GB462233A - Manufacture of azo-dyestuffs - Google Patents
Manufacture of azo-dyestuffsInfo
- Publication number
- GB462233A GB462233A GB2397435A GB2397435A GB462233A GB 462233 A GB462233 A GB 462233A GB 2397435 A GB2397435 A GB 2397435A GB 2397435 A GB2397435 A GB 2397435A GB 462233 A GB462233 A GB 462233A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- dioxypropyl
- aminoacetanilide
- ethyl
- oxy
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/18—Containing nitrogen-to-nitrogen bonds, e.g. hydrazine
- C10M2215/182—Azo compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Furan Compounds (AREA)
Abstract
Monoazo dyes insoluble in water are made by coupling a diazo compound free from sulphonamide groups and groups which impart to the azo dyes solubility in water, such as SO3H or COOH, with a monoacyl-m-phenylenediamine of the formula <FORM:0462233/IV/1> [Ac = an acyl residue of an aliphatic carboxylic acid, e.g. HCO--, CH3.CO,-- C2H5.CO--, C3H7.CO--, C11H23.CO--, OH.C2H4.CO--, NH2.CH2.CO-- or alkyl2.N.CH2.CO--, R1 = an aliphatic or aromatic radical such as methyl, ethyl, propyl, butyl, b -oxyethyl, b : g -dioxypropyl, b -oxy-g -chlorpropyl, b -oxy-g -alkoxypropyl, epoxypropyl or phenyl, R2 = H or a like radical to R1, R1 and R2 being the same or different in the case of tertiary substituted nitrogen] and which may contain other nuclear substituents. They dye cellulose esters and ethers in yellow, red, violet and blue to green blue tints and are also suitable for colouring cellulose ester and ether lacquers, fats and soaps. They are soluble in alcohols, ketones hydrocarbons, such as petroleum, paraffin oil benzine, benzene, oils and waxes. In the examples dyes from the following components are described: diazo components: 2 : 4-dinitroaniline, 5- or 6-chlor-2 : 4-dinitroaniline, 3- or 4-nitroaniline, 5-nitro-2-anisidine, 2-chlor-4-nitroaniline, 2 : 6-dichloro-4-nitroaniline and 2 : 4-dichloraniline; coupling components: 4-methoxy-3-(ethyl-b -g -dioxypropyl) aminoacetanilide (obtained by ethylating 4-methoxy-3-mono (b -g -dioxypropyl)-aminoacetanilide) or the corresponding formyl, propionyl or lactyl compounds, 4-methoxy-3-diethylamino lauric acid anilide (obtained by reducing 4-methoxy-3-nitroacetanilide, ethylating with diethyl sulphate, saponifying and treating with lauric acid chloride), 3-diethylaminolaurylanilide (by condensing N-diethyl-m-phenyleneldiamine with lauric acid chloride), 4-methoxy 3-diethylaminolactic acid anilide (obtained by heating 4-methoxy-3-diethylamino-1 - aniline with lactic acid ethyl ester in a closed vessel), 4-methoxy-3-(bisoxyethyl) - aminoacetanilide, or the corresponding lactyl, formyl or n-butyryl compounds (obtained by heating the corresponding 4-alkoxy-3-aminoacylanilide with ethylene chlorhydrin in presence of an acid binding agent the 4-alkoxy-3-aminoacylanilides being made, e.g. by acylating p-aminopheno methyl or ethyl ether with n-butyric, acetic, lactic or formic acid or an ester or chloride thereof, nitrating and reducing), 4-methoxy-3-mono-(b : g -dioxypropyl) - aminoacetanilide (obtained by heating 4-methoxy-3-aminoacetanilide with glycerine-a -chlorhydrin) or the corresponding formanilide, lactanilide or n-butyranilide or the corresponding 4-ethoxy compounds. Specifications 245,790, 251,155, 274,823, 292,180, and 422,843, [all in Class 15 (ii)], are referred to.ALSO:Fats, soaps, alcohols, ketones, hydrocarbons, such as petroleum, paraffin oil, benzene, benzine, oils and waxes are coloured by means of monoazo dyes made by coupling a diazo compound free from sulphonamide groups and groups which impart to the dyes solubility in water, such as SO3H or COOH, with a monoacyl-m-phenylenediamine of the formula <FORM:0462233/III/1> [Ac = an acyl residue of an aliphatic carboxylic acid, e.g. H.CO, CH3CO, C2H5CO, C3H7CO, C11H23CO, OHC2H4CO, NH2CH2CO o alkyl2N.CH2CO; R1 = an aliphatic or aromatic radical such as methyl, ethyl, propyl, butyl, b -oxyethyl, b :g -dioxypropyl, b -oxy-g -chlorpropyl, b -oxy-g -alkoxypropyl, epoxypropyl or phenyl; R2 = H or a like radical to R1, R1 and R2 being the same or different in the case of tertiary substituted nitrogen] and which may contain other nuclear substituents.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2397435A GB462233A (en) | 1935-08-27 | 1935-08-27 | Manufacture of azo-dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2397435A GB462233A (en) | 1935-08-27 | 1935-08-27 | Manufacture of azo-dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB462233A true GB462233A (en) | 1937-03-01 |
Family
ID=10204378
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2397435A Expired GB462233A (en) | 1935-08-27 | 1935-08-27 | Manufacture of azo-dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB462233A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1213551B (en) * | 1962-06-23 | 1966-03-31 | Hoechst Ag | Process for the preparation of water-insoluble monoazo dyes |
-
1935
- 1935-08-27 GB GB2397435A patent/GB462233A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1213551B (en) * | 1962-06-23 | 1966-03-31 | Hoechst Ag | Process for the preparation of water-insoluble monoazo dyes |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2194927A (en) | Azo compound | |
GB462233A (en) | Manufacture of azo-dyestuffs | |
GB422843A (en) | Manufacture of azo-dyestuffs and intermediate products | |
US1947027A (en) | Azo dyes | |
AT211447B (en) | Process for the production of new, water-soluble azo dyes | |
US2420008A (en) | Disazo dyes containing higher acylamino group | |
US2034247A (en) | Azo dyestuffs | |
US2150380A (en) | Azo dyestuffs | |
US2122127A (en) | Ortho-hydroxyazo dyes and process for manufacturing the same | |
GB1028564A (en) | Water-insoluble monoazo-dyestuffs and process for their manufacture | |
US2167142A (en) | Azo dyes | |
US2163251A (en) | Azo dyestuffs | |
GB434243A (en) | Improvements in the manufacture and production of azo dyestuffs | |
GB458843A (en) | The manufacture of azodyestuffs capable of forming metallic complex compounds | |
US2024368A (en) | Monoazo dyes and their production | |
GB957419A (en) | Benzene monoazo dyestuffs | |
US2047574A (en) | Azo-dyestuffs and process of making same | |
GB587467A (en) | Manufacture of new azo-dyestuffs | |
US2133374A (en) | Ortho-hydroxyazo dyes and process for producing the same | |
US1605973A (en) | of milwaukee | |
GB435449A (en) | Process for the manufacture of ethylene azo dyestuffs | |
GB447561A (en) | Manufacture of azo-dyestuffs | |
GB803810A (en) | Copper-containing trisazo dyestuffs | |
GB501131A (en) | Manufacture of new azo dyestuffs | |
GB327380A (en) | A process for the manufacture and production of new azo dyestuffs and complex metal compounds thereof |