Multi-component resin system comprising at least one monoalcohol, mortar composition based on isocyanate-amine adducts, and method and use of the multi-component resin system for fastening construction elements

Abstract

The present invention relates to a multi-component resin system comprising: an isocyanate component which comprises at least one aliphatic and / or aromatic polyisocyanate with an average NCO functionality of 2 or greater; and an amine component which comprises at least one amine, that is reactive with isocyanate groups, with an average NH functionality of 2 or greater, wherein the isocyanate component or the amine component contains at least one monoalcohol. The invention also relates to a mortar composition based on isocyanate-amine adducts produced from the components of the multi-component resin system according to the invention. The invention also relates to a method and to the use of the multi-component resin system according to the invention or of the mortar composition according to the invention for chemically fastening construction elements in mineral substrates or in wood, preferably in drilled holes.

Description

[0001] Multi-component resin system with at least one monoalcohol, mortar compound based on isocyanate-amine adducts and process and use of the multi-component resin system for fixing structural elements

[0002] DESCRIPTION

[0003] The present invention relates to a multi-component resin system comprising an isocyanate component comprising at least one aliphatic and / or aromatic polyisocyanate with an average NCO functionality of 2 or greater, and an amine component comprising at least one amine reactive toward isocyanate groups with an average NH functionality of 2 or greater, wherein the isocyanate component or the amine component contains at least one monoalcohol. Furthermore, the invention relates to a mortar composition based on isocyanate-amine adducts produced from the components of the multi-component resin system according to the invention. Furthermore, the invention relates to a method and the use of the multi-component resin system according to the invention or the mortar composition according to the invention for the chemical fastening of structural elements in mineral substrates or in wood, preferably in drilled holes.

[0004] In construction, resin systems are used for the chemical fastening of structural elements, such as anchor rods, rebar, and screws, in drilled holes or cracks in structures. Such resin systems are also referred to as "chemical anchors," whereby a chemical anchor is usually a mortar compound, i.e., it contains filler in addition to the resin components of the resin system. Resin systems also play an important role in applications such as adhesives or coatings (e.g., for flooring). These resin systems can be a single resin compound or a system consisting of several components. Resin systems are typically available commercially as a multi-component resin system.A multi-component resin system is a resin system with multiple components, typically two components (two-component system), with (i) at least one component (A) comprising a curable compound, and (ii) at least one curing component (B) comprising a curing agent for said curable compound, as well as optionally further separate components. The components are kept in separate containers so that they do not come into contact with each other during storage and prior to use and cannot react with each other. For the intended use of a multi-component resin system, components (A) and (B) and optionally further components are mixed at the desired location so that the curing reaction can take place there.

[0005] Cartridges made of plastic, ceramic or glass, for example, in which the components are separated from one another by destructible barrier walls or integrated, separate, destructible containers, are suitable for storage before use; for example, as nested cartridges, preferably two-chamber cartridges. For storage before use, however, multi-component or preferably two-component cartridges are particularly common, in whose chambers the components (A) and (B) of a multi-component resin system are contained separately from one another. By destroying the barriers in the cartridges or by squeezing the cartridges through, for example, a static mixer, the two or more components are mixed. This initiates a curing reaction, i.e. polymerization, and the resin hardens.In a multi-component resin system, other common ingredients, such as fillers, additives, accelerators, inhibitors, rheology additives, solvents, and reactive diluents, may be included in one or both components (A) and / or (B), as well as optionally additional components. Multi-component resin systems may also contain fillers that can themselves contribute to strengthening through hydraulic setting, as in the case of cement.

[0006] Multi-component resin systems based on methacrylate resins and epoxy resins are the most commonly used chemical anchors. However, these resin systems are often only suitable to a limited extent for use at low temperatures, i.e., temperatures below 25°C or even below 0°C. Therefore, there is a need for more suitable resin systems for applications in cold regions or at low ambient temperatures.

[0007] In addition to the further development and improvement of existing multi-component resin systems, other resin systems are increasingly being investigated for their suitability as a base for chemical anchors. Polyurethanes and polyureas, i.e., polyisocyanate-based polymers, are increasingly being considered as resins for chemical anchors.

[0008] EP 3 447 078 A1 describes a chemical anchor made from a multi-component compound comprising a polyisocyanate component (A) and a polyaspartic acid ester component (B). When the two components are mixed, a polyaddition reaction produces polyurea, which forms the resin used as the binder for the mortar compound.

[0009] From DE 10 2008 018 861 A1, multi-component systems based on polyurethanes are known, which are formed from one or more di- and / or polyisocyanates, one or more di- and / or polyols or di- and / or polyamines or one or more di- and / or polyfunctional amino, hydroxy and / or amino and hydroxy compounds.

[0010] However, the systems known from the state of the art do not allow the high loads required for some purposes or areas of application in chemical fastening at low temperatures, i.e. temperatures below 25 °C or even below 0 °C.

[0011] There is therefore a need for alternative resin systems that enable the fastening of high loads at low temperatures. In particular, the alternative resin system should enable improved load levels at temperatures below 0°C.

[0012] For applications in cold regions or at cold ambient temperatures, there is therefore a need for resin systems that are more suitable for this purpose. The object of the present invention is therefore to provide a multi-component resin system based on polyisocyanate that is suitable for fastening purposes. A mortar compound produced from such a multi-component resin system should be usable at lower temperatures than conventional chemical anchors, advantageously with a comparably high pull-out strength under reference conditions. In particular, the object of the present invention is to provide a mortar compound based on polyisocyanates that has improved pull-out strength (bond stress) at low temperatures, in particular at temperatures below 0°C, such as -10°C.

[0013] It has now been found that this object is achieved by the multi-component resin system containing at least one monoalcohol as defined in the claims, the mortar composition obtainable from the components of this multi-component resin system, and the use thereof as described herein.

[0014] Surprisingly, it was found that the multi-component resin system according to the invention containing at least one monoalcohol exhibits significantly improved pull-out strength (bond stress) even at temperatures below 0°C, such as -10°C. Furthermore, it was surprisingly found that the multi-component resin system according to the invention containing at least one monoalcohol also exhibits a significantly faster curing time.

[0015] A further advantage of the present invention is that the mortar composition according to the invention, which contains at least one monoalcohol from the components of the multi-component resin system described herein, enables longer processing times than conventional mortar compositions.

[0016] All combinations of the embodiments of the invention described herein are also subject of the invention.

[0017] The present invention relates to a multi-component resin system containing an isocyanate component which contains at least one aliphatic and / or aromatic

[0018] Polyisocyanate having an average NCO functionality of 2 or greater, and an amine component comprising at least one amine reactive towards isocyanate groups and having an average NH functionality of 2 or greater, with the proviso that the multi-component resin system is free of polyaspartic acid esters, wherein the isocyanate component and / or the amine component comprises at least one filler and at least one rheology additive, and the total filler content of a mortar composition produced by mixing the isocyanate component and the amine component is in a range of 30 to 70%, wherein the isocyanate component and optionally the amine component contains a molecular sieve, and wherein the isocyanate component or the amine component contains at least one monoalcohol.

[0019] In a preferred embodiment of the multicomponent resin system described herein, the amine component contains at least one monoalcohol.

[0020] In one embodiment of the multicomponent resin system described herein, the at least one monoalcohol is selected from the group consisting of primary aliphatic monoalcohols having 1 to 20 carbon atoms, secondary aliphatic monoalcohols having 3 to 15 carbon atoms, tertiary aliphatic monoalcohols having 4 to 30 carbon atoms, and cycloaliphatic monoalcohols having 5 to 20 carbon atoms.

[0021] In one embodiment of the multi-component resin system described herein, the at least one monoalcohol is selected from the group consisting of methanol, ethanol, propanol, n-butanol, n-propanol, isobutanol, 2- and 3-methylbutanol, neopentyl alcohol, pentanol, 2-methylpentanol, n-hexanol, 2-ethylhexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-dodecanol, 2-phenylpropanol, isopropanol, sec-butanol, sec-isoamyl alcohol, citric acid esters such as triethyl citrate or tributyl citrate, cyclopentanol, cyclohexanol, 2,3- or 4-methylcyclohexanol and 4-tert-butylcyclohexanol.

[0022] In one embodiment of the multicomponent resin system described herein, the at least one monoalcohol is a citric acid ester, preferably triethyl citrate or tributyl citrate. More preferably, the at least one monoalcohol is triethyl citrate. In one embodiment of the multicomponent resin system described herein, the multicomponent resin system contains from 1.0 wt.% to 8.0 wt.%, preferably from 2.0 wt.% to 7.0 wt.%, preferably from 3.0 wt.% to 6.0 wt.%, more preferably from 3.0 wt.% to 5.0 wt.% of the monoalcohol.

[0023] In one embodiment of the multi-component resin system described herein, the isocyanate component and optionally the amine component additionally contain a silane, which is preferably selected from the group consisting of 3-aminopropyltrialkoxysilanes, 3-glycidyloxyalkyltrialkoxysilanes, bis-(3-trialkoxysilylpropyl)amines,

[0024] 3-Mercaptopropyltrialkoxysilanes, 3-(Meth)acryloxyalkyltrialkoxysilanes,

[0025] Alkenylalkoxysilanes, tetraalkoxysilanes, and trialkoxyalkylsilanes, and mixtures of two or more thereof, preferably the silane is 3-glycidyloxypropyltrimethoxysilane, 3-(meth)acryloylpropyltrimethoxysilane,

[0026] vinyltrimethoxysilane or vinylethoxysilane.

[0027] In one embodiment of the multi-component resin system described herein, the amine component contains diethyltoluenediamine (DETDA) as an amine reactive toward isocyanate groups and additionally another amine reactive toward isocyanate groups.

[0028] In one embodiment of the multi-component resin system described herein, the polyisocyanate and the amine are present in a ratio such that the ratio of average NCO functionality of the polyisocyanate to average NH functionality of the amine is between 0.3 and 2.0.

[0029] In one embodiment of the multi-component resin system described herein, the isocyanate component contains at least one aliphatic polyisocyanate selected from the group consisting of bis-(isocyanatoalkyl) ethers or alkane diisocyanates, preferably methane diisocyanate, propane diisocyanates, butane diisocyanates, pentane diisocyanates, hexane diisocyanates, preferably hexamethylene diisocyanate, HDI), heptane diisocyanates, preferably 2,2-dimethylpentane-1,5-diisocyanate, octane diisocyanates, nonane diisocyanates, preferably trimethyl HDI (TMDI) usually as a mixture of the 2,4,4- and 2,2,4-isomers), 2-methylpentane-1,5-diisocyanate (MPDI), nonane triisocyanates (preferably 4-isocyanatomethyl-1,8-octane diisocyanate, 5-methylnonane diisocyanate, decane diisocyanates, decane triisocyanates, undecane diisocyanates, Undecane triisocyanates, dodecane diisocyanates, dodecane triisocyanates, 1,3- and 1,4-bis-(isocyanatomethyl)cyclohexane (HeXDI), 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate, IPDI), bis-(4-isocyanatocyclohexyl)methane (H12MDI), bis-(isocyanatomethyl)norbornane (NBDI), 3(4)-isocyanatomethyl-1-methylcyclohexyl isocyanate (IMCI), octagydro-4,7-methano-1H-indenedimethyl diisocyanate, norbornene diisocyanate, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane, or ureylene bis(p-phenylenemethylene-p-phenylene) diisocyanate; very particular preference is given to hexamethylene diisocyanate (HDI) and pentadiisocyanate (PDI), as well as mixtures thereof.

[0030] In one embodiment of the multi-component resin system described herein, the amine component contains at least one amine reactive towards isocyanate groups selected from the group consisting of 1,2-diaminoethane(ethylenediamine), 1,2-propanediamine, 1,3-propanediamine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine(neopentanediamine), diethylaminopropylamine (DEAPA), 2-methyl-1,5-diaminopentane, 1,3-diaminopentane, 2,2,4- or 2,4,4-trimethyl-1,6-diaminohexane and mixtures thereof (TMD), 1,3-bis(aminomethyl)cyclohexane, 1,2-bis(aminomethyl)cyclohexane, hexamethylenediamine (HMD), 1,2- and 1,4-diaminocyclohexane (1,2-DACH and 1,4-DACH), bis(4-amino-3-methylcyclohexyl)methane, diethylenetriamine (DETA), 4-azaheptane-1,7-diamine, 1,11-diamino-3, 6,9-trioxundecane, 1,8-diamino-3, 6-dioxaoctane, 1 ,5-diamino-methyl-3-azapentane, 1,10-diamino-4,7-dioxadecane, bis(3-aminopropyl)amine, 1,13-diamino-4,7, 10-trioxatridecane, 4-aminomethyl-1, 8-diaminooctane, 2-butyl-2-ethyl-1,5- diaminopentan, N, N- Bis-(3-aminopropyl)methylamin, Triethylentetramin (TETA), Tetraethylenpentamin (TEPA), Pentaethylenhexamin (PEHA), 1 ,3-Benzoldimethanamin (m-Xylylendiamin, mXDA), 1 ,4- Benzoldimethanamin (p-Xylylendiamin, pXDA), 5- (Aminomethyl)bicyclo[[2.2.1]hept-2- yl]methylamin (NBDA, Norbornandiamin), Dimethyldipropylentriamin, Dimethylaminopropylaminopropylamin (DMAPAPA), 2,4- Diamino-3, 5-dimethylthiotoluol (Dimethylthiotoluoldiamin, DMTDA) 3-Aminomethyl-3,5,5-trimethylcyclohexylamin (Isophorondiamin (IPDA)), Diaminodicyclohexylmethan (PACM), Diethylmethylbenzoldiamin (DETDA), 3,3’- Diaminodiphenylsulfon (33Dapson), 3,3’-Diaminodiphenylsulfon (Dapson), gemischte polycyclische Amine (MPCA) (z.B. Ancamine 2168), Dimethyldiaminodicyclohexylmethan (Laromin C260), 2,2-Bis(4- aminocyclohexyl)propan,

[0031] (3(4),8(9)Bis(aminomethyldicyclo[5.2.1.02'6]decane (mixture of isomers, tricyclic primary amines; TCD-diamine), methylcyclohexyl-diamine (MCDA), N,N'-diaminopropyl-2-methyl-cyclohexane-1,3-diamine, N,N'-diaminopropyl-4-methyl-cyclohexane-1 ,3-diamine, N-(3-aminopropyl)cyclohexylamine, and 2-(2, 2,6,6-tetramethylpiperidin-4-yl)propane-1,3-diamine, 2-methylpentanediamine (DYTEK A), N-ethylaminopiperazine (N-EAP), N-aminoethyl-piperazine (N-AEP), 2,4,6-tri(propan-2-yl)benzene-1,3-diamine, 4-ethyl-2,6-di(propan-2-yl)benzene-1,3-diamine, 4-methyl-2,6-di(propan-2-yl)benzene-1,3-diamine, 2,5-bis(methylsulfonyl)-1,4-benzenediamine, 5-chloro-4,6-diethyl-2-methyl-1,3-benzenediamine, 5-chloro-4,6-diethyl-6-methyl-1,3-benzenediamine, 4-fluoro-5-(1-methylethyl)-1,2-benzenediamine, 2,4,6-trimethyl-5-nitro-1,3-benzenediamine and mixtures thereof.

[0032] In one embodiment of the multi-component resin system described herein, the multi-component resin system contains as isocyanate component a mixture of hexamethylene 1,6-diisocyanate homopolymer and hexamethylene 1,6-diisocyanate biuret oligomerization product, or a mixture of hexamethylene diisocyanate oligomer and isocyanurate, as amine component an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine, and as monoalcohol triethyl citrate.

[0033] Another object of the invention is a mortar composition obtainable by mixing the isocyanate component, the amine component, a molecular sieve, at least one monoalcohol, optionally a silane as defined herein and optionally diethyltoluenediamine (DETDA).

[0034] Furthermore, the present invention relates to a method for the chemical fastening of construction elements in mineral substrates, preferably in boreholes, wherein a multi-component resin system described herein or a mortar composition described herein is used for the chemical fastening.

[0035] Furthermore, the present invention relates to the use of a multi-component resin system or mortar composition described herein for the chemical fastening of construction elements in mineral substrates or in wood, preferably in boreholes.

[0036] Furthermore, the present invention relates to the use of a monoalcohol in a multi-component resin system based on isocyanate-amine adducts for chemical fastening to increase the pull-out strength (bond stress) at low temperatures, in particular at temperatures below 0°C.

[0037] Surprisingly, it was found that the addition of at least one monoalcohol to an isocyanate component or to an amine component enables the use of the multi-component resin system described herein (particularly as a chemical anchor) at lower substrate temperatures than would be the case without the addition of at least one monoalcohol. At a substrate temperature significantly below 25°C (for example, at -5°C or -10°C), a significantly higher bond strength can be achieved than is the case with a comparative multi-component resin system in which the at least one monoalcohol is missing. This makes it possible to achieve a bond strength of at least 80%, preferably even at least 90% of the bond strength achieved at a substrate temperature of 25°C, even at low substrate temperatures.

[0038] Furthermore, it was surprisingly found that the multi-component resin system according to the invention containing at least one monoalcohol also has a significantly faster curing time.

[0039] The use of the multicomponent resin system according to the invention containing at least one monoalcohol typically occurs at an ambient temperature of about -30°C to about 40°C, preferably from about -20°C to about 25°C, more preferably from about -15°C to about 0°C, even more preferably from about -10°C to about -5°C. Furthermore, the use typically occurs on or in a substrate found in structures, such as steel, concrete, wood, or brick. Use at an ambient temperature of about -10°C to about -5°C is most preferred.

[0040] The presence of polyaspartic acid esters in isocyanate-amine-based binder systems used in mortar compounds for chemical bonding has a negative impact on the temperature robustness of the cured mortar compounds. In particular, such systems exhibit significantly reduced bond strength at elevated temperatures, such as 80 °C. It is therefore essential to the invention that the multi-component resin system, and in particular the amine component of the multi-component resin system, is free of polyaspartic acid esters. For the purposes of the invention, the terms used here and in the following description have the following meaning:

[0041] - "Multi-component resin system" refers to a resin system comprising several components stored separately from one another, wherein the resin system comprises at least one resin component (A) and at least one hardener component (B), so that curing only occurs after all components have been mixed. In a preferred embodiment, a multi-component resin system is a two-component resin system.

[0042] - "Resin composition" refers to a reactive composition comprising a curable ingredient (in the context of the present invention: a polyisocyanate) and a suitable curing agent for the curable ingredient. According to the invention, this resin composition is typically obtained by mixing the resin component (A) (according to the invention, this is the isocyanate component) and the curing agent component (B) and subsequently used for chemical bonding, as an adhesive.

[0043] - “Isocyanates” are compounds that have a functional isocyanate group -N=C=O and are characterized by the structural unit RN=C=O.

[0044] - "Polyisocyanates" are compounds that have at least two functional isocyanate groups - N=C=O; diisocyanates, which also fall under the definition of polyisocyanate, are characterized, for example, by the structure O=C=NRN=C=O and thus have an NCO functionality of 2.

[0045] - "Average NCO functionality" describes the average number of reactive isocyanate groups per mole of a polyisocyanate or a mixture of several polyisocyanates. It is determined for a mixture using the following formula: average NCO functionality (mixture) = NCO functionality (polyisocyanate i) / ni, i.e., the sum of the NCO functionality of the individual polyisocyanates i divided by the number of individual polyisocyanates i. - "Amines" are compounds with a functional NH group derived from ammonia by replacing one or two hydrogen atoms with hydrocarbon groups and having the general structures RNH2 (primary amines) and R2NH (secondary amines) (see: IIIPAC Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"), Compiled by A.D. McNaught and A. Wilkinson, Blackwell Scientific Publications, Oxford (1997)).The term "amines" in the context of the present invention explicitly excludes the class of compounds known as polyaspartic acid esters. These are defined separately under the term "polyaspartic acid esters."

[0046] - “NH functionality describes the number of active hydrogen atoms that can react with an isocyanate group in an amino group.

[0047] - "Average NH functionality" describes the number of hydrogen atoms bonded to a nitrogen atom in an amine. Accordingly, for example, a primary monoamine has an average NH functionality of 2, a primary diamine an average NH functionality of 4, an amine with three secondary amino groups an average NH functionality of 3, and a diamine with one primary and one secondary amino group an average NH functionality of 3. The average NH functionality can also be based on the information provided by the amine suppliers, whereby the actually stated NH functionality may differ from the theoretical average NH functionality as understood herein. The term "average" indicates that this refers to the NH functionality of the compound and not the NH functionality of the amino group(s) contained in the compound. The amino groups can be primary or secondary amino groups.The average NH functionality is determined for a mixture according to the following formula: average NH functionality (mixture) = NH functionality (amine j) / nj, i.e. the sum of the NH functionality of the individual amines j divided by the number of individual amines j.

[0048] Polyaspartic acid esters" refers to compounds of the general formula: in the

[0049] R 1 and R 2 may be the same or different and represent an organic radical which is inert towards isocyanate groups,

[0050] X represents an n-valent organic radical which is inert towards isocyanate groups, and n represents an integer of at least 2, preferably from 2 to 6, more preferably from 2 to 4 and particularly preferably 2.

[0051] - "Free of polyaspartic acid esters" in the context of the present application means that the proportion of polyaspartic acid esters in the multicomponent resin system is preferably less than 2 wt.%, more preferably less than 0.5 wt.%, and even more preferably less than 0.1 wt.%, in each case based on the total weight of the multicomponent resin system. The presence of polyaspartic acid esters in the aforementioned weight percentage ranges can be attributed to potential impurities. However, the proportion of polyaspartic acid esters in the multicomponent resin system is particularly preferably 0.0 wt.%, based on the total weight of the multicomponent resin system.

[0052] - “Isocyanate component” or “component (A)” describes a component of the multi-component resin system which comprises at least one polyisocyanate and optionally at least one filler and / or at least one rheology additive and / or further additives.

[0053] - “Amine component” or “component (B)” describes a component of the multi-component resin system which comprises at least one amine reactive toward isocyanate groups and optionally at least one filler and / or at least one rheology additive and / or further additives. For the purposes of the present invention, the amine component, in a preferred embodiment, comprises at least one reactive amine and, as a further reactive amine, additionally diethyltoluenediamine (DETDA) and / or 2,4-diamino-3,5-dimethylthiotoluene (dimethylthiotoluenediamine, DMTDA), particularly preferably DETDA. In a particularly preferred embodiment, the amine component contains diethyltoluenediamine (DETDA) as an amine reactive toward isocyanate groups and, additionally, another amine reactive toward isocyanate groups.

[0054] - “Filler” means an organic or inorganic compound, in particular an inorganic compound.

[0055] - “Molecular sieve” preferably refers to zeolite as a filler to increase the performance (extraction values) of the multi-component resin system.

[0056] - "Rheology additive" refers to additives capable of influencing the viscosity behavior of the isocyanate component, the amine component, and the multicomponent resin system during storage, application, and / or curing. The rheology additive prevents, among other things, sedimentation of the fillers in the polyisocyanate component and / or the amine component. Furthermore, it improves the miscibility of the components and prevents possible phase separation.

[0057] - “Mortar mass” means the composition obtained by mixing the isocyanate component and the amine component and as such can be used directly for chemical fixing.

[0058] - "Monoalcohols" refers to monohydric alcohols, i.e., alcohols containing a hydroxyl group. All primary, secondary, and tertiary monoalcohols can be used as monoalcohols within the meaning of the present invention. Examples include primary aliphatic monoalcohols with 1 to 20 carbon atoms, secondary aliphatic monoalcohols with 3 to 15 carbon atoms, tertiary aliphatic monoalcohols with 4 to 30 carbon atoms, and cycloaliphatic monoalcohols with 5 to 20 carbon atoms.Preferably used are the monoalcohols methanol, ethanol, propanol, n-butanol, n-propanol, isobutanol, 2- and 3-methylbutanol, neopentyl alcohol, pentanol, 2-methylpentanol, n-hexanol, 2-ethylhexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-dodecanol, 2-phenylpropanol, isopropanol, sec-butanol, sec-isoamyl alcohol, citric acid esters such as triethyl citrate or tributyl citrate, cyclopentanol, cyclohexanol, 2,3- or 4-methylcyclohexanol, and 4-tert-butylcyclohexanol. Particular preference is given to using the monoalcohols triethyl citrate or tributyl citrate. The most preferred monoalcohol is triethyl citrate. The monoalcohols can also be used as mixtures.

[0059] - "Plasticizers" refers to organic liquids that are added to thermoplastics or thermosets prior to polymerization to influence their mechanical or chemical properties. Plasticizers generally do not polymerize into the polymer network and are therefore not covalently bonded.

[0060] - "Temperature robustness" refers to the change in the bond stress of a cured mortar mass at elevated temperature compared to the reference bond stress. In the context of the present invention, temperature robustness is specifically defined as the ratio of the bond stress at 80 °C to the reference stress.

[0061] - "Isocyanate-amine adducts" are polymers formed by the polyaddition reaction of isocyanates with amines. The isocyanate-amine adducts according to the invention are preferably polyureas which have at least one structural element of the form -[-NH-R-NH-NH-R'-NH-].

[0062] - "aliphatic compounds" are acyclic or cyclic, saturated or unsaturated carbon compounds, excluding aromatic compounds.

[0063] - ‘araliphatic compounds’ are aliphatic compounds with an aromatic backbone, such that in the case of a functionalised araliphatic compound, an existing functional group is attached to the aliphatic and not the aromatic part of the compound.

[0064] - "aromatic compounds" are compounds that follow the Hückel (4n+2) rule.

[0065] "poly," "poly" as a prefix means that two or more of the groups following this prefix are contained in a compound. In the context of the present invention, this means in particular that diisocyanates are encompassed by the term "polyisocyanates."

[0066] - "a", "an", "another" as an article before a chemical class of compounds, e.g. before the word "filler", means that one or more compounds falling within this chemical class of compounds, e.g. different "fillers", can be meant.

[0067] - “at least one”, “at least one”, “at least one” means numerically “one or more” -, in a preferred embodiment this term means numerically “one”, “an”, “an”.

[0068] - “approximately” in front of a numerical value allows a deviation of ±10%, in a preferred embodiment ±5%, in a highly preferred embodiment ±1% of this numerical value, in the most highly preferred embodiment “approximately” means that exactly this numerical value is meant, i.e. a deviation of ±0%.

[0069] - “contain”, “comprise” and “include” mean that, in addition to the components mentioned, further components may be present; these terms are meant inclusively and therefore also include “consist of”; “consist of” is meant conclusively and means that no further components may be present; in a preferred embodiment, the terms “contain”, “comprise” and “include” mean the term “consist of”.

[0070] All standards cited in this text (e.g., DIN standards) were used in the current version as of the filing date of this application. All trade names correspond to the products available under these trade names at the time of the filing date of this application.

[0071] The multi-component resin system of the invention described herein is a system comprising two or more components stored spatially separate from one another. In a preferred embodiment, the multi-component resin system of the invention is a two-component resin system comprising an isocyanate component and an amine component. The isocyanate component and an amine component are separated from one another prior to use, inhibiting their reaction.

[0072] Both the isocyanate component and the amine component typically comprise at least one further component in addition to the at least one polyisocyanate or the at least one amine. Other common components include, in particular, fillers, rheology additives, and thickeners (thixotropic agents).

[0073] The components of the multi-component resin system according to the invention and the preferred embodiments of these components are explained below using a two-component system as an example. Weight proportions are based on the total weight of the multi-component resin system according to the invention, unless otherwise specified.

[0074] Polyisocyanates in the isocyanate component

[0075] The isocyanate component of the multicomponent resin system according to the invention comprises at least one aliphatic and / or aromatic polyisocyanate having an average NCO functionality of about 2 or greater.

[0076] All aliphatic and / or aromatic isocyanates known to those skilled in the art with an average NCO functionality of 2 or greater, individually or in any desired mixtures, can be used as polyisocyanates. The average NCO functionality indicates how many NCO groups are present in the polyisocyanate. Polyisocyanate means that the compound contains two or more NCO groups.

[0077] The polyisocyanate preferably has an average NCO functionality of about 2 or greater, more preferably from about 2 to about 10, even more preferably from about 2 to about 6, most preferably from about 2 to about 4.

[0078] In a preferred embodiment, the isocyanate component of the multicomponent resin system according to the invention comprises at least one aliphatic or at least one aromatic polyisocyanate having an average NCO functionality of about 2 or greater.

[0079] In a particularly preferred embodiment, the isocyanate component of the multicomponent resin system according to the invention comprises at least one aliphatic polyisocyanate having an average NCO functionality of about 2 or greater.

[0080] In a particularly preferred embodiment, the isocyanate component of the multi-component resin system according to the invention comprises two aliphatic polyisocyanates having an average NCO functionality of about 2 or greater.

[0081] As the at least one aliphatic and / or aromatic polyisocyanate in component (A) of the present invention, a large number of the compounds known to the person skilled in the art and commercially available for this purpose can be used, individually or in any desired mixtures with one another.

[0082] Preference is given to using aliphatic polyisocyanates which have a carbon backbone (without the NCO groups contained) of 3 to 30 carbon atoms, preferably of 4 to 20 carbon atoms. Examples of aliphatic polyisocyanates are bis-(isocyanatoalkyl) ethers or alkane diisocyanates, such as methane diisocyanate, propane diisocyanate, butane diisocyanates, pentane diisocyanates, hexane diisocyanates (e.g. hexamethylene diisocyanate, HDI), heptane diisocyanates (e.g. 2,2-dimethylpentane-1,5-diisocyanate), octane diisocyanates, nonane diisocyanates (e.g. trimethyl-HDI (TMDI)), generally as a mixture of the 2,4,4- and 2,2,4-isomers), 2-methylpentane-1,5-diisocyanate (MPDI), nonane triisocyanates (e.g.4-isocyanatomethyl-1,8-octane diisocyanate, 5-methylnonane diisocyanate), decane diisocyanates, decane triisocyanates, undecane diisocyanates, undecane triisocyanates, dodecane diisocyanates, dodecane triisocyanates, 1,3- and 1,4-bis-(isocyanatomethyl)cyclohexane (HeXDI), 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate, IPDI), bis-(4-isocyanatocyclohexyl)methane (H12MDI), bis-(isocyanatomethyl)norbornane (NBDI), 3(4)-isocyanatomethyl-1-methylcyclohexyl isocyanate (IMCI), octahydro-4,7-methano-1H-indene dimethyl diisocyanate, norbornene diisocyanate, 5-isocyanato-1-(isocyanatomethyl)-1,3,3- trimethylcyclohexane, and ureylenebis(p-phenylenemethylene-p-phenylene) diisocyanate. Particularly preferred polyisocyanates are hexamethylene diisocyanate (HDI), 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate, IPDI), pentane diisocyanate (PDI), or mixtures of these isocyanates.

[0083] A particularly preferred polyisocyanate is hexamethylene diisocyanate (HDI), optionally as biuret, or mixtures thereof.

[0084] Another preferred polyisocyanate is a mixture of hexamethylene diisocyanate oligomer and isocyanurate.

[0085] Even more preferably, the polyisocyanates are present as prepolymers (especially as homopolymers), biurets (especially as diisocyanate-biuret oligomerization products), isocyanurates, iminooxadiazinediones, uretdiones, and / or allophanates, which can be prepared, for example, by oligomerizing the difunctional isocyanates described herein or by reacting the isocyanate compounds with polyols or polyamines, individually or as a mixture, and which have an average NCO functionality of 2 or greater. Polyisocyanates within the meaning of the present invention can also be mixtures of these compounds. In particular, the polyisocyanates are present as biurets or mixtures thereof.

[0086] The required average NCO functionality of 2 or greater is also present in prepolymers, biurets, isocyanurates, iminooxadiazinediones, uretdiones, and allophanates, and mixtures thereof, suitable according to the invention. The average NCO functionality is preferably 2.5 to 5.5, more preferably 2.7 to 4, and particularly preferably 2.9 to 3.6.

[0087] Suitable aromatic polyisocyanates are those with aromatically bound isocyanate groups, such as diisocyanatobenzenes, toluene diisocyanates, diphenyl diisocyanates, diphenylmethane diisocyanates, diisocyanatonaphthalenes, triphenylmethane triisocyanates, but also those with isocyanate groups that are bound to an aromatic via an alkylene group, such as a methylene group, such as bis- and tris-(isocyanatoalkyl)benzenes, -toluenes and -xylenes. Preferred examples of aromatic polyisocyanates are: 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-tolylene diisocyanate, 2,5-tolylene diisocyanate, 2,6-tolylene diisocyanate, 1,3-xylylene diisocyanate, 1,4-xylylene diisocyanate, tetramethyl-1,3-xylylene diisocyanate, tetramethyl-1,4-xylylene diisocyanate, 1,3-bis(isocyanatomethyl)benzene, 1,4-bis(isocyanatomethyl)benzene, ethylphenyl diisocyanate, 2-dodecyl-1,3-phenylene diisocyanate, 2,4,6-triisopropyl-m-phenylene diisocyanate, 2,4,6-trimethyl-1,3-phenylene diisocyanate, 1,5-naphthylene diisocyanate, 3,3'-Dimethyl-4,4'-biphenyldiisocyanat, 3,3'-Dimethoxy-4,4 - biphenyldiisocyanat, Diphenylenmethan-2,4‘-diisocyanat, Diphenylenmethan-2,2‘-diisocyanat, Diphenylenmethan-4,4‘-diisocyanat, T riphenylmethan-4,4‘,4“-triisocyanat, 5-(p- lsocyanatobenzyl)-2-methyl-m-phenylendiisocyanat, 4,4-Diisocyanato-3,3,5,5- tetraethyldiphenylmethan, 5,5'-Ureylendi-o-tolyldiisocyanat, 4-[(5-lsocyanato-2- methylphenyl)methyl]-m-phenylendiisocyanat, 4-[(3-isocyanato-4-methylphenyl)methyl]-m- phenylendiisocyanat, und 2,2'-Methylen-bis[6-(o-isocyanatobenzyl)phenyl]diisocyanat.,

[0088] Examples of suitable, commercially available isocyanates are Desmodur® N 3900, Desmodur® N 100, Desmodur® N 3200, Desmodur® N 3300, Desmodur® ultra N 3600, Desmodur® N 3700, Desmodur® N 3800, Desmodur® XP 2675, Desmodur® 2714, Desmodur® 2731, Desmodur® N 3400, Desmodur® XP 2679, Desmodur® XP 2731, Desmodur® XP 2489, Desmodur® E 3370, Desmodur® XP 2599, Desmodur® XP 2617, Desmodur® XP 2406, Desmodur® XP 2551, Desmodur® XP 2838, Desmodur® XP 2840, Desmodur® N3500, Desmodur® NZ 300, Desmodur® E 30600, Bayhydur XP 2547, Bayhydur XP 2451 / 1, Bayhydur Ultra 307 Desmodur® VL, Desmodur® VL 50, Desmodur® VL 51, Desmodur® ultra N 3300, Desmodur® eco N 7300, Desmodur® E23, Desmodur® E XP 2727, Desmodur® E 2863 XP, Desmodur® H, Desmodur® VKS 20 F, Desmodur® 44V20I, Desmodur® 44P01, Desmodur® 44V70 L (each available from Covestro AG), Tolonate HDB, Tolonate HDB-LV, Tolonate HDT, Tolonate HDT-LV LM, Tolonate HDT-LV2, Tolonate XF 450, Tolonate X FLO 100,Tolonate XF 800 (each available from Vencorex), Basonat HB 100, Basonat HL 100, Basonat HL 100 NG, Basonat HL 2000 NG (each available from BASF), Takenate 500, Takenate 600, Stabio D-376N (each available from Mitsui), Duranate 24A-100, Duranate TPA-100, Duranate THA-100 (each available from Asahi Kasai), Coronate HXR, Coronate HXLV, Coronate HX, and Coronate HK (each available from Tosoh).

[0089] The at least one polyisocyanate is preferably present in a proportion of about 5 to about 60 wt.%, preferably in a proportion of about 10 to about 50 wt.%, more preferably in a proportion of about 15 to about 35 wt.%, and even more preferably in a proportion of about 20 to about 30 wt.%, based on the total weight of the resin composition obtained by mixing the isocyanate component and amine component.

[0090] In the isocyanate component, the at least one polyisocyanate is preferably contained in a proportion of about 10 to about 100 wt.%, preferably from about 25 to about 60 wt.%, more preferably from about 30 to about 50 wt.%, based on the total weight of the isocyanate component.

[0091] In a particularly preferred embodiment, the at least one polyisocyanate is the polyisocyanate(s) mentioned in the examples, preferably in the proportions by weight mentioned therein.

[0092] Amines in the amine component

[0093] The amine component, which is present in the multi-component resin system in a reaction-inhibiting manner and separate from the isocyanate component, comprises at least one amine reactive towards isocyanate groups and having at least two amino groups as functional groups.

[0094] According to the invention, the amine has an average NH functionality of 2 or greater. The average NH functionality indicates the number of hydrogen atoms bonded to a nitrogen atom in the amine. Accordingly, for example, a primary monoamine has an average NH functionality of 2, a primary diamine has an average NH functionality of 4, an amine with 3 secondary amino groups has an average NH functionality of 3, and a diamine with one primary and one secondary amino group has an average NH functionality of 3. The average NH functionality can also be based on the information provided by the amine suppliers, although the actually stated NH functionality may deviate from the theoretical average NH functionality as understood herein. The term "average" expresses that this refers to the NH functionality of the compound and not the NH functionality of the amino group(s) contained in the compounds.The amino groups can be primary or secondary amino groups. The amine can contain either only primary or only secondary amino groups, or both primary and secondary amino groups. According to a preferred embodiment, the amine reactive toward isocyanate groups is selected from the group consisting of aliphatic, araliphatic, and aromatic amines. The reactive amine is particularly preferably selected from the group consisting of aliphatic and aromatic amines. In general, mixtures of different amines can also be used.

[0095] Amines reactive toward isocyanate groups are generally known to those skilled in the art. Examples of suitable amines reactive toward isocyanate groups are given below, but without limiting the scope of the invention. These can be used individually or in any desired mixtures with one another. Examples of suitable amines are: 1,2-diaminoethane(ethylenediamine), 1,2-propanediamine, 1,3-propanediamine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine(neopentanediamine), diethylaminopropylamine (DEAPA), 2-methyl-1,5-diaminopentane, 1,3-diaminopentane, 2,2,4- or 2,4,4-trimethyl-1,6-diaminohexane and mixtures thereof (TMD), 1,3-bis(aminomethyl)cyclohexane, 1,2-bis(aminomethyl)cyclohexane, hexamethylenediamine (HMD), 1,2- and 1,4-diaminocyclohexane (1,2-DACH and 1,4-DACH), bis(4-amino-3- methylcyclohexyl)methane, diethylenetriamine (DETA), 4-azaheptane-1,7-diamine, 1,11-diamino-3,6,9-trioxundecane, 1,8-diamino-3, 6-dioxaoctane, 1,5-diamino-methyl-3-azapentane, 1,10-Diamino-4,7-dioxadecan, Bis(3-aminopropyl)amin, 1 ,13-Diamino-4,7, 10- trioxatridecan, 4-Aminomethyl-1 , 8-diaminooctan, 2-Butyl-2-ethyl-1 ,5-diaminopentan, N,N-Bis- (3-aminopropyl)methylamin, Triethylentetramin (TETA), Tetraethylenpentamin (TEPA), Pentaethylenhexamin (PEHA), 1 ,3-Benzoldimethanamin (m-Xylylendiamin, mXDA), 1 ,4- Benzoldimethanamin (p-Xylylendiamin, pXDA), 5- (Aminomethyl)bicyclo[[2.2.1]hept-2- yl]methylamin (NBDA, Norbornandiamin), Dimethyldipropylentriamin, Dimethylaminopropylaminopropylamin (DMAPAPA), 2,4- Diamino-3,5-dimethylthiotoluol (Dimethylthiotoluoldiamin, DMTDA) 3-Aminomethyl-3,5,5-trimethylcyclohexylamin (Isophorondiamin (IPDA)), Diaminodicyclohexylmethan (PACM), Diethylmethylbenzoldiamin (DETDA), 3,3’- Diaminodiphenylsulfon (33Dapson), 3,3’-Diaminodiphenylsulfon (Dapson), gemischte polycyclische Amine (MPCA) (z.B. Ancamine 2168), Dimethyldiaminodicyclohexylmethan (Laromin 0260), 2,2-Bis(4- aminocyclohexyl)propan,

[0096] (3(4),8(9)Bis(aminomethyldicyclo[5.2.1.02'6]decan (Isomerengemisch, tricyclischer primärer Amine; TCD-Diamin), Methylcyclohexyl-diamin (MCDA), N,N'-Diaminopropyl-2-methyl- cyclohexan-1 ,3-diamin, N,N'-Diaminopropyl- 4-methyl-cyclohexan-1 ,3-diamin, N-(3- Aminopropyl)cyclohexylamin, und 2-(2, 2,6,6- tetramethylpiperidin-4-yl)propan-1 ,3-diamin, 2- Methylpentandiamin (DYTEK A), N-Ethylaminopiperazin (N-EAP), N-Aminoethyl-piperazin (N- AEP), 2,4,6-tri(propan-2-yl)benzene-1 ,3-diamin, 4-ethyl-2,6-di(propan-2-yl)benzene-1 ,3- diamin, 4-methyl-2,6-di(propan-2-yl)benzene-1 ,3-diamin, 2,5-Bis(methylsulfonyl)-1 ,4- benzenediamin, 5-chloro-4,6-diethyl-2-methyl-1 ,3-benzendiamin, 5-chloro-4,6-diethyl-6- methyl-1,3-benzendiamin, 4-fluoro-5-(1-methylethyl)-1 ,2-benzendiamin, und 2,4,6-trimethyl-5- nitro-1 ,3-benzendiamin.

[0097] Amidoamines, polyamidoamines, polyamidoimidazolines, polycycloaliphatic amines, modified amidoamines, polyamides, Mannich bases and polycarbamides are also suitable as amine components. Examples of suitable commercially available amines are Aradur® 115-2, Aradur® 125-2, Aradur® 140-2, Aradur® 223, Aradur® 283, Aradur® 350, Aradur® 360, Aradur® 33225, Aradur® 450, Aradur® 955-2, Aradur® 3282-1, Aradur® 3376, Aradur® 9130, Aradur® 9140 (each available from Huntsman), Ancamide® 260A, Ancamide® 500, Ancamide® 503, Ancamide® 506, Ancamide® 700B75, Ancamide® 910, Ancamide® 2050, Ancamide® 2167 Ancamide® 2353, Ancamide® 2386, Ancamide® 2426, Ancamide® 2443, Ancamide® 2445, Ancamide® 2573, Ancamide® 2634, Ancamide® 2652, Ancamide® 2769, Ancamide® 3011 Ancamide® 3030, Ancamide® 3200, Ancamide® 3419, Ancamide® 3444, Ancamide® 3622, Ancamine® 2759, Ancamine® 2760, Ancamine® 3456, Ancamine® 1618, Ancamine® 1769, Ancamine® 2165, Ancamine® 2280, Ancamine® 2410, Ancamine® 2422, Ancamine® 2432,Ancamine® 2519, Ancamine® 2609W, Ancamine® 2672, Ancamine® 2686, Ancamine® 2692, Ancamine® 2712M, Ancamine® 2719, Ancamine® 2726, Ancamine® 2728, Ancamine® 2739, Ancamine® 2802, Ancamine® 2806, Ancamine® 3215 and Amicure® IC-322 (each available from Evonik), Epilox® Hardener H 14-50, Epilox® Hardener H 14-51, Epilox® Hardener M 1190, Epilox® Hardener H15-15, Epilox® Hardener H 15-25, Epilox® Hardener H15- 40, Epilox® Hardener H15-50, Epilox® Hardener H15-60, Epilox® Hardener Ml 148 (each available from Leuna Harze), EPIKURE Curing Agent 3010, EPIKURE Curing Agent 3015, EPIKURE Curing Agent 3030, EPIKURE Curing Agent 3046, EPIKURE Curing Agent 3050, EPIKURE Curing Agent 3055, EPIKURE Curing Agent 3061, EPIKURE Curing Agent 3072, EPIKURE Curing Agent 3090, EPIKURE Curing Agent F205, EPIKURE Curing Agent 3100-ET-60, EPIKURE Curing Agent 3115, EPIKURE Curing Agent 3125, EPIKURE Curing Agent 3140, EPIKURE Curing Agent 3155, EPIKURE Curing Agent 3164,EPIKURE Curing Agent 3175 and EPIKURE Curing Agent 3180-F-75 (each available from Westlake). Particularly preferred amines are diethylmethylbenzenediamine (DETDA), 2,4-diamino-3,5-dimethylthiotoluene (dimethylthiotoluenediamine, DMTDA), 4,4'-methylene-bis[N-(1-methylpropyl)phenylamine], an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine (Ethacure 300), 4,4'-methylenebis(2,6-diethylaniline), 4,4'-methylenebis(N-sec-butylcyclohexanamine) (Clearlink 1000), 3,3'-diaminodiphenylsulfone (33-dapsone), 4,4'-diaminodiphenylsulfone (44-dapsone), N,N'-di- sec-butyl-p-phenylenediamine and 2,4,6-trimethyl-m-phenylenediamine, 4,4'-methylenebis(N-(1-methylpropyl)-3,3'-dimethylcyclohexanamine (Clearlink 3000), the reaction product of 2-propenenitrile with 3-amino-1,5,5-trimethylcyclohexanemethanamine (Jefflink 745) and 3-((3-(((2-cyanoethyl)amino)methyl)-3,5,5-trimethylcyclohexyl)amino)propiononitrile (Jefflink 136 or Baxxodur PC136),2,4,6-Trimethyl-m-phenylenediamine, 4,4'-Methylenebis(2,6-diethylaniline) (MBDA), 4,4'-Methylene-bis[N-(1-methylpropyl)-phenylamine] (Unilink 4200), N,N'-Di-sec-butyl-p-phenylenediamine (Unilink 4100), a mixture of DETDA and IPDA (Ethacure 270), a mixture of 4,4'-Methylenebis(N-sec-butylaniline), 4,4'-Methylenebis(2,6-diethylaniline) and diethylmethylbenzenediamine (Ethacure 520), 4,4'-Methylenebis(3-chloro-2,6-diethylaniline) (MBCDA), Chlorodiethylmethylbenzenediamine, Aradur® 223, Aradur® 33225, Ancamide® 506, Ancamine® 2167, Ancamide® 2426, Ancamide® 3011, Ancamide® 3419, Amicure® IC- 322, Epilox® Hardener H 14-50, Epilox® Hardener H15-60, Epilox® Hardener M1148, EPIKURE Curing Agent 3050, and EPIKURE Curing Agent F205.

[0098] Particularly preferred amines are 4,4'-methylene-bis[N-(1-methylpropyl)phenylamine], an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine (Ethacure 300), diethylmethylbenzenediamine (DETDA), 4,4'-methylene-bis[N-(1-methylpropyl)-phenylamine] (Unilink 4200), 4,4'-

[0099] Methylenebis(3-chloro-2,6-diethylaniline) (MBCDA), 4,4'-Methylenebis(2,6-diethylaniline) (MBDA), Chlorodiethylmethylbenzenediamine, Aradur® 33225, Ancamide® 3419, and Epilox® hardener H 14-50.

[0100] In a further preferred embodiment, the amine component contains the isocyanate-reactive amine diethyltoluenediamine (DETDA) and additionally another of the isocyanate-reactive amines mentioned herein.

[0101] In a further embodiment, the amine component comprises as amines diethyltoluenediamine (DETDA) and an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine (DMTDA). In this embodiment, the DMTDA and the DETDA are present in a ratio (DMTDA:DETDA) of about 17:1 to about 1:1 (w / w). Preferably, the ratio (DMTDA:DETDA) is from about 15:1 to about 1:1 (w / w), more preferably from about 12:1 to about 1.5:1 (w / w), more preferably from about 10:1 to about 1.5:1 (w / w), even more preferably from about 6:1 to about 1.5:1 (w / w).

[0102] If another amine reactive towards isocyanate groups is present in the amine component (B) in addition to DETDA and DMTDA, its proportion in the total amount of amines in component (B) is at most about 80 wt.%, preferably at most about 50 wt.%, more preferably at most about 20 wt.%, even more preferably at most about 5 wt.% of the total amount of amines.

[0103] The total amount of amines (including optionally DMTDA and DETDA) in the resin composition obtained by mixing components (A) and (B) is preferably from about 3 to about 30 wt%, more preferably from about 5 to about 25 wt%, and even more preferably from about 10 to about 20 wt%, based on the total weight of the resin composition obtained by mixing components (A) and (B).

[0104] In the amine component, the at least one amine (optionally including DMTDA and DETDA) is preferably contained in a proportion of 20 to 100 wt.%, preferably in a proportion of 30 to 70 wt.% and even more preferably in a proportion of 35 to 70 wt.% based on the total weight of the amine component.

[0105] In a particularly preferred embodiment, the at least one reactive amine is the reactive amine(s) mentioned in the examples, preferably in the weight proportions mentioned therein.

[0106] Proportions of isocyanate component to amine component

[0107] The quantitative ratios of the isocyanate component and the amine component of the multi-component resin system are preferably selected such that the numerical ratio of average NCO functionality in the isocyanate component to average NH functionality in the amine component is from 0.3 to 2.0, preferably from 0.7 to 1.8, more preferably from 1.0 to 1.5, and most preferably from 1.0 to 1.3.

[0108] By varying this ratio, the curing time can be influenced, for example.

[0109] Monoalcohols

[0110] The multi-component resin system according to the invention is characterized in that it contains at least one monoalcohol.

[0111] Monoalcohols are generally known to the person skilled in the art and are commercially available.

[0112] Preferably, the at least one monoalcohol is selected from the group consisting of primary aliphatic monoalcohols having 1 to 20 carbon atoms, secondary aliphatic monoalcohols having 3 to 15 carbon atoms, tertiary aliphatic monoalcohols having 4 to 30 carbon atoms and cycloaliphatic monoalcohols having 5 to 20 carbon atoms.

[0113] Particularly preferably, the at least one monoalcohol is selected from the group consisting of methanol, ethanol, propanol, n-butanol, n-propanol, isobutanol, 2- and 3-methylbutanol, neopentyl alcohol, pentanol, 2-methylpentanol, n-hexanol, 2-ethylhexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-dodecanol, 2-phenylpropanol, isopropanol, sec-butanol, sec-isoamyl alcohol, citric acid esters such as triethyl citrate or tributyl citrate, cyclopentanol, cyclohexanol, 2,3- or 4-methylcyclohexanol and 4-tert-butylcyclohexanol.

[0114] Most preferably, the at least one monoalcohol is selected from the group consisting of methanol, ethanol, propanol, n-butanol, n-propanol, isobutanol, 2- and 3-methylbutanol, pentanol, 2-methylpentanol, n-hexanol, 2-ethylhexanol, triethyl citrate, tributyl citrate, and cyclohexanol.

[0115] The most preferred monoalcohol is triethyl citrate or tributyl citrate.

[0116] The most preferred monoalcohol is triethyl citrate. In one embodiment of the multicomponent resin system described herein, the multicomponent resin system contains from 1.0 wt.% to 8.0 wt.%, preferably from 2.0 wt.% to 7.0 wt.%, preferably from 3.0 wt.% to 6.0 wt.%, more preferably from 3.0 wt.% to 5.0 wt.%, and even more preferably from 3.5 wt.% to 4.7 wt.% of the monoalcohol.

[0117] In a further embodiment of the multi-component resin system described herein, the multi-component resin system contains from 1.0 wt.% to 8.0 wt.%, preferably from 2.0 wt.% to 7.0 wt.%, preferably from 3.0 wt.% to 6.0 wt.%, particularly preferably from 3.0 wt.% to 5.0 wt.%, further preferably from 3.5 wt.% to 4.7 wt.% of a citric acid ester, preferably triethyl citrate.

[0118] In a further preferred embodiment, the multi-component resin system contains from 4.0 wt.% to 6.0 wt.%, particularly preferably from 4.1 wt.% to 5.0 wt.%, further preferably from 4.2 wt.% to 4.7 wt.% of the monoalcohol.

[0119] In a further preferred embodiment, the multi-component resin system contains from 4.0 wt.% to 6.0 wt.%, particularly preferably from 4.1 wt.% to 5.0 wt.%, further preferably from 4.2 wt.% to 4.7 wt.% of a citric acid ester, preferably triethyl citrate.

[0120] In a particularly preferred embodiment, the at least one monoalcohol is the monoalcohol(s) mentioned in the examples, preferably in the weight proportions mentioned therein.

[0121] Fillers - Molecular Sieve

[0122] According to the invention, the multi-component resin system contains a molecular sieve, in particular a zeolite as a filler, to increase the performance (extraction values) of the multi-component resin system.

[0123] Zeolites are generally known to those skilled in the art and are commercially available. The zeolites used in the present invention can be synthetic or natural zeolites and are generally characterized by the composition M n+ x / n [(AlO2)' x(SiO2)y] zH2O where N is the charge of M, usually 1 or 2, and M is a cation of an alkali or alkaline earth metal, especially Na + , K + , Ca 2+ and Mg 2+ is characterized.

[0124] The following zeolites can be used:

[0125] Zeolite A (Nai2((AIO2)i2(SiO2)i2) ■ 27 H2O; Ki2((AIO2)i2(SiO2)i2) ■ 27 H2O),

[0126] Zeolite X (Na86[(AlO2)86(SiO2)i06] ■ 264 H2O),

[0127] Zeolite Y (Na56[(AIO2)56(SiO2)i36] ■ 250 H2O),

[0128] Zeolite L (K9[(AlO2)9(SiO2) 27 ] ■ 22 H2O),

[0129] Modernite (Na8.7[(AIO2)8.7(SiO2)39.3] ■ 24 H2O),

[0130] Zeolite ZSM 5 (Nao,3H3,8[(AI02)4,i(Si02)9i,9]),

[0131] Zeolite ZSM 11 (NaO,iHi,7[(AlO2)i,s(SiO2)94,2]). Of these, zeolite A, zeolite X, zeolite Y, zeolite ZSM 5, and zeolite ZSM 11 are preferred.

[0132] The molecular sieve, especially the zeolite, can be used as a powder, granules or as a paste (e.g. 48-50% powder dispersed in castor oil).

[0133] The synthetic zeolite is preferably a synthetic zeolite comprising particles with a particle size of up to 250 pm, in particular 5 pm to 24 pm. The synthetic zeolite particularly preferably has a pore size of about 5 Å to about 10 Å, in particular about 3 Å to about 4 Å.

[0134] The specific surface area (BET) of the zeolite particles is preferably between 800 m 2 / g and 1000 m 2 / G.

[0135] The residual water content of the zeolite is below 2.5% w / w, preferably below 1.5% w / w, and the water absorption capacity is below 22 - 24% w / w.

[0136] It is possible to use a mixture of two or more different types of zeolite.

[0137] The molecular sieve, in particular the zeolite, is preferably used in an amount of 0.1 to 60

[0138] % by weight, particularly preferably in an amount of 1 to 35 % by weight and very particularly preferably in an amount of 2 to 5 % by weight, based on the total weight of the multi-component resin system.

[0139] By using the molecular sieve, the performance (load level) of a cured isocyanate-amine based chemical anchoring compound can be increased by 5 to 10% compared to an anchoring compound that does not contain molecular sieve.

[0140] The molecular sieve can be contained in one of the two components of the multi-component resin system or in both components.

[0141] The molecular sieve can also serve as a drying agent for the isocyanate component and can thus improve the storage stability of the isocyanate component and thus of a multi-component resin system comprising the isocyanate component.

[0142] If the molecular sieve is used as a drying agent, the isocyanate component contains the molecular sieve or at least a portion thereof, with the minimum amount of the molecular sieve present in the isocyanate component being 3% by weight, based on the weight of the isocyanate component. In particular, if an additional increase in storage stability is desired, the molecular sieve is present in the isocyanate component in an amount of 3% by weight to 35% by weight, preferably 3% by weight to 20% by weight, and particularly preferably 3% by weight to 5% by weight, each based on the weight of the isocyanate component.

[0143] Fillers - inorganic fillers and rheology additives

[0144] In addition to the molecular sieve, the isocyanate component and / or the amine component according to the invention contains at least one filler and at least one rheology additive. It is essential to the invention that at least one of the two components contains both a filler and a rheology additive. It is preferred that both the isocyanate component and the amine component each contain at least one filler and at least one rheology additive.

[0145] Fillers and rheology additives are generally known to those skilled in the art and are commercially available. According to the invention, the total filler content of a mortar composition, including the molecular sieve, produced by mixing the isocyanate component and the amine component of the multi-component resin system is in a range from 30 to 80 wt.% based on the total weight of the mortar composition, preferably in a range from 35 to 65 wt.%, even more preferably in a range from 35 to 60 wt.%. The total filler content of the mortar composition refers to the weight percentage of filler, including the molecular sieve, and rheology additive based on the total weight of the isocyanate component and the amine component. In a preferred embodiment, the filler content of the isocyanate component is up to 80 wt.%, preferably from 10 to 70 wt.%, more preferably from 35 to 65 wt.%, based on the total weight of the isocyanate component.The degree of filling of the amine component is preferably up to 80 wt.%, preferably from 10 to 70 wt.%, more preferably from 35 to 65 wt.%, in each case based on the total weight of the amine component.

[0146] Preferred fillers are inorganic fillers, particularly cements such as Portland cement or aluminate cement, as well as other hydraulically setting inorganic materials, quartz, glass, corundum, porcelain, earthenware, barite, light spar, gypsum, talc, and / or chalk, as well as mixtures thereof. The inorganic fillers can be added in the form of sands, flours, or molded bodies, preferably in the form of fibers or spheres. By appropriately selecting the fillers in terms of type and grain size distribution / (fiber) length, application-relevant properties such as rheological behavior, extrusion forces, internal strength, tensile strength, pull-out forces, and impact strength can be controlled. Suitable fillers include, in particular, non-surface-treated quartz flours, fine quartz flours, and ultrafine quartz flours, such as Millisil® W3, Millisil® W6, Millisil® W8, and Millisil® W12, preferably Millisil® W12.Silanized quartz flours, fine quartz flours, and ultrafine quartz flours can also be used. These are available, for example, under the Silbond® product series from Quarzwerke. The Silbond® EST (epoxysilane-modified) and Silbond® AST (aminosilane-treated) product series are particularly preferred. Furthermore, aluminum oxide-based fillers such as ultrafine aluminum oxide fillers of the ASFP type from Denka, Japan, (d50 = 0.3 pm) or grades such as DAW or DAM with the type designations 45 (d50 < 0.44 pm), 07 (d50 > 8.4 pm), 05 (d50 < 5.5 pm), and 03 (d50 < 4.1 pm) can be used. Furthermore, the surface-treated fine and ultra-fine fillers of the type Aktisil AM (aminosilane treated, d50 = 2.2 pm) and Aktisil EM (epoxysilane treated, d50 = 2.2 pm) from Hoffman Mineral can be used.

[0147] The fillers can be used individually or in any mixture.

[0148] The flow properties are adjusted by adding rheology additives, which are used according to the invention in the isocyanate component and / or the amine component. Suitable rheology additives include: phyllosilicates such as Laponite, bentone, or montmorillonite; Neuburg Siliceous Earth; fumed silica; polysaccharides; polyacrylate, polyurethane, or polyurea thickeners; and cellulose esters. Wetting and dispersing agents, surface additives, defoamers and deaerators, wax additives, adhesion promoters, viscosity reducers, or process additives can also be added for optimization.

[0149] The proportion of one or more rheology additives in the isocyanate component is preferably 0.1 to 3 wt.%, more preferably 0.1 to 1.5 wt.%, based on the total weight of the isocyanate component. The proportion of one or more rheology additives in the amine component is preferably 0.1 to 5 wt.%, more preferably 0.5 to 3 wt.%, based on the total weight of the amine component.

[0150] Particularly preferred are the fillers, filler mixtures and rheology additives used in the examples, in particular in the amounts and ratios described therein.

[0151] Adhesion promoters - silanes

[0152] In one embodiment of the multi-component resin system, the isocyanate component and / or the amine component contains at least one silane as an adhesion promoter.

[0153] The use of a silane improves the cross-linking of the borehole wall with the mortar mass, so that the adhesion in the cured state is increased.

[0154] Silanes are generally known to those skilled in the art and are commercially available. Suitable adhesion promoters are selected from the group of silanes which have at least one Si-bonded hydrolyzable group. It is not necessary for the silane to have another functional group in addition to the Si-bonded hydrolyzable group, such as an isocyanate group or an amino group. Nevertheless, the silane may have one or more identical or different other functional groups in addition to the Si-bonded hydrolyzable group, such as an amino, mercapto, epoxy, isocyanato, alkenyl, (meth)acryloyl, anhydrido, or vinyl group. The Si-bonded hydrolyzable group is preferably a Ci-Cy alkoxy group and very particularly preferably a methoxy or ethoxy group.

[0155] Preferred examples of suitable monofunctional silanes are: isobutyltriethoxysilanes, isobutyltrimethoxysilanes, isobutylmethyldimethoxysilanes, n-propyltriethoxysilanes, n-propyltrimethoxysilanes, phenyltrimethoxysilanes, and ethyltrimethoxysilanes.

[0156] Preferred examples of suitable bifunctional silanes are: vinyltrimethoxysilanes, vinyltriethoxysilanes, vinylmethyldiethoxysilanes, vinyltriacetoxysilanes,

[0157] Vinyltriisopropenoxysilanes, and vinyltriisopropoxysilanes.

[0158] Particularly preferred suitable bifunctional silanes are: 3-

[0159] Glycidoxypropylmethyldiethoxysilane, glycidoxypropylmethyldimethoxysilane,

[0160] Methacryloxypropyltriethoxysilane, Methacryloxymethyltrimethoxysilane,

[0161] Methacryloxymethylmethyldiethoxysilane, Methacryloxymethyltriethoxysilane,

[0162] Methaxryloxymethyltris(trimethylsiloxy)silane, 3-methacryloxypropylbis(trimethylsiloxy)methylsilane, isocyanatomethylmethyldimethoxysilane, 3-isocyanatopropyltriethoxysilane,

[0163] 3-Aminopropyltrimethoxysilane, 3-Aminopropyltriethoxysilane, and

[0164] 3-Aminopropylmethyldiethoxysilane.

[0165] Even more preferred bifunctional silanes are: methacryloxymethyltrimethoxysilanes, 3-glycidyloxypropyltrimethoxysilanes and glycidoxyylpropyltriethoxysilanes.

[0166] Preferred examples of oligomeric siloxanes contain, in addition to Si-bonded hydrolyzable groups, further functional groups such as epoxy, amino, and methacrylate groups. In a preferred embodiment, the isocyanate component and optionally the amine component of the multicomponent resin system described herein preferably contain, as a further constituent, a silane, which is preferably selected from the group consisting of 3-aminopropyltrialkoxysilanes, 3-glycidyloxyalkyltrialkoxysilanes, bis-(3-trialkoxysilylpropyl)amines, 3-mercaptopropyltrialkoxysilanes, 3-

[0167] (Meth)acryloxyalkyltrialkoxysilanes, alkenylalkoxysilanes, tetraalkoxysilanes, trialkoxyalkylsilanes and mixtures of two or more thereof.

[0168] In a most preferred embodiment, the isocyanate component and optionally the amine component of the multi-component resin system described herein preferably contains a silane selected from the group consisting of 3-glycidyloxypropyltrimethoxysilane, 3-(meth)acryloylpropyltrimethoxysilane,

[0169] Vinyltrimethoxysilane and vinylethoxysilane, preferably 3-glycidyloxypropyltrimethoxysilane.

[0170] Examples of suitable commercially available silanes are Dynasylan® MEMO, Dynasylan® AMEO, Dynasylan® AMMO, Dynasylan® GLYMO, Dynasylan® GYLEO, Dynasylan® VTEO, Dynasylan® VTMO, Dynasylan® VPS4721 (each available from Evonik), and CoatOSil* MP 200 (Momentive).

[0171] Other optional components

[0172] In one embodiment, the isocyanate component, the amine component, or both components may contain at least one thickener.

[0173] Suitable thickeners include, if appropriate, organically post-treated fumed silica, bentonites, alkyl and methylcelluloses, and castor oil derivatives, or mixtures of two or more thereof. Organically post-treated fumed silica is particularly preferred. In a preferred embodiment, component (A) and / or component (B) of a multi-component resin system according to the invention comprises quartz flour and / or sand and silica.

[0174] For optimization, wetting and dispersing agents, phlegmatizing agents, surface additives, plasticizers such as phthalic acid or sebacic acid esters, wax additives, stabilizers, antistatic agents, flexibilizers, curing catalysts, other reaction rate controllers, defoamers and deaerators, viscosity reducers or other process additives can also be added.

[0175] Coloring additives such as dyes or pigments are also conceivable, for example to color the components differently to better control their mixing.

[0176] Preferred embodiments

[0177] In a preferred embodiment, the multi-component resin system according to the invention contains as isocyanate component a mixture of hexamethylene 1,6-diisocyanate homopolymer and hexamethylene 1,6-diisocyanate biuret oligomerization product, or a mixture of hexamethylene diisocyanate oligomer and isocyanurate, as amine component an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine (DMTDA) and diethyltoluenediamine (DETDA), and as monoalcohol triethyl citrate.

[0178] In a further preferred embodiment, the multi-component resin system according to the invention contains as isocyanate component a mixture of hexamethylene-1,6-diisocyanate homopolymer and hexamethylene-1,6-diisocyanate biuret oligomerization product, as amine component an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine (DMTDA) and diethyltoluenediamine (DETDA), and as monoalcohol triethyl citrate.

[0179] In a further preferred embodiment, the inventive

[0180] Multi-component resin system as isocyanate component a mixture of

[0181] Hexamethylene diisocyanate oligomer and isocyanurate, as amine component a

[0182] Isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine, and diethyltoluenediamine (DETDA), and as monoalcohol

[0183] Triethyl citrate.

[0184] In one embodiment of the multicomponent resin system described herein, the isocyanate component contains at least one monoalcohol. In a preferred embodiment of the multicomponent resin system described herein, the amine component contains at least one monoalcohol.

[0185] mortar mass

[0186] Another object of the invention is a mortar composition which is produced by mixing the isocyanate component, the amine component, a molecular sieve, at least one monoalcohol, optionally a silane as defined herein and optionally diethyltoluenediamine (DETDA).

[0187] use

[0188] A further object of the present invention is the use of the multi-component resin system according to the invention described herein or of a mortar composition described herein for the chemical fastening of construction elements in mineral substrates or in wood, preferably in boreholes.

[0189] The multi-component resin system according to the invention is particularly suitable as a chemical anchor for the chemical fastening of construction elements such as anchor threaded rods, reinforcing bars, threaded sleeves and screws in recesses, in particular (drill holes and cracks) which are introduced into a substrate typical for buildings.

[0190] In addition, the multi-component resin system according to the invention is also suitable as an adhesive.

[0191] The multi-component resin system is preferably present in cartridges, cartridges or foil bags, which are characterized in that they comprise two or more separate chambers in which the isocyanate component and the amine component are arranged separately from each other in a reaction-inhibiting manner.

[0192] When using the multi-component resin system, the isocyanate component and the amine component are emptied from the separate chambers and mixed in a suitable device, for example a static mixer or a dissolver, resulting in a resin mass.

[0193] When used as a "chemical anchor" for chemical fixing, the mixture is applied directly in front of or in a hole (preferably a drilled hole) or gap, and the resulting resin compound is then injected into the hole or gap (which may have been previously cleaned) using a known injection device. The component to be fixed is then inserted into the resin compound, which is preferably a mortar compound in this case, and adjusted. The compound then hardens.

[0194] When used as an adhesive, the resin mass is mixed in a suitable manner (static mixer, manual stirring) and then applied to the parts to be bonded or to the substrate to be coated.

[0195] The amines of the amine component react with the isocyanate groups of the isocyanate component, causing the resin compound to cure within a desired time under ambient conditions, such as on the construction site. This chemical reaction depends on the temperature, the humidity of the environment and the substrate, the chemical composition of the substrate, and the components (A) and (B) used. Ambient conditions can vary, such as low temperatures (e.g., -5°C) at night.

[0196] A multi-component resin system according to the invention is preferably used for construction purposes. The term "for construction purposes" refers to construction bonding and coating, as well as the use of the multi-component resin system as a chemical anchor.

[0197] It is used particularly on or in brick, concrete, stone or other mineral substrates, steel or wood.

[0198] The use as a chemical anchor is particularly for the chemical fixing of structural elements and anchoring devices, such as anchor (threaded) rods, anchor bolts, (threaded) rods, (threaded) sleeves, reinforcing iron, screws and the like, in (drilled) holes or cracks in various substrates, such as masonry, concrete, brick, other mineral materials, metals (e.g. steel), ceramics, plastics, glass and wood.

[0199] A multi-component resin system according to the invention is particularly preferably used for the chemical fastening of anchoring elements in a hole (in particular a borehole) or gap in a building substrate.

[0200] The use is typically at a substrate temperature of about -20°C to about 30°C, preferably from about -15°C to about 10°C, more preferably from about -10°C to about 0°C, even more preferably from about -10°C to about -5°C.

[0201] For use as a chemical anchor in construction, especially for large components, the substrate temperature typically depends on the ambient temperature.

[0202] Furthermore, chemical anchors are typically used on substrates commonly found in buildings, such as steel, concrete, wood, stone, or brick. The preferred substrate is cement, for example, the cement used in the examples.

[0203] A further subject of the invention is therefore a method for the chemical fastening of construction elements in mineral substrates, preferably in boreholes, wherein a multi-component resin system described herein or a mortar composition described herein is used for the chemical fastening.

[0204] A further object of the invention is therefore the use of a monoalcohol in a multi-component resin system based on isocyanate-amine adducts for chemical fastening to increase the pull-out strength (bond stress) at low temperatures, in particular at temperatures below 0°C.

[0205] The invention is further described below with reference to exemplary embodiments, which, however, should not be understood in a limiting sense. EXEMPLARY EMBODIMENTS

[0206] Exit connections

[0207] To prepare the multi-component resin system according to the invention (Examples A1, A2, A3 and B1) and Comparative Examples V1 and V2, the commercially available starting compounds listed in Table 1 were used:

[0208] Table 1 : Components of the isocyanate component (component (A)) and the

[0209] Amine component (component (B)) Components and preparation of the inventive examples and the comparative examples

[0210] The constituents of the isocyanate component and the amine component used according to the invention of Examples A1, A2, A3 and B1 and Comparative Examples V1 and V2, and their proportions in wt.% based on the total weight of isocyanate component and

[0211] Amine components are given in the following Tables 2 and 3:

[0212] Table 2: Composition of the isocyanate component and the amine component of the inventive examples A1, A2, and A3 and of the comparative example V1 Table 3: Composition of the isocyanate component and the amine component of the inventive example B1 and the comparative example V2 Production

[0213] To produce the comparative mortar compounds V1 and V2, as well as the inventive mortar compounds A1, A2, A3, and B1, the isocyanate components and the amine components were first prepared separately. The ingredients listed in Table 1 were combined and homogenized in a dissolver (PC Laborsystem GmbH) for 8 minutes at 3500 rpm under vacuum (80 mbar) to form a bubble-free, pasty mass. The compounds were then transferred into hard cartridges.

[0214] Determination of bond stresses and curing time To determine the bond stresses achieved with the mortar mixtures, a high-strength M12 anchor threaded rod was used, which was anchored into a hammer-drilled borehole with a diameter of 14 mm and a borehole depth of 60 mm using the two-component mortar mixture according to the invention in C20 / 25 concrete slabs. To determine the bond stress, the failure load was determined after a curing time of 144 hours at a temperature of -10 °C by centrally pulling out the anchor threaded rod with close support. The average failure load was determined based on the results of five anchors. The curing time was determined using the bond stress values ​​at room temperature (reference value after 24 h) as a function of time.

[0215] Determination of processing time

[0216] A high-strength M10 threaded anchor rod was used to determine the pot life to be achieved with the mortar mixtures. The two-component mortar mixture was injected into a hammer-drilled hole with a diameter of 12 mm and a hole depth of 90 mm (+ / - 3 mm). The anchor rod was gradually inserted into the hole (in 5 mm increments every 10 seconds). The time until polymerization progressed to the point where the anchor rod could no longer be inserted was recorded.

[0217] Results

[0218] Tables 2 and 3 show that by adding at least 1.7% by weight to 4.5% by weight of the monoalcohol triethyl citrate (Examples A1, A2, A3 and B1) to the mortar compositions according to the invention, a significantly better bond strength is achieved at -10°C compared to Comparative Examples V1 and V2 without the monoalcohol triethyl citrate. A particularly significantly better bond strength at -10°C is achieved by adding 4.5% by weight of the monoalcohol triethyl citrate (Examples A3 and B1). The bond strength of the mortar compositions according to the invention with triethyl citrate is significantly higher at -10°C than with conventional mortar compositions without triethyl citrate. Example B1 also shows that the curing time is also significantly shorter, ie 2 to 4 hours instead of 6 hours as in Comparative Example V2 (see Table 3).

Claims

Patent claims 1. Multi-component resin system containing an isocyanate component which comprises at least one aliphatic and / or aromatic polyisocyanate with an average NCO functionality of 2 or greater, and an amine component which comprises at least one amine reactive towards isocyanate groups and having an average NH functionality of 2 or greater, with the proviso that the multi-component resin system is free of polyaspartic acid esters, wherein the isocyanate component and / or the amine component comprises at least one filler and at least one rheology additive, and the total filler content of a mortar composition produced by mixing the isocyanate component and the amine component is in a range from 30 to 70%, wherein the isocyanate component and optionally the amine component contains a molecular sieve, characterized in that the isocyanate component or the amine component contains at least one monoalcohol.

2. Multi-component resin system according to claim 1, wherein the at least one monoalcohol is selected from the group consisting of primary aliphatic monoalcohols having 1 to 20 carbon atoms, secondary aliphatic monoalcohols having 3 to 15 carbon atoms, tertiary aliphatic monoalcohols having 4 to 30 carbon atoms and cycloaliphatic monoalcohols having 5 to 20 carbon atoms.

3. Multi-component resin system according to claim 1 or 2, wherein the at least one monoalcohol is selected from the group consisting of methanol, ethanol, propanol, n-butanol, n-propanol, isobutanol, 2- and 3-methylbutanol, neopentyl alcohol, pentanol, 2-methylpentanol, n-hexanol, 2-ethylhexanol, n-heptanol, n-octanol, n-nonanol, n-decanol, n-dodecanol, 2-phenylpropanol, isopropanol, sec-butanol, sec-isoamyl alcohol, citric acid esters, such as triethyl citrate or tributyl citrate, Cyclopentanol, cyclohexanol, 2,3-or 4-methylcyclohexanol and 4-tert-butylcyclohexanol.

4. Multi-component resin system according to one of claims 1 to 3, wherein the at least one monoalcohol is a citric acid ester, preferably triethyl citrate or tributyl citrate.

5. Multi-component resin system according to one of claims 1 to 4, wherein the multi-component resin system contains from 1.0 wt.% to 8.0 wt.%, preferably from 2.0 wt.% to 7.0 wt.%, preferably from 3.0 wt.% to 6.0 wt.%, particularly preferably from 3.0 wt.% to 5.0 wt.%, further preferably from 3.5 wt.% to 4.7 wt.% of the monoalcohol.

6. Multi-component resin system according to one of claims 1 to 5, wherein the Isocyanate component and optionally the amine component additionally contains a silane which is preferably selected from the group consisting of 3-aminopropyltrialkoxysilanes, 3-glycidyloxyalkyltrialkoxysilanes, bis-(3-trialkoxysilylpropyl)amines, 3-mercaptopropyltrialkoxysilanes, 3-(meth)acryloxyalkyltrialkoxysilanes, alkenylalkoxysilanes, tetraalkoxysilanes, trialkoxyalkylsilanes and mixtures of two or more thereof, preferably the silane is 3-glycidyloxypropyltrimethoxysilane, 3-(meth)acryloylpropyltrimethoxysilane, vinyltrimethoxysilane or vinylethoxysilane.

7. Multi-component resin system according to one of claims 1 to 6, wherein the amine component contains diethyltoluenediamine (DETDA) as an amine reactive towards isocyanate groups and additionally contains another amine reactive towards isocyanate groups.

8. Multi-component resin system according to one of claims 1 to 7, wherein the polyisocyanate and the amine are present in a ratio in which the ratio of average NCO functionality of the polyisocyanate to average NH functionality of the amine is between 0.3 and 2.

0.

9. Multi-component resin system according to one of claims 1 to 8, wherein the Isocyanate component at least one aliphatic polyisocyanate selected from the group consisting of bis-(isocyanatoalkyl) ethers or alkane diisocyanates, preferably methane diisocyanate, propane diisocyanates, butane diisocyanates, pentane diisocyanates, hexane diisocyanates, preferably hexamethylene diisocyanate, HDI), heptane diisocyanates, preferably 2,2-dimethylpentane-1,5-diisocyanate, octane diisocyanates, nonane diisocyanates, preferably trimethyl HDI (TM DI) usually as a mixture of the 2,4,4- and 2,2,4-isomers), 2-methylpentane-1,5-diisocyanate (MPDI), nonane triisocyanates (preferably 4-isocyanatomethyl-1,8-octane diisocyanate, 5-methylnonane diisocyanate, decane diisocyanates, decane triisocyanates, undecane diisocyanates, undecane triisocyanates, dodecane diisocyanates, Dodecane triisocyanates, 1,3- and 1,4-bis-(isocyanatomethyl)cyclohexane (HeXDI), 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate, IPDI), bis-(4-isocyanatocyclohexyl)methane (H12MDI),Bis-(isocyanatomethyl)norbornane (NBDI), 3(4)-isocyanatomethyl-1-methyl-cyclohexyl isocyanate (IMCI), octahydro-4,7-methano-1H-indenedimethyl diisocyanate, norbornene diisocyanate, 5-isocyanato-1-, (isocyanatomethyl)-1,3,3-trimethylcyclohexane, or ureylenebis(p-phenylenemethylene-p-phenylene)diisocyanate; very particular preference is given to hexamethylene diisocyanate (HDI) and pentadiisocyanate (PDI), as well as mixtures thereof.

10. Multi-component resin system according to any one of claims 1 to 9, wherein the Amine component at least one amine reactive towards isocyanate groups selected from the group consisting of 1,2-diaminoethane(ethylenediamine), 1,2-propanediamine, 1,3-propanediamine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine(neopentanediamine), diethylaminopropylamine (DEAPA), 2-methyl-1,5-diaminopentane, 1,3-diaminopentane, 2,2,4- or 2,4,4-trimethyl-1,6-diaminohexane and mixtures thereof (TMD), 1,3-bis(aminomethyl)cyclohexane, 1,2-bis(aminomethyl)cyclohexane, hexamethylenediamine (HMD), 1,2- and 1,4-diaminocyclohexane (1,2-DACH and 1 ,4-DACH), bis(4-amino-3-methylcyclohexyl)methane, diethylenetriamine (DETA), 4-azaheptane-1, 7-diamine, 1,11-diamino-3, 6,9-trioxundecane, 1,8-diamino-3, 6-dioxaoctane, 1,5-diamino-methyl-3- azapentane, 1,10-diamino-4,7-dioxadecane, bis(3-aminopropyl)amine, 1,13-diamino-4,7, 10-trioxatri decane, 4-aminomethyl-1, 8-diaminooctane, 2-butyl-2-ethyl-1, 5-diaminopentane, N, N-Bis-(3-aminopropyl)methylamine, triethylenetetramine (TETA), Tetraethylenpentamin (TEPA), Pentaethylenhexamin (PEHA), 1 ,3-Benzoldimethanamin (m-Xylylendiamin, mXDA), 1 ,4-Benzoldimethanamin (p-Xylylendiamin, pXDA), 5- (Aminomethyl)bicyclo[[2.2.1]hept-2-yl]methylamin (NBDA, Norbornandiamin), Dimethyldipropylentriamin, Dimethylaminopropyl-aminopropylamin (DMAPAPA), 2,4- Diamino-3,5-dimethylthiotoluol (Dimethylthio-toluoldiamin, DMTDA) 3-Aminomethyl- 3,5,5-trimethylcyclohexylamin (Isophorondiamin (IPDA)), Diaminodicyclohexylmethan (PACM), Diethylmethylbenzoldiamin (DETDA), 3,3’-Diaminodiphenylsulfon (33Dapson), 3,3’-Diaminodiphenylsulfon (Dapson), gemischte polycyclische Amine (MPCA) (z.B. Ancamine 2168), Dimethyldiaminodicyclohexylmethan (Laromin C260), 2,2-Bis(4- aminocyclohexyl)propan, (3(4),8(9)Bis(aminomethyldicyclo[5.2.1.02'6]decan (mixture of isomers, tricyclic primary amines; TCD-diamine), methylcyclohexyldiamine (MCDA), N,N'-diaminopropyl-2-methylcyclohexane-1,3-diamine, N,N'-diaminopropyl-4-methylcyclohexane-1,3-diamine, N-(3-aminopropyl)cyclohexylamine, and 2-(2, 2,6,6-tetramethylpiperidin-4-yl)propan-1,3-diamine, 2-methylpentanediamine (DYTEK A), N-ethylaminopiperazine (N-EAP), N-aminoethyl-piperazine (N-AEP), 2,4,6-tri(propan-2-yl)benzene-1,3-diamine, 4-ethyl-2,6-di(propan-2-yl)benzene-1,3-diamine, Contains 4-methyl-2,6-di(propan-2-yl)benzene-1,3-diamine, 2,5-bis(methylsulfonyl)-1,4-benzenediamine, 5-chloro-4,6-diethyl-2-methyl-1,3-benzenediamine, 5-chloro-4,6-diethyl-6-methyl-1,3-benzenediamine, 4-fluoro-5-(1-methylethyl)-1,2-benzenediamine, 2,4,6-trimethyl-5-nitro-1,3-benzenediamine and mixtures thereof.

11. Multi-component resin system according to one of claims 1 to 10, wherein the multi-component resin system contains as isocyanate component a mixture of hexamethylene-1,6-diisocyanate homopolymer and hexamethylene-1,6-diisocyanate biuret oligomerization product, or a mixture of hexamethylene diisocyanate oligomer and isocyanurate, as amine component an isomer mixture of 6-methyl-2,4-bis(methylthio)phenylene-1,3-diamine and 2-methyl-4,6-bis(methylthio)phenylene-1,3-diamine, and as monoalcohol triethyl citrate.

12. Mortar composition obtainable by mixing the isocyanate component, the amine component, a molecular sieve, at least one monoalcohol, optionally a silane as defined in claims 1 to 11 and optionally diethyltoluenediamine (DETDA).

13. A method for the chemical fastening of structural elements in mineral substrates, preferably in boreholes, wherein a multi-component resin system according to one of claims 1 to 11 or a mortar composition according to claim 12 is used for the chemical fastening.

14. Use of a multi-component resin system according to one of claims 1 to 11 or a mortar composition according to claim 12 for the chemical fixing of structural elements in mineral substrates or in wood, preferably in drilled holes.

15. Use of a monoalcohol in a multi-component resin system based on isocyanate-amine adducts for chemical fastening to increase the pull-out strength (bond stress) at low temperatures, in particular at temperatures below 0°C.

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