GB1079794A - 2:1 cobalt or chromium complex azo dyestuffs - Google Patents
2:1 cobalt or chromium complex azo dyestuffsInfo
- Publication number
- GB1079794A GB1079794A GB1198865A GB1198865A GB1079794A GB 1079794 A GB1079794 A GB 1079794A GB 1198865 A GB1198865 A GB 1198865A GB 1198865 A GB1198865 A GB 1198865A GB 1079794 A GB1079794 A GB 1079794A
- Authority
- GB
- United Kingdom
- Prior art keywords
- complex
- radical
- alkyl
- acid groups
- cobalt
- 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title abstract 4
- 229910052804 chromium Inorganic materials 0.000 title abstract 4
- 239000011651 chromium Substances 0.000 title abstract 4
- 229910017052 cobalt Inorganic materials 0.000 title abstract 4
- 239000010941 cobalt Substances 0.000 title abstract 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title abstract 4
- 239000000975 dye Substances 0.000 abstract 8
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 4
- 239000000460 chlorine Chemical group 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 150000003254 radicals Chemical class 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 2
- -1 alkyl radical Chemical group 0.000 abstract 2
- 150000005840 aryl radicals Chemical class 0.000 abstract 2
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000005695 Ammonium acetate Substances 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 235000011054 acetic acid Nutrition 0.000 abstract 1
- 235000019257 ammonium acetate Nutrition 0.000 abstract 1
- 229940043376 ammonium acetate Drugs 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003086 colorant 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
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical group Cl[C](Cl)Cl ZBZJXHCVGLJWFG-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
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/465—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an acryloyl group, a quaternised or non-quaternised aminoalkyl carbonyl group or a (—N)n—CO—A—O—X or (—N)n—CO—A—Hal group, wherein A is an alkylene or alkylidene group, X is hydrogen or an acyl radical of an organic or inorganic acid, Hal is a halogen atom, and n is 0 or 1
- C09B62/47—Azo dyes
- C09B62/477—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
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/523—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl amido or hydroxyalkyl amino sulfonyl group, a quaternised or non-quaternised amino alkyl sulfonyl amido group, or a substituted alkyl amino sulfonyl group, or a halogen alkyl sulfonyl amido or halogen alkyl amino sulfonyl group or a vinyl sulfonylamido or a substituted vinyl sulfonamido group
- C09B62/527—Azo dyes
- C09B62/535—Metal complex azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention provides complex azo dyestuffs which (a) contain one atom of chromium or cobalt in complex union bound to two molecules of metallizable azo dyestuff free from sulphinic acid groups and non-complex forming carboxylic acid groups at least one of which has, in the non-metallized state, the general formula <FORM:1079794/C4-C5/1> or which (b) are free from non-complex bonded carboxylic groups and from sulphinic acid groups and which have the general formula <FORM:1079794/C4-C5/2> wherein A is a residue of the benzene series, B is the radical of a coupling component, X is -O- or -COO-, the two values of Y are the same or different, and may be -O-, -NH-, <FORM:1079794/C4-C5/3> <FORM:1079794/C4-C5/4> or <FORM:1079794/C4-C5/5> the aryl radicals of which may be substituted in A and B respectively, each of the radicals X and Y are in positions adjacent to the azo group, m is 1-4, m1 is 1 or 2, Me is chromium or cobalt, K is a cation and Q is an -OH, -COOH, or -O-alkyl group, which in A stands in the o-position relative to the azo group, R is a hydrogen atom or an alkyl or aryl radical, R1 is a hydrogen, chlorine or bromine atom, or an alkyl radical, R2 is a hydrogen, chlorine or bromine atom or an alkyl or trichloromethyl radical and R3 is a hydrogen, chlorine or bromine atom or an alkyl, or haloloalkyl radical, with the proviso that not more than two of the radicals R1, R2 and R3 stand for chlorine and/or bromine atoms. The dyes of type (a) are made by mixing a dye of the general formula <FORM:1079794/C4-C5/6> with a second metallizable dye free from sulphinic acid groups and non-complex forming carboxylic acid groups and metallizing with a cobalt or chromium metallizing agent to give a 1 : 2 complex. Dyes of type (b) are made by reacting a dye of formula <FORM:1079794/C4-C5/7> with an acrylic acid halide or anhydride of formulae halogen-OC-CR1 = CR2R3 and <FORM:1079794/C4-C5/8> all symbols being as above. The complex dyes provide a wide variety of colours.ALSO:In Example 9a woollen skein in dyed with a dye of formula <FORM:1079794/D1-D2/1> in presence of sodium sulphate, acetic acid and ammonium acetate. If desired a surface active agent may be added, a bordeaux shade is obtained.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1964F0042389 DE1239041B (en) | 1964-03-21 | 1964-03-21 | Process for the production of metal-containing azo dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1079794A true GB1079794A (en) | 1967-08-16 |
Family
ID=7099073
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1198865A Expired GB1079794A (en) | 1964-03-21 | 1965-03-22 | 2:1 cobalt or chromium complex azo dyestuffs |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE661237A (en) |
| CH (1) | CH484242A (en) |
| DE (1) | DE1239041B (en) |
| GB (1) | GB1079794A (en) |
| NL (1) | NL6503519A (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE628031A (en) * | 1963-01-11 | |||
| BE627971A (en) * | 1963-02-07 |
-
1964
- 1964-03-21 DE DE1964F0042389 patent/DE1239041B/en active Pending
-
1965
- 1965-02-19 CH CH230265A patent/CH484242A/en not_active IP Right Cessation
- 1965-03-17 BE BE661237D patent/BE661237A/xx unknown
- 1965-03-19 NL NL6503519A patent/NL6503519A/xx unknown
- 1965-03-22 GB GB1198865A patent/GB1079794A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH484242A (en) | 1970-01-15 |
| DE1239041B (en) | 1967-04-20 |
| NL6503519A (en) | 1965-09-22 |
| BE661237A (en) | 1965-07-16 |
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