredients other than the aforementioned ingredients, relative to the total weight of said composition, preferably less than 2% by weight, even more preferably less than 1% by weight.

[0194] The ingredients of this embodiment and their particular contents are as described above, including the preferred characteristics and embodiments.

[0195] In particular, the composition according to the invention is a single-component composition comprising:

[0196] - between 5% and 99% by weight of at least one silylated polymer, preferably of formula (IV”) or (V'), relative to the total weight of the composition,

[0197] - between 0.5% and 5% by weight of at least one protected boron catalyst of formula (I) or of formula (II) relative to the total weight of the at least one silylated polymer, preferably in which:

[0198] - R and R" are independently chosen from the following groups: F F

[0199] - R" is directly linked to the oxygen atom of OR1", and OR" is chosen from following groups:

[0200] - Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groupings:

[0201] and

[0202] - optionally up to 80% by weight of one or more additives relative to the total weight of the composition, the additive(s) preferably being chosen from fillers, adhesion promoters, plasticizers, solvents, rheological agents, moisture absorbers, pigments, UV stabilizers (or antioxidants), and mixtures thereof.

[0203] Preferably, the single-component composition consists essentially of ingredients mentioned above.

[0204] The ingredients of this embodiment and their particular contents are as described above, including the preferred characteristics and embodiments.

[0205] According to a second embodiment, the composition according to the invention is a two-component composition comprising a component A and a component B, said composition comprising: - between 5% and 99% by weight of at least one silylated polymer in component A, preferably of formula (IV), (V) or (VI), relative to the total weight of the composition, - between 0.05% and 10% by weight of at least one protected boronated catalyst of formula (I) or formula (II) in component A and / or B, preferably in component B, relative to the total weight of the at least one silylated polymer, in which R' and R" are preferably independently chosen from a phenyl, naphthyl, pyridinyl, furanyl and thienyl group, each group being optionally substituted by one or more substituents independently chosen from fluorine, chlorine, a nitro group and a trifluoromethyl group, - optionally up to 10% by weight of water in component B compared to the total weight of the composition, and - optionally up to 95% by weight of one or more additives in the component A and / or B relative to the total weight of the composition, the additive(s) preferably being chosen from fillers, adhesion promoters, plasticizers, solvents, rheological agents, moisture absorbers, pigments, UV stabilizers (or antioxidants), and mixtures thereof.

[0206] The weight ratio of component A to component B may be between 100 and 0.2, preferably 40 to 1.

[0207] Preferably, the two-component composition consists essentially of the ingredients mentioned above. By "consisting essentially", it is meant that the two-component composition comprises less than 5% by weight of ingredients other than the aforementioned ingredients, relative to the total weight of said composition, preferably less than 2% by weight, even more preferably less than 1% by weight.

[0208] The ingredients of this embodiment and their particular contents are as described above, including the preferred characteristics and embodiments.

[0209] In particular, the composition according to the invention is a two-component composition comprising a component A and a component B, said composition comprising:

[0210] - between 5% and 99% by weight of at least one silylated polymer in component A, preferably of formula (IV”) or (V'), relative to the total weight of the composition,

[0211] - between 0.5% and 5% by weight of at least one protected boronated catalyst of formula (I) or of formula (II) in component A and / or B, preferably in component B, relative to the total weight of the at least one silylated polymer, preferably in which:

[0212] - R' and R" are independently chosen from the following groups:

[0213] - R111 is directly bonded to the oxygen atom of OR'", and OR" is chosen from following groups:

[0214] - Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groupings: OOO

[0215] - optionally up to 5% by weight of water in component B relative to the total weight of the composition, and

[0216] - optionally up to 80% by weight of one or more additives in the component A and / or B relative to the total weight of the composition, the additive(s) preferably being chosen from fillers, adhesion promoters, plasticizers, solvents, rheological agents, moisture absorbers, pigments, UV stabilizers (or antioxidants), and mixtures thereof.

[0217] Preferably, the two-component composition consists essentially of the ingredients mentioned above.

[0218] The ingredients of this embodiment and their particular contents are as described above, including the preferred characteristics and embodiments.

[0219] The composition according to the invention can be prepared by simply mixing its ingredients. When the composition is two-component, each of the components A and B can be prepared separately. Components A and B can be packaged, for example, in a dual cartridge.

[0220] Preferably, the composition according to the invention is prepared at a temperature between 10°C and 80°C, more preferably between 18°C ​​and 60°C. Use of the composition

[0221] The present invention also relates to the use of the composition according to the invention as an adhesive and / or sealant.

[0222] In particular, the present invention relates to the use of the composition according to the invention as an adhesive and / or sealant in the field of building construction, electronics and / or in the field of manufacturing means of transport, such as the automobile, railway, aerospace or naval industries.

[0223] The composition according to the invention is as described above, including the preferred embodiments and characteristics. Photoactivation process

[0224] The present invention also relates to a method of photoactivating the composition according to the invention, comprising a step of irradiating said composition.

[0225] Advantageously, the irradiation step is carried out at a wavelength of the absorption band of the protected boron catalyst present in the composition, for example at a wavelength of between 200 and 500 nm, preferably between 350 nm and 410 nm.

[0226] The irradiation step can be carried out between 5 min and 72 h, preferably between 10 min and 36 h, more preferably between 15 min and 12 h.

[0227] The irradiation step can be carried out at a temperature between 15°C and 80°C, preferably between 18°C ​​and 65°C, more preferably between 20°C and 30°C.

[0228] The photoactivation process according to the invention makes it possible in particular to deprotect the protected boron catalyst introduced into the composition according to the invention, and therefore to release the corresponding borinic / boronic acid in order to catalyze the crosslinking of the silylated polymer of the composition according to the invention.

[0229] In particular, the photoactivation process leads to the release of at least one boron catalyst of formula (!') 6(^)(^)(011) or of formula (II') B(R')(OH)2, in which R' and R" are as described above (including the preferred embodiments and characteristics). Substrate assembly process

[0230] The present invention also relates to a method for assembling substrates comprising:

[0231] - coating, on at least one surface of the substrates to be assembled, the composition according to the invention, then

[0232] - bringing the substrates into contact, and

[0233] - crosslinking of the composition,

[0234] the method of assembling substrates further comprising the photoactivation method according to the invention implemented before the step of bringing the substrates into contact.

[0235] The photoactivation method and the composition according to the invention are as described above, including the preferred embodiments and characteristics.

[0236] Preferably, the coating and contacting steps are carried out at room temperature (in particular between 18°C ​​and 25°C, for example at approximately 23°C).

[0237] By “approximately X”, we mean more or less 10% of the value of X.

[0238] It is understood that, during the coating step and the contacting step, the com position according to the invention is in the unhardened state.

[0239] The crosslinking step can be carried out between 18°C ​​and 80°C, preferably between 20°C and 65°C, for example between 30°C and 60°C.

[0240] The substrates may be the same or different.

[0241] The substrates concerned are very varied and are, for example, inorganic substrates such as concrete, ceramics, metals and / or alloys (such as aluminum alloys, steel, non-ferrous metals and galvanized metals), and / or organic substrates such as wood and / or plastics (such as PVC, polycarbonate, PMMA, polyethylene, polypropylene, polyesters, epoxy resins).

[0242] Preferably, the photoactivation method according to the invention is implemented after the coating step, i.e. after the coating step and before the application step. contact of the substrates. Article

[0243] The present invention also relates to an article comprising the composition according to the invention (crosslinked or not), said composition binding at least two substrates of said article.

[0244] The composition according to the invention is as described above, including the preferred embodiments and characteristics.

[0245] The article can be obtained by the method of assembling substrates according to the invention (including preferred embodiments and characteristics).

[0246] The substrates are preferably as described above for the substrate assembly method according to the invention.

[0247] All the embodiments described above may be combined with each other. In particular, the various aforementioned constituents of the composition, and in particular the preferred embodiments, may be combined with each other.

[0248] The following examples are given purely for illustrative purposes of the invention and should not be interpreted as limiting its scope. Examples

[0249] Example 1: Synthesis of boron catalysts protected by a photolabile group

[0250] Protected boron catalysts B1-B5 were obtained by the following method: boronic acid (1.1 mmol) and Na2SO4 (3.0 mmol) were added to a solution of (7^5)-2,2-dimethyl-l-(2-nitrophenyl)propane-l,3-diol (1.0 mmol) in tetrahydrofuran. The reaction mixture was stirred for 24 h at 60°C, then cooled to room temperature and filtered, and the filter cake was extracted three times with ethyl acetate. The filtrate was then concentrated under reduced pressure and the crude product was purified by column chromatography or recrystallization.

[0251] The boronic acids used to obtain the protected boron catalysts B1-B5 are respectively 4-nitrophenylboronic acid, 3,5-bis(trifluoromethyl)phenylboronic acid, 4-(trifluoromethyl)phenylboronic acid, 2,6-difluorophenylboronic acid and 3-nitrophenylboronic acid.

[0252] The formulas of the protected boron catalysts B1-B5 are shown in Table 1.

[0253] [Tableauxl] Catalyst ur B1 B2 B3 B4 B5 Formula Mb .L O'- OCJ f5c\ . B. NO. O" O ÇC K NO, 0' O JJ .1 J CJ * À NO p '0 , no2 CT NO O' O [ " J 1

[0254] Example 2: Flow time of silylated polymer and protected boronated catalyst compositions in the absence of irradiation

[0255] Different compositions C1-C5 according to the invention were prepared in the following way: a protected boronated catalyst (1% by weight of catalyst relative to the total weight of the catalyst and the silylated polymer), previously dissolved in a few drops of diethyl ether, was added to 1 g of polyether with methyldimethoxysilane end groups (MS POLYMER™ S203H, Kaneka) in a vial with a diameter of 13 mm, then the vial was placed in a VORTEX mixer in order to vigorously stir the mixture and obtain the compositions C1-C5.

[0256] After being heated to approximately 50°C for 7 days, the flow time of each composition was measured at 25°C and corresponds to the time taken for the composition to travel 3.5 cm when the vial is turned 180° vertically.

[0257] A comparative composition C0 without protected boron catalyst was also evaluated under the same conditions as compositions C1-C5 according to the invention (after 7 days at 50°C). This composition consists of 1 g of MS POLYMER™ S203H.

[0258] The different compositions tested and their flow times are indicated in Table 2 below.

[0259] [Tables2] Composition CO (comp) Cl (inv) C2 (inv) C3 (inv) C4 (inv) C5 (inv) Catalyst - B1 B2 B3 B4 B5 Flow time <5 s 8s 9s 10s 12s 18s

[0260] The flow times obtained for compositions C1-C5 according to the invention are similar to that of the comparative composition CO (silylated polymer alone). Protected boron catalysts therefore do not allow the silylated polymer to be crosslinked in the absence of irradiation.

[0261] Thus, the compositions according to the invention have good storage stability and an open time as long as necessary (the silylated polymer does not risk prematurely crosslinking).

[0262] Example 3: Flow time of silylated polymer and boron catalyst compositions after irradiation

[0263] Compositions C1-C5 prepared according to the method described in Example 2 were irradiated at a temperature of about 23°C for 20 minutes with a Kessil® LED (PR160L) centered at 370 nm, placed at a distance of 5 cm. After this irradiation period, the compositions were heated at about 50°C for 7 days. The flow time of each composition was then measured according to Example 2 and is shown in Table 3.

[0264] [Tables3] Composition Cl (inv) C2 (inv) C3 (inv) C4 (inv) C5 (inv) Flow time 4 min 17 min 2 min 30 s 8 min 20 s 4 min 30 s

[0265] Irradiation of compositions C1-C5 allows crosslinking of the silylated polymer. Indeed, the flow times in Table 3 (after irradiation) are significantly greater than the flow times in Table 2 (without irradiation).

[0266] As a result, it is possible to keep the compositions C1-C5 according to the invention in the open air for the necessary time (for example, to apply it to large areas), then to trigger the crosslinking of the silylated polymer at the desired time by simple irradiation.

Claims

1. Claims Composition comprising: - at least one silylated polymer, and - at least one protected boron catalyst of formula (I) B^XR” XORüi) or of formula (II) BCRiXOR-XOR^, in which: • R' and R", identical or different, independently represent a substituted or unsubstituted aryl group, R and R" being able to be linked together covalently, • R''', directly or indirectly linked to the oxygen atom of OR1", represents: • a group comprising the chain of atoms represented by the structure (la): a group comprising the sequence of atoms represented by the structure (Ib): ORiv and ORV are engaged in the same cycle and Riv and Rv, directly or indirectly linked to the oxygen atom of ORiv and ORV respectively, represent: • a group comprising the chain of atoms represented by the structure (IIa): , , Or a group comprising the chain of atoms re- presented by the structure (Ilb):

2.

3. Composition according to claim 1, in which the silylated polymer comprises at least one, preferably at least two, al-koxysilane groups of formula (III): in which: - R4 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, and when p is equal to 2, the radicals R4 are identical or different, - R5 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, and optionally one or more heteroatoms chosen independently from oxygen and nitrogen, and when p is equal to 0 or 1, the radicals R5 are identical or different, two OR5 groups being able to be engaged in the same cycle, and - p is an integer equal to 0, 1 or 2, preferably equal to 0 or 1. Composition according to claim 2, in which the silylated polymer is of formula (IV), (V) or (VI): (IV) (V) (VI) in which: - R4, R5 and p have the same meaning as in formula (III) described above, - P represents a saturated or unsaturated polymeric radical, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, optionally comprising one or more heteroatoms, such as oxygen, nitrogen, sulfur and / or silicon, preferably oxygen and / or nitrogen, - R1 represents a divalent hydrocarbon radical comprising from 5 to 15 carbon atoms, saturated or unsaturated, with a linear or branched open chain, or comprising one or more optionally aromatic cycles, - R3 represents a linear or branched divalent alkylene radical comprising from 1 to 6 carbon atoms, preferably from 1 to 3 carbon atoms, - X represents a divalent radical chosen from -NH-, -NR7- or -S-, - R7 represents a linear or branched alkyl radical comprising from 1 to 20 carbon atoms and which may also comprise one or more heteroatoms, and - f is an integer ranging from 1 to 6, advantageously from 2 to 5, preferably from 2 to 4, even more preferably from 2 to 3.

4. Composition according to claim 3, in which the silylated polymer is of formula (IV), (V) or (VI) with P representing a polymeric radical chosen from polyethers, polycarbonates, polyesters, polyolefins, polyacrylates, polyamides, polyether polyurethanes, polyester polyurethanes, polyolefin polyurethanes, polyacrylate polyurethanes, polycarbonate polyurethanes, polyether / polyester block polyurethanes and polysiloxanes, preferably chosen from polyethers, polyurethanes, polyether polyurethanes, and mixtures thereof, more preferably from polyethers.

5.

6. Composition according to any one of claims 1 to 4, in which R' and R" are independently chosen from a phenyl, naphthyl, anthracenyl, coumarinyl, pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, indolyl, acrydinyl, quinolinyl, furanyl, pyrrolyl and thienyl group, each group being substituted or unsubstituted, preferably from a phenyl, naphthyl, pyridinyl, furanyl and thienyl group, more preferably a phenyl group. Composition according to claim 5, in which R' and R" are independently chosen from the following groups:

7. Composition according to any one of claims 1 to 6, in which R" is directly linked to the oxygen atom of OR1", and OR" is chosen from the following groups:

8. Composition according to any one of claims 1 to 7, in which Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groups:

9. Composition according to claim 8, in which Riv and Rv are directly linked to the oxygen atom of ORiv and ORV respectively, and ORiv and ORV are chosen from the following groups:

10.

11.

12.

13.

14. Composition according to any one of claims 1 to 9, in which the content of protected boron catalyst is between 0.05% and 10% by weight relative to the total weight of the at least one silylated polymer. Composition according to any one of claims 1 to 10, in which the content of crosslinking catalyst other than a protected boron catalyst is less than 0.05% by weight relative to the total weight of the composition, preferably less than 0.02% by weight, more preferably less than 0.015% by weight. Use of the composition according to any one of claims 1 to 11, as adhesive and / or sealant. Method for photoactivating the composition according to any one of claims 1 to 11, comprising a step of irradiating said composition. Method of assembling substrates comprising: - coating, on at least one surface of the substrates to be assembled, the composition according to any one of claims 1 to 11, then - bringing the substrates into contact, and - crosslinking the composition, the method of assembling substrates further comprising the photoactivation method according to claim 13 carried out before the step of contacting the substrates.

15. An article comprising the composition of any one of claims 1 to 11, said composition binding at least two substrates of said article.

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