DE2123245A1 - Dispersionsfarbstoffe der Aminopyrazolreihe - Google Patents
Dispersionsfarbstoffe der AminopyrazolreiheInfo
- Publication number
- DE2123245A1 DE2123245A1 DE19712123245 DE2123245A DE2123245A1 DE 2123245 A1 DE2123245 A1 DE 2123245A1 DE 19712123245 DE19712123245 DE 19712123245 DE 2123245 A DE2123245 A DE 2123245A DE 2123245 A1 DE2123245 A1 DE 2123245A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- nitro
- cyano
- aminopyrazole
- dyes
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical class NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 title claims description 3
- 239000000986 disperse dye Substances 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 14
- 229920000728 polyester Polymers 0.000 claims description 7
- UYYWMNXMONVGIJ-UHFFFAOYSA-N 2-(2-phenylpropyl)pyrazol-3-amine Chemical compound C=1C=CC=CC=1C(C)CN1N=CC=C1N UYYWMNXMONVGIJ-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- -1 cyano, nitro, carbomethoxy Chemical group 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- LXQOQPGNCGEELI-UHFFFAOYSA-N 2,4-dinitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O LXQOQPGNCGEELI-UHFFFAOYSA-N 0.000 description 2
- YMZIFDLWYUSZCC-UHFFFAOYSA-N 2,6-dibromo-4-nitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1Br YMZIFDLWYUSZCC-UHFFFAOYSA-N 0.000 description 2
- MUHLVSZIVTURCZ-UHFFFAOYSA-N 2-amino-3-bromo-5-nitrobenzonitrile Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1C#N MUHLVSZIVTURCZ-UHFFFAOYSA-N 0.000 description 2
- XVYNBLCPQVDRCH-UHFFFAOYSA-N 2-amino-3-chloro-5-nitrobenzonitrile Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1C#N XVYNBLCPQVDRCH-UHFFFAOYSA-N 0.000 description 2
- MGCGMYPNXAFGFA-UHFFFAOYSA-N 2-amino-5-nitrobenzonitrile Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C#N MGCGMYPNXAFGFA-UHFFFAOYSA-N 0.000 description 2
- KWMDHCLJYMVBNS-UHFFFAOYSA-N 2-bromo-4,6-dinitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1[N+]([O-])=O KWMDHCLJYMVBNS-UHFFFAOYSA-N 0.000 description 2
- CGPPWNTVTNCHDO-UHFFFAOYSA-N 2-bromo-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Br CGPPWNTVTNCHDO-UHFFFAOYSA-N 0.000 description 2
- GLUCALKKMFBJEB-UHFFFAOYSA-N 2-bromo-6-chloro-4-nitroaniline Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Br GLUCALKKMFBJEB-UHFFFAOYSA-N 0.000 description 2
- LHRIICYSGQGXSX-UHFFFAOYSA-N 2-chloro-4,6-dinitroaniline Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1[N+]([O-])=O LHRIICYSGQGXSX-UHFFFAOYSA-N 0.000 description 2
- LOCWBQIWHWIRGN-UHFFFAOYSA-N 2-chloro-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Cl LOCWBQIWHWIRGN-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- BIXZHMJUSMUDOQ-UHFFFAOYSA-N dichloran Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl BIXZHMJUSMUDOQ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- RIYSFSQPHCAGLS-UHFFFAOYSA-N 2-amino-3,5-dinitrobenzonitrile Chemical compound NC1=C(C#N)C=C([N+]([O-])=O)C=C1[N+]([O-])=O RIYSFSQPHCAGLS-UHFFFAOYSA-N 0.000 description 1
- ZBEGDHIBRPHOBV-UHFFFAOYSA-N 2-amino-5-nitrobenzene-1,3-dicarbonitrile Chemical compound NC1=C(C#N)C=C([N+]([O-])=O)C=C1C#N ZBEGDHIBRPHOBV-UHFFFAOYSA-N 0.000 description 1
- IQVAERDLDAZARL-UHFFFAOYSA-N 2-phenylpropanal Chemical compound O=CC(C)C1=CC=CC=C1 IQVAERDLDAZARL-UHFFFAOYSA-N 0.000 description 1
- VIHRIIARIFUQLC-UHFFFAOYSA-N 3-hydrazinylpropanenitrile Chemical compound NNCCC#N VIHRIIARIFUQLC-UHFFFAOYSA-N 0.000 description 1
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical compound O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- WKGMRNVMTBOZIS-UHFFFAOYSA-N methyl 2-amino-3-bromo-5-nitrobenzoate Chemical compound COC(=O)C1=CC([N+]([O-])=O)=CC(Br)=C1N WKGMRNVMTBOZIS-UHFFFAOYSA-N 0.000 description 1
- VOQBLPBLKSXCDB-UHFFFAOYSA-N methyl 2-amino-5-nitrobenzoate Chemical compound COC(=O)C1=CC([N+]([O-])=O)=CC=C1N VOQBLPBLKSXCDB-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
- Color Printing (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712123245 DE2123245A1 (de) | 1971-05-11 | 1971-05-11 | Dispersionsfarbstoffe der Aminopyrazolreihe |
| CH580072A CH563429A5 (enrdf_load_stackoverflow) | 1971-05-11 | 1972-04-19 | |
| FR7216338A FR2137613B1 (enrdf_load_stackoverflow) | 1971-05-11 | 1972-05-08 | |
| BE783200A BE783200A (fr) | 1971-05-11 | 1972-05-09 | Colorants dispersables de la serie de |
| IT5018472A IT957811B (it) | 1971-05-11 | 1972-05-10 | Coloranti da dispersione della serie ammino pirazolica |
| DD16286872A DD96495A5 (enrdf_load_stackoverflow) | 1971-05-11 | 1972-05-10 | |
| GB2173572A GB1379999A (en) | 1971-05-11 | 1972-05-10 | Disperse dyes of the aminopyrazole series |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712123245 DE2123245A1 (de) | 1971-05-11 | 1971-05-11 | Dispersionsfarbstoffe der Aminopyrazolreihe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2123245A1 true DE2123245A1 (de) | 1972-11-30 |
Family
ID=5807504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712123245 Pending DE2123245A1 (de) | 1971-05-11 | 1971-05-11 | Dispersionsfarbstoffe der Aminopyrazolreihe |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE783200A (enrdf_load_stackoverflow) |
| CH (1) | CH563429A5 (enrdf_load_stackoverflow) |
| DD (1) | DD96495A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2123245A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2137613B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1379999A (enrdf_load_stackoverflow) |
| IT (1) | IT957811B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070037987A1 (en) * | 2005-08-12 | 2007-02-15 | Chamberlin Kim S | Preparation of 4,5-diamino-1-(substituted)-pyrazole and acid addition salts thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1267054A (fr) * | 1960-09-09 | 1961-07-17 | Geigy Ag J R | Colorants monoazoïques, leur préparation et leurs applications |
-
1971
- 1971-05-11 DE DE19712123245 patent/DE2123245A1/de active Pending
-
1972
- 1972-04-19 CH CH580072A patent/CH563429A5/xx not_active IP Right Cessation
- 1972-05-08 FR FR7216338A patent/FR2137613B1/fr not_active Expired
- 1972-05-09 BE BE783200A patent/BE783200A/xx unknown
- 1972-05-10 DD DD16286872A patent/DD96495A5/xx unknown
- 1972-05-10 GB GB2173572A patent/GB1379999A/en not_active Expired
- 1972-05-10 IT IT5018472A patent/IT957811B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| DD96495A5 (enrdf_load_stackoverflow) | 1973-03-20 |
| FR2137613B1 (enrdf_load_stackoverflow) | 1978-03-03 |
| CH563429A5 (enrdf_load_stackoverflow) | 1975-06-30 |
| IT957811B (it) | 1973-10-20 |
| GB1379999A (en) | 1975-01-08 |
| BE783200A (fr) | 1972-11-09 |
| FR2137613A1 (enrdf_load_stackoverflow) | 1972-12-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |