# US 4,400,216 A · Method for preparing bleed resistant lithographic inks

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- Number: US 4,400,216 A
- Document ID: US4400216A
- Status: Granted
- Kind: A
- Application number: 05/835,369
- Filed: 1977-09-21
- Granted: 1983-08-23
- Earliest claimed: 1977-08-15
- Assignees: BASF Wyandotte Corporation
- Inventors: Manohar L. Arora
- Web page: https://patentgrep.com/patent/US4400216A

## CPC

- C09D 11/03: characterised by features other than the chemical nature of the binder
- 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)

## Abstract

Bleed resistant lithographic ink compositions containing azo red pigments are prepared by mixing a wetting agent such as an amine, an amine oxide, an amide, an amidine, an amidoxime, an oxime, an oxazolidine, or an amino acid with a substantially dry flushed color.

## Claims

### Claim 1

A method for imparting bleed resistance to a lithographic printing ink composition containing an azo red pigment and at least one vehicle selected from the class consisting of an alkyd resin, and a urethane-modified alkyd resin, said method comprising mixing a substantially dry flushed dispersion of the ink vehicle and pigment with an effective amount of at least one pigment wetting agent selected from the class consisting of:
an aliphatic monoamine having from 2 to about 20 carbon atoms;
an aliphatic polyamine having from 2 to about 36 carbon atoms wherein the ratio of carbon atoms to amino groups is from about 1 to about 18;
an aliphatic substituted aniline or naphthylamine wherein the aliphatic substituent contains from about 6 to about 20 carbon atoms;
an amine oxide having the formula ##STR6## wherein R, R.sup.1 and R.sup.2 are aliphatic groups having from 1 to about 20 carbon atoms but wherein the total number of carbon atoms is about 36 or less;
dehydroabietylamine or tetrahydrobietylamine;
an amide having the formula ##STR7## wherein R.sup.3 is an aliphatic group having from about 12 to about 20 carbon atoms, R.sup.4 is hydrogen or lower aminoalkyl, and R.sup.5 is a lower aminoalkyl;
an amidine having from about 12 to about 20 carbon atoms;
an amidoxime having from about 12 to about 20 carbon atoms;
an oxime having from about 12 to about 20 carbon atoms;
an amide having the formula ##STR8## wherein R.sup.6 is an aliphatic group having from about 12 to about 20 carbon atoms and R.sup.7 and R.sup.8 are alkylene groups having from 2 to about 4 carbon atoms, m is from 0 to about 5 and n is from 1 to about 5;
an oxazolidine having the formula ##STR9## wherein R.sup.9 is a polyacrylate residue having a molecular weight of from about 800 to about 3000;
an amino acid having the formula
R.sup.10 --CH(NR.sub.2.sup.11)--(CH.sub.2)p--COOH
wherein R.sup.10 is an aliphatic group containing from about 12 to about 20 carbon atoms, R.sup.11 may be independently hydrogen, methyl or ethyl, and p is from 0 to about 4;
an N-acyl amino acid having the formula ##STR10## wherein R.sup.12 is an alkyl group having from about 12 to about 20 carbon atoms and R.sup.13 is an alkyl group having from 1 to about 4 carbon atoms;
salts of the aforesaid amines, with the proviso that when the wetting agent is an amide, the effective amount is from about 6% to about 9% of the weight of the pigment.

### Claim 2 (depends on 1)

The method of claim 1 wherein the wetting agent is an aliphatic monoamine.

### Claim 3 (depends on 1)

The method of claim 1 wherein the wetting agent is dehydroabietylamine.

### Claim 4 (depends on 1)

The method of claim 1 wherein the wetting agent is an oxazolidine.

### Claim 5 (depends on 2)

The method of claim 2 wherein from about 0.75% to about 12% of the amine, based on the weight of the pigment, is mixed with the vehicle and pigment.

### Claim 6 (depends on 5)

The method of claim 5 wherein the amine is octadecylamine.

### Claim 7 (depends on 3)

The method of claim 3 wherein from about 6% to about 25% of dehydroabietyl amine, based on the weight of the pigment, is used.

### Claim 8 (depends on 4)

The method of claim 4 wherein from about 4% to about 36% of the oxazolidine, based on the weight of the pigment, is used.

### Claim 9 (depends on 1)

The method of claim 1 wherein the wetting agent is an amide having the formula ##STR11## wherein R.sup.6 is an aliphatic group having from about 12 to about 20 carbon atoms, R.sup.7 and R.sup.8 are alkylene groups having from 2 to about 4 carbon atoms, m is from 0 to about 5 and n is from about 1 to about 5 but m+n is from about 1 to about 5.