GB961552A - Improvements relating to metal-containing reactive azo dyestuffs containing pyrimidylamino groups and their use - Google Patents
Improvements relating to metal-containing reactive azo dyestuffs containing pyrimidylamino groups and their useInfo
- Publication number
- GB961552A GB961552A GB4154160A GB4154160A GB961552A GB 961552 A GB961552 A GB 961552A GB 4154160 A GB4154160 A GB 4154160A GB 4154160 A GB4154160 A GB 4154160A GB 961552 A GB961552 A GB 961552A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxygen atom
- group
- azo
- bromine
- alkyl
- 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.)
- Expired
Links
- 229910052751 metal Inorganic materials 0.000 title abstract 2
- 239000002184 metal Substances 0.000 title abstract 2
- 239000000975 dye Substances 0.000 abstract 5
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 4
- 229910052794 bromium Inorganic materials 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 4
- 239000000460 chlorine Substances 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 229910001385 heavy metal Inorganic materials 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 239000011651 chromium Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- ICIDZHMCYAIUIJ-UHFFFAOYSA-N dinaphthalen-1-yldiazene Chemical compound C1=CC=C2C(N=NC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ICIDZHMCYAIUIJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- -1 pyrimidine compound Chemical class 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/20—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a pyrimidine ring
- C09B62/24—Azo dyes
- C09B62/255—Metal complex azo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/022—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring the heterocyclic ring being alternatively specified
- C09B62/026—Azo dyes
- C09B62/032—Metal complex azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyestuffs corresponding to the general formula <FORM:0961552/C4-C5/1> wherein Z represents hydrogen, chlorine or bromine, X represents hydrogen, chlorine, bromine, the nitro, cyano, acyl, alkyl or phenyl group, Hal means chlorine or bromine, R represents hydrogen or an alkyl group having 1 to 4 carbon atoms, A represents a possibly further substituted phenylene radical which is bound to the oxygen atom in o-position to the azo linkage, B represents a possibly further substituted naphthylene radical which is bound to the oxygen atom in o-position to the azo-linkage, Me represents a heavy metal of atomic number 24 to 29 or a complex of said heavy metal with other complex formers and n represents a positive whole number from 1 to 5. The dyes are produced by reacting a pyrimidine compound containing chlorine or bromine in the 2- and 4-positions, the substituent X in the 5-position and the substituent Z in the 6-position with an appropriate metallized aminobenzene azo naphthalene dye in the presence of an acid binding agent or by metallizing an appropriate azo dye with an agent providing heavy metal of atomic number 24 to 29. The dyes are suitable for printing or dyeing cellulosic and polyamidic materials. Metals specified include chromium, cobalt, nickel and copper. Substituents which may be present in diazo and coupling components include halogen, cyano, alkyl, alkoxy, sulphonic acid, sulphonic amide or ester, carboxylic acid and amide and nitro groups. Preferred dyes contain the pyrimidylamino group in o- or p-position to the oxygen atom in radical A and a sulphonic group in the p- or o-position to the oxygen atom. Further preferred dyes contain the pyrimidylamino group in the p-position to the azo linkage optionally with a substituent present in p-position to the oxygen atom, e.g. halogen or an alkyl, alkysulphonyl or sulphonic group. Examples are furnished.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH8144859A CH377959A (en) | 1959-12-04 | 1959-12-04 | Process for the preparation of reactive azo dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB961552A true GB961552A (en) | 1964-06-24 |
Family
ID=4538821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4154160A Expired GB961552A (en) | 1959-12-04 | 1960-12-02 | Improvements relating to metal-containing reactive azo dyestuffs containing pyrimidylamino groups and their use |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE597730A (en) |
| CH (1) | CH377959A (en) |
| DE (1) | DE1419837C3 (en) |
| ES (1) | ES262953A1 (en) |
| GB (1) | GB961552A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002033006A1 (en) * | 2000-10-14 | 2002-04-25 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Metal complex colouring agents based on bucherer naphthols |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2270923B (en) * | 1992-09-24 | 1995-11-08 | Sandoz Ltd | Fibre-reactive monoazo copper complexes |
-
1959
- 1959-12-04 CH CH8144859A patent/CH377959A/en unknown
-
1960
- 1960-12-02 BE BE597730A patent/BE597730A/en unknown
- 1960-12-02 GB GB4154160A patent/GB961552A/en not_active Expired
- 1960-12-02 DE DE19601419837 patent/DE1419837C3/en not_active Expired
- 1960-12-03 ES ES0262953A patent/ES262953A1/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002033006A1 (en) * | 2000-10-14 | 2002-04-25 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Metal complex colouring agents based on bucherer naphthols |
| US6809187B2 (en) | 2000-10-14 | 2004-10-26 | Oystar Textil Farben Gmbh & Co. | Metal complex dyes based on Bucherer naphthols |
| CN100363433C (en) * | 2000-10-14 | 2008-01-23 | 德意志戴斯达纺织品及染料两合公司 | Metal complex colouring agents based on bucherer naphthols |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1419837B2 (en) | 1974-08-15 |
| DE1419837C3 (en) | 1975-05-22 |
| ES262953A1 (en) | 1961-06-01 |
| DE1419837A1 (en) | 1968-10-17 |
| CH377959A (en) | 1964-05-31 |
| BE597730A (en) | 1961-06-02 |
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