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US3775148A Expired / Lapsed US ⏱️ 0.0 years remaining

Pigment compositions

Assignee: Novartis AG
•
Filing: 1971-05-07
•
Granted: 1973-11-27
•
Expires: 1991-05-07
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Abstract

Abstract In a process of the preparation of a diarylide pigment composition by coupling a tetrazotized pigment benzidine with a pigment coupling agent and incorporating in the pigment a watersoluble dyestuff, preferably diarylide dyestuff, the step of subjecting the obtained pigment composition to a conventional solvent treatment, of additionally incorporating in the pigment composition a fatty alcohol, diol or polyol containing from eight to 22 carbon atoms or an aliphatic amine, amine salt or amine oxide containing from one to 20 carbon atoms, and any combination thereof and the pigment composition obtained by the process.

Inventors

  • 👤 G Bradley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 01:15
CPC Classifications
C; C09; C09B; C09B67/00; C09B35/00; C09B35/02; C09B35/039; C09B35/08; C09B35/10; C09B41/00; C09B67/0033

Claims Analysis

Total Claims: 109
Claim 1
Independent Claim 25 words
A diarylide pigment composition according to claim 1 in which component (b) is a water-soluble metal salt of a sulphonated or carboxylated water-soluble azo dyestuff.
Claim 2
Dependent Claim 54 words
A diarylide pigment composition according to claim 1 in which component (a) is a coupled diarylide pigment consisting of a pigment diarylide azo component coupled with an acetoacetarylide, pyrazolone or naphthol pigment coupling compound and component (b) is a water-soluble azo dyestuff consisting of a dyestuff azo component coupled with a dyestuff coupling component.
Claim 3
Dependent Claim 34 words
A diarylide pigment composition according to claim 3 wherein the component (b) is a water-soluble azo dyestuff consisting of a diarylide dyestuff azo component coupled with an acetoacetanilide, pyrazolone or naphthol dyestuff coupling component.
Claim 4
Dependent Claim 19 words
A diarylide pigment composition according to claim 1 wherein the component (a) is a diarylide pigment having the formula
Claim 5
Dependent Claim 18 words
A diarylide pigment composition according to claim 1 wherein component (a) is a diarylide pigment having the formula
Claim 6
Dependent Claim 18 words
A diarylide pigment composition according to claim 1 wherein component (a) is a diarylide pigment having the formula
Claim 7
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 8
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 9
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 10
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 11
Dependent Claim 18 words
A diarylide pigment composition according to claim 1 wherein the component (b) is a dyestuff having the formula
Claim 12
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 13
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 14
Dependent Claim 17 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula
Claim 15
Dependent Claim 70 words
A diarylide pigment composition according to claim 1 wherein component (b) is a dyestuff having the formula M (N N P)n wherein M is an optionally substituted aromatic residue, P is a coupling component and n is 1 or 2 provided that if n is 2 then the two residues need not be identical, and wherein both M and P or either M or P may contain water solubilizing groups.
Claim 16
Dependent Claim 24 words
A pigment composition according to claim 1 in which the proportion of the dyestuff component (b) is from 1 to 25 percent by weight.
Claim 17
Dependent Claim 24 words
A pigment composition according to claim 17 in which the proportion of the dyestuff component (b) is from 1 to 10 percent by weight.
Claim 18
Dependent Claim 16 words
A pigment composition according to claim 1 in which a non-ionic surface-active agent is also present.
Claim 19
Dependent Claim 19 words
A pigment composition according to claim 19 in which the non-ionic surface-active agent is an ethoxylated octyl alcohol condensate.
Claim 20
Dependent Claim 22 words
A pigment composition according to claim 1 in which a metallic salt of a resin or a free resin is also present.
Claim 21
Dependent Claim 15 words
A pigment composition according to claim 21 in which the resin is a hydrogenated resin.
Claim 22
Dependent Claim 17 words
A pigment composition according to claim 1 in which a fatty acid or ester is also present.
Claim 23
Dependent Claim 18 words
A pigment composition according to claim 23 in which the fatty acid is oleic acid or stearic acid.
Claim 24
Dependent Claim 49 words
A diarylide pigment composition comprising (a) a coupled diarylide pigment (b) a coupled water-soluble azo dyestuff and (c) 0.1 to 35 percent by weight based on the weight of pigment and dyestuff of an aliphatic amine or salt or oxide thereof each having from one to 20 carbon atoms.
Claim 25
Dependent Claim 38 words
A pigment composition according to claim 25 in which the amine is a primary amine, a resin amine, an N-longchain alkyl alkylene diamine, a polyamine, a polyamide/polyamine derivative, a Beta -amine, an ethoxylated fatty amine or a diamine.
Claim 26
Dependent Claim 17 words
A pigment composition according to claim 26 in which the primary amine is methylamine, stearylamine or cyclohexylamine.
Claim 27
Dependent Claim 19 words
A pigment composition according to claim 26 in which the resin amine is an amine derivative of wood resin.
Claim 28
Dependent Claim 14 words
A pigment composition according to claim 26 in which the polyamine is N-cocotrimethylene diamine-N''-propylamine.
Claim 29
Dependent Claim 31 words
A diarylide pigment composition according to claim 1 in which the solvent in component (c) is selected from the group consisting of xylene, dibenzyl ether, o-dichlorobenzene, nitrobenzene, benzyl cyanide and quinoline.
Claim 30
Dependent Claim 44 words
A diarylide pigment composition comprising (a) a coupled diarylide pigment (b) a coupled water-soluble azo dyestuff and (c) 0.1 to 30 percent by weight on dry pigment of a fatty alcohol, diol or polyol containing at least eight carbon atoms or dipropylene glycol monolaurate.
Claim 31
Dependent Claim 30 words
A diarylide pigment composition according to claim 21 in which the fatty alcohol diol or polyol in component (c) is cetyl alcohol, oleyl alcohol, behenyl alcohol, iso-octanol or 2-ethyl hexan-1:3-diol.
Claim 32
Dependent Claim 25 words
A diarylide pigment composition according to claim 31 in which component (b) is a water-soluble metal salt of a sulphonated or carboxylated water-soluble azo dyestuff.
Claim 33
Dependent Claim 54 words
A diarylide pigment composition according to claim 31 in which component (a) is a coupled diarylide pigment consisting of a pigment diarylide azo component coupled with an acetoacetarylide, pyrazolone or naphthol pigment coupling compound and component (b) is a water-soluble azo dyestuff consisting of a dyestuff azo component coupled with a dyestuff coupling component.
Claim 34
Dependent Claim 25 words
A diarylide pigment composition according to claim 25 in which component (b) is a water-soluble metal salt of a sulphonated or carboxylated water-soluble azo dyestuff.
Claim 35
Dependent Claim 54 words
A diarylide pigment composition according to claim 25 in which component (a) is a coupled diarylide pigment consisting of a pigment diarylide azo component coupled with an acetoacetarylide, pyrazolone or naphthol pigment coupling compound and component (b) is a water-soluble azo dyestuff consisting of a dyestuff azo component coupled with a dyestuff coupling component.
Claim 36
Dependent Claim 19 words
A diarylide pigment composition according to claim 31 wherein the component (a) is a diarylide pigment having the formula
Claim 37
Dependent Claim 18 words
A diarylide pigment composition according to claim 31 wherein component (a) is a diarylide pigment having the formula
Claim 38
Dependent Claim 18 words
A diarylide pigment composition according to claim 31 wherein component (a) is a diarylide pigment having the formula
Claim 39
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 40
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 41
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 42
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 43
Dependent Claim 18 words
A diarylide pigment composition according to claim 31 wherein the component (b) is a dyestuff having the formula
Claim 44
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 45
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 46
Dependent Claim 17 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula
Claim 47
Dependent Claim 70 words
A diarylide pigment composition according to claim 31 wherein component (b) is a dyestuff having the formula M (N N P)n Wherein M is an optionally substituted aromatic residue, P is a coupling component and n is 1 or 2 provided that if n is 2 then the two residues need not be identical, and wherein both M and P or either M or P may contain water solubilizing groups.
Claim 48
Dependent Claim 19 words
A diarylide pigment composition according to claim 25 wherein the component (a) is a diarylide pigment having the formula
Claim 49
Dependent Claim 18 words
A diarylide pigment composition according to claim 25 wherein component (a) is a diarylide pigment having the formula
Claim 50
Dependent Claim 18 words
A diarylide pigment composition according to claim 25 wherein component (a) is a diarylide pigment having the formula
Claim 51
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 52
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 53
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 54
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 55
Dependent Claim 18 words
A diarylide pigment composition according to claim 25 wherein the component (b) is a dyestuff having the formula
Claim 56
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 57
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 58
Dependent Claim 17 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula
Claim 59
Dependent Claim 70 words
A diarylide pigment composition according to claim 25 wherein component (b) is a dyestuff having the formula M (N N P)n wherein M is an optionally substituted aromatic residue, P is a coupling component and n is 1 or 2 provided that if n is 2 then the two residues need not be identical, and wherein both M and P or either M or P may contain water solubilizing groups.
Claim 60
Dependent Claim 24 words
A pigment composition according to claim 31 in which the proportion of the dyestuff component (b) is from 1 to 25 percent by weight.
Claim 61
Dependent Claim 24 words
A pigment composition according to claim 25 in which the proportion of the dyestuff component (b) is from 1 to 25 percent by weight.
Claim 62
Dependent Claim 16 words
A pigment composition according to claim 31 in which a non-ionic surface-active agent is also present.
Claim 63
Dependent Claim 19 words
A pigment composition according to claim 63 in which the non-ionic surface-active agent is an ethoxylated octyl alcohol condensate.
Claim 64
Dependent Claim 22 words
A pigment composition according to claim 31 in which a metallic salt of a resin or a free resin is also present.
Claim 65
Dependent Claim 15 words
A pigment composition according to claim 65 in which the resin is a hydrogenated resin.
Claim 66
Dependent Claim 17 words
A pigment composition according to claim 31 in which a fatty acid or ester is also present.
Claim 67
Dependent Claim 18 words
A pigment composition according to claim 67 in which the fatty acid is oleic Acid or stearic acid.
Claim 68
Dependent Claim 16 words
A pigment composition according to claim 25 in which a non-ionic surface-active agent is also present.
Claim 69
Dependent Claim 19 words
A pigment composition according to claim 69 in which the non-ionic surface-active agent is an ethoxylated octyl alcohol condensate.
Claim 70
Dependent Claim 22 words
A pigment composition according to claim 25 in which a metallic salt of a resin or a free resin is also present.
Claim 71
Dependent Claim 15 words
A pigment composition according to claim 71 in which the resin is a hydrogenated resin.
Claim 72
Dependent Claim 17 words
A pigment composition according to claim 25 in which a fatty acid or ester is also present.
Claim 73
Dependent Claim 18 words
A pigment composition according to claim 73 in which the fatty acid is oleic acid or stearic acid.
Claim 74
Dependent Claim 43 words
A process of producing a pigment composition comprising the steps of a. coupling one or more appropriate tetra-azotized benzidine compounds and one or more appropriate pigment coupling agents to produce a pigment having one of formulae (I), (II) and (III) as defined below:
Claim 75
Dependent Claim 23 words
A process according to claim 75 in which one or more fatty alcohols, diols or polyols are added to a pre-formed azo pigment.
Claim 76
Dependent Claim 43 words
A process of producing a pigment composition comprising the steps of a. coupling one or more appropriate tetra-azotized benzidine compounds and one or more appropriate pigment coupling agents to produce a pigment having one of formulae (I), (II) and III) as defined below:
Claim 77
Dependent Claim 44 words
A process according to claim 77 in which the pigment and dyestuff combination is formed into an aqueous slurry, the alcohol, diol or polyol is added to the slurry with agitation and heating and the pigment composition is then filtered off, washed and dried.
Claim 78
Dependent Claim 43 words
A process of producing a pigment composition comprising the steps of a. coupling one or more appropriate tetra-azotized benzidine compounds and one or more appropriate pigment coupling agents to produce a pigment having one of formulae (I), (II) and (III) as defined below:
Claim 79
Dependent Claim 56 words
A process according to claim 79 in which a tetrazotized pigment benzidine is coupled with a pigment coupling agent in the present of a dyestuff, an amine salt is then added after coupling, the pH is raised to alkaline and the slurry is boiled, and in which the only metallic cations present are alkali metal cations.
Claim 80
Dependent Claim 43 words
A process according to claim 79 in which a tetrazotized pigment benzidine is coupled with a pigment coupling agent in the presence of a dyestuff, the slurry is boiled, the amine salt is then added and finally the pH is raised to alkaline.
Claim 81
Dependent Claim 45 words
A process according to claim 79 in which a tetrazotized pigment benzidine is coupled with a pigment coupling agent in the presence of a dyestuff, the slurry is made alkaline, the amine salt is added to the alkaline slurry and the slurry is then boiled.
Claim 82
Dependent Claim 44 words
A process according to claim 79 in which a tetrazotized pigment benzidine is coupled with a pigment coupling agent in the presence of a dyestuff, the slurry is made alkaline and the slurry is then boiled prior to the addition of the amine salt.
Claim 83
Dependent Claim 41 words
A process according to claim 79 in which the tetrazotized pigment benzidine is coupled with a pigment coupling agent in the presence of a dyestuff, the pigment slurry is then boiled, then made alkaline and finally the amine salt is added.
Claim 84
Dependent Claim 45 words
A process according to claim 79 in which the tetrazotized pigment benzidine is coupled with a pigment coupling agent in the presence of a dyestuff, the pigment slurry is kept acidic and then the amine salt is added before or after the slurry is boiled.
Claim 85
Dependent Claim 29 words
A process according to claim 79 in which the dyestuff is incorporated into the pigment, a metal salt of the dyestuff is formed and then the amine is added.
Claim 86
Dependent Claim 40 words
A process according to claim 86 in which the dyestuff is rendered insoluble by the formation of an insoluble salt of a metal of one of the Groups IA, IB, IIA, IIB, IIIA, IIIB and VIII of the Periodic Table.
Claim 87
Dependent Claim 33 words
A process according to claim 87 in which a double decomposition reaction is effected between the sodium salt of the dyestuff and a water-soluble salt of the metal at an alkaline pH value.
Claim 88
Dependent Claim 25 words
A process according to claim 88 in which the metal salt is selected from zinc sulphate, magnesium sulphate, barium chloride, aluminum sluphate and calcium chloride.
Claim 89
Dependent Claim 33 words
A process according to claim 77 in which one or more fatty alcohols, diols or polyols are added during the preparation of the pigment component to the pigment coupling agent before the coupling.
Claim 90
Dependent Claim 38 words
A process according to claim 77 in which one or more fatty alcohols, diols or polyols are added during the preparation of the pigment component to the pigment benzidine compound before or after diazotization and before the coupling.
Claim 91
Dependent Claim 32 words
A process according to claim 77 in which one or more fatty alcohols, diols or polyols are added during the preparation of the pigment component added to the reaction mixture during coupling.
Claim 92
Dependent Claim 18 words
A process according to claim 75 in which a fatty acid or ester is present during the process.
Claim 93
Dependent Claim 18 words
A process according to claim 77 in which a farry acid or ester is present during the process.
Claim 94
Dependent Claim 18 words
A process according to claim 79 in which a fatty acid or ester is present during the process.
Claim 95
Dependent Claim 27 words
A process according to claim 93 in which the fatty acid or ester is added during or after the coupling stage or is present from the start.
Claim 96
Dependent Claim 27 words
A process according to claim 94 in which the fatty acid or ester is added during or after the coupling stage or is present from the start.
Claim 97
Dependent Claim 27 words
A process according to claim 95 in which the fatty acid or ester is added during or after the coupling stage or is present from the start.
Claim 98
Dependent Claim 25 words
A process according to claim 96 in which the fatty acid is rendered insoluble in the final pigment composition by conversion to sparingly soluble salts.
Claim 99
Dependent Claim 25 words
A process according to claim 97 in which the fatty acid is rendered insoluble in the final pigment composition by conversion to sparingly soluble salts.
Claim 100
Dependent Claim 25 words
A process according to claim 98 in which the fatty acid is rendered insoluble in the final pigment composition by conversion to sparingly soluble salts.
Claim 101
Dependent Claim 25 words
A process according to claim 79 in which one or more amines or amine oxides are added to the pigment production mixture during the coupling.
Claim 102
Dependent Claim 24 words
A process according to claim 79 in which one or more amines or amine oxides are added to the tetrazotized pigment benzidine before coupling.
Claim 103
Dependent Claim 21 words
A process according to claim 79 in which one or more amines or amine oxides are added to the preformed pigment.
Claim 104
Dependent Claim 11 words
A printing ink containing a pigment composition according to claim 1.
Claim 105
Dependent Claim 18 words
A printing ink according to claim 100 wherein the printing ink is a gravure or letter press ink.
Claim 106
Dependent Claim 11 words
A printing ink containing a pigment composition according to claim 31.
Claim 107
Dependent Claim 18 words
A printing ink according to claim 107 wherein the printing ink is a gravure or letter press ink.
Claim 108
Dependent Claim 11 words
A printing ink containing a pigment composition according to claim 25.
Claim 109
Dependent Claim 18 words
A printing ink according to claim 109 wherein the printing ink is a gravure or letter press ink.

References Cited (Backward Citations)

US2282006A Cited
GB1138465A Cited
US3437503A Cited
US3577254A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1976-11-26 1977-05-28 1977-11-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-11-26 1981-05-28 1981-11-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-11-26 1985-05-28 1985-11-27 $7700.00 Window Closed / Lapsed

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