GB872249A - New monoazo-dyestuffs derived from cyanuric halides and processes for their manufacture and application - Google Patents
New monoazo-dyestuffs derived from cyanuric halides and processes for their manufacture and applicationInfo
- Publication number
- GB872249A GB872249A GB28929/57A GB2892957A GB872249A GB 872249 A GB872249 A GB 872249A GB 28929/57 A GB28929/57 A GB 28929/57A GB 2892957 A GB2892957 A GB 2892957A GB 872249 A GB872249 A GB 872249A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- sulphonic
- amino
- residue
- group
- 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
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises monoazo dyes containing at least two acid water-solubilizing groups and a 2-halogen-4-amino-1, 3, 5-triazine residue having in the amino group in 4-position at most 12 carbon atoms, which residue is bound by way of its 6-position through an amino bridge in b -position of the residue of a b -naphthylamine sulphonic acid which is attached to the azo group in a position vicinal to a hydroxyl group. The dyes may be made by reacting together in any order of succession a 2, 4, 6-trihalogen-1, 3, 5-triazine, an appropriate aminoazo dye, and ammonia or the required amine. The dyes may also be made by coupling a diazo compound with a b -aminonaphthol sulphonic acid containing the b -triazine substituent and, if the amine is aromatic, also an acid water-solubilizing group. Carboxyl and sulphonic acid are the defined acid water-solubilizing groups. Preferably the triazine residue is linked to the dye molecule via a bridge of formula:- <FORM:0872249/IV(c)/1> where n is an integer and the diazo moiety has a carboxyl or sulphonic acid group the amine residue being derived from an aliphatic amine containing 1-6 carbon atoms or an aromatic amine containing a sulphonic or carboxylic acid group. Particularly preferred are dyes of formula:- <FORM:0872249/IV(c)/2> where X is NH2 or the above indicated amino group which, if aromatic, has a carboxyl or sulphonic acid group, n is 1-3, D is a diazo component residue, R is an aryl, preferably benzene, residue attached to the <FORM:0872249/IV(c)/3> residue directly or via CO or SO2, m is 1 or 2 and an acid water-solubilizing group is in at least one of D, R, or X. D may be a phenyl group which may contain methyl, alkoxy, chloro or nitro substituents, or may be a naphthalene or diphenyl residue. Representative of specified b aminonaphthol sulphonic acids are:-2-aminoand -N-methylamino- 8-naphthol- 6- and 2(41-aminobenzoylamino)- 5-naphthol- 7-monoand 2-(41-aminophenylamino)- 5-naphthol-31, 7-di-sulphonic acids. Indicated as compounds from which the diazo moiety may be derived are:-amino-benzene, -naphthalene, -pyrene and chrysene sulphonic acids and amino-phenol and -naphthol sulphonic acids representative of those specified being aniline- 3-sulphonic or carboxylic acid, 2-amino- 1-methoxybenzene- 4-sulphonic acid, 3-amino- 2-hydroxybenzoic acid- 5-sulphonic acid, 2-aminophenol- 4-sulphonic acid, 5-acetyl-amino- 2-aniline- 1-sulphonic acid, 5-benzoylamino- 2-aniline- 1-carboxylic acid, 1- and 2-naphthylamine- 4-sulphonic acid, aniline2, 5- di- and 2-naphthylamine-5, 7- di-sulphonic acids, 1-(31-aminobenzoyl)-aminobenzene- 3-sulphonic acid, 3-aminopyrene 8-mono- and 5, 10-di-sulphonic acids, 4-nitro- 41-aminostilbene-2, 21-disulphonic acid, O-acyl derivatives of 1-amino- 8-naphthol-3, 6-disulphonic acid and dehydrothiotoluidinemono- and di-sulphonic acids. Representative of compounds from which the amine residue is derived are:-ammonia, methyl-, diethyl-, isopropyl and cyclohexylamines, piperidine, b -chlorethyl- and g -methoxypropylamines, ethanolamines, butyric acid amide, thiourea, hydrazine, toluene sulphonamides, glycocol, ethyl esters of aminocarbonic and aminoacetic acids, aminoacetamide, aniline- 2-mono- and -2, 5- di-sulphonic acids, aniline- 4-carboxylic acid and N-methylamino ethane sulphonic acid. The dyes are of particular use on cellulosic materials especially when used in cobjunction with an alkaline treatment. Dyes containing metallizable groupings e.g. #s, #s1-dihydroxyazo or #s-hydroxycarboxy groups, may be metallized, preferably with copper or nickel compounds. Examples are provided of the preparation of the dyes and their use in colouring cotton in red or orange shades. Specifications 785,120, 797,946, 838,337 and 838,340 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH872249X | 1956-09-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB872249A true GB872249A (en) | 1961-07-05 |
Family
ID=4544126
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB28929/57A Expired GB872249A (en) | 1956-09-14 | 1957-09-13 | New monoazo-dyestuffs derived from cyanuric halides and processes for their manufacture and application |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB872249A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4988803A (en) * | 1987-07-16 | 1991-01-29 | Bayer Aktiengesellschaft | Fiber reactive azo dyes containing a morpholinyl-, piperazinyl- or piperidnyl- substituted flurotriazinyl radical |
-
1957
- 1957-09-13 GB GB28929/57A patent/GB872249A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4988803A (en) * | 1987-07-16 | 1991-01-29 | Bayer Aktiengesellschaft | Fiber reactive azo dyes containing a morpholinyl-, piperazinyl- or piperidnyl- substituted flurotriazinyl radical |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1165661A (en) | Reactive Dyestuffs | |
US2945022A (en) | Monoazo and disazo triazine dyes | |
GB882890A (en) | New chromiferous monoazo-triazine-dyestuffs, their manufacture and use | |
GB1101750A (en) | New copper complexes of disazo dyestuffs containing a triazine nucleus | |
GB929425A (en) | New heterocyclic-nitrogen containing dyestuffs | |
GB995793A (en) | ||
GB872249A (en) | New monoazo-dyestuffs derived from cyanuric halides and processes for their manufacture and application | |
ES426184A1 (en) | Reactive azo dyestuffs | |
GB949316A (en) | New polyazo dyestuffs | |
GB869279A (en) | New azodyestuffs derived from cyanuric halides and processes for their manufacture and application | |
US2889316A (en) | Monoazo dyestuffs | |
GB999877A (en) | Azo-dyestuffs containing ethionylamino groups and process for their manufacture | |
GB760347A (en) | Azo-dyestuffs, metalliferous azo-dyestuffs and process for making them | |
GB1071319A (en) | New azo dyestuffs containing two fibre-reacting groups and processes for their manufacture and use | |
GB769163A (en) | New hydrazone dyestuffs and process for making them | |
ES251284A1 (en) | Polyazo-dyestuffs derived from barbituric acid and process for their manufacture | |
GB812957A (en) | Monoazo-dyestuffs of the naphthylamine series and process for their manufacture | |
GB738309A (en) | Manufacture of metalliferous azo-dyestuffs of the stilbene series | |
GB775308A (en) | New monoazo-dyestuffs and process for making them | |
GB850559A (en) | New metalliferous monoazo dyestuffs containing halogenotriazinylamino groups | |
GB780591A (en) | New monoazo-dyestuffs and process for making them | |
GB977472A (en) | New monoazo compounds containing halogeno-triazinylamino groups | |
GB879073A (en) | New heterocyclic azo dyestuffs containing sulphonhalogen-alkylamido groups and their production | |
GB751997A (en) | Triazine dyes for cotton containing carbamyl hydrazide and its imido and thio analogues | |
GB740660A (en) | Improvements in or relating to azo dyestuffs |