DE3842054A1 - Dye preparations - Google Patents
Dye preparationsInfo
- Publication number
- DE3842054A1 DE3842054A1 DE19883842054 DE3842054A DE3842054A1 DE 3842054 A1 DE3842054 A1 DE 3842054A1 DE 19883842054 DE19883842054 DE 19883842054 DE 3842054 A DE3842054 A DE 3842054A DE 3842054 A1 DE3842054 A1 DE 3842054A1
- Authority
- DE
- Germany
- Prior art keywords
- dye
- preparations
- setting
- borate
- borax
- 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.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000000975 dye Substances 0.000 claims abstract description 26
- 125000000129 anionic group Chemical group 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 7
- 229910021538 borax Inorganic materials 0.000 claims description 7
- 239000004328 sodium tetraborate Substances 0.000 claims description 7
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 3
- -1 alkali metal borate Chemical class 0.000 abstract description 4
- 238000005187 foaming Methods 0.000 abstract description 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 7
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052938 sodium sulfate Inorganic materials 0.000 description 5
- 235000011152 sodium sulphate Nutrition 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- AGIJRRREJXSQJR-UHFFFAOYSA-N 2h-thiazine Chemical compound N1SC=CC=C1 AGIJRRREJXSQJR-UHFFFAOYSA-N 0.000 description 1
- YTZWQUYIRHGHMJ-UHFFFAOYSA-N 3-(1,2-diamino-2-phenylethenyl)benzene-1,2-disulfonic acid Chemical class NC(=C(C1=C(C(=CC=C1)S(=O)(=O)O)S(=O)(=O)O)N)C1=CC=CC=C1 YTZWQUYIRHGHMJ-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000434 metal complex dye Substances 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 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
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Description
Die vorliegende Erfindung betrifft feste Präparationen von anionischen Farbstoffen mit verbesserter Wasserlös lichkeit und geringer Abwasserbelastung.The present invention relates to solid preparations of anionic dyes with improved water solubility and low wastewater pollution.
In der Vergangenheit sind bereits zahlreiche Vorschläge zur Lösung dieser Aufgabe unterbreitet worden, die je doch alle mehr oder weniger aufwendig sind.There have been numerous suggestions in the past have been submitted to solve this task, each but all are more or less expensive.
Es wurde nun gefunden, daß man auf einfache Weise Farb stoffpräparationen mit den genannten vorteilhaften Eigenschaften erhält, wenn man bei der Formierung der Farbstoffe Alkaliborate als Stellmittel einsetzt.It has now been found that one can easily color fabric preparations with the advantageous mentioned Properties are obtained when the Dyes uses alkali borate as a setting agent.
Gegenstand der Erfindung sind somit Präparationen anio nischer Farbstoffe, enthaltend als Stellmittel mindes tens 7% eines Alkaliborats - bezogen auf das Trocken gewicht der Präparationen - sowie deren Verwendung zur Herstellung von Färbebädern, Klotzflotten und Druck pasten. The invention thus relates to preparations of anionic dyes containing at least 7% of an alkali borate as a setting agent - based on the dry weight of the preparations - and their use for the preparation of dyebaths, padding liquors and pressure pastes.
Die anionischen Farbstoffe enthalten als wasserlöslich machende Gruppe eine oder mehrere COOH-Gruppen, bevor zugt aber SO3H-Gruppen oder die davon abgeleiteten Salze wie z. B. NH4-, Li-, Ha-, K-Salze oder es handelt sich um 1 : 1 oder 1 : 2 Metallkomplexfarbstoffe wie 1 : 1-Nickel komplexe, 1 : 1-Kobaltkomplexe, 1 : 1-Kupferkomplexe, 1 : 1- Chromkomplexe oder symmetrische oder asymmetrische 1 : 2- Kobaltkomplexe oder 1 : 2-Chromkomplexe von Mono-, Dis- oder Polyazo- oder Azomethin-Farbstoffen, die als me tallkomplexbildende Gruppen o,o′-Dioxy-, o-Oxy-o′ - amino-, o-Oxy-o′-alkoxy-, o-Oxy-o′-carboxy- oder o-Alk oxy-o′-amino-azo- oder -azomethin-Gruppen aufweisen.The anionic dyes contain one or more COOH groups as a water-solubilizing group, but before SO 3 H groups or the salts derived therefrom such as. B. NH 4 -, Li, Ha, K salts or are 1: 1 or 1: 2 metal complex dyes such as 1: 1-nickel complexes, 1: 1-cobalt complexes, 1: 1-copper complexes, 1: 1- chromium complexes or symmetrical or asymmetrical 1: 2 cobalt complexes or 1: 2 chromium complexes of mono-, dis- or polyazo or azomethine dyes, which as metal complex-forming groups o, o'-dioxy-, o-oxy-o '- have amino, o-oxy-o'-alkoxy, o-oxy-o'-carboxy or o-alk oxy-o'-amino-azo or -azomethine groups.
Die Säuregruppen enthaltenden Farbstoffe können z. B. der Phthalocyanin-, Nitro-, Di- oder Triphenylmethan-, Oxa zin-, Thiazin-, Dioxazin-, Xanthen-, vor allem aber der Anthrachinon- und Azo-Reihe, wie der Monoazo-, Disazo oder Polyazoreihe angehören. Sie sind beispielsweise in "Colour Index", 3. Ed., Vol. 1, S. 1001 bis 1562, be schrieben und vorzugsweise frei von Reaktivgruppen.The dyes containing acid groups can, for. B. the Phthalocyanine, nitro, di or triphenyl methane, oxa tin, thiazine, dioxazine, xanthene, but especially the Anthraquinone and azo series, such as the monoazo, disazo or belong to a polyazo series. For example, they are in "Color Index", 3rd Ed., Vol. 1, pp. 1001 to 1562, be wrote and preferably free of reactive groups.
Als anionische Farbstoffe kommen auch optische Aufheller in Betracht, insbesondere solche der Diaminostilbendi sulfonsäure-Reihe.Optical brighteners also come as anionic dyes into consideration, especially those of the Diaminostilbendi sulfonic acid series.
Der Gewichtsanteil der Farbstoffe in den Präparationen beträgt 10 bis 95%, vorzugsweise 20 bis 85%, insbe sondere 30 bis 70%. The weight fraction of the dyes in the preparations is 10 to 95%, preferably 20 to 85%, in particular especially 30 to 70%.
Bevorzugt einzusetzendes Alkaliborat ist Borax (Ha2B4O7×10 H2O). Sehr vorteilhaft lassen sich auch Mischungen von Borsäure und Alkalihydroxiden, insbe sondere HaOH und LiOH, verwenden.Alkaline borate to be used with preference is borax (Ha 2 B 4 O 7 × 10 H 2 O). Mixtures of boric acid and alkali hydroxides, in particular HaOH and LiOH, can also be used very advantageously.
Bevorzugte Präparationen enthalten 10 bis 75, insbeson dere 15 bis 60 Gewichtsprozent Alkaliborat.Preferred preparations contain 10 to 75, in particular 15 to 60 percent by weight of alkali borate.
Darüberhinaus können die erfindungsgemäßen Präparationen auch andere übliche Stellmittel, Tenside, Entstaubungs mittel, löslichkeitsverbessernde Substanzen u. dgl. ent halten..In addition, the preparations according to the invention also other usual agents, surfactants, dust removal medium, solubility-improving substances u. like. ent hold..
Zur Herstellung der festen, vorzugsweise pulverförmigen Präparationen werden die trockenen Farbstoffe mit einem Alkaliborat und ggf. weiteren Hilfsmitteln gemischt und gemahlen oder die gemahlenen Komponenten gemischt.For the production of solid, preferably powder Preparations are made with a dry dye Alkaliborat and possibly other auxiliaries mixed and ground or the ground components mixed.
Eine andere Möglichkeit zur Herstellung der erfindungs gemäßen Präparationen besteht darin, daß man die wäßri gen Lösungen oder Dispersionen der Komponenten ver mischt, trocknet und mahlt. Vorzugsweise werden die Farbstoffpreßkuchen, wie sie unmittelbar bei der Farb stoffsynthese anfallen, mit Borat und Wasser angeschla gen und die dabei erhaltenen Dispersionen mittels Einstoff-oder Zweistoffdüsen oder Zerstäuberscheiben sprühgetrocknet. Another way of making the fiction according preparations consists in that the aq solutions or dispersions of the components mixes, dries and grinds. Preferably the Dye press cake, as they are directly in the color Synthesis occur, attached with borate and water gene and the dispersions obtained by means Single-substance or two-substance nozzles or atomizing discs spray dried.
Die erfindungsgemäßen Farbstoffpräparationen weisen ein erhöhtes Lösungsvermögen auf und eignen sich deshalb hervorragend zur Herstellung von Färbeflotten verschie denster Art. Weder langwierige Rührprozesse noch erhöhte Temperaturen sind im allgemeinen notwendig, um dem Farb stoff im Anwendungsmedium homogen zu verteilen.The dye preparations according to the invention have a increased solvency and are therefore suitable excellent for the production of dye liquors of the best kind. Neither lengthy stirring processes nor increased Temperatures are generally necessary to match the color to distribute the material homogeneously in the application medium.
Darüberhinaus zeichnen sie sich durch günstige CSB- und BSB-Werte aus.In addition, they are characterized by cheap COD and BOD values.
Gegenüber mit herkömmlichen Stellmitteln wie Phosphaten, Sulfaten, Chloriden, Carbonaten und Zuckerabkömmlingen eingestellten Formierungen zeichnen sich die neuen Prä parationen durch geringe Schaumwirkung, geringe korro dierende Wirkung, geringe Fischtoxizität und verbesserte Löslichkeit aus.Compared to conventional control agents such as phosphates, Sulphates, chlorides, carbonates and sugar derivatives set formations stand out the new pre parations due to low foaming effect, low corrosion effect, low fish toxicity and improved Solubility.
In den nachfolgenden Beispielen wird die Erfindung näher erläutert.The invention is illustrated in the following examples explained.
604,2 g wäßriger Preßkuchen (entspricht 395,8 g Trocken farbstoff) des Farbstoffes der Formel604.2 g aqueous press cake (corresponds to 395.8 g dry dye) of the dye of the formula
werden mit 87,5 g Borax und 1300 ml vollentsalztem Wasser mit einem Ultra-Tunax angeschlagen, mit 40%iger NaOH-Lösung auf pH 7 gestellt und sprühgetrocknet (Zerstäubungsorgan; Einstoff-Düse), mit einer Eingangstemperatur von 180°C und einer Ausgangstemperatur von 80°C. Anschließend wird mit 2% eines Phthalsäureester nachentstaubt. Man erhält ein gut entstaubtes Farbstoffpulver mit einer Heiß wasserlöslichkeit von 25 g/l (Vergleich: Siedesalzein stellung =12 g/l, Natriumsulfateinstellung=18 g/l). be with 87.5 g borax and 1300 ml deionized water with a Ultra-Tunax struck with 40% NaOH solution pH 7 adjusted and spray dried (atomizing organ; Single-component nozzle), with an inlet temperature of 180 ° C and an initial temperature of 80 ° C. Then will dedusted with 2% of a phthalic acid ester. You get a well dedusted dye powder with a hot water solubility of 25 g / l (comparison: boiling salt position = 12 g / l, sodium sulfate setting = 18 g / l).
46,7 g des Farbstoffes der Formel46.7 g of the dye of the formula
werden mit
49,3 g Borax und 4 g einer Öl-Emulgator-Mischung gemah
len und gemischt. Man erhält eine gut entstaubte Farb
stoffpräparation mit einer Heißwasserlöslichkeit von
60 g/l.be with
49.3 g borax and 4 g of an oil-emulsifier mixture were ground and mixed. A dust-free dye preparation with a hot water solubility of 60 g / l is obtained.
(Vergleich: Siedesalzeinstellung < 5 g/l, Natriumsulfat einstellung = < 5 g/l).(Comparison: boiling salt setting <5 g / l, sodium sulfate setting = <5 g / l).
43,4 g des Farbstoffs der Formel43.4 g of the dye of the formula
werden mit
5,0 g Polyvinylalkohol, 48,6 g Borax und 3,0 g einer Öl-
Emulgator-Mischung gemahlen und gemischt.
be with
5.0 g of polyvinyl alcohol, 48.6 g of borax and 3.0 g of an oil / emulsifier mixture were ground and mixed.
Man erhält eine staubarme Farbstofformierung mit einer Heißwasserlöslichkeit von 70 g/l (Vergleich: Siedesalz einstellung =40 g/l, Natriumsulfat-Einstellung= 40 g/l)You get a low-dust dye formation with a Hot water solubility of 70 g / l (comparison: evaporated salt setting = 40 g / l, sodium sulfate setting = 40 g / l)
85 g des Farbstoffes der Formel85 g of the dye of the formula
werden mitbe with
11 g Borax,
3 g eines Phosphatpuffergemisches und
1 g einer Öl-Emulgator-Lösung11 g borax,
3 g of a phosphate buffer mixture and
1 g of an oil emulsifier solution
gemahlen und gemischt.ground and mixed.
Man erhält eine gut entstaubte Farbstoffeinstellung mit einer Heißwasserlöslichkeit und Lösungsbeständigkeit (90/25°C), 2 h von 100 g/l (Vergleich: Siedesalzein stellung < 80 g/l, Natriumsulfateinstellung < 80 g/l). You get a well dedusted dye setting a hot water solubility and resistance to solutions (90/25 ° C), 2 h of 100 g / l (comparison: boiling salt position <80 g / l, sodium sulfate setting <80 g / l).
43 g des Farbstoffes der Formel43 g of the dye of the formula
werden mitbe with
53 g Borax und
4 g eines Öl-Emulgator-Gemisches53 g borax and
4 g of an oil-emulsifier mixture
gemahlen und gemischt.ground and mixed.
Man erhält eine gut entstaubte Farbstoffeinstellung mit einer Heißwasserlöslichkeit von 35 g/l (Vergleich: Siedesalzeinstellung=15 g/l, Natriumsulfateinstellung =10 g/l).You get a well dedusted dye setting a hot water solubility of 35 g / l (comparison: Boiling salt setting = 15 g / l, sodium sulfate setting = 10 g / l).
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19883842054 DE3842054A1 (en) | 1988-12-14 | 1988-12-14 | Dye preparations |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19883842054 DE3842054A1 (en) | 1988-12-14 | 1988-12-14 | Dye preparations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3842054A1 true DE3842054A1 (en) | 1990-06-21 |
| DE3842054C2 DE3842054C2 (en) | 1992-06-17 |
Family
ID=6369130
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19883842054 Granted DE3842054A1 (en) | 1988-12-14 | 1988-12-14 | Dye preparations |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE3842054A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5145485A (en) * | 1990-03-15 | 1992-09-08 | Bayer Aktiengesellschaft | Process for the preparation of stable dyestuff solutions: pressure permeation in presence of boric acid or borate |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3342432A1 (en) * | 1983-11-24 | 1985-06-05 | Hoechst Ag, 6230 Frankfurt | LIQUID REACTIVE DYE PREPARATIONS AND THEIR USE |
| EP0234573A2 (en) * | 1986-02-27 | 1987-09-02 | Sumitomo Chemical Company, Limited | Reactive-dye-containing aqueous liquid composition |
-
1988
- 1988-12-14 DE DE19883842054 patent/DE3842054A1/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3342432A1 (en) * | 1983-11-24 | 1985-06-05 | Hoechst Ag, 6230 Frankfurt | LIQUID REACTIVE DYE PREPARATIONS AND THEIR USE |
| EP0234573A2 (en) * | 1986-02-27 | 1987-09-02 | Sumitomo Chemical Company, Limited | Reactive-dye-containing aqueous liquid composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5145485A (en) * | 1990-03-15 | 1992-09-08 | Bayer Aktiengesellschaft | Process for the preparation of stable dyestuff solutions: pressure permeation in presence of boric acid or borate |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3842054C2 (en) | 1992-06-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |