# US 4,398,027 A · Preparation of pigmentary form isoindoline

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- Number: US 4,398,027 A
- Document ID: US4398027A
- Status: Granted
- Kind: A
- Application number: 06/193,017
- Filed: 1980-10-02
- Granted: 1983-08-09
- Earliest claimed: 1978-01-10
- Assignees: BASF SE
- Inventors: Wolfgang Lotsch; Peter Hilbert
- Web page: https://patentgrep.com/patent/US4398027A

## CPC

- C09B 67/0014: {Influencing the physical properties by treatment with a liquid, e.g. solvents}
- C09B 57/04: Isoindoline dyes
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)

## Abstract

A process for converting finely particled agglomerated crude isoindoline pigments of the formula ##STR1## where A is ##STR2## and B is the radical of an unsubstituted or substituted barbituric acid, or A and B are both such a barbituric acid radical, into tinctorially valuable pigmentary forms, wherein the crude pigment, which consists of primary particles having a mean size of .ltoreq.0.1 .mu.m, is subjected to shearing forces in water, and thereafter the aqueous suspension is heated at from 90.degree. to 160.degree. C. in the presence or absence of a surfactant and the pigment is isolated. Easily dispersible, low-hiding to extremely high-hiding pigments are obtained, which give brilliant colorations of improved lightfastness and fastness to weathering.

## Claims

### Claim 1

A process for the preparation of a brilliant, easily dispersible and low-hiding to extremely high-hiding pigmentary form of an isoindoline pigment of the formula ##STR7## wherein A is ##STR8## or is a substituted or unsubstituted barbituric acid radical, and B is a substituted or unsubstituted barbituric acid radical, which comprises
subjecting a suspension which consist essentially of the agglomerated crude pigment, in which the primary particles have a mean particle size of .ltoreq.0.1 .mu.m to shearing forces in water in the presence of grinding media or in a kneader,
thereafter heating the resulting aqueous suspension at from 90 to 160 C in the presence or absence of a surfactant, for 1-30 hours and isolating the resulting pigment.

### Claim 2 (depends on 1)

A process as claimed in claim 1, wherein an agglomerated crude pigment in which the primary particles have a mean particle size of .ltoreq.0.02 .mu.m, is employed.

### Claim 3 (depends on 1, 2)

A process as claimed in claim 1 or 2, wherein the shearing forces are generated in the aqueous suspension of the fine-particled agglomerated crude pigment by means of agitated milling bodies.

### Claim 4 (depends on 1, 2)

A process as claimed in claim 1 or 2, wherein a crude pigment is used in which A is ##STR9## and B is a radical of unsubstituted barbituric acid, of N-phenylbarbituric acid, of 2-thiobarbituric acid, of 2-iminobarbituric acid or of 2-N-cyanoiminobarbituric acid, or A and B are each one of the radicals mentioned in the definition of B.

### Claim 5 (depends on 1, 2)

A process as claimed in claim 1 or 2, wherein A and B are each a radical of unsubstituted barbituric acid or A is ##STR10## and B is the radical of unsubstituted barbituric acid.

### Claim 6 (depends on 1, 2)

A process as claimed in claim 1 or 2, wherein the aqueous suspension is heated in the presence of an adduct of ethylene oxide, propylene oxide or propylene oxide and ethylene oxide with a C.sub.8 -C.sub.20 -alkanol, C.sub.2 -C.sub.10 -alkanediol, C.sub.3 -C.sub.10 -alkanepolyol, phenol, C.sub.6 -C.sub.18 -alkylphenol, C.sub.8 -C.sub.20 -carboxylic acid, C.sub.8 -C.sub.20 -carboxylic acid amide or aliphatic, cycloaliphatic or benzene-aromatic monoamine, diamine or polyamine.

### Claim 7 (depends on 1, 2)

A process as claimed in claim 1 or 2, wherein the aqueous suspension is heated in the presence of an alkali metal salt or ammonium salt of a C.sub.4 -C.sub.20 -alkylbenzenesulfonic acid, C.sub.4 -C.sub.20 -alkylphenolsulfonic acid, mono- or bis-C.sub.1 -C.sub.10 -alkylnaphthalenesulfonic acid, partially sulfonated polystyrene, water-soluble condensation product of .beta.-naphthalenesulfonic acid or of a C.sub.1 -C.sub.10 -alkylnaphthalene-.beta.-sulfonic acid, or of a mixture of these, with formaldehyde, condensation product of a phenolsulfonic acid, formaldehyde and urea, ligninsulfonic acid or C.sub.7 -C.sub.20 -rosin acid.

### Claim 8 (depends on 4)

A process as claimed in claim 4, wherein the aqueous suspension is heated in the presence of an alkali metal or ammonium salt of a C.sub.1 -C.sub.5 -alkylnaphthalenesulfonic acid, a condensation product of phenol, urea and formaldehyde, an adduct of ethylene oxide, propylene oxide or propylene oxide and ethylene oxide with a C.sub.2 -C.sub.20 -alkanol, C.sub.3 -C.sub.10 -alkanediol, aliphatic C.sub.1 -C.sub.20 -carboxylic acid or aliphatic C.sub.1 -C.sub.20 -carboxylic acid amide, C.sub.10 -C.sub.20 -fatty alcohol or a mixture of the said agents as the surfactant.

### Claim 9 (depends on 8)

A process as claimed in claim 8, wherein the amount of surfactant, based on crude pigment, is from 1 to 100% by weight.

### Claim 10 (depends on 1)

The process of claim 1, wherein said heating is carried out for 1-10 hours.
