Process for the preparation of highly chromatic perylene pigments
AssigneeBayer Aktiengesellschaft
InventorsGregory R. Schulz, Michael J. Greene
Life of this patent
Estimating the term…
Abstract
This invention relates to a process for preparing perylene pigment compositions by reaction of (a) a perylene tetracarboxylic compound; (b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride or imide of formula (I) ##STR1## wherein W is O or NR' (where R.sup.1 is hydrogen, a metal, or optionally substituted alkyl, cycloalkyl, aralkyl, or aryl), R.sup.2, R.sup.3, and R.sup.4 are various combinations of substituents and/or fused-on rings, and the dotted line is an optional double bond representing R.sup.2 --C.dbd.C--R.sup.3 ; (c) ammonia or a primary alkyl, aralkyl, or aryl amine; optionally in the presence of (d) a solvent and/or (e) one or more dispersants.
Claims6
A process for preparing a perylene pigment composition comprising reacting
- (a) a perylene tetracarboxylic compound having the formula ##STR10## wherein E.sup.1 and E.sup.3 are independently OR or NR'R" and E.sup.2 and E.sup.4 are independently OR, or E.sup.1 and E.sup.2 together are O or NA.sup.1 and E.sup.3 and E.sup.4 together are O or NA.sup.2,
- each R is independently hydrogen, a metal or ammonium cation, C.sub.1 -C.sub.6 alkyl, C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl,
- each R' and R" is independently hydrogen, C.sub.1 -C.sub.6 alkyl, or C.sub.7 -C.sub.16 aralkyl,
- A.sup.1 and A.sup.2 are independently hydrogen, a metal, C.sub.1 -C.sub.6 alkyl or substituted C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.8 cycloalkyl or substituted C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.16 aralkyl or substituted C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl or substituted C.sub.6 -C.sub.10 aryl,
- B is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, a sulfonyl group, amino, ammonium, hydroxy, nitro, or halogen, and
- p is zero or an integer of from 1 to 8;
- (b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride having the formula ##STR11## W is O, and any two adjacent R.sup.4, R.sup.5, R.sup.6, and R.sup.7 groups taken together form a fused-on ring and/or a group represented by the formula ##STR12## and the remaining R.sup.4, R.sup.5, R.sup.6, and/or R.sup.7 groups are independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, a sulfonyl group, amino, ammonium, hydroxy, nitro, or halogen;
- (c) ammonia or a primary amine having the formula R.sup.A --NH.sub.2 wherein R.sup.A is C.sub.1 -C.sub.6 alkyl, C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl;
- (d) optionally, a solvent;
- and
- (e) optionally, one or more additives.
A perylene pigment composition prepared by a process comprising reacting
- (a) a perylene tetracarboxylic compound having the formula ##STR13## wherein E.sup.1 and E.sup.3 are independently OR or NR'R" and E.sup.2 and E.sup.4 are independently OR, or E.sup.1 and E.sup.2 together are O or NA.sup.1 and E.sup.3 and E.sup.4 together are O or NA.sup.2,
- each R is independently hydrogen, a metal or ammonium cation, C.sub.1 -C.sub.6 alkyl, C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl,
- each R' and R" is independently hydrogen, C.sub.1 -C.sub.6 alkyl, or C.sub.7 -C.sub.16 aralkyl,
- A.sup.1 and A.sup.2 are independently hydrogen, a metal, C.sub.1 -C.sub.6 alkyl or substituted C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.8 cycloalkyl or substituted C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.16 aralkyl or substituted C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl or substituted C.sub.6 -C.sub.10 aryl,
- B is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, a sulfonyl group, amino, ammonium, hydroxy, nitro, or halogen, and
- p is zero or an integer of from 1 to 8;
- (b) about 0.01 to about 20% by weight, relative to the perylene tetracarboxylic compound, of a non-pigmentary cyclic anhydride having the formula ##STR14## wherein W is O, and
- any two adjacent R.sup.4, R.sup.5, R.sup.6, and R.sup.7 groups taken together form a fused-on ring and/or a group represented by the formula ##STR15## and the remaining R.sup.4, R.sup.5, R.sup.6, and/or R.sup.7 groups are independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, a sulfonyl group, amino, ammonium, hydroxy, nitro, or halogen;
- (c) ammonia or a primary amine having the formula R.sup.A --NH.sub.2 wherein R.sup.A is C.sub.1 -C.sub.6 alkyl, C.sub.7 -C.sub.16 aralkyl, or C.sub.6 -C.sub.10 aryl;
- (d) optionally, a solvent;
- and
- (e) optionally, one or more additives.
Dependencies are inferred from the claim text.