Silane-modified polymer composition with enhanced stability properties

Abstract

The invention relates to a curable silane-modified polymer composition comprising: (a) at least one silane modified polymer; (b) at least one secondary aromatic amine; (c) at least one sterically hindered phenol; (d) at least one hindered amine light stabilizer; (e) at least one ester of an unsubstituted or substituted benzoic acid; (f) optionally at least one C1-C8-alkyl hydroperoxide; and (g) optionally at least one C5 to C20-alkane. The invention also relates to an adhesive, sealant, or coating material comprising the curable silane-modified polymer composition and to the use of the curable silane-modified polymer composition in an adhesive, sealant or coating material.

Description

[0001] Silane-modified polymer composition with enhanced stability properties

[0002] The invention relates to a silane-modified polymer composition with enhanced stability properties, especially with a high temperature stability over time. In addition, the invention relates to applications of said silane-modified polymer composition, especially as an adhesive, sealant or coating material.

[0003] Depending on the application, silicones, polyurethanes or silane-modified polymer (SMP)-based adhesives and sealants are used in the area of elastic bonding and sealing. Usually, silicone-based adhesives and sealants exhibit a curing speed of about 2 mm / 24 h, a tensile strength of about 1 MPa to 3 MPa, an elongation at break of maximum 500%, a in service temperature of -50°C to 250°C, an excellent UV resistance, a good adhesion without primer, a very bad paintability, and a good chemical resistance. Typically, polyurethane-based adhesives and sealants are characterized by a curing speed of about 4 mm / 24 h to 5 mm / 24 h, a tensile strength of about 1 MPa to 8 MPa, an elongation at break of maximum 600%, a in service temperature of -40°C to 90°C, a poor UV resistance, a poor adhesion without primer, an average to good paintability, and a poor chemical resistance. On the other hand, silane-modified polymer-based adhesives and sealants show a curing speed of about 3 mm / 24 h to 5 mm / 24 h, a tensile strength of about 1 MPa to 5 MPa, an elongation at break of maximum 500%, a in service temperature of -50°C to 100°C, a good to excellent UV resistance, a good adhesion without primer, a good paintability, and a poor chemical resistance.

[0004] In view of the favorable property profile of silane-modified polymer-based adhesives and sealants shown above, the present invention aims at silane-modified polymer-based adhesives and sealants.

[0005] However, a technical limitation of the SMP technology is the lower temperature resistance compared to silicones. Usually, elastic SMP-based adhesives offer a maximum short-term heat resistance of up to about 100 °C, but quickly become damaged when continuously exposed to high temperatures. They rapidly reach their limits during special processes such as powder coating / thermo-lacquering or in applications which are subject to an increased temperature load. Thus, there is a need for SMP compositions having significantly greater temperature resistance.

[0006] To meet these demanding requirements, stabilizers based on 2-hydroxy phenylbenzotriazole and HALS (hindered amine light stabilizers) have been added to silicone-based adhesives and sealants to improve the UV A and B stability. These components also have a positive effect on the temperature resistance up to about 100°C. The activity of the HALS is based on its ability to form nitroxyl radicals, which intervenes in the mechanism of oxidation of polymers.

[0007] In addition, use of secondary aromatic amine and steric hindered phenols for stabilizing polymer compositions have been described. EP 0839861 A2 concerns stabilization of polyether polyols and polyester polyols and the use of the stabilized polyols in the preparation of polyurethane foam. In particular the patent application relates to stabilization of polyols with benzo-triazole stabilizer compositions and the color or scorch inhibition of flexible, semiflexible and rigid polyurethane foams made from the stabilized polyols. A polyol composition stabilized against degradation comprises a major portion of a polyether polyol having 2 to 10 hydroxy groups or polyester polyol and a minor stabilizing amount of a benzotriazole of the following formula wherein R10is hydrogen or lower alkyl, R11is alkyl or phenylalkyl, R12is R11or hydrogen and R13is hydrogen or alkyl having up to 11 carbon atoms, or mixtures thereof.

[0008] However, silicone-based polymer compositions or silane-modified polymer compositions are not mentioned in this document.

[0009] WO 01 / 70869 relates to the use of a paste to make inherently coherent dried granules of sterically hindered phenol antioxidants. The dried granules have a balanced hardness suitable for both handling and incorporation into a polymer composition. The granules may be agglomerates, which typically are spherical in shape, or they may be cylindrical or elongated pellets. More precisely, a composition consisting essentially of dried granules of an unmelted additive system comprising at least one sterically-hindered phenol is disclosed, wherein said dried granules have coherence and balanced hardness.

[0010] However, silicone-based polymer compositions or silane-modified polymer compositions are not mentioned in this document.

[0011] US 5824738 relates generally to the production of thermoplastic polyurethane elastomers and, more specifically, to the production of an improved light stable polyether / polyol aliphatic urethane elastomer. An improved light stable polyether / polyol based aliphatic thermoplastic urethane elastomer is disclosed, said elastomer comprising the product of:

[0012] (a) a polyol;

[0013] (b) a chain extender;

[0014] (c) an organic diisocyanate;

[0015] (d) a first hindered amine light stabilizer and a second benzotriazole ultraviolet stabilizing agent; (e) an antioxidant;

[0016] (f) at least one pigment;

[0017] (g) a urethane catalyst; wherein said first and second ultraviolet stabilizing agents being present in a ratio in a range of approximately 1 :1 to 2:1 at a concentration in a range of approximately 0.25% to 2.0% of entire product composition, said antioxidant being present at a total concentration in a range of approximately 0.10% to 1 .0% of entire product composition and said pigment being present at a total concentration in a range of approximately 1.0% to 2.0%, whereby said elastomer is light stable following exposure to a Xenon arc artificial weathering with a DE 3.00 after 2450 kilojoules of output.

[0018] However, silicone-based polymer compositions or silane-modified polymer compositions are not mentioned in this document.

[0019] Besides, Merbenit PC200 from merz+benteli ag (Germany) has been proposed, which is said to be a permanently elastic, sealing adhesive, which is durable up to 240°C and boasts additional properties that offer significant advantages during processing and the manufacturing process. However, details on the composition of this material have not been disclosed.

[0020] In addition, Flex 310 M® HT 200 MS-Polymer from WEICON GmbH & Co. KG (Germany) has also been described, which is said to have a high temperature resistance making it possible to bond and seal components, which will be thermal-coated (powder-coated) afterwards. Allegedly, it can be used in metal construction, tank and apparatus engineering, in ventilation and air conditioning systems, carriage, container, wagon and vehicle construction and is resistant even to high temperatues, has a high resistance to ageing and is free of silicone, isocyanate, halogens and solvents. However, details on the composition of this material have not been disclosed, either.

[0021] It was therefore the object of the present invention to provide a composition with enhanced stability properties, especially with a high temperature stability overtime, which can be used for the preparation of adhesives and sealants, which are easy to handle, allow for preparation of adhesives and sealings exhibiting excellent properties in application, but which avoid the drawbacks of conventional SMP adhesives and sealings of discussed above. In particular, reliable alternatives for simplifying and accelerating the bonding process while remaining very low in emissions have been looked for.

[0022] The present invention has achieved said objectives by providing a silane-modified polymer composition in accordance with claim 1. Preferred embodiments of said silane-modified polymer composition are described in the depending claims. In addition, particularly suitable applications of said silane- modified polymer composition are protected by further independent claims. The present invention describes a curable silane-modified polymer composition comprising:

[0023] (a) at least one silane modified polymer;

[0024] (b) at least one secondary aromatic amine;

[0025] (c) at least one sterically hindered phenol;

[0026] (d) at least one hindered amine light stabilizer;

[0027] (e) at least one ester of an unsubstituted or substituted benzoic acid;

[0028] (f) optionally at least one Ci-Cs-alkyl hydroperoxide; and

[0029] (g) optionally at least one C5 to C2o-alkane.

[0030] The solution of the present invention is advantageous in several aspects: o The silane-modified polymer composition of the invention is easy to use and allows for excellent bonding and sealing of components in a very easy and reliable manner. The silane-modified polymer composition of the invention is particularly suited for bonding and sealing of components which are exposed to high temperatures, such as of 100°C or above, preferably 120°C or above, more preferably 140°C or above, still more preferably 160°C or above, even more preferably 180°C or above, especially 200°C or above, suitably 220°C or above, in particular 240°C or above, during manufacture or application of said silane-modified polymer composition. In addition, the composition of the invention has an outstanding resistance to ageing especially at high temperatures, such as of 100°C or above, preferably 120°C or above, more preferably 140°C or above, still more preferably 160°C or above, even more preferably 180°C or above, especially 200°C or above, suitably 220°C or above, in particular 240°C or above, during manufacture or application said silane-modified polymer composition. Thus, thanks to its high temperature resistance, the silane-modified polymer composition of the invention can be used for all applications involving higher temperatures. It is ideal for both short-term exposure to loads, such as during powder coating / thermo-lacquering, and for recurring temperature peaks, e.g., in machines or devices that require the heat produced during operation to be offset. In addition, with this shift in the temperature resistance of the adhesives and sealants comprising said silane- modified polymer composition, new applications in automobile body construction and overpainting with powder coatings are possible, since high working and baking temperatures do no longer lead to material degradation. o The silane-modified polymer composition of the invention is permanently elastic, the sealing adhesive is durable up to 240 °C and boasts additional properties that offer significant advantages during processing and the manufacturing process. o One of the unique properties of the silane-modified polymer composition of the invention is its rapid strength build-up. Bonded components can quickly be handled and processed further. This reduces processing times and optimizes workflows. o The composition of the invention is very low in emissions. This means that there is no need to take any elaborate precautions regarding workplace safety and workers are not subjected to any unnecessary risk. o The silane-modified polymer composition of the invention has a very broad adhesion range. In many cases, the complex pre-treatment of the substrate can be simplified and reduced. This saves time as well as resources and, in an ideal scenario, also reduces the need for solventbased products. In particular, the silane-modified polymer composition of the invention has an excellent adhesion to a variety of substrates, especially on aluminum, in particular on aluminum trunk lids and bonnets, an outstanding adhesion is achieved. Thus, in bonding these materials, no precure oven is required, which, in turn, results in a CO2 reduction in the application process for improved sustainability. o Usually, the silane-modified polymer composition of the invention does not have a high viscosity, so it can be applied easily and efficiently using standard equipment, such as a manual and automatic caulking gun. o Ideally, the adhesive thickness of the applied silane-modified polymer composition of the invention is 1 mm to 5 mm, which allows for any tolerances of the components to be compensated by the adhesive or sealant layer. On the other hand, the bonded parts may be moved and re-aligned during the application process. o Typically, the silane-modified polymer composition of the invention is a very quick singlecomponent product and achieves a tensile strength of about 2.9 MPa or more. The rapid reaction time makes the composition of the invention a viable alternative to 2-part applications. o The material obtainable by curing the silane-modified polymer composition exhibits a combination of excellent properties, in particular a high final bonding strength, a high tensile strength and a high elongation. o The present invention does not rely on the use of isocyanates, halogens and solvents or problematic and harmful substances. Therefore, the disadvantages and harms of isocyanate technology and of problematic and harmful substances can be avoided at the best. o In view of its excellent properties, the composition of the invention can be favorably used in metal construction, tank and apparatus engineering, in ventilation and air conditioning systems, carriage, container, wagon and vehicle construction.

[0031] In other aspect, the present invention relates to the use of said silane-modified polymer composition in sealants or adhesives and to sealants or adhesives.

[0032] The term “curable composition” is understood to be a substance or mixture of multiple substances, which is curable by physical or chemical measures. In this regard, these chemical or physical measures can be, for example, the supplying of energy in the form of heat, light, or other electromagnetic radiation, but also simply bringing into contact with atmospheric moisture, water, or a reactive component. The composition thereby changes from an original state to a state that has a higher hardness. In preferred embodiments, the curable composition of the present invention is a moisture curable composition.

[0033] As used herein, the singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise.

[0034] The term "at least one," as used herein, means 1 or more, i.e., 1 , 2, 3, 4, 5, 6, 7, 8, 9, or more. With reference to an ingredient, the indication refers to the type of ingredient and not to the absolute number of molecules. "At least one polymer" thus means, for example, at least one type of polymer, i.e., that one type of polymer or a mixture of several different polymers may be used. Together with the weight indication, the indication refers to all compounds of the stated type which are contained in the composition / mixture, i.e., that the composition contains no further compounds of this type besides the stated quantity of the compounds in question.

[0035] The terms “comprising”, “comprises” and “comprised of’ as used herein are synonymous with “including”, “includes”, “containing” or “contains”, and are inclusive or open-ended and do not exclude additional, non-recited members, elements or method steps. If used, the phrase "consisting of’ is closed and excludes all additional elements. Further, the phrase "consisting essentially of excludes additional material elements but allows the inclusion of non-material elements that do not substantially change the nature of the invention.

[0036] When amounts, concentrations, dimensions and other parameters are expressed in the form of a range, a preferable range, an upper limit value, a lower limit value or preferable upper and limit values, it should be understood that any ranges obtainable by combining any upper limit or preferable value with any lower limit or preferable value are also specifically disclosed, irrespective of whether the obtained ranges are clearly mentioned in the context.

[0037] The term “about”, as used herein in connection with a numerical value, relates to a variance of ± 20 %, preferably ± 10 % of the respective value.

[0038] The words "preferred", "preferably", “desirably” and “particularly”, and synonyms thereof, are used frequently herein to refer to embodiments of the disclosure that may afford particular benefits, under certain circumstances. However, the recitation of one or more preferable, preferred, desirable or particular embodiments does not imply that other embodiments are not useful and is not intended to exclude those other embodiments from the scope of the disclosure.

[0039] As used throughout this application, the word “may” is used in a permissive sense - that is meaning to have the potential to - rather than in the mandatory sense. As used herein, room temperature is 23°C plus or minus 2°C. As used herein, “ambient conditions” means the temperature and pressure of the surroundings in which the composition is located or in which a coating layer or the substrate of said coating layer is located.

[0040] The molecular weights given in the present text refer to number average molecular weights (Mn), unless otherwise stipulated. All molecular weight data refers to values obtained by gel permeation chromatography (GPC) carried out using Water 2695 HPLC equipped with 3 Polypore columns and using a Rl detector at 35 °C. Stabilized Tetrahydrofuran (THF) was used as eluent at 1 mL / min flow rate. The calibration of the device was carried out using polystyrene standards.

[0041] As used herein, “polydispersity” refers to a measure of the distribution of molecular mass given in a resin sample. The polydispersity is calculated by dividing the weight average molecular weight (Mw) by the number average molecular weight (Mn).

[0042] For convenience in the description of the process of this invention, unsaturation provided by CH2=CH- CH2- terminal groups is referred to as “allyl” unsaturation.

[0043] As used herein, “Ci-Cs alkyl” group refers to a monovalent group that contains 1 to 8 carbon atoms, that is a radical of an alkane and includes linear and branched organic groups. Examples of alkyl groups include but are not limited to: methyl; ethyl; propyl; isopropyl; n-butyl; isobutyl; sec-butyl; tert-butyl; n- pentyl; n-hexyl; n-heptyl; and 2-ethylhexyl. In the present invention, such alkyl groups may be unsubstituted or may be substituted with one or more substituents such as halo, nitro, cyano, amido, amino, sulfonyl, sulfinyl, sulfanyl, sulfoxy, urea, thiourea, sulfamoyl, sulfamide and hydroxy. The halogenated derivatives of the exemplary hydrocarbon radicals listed above might, in particular, be mentioned as examples of suitable substituted alkyl groups. In general, however, a preference for unsubstituted alkyl groups containing from 1 to 6 carbon atoms (C1-C6 alkyl) - for example unsubstituted alkyl groups containing from 1 to 4 atoms (C1-C4 alkyl) - should be noted.

[0044] As used herein, the term “C2-C8 alkenyl” group refers to an aliphatic hydrocarbon group which contains 2 to 8 carbon atoms and at least one carbon-carbon double bond, e.g., ethenyl, propenyl, butenyl, or pentenyl and structural isomers thereof such as 1- or2-propenyl, 1-, 2-, or 3-butenyl, etc. Alkenyl groups can be linear or branched and substituted or unsubstituted. If they are substituted, the substituents are as defined above for alkyl.

[0045] As used herein, the term “C2-C8 alkynyl” group refers to an aliphatic hydrocarbon group which contains 2 to 8 carbon atoms and at least one carbon-carbon triple bond, e.g., ethynyl (acetylene), propynyl, butynyl, or pentynyl and structural isomers thereof as described above. Alkynyl groups can be linear or branched and substituted or unsubstituted. The term “C3-C10 cycloalkyl” is understood to mean a saturated, mono-, bi- ortricyclic hydrocarbon group having from 3 to 10 carbon atoms. Examples of cycloalkyl groups include: cyclopropyl; cyclobutyl; cyclopentyl; cyclohexyl; cycloheptyl; cyclooctyl; adamantane; and, norbornane.

[0046] As used herein, a ’’Ce-Cia aryl” group used alone or as part of a larger moiety - as in “aralkyl group” - refers to optionally substituted, monocyclic, bicyclic and tricyclic ring systems in which the monocyclic ring system is aromatic or at least one of the rings in a bicyclic or tricyclic system is aromatic. The bicyclic and tricyclic ring systems include benzofused 2-3 membered carbocyclic rings. Exemplary aryl groups include: phenyl; indenyl; naphthalenyl; tetrahydronaphthyl, tetrahydroindenyl; tetrahydroanthracenyl; and, anthracenyl. And a preference for phenyl groups may be noted.

[0047] As used herein, an “aralkyl” group refers to an alkyl group that is substituted with an aryl group. As example of an aralkyl group is benzyl.

[0048] The terms “Ci-Ceo alkylene” group and “C1-C20 alkylene” group refer respectively to divalent groups that contain from 1 to 60 and from 1 to 20 carbon atoms, that are radicals of an alkane and include linear, branched, or cyclic groups, which groups may be substituted or unsubstituted and may optionally be interrupted by at least one heteroatom.

[0049] Where mentioned, the expression “contain at least one heteroatom” means that the main chain or side chain of a residue comprises at least one atom that differs from carbon atom and hydrogen. Preferably the term “heteroatom” refers to nitrogen, oxygen, silicon, sulfur, phosphorus, halogens such as Cl, Br, F. Oxygen (O) and nitrogen (N) may be mentioned as typical heteroatoms in the context of the present invention.

[0050] Where mentioned, the expression "interrupted by at least one heteroatom" means that the main chain of a residue comprises, as a chain member, at least one atom that differs from carbon atom. More particularly the term “heteroatom” refers to nitrogen, oxygen, halogens, phosphorus or sulfur. Oxygen (O) and nitrogen (N) may be mentioned as typical heteroatoms in the context of the present invention.

[0051] As used herein, the term “hydrocarbon residue” includes saturated or unsaturated hydrocarbon residues.

[0052] As used herein, the term “heterocyclic compound” refers to a saturated or unsaturated, monocyclic, bicyclic, polycyclic or fused compound containing at least one heteroatom, preferably O, S, N, and / or P, in the ring structure. As used herein, the term “halogen” refers to fluorine, chlorine, bromine or iodine and correspondingly the term “halide” denotes fluoride, chloride, bromide, or iodide anions.

[0053] (a) Silane modified polymer

[0054] According to the present invention, the curable composition comprises at least one silane modified polymer (a). Preferred components (a) include a-silane and y-silane type modified polymers. The silane modified polymers generally refer to silane-modified polyether polyols, silane-modified polyester polyols, silane modified polyacrylates, silane-modified polyurethanes, and silane-modified polyetherpolyurethanes, i.e., polymers featuring hydrolysable silyl groups at the terminal ends of the respective prepolymer main chain.

[0055] According to a preferred embodiment of the invention, the curable composition comprises at least one compound of Formula (I)

[0056] Y-[(CR12)b-SiRa(OR2)3-a]x (I) wherein, in Formula (I),

[0057] Y denotes an x-valent polymer radical bonded via nitrogen, oxygen, sulfur or carbon,

[0058] R is independently selected from a monovalent, optionally substituted, SiC-bonded hydrocarbon radical,

[0059] R1is independently selected from hydrogen ora monovalent, optionally substituted hydrocarbon radical which may be attached to the carbon atom via nitrogen, phosphorus, oxygen, sulfur or carbonyl group, R2is independently selected from hydrogen or a monovalent, optionally substituted hydrocarbon radical, x is an integer from 1 to 10, preferably 1 , 2 or 3, especially preferably 1 or 2, a is independently selected from 0, 1 and 2, preferably 0 and 1 , more preferably 1 , and b is independently selected from an integer from 1 to 10, preferably 1 , 3 and 4, particularly preferably 1 and 3, in particular s.

[0060] Examples of radicals R are alkyl radicals, such as the methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2- n-butyl, iso-butyl, tert.-butyl, pentyl radical; hexyl radicals, such as the n-hexyl radical; heptyl radicals, such as the n-heptyl radical; octyl radicals, such as the n-octyl radical, iso-octyl radicals and the 2,2,4- trimethylpentyl radical; nonyl radicals, such as the n-nonyl radical; decyl radicals, such as the n-decyl radical; dodecyl radicals, such as the n-dodecyl radical; octadecyl radicals, such as the n-octadecyl radical; cycloalkyl radicals, such as cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl radicals; alkenyl radicals, such as vinyl, 1 -propenyl and 2-propenyl radicals; aryl radicals, such as the phenyl, 2- propenyl and 2-propenyl radicals; and phenyl-, naphthyl, anthryl and phenanthryl radicals; alkaryl radicals, such as o-, m-, p-tolyl radicals, xylyl radicals and ethylphenyl radicals; and aralkyl radicals, such as the benzyl radical, the a- and the B-phenylethyl radical. The R radical is preferably a monovalent hydrocarbon radical having 1 to 6 carbon atoms which is optionally substituted by halogen atoms, particularly preferably an alkyl radical having 1 or 2 carbon atoms, in particular methyl radical.

[0061] Examples of radicals R1are hydrogen atoms, the radicals indicated for R and optionally substituted hydrocarbon radicals bonded to the carbon atom via nitrogen, phosphorus, oxygen, sulfur, carbon or carbonyl groups.

[0062] Preferably, R1is hydrogen or hydrocarbon radicals with 1 to 20 carbon atoms, especially hydrogen. Examples of R2are hydrogen or the examples given for R.

[0063] Preferably, the R2radicals are hydrogen or alkyl radicals containing 1 to 10 carbon atoms, optionally substituted by halogen atoms, particularly preferably alkyl radicals containing 1 to 4 carbon atoms, in particular the methyl and ethyl radicals.

[0064] For the purposes of the present invention, polymers on which the polymer residue Y is based, are all polymers in which at least 50%, preferably at least 70%, particularly preferably at least 90%, of all bonds in the main chain are carbon-carbon, carbon-nitrogen or carbon-oxygen bonds. Polymer residues Y are preferably organic polymer residues which are polyoxyalkylenes, such as polyoxyethylene, polyoxypropylene, polyoxybutylene, polyoxytetramethylene, polyoxyethylenepolyoxypropylene copolymer and polyoxypropylene-polyoxybutylene copolymer as polymer chain; hydrocarbon polymers, such as polyisobutylene, polyethylene or polypropylene and copolymers of polyisobutylene with isoprene; polyisoprenes; polyurethanes; polyesters; polyamides; polyacrylates; polymethacrylates; and polycarbonates and which preferably are bonded to each group -[(CR12)b- SiRa(OR2)3-a]x via -O-C(=O)-NH- , -NH-C(=O)O-, -NH-C(=O)-NH-, -NR'-C(-O)-NH- , NH-C(=O)-NR'-, - NH-C(=O)-, -C(=O)-NH-, -C(=O)-O-, -O-C(=O)-, -O-C(=O)-O-, -S-C(=O)-NH-, -NH-C(=O)-S-, -C(=O)- S-, -S-C(=O)-, -S-C(=O)-S-, -C(-O) , -S-, -O- or -NR'-, wherein R' may be the same or different and has a meaning specified for R, or represents a group -CH(COOR")-CH2-COOR", wherein R" can be the same or different and has the meaning specified for R. Examples of radicals R' include cyclohexyl-, cyclopentyl-, n- and iso-propyl-, n-, iso- and t-butyl-, the various sterioisomers of the pentyl radical, hexyl radical or heptyl radical and the phenyl radical. R' is preferably a group - CH(COOR")-CH2- COOR" or an optionally substituted hydrocarbon radical having 1 to 20 carbon atoms, particularly preferably a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 20 carbon atoms, which is optionally substituted by halogen atoms; R" is preferably an alkyl group having 1 to 10 carbon atoms, particularly preferably a methyl, ethyl or propyl radical.

[0065] In Formula (I), the radical Y preferably denotes polyurethane radicals and polyoxyalkylene radicals, especially polyoxypropylene-containing polyurethane radicals or polyoxypropylene radicals. Compounds of Formula (I) can have the groups -[(CR12)b-SiRa(OR2)3-a]x bound in the manner described at any desired position in the polymer, such as located at the terminal ends or located in between the terminal ends, i.e. as side groups of the polymer main chain, particularly preferably at the terminal ends of the polymer chain.

[0066] The end groups of the compounds according to Formula (I) are preferably those of the Formula (II) or Formula (III)

[0067] -O-C(=O)-NH-(CR12)b-SiRa(OR2)3-a(II) and -NH-C(=O)-NR'-(CR12)b-SiRa(OR2)3-a(III), wherein the residues and indices are as above defined.

[0068] Particularly, a compound according to Formula (I) may denote silane-terminated polyethers and silane- terminated polyurethanes, in particular silane-terminated polypropylene glycols and silane-terminated polyurethanes each having dimethoxymethylsilyl, trimethoxysilyl, diethoxymethylsilyl or triethoxysilyl end groups bonded via -O-C(=O)-NH-(CR12)b- groups or -NH-C(=0)-NR'-(CR12)b-groups, wherein R', R1and b are as defined above.

[0069] The average molecular weights Mnof the compounds according to Formula (I) are preferably at least 400 g / mol, particularly preferably at least 600 g / mol, in particular at least 800 g / mol and preferably at most 30 000 g / mol, particularly preferably at most 19 000 g / mol, in particular at most 13 000 g / mol. The viscosity of compounds according to Formula (I) is preferably at least 0.2 Pas, preferably at least 1 Pas, particularly preferably at least 5 Pas, and preferably at most 1000 Pas, preferably at most 700 Pas, each measured at 20°C.

[0070] According to various preferred embodiments, the curable composition comprises at least one polymer having at least one silane-functional group of the Formula (IV)

[0071] -X0-R3-Si(R4)k(R5)3-k (IV), wherein X is a divalent linking group containing at least one heteroatom;

[0072] R3is selected from divalent hydrocarbon residues having 1 to 12 carbon atoms; each R4is, independently of one another, selected from a hydrocarbon radical containing 1 to 20 carbon atoms and each R5is, independently of one another, selected from a hydroxyl group or a hydrolysable group, wherein R4and R5are substituents directly bound with the Si atom orthe two of the substituents R4and R5form a ring together with the Si atom to which they are bound; k is 0, 1 , or 2; and o is 0 or 1 . In this context, the divalent bonding group (linking group) X comprising at least one heteroatom is understood to be a divalent chemical group which links the polymer backbone of the polymer with the residue R3of the Formula (IV).

[0073] In various embodiments, the divalent linking group X in the Formula (IV) is selected from -O-, -S-, - N(R")-, -R”’-O-, a substituted or unsubstituted amide, carbamate, urethane, urea, imino, carboxylate, carbamoyl, amidino, carbonate, sulfonate or sulfinate group, wherein R” is a hydrogen or a linear or branched and substituted or unsubstituted hydrocarbon residue having 1 to 12 carbon atoms; and R’” is a linear or branched and substituted or unsubstituted hydrocarbon residue having 1 to 12 carbon atoms. The term “substituted” in relation to these groups means that a hydrogen atom present in these groups may be replaced by a non-hydrogen moiety, such as alkyl or aryl groups, preferably C1-12 alkyl or Ce-14 aryl groups.

[0074] In preferred embodiments, the linking group X is urethane or urea group, more preferably urethane group. Urethane group can be formed, for example, either when the polymer backbone comprises terminal hydroxy groups and isocyanatosilanes are used as a further component, or conversely when a polymer having terminal isocyanate groups is reacted with an alkoxysilane comprising terminal hydroxy groups. Similarly, urea group can be obtained if a terminal primary or secondary amino group - either on the silane or on the polymer - is used, which reacts with a terminal isocyanate group that is present in the respective reactant. This means that either an aminosilane is reacted with a polymer having terminal isocyanate groups or a polymer that is terminally substituted with an amino group is reacted with an isocyanatosilane. Urethane and urea groups advantageously increase the strength of the polymer chains and of the overall crosslinked polymer.

[0075] In preferred embodiments, the linking group X is selected from the group consisting of -O-C(=O)-N(R”)- , -N(R”)-C(=O)O-, -N(R”)-C(=O)-N(R”)-, -N(R”)-C(=O)-, -C(=O)-N(R”)-, -C(=O)-O-, -O-C(=O)-, -O- C(=O)-O-, -S-C(=O)-N(R”)-, -N(R”)-C(=O)-S- , -C(=O)-S-, -S-C(=O)-, -S-C(=O)-S- , -C(=O)-, -S-, -O-, - NR”-, and -R”’-O-, wherein R” and R’” are as defined above. In more preferred embodiments, the linking group X is selected from -O-C(=O)-N(R”)-, -N(R”)-C(=O)O-, -N(R”)-C(=O)-N(R”)-, -S-, - O-, -N(R”)-, or -R”’-O-, wherein R” and R’” are as defined above. In particularly preferred embodiments, the linking group X is selected from -O-C(=O)-N(R”)-, -N(R”)-C(=O)-N(R”)-, -O-, or - R”’-O-, wherein R” and R’” are as defined above, more preferably -O-C(=O)-NH- or -NH-C(=O)-NH-, most preferably -O-C(=O)- NH-.

[0076] The index "0" corresponds to 0 (zero) or 1 , i.e., the linking group X links the polymer backbone with the residue R3(0 = 1) or the polymer backbone is bound or linked directly with the residue R3(0 = 0). In preferred embodiments, 0 is 1. The residue R3is a divalent hydrocarbon residue having 1 to 12 carbon atoms. The hydrocarbon residue can be a linear, branched or cyclic alkylene residue and can be substituted or unsubstituted. The hydrocarbon residue can be saturated or unsaturated. In preferred embodiments, R3is a divalent hydrocarbon residue having 1 to 6 carbon atoms. The curing rate of the composition can be influenced by the length of the hydrocarbon residues which form one of the binding links or the binding link between polymer backbone and silyl residue. Particularly preferably, R3is a methylene, ethylene or n- propylene, in particular a methylene or n-propylene.

[0077] Alkoxysilane-functional compounds having a methylene group as binding link to the polymer backbone - so-called “a silanes” - have a particularly high reactivity of the silyl group.

[0078] In general, a lengthening of the binding hydrocarbon chain leads to reduced reactivity of the polymers. In particular, “y silanes” - which comprise the unbranched propylene residue as binding link - have a balanced ratio between necessary reactivity (acceptable curing times) and delayed curing (open assembly time, possibility of corrections after bonding).

[0079] R4and R5are substituents directly bound with the Si atom or the two of the substituents R4and R5can form a ring together with the Si atom to which they are bound. In preferred embodiments, R4and R5are the substituents directly bound with the Si atom.

[0080] Each R4in the Formula (IV) is, independently of one another, selected from a hydrocarbon radical containing 1 to 20 carbon atoms, preferably Ci to Ca alkyl groups, more preferably a methyl or an ethyl. Each R5in the Formula (IV) is, independently of one another, selected from a hydroxyl group or a hydrolysable group, preferably Ci to Ca alkoxy groups, or Ci to Ca acyloxy groups.

[0081] In preferred embodiments, each Ra is, independently of one another, selected from Ci to Ca alkoxy groups, in particular methoxy, ethoxy, i-propyloxy or i-butyloxy group. When k is 0 or 1 , combinations of more than one group are also possible. However, acyloxy groups, such as an acetoxy group -O-CO- CHa, can also be used as hydrolyzable groups.

[0082] In preferred embodiments, k is 0 or 1 .

[0083] In particularly preferable embodiments, the silyl group, i.e., -Si(R4)k(R5)a-k, is selected from alkyldialkoxysilyl or trialkoxysilyl, preferably selected from methyldimethoxysilyl, ethyldiethoxysilyl, trimethoxysilyl, or triethoxysilyl, most preferably methyldimethoxysilyl or trimethoxysilyl. Alkoxy groups are advantageous, since no substances which irritate mucous membranes are released during the curing of compositions comprising alkoxy groups. The alcohols formed by hydrolysis of the residues are harmless in the quantities released, and evaporate. In general, polymers comprising di- or trialkoxysilyl groups have highly reactive linking points which permit rapid curing, high degrees of crosslinking and thus good final strengths. The particular advantage of dialkoxysilyl groups lies in the fact that, after curing, the corresponding compositions are more elastic, softer and more flexible than systems comprising trialkoxysilyl groups. They are therefore suitable in particular for use as sealants. In addition, they split off even less alcohol during curing and are therefore of particular interest when the quantity of alcohol released is to be reduced.

[0084] With trialkoxysilyl groups, on the other hand, a higher degree of crosslinking can be achieved, which is particularly advantageous if a harder, stronger material is desired after curing. In addition, trialkoxysilyl groups are more reactive and therefore crosslink more rapidly, thus reducing the quantity of catalyst required, and they have advantages in "cold flow" - the dimensional stability of a corresponding material under the influence of feree and possibly temperature.

[0085] Methoxy and ethoxy groups as comparatively small hydrolyzable groups with low steric bulk are very reactive and thus permit a rapid cure, even with low use of catalyst. They are therefore of particular interest for systems in which rapid curing is desirable.

[0086] Interesting configuration possibilities are also opened up by combinations of the two groups. If, for example, methoxy is selected for one of the R5and ethoxy for the other Rbwithin the same alkoxysilyl group, the desired reactivity of the silyl groups can be adjusted particularly finely if silyl groups carrying exclusively methoxy groups are deemed too reactive and silyl groups carrying ethoxy groups not reactive enough for the intended use.

[0087] In addition to methoxy and ethoxy groups, it is of course also possible to use larger residues as hydrolyzable groups, which by nature exhibit lower reactivity. This is of particular interest if delayed curing is also to be achieved by means of the configuration of the alkoxy groups.

[0088] The silane-functional group of Formula (IV) can be a lateral group within the polymer chain of the respective polymer or a terminal group of the respective polymer. In preferred embodiments, the silane- functional group of Formula (IV) is a terminal group of the polymer.

[0089] In preferred embodiments, the polymer has at least two silane-functional groups of Formula (IV). In this case, the polymer can have at least one lateral silane-functional group of Formula (IV) and at least one terminal silane-functional group of Formula (IV); or, at least two lateral silane-functional groups of Formula (IV); or, at least two terminal silane-functional groups of Formula (IV).

[0090] In particularly preferred embodiments, the polymer has at least two terminal silane-functional groups of Formula (IV). Then, each polymer chain comprises at least two linking points at which the condensation of the polymers can be completed, splitting off the hydrolyzed residues in the presence of atmospheric moisture. In this way, regular and rapid crosslinkability is achieved so that bonds with good strengths can be obtained. In addition, by means of the quantity and the structure of the hydrolyzable groups - for example by using di- or trialkoxysilyl groups, methoxy groups or longer residues - the configuration of the network that can be achieved as a long-chain system (thermoplastics), relatively wide-mesh three-dimensional network (elastomers) or highly crosslinked system (thermosets) can be controlled, so that inter alia the elasticity, flexibility and heat resistance of the finished crosslinked compositions can be influenced in this way.

[0091] In preferred embodiments, the polymer backbone of the polymer is selected from polyethers, poly(meth)acrylic acid ester, polyesters, polyurethanes, poly-a-olefins, more preferably polyethers or polyurethanes, or copolymers of at least two of said polymers such as polyether and poly(meth)acrylic acid ester copolymers.

[0092] A “polyether”, “polyoxyalkylene”, or “polyalkylene glycol”, as used interchangeably herein, is understood to be a polymer in which the organic repeating units comprise ether functionalities C-O-C in the main chain. Examples for such polymers are polypropylene glycol and polyethylene glycol and copolymers thereof. Polymers having lateral ether groups, such as cellulose ethers, starch ethers and vinyl ether polymers, as well as polyacetals such as polyoxymethylene (POM) are not included in the polyethers.

[0093] A “poly(meth)acrylic acid ester” is understood to be a polymer based on (meth)acrylic acid esters, which therefore has as a repeating unit the structural motif -CH2-CR’(COOR”)-, where R’ denotes a hydrogen atom (acrylic acid ester) or a methyl group (methacrylic acid ester) and R” denotes linear alkyl residues, branched alkyl residues, cyclic alkyl residues and / or alkyl residues comprising functional substituents, for example methyl, ethyl, isopropyl, cyclohexyl, 2-ethylhexyl or 2-hydroxyethyl residues.

[0094] A “polyurethane" is understood to be a polymer which has at least two urethane groups -NH-CO-O-in the main chain.

[0095] In particularly preferred embodiments, the silane-modified polymer has a polyether backbone. Polyethers have a flexible and elastic structure, with which compositions having excellent elastic properties can be produced. Polyethers are not only flexible in their backbone, but at the same time strong. Thus, for example, polyethers are not attacked or decomposed by water and bacteria, in contrast to, e.g., polyesters, for example.

[0096] The number average molecular weight Mnof the polyether on which the polymer is based is for preference 500 to 100,000 g / mol (daltons), more preferably 500 to 50,000, particularly preferably 1 ,000 to 30,000 and in particular 2,000 to 20,000 g / mol, most preferably 8,000 to 20,000 g / mol. Number average molecular weights of at least 500 g / mol are advantageous for the polyethers of the present invention since the corresponding compositions have a balanced ratio of viscosity (ease of processing), strength and elasticity.

[0097] The silane-modified polymers discussed above are commercially available products or can be synthesized using known methods and processes, such as addition reactions, e.g. hydrosilylation, Michael addition, Diels-Alder addition or reactions between isocyanate-functional compounds with compounds containing isocyanate-active groups. In this regard, reference may be made to, for instance EP1535940B1 and EP1896523B1. Alternative synthetic routes are further disclosed in WO 2013 / 026654 A1.

[0098] Silane modified polymers suitable for employment in the context of the present invention include, without limitation, polymers and prepolymers commercially available under the brand name GENIOSIL®, specific examples suitable for employment according to the present invention are the a- silane polyether type prepolymers GENIOSIL® STPE-E10, -E15, -E30 and -E35; the a-silane polyether-polyurethane type prepolymers of the GENIOSIL® XB series, an example of which is GENIOSIL® XB 502; GENIOSIL® XT; GENIOSIL® XM; and GENIOSIL® WP. Moreover, examples of curable polypropylene oxide resins include various known reactive polypropylene oxide resins, such as Kaneka MS polymer available from Kaneka Corporation.

[0099] The amount of one or more silane modified prepolymers, i.e. one type of silane modified prepolymer or different kinds of silane modified prepolymers, i.e. two or more different kinds of silane modified prepolymers, as herein defined above, in the curable composition is typically in the range of about 10 to about 95 wt.-%, preferably in the range of about 10 to about 90 wt.-%, even more preferably in the range of about 15 to about 85 wt.-%, for instance about 15, 16, 17, 18,19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31 , 32, 33, 34, 35, 36, 37, 38, 39, 40, 45, 50, 55, 60, 65, 70, 75, 80 or 85 wt.-%, based on the total weight of the curable composition.

[0100] In the context of the aforementioned curable compositions, it will be readily recognized that, in addition to generally fast curing rates, a prominent advantage of a-silane type curable resin compositions is that neither tin catalysts nor strong acids or bases need be included for curing purposes. Thus, according to various documents, the curable composition is an a-silane type curable resin composition, i.e. is a curable resin composition comprising at least one a-silane type prepolymer, as herein defined above, preferably in amounts of about 10 to about 95 wt.-%, more preferably about 10 to about 90 wt.-%, such as about 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85 or 90 wt.-%, based on the total weight of the curable composition.

[0101] (b) Secondary aromatic amine The curable composition of the invention comprises at least one secondary aromatic amine (b), which preferably include aromatic amine of formula (VI) wherein R16is alkyl, preferably C1-20 alkyl, or phenylalkyl, preferably phenyl-Ci-20-alkyl and R15is R16or hydrogen.

[0102] The secondary amine is preferably selected from aromatic amines. Diphenyl amines are preferred and are suitably substituted by alkyl groups or arylalkyl groups on the benzene rings. Particularly preferred are alkyl group substituents having 1 to 24 carbon atoms. Particularly preferred amines include octylated diphenylamine, nonylated diphenylamine, octylated aryl alkylated diphenylamine, styrenated diphenylamine, 2,2'-diethyl-4,4'-(dimethylbenzyl) diphenylamine, 4,4'- dibenzyldiphenylamine, 4,4'-di(phenylethyl)diphenylamine and 4,4'- di(dimethylbenzyl)diphenylamine, wherein use of 4,4'-di(dimethylbenzyl)diphenylamine is particularly favored. According to a preferred embodiment of the invention, the secondary amine is a mixed isomeric reaction product prepared by reacting diphenylamine, styrene and 2,4,4- trimethylpentene by known alkylating reaction methods to form essentially octylated diphenylamine. A similar mixed and preferred octylated diphenylamine is prepared by alkylating diphenylamine with 2,4,4- trimethylpentene. Nonylated isomeric reaction products are also preferred and can be prepared by alkylation of diphenylamine with 1 -propene trimer. Another preferred alkylated diphenylyamine reaction mixture may be produced from 2-ethyl-N-(2-ethylphenyl)benzenamine and 1 -propene trimer. Preferred reaction mixtures contain some isomers, small amounts of monoalkylated and trialkylated diphenylamines. Preferred are alkylated diphenylamines containing no or only trace amounts of unreacted diphenylamine for an environmentally safer product.

[0103] (c) Sterically hindered phenol

[0104] The curable composition of the invention comprises at least one sterically hindered phenol (c). Preferred sterically hindered phenols suitable for use in this invention include, but are not limited to, those that are useful in the stabilization of polymers such as polyethylene and polypropylene. As is well known in the art, sterically hindered phenol antioxidants are phenolic compounds which are substituted in one or both ortho positions by a substituent of sufficient bulk to provide steric hindrance. In a preferred embodiment, such ortho substituent or substituents, independently, are bulky alkyl groups or alkylthioalkyl groups. As seen from the exemplary sterically hindered phenols identified below, usually at least one such ortho position is, and often both such ortho positions are, substituted by a tertiary butyl group (often specified as a tert-butyl or t-butyl group). Numerous types of sterically hindered phenol antioxidants may be used in the present invention, including but not necessarily limited to antioxidants comprising alkylated monophenols, alkylthiomethylphenols, hydroquinones, alkylated hydroquinones, tocopherols, hydroxylated thiodiphenyl ethers, alkylidene bisphenols, O-, N-, and S-benzyl compounds, hydroxybenzylated malonates, hydroxybenzyl aromatics, triazines, benzylphosphonates, acylaminophenols, esters of B-(5-tert-butyl-4-hydroxy-3- methylphenyl)propionic acid, esters of B-(3,5-dicyclohexyl-4-hydroxyphenyl)propionic acid, esters of

[0105] 3.5-di-tert-butyl-4-hydroxyphenylacetic acid, amides of p-(3,5-di-tert-butyl-4- hydroxyphenyppropionic acid, and combinations thereof.

[0106] Examples of these classes of sterically hindered phenol antioxidants include, but are not necessarily limited to the following:

[0107] Alkylated monophenols: in particular 2,6-di-tert-butyl-4-methylphenol, 2-butyl-4,6-dimethyl-phenol,

[0108] 2.6-di-tert-butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-tert-butyl-4-isobutylphenol,

[0109] 2.6-dicyclopentyl-4-methylphenol, 2-(a-methylcyclohexyl)-4,6-dimethyl-phenol, 2,6-dioctadecyl-4- methylphenol, 2,4,6-tricyclohexylphenol, 2,6-di-tert-butyl-4-methoxymethylphenol, 2,6-dinonyl-4- methylphenol, 2,4-dimethyl-6-(1 '-methylundec-1 '-yl)phenol, 2,4-dimethyl-6-(1 '-methylheptadec-1 yl)phenol, 2,4-dimethyl-6-(1 '-methyltridec-1'-yl)phenol, and mixtures thereof.

[0110] Alkylthiomethylphenols: in particular 2,4-dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl- 6-methylphenol, 2,4-dioctylthiomethyl-6-ethylphenol, 2,6-didodecyl-thiomethyl-4-nonylphenol. Alkylated hydroquinones, methoxyphenols, and phenolic esters: in particular 2,6-di-tert-butyl-4- methoxyphenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6-diphenyl-4- octadecyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di-tert- butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxy-phenylstearate, bis(3,5-di-tert-butyl-4- hydroxyphenypadipate.

[0111] Hydroxylated thiodiphenyl ethers: in particular 2,2'-thiobis(6-tert-butyl-4-methylphenol), 2,2'- thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2- methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis (2,6-dimethyl-4-hydroxyphenyl)disulfide. Alkylidene bisphenols: in particular 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 2,2'- methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-methylenebis[4-methyl-6-(a- methylcyclohexyl)phenol], 2,2'-methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-methylenebis(6- nonyl-4-methylphenol), 2,2'-methylenebis(4,6-di-tert-butylphenol), 2,2'-ethylidenebis(4,6-di-tert- butylphenol), 2,2'-ethylidenebis(6-tert-butyl-4-isobutylphenol), 2,2'-methylenebis[6-(a- methylbenzyl)-4-nonylphenol], 2,2'-methylene-bis[6-(a,a-dimethylbenzyl)-4-nonylphenol], 4,4'- methylenebis(2,6-di-tert-butylphenol), 4,4'-methylenebis(6-tert-butyl-2-methylphenol), 1 , 1 -bis(5-tert- butyl-4-hydroxy-2-methylphenyl)butane, 2,6-bis(3-tert-butyl-5-methyl-2-hydroxy-benzyl)-4- methylphenol, 1 ,1 ,3-tris(5-tert-butyl-4-hydroxy-2-methylphenyl)butane, 1 , 1 -bis(5-tert-butyl-4- hydroxy-2-methylphenyl)-3-n-dodecylmercaptobutane, ethylene glycol bis[3,3-bis(3’-tert-butyl 4'- hydroxyphenypbutyrate], bis(3-tert-butyl-4-hydroxy-5-methylphenyl)dicyclopentadiene, bis[2-(3'-tert- butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-m-ethylphenyl]terephthalate, 1 ,1-bis(3,5-dimethy-1- 2-hydroxyphenyl) butane, 2,2-bis(3,5-di-tert-butyl-4-hydroxy-phenyl)propane, 2,2-bis(5-tert-butyl-4- hydroxy-2-methylphenyl)-4-n-dodecylmercaptobutane, 1 ,1 ,5,5-tetra-(5-tert-butyl-4-hydroxy-2- methylphenyl) pentane.

[0112] 0-, and S-benzyl compounds: in particular 3,5,3',5'-tetra-tert-butyl-4,4'-dihydroxydibenzylether, octadecyl 4-hydroxy-3,5-dimethylbenzylmercaptoacetate, tris(3,5-di-tert-butyl-4-hydroxy- benzyl)amine, bis(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)dithioterephthalate, bis(3,5-di-tert-butyl- 4-hydroxybenzyl)sulfide, isooctyl 3,5 -di-tert-butyl-4-hydroxybenzylmercaptoacetate.

[0113] Hydroxybenzylated malonates: in particular dioctadecyl 2 ,2-bis(3 ,5 -di-tert-butyl-2- hydroxybenzyl)malonate, dioctadecyl 2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, didodecylmercaptoethyl 2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, di-[4-(1 ,1 ,3,3- tetramethylbutyl)phenyl]-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.

[0114] Hydroxybenzyl aromatic compounds: in particular 1 ,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6- trimethylbenzene, 1 ,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6- tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol.

[0115] Triazine compounds: in particular 2,4-bisoctylmercapto-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1 ,3,5- triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl-4-hydroxyanilino)-1 ,3,5-triazine, 2-octylmercapto- 4,6-bis(3,5-di-tert-butyl-4-hydroxyphexy)-1 ,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4- hydroxyphenoxy)-1 ,2,3-triazine, 1 ,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1 ,3,5- tris(4-tert-butyl-3-hydroxy-2,6-dimet ylbenzyl)-isocyanurate, 2,4,6-tris(3,5-di-tert-butyl-4- hydroxyphenylethyl)-1 ,3,5-triazine, 1 ,3 ,5-tris(3,5-di-tert-butyl-4-hydroxyphenyl- propionyl)hexahydro-1 ,3,5-triazine, 1 ,3,5-tris(3,5-dicyclo-hexyll4-hydroxybenzyl)isocyanurate. Benzylphosphonates: in particular dimethyl(2,5-di-tert-butyl-4-hydroxybenzyl)phosphonate; diethyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate; dioctadecyl(3,5-di-tert-butyl-4- hydroxybenzyl)phosphonate; dioctadecyl(5 -tert-butyl-4-hydroxy-3-methylbenzyl)-phosphonate, calcium salt of monoethyl(3,5-di-tert-butyl-4-hydroxybenzyl) phosphonic acid.

[0116] Acylaminophenols: in particular 4-hydroxylauranilide; 4-hydroxystearanilide; octyl N-(3,5-di-tert- butyl-4-hydroxyphenyl)carbamate.

[0117] Amides of B-(3,5-di-tent-butyl-4-hydroxyphenyl)propionic acid: in particular N ,N'-bis(3 ,5-di-tert-butyl- 4-hydroxyphenylpropionyl)hexamethylenediamine; N,N'-bis(3,5-di-tert-butyl-4- hydroxyphenylpropionyl)trimethylenediamine; N,N'-bis(3,5-di-tert-butyl-4- hydroxyphenylpropionyl)hydrazine.

[0118] Others: in particular Esters of B-(5-tert-butyl-4-hydroxy-3-methylphenyl)propionic acid, with monohydric or polyhydric alcohols, such as methanol, ethanol, octanol, octadecanol, 1 ,6-hexanediol, 1 ,9-nonanediol, ethylene glycol, 1 ,2-propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl) isocyanurate, N,N'- bis(hydroxyethyl)oxalamide, 3-thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4-hydroxymethyl-l-phospha-2,6,7-trioxabicyclo-[2 .2 .2] octane. Exemplary sterically hindered phenol antioxidant compounds include: 2,6-di-t-butyl-N,N- dimethylamino-p-cresol, 4,4'-methylenebis(2,6-di-t-butylphenol), 2-tert-butyl-6-(3-tert-butyl-2- hydroxy-5-methylbenzyl)-4-methylphenyl acrylate, 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-t- butylanilino)-1 ,3,5-triazine, 1 ,6-hexanediyl 3 ,5-bis(1 ,1-dimethylethyl)-4-hydroxyphenylpropanoate, 1 ,2-ethanediylbis(oxy-2,1 -ethanediyl) 3-(1 ,1-dimethylethyl)-4-hydroxy-5-methyl-phenylpropanoate, 2,2'-ethylidenebis(4,6-di-tert-butylphenol),

[0119] Preferred sterically hindered phenol antioxidants include:

[0120] Octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate, tetrakis[methylene(3,5-di-t-butyl-4- hydroxylhydrocinnamate)]methane, 1 ,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl)isocyanurate, 1 ,3,5-tris- (4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-1 ,3,5-triazine-2,4,6-(1 H,3H,5H)-trione, thiodiethylenebis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate, and 1 ,3,5-trimethyl-2,4,6-tris(3,5-di-tert- butyl-4-hydroxybenzyl) benzene.

[0121] Of these preferred sterically hindered phenol antioxidants, 1 ,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl- 4-hydroxybenzyl)benzene 1 ,3,5-tris(3,5-di-t-butyl-4-hydroxybenzypisocyanurate, and bis-(3-(5-tert- butyl-4-hydroxy-m-tolyl)propionate) are most preferred.

[0122] (d) Hindered amine light stabilizer

[0123] The curable composition of the invention comprises at least one hindered amine light stabilizer (d). Hindered amine light stabilizers (HALS) are chemical compounds containing an amine functional group that are used as stabilizers in plastics and polymers. These compounds are typically derivatives of tetramethylpiperidine. Preferred hindered amine light stabilizers comprise one or preferably two 2,2,6,6-tetramethylpiperidine-unit(s), more preferably decanedioic acid, bis (2, 2,6,6- tetramethyl-1-(octyloxy)-4-piperidinyl) ester, bis(3,3,5,5-tetramethylpiperidin-4-yl) decanedioate, bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate and bis(1 ,2, 2,6,6-pentamethyl-1-4-piperidinyl) sebacate, wherein bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate is particularly favored.

[0124] (e) Ester of an unsubstituted or substituted benzoic acid

[0125] The curable composition of the invention comprises at least one ester of an unsubstituted or substituted benzoic acid (e). Preferred esters of unsubstituted or substituted benzoic acids include salicylates, for example, 4-tert-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, 2- ethylhexylsalicylate, in particular (S)-2-ethylhexylsalicylate and (R)- 2-ethylhexylsalicylate; resorcinol esters, for example, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylresorcinol; 2,4- di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl 3,5-di-tert-butyl-4- hydroxybenzoate, octadecyl-3, 5-di-tert-butyl-4-hydroxybenzoate and 2-methyl-4,6-di-tert- butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, wherein salicylates, especially 2- ethylhexylsalicylate, are particularly favored. (f) Ci-s-alkyl hydroperoxide

[0126] The curable composition of the invention preferably comprises at least one Ci-s-alkyl hydroperoxide

[0127] (f), preferably at least one C2-6-alkyl hydroperoxide, more preferably at least one C3-5-alkyl hydroperoxide, still more preferably a C4-alkyl hydroperoxide, in particular tert.-butyl hydroperoxide.

[0128] (g) C5-2o-alkane

[0129] The curable composition of the invention preferably comprises optionally at least one Cs-2o-alkane (g). Preferred C5-C20 alkanes include C5-12 alkanes, especially n-pentane, isopentane, neopentane; n-hexane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane; n-heptane, 2-methylhexane, 3-methylhexane, 2,2-dimethylpentane, 2,3-dimethylpentane, 2,4-dimethylpentane, 3,3-dimethylpentane, 3-ethylpentane, 2,2,3-trimethylbutane; n-octane, 2-methylheptane, 3- methylheptane, 4-methylheptane, 2,2-dimethylhexane, 2,3-dimethylhexane, 2,4-dimethylhexane, 2,5-dimethylhexane, 3,3-dimethylhexane, 3,4-dimethylhexane, 3-ethylhexane, 2,2,3- trimethylpentane, 2,2,4-trimethylpentane, 2,3,3-trimethylpentane, 2,3,4-trimethylpentane, 3-ethyl-2- methylpentane, 3-ethyl-3-methylpentane, 2,2,3,3-tetramethylbutane; n-nonane; n-decane; n- undecane and n-dodecane, wherein C6-10 alkanes, especially Cs alkanes, in particular n-octane, are particularly favored.

[0130] A typical curable composition may further comprise, in addition to the aforementioned silane modified polymer component and the stabilizers mentioned, further ingredients generally known in the art for the purpose of inclusion in curable, particularly moisture curable compositions. A non-exhaustive list of further ingredients to be optionally included comprises further reactive silane or siloxane compounds, fillers, catalysts, adhesion promotors, water scavengers, reactive and non-reactive diluents, solvents, plasticizers, rheology modifiers, preservatives, UV stabilizers, pigments and colorants.

[0131] Suitable compositions can be used both in pure form and in the form of a solution or emulsion or suspension.

[0132] Suitable solvents may be selected from ethers (e.g. diethyl ether, methyl-t-butyl ether, ether derivatives of glycol, THF), esters (e.g. ethyl acetate, butyl acetate, glycol ester), hydrocarbons (e.g. pentane, cyclopentane, hexane, cyclohexane, heptane, octane or also longer-chained branched and unbranched alkanes), ketones (e.g. acetone, methyl ethyl ketone), aromatics (e.g. acetone, methyl ethyl ketone), aromatics (e.g. toluene, xylene, ethylbenzene, chlorobenzene) and alcohols (e.g. methanol, ethanol, glycol, propanol, isopropanol, glycerine, butanol, iso-butanol, t-butanol).

[0133] However, compositions that are free of organic solvents may be preferred due to ecological and / or health concerns. In various embodiments, composition is thus substantially free of organic solvent. In the context of the present invention, the term “substantially free” refers to compositions comprising less than about 1 wt.-%, preferably less than about 0.5 wt.-%, more preferably less than about 0.1 wt.% of the respective ingredient. For instance, a composition substantially free of organic solvent comprises, in the context of the present invention, less than about 1 wt.-% organic solvent.

[0134] In various embodiments, the curable composition, as herein described above, does not comprise an epoxy component. In various embodiments, the curable composition is substantially free of epoxy components.

[0135] In various embodiments, the curable composition, as herein described above, does not comprise a photo-curable polymer component. In various embodiments, the curable composition is substantially free of photo-curable components.

[0136] In various embodiments of the present invention, the curable composition comprises just one silane modified polymer, as herein described above. However, the curable composition may also comprise of two or more silane modified polymers.

[0137] Surface-treated calcium carbonate

[0138] According to preferred embodiments, the curable composition optionally comprises surface-treated calcium carbonate, especially surface-treated ground calcium carbonate and surface-treated precipitated calcium carbonate.

[0139] Preferred surface treated calcium carbonate particles comprise a treatment layer on the surface of the calcium carbonate particles comprising i. at least one aliphatic aldehyde and / or salty reaction products thereof, and / or ii. at least one mono-substituted succinic anhydride consisting of succinic anhydride monosubstituted with a group selected from a linear, branched, aliphatic and cyclic group having a total amount of carbon atoms from at least C2 to C30 in the substituent and / or salty reaction products thereof, and / or

[0140] Hi. at least one polydialkylsiloxane, and / or iv. at least one alkylksilane, and / or v. at least one aliphatic carboxylic acid or a salt thereof, and / or vi. mixtures of the materials according to i. to v.

[0141] Particularly preferred surface treated calcium carbonate particles comprise a hydrophobic coating and are preferably coated with alkylsilane with comprising 4 to 22 carbon atoms e.g., hexadecyltrimethoxysilane, hexadecyltriethoxysilane, octyltriethoxysilane, octyltrimethoxysilane and others or aliphatic carboxylic acid or a salt thereof. Saturated or unsaturated carboxylic acids comprising 4 to 22 carbon atoms, preferably comprising 6 to 16 carbon atoms, more preferably comprising 10 to 12 carbon atoms are also particularly preferred for said coating, wherein saturated carboxylic acids are most preferred. In that context, use of lauric acid and of stearic acid, especially of stearic acid is particularly favored.

[0142] Surface treated silica

[0143] According to preferred embodiments, the curable composition optionally comprises surface-treated silica.

[0144] The silica preferably has a BET surface area of 10 to 250 m2 / g. When it is used, it can cause additional increase in the viscosity of the curable composition to achieve a thixotropic formulation and it can contribute to strengthening the cured composition.

[0145] It is likewise conceivable to use silica with a BET surface area, advantageously with 100 to 250 m2 / g, particularly 110 to 170 m2 / g, as a filler. Because of the higher BET surface area, the same effect, e.g., strengthening of the cured material, can be achieved at a smaller weight proportion of silicic acid. Further substances can thus be used to improve the composition described herein in terms of other requirements.

[0146] Aminosilane and / or aminosilane oligomer

[0147] According to preferred embodiments the curable composition optionally comprises at least one aminosilane and / or aminosilane oligomer, preferably as adhesion promoters.

[0148] Said aminosilanes may be selected from the group consisting of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, aminomethyltrimethoxysilane, aminomethyltriethoxysilane, 3-aminopropylmethyldiethoxysilane, (N-2-aminoethyl)-3-aminopropyltrimethoxysilane, (N-2-amino- ethyl)-3-aminopropyltriethoxysilane, diethylenetriaminopropyltrimethoxysilane, phenylamino-methyl- trimethoxy-silane, (N-2-aminoethyl)-3-aminopropylmethyldimethoxysilane, 3-(N- phenylamino)propyl-trimethoxysilane, 3-piperazinylpropylmethyldimethoxysilane, 3-(N,N- dimethylaminopropyl)aminopropylmethyldimethoxysilane, tri[(3-triethoxysilyl)propyl]amine, tri[(3- trimethoxysilyl)propyl]amine, 3-(N,N-dimethylamino)propyltrimethoxysilane, 3-(N,N-dimethylamino)- propyltriethoxysilane, (N,N-dimethylamino)methyltrimethoxysilane, (N,N-dimethylamino)methyl- triethoxysilane, 3-(N,N-diethylamino)propyltrimethoxysilane, 3-(N,N-diethylamino)- propyltriethoxysilane, (N,N-diethylamino)methyltrimethoxysilane, (N,N-diethylamino)methyl- triethoxysilane, bis(3-trimethoxysilyl)propylamine, bis(3-triethoxysilyl)propylamine, 4-amino-3,3- dimethylbutyltrimethoxy silane, 4-amino-3,3-dimetylbutyltriethoxy silane, N-(n-butyl)-3- aminopropyltrimethoxysilane, oligomers obtained from the condensation of at least one of the above- mentioned aminosilanes, and mixtures thereof, particularly preferably from the group consisting of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, aminomethyltrimethoxysilane, aminomethyltriethoxysilane, 3-(N,N-dimethylamino)propyl-trimethoxysilane, 3-(N,N- dimethylamino)propyltriethoxysilane, (N,N-dimethylamino)methyl-trimethoxysilane, (N,N- dimethylamino)methyltriethoxysilane, 3-(N,N-diethylamino)propyltrimethoxysilane, 3-(N,N- diethylamino)-propyltriethoxysilane, (N,N-diethylamino)methyltrimethoxysilane, (N,N- diethylamino)methyl-triethoxysilane, bis(3-trimethoxysilyl)propylamine, bis(3- triethoxysilyl)propylamine, 4-amino-3,3-dimethylbutyltrimethoxy silane, 4-amino-3,3- dimetylbutyltriethoxy silane, N-(n-butyl)-3-aminopropyltrimethoxysilane, oligomers obtained from the condensation of at least one of the above-mentioned aminosilanes, and mixtures thereof. The above- mentioned monomeric aminosilanes or oligomers can be oligomerized together with alkyl-, alkenyl- or aryl-alkoxysilanes, preferably methyltri(m)ethoxysilane, ethyltri(m)ethoxysilane, propyltri(m)ethoxysilane, vinyltri(m)ethoxysilane, n-butyltri(m)ethoxysilane, isobutyltri(m)ethoxysilane, phenyltri(m)ethoxysilane, and / or octyltri(m)ethoxysilane.

[0149] In various embodiments, the curable composition may further comprise at least one aminosilane as described above, for example one of the tertiary aminosilanes. “Tertiary aminosilane”, as used herein, refers to an aminosilane wherein the nitrogen atom of the amino group is covalently linked to three non-hydrogen residues.

[0150] Catalyst

[0151] According to preferred embodiments, the curable composition comprises at least one curing catalyst, preferably selected from tin catalysts, titanium catalysts, aluminum catalysts, or zirconium catalysts, more preferably tin catalysts or titanium catalysts, or mixtures thereof.

[0152] In various embodiments, the curing catalyst may be a tin compound, preferably an organotin compound or an inorganic tin salt. Tin in these tin compounds is preferably bivalent or tetravalent. The curing catalyst can be added to the composition particularly as a crosslinking catalyst. Suitable inorganic tin salts are, for example, tin(ll) chloride and tin(IV) chloride. Organotin compounds (tin organyles) are used preferably as the tin compounds, however. Suitable organotin compounds are, for example, the 1 ,3-dicarbonyl compounds of bivalent or tetravalent tin, for example, the acetylacetonates such as di(n- butyl)tin(IV) di(acetylacetonate), di(n-octyl)tin(IV) di(acetylacetonate), (n-octyl)(n-butyl)tin(IV) di(acetylacetonate); the dialkyl tin(IV) dicarboxylates, for example, di-n-butyltin dilaurate, di-n-butyltin maleate, di-n-butyltin diacetate, di-n-octyltin dilaurate, di-n-octyltin diacetate, or the corresponding dialkoxylates, for example, di-n-butyltin dimethoxide; oxides of tetravalent tin, for example, dialkyltin oxides, such as, for example, di-n-butyltin oxide and di-n-octyltin oxide; and the tin(ll) carboxylates such as tin(ll) octoate or tin(ll) phenolate. Suitable furthermore are tin compounds of ethyl silicate, dimethyl maleate, diethyl maleate, dioctyl maleate, dimethyl phthalate, diethyl phthalate, dioctyl phthalate, nonadecylic acid, myristic acid, such as, for example, di(n-butyl)tin(IV) di(methyl maleate), di(n-butyl)tin(IV) di(butyl maleate), di(n- octyl)tin(IV) di(methyl maleate), di(n-octyl)tin(IV) di(butyl maleate), di(n-octyl)tin(IV) di(isooctyl maleate); and di(n-butyl)tin(IV) sulfide, (n-butyl)2Sn(SCH2COO), (n-octyl)2Sn(SCH2COO), (n- octyl)2Sn(SCH2CH2COO), (n-octyl)2Sn(SCH2CH2COOCH2CH2OCOCH2S), (n-butyl)2-Sn(SCH2COO-i- CaHi7)2, (n-octyl)2Sn(SCH2COO-i-CaHi7)2, and (n-octyl)2Sn(SCH2COO-n-CaHi7)2.

[0153] Preferably, the tin compound is selected from 1 ,3-dicarbonyl compounds of bivalent or tetravalent tin, the dialkyltin(IV) dicarboxylates, the dialkyltin(IV) dialkoxylates, the dialkyltin(IV) oxides, the tin(ll) carboxylates, and mixtures thereof.

[0154] Particularly preferably, the tin compound is a dialkyltin(IV) oxide (e. g. di-n-octyltin oxide) or dialkyltin(IV) dicarboxylate, particularly di-n-butyltin dilaurate, di-n-butyltin diacetate, or di-n-octyltin dilaurate.

[0155] Additionally, or alternatively, other metal-based condensation catalysts may be used, including, without limitation, compounds of titanium such as organotitanates or chelate complexes, cerium compounds, zirconium compounds, molybdenum compounds, manganese compounds, copper compounds, aluminum compounds, orzinc compounds ortheir salts, alkoxylates, chelate complexes, or catalytically active compounds of the main groups or salts of bismuth, lithium, strontium, or boron.

[0156] Further suitable (tin-free) curing catalysts are, for example, organometallic compounds of iron, particularly the 1 ,3-dicarbonyl compounds of iron such as, e.g., iron(lll) acetylacetonate.

[0157] Boron halides such as boron trifluoride, boron trichloride, boron tribromide, boron triiodide, or mixtures of boron halides can also be used as curing catalysts. Particularly preferred are boron trifluoride complexes such as, e.g., boron trifluoride diethyl etherate, which as liquids are easier to handle than gaseous boron halides.

[0158] Further, amines, nitrogen heterocycles, and guanidine derivatives are suitable in general for catalysis. An especially suitable catalyst from this group is 1 ,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

[0159] Titanium, aluminum, and zirconium compounds, or mixtures of one or more catalysts from one or more of the just mentioned groups may also be used as catalysts.

[0160] Suitable as titanium catalysts are compounds that have hydroxy groups and / or substituted or unsubstituted alkoxy groups, therefore titanium alkoxides of the general formula

[0161] Ti(ORz)4, wherein Rzis an organic group, preferably a substituted or unsubstituted hydrocarbon group having 1 to 20 C atoms, and the 4 alkoxy groups -ORZare identical or different. Further, one or more of the -ORZgroups can be replaced by acyloxy groups -OCORZ.

[0162] Likewise suitable as titanium catalysts are titanium alkoxides in which one or more alkoxy groups are replaced by a hydroxy group or halogen atoms.

[0163] Further, titanium chelate complexes can be used.

[0164] Aluminum catalysts can also be used as curing catalysts, e.g., aluminum alkoxides

[0165] AI(ORZ)3, wherein Rzhas the above meaning; i.e., it is an organic group, preferably a substituted or unsubstituted hydrocarbon group having 1 to 20 C atoms and the three Rzgroups are identical or different. In the case of aluminum alkoxides as well, one or more of the alkoxy groups can be replaced by acyloxy groups - OC(O)RZ.

[0166] Further, aluminum alkoxides can be used in which one or more alkoxy groups are replaced by a hydroxy group or halogen atoms.

[0167] Of the described aluminum catalysts, the pure aluminum alcoholates are preferred in regard to their stability to moisture and the curability of the mixtures to which they are added. In addition, aluminum chelate complexes are preferred.

[0168] Suitable as zirconium catalysts are, e.g.: tetramethoxyzirconium or tetraethoxyzirconium.. Diisopropoxyzirconium bis(ethyl acetoacetate), triisopropoxyzirconium (ethyl acetoacetate), and isopropoxyzirconium tris(ethyl acetoacetate) are used with very particular preference.

[0169] Further, zirconium acylates, halogenated zirconium catalysts, or zirconium chelate complexes can also be used.

[0170] In addition, carboxylic acid salts of metals or also a mixture of a number of such salts can be employed as curing catalysts, whereby these are selected from the carboxylates of the following metals: calcium, vanadium, iron, zinc, titanium, potassium, barium, manganese, nickel, cobalt, and / or zirconium.

[0171] Of the carboxylates, the calcium, vanadium, iron, zinc, titanium, potassium, barium, manganese, and zirconium carboxylates are preferred, because they exhibit a high activity. Calcium, vanadium, iron, zinc, titanium, and zirconium carboxylates are particularly preferred. Won and titanium carboxylates are very particularly preferred. Further, phosphorous containing organic compounds or mixtures thereof can be used as alternative to metal-based catalysts. Examples are triethylphosphat or 2-ethylhexyl-phosphat.

[0172] Alternatively strong Bronstedt acids, especially organic acids such as dodecylbenzenesulfonic acid can be used as catalysts.

[0173] It is conceivable that the viscosity of the curable composition is too high for certain applications. It can then be reduced in a simple and expedient way usually by using a reactive diluent, without any signs of demixing (e.g., plasticizer migration) occurring in the cured mass.

[0174] Solvents and / or plasticizers can be used, in addition to or instead of a reactive diluent, for reducing the viscosity of the curable composition.

[0175] In preferred embodiments, the composition according to the invention comprises the following components:

[0176] (1) 5 wt.% to 70 wt.%, preferably 15 wt.% to 50 wt.%, of at least one silane modified polymer (a),

[0177] (2) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one secondary aromatic amine (b),

[0178] (3) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one sterically hindered phenol (c),

[0179] (4) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one hindered amine light stabilizer (d),

[0180] (5) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one ester of an unsubstituted or substituted benzoic acid (e),

[0181] (6) 0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one Ci-Cs-alkyl hydroperoxide (f),

[0182] (7) 0 wt.% to 0.5 wt.%, preferably at least 0.25 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one C5 to C2o-alkane (g),

[0183] (8) 0 wt.% to 80 wt.%, preferably 20wt.% to 50 wt.%, of at least one surface treated calcium carbonate,

[0184] (9) 0 wt.% to 10 wt.%, preferably 0.5 wt.% to 3 wt.%, of optionally surface treated silica,

[0185] (10) 0 wt.% to 15 wt.%, preferably 1 wt.% to 7.5 wt.%, of optionally aminosilane or aminosilane oligomer,

[0186] (1 1) 0 wt.% to 5 wt.%, preferably 0.05 wt.% to 2 wt.%, of at least one catalyst, and

[0187] (12) optionally, at least one auxiliary substance, wherein the proportions by weight preferably are based on the total weight of the composition and add up to 100 wt.-%. With regard to the preferred representatives of the individual components and the preferably used quantities thereof, the statements made above in the description of the respective components apply. The preparation of the curable composition according to the invention can take place by simple mixing of the at least one silane modified polymer (a), at least one secondary aromatic amine (b), the at least one sterically hindered phenol (c), the at least one hindered amine light stabilizer (d), the at least one ester of an unsubstituted or substituted benzoic acid (e), the optionally at least one Ci-Ca- alkyl hydroperoxide (f), the optionally at least one C5 to C2o-alkane (g), and optionally the other ingredients described herein for the curable composition. This can take place in suitable dispersing units, e.g., a high-speed mixer.

[0188] In this case, preferably, care is taken that the mixture of the curable composition does not come into contact with moisture as far as possible, which could lead to an undesirable premature curing. Suitable measures are sufficiently known and comprise, for example, working in an inert atmosphere, possibly under a protective gas, and drying / heating of individual components before they are added.

[0189] The present invention also provides an adhesive, sealant, or coating material comprising the curable silane-modified polymer composition according to the invention.

[0190] A further aspect in connection with the present invention relates to the use of a curable silane-modified polymer composition of the invention in an adhesive, sealant, or coating material. The compositions are suitable, inter alia, for bonding plastics such as PVC (polyvinyl chloride), ABS (acrylonitrile- butadiene-styrene copolymer), polycarbonate, acrylic materials, in particular PMMA (poly(methyl methacrylate)), metals, glass, ceramic, tile, wood, wood-based materials, paper, paper-based materials, rubber, and textiles, for gluing floors, and for sealing building elements, windows, wall and floor coverings, and joints in general. In this case, the materials can be bonded to themselves or as desired to one another. Especially, the compositions according to the invention can be used in an adhesive, sealant or coating material in automative assembly lines or in powder coating process.

[0191] Because of the high temperature resistant properties, the curable composition of the present invention is particularly suited for applications demanding high temperature resistant properties, such as household and industrial devices, which are operated at high pressure, high temperatures and in contact with an aggressive environment, such as heat exchangers.

[0192] The outstanding high temperature stability achievable by the claimed invention results in excellent retention of mechanical properties, in particular tensile strength and elongation.

[0193] Surfaces, to which the composition of the invention is applied, are preferably clean and free of grease. Most materials can be bonded to and among each other. However, use of a bonding agent (primer) might improve the bonding effect. Mechanical surface pre-treatment, e.g., by grinding or sanding can also improve the adhesion considerably.

[0194] In order to guarantee and ideal wetting, the bonding parts are preferably joined prior to the adhesive skins over (skin-over time). When unopened and stored in normal climate (+23°C and 50 % rel. air humidity), the composition of the invention preferably has a shelf life of at least 12 months.

[0195] The composition of the invention is very stable when it comes to resisting the effects of temperature. Preferably, the material is fully cured before it is subjected to the temperature load. Otherwise, bubbles may form or, at worst, the material could be completely destroyed.

[0196] Components to be joined are preferably stored for at least 1 day, preferably at least 2 days, more preferably at least 3 days, even more preferably at least 4 days, most preferably at least 5 days, suitably at least 6 days, in particular at least 7 days in normal temperature conditions (+23 °C / 50% rh, hereafter NTC) until the adhesive was fully cured.

[0197] The temperature load is preferably applied via a drying oven.

[0198] The surface of the adhesive is preferably cleaned before it is subjected to the effects of high temperature. Soiling or even traces of cleaning products can affect the surface of the adhesive.

[0199] The longer the exposure time and the higher the temperature, the sooner the surface of the adhesive will be affected. This initially manifests itself through increased adhesiveness. The adhesive may disintegrate if exposed to excessive load.

[0200] The composition of the invention is preferably compatible with paints and is preferably 100% silicone- free.

[0201] Many modifications and other embodiments of the inventions set forth herein will come to mind to one skilled in the art to which these inventions pertain having the benefit of the teachings presented in the foregoing descriptions. Therefore, it is to be understood that the inventions are not to be limited to the specific embodiments disclosed and that modifications and other embodiments are intended to be included within the scope of the appended claims. Moreover, although the foregoing descriptions describe some example embodiments in the context of certain example combinations of elements and / or functions, it should be appreciated that different combinations of elements and / or functions may be provided by alternative embodiments without departing from the scope of the appended claims. In this regard, for example, different combinations of elements and / or functions than those explicitly described above are also contemplated as may be set forth in some of the appended claims. Although specific terms are employed herein, they are used in a generic and descriptive sense only and not for purposes of limitation. The following examples serve to illustrate the invention, but the invention is not limited thereto.

[0202] The following examples serve to illustrate the invention, but the invention is not limited thereto.

[0203] Examples

[0204] Unless otherwise stated, the examples which follow are carried out at a pressure of the surrounding atmosphere, in other words approximately at 1000 hPa, and at room temperature, in other words at approximately 23° C., and / or at a temperature which comes about when the components are combined at room temperature without additional heating or cooling, and also at a relative atmospheric humidity of approximately 50%. Furthermore, all figures for parts of percentages, unless otherwise stated, are by weight.

[0205] The formulations were prepared as described in the Tables below and subjected to curing performance tests as follows:

[0206] Tensile strength and elongation: The tensile strength and elongation at break were determined in accordance with ISO 37. The samples were cured in a mold at room temperature (23°C / relative humanity of 50%) over seven days. The specimen type S2 (Dog bone) was used and the speed of the pull head in the dynamometer was 200mm / min.

[0207] Determination of Skin-over time (SOT) A: Skin-over time (SOT) is defined as the time reguired for the material to form a non-tacky surface film. The determination of the skin over time is carried out according to DIN 50014 under standard climate conditions (23 + / - 2°C, relative humidity 50 + / - 5%). The temperature of the sealant must be 23 + / - 2°C, with the sealant / adhesive stored for at least 24 h beforehand in the laboratory. The sealant / adhesive is applied to a sheet of paper and spread out with a putty knife to form a skin (thickness about 2 mm, width about 7 cm). The stopwatch is started immediately. At intervals, the surface is touched lightly with the wooden tongue blade and the blade is pulled away, with sufficient pressure on the surface that an impression remains on the surface when the skin formation time is reached. The skin-over time is reached when the sealing / adhesive compound no longer adheres to the fingertip. The skin-over time (SOT) is expressed in minutes.

[0208] Determination of Skin-over time (SOT) B: Skin-over time (SOT) is defined as the time reguired for the material to form a non-tacky surface film. The determination of the skin over time is carried out according to DIN 50014 under standard climate conditions (23 + / - 2°C, relative humidity 50 + / - 5%). The temperature of the sealant must be 23 + / - 2°C, with the sealant / adhesive stored for at least 24 h beforehand in the laboratory. The sealant / adhesive is applied to a sheet of paper and spread out with a putty knife to form a skin (thickness about 2 mm, width about 7 cm). The stopwatch is started immediately. At intervals, the surface is touched lightly with a folded piece of paper and pulled away, with sufficient pressure on the surface that an impression remains on the surface when the skin formation time is reached. The skin-over time is reached when the sealing / adhesive compound no longer adheres to the folded paper. The skin-over time (SOT) is expressed in minutes.

[0209] Measurement of Shore A hardness: Shore A hardness was measured according to ISO 868.

[0210] Density: The density was determined according to ISO 9073-1 (from 1989).

[0211] Determination of the depth of cure (DOC): A strip of the material with a height of 10 mm (+ / - 1 mm) and width of 20 mm (+ / - 2 mm) was applied over a plastic foil (PP) using a Teflon spatula. After storing the sample for 24 hours at normal conditions (23 + / - 2 °C, relative humidity 50 + / - 5 %), a section of the strip was cut off and the thickness of the cured layer was measured with a caliper. The depth of cure after 24 hours is expressed in millimeters.

[0212] Peel test: If possible and needed, substrate (test panel) is cleaned prior to application using a suitable solvent (e.g. isopropanol, acetone). A bead of the material with a height of 10 mm (+ / - 1 mm) and width of 20 mm (+ / - 2 mm) was applied over the substrate using a Teflon spatula I cartridge and cartridge gun. The sample was stored for 7 days at normal conditions (23 + / - 2 °C, relative humidity 50 + / - 5 %). The cured material was cut back for at least 15mm with a shape blade and the bead pulled by hand. Failure mode was recorded as „cf 85“ , „cf 90“ and „cf 100“, wherein „cfXX“ refers to XX% of wetted surface shows cohesive break.

[0213] Table 1 silyl terminated polyether from Kaneka (Japan)

[0214] 1 ,2-cyclohexane dicarboxylic acid diisononyl ester from BASF (Germany; plasticizer)

[0215] Alphawhite Tl RC 82 from Alpha Calcit (Germany)

[0216] Vigot 10S SG from Shiraishi Omya GmbH (Austria) thickening agent from BASF (Germany)

[0217] Vinyltri methoxysilane

[0218] (3-aminopropyl)trimethoxysilane catalyst mixture comprising 45% Dioctyltinoxide, 40% Cio-21-alkane sulfonic acid phenyl ester and 15% vinyl trimethoxy silane from TIB Chemicals (Germany) stabilizer mixture comprising 85% of bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, n- octane and tert, butyl hydroperoxide; and 15% of 2-ethylhexyl salicylate stabilizer mixture comprising 40% of 4,4'-di(dimethylbenzyl)diphenylamine: and 60% of triethylene glycol bis[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionate]

[0219] 2-(2H-Benzotriazol-2-yl)-6-(1 -methyl-1-phenylethyl)-4-(1 ,1 ,3,3-tetramethylbuthyl)phenol from BASF stabilizer mixture comprising 75% Cio-21-alkane sulfonic acid phenyl ester and 25% bis(2, 2,6,6- tetramethyl-4-piperidyl)sebacate from BASF

[0220] Table 2: properties

[0221] Table 3: adhesion [%]

[0222] Table 4: aging test (Tensile strength & Elongation)

Claims

Claims:1 . A curable silane-modified polymer composition comprising:(a) at least one silane modified polymer;(b) at least one secondary aromatic amine;(c) at least one sterically hindered phenol;(d) at least one hindered amine light stabilizer;(e) at least one ester of an unsubstituted or substituted benzoic acid;(f) optionally at least one Ci-Cs-alkyl hydroperoxide; and(g) optionally at least one C5 to C2o-alkane.

2. The composition according to claim 1 , wherein the curable silane-modified polymer composition comprises at least one compound of Formula (I)Y-[(CR12)b-SiRa(OR2)3-a]x (I) wherein, in Formula (I), Y denotes an x-valent polymer radical bonded via nitrogen, oxygen, sulfur or carbon, R is independently selected from a monovalent, optionally substituted, SiC-bonded hydrocarbon radical, R1is independently selected from hydrogen or a monovalent, optionally substituted hydrocarbon radical which may be attached to the carbon atom via nitrogen, phosphorus, oxygen, sulfur or carbonyl group, R2is independently selected from hydrogen or a monovalent, optionally substituted hydrocarbon radical, x is an integer from 1 to 10, preferably 1 , 2 or 3, especially preferably 1 or 2, a is independently selected from 0, 1 and 2, preferably 0 and 1 , and b is independently selected from an integer from 1 to 10, preferably 1 , 3 and 4, particularly preferably 1 and 3, in particular 3.

3. The composition according to claim 1 or 2, wherein the curable silane-modified polymer composition comprises at least one secondary aromatic amine selected from aromatic amines, more preferably selected from the group consisting of diphenyl amines, preferably substituted by alkyl groups or arylalkyl groups on the benzene rings; still more preferably selected from the group consisting of octylated diphenylamine, nonylated diphenylamine, octylated aryl alkylated diphenylamine, styrenated diphenylamine, 2,2'-diethyl-4,4'-(dimethylbenzyl) diphenylamine, 4,4'-dibenzyldiphenylamine, 4,4'-di(phenylethyl)diphenylamine and 4,4'- di(dimethylbenzyl)diphenylamine, in particular from 4,4'-di(dimethylbenzyl)diphenylamine.The composition according to any one of the preceding claims, wherein the curable silane- modified polymer composition comprises at least one sterically hindered phenol selected from the group consisting of alkylated monophenols, alkylthiomethylphenols, hydroquinones, alkylated hydroquinones, tocopherols, hydroxylated thiodiphenyl ethers, alkylidene bisphenols, O-, N-, and S-benzyl compounds, hydroxybenzylated malonates, hydroxybenzyl aromatics, triazines, benzylphosphonates, acylaminophenols, esters of B-(5-tert-butyl-4- hydroxy-3-methylphenyl)propionic acid, esters of B-(3,5-dicyclohexyl-4- hydroxyphenyl)propionic acid, esters of 3,5-di-tert-butyl-4-hydroxyphenylacetic acid, amides of P-(3,5-di-tert-butyl-4-hydroxyphenyppropionic acid, and combinations thereof; preferably from alkylated monophenols, in particular from 2,6-di-tert-butyl-4-methylphenol, 2- butyl-4,6- dimethyl-phenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6- di-tert-butyl-4-n-butylphenol, 2,6-di-tert- butyl-4-isobutylphenol, 2,6-dicyclopentyl-4-methylphenol, 2-(a-methylcyclohexyl)-4,6- dimethyl-phenol, 2,6-dioctadecyl-4-methylphenol, 2,4,6- tricyclohexylphenol, 2,6-di-tert-butyl- 4-methoxymethylphenol, 2,6-dinonyl-4-methylphenol, 2,4-dimethyl-6-(1 '-methylundec-1 '- yl)phenol, 2,4-dimethyl-6-(1 '-methylheptadec-1 '-yl)phenol, 2,4-dimethyl-6-(1 '-methyltridec-1 '- yl)phenol, and mixtures thereof; alkylthiomethylphenols, in particular from 2,4- dioctylthiomethyl-6-tert-butylphenol, 2,4-dioctylthiomethyl-6-methylphenol, 2 ,4 dioctylthiomethyl-6 -ethylphenol, 2,6-didodecyl-thiomethyl-4-nonylphenol; alkylated hydroquinones, methoxyphenols, and phenolic esters, in particular from 2,6-di-tert-butyl-4- methoxyphenol, 2,5 -di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,6-diphenyl-4- octadecyloxyphenol, 2,6-di-tert-butylhydroquinone, 2,5-di-tert-butyl-4-hydroxyanisole, 3,5-di- tert-butyl-4-hydroxyanisole, 3,5-di-tert-butyl-4-hydroxy-phenylstearate, bis(3,5-di-tert-butyl-4- hydroxyphenypadipate; hydroxylated thiodiphenyl ethers, in particular from 2,2'-thiobis(6-tert- butyl-4-methylphenol), 2,2'-thiobis(4-octylphenol), 4,4'-thiobis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(6-tert-butyl-2-methylphenol), 4,4'-thiobis(3,6-di-sec-amylphenol), 4,4'-bis (2,6- dimethyl-4-hydroxyphenyl)disulfide; alkylidene bisphenols, in particular from 2,2'- methylenebis(6-tert-butyl-4-methylphenol), 2,2'-methylenebis(6-tert-butyl-4-ethylphenol), 2 ,2'-methylenebis[4-methyl-6-(a-methylcyclohexyl)phenol], 2 ,2'-methylenebis(4-methyl-6- cyclohexylphenol), 2,2'-methylenebis(6-nonyl-4-methylphenol), 2,2'-methylenebis(4,6-di-tert- butylphenol), 2,2'-ethylidenebis(4,6-di-tert-butylphenol), 2,2'-ethylidenebis(6-tert-butyl-4- isobutylphenol), 2,2'-methylenebis[6 -(a-methylbenzyl)-4 -nonylphenol], 2,2'-methylene-bis[6- (a,a-dimethylbenzyl)-4-nonylphenol], 4,4'-methylenebis(2,6-di-tert-butylphenol), 4,4'- methylenebis(6-tert-butyl-2-methylphenol), 1 ,1 -bis(5-tert-butyl-4-hydroxy-2- methylphenyl)butane, 2,6-bis(3-tert-butyl-5-methyl-2-hydroxy-benzyl)-4-methylphenol, 1 ,1 ,3- tris(5-tert-butyl-4-hydroxy-2-methylphenyl)butane, 1 ,1-bis(5-tert-butyl-4-hydroxy-2- methylphenyl)-3-n-dodecylmercaptobutane, ethylene glycol bis[3,3-bis(3’-tert-butyl 4'- hydroxyphenypbutyrate], bis(3-tert-butyl-4-hydroxy-5-methylphenyl)dicyclopentadiene, bis[2- (3'-tert-butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-m-ethylphenyl]terephthalate, 1 ,1 -bis(3 , 5-d imethy-1 -2-hydroxyphenyl) butane, 2,2-bis(3,5-di-tert-butyl-4-hydroxy- phenyl)propane, 2,2-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)-4-n-dodecylmercaptobutane,1 .1 .5.5-tetra-(5-tert-butyl-4-hydroxy-2-methylphenyl)pentane; 0-, and S-benzyl compounds, in particular from 3,5,3',5'-tetra-tert-butyl- 4,4'-dihydroxydibenzylether, octadecyl 4-hydroxy-3,5- dimethylbenzylmercaptoacetate, tris(3,5-di-tert-butyl-4-hydroxy-benzyl)amine, bis(4-tert- butyl-3-hydroxy-2,6-dimethylbenzyl)dithioterephthalate, bis(3,5-di-tert-butyl-4- hydroxybenzyl)sulfide, isooctyl 3,5 -di-tert-butyl-4-hydroxybenzylmercaptoacetate; hydroxybenzylated malonates, in particular from dioctadecyl 2 ,2-bis(3 ,5-di-tert-butyl-2- hydroxybenzyl)malonate, dioctadecyl 2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, didodecylmercaptoethyl 2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, di-[4-(1 ,1 ,3,3- tetramethylbutyl)phenyl]-2,2-bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate; hydroxybenzyl aromatic compounds, in particular from 1 ,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6- trimethylbenzene, 1 ,4-bis(3,5-di-tert-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)phenol; triazine compounds, in particular from 2,4- bisoctylmercapto-6-(3,5-di-tert-butyl-4-hydroxyanilino)-1 ,3,5-triazine, 2-octylmercapto-4,6- bis(3,5-di-tert-butyl-4-hydroxyanilino)-1 ,3,5-triazine, 2-octylmercapto-4,6-bis(3,5-di-tert-butyl- 4-hydroxyphexy)-1 ,3,5-triazine, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenoxy)-1 ,2,3-triazine,1 .3.5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1 ,3,5-tris(4-tert-butyl-3-hydroxy-2,6- dimet ylbenzyl)-isocyanurate, 2,4,6-tris(3,5-di-tert-butyl-4-hydroxyphenylethyl)-1 ,3,5-triazine, 1 ,3 ,5-tri s(3 ,5-di-tert-butyl-4-hydroxyphenyl-propionyl)hexahydro-1 ,3,5-triazine, 1 ,3,5- tris(3,5-dicyclo-hexyll4-hydroxybenzyl)isocyanurate; benzylphosphonates, in particular from dimethyl(2,5-di-tert-butyl-4-hydroxybenzyl)phosphonate; diethyl(3,5-di-tert-butyl-4- hydroxybenzyl)phosphonate; dioctadecyl(3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate; dioctadecyl(5-tert-butyl-4-hydroxy-3-methylbenzyl)-phosphonate, calcium salt of monoethyl(3,5-di-tert-butyl-4-hydroxybenzyl) phosphonic acid; acylaminophenols, in particular from 4-hydroxylauranilide; 4-hydroxystearanilide; octyl N-(3,5-di-tert-butyl-4- hydroxyphenyl)carbamate; amides of B-(3,5-di-tent-butyl-4-hydroxyphenyl)propionic acid, in particular from N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)hexamethylenediamine; N,N'-bis(3,5-di-tert-butyl-4-hydroxyphenylpropionyl)trimethylenediamine; N,N'-bis(3,5-di-tert- butyl-4-hydroxyphenylpropionyl)hydrazine; others: Esters of B-(5-tert-butyl-4-hydroxy-3- methylphenyl)propionic acid with monohydric or polyhydric alcohols, such as methanol, ethanol, octanol, octadecanol, 1 ,6-hexanediol, 1 ,9-nonanediol, ethylene glycol, 1 ,2- propanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris(hydroxyethyl) isocyanurate, N,N'-bis(hydroxyethyl)oxalamide, 3- thiaundecanol, 3-thiapentadecanol, trimethylhexanediol, trimethylolpropane, 4- hydroxymethyl-l-phospha-2,6,7-trioxabicyclo-[2 .2 .2] octane; more preferably from 2,6-di-t- butyl-N,N-dimethylamino-p-cresol, 4,4'-methylenebis(2,6-di-t-butylphenol), 2-tert-butyl-6-(3- tert-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl acrylate, 2,4-bis(n-octylthio)-6-(4-hydroxy-3, 5-di-t-butylanilino)-1 ,3, 5-triazine, 1 ,6-hexanediyl 3 ,5-bis(1 ,1 -dimethylethyl)-4- hydroxyphenylpropanoate, 1 ,2-ethanediylbis(oxy-2,1 -ethanediyl) 3-(1 ,1-dimethylethyl)-4- hydroxy-5-methyl-phenylpropanoate, 2,2'-ethylidenebis(4,6-di-tert-butylphenol), still more preferably from octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate, tetrakis[methylene(3,5-di- t-butyl-4-hydroxylhydrocinnamate)]methane, 1 ,3,5-tris(3,5-di-t-butyl-4- hydroxybenzyl)isocyanurate, 1 ,3,5-tris-(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-1 ,3,5- triazine-2,4,6-(1 H,3H,5H)-trione, thiodiethylenebis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate, and 1 ,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene; in particular from 1 ,3,5-trimethyl-2,4,6-tris(3 ,5-di-tert-butyl-4-hydroxybenzyl)benzene and 1 ,3,5 -tris(3,5 -di-t- butyl-4-hydroxybenzypisocyanurate.

5. The composition according to any one of the preceding claims, wherein the curable silane- modified polymer composition comprises at least one hindered amine light stabilizer selected from the group consisting of compounds comprising at least one preferably two tetramethylpiperidine-unit(s); preferably from decanedioic acid, bis (2,2,6,6-tetramethyl-1- (octyloxy)-4-piperidinyl) ester, bis(3,3,5,5-tetramethylpiperidin-4-yl) decanedioate, bis(2, 2,6,6- tetramethylpiperidin-4-yl) decanedioate and bis(1 ,2, 2,6,6-pentamethyl-1-4-piperidinyl) sebacate, more preferably from bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate.

6. The composition according to any one of the preceding claims, wherein the curable silane- modified polymer composition comprises at least one ester of an unsubstituted or substituted benzoic acid selected from the group consisting of salicylates; resorcinol esters, 2,4-di-tert- butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl 3,5-di-tert-butyl-4- hydroxybenzoate, octadecyl-3, 5-di-tert-butyl-4-hydroxybenzoate and 2-methyl-4,6-di-tert- butylphenyl-3,5-di-tert-butyl -4-hydroxybenzoate, preferably from salicylates, especially from 2-ethylhexylsalicylate.

7. The composition according to any one of the preceding claims, wherein the curable silane- modified polymer composition comprises at least one C2-Ce-alkyl hydroperoxide, more preferably at least one Cs-Cs-alkyl hydroperoxide, still more preferably a C4-alkyl hydroperoxide, in particular tert. -butyl hydroperoxide.

8. The composition according to any one of the preceding claims, wherein the curable silane- modified polymer composition comprises at least one Ce-Cio alkane, especially at least one Ca alkane, in particular n-octane,9. The composition according to any one of the preceding claims, wherein the weight ratio of the at least one secondary aromatic amine to the at least one sterically hindered phenol is within range of 1-8 to 8-1 , preferably of from 3-5 to 5-7.

10. The composition according to any one of the preceding claims, wherein the weight ratio of the at least one hindered amine light stabilizer, the optional at least one Ci-Cs-alkyl hydroperoxide and the optional at least one C5 to C2o-alkane to the at least one ester of an unsubstituted or substituted benzoic acid is within range of from 50-95 to 5-45, preferably of from 7-9 to 1-3.1 1. The composition according to any one of the preceding claims, wherein the composition comprises at least one surface treated calcium carbonate and / or at least one surface treated silica.

12. The composition according to any one of the preceding claims, wherein the composition comprises at least one aminosilane or aminosilane oligomer.

13. The composition according to any one of the preceding claims, wherein the composition comprises(1) 5 wt.% to 70 wt.%, preferably 15 wt.% to 50 wt.%, of at least one silane modified polymer (a),(2) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one secondary aromatic amine (b),(3) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one sterically hindered phenol (c), 0.3; 0.15(4) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one hindered amine light stabilizer (d), 0.0425; 0.02125(5) >0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one ester of an unsubstituted or substituted benzoic acid (e), 0,075wt%; 0.00375wt%(6) 0 wt.% to 0.5 wt.%, preferably at least 0.01 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one Ci-Cs-alkyl hydroperoxide (f),(7) 0 wt.% to 0.5 wt.%, preferably at least 0.25 wt.% wt.% to 0.4 wt.%, more preferably at least 0.05 wt.% to 0.25 wt.%, of at least one C5 to C2o-alkane (g),(8) 0 wt.% to 80 wt.%, preferably 20wt.% to 50 wt.%, of at least one surface treated calcium carbonate,(9) 0 wt.% to 10 wt.%, preferably 0.5 wt.% to 3 wt.%, of at least one surface treated silica,(10) 0 wt.% to 15 wt.%, preferably 1 wt.% to 7.5 wt.%, of at least one aminosilane or aminosilane oligomer,(1 1) 0 wt.% to 5 wt.%, preferably 0.05 wt.% to 2 wt.%, of at least one catalyst, each based on the total weight of the composition, and(12) optionally, at least one auxiliary substance, wherein the proportions by weight preferably are based on the total weight of the composition and add up to 100 wt.-%.

14. An adhesive, sealant, or coating material comprising the curable silane-modified polymer composition according to any one of claims 1 to 13.

15. Use of the curable silane-modified polymer composition according to any one of claims 1 to 13 in an adhesive, sealant, or coating material, preferably in automative assembly lines or in powder coating process.

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