# US 2016/0355437 A1 · Epoxy-based substance for fixing purposes, the use thereof and the use of specific components

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2016/0355437 A1
- Document ID: US20160355437A1
- Status: Published application
- Kind: A1
- Application number: 15/241,201
- Filed: 2016-08-19
- Published: 2016-12-08
- Earliest claimed: 2012-12-11
- Assignees: fischerwerke GmbH & Co. KG
- Applicants: fischerwerke GmbH & Co. KG
- Inventors: Jurgen GRUN; Martin VOGEL; Christian SCHLENK; Christian WEINELT
- Web page: https://patentgrep.com/patent/US20160355437A1

## CPC

- C04B 24/281: {Polyepoxides}
- C08G 59/02: Polycondensates containing more than one epoxy group per molecule
- C08G 59/245: {aromatic}
- C08G 59/56: together with other curing agents
- C08G 59/621: {Phenols}
- C08G 59/623: {Aminophenols}
- C08J 5/04: Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08L 63/00: Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08J 2363/00: Characterised by the use of epoxy resins; Derivatives of epoxy resins
- C08L 2205/06: having improved processability or containing aids for moulding methods
- C04B: LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE {(roofing granules E04D7/005)}; CERAMICS (devitrified glass-ceramics C03C10/00); REFRACTORIES; TREATMENT OF NATURAL STONE
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Compositions for a curable substance for fixing purposes, comprising an epoxy component (a), which contains curable epoxides, and a hardener component (b), which comprises a Mannich base formulation, obtainable by reaction of specific amines, and/or mixtures of styrenated phenols with low molecular weight amines, to novel Mannich base formulations or mixtures of styrenated phenols with low molecular weight amines, and to the use of such Mannich base formulations and/or of such mixtures of styrenated phenols with low molecular weight amines, and in each case especially further additional ingredients, especially in hardener components for epoxy resins.

## Claims

### Claim 1

A method for embedding an anchoring element in mortar in a hole or cavity, the method comprising:
introducing into the hole or crevice a fixing mortar comprising a non-aqueous composition, the non-aqueous composition comprising an epoxy component (a), which contains curable epoxides, and a hardener component (b), which comprises
(i) a Mannich base formulation obtainable by reaction of one or more specific amines with phenols and aldehydes, the specific amines being those of the formula
wherein
“CYC” is a monocyclic saturated ring having from 3 to 12 ring atoms or a condensed dicyclic saturated ring system having from 6 to 12 ring atoms, wherein in each case the ring atoms are selected from 0 to 2 nitrogen atoms, 0 to 1 oxygen atoms and 0 to 1 sulfur atoms and from carbon atoms;
X is CH2, NH, O or S, wherein for each group —[X]n—NH2 one or zero X is NH, O or S, with the proviso that in the case of an X═O or S, in the group —[X]n—NH2 in question n is at least 2 and the O or S is not bonded directly to a nitrogen atom, and in the case of an X═NH, n is at least 2 and the X═NH is bonded neither directly to a nitrogen ring atom nor to a nitrogen atom present in the group —[X]n—NH2 in question;
n is from 0 to 5, with the proviso that in at least one of the groups —[X]n—NH2, n is from 1 to 5; and
m is a whole positive number greater than or equal to 2, especially 2 to 3;
or salts thereof,
and/or
(ii) mixtures of styrenated phenols with one or more low molecular weight amines, which are di- or poly-amines, or salts thereof; and
introducing an anchoring element into the hole or crevice simultaneously with or subsequent to the introduction of the fixing mortar.

### Claim 2 (depends on 1)

The method according to claim 1, wherein, in the case of (ii), the low molecular weight amine(s) are those of the formula shown under (i) in claim 1.

### Claim 3 (depends on 1)

The method according to claim 1, wherein, in the case of (ii), the low molecular weight amine(s) are xylylenediamines, aliphatic polyamines, oligomeric diamines of the formula H2N—(CH2)i—NH—[(CH2)j—NH]k—(CH2)l—NH2, wherein l, j and l are each independently of the others from 2 to 4 and k is 0, 1 or 2; cycloaliphatic amines; or amine adducts; or mixtures of two or more thereof.

### Claim 4 (depends on 1)

The method according to claim 1, wherein, in the case of (ii), the low molecular weight amine(s) are selected from m-xylylenediamine, 1,3-bis(aminomethyl)cyclohexane (BAC), triethylenetetraamine and isophoronediamine, or mixtures of two or more thereof.

### Claim 5 (depends on 1)

The method according to claim 1, wherein, in the case of (i), the specific amines(s) are selected from 1,3-bis(aminomethyl)cyclohexane (BAC), 4-(2-aminoethyl)piperazine, N,N′-bis(3-amino-n-propyl)piperazine, and mixtures of two or more thereof.

### Claim 6 (depends on 1)

The method according to claim 1, wherein, in the case of (i), for the Mannich base preparation there are used as phenols styrenated phenol or phenol and as aldehydes formaldehyde or a precursor thereof.

### Claim 7 (depends on 6)

The method according to claim 6, wherein the content of free phenol is less than 1% by weight of the Mannich base formulation.

### Claim 8 (depends on 1)

The method according to claim 1, wherein the ratio by weight of components (a) to (b) is 10 to 1 or less.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the ratio by weight of components (a) to (b) is 5 to 1 or less.

### Claim 10 (depends on 1)

The method according to claim 1, wherein in the case of (i), the proportion of Mannich base, based on the total weight of the component (b), has a proportion of from 10 to 100% by weight.

### Claim 11 (depends on 1)

The method according to claim 1, wherein in the case of (i), the proportion of Mannich base, based on the total weight of the component (b), has a proportion of from 30 to 75% by weight.

### Claim 12 (depends on 1)

The method according to claim 1, wherein in the case of (ii), the proportion of the mixture of styrenated phenols and low molecular weight amines, based on the total weight of the component (b), has a proportion of from 10 to 100% by weight.

### Claim 13 (depends on 1)

The method according to claim 1, wherein in the case of (ii), the proportion of the mixture of styrenated phenols and low molecular weight amines, based on the total weight of the component (b), has a proportion of from 30 to 75% by weight.

### Claim 14

A method of making a composite, the method comprising:
combining a fiber reinforcement material with a non-aqueous composition, the non-aqueous composition comprising an epoxy component (a), which contains curable epoxides, and a hardener component (b), which comprises
(i) a Mannich base formulation obtainable by reaction of one or more specific amines with phenols and aldehydes, the specific amines being those of the formula
wherein
“CYC” is a monocyclic saturated ring having from 3 to 12 ring atoms or a condensed dicyclic saturated ring system having from 6 to 12 ring atoms, wherein in each case the ring atoms are selected from 0 to 2 nitrogen atoms, 0 to 1 oxygen atoms and 0 to 1 sulfur atoms and from carbon atoms;
X is CH2, NH, O or S, wherein for each group —[X]n—NH2 one or zero X is NH, O or S, with the proviso that in the case of an X═O or S, in the group —[X]n—NH2 in question n is at least 2 and the O or S is not bonded directly to a nitrogen atom, and in the case of an X═NH, n is at least 2 and the X═NH is bonded neither directly to a nitrogen ring atom nor to a nitrogen atom present in the group —[X]n—NH2 in question;
n is from 0 to 5, with the proviso that in at least one of the groups —[X]n—NH2, n is from 1 to 5; and
m is a whole positive number greater than or equal to 2, especially 2 to 3;
or salts thereof,
and/or
(ii) mixtures of styrenated phenols with one or more low molecular weight amines, which are di- or poly-amines, or salts thereof; and
curing the non-aqueous composition to form a fiber reinforced composite.

### Claim 15 (depends on 14)

The method of claim 14, wherein the fiber reinforcement material is selected from among a plurality of fibers, a non-crimp fabric, and a woven fabric.

### Claim 16 (depends on 1, 14)

The method according to claim 14, wherein, in the case of (ii), the low molecular weight amine(s) are those of the formula shown under (i) in claim 1.

### Claim 17 (depends on 14)

The method according to claim 14, wherein, in the case of (ii), the low molecular weight amine(s) are xylylenediamines, aliphatic polyamines, oligomeric diamines of the formula H2N—(CH2)i—NH—[(CH2)j—NH]k—(CH2)l'NH2, wherein l, j and l are each independently of the others from 2 to 4 and k is 0, 1 or 2; cycloaliphatic amines;
or amine adducts; or mixtures of two or more thereof.

### Claim 18 (depends on 14)

The method according to claim 14, wherein, in the case of (ii), the low molecular weight amine(s) are selected from m-xylylenediamine, 1,3-bis(aminomethyl)cyclohexane (BAC), triethylenetetraamine and isophoronediamine, or mixtures of two or more thereof.

### Claim 19 (depends on 14)

The method according to claim 14, wherein, in the case of (i), the specific amines(s) are selected from 1,3-bis(aminomethyl)cyclohexane (BAC), 4-(2-aminoethyl)piperazine, N,N′-bis(3-amino-n-propyl)piperazine, and mixtures of two or more thereof.

### Claim 20 (depends on 14)

The method according to claim 14, wherein, in the case of (i), for the Mannich base preparation there are used as phenols styrenated phenol or phenol and as aldehydes formaldehyde or a precursor thereof.