Siloxane compound for use in an adhesive formulation or a sealant formulation

Abstract

The present invention pertains to a siloxane compound for use in an adhesive formulation or a sealant formulation, a composition comprising said compound for use in an adhesive formulation or a sealant formulation, a method for synthesizing the siloxane compound according to the invention, an adhesive formulation or a sealant formulation, a kit-of-parts for providing the adhesive formulation or the sealant formulation, a method for applying the adhesive formulation or the sealant formulation and a bond or a seal formed by applying the adhesive formulation or the sealant formulation according to the invention.

Description

[0001]202300286 Foreign Filing 1 SILOXANE COMPOUND FOR USE IN AN ADHESIVE FORMULATION OR A SEALANT FORMULTION The present invention pertains to a siloxane compound for use in an adhesive formulation or a sealant formulation, a composition comprising said compound for use in an adhesive formulation or a sealant for- mulation, a method for synthesizing the siloxane compound according to the invention, an adhesive for- mulation or a sealant formulation, a kit-of-parts for providing the adhesive formulation or the sealant for- mulation, a method for applying the adhesive formulation or the sealant formulation and a bond or a seal formed by applying the adhesive formulation or the sealant formulation according to the invention. BACKGROUND OF THE INVENTION Adhesive and sealant formulations require the use of a catalyst. The catalyst enhances the crosslinking of the components in the formulation and thereby, allows for faster skin formation times, cure through times and gives improved mechanical properties of the dried adhesive and sealant. Organic tin compounds were used conventionally in the art but they were identified as the cause of many health and environmen- tal problems. The omission of such critical tin catalysts is therefore of paramount interest in the industry. Organofunctional silanes have been used for many years to formulate adhesives and sealants. Especially amino-functional alkoxysilanes, for example aminopropyltrialkoxysilanes such as aminopropyltrimethox- ysilane, have been found to be efficient bonding agents in both unreactive and reactive adhesives and sealants, e.g. for forming bonds between substrates otherwise difficult to join such as plastics. One example of compounds that has been recently introduced in the art of adhesives and sealants are those comprising a guanyl moiety due to their catalytic properties. Aminopropyltrialkoxysilanes with a guanidyl moiety are also known from other application fields. For ex- ample, Drozdov F. V. et al. (Journal of Organometallic Chemistry, vol.918, 2020, 121243) already dis- closes the synthesis of guanidinopropyl triethoxysilane and its homopolymer as a new class of organosili- con antibacterial agents. Polydimethylsiloxanes with reactive terminal groups are often used in the art to prepare functional poly- mers. These compounds also provide a versatile basis for introducing guanidyl moieties. For example, JP 2010-084101 (example 1) and JP 2000-273306 (example 3) describes compounds derived from polydi- methylsiloxanes comprising guanyl moieties. Similar compounds can be found in EP 0738768. Further- more, example 5 of EP 0933398 teaches the reaction of a polydimethylsiloxane having terminal H- groups with 1,1,3,3-tetramethylguanidylpropyltrimethoxysilane. US 2003 / 0083455 A1 also discloses polydimethylsiloxanes comprising guanyl moieties. They are con- tained in a curable organopolysiloxane composition further comprising an organopolysiloxane, and a sub- stituted or unsubstituted alkenoxysilane. 202300286 Foreign Filing 2 US 2011 / 0046299 A1 discloses monomeric compounds with a guanidine structure and their use as cata- lysts in the formation of organopolysiloxane polycondensation catalysts. EP 2840087 describes linear polysiloxanes comprising guanyl moieties. The guanyl moieties are bound to M- or D-units of said polymer only. US 2009 / 082498 pertains to kneading mixtures obtained from silica and dimethylpolysiloxanes derivatives and various silanes including tetramethylguanidylpropyltrimethoxysilane. A significant set-back of these compounds is the relatively low density of guanidyl moieties in the thus- prepared compounds. Therefore, the properties of these compounds are often identical to the non-modi- fied polymers from which they originate. In addition, polydimethoxysiloxanes often do not anchor optimally in e.g. adhesive and sealant formula- tions, so that they are easily washed out. Monomeric guanidine silanes such as 1-(3-(trimethoxysilyl)pro- pyl)guanidine are often limited in compatibility and give insufficient wetting properties to surfaces. OBJECTIVE OF THE INVENTION It is therefore the objective of the present invention to overcome the shortcomings of the prior art. It is a further objective of the present invention to provide a compound for use in an adhesive formulation or a sealant formulation. It is preferred to provide a compound suitable as catalyst in such formulations. It is preferable to provide a compound that is suitable as a catalyst in such forms for condensation-curing sys- tems such as silane modified polymer or alkoxy / oxime curing silicones. SUMMARY OF THE INVENTION The aforementioned objectives are solved by the siloxane compound according to the invention for use in an adhesive formulation or a sealant formulation comprising at least one building block according to for- mula (A): (A) wherein group; each p is independently an integer ranging from 1 to 6; q is an integer ranging from 0 to 2; r is an integer ranging from 1 to 6; 202300286 Foreign Filing 3 each RA2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; RA3and RA4are independently selected from the group consisting of alkyl group, aryl group, and group wherein s is an integer ranging from 2 to 4 and RA5and RA6are independently C1-C4-alkyl groups; RA8and RA9are independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and n is selected from 0, 1 and 2. The compound according to the invention advantageously limits the liberation of volatile organic com- pounds (VOC) such as alcohols when used compared to similarly modified silanes. It is thus more ecolog- ically benign than the named silanes. Due to the limitation of liberation of volatile organic compounds upon use, less safety measures need to be implemented compared to similarly modified silanes. Contrary to monomeric silanes, the compound according to the invention shows an improved compatibil- ity with the compound conventionally used in adhesive formulations and / or sealant formulations. This can for example lead to preventing the occurrence of haze of an adhesive formulation and / or a sealant formu- lation. The compound according to the invention also has a higher boiling point and a lower volatility. Adhesive formulation and / or sealant formulation comprising the compound according to the invention show an enhanced wetting behavior, e.g. when put onto commonplace substrates such as those de- scribed hereinafter. ECO-labels (such as “Blauer Engel” in Germany) become ever more important in the market. It is a fur- ther advantage of the invention, that adhesive formulation and sealant formulations can meet with the re- quirements of such ECO-labels like “Blauer Engel”. The compound according to the invention is much more ecologically benign compared to the conventionally tin catalysts and shows an improved toxicologi- cal behaviour. Preferred embodiments solving above-described objectives particularly well are described in the following description and in the dependent claims. DETAILED DESCRIPTION OF THE INVENTION Percentages throughout this specification are weight-percentages (wt.-% or weight-%) unless stated oth- erwise. Yields are given as percentage of the theoretical yield. Concentrations given in this specification refer to the mass of the entire solutions, dispersions or compositions unless stated otherwise. Room tem- perature means 20 °C. Standard pressure means 1013 mbar. Experiments were conducted at room tem- perature and standard pressure unless stated differently hereinafter. At least one in the context of the pre- sent invention means one or more than one, for example two. 202300286 Foreign Filing 4 The term "alkyl" according to the present invention comprises branched or unbranched alkyl groups com- prising cyclic and / or non-cyclic structural elements, wherein cyclic structural elements of the alkyl groups naturally require at least three carbon atoms. C1-CX-alkyl in this specification and in the claims refers to alkyl groups having 1 to X carbon atoms (X being an integer). C1-C18-alkyl for example includes, among others, methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl, sec- pentyl, tert-pentyl, neo-pentyl, hexyl, heptyl and octyl, hexadecyl and octadecyl. The alkyl group is typi- cally not substituted unless specified differently hereinafter. The term "alkanediyl" is the corresponding group having two free valences (bonding sites). Sometimes, it is referred to as "alkylene" in the art. Said residues according to the present invention comprise cyclic and / or non-cyclic structural elements and can be linear and / or branched. C1-C4-alkanediyl for example includes, among others, methane-1,1-diyl, ethane-1,2-diyl, ethane-1,1-diyl, propane-1,3-diyl, propane-1,2- diyl, propane-1,1-diyl, butane-1,4-diyl, butane-1,3-diyl, butane-1,2-diyl, butane-1,1-diyl, butane-2,3-diyl. Usually, unless specified differently hereinafter, the alkanediyl group in not substituted. The "alkenyl" is an unsaturated alkyl group comprising at least one olefinic (i.e. a C=C-double) bond. Above-described details and preferences for the alkyl groups apply to alkenyl groups mutatis mutandis. The term "aryl" according to the invention refers to ring-shaped aromatic hydrocarbon residues, for exam- ple phenyl or naphthyl. The aryl group is typically not substituted unless specified differently hereinafter. The term "alkaryl" according to the invention refers to hydrocarbon groups comprising at least one aryl and at least one alkyl group such as benzyl and p-tolyl. The bonding of such an alkaryl group to other moieties may occur via the alkyl or the aryl group of the alkaryl group. Above-described details and pref- erences for the alkyl and aryl groups apply for alkaryl groups mutatis mutandis. If more than one residue – being it an atom, a group of atoms or entire building blocks - is to be selected from a given group, each of the residues is selected independently from each other unless stated other- wise hereinafter, meaning they can be selected to be the same members or different members of saidgroup. The bonding sites in some chemical formulae herein may be emphasized by a wavy line (“ “)as it is customary in the art. Embodiments and preferences described for one aspect of the present invention apply mutatis mutandis to all the other aspects thereof unless technically unfeasible or stated otherwise. The repetition is omitted to improve the conciseness of the specification. In one embodiment of the present invention, the siloxane compound according to the invention for use in an adhesive formulation or a sealant formulation preferably comprises at least one building block ac- cording to formula (A-x): 202300286 Foreign Filing 5 (A-x) wherein group; each p is independently an integer ranging from 1 to 6; q is an integer ranging from 0 to 2; r is an integer ranging from 1 to 6; each RA2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; RA3and RA4are independently selected from the group consisting of alkyl group, aryl group, and group wherein s is an integer ranging from 2 to 4 and RA5and RA6are independently C1-C4-alkyl groups; and n is selected from 0, 1 and 2. The integer p preferably ranges from 2 to 4. Ideally, p is selected from 2 and 3. The integer q is preferably selected from 0 and 1. More preferably, q is 0. The integer r preferably ranges from 2 to 4. Ideally, r is selected from 2 and 3. RA3and RA4are independently selected from the group consisting of C1-C8-alkyl group and group wherein s is an integer ranging from 2 to 4 and RA5and RA6are independently C1-C3-alkyl groups. RA5and RA6are preferably selected from the group consisting of methyl group and ethyl group. RA5and RA6more preferably are methyl groups. RA8and RA9are preferably selected from the group consisting of hydrogen and methyl group. RA8and RA9are more preferably hydrogen. In one embodiment of the present invention, RA3, RA4, RA8and RA9all rep- resent methyl groups. The integer s is preferably selected from 2 and 3. It more preferably is 3. 202300286 Foreign Filing 6 RA1preferably group wherein RA3and RA4are independently selected from the group consisting of C3-C6-alkyl group, and and wherein RA3and RA4are preferably selected from the group consisting of cyclohexyl group and iso- propyl group. RA1more preferably group wherein RA3and RA4are independently selected from the group consisting of cyclohexyl group and iso- propyl group. RA1even more preferably is selected from the group consisting group group.RA2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, RA2is hydrogen to reduce the amount of VOC (volatile organic compounds) liberation upon use of the siloxane compound according to the invention. Preferably, the siloxane compound according to the invention comprises at least one building block ac- cording to formula (B) (B) wherein RB1is an alkyl group; each RB2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; 202300286 Foreign Filing 7 and b is selected from 0, 1 and 2. RB1preferably is a C1-C18-alkyl group. RB1is more preferably a C1-C8-alkyl group, even more preferably a C1-C3-alkyl group. RB2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, RB2is hydrogen to reduce the amount of VOC liberation upon use of the siloxane compound according to the invention. Preferably, the siloxane compound according to the invention comprises at least one building block ac- cording to formula (C) each RC2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; each RC3is independently selected from the group consisting of hydrogen and C1-C12-alkyl group; RC4is selected from the group consisting of hydrogen and C1-C12-alkyl group; each x is independently an integer ranging from 1 to 6; y is an integer ranging from 1 to 3; and c is selected from 0, 1 and 2. The integer x preferably ranges from 1 to 4. The integer x is more preferably selected from 1 and 3. The integer y is preferably selected from 1 and 2. More preferably, y is 1. RC2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, RC2is hydrogen to reduce the amount of VOC liberation upon use of the siloxane compound according to the invention. Preferably, RC3is selected from the group consisting of hydrogen and C1-C8-alkyl group. More prefera- bly, RC3is selected from the group consisting of hydrogen and C1-C4-alkyl group. Even more more pref- erably, RC3is selected from the group consisting of hydrogen and methyl group. Still more preferably, RC3represents hydrogen. 202300286 Foreign Filing 8 Preferably, RC4is selected from the group consisting of hydrogen and C1-C8-alkyl group. More prefera- bly, RC4is selected from the group consisting of hydrogen and C1-C4-alkyl group. Even more more pref- erably, RC4is selected from the group consisting of hydrogen and methyl group. Still more preferably, RC4represents hydrogen. RC1is most preferably selected from –(CH2)3-NH2 group and –CH2-NH2 group. A preferred building block according to formula (C) is the building block represented by formula (C1): RC3RC4 N CH2 SiO[(3-c) / 2](C1) (ORC2)cwherein RC3, RC4and c are selected from above-defined groups. The presence of building block accord- ing to formula (C1) in the siloxane compound according to the invention further improves the compatibility of the siloxane compound according to the invention with other components in the adhesive formulation or sealant formulation according to the invention described hereinbelow. The numerical ratio of the at least one building block according to formula (A) and the at least one build- ing block according to formula (B) preferably ranges from 5:1 to 1:5, more preferably from 3:1 to 1:3, even more preferably from 2:1 to 1:2. The numerical ratio of the at least one building block according to formula (A) and the at least one build- ing block according to formula (C) preferably ranges from 1:10 to 1:1, more preferably from 1:6 to 1:1, even more preferably from 1:3 to 1:1. Siloxane compounds having a numerical ratio falling into the afore- mentioned ranges are typically liquid at 20 °C and therefore, can be easily processed in industrial set- tings. If more than one building block according to a given formula is present in the siloxane compound accord- ing to the invention, the total number of all building blocks according to this formula are accumulated to calculate above ratios. The total number of building blocks according to formula (A) and – if present – of building blocks accord- ing to formulae (B) and / or (C) in the siloxane compound preferably ranges from 2 to 1000, more prefera- bly from 3 to 500, even more preferably from 4 to 100, yet even more preferably from 5 to 50. The number or ratio of building blocks can be determined by standard means, e.g.1H,13C, and / or29Si- NMR spectroscopy. The person skilled in the art is aware of further suitable methods such as gel permea- tion chromatography. The at least one building block according to formula (A) and – if contained in the siloxane compound – the at least one building blocks according to formula (B) and / or (C) preferably make up for at least 50 weight- 202300286 Foreign Filing 9 %, more preferably 75 weight-%, even more preferably 90 weight-%, of the siloxane compound. The si- loxane compound most preferably consists of the one or more building blocks according to formula (A) and optionally, the one or more building blocks according to formulae (B) and / or (C). Preferably, the at least one siloxane compound is an oligomer or a polymer as improved mechanical properties of the sealant formulation according to the invention and adhesive formulation according to the invention. An oligomer according to the invention comprises (in total) 2 to 4 building blocks according to formulae (A) and (optionally) (B) and / or (C), a polymer comprises (in total) at least 5 building blocks ac- cording to formulae (A) and (optionally) (B) and / or (C). A non-limiting example of an oligomer comprising one building block according to formula (A) and (B) and (C) is depicted hereinafter: Oligomers and polymers usually comprise one or more of linear, branched, and cyclic structures (said structures being formed by the building blocks according to formula (A) and optionally (B) and / or (C)). The building blocks described herein can also be understood as structural repeating units if more than one building block according to formula (A) and optionally (B) and / or (C) is comprised by the siloxane com- pound. The building blocks contained in the at least one siloxane compound, i.e. the building blocks ac- cording to formulae (A) and – if present - (B) and / or (C), can be arranged in various patterns if the at least one siloxane compound is an oligomer or a polymer. The patterns formed by the building blocks can com- prise alternating, block and / or random patterns. If more than one building block according to formulae (A) and optionally (B) and / or (C) is comprised by the siloxane compound, they are typically bound to each other by a joint oxygen atom between the silicon atoms of the respective building blocks (depicted in the chemical formulae as Oz / 2 where z represents an integer ranging from 1-4). As used conventionally in the art, the Rg-SiO(4-g / 2) shall be understood that the depicted silicon atom car- ries 4-g oxygen atoms (g being an integer ranging from 0 to 4) and g residues R. The oxygen atoms are bound by a single bond to the silicon atom and thus have another substituent such as a silicon atom of a unity named above. In the case of the present invention, the other silicon atom is preferably one of a building block according to formula (A), (B) or (C). If g is 3, a M-unit is present. An M-unit thus comprises three (organofunctional) residues other than alkoxy or oxygen bound to its central silicon atom. If g is 2, a D-unit is present. A D-unit thus comprises two (organofunctional) residues other than alkoxy or oxygen bound to its central silicon atom. If g is 1, a T-unit is present. The building block according to formulae (A), (B) and (C) are T-units. If g is 0, a Q-unit is present. In a Q-unit, the central silicon atom does not bind to any organofunctional groups. This nomenclature is known to the person skilled in the art, e.g. from W. Noll, Chemie und Technologie der Silicone, Verlag Chemie, Weinheim Bergstr.,1960, p.2 et seqq. 202300286 Foreign Filing 10 It is preferred that the compound according to the invention does not comprise any building blocks ac- cording to formula D: Wherein each RDis independently selected from the group consisting of substituted or unsubstituted alkyl group, substituted or unsubstituted alkenyl group, substituted or unsubstituted alkinyl group, substituted or unsubstituted aryl group, and wherein the alkyl group, alkenyl group, alkinyl group and aryl group op- tionally comprise one or more heteroatoms such as nitrogen. The atom of RDbound to the silicon atom is a carbon atom. It is preferred that the compound according to the invention does not comprise any building blocks ac- cording to formula M: Wherein each RMis independently selected from the group consisting of substituted or unsubstituted alkyl group, substituted or unsubstituted alkenyl group, substituted or unsubstituted alkinyl group, substituted or unsubstituted aryl group, and wherein the alkyl group, alkenyl group, alkinyl group and aryl group op- tionally comprise one or more heteroatoms such as nitrogen. The atom of RMbound to the silicon atom is a carbon atom. It is preferred that the compound according to the invention does not comprise any building blocks ac- cording to formula N: The present invention is further directed to a composition for use in an adhesive formulation or a sealant formulation comprising (or preferably consists of) a) at least one siloxane compound according to the invention; and b) at least one solvent, wherein the solvent is preferably selected from the group consisting of alkyltrial- koxysilanes, aminoalkyltrialkoxysilanes and phthalates. The composition according to the invention preferably comprises at least one siloxane compound accord- ing to the invention in an amount ranging from 0.01 % to 10 %, preferably from 0.02 % to 5 %, more pref- erably from 0.05 % to 2.5 %. 202300286 Foreign Filing 11 The composition according to the invention comprises at least one solvent. Any solvent capable of dis- solving or dispersing the at least one siloxane compound according to the invention can be used. Prefera- ble solvents are selected from the group consisting of alkyltrialkoxysilanes, aminoalkyltrialkoxysilanes and phthalates. Preferred alkyltrialkoxysilanes are C1-C18-alkyltrialkoxysilane, more preferably the alkyltrial- koxysilane is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, n- propoyltrimethoxysilane, n-propoyltriethoxysilane, n-hexadecyltrimethoxysilane, and n-hexadecyltriethox- ysilane. Preferred aminoalkyltrialkoxysilanes are selected from the group consisting of 3-aminopropyltri- methoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyl-methyldiethoxysilane, and 3-aminopropyl- methyldimethoxysilane. In one embodiment of the present invention, the at least one solvent is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, n-propyltrimethoxysilane, n- propyltriethoxysilane, n-hexadecyltrimethoxysilane, n-hexadecyltriethoxysilane, 3-aminopropyltrimethox- ysilane, 3-aminopropyltriethoxysilane, 3-aminopropyl-methyldiethoxysilane, and 3-aminopropyl-methyl- dimethoxysilane. The composition according to the invention preferably comprises at least one solvent in an amount rang- ing from 1 to 90 weight-%, preferably from 10 to 50 weight-%, more preferably from 20 to 50 weight-%. The present invention further pertains to a method for synthesizing the siloxane compound accord- ing to the invention comprising reacting at least one precursor compound comprising at least one building block according to formula (^) each ^ is independently an integer ranging from 1 to 6; ^ is an integer ranging from 1 to 3; each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and ^ is selected from 0, 1 and 2. and optionally at least one building block according to formula (^) wherein R^1is an alkyl group; 202300286 Foreign Filing 12 each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and ^ is selected from 0, 1 and 2; and optionally at least one building block according to formula (^) each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; each R^3is independently a C1-C12-alkyl group; R^4is a C1-C12-alkyl group; each ^ is independently an integer ranging from 1 to 6; ^ is an integer ranging from 1 to 3; and ^ is selected from 0, 1 and 2; with at least one methanediimine compound. By reacting the at least one precursor compound and the at least one methanediimine compound, the compound according to the invention is obtained. The building block according to formula (^) and the building block according to formula (^) are structurally different. The integer ^ preferably ranges from 2 to 4. Ideally, ^ is selected from 2 and 3. The integer ^ is preferably selected from 1 and 2. More preferably, ^ is 1. R^2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, R^2is hydrogen to reduce the amount of VOC liberation upon use of the siloxane compound according to the invention. R^1preferably is a C1-C18-alkyl group. R^1is more preferably a C1-C8-alkyl group, even more preferably a C1-C3-alkyl group. 202300286 Foreign Filing 13 R^2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, R^2is hydrogen to reduce the amount of VOC liberation upon use of the siloxane compound according to the invention. The integer ^ preferably ranges from 1 to 4. The integer ^ is more preferably selected from 1 and 3. The integer ^ is preferably selected from 1 and 2. More preferably, ^ is 1. R^2is preferably selected from the group consisting of hydrogen, methyl group and ethyl group. More preferably, R^2is hydrogen to reduce the amount of VOC liberation upon use of the siloxane compound according to the invention. Preferably, R^3is selected from the group consisting of hydrogen and C1-C8-alkyl group. More preferably, R^3is selected from the group consisting of hydrogen and C1-C4-alkyl group. Even more preferably, R^3is selected from the group consisting of hydrogen and methyl group. Still more preferably, R^3represents hydrogen. Preferably, R^4is selected from the group consisting of hydrogen and C1-C8-alkyl group. More preferably, R^4is selected from the group consisting of hydrogen and C1-C4-alkyl group. Even more preferably, R^4is selected from the group consisting of hydrogen and methyl group. Still more preferably, R^4represents hydrogen. It is preferred that at least one R^4is not hydrogen. R^1is most preferably selected from –(CH2)3-NH2 group and –CH2-NH2 group. A preferred building block according to formula (^) is the building block represented by formula (^1): wherein R^3, R^4and ^ are selected from above-defined groups. The at least one methanediimine compound is also referred to in the art as carbodiimide. Preferably, the at least one methanediimine compound is represented by formula (^): (^)wherein R^1and R^2are independently selected from the group consisting of alkyl group, aryl group, and 202300286 Foreign Filing 14 group wherein s is an integer ranging from 2 to 4 and R^3and R^4are independently C1-C4-alkyl groups. More preferably, R^1and R^2are independently selected from the group consisting of C1-C8-alkyl group and group wherein s is an integer ranging from 2 to 4 and R^3and R^4are inde- pendently C1-C3-alkyl groups. Particularly preferably, the at least one methanediimine compound is selected from the group consisting of N,N′-dicyclohexylcarbodiimide (also referred to as dicyclohexylcarbodiimide or DCC), N,N′-diisopropyl- carbodiimide (DIC) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). More preferred are N,N′- dicyclohexylcarbodiimide (DCC), N,N′-diisopropylcarbodiimide (DIC) with N,N′-dicyclohexylcarbodiimide (DCC) being most preferred methanediimine compound. It is preferred that the method comprises adding at least one solvent, wherein the solvent described for the composition according to the invention. The amount of the at least one is preferably selected to result in an amount described for the composition according to the invention. The at least one solvent can be added before the reaction of the at least one precursor compound and the at least one methanediimine compound commences, during the reaction of the at least one precursor compound and the at least one methanediimine compound and / or after the completion of the reaction of the at least one precursor com- pound and the at least one methanediimine compound. It is also possible to add at least one catalyst suitable to mediate the reaction of the at least one precursor compound and the at least one methanediimine compound. Such catalysts are known to the person skilled in the art. For example, ytterbium triflate (Yb(OTf)3) can be used as catalyst, see X. Zhu, Z. Du, F. Xu, Q. Shen, J. Org. Chem., 2009, 74, 6347-6349. The reaction of the at least one precursor compound and the at least one methanediimine compound is preferably carried out at a temperature ranging from 20 °C or 40 °C to 200 °C, more preferably from 100 °C to 160 °C. The stochiometric ratio of the at least one methanediimine compound to the amount of amino groups pre- sent in the at least one precursor compound preferably ranges from 1:10 to 1:1, more preferably from 1:6 to 1:1, even more preferably from 1:3 to 1:1. In one embodiment of the present invention, The stochio- metric ratio of the at least one methanediimine compound to the amount of amino groups is based only on the amino groups present in the building block according to formula (^). Use of conventional 202300286 Foreign Filing 15 protection groups for any other amino groups is then advisable. The person skilled in the art can select suitable protecting groups such as Boc and Fmoc. The duration of the reaction of the at least one precursor compound and the at least one methanediimine compound is not particularly limited. The person skilled in the art can select the duration based on routine analytical methods such gas chromatography. Useful durations range from 1 h to 24 h, preferably from 2 to 14 h. The at least one precursor compound is known in the art and can be prepared by standard means. For example, it can be obtained by hydrolysis and condensation of the silanes forming the individual building blocks. Experimental procedures to prepare the at least one precursor compound that may be applied can be found in the art, e.g. in US 10,259,832, US 5,629,400, EP 0716128 and EP 1031593 and in particu- lar in the experimental sections of the aforementioned documents. The present invention further relates to a siloxane compound obtainable (or obtained) by the in- ventive method for synthesizing the siloxane compound according to the invention. The present invention further concerns an adhesive formulation (also referred to as adhesive in the art) or a sealant formulation (also referred to as sealant in the art) comprising at least one siloxane compound according to the invention or the composition according to the invention. The adhesive formulation and the sealant formulation according to the invention are preferably reactive and as such moisture curing. The adhesive formulation or the sealant formulation according to the invention comprises at least one si- loxane compound according to the invention. The siloxane compound according to the invention is typi- cally used as catalyst in the adhesive formulation or the sealant formulation according to the invention. As outlined above, the catalyst has many positive effects including an improvement in the mechanical prop- erties of the dried adhesive / sealant and enhances the wetting properties of the adhesive formulation and the sealant formulation on a surface. It is advantageous of the siloxane compound according to the inven- tion that it improves the compatibility of said formulations. The amount of the siloxane compound according to the invention in the adhesive formulation or the seal- ant formulation according to the invention preferably ranges from 0.01 to 10 wt.-%, more preferably from 0.02 to 5 wt.-%, even more preferably from 0.05 to 2.5 wt.-%, based on the total weight of the adhesive formulation or sealant formulation according to the invention. The adhesive formulation or the sealant formulation according to the invention comprises optionally at least one additive. The at least one optional additive is selected from the group consisting of polymers (particularly silane modified polymers (SMP)), fillers, pigments or dyes, plasticizers, rheology aids, bond- ing agents, tackifier resin, desiccants, solvents, defoamers, UV stabilizers, antioxidants, further catalysts for the crosslinking reaction of the siloxane compound, hydrolysis stabilizers, reactive diluents, adhesive 202300286 Foreign Filing 16 resins, flame retardants, adhesion promoters, further additives which impart a particular property to the composition, such as conductivity additives or wetting aids, and mixtures of two or more of the aforemen- tioned additives. More preferably, the at least one additive is selected from the group consisting of poly- mers (particularly silane modified polymers), fillers, tackifier resins, plasticizers and bonding agents (ad- hesion promoter) and mixtures of two or more of the aforementioned additives. The amount of the additives, based on the total weight of the adhesive formulation or sealant formulation according to the invention, typically ranges from 1.0 to 99.99 weight-%, preferably from 90.0 to 99.98 weight-%, more preferably from 97.5 to 99.95 weight-%. The balance to 100 weight-% in this case is typi- cally the siloxane compound according to the invention. The amounts of the individual additives (if more than one is used) can be based on standard formulations or routine experiments. The adhesive composition or sealant formulation according to the invention preferably comprises at least one polymer. Polymers to be used in adhesive or sealant formulations are widely available to the person skilled in the art and can be selected based on their known properties and routine experiments, if neces- sary. Silane modified polymers are preferred in the context of the present invention. A silane modified pol- ymer is a polymer which has been modified with one or more than one silane groups. The silane modified polymer may belong to any polymer group such as polyurethanes, polysiloxanes (corresponding to sili- cones), polyethers, polyacrylates or polybutadienes, provided that they have at least one and preferably at least two silane group(s) per polymer molecule. The silane groups may be attached to different sites in the polymer molecule. They are preferably end groups (=terminal groups) of the polymer and / or non-ter- minal groups in the structure of the polymer. The silane groups are selected from the group of the alkyldi- alkoxysilane groups and / or the trialkoxysilane groups, especially from the group of methyldimethoxysilane groups and / or trimethoxysilane groups and / or methyldiethoxysilane groups and / or triethoxysilane groups. Very particular preference is given to compositions wherein the silane modified polymer having terminal or non-terminal alkyldialkoxysilane groups and / or trialkoxysilane groups. The silane group in the silane modified polymers imparts the property of entering into crosslinking reactions with ingress of moisture to this component. In general, on ingress of moisture, for example of air humidity, depending on the nature of the hydrolysable moiety of the silane group (e.g. an alkoxy group), silicon-oxygen bridges Si—O—Si form with elimination of alcohol, carboxylic acid, oxime or amine. This generally occurs with silane groups of different polymers, and so a three-dimensional network forms. The silane group(s) can be bonded to the polymer structure in a wide variety of different ways. The silicon atom of the silane group may be coupled directly to the polymer structure or via a spacer group, such as an alkylene group. The silane group may be coupled via reactive end groups, for example via vinyl, hy- droxyl, amino or isocyanate groups of the polymers, which can be reacted with corresponding reactive groups of the silane group. For example, it is possible to react polyurethanes terminated with isocyanate groups with aminoalkyltrial- koxysilanes to give a trialkoxysilane-terminated polyurethane. These reactions are known to those skilled 202300286 Foreign Filing 17 in the art and corresponding polymers are commercially available, for example from Bayer Materi- alScience AG, Momentive Specialty Chemicals Inc. and Evonik Operations GmbH. An example of polyethers terminated with silane groups are MS polymers from Kaneka Corporation. An example of polyacrylates terminated with silane groups are XMAP polymers from Kaneka Corporation. An example of polybutadienes terminated with silane groups are EPION polymers from Kaneka Corporation. Examples of polysiloxanes terminated with silane groups are commercially available moisture-crosslink- ing polysiloxanes from a wide variety of different manufacturers (RTV 1 products). The content of silane groups in the silane modified polymer used in accordance with the invention is typically from 1 to 20, pref- erably from 2 to 10. For each polymer molecule, an average of two to ten, preferably two to four, silane groups are present. The polymers are generally liquid at 25 °C and typically have viscosities at 25 °C in the range from 5000 to 1000000 mPas, preferably from 10000 to 50000 mPas (determined according to DIN 53019). Partic- ularly preferred silane modified polymers are polyurethanes which have been modified with silane groups and have a viscosity at 25 °C of 10000 to 1000000 mPas, preferably of 30000 to 50000 mPas (deter- mined according to DIN 53019). The amount of the polymer preferably ranges from 20 to 98 weight-% based on the total weight of the adhesive formulation or sealant formulation according to the invention. The adhesive composition or sealant formulation according to the invention preferably comprises at least one filler. Useful fillers can be selected from a multitude of materials. For example, it is possible to use chalks, natural ground or precipitated calcium carbonates, calcium magnesium carbonates, silicates of the aluminum magnesium calcium silicate type, for example wollastonite, or barytes and carbon black. It is alternatively possible to use sheet silicates, for example fillers in leaflet form, for example vermiculite, mica or talc. Frequently, mixtures of fillers are used. For example, it is possible to use natural ground chalks in surface-coated form or else uncoated chalks, and also precipitated surface-coated chalks. The amount of the (one or more) filler(s) preferably ranges from 40 to 65 weight-% based on the total weight of the adhesive formulation or sealant formulation according to the invention. In some cases, it is advan- tageous to dry the fillers (i.e. remove water therefrom) as they are used often used in comparatively large quantities in the adhesive formulation or the sealant formulation to avoid undesired side-reactions. For this purpose, there are many conventional methods available to the person skilled in the art, e.g. placing the filler in a desiccator over a suitable drying agent for a time sufficiently long to remove water attached thereto or removing water therefrom by subjecting the filler to elevated temperatures. For transparent formulations special fillers are preferably used. It is possible to use silica to perform the high transparency of the final cured adhesives and sealants. For example, it is possible to use fumed sil- ica untreated or for a better stability treated with HMDS, DDS, D4, alkylsilanes or PDMS. The amount of the (one or more ) transparent filler(s) preferably rages from 6 to 40 weight-% based on the total weight of the adhesive formulation or sealant formulation according to the invention. Pigments and dyes used may be inorganic or organic colored compounds. Examples of pigments are tita- nium dioxide or carbon black. 202300286 Foreign Filing 18 The adhesive composition or sealant formulation according to the invention preferably comprises at least one plasticizer. Preferred plasticizers are alkyl phthalates, such as dibutyl phthalate, dioctyl phthalate, benzyl butyl phthalate, dibenzyl phthalate, diisononyl phthalate, diisodecyl phthalate and diundecyl phthalate. Also suitable, however, are the known plasticizers from the group of the organic phosphates, adipates and sebacates, or else benzyl benzoate, liquid polybutenes, dibenzoates or di- or oligopropylene glycols, alkylsulphonates of phenol or cresol, dibenzyltoluene or diphenyl ether or diisononyl cyclohex- ane-1,2-dicarboxylate. The selection criteria for the plasticizers used with particular preference are guided firstly by the polymer composition and secondly by the viscosity, and also the desired rheological proper- ties of the composition. The amount of the plasticizer preferably ranges from 10 to 50 weight-% based on the total weight of the adhesive formulation or sealant formulation according to the invention. Preferred rheology aids are thixotropic agents such as fumed and precipitated silicas, bentonites, urea derivatives, polyamide waxes, fibrillated short fibers or short pulp fibers. Moreover, the adhesive composition or sealant formulation according to the invention includes at least one bonding agent. Preference is given to using bonding agents based on organofunctional silanes, orga- nofunctional silanes oligomers (homo- and co-oligomers), hydrocarbon resins, phenol resins, terpene- phenol resins, resorcinol resins or derivatives thereof, modified or unmodified resin acids or esters thereof (such as abietic acid derivatives), polyamines, polyamine amides, anhydrides or anhydride-containing co- polymers. Preferably, the adhesive composition or sealant formulation according to the invention does comprise organofunctional silanes or organofunctional silanes oligomers (co-oligomers) bonding agents facilitating the formulation thereof. The adhesive composition or sealant formulation according to the inventions optionally comprises one or more tackifier resin, which can generally be divided into natural and synthetic resins. Examples of these include the alkyd resins, epoxy resins, melamine resins, phenol resins, urethane resins, hydrocarbon res- ins, and natural resins such as rosin, wood turpentine oil and tall oil. The synthetic resins include hydro- carbon resins, ketone resins, coumarone-indene resins, isocyanate resins and terpene-phenol resins. The amount of the tackifier resin preferably ranges from 0.1 to 10.0 weight-% based on the total weight of the adhesive formulation or sealant formulation according to the invention. In addition, the adhesive composition or sealant formulation according to the inventions optionally com- prise at least one solvent. The at least one solvent in the adhesive formulation or the sealant formulation is preferably a liquid hydrocarbon (liquid at 20 °C, normal pressure) preferably selected from pentane, hexane and mixtures thereof. The adhesive formulation or sealant formulation according to the invention optionally comprises at least one defoamer. Examples of the at least one defoamer include fatty alcohol-based or silicone-based defoamers. 202300286 Foreign Filing 19 In addition, the adhesive composition or sealant formulation according to the inventions optionally com- prises at least one antioxidant. Examples of the at least one antioxidant are phenols, especially sterically hindered phenols, polyfunctional phenols, sulfur- or phosphorus-containing phenols, amines, especially HALS types (hindered amine light stabilizers). The adhesive composition or sealant formulation according to the invention optionally comprises at least one UV stabilizer. Suitable UV stabilizers are, for example, hydroquinone, hydroquinone methyl ether, 2,3-(di-tert-butyl)hydroquinone, 1,3,5-trimethyl-2,3,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, pen- taerythritol tetrakis-3-(3,5-di-tert-butyl-4-hydroxyphenol)propionate, n-octadecyl 3,5-di-tert-butyl-4-hydrox- yphenyl)propionate, 4,4-methylenebis(2,6-di-tert-butylphenol), 4,4-thiobis(6-tert-butyl-o-cresol), 2,6-di-tert- butylphenol, 6-(4-hydroxyphenoxy)-2,4-bis(n-octylthio)-1,3,5-triazine, di-n-octacecyl 3,5-di-tert-butyl-4- hydroxybenzylphosphonate, 2-(n-octylthio)ethyl-3,5-di-tert-butyl-4-hydroxybenzoate, sorbitol hexa[3-(3,5- di-tert-butyl-4-hydroxyphenyl)propionate], p-hydroxydiphenylamine, N,N′-diphenylenediamine or phenothi- azine. Alternatively, inorganic compounds such as titanium dioxide, iron oxide or zinc oxide can be used. Said inorganic compounds are preferably used in their nanoparticulate form (i.e. with a d50 of 100 nm or below, measured by light scattering). The adhesive composition or sealant formulation according to the invention preferably comprises at least one desiccant. Suitable desiccants are, for example, alkoxysilanes such as vinyltrimethoxysilane and propyltrimethoxysilane. The amount of the at least one desiccant preferably ranges from 0.1 to 5.0 weight-%, more preferably from 0.5 to 2.5 weight-%, based on the total weight of the adhesive formulation or sealant formulation according to the invention. Moreover, the adhesive composition or sealant formulation according to the invention optionally includes at least one further catalyst (for the crosslinking reaction of the polymer, preferably the silane modified polymer, and for the crosslinking reaction of the organofunctional silane bonding agent). Catalysts, ac- cording to the invention or in combination with other catalysts, can allow for inter- and / or intramolecular cross-linkage of the siloxane compound. Examples of these further catalyst can be tin catalysts (which are to be replaced by the catalyst according to the invention), for example tin complexes such as di- octyltin diacetonate or dialkyltin carboxylates such as dibutyltin dilaurate or dibutyltin distearate. Other ex- amples, more preferred to fulfil eco-labels and avoid environmental critical tin compounds, are amines (e.g. DABCO), and titanium compounds, zinc compounds, bismuth compounds or zirconium compounds (e.g. titanates or zirconates). The amount of the further catalyst preferably ranges from 0.01 to 3.0 wt.-%, preferably from 0.01 to 1.0 wt.-%, more preferably from 0.01 to 0.5 wt.-%. It is preferred that the adhesive formulation or the sealant formulation according to the invention does not comprise any tin catalysts for ecological and health reasons. In a preferred embodiment of the present invention, the adhesive formulation or sealant formulation ac- cording to the invention comprises (or consists of) 202300286 Foreign Filing 20 - the at least one siloxane compound according to the invention (preferably 0.01 to 2.5 weight-%, more preferably 0.01 to 1.0 weight-%); - at least one polymer, preferably at least one silane modified polymer (preferably 20 to 98 weight-%); - at least one bonding agents based on organofunctional silanes, organofunctional silanes oligomers (co- oligomers) (preferably 0.5 to 4.0 weight-%) - at least one desiccants (preferably 0.5 to 4.0 weight-%) - optionally, at least one tackifier resin (preferably 0.1 to 10 weight-%); - optionally, at least one plasticizer (preferably 10 to 50 weight-%); - optionally, at least one filler (preferably 5 to 65 weight-%); and - optionally, at least one additional catalyst for the crosslinking reaction of the polymer (preferably 0.01 to 3.0 wt.-%). Generally, the adhesive formulation or sealant formulation can be prepared by mixing the individual com- ponents described hereinbefore. The person skilled in the art knows methods and ways how to mix the components and can adept the formulation process based on his general knowledge. It is also possible within the means of the present invention to use a standard adhesive or sealant formulation and add the catalyst according to the invention. Preferably, the adhesive composition or sealant formulation according to the invention are produced by mixing the individual components with exclusion of moisture. This is known to those skilled in the art, and the mixing can be undertaken, for example, in planetary mixers and dissolvers which are customary in the art. It is preferred to work under reduced pressure or under a nitrogen atmosphere. After production, the adhesive formulation or sealant formulation according to the invention is preferably dispensed into an airtight vessel, for example into a cartridge or into a plastic bag, and preferably at least partly blanketed in these vessels with protective gas (e.g. nitrogen). The adhesive formulation or sealant formulation according to the invention can be applied from the vessel manually or with the aid of metering apparatus. The person skilled in the art is aware of the individual variants of the processing of the adhe- sive formulation or the sealant formulation. The adhesive formulation or sealant formulation according to the invention have exceptionally good stor- age stability, especially if stored with exclusion of moisture. After application to the substrates to be bonded, they preferably cure under the influence of moisture being a reactive formulation (vide supra). In general, air humidity is sufficient to bring about the crosslinking of the reactive adhesive formulation or sealant formulation according to the invention. The adhesive formulation or sealant formulation according to the invention has a particularly good pro- cessability and can be processed in a simple manner. After application to the substrates, a skin is formed. At 23 °C and 50% relative air humidity, a skin typically forms within 1 to 120 minutes (depending on the 202300286 Foreign Filing 21 formulation). The duration of the cure-through depends on various factors including the thickness of the adhesive bond desired. Typically, cure-through of a layer of 1 to 5 mm proceeds within 24 hours. The bonds produced are notable for outstanding mechanical properties and for excellent adhesion. Through-cured bonds typically have a tensile stress at 100% elongation of 0.1 to 10 N / mm2, and tensile strengths of 1 to 15 N / mm2, elongations at break of 100% to 2000%, and Shore A hardnesses of 20 to 90. The invention further relates to the use of the above-described compositions as adhesive formulations and / or as sealant formulations. The present invention is further directed to a kit-of-parts for providing the adhesive formulation or the sealant formulation according to the invention, the kit-of-parts comprising at least a component C1 and a component C2 wherein the component C1 comprises at least one siloxane compound according to the invention or the composi- tion according to the invention and optionally at least one additive selected from the group consisting of polymer, fillers, pigments, dyes, plasticizers, rheology aids, bonding agents, tackifier resins, desiccants, solvents, defoamers, UV stabilizers, antioxidants, catalysts for the crosslinking reaction of the siloxane compound, hydrolysis stabilizers, reactive diluents, adhesive resins, flame retardants, adhesion promot- ers, further additives which impart a particular property to the composition, such as conductivity additives or wetting aids, and mixtures of two or more of aforementioned additives; and the component C2 comprises water. Above described additives are optionally added to one of components C1 and C2. Preferably, the compo- nent C1 comprises the polymer, the desiccant and the bonding agent and the catalyst for the crosslinking reaction to avoid any undesired reactions with water present in the component C2 of said additives. Com- ponent C1 is preferably free of water. The component C2 is either water (e.g.99.0 wt.-% water) or preferably a paste including the water needed for the crosslinking. Said paste may be a paste comprising water and one or more of fillers rheo- logical aids, preferably a thickener, plasticizers and optionally, acids and / or bases to adjust the pH value of the paste, if necessary. Preferably, the paste is adjusted to a viscosity suitable for the desired use. The amount of water in the paste preferably ranges from 0.5 to 99.9 wt.-%, more preferably from 1 to 10 wt.- %. The two parts have to be mixed before usage, e.g. with static mixers. The two components are often filled in twin cartridges with a static mixer for mixing during emptying (e.g. by pressing out). 202300286 Foreign Filing 22 The present invention also relates to a method for applying the adhesive formulation or the sealant formulation according to the invention onto at least a portion of at least one surface, comprising the method steps in the given order a) providing the at least one surface; and b) treating said at least one surface with the adhesive formulation or the sealant formulation according to the invention. Thereby, a treated surface is obtained. The at least one surface preferably comprises or consists of at least one material selected from the group consisting of wood, glass, metals, plastics, mineral and mixtures of the aforementioned. The surface is optionally covered by one or more layers of paint. Preferred plastics in the context of the present invention are polyolefin such as polypropylene and poly- ethylene (which have optionally been pretreated, for example by corona or plasma treatment or by flame treatment of the surface), polyester, polycarbonate, poly(meth)acrylate, polyvinyl chloride, polycarbonate, polymethylmethacrylate, polystyrene and mixtures or blends of the aforementioned such as ABS (acrylo- nitrile-butadiene-styrene terpolymer). More preferred are polyesters (PET) and polymethylmethacrylates (PMMA). The preferred metal is aluminum. The at least one surface is treated with the adhesive formulation or the sealant formulation according to the invention. To that end, the adhesive formulation or the sealant formulation is brought onto said at least one surface. The surface is covered entirely with the adhesive formulation or only in parts. For ex- ample, the adhesive formulation or the sealant formulation according to the invention is spread onto the at least one surface or applied from a cartridge. The method for applying an adhesive formulation or a sealant formulation according to the invention pref- erably does not include the step of treating the at least one surface with a primer. A primer is preparatory step aiming at improving the otherwise insufficient adhesive strength of a bond. An example of a com- monly used primer is a silane (for example diluted in a suitable solvent). Preferably, the method for applying the adhesive formulation according to the invention comprises a fur- ther method step after method step b): c) forming a bond of the treated at least one surface with a further surface. The further surface is preferably selected from the group defined for the at least one surface listed above. The further surface is brought into contact with the at least one surface and the adhesive formulation thereon. This can be accomplished by pressing the surfaces onto each other or by any other means. It is essential that the further surface and the at least one surface are both in contact with the adhesive formulation on the at least one surface. Thereby, the two surfaces are bonded to each other by means of 202300286 Foreign Filing 23 the adhesive formulation according to the invention. It is preferred to perform method step c) before the skin has formed on the adhesive formulation according to the invention, e.g. within the first 5, 10 or 30 min after its application. Preferably, the adhesive formulation is applied from the kit-of-parts according to the invention. Even more preferably, it is applied from a twin cartridge encompassing the kit-of-parts according to the invention. The individual parts of the kit-of-parts in said twin cartridge can be mixed by pressing the components of the kit-of-parts out with a static mixer. Lastly, the present invention concerns a bond or seal formed by applying the adhesive formulation or the sealant formulation according to the invention to at least one surface or by employing the method for ap- plying the adhesive formulation or the sealant formulation according to the invention. A bond is formed when using the adhesion formulation according to the invention, a seal is formed when using the sealant formulation according to the invention. The present invention further concerns articles comprising such bond or seal, e.g. such as the articles de- scribed hereinbefore. Preference is given to using above-described adhesive formulations for producing bonds of the surfaces mentioned hereinbefore. Especially relevance is given to bonds of metal parts and plastic parts, bonds of two or more plastic parts, bonds of wood parts and plastic parts, bonds of glass parts and metal parts and / or plastic parts, bonds of mineral substrates and metals and / or plastic parts. A further preferred use relates to the production of bonds indoors and outdoors, especially for applica- tions in motor vehicle construction, container construction, appliance manufacture and shipbuilding, in the interior fit out of real estate, façade cladding, roof seals, etc., and in window and door construction. Most preferably, bonds are produced in the production of protective glazing, sandwich bonds, lighting covers, lamp holders, switch parts and control knobs, and in window construction. The adhesive formulation according to the invention are of outstanding suitability for the tension-compen- sating adhesive bonding of a wide variety of different materials, some of which are difficult to bond to one another, such as wood, glass, metals, plastics and mineral substrates, indoors and outdoors. The adhesive formulation or the sealant formulation according to the invention can preferably be used for applications in motor vehicle construction, container construction, appliance manufacture and shipbuild- ing, but also in the interior fitting of real estate, including “do-it-yourself (DIY)” applications, where eco- labels like the “Blauer Engel” are important, and in window and door construction. Use examples of bonds with aluminum are bonds of roof elements, metal linings, for example sandwich bonds of aluminum, insulation and plastics in cooling container construction and insulation in garage 202300286 Foreign Filing 24 construction, and also the sealing and bonding of ventilation ducts to one another. Use examples of bonds with polycarbonate (PC) are bonds of skylights, enclosures, for example bicycle racks, shelters, specific windshields, greenhouses, displays and computer monitors. Generally, the siloxane compound according to the invention allows for a better compatibility with the other components present in an adhesive formulation and / or sealant formulation. The invention will now be illustrated by reference to the following non-limiting examples. EXAMPLES Commercial products were used as described in the technical datasheet available on the date of filing of this specification unless stated otherwise hereinafter. The most recent versions of standards were used unless stated differently hereinafter. Polymer ST 77, Elatur CH, AEROSIL R 106, Dynasylan VTMO,Dynasylan 1146 and Dynasylan AMMO were obtained from Evonik Operations GmbH. The tin market catalyst TIB KAT 223 (dioctyltin diace- tonate) was obtained from TIB Chemicals AG. The treated calcium carbonate Hakuenka CCR-S10 was obtained from OMYA International AG. The pH value was measured in accordance to DIN EN ISO 10523 (2012). Preparation Example 1 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon OCTMO / AMMO; ratio: 95^ 100 DCC / NH2Preparation step 1: Preparation of an oligomer based on OCTMO / AMMO (ratio: OCTMO / AMMO +1.05 mol H2O / mol Si) A 250 mL-flask was charged with 161.37 g (0.9 mol) Dynasylan AMMO, 202.48 g (0.86 mol) Dynasylan OCTMO. Then, 33.30 g (1,85 mol) water was added drop-wise at 20 °C within 45 min thereto. Upon com- pletion of the addition, the resulting reaction mixture was stirred under reflux for 2 h. Then, the reaction mixture was purified by distillation to remove any volatile components such as methanol (T initially rang- ing from 66-130°C within 1h followed by 150°C / 100 mbar / 2 h and finally <1mBar / 100°C / 0.5h).Preparation step 2: Reaction of DCC and the reaction product of preparation step 1; ratio: 95^ 100DCC / NH2 A 250mL flask equipped with stirrer was charged with 63.77 g (0.31 mol) dicyclohexylcarbodiimide and 100 g of the reaction product of preparation step 1. The mixture was heated to 140°C and stirred for 4 h. Preparation Example 2 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and AMMO-Oligomer;ratio: 1^ 4 DCC / NH2 202300286 Foreign Filing 25 A 250 ml flask equipped with stirrer was charged with 38.7g (0.1875mol) dicyclohexylcarbodiimide and 100 g of a product as described in synthetic example 1A (oligomer 1) of EP 2922893 B1. The mixture was heated to 140 °C for 9 h. The reaction was monitored by GC. Preparation Example 3 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon PTMO / AMMO; ratio: 1^ 1 DCC / NH2Preparation step 1: oligomer based on PTMO / AMMO (ratio: + 1.1mol H2O / mol Si)A 1L-fask was charged with 233.08g (1.3mol) Dynasylan Dynasylan PTMO and 53.44g (1.563mol) methanol. Then, a mixture consisting of water and 50.0g (1.563mol) methanol was added drop-wise at 20 °C within 10 min thereto. Upon completion of the addition, the re- sulting reaction mixture was stirred under reflux for 2 h. The followed by distillation to remove any volatile components such as methanol (T initially ranging from 66-130°C within 1h followed by 150°C / 100 mbar / 2 h and finally <1mbar / 100°C / 0.5h).Preparation step 2: Reaction of DCC and the reaction product of preparation step DCC / NH2A 250mL flask equipped with stirrer was charged with 116.85g (0.57mol) dicyclohexylcarbodiimide and 130g of the reaction product of preparation step 1. The mixture was heated to 140°C and stirred for 2 h. The product was solid. Preparation Example 4 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon PTMO / AMMO; ratio: 1^ 2 DCC / NH2A 250mL flask equipped with stirrer was charged with 58.54 g (0.28mol) dicyclohexylcarbodiimide and 128 g of the reaction product of preparative example 3, preparation step 1. The mixture was heated to 140°C and stirred for 4 h and the reaction was monitored by GC. Preparation Example 5 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon PTMO / AMEO; ratio: 1^ 2 DCC / NH2Preparation step 1: oligomer based on PTMO / AMEO (ratio: PTMO / AMMO + 1.1mol H2O / mol Si)Following the procedure described preparative example 3, preparation step 1, 287.78g (1.3mol) Dynasylan AMEO, 213.56g (1.3mol) Dynasylan PTMO and 50.0g (1,563mol) Methanol allowed to react with a mixture of 51.48g (2.86mol) H2O and 50.0g (1.563mol).Preparation step 2: Reaction of DCC and the reaction product of preparation step 1; ratio: 1^ 2 DCC / NH2A 250mL flask equipped with stirrer was charged with 64.20 g (0.31 mol) dicyclohexylcarbodiimide and 120 g of the reaction product of preparation step 1. The mixture was heated to 140°C and stirred for 4 h and the reaction progress was monitored by GC. 202300286 Foreign Filing 26 Preparation Example 6 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon AMEO / DEAMTES (equimolar mixture of silanes), ratio: 1^ 2 DCC / NH2A 250 ml flask equipped with stirrer was charged with 47.17 g (0.23 mol) dicyclohexylcarbodiimide and 150 g of a product as described in synthetic example I of WO 2022 / 0432585 A1. The mixture was heated to 140 °C for 7 h. Preparation Example 7 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and AMMO-Oligomerin Dynasylan PTMO as solvent; ratio: 1^ 2 DCC / NH2A 250 ml flask equipped with stirrer was charged with 47.52 g (0.23 mol) dicyclohexylcarbodiimide, 75 g of a product as described in synthetic example 1A (oligomer 1) of EP 2922893 B1and 49.32g (0.3 mol) Dynasylan PTMO. The mixture was heated to 140 °C for 13 h. Preparation Example 8 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and AMMO-Oligomerin Dynasylan 9116 as solvent; ratio: 1^ 2 DCC / NH2A 250 ml flask equipped with stirrer was charged with 47.45 g (0.23 mol) dicyclohexylcarbodiimide, 75 g of a product as described in synthetic example 1A (oligomer 1) of EP 2922893 B1and 49.32g (0.142 mol) Dynasylan 9116. The mixture was heated to 140 °C for 4 h. Preparation Example 9 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomer basedon AMEO / DEAMTES (equimolar mixture of silanes), ratio: DCC / NH2A 250 ml flask equipped with stirrer was charged with 59.56 g (0.29 mol) dicyclohexylcarbodiimide and 100 g of a product as described in synthetic example I of WO 2022 / 0432585 A1. The mixture was heated to 140 °C for 5 h. Preparation Example 10 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and AMMO-Oligomerin Dynasylan PTMO as solvent; ratio: DCC / NH2A 250 ml flask equipped with stirrer was charged with 92.11 g (0.45 mol) dicyclohexylcarbodiimide, 75 g of a product as described in synthetic example 1A (oligomer 1) of EP 2922893 B1and 66.84 g (0.407 mol) Dynasylan PTMO. The mixture was heated to 140 °C for 5 h. Preparation Example 11 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomerbased on MTMS / AMMO; ratio: 1^ 2 DCC / NH2Preparation step 1: Preparation of an oligomer based on MTMS / AMMO (ratio: MTMS / AMMO + 1.05mol H2O / mol Si) A 500 mL-flask was charged with 197.22 g (1.1 mol) Dynasylan AMMO, 149.85 g (1.1 mol) Dynasylan MTMS. Then, 41.58 g (2.31 mol) water was added drop-wise at 20 °C within 45 min thereto. Upon com- pletion of the addition, the resulting reaction mixture was stirred under reflux for 2 h. Then, the reaction 202300286 Foreign Filing 27 mixture was purified by distillation to remove any volatile components such as methanol (T initially rang- ing from 66-130°C within 1h followed by 150°C / 100 mbar / 2 h and finally <1mBar / 100°C / 0.5h).Preparation step 2: Reaction of DCC and the reaction product of preparation step 1; ratio: 1^ 2 DCC / NH2A 250mL flask equipped with stirrer was charged with 52.24 g (0.25 mol) dicyclohexylcarbodiimide and 100 g of the reaction product of preparation step 1. The mixture was heated to 140°C and stirred for 2 h. The product was solid. Preparation Example 12 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomerbased on OCTMO / AMMO; ratio: 1^ 2 DCC / NH2Preparation step 1: Preparation of an oligomer based on OCTMO / AMMO (ratio: approx. OCTMO / AMMO + 1.05 mol H2O / mol Si) A 250 mL-flask was charged with 161.37 g (0.9 mol) Dynasylan AMMO, 202.48 g (0.86 mol) Dynasylan OCTMO. Then, 33.30 g (1,85 mol) water was added drop-wise at 20 °C within 45 min thereto. Upon com- pletion of the addition, the resulting reaction mixture was stirred under reflux for 2 h. Then, the reaction mixture was purified by distillation to remove any volatile components such as methanol (T initially rang- ing from 66-130°C within 1h followed by 150°C / 100 mbar / 2 h and finally <1mBar / 100°C / 0.5h).Preparation step 2: Reaction of DCC and the reaction product of preparation step 1; ratio: 1^ 2 DCC / NH2A 250mL flask equipped with stirrer was charged with 33.57 g (0.16 mol) dicyclohexylcarbodiimide and 100 g of the reaction product of preparation step 1. The mixture was heated to 140°C and stirred for 4 h. Preparation Example 13 (inventive): Reaction of dicyclohexylcarbodiimide (DCC) and an oligomerbased on MTMS / AMMO in Dynasylan PTMO as solvent; ratio: 1^ 2 DCC / NH2Preparation step 1: Preparation of an oligomer based on MTMS / AMMO (ratio: MTMS / AMMO + 1.05mol H2O / mol Si) A 500 mL-flask was charged with 197.22 g (1.1 mol) Dynasylan AMMO, 149.85 g (1.1 mol) Dynasylan MTMS. Then, 41.58 g (2.31 mol) water was added drop-wise at 20 °C within 45 min thereto. Upon com- pletion of the addition, the resulting reaction mixture was stirred under reflux for 2 h. Then, the reaction mixture was purified by distillation to remove any volatile components such as methanol (T initially rang- ing from 66-130°C within 1h followed by 150°C / 100 mbar / 2 h and finally <1mBar / 100°C / 0.5h). Preparation step 2: Reaction of DCC and the reaction product of preparation step 1 in Dynasylan PTMOas solvent; ratio: 1^ 2 DCC / NH2A 250mL flask equipped with stirrer was charged with 26.12 g (0.13 mol) dicyclohexylcarbodiimide and 50 g of the reaction product of preparation step 1 and 30.39 g (0.185 mol) Dynasylan PTMO. The mixture was heated to 140°C and stirred for 4 h. 202300286 Foreign Filing 28 Viscosty according to DIN 53019 The viscosities of the prepared compounds according to the invention were measured according to DIN 53019 at 22°C. The results are given in the subsequent table. Table 1 Viscosity according to Preparation Example DIN 53019, [mPas] Preparation Example 1 69400 Preparation Example 2 24900 Preparation Example 3 solid Preparation Example 4 520700 Preparation Example 5 165700 Preparation Example 6 1600 Preparation Example 7 300 Preparation Example 8 1500 Preparation Example 9 20700 Preparation Example 10 3300 Preparation Example 11 solid Preparation Example 12 2700 Preparation Example 13 400 Most of the prepared siloxane compounds according to the invention showed an easily manageable vis- cosity for use in adhesives and sealants. Adhesive formulation I (according to the invention) The following adhesive formulation comprising the below-listed ingredients was prepared by mixing the listed ingredients with the exclusion of water as described below. Table 2 Ingredient Function 59.0 wt.-% Polymer ST 77 silane modified polymer 27.5 wt.-% Elatur CH Phthalate plasticizer 10.0 wt.-% AEROSIL R 106, surface treated fumed silica filler 1.5 wt.-% Dynasylan VTMO (vinyltrimethoxysilane) desiccant 2.0 wt.-% Dynasylan 1146 or Dynasylan AMMO bonding agent (adhesion pro- moter) To the 100 wt.-% formulation outlined above, tin catalysts catalyst and siloxane compound according to the invention, 202300286 Foreign Filing 29 respectively, were added in concentration of 0.05 to 0.2 wt.-% In a rotation mixer (Speedmixer DAC 400 FVZ), the silane modified polymer and the phthalate plasticizer were mixed together for 20 seconds at 2500 rpm. Thereafter, AEROSIL R 106 was mixed with the Speed- mixer into the mixture within 2 x 30 seconds at 2000 rpm and after manually transferring the mixture re- siding at the vessel walls into the inner part of the vessel, it was mixed for 2 times for 1 minute at 2000 rpm. This preliminary mixture was then cooled down for 30 minutes at room temperature. After addition of the desiccant, the adhesion promoter and the catalyst, the mixture was mixed with the Speedmixer for 1 minute at 2000 rpm and after manually transferring the mixture residing at the vessel walls into the inner part of the vessel, it was mixed for 1 minute at 2000 rpm. The thus-prepared adhesive formulation was transferred into a cartridge. The performance tests were effected from the cartridge. Adhesive formulation by using Dynasylan 1146 as adhesion promoter Performance Tests The adhesive formulations were tested in accordance with DIN EN ISO 527:2019 and DIN EN 1465:2009 (tensile strength, elongation at break, Tensile stress at 100% elongation, lap shear strength) after a stor- age time of 2 weeks at 22°C and 50-55 % relative humidity. The skin formation time (SFT) was measured in accordance with DIN 52460:2015. Table 3 Catalyst concentra- SFT Cure through Catalyst tion [min] to 10 mm [d] Viscosity at 0,1 s-1[Pas] Preparation Example 2 0.10 % 43 6 10000 TIB KAT 223 (dioctyltin diace- tonate) 0.05 % 43 7 12000 The siloxane compound according to the invention resulted in a comparable viscosity in the test formula- tion compared to the comparative catalysts. The skin formation time was at the same level and the cure through to a depth of 10 mm was even faster than with tin catalyst. Thus, the siloxane compound accord- ing to the invention is suitable as an alternative catalyst to replace tin catalysts. The siloxane compound according to the invention also fulfils the requirements for use in eco-labels such as the “Blauer Engel” and due to the reactive silane functionalities, the siloxane compound according to the invention reacts into the polymer matrix preventing migration. 202300286 Foreign Filing 30 Table 4 Catalyst con- Modul 100 Tensile Elongation centration % elonga- strength at break Alu PC Catalyst [wt.-%] tion [N / mm²] [N / mm²] [%] [N / mm²] [N / mm²] Preparation Example 2 0.10 % 0.81 1.40 202.1 4.29 1.19 TIB KAT 223 (dioctyltin di- acetonate) 0.05 % 0.78 1.54 238.2 4.76 0.78 The siloxane compound according to the invention resulted in comparable mechanical properties and lap shear adhesion strength in the test formulation compared to the comparative tin catalysts. The lap shear strength on polycarbonate (PC) was even higher compared to the tin catalyst. Adhesive formulation by using Dynasylan AMMO as adhesion promoter Performance Tests The adhesive formulations were tested in accordance with DIN EN ISO 527:2019 and DIN EN 1465:2009 (tensile strength, elongation at break, Tensile stress at 100% elongation, lap shear strength) after a stor- age time of 3 weeks at 22°C and 50-55 % relative humidity. The skin formation time (SFT) was measured in accordance with DIN 52460:2015. Table 5 Catalyst con- Cure Viscosity at centration through 10 0,1 s-1 Catalyst [wt.-%] SFT [min] mm [d] [Pas] TIB KAT 223 (dioctyltin di- acetonate) 0.2 10 10 9006 Preparation Example 1 0.2 50 9 7942 Preparation Example 6 0.2 34 9 7288 Preparation Example 7 0.2 34 9 5972 Preparation Example 9 0.2 38 9 6041 Preparation Example 10 0.2 32 9 5935 Preparation Example 11 0.2 49 9 8017 Preparation Example 12 0.2 56 9 7108 The siloxane compounds according to the invention resulted in a comparable viscosities in the test formu- lation compared to the tin catalyst TIB KAT 223. The skin formation time of the adhesive formulation 202300286 Foreign Filing 31 using the siloxane compounds according to the invention were higher than the adhesive formulation using the tin catalyst. However, the skin formation times were in a normal range for such formulations and can finally adjusted with the catalyst concentration. In addition the important cure through to a depth of 10 mm was even faster with the siloxane compounds according to the invention compared to the adhesive formu- lation with the tin catalyst. Thus, the siloxane compound according to the invention is suitable as an alter- native catalyst to replace tin catalysts. The siloxane compound according to the invention also fulfils the requirements for use in eco-labels such as the “Blauer Engel” and due to the reactive silane functionali- ties, the siloxane compound according to the invention reacts into the polymer matrix preventing migra- tion. Table 6 Modul 100 % elon- Tensile Catalyst concen- gation strength Elongation Alu PC Catalyst tration [wt.-%] [N / mm²] [N / mm²] at break [%] [N / mm²] [N / mm²] TIB KAT 223 (di- octyltin diac- etonate) 0.2 0.61 1.13 195.1 3.79 3.55 Preparation 0.73 Example 1 0.2 1.34 195 4.94 1.09 Preparation 0.65 Example 6 0.2 1.15 186.8 4.88 2.62 Preparation 0.66 Example 7 0.2 1.08 172.9 4.08 2.34 Preparation 0.63 Example 9 0.2 1.22 205.3 4.92 1.09 Preparation 0.64 Example 10 0.2 1.14 187,3 4.81 1.37 Preparation 0.73 Example 11 0.2 1.25 180.9 4.56 2.47 Preparation 0.72 Example 12 0.2 1.22 180.1 4.52 2.56 The siloxane compound according to the invention resulted in comparable mechanical properties and lap shear adhesion strength on aluminum (Alu) in the test formulations compared to the comparative cata- lysts. However, the lap shear strength on polycarbonate (PC) was higher with the tin catalyst, while the lap shear strength on PC could be influenced by the structure of the siloxane compound according to the 202300286 Foreign Filing 32 invention. These could be an indication for the adjustment of the wetting properties by modeling of the structure of the siloxane compound according to the invention. Adhesive formulation II (filled adhesive formulation according to the invention) The following adhesive formulation comprising the below-listed ingredients was prepared by mixing the listed ingredients with the exclusion of water as described below. Table 7 Ingredient Function 33.5 wt.-% Polymer ST 77 silane modified polymer 16.0 wt.-% Elatur CH Phthalate plasticizer 48.0 wt.-% Hakuenka CCR-S10 , surface treated CaCO3 filler 1.5 wt.-% Dynasylan VTMO (vinyltrimethoxysilane) desiccant 1.0 wt.-% Dynasylan AMMO bonding agent (adhesion pro- moter) To the 100 wt.-% formulation outlined above, tin catalysts catalyst (for the crosslinking re- and siloxane compound according to the invention, re- action of the siloxane com- spectively, were added in concentration of 0.05 to 0.1 wt.- pound) % In a rotation mixer (Speedmixer DAC 400 FVZ), the silane modified polymer and the phthalate plasticizer were mixed together for 30 seconds at 2000 rpm. Thereafter, Hakuenka CCR-S10 was mixed with the Speedmixer into the mixture within 2 x 60 seconds at 2000 rpm and after manually transferring the mix- ture residing at the vessel walls into the inner part of the vessel, it was mixed for 1 time for 1 minute at 2000 rpm. This preliminary mixture was then cooled down for 30 minutes at room temperature. After addi- tion of the desiccant, the adhesion promoter and the catalyst, the mixture was mixed with the Speedmixer for 2 times for 1 minute at 2000 rpm and after manually transferring the mixture residing at the vessel walls into the inner part of the vessel, it was mixed for 1 minute at 2000 rpm. The thus-prepared adhesive formulation was transferred into a cartridge. The performance tests were effected from the cartridge. Adhesive formulation by using Dynasylan AMMO as adhesion promoter Performance Tests The adhesive formulations were tested in accordance with DIN EN ISO 527:2019 and DIN EN 1465:2009 (tensile strength, elongation at break, Tensile stress at 100% elongation, lap shear strength) after a stor- age time of 2 weeks at 22°C and 50-55 % relative humidity. The skin formation time (SFT) was measured in accordance with DIN 52460:2015. 202300286 Foreign Filing 33 Table 8 Catalyst SFT Cure through to Viscosity at Viscosity at Catalyst concentration [min] 10 mm [d] 0,1 s-1[Pas] 100 s-1[Pas] TIB KAT 223 (di- octyltin diacetonate) 0.05 % 37 12 4210 75.1 Preparation Example 7 0.10 % 179 12 2682 61.5 Preparation Example 9 0.10 % 184 10 2006 65 Preparation Example 10 0.10 % 194 12 2263 65.6 The siloxane compound according to the invention resulted in a comparable viscosity in the test formula- tion compared to the comparative catalysts. The skin formation times were higher compared to the tin cat- alyst, but could be adjusted by a higher content of the siloxane compound according to the invention, and the cure throughs to a depth of 10 mm were even faster than with tin catalyst. Thus, the siloxane com- pound according to the invention is suitable as an alternative catalyst to replace tin catalysts. The silox- ane compound according to the invention also fulfils the requirements for use in eco-labels such as the “Blauer Engel” and due to the reactive silane functionalities, the siloxane compound reacts according to the invention into the polymer matrix, what prevents migration. Table 9 Catalyst con- Modul 100 Tensile Elongation centration % elonga- strength at break Alu PC Catalyst [wt.-%] tion [N / mm²] [N / mm²] [%] [N / mm²] [N / mm²] TIB KAT 223 (dioctyltin di- acetonate) 0.05 % 1.11 2.24 251.7 3.47 1.74 Preparation Example 7 0.10 % 1.16 2.26 242.8 3.48 1.66 Preparation Example 9 0.10 % 1.13 2.30 243.5 3.67 1.41 Preparation Example 10 0.10 % 1.17 2.37 243.9 3.04 1.57 The siloxane compound according to the invention resulted in comparable mechanical properties and lap shear adhesion strength in the test formulation compared to the comparative catalysts.

Claims

202300286 Foreign Filing 34 Claims 1. A siloxane compound for use in an adhesive formulation or a sealant formulation comprising at least one building block according to formula (A): (A) whereingroup; each p is independently an integer ranging from 1 to 6; q is an integer ranging from 0 to 2; r is an integer ranging from 1 to 6; each RA2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; RA3and RA4are independently selected from the group consisting of alkyl group, aryl group, andgroup wherein s is an integer ranging from 2 to 4 and RA5and RA6are inde- pendently C1-C4-alkyl groups; RA8and RA9are independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and n is selected from 0, 1 and 2.

2. The siloxane compound according to claim 1, characterized in that the siloxane compound com- prises at least one building block according to formula (B) (B) wherein RB1is an alkyl group; each RB2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and b is selected from 0, 1 and 2.

3. The siloxane compound according to any one of claims 1 or 2, characterized in that the siloxane compound comprises at least one building block according to formula (C)202300286 Foreign Filing 35each RC2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; each RC3is independently selected from the group consisting of hydrogen and C1-C12-alkyl group; RC4is selected from the group consisting of hydrogen and C1-C12-alkyl group; each x is independently an integer ranging from 1 to 6; y is an integer ranging from 1 to 3; and c is selected from 0, 1 and 2.

4. The siloxane compound according to any one of claims 2 to 3 characterized in that the numerical ra- tio of the at least one building block according to formula (A) and the at least one building block ac- cording to formula (B) ranges from 5:1 to 1:5, preferably from 3:1 to 1:3, more preferably from 2:1 to 1:

2.

5. The siloxane compound according to any one of claims 3 to 4 characterized in that numerical ratio of the at least one building block according to formula (A) and the at least one building block according to formula (C) ranges from 1:10 to 1:1, preferably from 1:6 to 1:1, more preferably from 1:3 to 1:

1.

6. The siloxane compound according to any one of the preceding claims characterized in thatgroup wherein RA3and RA4are independently selected from the group consisting of C3-C6-alkyl group, and , and wherein RA3and RA4are preferably selected from the group consisting of cyclohexyl group and iso-propyl group.

7. The siloxane compound according to any one of the preceding claims characterized in that RB1is a C1-C18-alkyl group.202300286 Foreign Filing 36 8. A composition for use in an adhesive formulation or a sealant formulation comprising a) at least one siloxane compound according to any one of the preceding claims; and b) at least one solvent, wherein the solvent is preferably selected from the group consisting of al- kyltrialkoxysilanes, aminoalkyltrialkoxysilanes and phthalates.

9. A method for synthesizing the siloxane compound according to any one of claims 1 to 7 comprising reacting at least one precursor compound comprising at least one building block according to for- mula (^)each ^ is independently an integer ranging from 1 to 6; ^ is an integer ranging from 1 to 3; each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and ^ is selected from 0, 1 and 2. and optionally at least one building block according to formula (^)wherein R^1is an alkyl group; each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group; and ^ is selected from 0, 1 and 2; and optionally at least one building block according to formula (^)each R^2is independently selected from the group consisting of hydrogen and C1-C4-alkyl group;202300286 Foreign Filing 37 each R^3is independently a C1-C12-alkyl group; R^4is a C1-C12-alkyl group; each ^ is independently an integer ranging from 1 to 6; ^ is an integer ranging from 1 to 3; and ^ is selected from 0, 1 and 2; with at least one methanediimine compound.

10. The method according to claim 9 characterized in that the at least one methanediimine compound is represented by formula (D): (D)wherein R^1and R^2are independently selected from the group consisting of alkyl group, aryl group, andgroup wherein s is an integer ranging from 2 to 4 and R^3and R^4are inde- pendently C1-C4-alkyl groups.

11. The method according to any one of claims 9 or 10 characterized in that the method comprises add- ing at least one solvent, wherein the solvent is preferably selected from the group consisting of al- kyltrialkoxysilanes, aminoalkylalkoxysilanes and phthalates.

12. An adhesive formulation or a sealant formulation comprising at least one siloxane compound accord- ing to any one of claims 1 to 7 or 11 or the composition according to claim 8.

13. A kit-of-parts for providing the adhesive formulation or the sealant formulation according to claim 12, the kit-of-parts comprising at least a component C1 and a component C2 wherein the component C1 comprises at least one siloxane compound according to any one of claims 1 to 7 or 11 or the composition according to claim 8 and optionally at least one additive selected from the group consisting of fillers, pigments, dyes, plasticizers, rheology aids, bonding agents, tackifier res- ins, desiccants, solvents, defoamers, UV stabilizers, antioxidants, catalysts for the crosslinking reac- tion of the siloxane compound, hydrolysis stabilizers, reactive diluents, adhesive resins, flame retard- ants, adhesion promoters, further additives which impart a particular property to the composition, such as conductivity additives or wetting aids, and mixtures of two or more of aforementioned addi- tives; and the component C2 comprises water.202300286 Foreign Filing 38 14. A method for applying the adhesive formulation or the sealant formulation according to claim 12 onto at least a portion of at least one surface, comprising the method steps in the given order a) providing the at least one surface; and b) treating said at least one surface with the adhesive formulation or the sealant formulation accord- ing to claim 12.

15. A bond or seal formed by applying the adhesive formulation or the sealant formulation according to claim 12 to at least one surface or by employing the method according to claim 14.

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