One-component, moisture-curable, silane-terminated polymer compositions with reactive plasticizers

Abstract

This invention relates to a one-component, moisture-curable composition comprising at least one organic polymer having an average of at least two reactive silane end groups, at least one reactive plasticizer having an average of 1 to 1.5 reactive silane end groups, optional filler, and optional at least one additive. The one-component, moisture-curable composition can be formulated to exhibit excellent properties for use as a non-exudative sealant. This invention also reduces the amount of harmful phthalate-containing plasticizers.

Description

Technical Field

[0001] This invention relates to one-component wettable curable compositions of silane-terminated polymers and reactive plasticizers, and their use as sealants and adhesives.

[0002] Existing technology

[0003] One-component, moisture-curable compositions based on polymers containing reactive silane groups are known and widely used as resilient sealants in construction. Polymers containing reactive silane groups, particularly organic polymers containing reactive silane groups, are also known as "silane-functionalized polymers," "silane-modified polymers" (SMPs), or "silane-terminated polymers" (STPs). Compositions containing these polymers are cured through a crosslinking reaction of the reactive silane groups on the polymer, which hydrolyze under the influence of moisture, condensing together to form silanol groups, thus forming a covalently bonded network and macroscopically a cured material.

[0004] The cured material is typically suitable for use as a sealant. This sealant contains different components, depending on the application area and the requirements for them during application and after curing.

[0005] Plasticizers are among the most commonly used additives in adhesive and sealant formulations. They improve performance by providing much-needed flexibility, optimizing viscosity, and enhancing mechanical properties.

[0006] Most plasticizers used in sealants are phthalates, esters based on phthalic acid. Phthalate-containing plasticizers are considered harmful to health and are being carefully reviewed under official regulations, with the possibility of future bans on increased product quantities.

[0007] Sealants used in exterior architectural applications are typically coated with various types of paint. Migration of free components in the sealant (such as plasticizers) can lead to paint defects known as bleeding. Bleeding causes discoloration, stickiness, or even tackiness on the paint surface. Over time, the surface can also attract dirt, which is absorbed into the topcoat. Therefore, the appearance of the paint surface and its performance as a finish layer are negatively impacted.

[0008] To reduce the amount of migratory and, in some cases, health-hazardous conventional plasticizers such as phthalates, alternative plasticizers for non-exudative sealants need to be found. Reactive plasticizers offer a solution to this problem. The number of known reactive plasticizers in the prior art is limited, for example, EP 1710280B1, which discloses a monofunctional polyether polymer having an alkoxysilyl group, prepared by the hydrogenation and silylation of a monohydric alcohol or by the functionalization of a monohydric alcohol with an isocyanate-based silane.

[0009] Another method for obtaining silane-functionalized reactive plasticizers based on polyether monohydric alcohols is disclosed in US6998459B2. In this disclosure, the reactive plasticizer is based on a high molecular weight monohydric alcohol with an average molecular weight of 3000 to 12000 g / mol.

[0010] Similarly, US7060750B2 discloses reactive plasticizers in which the monohydric alcohol has an average molecular weight of 1,000 to 20,000 g / mol.

[0011] However, while these known reactive plasticizers improve the exudation properties of sealants, they generally reduce mechanical properties such as tear resistance or tensile strength, and they adversely affect application performance, for example, due to the increased filament length formed when the sealant is applied by hand gun.

[0012] Therefore, there remains a desire for sealants based on silane-functionalized polymers that possess excellent non-exudation and overpaintability properties, while also exhibiting improved mechanical properties and user-friendly application characteristics. Invention Overview

[0014] Therefore, one object of the present invention is to provide a reactive plasticizer for use in one-component, wettable compositions of silane-terminated polymers as sealants, which aims to reduce the amount of conventional plasticizers, particularly phthalate-based plasticizers, improve the mechanical and application properties of the sealant, and exhibit good adhesion to coatings and show less delamination.

[0015] Specifically, the intention is to use reactive plasticizers based on monofunctional alkoxysilane-terminated polymers.

[0016] Therefore, this type of reactive plasticizer can maintain the low viscosity of the sealant before curing and will still provide the required flexibility after curing because only one end of the reactive plasticizer can react with the silane-terminated polymer.

[0017] The present invention achieves these above-mentioned objectives by utilizing the features of independent claim 1.

[0018] Surprisingly, it was also found that the viscosity of reactive plasticizers does not show a linear correlation with the molecular weight of the polymer backbone. This is unexpected because viscosity is typically lowest at the lowest molecular weight and then increases with increasing molecular weight of the polymer backbone. There exists an optimal molecular weight of polymer backbone that gives the lowest viscosity. When the molecular weight of the polymer backbone is small, the viscosity is high. As the molecular weight increases, the viscosity decreases; however, when the molecular weight increases even further, the viscosity increases again.

[0019] This invention also relates to the use of the single-component STP sealant according to the invention as a building sealant, and more specifically as an exterior-facing sealant. Furthermore, this invention relates to the use of the single-component STP sealant according to the invention as an industrial sealant or adhesive.

[0020] Furthermore, the present invention also relates to buildings or parts thereof, wherein the single-component STP sealant according to the invention is used as a building sealant and is preferably applied with water-based or solvent-based coatings.

[0021] Other aspects of the invention are the subject of the other independent claims. Particularly preferred embodiments of the invention are the subject of the dependent claims.

[0022] Methods of implementing the present invention

[0023] In a first aspect, the present invention relates to a one-component, moisture-curable composition comprising:

[0024] a) At least one organic polymer P having two or more terminal hydrolyzable groups, wherein the terminal hydrolyzable groups are selected from dialkoxysilane or trialkoxysilane;

[0025] b) At least one reactive plasticizer RP having an average of 1 to 1.5 terminal hydrolyzable groups, said terminal hydrolyzable groups being selected from dialkoxysilanes or trialkoxysilanes;

[0026] The reactive plasticizer RP is a polymer product obtained by reacting the following substances sequentially:

[0027] i) Having an average molecular weight M of less than 3000 g / mol n Monohydroxy functionalized poly(oxyalkylene) monohydric alcohol MO reacts with diisocyanate I to form urethane bonds and isocyanate end groups.

[0028] ii) Capping the polymer of step i) with a secondary amine capping agent EC, wherein the secondary amine capping agent EC is obtained by reacting a primary aminosilane AS with a Michael acceptor M;

[0029] c) Optional filler F, preferably selected from chalk, especially from precipitated calcium carbonate and / or ground calcium carbonate;

[0030] d) Optional additive A, preferably selected from hindered amine light stabilizers, UV absorbers, antioxidants, pigments, drying agents, adhesion promoters, curing catalysts, plasticizers, mineral oils and / or thixotropic agents.

[0031] Substance names beginning with "poly" (or "polyol"), such as polyols or polyisocyanates, refer to substances that contain two or more functional groups per molecule that appear in their name.

[0032] The term "organic polymer" refers to a chemically homogeneous collection of macromolecules, but varying in degree of polymerization, molar mass, and chain length, prepared by polymerization reactions (addition polymerization, addition polymerization, condensation polymerization) and containing a majority of carbon atoms in the polymer backbone, as well as the reaction products of such macromolecules. In the context of this paper, polymers with a polyorganosiloxane backbone (commonly referred to as "silicones") are not organic polymers.

[0033] The term "silane" or "organosilane" refers to a compound having, on the one hand, at least one, usually two or three, hydrolyzable groups directly bonded to a silicon atom via Si-O bonds, preferably alkoxy or acyloxy groups, and on the other hand, at least one organic group directly bonded to a silicon atom via Si-C bonds. Those skilled in the art also know that silanes having alkoxy or acyloxy groups are also referred to as organoalkoxysilanes and organoacyloxysilanes, respectively.

[0034] The term “group” is used in this text in a formal sense, meaning the remainder of a molecule that is bonded to an atom by a covalent bond, which is formally “cut” to describe the remainder of the molecule to which it is attached.

[0035] Accordingly, the term "silane group" refers to a silicon-containing group bonded to an organic group of a silane, the organic group of which is bonded to the compound via a Si-C bond. Silanes and their silane groups have the property of undergoing hydrolysis upon contact with water. This produces organosilaninols, i.e., organosilicon compounds containing one or more silanol groups (Si-OH groups), and through subsequent condensation reactions, produces organosiloxanes, in other words, organosilicon compounds containing one or more siloxane groups (Si-O-Si groups).

[0036] In this document, the term "reactive silane" refers to a silane bonded to an organic group and having 1-3, especially 2 or 3, hydrolyzable substituents or hydroxyl groups on a silicon atom. Particularly useful hydrolyzable substituents are alkoxy groups. These silanes are also called "alkoxysilanes." Reactive silanes can also be in partially or completely hydrolyzed forms, such as silanols.

[0037] The term "silane-functional" refers to a compound having a silane group. Therefore, a "silane-functional polymer" is a polymer, more particularly an organic polymer, that has at least one, preferably two or more, silane groups, such as two silane groups. The silane groups can take the form of side groups or preferably end groups. Silane-functional polymers are also called silane-terminated polymers (STPs). -Silane functional polymers are polymers in which the Si atoms of the silane group are connected to the polymer through 1,3-propylidene bridges.

[0038] The term "monofunctional" refers to a substance that, on average, contains 1 to 1.5 specific functional groups per molecule.

[0039] Sealants containing silane-functionalized polymers are moisture-curing, meaning that in the presence of water or moisture, especially atmospheric moisture, the aforementioned hydrolysis and condensation reactions occur on the silane groups, causing cross-linking of the polymer molecules and curing of the sealant. This curing process is also known as cross-linking.

[0040] In organic chemistry, the "Michael reaction" or "Michael addition" refers to the 1,4 addition reaction between a Michael donor and a Michael acceptor to produce a Michael adduct by creating a carbon-carbon bond at the β-carbon atom of the acceptor.

[0041] "Aminosilane", "isocyanate silane", and "mercaptosilane" are organosilanes whose organic groups have at least one amino group, at least one isocyanate group, and at least one mercapto group, respectively. "Primary aminosilane" is an aminosilane with a primary amino group (i.e., an NH2 group bonded to an organic group), and "secondary aminosilane" is an aminosilane with a secondary amino group (i.e., an NH group bonded to two organic groups).

[0042] "Polyoxyalkylene group" refers to a straight-chain or branched hydrocarbon group containing an ether group and more than two consecutive (OR) type repeating units, where R is a straight-chain or branched alkylene group, such as from the addition polymerization of ethylene oxide or 1,2-epoxypropane on an initiator molecule having two active hydrogen atoms.

[0043] The term "polyether containing reactive silane groups" also includes organic polymers containing silane groups, and may contain urethane groups, urea groups, or thiourethane groups in addition to the polyether units. Such polyethers containing reactive silane groups may also be referred to as "polyurethanes containing reactive silane groups".

[0044] "Room temperature" here refers to a temperature of 23°C.

[0045] The "molecular weight" of oligomers or polymers should be understood as the average molecular weight of their chain length distribution. In this article, "average molecular weight" should be understood as the number-average M of a mixture of oligomers or polymers containing molecules or groups. n It is usually determined by gel permeation chromatography (GPC) using polystyrene as a standard.

[0046] Unless otherwise defined, “weight percentage” or “percentage weight” and its abbreviation “wt.-%” refer to the weight percentage of a compound in the total composition. The terms “weight” and “mass” are used interchangeably herein and refer to mass as a property of a physical object, and are usually measured in kilograms (kg).

[0047] "Storage stable" or "storable" means that when a substance or composition can be stored at room temperature in a suitable container for an extended period of time, typically at least 3 to 6 months or longer, its application or use properties, especially viscosity and crosslinking rate, will not change to the extent that they affect its use.

[0048] In the formulas in this article, the dashed lines in each case represent the bonds between the substituents and the corresponding molecular groups.

[0049] The term "free of polydiorganosiloxanes" means that no such compound has been added during the formulation of the composition. If trace amounts of such substances are present unknowingly and / or unavoidably, for example, due to the synthesis of silane-functionalized polymers or the condensation reaction of silane-functionalized diorganosilane compounds that may be present in the composition, these substances are not considered polydiorganosiloxanes in the sense of this term. More simply, the term "free of polydiorganosiloxanes" means that no silicone oil or reactive silicone polymers, particularly polydimethylsiloxane, have been added during the formulation of the composition.

[0050] "Overpaintability" describes the ability of a material to withstand staining of the painted surface and delamination between the material and the paint after paint has been applied to its surface.

[0051] Unless otherwise defined, all industry standards and specifications referenced in this document refer to the corresponding versions that were in effect at the time of filing of the first application of this invention.

[0052] The one-component, moisture-curable composition comprises at least one organic polymer P having a hydrolyzable silane functional end group of formula (IV).

[0053]

[0054] Wherein group R 1 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 4 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0055] Group R 2 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 5 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0056] n is 1 or 0.

[0057] Preferably, R 1 It is a methyl group.

[0058] In the same or other preferred embodiments, R 2 It is methyl or ethyl.

[0059] Preferably, if R 2 If it is an ethyl group, then n is 0.

[0060] Organic polymer P contains, on average, at least two terminal hydrolyzable silane functional groups according to formula (IV) per molecule. Therefore, P is not monofunctional.

[0061] In a preferred embodiment, the hydrolyzable silane functional end group of the organic polymer P is selected from trimethoxysilane, methyldimethoxysilane, or triethoxysilane.

[0062] In a preferred embodiment, the organic polymer P is -Silane-terminated polymers refer to polymers in which three -CH2- groups, particularly nitrogen or oxygen atoms, exist between the Si atom and the end of the polymer chain.

[0063] Examples of suitable backbones for silane-functionalized organic polymers P are polyurethanes, including polyether-polyurethanes and polyester-polyurethanes, polyureas, including polyether-polyureas and polyester-polyureas, polyisocyanurates, polycarbodiimides, poly(meth)acrylates, and polyethers, such as polyoxyalkylene oxides. Particularly preferred backbones of organic polymers P may be selected from polyethylene oxide, polypropylene oxide, or polypropylene-polyethylene oxide, polyurethanes, poly(meth)acrylates, or polybutadiene.

[0064] In a preferred embodiment, the organic polymer P is a silane-functionalized polyurethane polymer, which can be obtained by reacting a silane having at least one isocyanate-reactive group with a polyurethane polymer containing isocyanate groups. This reaction is preferably carried out in a stoichiometric ratio of the isocyanate-reactive group to the isocyanate group of 1:1, or in a slight excess of the isocyanate-reactive group, so that the resulting silane-functionalized polyurethane polymer is completely free of isocyanate groups. In a preferred embodiment, the silane is... - Silane-terminated structure.

[0065] In the reaction of a silane containing at least one group reactive to an isocyanate group with a polyurethane polymer containing an isocyanate group, the silane may, in principle (although not preferred), be used in a substoichiometric amount to obtain a silane-functionalized polymer containing both silane groups and isocyanate groups.

[0066] Silanes containing at least one group that is reactive to isocyanate groups are, for example, mercaptosilanes or aminosilanes, more particularly aminosilanes.

[0067] Examples of suitable polyurethane polymers containing isocyanate groups for preparing silane-functionalized polyurethane organic polymers P are polymers obtained by reacting at least one polyol with at least one polyisocyanate, more particularly a diisocyanate. This reaction can be carried out by reacting the polyol and the polyisocyanate using conventional methods, for example at temperatures from 50°C to 100°C, optionally accompanied by a suitable catalyst, and by stoichiometrically adding the polyisocyanate to a stoichiometric excess of the isocyanate groups relative to the hydroxyl groups of the polyol.

[0068] An excess of polyisocyanate is specifically selected such that, after the reaction of all the hydroxyl groups of the polyol, the amount of free isocyanate groups present in the resulting polyurethane polymer is 0.1 to 5% by weight, preferably 0.1 to 2.5% by weight, more preferably 0.2 to 1% by weight, based on the total polymer.

[0069] Preferred polyurethane polymers are those having the stated amount of free isocyanate groups and obtained by reacting diisocyanate with high molecular weight diol in an NCO:OH ratio of 1.5:1 to 2.2:1.

[0070] Suitable polyols for preparing polyurethane polymers, particularly polyether polyols, polyester polyols, and polycarbonate polyols, as well as mixtures of these polyols, are preferred. Polyoxyethylene polyols and polyoxypropylene polyols are particularly preferred, and more especially polyoxyethylene glycol, polyoxypropylene glycol, polyoxyethylene triol, and polyoxypropylene triol.

[0071] Particularly suitable are polyoxyalkylene glycols or polyoxyalkylene triols with an unsaturation degree of less than 0.02 meq / g and an average molecular weight of 1,000 to 30,000 g / mol, and polyoxyethylene glycols, polyoxyethylene triols, polyoxypropylene glycols, and polyoxypropylene triols with an average molecular weight of 400 to 20,000 g / mol. Also particularly suitable are so-called ethylene oxide-terminated (“EO-terminated”) polyoxypropylene polyols.

[0072] These polyols preferably have an average molecular weight of 250 to 30,000 g / mol, more particularly 1,000 to 30,000 g / mol, and an average OH functionality of 1.6 to 3.

[0073] The proportion of organic polymer P in the composition can vary over a wide range. Preferably, the proportion of organic polymer P in the composition is, for example, 5-60% by weight, preferably 10-40% by weight, and more preferably 10-20% by weight.

[0074] The one-component wettable curable composition comprises at least one reactive plasticizer RP having a hydrolyzable silane functional end group according to formula (IV) as described above. Compared to the organic polymer P, the reactive plasticizer RP contains an average of 1-1.5 terminal hydrolyzable silane functional groups according to formula (IV) per molecule. Therefore, RP is monofunctional.

[0075] Reactive plasticizers RP can be obtained by reacting at least one monohydric alcohol MO with at least one polyisocyanate, more particularly a diisocyanate. Monohydric alcohol MO is a monohydroxy functionalized polyether having an average of one hydroxyl functional group at one end of the polymer.

[0076] Examples of suitable monohydric alcohols (MOs) for preparing reactive plasticizers (RPs) are polyethers, such as polyoxyalkylene oxides. Suitable, in particular, are monohydroxy functionalized polyethylene oxide, polyoxypropylene oxide, or polyoxypropylene-polyoxyethylene oxide. Monohydroxy functionalized polyoxypropylene oxides with an average molecular weight of less than 3000 g / mol are especially suitable.

[0077] In a preferred embodiment, the molecular weight (average molecular weight M) of the monohydric alcohol MO is... n The concentration is 350 to 3000 g / mol, preferably 500 to 2500 g / mol.

[0078] In a preferred embodiment, the reactive plasticizer RP is a monosilane-functionalized polymer, which can be obtained by reacting a silane having at least one isocyanate-reactive group with a diisocyanate-terminated polyether monohydric alcohol polymer having an average of one isocyanate group. This reaction is preferably carried out in a 1:1 stoichiometric ratio of isocyanate-reactive group to isocyanate group, or in a slightly excess of isocyanate-reactive group, so that the resulting monosilane-functionalized polymer is completely free of isocyanate groups. In a preferred embodiment, the silane is... - Silane-terminated structure.

[0079] In the reaction of a silane containing at least one group reactive to an isocyanate group with a polymer containing an isocyanate group, in principle, although not preferred, the silane can be used in substoichiometric amounts to obtain a silane-functionalized polymer containing both silane groups and isocyanate groups.

[0080] Silanes containing at least one group that is reactive to isocyanate groups are, for example, mercaptosilanes or aminosilanes, more particularly aminosilanes.

[0081] The reaction conditions used to obtain the reactive plasticizer RP are the same as or at least similar to the parameters used to obtain the organic polymer P, which are known to those skilled in the art.

[0082] The polyisocyanates that can be used to prepare polyurethane polymers are commercially available polyisocyanates, especially diisocyanate I.

[0083] Suitable diisocyanate I is an aliphatic, alicyclic, or aromatic isocyanate, such as 1,6-hexamethylene diisocyanate (HDI), 2-methylpentamethylene 1,5-diisocyanate, 2,2,4- and 2,4,4-trimethyl-1,6-hexamethylene diisocyanate (TMDI), 1,12-dodecyl diisocyanate, lysine and lysine ester diisocyanates, cyclohexane 1,3-diisocyanate, cyclohexane 1,4-diisocyanate, 1-isocyano-3,3,5-trimethyl-5-isocyanomethylcyclohexane (=isophorone diisocyanate or IPDI), perhydro-2,4'-diphenylmethane diisocyanate and perhydro-4,4'-diphenylmethane diisocyanate, 1,4-diisocyano-2,2,6-trimethylcyclohexane (TMCDI), 1,3- and 1,4-diisocyanate, etc. - bis(isocyanomethyl)cyclohexane, m- and p-xylene diisocyanate (m- and p-XDI), m- and p-tetramethyl-1,3-xylene diisocyanate, m- and p-tetramethyl-1,4-xylene diisocyanate, bis(1-isocyano-1-methylethyl)naphthalene, 2,4- and 2,6-toluene diisocyanate (TDI), 4,4'-, 2,4'- and 2,2'-diphenylmethane diisocyanate (MDI), 1,3- and 1,4-phenylene diisocyanate, 2,3,5,6-tetramethyl-1,4-diisocyanophenyl, naphthalene 1,5-diisocyanate (NDI), 3,3'-dimethyl-4,4'-diisocyanobiphenyl (TODI), oligomers and polymers of the aforementioned isocyanates, and any desired mixtures of the aforementioned isocyanates.

[0084] The most preferred diisocyanates are MDI, TDI and IPDI, with IPDI being particularly preferred.

[0085] The capping agent EC is a Michael adduct-like compound resulting from the reaction between an aminosilane AS and a Michael acceptor M, and preferably has the formula (III).

[0086]

[0087] Wherein group R 1 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 4 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0088] Group R 2 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 5 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0089] X represents a straight-chain or branched monovalent hydrocarbon group having 1 to 6 carbon atoms and optionally containing one or more heteroatoms and optionally one or more C-C multiple bonds, and / or an alicyclic and / or aromatic moiety;

[0090] Group R 7 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 20 carbon atoms and optionally containing one or more heteroatoms and / or C-multiple bonds and / or alicyclic and / or aromatic moieties;

[0091] n is 1 or 0.

[0092] Aminosilane AS is a compound of preferred formula (I).

[0093]

[0094] Wherein group R 1 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 4 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0095] Group R 2 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 5 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties;

[0096] X represents a straight-chain or branched monovalent hydrocarbon group having 1 to 6 carbon atoms and optionally containing one or more heteroatoms and optionally one or more C-C multiple bonds, and / or an alicyclic and / or aromatic moiety;

[0097] n is 1 or 0.

[0098] Examples of suitable aminosilane ASs are primary aminosilanes, such as 3-aminopropyltrimethoxysilane, 3-aminopropyldimethoxymethylsilane, and analogs of said aminosilanes having an ethoxy or isopropoxy group on silicon instead of a methoxy group, preferably having an ethoxy group. Particularly suitable aminosilane ASs are 3-aminopropyltrimethoxysilane and 2-(aminoethyl)-3-aminopropylmethyldimethoxysilane.

[0099] Michael acceptor M is a compound containing a double bond activated by an electron acceptor group, thus enabling it to undergo nucleophilic addition reactions with a primary amine (NH2 group) in a manner similar to Michael addition (hetero-Michael addition). Michael acceptor M is preferably a compound of formula (IIa) or (IIb).

[0100]

[0101] Wherein group R3 Indicates a hydrogen group or is selected from the group -COOR 6 -CN or -NO2 groups;

[0102] Group R 4 Indicates a hydrogen group or is selected from the group -R 6 -COOR 6 -CN or -NO2 groups;

[0103] Group R 5 Indicates selection from group -R 6 -COOR 6 -CN or -NO2 groups;

[0104] Group R 6 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 20 carbon atoms.

[0105] Suitable examples of Michael acceptor M are compounds such as acrylonitrile, (meth)acrylate, (meth)acrylamide, maleate diester and fumarate diester, citrate diester and itaconic acid diester. Preferably, Michael acceptor M is diethyl maleate.

[0106] Preferably, based on the total composition, the composition according to the invention comprises 1% to 40% by weight, preferably 5% to 30% by weight, and most preferably 15% to 25% by weight of reactive plasticizer RP.

[0107] The single-component wettable curable composition may optionally contain at least one filler F, which is generally preferred. Filler F affects not only the rheological properties of the uncured composition, but also the mechanical properties and surface quality of the cured composition.

[0108] Examples of suitable filler F are inorganic and organic fillers, such as natural, ground, or precipitated calcium carbonate with or without a fatty acid coating, especially stearic acid; barium sulfate (BaSO4, also known as barite or heavyspar); calcined kaolin; alumina; aluminum hydroxide; silica, especially finely crushed silica from pyrolysis operations; carbon black, especially industrial carbon black; PVC powder; or hollow beads. Preferred fillers are calcium carbonate, calcined kaolin, carbon black, finely crushed silica, and flame-retardant fillers such as hydroxides or hydrates, more particularly aluminum hydroxides or hydrates, preferably aluminum hydroxide. The use of mixtures of different fillers is entirely possible, and may even be advantageous. Filler F is preferably selected from precipitated calcium carbonate (PCC) and / or ground calcium carbonate (GCC).

[0109] Preferably, based on the total composition, the composition according to the invention comprises 0% to 60% by weight, preferably 10% to 50% by weight, and most preferably 20% to 40% by weight of precipitated calcium carbonate (PCC).

[0110] Preferably, based on the total composition, the composition according to the invention comprises 0-40% by weight, preferably 10-30% by weight, and most preferably 15-25% by weight of ground calcium carbonate (GCC).

[0111] When used, the total amount of filler F in a single-component, wettable curable composition can vary over a wide range, but based on the total composition, it is, for example, 10% to 80% by weight, preferably 20% to 70% by weight, more preferably 30% to 70% by weight, and more preferably 35% to 65% by weight.

[0112] In addition, the one-component wet-curable composition may optionally contain at least one additive A. Such additive A is, for example, a curing catalyst, a thixotropic agent; a conventional plasticizer; a solvent; a fiber; a dye; a pigment; a mineral oil; an adhesion promoter; a desiccant; a stabilizer resistant to heat, light, and UV radiation; a flame retardant; a surfactant such as a wetting agent; a flow control agent; a degassing agent or an antifoaming agent; a biocide such as an algaecide, fungicide, or fungal growth inhibitor; and other substances commonly used in wet-curable compositions.

[0113] Curing catalysts known to those skilled in the art can be used. The catalyst is preferably a metal catalyst and / or a basic nitrogen- and / or phosphorus-containing compound.

[0114] Suitable metal catalysts are compounds of tin, titanium, zirconium, aluminum, or zinc, such as organotitanates, organozirconates, and organoaluminates, for example, organotin(IV) compounds, such particularly dibutyltin diacetate (IV), dibutyltin dilaurate (IV), dibutyltin dineodecanate (IV), or dibutyltin di(acetylacetonate) (IV) and dioctyltin dilaurate (IV), and especially titanium(IV) or zirconium(IV) or aluminum(III) or zinc(II) complexes. Organotitanates, organozirconates, and organoaluminates preferably contain ligands selected from alkoxy, sulfonate, carboxylic acid ester, dialkyl phosphate, dialkyl pyrophosphate, and acetylacetonate groups, all of which may be the same or different from each other. A particularly suitable metal-organic curing catalyst is dibutyltin dilaurate (DBTDL).

[0115] Suitable basic nitrogen or phosphorus compounds, especially imidazole, pyridine, phosphazene bases or preferably amines, hexahydrotriazine, biguanide, guanidine or other amidines.

[0116] Preferably, based on the total composition, the composition according to the invention comprises 0 to 10% by weight, preferably 1 to 6% by weight, and most preferably 1 to 3% by weight of a curing catalyst, especially a tin catalyst.

[0117] Examples of thixotropic agents are urea compounds, polyamide waxes, bentonite, or pyrolytic silica; organically modified castor oil and amide waxes or combinations thereof; or substances based on fatty acid amides. Organically modified castor oil can be, for example, hydrogenated castor oil or another castor oil derivative.

[0118] Preferably, the composition according to the invention comprises 0% to 10% by weight, preferably 1% to 8% by weight, and most preferably 1% to 4% by weight of a thixotropic agent based on the total composition.

[0119] Conventional plasticizers can be any plasticizer commonly used in compositions based on silane-functionalized polymers. These plasticizers include, for example, carboxylic acid esters, such as phthalates, especially dioctyl phthalate, bis(2-ethylhexyl) phthalate, bis(3-propylheptyl) phthalate, diisononyl phthalate, or diisodecyl phthalate; diesters of o-cyclohexanedicarboxylic acid, especially diisononyl 1,2-cyclohexanedicarboxylic acid; adipates, especially dioctyl adipate, bis(2-ethylhexyl) adipate; azelaate, especially bis(2-ethylhexyl) azelaate; sebacic acid esters, especially bis(2-ethylhexyl) sebacic acid or diisononyl sebacic acid; glycol ethers; glycol esters; organophosphates or sulfonates; sulfonamides; polybutene; or fatty acid methyl or ethyl esters derived from natural fats or oils, also known as "biodiesel". Preferably, the conventional plasticizer is a non-reactive plasticizer.

[0120] Examples of adhesion promoters are epoxy silanes, (meth)acryloylsilanes, anhydridosilanes, or adducts of the aforementioned silanes with primary aminosilanes, as well as aminosilanes or urea silanes.

[0121] Preferably, based on the total composition, the composition according to the invention comprises 0 to 10% by weight, preferably 1 to 6% by weight, and most preferably 1 to 3% by weight of an adhesion promoter.

[0122] An example of a desiccant is vinyltrimethoxysilane. - Functional silanes such as N-(silylmethyl)-O-methylcarbamate, more particularly N-(methyldimethoxysilylmethyl)-O-methylcarbamate, (methacryloyloxymethyl)-silane, methoxymethylsilane, N-phenyl-, N-cyclohexyl- and N-alkylsilane, orthocarbamate, calcium oxide or molecular sieve.

[0123] Preferably, the composition according to the invention comprises 0% to 10% by weight, preferably 1% to 8% by weight, and most preferably 1% to 4% by weight of a desiccant based on the total composition.

[0124] Examples of stabilizers include hindered amine light stabilizers, UV absorbers, and antioxidants.

[0125] Preferably, based on the total composition, the composition according to the invention comprises 0% to 10% by weight, preferably 1% to 6% by weight, and most preferably 1% to 3% by weight of a hindered amine light stabilizer.

[0126] Preferably, based on the total composition, the composition according to the invention comprises 0% to 10% by weight, preferably 1% to 6% by weight, and most preferably 1% to 3% by weight of a UV absorber.

[0127] Preferably, the composition according to the invention comprises 0% to 10% by weight, preferably 1% to 6% by weight, and most preferably 1% to 3% by weight of an antioxidant based on the total composition.

[0128] Examples of pigments and colorants include inorganic or organic pigments, particularly titanium dioxide, iron oxide, and chromium oxide.

[0129] Preferably, the composition according to the invention comprises 0% to 15% by weight, preferably 1% to 10% by weight, and most preferably 1% to 5% by weight of pigment based on the total composition.

[0130] Mineral oil is a mixture of higher alkanes derived from mineral sources, particularly petroleum distillates, especially paraffin oil.

[0131] Preferably, the composition according to the invention comprises 0% to 20% by weight, preferably 0% to 10% by weight, and most preferably 1% to 10% by weight of mineral oil based on the total composition.

[0132] When used, the total amount of additive A in the single-component moisture-curable composition can vary over a wide range, but is, for example, 0 to 40% by weight, preferably 10 to 35% by weight, and most preferably 20 to 35% by weight based on the total composition.

[0133] In a preferred embodiment, the one-component, wet-curable composition is characterized in that the weight ratio of polymer P to reactive plasticizer RP is 20:1 to 0.5:1, preferably 10:1 to 1:1, and most preferably 5:1 to 1:1.

[0134] In a preferred embodiment, the one-component wettable curable composition is characterized in that the composition contains less than 20% by weight, preferably less than 10% by weight, more preferably less than 5% by weight of a non-reactive plasticizer, especially a phthalate-containing compound.

[0135] The single-component, moisture-curable compositions of the present invention are particularly suitable as building sealants, more particularly as exterior-facing sealants, more preferably as building sealants of grade 25LM according to ISO 11600, and / or as sealants of grade 50 according to ASTM C719.

[0136] The single-component, moisture-curable composition of the present invention also relates to a building or part of a building constructed with the building sealant, characterized in that the building sealant is coated, preferably with a water-based or solvent-based coating.

[0137] The single-component, moisture-curable compositions of the present invention are particularly suitable as industrial sealants or adhesives, especially for wing-body truck components and / or automotive interior parts.

[0138] In a particularly preferred embodiment, the one-component wettable curable composition comprises:

[0139] -5-60% by weight, preferably 10-40% by weight, more preferably 10-20% by weight of the polymer P;

[0140] -1-40% by weight, preferably 5-30% by weight, more preferably 15-25% by weight of the reactive plasticizer RP;

[0141] - Preferably 0-20% by weight, more preferably 0-10% by weight, and most preferably 1-10% by weight of mineral oil;

[0142] - Preferably 0-60% by weight, more preferably 10-50% by weight, and most preferably 20-40% by weight of precipitated calcium carbonate;

[0143] - Preferably 0-40% by weight, more preferably 10-30% by weight, and most preferably 15-5% by weight of ground calcium carbonate;

[0144] - Preferably 0-10% by weight, more preferably 1-6% by weight, and most preferably 1-3% by weight of hindered amine light stabilizer;

[0145] - Preferably 0-10% by weight, more preferably 1-6% by weight, and most preferably 1-3% by weight of UV absorber;

[0146] - Preferably 0-10% by weight, more preferably 1-6% by weight, and most preferably 1-3% by weight of adhesion promoter;

[0147] - Preferably 0-2% by weight of thixotropic agent;

[0148] - Preferably 0-10% by weight, more preferably 1-6% by weight, and most preferably 1-3% by weight of antioxidants;

[0149] - Preferably 0-10% by weight, more preferably 1-6% by weight, most preferably 1-3% by weight of curing catalyst, especially tin catalyst;

[0150] - Preferably 0-15% by weight, more preferably 1-10% by weight, and most preferably 1-5% by weight of pigment;

[0151] - Preferably 0-10% by weight, more preferably 1-8% by weight, and most preferably 1-4% by weight of desiccant;

[0152] - Preferably 0-20% by weight, more preferably 0-10% by weight, and most preferably 1-5% by weight of non-reactive plasticizer.

[0153] When the sealant of the present invention is applied, the silane groups present in the sealant come into contact with moisture. A characteristic of the silane groups is that they undergo hydrolysis upon contact with moisture. In this reaction, an organosilanol (Si-OH group) is formed, and an organosiloxane (Si-O-Si group) is formed through a subsequent condensation reaction. As a result of these reactions, which can be accelerated by the use of a catalyst or accelerator, the sealant eventually cures. This process is also known as crosslinking.

[0154] The composition is preferably produced and stored under moisture-free conditions. Generally, it is storage stable under moisture-free conditions in suitable packaging or devices, such as, more specifically, bottles, cans, pouches, drums, bladders, or tins.

[0155] The water required for curing can come from the air (atmospheric moisture), or the sealant can be brought into contact with the water-containing component, such as by spreading it using a smoothing device or by spraying, or the sealant can be applied with the water-containing component in the form of an aqueous paste.

[0156] The sealant of the present invention is applicable to, for example, concrete, mortar, brick, tile, plaster, natural stone such as granite or marble, glass, glass ceramics, metal or metal alloy, wood, plastic and coatings; and is particularly preferred for use in building materials.

[0157] The sealant of the present invention is preferably applied in a temperature range of 5 to 45°C and is cured under these conditions.

[0158] The present invention also relates to a cured sealant, which can be obtained by curing the sealant of the present invention with water, more particularly with water in the form of atmospheric moisture.

[0159] The use of single-component, moisture-curable compositions produces, in particular, sealed and coated articles. These articles are especially important for building structures, particularly those constructed through structural engineering or civil engineering, and preferably structures with exterior finishes.

[0160] Example

[0161] The following description introduces working embodiments of the invention to illustrate the detailed description. It should be understood that the invention is not limited to these described working embodiments. The term "standard climatic conditions" refers to a temperature of 23±1°C and a relative humidity of 50±5%.

[0162] Synthesis of end-capping agent EC

[0163] Synthesis of end-capping agent EC-1:

[0164] 508 g of 3-aminopropyltrimethoxysilane (KBM-903 from Shin-Etsu Silicon) was added to the reaction vessel. Then, 488 g of diethyl maleate was slowly added with constant stirring at room temperature. The exothermic reaction was confirmed to be complete by probing the reaction using IR spectroscopy. After cooling to room temperature overnight, the reaction product EC-1 was collected.

[0165] Synthesis of end-capping agent EC-2:

[0166] 582 g of N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane (KBM-602, Shin-Etsu Silicon) was added to the reaction vessel. Then, 486 g of diethyl maleate was slowly added with constant stirring at room temperature. The reaction was then heated at 60 °C overnight. The reaction was monitored by IR spectroscopy to confirm complete conversion. After cooling to room temperature, the reaction product EC-2 was collected.

[0167] Synthesis of reactive plasticizer RP

[0168] Various reactive plasticizers (RPs) were prepared by reacting various types of monohydric alcohols (MOs) with various end-capping agents (ECs), as detailed in Table 1. Exemplary synthesis is outlined below.

[0169] Exemplary synthesis of reactive plasticizer RP:

[0170] 1000 g of monohydric alcohol MO (equivalent to 1 equivalent of OH) and 1 equivalent of isophorone diisocyanate (IPDI) (equivalent to 2 equivalents of NCO) were added to a reaction vessel at 70 °C with stirring. 0.08 wt.% bismuth catalyst (bismuth neodecanoate) was added. After the reaction was saturated by titrating the concentration of free isocyanate groups (%NCO), an equimolar amount (wrt %NCO) of end-capping agent EC was added to obtain the reactive plasticizer RP as the product.

[0171]

[0172] Table 1: Synthesis details of reactive plasticizer RP for one-component wettable curable compositions.

[0173] Viscosity of reactive plasticizer RP

[0174] The viscosities of the reactive plasticizers RP are shown in Table 2. Clearly, there is no linear correlation between the viscosity of the reactive plasticizers RP and their respective molecular weights, which are directly related to the molecular weight of the monohydric alcohol MO used in their respective synthesis, as shown in Table 1.

[0175] Surprisingly, there exists an optimal molecular weight for monohydric alcohols (MO), which gives the lowest viscosity for reactive plasticizers (RP). This is unexpected, as viscosity is typically lowest at the lowest molecular weight and then increases with increasing molecular weight of the polymer backbone.

[0176] As shown in Table 2, the viscosity of reactive plasticizer RP-1 is relatively high (above 10000 mPa·s), then decreases significantly for RP-2 and RP-3 (below 4000 mPa·s), and finally increases again for RP-4 (above 7000 mPa·s). This behavior constitutes a surprising technical effect and is also evident after heat treatment (after 7 days at 60°C and after 28 days at 40°C).

[0177]

[0178] Table 2: Viscosity of reactive plasticizer RP.

[0179] Synthesis of organic polymer P

[0180] Synthesis of organic polymer P-1:

[0181] Under constant stirring and with moisture removed, 3000g of polyoxypropylene glycol (from Covestro's Polyol Acclaim) was added. ® 12200, molecular weight 10000 g / mol, OH value 11.2 mg KOH / g), 155g isophorone diisocyanate (from Vestanat, Evonik Industries) ®IPDI, 414 g of diisodecyl phthalate (DIDP), and 0.42 g of dibutyltin dilaurate (DBTL) were heated to 90 °C and maintained at that temperature to obtain a polyurethane prepolymer capped with isocyanate groups, having a content of 0.8 wt.% free isocyanate groups as determined by titration. Subsequently, 242 g of capping agent EC-1 was added to the reaction vessel. The total consumption of isocyanate groups was examined by IR spectroscopy. The silane-functionalized polymer P-1 was cooled to room temperature and stored under anhydrous conditions.

[0182] Synthesis of organic polymer P-2:

[0183] Under constant stirring and with moisture removed, 3000g of polyoxypropylene glycol (from Covestro's Polyol Acclaim) was added. ® 12200, molecular weight 10000 g / mol, OH value 11.2 mg KOH / g), 120 g isophorone diisocyanate (from Vestanat, Evonik Industries) ® IPDI, 454 g of diisodecyl phthalate (DIDP), and 0.50 g of dibutyltin dilaurate (DBTL) were heated to 90 °C and maintained at that temperature to obtain a polyurethane prepolymer capped with isocyanate groups, having a free isocyanate group content of 0.43% by weight as determined by titration. Subsequently, 135 g of capping agent EC-1 was added to the reaction vessel. The total consumption of isocyanate groups was examined by IR spectroscopy. The silane-functionalized polymer P-2 was cooled to room temperature and stored under anhydrous conditions.

[0184] Test methods

[0185] Viscosities of the reactive plasticizer were measured in airtight containers after 1 day of storage at room temperature (23°C, initial), 7 days of storage at 60°C, and 24 days of storage at 40°C. Measurements were performed at 23°C using a TV-35 isothermal viscometer (Toki Sangyo, Japan) with rotor 3. o XR14, sample 0.4 ml, rotor speed 10 rpm, gap position 0.6.

[0186] Cut-off stringing was measured at 23°C and 50% relative humidity. A Teflon test cylinder (20 mm in diameter) was inserted into a 10 mm thick sealant sample at a speed of 25 cm / 4 s to a depth of 5 mm. After a short time, the test cylinder was removed, and sealant strings were generated from the cylinder. The length of the string is defined as the cut-off string. Generally, a shorter cut-off string is preferred for better applicability.

[0187] Shore A hardness was determined according to DIN 53505 on a sample with a layer thickness of 6 mm cured at 23°C for 7 days and on a sample cured at 23°C for 28 days.

[0188] According to DIN 53515, tear resistance was determined on a film with a layer thickness of 2 mm (cured at 23°C for 7 days, then cured at 50°C for 7 days).

[0189] According to DIN 53504 (tensile speed: 200 mm / min), tensile strength, elongation at break, and modulus of elasticity at 0.5-100% elongation were determined on a film cured at 23°C for 7 days and then cured at 50°C for 7 days with a layer thickness of 2 mm.

[0190] Recoatability was tested using a cured sealant sheet (20mm × 50mm × 10mm) (with the paint applied directly to the sealant surface). The sealant was cured at 23°C for 7 days before the paint was applied. The applied paint was then allowed to dry for 14 days. The test sample was then aged at 50°C for 14 days, and recoatability was evaluated based on dirt pick-up and delamination.

[0191] According to JIS A003:2011, dirt absorption was measured on samples sprayed with volcanic ash at 50°C and brushed off after 5 minutes. The paint surface was then visually observed and categorized as follows:

[0192] Good: No stains were observed.

[0193] Slight: Slightly visible dirt or grime.

[0194] Bad: Clearly visible dirt and grime.

[0195] According to ASTM D 3359 (Method A, X-cut and cellophane tape), delamination performance was studied by a cross-cutting procedure performed on the coated surface of the test samples described above. This was done by cutting X-shaped notches on the paint surface. Pressure-sensitive tape (from Nichiban, peel strength 3.93 N / 10 mm, width 24 mm) was then pressed firmly onto the cut area. Within 5 minutes of tape application, it was removed by grasping the free end and quickly pulling it away at an angle of approximately 45–60°. The adhesion of the paint to the sealant tape was evaluated as follows:

[0196] GT0: The edges of the cut are completely smooth; no grid squares are separated.

[0197] GT1: Thin flakes of coating are separated at the intersection of the cuts.

[0198] GT2: The coating peels off along the edges and / or at the intersection of the cuts.

[0199] GT3: The coating has peeled off in large strips, either partially or completely, along the edge of the cut, and / or has peeled off in different square sections, either partially or completely.

[0200] GT4: The coating has peeled off along the edges of the cuts in the large strip and / or some squares have partially or completely separated.

[0201] GT5: It cannot even be classified as GT4 to any extent.

[0202] Compounds and compositions used for synthesis

[0203] The compounds used in the various synthesis steps and in the formulation of one-component wettable curable compositions are described in Table 3.

[0204]

[0205] Table 3: Compounds used in the examples.

[0206] Compounds used in recoatability testing

[0207] The paints used to test the non-exudative stratification properties of sealants are shown in Table 4.

[0208]

[0209] Table 4: Paints used in the recoatability test.

[0210] Compositions used in material testing

[0211] Comparative examples are identified by “(Ref)” in Table 5-7.

[0212]

[0213] Table 5: Compositions used in material testing. Values ​​are in wt.% and total 100%.

[0214] Materials Testing

[0215]

[0216] Table 6: Material Testing. “nm” indicates that no measurement was taken.

[0217] Coatingability test

[0218]

[0219] Table 7: Test the recoatability of sealants by studying dirt absorption (DPU) and stratification (DL) properties.

Claims

1. A one-component, moisture-curable composition comprising: a) At least one organic polymer P having two or more terminal hydrolyzable groups, wherein the terminal hydrolyzable groups are selected from dialkoxysilane or trialkoxysilane; b) At least one reactive plasticizer RP having an average of 1 to 1.5 terminal hydrolyzable groups, said terminal hydrolyzable groups being selected from dialkoxysilanes or trialkoxysilanes; The reactive plasticizer RP is a polymer product obtained by reacting the following substances sequentially: i) Having an average molecular weight M of less than 3000 g / mol n Monohydroxy functionalized poly(oxyalkylene) monohydric alcohol MO reacts with diisocyanate I to form urethane bonds and isocyanate end groups. ii) Capping the polymer of step i) with a secondary amine capping agent EC, wherein the secondary amine capping agent EC is obtained by reacting a primary aminosilane AS with a Michael acceptor M; c) Optional filler F, preferably selected from chalk, especially from precipitated calcium carbonate and / or ground calcium carbonate; d) Optional additive A, preferably selected from hindered amine light stabilizers, UV absorbers, antioxidants, pigments, drying agents, adhesion promoters, curing catalysts, plasticizers, mineral oils and / or thixotropic agents.

2. The single-component composition according to the preceding claims, wherein the main chain of the organic polymer P is a polyether, particularly polyoxyethylene, polyoxypropylene or polyoxypropylene-polyoxyethylene, polyurethane, poly(meth)acrylate or polybutadiene.

3. The single-component composition according to the preceding claims, wherein the main chain of the reactive plasticizer RP is a polyether, particularly polyoxyethylene, polyoxypropylene, or polyoxypropylene-polyoxyethylene.

4. The single-component composition according to the preceding claims, characterized in that, The reactive plasticizer RP has a polyether backbone with a molecular weight of 350 to 3000 g / mol, preferably 500 to 2500 g / mol, and comprises polyoxyethylene and / or polyoxypropylene and / or polyoxypropylene-polyoxyethylene portions.

5. The single-component composition according to the preceding claims, wherein the hydrolyzable groups of the organic polymer P and / or the reactive plasticizer RP are selected from trimethoxysilane, methyldimethoxysilane or triethoxysilane.

6. The single-component composition according to the preceding claims, wherein the diisocyanate I is an aliphatic, alicyclic, or aromatic isocyanate, particularly MDI, TDI, and IPDI, preferably IPDI.

7. The one-component composition according to the preceding claims, wherein the aminosilane AS is according to formula (I), Wherein group R 1 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 4 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties; Group R 2 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 5 carbon atoms and optionally containing one or more C-C multiple bonds and / or alicyclic and / or aromatic moieties; X represents a straight-chain or branched monovalent hydrocarbon group having 1 to 6 carbon atoms, and optionally contains one or more heteroatoms and optionally one or more C-C multiple bonds, and / or an alicyclic and / or aromatic moiety; n is 1 or 0.

8. The one-component composition according to the preceding claims, wherein the Michael receptor M is according to formula (IIa) or (IIb), Wherein group R 3 Indicates a hydrogen group or is selected from the group -COOR 6 -CN or -NO2 groups; Group R 4 Indicates a hydrogen group or is selected from the group -R 6 -COOR 6 -CN or -NO2 groups; Group R 5 Indicates selection from group -R 6 -COOR 6 -CN or -NO2 groups; Group R 6 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 20 carbon atoms.

9. The one-component composition according to the preceding claims, wherein the capping agent EC is according to formula (III), Where n and groups X and R 1 and R 2 It has the same meaning as that described in claim 7; Group R 7 It represents a straight-chain or branched monovalent hydrocarbon group having 1 to 20 carbon atoms, and optionally containing one or more heteroatoms and / or C-multiple bonds and / or alicyclic and / or aromatic moieties.

10. The single-component, moisture-curable composition according to the preceding claims, characterized in that... The weight ratio of polymer P to reactive plasticizer RP is 20:1 to 0.5:1, preferably 10:1 to 1:1, and most preferably 5:1 to 1:

1.

11. The single-component, moisture-curable composition according to the preceding claims, characterized in that... The sealant contains less than 20% by weight, preferably less than 10% by weight, more preferably less than 5% by weight of a non-reactive plasticizer, especially a phthalate-containing compound.

12. The single-component composition according to the preceding claims is used as a building sealant, more particularly as an exterior-facing sealant, more preferably as a 25LM grade building sealant according to ISO 11600, and / or as a grade sealant according to ASTM C71950.

13. A building or part of a building constructed using the building sealant according to claim 11, characterized in that, The building sealant is preferably applied as a water-based or solvent-based coating.

14. Use of the single-component composition of claims 1-11 as an industrial sealant or adhesive, particularly for wing van assemblies and / or automotive interior parts.

15. The single-component, moisture-curable composition according to claims 1 to 11, characterized in that, The composition comprises: -10-20% by weight of the polymer P; -15-25% by weight of the reactive plasticizer RP; - Preferably 0-10% by weight of mineral oil; - Preferred precipitated calcium carbonate: 20-40% by weight; - Preferably 15-25% by weight of ground calcium carbonate; - Preferably, 0-6% by weight of hindered amine light stabilizer; - Preferably 0-6% by weight of UV absorber; - Preferably 0-6% by weight of an adhesion promoter; - Preferably 0-8% by weight of thixotropic agent; - Preferably 0-6% by weight of antioxidants; - Preferably 0-6% by weight of the curing catalyst, especially tin catalyst; - Preferably 0-10% by weight of pigment; - Preferably 0-8% by weight of desiccant; - Preferably 0-20% by weight of non-reactive plasticizer.

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