JPS58171448A - イソチアゾ−ルアゾ染料 - Google Patents
イソチアゾ−ルアゾ染料Info
- Publication number
- JPS58171448A JPS58171448A JP58021771A JP2177183A JPS58171448A JP S58171448 A JPS58171448 A JP S58171448A JP 58021771 A JP58021771 A JP 58021771A JP 2177183 A JP2177183 A JP 2177183A JP S58171448 A JPS58171448 A JP S58171448A
- Authority
- JP
- Japan
- Prior art keywords
- group
- parts
- alkyl
- alkyl group
- methyl
- 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.)
- Granted
Links
- 239000000987 azo dye Substances 0.000 title 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 229920000728 polyester Polymers 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- -1 phenylaminocarbonyloxy group Chemical group 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 3
- 238000004043 dyeing Methods 0.000 claims description 3
- 125000003107 substituted aryl group Chemical group 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 150000001989 diazonium salts Chemical class 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
- HCTKHJQOFVNFCC-UHFFFAOYSA-N 2-(n-ethylanilino)ethyl n-phenylcarbamate Chemical compound C=1C=CC=CC=1N(CC)CCOC(=O)NC1=CC=CC=C1 HCTKHJQOFVNFCC-UHFFFAOYSA-N 0.000 description 1
- DUAGZOLHJQSLCE-UHFFFAOYSA-N 2-(n-ethylanilino)ethyl n-propylcarbamate Chemical compound CCCNC(=O)OCCN(CC)C1=CC=CC=C1 DUAGZOLHJQSLCE-UHFFFAOYSA-N 0.000 description 1
- YJLUBHOZZTYQIP-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=N2 YJLUBHOZZTYQIP-UHFFFAOYSA-N 0.000 description 1
- JHZPELDEMSPLCC-UHFFFAOYSA-N 2-[n-(2-cyanoethyl)anilino]ethyl 2-ethoxyethyl carbonate Chemical compound CCOCCOC(=O)OCCN(CCC#N)C1=CC=CC=C1 JHZPELDEMSPLCC-UHFFFAOYSA-N 0.000 description 1
- PJQFZPWSFDVYIF-UHFFFAOYSA-N 5-amino-3-methyl-1,2-thiazole-4-carbonitrile Chemical compound CC1=NSC(N)=C1C#N PJQFZPWSFDVYIF-UHFFFAOYSA-N 0.000 description 1
- VIZFEBZHODCCHQ-UHFFFAOYSA-N 5-amino-3-phenyl-1,2-thiazole-4-carbonitrile Chemical compound N#CC1=C(N)SN=C1C1=CC=CC=C1 VIZFEBZHODCCHQ-UHFFFAOYSA-N 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 238000002360 preparation method Methods 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
- 239000012266 salt solution Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000000967 suction filtration Methods 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0833—Amino benzenes characterised by the substituent on the benzene ring excepted the substituents: CH3, C2H5, O-alkyl, NHCO-alkyl, NHCOO-alkyl, NHCO- C6H5, NHCOO-C6H5
- C09B29/0847—Amino benzenes characterised by the substituent on the benzene ring excepted the substituents: CH3, C2H5, O-alkyl, NHCO-alkyl, NHCOO-alkyl, NHCO- C6H5, NHCOO-C6H5 substituted by halogen
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
- C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
- C09B29/0077—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with one nitrogen and one sulfur as heteroatoms
- C09B29/0081—Isothiazoles or condensed isothiazoles
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
- C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
- C09B29/0813—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
- C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
- C09B29/083—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino having -N< (in a ring)
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/095—Amino naphthalenes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S534/00—Organic compounds -- part of the class 532-570 series
- Y10S534/02—Azo compounds containing chains of eight or more carbon atoms not provided for elsewhere in this class
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Detergent Compositions (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19823205435 DE3205435A1 (de) | 1982-02-16 | 1982-02-16 | Isothiazolazofarbstoffe |
DE3205435.1 | 1982-02-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS58171448A true JPS58171448A (ja) | 1983-10-08 |
JPH049191B2 JPH049191B2 (en, 2012) | 1992-02-19 |
Family
ID=6155819
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58021771A Granted JPS58171448A (ja) | 1982-02-16 | 1983-02-14 | イソチアゾ−ルアゾ染料 |
Country Status (4)
Country | Link |
---|---|
US (2) | US4764600A (en, 2012) |
EP (1) | EP0087616B1 (en, 2012) |
JP (1) | JPS58171448A (en, 2012) |
DE (2) | DE3205435A1 (en, 2012) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60179463A (ja) * | 1984-01-07 | 1985-09-13 | バスフ・アクチェン ゲゼルシャフト | イソチアゾ−ル系アゾ染料 |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3205435A1 (de) * | 1982-02-16 | 1983-08-25 | Basf Ag, 6700 Ludwigshafen | Isothiazolazofarbstoffe |
DE3409243A1 (de) * | 1984-03-14 | 1985-09-19 | Basf Ag, 6700 Ludwigshafen | Isothiazolazofarbstoffe |
DE3427201A1 (de) * | 1984-07-24 | 1986-01-30 | Basf Ag, 6700 Ludwigshafen | Heterocyclische azofarbstoffe |
DE3810643A1 (de) * | 1988-03-29 | 1989-10-12 | Basf Ag | Isothiazolazofarbstoffe |
US5144015A (en) * | 1990-12-21 | 1992-09-01 | Eastman Kodak Company | Synthesis of pyrazole dyes |
CN1245516A (zh) * | 1996-11-27 | 2000-02-23 | 伊斯曼化学公司 | 制备吸光聚合物组合物的方法 |
GB9806810D0 (en) * | 1998-03-31 | 1998-05-27 | Zeneca Ltd | Compositions |
US6764541B1 (en) * | 2003-04-24 | 2004-07-20 | Xerox Corporation | Colorant compositions |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55102655A (en) * | 1979-01-30 | 1980-08-06 | Sandoz Ag | Isothiazolyl contained azo compound |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2771466A (en) * | 1953-02-13 | 1956-11-20 | Eastman Kodak Co | 5-nitrothiazoleazo-n, n-disubstituted m-alkacylaminoaniline compounds |
GB1379233A (en) * | 1971-03-01 | 1975-01-02 | Ici Ltd | Disperse monoazo dyestuffs |
CH579121A5 (en, 2012) * | 1971-06-17 | 1976-08-31 | Sandoz Ag | |
CH582734A5 (en, 2012) * | 1973-07-17 | 1976-12-15 | Sandoz Ag | |
US4324899A (en) * | 1979-07-05 | 1982-04-13 | Eastman Kodak Company | 2-Amino-5-cyanothiazoles and their preparation |
US4330467A (en) * | 1980-03-03 | 1982-05-18 | Eastman Kodak Company | Disubstituted isothiazole azo dyes containing tetrahydroquinoline type couplers |
US4354970A (en) * | 1980-03-07 | 1982-10-19 | Eastman Kodak Company | Indoline coupled isothiazole azo dyes |
US4374768A (en) * | 1980-06-16 | 1983-02-22 | Eastman Kodak Company | Disperse dyes from 5-amino-4-halo-3-methylisothiazoles |
US4382801A (en) * | 1980-12-24 | 1983-05-10 | Ciba-Geigy Corporation | Process for spin dyeing polymers or copolymers of acrylonitrile with quaternized heterocyclic diazo dye and tetrafluoro-borate anion |
DE3205435A1 (de) * | 1982-02-16 | 1983-08-25 | Basf Ag, 6700 Ludwigshafen | Isothiazolazofarbstoffe |
-
1982
- 1982-02-16 DE DE19823205435 patent/DE3205435A1/de not_active Withdrawn
-
1983
- 1983-01-25 US US06/460,793 patent/US4764600A/en not_active Expired - Fee Related
- 1983-02-07 EP EP83101132A patent/EP0087616B1/de not_active Expired
- 1983-02-07 DE DE8383101132T patent/DE3362043D1/de not_active Expired
- 1983-02-14 JP JP58021771A patent/JPS58171448A/ja active Granted
-
1988
- 1988-07-01 US US07/214,502 patent/US4960874A/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55102655A (en) * | 1979-01-30 | 1980-08-06 | Sandoz Ag | Isothiazolyl contained azo compound |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60179463A (ja) * | 1984-01-07 | 1985-09-13 | バスフ・アクチェン ゲゼルシャフト | イソチアゾ−ル系アゾ染料 |
Also Published As
Publication number | Publication date |
---|---|
EP0087616A1 (de) | 1983-09-07 |
JPH049191B2 (en, 2012) | 1992-02-19 |
DE3362043D1 (de) | 1986-03-20 |
US4960874A (en) | 1990-10-02 |
DE3205435A1 (de) | 1983-08-25 |
US4764600A (en) | 1988-08-16 |
EP0087616B1 (de) | 1986-02-05 |
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