# US 2019/0316013 A1 · Two-Component Polyurethane Adhesive

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- Number: US 2019/0316013 A1
- Document ID: US20190316013A1
- Status: Published application
- Kind: A1
- Application number: 16/451,630
- Filed: 2019-06-25
- Published: 2019-10-17
- Earliest claimed: 2016-12-28
- Assignees: Henkel AG & Co. KGaA
- Applicants: Henkel AG & Co. KGaA
- Inventors: Tingting Tang; Jie Liu
- Web page: https://patentgrep.com/patent/US20190316013A1

## CPC

- C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C09J 175/04: Polyurethanes
- C08G 18/10: Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G 18/165: {covered by C08G18/18 and C08G18/24}
- C08G 18/2063: {having two nitrogen atoms in the condensed ring system}
- C08G 18/242: {organometallic compounds containing tin-carbon bonds}
- C08G 18/246: {containing also tin-carbon bonds}
- C08G 18/3206: {aliphatic}
- C08G 18/4018: {Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48}
- C08G 18/42: Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G 18/4288: {modified by higher fatty oils or their acids or by resin acids}
- C08G 18/48: Polyethers
- C08G 18/482: {Mixtures of polyethers containing at least one polyether containing nitrogen}
- C08G 18/4829: {Polyethers containing at least three hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/5024: {containing primary and/or secondary amino groups}
- C08G 18/724: {Combination of aromatic polyisocyanates with (cyclo)aliphatic polyisocyanates}
- C08G 18/7664: {containing alkylene polyphenyl groups}
- C08G 18/7671: {containing only one alkylene bisphenyl group}
- C09J 5/06: involving heating of the applied adhesive
- C09J 175/06: from polyesters
- C09J 175/08: from polyethers
- C09J 175/12: from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
- C09J 2203/00: Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J 2409/006: in the substrate
- C09J 2423/106: in the substrate
- C09J 2455/006: in the substrate
- C09J 2467/006: in the substrate
- C09J 2469/006: in the substrate
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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)

## Abstract

The present disclosure relates to a two-component polyurethane adhesive, based on a polyol component A and a polyisocyanate component B. The two-component polyurethane adhesive exhibits fast cure speed, good adhesion properties and good durability. The two-component polyurethane adhesive is developed for the adhesion adhesion of substrates, wherein the substrates are preferably selected from the group comprising sheet molding compounds (SMCs) and plastic substrates.

## Claims

### Claim 1

A two-component polyurethane composition consisting of component A and component B, wherein:
component A, comprises
a) a mixture of at least one polyether polyol and at least one polyester polyol, the polyether polyol and the polyester polyol each independently having a number average molecular weight of 300 to 3500 g/mol,
b) at least one polyol having from 2 to 4 hydroxyl groups per molecule and a number average molecular weight of below 200 g/mol,
c) at least one polyamine having a number average molecular weight of 200 to 600 g/mol,
d) at least one catalyst selected from Sn-containing catalysts and Bi-containing catalysts and optionally a blocked aza-type catalyst, wherein the blocked aza-type catalyst is an aza-type catalyst blocked with a blocking agent,
g) optionally at least one additive; and
component B comprises
a NCO-terminated prepolymer prepared from the reaction of
e) at least one polyether polyol having a number average molecular weight of 300 to 3500 g/mol, and
f) at least one polyisocyanate,
wherein the NCO content of the prepolymer is from 4 to 13% by weight,
based on the total weight of component B.

### Claim 2 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein component b) is a diol.

### Claim 3 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein component c) is a polyether amine.

### Claim 4 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein the at least one polyisocyanate f) is selected from polymeric diphenylmethane diisocyanate (PMDI), carbodiimide- or uretdione-modified diphenylmethane diisocyanate (MDI), and combinations thereof.

### Claim 5 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein component A has a viscosity of 10.0 to 40.0 Pa·s at 23° C., measured with an Anton Paar instrument with spindle PP25/S.

### Claim 6 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein component B has a viscosity of 4.0 to 10.0 Pa·s at 23° C., measured with a Brookfield RVT instrument with spindle 6#.

### Claim 7 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein the volume ratio of component A to component B is in the range of 1:3 to 3:1.

### Claim 8 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein the Sn-containing catalyst is selected from the group comprising dibutyltin dilaurate, bis(2-ethylhexanoate)tin, dibutyltin dilaurylmercaptide, dibutyltin diacetate, dibutyltin bis-mercaptide, dibutyltin mercaptide, dibutyltin dithioglycolate and dioctyltin dilaurate; and/or the Bi-containing catalyst is selected from the group comprising bismuth iso-octoate, bismuth laurate, bismuth naphthenate and bismuth neodecanoate.

### Claim 9 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein in addition to the at least one catalyst selected from Sn-containing catalysts and Bi-containing catalysts, component d) further comprises a blocked aza-type catalyst, wherein the blocked aza-type catalyst is an aza-type catalyst blocked with a blocking agent.

### Claim 10 (depends on 9)

The two-component polyurethane composition according to claim 9, wherein the aza-type catalyst is selected from 1,5-diaza-bicyclo(5.4.0)undec-5-ene and 1,8-diaza-bicyclo(5.4.0)undec-7-ene.

### Claim 11 (depends on 9)

The two-component polyurethane composition according to claim 9, comprising 0.1 to 0.5% by weight of the blocked aza-type catalyst based on the total weight of component A.

### Claim 12 (depends on 1)

The two-component polyurethane composition according to claim 1, wherein:
component A, comprises
from 5 to 50% by weight of the a) mixture of at least one polyether polyol and at least one polyester polyol,
from 1 to 8% by weight of the b) at least one polyol,
from 0.05 to 2.5% by weight of the c) at least one polyamine,
from 0.01 to 0.1% by weight of the d) at least one catalyst selected from Sn-containing catalysts and Bi catalysts, and optionally 0.1 to 0.5% by weight of the blocked aza-type catalyst; and
from 35 to 80% by weight of the g) at least one additive,
each % by weight based on the total weight of component A; and
component B comprises the NCO-terminated prepolymer prepared from the reaction of
from 40 to 70% by weight of the e) at least one polyether polyol, and
from 30 to 60% by weight of the f) at least one polyisocyanate,
wherein each % by weight based on the total weight of component B and the NCO content of the prepolymer is from 4 to 13% by weight, based on the total weight of component B.

### Claim 13 (depends on 1)

A method for bonding two substrates, comprising:
providing component A of claim 1;
providing component B of claim 1;
mixing together component A and component B to obtain an uncured polyurethane composition of claim 1;
providing a first substrate having a surface and a second substrate having a surface;
applying the mixed, uncured polyurethane composition onto the surface of the first substrate;
bringing the surface of the second substrate into contact with the mixed, uncured polyurethane composition on the surface of the first substrate to form a component; and
d) heating the component to 80° C. to 100° C. to cure the adhesive and bond the first substrate to the second substrate.

### Claim 14 (depends on 1)

A cured reaction product of the composition of claim 1.

### Claim 15 (depends on 1)

A component comprising a first substrate comprised of sheet molding compound (SMC) or plastic bonded to a second substrate comprised of sheet molding compound (SMC) or plastic by cured reaction products of the polyurethane composition of claim 1.

### Claim 16 (depends on 15)

The component of claim 15 wherein the plastic is selected from polypropylene (PP), polycarbonate (PC), polyacrylonitrile-butadiene-styrene) (ABS), poly(polyethylene terephthalate) (PET), poly(styrene-acrylonitrile) and blends thereof.