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EP-4739723-A1 - 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

EP4739723A1EP 4739723 A1EP4739723 A1EP 4739723A1EP-4739723-A1

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.

Inventors

  • PLENK, Christian
  • Bürgel, Thomas
  • KUMRU, MEMET-EMIN
  • Pschenitza, Markus

Assignees

  • Hilti Aktiengesellschaft

Dates

Publication Date
20260513
Application Date
20240621

Claims (15)

  1. 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 fill level of a mortar mass 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, characterized in that the isocyanate component or the amine component contains at least one monoalcohol.
  2. 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. 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. 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. 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. 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. 7. Multi-component resin system according to one of claims 1 to 6, wherein the amine component contains diethyltoluenediamine (DETDA) as an amine reactive toward isocyanate groups and additionally another amine reactive toward isocyanate groups.
  8. 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. 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-indendimethyl 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. 10. Multi-component resin system according to 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), Tetraethylenepentamine (TEPA), pentaethylenehexamine (PEHA), 1,3-benzenedimethanamine (m-xylylenediamine, mXDA), 1,4-benzenedimethanamine (p-xylylenediamine, pXDA), 5-(aminomethyl)bicyclo[[2.2.1]hept-2-yl]methylamine (NBDA, norbornanediamine), Dimethyldipropylene triamine, dimethylaminopropyl-aminopropylamine (DMAPAPA), 2,4-diamino-3,5-dimethylthiotoluene (dimethylthio-toluenediamine, DMTDA) 3-aminomethyl-3,5,5-trimethylcyclohexylamine (isophoronediamine (IPDA)), diaminodicyclohexylmethane (PACM), diethylmethylbenzenediamine (DETDA), 3,3'-diaminodiphenylsulfone (33Dapsone), 3,3'-diaminodiphenylsulfone (Dapsone), mixed polycyclic amines (MPCA) (e.g. Ancamine 2168), dimethyldiaminodicyclohexylmethane (Laromin C260), 2,2-bis(4-aminocyclohexyl)propane, (3(4),8(9)bis(aminomethyldicyclo[5.2.1.02'6]decane (Isomer mixture, 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)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, 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. 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. 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. 13. A method for the chemical fastening of construction 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. 14. Use of a multi-component resin system according to one of claims 1 to 11 or of a mortar composition according to claim 12 for the chemical fastening of construction elements in mineral substrates or in wood, preferably in drill holes.
  15. 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.

Description

Multi-component resin system with at least one monoalcohol, mortar mass based on isocyanate-amine adducts and process and use of the multi-component resin system for fastening construction elements DESCRIPTION The present invention relates to a 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 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. In addition, 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. The invention further 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 chemically fastening construction elements in mineral substrates or in wood, preferably in drill holes. In construction, resin systems are used for chemically fixing structural elements such as anchor rods, reinforcing bars and screws in drill holes or gaps in structures. Such resin systems are also referred to as "chemical anchors", whereby a chemical anchor is usually a mortar mass, i.e. it contains filler in addition to the components of the resin system that form the resin. Resin systems also play an important role for use as adhesives or coatings (e.g. for floor coverings). These resin systems can be present as a uniform resin mass or as a system of several components. Resin systems are usually available commercially as a multi-component resin system. A multi-component resin system is a resin system with several components, typically two components (two-component system), with (i) at least one component (A) comprising a curable compound, and (ii) at least one hardener component (B) comprising a hardener for said curable compound, and optionally other separate components. The components are in separate containers so that they do not come into contact with one another during storage and before use and cannot react with one another. To use a multi-component resin system as intended, components (A) and (B) and optionally other components are mixed at the desired location so that the curing reaction can take place there. Cartridges made of plastic, ceramic or glass, for example, in which the components are separated from one another by destructible partition walls or integrated separate destructible containers, are suitable for storage before use; for example, as nested cartridges, preferably two-chamber cartridges. However, multi-component or preferably two-component cartridges are particularly common for storage before use, in whose chambers the components (A) and (B) of a multi-component resin system are contained separately from one another. By destroying the partitions in the cartridges or squeezing the cartridges through a static mixer, for example, the two or more components are mixed. This initiates a curing reaction, i.e. polymerization, and the resin is cured. In a multi-component resin system, other common components, such as fillers, additives, accelerators, inhibitors, rheology additives, solvents and reactive diluents, can be contained in one or both components (A) and/or (B), as well as optionally other components. Multi-component resin systems may also contain fillers which themselves can contribute to solidification through hydraulic setting, as in the case of cement. Multi-component resin systems based on methacrylate resins and epoxy resins are known as chemical anchors. However, these resin systems are often only suitable to a limited extent for use at low temperatures, i.e. temperatures which are below 25 °C or even below 0 °C. For use in cold regions or at cold ambient temperatures, there is therefore a need for more suitable resin systems. In addition to the further development and improvement of existing multi-component resin systems, resin systems other than those mentioned above are increasingly being investigated for their suitability as a basis for chemical anchors. Polyurethanes and polyureas, i.e. polymers based on polyisocyanates, are increasingly being considered as resins for chemical anchors. EP 3 447 078 A1 describes a chemical anchor that is made from a multi-component compound that includes 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 as a binding agent for the mortar compound. DE 10 2008 018 861 A1 discloses multi-component systems based on polyurethanes 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 amin