Two-component thermally conductive composition of a serialized polymer

Abstract

The present invention relates to a thermally conductive two-component composition comprising a composition (A) containing a silylated polymer and a composition (B) containing a filler (C) of at least 1% by mass based on the total mass of the composition (B), wherein the filler (C) supplies at least 0.0025% by mass of water based on the total mass of the composition (B), and the composition (A) and / or the composition (B) further contains at least one thermally conductive filler, and the composition (A) and / or the composition (B) further contains a rheology agent (r1) and / or a rheology agent (r2) selected from amide waxes, and the rheology agent (r2) comprises 1% to 40% by mass, based on the total mass of the rheology agent (r2), of a bisurea (a) obtained by the reaction of a primary aliphatic amine and a diisocyanate having a molar mass of less than 500 g / mol, and 60% to 99% by mass, based on the total mass of the rheology agent (r2), of a specific plasticizer (b), and is in the form of a suspension of solid particles of the bisurea (a) in the continuous phase of the plasticizer (b). The present invention also relates to the use of a two-component composition comprising a composition (A) containing a silyl polymer and a composition (B) containing the filler (C) having a specific water content for crosslinking without adding free water.

Description

Technical Field

[0001] The present invention relates to a thermally conductive two-component silylated polymer composition, and more particularly to its use for improving the service life of batteries. The present invention also relates to the use of a filler (C) having a specific moisture content in a two-component silylated polymer composition for crosslinking without adding free water.

Background Art

[0002] In many fields, various polymer-based compositions are available on the market that can be used, particularly as adhesives and / or mastics. Adhesives and mastics are used to assemble (or join or attach) two substrates that can be selected from a wide variety of materials.

[0003] For example, polymer-based compositions can be used as adhesives and / or mastics in building construction, shipbuilding, or the transportation sector (e.g., road, marine, railway, or aerospace transportation).

[0004] Compositions based on polymers terminated with alkoxysilanes (also referred to as silylated polymers) have the advantage of not containing isocyanates. Thus, these compositions constitute a preferred alternative from a toxicological perspective to compositions based on isocyanate-terminated polyurethanes, which are commonly found in the adhesive market.

[0005] The crosslinking reaction of these compositions based on silylated polymers occurs by hydrolysis of the alkoxysilane groups carried by the polymer in the presence of moisture, followed by their condensation to form siloxane bonds (-Si-O-Si-), which bind the polymer chains into a robust three-dimensional network structure.

[0006] For certain applications, especially in the assembly for manufacturing batteries, polymer-based compositions are required to have specific properties, particularly in terms of thermal conductivity. In particular, since the recharging of batteries generally involves a temperature increase, it is important to limit, as much as possible, the said temperature increase that is likely to deteriorate certain electronic circuits or reduce the service life of the batteries. Therefore, it is important that the silylated polymer composition has sufficient thermal conductivity to mitigate these problems.

[0007] However, in a closed assembly such as a battery, it is not allowed for sufficient air (and thus moisture) to pass through for the crosslinking reaction of the silylated polymer to occur.

[0008] On the one hand, it is possible to use a two-component composition containing a silylated polymer to be crosslinked and water on the other hand as an adhesive. The two components of the adhesive are often separately packaged in two compartments of a dual cartridge. In that case, the preparation of the adhesive occurs by means of a homogeneous mixture obtained by extrusion of the two components upon application to the substrate to be assembled, for example using a dual cartridge gun and by attaching, for example, a static mixer to the dual cartridge. The reaction between the component containing the silylated polymer and the component containing water enables the crosslinking of the silylated polymer.

[0009] However, water is hydrophilic while the silylated polymer is hydrophobic. Therefore, it is difficult to mix the component containing water with the component containing the silylated polymer, resulting in problems with processing characteristics during the mixing of the components, and generally water adheres to the mixer blade.

Prior Art Documents

Patent Documents

[0010]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Summary of the Invention

Problems to be Solved by the Invention

[0011] There is a need to provide a two-component silylated polymer composition having both good thermal conductivity and good processing characteristics.

[0012] There is also a need to provide a thermally conductive two-component silylated polymer composition that crosslinks rapidly. This property can be evaluated by measuring the open time of the composition. The shorter the open time, the faster the composition crosslinks.

[0013] Furthermore, there is a need to provide a thermally conductive two-component silylated polymer composition that can be easily applied with a manual dual cartridge and at the same time can suppress the risk of sagging, especially in non-horizontal positions.

Means for Solving the Problems

[0014] The present invention is a thermally conductive two-component composition comprising a composition (A) and a composition (B), - The composition (A) is: · A silylated polymer, and · A rheological agent (r1) selected from amide wax, and / or · A rheological agent (r2) · A bisurea (a) obtained by reacting 1% to 40% by mass of a primary aliphatic amine with a diisocyanate having a molar mass of less than 500 g / mol with respect to the total mass of the rheological agent (r2), and · Plasticizer (b) selected from 60% to 99% by mass based on the total mass of the rheology agent (r2), alkyl phthalate, pentaerythritol tetravalerate, alkyl sulfonic acid ester of phenol, diisononyl 1,2-cyclohexanedicarboxylate, 3,3'-[methylenebis(oxymethylene)]bis[heptane], dioctyl carbonate, and mixtures thereof The rheology agent (r2) comprising a suspension of solid particles of bisurea (a) in the continuous phase of the plasticizer (b) Comprising - Composition (B) is: · Filler (C) of at least 1% by mass based on the total mass of composition (B), which supplies at least 0.0025% by mass of water based on the total mass of composition (B) Comprising Composition (A) and / or composition (B) further comprises at least one thermally conductive filler, relating to a thermally conductive two-component composition.

[0015] The subject of the present invention is also the use of the thermally conductive two-component composition according to the present invention as an adhesive and / or a mastic.

[0016] Also, the present invention is also directed to the use of the thermally conductive two-component composition according to the present invention as an adhesive in the field of building construction, the field of manufacturing means of transportation, preferably in the automotive, railway and aerospace industries, and the shipbuilding field.

[0017] The present invention also relates to the use of the thermally conductive two-component composition according to the present invention for improving the service life of a battery, preferably a rechargeable battery.

[0018] Furthermore, the present invention relates to the use for crosslinking, without the addition of free water, a two-component composition comprising a composition (A) containing a silylated polymer of a filler (C) having a water content of 0.05% to 5% by mass based on the total mass of the filler (C) and a composition (B) containing the filler (C).

[0019] The present invention also relates to an article comprising a thermally conductive two-component composition according to the invention, in particular a battery.

[0020] Finally, the present invention is a method of assembling two substrates by adhesive bonding, comprising: - coating at least one of the two substrates to be assembled with a thermally conductive two-component composition according to the invention, and then - bringing the two substrates into actual contact The method is targeted.

[0021] Surprisingly, when a filler (C) supplying at least 0.0025% by mass of water with respect to the total mass of the composition (B) is incorporated into the composition (B), improved mixing of the composition (A) and the composition (B) becomes possible, and thus not only are processing property problems limited (in particular suppressing the deposition of water on the mixer blade), but it has also been found that rapid cross-linking of the silylated polymer occurs without the need to add (free) water to the composition (B) after contact with the composition (A). In addition, the thermally conductive two-component composition according to the invention can be easily applied with a manual dual cartridge (without the need for a pneumatic gun), and in particular the risk of dripping in a non-horizontal position is also limited.

Embodiments for Carrying Out the Invention

[0022] Therefore, the present invention is - · a silylated polymer Composition (A) containing, and - · a filler (C) of at least 1% by mass with respect to the total mass of the composition (B) Composition (B) containing, wherein the filler (C) supplies at least 0.0025% by mass of water with respect to the total mass of the composition (B), the composition (B) A thermally conductive two-component composition containing Composition (A) and / or composition (B) further contains at least one thermally conductive filler, Composition (A) and / or composition (B), preferably composition (A), · a rheology agent (r1) selected from amide wax, and / or · A rheology agent (r2), · Bisurea (a) obtained by reacting a primary aliphatic amine with a diisocyanate having a molar mass of less than 500 g / mol in an amount of 1% to 40% by mass based on the total mass of the rheology agent (r2), and · A plasticizer (b) selected from alkyl phthalates, pentaerythritol tetravalerate, alkyl sulfonic acid esters of phenol, diisononyl 1,2-cyclohexanedicarboxylate, 3,3'-[methylenebis(oxymethylene)]bis[heptane], dioctyl carbonate, and mixtures thereof, in an amount of 60% to 99% by mass based on the total mass of the rheology agent (r2) The rheology agent (r2) containing the above components is in the form of a suspension of solid particles of bisurea (a) in the continuous phase of the plasticizer (b). Furthermore, it relates to a thermally conductive two-component composition containing the above components.

[0023] Silylated polymer The term "silylated polymer" means a polymer containing at least one alkoxysilane group. Preferably, the silylated polymer contains at least one alkoxysilane group located at the end of the polymer.

[0024] Silylated polymers are generally in the form of more or less viscous liquids. Silylated polymers advantageously have a viscosity in the range of 0.5 to 200 Pa·s, preferably 5 to 120 Pa·s, more preferably 15 to 80 Pa·s, and even more preferably 30 to 60 Pa·s at 23°C.

[0025] The viscosity of the silylated polymer can be measured, for example, according to the Brookfield method at 23°C and 50% relative humidity (needle S28).

[0026] In the context of the present invention, it is understood that the ranges of values include the boundaries. For example, the range "0% to 25%" specifically includes the values 0% and 25%.

[0027] Advantageously, the silylated polymer has at least one, preferably at least two, of formula (I): -Si(R 4 ) p (OR 5 ) 3-p (I) [wherein - R 4 represents a linear or branched alkyl group containing 1 to 4 carbon atoms, and when p is equal to 2, the R 4 groups are the same or different, - R 5 represents a linear or branched alkyl group containing 1 to 4 carbon atoms, and when p is equal to 0 or 1, the R 5 groups are the same or different, and the two OR 5 groups may optionally form the same ring, - p is an integer equal to 0, 1 or 2, preferably 0 or 1] and contains an alkoxysilane group of

[0028] Preferably, the alkoxysilane group of the silylated polymer is of formula (I), wherein - R 4 and R 5 each represent a methyl group, - p is equal to 0 or 1.

[0029] Advantageously, the silylated polymer has a number average molecular weight of 500 g / mol to 70,000 g / mol, preferably 1,000 g / mol to 60,000 g / mol, more preferably 2,000 g / mol to 50,000 g / mol.

[0030] The molar mass of the polymer can be measured by methods well known to those skilled in the art, for example, by NMR or size exclusion chromatography using a polystyrene standard.

[0031] Advantageously, the silylated polymer is of formula (II), (III) or (IV):

[0032]

Chemical formula

[0033] [wherein, - R 4 , R 5 and p have the same meanings as in the above formula (I), - P represents a saturated or unsaturated polymer group which may optionally contain one or more heteroatoms, such as oxygen, nitrogen, sulfur and / or silicon, preferably oxygen and / or nitrogen, and which has a linear or branched open chain or contains one or more optionally aromatic rings, - R 1 represents a saturated or unsaturated divalent hydrocarbon-based group containing 5 to 15 carbon atoms, which has a linear or branched open chain or contains one or more optionally aromatic rings, - R 3 represents a linear or branched divalent alkylene group containing 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, - X represents a divalent group selected from -NH-, -NR 7 -, or -S-, - R 7 represents a linear or branched alkyl group containing 1 to 20 carbon atoms, which may contain one or more heteroatoms, - f is an integer in the range of 1 to 6, preferably 2 to 5, more preferably 2 to 4, and even more preferably 2 to 3) is of this kind.

[0034] Advantageously, the silylated polymer is of formula (II), (III) or (IV), wherein P represents a polymer group selected from polyethers, polycarbonates, polyesters, polyolefins, polyacrylates, polyether polyurethanes, polyester polyurethanes, polyolefin polyurethanes, polyacrylate polyurethanes, polycarbonate polyurethanes, block polyether / polyester polyurethanes, preferably selected from polyethers, polyurethanes and mixtures thereof, more preferably polyethers.

[0035] Preferably, the silylated polymer is of formula (II'), (II''), (III') or (IV'):

[0036] [Chemical formula]

[0037] [wherein, - R 1 , R 3 , R 4 , R 5 , X, R 7 and p have the same meanings as in formulas (II), (III) and (IV), - R 2 represents a saturated or unsaturated linear or branched divalent hydrocarbon-based group which may optionally contain one or more heteroatoms, such as oxygen, nitrogen, sulfur, silicon, - n is an integer, preferably, n is an integer such that the number average molecular weight of the silylated polymer is from 500 g / mol to 70,000 g / mol, more preferably from 1000 g / mol to 60,000 g / mol, even more preferably from 2000 g / mol to 50,000 g / mol] is of this kind.

[0038] In the silylated polymer of formula (II'), (II''), (III') or (IV') as defined above, when the R 2 group contains one or more heteroatoms, the heteroatoms are not present at the chain ends. In other words, the free valences of the divalent R 2 groups bonded to adjacent oxygen atoms of the silylated polymer are each present on a carbon atom. Thus, the main chain of the R 2 group is terminated by a carbon atom at each of the two ends, where the carbon atom has a free valence.

[0039] According to one embodiment, the silylated polymer is obtained from a polyol selected from polyether polyols, polyester polyols, polycarbonate polyols, polyacrylate polyols, polysiloxane polyols, polyolefin polyols, and mixtures thereof, preferably from a diol selected from polyether diols, polyester diols, polycarbonate diols, polyacrylate diols, polysiloxane diols, polyolefin diols, and mixtures thereof, more preferably from a polyether diol. In the case of the polymer of the above formula (II'), (II''), (III') or (IV'), such a diol is of the formula HO-R 2 -OH or H-[O-R 2 n -OH, where R 2 has the same meaning as in formula (II'), (II''), (III') or (IV').

[0040] According to one embodiment, when the silylated polymer is of the formula (II') or (IV'), the R 2 group can be selected from the following divalent groups. Here, the following formulas show two free valences: - Derivatives of polypropylene glycol:

[0041]

Chemical formula

[0042] - Derivatives of polyester diol:

[0043]

Chemical formula

[0044] - Derivatives of polybutadiene diol:

[0045]

Chemical formula

[0046] - Derivatives of polyacrylate diol:

[0047] [Chemical formula]

[0048] - Derivatives of polysiloxane diol:

[0049] [Chemical formula] .

[0050] [In the formula, - q represents an integer such that the number average molar mass of the R 2 group is in the range of 100 g / mol to 48600 g / mol, preferably 300 g / mol to 18600 g / mol, more preferably 500 g / mol to 12600 g / mol, - r and s represent zero or non-zero integers such that the number average molar mass of the R 2 group is in the range of 100 g / mol to 48600 g / mol, preferably 300 g / mol to 18600 g / mol, more preferably 500 g / mol to 12600 g / mol, and the sum r + s is understood to be non-zero, - Q 1 preferably represents a linear or branched, saturated or unsaturated, aromatic or aliphatic divalent alkylene group containing 1 to 18 carbon atoms, more preferably 1 to 8 carbon atoms, - Q 2 preferably represents a linear or branched divalent alkylene group containing 2 to 36 carbon atoms, more preferably 1 to 8 carbon atoms, - Q 3 , Q 4 , Q 5 , Q 6 , Q 7 and Q 8Independently of each other, it represents a hydrogen atom, or preferably an alkyl, alkenyl or aromatic group containing 1 to 12 carbon atoms, preferably 2 to 12 carbon atoms, more preferably 2 to 8 carbon atoms.

[0051] According to one embodiment, R 1 is selected from the following divalent groups. Here, two free valences are shown in the following formula: a) A divalent group derived from isophorone diisocyanate (IPDI):

[0052]

Chemical formula

[0053] b) A divalent group derived from dicyclohexylmethane diisocyanate (H12MDI):

[0054]

Chemical formula

[0055] c) Divalent groups derived from the 2,4- and 2,6-isomers of toluene diisocyanate (TDI):

[0056]

Chemical formula

[0057] d) Divalent groups derived from the 4,4'- and 2,4'-isomers of diphenylmethane diisocyanate (MDI):

[0058]

Chemical formula

[0059] e) A divalent group derived from hexamethylene diisocyanate (HDI): -(CH2)6- f) Divalent groups derived from m-xylylene diisocyanate (m-XDI):

[0060] [Chemical formula] .

[0061] According to a preferred embodiment, the silylated polymer is of formula (II'') (preferably where R 3 represents a divalent linear or branched alkylene group containing 3 carbon atoms) or (III'), preferably (III'), and the R 2 group preferably represents a linear or branched divalent alkylene group containing 2 to 4 carbon atoms, more preferably a linear or branched divalent alkylene group containing 3 carbon atoms, and even more preferably an isopropylene group (of the formula -CH2-CH(CH3)-).

[0062] According to a particular preferred embodiment, the silylated polymer is a polymer of formula (III'), wherein - R 2 represents an isopropylene group, - R 5 represents a methyl group, - p is equal to 0.

[0063] The polymers of formula (II), (II') or (II'') can be obtained, for example, according to the processes described in European Patent No. 2336208 and International Publication No. 2009 / 106699. Among the polymers corresponding to formula (II), the following can be mentioned: - Geniosil® STP-E10 (available from Wacker-Chemie): a polyether of formula (II'') containing two groups of formula (I) of the dimethoxy type (p equal to 1, where R 4 and R 5 represent methyl groups), where R 3 represents a methyl group; - Geniosil® STP-E30 (available from Wacker-Chemie): a polyether of formula (II'') containing two groups of formula (I) of the dimethoxy type (where p is equal to 1 and R 4 and R 5 represent methyl groups), where R 3 represents a methyl group; - Desmoseal® S XP 2636 (available from Bayer): a polyurethane containing two groups of formula (I) of the trimethoxy type (where p is equal to 0 and R 5 represents a methyl group), where R 3 represents an n-propylene group.

[0064] The polymer of formula (III) or (III') can be obtained, for example, by hydrosilylation of polyether diallyl ether according to the process described in European Patent No. 1829928. Among the polymers corresponding to formula (III), the following can be mentioned: - Polymer MS SAX® 350 (available from Kaneka), corresponding to a polyether containing two groups of formula (I) of the dimethoxy type (where p is equal to 1 and R 4 and R 5 represent methyl groups), having a number average molar mass in the range of 14,000 to 16,000 g / mol; - Polymer MS SAX® 260 (available from Kaneka), corresponding to a polyether containing two groups of formula (I) of the dimethoxy type (where p is equal to 1 and R 4 and R 5 represent methyl groups), having a number average molar mass in the range of 16,000 to 18,000 g / mol, where R 3 represents an ethyl group; - Polymer MS S303H (available from Kaneka), corresponding to a polyether containing two groups of formula (I) of the dimethoxy type (where p is equal to 1 and R 4 represents a methyl group), having a number average molar mass in the range of 21,000 to 23,000 g / mol; - A polymer MS SAX (registered trademark) 520 (available from Kaneka), corresponding to a polyether containing two groups of formula (I) of the trimethoxy type (where p is equal to 0 and R 5 represents a methyl group), having a number average molar mass in the range of 29,000 to 31,000 g / mol.

[0065] The polymers of formula (IV) or (IV') can be obtained, for example, by reacting a polyol with one or more diisocyanates and then reacting with an aminosilane or a mercaptosilane. The process for preparing the polymers of formula (IV) or (IV') is described, for example, in European Patent No. 2,583,988. A person skilled in the art knows how to adapt the manufacturing process described in said document when using different types of polyols. Examples of polymers corresponding to formula (IV) include: - Spur+ (registered trademark) 1050MM (available from Momentive): a polyurethane containing two groups of formula (I) of the trimethoxy type (where p is equal to 0 and R 5 represents a methyl group), having a number average molar mass of 16,393 g / mol, where R 3 represents an n-propyl group; - Spur+ (registered trademark) Y-19116 (available from Momentive): a polyurethane containing two groups of formula (I) of the trimethoxy type (where p is equal to 0 and R 5 represents a methyl group), having a number average molar mass in the range of 15,000 to 17,000 g / mol, where R 3 represents an n-propyl group.

[0066] The content of the silylated polymer in composition (A) can be in the range of 3% to 40% by mass, preferably 5% to 35% by mass, more preferably 10% to 30% by mass, even more preferably 14% to 28% by mass, and particularly 17% to 22% by mass, based on the total mass of composition (A).

[0067] Rheology agent The total content of the rheology agent in the composition (A) can be in the range of 0.2% to 15% by mass, preferably 1% to 10% by mass, more preferably 1% to 5% by mass, based on the total mass of the composition (A).

[0068] The total content of the rheology agent in the composition (B) can be in the range of 0.2% to 15% by mass, preferably 1% to 10% by mass, more preferably 1% to 5% by mass, based on the total mass of the composition (B).

[0069] Preferably, the composition (A) and / or the composition (B) contains the rheology agent (r2). In particular, the rheology agent (r2) is the only rheology agent in the composition (A) and / or the composition (B).

[0070] Preferably, the composition (A) contains the rheology agent (r2). In particular, the rheology agent (r2) is the only rheology agent in the composition (A).

[0071] Advantageously, only the composition (A) contains a rheology agent, preferably the rheology agent (r2). In particular, the rheology agent (r2) is the only rheology agent in the composition (A).

[0072] Rheology agent (r1) The term "amide wax" is understood to mean a wax containing one or more compounds containing at least one amide group. In particular, amide waxes can be obtained from fatty acids (such as ricinoleic acid) and (di)amines.

[0073] The amide wax is preferably micronized, i.e., has an average particle size of less than 1 mm. Advantageously, the amide wax has an average particle size of less than 500 μm, preferably less than 100 μm, more preferably less than 10 μm.

[0074] The average particle size advantageously corresponds to the d50 particle size, i.e., the largest size of the smallest 50% of the particles by volume, and can be measured by a particle size analyzer, in particular by laser diffraction with a Malvern instrument (for example, according to the standard NF ISO 13320).

[0075] Unless otherwise indicated, the standards described through this patent application are those in force as of the filing date of this patent application.

[0076] Amide wax type rheology agents are generally heat-activatable, i.e., a temperature higher than room temperature (23 °C) may be required to activate it (in particular, to activate its rheological properties) during the preparation of the composition according to the present invention.

[0077] The activation temperature depends on the rheology agent.

[0078] Preferably, the activation temperature of the rheology agent (r1) is 80 °C or lower, more preferably less than 65 °C, and even more preferably less than 55 °C.

[0079] Examples of commercially available amide waxes include Crayvallac® SLX or Crayvallac® SLT sold by Arkema, or Thixatrol® AS8053 or Thixatrol® MAX (EC No.: 432-430-3) available from Elementis.

[0080] Rheology agent (r2) Advantageously, for the rheology agent (r2), bisurea (a) is an n-alkylamine (a1) containing 1 to 22 carbon atoms, preferably n-butylamine, in the formula (V): NCO-R 6 -NCO (V) [wherein R 6 is selected from one of the following divalent groups, and the following formula shows two free valences: - i) A divalent group derived from isophorone:

[0081]

Chemical formula

[0082] - ii) A divalent 4,4'-methylenebis(cyclohexyl) group:

[0083]

[0084] - iii) A divalent group derived from toluene 2,4-diisocyanate (or 2,4-TDI) or toluene 2,6-diisocyanate (or 2,6-TDI), respectively, of the following formula:

[0085]

[0086] - iv) A divalent group derived from diphenylmethylene 4,2'-diisocyanate (or 4,2'-MDI) or diphenylmethylene 4,4'-diisocyanate (or 4,4'-MDI), respectively, of the following formula:

[0087]

[0088] - v) A hexamethylene group: -(CH2)6-, - vi) An m-xylylene group:

[0089]

[0090] and - vii) A hexahydro-m-xylylene group:

[0091]

[0092] ​​​​​​It is obtained by reacting with a diisocyanate (a2).

[0093] Preferably, the diisocyanate (a2) is a divalent group of formula (V) in which R 6 is derived from 4,2'-MDI or 4,4'-MDI, preferably 4,4'-MDI.

[0094] According to a preferred embodiment, the bisurea (a) is obtained by reacting n-butylamine with a diisocyanate (a2) of formula (V) in which R 6 is a divalent group derived from 4,2'-MDI or 4,4'-MDI, preferably 4,4'-MDI.

[0095] As shown above, the plasticizer (b) is selected from alkyl phthalates, pentaerythritol tetravalerate, alkyl sulfonic acid esters of phenol, diisononyl 1,2-cyclohexanedicarboxylate, 3,3'-[methylenebis(oxymethylene)]bis[heptane], dioctyl carbonate and mixtures thereof.

[0096] The alkyl phthalate is preferably formed from the group consisting of diisodecyl phthalate (DIDP), bis(2-propylheptyl) phthalate and mixtures thereof.

[0097] For pentaerythritol tetravalerate, products sold under the brand name Pevalen® by Perstorp can be mentioned.

[0098] For esters of alkyl sulfonic acid and phenol, the product Mesamoll® sold by Lanxess can be mentioned.

[0099] For diisononyl 1,2-cyclohexanedicarboxylate, products sold under the name Hexamoll Dinch® by BASF can be mentioned.

[0100] 3,3'-[Methylenebis(oxymethylene)]bis[heptane] can be identified by its CAS number: 22174-70-5 and is also known under the trade name 2-ethylhexylal available from Lambiotte.

[0101] Finally, dioctyl carbonate (EC No.: 434-850-2) is available from BASF.

[0102] Advantageously, the rheology agent (r2) is such that the plasticizer (b) is selected from alkyl phthalates; preferably, the plasticizer (b) is selected from diisodecyl phthalate, bis(2-propylheptyl) phthalate and mixtures thereof; more preferably, the plasticizer (b) is diisodecyl phthalate.

[0103] According to a preferred embodiment, the rheology agent (r2) is: - bisurea (a) obtained by reaction of a primary aliphatic amine and a diisocyanate having a molar mass of less than 500 g / mol, in an amount of 1% to 40% by mass based on the total mass of the rheology agent (r2), and - a plasticizer (b) selected from alkyl phthalates, pentaerythritol tetravalerate, alkyl sulfonic acid esters of phenol, diisononyl 1,2-cyclohexanedicarboxylate, 3,3'-[methylenebis(oxymethylene)]bis[heptane], dioctyl carbonate and mixtures thereof, in an amount of 60% to 99% by mass based on the total mass of the rheology agent (r2) and the rheology agent (r2) is in the form of a suspension of solid particles of bisurea (a) in a continuous phase of the plasticizer (b), and the bisurea (a) and the plasticizer (b) are as described above including the embodiments.

[0104] Advantageously, the rheology agent (r2) contains 5% to 30% by mass of bisurea (a) and 70% to 95% by mass of the plasticizer (b), preferably consisting of, and the percentages are based on the total mass of the rheology agent (r2).

[0105] The bisurea (a) and the plasticizer (b) are as described above including the embodiments.

[0106] The rheology agent (r2) used in the thermally conductive two-component composition according to the present invention can be prepared according to the process described below.

[0107] The reaction of a primary aliphatic amine and a diisocyanate is highly exothermic. To prevent the large amount of heat generated by the reaction and causing the decomposition of the formed bisurea, the primary aliphatic amine and the diisocyanate are each dissolved in the plasticizer (b) before reacting them together. Thus, the plasticizer (b) serves to dissipate the heat generated by the reaction. The two solutions of the primary aliphatic amine and the diisocyanate in the plasticizer (b) are preferably each introduced into the reactor via an injector under a pressure of 40 to 200 bar, preferably 80 to 120 bar, and thus the two solutions are brought into contact in a spray liquid state. The amount of the reagents preferably corresponds to a molar ratio of about 2 (moles of primary aliphatic amine) / (moles of diisocyanate). By the reaction, bisurea is produced in the form of solid particles dispersed in the continuous phase of the plasticizer b), and the Brookfield viscosity of the corresponding suspension measured at a temperature of 23 °C is generally 1 to 50 Pa·s, preferably 10 to 25 Pa·s.

[0108] The term "about X" is intended to mean plus or minus 10% of the value of X.

[0109] Filler (C) The filler (C) of the composition (B) contains residual moisture that enables the alkoxysilyl groups of the silylated polymer to be hydrolyzed, which advantageously causes crosslinking of the silylated polymer without the need to add water to the composition (B).

[0110] The filler (C) is different from the thermally conductive filler.

[0111] When this filler (C) is incorporated into the composition (B), advantageously, a more homogeneous two-component composition with thermal conductivity is provided. In particular, since the composition (A) is hydrophobic especially due to the presence of the silylated polymer, when water is supplied by the filler (C), the mixing with the composition (B) is promoted.

[0112] Advantageously, the filler (C) supplies at least 0.005% by mass, preferably at least 0.010% by mass, more preferably at least 0.015% by mass of water with respect to the total mass of the composition (B).

[0113] Advantageously, the filler (C) supplies 0.0025% to 1% by mass, preferably 0.005% to 0.8% by mass, more preferably 0.010% to 0.5% by mass, even more preferably 0.015% to 0.2% by mass of water with respect to the total mass of the composition (B).

[0114] The water supplied by the filler (C) can be determined by considering the filler (C) content of the composition (B) and the water content of the filler (C). For example, if the composition (B) contains 5% by mass of the filler (C) with respect to the total mass of the composition (B) and the filler (C) contains 0.5% by mass of water with respect to the total mass of the filler (C), then the filler (C) supplies (5 × 0.5) / 100 = 0.025% by mass of water with respect to the total mass of the composition (B).

[0115] Advantageously, the water content of the filler (C) is 0.05% to 5% by mass, preferably 0.1% to 3% by mass, more preferably 0.10% to 2% by mass with respect to the total mass of the filler (C).

[0116] Those skilled in the art know how to determine the water content of the filler (C). The water content of the filler (C) can be determined by determining the equivalence point by potentiometric measurement according to the Karl Fisher method. For example, the water content can be determined using the protocol described in Example 1 below.

[0117] The average particle size of the filler (C) can be in the range of 10 nm to 400 μm, preferably 20 nm to 100 μm, more preferably 30 nm to 50 μm.

[0118] The average particle size preferably corresponds to the d50 particle size, i.e., the largest size of the smallest 50% of the particles by volume, and can be measured by a particle size analyzer, particularly by laser diffraction with a Malvern instrument (for example, in accordance with standard NF ISO 13320).

[0119] Advantageously, the filler (C) is selected from clay, talc, kaolin, gypsum, carbonate fillers, zeolite, expanded graphite, and mixtures thereof.

[0120] Preferably, the filler (C) is selected from carbonate fillers, zeolite, expanded graphite, and mixtures thereof, more preferably carbonate fillers, zeolite, and mixtures thereof.

[0121] Advantageously, the carbonate filler is formed from the group consisting of carbonates of alkali metals or alkaline earth metals and mixtures thereof. Preferably, the carbonate filler is calcium carbonate or chalk, more preferably calcium carbonate, particularly precipitated calcium carbonate coated with fatty acids.

[0122] When calcium carbonate is coated with fatty acids, it becomes possible to impart overall or partial hydrophobicity to the calcium carbonate particles. Furthermore, the fatty acid coating acts as a hydrophobic coating, which can prevent calcium carbonate from absorbing the components of the composition and rendering them ineffective. The hydrophobic coating of calcium carbonate can represent 0.1% to 3.5% by mass based on the total mass of calcium carbonate.

[0123] Preferably, the fatty acid coating calcium carbonate contains or consists of more than 50% by mass of stearic acid based on the total mass of the fatty acids.

[0124] Examples of precipitated calcium carbonate coated with a fatty acid that can be mentioned include Hakuenka® CCR-S10 (sold by Omya) or Calofort® SV14 (sold by Specialty Minerals).

[0125] Advantageously, the zeolite is selected from synthetic zeolites of type A, X and / or Y, preferably type A, and has a pore diameter of 3 Å to 5 Å, preferably 3 Å.

[0126] According to a preferred embodiment, the filler (C) is precipitated calcium carbonate coated with a fatty acid and / or synthetic zeolite of type A with a pore diameter of 3 Å.

[0127] Advantageously, the content of the filler (C) is in the range of 1% to 25% by mass, preferably 2% to 20% by mass, more preferably 4% to 15% by mass, and even more preferably 6% to 11% by mass based on the total mass of the composition (B).

[0128] Thermally conductive filler The thermally conductive filler enables heat dissipation depending on its thermal conductivity value. In particular, the thermally conductive filler has a thermal conductivity of 3 W / mK or more, preferably 5 W / mK or more, and more preferably 10 W / mK or more.

[0129] The thermal conductivity of the conductive filler can be determined by any method known to those skilled in the art. Advantageously, the thermal conductivity is determined according to standard ASTM D5740.

[0130] Advantageously, the thermally conductive filler is electrically insulating. The term "electrically insulating" particularly means an electrical conductivity of 0.1 S / m or less at 23°C, preferably 0.01 S / m or less at 23°C.

[0131] The thermally conductive filler enables good thermal conductivity to be imparted to the thermally conductive two-component composition according to the present invention.

[0132] Therefore, the thermal conductivity of composition (A) and / or composition (B) is preferably from 0.5 to 3 W / mK, more preferably from 1.0 to 2.0 W / mK, and even more preferably equal to about 1.5 W / mK.

[0133] The thermal conductivity of compositions (A) and (B) is preferably determined using the ASTM D5470 method.

[0134] The water content of the thermally conductive filler is preferably less than 0.05% by mass, more preferably less than 0.03% by mass, based on the total mass of the thermally conductive filler. The water content can be determined, for example, according to the protocol described in Example 1 below, by determining the equivalence point by potentiometry according to the Karl Fisher method.

[0135] At least one thermally conductive filler can be selected from aluminosilicates, alumina, aluminum hydroxide, aluminum nitride, boron nitride, zinc oxide, magnesium oxide, and mixtures thereof, preferably from aluminosilicates, alumina, aluminum hydroxide, boron nitride, zinc oxide, magnesium oxide, and mixtures thereof, more preferably from aluminosilicates, alumina, aluminum hydroxide, and mixtures thereof, and even more preferably from aluminosilicates and mixtures thereof.

[0136] The thermally conductive filler is preferably of natural origin (i.e., not synthetic).

[0137] The thermally conductive filler preferably does not have a three-dimensional crystal structure with pores having a diameter of at least 3 Å.

[0138] Preferably, composition (A) and / or composition (B) contains at least two thermally conductive fillers.

[0139] Advantageously, the total content of the thermally conductive filler in composition (A) ranges from 50% to 90% by mass, preferably from 60% to 87% by mass, more preferably from 65% to 85% by mass, and even more preferably from 70% to 80% by mass, based on the total mass of composition (A).

[0140] Advantageously, the total content of the thermally conductive filler in the composition (B) is in the range of 50% to 90% by mass, preferably 60% to 87% by mass, more preferably 65% to 85% by mass, and even more preferably 70% to 80% by mass based on the total mass of the composition (B).

[0141] According to a preferred embodiment, each of the compositions (A) and (B) contains at least one thermally conductive filler. Preferably, each of the compositions (A) and (B) contains at least two thermally conductive fillers.

[0142] Advantageously, the thermal conductivity of each of the compositions (A) and (B) is 0.5 to 3 W / mK, preferably 1.0 to 2.0 W / mK, and more preferably equal to about 1.5 W / mK.

[0143] Advantageously, the total content of the thermally conductive filler in each of the compositions (A) and (B) is in the range of 50% to 90% by mass, preferably 60% to 87% by mass, more preferably 65% to 85% by mass, and even more preferably 70% to 80% by mass based on the total mass of each of the compositions (A) and (B).

[0144] According to one embodiment, the composition (A) and / or the composition (B), preferably each of the compositions (A) and (B), contains at least two thermally conductive fillers, and the thermally conductive fillers in the composition have different particle sizes. Advantageously, the difference in the d50 particle sizes of the two thermally conductive fillers is 3 μm to 25 μm, preferably 5 μm to 20 μm, and more preferably 10 μm to 14 μm.

[0145] It is well known to those skilled in the art that the d50 particle size is the maximum size of 50% of the smallest particles by volume, and it can be measured by a particle size analyzer, particularly by laser diffraction with a Malvern instrument (for example, in accordance with the standard NF ISO 13320).

[0146] Adhesion promoter The composition (A) and / or the composition (B) may further contain at least one adhesion promoter.

[0147] Advantageously, the adhesion promoter is selected from amino-, mercapto- and epoxy-alkoxysilanes, preferably from aminoalkoxysilanes, more preferably from aminotrialkoxysilanes, even more preferably from aminotrimethoxysilanes, for example from 3-aminopropyltrimethoxysilane.

[0148] Examples of epoxyalkoxysilanes include (3-glycidyloxypropyl)trimethoxysilane (also known as GLYMO).

[0149] Advantageously, aminotrimethoxysilane is formed by the group consisting of 4-amino-3,3-dimethylbutyltrimethoxysilane (e.g., Silquest A-Link 600 sold by Momentive), (3-aminopropyl)trimethoxysilane (e.g., Dynasylan® AMMO sold by Evonik), and N-(2-aminoethyl)-3-aminopropyltrimethoxysilane (e.g., Dynasylan® DAMO or DAMO-T sold by Evonik). Preferably, aminotrimethoxysilane is (3-aminopropyl)trimethoxysilane.

[0150] The content of the adhesion promoter can be in the range of 0.1% to 3% by mass, preferably 0.2% to 2% by mass, more preferably 0.5% to 1.5% by mass, based on the total mass of the composition (A).

[0151] The content of the adhesion promoter can be in the range of 0.1% to 3% by mass, preferably 0.2% to 2% by mass, more preferably 0.5% to 1.5% by mass, based on the total mass of the composition (B).

[0152] According to one embodiment, the content of the adhesion promoter in each of the compositions (A) and (B) is in the range of 0.1% to 3% by mass, preferably 0.2% to 2% by mass, more preferably 0.5% to 1.5% by mass, based on the total mass of each of the compositions (A) and (B).

[0153] Advantageously, composition (A) and / or (B) contains at least one adhesion promoter.

[0154] Preferably, the adhesion promoter is only in composition (A).

[0155] Crosslinking catalyst Composition (B) may further contain a crosslinking catalyst.

[0156] The crosslinking catalyst can be any catalyst known to those skilled in the art for the condensation of silanols. Examples of such catalysts that can be mentioned include the following: - Organic titanium derivatives, such as titanium acetylacetonate (e.g., Tyzor® AA75 sold by Dorf Ketal), - Aluminum, such as aluminum chelates (e.g., K-KAT® 5218 sold by King Industries), - Amines, such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]nona-5-ene (DBN), 2,2'-dimorpholinodiethyl ether (DMDEE) and 1,4-diazabicyclo[2.2.2]octane (DABCO), - Zinc carboxylate and DBU-based catalysts (e.g., K-KAT® 670 sold by King Industries), - Tin-based catalysts, such as compounds derived from dioctyltin or dibutyltin; in particular, dioctyltin oxide, dioctyltin diacetate, dioctyltin dilaurate, dioctyltin dicarboxylate, dibutyltin diacetylacetonate (DBTDAA), dibutyltin dilaurate (DBTDL), dibutyltin diacetate, dibutyltin oxide, or the product of the reaction of bis(acetyloxy)dioctyltin with tetraethyl orthosilicate, preferably the product of the reaction of bis(acetyloxy)dioctyltin with tetraethyl orthosilicate. For example, Neostann® S-1 (sold by Kaneka), or TIB KAT® 425 or TIB KAT® 423 (sold by TIB Chemicals) can be mentioned.

[0157] Advantageously, the crosslinking catalyst is a tin-based catalyst derived from, for example, the reaction of bis(acetyloxy)dioctyltin with tetraethyl orthosilicate.

[0158] Preferably, the crosslinking catalyst is a tin-based catalyst selected from compounds derived from dioctyltin and dibutyltin; more preferably, the tin-based catalyst is derived from the reaction of bis(acetyloxy)dioctyltin with tetraethyl orthosilicate (CAS No.: 93925-43-0).

[0159] The content of the crosslinking catalyst can be in the range of 0.01% to 1.5% by mass, preferably 0.02% to 1.0% by mass, more preferably 0.1% to 0.5% by mass, based on the total mass of composition (B).

[0160] Advantageously, composition (B) contains a crosslinking catalyst.

[0161] Flame retardant Composition (A) and / or composition (B) may further contain a flame retardant.

[0162] Preferably, the flame retardant is more preferably selected from triaryl phosphates, trialkyl phosphates, and mixtures thereof, and even more preferably from tricresyl phosphate, cresyl diphenyl phosphate, tributyl phosphate, trioctyl phosphate, tris(2-ethylhexyl) phosphate, tris(chloroethyl) phosphate, tris(dichloropropyl) phosphate, tris(dibromopropyl) phosphate, and mixtures thereof, and even more preferably from cresyl diphenyl phosphate.

[0163] The content of the flame retardant can be in the range of 1% to 20% by mass, preferably 5% to 18% by mass, and more preferably 8% to 15% by mass based on the total mass of the composition (B).

[0164] The content of the flame retardant can be in the range of 1% to 20% by mass, preferably 5% to 18% by mass, and more preferably 8% to 15% by mass based on the total mass of the composition (A).

[0165] The content of the flame retardant in each of the compositions (A) and (B) can be in the range of 1% to 20% by mass, preferably 5% to 18% by mass, and more preferably 8% to 15% by mass based on the total mass of each of the compositions (A) and (B).

[0166] Advantageously, the composition (A) and / or the composition (B) contains a flame retardant.

[0167] Preferably, the flame retardant is only in the composition (B).

[0168] Other additives The thermally conductive two-component composition according to the present invention may further contain at least one additive. The additive can be in the composition (A) and / or (B). Preferably, the additive is selected from plasticizers, solvents, and UV stabilizers, and mixtures thereof.

[0169] Advantageously, the thermally conductive two-component composition according to the present invention contains a mixture of additives selected from plasticizers, solvents, and UV stabilizers (or antioxidants).

[0170] Water cannot be considered as a solvent for the purposes of the present invention.

[0171] The total content of the additive can range from 0.1% to 10% by mass, preferably from 1% to 5% by mass, more preferably from 2% to 3% by mass, based on the total mass of the two-component composition having thermal conductivity.

[0172] Advantageously, the two-component composition having thermal conductivity according to the present invention contains an additive selected from plasticizers.

[0173] The term "additive selected from plasticizers" means a plasticizer that can be the plasticizer (b) in the composition (B), and / or a plasticizer that can be the plasticizer (b) in the composition (A) when the composition (A) does not contain the rheology agent (r2), or a second plasticizer other than the plasticizer (b) in the composition (A) when the composition (A) contains the rheology agent (r2).

[0174] Preferably, the additive selected from plasticizers is introduced into the composition (B).

[0175] The additive selected from plasticizers can be any plasticizer commonly used in the field of adhesive compositions.

[0176] Preferably, this plasticizer is: - Diisodecyl phthalate (e.g., Palatinol® DIDP sold by BASF), - Diisononyl phthalate (DINP) (e.g., Palatinol® N sold by BASF), - Alkyl sulfonic acid esters of phenol (e.g., Mesamoll® sold by Lanxess), - Diisononyl hexahydrophthalate (e.g., Hexamoll Dinch® sold by BASF), and - Pentaerythritol tetravalerate (e.g., Pevalen™ sold by Perstorp) selected from.

[0177] More preferably, the plasticizer is diisononyl hexahydrophthalate (CAS No.: 166412-78-8).

[0178] According to a preferred embodiment, the content of the additive selected from plasticizers is in the range of 1% to 15% by mass, preferably 2% to 10% by mass, more preferably 3% to 7% by mass based on the total mass of the composition (B).

[0179] The thermally conductive two-component composition according to the present invention may contain 0% to 5% by mass of a solvent, preferably a solvent that is volatile at room temperature (a temperature of about 23°C), based on the total mass of the composition. The volatile solvent can be selected, for example, from alcohols that are volatile at room temperature, such as ethanol or isopropanol. Preferably, the thermally conductive two-component composition contains 0% to 1% by mass, more preferably 0% to 0.5% by mass of the solvent based on the total mass of the composition.

[0180] Advantageously, the thermally conductive two-component composition according to the present invention contains up to 1% by mass, preferably up to 0.5% by mass, of one or more UV stabilizers (or antioxidants) based on the total mass of the composition. UV stabilizers are typically introduced to protect the composition from degradation resulting from reactions with oxygen, which are likely to occur due to the action of heat or light. These compounds may include antioxidants that can capture free radicals.

[0181] Advantageously, the UV stabilizer (or antioxidant) is selected from benzotriazoles, benzophenones, "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-piperidyl sebacate (CAS No.: 82919-37-7), octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate, 4,4'-bis(α,α-dimethylbenzyl) diphenylamine, and mixtures thereof. Examples include products sold by BASF such as Irganox 1076, Tinuvin® 292, Tinuvin® 765 or Tinuvin® 770 DF, Riasorb UV-123 sold by Rianlon, and Okabest CLX 50 sold by OKA.

[0182] Preferably, the UV stabilizer (or antioxidant) is selected from hindered 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(α,α-dimethylbenzyl) diphenylamine, and mixtures thereof.

[0183] More preferably, the UV stabilizer (or antioxidant) is a mixture of 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 and 4,4'-bis(α,α-dimethylbenzyl) diphenylamine.

[0184] Advantageously, the two-component composition with thermal conductivity according to the present invention does not contain a moisture absorbent, particularly a moisture absorbent selected from vinyltrimethoxysilane, vinyltriethoxysilane, alkoxyarylsilane, and p-toluenesulfonyl isocyanate.

[0185] Other features of the two-component composition with thermal conductivity according to the present invention Advantageously, the volume ratio of the composition (A) to the composition (B) is 0.25 to 4, preferably 0.5 to 2, more preferably 0.8 to 1.2, for example, equal to 1.0.

[0186] Advantageously, the composition (B) does not contain water.

[0187] The term "does not contain water" refers to a composition in which the presence of water is solely due to the presence of moisture in the components of the composition (without adding water).

[0188] Advantageously, the composition (B) has a water content of less than 1% by mass, preferably less than 0.8% by mass, more preferably less than 0.5% by mass, and even more preferably 0.2% by mass or less, based on the total mass of the composition (B).

[0189] The water content of the composition (B) can be determined by summing the water contents contributed by each of the components constituting it. Preferably, only the filler (C) has a significant water content, that is, a water content of at least 0.05% by mass based on the total mass of the filler (C). Thus, the water content of the composition (B) preferably corresponds to the water content contributed by the filler (C).

[0190] According to one embodiment, the two-component composition with thermal conductivity according to the present invention is: - 3% to 40% by mass of the silylated polymer in the composition (A) based on the total mass of the composition (A), - 0.2% to 15% by mass of the rheology agent (r1) and / or (r2), preferably (r2), in the composition (A) and / or the composition (B), preferably in the composition (A), based on the total mass of the composition (A) or (B). - 1% to 25% by mass, based on the total mass of Composition (B), of filler (C) in Composition (B), where the filler (C) supplies 0.0025% to 1% by mass of water relative to the total mass of Composition (B). - 50% to 90% by mass, based on the total mass of each of Compositions (A) and (B), of thermally conductive filler in each of Compositions (A) and (B). - 0.1% to 3% by mass, based on the total mass of Composition (A) or (B), of an adhesion promoter in Composition (A) and / or Composition (B), preferably in Composition (A). - 0.01% to 1.5% by mass, based on the total mass of Composition (B), of a crosslinking catalyst in Composition (B). - 1% to 20% by mass, based on the total mass of Composition (A) or (B), of a flame retardant in Composition (A) and / or Composition (B), preferably in Composition (B), and - 0.1% to 10% by mass, based on the total mass of the thermally conductive two-component composition, of one or more additives selected from plasticizers, solvents, and UV stabilizers, and mixtures thereof. comprising The volume ratio of Composition (A) to Composition (B) is 0.25 to 4.

[0191] Preferably, the thermally conductive two-component composition according to the present invention consists essentially of the components described above. The term "consists essentially" means that the thermally conductive two-component composition according to the present invention contains less than 5% by mass, preferably less than 2% by mass, and even more preferably less than 1% by mass, based on the total mass of the composition, of components other than the above-described components.

[0192] The components of this embodiment and their individual contents are as described above including this embodiment.

[0193] According to one embodiment, the thermally conductive two-component composition according to the present invention is: - 3% to 40% by mass, based on the total mass of Composition (A), of a silylated polymer in Composition (A). - 0.2% to 15% by mass, based on the total mass of composition (A), of rheology agent (r1) and / or (r2) in composition (A), preferably (r2), - 1% to 25% by mass, based on the total mass of composition (B), of filler (C) in composition (B), where the filler (C) supplies 0.0025% to 1% by mass of water with respect to the total mass of composition (B), - 50% to 90% by mass, based on the total mass of each of compositions (A) and (B), of thermally conductive filler in each of compositions (A) and (B), - 0.1% to 3% by mass, based on the total mass of the said composition (A) or (B), of adhesion promoter in composition (A) and / or composition (B), preferably in composition (A), - 0.01% to 1.5% by mass, based on the total mass of composition (B), of crosslinking catalyst in composition (B), - 1% to 20% by mass, based on the total mass of the said composition (A) or (B), of flame retardant in composition (A) and / or composition (B), preferably in composition (B), and - 0.1% to 10% by mass, based on the total mass of the thermally conductive two - component composition, of one or more additives selected from plasticizers, solvents, and UV stabilizers, and mixtures thereof comprising, The volume ratio of composition (A) to composition (B) is 0.25 to 4.

[0194] Preferably, the thermally conductive two - component composition according to the present invention is essentially composed of the above - described components.

[0195] The components and their respective content rates of this embodiment are as described above including the embodiment.

[0196] According to a specific embodiment, the thermally conductive two - component composition according to the present invention is: - 17% to 22% by mass, based on the total mass of composition (A), of silylated polymer in composition (A), where the silylated polymer is preferably a polymer of formula (III'), - 1% to 5% by mass, based on the total mass of composition (A), of rheology agent (r2) in composition (A), where the rheology agent (r2) is: o N-alkylamine (a1) containing 1 to 22 carbon atoms, which is 5% to 30% by mass based on the total mass of the rheology agent (r2), and R 6 a bisurea (a) obtained by reacting a diisocyanate (a2) of formula (V) in which R is a divalent group derived from 4,2'-MDI or 4,4'-MDI, and o a plasticizer (b) selected from diisodecyl phthalate, bis(2-propylheptyl) phthalate, and mixtures thereof, which is 70% to 90% by mass based on the total mass of the rheology agent (r2) comprising - a filler (C) that supplies 6% to 11% by mass of 0.015% to 0.1% by mass of water in the composition (B), where the mass percentage is based on the total mass of the composition (B), and the filler (C) is selected from carbonate fillers, zeolites, and mixtures thereof; in particular, the filler (C) is precipitated calcium carbonate coated with a fatty acid and / or a synthetic zeolite of the type with a pore size of 3 Å, - a thermally conductive filler selected from aluminosilicates and mixtures thereof in each of the compositions (A) and (B), which is 70% to 80% by mass based on the total mass of each of the compositions (A) and (B), - an adhesion promoter selected from aminotrimethoxysilane in the composition (A), which is 0.5% to 1.5% by mass based on the total mass of the composition (A), - a crosslinking catalyst in the composition (B), which is 0.1% to 0.5% by mass based on the total mass of the composition (B), and here the crosslinking catalyst is a tin-based catalyst, - a flame retardant in the composition (B), which is 8% to 15% by mass based on the total mass of the composition (B), and here the flame retardant is selected from tricresyl phosphate, cresyl diphenyl phosphate, tributyl phosphate, trioctyl phosphate, tris(2-ethylhexyl) phosphate, tris(chloroethyl) phosphate, tris(dichloropropyl) phosphate, tris(dibromopropyl) phosphate, and mixtures thereof, and - one or more additives selected from plasticizers, solvents, and UV stabilizers, and mixtures thereof, which is 2% to 3% by mass based on the total mass of the thermally conductive two-component composition comprising The volume ratio of the composition (A) to the composition (B) is 0.8 to 1.2.

[0197] Preferably, the thermally conductive two - component composition according to the present invention is essentially composed of the above - described components.

[0198] The components of this embodiment and their respective content rates are as described above including the embodiment.

[0199] Advantageously, the thermally conductive two - component composition according to the present invention has extremely good reactivity, that is, cross - linking of the silylated polymer occurs rapidly after mixing of the compositions (A) and (B).

[0200] This reactivity can be determined by measuring the "open time" of the thermally conductive two - component composition according to the present invention.

[0201] The term "open time" means the time between the start of mixing of the compositions (A) and (B) and the start of cross - linking of the thermally conductive two - component composition, during which the user can apply the thermally conductive two - component composition to the substrate to be assembled.

[0202] Preferably, the open time of the thermally conductive two - component composition according to the present invention is less than 30 minutes, more preferably 15 minutes or less.

[0203] The open time is preferably determined as described in Example 1 below.

[0204] Advantageously, the viscosity of the thermally conductive two - component composition according to the present invention at 21 °C is 300000 cP or less, preferably 100000 cP to 280000 cP.

[0205] Advantageously, the viscosity of the thermally conductive two - component composition according to the present invention at 21 °C is determined using a Brookfield RVT viscometer and a size 7 needle at 20 rpm (revolutions per minute) immediately after production.

[0206] The creep of the thermally conductive two - component composition according to the present invention is preferably less than 1 inch at 23°C. The creep can be determined according to standard ASTM D2202.

[0207] Preparation of the thermally conductive two - component composition according to the present invention Each of the compositions (A) and (B) of the thermally conductive two - component composition according to the present invention is prepared separately by simply mixing its components, preferably under vacuum.

[0208] The term "under vacuum" refers to a pressure below atmospheric pressure, preferably 10 kPa to 90 kPa, more preferably 50 kPa to 85 kPa, and even more preferably 60 kPa to 80 kPa.

[0209] Preferably, the thermally conductive two - component composition according to the present invention is prepared without the addition of free water, i.e., water other than that originally present in the components of the composition.

[0210] According to a preferred embodiment, composition (A) is prepared according to the following process: - 1) The silylated polymer is mixed in a suitable container with an optional adhesion promoter and / or flame retardant and optional additives such as plasticizers, solvents, and UV stabilizers (or antioxidants), preferably at a temperature of 18°C to 28°C and under vacuum, then - 2) An optional thermally conductive filler is dispersed in the previous mixture at the same pressure until a homogeneous mixture is obtained, then - 3) An optional rheology agent is added at the same pressure to homogenize the medium.

[0211] According to a preferred embodiment, composition (B) is prepared according to the following process: - 1) An optional adhesion promoter and / or flame retardant and optional additives such as plasticizers, solvents, and UV stabilizers (or antioxidants) are mixed, preferably at a temperature of 18°C to 28°C and under vacuum, then - 2) Filler (C) and an optional thermally conductive filler are dispersed in the previous mixture at the same pressure until a homogeneous mixture is obtained, then - 3) Add an optional rheology agent at the same pressure and homogenize the medium, then - 4) Add an optional crosslinking catalyst at the same pressure and homogenize the medium.

[0212] Preferably, the temperature during the preparation of composition (B) is 50 °C or lower, more preferably 45 °C or lower, and even more preferably 40 °C or lower.

[0213] An example of preparing compositions (A) and (B) and the thermally conductive two-component composition according to the present invention is described in Example 3.

[0214] Compositions (A) and (B) can be packaged, for example, in a dual-cartridge. The dispensing of the thermally conductive two-component composition is advantageously carried out using a dual-cartridge gun. A homogeneous mixture of the two components can be obtained, for example, by attaching a static mixer to the dual-cartridge.

[0215] Another subject of the present invention The present invention also relates to the use of the thermally conductive two-component composition according to the present invention as an adhesive and / or mastic, preferably as an adhesive.

[0216] Furthermore, the present invention relates to the use of the thermally conductive two-component composition according to the present invention as an adhesive for assembly intended for the manufacture of batteries, more specifically for electric or hybrid vehicles, particularly rechargeable batteries, in the fields of building construction, means of transportation, preferably in the field of automobile manufacturing, railway and aerospace industries, and shipbuilding.

[0217] The present invention also relates to the use of the thermally conductive two-component composition according to the present invention for improving the service life of batteries, preferably rechargeable batteries.

[0218] Furthermore, the present invention relates to the use of a two-component composition comprising a composition (A) containing a silylated polymer and a composition (B) containing the filler (C), the filler (C) having a water content of 0.05% to 5% by mass based on the total mass of the filler (C), for crosslinking without the addition of free water.

[0219] The term "free water" means water other than that originally present in the components of the composition, which is added to the two-component composition.

[0220] The filler (C), the composition (A), the composition (B), and the silylated polymer are preferably as defined above, including the embodiments. In particular, the filler (C) preferably has a moisture content of 0.1% to 3% by mass, more preferably 0.10% to 2% based on the total mass of the filler (C).

[0221] Advantageously, the two-component composition is the above-described two-component composition having thermal conductivity.

[0222] Advantageously, the filler (C) is used for the rapid crosslinking of the two-component composition, i.e., the use of the filler (C) enables an open time of less than 30 minutes, preferably 15 minutes or less, for the two-component composition.

[0223] The open time is as defined above.

[0224] The present invention also relates to an article containing the thermally conductive two-component composition according to the present invention, particularly a battery.

[0225] Preferably, the article according to the present invention is more preferably a battery for an electric vehicle or a hybrid vehicle, particularly a rechargeable battery.

[0226] Finally, the present invention is a method of assembling two substrates by adhesive bonding: - Coating at least one of the two substrates to be assembled with the thermally conductive two-component composition according to the present invention, and then - Actually bringing the two substrates into contact The method includes the steps.

[0227] The substrates involved are very diverse, for example, inorganic substrates such as concrete, metals or alloys (such as aluminum alloys, steel, non-ferrous metals and galvanized metals); or organic substrates such as wood, plastics such as PVC, polycarbonate, PMMA, polyethylene, polypropylene, polyester, epoxy resin; or substrates made of metals and composites coated with paints (such as in the automotive sector). Preferably, the substrate is metal and / or plastic.

[0228] All the above-described embodiments can be combined with each other. In particular, the thermally conductive two-component compositions according to the present invention, the various above-described components of particularly preferred embodiments, can be combined with each other.

[0229] The following examples are merely illustrative of the present invention and should not be construed as limiting its scope.

Examples

[0230] (Example 1: Components and Measurement Methods) Components Used The following components were used: - MS Polymer (trademark) SAX 520 sold by Kaneka: poly(propylene oxide) terminated with trimethoxysilane, number average molar mass 29000 - 31000 g / mol, viscosity 46 Pa·s; - Dynasylan (registered trademark) AMMO sold by Evonik: (3-aminopropyl)trimethoxysilane (CAS No.: 13822-56-5) adhesion promoter; - Calofort (registered trademark) SV14 sold by Specialty Minerals: precipitated calcium carbonate coated with fatty acids, having an average particle size of 70 nm and a moisture content of 0.2% by mass based on the total mass of Calofort, filler (C); - Riasorb UV-123 sold by Rianlon: Bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate (CAS No.: 129757-67-1), a hindered amine light stabilizer (HALS); - Tinuvin 770 DF sold by BASF: Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate (CAS No.: 52829-07-9), a hindered amine light stabilizer (HALS); - Neostann S-1 sold by Kaneka: A product obtained by the reaction of bis(acetyloxy) dioctyltin and tetraethyl orthosilicate (CAS No.: 93925-43-0), a crosslinking catalyst; - Hexamoll® DINCH sold by BASF: Diisononyl hexahydrophthalate, a plasticizer; - n-Butylamine, a primary aliphatic amine used in the preparation of rheology agent (r2); - Diisodecyl phthalate (DIDP), a plasticizer (b) used in the preparation of rheology agent (r2); - 4,4'-Diphenylmethane diisocyanate (4,4'-MDI), a diisocyanate used in the preparation of rheology agent (r2); - Disflamoll® DPK sold by Lanxess: Cresyl diphenyl phosphate (CDP), a flame retardant; - Siliporite® SA 1720 sold by Arkema: Synthetic zeolite of type A with a pore size of 3 Å, water content is 1% by mass based on the total mass of Siliporite, a filler (C); - Silatherme® 1466-126 and Silatherme® 1466-506 sold by The Minerals Engineers: Aluminosilicates with d50 particle sizes of 21 μm and 9 μm respectively, heat conductive fillers; - Aerosil® 150 sold by Evonik: Fumed silica, a rheology agent.

[0231] Measurement method The moisture content of each filler (C) (Calofort® SV14 and Siliporite® SA 1720) is determined as follows according to the Karl Fisher method using an 870 KF Titrino Plus titrator and an 803 TI stand stirring module.

[0232] The titrant is Hydranal™-Composite 5 (sold by Honeywell) and contains 2-(2-ethoxyethoxy)ethanol and 4.5 - 5.5 mg of water per mL of titrant. The exact water content of the titrant is checked by using a calibration solution containing 1 mg of water per g of calibration solution (Hydranal™-CRM Water Standard 1.0, sold by Honeywell) and using the "titer Ipol" program of the titrator.

[0233] Next, the moisture content of the filler (C) is determined using the "KFT Ipol" program of the titrator. The first step of the program is an automatic adjustment step in which a trace amount of water from approximately 50 mL of dry methanol (Hydranal™-Methanol dry, sold by Honeywell) is neutralized with the titrant in the stirring module tank. Next, a known mass (approximately 1 g) of the filler (C) is placed in the tank, then the exact mass introduced is entered into the program, and stirring continues until the medium becomes homogeneous (about 1 - 10 minutes). Finally, the titration is automatically performed and the moisture content of the filler (C) is shown on the titrator screen.

[0234] Tensile strength and elongation at break were measured at a constant speed equal to 500 mm / min according to standard ISO 37 (2005).

[0235] In particular, the following conditions were applied:

[0236] Use a standard Type-2 dumbbell-shaped test specimen as shown in ISO 37 (2005) of international standards. The narrow part of the dumbbell used has a length of 20 mm, a width of 4 mm, and a thickness of 3 - 4 mm.

[0237] To prepare the dumbbell, place the test composition in a Teflon (registered trademark) mold and crosslink the composition under standard conditions (23 °C and 50% relative humidity) for 14 days.

[0238] The principle of measurement consists of pulling out the standard test specimen with a movable jaw that is moved at a constant speed equal to 500 mm / min on a tensile testing machine and recording the following: - Elongation at break (expressed in %) is the elongation of the test specimen corresponding to the stretch observed at the time of break, - Tensile strength (MPa) is the tensile stress at which the test specimen breaks.

[0239] The measurement is repeated for five test specimens, and the corresponding average of the obtained results is calculated.

[0240] Open time is determined as corresponding to the skin-forming time. For this purpose, first, attach a drop of mastic (approximately 10 cm long and approximately 1 cm in diameter) to a cardboard support. Then, using the tip of a pipette made of low-density polyethylene (LDPE), touch the surface of the mastic for up to 2 hours to determine the exact time when a skin is formed on the surface. This test is carried out under controlled conditions of humidity and temperature (23 °C and 50% relative humidity).

[0241] Creep is determined in accordance with standard ASTM D2202 at 23 °C, and self-smoothing at 23 °C is determined by applying a drop of a two-component composition with a diameter of approximately 1 cm to a horizontal surface; if the thickness of the drop drops below 7 mm after 5 minutes, the composition is considered to be self-smoothing.

[0242] Viscosity is determined using a Brookfield RVT viscometer and a size 7 needle at 20 rpm (revolutions per minute) and 21 °C immediately after the production of the two-component composition with thermal conductivity.

[0243] Thermal conductivity is measured according to standard ASTM D5470.

[0244] The flammability index is determined according to standard UL 94.

[0245] (Example 2: Preparation of rheological agent (r2)) Two solutions are prepared: - Solution A of n-butylamine in DIDP consisting of 17.17% by mass of n-butylamine and 82.83% by mass of DIDP, the percentages being relative to the total mass of solution A, and then - Solution B of 4,4'-MDI in DIDP consisting of 29.46% by mass of 4,4'-MDI in 70.54% by mass of DIDP, the percentages being relative to the total mass of solution B.

[0246] The two solutions A and B are heated to 100 °C and then introduced into the reactor under a pressure of 100 bar each. The two solutions A and B are continuously sprayed onto each other in a mass ratio A / B = 50.1 / 49.9 corresponding to an n-butylamine / MDI molar ratio equal to 2 in this reactor. The reaction is immediate and the temperature of the reactor reaches 140 °C at the end of production.

[0247] At the reactor outlet, a stable 23.3% by mass dispersion of bis-urea in DIDP (relative to the total mass of the dispersion) is obtained, and the bis-urea has the following formula:

[0248]

Chemical formula

[0249] The Brookfield viscosity of this suspension measured at 23 °C is 15 Pa·s.

[0250] (Example 3: Composition 1 according to the invention, comprising Composition 1A and Composition 1B) The various components of each of Compositions 1A and 1B are mixed in several steps in a stirred reactor according to the process described below at the ratios shown in Table 1 and Table 2 below, respectively. The reactor is at room temperature (about 23 °C) before adding the components, and the temperature may rise when the components are mixed. The temperature is preferably controlled so as not to exceed 40 °C during the preparation of Composition 1B.

[0251] The components of Step 1 are mixed under vacuum (60 kPa to 80 kPa) at a stirring rate sufficient for homogenization.

[0252] Next, the components of Step 2 are slowly added to the reactor used in Step 1, also under vacuum, at a stirring rate sufficient for homogenization.

[0253] Finally, the components of Step 3 are added to the reactor, also under vacuum, at a stirring rate sufficient for homogenization.

[0254] [Table 1]

[0255] [Table 2]

[0256] The water content supplied by filler (C) (Calofort® SV14) is 0.02% by mass based on the total mass of Composition 1B.

[0257] Then, Composition 1 according to the invention is obtained by introducing Compositions 1A and 1B into a dual cartridge (protected from air and moisture), and then mixing them at a volume ratio equal to 1.0 at room temperature (23 °C) using a dynamic mixer attached to the end of the dual cartridge.

[0258] (Example 4: Composition 2 according to the present invention comprising Composition 2A and Composition 2B) The various components of each of Compositions 2A and 2B are mixed in several steps in a stirring reactor according to the process described in Example 3 at the ratios shown in Table 3 and Table 4 below, respectively.

[0259] [Table 3]

[0260] [Table 4]

[0261] The water content supplied by the filler (C) (Siliporite® SA 1720) is 0.08% by mass based on the total mass of Composition 2B.

[0262] Next, Composition 2 according to the present invention is obtained by introducing Compositions 2A and 2B into a dual cartridge (protected from air and moisture), and then mixing them at a volume ratio equal to 1.0 at room temperature (23 °C) using a dynamic mixer attached to the end of the dual cartridge.

[0263] (Example 5: Comparative Compositions 3 and 4) The various components of each of Compositions 3A, 3B, 4A, and 4B are mixed in several steps in a stirring reactor according to the process described in Example 3 at the ratios (percentages are by mass relative to the total mass of each respective composition) shown in Table 5 and Table 6 below, respectively.

[0264] [Table 5]

[0265] [Table 6]

[0266] The water content supplied by the filler (C) (Siliporite (registered trademark) SA 1720) is about 0.08% by mass based on the total mass of each of the compositions 3B and 4B.

[0267] Next, Comparative Composition 3 is obtained by introducing Compositions 3A and 3B into a dual cartridge (protected from air and moisture), and then mixing at a volume ratio equal to 1.0 at room temperature (23 °C) using a dynamic mixer attached to the end of the dual cartridge.

[0268] Comparative Composition 4 is obtained in the same manner using Compositions 4A and 4B.

[0269] (Example 6: Mechanical properties of Compositions 1 to 2 according to the present invention and Comparative Compositions 3 to 4) The mechanical properties (measured according to Example 1) of Compositions 1 to 2 according to the present invention and Comparative Compositions 3 to 4 are summarized in Table 7 below.

[0270] [Table 7]

[0271] Compositions 1 and 2 according to the present invention have a very short open time (maximum 10 minutes). Therefore, the compositions according to the present invention crosslink rapidly, while on the other hand, the water content supplied by the filler (C) is very low.

[0272] In addition, Compositions 1 and 2 according to the present invention can be used particularly for assembly intended for the production of batteries because of their thermal conductivity.

[0273] Finally, Compositions 1 and 2 can be easily applied with a manual dual cartridge without the need for an air pressure gun because of their viscosity, and because of their low creep associated with not being self-leveling, it is possible to apply them in a non-horizontal position while suppressing the risk of dripping.

[0274] In contrast, Comparative Composition 3, which does not contain a rheology agent, has a creep greater than 1 inch and is self-leveling, meaning it tends to "drip" even in a horizontal position after application; while Comparative Composition 4, which contains fumed silica as a rheology agent, has a viscosity that is too high to be easily applied with a manual dual cartridge.

[0275] Thus, Compositions 1 and 2 according to the present invention have the advantages of rapidly crosslinking without the addition of free water, being sufficiently thermally conductive, and being easily applicable with a manual dual cartridge while suppressing the risk of dripping in a non-horizontal position.

Claims

1. - Silylated polymers Composition (A) containing, and - A filler (C) in an amount of at least 1% by mass relative to the total mass of composition (B) A composition (B) comprising a filler (C) that supplies at least 0.0025% by mass of water relative to the total mass of composition (B). A two-component thermally conductive composition comprising: Composition (A) and / or composition (B) further comprises at least one thermally conductive filler, Composition (A) and / or composition (B), preferably composition (A), - A rheological agent (r1) selected from amide waxes, and / or ・Rheological agent (r2), - Bisurea (a) obtained by the reaction of a primary aliphatic amine with a diisocyanate having a molar mass of less than 500 g / mol in an amount of 1% to 40% by mass relative to the total mass of the rheological agent (r2), and - Plasticizer (b) selected from alkyl phthalates, pentaerythritol tetravalerate, alkyl sulfonic acid esters of phenols, diisononyl 1,2-cyclohexane dicarboxylate, 3,3'-[methylenebis(oxymethylene)]bis[heptane], dioctyl carbonate, and mixtures thereof, in an amount of 60% to 99% by mass relative to the total mass of the rheological agent (r2). The rheological agent (r2) is in the form of a suspension of solid particles of bisurea (a) in a continuous phase of the plasticizer (b). A thermally conductive two-component composition further comprising the above.

2. The silylated polymer comprises at least one, preferably at least two, of formula (I): -Si(R 4 ) p (OR 5 ) 3-p (I) [In the formula, - R 4 represents a linear or branched alkyl group containing 1 to 4 carbon atoms, and when p is equal to 2, R 4 The bases are the same or different. - R 5 represents a linear or branched alkyl group containing 1 to 4 carbon atoms, and when p is equal to 0 or 1, the R 5 groups are the same or different, and two OR 5 groups may optionally form the same ring, - p is an integer equal to 0, 1, or 2, preferably 0 or 1. A thermally conductive two-component composition according to claim 1, comprising an alkoxysilane group.

3. Silylated polymers of formula (II), (III), or (IV): 【Chemistry 1】 [In the formula, - R 4 , R 5 And p have the same meaning as in formula (I) above, - P represents a saturated or unsaturated polymer group containing a ring which is linear or branched open, or which may optionally contain one or more heteroatoms, such as oxygen, nitrogen, sulfur and / or silicon, preferably oxygen and / or nitrogen. - R 1 This represents a saturated or unsaturated divalent hydrocarbon-based group containing 5 to 15 carbon atoms, which may have a linear or branched open chain, or contain one or more optionally aromatic rings. - R 3 This represents a linear or branched divalent alkylene group containing 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms. -X is -NH-, -NR 7 - Represents a divalent group selected from -S-, - R 7 This represents a linear or branched alkyl group containing 1 to 20 carbon atoms, and may contain one or more heteroatoms. - f is an integer in the range of 1 to 6, favorably 2 to 5, preferentially 2 to 4, and even more preferentially 2 to 3. The thermally conductive two-component composition according to claim 1.

4. Silylated polymers of formula (II'), (II''), (III'), or (IV'): 【Chemistry 2】 [In the formula, - R 1 , R 3 , R 4 , R 5 X, R 7 And p have the same meaning as in equations (II), (III), and (IV), - R 2 This represents a saturated or unsaturated linear or branched divalent hydrocarbon-based group, which may optionally contain one or more heteroatoms, such as oxygen, nitrogen, sulfur, or silicon. - n is an integer, preferably such that the number-average molecular weight of the silylated polymer is between 500 g / mol and 70,000 g / mol, more preferably between 1,000 g / mol and 60,000 g / mol, and even more preferably between 2,000 g / mol and 50,000 g / mol. The thermally conductive two-component composition according to claim 3.

5. The rheological agent (r2) contains bisurea (a), which comprises an n-alkylamine (a1) containing 1 to 22 carbon atoms, preferably an n-butylamine, according to formula (V): NCO-R 6 -NCO (V) [In the formula, R 6 It is selected from one of the following divalent groups, and the following formula shows the valencies of the two free atoms: - i) Divalent groups derived from isophorone: 【Transformation 3】 - ii) Divalent 4,4'-methylenebis(cyclohexyl) group: 【Chemistry 4】 - iii) Divalent groups derived from toluene 2,4-diisocyanate (or 2,4-TDI) or toluene 2,6-diisocyanate (or 2,6-TDI), respectively, as shown in the following formulas: 【Transformation 5】 - iv) Divalent groups derived from diphenylmethylene 4,2'-diisocyanate (or 4,2'-MDI) or diphenylmethylene 4,4'-diisocyanate (or 4,4'-MDI), respectively: 【Transformation 6】 - v) Hexamethylene group:-(CH 2 ) 6 -, - vi) m-xylylene group: 【Transformation 7】 , and - vii) Hexahydro-m-xylylene group: 【Transformation 8】 ] The thermally conductive two-component composition according to claim 1, obtained by reacting with diisocyanate (a2).

6. The thermally conductive two-component composition according to claim 1, wherein the filler (C) is selected from clay, talc, kaolin, gypsum, carbonate filler, zeolite, expandable graphite, and mixtures thereof.

7. The thermally conductive two-component composition according to claim 1, wherein the filler (C) is precipitated calcium carbonate coated with fatty acids and / or a type A synthetic zeolite with a pore size of 3 Å.

8. The thermally conductive two-component composition according to claim 1, wherein at least one thermally conductive filler is selected from aluminosilicate, alumina, aluminum hydroxide, aluminum nitride, boron nitride, magnesium oxide and mixtures thereof, preferably from aluminosilicate, alumina, aluminum hydroxide and mixtures thereof, and more preferably from aluminosilicate and mixtures thereof.

9. The thermally conductive two-component composition according to claim 1, wherein each of compositions (A) and (B) comprises at least one thermally conductive filler.

10. The thermally conductive two-component composition according to claim 1, wherein composition (A) and / or composition (B) further comprises a flame retardant preferably selected from triaryl phosphates, trialkyl phosphates and mixtures thereof, more preferably tricresyl phosphate, cresyl diphenyl phosphate, tributyl phosphate, trioctyl phosphate, tris(2-ethylhexyl) phosphate, tris(chloroethyl) phosphate, tris(dichloropropyl) phosphate, tris(dibromopropyl) phosphate and mixtures thereof, and even more preferably cresyl diphenyl phosphate.

11. The thermally conductive two-component composition according to claim 1, wherein the volume ratio of composition (A) to composition (B) is 0.25 to 4, preferably 0.5 to 2, more preferably 0.8 to 1.2, and equal to, for example, 1.

0.

12. Use of the thermally conductive two-component composition according to any one of claims 1 to 11 for improving the service life of a battery, preferably a rechargeable battery.

13. Use for crosslinking a two-component composition (A) containing a silylated polymer and a composition (B) containing the filler (C), which has a water content of 0.05% to 5% by mass relative to the total mass of the filler (C), without adding free water.

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