# US 2017/0253753 A1 · Pigment composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2017/0253753 A1 - Document ID: US20170253753A1 - Status: Published application - Kind: A1 - Application number: 15/513,209 - Filed: 2015-08-14 - Published: 2017-09-07 - Earliest claimed: 2014-09-23 - Assignees: BASF SE - Applicants: BASF SE - Inventors: Philippe BUGNON; Karin KARRER - Web page: https://patentgrep.com/patent/US20170253753A1 ## CPC - C09D 11/037: characterised by the pigment - C07D 401/04: directly linked by a ring-member-to-ring-member bond - C07D 471/04: Ortho-condensed systems - C09B 67/0002: {Grinding; Milling with solid grinding or milling assistants} - C09B 67/002: {Influencing the physical properties by treatment with an amine} - C09B 67/0089: {non ionic dispersing agent, e.g. EO or PO addition products} - C09D 11/322: Pigment inks - 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) - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - 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 pigment composition is provided comprising (a) an organic pigment and (b) an adduct containing a compound of formula (I) or a tautomeric form thereof, wherein X is O or S; Y is O, S or NR1; the group -A-B— is selected from the group consisting of —CR2═CR3—, —CR4R5—CR6R7— —CY—CR8R9—, —CX—NR10—, —CR11═N—, —CR12R13—NR14— and R1 is hydrogen, C1-C8alkyl, C3-C7cycloalkyl, C6-C10aryl or C7-C10aralkyl; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are independently of each other hydrogen, halogen, C1-C8alkyl, C2-C8alkenyl or C6-C10aryl, or R2 and R3 form a benzoannellated ring; and/or a melamine- or pyrimidine-based compound, which is optionally substituted. The pigment composition may be used as colorant in various applications, especially in coloring high molecular weight organic material, for example, coating compositions, paints, printing inks, liquid inks, plastics, films or fibers. ## Claims ### Claim at position 1 1: A pigment composition comprising (a) an organic pigment and (b) an adduct selected from (b1) an adduct containing a compound of formula or a tautomeric form thereof, wherein X is O, S or NR1; Y is O, S or NR1; -A-B— is selected from the group consisting of —CR2═CR3—, —CR4R5—CR6R7—, —CY—CR8R9—, —CX—NR10—, —CR11═N—, —CR12R13—NR14— and R1 is hydrogen, C1-C8alkyl, C3-C7cycloalkyl, C6-C10aryl or C7-C10aralkyl; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are independently of each other hydrogen, halogen, C1-C8alkyl, C2-C8alkenyl or C6-C10aryl, or R2 and R3 form a benzoannellated ring; said alkyl, cycloalkyl or alkenyl is unsubstituted or substituted with halogen or OH; said aryl or benzoannellated ring is unsubstituted or substituted with halogen, OH or C1-C4alkyl; and a compound of formula or a tautomeric form thereof, wherein Z is N or CR18; R18 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C6-C10aryl or C7-C10aralkyl; R15, R16 and R17 are independently of each other hydrogen, C1-C8alkyl, C6-C10aryl, C7-C10aralkyl or a group of formula said alkyl or alkenyl is unsubstituted or substituted with halogen or OH, said aryl is unsubstituted or substituted with halogen, OH or C1-C4alkyl; or (b2) an adduct containing a compound of formula or a tautomeric form thereof, wherein X is O, S or NR1; Y is O, S or NR1; -A-B— is selected from the group consisting of —CR2═CR3—, —CR4R5—CR6R7—, —CY—CR8R9—, —CX—NR10—, —CR11═N—, —CR12R13—NR14— and R1 is hydrogen, C1-C8alkyl, C3-C7cycloalkyl, C6-C10aryl or C7-C10aralkyl; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are independently of each other hydrogen, halogen, C1-C8alkyl, C2-C8alkenyl or C6-C10aryl, or R2 and R3 form a benzoannellated ring; said alkyl, cycloalkyl or alkenyl is unsubstituted or substituted with halogen or OH; said aryl or benzoannellated ring is unsubstituted or substituted with halogen, OH or C1-C4alkyl; or (b3) an adduct containing a compound of formula or a tautomeric form thereof, wherein Z is N or CR18; R18 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C6-C10aryl or C7-C10aralkyl; R15, R16 and R17 are independently of each other hydrogen, C1-C8alkyl, C6-C10aryl, C7-C10aralkyl or a group of formula said alkyl or alkenyl is unsubstituted or substituted with halogen or OH, and said aryl is unsubstituted or substituted with halogen, OH or C1-C4alkyl; wherein the organic pigment is selected from a diketopyrrolopyrrole, isoindoline, isoindolinone, phthalocyanine, quinacridone, quinophthalone, dioxazine pigment or a mixture of said pigments. ### Claim at position 2 (depends on 1) 2: The pigment composition according to claim 1, wherein the adduct (b1) contains the compound of formula (I) or a tautomeric form thereof, wherein X and Y are O; -A-B— is —CY—CR8R9— or —CX—NR10—; R8, R9 and R10 are hydrogen; and the compound of formula (II) or a tautomeric form thereof, wherein Z is N; and R15, R16 and R17 are independently of each other hydrogen or C1-C4alkyl. ### Claim at position 3 (depends on 1) 3: The pigment composition according to claim 1, wherein the adduct (b1) contains the compound of formula (I) or a tautomeric form thereof, wherein X and Y are O; -A-B— is —CY—CR8R9— or —CX—NR10—; R8, R9 and R10 are hydrogen; and the compound of formula (II) or a tautomeric form thereof, wherein Z is CR18; R18 is hydrogen, C1-C4alkyl, phenyl or C7-C10aralkyl; and R15, R16 and R17 are independently of each other hydrogen or C1-C4alkyl. ### Claim at position 4 (depends on 1) 4: The pigment composition according to claim 1, wherein the adduct (b1) contains the compound of formula (II) or a tautomeric form thereof, wherein X and Y are O; -A-B— is —CY—CR8R9— or —CX—NR10—; R8, R9 and R10 are hydrogen; and the compound of formula (II) or a tautomeric form thereof, wherein Z is N; and R15, R16 and R17 are hydrogen. ### Claim at position 5 (depends on 1) 5: The pigment composition according to claim 1, wherein the adduct (b3) contains the compound of formula (II) or a tautomeric form thereof, and a compound of formula HOOC—R19—COOH (IV), wherein R19 is a direct bond, C1-C8alkylene, C2-C8alkenylene, C3-C7cycloalkylene or C6-C10arylene; said alkylene, cycloalkylene or alkenylene is unsubstituted or substituted with halogen or OH, and said alkylene may further be interrupted by O, S, NR20, phenyl, naphthyl or cyclohexylene, said arylene is unsubstituted or substituted with halogen, OH or C1-C4alkyl; and R20 is hydrogen or C1-C4alkyl. ### Claim at position 6 (depends on 1) 6: The pigment composition according to claim 1, wherein the mole ratio of compound of formula (I) to compound of formula (II) or the mole ratio of compound of formula (II) to compound of formula (IV) is from 0.4:0.6 to 0.7:0.3. ### Claim at position 7 (depends on 1) 7: The pigment composition according to claim 1, wherein the adduct (b2) is formed of a compound of formula (I) or a tautomeric form thereof, wherein X and Y are O; -A-B— is selected from the group consisting of —CR2═CR3—, —CY—CR8R9— and —CX—NR10—; R2, R3 and R10 are hydrogen; and R8 and R9 are independently of each other hydrogen, halogen or C1-C4alkyl. ### Claim at position 8 (depends on 1) 8: The pigment composition according to claim 1, wherein the weight ratio of component (a) to component (b) is of from 0.85:0:15 to 0.5:0.5. ### Claim at position 9 (depends on 1) 9: The pigment composition according to claim 1, wherein the pigment composition consists essentially of component (a) and component (b). ### Claim at position 10 (depends on 1) 10: A process for preparing a pigment composition, as defined in claim 1, which process comprises treating (a) an organic pigment with an adduct (b) selected from an adduct (b1), (b2) or (b3). ### Claim at position 11 (depends on 10) 11: The process according to claim 10, wherein the organic pigment is treated with the adduct (b) using salt kneading, wet milling or dispersing, wherein optionally the adduct is prepared in situ during the treating step. ### Claim at position 12 (depends on 10) 12: A pigment composition, obtained by a process according to claim 10. ### Claim 13 (canceled) ### Claim at position 14 (depends on 1) 14: A coating composition, a paint, a printing ink, a liquid ink, plastics, a film or a fiber, which is colored with a pigment composition, as defined in claim 1. ### Claim 15 (canceled) ### Claim at position 16 (depends on 1) 16: A process for coloring a coating composition, a paint, a printing ink, a liquid ink, plastics, a film or a fiber, which process comprises adding thereto a pigment composition, as defined in claim 1. ### Claim at position 17 17: A process of stabilizing a dioxazine pigment, the process comprising adding, to a dioxazine pigment, an adduct (b) selected from (b1) an adduct containing a compound of formula or a tautomeric form thereof, wherein X is O, S or NR1; Y is O, S or NR1; -A-B— is selected from the group consisting of —CR2═CR3—, —CR4R5—CR6R7—, —CY—CR8R9—, —CX—NR10—, —CR11═N—, —CR12R13—NR14— and R1 is hydrogen, C1-C8alkyl, C3-C7cycloalkyl, C6-C10aryl or C7-C10aralkyl; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are independently of each other hydrogen, halogen, C1-C8alkyl, C2-C8alkenyl or C6-C10aryl, or R2 and R3 form a benzoannellated ring; said alkyl, cycloalkyl or alkenyl is unsubstituted or substituted with halogen or OH; said aryl or benzoannellated ring is unsubstituted or substituted with halogen, OH or C1-C4alkyl; and a compound of formula or a tautomeric form thereof, wherein Z is N or CR18; R18 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C6-C10aryl or C7-C10aralkyl; R15, R16 and R17 are independently of each other hydrogen, C1-C8alkyl, C6-C10aryl, C7-C10aralkyl or a group of formula said alkyl or alkenyl is unsubstituted or substituted with halogen or OH, said aryl is unsubstituted or substituted with halogen, OH or C1-C4alkyl; or (b2) an adduct containing a compound of formula or a tautomeric form thereof, wherein X is O, S or NR1; Y is O, S or NR1; -A-B— is selected from the group consisting of —CR2═CR3—, —CR4R5—CR6R7—, —CY—CR8R9—, —CX—NR10—, —CR11═N—, —CR12R13—NR14— and R1 is hydrogen, C1-C8alkyl, C3-C7cycloalkyl, C6-C10aryl or C7-C10aralkyl; R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are independently of each other hydrogen, halogen, C1-C8alkyl, C2-C8alkenyl or C6-C10aryl, or R2 and R3 form a benzoannellated ring; said alkyl, cycloalkyl or alkenyl is unsubstituted or substituted with halogen or OH; said aryl or benzoannellated ring is unsubstituted or substituted with halogen, OH or C1-C4alkyl; or (b3) an adduct containing a compound of formula or a tautomeric form thereof, wherein Z is N or CR18; R18 is hydrogen, C1-C8alkyl, C2-C8alkenyl, C6-C10aryl or C7-C10aralkyl; R15, R16 and R17 are independently of each other hydrogen, C1-C8alkyl, C6-C10aryl, C7-C10aralkyl or a group of formula said alkyl or alkenyl is unsubstituted or substituted with halogen or OH, and said aryl is unsubstituted or substituted with halogen, OH or C1-C4alkyl. ### Claim at position 18 (depends on 1) 18: The pigment composition according to claim 1, wherein the weight ratio of component (a) to component (b) is from 0.80:0.2 to 0.65:0.35. ### Claim at position 19 (depends on 10) 19: The process according to claim 10, wherein the organic pigment is treated with the adduct (b) using salt kneading or wet milling, wherein optionally the adduct is prepared in situ during the treating step.