Composition comprising a silyl polymer

A crosslinkable composition with specific polymer structures and additives addresses the limitations of silylated polymers, achieving high tensile strength and elongation at break for automated bonding of heavy parts, improving productivity.

WO2026093675A1PCT designated stage Publication Date: 2026-05-07BOSTIK SA(FR)
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
BOSTIK SA(FR)
Filing Date
2025-10-27
Publication Date
2026-05-07

AI Technical Summary

Technical Problem

Existing silylated polymer-based compositions struggle to achieve high tensile strength and elongation at break, necessitating manual clamping for heavy parts like bus windshields, reducing productivity.

Method used

A crosslinkable composition comprising a polymer with specific functional groups, a (meth)acrylate main chain, and controlled radical polymerization methods, combined with carbon black and rheology agents, to enhance mechanical properties and facilitate automated bonding.

Benefits of technology

The composition achieves improved tensile strength and elongation at break, enabling automated bonding of heavy parts without manual clamping, enhancing productivity and mechanical performance.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present application relates to a crosslinkable composition comprising: - a polymer P comprising at least one polymer P1 comprising at least one functional group of the following formula (I): wherein: - R represents a hydrocarbon group having 1 to 20 carbon atoms, the hydrocarbon group being optionally substituted and / or comprising one or more heteroatoms; - X is a hydroxyl group or a hydrolyzable group; - p represents 1, 2 or 3; the polymer P1 comprising a (meth)acrylate-based main chain; the polymer P having a viscosity greater than or equal to 70 Pa.s at 23°C; - carbon black having an oil absorption number (OAN) of at least 80 mL / 100 g, the composition being characterized in that the carbon black content by weight is less than 20% by weight relative to the total weight of the composition.
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Description

[0001] COMPOSITION INCLUDING A SYLYL POLYMER

[0002] FIELD OF INVENTION

[0003] The present invention relates to a composition comprising a silylated polymer, and its use in particular for bonding and sealing.

[0004] TECHNICAL BACKGROUND

[0005] Various polymer-based compositions are available on the market, which can be used in numerous fields, particularly as sealants. Sealants allow for the assembly (or joining or bonding) of two substrates, which can be chosen from a wide variety of materials, and can also be used as seals. Sealants provide the resulting assembly with advantageous mechanical properties such as strength, elasticity and / or flexibility, as well as fluid tightness.

[0006] For example, polymer-based compositions can be used as sealants in building construction, shipbuilding, or the transport sector (e.g., road, sea, rail, or aerospace).

[0007] Certain applications, particularly the attachment of glass (such as a windshield or window) to a vehicle body, require the polymer-based composition to have specific mechanical properties, especially high tensile strength and high elongation at break. Indeed, it is essential that the composition does not break under impact.

[0008] The compositions available on the market for windshield replacement are usually polyurethane-based compositions with isocyanate terminations, which generally exhibit high tensile strength and high elongation at break. During the application of the composition for assembly, the reaction of the reactive isocyanate groups with water from atmospheric humidity and / or the substrates to be bonded is called the crosslinking reaction. It is the completion of this reaction, after a period known as the crosslinking time, that allows the creation of a solid three-dimensional network, which contributes to giving the resulting adhesive joint the desired mechanical properties.

[0009] Compositions based on alkoxysilane-terminated polymers (also called silylated polymers) have the advantage of being isocyanate-free. These compositions therefore constitute a toxicologically preferred alternative to isocyanate-terminated polyurethane compositions.

[0010] The crosslinking reaction of these silylated polymer-based compositions occurs, in the presence of moisture, by hydrolysis of the alkoxysilane groups carried by the polymer, then their condensation to form a siloxane bond (-Si-O-Si-) which unites the polymer chains into a solid three-dimensional network.

[0011] However, it is difficult to obtain a composition, particularly a sealant, based on silylated polymers that has both high tensile strength and high elongation at break. Indeed, compositions based on silylated polymers generally have lower tensile strength and elongation at break than compositions based on isocyanate-terminated polyurethanes.

[0012] Furthermore, when gluing heavy parts vertically, such as bus windshields, it is often necessary to use clamping devices to prevent the parts from slipping. Robots cannot be used for this purpose. Operators must manually install and remove these clamping devices, resulting in setup time and reduced productivity.

[0013] Therefore, there is a need for a new composition that addresses at least some of the aforementioned disadvantages.

[0014] In particular, there is a need to find a composition comprising a silylated polymer with improved tensile strength and elongation at break properties, closely resembling isocyanate-terminated polyurethane compositions.

[0015] In particular, there is a need to find a composition comprising a silylated polymer with good mechanical properties while also allowing for productivity gains.

[0016] DESCRIPTION OF THE INVENTION

[0017] The present invention relates to a crosslinkable composition comprising: a polymer P comprising at least one polymer P1 comprising at least one functional group of the following formula (I):

[0018] -SÎRg-pXp (I) in which: R represents a hydrocarbon group having from 1 to 20 carbon atoms, possibly substituted and / or comprising one or more heteroatoms;

[0019] X is a hydroxyl group or a hydrolyzable group; p represents 1, 2 or 3; said polymer P1 comprising a main chain based on (meth)acrylate; said polymer P having a viscosity greater than or equal to 70 Pa.s at 23°C; carbon black having an oil absorption index (OAN) of at least 80 mL / 100 g, said composition being characterized in that the mass content of carbon black is less than 20% by weight relative to the total weight of said composition.

[0020] P1 Polymer

[0021] The P1 polymer comprises a main chain based on (meth)acrylate.

[0022] In the context of the invention, the term "(meth)acrylate" includes both acrylates and methacrylates.

[0023] In polymer P1, the monomer unit constituting the main chain contains at least one (meth)acrylate monomer.

[0024] (Meth)acrylates can be diverse and varied.

[0025] The monomer (meth)acrylate can be selected from methyl (meth)acrylate; ethyl (meth)acrylate; n-propyl (meth)acrylate; n-butyl (meth)acrylate; isobutyl (meth)acrylate; n-hexyl (meth)acrylate; 2-ethylhexyl (meth)acrylate; n-octyl (meth)acrylate; isooctyl (meth)acrylate; n-decyl (meth)acrylate; n-dodecyl (meth)acrylate; tridecyl (meth)acrylate; tetradecyl (meth)acrylate; hexadecyl (meth)acrylate; 2-hydroxyethyl (meth)acrylate; 2- and 3-hydroxypropyl (meth)acrylate; 2-methoxyethyl (meth)acrylate; 2-ethoxyethyl (meth)acrylate; 2- and 3-ethoxypropyl (meth)acrylate; tetrahydrofurfuryl (meth)acrylate; alkoxylated tetrahydrofurfuryl (meth)acrylate; 2-(2-ethoxyethoxy)ethyl (meth)acrylate; cyclohexyl (meth)acrylate; glycidyl (meth)acrylate; isodecyl (meth)acrylate; lauryl (meth)acrylate; 2-phenoxyethyl (meth)acrylate;3-(dimethoxymethylsilyl)propyl (meth)acrylate; 2-(dimethoxymethylsilyl)ethyl (meth)acrylate; 2-(dimethoxymethylsilyl)methyl (meth)acrylate; 2-(diethoxymethylsilyl)methyl (meth)acrylate, and mixtures thereof. Preferably, the monomer (meth)acrylate unit content relative to polymer P1 is greater than 50% by weight, preferably greater than or equal to 70% by weight relative to the total weight of said polymer P1.

[0026] The monomer unit constituting the main chain may contain a unit composed of a monomer comprising a (meth)acryloyl group different from the aforementioned (meth)acrylate monomer. Examples of such monomers include (meth)acrylic acids, monomers containing an amido group (such as N-methylolacrylamide), monomers comprising an epoxy group (such as glycidyl acrylate), monomers comprising an amine group (such as diethylaminoethyl acrylate), and mixtures thereof.

[0027] The monomer unit constituting the main chain may contain a unit composed of a monomer copolymerizable with the aforementioned (meth)acrylate monomer. Examples of monomers that can be copolymerized with the aforementioned (meth)acrylate monomer include styrene monomers (such as vinyltoluene, alpha-methylstyrene, chlorostyrene), vinyl monomers containing a fluorine atom (such as para-fluoroethylene, perfluoropropylene), vinyl monomers containing a Si atom (such as vinyltrimethoxysilane, vinyltriethoxysilane); maleic anhydride, maleic acid, fumaric acid, maleimide monomers, vinyl monomers containing a nitrile group (such as acrylonitrile), vinyl ester monomers (such as vinyl acetate), vinyl chloride, allyl chloride, polyoxyethylene (meth)acrylate, and mixtures thereof.

[0028] Preferably, polymer P1 is: i) a polymer in which the monomer unit constituting the main chain is composed of an acrylate monomer and a methacrylate monomer; or ii) a polymer in which the monomer unit constituting the main chain is composed of an acrylate monomer.

[0029] The polymer P1 comprises at least one function of formula (I) above, preferably at least two, and preferably in a terminal position.

[0030] Preferably, in formula (I), R represents an alkyl group comprising from 1 to 20 carbon atoms, an aryl group comprising from 6 to 20 carbon atoms, or an aralkyl group comprising from 7 to 20 carbon atoms. Preferably, R represents an alkyl group comprising from 1 to 20 carbon atoms.

[0031] Preferably, in formula (I), the hydrolyzable group X is a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, an amino group, an amide group, or a mercapto group. Preferably, X is an alkoxy group.

[0032] The polymer P1 preferably has at least one function of formula (lA): -SiR3.p(OR')p (lA) in which:

[0033] R' and R each represent, independently of each other, an alkyl group having from 1 to 20 carbon atoms; p represents 1, 2 or 3, preferably 2 or 3.

[0034] Preferably, the polymer P1 comprises at least one function of formula (I) or (lA) selected from dimethoxymethylsilyl, diethoxymethylsilyl, diisopropoxymethylsilyl, trimethoxysilyl, triethoxysilyl, triisopropoxysilyl, more preferably trimethoxysilyl and dimethoxymethylsilyl.

[0035] Advantageously, polymer P1 has a number-average molar mass 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.

[0036] The molar mass of polymers can be measured by methods well known to those skilled in the art, for example by NMR or by size exclusion chromatography using polystyrene-type standards.

[0037] The P1 polymer can be obtained by different polymerization methods.

[0038] Radical polymerization methods can be classified into "general radical polymerization" and "controlled radical polymerization." General radical polymerization is a polymerization method that typically involves simple polymerization using a polymerization initiator such as an azo compound or a peroxide. In contrast, "controlled radical polymerization" is a method capable of introducing a specific functional group into a controlled site such as an end. Controlled radical polymerization methods can be further classified into "chain-transfer agent polymerization" and "live radical polymerization." Chain-transfer agent polymerization is characterized by polymerization using a chain-transfer agent containing a specific functional group, producing a vinyl polymer with the functional group at one end.In contrast, “live radical polymerization” is characterized by the fact that a growing polymer end develops without side reactions such as termination, and this method produces a polymer with a molecular weight almost as high as expected. In the present invention, one of these polymerization methods can be used.

[0039] Specific examples of “general radical polymerization” include solution polymerization and bulk polymerization, which typically involve the addition of a polymerization initiator, chain transfer agent, solvent, etc., followed by polymerization, for example, between 50°C and 150°C.

[0040] Examples of polymerization initiators include: azo compounds such as 2,2'-azobis(2-methylbutyronitrile), dimethyl 2,2'-azobis(2-methylpropionate), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis[N-(2-propenyl)-2-methylpropionamide], and 1,1'-azobis(cyclohexane-1-carbonitrile); diacyl peroxides such as benzoyl peroxide, isobutyryl peroxide, isononanoyl peroxide, decanoyl peroxide, lauroyl peroxide, p-chlorobenzoyl peroxide, and di(3,5,5-trimethylhexanoyl) peroxide; peroxydicarbonates such as diisopropyl peroxydicarbonate, di-sec-butyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, di-1-methylheptyl peroxydicarbonate, di-3-methoxybutyl peroxydicarbonate, and dicyclohexyl peroxydicarbonate;peroxyesters such as tert-butyl perbenzoate, tert-butyl peracetate, tert-butyl per-2-ethylhexanoate, tert-butyl perisobutyrate, tert-butyl perpivalate, tert-butyl diperadipate, and cumyl perneodecanoate; ketone peroxides such as methyl ethyl ketone peroxide and cyclohexanone peroxide; dialkyl peroxides such as di-tert-butyl peroxide, dicumyl peroxide, tert-butylcumyl peroxide, and 1,1-di(tert-hexylperoxy)-3,3,5-trimethylcyclohexane; hydroperoxides such as cumene hydroperoxide and tert-butyl hydroperoxide; and peroxides such as 1,1-di(tert-hexylperoxy)-3,3,5-trimethylcyclohexane. One of these polymerization initiators can be used alone, or two or more of these initiators can be used in combination.

[0041] Examples of chain transfer agents include compounds containing a mercapto group such as n-dodecylmercaptan, tert-dodecylmercaptan, and laurylmercaptan.

[0042] The silyl group, in particular of formula (I) mentioned above, can be introduced into the P1 polymer by different and varied methods. Examples include: i) a method in which a monomer having a polymerizable double bond and a reactive silyl group (in particular of formula (I)) is copolymerized with monomers lacking a reactive silyl group; ii) a method in which the monomers copolymerize in the presence of a mercaptosilane compound (in particular having a silyl group of formula (I)) as a chain transfer agent; iii) a method in which a compound having a polymerizable double bond and a reactive silyl group (in particular of formula (I)) is copolymerized with the monomers in the presence of a mercaptosilane as a transfer agent.Examples of compounds having a polymerizable double bond and a silyl group reactive for method i) may be gamma-methacryloxypropyltrimethoxysilane, gamma-methacryloxypropyltriethoxysilane, gamma-acryloxypropyltrimethoxysilane, gamma-acryloxypropyltriethoxysilane, vinyltriethoxysilane or vinyltrimethoxysilane.

[0043] Examples of mercaptosilane from method ii) may be 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, mercaptomethyltrimethoxysilane, mercaptomethylmethyldimethoxysilane, 3-mercaptopropylchloromethyldimethoxysilane, 3-mercaptopropylmethoxymethyldimethoxysilane, 3-mercaptopropylaminomethyldimethoxysilane, and 3-mercaptopropyl-N,N-dimethylaminomethyldimethoxysilane.

[0044] Examples of solvents typically include: aromatic compounds such as toluene, xylene, styrene, ethylbenzene, p-dichlorobenzene, di-2-ethylhexyl phthalate, and di-n-butyl phthalate; hydrocarbon compounds such as hexane, heptane, octane, cyclohexane, and methylcyclohexane; carboxylate compounds such as butyl acetate, n-propyl acetate, and isopropyl acetate; ketones; dialkyl carbonates such as, for example, dimethyl carbonate; alcohols such as, for example, n-propanol or n-butanol.

[0045] P2 Polymer

[0046] The polymer P may further also comprise at least one oxyalkylene polymer P2 comprising at least one function of formula (I) as defined above.

[0047] The P2 polymer oxyalkylene contains a repeating unit -R”-O- in which R” represents a linear or C2-C14 branched alkylene divalent radical.

[0048] Preferably, R represents -CH2-, -CH2CH2-, -CH(CH3)CH2-, -CH(C2H5)CH2-, -CH2CH2CH2CH2-, and -C(CH3)2CH2-.

[0049] The P2 polymer can consist of a single repeating unit or several.

[0050] The P2 polymer can be linear, branched, or a mixture.

[0051] The main chain of the P2 polymer can be obtained by ring-opening polymerization of a monoepoxide compound such as, for example, ethylene oxide or propylene oxide, in the presence of an initiator and a catalyst.

[0052] Examples of initiators can be alcohols such as ethylene glycol, propylene glycol, butanediol, hexamethylene glycol.

[0053] Examples of catalysts include KOH, NaOH, and cobalt-zinc-cyanide complexes. The main chain of the P2 polymer can also be obtained by a method in which the main chain is prepared by a chain extension reaction of a polyether polymer terminated by a hydroxyl group with a bifunctional or polyfunctional alkyl halide such as CH2Cl2 and CF3B, in the presence of a basic compound such as KOH, NaOH, KOCH3, and NaOCH3.

[0054] Among these methods, the method involving ring-opening polymerization of a monoepoxide in the presence of a complex double metal cyanide catalyst is preferred because the resulting polymer has a narrow molecular weight distribution and low viscosity.

[0055] The number of silylated groups of formula (I) in each oxyalkylene P2 polymer is preferably at least 0.8, preferably from 0.8 to 3, and preferably again from 0.8 to 2.0, on average.

[0056] The P2 polymer can have a number-average molecular weight (Mn) ranging from 10,000 to 100,000 g / mol, preferably from 10,000 to 45,000 g / mol.

[0057] Silyl groups of formula (I) can be introduced by any method known in this field.

[0058] For example, they can be introduced by one of the following methods: a) An organic polymer comprising a functional group such as a hydroxyl group or an epoxy group is reacted with a compound comprising a reactive group of said functional group and a reactive silyl group (in particular of formula (I)); b) An organic polymer containing a functional group such as a hydroxyl group in the molecule is reacted with an organic compound comprising a reactive group of said functional group and an unsaturation to prepare an organic polymer comprising an unsaturation. Or alternatively, in the polymerization reaction, the monomer containing an unsaturation (not involved in the polymerization reaction) is copolymerized to prepare an organic polymer comprising an unsaturation.For example, in the case of ring-opening polymerization of a monoepoxide to prepare an organic polymer, a monoepoxide containing an unsaturation is copolymerized to prepare an organic polymer containing an unsaturation. The resulting polymer is then reacted with a hydrosilane containing a silyl group (in particular, of formula (I)). c) An organic polymer containing an unsaturation, prepared in the same way as in method b)), is reacted with a mercaptosilane.

[0059] The hydrosilylation step of method b) can be carried out in the presence of a catalyst of type F PtCle.fW. The hydrosilane can be chosen from trichlorosilane, methyldichlorosilane, dimethylchlorosilane, phenyldichlorosilane, trimethoxysilane, triethoxysilane, methyldimethoxysilane, methydiethoxysilane, phenyldimethoxysilane.

[0060] Hydrosilylation can be carried out at a temperature ranging from 50°C to 150°C, preferably from 70°C to 120°C.

[0061] Method c) can be carried out in the presence of a radical initiator. The mercaptosilanes can be 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, mercaptomethyltrimethoxysilane, mercaptomethylmethyldimethoxysilane, 3-mercaptopropylchloromethyldimethoxysilane, 3-mercaptopropylmethoxymethyldimethoxysilane, 3-mercaptopropylaminomethyldimethoxysilane, and 3-mercaptopropyl-N,N-dimethylaminomethyldimethoxysilane.

[0062] There are also commercial products as P2 polymers such as MS 203H (methyldimethoxysilyl), MS303H (methyldimethoxysilyl), SAX510 (trimethoxysilyl) marketed by KANEKA.

[0063] The polymer P2 comprises at least one function of formula (I) above, preferably at least two, and preferably in a terminal position.

[0064] Preferably, in formula (I), R represents an alkyl group comprising from 1 to 20 carbon atoms, an aryl group comprising from 6 to 20 carbon atoms, or an aralkyl group comprising from 7 to 20 carbon atoms. Preferably, R represents an alkyl group comprising from 1 to 20 carbon atoms.

[0065] Preferably, in formula (I), the hydrolyzable group X is a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, an amino group, an amide group, or a mercapto group. Preferably, X is an alkoxy group.

[0066] The polymer P2 preferably has at least one function of formula (lA):

[0067] -SÎR 3.0 (O ') P (lA) in which:

[0068] R' and R each represent, independently of each other, an alkyl group having from 1 to 20 carbon atoms; p represents 1, 2 or 3, preferably 2 or 3.

[0069] Preferably, polymer P2 comprises at least one function of formula (I) or (IA) selected from dimethoxymethylsilyl, diethoxymethylsilyl, diisopropoxymethylsilyl, trimethoxysilyl, triethoxysilyl, triisopropoxysilyl, more preferably trimethoxysilyl and dimethoxymethylsilyl. Polymer P

[0070] The polymer P according to the invention has a Brookfield viscosity greater than or equal to 70 Pa.s at 23°C.

[0071] Preferably, polymer P has a Brookfield viscosity greater than or equal to 100 Pa.s at 23°C.

[0072] Even more preferentially, polymer P has a Brookfield viscosity greater than or equal to 120 Pa.s at 23°C.

[0073] The Brookfield viscosity of polymer P can, for example, be measured at 23°C using a Brookfield model DV2T device with an S64 needle. Typically, the sample is placed at 23°C for a few minutes, the needle is chosen for testing between 2 and 15 rpm, and the viscosity value is recorded after 30 seconds of rotation.

[0074] Polymer P can be obtained by mixing polymers P1 and P2 at a temperature ranging from 20°C to 60°C.

[0075] Polymer P can be obtained during the preparation of polymer P1 as described previously.

[0076] There are also commercial products as P polymers, such as MA480, MAX602 or MA490 marketed by KANEKA.

[0077] The mass content of polymer P is preferably from 20% to 80% by weight, more preferably from 30% to 70% by weight, and even more preferably from 35% to 60% by weight relative to the total weight of said composition.

[0078] Carbon black

[0079] The composition includes carbon black having an oil absorption index (OAN) of at least 80 mL / 100 g. Thus, its content is strictly greater than 0% by weight relative to the total weight of said composition.

[0080] The mass content of carbon black in the composition is less than 20% by weight relative to the total weight of said composition. Preferably, the mass content of said carbon black is less than or equal to 15% by weight, and even more preferably less than or equal to 10% by weight relative to the total weight of said composition.

[0081] Even more preferably, the carbon black content in the composition ranges from 2% to 8% by weight relative to the total weight of said composition.

[0082] The OAN of a carbon black corresponds to the volume in mL of dibutyl phthalate (DBP) oil absorbed by 100 g of carbon black. The OAN can for example be measured according to the ASTM D-2414 method and using DBP oil.

[0083] Unless otherwise stated, the standards mentioned throughout the application are those in effect on the date the application was filed.

[0084] Preferably, the OAN of carbon black is at least 90 mL / 100g, more preferably at least 100 mL / 100g.

[0085] The carbon black implemented in the present invention is generally called "structural" carbon black, and is distinguished from carbon blacks generally used as pigments, in particular by its high OAN.

[0086] Indeed, the carbon blacks used as pigments are of lower quality and have a lower OAN than the carbon black implemented in the present invention.

[0087] An example of carbon black used as a pigment is PRINTEX® 25 (marketed by Orion) which has an OAN of 45 mL / 100 g.

[0088] Examples of carbon black that can be implemented in the present invention are ELFTEX® S7100 and ELFTEX® S5100 (marketed by CABOT), having respectively an OAN of approximately 117 and 108 mL / 100 g.

[0089] A rheology agent typically allows the rheological properties of a composition to be adjusted.

[0090] Preferably, the composition according to the invention comprises a rheology agent.

[0091] As an example, one can cite any rheology agent commonly used in the field of adhesive or sealant compositions.

[0092] Advantageously, the rheology agent comprises one or more thixotropic agents, the thixotropic agents being, for example, solid at 23°C and / or having a viscosity at 23°C greater than 200 mPa·s according to ISO 12058-1, preferably solid at 23°C. A thixotropic agent generally influences the thixotropy of a composition. Thixotropy is the property of certain compositions to become less viscous when a constant force (e.g., constant stress shear) is applied and, after the loading is stopped, the viscosity returns to its initial state after an appropriate time. The higher the force, the greater the decrease in viscosity.

[0093] In particular, one or more rheological agents are used, chosen from among:

[0094] - PVC plastisols, corresponding to a suspension of PVC in a plasticizing agent miscible with PVC, obtained in situ by heating to temperatures ranging from 60°C to 80°C. These plastisols can, for example, be those described in particular in the book "Polyurethane Sealants", Robert M. Evans, ISBN 087762-998-6;

[0095] - fumed silica, such as H DK® N20 marketed by WACKER;

[0096] - urea derivatives resulting from the reaction of an aromatic diisocyanate monomer such as 4,4'-MDI with an aliphatic amine such as butylamine. The preparation of such urea derivatives is described in particular in application FR 1 591 172;

[0097] - waxes derived from castor oil, such as THIXCIN® R available from ELEMENTIS,

[0098] - 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.

[0099] These rheology agents are preferably thixotropic agents.

[0100] "Waxes derived from castor oil" refers to waxes obtained from castor oil, particularly hydrogenated castor oil. Castor oil-derived waxes are solid at 23°C.

[0101] The term "amide waxes" refers to waxes comprising one or more compounds containing at least one amide group. In particular, amide waxes can be obtained from fatty acid(s) (e.g., ricinoleic acid) and (di)amine(s). Amide waxes are solid at 23°C.

[0102] Preferably, the rheology agent is an amide wax and / or a wax derived from castor oil, more preferably an amide wax.

[0103] The amide waxes are preferably micronized, that is to say, they have an average particle size of less than 1 mm. Advantageously, the amide waxes have an average particle size of less than 500 pm, preferably less than 100 pm, more preferably less than 10 pm.

[0104] 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 particle size analyzer, in particular by laser diffraction on a MALVERN type device (for example according to the NF ISO 13320 standard).

[0105] Wax-amide rheological agents can be heat-activated, meaning that a temperature above ambient temperature (23°C) may be required to activate them (in particular, to activate their rheological properties, especially thixotropic properties) during the preparation of the composition according to the invention. The activation temperature depends on the rheological agent. For example, THIXATROL® AS8053 is generally activated at a temperature between 50°C and 55°C, and CRAYVALLAC® SLX is generally activated at a temperature between 75°C and 80°C. Preferably, the rheological agent content in the composition ranges from 0.2% to 20% by weight relative to the total weight of the composition, preferably from 1% to 10% by weight.

[0106] Membership promoter

[0107] The composition according to the invention may further comprise at least one adhesion promoter.

[0108] Advantageously, the adhesion promoter is chosen from among amino-, mercapto- and epoxy-alkoxysilanes, preferably chosen from aminoalkoxysilanes, more preferably from aminotrialkoxysilanes, and even more preferably from aminotrimethoxysilanes.

[0109] An example of an epoxy-alkoxysilane is (3-Glycidyloxypropyl)trimethoxysilane (also known as GLYMO).

[0110] Advantageously, aminotrimethoxysilanes are formed by the group consisting of 4-amino-3,3-dimethylbutyltrimethoxysilane (e.g., SILQUEST A-LINK 600 marketed by MOMENTIVE), (3-aminopropyl)trimethoxysilane (e.g., DYNASYLAN® AMMO marketed by EVONIK), and N-(2-aminoethyl)-3-aminopropyltrimethoxysilane (e.g., DYNASYLAN® DAMO or DAMO-T marketed by EVONIK). Preferably, aminotrimethoxysilanes are formed by the group consisting of 4-amino-3,3-dimethylbutyltrimethoxysilane and (3-aminopropyl)trimethoxysilane.

[0111] Advantageously, the composition according to the invention comprises at least one adhesion promoter.

[0112] According to this preferred embodiment, the adhesion promoters are chosen from among the aminoalkoxysilanes, preferably from among the aminotrimethoxysilanes, more preferably from among the aminotrimethoxysilanes.

[0113] The content of adhesion promoter(s) in the composition according to the invention can range from 0% to 8% by weight relative to the total weight of the composition, preferably from 0.5% to 5% by weight, more preferably from 1.0% to 2.0% by weight.

[0114] Advantageously, the composition according to the invention further comprises a filler.

[0115] Preferably, the filler is chosen from mineral fillers, organic fillers and mixtures thereof, more preferably from mineral fillers. Advantageously, the mineral fillers are chosen from the group consisting of clay, quartz, hollow mineral microspheres, carbonate fillers, kaolinite and quartz aggregates, and mixtures thereof.

[0116] Kaolinite and quartz aggregates can be natural or artificially produced. The kaolinite content in the aggregates can be less than or equal to 15% by weight. The aggregates can be surface-modified with a silane coupling agent such as vinyltrimethoxysilane, vinyltriethoxysilane, or gamma-acryloyloxypropylmethyltriethoxysilane.

[0117] Commercial examples include Hoffmann Ore's AKTISIL range such as Aktisil PF216, or Hoffmann Ore's AKTIFIT range.

[0118] Among the hollow mineral microspheres, we can mention hollow glass microspheres, and more particularly those made of sodium and calcium borosilicate or aluminosilicate.

[0119] According to a preferred embodiment, the composition according to the invention further comprises a carbonate filler, advantageously the carbonate filler is chosen from alkali or alkaline-earth metal carbonates and their mixtures, preferably the carbonate filler comprises calcium carbonate, more preferably the carbonate filler is chalk or calcium carbonate coated with fatty acids, even more preferably precipitated calcium carbonate coated with fatty acids.

[0120] When calcium carbonate is coated with fatty acids, it imparts total or partial hydrophobicity to the calcium carbonate particles. Furthermore, the fatty acid coating acts as a hydrophobic layer that can prevent the calcium carbonate from absorbing the constituents of the composition and rendering them ineffective. The hydrophobic coating of calcium carbonate can represent from 0.1% to 3.5% by weight, relative to the total weight of calcium carbonate.

[0121] 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 fatty acids.

[0122] Examples of non-precipitated fatty acid coated calcium carbonate include OMYACARB 2T-AV or OMYA BLH (marketed by OMYA), or CALATEM C16T (marketed by Provençale).

[0123] Examples of precipitated calcium carbonate coated with fatty acids include HAKUENKA® CCR-S10 (marketed by OMYA) or CALOFORT® (marketed by Specialty Minerals).

[0124] Advantageously, the organic fillers are chosen from the group consisting of polyvinyl chloride (PVC), polyolefins, rubber, ethylene vinyl acetate (EVA), expandable or non-expandable thermoplastic polymer hollow microspheres (such as vinylidene chloride / acrylonitrile hollow microspheres) and aramid fibers (such as Kevlar®), preferably PVC.

[0125] Advantageously, the average particle size of the charge is between 10 nm and 400 pm, preferably between 20 nm and 100 pm, more preferably between 30 nm and 1 pm, even more preferably between 40 nm and 300 nm.

[0126] 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 particle size analyzer, in particular by laser diffraction on a MALVERN type device (for example according to the NF ISO 13320 standard).

[0127] Advantageously, the total filler content ranges from 5% to 50% by weight relative to the total weight of the composition, preferably from 10% to 40% by weight, more preferably from 20% to 40% by weight relative to the total weight of said composition.

[0128] Crosslinking catalyst

[0129] The composition according to the invention preferably comprises a crosslinking catalyst.

[0130] The crosslinking catalyst can be any catalyst known to those skilled in the art for the condensation of silanol. Examples of such catalysts include:

[0131] - organic derivatives of titanium such as titanium acetyl acetonate (for example TYZOR® AA75 marketed by Dorf Ketal),

[0132] - aluminum such as aluminum chelate (for example K-KAT® 5218 marketed by KING INDUSTRIES),

[0133] - amines such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), diethyl ether-2,2'-morpholine (DMDEE), 1,4-diazabicyclo[2.2.2]octane (DABCO),

[0134] - catalysts based on zinc carboxylate and DBU (for example K-KAT® 670 marketed by KING INDUSTRIES),

[0135] - Tin-based catalysts such as compounds derived from dioctyltin or dibutyltin; in particular dioctyltin oxide, dioctyltin diacetate, dioctyltin dilaurate, dioctyltin dicarboxylate, dibutyltin diacetyl acetonate (DBTDAA), dibutyltin dilaurate (DBTDL), dibutyltin diacetate, or dibutyltin oxide, preferably dioctyltin or dibutyltin oxide. Examples include NEOSTANN® S-1 (marketed by KANEKA), or TIB KAT® 425 or TIB KAT® 423 (marketed by TIB CHEMICALS),

[0136] - Guanidine derivatives such as 1-(o-tolyl)biguanide (CAS No.: 93-69-6), for example RHENOCURE 1000 C (marketed by RheinChemie Additives). Preferably, the crosslinking catalyst is a tin-based catalyst, preferably chosen from compounds derived from dioctyltin and dibutyltin, more preferably from dioctyltin or dibutyltin oxide.

[0137] The content of crosslinking catalyst in the composition according to the invention can range from 0.01% to 5% by weight relative to the total weight of the composition, preferably from 0.02% to 2% by weight, more preferably from 0.05% to 1% by weight, even more preferably from 0.1% to 0.8% by weight.

[0138] The composition according to the invention may also further comprise a crosslinking cocatalyst. Advantageously, the crosslinking cocatalyst is an organic polyester derived from silicic acid, that is, an organic compound derived from silicic acid comprising at least two alkoxysilane groups. Examples include tetraethoxysilane (e.g., WACKER® TES 28 or TES 40 WN) or 1,2-bis(triethoxysilyl)ethane (e.g., Dynasylan® BTSE).

[0139] The content of crosslinking cocatalyst in the composition according to the invention can range from 0% to 5% by weight relative to the total weight of the composition, preferably from 0.05% to 2% by weight, more preferably from 0.1% to 1% by weight.

[0140] Other additives

[0141] The composition according to the invention may further comprise at least one additive selected from plasticizers, moisture absorbers, solvents, UV stabilizers and mixtures thereof.

[0142] Advantageously, the composition according to the invention comprises a mixture of additives selected from plasticizers, moisture absorbers, solvents and UV stabilizers (or antioxidants).

[0143] The total content of additives in the composition according to the invention can range from 0.5% to 30% by weight relative to the total weight of the composition, preferably from 5% to 25% by weight, more preferably from 10% to 20% by weight.

[0144] Advantageously, the composition according to the invention comprises a plasticizer. A plasticizer differs from a rheology agent because the properties of a composition comprising a plasticizer will be identical under the application of stress (such as shear) or in the absence of stress. In contrast, the properties of a composition comprising a rheology agent will be different if stress is applied. A plasticizer can be used to adjust viscosity (like a solvent).

[0145] The plasticizer can be any plasticizer commonly used in the field of sealant compositions.

[0146] Preferably, the plasticizer is chosen from: - diisodecyl phthalate (for example PALATINOL® DI DP marketed by BASF),

[0147] - diisononyl phthalate (DINP) (for example PALATINOL® N marketed by

[0148] BASF),

[0149] - an ester of alkylsulfonic acid and phenol (for example MESAMOLL® marketed by LANXESS),

[0150] - the diisononyl ester of 1,2-cyclohexanedicarboxylic acid (for example, HEXAMOLL DINCH® marketed by BASF), and

[0151] - pentaerythritol tetravalerate (for example PEVALEN™ marketed by PERSTORP).

[0152] Preferably, the plasticizer is the diisononyl ester of 1,2-cyclohexanedicarboxylic acid.

[0153] Advantageously, the plasticizer content ranges from 0% to 25% by weight relative to the total weight of the composition, preferably from 5% to 20% by weight, more preferably from 7% to 15% by weight.

[0154] The composition according to the invention may comprise from 0% to 5% by weight of a solvent relative to the total weight of the composition, preferably a solvent volatile at room temperature (approximately 23°C). The volatile solvent may, for example, be chosen from alcohols volatile at room temperature, such as ethanol or isopropanol. The volatile solvent allows, for example, a reduction in the viscosity of the composition and makes it easier to apply. The volatile nature of the solvent ensures that the joint, obtained after the composition has hardened, no longer contains any solvent. Thus, the solvent does not, for example, have a negative influence on the hardness of the joint.

[0155] Advantageously, the composition according to the invention comprises up to 3.5% by weight of a moisture absorber, relative to the total weight of the composition, which may be selected from vinyltrimethoxysilane (e.g. DYNASYLAN® VTMO marketed by EVONIK), propyltrimethoxysilane (e.g. DYNASYLAN® PTMO marketed by EVONIK), vinyltriethoxysilane (VTEO), alkoxyarylsilanes (e.g. GENIOSIL® XL 70 marketed by WACKER), p-toluenesulfonyl isocyanate (PTSI) and calcium oxide.

[0156] Preferably, the moisture absorber is chosen from vinyltrimethoxysilane, vinyltriethoxysilane and alkoxyarylsilanes, more preferably vinyltrimethoxysilane.

[0157] Advantageously, the composition according to the invention comprises up to 1% by weight of one or more UV stabilizers (or antioxidants) relative to the total weight of the composition. The UV stabilizers are typically introduced to protect the composition from degradation resulting from a reaction with oxygen that may be formed by the action of heat or light. These compounds may include antioxidants capable of scavenging free radicals.Advantageously, the UV stabilizer(s) (or antioxidants) are chosen from among benzotriazoles, benzophenones, phenols, and so-called hindered amines such as bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate (CAS No. 41556-26-7), methyl 1,2,2,6,6-pentamethyl-4-piperidylsebacate (CAS No. 82919-37-7), octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, the 4,4'-bis(a,a-dimethylbenzyl)diphenylamine, and their mixtures. Examples include IRGANOX 1076, TINUVIN® 292, TINUVIN® 765 or TINUVIN® 770 DF marketed by BASF, RIASORB UV-123 marketed by RIANLON, AddWorks® IBC 760 marketed by CLARIANT and OKABEST CLX 50 marketed by OKA.

[0158] Preferably, the UV stabilizer(s) (or antioxidants) are chosen from among so-called hindered phenols and amines such as bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, 4,4'-bis(a,a-dimethylbenzyl)diphenylamine, and mixtures thereof.

[0159] According to one embodiment, the UV stabilizers (or antioxidants) are a mixture of bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, 3-(3,5-di-tert-butyl-4-hydroxyphenyl)octadecyl propionate and 4,4'-bis(a,a-dimethylbenzyl)diphenylamine.

[0160] Composition

[0161] The composition according to the invention preferably has a viscosity at 23°C and 5 s-1 ranging from 200 to 9000 mPa.s, preferably from 1000 to 6000 mPa.s.

[0162] The viscosity of the composition is typically measured using a rheometer. The viscosity measurement is chosen from among those known to those skilled in the art.

[0163] The composition according to the invention advantageously exhibits good resistance to slippage, particularly under stress and over time. This allows for the secure holding of parts during vertical bonding without the need for additional support devices, and also enables the bonding of heavier parts vertically (for example, a bus windshield). This also results in time savings and increased productivity, as the step of implementing support devices can be eliminated. The bonding step can advantageously be carried out by robots.

[0164] Advantageously, the composition according to the invention has a tensile strength (often abbreviated TS) greater than or equal to 5 MPa, preferably greater than or equal to 6 MPa, more preferably greater than or equal to 7 MPa.

[0165] Advantageously, the composition according to the invention has an elongation at break greater than 100%, preferably greater than or equal to 150%, more preferably greater than or equal to 200%.

[0166] A person skilled in the art knows how to determine the tensile strength and elongation at break of a composition. For example, tensile strength and elongation at break can be measured in accordance with ISO 37 (December 2005), preferably at a constant speed of 500 mm / min.

[0167] In particular, tensile strength and elongation at break can be measured as described in the example below.

[0168] Uses

[0169] The present invention also relates to a method for assembling two substrates by bonding, comprising:

[0170] - the coating, on at least one of the two substrates to be assembled, of the composition according to the invention, as defined above; then

[0171] - the effective contacting of the two substrates.

[0172] The substrates involved can be very varied, and preferably chosen from plastic, a metal such as aluminum and / or steel and glass.

[0173] According to a preferred embodiment, one of the substrates is steel (for example, part of a vehicle body) and the other substrate is glass (for example, a pane of glass such as a windshield or window).

[0174] The present invention also relates to an article that can be obtained according to the assembly process as defined above.

[0175] The present invention also relates to a vehicle comprising a composition as defined in this description, said composition being simultaneously in contact with a first substrate and a second substrate of said vehicle, preferably in contact with a part of the body of a vehicle and a glass such as a windshield or a window.

[0176] Furthermore, the present invention relates to the use of the composition according to the invention, as a sealant, in particular as a sealing gasket.

[0177] Finally, the present invention relates to the use of the composition according to the invention, for bonding and sealing particularly in the fields of building construction, transport, for example road, sea, rail or aerospace, and shipbuilding, preferably in the field of road, sea, rail or aerospace transport, particularly for fixing a glass (for example a windshield or window) to the body of a vehicle, preferably for replacing the windshield or window of a vehicle.

[0178] All the embodiments described below can be combined with one another. In particular, the various aforementioned components of the composition, and especially the preferred embodiments, can be combined with one another.

[0179] In the context of the invention, "between x and y" or "ranging from x to y" means an interval in which the bounds x and y are included. For example, the range "between 0% and 25%" includes, in particular, the values ​​0% and 25%.

[0180] The invention is now described in the following embodiment examples which are given for illustrative purposes only, and should not be interpreted to limit its scope.

[0181] The following ingredients were used:

[0182] - PA: acrylate polymer with trimethoxysilane groups having a viscosity of 140 Pa.s at 23°C marketed by KANEKA;

[0183] - MA452 acrylate polymer with trimethoxysilane groups having a viscosity at 23°C°C equal to 24 marketed by KANEKA;

[0184] - DYNASYLAN® VTMO marketed by EVONIK: vinyltrimethoxysilane (CAS No.: 2768-02-7), moisture absorber;

[0185] - DYNASYLAN® AMMO marketed by EVONIK: (3-aminopropyl)trimethoxysilane (CAS No.: 13822-56-5), adhesion promoter;

[0186] - HAKUENKA® CCR-S10 marketed by OMYA: precipitated calcium carbonate coated with fatty acids, having an average particle size of 80 nm;

[0187] - AKTIFIT VM marketed by HOFFMANN: calcined quartz / kaolinite mixture with vinyl surface modification;

[0188] - ELFTEX® S7100 marketed by CABOT: carbon black having an OAN of 117 ± 6 mL / 100 g measured according to the ASTM D-2414 method;

[0189] - TIB KAT 425 marketed by TIB CHEMICALS: mixture TIB KAT 232 (dioctyltin oxide) / silane, crosslinking catalyst;

[0190] - TES 40WN: tetraethoxysilane marketed by WACKER.

[0191] - SAX 725: silylated polyether marketed by Kaneka. Measurement methods

[0192] The tensile strength, elongation at break, modulus of elasticity and modulus at 100% were measured in accordance with ISO 37 (December 2005), at a constant speed of 500 mm / min.

[0193] In particular, the following conditions were applied:

[0194] A standard dumbbell-shaped test specimen, type 1, as illustrated in international standard ISO 37 (December 2005), is used. The narrow end of the dumbbell used has a length of 33 mm, a width of 6 mm, and a thickness of 2 mm.

[0195] To prepare the dumbbell, the composition to be tested is applied in a Teflon mold, and the composition is left to crosslink for 14 days under standard conditions (23°C and 50% relative humidity).

[0196] The principle of the measurement consists of stretching a standard test specimen in a tensile testing machine, whose moving jaw travels at a constant speed of 500 mm / minute, and recording:

[0197] - The elongation at break (expressed in %) is the elongation of the specimen corresponding to the stretch observed at the moment of breakage.

[0198] - The modulus at 100% (in MPa) is the tensile stress corresponding to a 100% elongation of the specimen.

[0199] - the modulus of elasticity (expressed in MPa) is the slope of the tangent at the origin of the curve representing the tensile stress as a function of the elongation of the specimen, and

[0200] - Tensile strength (in MPa) is the tensile stress at which the specimen breaks.

[0201] The measurement is repeated for 5 test tubes, and the corresponding average of the results obtained is calculated.

[0202] Shear strength was measured using the following method:

[0203] Two rectangular aluminum plates measuring 100 mm x 25 mm x 2 mm are used. After cleaning both plates with isopropyl alcohol, a rectangular bonding area measuring 12.5 mm x 25 mm is defined, using adhesive tape, at the end of each plate.

[0204] On the bonding area of ​​a 1 ère Once the substrate plate is thus formed, the silylated polymer composition is applied in an amount corresponding to a thickness of 2 mm. Then, the bonding area of ​​the 2nd layer is superimposed on this coated area. èmeThe substrate plate is assembled so that the free ends of the two substrate plates are aligned on either side of the two areas joined by the sealant. The resulting assembly specimen is held in place by clips for 14 days in a room with a controlled atmosphere at 23°C and 50% relative humidity, for cross-linking of the composition.

[0205] The two free ends of the specimen are pulled by means of a tensile machine at a constant speed of 50 mm / minute, until the assembly breaks, for which the applied stress is recorded.

[0206] The measurement is repeated for 3 assembly specimens, and the average of the shear stresses at failure (called shear strength) obtained is calculated.

[0207] It is also noted whether the break is of the cohesive type (break within the composition) or adhesive type (break at the composition / plate interface).

[0208] Creep test:

[0209] The method consists of performing a stress sweep, in rotational mode, using a plane-to-plane rheometer. The viscosity evolution at 23°C is measured as a function of stress. Figure 1 represents the viscosity as a function of stress on a log-log scale. On this flow curve, the onset of fluidization can be identified, and the corresponding stress recorded. This limit is an indicator of adhesive performance (immediate strength). The onset is determined by the tangent method. If a plateau is measured at low shear rates, the Carreau-Yasuda model can be used to determine the zero-shear viscosity. preparation of a composition C1 according to the invention and a comparative composition C2

[0210] In a reactor maintained under stirring, composition C1 (invention) and comparative composition C2 are prepared by mixing the ingredients in the proportions indicated in the [Table Error! Reference source not found, below, in several steps according to the process described below.

[0211] The ingredients in step 1 are mixed at room temperature (approximately 23°C), at atmospheric pressure and at low stirring speed (enough to homogenize).

[0212] Next, the ingredients from step 2 are added to the reactor used for step 1, and mixed first at atmospheric pressure and high stirring speed (in order to shear and mix the solids), then the reactor is put under vacuum (16 kPa), the temperature is increased to 55-65°C and the mixing is carried out for 10 to 30 min.

[0213] Finally, the ingredients from step 3 are added under vacuum and the mixture is stirred at a low speed (sufficient to homogenize). [Table 1]

[0214] % by weight of the total weight of the composition The mechanical properties of compositions C1 and C2 (measured in accordance with the above-mentioned methods) are summarized in [Table 2 below.

[0215] Table 2] Composition C1 advantageously exhibits better tensile strength than the comparative composition C2 (7.12 versus 6.04 MPa). Furthermore, composition C1 according to the invention exhibits higher elongation at break and shear strength than the comparative composition C2. In addition, composition C1 shows a modulus at 100% of 4.04 MPa.

[0216] The creep test was performed as detailed above with each of compositions C1 and C2. Figure 1 shows that composition C1 advantageously exhibits better resistance to sliding, particularly under stress and over time, compared to the comparative composition C2. Example 2: Preparation of composition C3 (invention) and comparative composition C4.

[0217] The following compositions were prepared in the same way as example 1.

[0218] [Table 3]

[0219] % by weight of the total weight of the composition

[0220] The mechanical properties of compositions C3 and C4 (measured according to the aforementioned methods) are summarized in [Table 2 below.

[0221] [Table 4]

Claims

DEMANDS 1. Crosslinkable composition comprising: a polymer P comprising at least one polymer P1 comprising at least one functional group of the following formula (I): -SiR3.pXp (!) in which: R represents a hydrocarbon group having from 1 to 20 carbon atoms, possibly substituted and / or comprising one or more heteroatoms; X is a hydroxyl group or a hydrolyzable group; p represents 1, 2 or 3; said polymer P1 comprising a main chain based on (meth)acrylate; said polymer P having a viscosity greater than or equal to 70 Pa.s at 23°C; carbon black having an oil absorption index (OAN) of at least 80 mL / 100 g, said composition being characterized in that the mass content of carbon black is less than 20% by weight relative to the total weight of said composition.

2. Composition according to claim 1, characterized in that the monomer (meth)acrylate unit content relative to polymer P1 is greater than 50% by weight, preferably greater than or equal to 70% by weight relative to the total weight of said polymer P1.

3. Composition according to any one of claims 1 or 2, characterized in that the polymer P1 has at least one function of formula (lA): -SiR3.p(OR') P (lA) in which: R' and R each represent, independently of each other, an alkyl group having from 1 to 20 carbon atoms; p represents 1, 2 or 3, preferably 2 or 3.

4. Composition according to any one of claims 1 to 3, characterized in that the polymer P1 comprises at least one function of formula (I) or (IA) selected from dimethoxymethylsilyl, diethoxymethylsilyl, diisopropoxymethylsilyl, trimethoxysilyl, triethoxysilyl, triisopropoxysilyl, preferably trimethoxysilyl and dimethoxymethylsilyl.

5. Composition according to any one of claims 1 to 4, characterized in that the polymer P further comprises at least one oxyalkylene polymer P2 comprising at least one function of formula (I) -SiRa-fjXp (I) in which: R represents a hydrocarbon group having from 1 to 20 carbon atoms, possibly substituted and / or comprising one or more heteroatoms; X is a hydroxyl group or a hydrolyzable group; p represents 1, 2 or 3.

6. Composition according to any one of claims 1 to 5, characterized in that polymer P has a Brookfield viscosity greater than or equal to 100 Pa.s at 23°C.

7. Composition according to any one of claims 1 to 6, characterized in that the polymer P has a Brookfield viscosity greater than or equal to 120 Pa.s at 23°C.

8. Composition according to any one of claims 1 to 7, characterized in that the mass content of polymer P ranges from 20% to 80% by weight, preferably from 30% to 70% by weight, and preferably from 35% to 60% by weight relative to the total weight of said composition.

9. Composition according to any one of claims 1 to 8, characterized in that the mass content of carbon black is less than or equal to 15% by weight, preferably less than or equal to 10% by weight relative to the total weight of said composition.

10. Composition according to any one of claims 1 to 9, characterized in that the carbon black content in the composition ranges from 2% to 8% by weight relative to the total weight of said composition.

11. Composition according to any one of claims 1 to 10, characterized in that the OAN of carbon black is at least 90 mL / 100g, preferably at least 100 mL / 100g.

12. Composition according to any one of claims 1 to 11, characterized in that it comprises a rheology agent.

13. Composition according to any one of claims 1 to 12, characterized in that it comprises a filler, preferably the filler being selected from mineral fillers, organic fillers and mixtures thereof, more preferably from mineral fillers.

14. Composition according to any one of claims 1 to 13, characterized in that it has a viscosity at 23°C and 5 s-1 ranging from 200 to 9000 mPa.s, preferably from 1000 to 6000 mPa.s.

15. Composition according to any one of claims 1 to 14, characterized in that it has: - a tensile strength greater than or equal to 5 MPa, preferably greater than or equal to 6 MPa, more preferably greater than or equal to 7 MPa; and / or - an elongation at break greater than 100%, preferably greater than or equal to 150%, more preferably greater than or equal to 200%.

16. A method for joining two substrates by bonding, comprising: - coating, on at least one of the two substrates to be assembled, with the composition according to any one of claims 1 to 14; then - the effective contacting of the two substrates.

17. Use of the composition according to any one of claims 1 to 15, as a sealant, in particular as a sealing gasket.

Citation Information

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