CH508020A - Verfahren zur Herstellung neuer Disazopigmente - Google Patents
Verfahren zur Herstellung neuer DisazopigmenteInfo
- Publication number
- CH508020A CH508020A CH120169A CH120169A CH508020A CH 508020 A CH508020 A CH 508020A CH 120169 A CH120169 A CH 120169A CH 120169 A CH120169 A CH 120169A CH 508020 A CH508020 A CH 508020A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- formula
- trifluoromethyl
- carboxylic acid
- radical
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 9
- 239000000049 pigment Substances 0.000 title description 11
- 238000004519 manufacturing process Methods 0.000 title description 6
- -1 benzene radical Chemical group 0.000 claims description 38
- 150000004985 diamines Chemical class 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 6
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 5
- 239000004800 polyvinyl chloride Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000005012 migration Effects 0.000 claims description 4
- 238000013508 migration Methods 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 150000005840 aryl radicals Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 2
- 239000011368 organic material Substances 0.000 claims description 2
- 230000000485 pigmenting effect Effects 0.000 claims description 2
- 238000010186 staining Methods 0.000 claims 1
- QLRBNEZOQPLERN-UHFFFAOYSA-N (sulfonylamino)benzene Chemical compound O=S(=O)=NC1=CC=CC=C1 QLRBNEZOQPLERN-UHFFFAOYSA-N 0.000 description 7
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000987 azo dye Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- NWTNDIIHELSHPE-UHFFFAOYSA-N 2-benzylsulfonyl-5-(trifluoromethyl)aniline Chemical compound NC1=CC(C(F)(F)F)=CC=C1S(=O)(=O)CC1=CC=CC=C1 NWTNDIIHELSHPE-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 229940117389 dichlorobenzene Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- OGFAWKRXZLGJSK-UHFFFAOYSA-N 1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone Chemical compound OC1=CC(O)=CC=C1C(=O)CC1=CC=C([N+]([O-])=O)C=C1 OGFAWKRXZLGJSK-UHFFFAOYSA-N 0.000 description 1
- GPGZXXFUAULPPL-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)sulfonyl-5-(trifluoromethyl)aniline Chemical compound FC(C=1C=CC(=C(N)C=1)S(=O)(=O)C1=CC(=C(C=C1)Cl)Cl)(F)F GPGZXXFUAULPPL-UHFFFAOYSA-N 0.000 description 1
- GIUMYEHFRMCSNF-UHFFFAOYSA-N 2-(4-methoxyphenyl)sulfonyl-5-(trifluoromethyl)aniline Chemical compound FC(C=1C=CC(=C(N)C=1)S(=O)(=O)C1=CC=C(C=C1)OC)(F)F GIUMYEHFRMCSNF-UHFFFAOYSA-N 0.000 description 1
- OQJQCVLINMOJDU-UHFFFAOYSA-N 2-(4-methylphenyl)sulfonyl-5-(trifluoromethyl)aniline Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C1=CC=C(C(F)(F)F)C=C1N OQJQCVLINMOJDU-UHFFFAOYSA-N 0.000 description 1
- KREILFDAFYILFY-UHFFFAOYSA-N 2-(benzenesulfonyl)-5-(trifluoromethyl)aniline Chemical compound NC1=CC(C(F)(F)F)=CC=C1S(=O)(=O)C1=CC=CC=C1 KREILFDAFYILFY-UHFFFAOYSA-N 0.000 description 1
- HUWXDEQWWKGHRV-UHFFFAOYSA-N 3,3'-Dichlorobenzidine Chemical group C1=C(Cl)C(N)=CC=C1C1=CC=C(N)C(Cl)=C1 HUWXDEQWWKGHRV-UHFFFAOYSA-N 0.000 description 1
- YUWNWBPEHIYJAO-UHFFFAOYSA-N 4-(4-chlorophenyl)sulfonyl-3-(trifluoromethyl)aniline Chemical compound FC(C=1C=C(N)C=CC=1S(=O)(=O)C1=CC=C(C=C1)Cl)(F)F YUWNWBPEHIYJAO-UHFFFAOYSA-N 0.000 description 1
- CSNKRKKFEMQOIL-UHFFFAOYSA-N 4-(benzenesulfonyl)-3-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC(N)=CC=C1S(=O)(=O)C1=CC=CC=C1 CSNKRKKFEMQOIL-UHFFFAOYSA-N 0.000 description 1
- FGOFKHMVTMPIDK-UHFFFAOYSA-N 4-benzylsulfonyl-3-(trifluoromethyl)aniline Chemical compound FC(C=1C=C(N)C=CC=1S(=O)(=O)CC1=CC=CC=C1)(F)F FGOFKHMVTMPIDK-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- MPVABQBTJGNLKR-UHFFFAOYSA-N FC(C=1C=CC(=C(N)C=1)S(=O)(=O)C1=CC=C(C=C1)Cl)(F)F Chemical compound FC(C=1C=CC(=C(N)C=1)S(=O)(=O)C1=CC=C(C=C1)Cl)(F)F MPVABQBTJGNLKR-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- AUNYWGYRPIHMLM-UHFFFAOYSA-N n,1-diphenylmethanesulfonamide Chemical compound C=1C=CC=CC=1NS(=O)(=O)CC1=CC=CC=C1 AUNYWGYRPIHMLM-UHFFFAOYSA-N 0.000 description 1
- XAUGWFWQVYXATQ-UHFFFAOYSA-N n-phenylbenzenesulfonamide Chemical compound C=1C=CC=CC=1S(=O)(=O)NC1=CC=CC=C1 XAUGWFWQVYXATQ-UHFFFAOYSA-N 0.000 description 1
- LBTPIFQNEKOAIM-UHFFFAOYSA-N n-phenylmethanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1 LBTPIFQNEKOAIM-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000001053 orange pigment Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/147—Disazo dyes in which the coupling component is a bis -(-o-hydroxy-carboxylic- acid amide)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/32—Preparation of azo dyes from other azo compounds by reacting carboxylic or sulfonic groups, or derivatives thereof, with amines; by reacting keto-groups with amines
- C09B43/38—Preparation of azo dyes from other azo compounds by reacting carboxylic or sulfonic groups, or derivatives thereof, with amines; by reacting keto-groups with amines by reacting two or more ortho-hydroxy naphthoic acid dyes with polyamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Photoreceptors In Electrophotography (AREA)
- Coloring (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH120169A CH508020A (de) | 1969-01-27 | 1969-01-27 | Verfahren zur Herstellung neuer Disazopigmente |
| CH1634669A CH523956A (de) | 1969-01-27 | 1969-11-03 | Verfahren zur Herstellung neuer Disazopigmente |
| FR7001146A FR2029446A1 (fr) | 1969-01-27 | 1970-01-14 | Pigments disazoiques nouveaux et leur procede de preparation |
| DE2002067A DE2002067B2 (de) | 1969-01-27 | 1970-01-17 | Neue Disazopigmente, Verfahren zu deren Herstellung und Verwendung zum Pigmentieren von hochmolekularem organischem Material |
| US5145A US3658785A (en) | 1969-01-27 | 1970-01-22 | Disazo pigments |
| GB3134/70A GB1267881A (en) | 1969-01-27 | 1970-01-22 | New disazo pigments and processes for their manufacture |
| BE744931D BE744931A (fr) | 1969-01-27 | 1970-01-26 | Pigments disazoiques nouveaux et leur procede de preparation |
| CS55970*#A CS155229B2 (enExample) | 1969-01-27 | 1970-01-26 | |
| ES375891A ES375891A1 (es) | 1969-01-27 | 1970-01-26 | Procedimiento para la preparacion de pigmentos disazoicos. |
| NL7001055A NL7001055A (enExample) | 1969-01-27 | 1970-01-26 | |
| BR21632370A BR7016323D0 (pt) | 1969-01-27 | 1970-01-27 | Processo para a fabricacao de bisazo-pigmentos |
| JP45006930A JPS4810932B1 (enExample) | 1969-01-27 | 1970-01-27 | |
| SU1401840A SU393832A3 (enExample) | 1969-01-27 | 1970-01-27 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH120169A CH508020A (de) | 1969-01-27 | 1969-01-27 | Verfahren zur Herstellung neuer Disazopigmente |
| CH1634669A CH523956A (de) | 1969-01-27 | 1969-11-03 | Verfahren zur Herstellung neuer Disazopigmente |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH508020A true CH508020A (de) | 1971-05-31 |
Family
ID=25686975
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH120169A CH508020A (de) | 1969-01-27 | 1969-01-27 | Verfahren zur Herstellung neuer Disazopigmente |
| CH1634669A CH523956A (de) | 1969-01-27 | 1969-11-03 | Verfahren zur Herstellung neuer Disazopigmente |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1634669A CH523956A (de) | 1969-01-27 | 1969-11-03 | Verfahren zur Herstellung neuer Disazopigmente |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3658785A (enExample) |
| JP (1) | JPS4810932B1 (enExample) |
| BE (1) | BE744931A (enExample) |
| CH (2) | CH508020A (enExample) |
| CS (1) | CS155229B2 (enExample) |
| DE (1) | DE2002067B2 (enExample) |
| ES (1) | ES375891A1 (enExample) |
| FR (1) | FR2029446A1 (enExample) |
| GB (1) | GB1267881A (enExample) |
| NL (1) | NL7001055A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4046755A (en) * | 1971-12-13 | 1977-09-06 | Ciba-Geigy Corporation | Disazo pigments containing naphthalene coupling components |
| CH578033A5 (enExample) * | 1972-10-13 | 1976-07-30 | Sandoz Ag | |
| US4051121A (en) * | 1973-10-09 | 1977-09-27 | Sandoz Ltd. | Azo pigments having two 2-halo-5-trifluoromethylphenyl diazo component radicals and a bis-(2-hydroxynaphthoyl-3-amino)-2,5-dihalobenzene coupling component radical |
| JPS6035117B2 (ja) * | 1980-10-28 | 1985-08-13 | 富士写真フイルム株式会社 | リパ−ゼ活性測定用試薬 |
| TW445284B (en) * | 1997-03-19 | 2001-07-11 | Ueno Seiyaku Oyo Kenkyujo Kk | Condensed azo compounds and their preparation |
-
1969
- 1969-01-27 CH CH120169A patent/CH508020A/de not_active IP Right Cessation
- 1969-11-03 CH CH1634669A patent/CH523956A/de unknown
-
1970
- 1970-01-14 FR FR7001146A patent/FR2029446A1/fr active Pending
- 1970-01-17 DE DE2002067A patent/DE2002067B2/de not_active Withdrawn
- 1970-01-22 US US5145A patent/US3658785A/en not_active Expired - Lifetime
- 1970-01-22 GB GB3134/70A patent/GB1267881A/en not_active Expired
- 1970-01-26 CS CS55970*#A patent/CS155229B2/cs unknown
- 1970-01-26 BE BE744931D patent/BE744931A/xx unknown
- 1970-01-26 ES ES375891A patent/ES375891A1/es not_active Expired
- 1970-01-26 NL NL7001055A patent/NL7001055A/xx unknown
- 1970-01-27 JP JP45006930A patent/JPS4810932B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2029446A1 (fr) | 1970-10-23 |
| US3658785A (en) | 1972-04-25 |
| JPS4810932B1 (enExample) | 1973-04-09 |
| BE744931A (fr) | 1970-07-27 |
| DE2002067A1 (de) | 1970-08-27 |
| DE2002067B2 (de) | 1978-06-15 |
| NL7001055A (enExample) | 1970-07-29 |
| GB1267881A (en) | 1972-03-22 |
| CH523956A (de) | 1972-06-15 |
| ES375891A1 (es) | 1972-05-16 |
| CS155229B2 (enExample) | 1974-05-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2301862A1 (de) | Neue isoindolinonpigmente und verfahren zu deren herstellung | |
| DE1544460B2 (de) | Bfs (Acetoacet)-arykliamid-Disazopigmentfarbstoffe | |
| CH508020A (de) | Verfahren zur Herstellung neuer Disazopigmente | |
| DE1066303B (de) | Verfahren zur Herstellung von Carbonsäureamidderivaten von Azofarbstoffen | |
| DE1644111B2 (de) | Disazopigmente und verfahren zum pigmentieren von hochmolekularem organischem material | |
| DE2032601A1 (de) | Neue Disazopigmente und Verfahren zu deren Herstellung | |
| DE1278628B (de) | Verfahren zur Herstellung von Carbonsaeureamidazofarbstoffen | |
| DE2145422C3 (de) | Neue Disazopigmente | |
| DE1817589B2 (de) | Wasserunloesliche monoazoverbindungen und verfahren zum pigmentieren | |
| DE1544428C3 (de) | Neue Disazopigmente | |
| DE1544459A1 (de) | Verfahren zur Herstellung von Disazopigmenten | |
| DE2430197A1 (de) | Neue disazopigmente und verfahren zu deren herstellung | |
| DE1644127A1 (de) | Verfahren zur Herstellung von Disazopigmenten | |
| DE1644111C3 (de) | Disazoplgmente und Verfahren zum Pigmentleren von hochmolekularem organischem Material | |
| CH517150A (de) | Verfahren zur Herstellung neuer Disazofarbstoffe | |
| DE1644115A1 (de) | Neue Monoazofarbstoffpigmente und Verfahren zu deren Herstellung | |
| CH563432A5 (en) | Aromatic disazo pigments - contg. trifluoro-methyl aniline end gps., for use in plastics, fibres, resins, paints, etc. | |
| DE2312734A1 (de) | Neue disazopigmente und verfahren zu deren herstellung | |
| DE2260558A1 (de) | Disazopigmente und verfahren zu deren herstellung | |
| DE2429022A1 (de) | Neue disazopigmente und verfahren zu deren herstellung | |
| DE2423028A1 (de) | Neue disazopigmente und verfahren zu deren herstellung | |
| DE2906774A1 (de) | Neue monoazopigmente und verfahren zu deren herstellung | |
| CH501707A (de) | Verfahren zur Herstellung neuer Azopigmente | |
| EP0031798A2 (de) | Neue Monoazopigmente und Verfahren zu deren Herstellung | |
| DE2158806A1 (de) | Neue Disazopigmente und Verfahren zu deren Herstellung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |