CH508695A - Verfahren zur Herstellung von Azopigmenten - Google Patents

Verfahren zur Herstellung von Azopigmenten

Info

Publication number: CH508695A
Authority: CH; Switzerland
Prior art keywords: sep; formula; radical; yellow; paints
Prior art date: 1969-04-01

Application number

CH492869A

Other languages

German (de)

English (en)

Inventor

Fritz Dr Kehrer

Wasem Hans

Armand Prof Henrard

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.)

1969-04-01

Filing date

1969-04-01

Publication date

1971-06-15

1969-04-01 Application filed by Sandoz Ag filed Critical Sandoz Ag

1969-04-01 Priority to CH492869A priority Critical patent/CH508695A/de

1970-03-18 Priority to BE747582D priority patent/BE747582A/fr

1971-06-15 Publication of CH508695A publication Critical patent/CH508695A/de

Links

239000000049 pigment Substances 0.000 title claims abstract description 12
229920001971 elastomer Polymers 0.000 title abstract description 3
239000000976 ink Substances 0.000 title abstract description 3
239000003973 paint Substances 0.000 title abstract description 3
239000005060 rubber Substances 0.000 title abstract description 3
NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title description 3
150000001412 amines Chemical class 0.000 claims abstract description 7
239000004033 plastic Substances 0.000 claims abstract description 4
229920003023 plastic Polymers 0.000 claims abstract description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
125000001424 substituent group Chemical group 0.000 claims description 9
125000002252 acyl group Chemical group 0.000 claims description 6
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
150000001875 compounds Chemical class 0.000 claims description 5
125000005843 halogen group Chemical group 0.000 claims description 5
239000004215 Carbon black (E152) Substances 0.000 claims description 4
229930195733 hydrocarbon Natural products 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 3
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical group [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
238000004040 coloring Methods 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
239000000203 mixture Substances 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
229910052711 selenium Inorganic materials 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
125000000623 heterocyclic group Chemical group 0.000 claims 1
230000008878 coupling Effects 0.000 abstract description 6
238000010168 coupling process Methods 0.000 abstract description 6
238000005859 coupling reaction Methods 0.000 abstract description 6
238000004061 bleaching Methods 0.000 abstract description 5
WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 abstract description 4
239000002904 solvent Substances 0.000 abstract description 4
230000005012 migration Effects 0.000 abstract description 3
238000013508 migration Methods 0.000 abstract description 3
DEQUMBGMMSDUNN-UHFFFAOYSA-N 3-amino-n-carbamoyl-4-chlorobenzamide Chemical compound NC(=O)NC(=O)C1=CC=C(Cl)C(N)=C1 DEQUMBGMMSDUNN-UHFFFAOYSA-N 0.000 abstract description 2
239000011248 coating agent Substances 0.000 abstract description 2
238000000576 coating method Methods 0.000 abstract description 2
238000005108 dry cleaning Methods 0.000 abstract description 2
238000010422 painting Methods 0.000 abstract description 2
150000002978 peroxides Chemical class 0.000 abstract description 2
239000004753 textile Substances 0.000 abstract description 2
238000005406 washing Methods 0.000 abstract description 2
238000012505 colouration Methods 0.000 abstract 1
GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical class OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 abstract 1
239000000123 paper Substances 0.000 abstract 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000000460 chlorine Substances 0.000 description 6
238000004043 dyeing Methods 0.000 description 5
239000000975 dye Substances 0.000 description 4
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
239000004800 polyvinyl chloride Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000003545 alkoxy group Chemical group 0.000 description 3
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
125000004093 cyano group Chemical group *C#N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
125000001246 bromo group Chemical group Br* 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000003086 colorant Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
125000005842 heteroatom Chemical group 0.000 description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 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
RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 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
239000004793 Polystyrene Substances 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
239000012954 diazonium Substances 0.000 description 1
150000001989 diazonium salts Chemical class 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000002391 heterocyclic compounds Chemical class 0.000 description 1
239000002649 leather substitute Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
230000000485 pigmenting effect Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
-1 polyethylene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
239000001054 red pigment Substances 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000002966 varnish Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)

CH492869A 1969-04-01 1969-04-01 Verfahren zur Herstellung von Azopigmenten CH508695A (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
CH492869A CH508695A (de)	1969-04-01	1969-04-01	Verfahren zur Herstellung von Azopigmenten
BE747582D BE747582A (fr)	1969-04-01	1970-03-18	Porcede de preparation de pigments azoiques

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH492869A CH508695A (de)	1969-04-01	1969-04-01	Verfahren zur Herstellung von Azopigmenten

Publications (1)

Publication Number	Publication Date
CH508695A true CH508695A (de)	1971-06-15

Family

ID=4284965

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH492869A CH508695A (de)	1969-04-01	1969-04-01	Verfahren zur Herstellung von Azopigmenten

Country Status (2)

Country	Link
BE (1)	BE747582A (fr)
CH (1)	CH508695A (fr)

1969
- 1969-04-01 CH CH492869A patent/CH508695A/de not_active IP Right Cessation
1970
- 1970-03-18 BE BE747582D patent/BE747582A/fr unknown

Also Published As

Publication number	Publication date
BE747582A (fr)	1970-08-31

Legal Events

Date	Code	Title	Description
1975-11-14	PL	Patent ceased

Publication	Publication Date	Title
DE2901121C2 (fr)	1989-10-05
DE2058849C3 (de)	1979-10-04	Schwer lösliche Disazoverbindungen, ihre Herstellung und Verwendung als Pigmente
US3609135A (en)	1971-09-28	Water-insoluble benzimidazolone containing monoazo dyestuffs
DE2441524A1 (de)	1975-03-13	Azofarbstoffe, ihre herstellung und verwendung
US3529984A (en)	1970-09-22	Mixtures of water-insoluble disazo dyestuffs and process for preparing them
US4024124A (en)	1977-05-17	Monoazo acetoacetylaminobenzimidazolone pigments containing carboxy group
DE1230152B (de)	1966-12-08	Verfahren zur Herstellung von Azofarbstoffen
CH508695A (de)	1971-06-15	Verfahren zur Herstellung von Azopigmenten
DE1235468B (de)	1967-03-02	Verfahren zur Herstellung von wasserunloeslichen Monoazofarbstoffen
DE2103765C3 (de)	1975-01-16	Verfahren zur Herstellung schwer löslicher Azoverbindungen
DE2144907B2 (de)	1979-05-03	Neue wasserunlösliche Mono- und Disazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Pigmente
DE2539653A1 (de)	1976-04-01	Organische verbindungen
DE2329781A1 (de)	1975-01-23	Neue azopigmente und verfahren zu ihrer herstellung
CH512564A (de)	1971-09-15	Verfahren zur Herstellung von Monoazoverbindungen
DE2035002C3 (de)	1979-01-11	Monoazo-Dispersionsf arbstoffe, Verfahren zu deren Herstellung und ihre Verwendung
CH509384A (de)	1971-06-30	Verfahren zur Herstellung von Azoverbindungen
DE1907331C3 (de)	1974-11-21	Schwer lösliche Monoazopigmente, ihre Herstellung und Verwendung
DE2200659A1 (de)	1973-07-26	Neue wasserunloesliche disazofarbstoffe und verfahren zu ihrer herstellung
DE2300940A1 (de)	1974-07-18	Azopigmente
DE1644383A1 (de)	1970-09-24	Azopigmente,ihre Herstellung und Verwendung
CH543570A (de)	1973-10-31	Verfahren zur Herstellung schwer löslicher Azoverbindungen
US3836517A (en)	1974-09-17	Water-insoluble disperse azo dyestuffs of cyclic aminobenzaldehyde acetals
DE1795052C3 (de)	1977-02-10	Wasserunlösliche Monoazoverbindungen, Verfahren zu ihrer Herstellung und Ihre Verwendung afs Pigmente
DE2059677A1 (de)	1972-06-08	Azopigmente der ss-Hydroxynaphthoesaeurereihe
DE2137297A1 (de)	1972-04-20	Verfahren zur Herstellung schwer löslicher Azoverbindungen