US1871477A - Azo-dyestuffs containing metal and process of making same - Google Patents
Azo-dyestuffs containing metal and process of making same Download PDFInfo
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- US1871477A US1871477A US301165A US30116528A US1871477A US 1871477 A US1871477 A US 1871477A US 301165 A US301165 A US 301165A US 30116528 A US30116528 A US 30116528A US 1871477 A US1871477 A US 1871477A
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- 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
- C09B45/01—Complex metal compounds of azo dyes characterised by the method of metallisation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S534/00—Organic compounds -- part of the class 532-570 series
- Y10S534/04—Azo compounds which are lakes
Definitions
- the present invention relates to the manufacture of azo-dyestufis containing metal, It comprises the process of makin these azodyestuffs, the azo-dyestuffs themselves, and
- polyaZo-dyestufls containing groups capable of combining with mordants are converted in an advantageous manner into simple ormixedmetal complexes, not by treating the finished polyazodyestuff obtained during themanufactureof the no polyazo-dyestuif'with an agent yieldingmetal, and if necessary causing an agent yielding.
- metal to act further on the finished dyestufi may containone or several metals.
- the same or different metals may be used. It is also possibleto use in the separate phases difierent metals in succession.
- polymetallic complexes of polyazo-dyestufis can also be made by treating the finished polya'zo-dyestufi with agents yielding metal containing more than one metal or by introducing several metals in suecession into the dyestufi molecule,
- the dyestuifs produced are mainly suitable fordye-v ing vegetable fibres and silk. It has been found that suchproducts are obtained if an agent yielding metal and containing more than one metal is allowed to'act ona suitable m'onoazo-dyestuff, which contains a so- 5 hitherto been converted into complexes which could be brought about merely by treatin the chloraminophenol.
- cotton component means such components which impart substantive properties to the az'o-dyestufis produced therewith. Particularly suitable are those dyestuffs which derive from the 2-amino5- ton component but which nevertheless already.
- Example 3 I The dyestuff made from 461 parts of 5 5- I dioxy 2: 2"-dinaphthylamine-7 7"- disu1fonic acid and 28.6 parts of diazotized i-chloroaminophenol of the formula
- the new dyestuif is now dissolved or suspended in 1000 parts of sodium carbonate so-.. lution of, 5per cent. strength and coupled fu r-. ther with the diam-solution from 14.3;parts Q of 4 chloraminophenol.
- the mono-copper is'dissolved in the form of a press cake in 6000 parts .ofhotfwater and 7,6; parts of Cr O in; the form ofa chromium fluoride solution of 7.8 per cent. strength are added.
- the original red 'dyest'ufi has now become blue andis in large part separated from the solu- Vtion.
- By addition of'sufficient common salt it is wholly precipitated and is then filtered.
- the dyestuff is a blackish powder. It dissolves in water,-sodi11in carbonate and dilute caustic'soda solutionto a blue solution and in concentrated sulfuric acid also to a -.blue solution.
- .Inia dye-bath which is'neucopper sulfate in the form of a concentrated solution is boiled,.while stirring well for some minutes. There arethen added 30parts'of QrgOginthe form of a chromium fluoride s0- lution of 7.8 per cent. strength and the whole isQ-heated for 25 to 30 hours in a reflux apparatus. .By addition of'cor'nmon salt to the still warm solution'the dyestuff isiprecipit ated. It is filtered and dried .and is then a blue-grey powder which dissolves in concentrated sulfuricacid, water, sodium carbonate solution and caustic soda solution to blue SOl1lt 1QI1S-. A neutral or alkaline dyebath Y containingGlaubers salt dyes cotton fast reddish blue tints; i a "1 v, By varying the proportion of copperto chromium-other like products are obtained.
- This intermediateproduct is dissolved 111 200 parts of hot water and 25 parts of calcined sodium carbonate are added, whereupon the intermediate product is combined with the diazo-compound from 14 parts of 4- .chloro-2-aminophenol.
- a -dyestufi' with properties essentially similar to those of the dyestufi named above. It is separated and dissolved in 4000 parts of water, the solution is boiled in a reflux apparatus 'for 36 hours with the addition of 15.6
- the dyestuff obtained as described in the first paragraph of this example is dissolved in, 3000 parts of hot water and the solution is mixed with 25 parts of crystallized copper sulfate, and the whole then warmed for some time on the water-bath, a dyestuif is produced which is soluble in water and in dilute alkalies, as well as in concentrated sulfuric acid, tov a violet solution.
- Example 6 55 parts of crystallized sodium sulfide, 46 parts of chromium hydroxide paste containmg 9.1 per cent. of Cr O and '10 partsof sulfite cellulose liquor of 50 per cent.- strength,
- the dyestuif thus obtained is dissolved under neutral conditions in 300 parts of hot water, the solution is mixed with 7 parts of sodium nitrite and, after cooling .to 590.,
- the dyestuff In order to remove ferric oxide which may have been formed from the dyestuff, the latter is dissolved with addition ofcaustic soda solution in cold water, the solution filtered and the filtrate, after neutralization, precipitatfed by means of common salt.
- the dyestuif when dry is blackish powder whichdissolves in water and dilute alkalies to a blackish-violet solution ;"it dyes silk, in an acetic acid bath black-violet tints.
- amide 50 Or o s NH-o O-NHWSCMH 8 T i OH Do 2 mol. 4-ohloro-ortho-amihophe- 50 011 violet I 0 n01 i 5001 'Do 2'mo1. 4-nitro-2aminopheno1-6- 50 Cu violet violet 1 sulfonic acid 50 or addition of 10-15 partsof crys-' boiling can be somewhat 7 Shades of dyeings No. Coupling component Diazotizing component Metals Cotton Viscose Silk Per cent 10 2 mo]. monoazo-dyestufi from 5:5sdihy- 1 mo].
- benzidine tetrazotized 50 Or red-blue (boxy-2:2 dinaphthylamino 7:7 disul- 50 Cu ionic acid and diazotized 5-nitro-2-aminol-phenol 11 Do do g8 8n ted-blue r i 12 2 mol. monoazo-dyestufi from 5:5-dihy 1 mol. benzidine, tetrazotized 50 Or blue-violet droxy- 2:2- dinaphthylamino 7:7 disul- 50 Cu ionic acid and 1 mol.
- a process for the manufacture of amdyestuffs containing chromium and copper consisting in treating polyazo-dyestufis having hydroxyl-groups in ortho-position to the azo-groups and deriving from cotton compo nents, with agents yielding copper and chro mium.
- V 1 v 3 The azo-dyestufi's in substance containing chromium and copper obtained by treating azo-dyestufi's containing lake-forming groups and having afiinity for 'cotton,'with agents yielding chromium and copper, which products, the constitution of which is not known, form dark blue to blue-violet powders, dissolving in water and dilute alkalies to dark red-blue to. blue solutions, dyeing cotton, viscose, and silk violet to blue and blue-grey tints. 1
- the azo-dyestuifs containing chromium and copper obtained by treating polyazo- 'dyestufis having hydroxyl-groups in orthoposition to the azo-groups and deriving from cotton components, with agents yielding chromium and copper, which products, the constitution of which is not known, form dark-blue to blue-violet powders, dissolving in water and dilute alkalies to dark red-blue to blue solutions, dyeing cotton, viscose, and silk violet to blue and blue-grey tints.
Description
Patented Aug. 16, 1932 i UNITED STATES FRITZ sTnAUB AND WALTER annnnnmfor nasnniswrTznnnenn, AssIenons To THE TIRM socrETY or CHEMICAL INDUSTRY IN Basile, or BASEL; SWITZERLAND nzoenynsTnr-rs CONTAINING METAL Ann rnocnss'on MAKING- SAME 1 No Drawing. Application filed August in, saaseriai No. 301,165, and in Switzerland September 10, 1927.
The present invention relates to the manufacture of azo-dyestufis containing metal, It comprises the process of makin these azodyestuffs, the azo-dyestuffs themselves, and
5 the material that hasbeen dyed with these dyestufis. i l
' Monoazo-dyestutls which contain groups capable of combining with mordants have frequently been converted into complex metal compounds and such complexes may contain one or several metals, see for instance French Patent No. 483,019. r v Polyazo-dyestuffs containing groups capable of combining with mordants have not contain more than one metal. If such a polyazo-dyestuif had to be converted into a complex which contained only one metal, this finished dyestufi with the agent yiel ing metal or by'producing the dyestuif in presence of the agent yielding metal.
' By the present invention polyaZo-dyestufls containing groups capable of combining with mordants are converted in an advantageous manner into simple ormixedmetal complexes, not by treating the finished polyazodyestuff obtained during themanufactureof the no polyazo-dyestuif'with an agent yieldingmetal, and if necessary causing an agent yielding.
metal to act further on the finished dyestufi. These agents yielding metal may containone or several metals. In the differentphases, of the metallizat-ion the same or different metals may be used. It is also possibleto use in the separate phases difierent metals in succession.
, Furthermore, polymetallic complexes of polyazo-dyestufis can also be made by treating the finished polya'zo-dyestufi with agents yielding metal containing more than one metal or by introducing several metals in suecession into the dyestufi molecule, The dyestuifs produced are mainly suitable fordye-v ing vegetable fibres and silk. It has been found that suchproducts are obtained if an agent yielding metal and containing more than one metal is allowed to'act ona suitable m'onoazo-dyestuff, which contains a so- 5 hitherto been converted into complexes which could be brought about merely by treatin the chloraminophenol.
V HOaS called cotton component, or by introducing intov such a dyestufi" difierent metals in succession. The term cotton component means such components which impart substantive properties to the az'o-dyestufis produced therewith. Particularly suitable are those dyestuffs which derive from the 2-amino5- ton component but which nevertheless already.
possess a slight afin'ity for cotton there can be observed a considerable increase ofthe cotton affinity.
In the several phases of the production of thepolyazo-dyestufl's the couplingsfmay be performed in presence of agents: which yield metals. stuif but by' treating the intermediate dye- The following examples illustrate the invention, the parts being by weight V v wample 1 i 46.1 parts of 5: 5'-dioxye2i2-olinaphthylaminefl 7 -disulphonic acid are dissolved in 700 parts of water together with parts of. calcined sodium carbonate and are coupled with the diazo-solution from 14.3 parts of 4- formula a n on en obtained salting out as usual, is dissolved in 6000 parts of hotwater and there are added 25 parts of crystallized copper sulphate in the form of a concentrated solution, and the whole is heated for hour onthe water-bath while stirring. The [dyestuff "assumes a violet tint and is quantitativelyprecipitated The red dyestuff of the ice ,with BQPartsof C130 inthe form of a chro-- by common salt. In water and concentrated sulfuric acid it; dissolves to a violet solution. In sodium carbonate solution or dilute caustic alkali solution to a blue red solution. It dyes cotton red-violet in a dye-bath containing Glaubers salt. I
compound, isolated as usual, is dissolved in 6000 parts of watefand 'thesolution is boiled miun fluoride solution of 7.8 per cent.
1 strength "for 24' hours in'a reflux apparatus. There is obtained a dyestuif'which when dry is a bronze powder, which dissolves in concentrated sulfuric acid and in water to a violet solution and in sodium carbonate solution or in caustic soda solution to a blueviolet solution. It dyes cotton fast blue violet in 'a dye-bath containing Glaubers salt.
' Example 2 i The tetrakisazo-dyestufl' obtained by combination of 22.2 parts (Irnol) of tetrazotized ortho-ortho-dichloro-benzidine with 64.8
fparts (2, mol.) of Q- aminOb-hydrQXynaphthus obtained with 29 parts (21nd) of daizothalene-7-sulfonic acid in acid solution, subf sequently coupling the intermediate product tized j l-chloro-2 amino-l-plienol of the for- ,is dissolved or suspended in 7000 parts of is mixed, while stirring,
boiling water and this solution or suspension with 25 parts of crystallized copper'sulfate in the form of a saturated solution; .After some minutes, jthere are added 15.6.parts of Cr Q 1n the form of a chromium fluoride solutlon'of 7 per cent. strength and the whole is heated in'a reflux apparatus, while stirring, for 36 hours.Tlie dye'stufi' formed appears in finely suspended condition asa violet substance. It is filtered. WVhen dry it is a dark 4 powder which in water and dilute sodium carbonate solution is hardly or sparingly soluble to a violet solution. In concentrated sulfuric acid it dissolves to a violet solution.
Example 3 I The dyestuff made from 461 parts of 5 5- I dioxy 2: 2"-dinaphthylamine-7 7"- disu1fonic acid and 28.6 parts of diazotized i-chloroaminophenol of the formula The new dyestuif is now dissolved or suspended in 1000 parts of sodium carbonate so-.. lution of, 5per cent. strength and coupled fu r-. ther with the diam-solution from 14.3;parts Q of 4 chloraminophenol. The mono-copper is'dissolved in the form of a press cake in 6000 parts .ofhotfwater and 7,6; parts of Cr O in; the form ofa chromium fluoride solution of 7.8 per cent. strength are added. The wholeyis"heatedlfor24r30ihours in a reflux apparatus and there are added to'the mixture, whileit'is still hot, 25 p'arts 0f crystallizedcopper sulfate and heating is continued "for some time at 100 C. The original red 'dyest'ufi has now become blue andis in large part separated from the solu- Vtion. By addition of'sufficient common salt it is wholly precipitated and is then filtered. The dyestuff is a blackish powder. It dissolves in water,-sodi11in carbonate and dilute caustic'soda solutionto a blue solution and in concentrated sulfuric acid also to a -.blue solution. .Inia dye-bath, which is'neucopper sulfate in the form of a concentrated solution is boiled,.while stirring well for some minutes. There arethen added 30parts'of QrgOginthe form of a chromium fluoride s0- lution of 7.8 per cent. strength and the whole isQ-heated for 25 to 30 hours in a reflux apparatus. .By addition of'cor'nmon salt to the still warm solution'the dyestuff isiprecipit ated. It is filtered and dried .and is then a blue-grey powder which dissolves in concentrated sulfuricacid, water, sodium carbonate solution and caustic soda solution to blue SOl1lt 1QI1S-. A neutral or alkaline dyebath Y containingGlaubers salt dyes cotton fast reddish blue tints; i a "1 v, By varying the proportion of copperto chromium-other like products are obtained.
- mma 5 acetic acid suspension of 24 parts of 2- amino 5 hydroxynaphthalene 7 sulfonic acid: is mixedw'ith '25 parts ofcrystallized copper sulfate and, after the latter is dissolved, with the diazo-solution from 27 parts of 2-aminophenol-4: G-disulfQnicacid. When coupling is complete (in an acid medium) the whole is heated3to-95 (land after=.-
7 hour the intermediatedyestuif is precipitated by addition of common salt and'hydrochloric acid. I V
This intermediateproduct is dissolved 111 200 parts of hot water and 25 parts of calcined sodium carbonate are added, whereupon the intermediate product is combined with the diazo-compound from 14 parts of 4- .chloro-2-aminophenol. There is produced a -dyestufi' with properties essentially similar to those of the dyestufi named above. It is separated and dissolved in 4000 parts of water, the solution is boiled in a reflux apparatus 'for 36 hours with the addition of 15.6
parts of Cr O in the form of a chromium fluoride solution of 7 per cent. strength. The
product is worked up in known mannerand there is obtained a dyestuff which dissolves in water and dilute alkalies tov aviolet solution which is essentially bluer than that abovenamed. The dyestuff dyes silk' in an acetic Concentrated sulfuric acid bath violet tints. acid dissolves it to a violet solution.
If the dyestuff obtained as described in the first paragraph of this example is dissolved in, 3000 parts of hot water and the solution is mixed with 25 parts of crystallized copper sulfate, and the whole then warmed for some time on the water-bath, a dyestuif is produced which is soluble in water and in dilute alkalies, as well as in concentrated sulfuric acid, tov a violet solution. The dyestufi dyes silk in an acetic acid bath violet tints.
Example 6 55 parts of crystallized sodium sulfide, 46 parts of chromium hydroxide paste containmg 9.1 per cent. of Cr O and '10 partsof sulfite cellulose liquor of 50 per cent.- strength,
are mixed together and stirred with 35 parts of the sodium salt of the dyestuff from 6-nitro-2-diazo-l-phenolA-sulfonic acid and B- naphthol of the formula NOHIDH on in the form of a paste of 63 per cent. strength. The whole is then heated gradually to C. whereby the dyestufi is caused to pass into solution, after which heating is continued for 12-15 hours at 100 C. "The mass is neutralized with hydrochloric acid, heated to 80 0., the dyestufi is redissolved again by means of sodium carbonate, the-solution fil'. tered, again made neutral and salted out.
The dyestuif thus obtained is dissolved under neutral conditions in 300 parts of hot water, the solution is mixed with 7 parts of sodium nitrite and, after cooling .to 590.,
there are added parts of ice-cold hydro:
caloric acid of 10 per centstrength, and
the was is stirredfor at ia miir iiiau the reaction for nitrite vanishes. "Thie -die "a'zoebody isnow combined with -13. 8;pa rts of salicyc-lic acid in 'a'solution alkaline with parts of; hot'w'ater, 62 partsof crystallized sodium acetate are added and 12 parts of acetic acid of 100 per cent strength, and finally a ferric chloride solution of 4 per cent. strength containing 12 parts of Fe O The whole is heated for sometime in a reflux apparatus whereupon the ironcompoundis gradually precipitated and is filtered. In order to remove ferric oxide which may have been formed from the dyestuff, the latter is dissolved with addition ofcaustic soda solution in cold water, the solution filtered and the filtrate, after neutralization, precipitatfed by means of common salt. The dyestuif when dry is blackish powder whichdissolves in water and dilute alkalies to a blackish-violet solution ;"it dyes silk, in an acetic acid bath black-violet tints.
Ewample "7- I The dyestuflj' from 15.4 parts of diazotized 5-nitro-2-aminophenol and 31.5 parts of 2- phenylamino -5- hydroxynaphthalene' -7 sulfonic acid, of the formula "is dissolved in 8000 parts of hotwater. There are added in succession a saturated solution of 6.25 parts of crystallized copper sulfate and a saturated solution of 7 parts of crystallized nickel sulfate, and the mixture is heated for some minutes to b'oiling'while stirring. There is then added the aqueous solution of 15.6 parts of 0130 in the form; .of chromiulnfluoride solution of 4 per cent. strength and the whole is heated for 36 hours in a reflux apparatus. At the end" of this time the dyestuff is salted out by means of 200 parts of common salt and filterd. When dry it is a bronze dark powder which dissolves in water, sodium carbonate or dilute caustic soda solution to'a pure blue solution and dyes cotton ina bath which is neutral or alkaline withsodium carbonatejand contains Glaubers salt, pure blue tints. Conicentrated sulfuric acid dissolves thedyestuif to a violet solution. 1
Similar dyestuifs are obtained ifinstead of ,phGfiYlaminonaphthalenes ulfonic 1 acid the equivalent quantity of 2- (para-tolylamino) -hydroxynaphthalene{7-sulfoni'c;acid of the formula or 2-benzylamino-5-hydroxynaphthalene-7- sulfonic acid otthe formula V or' 2- (para-phenetidino) -5-hydroxynaphthalene-7-sulfonic acid of theformula NiFOo-Cm,
or "2- (ortho-ani'sidino) -5-hydr0xynaphthalene 'l' sulfonic acid of the formula or 2- (Q -methOXy-Q-methyl) -phenylamino-5- hydroxynaphthalene-7-sulfonic acid of the formula ,or 2- (4'-.hydroxy-3-carboxyl) -phenylamino- '5ihydroxynaphthalene 'z-sulfonic acid of the pfo m t pa T j 666E K H "are used. By' tallizedsodium acetate to the cl'iroming bath the duration of shortened. i i
t p EwampZe? v i The dyestuii made from 15.4 parts of cliazotize'd 5-nitro-2-aminophenol and 31.5 parts of 2 phenylamin'o-5=hydroxynaphthalene-7- sulfonic acid or- 32.9" parts of Q-paratholylamino 5-hydroXynaphthalene-7-sulfonic acid is dissolved in 750-parts of hot water and 4.18
parts of crystallized copper sulfate in the form of a concentratedsolution are added'atthe boiling point. The whole is then fu1 ther heated to theboilingpoint", While stirring .well, and after A 'hour'there are added 1.56
parts-of Or -O in the form of a-chromium fluoride solution of 15.2 7 .per centg strength and heating is continued for 36 hours in a re flux apparatus. The original blue red solu- ,tion has changed in the course of this time to a violet blue; 'By addition of 200 parts of' v common salt the dyestuff is precipitated quantitativelylxlVhendry inst bronze powder which dissolves in water, sodium carbonate solution or caustic alkali solution to a blue solution. In concentrated sulfuric acid to a blue-red solution. It dyes, cotton blue tints in a bath which-isneutral oralkaline to sodium carbonate and contains Glaubers salt. By'using more c'opperand less chromium or more chromium and less copper similar products are obtained.
In the following table there are described some further examples of polyazo-dyestufis containing several metals 1 p 7 Shades of dyeings No. v Coupling component 5 Diazotizing component Metals 7 Cotton Viscose Silk V u 7 v Per cent 1 5:5 -d1hyd.roxy-2:2 -dinaphthy1amino-7 :7 2 mol. ortho-aminophenol-l-sulf- 50 Cr blue-violet blue-violet blue-violet disultoni'c acid amide V 50 Cu 2 Do do gu violet violet violet p r i V p 3 Do 2 mol picramic acid Su grey silver-grey grey *4 Do 2 mol. 4-nitr0-2aminopheno1-6- Or blue blue sulfonic acid 5 Cu 1 u 5 Do 0 50 gm red-blue red-blue 50 r 6 D0 1 mol. 4-nitro-2-aminophenol 50 Cu blue-violet i v v o a 1 mol. 4-chloro-2-aminopheno1 50 Cr r i 7 urea of 2-amino-5-naphthol-7-siflfonic acid 2mo1. ortho-aminopheuol-i sulfl 50 Cu red-violet red-violet red-violet 0! the formula: amide 50 Or o=s NH-o O-NHWSCMH 8 T i OH Do 2 mol. 4-ohloro-ortho-amihophe- 50 011 violet I 0 n01 i 5001 'Do 2'mo1. 4-nitro-2aminopheno1-6- 50 Cu violet violet 1 sulfonic acid 50 or addition of 10-15 partsof crys-' boiling can be somewhat 7 Shades of dyeings No. Coupling component Diazotizing component Metals Cotton Viscose Silk Per cent 10 2 mo]. monoazo-dyestufi from 5:5sdihy- 1 mo]. benzidine, tetrazotized 50 Or red-blue (boxy-2:2 dinaphthylamino 7:7 disul- 50 Cu ionic acid and diazotized 5-nitro-2-aminol-phenol 11 Do do g8 8n ted-blue r i 12 2 mol. monoazo-dyestufi from 5:5-dihy 1 mol. benzidine, tetrazotized 50 Or blue-violet droxy- 2:2- dinaphthylamino 7:7 disul- 50 Cu ionic acid and 1 mol. diazotized 4-chloro- 2-amino-1-pheno1 13 Do do 28 En blue-violet r 14 2-amino-5-nophthol-7-su1fonic acid acid coupled: 4-c h1oro-2-amino- 50 Cu blue-violet phenol-(S-sulfomc acid alkaline coupled: 4-chloro-2- 50 Or amino-l-phenol 15 Z-amino-fi-hydroxy-naphthalene-7-su1fonic azo-dyestufi from 4-ch10ro-2- 50 011 blue 7 acid amino-l-phenol and the crude 50 Cr mixture oi 1-naphthylaminofi-sulfonic acid and 1;naphthy1- amino-7-su1fonic acid What we claim is 1. A process for the manufacture of azo dyestufis in substance containing chromium and copper, consisting in treating azo-dyestufis containing lake-forming groups and having affinity for cotton, with agents yielding copper and chromium.
2. A process for the manufacture of amdyestuffs containing chromium and copper, consisting in treating polyazo-dyestufis having hydroxyl-groups in ortho-position to the azo-groups and deriving from cotton compo nents, with agents yielding copper and chro mium. V 1 v 3. The azo-dyestufi's in substance containing chromium and copper obtained by treating azo-dyestufi's containing lake-forming groups and having afiinity for 'cotton,'with agents yielding chromium and copper, which products, the constitution of which is not known, form dark blue to blue-violet powders, dissolving in water and dilute alkalies to dark red-blue to. blue solutions, dyeing cotton, viscose, and silk violet to blue and blue-grey tints. 1
4:. The azo-dyestuifs containing chromium and copper obtained by treating polyazo- 'dyestufis having hydroxyl-groups in orthoposition to the azo-groups and deriving from cotton components, with agents yielding chromium and copper, which products, the constitution of which is not known, form dark-blue to blue-violet powders, dissolving in water and dilute alkalies to dark red-blue to blue solutions, dyeing cotton, viscose, and silk violet to blue and blue-grey tints.
In witness whereof we have hereunto V signed our names this 7th day of August 1928.
FRITZ STRAUB. WALTER ANDERAU.
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CH1871477X | 1927-09-10 |
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Cited By (1)
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US2653148A (en) * | 1953-09-22 | Cupriferous trisazo dyestuffs |
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US2653148A (en) * | 1953-09-22 | Cupriferous trisazo dyestuffs |
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