GB1108297A - New reactive copper complex mono azo dyestuffs and processes for their manufacture and use - Google Patents
New reactive copper complex mono azo dyestuffs and processes for their manufacture and useInfo
- Publication number
- GB1108297A GB1108297A GB3878465A GB3878465A GB1108297A GB 1108297 A GB1108297 A GB 1108297A GB 3878465 A GB3878465 A GB 3878465A GB 3878465 A GB3878465 A GB 3878465A GB 1108297 A GB1108297 A GB 1108297A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- atom
- chlorine
- formula
- condensation
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- -1 sulphophenylene residue Chemical group 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 150000003918 triazines Chemical class 0.000 abstract 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 150000004699 copper complex Chemical class 0.000 abstract 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000000985 reactive dye Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 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
- C09B62/04—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 triazine ring
- C09B62/08—Azo dyes
- C09B62/095—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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/48—Preparation from other complex metal compounds of 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0032—Treatment of phthalocyanine pigments
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
- H01J2893/00—Discharge tubes and lamps
- H01J2893/0072—Disassembly or repair of discharge tubes
- H01J2893/0073—Discharge tubes with liquid poolcathodes; constructional details
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention provides copper complex reactive dyes of formula <FORM:1108297/C4-C5/1> in which R is a phenylene or sulphophenylene residue, X is a chlorine or bromine atom or a quaternary amino or hydrazino group, Z is a hydrogen atom or a sulphonic acid group, m and n are each positive numbers which may be the same or different and Y is an alkyl or aryl group, an etherified hydroxyl or mercapto group or an amino group which may be substituted, the dyes being prepared by reacting a metallizable azo compound of formula <FORM:1108297/C4-C5/2> in which the symbols are as above and R1 is a hydrogen atom or an alkyl group of 1 or 2 carbon atoms in any desired sequence with an agent yielding copper and a triazine compound of formula <FORM:1108297/C4-C5/3> in which A is a chlorine or bromine atom, Y is a chlorine or bromine atom or a substituent as above to form a monohalogenated or dihalogenated triazine condensation product, a halogen atom in the dihalogenated product being replaced by condensation with an alcohol, a phenol, a naphthol, a mercaptan, an amine or ammonia, and if necessary the halogen atom in a monohalogenated triazine dyestuff is replaced by condensation with a tertiary amine or a hydrazine having a tertiary nitrogen atom. The dyes provide blue-violet-red shades used particularly in cellulose materials.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH3640856 | 1956-08-10 | ||
| CH1180064A CH467321A (en) | 1964-09-10 | 1964-09-10 | Process for the production of new azo dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1108297A true GB1108297A (en) | 1968-04-03 |
Family
ID=32394641
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25422/57A Expired GB870985A (en) | 1956-08-10 | 1957-08-12 | New complex metal compounds of monoazo-dyestuffs derived from cyanuric halides, their manufacture and use |
| GB3878465A Expired GB1108297A (en) | 1956-08-10 | 1965-09-10 | New reactive copper complex mono azo dyestuffs and processes for their manufacture and use |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25422/57A Expired GB870985A (en) | 1956-08-10 | 1957-08-12 | New complex metal compounds of monoazo-dyestuffs derived from cyanuric halides, their manufacture and use |
Country Status (5)
| Country | Link |
|---|---|
| BE (2) | BE559945A (en) |
| CH (4) | CH354187A (en) |
| FR (2) | FR1180975A (en) |
| GB (2) | GB870985A (en) |
| NL (1) | NL106787C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106854381A (en) * | 2017-01-03 | 2017-06-16 | 上海安诺其集团股份有限公司 | A kind of dye composite, its preparation method and application |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH406480A (en) * | 1960-01-29 | 1966-01-31 | Sandoz Ag | Process for the production of reactive dyes |
| EP0177978B1 (en) * | 1982-06-22 | 1988-04-20 | Bayer Ag | Naphthol amine derivatives |
-
1956
- 1956-10-17 CH CH354187D patent/CH354187A/en unknown
- 1956-10-17 CH CH361068D patent/CH361068A/en unknown
- 1956-10-17 CH CH353474D patent/CH353474A/en unknown
-
1957
- 1957-08-08 FR FR1180975D patent/FR1180975A/en not_active Expired
- 1957-08-09 BE BE559945D patent/BE559945A/xx unknown
- 1957-08-09 NL NL219776A patent/NL106787C/xx active
- 1957-08-12 GB GB25422/57A patent/GB870985A/en not_active Expired
- 1957-10-10 CH CH1425861A patent/CH362472A/en unknown
-
1958
- 1958-10-09 BE BE571893D patent/BE571893A/xx unknown
-
1965
- 1965-09-08 FR FR30777A patent/FR88875E/en not_active Expired
- 1965-09-10 GB GB3878465A patent/GB1108297A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106854381A (en) * | 2017-01-03 | 2017-06-16 | 上海安诺其集团股份有限公司 | A kind of dye composite, its preparation method and application |
Also Published As
| Publication number | Publication date |
|---|---|
| CH353474A (en) | 1961-04-15 |
| GB870985A (en) | 1961-06-21 |
| CH354187A (en) | 1961-05-15 |
| FR1180975A (en) | 1959-06-10 |
| CH361068A (en) | 1962-03-31 |
| BE559945A (en) | 1958-02-10 |
| CH362472A (en) | 1962-06-15 |
| FR88875E (en) | 1967-04-07 |
| NL106787C (en) | 1963-12-16 |
| BE571893A (en) | 1959-04-09 |
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