GB650850A - New dyestuffs containing isothiouronium salt groups - Google Patents
New dyestuffs containing isothiouronium salt groupsInfo
- Publication number
- GB650850A GB650850A GB1931248A GB1931248A GB650850A GB 650850 A GB650850 A GB 650850A GB 1931248 A GB1931248 A GB 1931248A GB 1931248 A GB1931248 A GB 1931248A GB 650850 A GB650850 A GB 650850A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalocyanine
- copper
- methyl
- tetra
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/001—Dyes containing an onium group attached to the dye skeleton via a bridge
- C09B69/005—Isothiuronium group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
p - (o - Hydroxyethoxyethoxy) - aniline is obtained by condensing sodium p-nitrophenate with b -chloro-b 1-hydroxydiethyl ether and reducing the nitro group with sodium sulphide.ALSO:Water-soluble dyes containing isothiouronium salt groups are made by heating with thiourea or a substituted thiourea a coloured compound in which at least one chlormethyl or brommethyl group is connected through a linking atom or group of atoms to an aromatic nucleus. The linking atom or group may be -NR.SO2-, -CONR-, -CO-O-CH2-, -CH2.NR-, -CH2.O.CH2.CH2-O- where R is hydrogen or a hydrocarbon or substituted hydrocarbon radical and where the CM2-halogen radical is attached to the left-hand side of the linkage and the aromatic residue to the right-hand side of the linkage. The halogen-methyl body may be made in situ. Solvents or diluents specified are water, phenol, and b -ethoxyethanol. In examples, tetramethylthiourea is heated with (1) an azo dye obtained by coupling diazotized p - amino - N - cyclohexyl - o -chloracetanilide with 2-hydroxy-3-naphthoic-(21 - methyl - 41 - chloro) - anilide, or with 1-phenyl - 3 - methyl - 5 - pyrazolone, or with acetate - m - xylidide; (2) copper tri - (o -chloracetoxymethyl) - phthalocyanine; (3) di - (o - chloracetoxy - methyl) - 4.41 - di - (6-methylbenzthiazyl - 2) - azobenzene; (4) 1-methylamino - 4 - b - chlorethylamino - anthraquinone (thiourea itself is also condensed with this substance); (5) 1-methylamino-4-p-(o -chloroethoxyethoxy) - anilinoanthraquinone,; (6) copper tetra-4-(chloracetylamino)-phthalocyanine; (7) copper phthalocyanine-tetra-4-(N-methylsulphonamide) and sym-dichlorodimethyl ether; (8) the azo dye obtained by coupling diazotized m-aminobenzenesulphonamide with 2 - hydroxy - 3 - naphthoic - (31-N - methylsulphonamido) - anilide. Dyes of the dioxazine series are also referred to. Other thioureas listed as suitable are N-methyl-thiourea, the N-phenyl-, N,N1-dimethyl-, N,N-dimethyl-, and N,N,N1-trimethyl-thioureas and ethylenethiourea. The products may be applied to textiles by dyeing, padding, or printing according to Specifications 630,463, 633,160, 633,602, and 638,124. Copper tri - (o - chloracetoxymethyl) - phthalocyanine is prepared by heating copper tri-(chlormethyl) phthalocyanine (Specification 586,340) with sodium acetate and di - (b -hydroxyethyl) ether followed by heating with b -ethoxyethanol and sodium hydroxide to give copper tri-(hydroxymethyl) phthalocyanine which is reacted with chloracetyl chloride. Di - (o - chloracetoxy - methyl) - 4,41 - di - (6-methylbenzthiazyl-2)-azobenzene is obtained from chloracetyl chloride and di(hydroxymethyl)-4,41 - di - (61 - methylbenzthiazyl - 2) - azobenzene which is made from the dichlormethyl body (see Specification 576,270) by the action successively of sodium acetate and di-(b -hydroxyethyl) ether, b - ethoxyethanol and sodium hydroxide, and hydrogen peroxide. 1 - Methylamino - 4 - p - (o - hydroxyethoxytyhoxy) - anilinoanthraquinone is prepared by condensing 4 - bromo - 1 - methylaminoanthraquinone with p - (o - hydroxyethoxyethoxy) aniline, (see Group IV (b)), and is converted to the o -chlor body with thionyl chloride. Copper tetra - 4 - (chloracetylamino) - phthalocyanine is made by heating copper tetra-4-aminophthalocyanine with chloracetyl chloride. Copper phthalocyanine tetra - 4 - (N - methylsulphonamide) is made by reacting the tetra-4-sulphonyl chloride with methylamine. Specifications 587,636 and 613,980 also are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1931248A GB650850A (en) | 1948-07-19 | 1948-07-19 | New dyestuffs containing isothiouronium salt groups |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1931248A GB650850A (en) | 1948-07-19 | 1948-07-19 | New dyestuffs containing isothiouronium salt groups |
Publications (1)
Publication Number | Publication Date |
---|---|
GB650850A true GB650850A (en) | 1951-03-07 |
Family
ID=10127287
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1931248A Expired GB650850A (en) | 1948-07-19 | 1948-07-19 | New dyestuffs containing isothiouronium salt groups |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB650850A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3002845A (en) * | 1957-07-19 | 1961-10-03 | Ciba Ltd | Phthalocyanines pigments which are resistant to flocculation and process for their manufacture |
US3117974A (en) * | 1958-12-30 | 1964-01-14 | Gen Aniline & Film Corp | Phthalocyanine pigments and process therefor |
-
1948
- 1948-07-19 GB GB1931248A patent/GB650850A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3002845A (en) * | 1957-07-19 | 1961-10-03 | Ciba Ltd | Phthalocyanines pigments which are resistant to flocculation and process for their manufacture |
US3117974A (en) * | 1958-12-30 | 1964-01-14 | Gen Aniline & Film Corp | Phthalocyanine pigments and process therefor |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE2842640A1 (en) | REACTIVE DYES | |
DE1719083B2 (en) | FIBER-REACTIVE, HEAVY METAL CONTAINING FORMAZAN DYES, THEIR PRODUCTION AND USE | |
GB650850A (en) | New dyestuffs containing isothiouronium salt groups | |
GB1037981A (en) | New naphthalene monoazo triazine dyestuffs | |
US3158597A (en) | Reactive azo dyes | |
EP0754732B1 (en) | Azo dyes, process for their preparation and use thereof | |
US2683707A (en) | Complex chromium compounds of | |
GB911287A (en) | New copper-containing triazine monoazo dyestuffs | |
US2560502A (en) | Metalliferous monoazo dyestuffs | |
US3463771A (en) | Chromium or cobalt complexes of monoazo dyestuffs containing a trihalopyrimidyl group | |
DE2141453A1 (en) | Azo compounds, their manufacture and use | |
US2009397A (en) | Azo dye and its preparation | |
US3351579A (en) | Water-soluble cationic azo dyestuffs | |
EP0027950B1 (en) | Fibre-reactive chromium complex dyestuffs, their preparation and their use | |
US3098063A (en) | Water-soluble monoazo dyestuffs | |
US3126377A (en) | Pyridazonyl-phthalocyanines | |
US2748107A (en) | Glucoside azo dyestuffs | |
US1893557A (en) | Metal compounds of an o-hydroxyazo dyestuff | |
US1602776A (en) | Alkyl-arylsulphaminonaphthol sulphonic acid azo dyes | |
US3784534A (en) | Yellow sulfur dyes | |
US2875191A (en) | Copper-containing trisazo dyestuffs | |
CH515316A (en) | Metal containing formazane dyes | |
US3347843A (en) | Water-soluble reactive dyestuffs containing halopyridazine carboxamide groups | |
GB863758A (en) | New triazine azo dyestuffs | |
DE1444719A1 (en) | Process for the preparation of metal-containing formazan dyes |