# US 5,349,006 A · Azetidinol reaction products used as pigment grind and film forming vehicles

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- Number: US 5,349,006 A
- Document ID: US5349006A
- Status: Granted
- Kind: A
- Application number: 08/190,967
- Filed: 1994-02-03
- Granted: 1994-09-20
- Earliest claimed: 1991-12-30
- Assignees: PPG Industries, Inc.
- Inventors: Shanti Swarup; Padmanabhan Sundararaman; Gregory J. McCollum; Charles M. Kania; James A. Claar
- Web page: https://patentgrep.com/patent/US5349006A

## CPC

- C08F 8/30: Introducing nitrogen atoms or nitrogen-containing groups
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

An ungelled reaction product is prepared from a carboxylic acid group containing polymeric material and an azetidinol containing material having one azetidinol moiety per molecule. The ungelled reaction product is particularly useful as a grind vehicle for pigment grind compositions.

## Claims

### Claim 1

A pigment grind composition comprising pigment and as a grind vehicle, an ungelled aminoester group-containing reaction product obtained by reacting carboxyl groups of a carboxylic acid group containing polymeric material with azetidinol groups of an azetidinol containing material having one azetidinol moiety per molecule.

### Claim 2 (depends on 1)

The pigment grind composition of claim 1 wherein the ungelled reaction product has been modified by reaction with a polyisocyanate and polyamine.

### Claim 3 (depends on 1)

The pigment grind composition of claim 1 wherein the ungelled reaction product has been modified by reaction with a triisocyanate and tetraethylene pentamine.

### Claim 4 (depends on 1)

The pigment grind composition of claim 1 wherein the carboxylic acid group containing polymeric material is a carboxylic acid functional acrylic polymer.

### Claim 5 (depends on 4)

The pigment grind composition of claim 4 wherein the carboxylic acid functional acrylic polymer has an acid value of at least 2.5.

### Claim 6 (depends on 4)

The pigment grind composition of claim 4 wherein the acrylic polymer has a number average molecular weight ranging from about 500 to about 50,000.

### Claim 7 (depends on 1)

The pigment grind composition of claim 1 wherein the azetidinol containing material is represented by the following structural formula: ##STR2## wherein R is C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.7 cycloalkyl or aralkyl.

### Claim 8 (depends on 7)

The pigment grind composition of claim 7 wherein R is cyclohexyl.

### Claim 9 (depends on 3)

The pigment grind composition of claim 3 wherein the pigment is a red pigment.

### Claim 10

A coating composition comprising, as a film forming vehicle, an ungelled aminoester group-containing reaction product obtained by reacting carboxyl groups of a carboxylic acid group containing polymeric material with azetidinol groups of an active hydrogen containing azetidinol containing material having one azetidinol moiety per molecule; and a crosslinking agent capable of reacting with the active hydrogens.

### Claim 11 (depends on 10)

The coating composition of claim 10 wherein the carboxylic acid group containing material is a carboxylic acid functional acrylic polymer.

### Claim 12 (depends on 10)

The coating composition of claim 10 wherein the azetidinol containing material is N-cyclohexyl azetidinol.

### Claim 13 (depends on 10)

The coating composition of claim 10 wherein the crosslinking agent is selected from aminoplasts, phenoplasts and blocked polyisocyanates.