# US 5,710,209 A · Aqueous binders for coating compositions based on polyester polyurethanes

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- Number: US 5,710,209 A
- Document ID: US5710209A
- Status: Granted
- Kind: A
- Application number: 08/602,539
- Filed: 1996-02-20
- Granted: 1998-01-20
- Earliest claimed: 1995-02-27
- Assignees: Bayer Aktiengesellschaft
- Inventors: Harald Blum; Josef Pedain
- Web page: https://patentgrep.com/patent/US5710209A

## CPC

- C09D 175/06: from polyesters
- C08G 18/0819: {containing anionic or anionogenic groups}
- C08G 18/4288: {modified by higher fatty oils or their acids or by resin acids}
- C08G 18/6659: {with compounds of group C08G18/34}
- C08G 18/751: {containing only one cycloaliphatic ring}
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

An aqueous dispersion of a polyester polyurethane which contains as essential building component 1-methyl-2,4- and/or -2,6-diisocyanatocyclohexane and its use as the binder for one- or two-component coating compositions, optionally in combination with cross-linking agent resins selected from optionally blocked polyisocyanates and/or aminoplast resins.

## Claims

### Claim 1

An aqueous dispersion having a viscosity at 23.degree. C. of 10 to 20,000 mPa.s and a pH of 5.5 to 10 and containing 20 to 60 wt. %, based on solids, of a polyester polyurethane which has a weight average molecular weight of 1500 to 100,000, a hydroxyl number of 20 to 300 mg KOH/g, a carboxyl group content corresponding to an acid number of 7 to 70 mg KOH/g (in which 20 to 100% of the carboxyl groups are present in neutralized form as carboxylate groups), and a content of urethane groups (calculated as --NH--CO--O--, molecular weight 59) of 2.5 to 15 wt. %, and is the reaction of
a) 50 to 91 wt. % of a polyester component containing one or more polyester polyols having a hydroxyl number of 25 to 350,
b) 7 to 45 wt. % of a polyisocyanate component containing at least 50 wt. %, based on the weight of component b), of 1-methyl-2,4- and/or -2,6-diisocyanatocyclohexane, the remainder selected from organic polyisocyanates having a molecular weight of 140 to 1500,
c) 2 to 12 wt. % of a component containing one or more compounds having at least one isocyanate-reactive group and at least one anionic or potential anionic group,
d) 0 to 10 wt. % of a component containing one or more compounds having one or two isocyanate-reactive groups and containing at least one non-ionic, hydrophilic polyether chain and
e) 0 to 30 wt. % of a component, which is different from components a), c) and d), contains isocyanate-reactive groups and has a molecular weight of 62 to 2500,
wherein the sum of the percentages of a) to e) add up to 100.

### Claim 2 (depends on 1)

The aqueous dispersion of claim 1 wherein the aqueously dispersed polyester polyurethane has air-drying properties and an iodine number of 20 to 95 and is the reaction product of
a) 68 to 88 wt. % of a polyester polyol which is the reaction product of
a1) 25 to 65 wt. % of a monocarboxylic acid component containing at least 75 wt. % of one or more fatty acids capable of oxidative drying,
a2) 10 to 45 wt. % of a polycarboxylic acid component containing one or more di-, tri- and/or tetracarboxylic acids having a molecular weight of 98 to 840 and/or their corresponding anhydrides and
a3) 12 to 40 wt. % of a polyol component containing one or more di- to tetrahydric alcohols having a molecular weight of 62 to 200,
b) 8 to 23 wt. % of a polyisocyanate component containing at least 75 wt. %, based on the weight of component b), of 1-methyl-2,4-and/or -2,6-diisocyanatocyclohexane, the remainder selected from organic polyisocyanates having a molecular weight of 168 to 318,
c) 4 to 8 wt. % of dimethylolpropionic acid and
e) 0 to 10 wt. % of a component, which is different from components a) and c), contains hydroxyl and/or amino groups and has a molecular weight of 62 to 1200,
wherein the sum of the percentages of a1) to a3) and a) to e) add up to 100.

### Claim 3 (depends on 1)

The aqueous dispersion of claim 1 wherein the aqueously dispersed polyester polyurethane is the reaction product of
a) 68 to 88 wt. % of a polyester polyol which is the reaction product of
a1) 0 to 24 wt. % of one or more monocarboxylic acids, wherein at least 50%, based on the weight of component a1), are aromatic or saturated (cyclo)aliphatic monocarboxylic acids having 6 to 22 carbon atoms and the remainder are unsaturated aliphatic monocarboxylic acids.
a2) 15 to 60 wt. % of one or more di-, tri- and/or tetracarboxylic acids having a molecular weight of 98 to 840 or their anhydrides and
a3) 22 to 63 wt. % of one or more di-, tri- and/or tetrafunctional alcohols having a molecular weight of 62 to 200,
b) 8 to 23 wt. % of a polyisocyanate component containing at least 75 wt. %, based on the weight of component b), of 1-methyl-2,4-and/or -2,6-diisocyanatocyclohexane, the remainder selected from organic polyisocyanates having a molecular weight of 168 to 318,
c) 3 to 9 wt. % of dimethylolpropionic acid and
e) 0 to 7.5 wt. % of a component, which is different from components a) and c), contains hydroxyl and/or amino groups and has a molecular weight of 62 to 1200,
wherein the sum of the percentages of a1) to a3) and a) to e) add up to 100.

### Claim 4 (depends on 1)

A one or two-component coating composition containing as binder the aqueous polyester polyurethane dispersion of claim 1 optionally in combination with a cross-linking agent.

### Claim 5 (depends on 1)

A two-component coating composition containing as binder
A) the aqueous polyester polyurethane dispersion of claim 1 and
B) a cross-linking agent selected from the group consisting of
B1) hydrophobic polyisocyanates having a viscosity at 23.degree. C. of 25 to 5000 mPa.s and an NCO content of 5 to 26 wt. %,
B2) hydrophilic polyisocyanates containing chemically incorporated non-ionic, hydrophilic polyether chains and having an NCO content of 4 to 24 wt. %,
B3) mixtures of polyisocyanates B1) and B2),
B4) blocked polyisocyanates corresponding to polyisocyanates B1) to B3) in which the isocyanate groups are blocked with reversible, monofunctional blocking agents for isocyanate groups,
B5) amino cross-linking agent resins and
B6) mixtures of cross-linking agents B4) and B5),
provided that when optionally blocked polyisocyanates are used as the sole cross-linking agents, the equivalent ratio of the optionally blocked isocyanate groups of component B) to the hydroxyl groups of component A) is 0.5:1 to 5:1.