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US 5,510,467 AGranted
Salts of metal-free anionic phenylazopyrazolone dyes having cations containing sterically hindered amine groups
AssigneeSandoz Ltd.
InventorsBansi L. Kaul, Angelos-Elie Vougioukas
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Abstract
Salts of the formula F.sub.n .multidot.A, wherein F is an anion of a metal-free anionic dye having m acid groups wherein m is 1 to 4, inclusive, A is a cation of an amine containing 1 to 4 sterically hindered amine groups, and n is 1 or 2, with the proviso that the salt contains 1 to n.times.m groups selected from ammonium and immonium groups, useful as pigments, particularly for the coloring of solvent-free and solvent-containing plastic materials, lacquers and printing inks.
Claims7
A salt of the formula
- F.sub.n .multidot.A
- wherein F is an anion of a compound of the formula ##STR16## wherein R.sub.21 is hydrogen, sulfo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, trihalomethyl or ##STR17## R.sub.24 is phenyl or phenyl monosubstituted by sulfo, and R.sub.30 is carboxy or C.sub.1-4 alkyl, with the proviso that R.sub.30 must be carboxy when R.sub.24 is phenyl and Ring B does not bear a sulfo group,
- wherein each R.sub.20 is independently hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, and R.sub.23 is hydrogen, sulfo, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,
- A is a cation of an amine selected from the group consisting of 1,3,5-tri-(1',2',2',6',6'-pentamethylpiperid-4'-yl)trimesinic acid triamide, 2,4-bis-(2',2',6',6'-tetramethylpiperid-4'-ylamino)-6-chloro-1,3,5-triazin e, 2,4,6-tri-(2',2',6',6'-tetramethylpiperid-4'-ylamino)-1,3,5-triazine, ##STR18## bis-(2',2',6',6'-tetramethylpiperid-4'-yl)terephthalic acid amide, 2,4-bis-(2',2',6',6'-tetramethylpiperid-4'-ylamino)quinazoline, 2,3-bis-(2',2',6',6'-tetramethylpiperid-4'-ylamino)quinoxaline, 1,4-bis-(2',2',6',6'-tetramethylpiperid-4'-ylamino)phthalazine, 2-chloro-4,6-bis-(2',2',6',6'-tetramethyipiperid-4'-ylamino)pyrimidine, 2,5-dichloro-4,6-bis-(2',2',6',6'-tetramethyipiperid-4'-ylamino)pyrimidine , 2-fluoro-5-chloro-4,6-bis-(2',2',6',6'-tetramethylpiperid-4'-ylamino)pyri midine, 2,4,6-tri-(2',2',6',6'-tetramethylpiperid-4'-ylamino)pyrimidine, 2,4,6-tri-(2',2',6',6'-tetramethylpiperid-4'-ylamino)-5-chloropyrimidine, ##STR19## bis-(1,2,2,6,6-pentamethylpiperid-4-yl)terephthalic acid amide, bis-(1,2,2,6,6-pentamethylpiperid-4-yl)isophthalic acid amide, ##STR20## wherein each R.sub.3 is 2,2,6,6-tetramethylpiperid-4-yl, each R.sub.4 is ##STR21## each R.sub.5 is ##STR22## wherein Y is ##STR23## each R.sub.5 is ##STR24## wherein Y is ##STR25## each R.sub.6 is ##STR26## and each R.sub.7 is ##STR27## wherein R.sub.11 is hydrogen or C.sub.1-4 alkyl, each R.sub.12 is independently C.sub.1-6 alkyl,
- each R.sub.13 is independently hydrogen, methyl, ethyl or phenyl, with the proviso that not more than one R.sub.13 is phenyl, or
- both R.sub.13 's taken together are --(CH.sub.2).sub.t --, wherein t is 5 to 11, inclusive, and
- the * identifies the atom attached to the piperidyl group, and n is 1 or 2.
4 more elements
Dependencies are inferred from the claim text.