Low emission epoxy curing agents
US-9469721-B2 · Oct 18, 2016 · US
US9403719B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9403719-B2 |
| Application number | US-200913057883-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 19, 2009 |
| Priority date | Aug 19, 2008 |
| Publication date | Aug 2, 2016 |
| Grant date | Aug 2, 2016 |
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Curable polymer mixtures comprising at least one oligomeric addition product with hydrolyzable silane groups and additional functional groups as the mediator additive, and a curable polymer system having epoxy group-carrying polymers and curing agents, fillers and optionally addditives; polymer concrete mixtures and molded bodies produced therefrom.
Opening claim text (preview).
We claim: 1. A curable polymer mixture comprising I) a) at least one at least oligomeric addition product of at least one aminosilane and optionally thiosilane having at least one hydrolyzable silane group or a combination of at least one such aminosilane and/or thiosilane and at least one further monoamine and/or polyamine having at least 2 amino groups onto at least one compound having at least two terminal, ethylenically unsaturated double bonds and/or b) at least one at least oligomeric addition product of at least one isocyanatosilane and/or epoxysilane having at least one hydrolyzable silane group onto at least one compound having at least one terminal hydroxy group and at least one terminal, ethylenically unsaturated double bond in combination with at least one monoamine and/or polyamine having at least 2 amino groups and/or c) at least one at least oligomeric addition product of at least one silane having at least one hydrolyzable group and at least one (meth)acrylate group or at least one silane having at least one hydrolyzable silane group and at least one cyclic dicarboxylic anhydride group onto at least one compound having at least two terminal amino groups and/or d) at least one at least oligomeric addition product of at least one isocyanatosilane and/or epoxysilane having at least one hydrolyzable silane group onto at least one compound having at least two terminal amino groups optionally in combination with at least one further monoisocyanate and/or an epoxide compound, in an amount of less than 5% by weight, based on the total weight of the polymer mixture, as coupling additive, II) as binder a curable system which comprises at least one polymer having at least two epoxide end groups and can be at least partially cured by interaction of the epoxide groups of this polymer with the amino groups of at least one of the components I) a)-d) and at least one further hardener component and optionally an accelerator, III) at least 20% by weight, based on the total weight of the polymer mixture, of inorganic, optionally multiparticulate fillers as aggregates and IV) optionally customary auxiliaries. 2. The curable polymer mixture as claimed in claim 1 , wherein it contains less than 1% by weight based on the total weight of the polymer mixture, of the coupling additive component I). 3. The curable polymer mixture as claimed in claim 1 , wherein the binder component II) is present in an amount of less than 80% by weight, based on the total weight of the polymer mixture. 4. The curable polymer mixture as claimed in claim 1 , wherein fillers selected from the group consisting of silicon-containing compounds, aluminosilicates, aluminum silicates and inorganic oxygen compounds of aluminum and magnesium are present as inorganic fillers. 5. The curable polymer mixture as claimed in claim 4 , wherein oxidic silicon compounds in the form of continuous fibers, are used as inorganic, silicon-containing compounds. 6. The curable polymer mixture as claimed in claim 4 wherein the inorganic filler component III) is pretreated with at least part of the coupling additive component I). 7. The curable polymer mixture as claimed in claim 1 , wherein the polymer having at least 2 epoxide end groups present in the binder component II) is at least one epoxy resin. 8. The curable polymer mixture as claimed in claim 1 , wherein the binder component II) comprises aliphatic and/or aromatic polyamines, polycarboxylic acids, cyclic anhydrides or amides thereof, polyphenols, amino resins, phenolic resins, preferably polyamines and/or cyclic carboxylic anhydrides, as hardener component. 9. The curable polymer mixture as claimed in claim 1 , wherein the compounds having terminal double bonds which are used for preparing the addition product Ia) have (meth)acrylate groups as double bonds, the compounds used for preparing the addition product Ib) have at least one acrylate or methacrylate group as terminal double bond in addition to at least one terminal hydroxy group, the compounds having terminal amino groups which are used for preparing the addition products Ic) and/or Id) have primary, secondary or tertiary amino groups of which at least one is a primary or secondary amino group. 10. The curable polymer mixture as claimed in claim 1 , wherein each of the addition products Ia)-1d) has at least one oligomeric compound selected from the group consisting of polyethers, saturated polyesters, polyamides, saturated polyesteramides and saturated polyester polyethers having appropriately functional end groups which reacts with the silane component. 11. The curable polymer mixture as claimed in claim 10 , wherein the polyether, saturated polyester or saturated polyester polyether component having in each case at least two ethylenically unsaturated double bonds as end groups or at least one terminal, ethylenically unsaturated double bond and at least one terminal hydroxy group or at least two terminal amino groups or at least two terminal epoxide groups. 12. The curable polymer mixture as claimed in claim 1 , wherein a compound of the formula where A is an epoxide group, a glycidyloxy group, an isocyanate group, an —SH group, a (meth)acrylate group, a cyclic dicarboxylic anhydride group or an —N(H)—X group, where X is hydrogen, an optionally branched alkyl radical having from 1 to 6 carbon atoms, an aryl radical having from 6 to 10 carbon atoms or a cycloalkyl radical having from 4 to 6 carbon atoms and each of these X radicals is optionally substituted by a primary or secondary amino group, or A is an —NH group when m is the integer 2, R 0 is an optionally branched alkylene radical having from 1 to 12 carbon atoms, a cycloalkylene radical having from 4 to 6 carbon atoms or an arylene radical having from 6 to 10 carbon atoms, R 1 is an optionally branched alkyl radical having from 1 to 7 carbon atoms, a halogen, an —O—C(═O)—R 4 group or an —OR 4 group, where R 4 is hydrogen or an optionally branched alkyl radical having from 1 to 7 carbon atoms, or a cycloalkyl radical having from 4 to 6 carbon atoms, R 2 is an optionally branched alkyl radical having from 1 to 7 carbon atoms, an —O—C(═O)—R 4 group, a halogen or an —OR 4 group, where R 4 is hydrogen or an optionally branched alkyl radical having from 1 to 7 carbon atoms, or a cycloalkyl radical having from 4 to 6 carbon atoms, R 3 is an —O—C(═O)—R 4 group, a halogen or an —OR 4 group, where R 4 is an optionally branched alkyl radical having from 1 to 7 carbon atoms, or a cycloalkyl radical having from 4 to 6 carbon atoms, and m is the integer 1 or 2 is used as a compound having at least one hydrolyzable silane group. 13. The curable polymer mixture as claimed in claim 12 , wherein at least one compound selected from the group consisting of N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, bis(triethoxysilylpropyl)amine, bis(trimethoxysilylpropyl)amine N-methylaminopropyltrimethoxysilane, N-phenylaminomethyltriethoxysilane, N-phenylaminomethyltrimethoxysilane, N-butylaminopropyltrimethoxysilane, N-cyclohexyl-3-aminopropyltrimethoxysilane and mixtures thereof is used as an aminosilane having at least one hydrolyzable silane group, at least one compound selected from the group consisting of 3-(triethoxysilyl)propylsuccinic anhydride, 3-(trimethoxy
Glass {; Devitrified glass} · CPC title
containing silicon · CPC title
for the fabrication of moulds or cores · CPC title
Water-sorbing agents, hygroscopic or hydrophilic agents · CPC title
Continuous fibres · CPC title
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