Patent Publication Number: US-2023159803-A1

Title: Reactive hot-melt adhesive composition based on alpha-silane-terminated organic polymers

Description:
The present invention relates to reactive hotmelt adhesive compositions. The invention additionally relates to processes for producing them and also to a process for surface lamination using the composition. 
     Reactive hotmelt adhesives, by virtue of their advantages, such as, for example, a short setting time, high initial strength, and stability, occupy a large market share, are diversely employed, and in many applications have replaced solventborne adhesives (see, for example, Bodo Müller, Walter Rath,  Formulierung von Kleb - und Dichtstoffen  [Formulation of Adhesives and Sealants], Vincentz Network; 1 st  edition, December 2004). 
     The principal representatives among the reactive hotmelt adhesives are moisture-crosslinking polyurethanes based on methylene diphenyl diisocyanate (MDI). Working with monomeric MDI, because of its sensitizing effect, has been restricted in the recent past under REACH, as evident from EU Regulation 2020/1149. 
     Described in the patent literature are processes for producing reactive polyurethane hotmelt adhesives with low monomer content, based on MDI (see, for example, WO 03/055929 A1, WO 01/40342 A1, WO 03/033562 A1, WO 03/006521 A1). 
     Also described are processes for silanizing polyurethane hotmelt adhesives, which represent an isocyanate-free alternative. This process generally entails the introduction of moisture-crosslinking di- and/or trialkoxysilane units. One possibility for production is represented by the reaction of the isocyanate groups of reactive polyurethane hotmelt adhesives with secondary aminosilanes (e.g. WO 2004/005420 A1). The crosslinking reaction is accelerated generally using aminosilanes, tin accelerators and/or strong nitrogen bases (e.g., 1,8-diazabicyclo[5.4.0]undec-7-ene). A disadvantage of this process is that these accelerators may at the same time promote the hydrolysis of the ester units usually present in reactive polyurethane hotmelt adhesives. The resulting formulations also generally no longer have sufficient stability to allow them to be processed on roll applicator machines. Reactive hotmelt adhesives are frequently processed using roll applicator machines and are often exposed to the ambient humidity. The formulations accordingly must be sufficiently stable and must, even during plant standstill of short duration, not react with the ambient moisture to an extent such as to result in a significant increase in the application rate and in stringing, with the latter adversely affecting the applied appearance. 
     Stable hotmelt adhesive formulations based on silane-terminated polymers constitute a class of adhesive that is of interest. Moreover, such silane-functional adhesives have a broad adhesion spectrum, which may constitute an advantage by comparison with isocyanate-crosslinking systems, for example. Since in the case of silane-terminated polymers a silane group is able to enter generally into two to three condensation reactions, a higher crosslinking density relative to structurally comparable isocyanate-based binders is also a possibility. It would be advantageous in this context for these adhesives to be able to be processed in part via applicator rolls at high temperatures in a reliable operation, among other factors, and to have a high initial adhesion as typical for this application, and also to exhibit chemical through-curing that is acceptable for industrial applications. 
     As part of this development, for the production of silane-based formulations, two pathways have been presumed. As well as the silanization of existing reactive PU hotmelt adhesives, as described in more detail above, where the isocyanate groups of the adhesives are reacted chemically with secondary aminosilanes, commercially available silane binders, on the other hand, are formulated with crystalline or amorphous resins with the aim of realizing high initial adhesion. 
     For example, WO 2007/074143 A1 describes moisture-curing hotmelt adhesive compositions by means of silane-functionalized polyurethane prepolymers. 
     WO 2013/026654 A1 describes crosslinkable compositions based on organyloxysilane-terminated polymers. Described in this context, as in DE 10 2013 213 835 A1, are blends of alpha-silanes, such as, for example, Geniosil® STP-E10 and silicone resins. 
     WO 2011/087741 A2 describes adhesives for binding books and related articles and the production of such adhesives with silane-modified liquid polymers. The adhesives are said in particular to have a reduced monomeric diisocyanate content or not to contain any monomeric diisocyanates. 
     In both cases the result was initially not satisfactory. The formulations attained had too low an initial adhesion, were not roll-stable, or underwent through-curing too slowly. 
     Candidates for improving the initial adhesion include polyester and polyacrylate resins. With polyester resins, there is a risk of degradation by hydrolysis, which is catalyzed by the typical silane adhesive accelerators, such as by aminosilanes, for example. Suitable crystalline polyacrylate resins, on the other hand, have to be melted at very high temperatures (around 150° C.). At these temperatures, however, commercially available polyether-based silane binders lack stability. 
    
    
     It was an object of the present invention, therefore, to provide reactive hotmelt adhesive compositions which exhibit the above-stated disadvantages not at all or at least to a lesser extent. 
     The object has been achieved by means of a reactive hotmelt adhesive composition comprising, based on the total weight of the composition,
         a) 3 wt % to 49 wt % of at least one alpha-silane-terminated organic polymer;   b) 1 wt % to less than 20 wt %, preferably 1 wt % to 10 wt %, of at least one acrylate resin-based polymer;   c) 1 wt % to 20 wt %, preferably 1 wt % to 10 wt %, of at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves;   d) 0.001 wt % to 5 wt %, preferably 0.001 wt % to 1 wt %, of at least one low molecular mass silane which comprises a primary or secondary amino group or a blocked amino group which hydrolyses to the primary or secondary amino group.       

     The object has likewise been achieved by means of a process for producing a reactive hotmelt adhesive composition according to the present invention, comprising the steps of
         (a) adding at least one acrylate resin-based polymer to at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves, or adding it to a mixture which comprises the at least one chemical compound, at a temperature in the range of 130° C. to 170° C.;   (b) cooling the mixture to a temperature in the range from 80° C. to 120° C.;   (c) adding at least one alpha-silane-terminated organic polymer to the cooled mixture;   (d) adding at least one low molecular mass silane which comprises a primary or secondary amino group or a blocked amino group which hydrolyses to the primary or secondary amino group, to give a reactive hotmelt adhesive composition as claimed in the present invention.       

     The object has likewise been achieved by means of a process for surface lamination, comprising the step of applying a reactive hotmelt adhesive composition according to the present invention to a substrate by means of an applicator roll. 
     The requirement for a roll-stable adhesive at processing temperatures of 100-120° C. with an acceptable through-curing rate has surprisingly been realized with binders based on silane-terminated polymers (so-called alpha-silanes), where it has been possible to employ an acrylate resin-based polymer which can be dissolved at least to 150° C. by means of a chemical compound which is liquid at least to 100° C., and also by means of at least one low molecular mass silane which comprises a primary or secondary amino group or a blocked amino group which hydrolyses to the primary or secondary amino group. In this way it has been possible to produce hydrolysis-stable formulations having a satisfactory initial adhesion. Furthermore, the reactive hotmelt adhesive compositions of the invention have high crosslinking densities, and this may be a reason for good plasticizer stability. 
     Accordingly the reactive hotmelt adhesive composition according to the present invention represents a moisture-crosslinking adhesive formulation which at 100° C. is of low viscosity and largely roll-stable and is based on alpha-silane terminated polymers, which at room temperature exhibit an initial adhesion sufficiently high for surface laminations and in chemical terms undergo through-curing with sufficient rapidity. A condensation reaction in the course of curing leads to elimination of alcohol (more particularly methanol, possibly also ethanol) with accompanying formation of siloxane groups. 
     Looked at more closely, with alpha-silanes there is known to be a largely autocatalytic two-stage condensation reaction of alkoxysilanes as a result of the donor atom (nitrogen atom, for example) which is located in the alpha-position to the silicon atom (alpha effect). The reactive hotmelt adhesive compositions according to the present invention are accelerated by aminosilanes and operate without the use of further cocatalysts such as, for example, tin organyls or diazabicycloundecene. Surprisingly it has emerged, as part of this invention, that formulations containing an alpha-silane are roll-stable over a period of around 30-60 minutes at 100° C. without containment under customary ambient conditions (room temperature around about 20-23° C., ambient humidity around 30-65% r.h) and, in spite of the moderate acceleration and without the use of further cocatalysts, undergo chemical through-curing with sufficient rapidity. 
     The present invention relates accordingly to a reactive hotmelt adhesive composition. The term “hotmelt adhesive” here outlines an adhesive which at room temperature is solid or has a high shear modulus and at elevated temperature, usually at a temperature of 100° C. to 120° C., is in liquid form. Hotmelt adhesives are applied in liquid form and resolidified, and so at room temperature are again in solid form or have a high shear modulus. A further feature of “reactive” hotmelt adhesives is that they crosslink through chemical reaction. In this case there is usually a reaction with water, which in the form, for example, of atmospheric humidity comes into contact with the hotmelt adhesive. They are therefore referred to as moisture-crosslinking. This also applies to the reactive hot-applied adhesive compositions of the present invention. 
     The reactive hot-applied adhesive composition of the present invention is likewise liquid at a temperature of 100° C. to 120° C. In this case these adhesives customarily have a viscosity of 4000 mPas to 12 000 mPas. Reactive hot-applied adhesive composition of the invention is preferably isocyanate-free, 
     The reactive hotmelt adhesive composition according to the present invention comprises components a) to d). The composition of the invention may further comprise additional constituents. One embodiment of the present invention, accordingly, relates to a reactive hotmelt adhesive composition which consists of components a) to d). Another embodiment of the present invention relates to a reactive hotmelt adhesive composition which as well as components a) to d) additionally comprises one or more, such as two, three, four, five, six, seven, eight, nine or ten, components. 
     Component a) of the reactive hotmelt adhesive composition of the invention represents at least one alpha-silane-terminated organic polymer. The reactive hotmelt adhesive composition according to the present invention may accordingly comprise one alpha-silane-terminated polymer or two or more polymers, such as two, three or four. In this case it is clear to the competent skilled person that polymers are not pure compounds, but instead, as a result of their production, occur as a mixture of compounds having a characteristic compound distribution, and therefore “a polymer” is a simplifying representation of this mixture of compounds. 
     Alpha-silane-terminated organic polymers are known to the skilled person and may be obtained commercially, for example. For instance, Wacker Chemie AG, Munich (DE) sells such alpha-silane-modified polymers under the Geniosil®, designation, such as Geniosil® STP-E10 or Geniosil® XB 502. 
     A feature of alpha-silanes is the so-called alpha effect. With this effect, the vicinity of an electronegative donor, such as nitrogen or oxygen, in the alpha-position to the silicon atom, i.e., separated from it only by a methylene bridge, for example, has the effect of activating alkoxy groups on the silicon atom. These groups are consequently more reactive toward nucleophiles, such as water. This in turn produces an accelerated hydrolysis, without the need, for example, for tin-containing catalysts. The hydrolysis of the silanes may be accompanied by crosslinking to form siloxanes. Accordingly, reactive hotmelt adhesive compositions of the present invention represent alpha-silane-terminated hotmelt adhesives which are able to undergo a moisture crosslinking reaction to form siloxanes. 
     The at least one alpha-silane-terminated organic polymer is preferably a polymer which comprises a multiplicity of end groups of the formula 
       *—X—C(═O)—N(R)—C(R 1 R 2 )—Si(R 3 ) a (OR 4 ) 3-a  
 
     where 
     X is O or N(R); 
     each R independently of any other is hydrogen or a hydrocarbon radical having 1 to 20 carbon atoms; 
     R 1  and R 2  independently of one another are hydrogen or a hydrocarbon radical having 1 to 20 carbon atoms; 
     R 3  and R 4  independently of one another are a hydrocarbon radical having 1 to 20 carbon atoms; 
     a is 0, 1 or 2, and 
     “*” marks the bond for attachment to the polymer. 
     More preferably R is hydrogen or an alkyl radical which comprises 1 to 4 carbon atoms, where the alkyl radical may be straight-chain or branched. More preferably still R is H, methyl or ethyl, and more preferably still is hydrogen or methyl. 
     With more particular preference R is hydrogen. 
     More preferably R 1  and R 2  are identical. Additionally more preferably R 1  and R 2  are hydrogen or an alkyl radical which comprises 1 to 4 carbon atoms, where the alkyl radical may be straight-chain or branched. More preferably still R 1  and R 2  are H, methyl or ethyl, and more preferably still are hydrogen or methyl. 
     With more particular preference R 1  and R 2  are hydrogen. 
     More preferably R 3  and R 4  are identical. Additionally more preferably R 3  and R 4  are an alkyl radical which comprises 1 to 4 carbon atoms, where the alkyl radial may be straight-chain or branched. More preferably still R 3  and R 4  are methyl or ethyl. 
     With more particular preference R 3  and R 4  are methyl. 
     Preferably a is 1 or 2, more preferably a is 1. 
     An illustrative at least one alpha-silane-terminated organic polymer is a polymer which comprises a multiplicity of end groups of the formula *—O—C(═O)—NH—CH 2 —Si(CH 3 )(OCH 3 ) 2 . 
     The multiplicity of the end groups described in more detail above terminates an organic polymer. The organic polymer is preferably a polyoxyalkylene, a hydrocarbon polymer, a polyurethane, a polyester, a polyamide, a polyacrylate, a polymethacrylate or a polycarbonate. Polyoxyalkylene is preferred. The organic polymer preferably contains no further silane groups beyond the end groups recited above. 
     Preferred polyoxyalkylenes are polypropylenes, having, for example, a number-average molecular weight in the range from 5000 g/mol to 50 000 g/mol, more preferably from 7500 g/mol to 30 000 g/mol, more preferably from 10 000 g/mol to 15 000 g/mol. 
     Component a) has a fraction of 3 wt % to 49 wt %, based on the total weight of the composition. The fraction is preferably 3 to 20 wt %, more preferably 5 to 20 wt %. 
     The reactive hotmelt adhesive composition according to the present invention additionally comprises at least one acrylate resin-based polymer as component b). Accordingly the composition of the invention may comprise one or more, such as two, three or four, acrylate-based polymers. In this case it is clear to the competent skilled person that polymers are not pure compounds, but instead, as a result of their production, occur as a mixture of compounds having a characteristic compound distribution, and therefore “a polymer” is a simplifying representation of this mixture of compounds. Component b) preferably comprises only of one acrylic resin-based polymer. 
     Where component a) as organic polymer is likewise an acrylate resin-based polymer, components a) and b) may be distinguished from one another in that component b) contains no alpha-silane-terminated groups. 
     The acrylate-based polymer is preferably a homoacrylate, a homomethacrylate, a copolymer of at least two different acrylates, a copolymer of at least two different methacrylates or a copolymer of at least one acrylate and at least one methacrylate. 
     The fraction of component b) is 1 wt % to 20 wt %, based on the total weight of the reactive hotmelt adhesive composition of the invention. The fraction is preferably 1 wt % to 10 wt %. More preferably the fraction is 8 wt % to 9 wt %. 
     The purpose of component b) is to achieve sufficient initial adhesion. In this context, more particular preference is given to a copolymer consisting of methyl methacrylate and n-butyl methacrylate. 
     The at least one acrylate resin-based polymer may be crystalline, partially crystalline or amorphous and therefore has a melting point, a melting range (in this case the lower temperature point is regarded as the melting point) or a glass transition temperature. This temperature is situated preferably in a range from 30° C. to 300° C., more preferably in a range from 30° C. to 250° C., more preferably still in a range from 30° C. to 150° C., more preferably still in a range from 30° C. to 80° C., more preferably still in a range from 40° C. to 75° C., more preferably still in a range of 50° C. and 70° C., and more particularly at 60° C. The at least one acrylate resin-based polymer is preferably amorphous, and so in that case the specified temperature values refer to its glass transition temperature. 
     The at least one acrylate resin-based polymer preferably has an average weight-average molar weight in the range from 10 000 g/mol to 150 000 g/mol. More preferred is a range from 25 000 g/mol to 125 000 g/mol, still more preferred a range from 30 000 g/mol to 110 000 g/mol, still more preferred a range from 35 000 g/mol to 100 000 g/mol, still more preferred a range from 40 000 g/mol to 90 000 g/mol, still more preferred a range from 45 000 g/mol to 80 000 g/mol, still more preferred a range from 50 000 g/mol to 70 000 g/mol, and more particularly the average weight-average molar weight is 60 000 g/mol. 
     As component c), the reactive hotmelt adhesive composition comprises at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves. 
     In the context of the present invention, “dissolves at least at 150° C.” refers to the dissolution of solid acrylic resin-based polymer. The dissolving may, however, also take place at a lower temperature. Where the melting point or melting range or the glass transition temperature is below 150° C., “dissolves” refers to the production of a single-phase mixture with the chemical compound. 
     Component c) may comprise one chemical compound or two or more, such as two, three or four, compounds. Advantageously it comprises only one compound. Component c) is different to component a) or b). A compound is to be considered accordingly as component c) if it is capable of dissolving component b) at least at 150° C. in the ambit of its possible fractions as a proportion of the total composition, while being itself in liquid form at least to 100° C. and differing from components a) and b). 
     The fraction of component c) is 1 wt % to 20 wt %, based on the total weight of the reactive hot-applied adhesive composition of the invention. The fraction is preferably 1 wt % to 10 wt %. More preferably the fraction is 6 wt %. 
     The only important factor for the chemical compound, aside from its solvency, is that it is present as a liquid at least at 100° C. Numerous compounds can be used, and the skilled person is capable of finding suitable compounds by simple dissolution tests. Recited below are illustrative compounds which can be used. 
     The at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves may advantageously be a plasticizer. 
     Illustrative plasticizers are known in the prior art. Reference may be made in this context to the examples recited in DIN EN ISO 1043-3 (2017-03). 
     Examples of Plasticizers are Therefore: 
     
       
         
           
               
               
               
             
               
                   
               
             
            
               
                 Alkylsulfonic esters 
                 Diisooctyl maleate 
                 N-butylbenzenesulfonamide 
               
               
                 Butyl O-acetylrinoleate 
                 Diisooctyl phthalate 
                 Nonyl undecyl adipate 
               
               
                 Benzyl butyl phthalate 
                 Diisooctyl sebacate 
                 Nonyl undecyl phthalate 
               
               
                 Butyl cyclohexyl phthalate 
                 Diisooctyl azelate 
                 Octyl decyl adipate 
               
               
                 Butyl nonyl phthalate 
                 Diisopentyl phthalate 
                 Octyl decyl phthalate 
               
               
                 Benzyl octyl adipate 
                 Di-2-methyloxyethyl phthalate 
                 N octyl decyl trimellitate 
               
               
                 Butyl octyl phthalate 
                 Dimethyl phthalate 
                 Liquid paraffin 
               
               
                 Butyl stearate 
                 Dimethyl sebacate 
                 Polypropylene_adipate 
               
               
                 Dibutyl adipate 
                 Dinonyl fumarate 
                 Polypropylene_sebacate 
               
               
                 Di-2-butoxy ethyl phthalate 
                 Dinonyl maleate 
                 Sucrose octaacetate 
               
               
                 Dibutyl fumarate 
                 Di-n-octyl phthalate 
                 Tributyl O-acetylcitrate 
               
               
                 Dibutyl maleate 
                 Dinonyl phthalate 
                 Tri-2-butoxy ethyl phosphate 
               
               
                 Dibutyl phthalate 
                 Dinonyl sebacate 
                 Tributyl phosphate 
               
               
                 Dibutyl sebacate 
                 Dioctyl adipate 
                 Trichloroethyl phosphate 
               
               
                 Dibutyl azelate 
                 Dioctyl isophthalate 
                 Tricresyl phosphate 
               
               
                 Dicyclohexyl phthalate 
                 Dioctyl phthalate 
                 Tri-2,3-dibromopropyl phosphate 
               
               
                 Dicapryl phthalate 
                 Dioctyl sebacate 
                 Tri-2,3-dichloropropyl phosphate 
               
               
                 Didecyl phthalate 
                 Dioctyl terephthalate 
                 Triethyl o-acetylcitrate 
               
               
                 Diethylene glycol dibenzoate 
                 Dioctyl azelate 
                 Tetrahydrofurfuryl oleate 
               
               
                 Diethyl phthalate 
                 Diphenyl cresyl phosphate 
                 Triheptyl trimellitate 
               
               
                 Diheptyl phthalate 
                 Di-propylene glycol dibenzoate 
                 Triisooctyl trimellitate 
               
               
                 Dihexyl phthalate 
                 Diphenyl octyl phosphate 
                 Trioctyl phosphate 
               
               
                 Diisobutyl adipate 
                 Diphenyl phthalate 
                 Tetraoctyl pyromellitate 
               
               
                 Diisobutyl maleate 
                 Diisotridecyl phthalate 
                 Trioctyl trimellitate 
               
               
                 Diisobutyl phthalate 
                 Diundecyl phthalate 
                 Triphenyl phosphate 
               
               
                 Diisodecyl adipate 
                 Epoxidized Linseed oil 
                 Trixylylene phosphate 
               
               
                 Diisodecyl phthalate 
                 Epoxidized soyabean oil 
                 Diisononylester 1,2- 
               
               
                   
                   
                 cyclohexanedicarboxlate 
               
               
                 Diisoheptyl phthalate 
                 Glycerol_triacetate 
                 Isodecyl benzoate 
               
               
                 Diisohexyl phthalate 
                 Heptyl nonyl undecyl adipate 
               
               
                 Diisononyl adipate 
                 Heptyl nonyl undecyl phthalate 
               
               
                 Diisononyl phthalate 
                 Hexyl octyl decyl adipate 
               
               
                 Diisooctyl adipate 
                 Hexyl octyl decyl phthalate 
               
               
                   
               
            
           
         
       
     
     Such plasticizers are available commercially. An illustrative instance is Hexamoll® DINCH from BASF SE, Ludwigshafen (DE). Preference is given to diisononyl 1,2-cyclohexanedicarboxylate or isodecyl benzoate. 
     It is also possible for the at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves to be a polyalkylene glycol. Preferred polyalkylene glycols are polyethylene glycol and polypropylene glycol, more preferably polypropylene glycol. The polyalkylene glycol preferably has a number-average molecular weight in the range from 500 g/mol to 5000 g/mol, more preferably in the range from 750 g/mol to 4000 g/mol, more preferably in the range from 1000 g/mol to 3000 g/mol, and more particularly the number-average molecular weight is 2000 g/mol. 
     It is also possible for the at least one chemical compound which is liquid at least at 100° C. and in which at least at 150° C. the at least one acrylate resin-based polymer dissolves to be an alkoxysilane. Alkoxysilanes are available commercially. An example that may be given is the one with the trade designation Tegopac® from Evonik Industries AG, Essen (DE). This is a binder with pendently crosslinking ethoxysilanes. 
     The reactive hotmelt adhesive composition of the invention additionally comprises a component d) which comprises at least one low molecular mass silane which comprises a primary or secondary, preferably a primary, amino group or a blocked amino group which hydrolyses to the primary or secondary amino group. Component d) may therefore comprise one or more, such as two, three or four, such silanes. Preferably component d) consists only of one component. Component d) is different to components a) to c) and is therefore only considered as component d) if it cannot be interrupted as one of components a) to c). 
     The at least one low molecular mass silane of component d) comprises a primary amino group —NH 2 . This amino group may be part of a functional group, such as an amide group —C(═O)NH 2 , for example, or may be a primary amine in the narrower sense. Advantageously it is an amine. Low molecular mass silanes which comprise a secondary amino group may also be used. It is also possible to use blocked amino silanes. In this case the blocked amino group hydrolyses to the primary or secondary amino group, preferably to the primary amino group. An example would be ((triethoxysilyl)propyl)methylisobutylimine, which is sold under the trade designation VPS 1262 by Evonik (DE). Here as well the amino group may be part of a functional group or is an amino group, which is preferred. It is of course possible for there to be two or more primary amino groups present, more particularly two or more primary amino groups, two or more secondary amino groups, and at least one primary and at least one secondary amino group present. Instead of the primary or secondary amino group it is possible of course for their blocked form to be present. Preference, however, is given to a primary or secondary, more preferably a primary, amino group. 
     Advantageous low molecular mass silanes have a molecular weight in the range from 100 g/mol to 500 g/mol. 
     Preferred low molecular mass silanes are described in DE 10 2012 200790 A1. Preferred low molecular mass silanes, accordingly, are those comprising units of the formula 
       DSi(OR 7′ ) g′ R 8′   (3-g′) (IX), in which 
     R 7′  may be identical or different and is hydrogen atom or optionally substituted hydrocarbon radicals, 
     D may be identical or different and is a monovalent, SiC-bonded radical with basic nitrogen of a primary, or secondary or blocked amino group, 
     R 8′  may be identical or different and is a monovalent, optionally substituted SiC-bonded organic radical free from basic nitrogen, 
     g′ is 1, 2 or 3, preferably 2 or 3. 
     Examples of optionally substituted hydrocarbon radicals R 7′  are the examples indicated below for radical R 3′ . 
     The radicals R 7′  are preferably hydrogen atom and optionally halogen-atom-substituted hydrocarbon radicals having 1 to 18 carbon atoms, more preferably hydrogen atom and hydrocarbon radicals having 1 to 10 carbon atoms, more particularly methyl and ethyl radical. 
     Examples of radical R 8′  are the examples indicated below for R 3′ . 
     Radical R 8′  preferably comprises optionally halogen-atom-substituted hydrocarbon radicals having 1 to 18 carbon atoms, more preferably hydrocarbon radicals having 1 to 5 carbon atoms, more particularly the methyl radical. 
     Examples of radicals D are radicals of the formulae H 2 N(CH 2 ) 3 —, H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —, H 2 N(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 —, H 3 CNH(CH 2 ) 3 —, C 2 H 5 NH(CH 2 ) 3 —, C 3 H 7 NH(CH 2 ) 3 —, C 4 H 9 NH(CH 2 ) 3 —, C 5 H 11 NH(CH 2 ) 3 —, C 6 H 13 NH(CH 2 ) 3 —, C 7 H 15 NH(CH 2 ) 3 —, H 2 N(CH 2 ) 4 —, H 2 N—CH 2 —CH(CH 3 )—CH 2 —, H 2 N(CH 2 ) 5 —, cyclo-O 5 H 9 NH(CH 2 ) 3 —, cyclo-C 6 H 11 NH(CH 2 ) 3 —, phenyl-NH(CH 2 ) 3 —, (CH 3 ) 2 N(CH 2 ) 3 —, (C 2 H 5 ) 2 N(CH 2 ) 3 —, (C 3 H 7 ) 2 NH(CH 2 ) 3 —, (C 4 H 9 ) 2 NH(CH 2 ) 3 —, (C 5 R 11 ) 2 NH(CH 2 ) 3 —, (C 6 H 13 ) 2 NH(CH 2 ) 3 —, (C 7 H 15 ) 2 NH(CH 2 ) 3 —, H 2 N(CH 2 )—, H 2 N(CH 2 ) 2 NH(CH 2 )—, H 2 N(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 )—, H 3 CNH(CH 2 )—, C 2 H 5 NH(CH 2 )—, C 3 H 7 NH(CH 2 )—, C 4 H 9 NH(CH 2 )—, C 5 H 11 NH(CH 2 )—, C 6 H 13 NH(CH 2 )—, C 7 H 15 NH(CH 2 )—, cyclo-O 5 H 9 NH(CH 2 )—, cyclo-C 6 H 11 NH(CH 2 )—, phenyl-NH(CH 2 )—, (CH 3 ) 2 N(CH 2 )—, (C 2 H 5 ) 2 N(CH 2 )—, (C 3 H 7 ) 2 NH(CH 2 )—, (C 4 H 9 ) 2 NH(CH 2 )—, (C 5 H 11 ) 2 NH(CH 2 )—, (C 6 H 13 ) 2 NH(CH 2 )—, (C 7 H 15 ) 2 NH(CH 2 )—, (CH 3 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 —, (C 2 H 5 O) 3 Si(CH 2 ) 3 NH(CH 2 ) 3 —, (CH 3 O) 2 (CH 3 )Si(CH 2 ) 3 NH(CH 2 ) 3 — and (C 2 H 5 O) 2 (CH 3 )Si(CH 2 ) 3 NH(CH 2 ) 3 — and also reaction products of the above-stated primary amino groups with compounds containing epoxide groups or double bonds that are reactive toward primary amino groups (blocked amino groups). 
     Examples of the silanes of the formula (IX) are H 2 N(CH 2 ) 3 —Si(OCH 3 ) 3 , H 2 N(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , H 2 N(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , H 2 N(CH 2 ) 3 —Si(OC 2 H 5 ) 2 CH 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 2 CH 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OH) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OH) 2 CH 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 Si—(OCH 3 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 2 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 Si—(OCH 3 ) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 2 CH 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OH) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OH) 2 CH 3 , phenyl-NH(CH 2 ) 3 —Si(OCH 3 ) 3 , phenyl-NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , phenyl-NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , phenyl-NH(CH 2 ) 3 —Si(OC 2 H 5 ) 2 CH 3 , phenyl-NH(CH 2 ) 3 —Si(OH) 3 , phenyl-NH(CH 2 ) 3 —Si(OH) 2 CH 3 , HN((CH 2 ) 3 —Si(OCH 3 ) 3 ) 2 , HN((CH 2 ) 3 —Si(OC 2 H 5 ) 3 ) 2 HN((CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 ) 2 , HN((CH 2 ) 3 —Si(OC 2 H 5 ) 2 CH 3 ) 2 , cyclo-C 6 H 11 NH(CH 2 )—Si(OCH 3 ) 3 , cyclo-C 6 H 11 NH(CH 2 )—Si(OC 2 H 5 ) 3 , cyclo-C 6 H 11 NH(CH 2 )—Si(OCH 3 ) 2 CH 3 , cyclo-C 6 H 11 NH(CH 2 )—Si(OC 2 H 5 ) 2 CH 3 , cyclo-C 6 H NH(CH 2 )—Si(OH) 3 , cyclo-C 6 H 11 NH(CH 2 )—Si(OH) 2 CH 3 , phenyl-NH(CH 2 )—Si(OCH 3 ) 3 , phenyl-NH(CH 2 )—Si(OC 2 H 5 ) 3 , phenyl-NH(CH 2 )—Si(OCH 3 ) 2 CH 3 , phenyl-NH(CH 2 )—Si(OC 2 H 5 ) 2 CH 3 , phenyl-NH(CH 2 )—Si(OH) 3  and phenyl-NH(CH 2 )—Si(OH) 2 CH 3  and also partial hydrolysates thereof, where H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OCH 3 ) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OC 2 H 5 ) 3  and cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3  and also in each case their partial hydrolysates are preferred, and H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 3 , H 2 N(CH 2 ) 2 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OCH 3 ) 3 , cyclo-C 6 H 11 NH(CH 2 ) 3 —Si(OCH 3 ) 2 CH 3  and also in each case their partial hydrolysates are particularly preferred. 
     Particularly preferred examples are also N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-(2-aminoethylamino)propyltriethoxysilane, N-(2-aminoethyl)-3-aminopropyldimethoxysilane, or 3-ureidopropyltrimethoxysilane. Especially preferred is 3-aminopropyltrimethoxysilane. 
     The fraction of component d) is 0.001 wt % to 5 wt %, based on the total weight of the hotmelt adhesive composition of the invention. The fraction is preferably 0.001 wt % to 1 wt %. With additional preference the fraction is 0.2 wt %. 
     Besides the above-recited components a) to d), the hot-applied adhesive composition of the invention may comprise additional components. 
     Hence the hot-applied adhesive composition of the invention may comprise at least one silicone resin, such as a phenyl silicone resin. Silicone resins are described for example in DE 10 2013 213 835 A1. A silicone resin is considered an additional component in the context of the present invention if it is not already one of the components designated above. 
     Possible silicone resins according to DE 10 2013 213 835 A1 accordingly comprise units of the formula 
       R 3′   c′ (R 4′ O) d′ R 5′   e′ SiO (4-c′-d′-e′)/2   (II), where
 
     R 3′  may be identical or different and is hydrogen atom, a monovalent, SiC-bonded, optionally substituted aliphatic hydrocarbon radical or a divalent, optionally substituted, aliphatic hydrocarbon radical which bridges two units of the formula (II), 
     R 4′  may be identical or different and is hydrogen atom or a monovalent, optionally substituted hydrocarbon radical, 
     R 5′  may be identical or different and is a monovalent, SiC-bonded, optionally substituted aromatic hydrocarbon radical, 
     c′ is 0, 1, 2 or 3, 
     d′ is 0, 1, 2 or 3, preferably 0, 1 or 2, more preferably 0 or 1, and 
     e′ is 0, 1 or 2, preferably 0 or 1, 
     with the proviso that the sum of c′+d′+e′ is less than or equal to 3, e′ is other than 0 in at least one unit, and in at least 40% of the units of the formula (II) the sum c′+e′ is 0 or 1. 
     Suitable silicone resins consist preferably to an extent of at least 90 wt % of units of the formula (II), more preferably exclusively of units of the formula (II). 
     Examples of radicals R 3′  are alkyl radicals, such as the methyl, ethyl, n-propyl, isopropyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-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, isooctyl 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 the cyclopentyl, cyclohexyl, cycloheptyl radical and methylcyclohexyl radicals; alkenyl radicals, such as the vinyl, 1-propenyl and the 2-propenyl radical; aryl radicals, such as the phenyl, naphthyl, anthryl and phenanthryl radical; alkaryl radicals, such as o-, m-, p-tolyl radicals; such as xylyl radicals and ethylphenyl radicals; and aralkyl radicals, such as the benzyl radical, the o and the ß-phenylethyl radical. 
     Examples of substituted radicals R 3′  are haloalkyl radicals, such as the 3,3,3-trifluoro-n-propyl radical, the 2,2,2,2′,2′,2′-hexafluoroisopropyl radical and the heptafluoroisopropyl radical, and haloaryl radicals, such as the o-, m- and p-chlorophenyl radical. 
     Radical R 3′  preferably comprises optionally halogen-atom-substituted, monovalent hydrocarbon radicals having 1 to 6 carbon atoms, more preferably alkyl radicals having 1 or 2 carbon atoms, more particularly the methyl radical. The radical R 3′  may alternatively comprise divalent aliphatic radicals which join two silyl groups of the formula (II) to one another, such as, for example, alkylene radicals having 1 to 10 carbon atoms, such as, for instance, methylene, ethylene, propylene or butylene radicals. 
     Preferably, however, radical R 3′  comprises optionally halogen-atom-substituted, monovalent, SiC-bonded, aliphatic hydrocarbon radicals having 1 to 18 carbon atoms, more preferably aliphatic hydrocarbon radicals having 1 to 6 carbon atoms, more particularly the methyl radical. 
     Examples of radical R 4′  are hydrogen atom or the examples specified for radical R 3′ . 
     Radical R 4′  preferably comprises a hydrogen atom or optionally halogen-atom-substituted alkyl radicals having 1 to 10 carbon atoms, more preferably alkyl radicals having 1 to 4 carbon atoms, more particularly the methyl and ethyl radical. 
     Examples of radicals R 5′  are the aromatic radicals specified above for R 3′ . 
     Radical R 5′  preferably comprises optionally halogen-atom-substituted, SiC-bonded aromatic hydrocarbon radicals having 1 to 18 carbon atoms, such as, for example, ethylphenyl, tolyl, xylyl, chlorophenyl, naphthyl or styryl radicals, more preferably the phenyl radical. 
     Preference is given to using silicone resins in which at least 90% of all the radicals R 3′  are methyl radical, at least 90% of all the radicals R 4′  are methyl, ethyl, propyl or isopropyl radical, and at least 90% of all the radicals R 5′  are phenyl radical. 
     Preferred silicone resins are those which comprise at least 40%, more preferably at least 60%, of units of the formula (II) in which c′ is 0, based in each case on the total number of units of the formula (II). 
     Preferred silicone resins used are those which, based in each case on the total number of units of the formula (II), comprise at least 70%, more preferably at least 80% of units of the formula (II) in which d′ has the value of 0 or 1. 
     Preferred silicone resins used are those which, based in each case on the total number of units of the formula (II) comprise at least 20%, more preferably at least 40%, of units of the formula (II) in which e′ has the value of 1. Silicone resins may be used which comprise exclusively units of the formula (II) in which e′ is 1, but more preferably at least 10%, more preferably at least 20%, at most 60%, more preferably at most 80%, of the units of the formula (II) have an e′ of 0. 
     Preferred silicone resins used are those which, based in each case on the total number of units of the formula (II), comprise at least 50%, more preferably at least 70%, more particularly at least 80% of units of the formula (II) in which the sum c′+e′ is 1. 
     One particularly preferred embodiment of the invention uses silicone resins which, based in each case on the total number of units of the formula (II), comprise at least 20%, more preferably at least 40%, of units of the formula (II) in which e′ has a value of 1 and c′ has a value of 0. Preferably in this case at most 40%, more preferably at most 70%, of all the units of the formula (II) have a d′ other than 0. 
     An additional particularly preferred embodiment of the invention uses silicone resins which, based in each case on the total number of units of the formula (II), comprise at least 20%, more preferably at least 40%, of units of the formula (II) in which e′ has a value of 1 and c′ has a value of 0 and which also comprise at least 1%, preferably at least 10%, of units of the formula (II) in which c′ is 1 or 2, preferably 1, and e′ is 0. 
     Examples of the silicone resins are organopolysiloxane resins which consist substantially, preferably exclusively, of (Q) units of the formulae SiO 4/2 , Si(OR 4′ )O 3/2 , Si(OR 4′ ) 2 O 2/2  and Si(OR 4′ ) 3 O 1/2 , (T) units of the formulae PhSiO 3/2 , PhSi(OR 4′ )O 2/2 , PhSi(OR 4′ ) 2 O 1/2 , MeSiO 3/2 , MeSi(OR 4′ )O 2/2  and MeSi(OR 4′ ) 2 O 1/2 , (D) units of the formulae Me 2 SiO 2/2 , Me 2 Si(OR 4′ )O 1/2 , Ph 2 SiO 2/2  and Ph 2 Si(OR 4′ )O 1/2 , MePhSiO 2/2  and MePhSi(OR 4′ )O 1/2 , and (M) units of the formula Me 3 SiO 1/2 , where Me is a methyl radical, Ph is a phenyl radical and R 4′  is hydrogen atom or optionally halogen-atom-substituted alkyl radicals having 1 to 10 carbon atoms, more preferably hydrogen atom or alkyl radicals having 1 to 4 carbon atoms, with the resin containing, per mole of (T) units, 0-2 mol of (Q) units, 0-2 mol of (D) units, and 0-2 mol of (M) units. 
     Preferred examples of silicone resins are organopolysiloxane resins which consist substantially, preferably exclusively, of T units of the formulae PhSiO 3/2 , PhSi(OR 4′ )O 2/2  and PhSi(OR 4′ ) 2 O 1/2 , T units of the formulae MeSiO 3/2 , MeSi(OR 4′ )O 2/2  and MeSi(OR 4′ ) 2 O 1/2 , and D units of the formulae Me 2 SiO 2/2  and Me 2 Si(OR 4 )O 1/2 , where Me is a methyl radical, Ph is a phenyl radical and R 4′  is a hydrogen atom or optionally halogen-atom-substituted alkyl radicals having 1 to 10 carbon atoms, more preferably hydrogen atom or alkyl radicals having 1 to 4 carbon atoms, with a molar ratio of (T) to (D) units of 0.5 to 2.0. 
     Among these examples, particularly preferred silicone resins are those whose units of the formula (II) are formed to an extent of at least 50%, preferably at least 70%, more particularly at least 85% of T units of the formulae PhSiO 3/2 , PhSi(OR 4′ )O 2/2 , PhSi(OR 4′ ) 2 O 1/2 , Me SiO 3/2 , MeSi(OR 4′ )O 2/2  and MeSi(OR 4′ ) 2 O 1/2 , with these silicone resins comprising at least 30%, preferably at least 40%, more particularly at least 50% of T units of the formulae PhSiO 3/2 , PhSi(OR 4′ )O 2/2  and PhSi(OR 4′ ) 2 O 1/2  and at least 10%, preferably at least 15%, more particularly at least 20% of T units of MeSiO 3/2 , MeSi(OR 4′ )O 2/2  and MeSi(OR 4′ ) 2 O 1/2 . 
     The silicone resins preferably possess an average molar mass (number average) Mn of at least 500 g/mol and more preferably at least 600 g/mol. The average molar mass Mn is preferably at most 400 000 g/mol, more preferably at most 100 000 g/mol, more particularly at most 50 000 g/mol. 
     Such silicone resins at 23° C. and 1000 hPa may be either solid or liquid, with silicone resins preferably being liquid. 
     The silicone resins are commercially customary products (for example, Silres® IC 368 from Wacker Chemie (DE)), or they may be produced by methods common in silicon chemistry. 
     Additionally the reactive hotmelt adhesive composition according to the present invention may further comprise at least one tackifying polymer (tackifier). The fraction is advantageously 10 wt % to 40 wt %, based on the total weight of the composition. 
     Additionally the reactive hotmelt adhesive composition according to the present invention may further comprise at least one filler. Advantageously, the fraction thereof is 10 wt % to 40 wt %, based on the total weight of the composition. Illustrative fillers are calcium carbonate, as for example chalk or α-alumina, such as high-grade α-alumina. Through the use of filler it is possible to prevent or reduce the stringing when the adhesive composition is being processed. 
     The reactive hotmelt adhesive compositions of the invention can be used to realize high levels of filling, and this may be advantageous in a variety of applications. Examples that may be given here include applications which require high thermal conductivity or have particular requirements in relation to the fire behavior. 
     A further aspect of the present invention is a process for producing a reactive hotmelt adhesive composition according to the present invention, said process comprising steps a) to d). 
     Here in a first step (a) at least one acrylate resin-based polymer is added to at least one chemical compound which at least at 100° C. is liquid and at which at least at 150° C. the at least one acrylate resin-based polymer dissolves. 
     The at least one acrylic resin-based polymer may also be added to a mixture which comprises the at least one chemical compound. 
     The addition is made at a temperature in the range from 130° C. to 170° C., preferably in the range from 140° C. to 160° C., more particularly at 150° C. 
     It is additionally possible to add a tackifying polymer in step (a). 
     In a next step (b) the mixture is cooled to a temperature in the range from 80° C. to 120° C. 
     This is followed as step (c) by the addition of at least one alpha-silane-terminated organic polymer to the cooled mixture. 
     Lastly, in step (d), at least one low molecular mass silane is added which comprises at least one primary or secondary, preferably primary, amino group or a blocked amino group which hydrolyses to the primary or secondary amino group, to give a reactive hotmelt adhesive composition according to the present invention. 
     In step (c) additionally at least one filler may be added. Steps (c) and (d) preferably take place in succession such that degassing can be carried out between the steps. 
     The reactive hotmelt adhesive composition of the invention is roll-stable and therefore amenable to application via rolls. The reactive hotmelt adhesive composition of the invention is particularly suitable, accordingly, for a process for surface lamination in which the reactive hotmelt adhesive composition according to the present invention is applied to a substrate by means of an applicator roll. 
     Surprisingly it has been found that the application can be cleaned by means of a roll applicator machine even when the period of roll stability has been exceeded, i.e., when the binder on processing exhibits marked stringing which defines the applied impression. 
     A further subject of the present invention, accordingly, is the use of a reactive hotmelt composition of the invention for roll application. 
     Advantageous applications of the reactive hotmelt adhesive compositions of the invention come about as a result of their good adhesion, including initial adhesion. Even where there is no roll application, as for example in the case of use in window profile cladding, the advantageous properties set out below are apparent. Other applications are those where improved thermal conductivity can be achieved. Mention may also be made of applications associated with improved fire behavior. 
     Advantages apparent include, in particular, the following:
         absence of isocyanate,   good adhesion spectrum, particularly on metals, glass and other materials   no foaming due to CO 2  formation.       

     The present invention is elucidated in more detail with the examples below, with the invention not being confined to these working examples. 
     EXAMPLE 
     Example 1 
     60 g of DINCH, 344 g of DERTOPHENE T, 7 g of MODAREZ MFP L and 7 g of IRGANOX 1135 were mixed under reduced pressure (50 mbar) at 150° C. in a planetary mixer with butterfly stirrer. Subsequently in portions 80 g of ELVACITE 2016 were added and the mixture was stirred until it was homogeneous. The solution was cooled to 100° C. and 200 g of GENIOSIL XB 502 were added, 300 g of CALCIT MX 30 were dispersed, and the mixture was deaerated under reduced pressure at 50 mbar for 10 minutes. Lastly 2 g of GENIOSIL GF 96 were stirred in and the mixture was stirred for a further two minutes (see table 1). 
     
       
         
           
               
             
               
                 TABLE 1 
               
             
            
               
                   
               
               
                 Raw materials used and their quantities 
               
            
           
           
               
               
               
               
            
               
                 Raw material 
                 Manufacturer 
                 Chemical description 
                 Amount 
               
               
                   
               
            
           
           
               
               
               
               
               
            
               
                 HEXAMOLL DINCH 
                 BASF 
                 Plasticizer c) 
                 60 
                 g 
               
               
                 DERTOPHENE T 
                 LES DERIVES RESINIQUES 
                 Terpene-phenolic 
                 344 
                 g 
               
               
                   
                 ET TERPENIQUES (DRT) 
                 resin 
               
               
                 MODAREZ MFP L 
                 SYNTHRON 
                 Flow aid 
                 7 
                 g 
               
               
                 IRGANOX 1135 
                 BASF 
                 Antioxidant 
                 7 
                 g 
               
               
                 ELVACITE 2016 
                 Luctide International 
                 Acrylic resin b) 
                 80 
                 g 
               
               
                 GENIOSIL XB 502 
                 Wacker 
                 α-silane term. 
                 200 
                 g 
               
               
                   
                   
                 polyether a) 
               
               
                 CALCIT MX 30 
                 SH MINERALS GMBH 
                 Filler 
                 300 
                 g 
               
               
                 GENIOSIL GF 96 
                 Wacker 
                 Aminosilane d) 
                 2 
                 g 
               
               
                   
               
            
           
         
       
     
     The physicochemical properties of the resulting formulation may be summarized as follows: viscosity (100° C., at 3.4 s −1 ): 10 Pa·s. 
     Example 2 
     60 g of Desmophen 2061 BD (polypropylene glycol 2000), 344 g of DERTOPHENE T, 7 g of MODAREZ MFP L and 7 g of IRGANOX 1135 were mixed under reduced pressure (50 mbar) at 150° C. in a planetary mixer with butterfly stirrer. Subsequently in portions 80 g of ELVACITE 2016 were added and the mixture was stirred until it was homogeneous. The solution was cooled to 100° C. and 200 g of GENIOSIL XB 502 were added, 300 g of CALCIT MX 30 were dispersed, and the mixture was deaerated under reduced pressure at 50 mbar for 10 minutes. Lastly 2 g of GENIOSIL GF 96 were stirred in and the mixture was stirred for a further two minutes (see table 2a). 
     
       
         
           
               
             
               
                 TABLE 2a 
               
             
            
               
                   
               
               
                 Raw materials used and their quantities 
               
            
           
           
               
               
               
               
            
               
                 Raw material 
                 Manufacturer 
                 Chemical description 
                 Amount 
               
               
                   
               
            
           
           
               
               
               
               
               
            
               
                 Desmophen 2061 BD 
                 COVESTRO 
                 PPG 2000 c) 
                 60 
                 g 
               
               
                 DERTOPHENE T 
                 LES DERIVES RESINIQUES 
                 Terpene-phenolic 
                 344 
                 g 
               
               
                   
                 ET TERPENIQUES (DRT) 
                 resin 
               
               
                 MODAREZ MFP L 
                 SYNTHRON 
                 Flow aid 
                 7 
                 g 
               
               
                 IRGANOX 1135 
                 BASF 
                 Antioxidant 
                 7 
                 g 
               
               
                 ELVACITE 2016 
                 Luctide International 
                 Acrylic resin b) 
                 80 
                 g 
               
               
                 GENIOSIL XB 502 
                 Wacker 
                 α-silane term. 
                 200 
                 g 
               
               
                   
                   
                 polyether a) 
               
               
                 CALCIT MX 30 
                 SH MINERALS GMBH 
                 Filler 
                 300 
                 g 
               
               
                 GENIOSIL GF 96 
                 Wacker 
                 Aminosilane d) 
                 2 
                 g 
               
               
                   
               
            
           
         
       
     
     The physicochemical properties of the resulting formulation may be summarized as follows: viscosity (100° C., at 3.4 s −1 ): 10 Pa·s. The construction of the lap shear strength with the resulting formulation is summarized in table 2b. 
     
       
         
           
               
             
               
                 TABLE 2b 
               
             
            
               
                   
               
               
                 Lap shear strength (layer thickness 0.25 mm) in MPa between 
               
               
                 beech (substrate 1) and various substrates (substrate 2) after 
               
               
                 a cure time of 7, 14 and 28 days at 20° C. and 50% RH. 
               
            
           
           
               
               
            
               
                   
                 Cure time [days] 
               
            
           
           
               
               
               
               
               
            
               
                   
                 Substrate 2 
                 7 
                 14 
                 28 
               
               
                   
                   
               
               
                   
                 PVC 
                 1.9 
                 3.2 
                 3.4 
               
               
                   
                 ABS 
                 1.9 
                 3.6 
                 4.5 
               
               
                   
                 PC 
                 2.7 
                 3.5 
                 4.4 
               
               
                   
                 PMMA 
                 2.0 
                 3.4 
                 4.6 
               
               
                   
                 GRP epoxy 
                 2.4 
                 3.3 
                 5.4 
               
               
                   
                 GRP polyester 
                 2.3 
                 2.9 
                 4.6 
               
               
                   
                 PU 
                 0.4 
                 0.3 
                 0.6 
               
               
                   
                 PA 6.6 
                 2.4 
                 2.8 
                 4.4 
               
               
                   
                 EPDM 
                 0.6 
                 0.6 
                 0.4 
               
               
                   
                 Steel 
                 1.2 
                 2.5 
                 3.8 
               
               
                   
                 Hot dip galv. steel 
                 2.1 
                 3.2 
                 3.8 
               
               
                   
                 elektrolyt. galv. steel 
                 1.9 
                 3.2 
                 3.2 
               
               
                   
                 Brass 
                 1.8 
                 2.8 
                 4.0 
               
               
                   
                 Copper 
                 1.7 
                 3.3 
                 4.0 
               
               
                   
                 Aluminum 
                 2.3 
                 2.7 
                 4.9 
               
               
                   
                 Stainless steel 
                 1.5 
                 2.9 
                 3.7 
               
               
                   
                   
               
            
           
         
       
     
     Example 3 
     60 g of Jayflex MB10 (Isodecylbenzoate), 344 g of DERTOPHENE T, 7 g of MODAREZ MFP L and 7 g of IRGANOX 1135 were mixed under reduced pressure (50 mbar) at 150° C. in a planetary mixer with butterfly stirrer. Subsequently in portions 80 g of ELVACITE 2016 were added and the mixture was stirred until it was homogeneous. The solution was cooled to 100° C. and 200 g of GENIOSIL XB 502 were added, 300 g of CALCIT MX 30 were dispersed, and the mixture was deaerated under reduced pressure at 50 mbar for 10 minutes. Lastly 2 g of GENIOSIL GF 96 were stirred in and the mixture was stirred for a further two minutes (see table 3). 
     
       
         
           
               
             
               
                 TABLE 3 
               
             
            
               
                   
               
               
                 Raw materials used and their quantities 
               
            
           
           
               
               
               
               
            
               
                 Raw material 
                 Manufacturer 
                 Chemical description 
                 Amount 
               
               
                   
               
            
           
           
               
               
               
               
               
            
               
                 Jayflex MB 10 
                 Krahn Chemie GmbH 
                 Isodecylbenzoate c) 
                 60 
                 g 
               
               
                 DERTOPHENE T 
                 LES DERIVES RESINIQUES 
                 Terpene-phenolic 
                 344 
                 g 
               
               
                   
                 ET TERPENIQUES (DRT) 
                 resin 
               
               
                 MODAREZ MFP L 
                 SYNTHRON 
                 Flow aid 
                 7 
                 g 
               
               
                 IRGANOX 1135 
                 BASF 
                 Antioxidant 
                 7 
                 g 
               
               
                 ELVACITE 2016 
                 Luctide International 
                 Acrylic resin b) 
                 80 
                 g 
               
               
                 GENIOSIL XB 502 
                 Wacker 
                 α-silane term. 
                 200 
                 g 
               
               
                   
                   
                 polyether a) 
               
               
                 CALCIT MX 30 
                 SH MINERALS GMBH 
                 Filler 
                 300 
                 g 
               
               
                 GENIOSIL GF 96 
                 Wacker 
                 Aminosilane d) 
                 2 
                 g 
               
               
                   
               
            
           
         
       
     
     The physicochemical properties of the resulting formulation may be summarized as follows: viscosity (100° C., at 3.4 s −1 ): 10 Pa·s. 
     Example 4 
     60 g of TEGOPAC BOND 251, 344 g of DERTOPHENE T, 7 g of MODAREZ MFP L and 7 g of IRGANOX 1135 were mixed under reduced pressure (50 mbar) at 150° C. in a planetary mixer with butterfly stirrer. Subsequently in portions 80 g of ELVACITE 2016 were added and the mixture was stirred until it was homogeneous. The solution was cooled to 100° C. and 200 g of GENIOSIL XB 502 were added, 300 g of CALCIT MX 30 were dispersed, and the mixture was deaerated under reduced pressure at 50 mbar for 10 minutes. Lastly 2 g of GENIOSIL GF 96 were stirred in and the mixture was stirred for a further two minutes (see table 4). 
     
       
         
           
               
             
               
                 TABLE 4 
               
             
            
               
                   
               
               
                 Raw materials used and their quantities 
               
            
           
           
               
               
               
               
            
               
                 Raw material 
                 Manufacturer 
                 Chemical description 
                 Amount 
               
               
                   
               
            
           
           
               
               
               
               
               
            
               
                 TEGOPAC 
                 Evonik 
                 Alkoxysilane c) 
                 60 
                 g 
               
               
                 BOND 251 
               
               
                 DERTOPHENE T 
                 LES DERIVES RESINIQUES 
                 Terpene-phenolic 
                 344 
                 g 
               
               
                   
                 ET TERPENIQUES (DRT) 
                 resin 
               
               
                 MODAREZ MFP L 
                 SYNTHRON 
                 Flow aid 
                 7 
                 g 
               
               
                 IRGANOX 1135 
                 BASF 
                 Antioxidant 
                 7 
                 g 
               
               
                 ELVACITE 2016 
                 Luctide International 
                 Acrylic resin b) 
                 80 
                 g 
               
               
                 GENIOSIL XB 502 
                 Wacker 
                 α-silane term. 
                 200 
                 g 
               
               
                   
                   
                 polyether a) 
               
               
                 CALCIT MX 30 
                 SH MINERALS GMBH 
                 Filler 
                 300 
                 g 
               
               
                 GENIOSIL GF 96 
                 Wacker 
                 Aminosilane d) 
                 2 
                 g 
               
               
                   
               
            
           
         
       
     
     The physicochemical properties of the resulting formulation may be summarized as follows: viscosity (100° C., at 3.4 s −1 ): 10 Pa·s. 
     Example 5 
     60 g of TEGOPAC BOND 251, 344 g of DERTOPHENE T, 7 g of MODAREZ MFP L and 7 g of IRGANOX 1135 were mixed under reduced pressure (50 mbar) at 150° C. in a planetary mixer with butterfly stirrer. Subsequently in portions 80 g of ELVACITE 2016 were added and the mixture was stirred until it was homogeneous. The solution was cooled to 100° C. and 200 g of GENIOSIL XB 502 were added. Dispersed into this mixture respectively were 250 g of Edelkorund F 1200 and 250 g Edelkorund Fepa Nr. F 220, and the mixture was deaerated under reduced pressure at 50 mbar for 10 minutes. Lastly 2 g of GENIOSIL GF 96 were stirred in and the mixture was stirred for a further two minutes (see table 5). 
     
       
         
           
               
             
               
                 TABLE 5 
               
             
            
               
                   
               
               
                 Raw materials used and their quantities 
               
            
           
           
               
               
               
               
            
               
                 Raw material 
                 Manufacturer 
                 Chemical description 
                 Amount 
               
               
                   
               
            
           
           
               
               
               
               
               
            
               
                 TEGOPAC 
                 Evonik 
                 Alkoxysilane c) 
                 60 
                 g 
               
               
                 BOND 251 
               
               
                 SYLVARES 525 
                 Arizona Chemical B.V. 
                 Tackifier 
                 144 
                 g 
               
               
                 MODAREZ MFP L 
                 SYNTHRON 
                 Flow aid 
                 7 
                 g 
               
               
                 IRGANOX 1135 
                 BASF 
                 Antioxidant 
                 7 
                 g 
               
               
                 ELVACITE 2016 
                 Luctide International 
                 Acrylic resin b) 
                 80 
                 g 
               
               
                 GENIOSIL XB 502 
                 Wacker 
                 α-silane term. 
                 200 
                 g 
               
               
                   
                   
                 polyether a) 
               
               
                 Edelkorund F 1200 
                 Hermes Schleifkörper 
                 Filler 
                 250 
                 g 
               
               
                 Edelkorund Fepa 
                 Microbeads AG 
                 Filler 
                 250 
                 g 
               
               
                 Nr. F 220 
               
               
                 GENIOSIL GF 96 
                 Wacker 
                 Aminosilane d) 
                 2 
                 g 
               
               
                   
               
            
           
         
       
     
     Example 6 
     A film of adhesive around 3 mm thick was produced from the formulation from example 5 and was cured over 4 weeks at room temperature (around 20° C. and 50% relative humidity). For this film of adhesive a thermal conductivity (transient hot bridge) of around 0.6 W/m·K was determined.