Two-component mortar compound with thermoresponsive inhibitor

Abstract

In its general form, the invention comprises a two-component mortar compound having a resin component (A), which contains at least one radically curable resin as a curable constituent, and a curing component (B), which contains a curing agent for the radically curable resin of the resin component (A), wherein the resin component (A) contains one or more polymerisation inhibitors, selected from phenolic polymerisation inhibitors, phenothiazine and / or derivates thereof, stabile organic radicals, oximes and pyrimidinol or pyridinol compounds that are substituted in para-position for the hydroxyl group, characterised in that the resin component (A) further contains an alkoxyamine compound (I) of formula R-O-N(R'R"), where R stands for an alkyl group and R' and R" each stand for an organic group, and which has an activation energy Ea for the homolysis of the R-O bond in the range from 100 to 120 kJ / mol. In another embodiment, the invention comprises a two-component mortar compound having a resin component (A), which contains at least one radically curable resin as a curable constituent, and a curing component (B), which contains a curing agent for the radically curable resign of the resin component (A), wherein the resin compound (A) contains one or more polymerisation inhibitors, selected from phenolic polymerisation inhibitors, phenothiazine and / or derivatives thereof, stabile organic radicals, oximes and pyrimidinol or pyridinol compounds that are substituted in para-position for the hydroxyl group, characterised in that the resin component (A) further contains an alkoxyamine compound of the following formula (II): (II). Furthermore, the invention relates to the use of the two-component mortar compound for the chemical securing of securing elements such as anchor thread bars, iron reinforcements, bushings and screws, in boreholes that are present in a construction material, such as wood or a mineral substrate.

Description

[0001] Two-component mortar with thermoresponsive inhibitor

[0002] DESCRIPTION

[0003] A two-component mortar composition comprising a resin component (A) containing at least one radically curable resin as a curable component, and a hardener component (B) containing a curing agent for the radically curable resin of the resin component (A). The resin component (A) of the two-component mortar composition according to the invention further contains one or more conventional polymerization inhibitors selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group. The two-component mortar composition of the present invention is characterized in that the resin component (A) further contains an alkoxyamine compound as a thermoresponsive inhibitor.The invention further relates to the use of the mortar composition for the chemical fixing of fastening elements such as anchor threaded rods, reinforcing bars, threaded sleeves and screws in boreholes which are inserted into a mineral substrate.

[0004] To securely fasten fasteners such as threaded anchor rods, reinforcing bars, threaded sleeves, and screws into a mineral substrate such as concrete, natural stone, or plaster, drill holes of the appropriate dimensions are first drilled into the mineral substrate to accommodate the fasteners to be fastened. The drill holes are then cleaned of drilling dust, and the two-component mortar is mixed with the hardener component and introduced into the drill hole. The fastener to be fastened is then inserted into the drill hole filled with the mortar and adjusted. Once the mortar has hardened, the resin component reacts with the hardener component to achieve a firm hold for the fastener in the mineral substrate.

[0005] The load-bearing behavior of the fasteners secured in this way depends on several influencing factors, which are usually classified as internal and external factors. Internal influencing factors include the chemical composition of the mortar mix, its manufacturing process, and the packaging of the mortar mix, which typically comprises components in two separate containers.

[0006] External factors include the type of borehole cleaning, the quality of the mineral subsoil, such as concrete, its humidity and temperature, and the type of borehole construction.

[0007] EP 0 432 087 and EP 0 589 831 disclose two-component mortar compositions based on urethane (meth)acrylate resins which cure by radical polymerisation.

[0008] The mortar compounds based on radically curing reactive resins known in the prior art and used as chemical composite anchors typically contain polymerization inhibitors. Such conventional polymerization inhibitors are selected from phenolic polymerization inhibitors, phenothiazines and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group. Polymerization inhibitors can ensure a certain storage stability of the mortar compound and also allow a desired working time to be set. Working time is the period during which the mortar compound remains liquid, allowing a fastening element to be inserted.The open time must not be too short to allow the fastener to be inserted into the drill hole filled with mortar and to align it properly. On the other hand, the open time must not be too long, as otherwise work processes on the construction site would be unnecessarily delayed.

[0009] However, the open time is highly dependent on temperature. The temperature encountered on a construction site is an external factor that cannot be influenced or controlled. Due to the increased reactivity of the components in a mortar mixture at elevated temperatures, the open time decreases with increasing temperature. For mortar mixtures that have a suitable open time at room temperature (around 20°C), the open time obtained at, for example, 40°C is too short. By increasing the amount of polymerization inhibitors, a suitable open time can be achieved at 40°C. However, for mortar mixtures containing a higher amount of polymerization inhibitors, the open time at lower temperatures is then significantly too long.

[0010] Therefore, there is a need for chemical mortars that are storage-stable and that exhibit a suitable open time for practical use over a broad temperature range. Therefore, it is an object of the present invention to provide chemical mortars that exhibit polymerization reaction inhibition at both low and elevated temperatures, allowing for practically usable open times over a broad temperature range.

[0011] It has surprisingly been found that the object described above is achieved by a two-component mortar composition according to claim 1 or according to claim 3.

[0012] Preferred embodiments of the mortar composition according to the invention are specified in the subclaims, which can optionally be combined with one another.

[0013] The invention further relates to the use of the mortar mass for the chemical fixing of fastening elements such as anchor threaded rods, reinforcing bars, threaded sleeves and screws in drilled holes which are present in a building material such as wood or a mineral substrate, preferably concrete.

[0014] The present invention is based on the idea of ​​additionally providing an otherwise conventional mortar composition with a thermoresponsive polymerization inhibitor. A "thermoresponsive polymerization inhibitor" is understood to mean an inhibitor that exhibits little or no inhibiting effect at low temperatures or room temperature, but makes a noticeable inhibiting contribution at higher temperatures. In combination with conventional polymerization inhibitors already established in mortar systems, such a thermoresponsive polymerization inhibitor could result in a storage-stable mortar composition that exhibits an open time suitable for practical use both at low temperatures and at elevated temperatures.A particular object of the present invention is therefore to find compounds which are compatible with the specific chemistry in a complex mortar mass with typically many different components and which show little or no inhibiting effect on the radical curing reaction at low temperature (such as room temperature), but have a significant inhibiting effect at elevated temperature (such as 40°C or more).

[0015] In a general embodiment, the invention comprises a two-component mortar composition with a resin component (A) which contains at least one radically curable resin as a curable component, and a hardener component (B) which contains a curing agent for the radically curable resin of the resin component (A), wherein the resin component (A) contains one or more polymerization inhibitors selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes and pyrimidinol or pyridinol compounds which are substituted in the para-position to the hydroxyl group, characterized in that the resin component (A) further contains an alkoxyamine compound (I) which has an activation energy E a for the homolysis of the RO bond in the range of 100 to 120 kJ / mol.

[0016] Alkoxyamines are compounds that contain the structural element RON(R'R"), where R is an alkyl radical and R' or R" is an organic radical. The NOR group in an alkoxyamine undergoes homolysis of the RO bond, i.e., a thermoreversible equilibrium is established between the alkoxyamine compound on the one hand and an alkyl radical R* and a nitroxyl radical •ON(R'R") on the other hand. The homolysis has a certain activation energy E for a given alkoxyamine compound. a that can be measured (or calculated). The determination of activation energies is generally well known to those skilled in the art.

[0017] According to the invention, activation energies are determined by measuring the reaction rate constant k for the homolysis reaction using electron paramagnetic resonance (ESR; EPR) at a temperature of 50°C. The activation energy E ais then calculated from the measured reaction rate constant k using the Arrhenius equation

[0018] Ea k = A ■ e~ RT. The pre-exponential factor A is A = 2.4 * 10 14 s -1 . R is the general gas constant and T is the absolute temperature (in [K]). For the measurement, a solution of the alkoxyamine in tert-butylbenzene with a concentration of 10' 4 molT 1 used.

[0019] According to the invention, alkoxyamines are selected as the alkoxyamine compound (I) which have an activation energy E a for the homolysis of the RO bond in the range of 100 to 120 kJ / mol. The inventors of the present invention have found that in a range of 100 to 120 kJ / mol of the activation energy E aFor the homolysis of the RO bond, hardly any homolysis occurs at room temperature, so that at room temperature there are hardly any radicals present for a possible inhibition of the radical curing reaction of the radically curable resin of the resin component (A). As a result, the radical curing reaction of the radically curable resin of the resin component (A) proceeds at room temperature unaffected by the additional presence of the alkoxyamine compound (I). At higher temperatures, such as a temperature of 40°C or higher, in the case of an activation energy E aHowever, for the homolysis of the RO bond in the range of 100 to 120 kJ / mol, noticeable homolysis already takes place, so that sufficient radicals are present for additional inhibition of the radical curing reaction of the radically curable resin of resin component (A). Therefore, at higher temperatures, the additional presence of the alkoxyamine compound (I) has a significant inhibiting effect on the radical curing reaction of the radically curable resin of resin component (A), i.e., at higher temperatures, a longer open time results compared to the absence of the alkoxyamine compound (I). In this way, according to the invention, a mortar composition can be provided which simultaneously has a practical open time at both low temperatures and elevated temperatures.

[0020] In a preferred embodiment, the activation energy E afor the homolysis of the RO bond in the alkoxyamine compound (I) is in the range of 100 to 110 kJ / mol. In a more preferred embodiment, the activation energy E a for the homolysis of the RO bond in the alkoxyamine compound (I) in the range of 100 to 108 kJ / mol.

[0021] In another general embodiment, the invention comprises a two-component mortar composition comprising a resin component (A) containing at least one radically curable resin as a curable component, and a hardener component (B) containing a curing agent for the radically curable resin of the resin component (A), wherein the resin component (A) contains one or more polymerization inhibitors selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group, characterized in that the resin component (A) further comprises an alkoxyamine compound of the following formula (II) where

[0022] R 1 is a Cs-alkyl group;

[0023] R 2 a C2-io-alkyl group, where R 1 and R 2together with the N atom to which they are bonded, may optionally form an optionally substituted, optionally unsaturated heteroalkyl ring,

[0024] R 3 H or a Ci-4 alkyl group,

[0025] R4 is a Ci-4 alkyl group, and

[0026] R 5 is an aryl or heteroaryl group. The R 3 R 4 R 5 CO bond in the alkoxyamine compound of formula (II) is subject to thermoreversible homolysis according to the following reaction equation:

[0027] From the alkoxyamine compound of formula (II) is formed by homolysis of the R 3 R 4 R 5 C-O bond a nitroxyl radical of the formula *ON(R 1 R 2 ) and an alkyl radical of the formula (R 3 R 4 R 5)O. According to the invention, at least one of the radicals formed should be a good inhibitor for the radical polymerization of the radically curable resin of resin component (A). Otherwise, the radicals formed should not interfere with the sometimes complex chemistry in the mortar system. This is achieved according to the invention by suitable substitution in the alkoxyamine compound of formula (II).

[0028] Accordingly, R 1 in the alkoxyamine compound of formula (II) represents a Cs-alkyl group. Preferably, R 1 a C4-8 alkyl group. R 1 can be linear or branched. Preferably, R 1 in the a-position to the nitrogen atom to which it is attached. In a preferred embodiment, R 1 a C4-8 alkyl group branched in the a-position to the nitrogen atom. R 1 may also be substituted or unsubstituted.

[0029] R 2represents a C2-10-alkyl group, for example a C4-8-alkyl group, in the alkoxyamine compound of formula (II). R 2 can be linear or branched. Preferably, R 2 branched in the ß-position to the nitrogen atom to which it is attached. Additionally or alternatively, R 2 optionally also be branched in the a-position to the nitrogen atom. Furthermore, R 2 substituted or unsubstituted. For example, R 2 be substituted in the a-position to the nitrogen atom.

[0030] Alternatively, R 1 and R 2 together with the N atom to which they are bonded, optionally form a heteroalkyl ring. This heteroalkyl ring may be unsubstituted or optionally substituted. Furthermore, the heteroalkyl ring may be saturated or optionally partially unsaturated. R 3 represents H or a Ci-4-alkyl group in the alkoxyamine compound of formula (II). R 3may be substituted or unsubstituted. Furthermore, R 3 linear or branched. In one embodiment, R 3 a hydrogen atom.

[0031] R 4 is a Ci-4-alkyl group in the alkoxyamine compound of formula (II). This means that the unpaired electron in the alkyl radical of formula (R 3 R 4 R 5 )O is located on (at least) a secondary or tertiary C atom. R 4 may be substituted or unsubstituted. Furthermore, R 4 linear or branched. In one embodiment, R 4 a methyl group.

[0032] R 5 In the alkoxyamine compound of formula (II), an aryl or heteroaryl group, for example a C6-2o-aryl group such as phenyl, naphthyl, anthracenyl, or pyrenyl, is represented. This means that the unpaired electron in the alkyl radical of formula (R 3 R 4 R 5)O is located in the a-position to a conjugated TT system. R 5 may be substituted or unsubstituted. In one embodiment, R 5 Naphthyl or pyrenyl, preferably pyrenyl.

[0033] Optional substituents in the optionally substituted radicals R 1 , R 2 , R 3 , R 4 or R 5 are not particularly limited and can be selected, for example, from alkyl substituents (such as Ci-4-alkyl) or halogen atoms, etc. In one embodiment, R 1 , R 2 , R 3 , R 4 or R 5 optionally further a protonatable, a deprotonatable or a hydrolyzable radical. Examples of protonatable optional substituents in R 1 , R 2 , R 3 , R 4 or R 5include, but are not limited to, amine groups, such as dialkylamine (e.g., di-Ci-4-alkylamine). Examples of deprotonatable optional substituents in R 1 , R 2 , R 3 , R 4 or R 5 include, but are not limited to, carboxylic acid groups, sulfonic acid groups, sulfinic acid groups, or phosphonic acid groups. Examples of hydrolyzable optional substituents in R 1 , R 2 , R 3 , R 4 or R 5 include, but are not limited to, alkyl esters (e.g., C1-4 alkyl esters) of carboxylic acids, sulfonic acids, sulfinic acids, or phosphonic acids. In one embodiment, R 2 substituted in the a-position to the nitrogen atom, wherein the substituent is preferably selected from a carboxylic acid alkyl ester group, sulfinate group, sulfonate group and phosphonate group. In one embodiment, the activation energy E a for the homolysis of R 3 R4 R 5 C-O bond in the alkoxyamine compound of formula (II) in the range of 100 to 120 kJ / mol. In a preferred embodiment, the activation energy E a for the homolysis of R 3 R 4 R 5 CO bond in the alkoxyamine compound of formula (II) is in the range of 100 to 110 kJ / mol. In a more preferred embodiment, the activation energy E a for the homolysis of R 3 R 4 R 5 CO bond in the alkoxyamine compound of formula (II) in the range of 100 to 108 kJ / mol.

[0034] As stated above, the two-component mortar composition of the present invention contains one or more conventional polymerization inhibitors in the resin component (A). According to the invention, the (conventional) polymerization inhibitors are selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group. Such polymerization inhibitors are typically present in amounts of 0.1 to 1.0 wt. %, based on the amount of radically curable resin in the resin component (A).

[0035] Examples of such polymerization inhibitors are, in particular, hydroquinone, substituted hydroquinones, e.g., 4-methoxyphenol, phenothiazine, benzoquinone, or tert-butylpyrocatechol, as described, for example, in EP 1935860 A1 or EP 0965619 A1, nitroxyl compounds, in particular stable nitroxyl radicals, also called N-oxyl radicals, such as piperidinyl-N-oxyl or tetrahydropyrrole-N-oxyl, as described in DE 19531649 A1. 4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl (hereinafter referred to as Tempol) is particularly preferably used for stabilization.

[0036] The polymerization inhibitors are preferably selected from phenolic compounds and non-phenolic compounds, such as stable radicals and / or phenothiazines.

[0037] Phenols such as 2-methoxyphenol, 4-methoxyphenol, 2,6-di-tert-butyl-4-methylphenol, 2,4-di-tert-butylphenol, 2,6-di-tert-butylphenol, 2,4,6-trimethylphenol, 2,4,6-tris(dimethylaminomethyl)phenol, 4,4'-thio-bis(3-methyl-6-tert-butylphenol), 4,4'-isopropylidenediphenol, 6,6'-di-tert-butyl-4,4'-bis(2,6-di-tert-butylphenol), 1,3,5-trimethyl-2-methyl-4-hydroxybenzylbenzene, 2,2'-methylene-di-p-cresol, catechol and butylcatechols, such as 4-tert-butylcatechol, 4,6-di-tert-butylcatechol, hydroquinones, such as hydroquinone, 2-methylhydroquinone, 2-tert-butylhydroquinone, 2,5-di-tert-butylhydroquinone, 2,6-di-tert-butylhydroquinone, 2,6-dimethylhydroquinone, 2,3,5-trimethylhydroquinone, benzoquinone, 2,3,5,6-tetrachloro-1,4-benzoquinone,

[0038] Methylbenzoquinone, 2,6-dimethylbenzoquinone, naphthoquinone, or mixtures of two or more thereof.

[0039] Preferred non-phenolic polymerization inhibitors are phenothiazines, such as phenothiazine and / or derivatives or combinations thereof, or stable organic radicals, such as galvinoxyl and N-oxyl radicals.

[0040] Suitable stable N-oxyl radicals (nitroxyl radicals) can be selected from 1-oxyl-2,2,6,6-tetramethylpiperidine, 1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol (also referred to as TEMPOL), 1-oxyl-2,2,6,6-tetramethylpiperidin-4-one (also referred to as TEMPON), 1-oxyl-2,2,6,6-tetramethyl-4-carboxyl-piperidine (also referred to as 4-carboxy-TEMPO), 1-oxyl-2,2,5,5-tetramethylpyrrolidine, 1-oxyl-2,2,5,5-tetramethyl-3-carboxylpyrrolidine (also referred to as 3-carboxy-PROXYL), aluminum N-nitrosophenylhydroxylamine, Diethylhydroxylamine can be selected, as described in DE199 56 509. Further suitable N-oxyl compounds are oximes, such as acetaldoxime, acetone oxime, methyl ethyl ketoxime, salicyloxime, benzoxime, glyoxime, dimethylglyoxime, acetone-O-(benzyloxycarbonyl)oxime and the like.Furthermore, pyrimidinol or pyridinol compounds substituted in the para position to the hydroxyl group can be used as polymerization inhibitors, as described in DE 10 2011 077 248 B1.

[0041] Depending on the desired properties and the application of the resin mixture, the polymerization inhibitors can be used either alone or in combination with two or more of them. The combination of phenolic and non-phenolic polymerization inhibitors enables a synergistic effect, as demonstrated by the essentially drift-free adjustment of the gel time of the reaction resin formulation.

[0042] In one embodiment, the mortar composition contains the alkoxyamine compound (I) or the alkoxyamine compound of formula (II) in an amount of 0.5 to 100 equivalents, based on one equivalent of the above-described (conventional) polymerization inhibitors, preferably 1 to 10 equivalents of alkoxyamine compound (I) or alkoxyamine compound of formula (II) to one equivalent of the conventional polymerization inhibitors.

[0043] The fastening of fasteners using the two-component mortar composition according to the invention results in practical open times at both low and elevated temperatures. This is achieved according to the invention by using, in addition to conventional polymerization initiators, a thermoresponsive photoinitiator, i.e., an alkoxyamine compound (I) or an alkoxyamine compound of formula (II), which contains the resin component (A) of the mortar composition.

[0044] Further advantages of the invention will become apparent from the following description of preferred embodiments.

[0045] For the purposes of the invention, a "two-component mortar compound" is understood to mean a mortar compound consisting of a curable resin component and a hardener component for the resin component. The resin component and the hardener component are stored separately from each other so that no reaction occurs between the hardener component and the resin component during storage. By mixing the hardener component with the reactive resin immediately before applying the mortar compound, the curing of the reactive resin is initiated.

[0046] The mortar composition according to the present invention may further comprise at least one inorganic additive as a further constituent in the resin component (A) and / or the hardener component (B). The term "inorganic additive" refers to all inorganic constituents of the mortar composition. The use of inorganic additives in mortar compositions is known in the art. The mortar composition according to the invention may contain large amounts of inorganic additives. For example, the amount of inorganic additive is in a range from 40 to 75 wt.%, based on the total weight of the mortar composition. In one embodiment, the amount of inorganic additive is in a range from 15 to 65 wt.%, such as 30 to 60 wt.%, based on the total weight of the mortar composition.

[0047] The inorganic additives may be selected, for example, from inorganic fillers, hydraulically setting or polycondensable inorganic compounds, modifiers and mixtures thereof.

[0048] The inorganic additive preferably comprises a filler, which may be present in the resin component (A) and / or in the hardener component (B). Examples of suitable fillers are BaSO4, quartz, glass, corundum, porcelain, earthenware, barite, light spar, gypsum, talc, fly ash, and / or chalk, as well as mixtures thereof, for example in the form of sands, flours, or molded bodies, preferably in the form of fibers or spheres.

[0049] According to one embodiment of the invention, the inorganic additive further comprises a hydraulically setting or polycondensable inorganic compound, such as cement and / or gypsum, preferably iron oxide-free or low-iron oxide cement, such as aluminate cement. The hydraulically setting or polycondensable inorganic compound is preferably contained in the hardener component (A). In this case, the hardener component (B) comprises, in addition to the hardener and the water optionally included for phlegmatizing the hardener, additional water for curing the hydraulically setting or polycondensable inorganic compound.

[0050] Finally, the inorganic additive in the resin component (A) and / or in the hardener component (B) may contain further inorganic modifiers such as thickeners and thixotropic agents, for example, precipitated or fumed silica, bentonite, and / or kaolin. The two-component mortar composition of the present invention further comprises, as a curable component in the resin component (A), at least one radically curable resin. Radically curable resins for use in mortar compositions are known in the art. Radically curable resins suitable according to the invention include, for example, ethylenically unsaturated compounds, compounds with carbon-carbon triple bonds, and thiol-yne / ene resins, as known to those skilled in the art.

[0051] Of these compounds, the group of ethylenically unsaturated compounds is preferred, which includes styrene and derivatives thereof, (meth)acrylates, vinyl esters, unsaturated polyesters, vinyl ethers, allyl ethers, itaconates, dicyclopentadiene compounds, and unsaturated fats. Of these, unsaturated polyester resins and vinyl ester resins are particularly suitable and are described, for example, in applications EP 1 935 860 A1, DE 195 31 649 A1, and WO 10 / 108939 A1. Vinyl ester resins are most preferred due to their hydrolytic resistance and excellent mechanical properties.

[0052] Examples of suitable unsaturated polyesters that can be used in the two-component mortar composition according to the invention are divided into the following categories:

[0053] (1) Ortho resins: these are based on phthalic anhydride, maleic anhydride or fumaric acid and glycols such as 1,2-propylene glycol, ethylene glycol, diethylene glycol, triethylene glycol, 1,3-propylene glycol, dipropylene glycol, tripropylene glycol, neopentyl glycol or hydrogenated bisphenol A;

[0054] (2) Iso resins: these are made from isophthalic acid, maleic anhydride, or fumaric acid, and glycols. These resins may contain higher proportions of reactive diluents than ortho resins;

[0055] (3) Bisphenol A fumarates: these are based on ethoxylated bisphenol A and fumaric acid;

[0056] (4) HET acid resins (hexachloro-endo-methylene-tetrahydrophthalic acid resins): These are resins obtained from chlorine / bromine-containing anhydrides or phenols during the production of unsaturated polyester resins. In addition to these resin classes, the so-called dicyclopentadiene resins (DCPD resins) can also be distinguished as unsaturated polyester resins. This class of DCPD resins is obtained either by modifying one of the above-mentioned resin types through a Diels-Alder reaction with cyclopentadiene, or alternatively, they are obtained by a first reaction of a diacid, e.g., maleic acid, with dicyclopentadiene, followed by a second reaction, the usual production of an unsaturated polyester resin, the latter being referred to as a DCPD maleate resin.

[0057] The unsaturated polyester resin preferably has a molecular weight M nin the range of 500 to 10,000 Daltons, more preferably in the range of 500 to 5,000, and even more preferably in the range of 750 to 4,000 (according to ISO 13885-1). The unsaturated polyester resin has an acid value in the range of 0 to 80 mg KOH / g resin, preferably in the range of 5 to 70 mg KOH / g resin (according to ISO 2114-2000). If a DCPD resin is used as the unsaturated polyester resin, the acid value is preferably 0 to 50 mg KOH / g resin.

[0058] For the purposes of the invention, vinyl ester resins are oligomers or polymers with at least one (meth)acrylate end group, so-called (meth)acrylate-functionalized resins, which also include urethane (meth)acrylate resins and epoxy (meth)acrylates.

[0059] Vinyl ester resins that have unsaturated groups only in the terminal position are obtained, for example, by reacting epoxy oligomers or polymers (e.g., bisphenol A digylcidyl ether, phenol novolak-type epoxides, or tetrabromobisphenol A-based epoxy oligomers) with, for example, (meth)acrylic acid or (meth)acrylamide. Preferred vinyl ester resins are (meth)acrylate-functionalized resins and resins obtained by reacting an epoxy oligomer or polymer with methacrylic acid or methacrylamide, preferably with methacrylic acid. Examples of such compounds are known from the applications US 3297745 A, US 3772404 A, US 4618658 A, GB 2217722 A1, DE 3744390 A1, and DE 4131457 A1. In this context, reference is made to application US 2011 / 071234. The vinyl ester resin preferably has a molecular weight M nin the range of 500 to 3000 Daltons, more preferably 500 to 1500 Daltons (according to ISO 13885-1). The vinyl ester resin has an acid value in the range of 0 to 50 mg KOH / g resin, preferably in the range of 0 to 30 mg KOH / g resin (according to ISO 2114-2000).

[0060] Particularly suitable as vinyl ester resins are ethoxylated bisphenol A di(meth)acrylate with a degree of ethoxylation of 2 to 10, preferably 2 to 4, difunctional, trifunctional or higher-functional urethane (meth)acrylate oligomers or mixtures of these curable components.

[0061] Examples of such epoxy(meth)acrylates are those of formula (A) where n is a number greater than or equal to 1 (if mixtures of different molecules with different n values ​​are present and are represented by the formula (A), non-integer numbers are also possible as the mean value).

[0062] Further examples of the propoxylated or especially ethoxylated aromatic diols, such as bisphenol A, bisphenol F or novolak (especially di-)(meth)acrylates are those of the formula (B) where a and b each independently represent a number greater than or equal to 0, with the proviso that preferably at least one of the values ​​is greater than 0, preferably both are 1 or greater (if mixtures of different molecules with different (a and b) values ​​are present and are represented by the formula (B), non-integer numbers are also possible as the mean value).

[0063] Particularly suitable are the known reaction products of di- or polyisocyanates and hydroxyalkyl methyl acrylates, as described, for example, in DE 2312 559 A1, adducts of (di)isocyanates and 2,2-propanebis-[3-(4-phenoxy)-1,2-hydroxypropane-1-methacrylate] according to US Pat. No. 3,629,187, and the adducts of isocyanates and methacryloyl alkyl ethers, alkoxybenzenes, or alkoxycycloalkanes, as described in EP 44352 A1. In this context, reference is made to DE 2312559 A1, DE 19902685 A1, EP 0684906 A1, DE 4111828 A1, and DE 19961342 A1.

[0064] Of course, mixtures of suitable monomers can also be used.

[0065] All these resins which can be used according to the invention can be modified according to methods known to those skilled in the art, for example to achieve lower acid numbers, hydroxide numbers or anhydride numbers, or to make them more flexible by incorporating flexible units into the backbone, and the like.

[0066] In addition, the resin may contain other reactive groups that can be polymerized with a radical initiator, such as peroxides, for example reactive groups derived from itaconic acid, citraconic acid and allylic groups and the like, as described, for example, in WO 2010 / 108939 (itaconic acid esters).

[0067] The percentage (in wt. % of the resin component) of radically curable resin in the resin component (A) is advantageously more than about 5%, preferably more than about 15%, and particularly preferably more than about 20%. The percentage (in wt. % of the resin component) of radically curable resin in the resin component is advantageously from about 10% to about 90%, preferably from about 15% to about 80%, more preferably from about 20% to about 60%, more preferably from about 25% to about 55%, even more preferably from about 30% to about 55%, particularly preferably from about 30% to about 50%, and most preferably from about 32% to about 45%.

[0068] The radically curable resin in component (A) of the mortar composition according to the invention preferably comprises a urethane (meth)acrylate resin and / or a (meth)acrylate-modified epoxy resin. In a preferred embodiment, the radically curable resin is a urethane (meth)acrylate resin.

[0069] To produce a suitable urethane (meth)acrylate resin, an at least difunctional isocyanate can be reacted with one or more hydroxy-functional, ethylenically unsaturated compounds, in particular with hydroxy-functional (meth)acrylic compounds.

[0070] The at least difunctional isocyanate for producing the urethane (meth)acrylate resin can be an aromatic isocyanate, an aliphatic isocyanate, in particular a cycloaliphatic isocyanate and a prepolymer containing isocyanate groups, which can also be used in a mixture with one another.

[0071] Examples of suitable aliphatic and aromatic isocyanates include m-phenylene diisocyanate, toluene-2-4-diisocyanate, toluene-2-6-diisocyanate,

[0072] Hexamethylen-1 ,6-diisocyanat, Tetramethylen- 1 ,4-diisocyanat, Cyclohexan-1 ,4- diisocyanat, Hexahydrotoluylendiisocyanat, Naphthylen-1 ,5-diisocyanat, Methoxyphenyl- 2,4-diisocyanat, Diphenylmethan-4,4'-diisocyanat, 4,4'-biphenylendiisocyanat, 3,3'- Dimethoxy-4,4'-biphenyldiisocyanat, 3,3'-Dimethyl-4,4'-biphenyldiisocyanat, 3,3'- Dimethyldiphenylmethan-4,4'-diisocyanat, 4,4',4"-Triphenylmethantriisocyanat,

[0073] Polymethylenpolyphenylisocyanat (PMDI), Toluylen-2,4,6-triisocyanat und 4,4'- Dimethyldiphenylmethan-2,2',5,5'-tetraisocyanat.

[0074] Diphenylmethane 4,4'-diisocyanate, diphenylmethane 2,4'-diisocyanate, and mixtures thereof are collectively referred to as MDI, and all may be used. Toluene 2,4-diisocyanate, toluene 2,6-diisocyanate, and mixtures thereof are collectively referred to as TDI, and all may be used. Preferably, the polyisocyanate is selected from the group consisting of diphenylmethane diisocyanate (MDI), polymeric diphenylmethane diisocyanate (PMDI), toluene diisocyanate (TDI), hexane diisocyanate (HDI), isophorone diisocyanate (IPDI), and mixtures thereof.

[0075] Isocyanate prepolymers prepared by reacting a stoichiometric excess of any polyisocyanate with an isocyanate-reactive compound as a chain extender can also be used, optionally in admixture with the above-mentioned aromatic and aliphatic isocyanates.

[0076] Examples of such chain extenders are dihydric alcohols such as ethanediol, diethylene glycol, triethylene glycol and polyethylene glycol, propanediol, dipropylene glycol, tripropylene glycol and polypropylene glycol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol and diethanolamine, further aromatic alcohols such as bisphenol A and bisphenol F or their ethoxylation products, hydrogenation products and / or halogenation products, higher-functional alcohols such as glycerol, trimethylolpropane, hexanetriol and pentaerythritol, hydroxyl-containing polyethers such as, for example, oligomers of aliphatic or aromatic oxiranes and / or higher cyclic ethers, for example of ethylene oxide, propylene oxide, styrene oxide and furan, polyethers which contain aromatic structural units in the main chain, such as, for example, the polyethers of bisphenol A and F, and hydroxyl-containing polyesters based on the above-mentioned alcohols and polyethers with dicarboxylic acids or their Anhydrides such as adipic acid,Phthalic acid, tetra- or hexahydrophthalic acid, hetic acid, maleic acid, fumaric acid, itaconic acid and sebacic acid.

[0077] Chain extenders with aromatic structural units serve to stiffen the resin chain. Hydroxyl compounds with unsaturated structural units, such as fumaric acid, can be used to increase crosslinking density during curing. Branched or star-shaped hydroxyl compounds as chain extenders, especially trihydric and higher alcohols, as well as polyethers and / or polyesters containing their structural units, result in branched or star-shaped urethane (meth)acrylates, which exhibit lower resin viscosity and improved solubility in reactive diluents.The hydroxy-functional (meth)acrylic compound for producing the urethane (meth)acrylate resin of the resin component (A) is preferably a (meth)acrylic acid hydroxyalkyl ester, such as hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, polyoxyethylene (meth)acrylate, polyoxypropylene (meth)acrylate, or a hydroxyl-containing (meth)acrylic acid ester of polyhydric alcohols such as pentaerythritol tri(meth)acrylate, glycerol di(meth)acrylate, trimethylolpropane di(meth)acrylate and neopentyl glycol mono(meth)acrylate.

[0078] The term “(Meth)acrylic...” or “...(meth)acrylic...” used here and below means that this term is intended to include both the acrylic group and the methacrylic group.

[0079] The reaction of the at least difunctional isocyanate with the hydroxy-functional, ethylenically unsaturated compound is carried out in such a way that the resulting free-radically curable resin of resin component (A) is essentially free of free isocyanate groups. Essentially free here means that the resin has an NCO content of less than 2%, preferably less than 1%, and particularly preferably less than 0.3%. For this purpose, the hydroxy-functional, ethylenically unsaturated compound is used in a stoichiometric excess over the isocyanate groups.

[0080] Other radically curable resins that can be used include, for example, vinyl esters, epoxy (meth)acrylates, unsaturated polyester resins and mixtures thereof, alone or together with the (poly)urethane (meth)acrylate described above.

[0081] Unsaturated polyester resins are obtained by reacting unsaturated dicarboxylic acids such as o- and / or iso-phthalic acid, maleic acid and fumaric acid with dialcohols.

[0082] Epoxy (meth)acrylates are typically condensates of (meth)acylic acid with glycidyl ethers of bisphenol A, bisphenol F, or novolaks. The radically curable resin is present in the mortar, for example, in a proportion of 10 to 40 percent by weight.

[0083] According to a preferred embodiment of the invention, the resin component (A) in all embodiments described above contains, as a further constituent, at least one reactive diluent having at least one ethylenically unsaturated group. Suitable reactive diluents are, in particular, (meth)acrylate compounds as well as allyl and vinyl compounds.

[0084] Suitable reactive diluents are described in EP 1 935 860 A1 and DE 195 31 649 A1. The resin mixture preferably contains a (meth)acrylic acid ester as reactive diluent, with particular preference being given to selecting aliphatic or aromatic C5-C15 (meth)acrylates. Suitable examples include: hydroxypropyl (meth)acrylate, 1,2-ethanediol di-(meth)acrylate, 1,3-

[0085] Propanediol di(meth)acrylate, 1,2-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate (BBDMA), trimethylolpropane tri(meth)acrylate, phenethyl(meth)acrylate,

[0086] Tetrahydrofurfuryl (meth)acrylate, ethyl triglycol (meth)acrylate, N,N-

[0087] Dimethylaminoethyl (meth)acrylate, N,N-dimethylaminomethyl (meth)acrylate,

[0088] Acetoacetoxyethyl (meth)acrylate, isobornyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, diethylene glycol di(meth)acrylate, methoxypolyethylene glycol mono(meth)acrylate,

[0089] T rimethylcyclohexyl(meth)acrylat, 2-Hydroxyethyl(meth)acrylat,

[0090] Dicyclopentenyloxyethyl(meth)acrylat und / oder T ricyclopentadienyldi(meth)acrylat, Bisphenol-A-(meth)acrylat, Novolakepoxidi(meth)acrylat, Di-[(meth)acryloyl-maleoyl]- tricyclo-5.2.1 ,0.2.6-decan, Dicyclopentenyloxyethylcrotonat, 3-(Meth)acryloyl-oxymethyl- tricylo-5.2.1 ,0.2.6-decan, 3-(Meth)cyclo-pentadienyl(meth)acrylat, lsobornyl(meth)acrylat und Decalyl-2-(meth)acrylat; PEG-di(meth)acrylate, wie PEG200-di(meth)acrylat, Tetraethylenglykol-di(meth)acrylat, Solketal(meth)acrylat, Cyclohexyl(meth)acrylat, Phenoxyethyl-di(meth)acrylat, Methoxyethyl(meth)acrylat,

[0091] Tetrahydrofurfuryl(meth)acrylat, tert-Butyl(meth)acrylat und Norbornyl(meth)acrylat.

[0092] In principle, other conventional, radically curable compounds can also be used, alone or in admixture with the (meth)acrylic acid esters, e.g., styrene, a-methylstyrene, alkylated styrenes such as tert-butylstyrene, divinylbenzene, and allyl compounds, with preference given to those not subject to labeling requirements.

[0093] Particularly preferred reactive diluents are hydroxypropyl(meth)acrylate, 1,4-butanediol di(meth)acrylate and butanediol-1,2-di(meth)acrylate.

[0094] The reactive diluent serves both as a solvent for the radically curable resin and as a comonomer that participates in the radical polymerization of the resin component. The use of reactive diluents further improves the adhesion of the cured mortar to the surfaces of the mineral substrate and / or the fastener to be fixed.

[0095] The reactive thinner is present in the mortar mass, for example, in a proportion of 0 to 25 percent by weight, such as 4 to 25 percent by weight or 8 to 15 percent by weight. All radically curable compounds are preferably present in the mortar mass in a proportion of up to a maximum of 30 percent by weight.

[0096] According to a further preferred embodiment of the invention, resin component (A) contains at least one accelerator for the curing agent. Suitable accelerators, which are usually added to the resin mixture, are known to those skilled in the art. These include, for example, amines, preferably tertiary amines, and / or metal salts.

[0097] Suitable amines are selected from the following compounds, which are described, for example, in the application US 2011071234 A1: dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, n-propylamine, di-n-propylamine, tri-n-propylamine, isopropylamine, diisopropylamine, triisopropylamine, n-butylamine, isobutylamine, tert-butylamine, di-n-butylamine, diisobutylamine, tri-isobutylamine, pentylamine, isopentylamine, diisopentylamine, hexylamine, octylamine, dodecylamine, laurylamine, stearylamine, aminoethanol, diethanolamine, triethanolamine, aminohexanol, ethoxyaminoethane, dimethyl-(2-chloroethyl)amine, 2-ethylhexylamine, bis-(2-chloroethyl)amine, 2-ethylhexylamine, bis-(2-ethylhexyl)amine, N-methylstearylamine, dialkylamine, ethylenediamine, N,N'-dimethylethylenediamine, tetramethylethylenediamine, diethylenetriamine, permethyldiethylenetriamine, triethylenetetramine, tetraethylenepentamine, 1,2-

[0098] Diaminopropan, Di-propylentriamin, Tripropylentetramin, 1 ,4-Diaminobutan, 1 ,6- Diaminohexan, 4-Amino-1-diethylaminopentan, 2,5-Diamino-2,5-dimethylhexan,

[0099] Trimethylhexamethylendiamin, N,N-Dimethylaminoethanol, 2-(2-

[0100] Diethylaminoethoxy)ethanol, Bis-(2-hydroxyethyl)-oleylamin, T ris-[2-(2-hydroxy-ethoxy)- ethyl]amin, 3-Amino-1 -propanol, Methyl-(3-aminopropyl)ether, Ethyl-(3- aminopropyl)ether, 1 ,4-Butandiol-bis(3-aminopropylether), 3-Dimethylamino-1 -propanol, 1-Amino-2-propanol, 1-Diethylamino-2-propanol, Diisopropanolamin, Methyl-bis-(2- hydroxypropyl)-amin, Tris-(2-hydroxypropyl)amin, 4-Amino-2-butanol, 2-Amino-2- methylpropanol, 2-Amino-2-methyl-propandiol, 2-Amino-2-hydroxymethylpropandiol, 5- Diethylamino-2-pentanon, 3-Methylamino-propionsäurenitril, 6-Aminohexansäure, 11- Aminoundecansäure, 6-Amino-hexansäureethylester, 11 -Aminohexansäureisopropylester, Cyclohexylamin, N-Methylcyclohexylamin, N,N-Dimethylcyclohexylamin, Dicyclohexylamin, N-Ethylcyclohexylamin, N-(2-Hydroxyethyl)-cyclohexylamin, N,N-Bis- (2-hydroxyethyl)-cyclohexylamin, N-(3-Aminopropyl)-cyclohexylamin,

[0101] Aminomethylcyclohexan, Hexahydrotoluidin, Hexahydrobenzylamin, Anilin, N- Methylanilin, N,N-Dimethylanilin, N,N-Diethylanilin, N,N-Di-propylanilin, iso-Butylanilin, Toluidine, Diphenylamin, Hydroxyethylanilin, Bis-(hydroxyethyl)anilin, Chloranilin, Aminophenole, Aminobenzoesäuren und deren Ester, Benzylamin, Dibenzylamin, Tribenzylamin, Methyldibenzylamin, a-Phenylethylamin, Xylidin, Diisopropylanilin, Dodecylanilin, Aminonaphthalin, N-Methylaminonaphthalin, N,N- Dimethylaminonaphthalin, N,N-Dibenzylnaphthalin, Diaminocyclohexan, 4,4'-Diamino- dicyclohexylmethan, Diamino-dimethyl-dicyclohexylmethan, Phenylendiamin,

[0102] Xylylendiamin, Diaminobiphenyl, Naphthalindiamine, Toluidine, Benzidine, 2,2-Bis- (aminophenyl)-propan, Aminoanisoie, Amino-thiophenole, Aminodiphenylether, Aminocresole, Morpholin, N-Methylmorpholin, N-Phenylmorpholin, Hydroxyethylmorpholin, N-Methylpyrrolidin, Pyrrolidin, Piperidin, Hydroxyethylpiperidin, Pyrrole, Pyridine, Chinoline, Indole, Indolenine, Carbazole, Pyrazole, Imidazole, Thiazole, Pyrimidine, Chinoxaline, Aminomorpholin, Dimorpholinethan, [2,2,2]-Diazabicyclooctan und N,N-Dimethyl-p-toluidin.

[0103] Bevorzugte Amine sind Anilin-Derivate und N,N-Bisalkylarylamine, wie N,N,-

[0104] Dimethylanilin, N,N-Diethylanilin, N,N-Dimethyl-p-toluidin, N,N- Bis(hydroxyalkyl)arylamine, N,N-Bis(2-hydropxyethyl)aniline, N,N-Bis(2- hydroxyethyl)toluidin, N,N-Bis(2-hydroxypropyl)anilin, N,N-Bis(2-hydroxypropyl)toluidin, N,N-Bis(3-methacryloyl-2-hydroxypropyl)-p-toluidin, N,N-Dibutoxyhydroxypropyl-p- toluidin und 4,4'-Bis(dimethylamino)diphenylmethan.

[0105] Polymeric amines, such as those obtained by polycondensation of N,N-bis(hydroxyalkyl)aniline with dicarboxylic acids or by polyaddition of ethylene oxide and these amines, are also suitable as accelerators.

[0106] Suitable metal salts include cobalt octoate or cobalt naphthenoate as well as vanadium, potassium, calcium, copper, manganese or zirconium carboxylates.

[0107] The resin mixture may further contain a co-accelerator, particularly when a transition metal compound is used as the accelerator. Depending on the transition metal compound chosen, the skilled person is able to select a suitable co-accelerator to achieve the desired curing properties. If a cobalt compound is used as the accelerator, the co-accelerator is preferably an amine and / or a 1,3-dioxo compound. If a copper compound is used as the accelerator, the co-accelerator is preferably an amine, an acetoacetamide, a potassium salt, an imidazole and / or a gallate or mixtures thereof. If a manganese compound is used as the accelerator, the co-accelerator is preferably a 1,3-dioxo compound, a thiol and / or a potassium or lithium salt or mixtures thereof.If an iron compound is used as an accelerator, the co-accelerator is preferably a 1,3-dioxo compound and / or a thiol, preferably in combination with an alkali metal salt. Suitable 1,3-dioxo compounds are acetylacetone, acetoacetates, and acetoacetamides.

[0108] The accelerators and / or co-accelerators are contained in the mortar mass, for example, in a proportion of 0 to 1 percent by weight, such as 0.01-0.7 percent by weight.

[0109] Finally, the mortar composition may contain further organic additives such as adhesion promoters based on silane compounds, as known to the skilled person, for example, from EP 2 371 782 A2 and WO 2011 / 072789 A1. The curing agent for the radically curable resin of resin component (A) contained in the curing component (B) of the two-component mortar composition according to the invention preferably comprises at least one organic peroxide, for example dibenzoyl peroxide, methyl ethyl ketone peroxide, tert-butyl perbenzoate, cyclohexanone peroxide, lauryl peroxide, cumene hydroperoxide, and / or tert-butyl peroxy-2-ethylhexanoate.

[0110] The organic peroxides are preferably desensitized, in particular by adding water as a desensitizing agent and / or solvent. Suitable curing components are known to those skilled in the art and are commercially available.

[0111] Alternatively, a peroxide-free hardener system containing at least one manganese compound as an accelerator and a 1,3-dioxo compound as an initiator can be used for curing. For further information, see DE 10 2011 078 785 A1.

[0112] Alternatively, a hardener system can be used for curing, which contains the following components: at least one metal salt as an accelerator and at least one compound containing thiol and / or thiolester groups as an initiator. Reference is made to DE 10 2013 114 061 A1.

[0113] By combining or mixing the two components, radicals can be formed which, instead of the previously usual radical formers, can trigger a polymerization of non-aromatic double bonds, e.g. olefinic double bonds, for example acrylates or methacrylates.

[0114] As a further alternative, a hardener system can be used for curing, which contains the following components: as accelerator at least one metal salt and as initiator at least one CH-acidic compound of the formula wherein

[0115] (i)

[0116] -A- for -C(R 1 )(R 2 )- stands,

[0117] -X- for a bond, for -NR 3 - or for -(CR 4 R 5 ) P - stands for, or stands for -O-,

[0118] Y for NR 6 or for (CR 7 R 8 ) q or is O, where X is O and Y is O; where X is preferably (CR 4 R 5 ) P and Y stands for CR 7 R 8 stands for, or X for NR 3 and Y for NR 6 stands;

[0119] Z 1 stands for O, S, S=O or S(=O)2,

[0120] Z 2stands for O, S, S=O or S(=O)2,

[0121] Z 3 for O, S, S=O or S(=O)2 or for R 9 and R 10 p is 1, 2 or 3, preferably 1 or 2 q is 1, 2 or 3, preferably 1; and the radicals R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 independently of one another represent hydrogen, alkyl, aryl, aralkyl, cycloalkyl or cycloalkylalkyl and are each unsubstituted or substituted and / or have heteroatoms (instead of C atoms; preferably selected from O, N, such as NH or N-alkyl, and S), with the proviso that at least one of the radicals R 1 and R 2 hydrogen means, or

[0122] (ii) open-chain compounds in which the link forming the bridge is -C(=Z 3 )- missing,

[0123] -A- for -C(R 1 )(R 2)-, X and Y independently of one another represent an unbranched or branched, unsubstituted or substituted, optionally heteroatoms (instead of C atoms; in particular selected from O, N, such as NH or N-alkyl, and S) containing Ci-C alkyl group or Ci-C ikoxy group or preferably represent an unsubstituted or substituted, optionally heteroatoms (instead of C atoms; in particular selected from O, N, such as NH or N-alkyl, and S) containing Ci-C4 alkoxycarbonylmethyl group or C1-C4 alkylcarbonylmethyl group,

[0124] R 1 and R 2 both mean hydrogen and

[0125] Z 1 and Z 2have the meanings given; or X represents a C1-C4 alkyl group, C1-C4 alkoxy group, C1-C4 alkoxycarbonylmethyl group or C1-C4 alkylcarbonylmethyl group, each unbranched or branched, unsubstituted or substituted, optionally containing heteroatoms (instead of C atoms; in particular selected from O, N, such as NH or N-alkyl, and S),

[0126] Y and Z 2 together with the bonding carbon atom -CN,

[0127] Z 1 has the meanings set out above, and

[0128] R 1 and R 2 are each as defined above, with the proviso that at least one of the radicals is hydrogen; and / or salts thereof. Reference is made to DE 10 2015 003 221 A1.

[0129] The components used as accelerators in the form of a metal salt, which also includes metal complexes and metal oxides, are in both cases preferably one or more metal salts or in particular salts of organic and / or inorganic acids with metals, e.g. selected from cobalt, zirconium, zinc, cerium, tin, bismuth or preferably vanadium, manganese, copper or iron, or mixtures of two or more thereof, wherein the organic acids are preferably saturated, with vanadium and iron or in particular manganese and copper, optionally in the presence of one or two co-accelerators with a metal portion from the group of the above-mentioned metals, being preferred, in particular in the form of salts or complexes with inorganic acids and / or carboxylate radicals, such as carboxylates with CH3, C2-C20-alkyl, a Ce-C24-aryl radical or CyC0-aralkyl radical, for example octoate, e.g. 2-ethylhexanoate (isooctanoate), furthermore neodecanoate, or Acetylacetonate.Particularly preferred are manganese carbonate or carboxylates, such as Mn acetate or Mn octoate, copper carboxylates, such as copper octoate or copper naphthenate, copper quinolates, iron carboxylates, such as iron octoate and / or vanadium carboxylates and / or the group of metal salts with inorganic acids, which includes, for example, iron chloride, iron sulfate and copper chloride. In a further alternative, a hardener system can be used for curing, which comprises the following components: as accelerator at least one metal salt and as initiator at least one aldehyde and / or ketone and at least one primary amine, and / or b2) at least one imine which has one or more imine structural increments of the formula includes, independently of each other:

[0130] Q represents the organic radical of the amine used (in each case), or represents hydrogen; and

[0131] R 2 and R 3independently of one another denotes hydrogen and / or an unsubstituted or substituted, optionally containing double bonds and / or heteroatoms, mono- or polybranched or straight-chain organic radical which contains at least one aliphatic, heteroaliphatic, alicyclic, or heterocyclic molecular structure, or a combination of two or more of the aforementioned molecular structures; and / or salts thereof. Reference is made to DE 10 2016 124 075 A1.

[0132] To achieve a suitable viscosity, the hardener component may contain a proportion of inorganic fillers and modifiers such as thixotropic agents.

[0133] The two-component mortar composition according to the invention is preferably present in cartridges, canisters, or foil bags, which are characterized by comprising two or more separate chambers in which the resin component (A) and the hardener component (B) of the mortar composition are arranged separately from one another in a reaction-inhibiting manner. For the intended use, the resin component (A) and the hardener component (B) are emptied from the separate chambers and mixed in a suitable device, for example a static mixer. The mixture of resin component (A) and hardener component (B) is then introduced into the previously cleaned borehole using a known injection device. The fastening element to be fixed is then inserted into the mortar composition and adjusted.The curing agent of the hardener component (B) initiates the radical polymerization of the resin component (A), so that the mortar mass cures under ambient conditions within a few hours.

[0134] The invention therefore also relates to the use of the two-component mortar composition according to the invention for the chemical fastening of fastening elements, in particular anchor threaded rods, reinforcing iron, threaded sleeves and screws, in boreholes which are present in a building material, such as wood or a mineral substrate, preferably concrete.

[0135] The invention is described below using a preferred embodiment, which, however, is not to be understood as limiting in any way.

[0136] Examples:

[0137] Manufacturing of components

[0138] The composition of the resin component used in the following comparative examples V1 and application example A1 is shown in Table 1 below.

[0139] Tabel-! :

[0140] * Urethane methacrylate resin according to WO 2019 / 007667, Example C1. Table 2 below shows the composition of Comparative Example C1 and Application Example A1, each in parts by weight. In Application Example A1, the following compound (AV1) was used as the alkoxyamine compound of formula (I):

[0141] Alkoxyamine compound AV1 (diethyl(1-(tert-butyl(1-(pyren-1-yl)ethoxy)amino)-2,2-dimethylpropyl)phosphonate; MW: 523.6 g / mol) has an activation energy E a for the homolysis of the RO bond of 105.32 kJ / mol. The amount of AV1 used in Application Example A1 corresponds to 4 equivalents, based on one equivalent of polymerization inhibitor (Tempol).

[0142] Table 2: Perkadox 20S, a mixture containing 20 wt.% dibenzoyl peroxide on calcium sulfate / magnesium hydroxycarbonate, available from Akzo Nobel, was used as component B in each case. 3 g of each component A were heated to 5°C in a small speed mixer container for at least 3 hours. Then, 900 mg of component B were mixed in the speed mixer (1500 rpm / 60 s), and a sample was immediately weighed into a DSC crucible (aluminum 40 pL -D).

[0143] Isothermal measurements of the curing processes are then performed at 20°C, 40°C, and 60°C. The crucible, which is maintained at 5°C, is placed in the DSC cell, which is maintained at the measurement temperature, and the measurement is started. The gel time (time-to-peak) is measured from the time of mixing. The measurement (duration: 120 minutes) is performed under N2. The results obtained (in [min]) are shown in Table 3. Table 3:

[0144] At room temperature, the addition of the alkoxyamine compound AV1 shows only a slight gel time extension of 25%. At 40°C, the gel time extension caused by the addition of the alkoxyamine compound AV1 is already noticeable at 42%. The gel time extension achieved by the addition of the alkoxyamine compound AV1 is particularly significant at 60°C, at 72%.

[0145] Components used:

Claims

PATENT CLAIMS 1. A two-component mortar composition comprising a resin component (A) containing at least one radically curable resin as a curable component, and a hardener component (B) containing a curing agent for the radically curable resin of the resin component (A), wherein the resin component (A) contains one or more polymerization inhibitors selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group, characterized in that the resin component (A) further comprises an alkoxyamine compound (I) of the formula RO-N(R'R"), wherein R is an alkyl radical and R' or R" is each an organic radical, and which has an activation energy E a for the homolysis of the RO bond in the range of 100 to 120 kJ / mol.

2. Mortar composition according to claim 1, wherein the alkoxyamine compound (I) has an activation energy E a for the homolysis of the RO bond in the range of 100 to 110 kJ / mol, preferably 100 to 108 kJ / mol.

3. A two-component mortar composition comprising a resin component (A) containing at least one radically curable resin as a curable component, and a hardener component (B) containing a curing agent for the radically curable resin of the resin component (A), wherein the resin component (A) contains one or more polymerization inhibitors selected from phenolic polymerization inhibitors, phenothiazine and / or derivatives thereof, stable organic radicals, oximes, and pyrimidinol or pyridinol compounds substituted in the para-position to the hydroxyl group, characterized in that the resin component (A) further contains an alkoxyamine compound of the following formula (II) where R 1is a Cs-alkyl group; R 2 a C2-io-alkyl group, where R 1 and R 2 together with the N atom to which they are bonded, may optionally form an optionally substituted, optionally unsaturated heteroalkyl ring, R 3 H or a Ci-4 alkyl group, R 4 is a Ci-4 alkyl group, and R 5 an aryl or heteroaryl group. Mortar composition according to claim 3, wherein in the alkoxyamine compound of the formula (II) R 1 is branched in the a-position to the nitrogen atom, preferably a C4-8 alkyl group branched in the a-position to the nitrogen atom, R 2is branched in the ß-position to the nitrogen atom, and is optionally branched or substituted in the a-position to the nitrogen atom, wherein the substituent is preferably selected from a carboxylic acid alkyl ester group, sulfinate group, sulfonate group and phosphonate group, and R 5 is an unsubstituted or substituted C6-2o-aryl group, and wherein R 1 , R 2 , R 3 , R 4 or R 5 optionally further contains a protonatable, deprotonatable or hydrolyzable radical. Mortar composition according to one of claims 3 or 4, wherein the alkoxyamine compound of formula (II) has an activation energy E a for the homolysis of R 3 R 4 R 5CO bond in the range of 100 to 120 kJ / mol, preferably 100 to 110 kJ / mol, more preferably 100 to 108 kJ / mol. Mortar composition according to one of the preceding claims, wherein the alkoxyamine compound (I) or the alkoxyamine compound of formula (II) is present in an amount of 0.5 to 100 equivalents, preferably 1 to 10 equivalents, based on one equivalent of the polymerization inhibitors.

7. Mortar composition according to one of the preceding claims, wherein the resin component (A) and / or the hardener component (B) contains as a further constituent at least one inorganic additive selected from inorganic fillers, hydraulically setting or polycondensable inorganic compounds, modifiers and mixtures thereof.

8. Mortar composition according to claim 7, wherein the inorganic additive comprises a filler selected from the group consisting of BaSC, quartz, glass, corundum, porcelain, earthenware, barite, light spar, gypsum, talc, fly ash, chalk and mixtures thereof.

9. Mortar composition according to one of claims 7 or 8, wherein the inorganic additive comprises a hydraulically setting or polycondensable inorganic compound selected from the group consisting of cement and gypsum and mixtures thereof, preferably an aluminate cement.

10. Mortar composition according to one of claims 7 to 9, wherein the inorganic additive comprises a modifier selected from the group consisting of thickeners, plasticizers, thixotropic agents and mixtures thereof, preferably precipitated or fumed silica, bentonite and / or kaolin.

11. Mortar composition according to one of the preceding claims, wherein the radically curable resin is selected from urethane (meth)acrylate-based compounds, epoxy (meth)acrylate-based compounds, methacrylates of alkoxylated bisphenols, and compounds based on other ethylenically unsaturated compounds, wherein the radically curable resin is preferably selected from urethane (meth)acrylate-based compounds, epoxy (meth)acrylate-based compounds, and methacrylates of alkoxylated bisphenols, and wherein more preferably the radically curable resin comprises a urethane (meth)acrylate resin. Mortar composition according to one of the preceding claims, wherein the resin component (A) contains at least one reactive diluent as a further constituent. Mortar composition according to one of the preceding claims, wherein the resin component (A) comprises at least one accelerator as a further constituent. Mortar composition according to one of the preceding claims, wherein the hardener component (B) contains at least one organic peroxide, in particular dibenzoyl peroxide, methyl ethyl ketone peroxide, tert-butyl perbenzoate, cyclohexanone peroxide, lauryl peroxide, cumene hydroperoxide, and / or tert-butyl peroxy-2-ethylhexanoate, as a hardening agent. Mortar composition according to one of the preceding claims, wherein the composition is present in a cartridge, a cartridge, or a foil bag, wherein the resin component (A) and the hardener component (B) are arranged in separate chambers.Use of the two-component mortar composition according to one of the preceding claims for the chemical fixing of fixing elements such as anchor threaded rods, reinforcing bars, threaded sleeves and screws in drilled holes in a building material such as wood or a mineral substrate.

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