DE878937C - Process for the conversion of pigments into derivatives which are soluble or distributable in water - Google Patents
Process for the conversion of pigments into derivatives which are soluble or distributable in waterInfo
- Publication number
- DE878937C DE878937C DEB7137D DEB0007137D DE878937C DE 878937 C DE878937 C DE 878937C DE B7137 D DEB7137 D DE B7137D DE B0007137 D DEB0007137 D DE B0007137D DE 878937 C DE878937 C DE 878937C
- Authority
- DE
- Germany
- Prior art keywords
- derivatives
- water
- soluble
- pigments
- distributable
- 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
- 239000000049 pigment Substances 0.000 title claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 238000006243 chemical reaction Methods 0.000 title description 3
- -1 methylol groups Chemical group 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000003368 amide group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- JYQHEXIAVMIWFQ-UHFFFAOYSA-N 1,5-dihydroxy-2,2,4,4-tetrakis(hydroxymethyl)pentan-3-one Chemical compound OCC(CO)(CO)C(=O)C(CO)(CO)CO JYQHEXIAVMIWFQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- LDGZOPRCEWPOIJ-UHFFFAOYSA-N C(C(CCC(=O)N)(C(=O)N)C(=O)N)C(=O)N Chemical class C(C(CCC(=O)N)(C(=O)N)C(=O)N)C(=O)N LDGZOPRCEWPOIJ-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/0056—Dyeing with polymeric dyes involving building the polymeric dyes on the fibres
- D06P1/0064—Dyeing with polymeric dyes involving building the polymeric dyes on the fibres by using reactive polyfunctional compounds, e.g. crosslinkers
Landscapes
- Engineering & Computer Science (AREA)
- Structural Engineering (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Verfahren zur Überführung von Pigmenten in in Wasser lösliche oder verteilbare Derivate Es wurde gefunden, daß man in Wasser achwerorkr .unlösliche organische Pigmente, die umsetzungsfähige Hydroxyl.gruppen oder primäre oder sekundäre Amino- oder Amidogruppen oder Imidogruppen enthalten, in drucktechnisch besonders wertvolle, in Wasser lösliche oder vierteilbare Derivate überführen kann, wenn man sie in Gegenwart saurer oder säureabspaltender Mittel mit Verbindungen umsetzt, die mehr als zwei Methylolgruppen enthalten.Process for converting pigments into water-soluble or Distributable Derivatives It has been found that in water, achwerorkr .insoluble organic pigments, the reactive hydroxyl groups or primary or secondary Contain amino or amido groups or imido groups, especially in typographical terms valuable, water-soluble or four-part derivatives can be converted if you Reacts them with compounds in the presence of acidic or acid-releasing agents, which contain more than two methylol groups.
Für das Verfahren eignen sich farblose und farbige Pigmente, z. B. Anth@racliinon-oder Pyrazol-(l1rivate. Azofarbatoffe oder Imnidazolderivate. Geeignete Methylolverbindungen sind z. B. das Hexamethylolaceton, der .sogenannte Enneaheptit, die Tri- und Tetramethylolderi.vate der AcetyIendiliarnstoffe, .das Hexametlivlolderivat des :lfellitlisäureamids, das Tetrametlivlolderivat des Jetantetracarbonsäureamids oder das Tri- oder Tetramethylolderivat des Butantetracarbonsäuream.ids.Colorless and colored pigments, e.g. B. Anth @ racliinon or pyrazole derivatives. Azofarbatoffe or imnidazole derivatives. Suitable Methylol compounds are e.g. B. hexamethylol acetone, the so-called enneaheptite, the tri- and tetramethylol derivatives of the acetylenic compounds, the hexamethylol derivative des: lfellitlisäureamids, the tetrametlivlole derivative of jetanetetracarboxamide or the tri- or tetramethylol derivative of butanetetracarboxamide.
Die Umsetzung kann unter Verwendung von indifferenten Lösungsmitteln ausgeführt "werden. Man kann aber auch mit wäßri:gen Dispersionen des Pigments arbeiten. Im allgemeinen erfolgt sie durch Erwärmen d-es Umsetzungsgemisches, z. B. auf go bis roo°. Die zu verwendenden Mengen an Methylolverbindüng und .die Umsetzungszeiten und -temperaturen sind von Fall zu Fall verschieden; sie lassen sich durch Vorversuche leicht ermitteln.The reaction can be carried out using inert solvents "are carried out". However, it is also possible to work with aqueous dispersions of the pigment. In general, it is carried out by heating the reaction mixture, e.g. B. on go to roo °. The amounts of Methylol compound and .the Implementation times and temperatures vary from case to case; let them can easily be determined through preliminary tests.
Durch die Überführung in Adie .in Wasser leichter löslichen bzw: verteilbaren Derivate wird die Verwendung der Pigmente für viele Zwecke erheblich erleichtert. Vor allem aber sind die damit auf Cellulose- oder Cellulosehydratfasern erzeigten Drucke und Färbungen hervorragend waschecht, wenn man .das Fasergut mit sauren Lösungen der erhaltenen Produkte tränkt und dann kurze Zeit auf Temperaturen über zoo° erhitzt.Due to the conversion into Aie, more easily soluble or distributable in water Derivatives, the use of the pigments for many purposes is made considerably easier. Above all, however, are those shown on cellulose or cellulose hydrate fibers Prints and dyeings are extremely washable if the fiber material is mixed with acidic solutions the product obtained is soaked and then heated to temperatures above zoo ° for a short time.
Die in den folgenden Beispielen verwendeten Teile sind Gewichtsteile. Bei-s-plel T io Teile i-Methylaminoanthrachinon werden in io Teilen N-Methylpyrrol@i,don gelöst und mit einer Lösung von io Teilen Tetramethylolacetylend.ih.'arnstoff in io Teilen N-Methylpyrroli@don versetzt. Danach werden 6 Teile g8°/o-i-ge Schwefelsäure eingerührt. Man erhitzt nun auf ioo°, bis die erhaltene rote Lösung mit heißem Wasser klar bleibt. Der beim Erkalten ausfallende Farbstoff färbt Acetatseide 0.n roten Tönen an. Beispiele 52 Teile Tetramethylolacetylenidiharnstoff und 24 Teile ¢, 5-Diphenylimidazalon werden in 8o Teilen N-Methylpyrrolidon gelöst und nach Zugabe von io g Eisessig i Stunde am Rückflußkühler gekocht. Die so erhaltene Lösung ist mit heißem Wasser verdünnbar. Sie kann als Aufhellungsmittel für Cellulosetextilien verwendet werden. Man setzt sie vorteilhaft bei deren Hochveredelung den Behandlungsbädern zu. Das Produkt kann aber auch für sich allein auf Cellulosefasern gebracht und unter Zusatz eines sauren Katalysators durch Erhitzen auf der Faser waschecht fixiert werden.The parts used in the following examples are parts by weight. In the case of 10 parts of i-methylaminoanthraquinone, 10 parts of N-methylpyrrole @ i, don dissolved and with a solution of 10 parts tetramethylolacetylend.ih.'arnstoff in 10 parts of N-Methylpyrroli @ don added. Then 6 parts of 8% sulfuric acid are added stirred in. It is now heated to 100 ° until the red solution obtained is mixed with hot water remains clear. The dye which precipitates out on cooling turns acetate silk 0.n red Tones on. Examples 52 parts of tetramethylolacetylenidiurea and 24 parts of [, 5-diphenylimidazalone are dissolved in 8o parts of N-methylpyrrolidone and, after adding 10 g of glacial acetic acid Boiled on the reflux condenser for 1 hour. The solution thus obtained is with hot water dilutable. It can be used as a lightening agent for cellulose textiles. It is advantageous to add them to the treatment baths when they are refined. That However, the product can also be applied to cellulose fibers on its own and with additives an acidic catalyst can be fixed on the fiber by heating.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB7137D DE878937C (en) | 1944-03-07 | 1944-03-07 | Process for the conversion of pigments into derivatives which are soluble or distributable in water |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB7137D DE878937C (en) | 1944-03-07 | 1944-03-07 | Process for the conversion of pigments into derivatives which are soluble or distributable in water |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE878937C true DE878937C (en) | 1953-06-08 |
Family
ID=6955146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB7137D Expired DE878937C (en) | 1944-03-07 | 1944-03-07 | Process for the conversion of pigments into derivatives which are soluble or distributable in water |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE878937C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1079756B (en) * | 1957-05-18 | 1960-04-14 | Basf Ag | Process for the preparation of water-soluble dyes containing methylol groups |
-
1944
- 1944-03-07 DE DEB7137D patent/DE878937C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1079756B (en) * | 1957-05-18 | 1960-04-14 | Basf Ag | Process for the preparation of water-soluble dyes containing methylol groups |
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