# US 8,541,512 B2 · Epoxy resin-based composition modified for impact resistance

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- Number: US 8,541,512 B2
- Document ID: US8541512B2
- Status: Granted
- Kind: B2
- Application number: 13/361,061
- Filed: 2012-01-30
- Published: 2012-05-24
- Granted: 2013-09-24
- Earliest claimed: 2009-07-29
- Assignees: Henkel AG & Co. KGaA
- Applicants: Rainer Schoenfeld; Emilie Barriau; Stefan Kreiling; Pablo Walter
- Inventors: Rainer Schoenfeld; Emilie Barriau; Stefan Kreiling; Pablo Walter
- Web page: https://patentgrep.com/patent/US8541512B2

## CPC

- C08G 59/226: {Mixtures of di-epoxy compounds}
- C08L 63/00: Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C09J 163/00: Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
- C08L 51/04: grafted on to rubbers
- C08L 2666/02: Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- Y10T 428/31515: As intermediate layer
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A resin component for a one- or two-component adhesive, a matrix resin, or a structural foam, comprising: C1) at least one epoxy resin, having an average of more than one epoxy group per molecule, that does not correspond to the definition of component C2); C2) at least one oligomeric or polymeric urethane-group-free polyether compound. A one- or two-component epoxy adhesive, structural foam, or matrix material for composites, comprising the aforesaid resin components.

## Claims

### Claim 1

A resin component for a one- or two-component adhesive or a structural foam, comprising
C1) at least one epoxy resin, having an average of more than one epoxy group per molecule, that does not correspond to the definition of component C2);
C2) at least one oligomeric or polymeric urethane-group-free polyether compound encompassing one or more structural elements of the general formula (I)
where n is a number from 5 to 10,000; each residue Ra in each repeating unit denotes, mutually independently, a divalent connecting group that encompasses 1 to 100 carbon atoms; and each residue A in each repeating unit is selected, mutually independently, from K or L, K denoting a divalent residue of aromatic dihydroxy compounds after removal of the two hydroxyl groups, and L denoting a divalent residue of polyethers after the removal of two terminal hydroxyl groups, with the provision that, based on the total number of all residues A in the oligomeric urethane-group-free polyether compound, 20 to 80% of all residues A denote K, and 20 to 80% of all residues A denote L, and
having terminal epoxy groups and having an epoxy equivalent weight of between 1000 and 3000 g/mol, with continuously connected polypropylene oxide blocks of 5 to 18 C3H6O repeating units and aromatic blocks which contain at least one phenylene structural unit.

### Claim 2 (depends on 1)

The resin component according to claim 1, wherein it does not comprise a benzoxazine compound.

### Claim 3 (depends on 1)

The resin component according to claim 1, wherein it additionally comprises elastomer particles that have a core-shell structure.

### Claim 4 (depends on 1)

The resin component according to claim 1, wherein it further comprises an impact modifier or toughener that is the reaction product of a carboxyl-group-containing copolymer based on butadiene-acrylonitrile with a stoichiometric excess of an epoxy resin in accordance with C1).

### Claim 5 (depends on 1)

The resin component according to claim 1, wherein it further comprises an impact modifier or toughener that is the reaction product of an amino-group-containing polyether with a stoichiometric excess of an epoxy resin in accordance with C1).

### Claim 6 (depends on 1)

A two-component adhesive whose first component is or comprises a resin component according to claim 1, and whose second component represents a hardener component that is or comprises at least one amino-group-containing compound or at least one thiol-group-containing compound.

### Claim 7 (depends on 6)

An object that comprises at least two structural components that have been adhesively bonded with the two-component adhesive according to claim 6.

### Claim 8 (depends on 1)

A thermally hardenable composition comprising a resin component according to claim 1 and C3) at least one latent hardener for component C1).

### Claim 9 (depends on 8)

The thermally hardenable composition according to claim 8, wherein it additionally comprises C4) a physical or chemical blowing agent.

### Claim 10 (depends on 9)

An object that comprises a foamed and cured composition according to claim 9.

### Claim 11 (depends on 8)

An object that comprises at least two structural components that have been adhesively bonded with the thermally hardenable composition of claim 8.

### Claim 12

A resin component for a one- or two-component adhesive or a structural foam, comprising
C1) at least one epoxy resin, having an average of more than one epoxy group per molecule, that does not correspond to the definition of component C2);
C2) at least one oligomeric or polymeric urethane-group-free polyether compound encompassing one or more structural elements of the general formula (I)
where n is a number from 5 to 10,000; each residue Ra in each repeating unit denotes, mutually independently, a divalent connecting group that encompasses 1 to 100 carbon atoms; and each residue A in each repeating unit is selected, mutually independently, from K or L, K denoting a divalent residue of aromatic dihydroxy compounds after removal of the two hydroxyl groups, and L denoting a divalent residue of polyethers after the removal of two terminal hydroxyl groups, with the provision that, based on the total number of all residues A in the oligomeric urethane-group-free polyether compound, 20 to 80% of all residues A denote K, and 20 to 80% of all residues A denote L, and that is the reaction product of polypropylene oxide diglycidyl ether having an epoxy equivalent weight between 170 and 400 g/mol, bisphenol A, and a diglycidyl ether of bisphenol A or bisphenol F having an epoxy equivalent weight between 156 and 550 g/mol and an epoxy equivalent weight of the reaction product between 1000 and 3000 g/mol.

### Claim 13 (depends on 12)

The resin component according to claim 12, wherein it further comprises an impact modifier or toughener that is the reaction product of a carboxyl-group-containing copolymer based on butadiene-acrylonitrile with a stoichiometric excess of an epoxy resin in accordance with C1).

### Claim 14 (depends on 12)

The resin component according to claim 12, wherein it does not comprise a benzoxazine compound.

### Claim 15 (depends on 12)

The resin component according to claim 12, wherein it additionally comprises elastomer particles that have a core-shell structure.

### Claim 16 (depends on 12)

The resin component according to claim 12, wherein it further comprises an impact modifier or toughener that is the reaction product of an amino-group-containing polyether with a stoichiometric excess of an epoxy resin in accordance with C1).

### Claim 17 (depends on 12)

A two-component adhesive whose first component is or comprises a resin component according to claim 12, and whose second component represents a hardener component that is or comprises at least one amino-group-containing compound or at least one thiol-group-containing compound.

### Claim 18 (depends on 17)

An object that comprises at least two structural components that have been adhesively bonded with the two-component adhesive according to claim 17.

### Claim 19 (depends on 12)

A thermally hardenable composition comprising a resin component according to claim 12 and
C3) at least one latent hardener for component C1).

### Claim 20 (depends on 19)

The thermally hardenable composition according to claim 19, wherein it additionally comprises C4) a physical or chemical blowing agent.

### Claim 21 (depends on 20)

An object that comprises a foamed and cured composition according to claim 20.

### Claim 22 (depends on 19)

An object that comprises at least two structural components that have been adhesively bonded with the thermally hardenable composition of claim 19.
