# US 2020/0399513 A1 · Latent two-part polyurethane adhesives

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- Number: US 2020/0399513 A1
- Document ID: US20200399513A1
- Status: Published application
- Kind: A1
- Application number: 16/975,562
- Filed: 2019-02-21
- Published: 2020-12-24
- Earliest claimed: 2018-03-19
- Assignees: Ddp Specialty Electronic Materials US, LLC
- Applicants: Ddp Specialty Electronic Materials US, Inc.
- Inventors: Sergio Grunder; Stefan Schmatloch; Joel Kunz
- Web page: https://patentgrep.com/patent/US20200399513A1

## CPC

- C09J 175/08: from polyethers
- C08G 18/12: using two or more compounds having active hydrogen in the first polymerisation step
- C08G 18/3206: {aliphatic}
- C08G 18/4816: {mixtures of two or more polyetherpolyols having at least three hydroxy groups}
- C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/4829: {Polyethers containing at least three hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/4841: {containing oxyethylene end groups}
- C08G 18/6674: {with compounds of group C08G18/3203}
- C08G 18/724: {Combination of aromatic polyisocyanates with (cyclo)aliphatic polyisocyanates}
- C08G 18/73: acyclic
- C08G 18/7671: {containing only one alkylene bisphenyl group}
- C08K 3/013: Fillers, pigments or reinforcing additives
- C08K 2003/2206: {of calcium, strontium or barium}
- 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)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Two-component polyurethane adhesives include a polyol component and a polyisocyanate component. The polyol component includes a high functionality polyether polyol and precipitated calcium carbonate particles having a particle size of up to 200 nm. The adhesive has an excellent combination of a prolonged open time followed by curing to form a strong adhesive bond.

## Claims

### Claim 1

A two-component polyurethane adhesive composition having a polyol component and an isocyanate component, wherein:
the polyol component comprises:
a) at least 35 weight percent, based on the weight of the polyol component, of a mixture of polyether polyols, the mixture of polyether polyols comprising
a-1) one or more polyether polyols each having a hydroxyl equivalent weight of 400 to 2000 and each being selected from homopolymers of propylene oxide and copolymers of 70 to 99% by weight propylene oxide and 1 to 30% by weight ethylene oxide, the one or more polyether polyols a-1) having an average nominal hydroxyl functionality of 2 to 4; and
a-2) one or more polyether polyols each having a hydroxyl equivalent weight of 100 to 399, the one or more polyether polyols a-2) having an average nominal functionality of at least 4, wherein the one or more polyether polyols a-2) are present in an amount of at least 2 weight percent, based on the weight of the polyol component;
b) one or more aliphatic diol chain extenders having a hydroxyl equivalent weight of up to 99;
c) 0 to 3 parts by weight per 100 parts by weight of a) of at least one compound having at least two primary and/or secondary aliphatic amine groups;
d) a catalytically effective amount of at least one urethane catalyst;
e) 5 to 60 weight percent, based on the weight of the polyol component, of at least one particulate filler, wherein the particulate filler includes precipitated calcium carbonate filler particles having a particle size of up to 200 nm;
and the polyisocyanate component comprises at least one organic polyisocyanate and 0 to 50% by weight, based on the total weight of the polyisocyanate component, of at least one particulate filler.

### Claim 2 (depends on 1)

The two-component polyurethane adhesive of claim 1 wherein the precipitated calcium carbonate filler particles having a particle size of up to 200 nm constitute at least 2 wt-% of the polyol component.

### Claim 3 (depends on 2)

The two-component polyurethane adhesive of claim 2 wherein the precipitated calcium carbonate filler particles having a particle size of up to 200 nm constitute at least 3.5 to 20 wt-% of the polyol component.

### Claim 4 (depends on 1)

The two-component polyurethane adhesive of claim 1 wherein a-2) constitutes at least 2 weight-% of the polyol component.

### Claim 5 (depends on 4)

The two-component polyurethane adhesive of claim 4 wherein a-2) constitutes 3 to 10 wt-% of the polyol component.

### Claim 6 (depends on 1)

The two-component polyurethane adhesive of claim 1 wherein component e) includes at least one additional particulate filler, the additional particulate filler constituting 20 to 58 wt-% of the polyol component.

### Claim 7 (depends on 1)

The two-component polyurethane adhesive of claim 1, wherein d) includes at least one latent urethane catalyst.

### Claim 8 (depends on 7)

The two-component polyurethane adhesive of claim 7 wherein the latent catalyst includes at least one catalyst selected from dibutyltin mercaptide, dioctyl tin mercaptide, dibutyltin thioglycolate and dioctyltin thioglycolate and at least one carboxylic acid- or phenol-blocked cyclic amidine catalyst.

### Claim 9 (depends on 1)

The two-component polyurethane adhesive of claim 1 wherein the polyisocyanate component includes at least one polyisocyanate having an isocyanate equivalent weight of up to 350 and at least one one urethane group-containing, isocyanate-terminated prepolymer having at least 2 isocyanate groups per molecule and an isocyanate equivalent weight of 500 to 3500.

### Claim 10 (depends on 1)

The two-component polyurethane adhesive of claim 1 wherein the polyisocyanate component includes 20 to 50 wt-%, based on the weight of the polyisocyanate component, of a particulate filler.

### Claim 11 (depends on 1)

A cured adhesive formed by combining the polyol and polyisocyanate components of the two-component polyurethane adhesive of claim 1 to form an uncured adhesive, and then curing the uncured adhesive.

### Claim 12 (depends on 1)

A method of bonding two substrates, comprising combining the polyol and polyisocyanate components of the two-component polyurethane adhesive of claim 1 to form an uncured adhesive, forming a layer of the uncured adhesive at a bondline between two substrates, and curing the uncured adhesive layer at the bondline to form a cured adhesive bonded to each of the substrates.

### Claim 13 (depends on 12)

The method of claim 12 wherein the isocyanate index is 1.1 to 1.8.

### Claim 14 (depends on 12)

The method of claim 12 wherein at least a portion of said curing is performed at a temperature of 0 to 35° C.

### Claim 15 (depends on 14)

The method of claim 14 wherein a portion of said curing is performed at a temperature of 0 to 35° C. and a subsequent portion of said curing is performed at a temperature of 36 to 100° C.