CH622541A5 - - Google Patents

Download PDF

Info

Publication number: CH622541A5
Authority: CH; Switzerland
Prior art keywords: cha; formula; hydrogen; group; chlorine
Prior art date: 1976-07-12

Application number

CH890476A

Other languages

German (de)

English (en)

Inventor

Klaus Dr Koerte

Original Assignee

Sandoz Ag

Priority date (The priority date 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 date listed.)

1976-07-12

Filing date

1976-07-12

Publication date

1981-04-15

1976-07-12 Application filed by Sandoz Ag filed Critical Sandoz Ag

1976-07-12 Priority to CH890476A priority Critical patent/CH622541A5/de

1977-07-02 Priority to DE19772729914 priority patent/DE2729914A1/de

1977-07-07 Priority to US05/813,485 priority patent/US4439362A/en

1977-07-07 Priority to GB28519/77A priority patent/GB1580536A/en

1977-07-11 Priority to JP8207977A priority patent/JPS538626A/ja

1977-07-12 Priority to FR7721426A priority patent/FR2358447A1/fr

1981-04-15 Publication of CH622541A5 publication Critical patent/CH622541A5/de

Links

239000000460 chlorine Substances 0.000 description 34
239000001257 hydrogen Substances 0.000 description 32
229910052739 hydrogen Inorganic materials 0.000 description 32
-1 phenylaminocarbonyl Chemical group 0.000 description 30
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 23
229910052801 chlorine Inorganic materials 0.000 description 23
150000002431 hydrogen Chemical class 0.000 description 20
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 19
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 19
229910052794 bromium Inorganic materials 0.000 description 19
239000000975 dye Substances 0.000 description 17
125000004093 cyano group Chemical group *C#N 0.000 description 15
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 13
125000001424 substituent group Chemical group 0.000 description 13
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 12
150000001875 compounds Chemical class 0.000 description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
238000000034 method Methods 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
229920000728 polyester Polymers 0.000 description 9
150000003254 radicals Chemical class 0.000 description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
125000004958 1,4-naphthylene group Chemical group 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
239000002253 acid Substances 0.000 description 6
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 6
238000004043 dyeing Methods 0.000 description 5
239000000203 mixture Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
230000008878 coupling Effects 0.000 description 4
238000010168 coupling process Methods 0.000 description 4
238000005859 coupling reaction Methods 0.000 description 4
150000001989 diazonium salts Chemical class 0.000 description 4
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 4
NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical compound NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
125000001309 chloro group Chemical group Cl* 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
239000000986 disperse dye Substances 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 3
125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-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
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
241000251730 Chondrichthyes Species 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
125000004036 acetal group Chemical group 0.000 description 2
229960000583 acetic acid Drugs 0.000 description 2
125000003342 alkenyl group Chemical group 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
125000004604 benzisothiazolyl group Chemical group S1N=C(C2=C1C=CC=C2)* 0.000 description 2
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000002657 fibrous material Substances 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
125000006261 methyl amino sulfonyl group Chemical group [H]N(C([H])([H])[H])S(*)(=O)=O 0.000 description 2
125000006678 phenoxycarbonyl group Chemical group 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000000547 substituted alkyl group Chemical group 0.000 description 2
239000004753 textile Substances 0.000 description 2
125000000335 thiazolyl group Chemical group 0.000 description 2
125000001544 thienyl group Chemical group 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
CMEPUAROFJSGJN-UHFFFAOYSA-N 1,4-dioxan-2-ylmethanol Chemical compound OCC1COCCO1 CMEPUAROFJSGJN-UHFFFAOYSA-N 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
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 1
JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-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
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
229910004385 CaHg Inorganic materials 0.000 description 1
229920002284 Cellulose triacetate Polymers 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
206010039587 Scarlet Fever Diseases 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000000889 atomisation Methods 0.000 description 1
UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
125000001589 carboacyl group Chemical group 0.000 description 1
238000001816 cooling Methods 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
239000012954 diazonium Substances 0.000 description 1
125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 description 1
HTHKZOCCOVYKKI-UHFFFAOYSA-N dinaphthalen-1-ylmethanedisulfonic acid;sodium Chemical compound [Na].C1=CC=C2C(C(C=3C4=CC=CC=C4C=CC=3)(S(=O)(=O)O)S(O)(=O)=O)=CC=CC2=C1 HTHKZOCCOVYKKI-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
239000005457 ice water Substances 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000013508 migration Methods 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
229940080236 sodium cetyl sulfate Drugs 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
239000000725 suspension Substances 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)
Plural Heterocyclic Compounds (AREA)

CH890476A 1976-07-12 1976-07-12 CH622541A5 (ru)

Priority Applications (6)

Application Number	Priority Date	Filing Date	Title
CH890476A CH622541A5 (ru)	1976-07-12	1976-07-12
DE19772729914 DE2729914A1 (de)	1976-07-12	1977-07-02	Azo-dispersionsfarbstoffe, ihre herstellung und verwendung
US05/813,485 US4439362A (en)	1976-07-12	1977-07-07	Azo compounds having one or two 1,4-dioxanylmethoxycarbonyl-alkyl or -alkoxyalkyl groups
GB28519/77A GB1580536A (en)	1976-07-12	1977-07-07	Azo compounds containing a dioxane ring
JP8207977A JPS538626A (en)	1976-07-12	1977-07-11	Azo compounds
FR7721426A FR2358447A1 (fr)	1976-07-12	1977-07-12	Nouveaux composes azoiques utilisables comme colorants de dispersion et leur preparation

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH890476A CH622541A5 (ru)	1976-07-12	1976-07-12

Publications (1)

Publication Number	Publication Date
CH622541A5 true CH622541A5 (ru)	1981-04-15

Family

ID=4346091

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH890476A CH622541A5 (ru)	1976-07-12	1976-07-12

Country Status (6)

Country	Link
US (1)	US4439362A (ru)
JP (1)	JPS538626A (ru)
CH (1)	CH622541A5 (ru)
DE (1)	DE2729914A1 (ru)
FR (1)	FR2358447A1 (ru)
GB (1)	GB1580536A (ru)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH644369A5 (de)	1979-05-03	1984-07-31	Sandoz Ag	2-amino-4-chlorthiazolverbindungen.
CH647253A5 (de) *	1980-03-13	1985-01-15	Sandoz Ag	Azoverbindungen mit einer diazokomponente der thiazolreihe.
JPS5838754A (ja) *	1981-09-01	1983-03-07	Gosei Senriyou Gijutsu Kenkyu Kumiai	ポリエステル繊維用アゾ染料
JPS58129061A (ja) *	1982-01-27	1983-08-01	Sumitomo Chem Co Ltd	モノアゾ化合物の製造法
JPS58179268A (ja) *	1982-04-15	1983-10-20	Gosei Senriyou Gijutsu Kenkyu Kumiai	ポリエステル繊維用モノアゾ染料
CH664762A5 (de) *	1984-08-30	1988-03-31	Sandoz Ag	Thiophen-azofarbstoffe.
DE19500228A1 (de) *	1994-01-17	1995-07-20	Sandoz Ag	Dispersionsfarbstoffe
US5723586A (en) *	1995-06-19	1998-03-03	Clariant Finance (Bvi) Limited	Disperse dyes

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2139787A (en) *	1936-01-16	1938-12-13	Gen Aniline Works Inc	Coloring cellulose esters
US2183999A (en) *	1938-10-05	1939-12-19	Eastman Kodak Co	Azo compounds and process for coloring therewith
US2227977A (en) *	1939-08-25	1941-01-07	Eastman Kodak Co	Azo compounds and material colored therewith
US2373700A (en) *	1940-06-29	1945-04-17	Eastman Kodak Co	Azo compounds and material colored therewith
CH515970A (de) *	1969-06-19	1971-11-30	Ciba Geigy Ag	Verfahren zur Herstellung von Azofarbstoffen
CH523948A (de) *	1970-04-10	1972-06-15	Sandoz Ag	Verfahren zur Herstellung von Azoverbindungen
BE794824A (fr) *	1972-02-02	1973-07-31	Sandoz Sa	Composes azoiques peu solubles dans l'eau
US3970617A (en) *	1974-03-07	1976-07-20	E. I. Du Pont De Nemours And Company	Navy-blue nitrophenylazonaphthylamino dyes

1976
- 1976-07-12 CH CH890476A patent/CH622541A5/de not_active IP Right Cessation
1977
- 1977-07-02 DE DE19772729914 patent/DE2729914A1/de not_active Withdrawn
- 1977-07-07 GB GB28519/77A patent/GB1580536A/en not_active Expired
- 1977-07-07 US US05/813,485 patent/US4439362A/en not_active Expired - Lifetime
- 1977-07-11 JP JP8207977A patent/JPS538626A/ja active Pending
- 1977-07-12 FR FR7721426A patent/FR2358447A1/fr active Granted

Also Published As

Publication number	Publication date
GB1580536A (en)	1980-12-03
DE2729914A1 (de)	1978-01-19
JPS538626A (en)	1978-01-26
FR2358447B1 (ru)	1983-01-21
US4439362A (en)	1984-03-27
FR2358447A1 (fr)	1978-02-10

Publication	Publication Date	Title
DE1295115B (de)	1969-05-14	Verfahren zur Herstellung von Monoazofarbstoffen
CH622541A5 (ru)	1981-04-15
CH638549A5 (de)	1983-09-30	Azoverbindungen.
CH689353A5 (de)	1999-03-15	Dispersionsfarbstoffe.
DE2120877B2 (de)	1979-07-19	In Wasser schwer lösliche Monoazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung
CH632291A5 (de)	1982-09-30	Organische azoverbindungen.
DE2433260B2 (de)	1977-12-29	In wasser schwer loesliche monoazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung zum faerben oder bedrucken
DE2539653A1 (de)	1976-04-01	Organische verbindungen
CH676469A5 (ru)	1991-01-31
DE2434207A1 (de)	1975-02-06	In wasser schwer loesliche monoazoverbindungen, ihre herstellung und verwendung
DE2035002C3 (de)	1979-01-11	Monoazo-Dispersionsf arbstoffe, Verfahren zu deren Herstellung und ihre Verwendung
CH660746A5 (de)	1987-06-15	Monoazo-dispersionsfarbstoffe.
DE4121754B4 (de)	2005-11-03	Azo-Dispersionsfarbstoffe
DE2304356C3 (de)	1982-04-22	Azo-Dispersionsfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung
DE2015350C3 (de)	1979-05-31	In Wasser schwer lösliche Monoazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben oder Bedrucken
CH629520A5 (de)	1982-04-30	Verfahren zur herstellung von azofarbstoffen.
CH653354A5 (de)	1985-12-31	Rhodanphenyl-azofarbstoffe und ihre herstellung.
DE1770829C3 (de)	1977-11-24	Azo-Dispersionsfarbstoffe, ihre Herstellung und Verwendung
DE1644380C (de)	1971-12-23	Verfahren zur Herstellung von Monoazofarbstoffen
DE1943032C (de)	1971-10-21	Verfahren zur Herstellung von Azoverbindungen und deren Verwendung
DE1769214C3 (de)	1977-05-26	Verfahren zum Färben, Klotzen und Bedrucken von Celluloseacetat-, Polyamid-, Polyurethan- sowie Polyesterfasern und -fasermaterialien
DE2539634C2 (de)	1984-03-22	Monoazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung
DE1644094C3 (de)	1976-10-28	Wasserunlösliche Azofarbstoffe
DE3011178A1 (de)	1981-10-01	Wasserunloesliche monoazofarbstoffe, ihre herstellung und ihre verwendung
DE2637884A1 (de)	1977-03-03	Organische verbindungen

Legal Events

Date	Code	Title	Description
1985-03-29	PL	Patent ceased
2024-10-31	PL	Patent ceased