DE954686C - Agent for improving the fastness properties of dyeings of substantive dyes on cellulose fibers - Google Patents
Agent for improving the fastness properties of dyeings of substantive dyes on cellulose fibersInfo
- Publication number
- DE954686C DE954686C DEF12624A DEF0012624A DE954686C DE 954686 C DE954686 C DE 954686C DE F12624 A DEF12624 A DE F12624A DE F0012624 A DEF0012624 A DE F0012624A DE 954686 C DE954686 C DE 954686C
- Authority
- DE
- Germany
- Prior art keywords
- dyeings
- cellulose fibers
- fastness properties
- improving
- agent
- 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
- 238000004043 dyeing Methods 0.000 title claims description 12
- 229920003043 Cellulose fiber Polymers 0.000 title claims description 5
- 239000003795 chemical substances by application Substances 0.000 title claims description 4
- 239000000982 direct dye Substances 0.000 title claims description 4
- 150000002736 metal compounds Chemical class 0.000 claims description 8
- 229920002873 Polyethylenimine Polymers 0.000 claims description 5
- 229940123208 Biguanide Drugs 0.000 claims description 3
- 150000004283 biguanides Chemical class 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000005749 Copper compound Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 150000001880 copper compounds Chemical class 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 229910000365 copper sulfate Inorganic materials 0.000 description 3
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
- C07C279/24—Y being a hetero atom
- C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
- C07C279/265—X and Y being nitrogen atoms, i.e. biguanides containing two or more biguanide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/61—Polyamines polyimines
-
- 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
- D06P1/44—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 using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—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 using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6494—Compounds containing a guanyl group R-C-N=, e.g. (bi)guanadine, dicyandiamid amidines
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/10—After-treatment with compounds containing metal
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
Description
AUSGEGEBEN AM 20. DEZEMBER 1956ISSUED DECEMBER 20, 1956
F i2024lVb/8m ■F i2024lVb / 8m ■
sind als Erfinder genannt wordenhave been named as inventors
Es wurde gefunden, daß man die Echtheitseigenschaften von Färbungen substantiver Farbstoffe auf Cellulosefasern in erheblichem Maße verbessern kann, wenn man die Färbungen mit komplexen Metallverbindungen von Biguaniden der Polyalkylenimine, vorzugsweise des Polyäthylenimins, nachbehandelt. Die Nachbehandlung erfolgt in an sich bekannter Weise mittels wäßriger Lösungen der vorgeschlagenen komplexen Metallverbindungen bei gewöhnlicher oder erhöhter Temperatur, zweckmäßig in schwach ammoniakalischem Medium.It has been found that the fastness properties of dyeings of substantive dyes on cellulose fibers can be improved to a considerable extent if one uses complex dyeings Metal compounds of biguanides of polyalkyleneimines, preferably of polyethyleneimines, post-treated. The aftertreatment is carried out in a manner known per se by means of aqueous solutions the proposed complex metal compounds at ordinary or elevated temperature, expedient in weakly ammoniacal medium.
Geeignete komplexe Metallverbindungen können beispielsweise erhalten werden, wenn man wäßrige Lösungen der Polyalkylenimine bzw. ihrer mineralsauren Salze mit Dicyandiamid erhitzt und Verbindungen komplexbildender Metalle, insbesondere solche des Kupfers, hinzufügt; beim Eindampfen der Reaktionslösungen kann man dann die gewünschten komplexen Metallverbindungen in fester Form erhalten. Die in Betracht kommenden Mengenverhältnisse können in weiten Grenzen schwanken; sie lassen sich durch Vorversuche jeweils leicht ermitteln; brauchbare Verhältnisse sind aus den nachfolgenden Beispielen ersichtlich.Suitable complex metal compounds can be obtained, for example, if aqueous Solutions of the polyalkylenimines or their mineral acid salts heated with dicyandiamide and compounds complex-forming metals, especially those of copper, added; during evaporation The reaction solutions can then be used to solidify the desired complex metal compounds Maintain shape. The quantitative ratios in question can be used within wide limits vary; they can easily be determined in each case by means of preliminary tests; usable proportions can be seen from the following examples.
Die erfindungsgemäß nachbehandelten Färbungen zeichnen sich vor allem durch ihre hohe Waschechtheit aus.The dyeings aftertreated according to the invention are particularly notable for their high washfastness the end.
Es ist zwar bereits bekannt, die Echtheitseigenschaften von Färbungen substantiver Farbstoffe auf Cellulosefasern dadurch zu verbessern, daß man die Färbungen mit komplexen Metallverbin-The fastness properties of dyeings of substantive dyes are already known to improve on cellulose fibers by dyeing with complex metal compounds
düngen von Dimethylbiguanid, mit komplexen Metallverbindungen der Biguanide von Polyaminen oder mit Polyäthylenimin behandelt, jedoch zeichnen sich die erfindungsgemäß zu verwendenden Mittel gegenüber diesen bekannten Mitteln bei der Nachbehandlung von Färbungen substamtiver Farbstoffe auf Cellulosefasern durch eine erheblich bessere Wirkung aus, insbesondere hinsichtlich der Erhöhung· der Waschechtheit der Färbungen.fertilizing of dimethyl biguanide, with complex metal compounds of the biguanides of polyamines or treated with polyethyleneimine, but those to be used according to the invention stand out Agents compared to these known agents in the aftertreatment of dyeings of substantial dyes on cellulose fibers through a significantly better effect, especially with regard to the Increase in the washfastness of the dyeings.
B eispiel ι ■Example ι ■
Eine 3%ige Färbung mit dem Farbstoff nach der Patentschrift 758 428 auf Baumwolle wird im Flottenverhältnis 1 :20 mit einer 0,2- bis o,3°/oigen schwach ammoniakalischen wäßrigen Lösung der nachstehend beschriebenen komplexen Kupferverbindung V2 Stunde bei etwa 700 behandelt. Die Naßechtheiten der so nachbehandelten Färbung sind dann beträchtlich verbessert. Die verwendete komplexe Kupferverbindung wurde in folgender Weise bereitet: Eine wäßrige Lösung von 30 g Polyäthylenimin (hergestellt nach Verfahren der Patentschrift 665 791) in 80 ecm Wasser, 60 ecm konzentrierte Salzsäure und 42 g Dicyandiamid wurden 5 Stunden unter Rückfluß gekocht, die noch warme Lösung wurde dann mit 125 g kristallisiertem, Kupfersulfat versetzt, und die Reaktionsmischung wurde anschließend im Vakuum eingedampft.A 3% dyeing with the dye according to the patent specification 758,428 to cotton is in a liquor ratio 1: treated 20 with a 0.2 to o 3 ° / o weak ammoniacal aqueous solution of the complex copper compound described below V2 hour at about 70 0 . The wet fastness properties of the dyeing post-treated in this way are then considerably improved. The complex copper compound used was prepared in the following manner: An aqueous solution of 30 g of polyethyleneimine (prepared according to the method of patent specification 665 791) in 80 ecm of water, 60 ecm of concentrated hydrochloric acid and 42 g of dicyandiamide were refluxed for 5 hours, the still warm solution 125 g of crystallized copper sulfate were then added, and the reaction mixture was then evaporated in vacuo.
Eine 8%ige Färbung mit dem Farbstoff nach der Patentschrift 62 134 auf Baumwolle wird im Flottenverhältnis 1 :20 bei Raumtemperatur V2 Stunde mit einer wäßrigen Lösung der nachstehend beschriebenen komplexen Kupferverbin- '35 dung behandelt. Die Naßechtheiten der Färbung erfahren auf diese Weise eine erhebliche Verbesserung. An 8% dyeing with the dye according to patent 62 134 on cotton is im Liquor ratio 1:20 at room temperature ½ hour with an aqueous solution of the following complex copper compound described. The wet fastness properties of the dye experience a considerable improvement in this way.
Die verwendete komplexe Kupferverbindung wurde in folgender Weise hergestellt:.Eine wäßrige Lösung von 30 g Polyäthylenimin in 80 ecm Wasser, 40 ecm 5o%ige Schwefelsäure und 84 g Dicyandiamid wurden 5 Stunden unter. Rückfluß gekocht; währenddessen ließ man noch weitere .40 ecm 5o°/o>ige Schwefelsäure langsam eintropfen; nach Zugabe von 25 g kristallisiertem Kupfersulfat wurde die Reaktionsmischung weitere 2 Stunden gekocht, dann wurde die heiße, etwas trübe Lösung mit 100 g kristallisiertem Kupfersulfat versetzt und im Vakuum eingedampft.The complex copper compound used was prepared in the following way: .An aqueous Solution of 30 g of polyethyleneimine in 80 ecm of water, 40 ecm of 50% sulfuric acid and 84 g Dicyandiamide were taking 5 hours. Refluxed; in the meantime, others were left Slowly drop in .40 ecm 50% sulfuric acid; after the addition of 25 g of crystallized copper sulfate, the reaction mixture was left for a further 2 hours boiled, then the hot, somewhat cloudy solution was mixed with 100 g of crystallized copper sulfate and evaporated in vacuo.
Claims (1)
Deutsche Patentschriften Nr. 657117, 864857; britische Patentschrift Nr. 461 354.Considered publications:
German Patent Nos. 657117, 864857; British Patent No. 461 354.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF12624A DE954686C (en) | 1953-08-17 | 1953-08-18 | Agent for improving the fastness properties of dyeings of substantive dyes on cellulose fibers |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE324189X | 1953-08-17 | ||
| DEF12624A DE954686C (en) | 1953-08-17 | 1953-08-18 | Agent for improving the fastness properties of dyeings of substantive dyes on cellulose fibers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE954686C true DE954686C (en) | 1956-12-20 |
Family
ID=25805720
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF12624A Expired DE954686C (en) | 1953-08-17 | 1953-08-18 | Agent for improving the fastness properties of dyeings of substantive dyes on cellulose fibers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE954686C (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB461354A (en) * | 1935-07-15 | 1937-02-15 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of valuable polymerisation products |
| DE657117C (en) * | 1936-05-31 | 1938-02-28 | I G Farbenindustrie Akt Ges | Process for improving the properties of dyeings with substantive dyes containing sulfonic acid or carboxylic acid groups on cellulose fibers |
| DE864857C (en) * | 1944-09-01 | 1953-01-29 | Bayer Ag | Process for improving the wet fastness properties of textile dyeings |
-
1953
- 1953-08-18 DE DEF12624A patent/DE954686C/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB461354A (en) * | 1935-07-15 | 1937-02-15 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of valuable polymerisation products |
| DE657117C (en) * | 1936-05-31 | 1938-02-28 | I G Farbenindustrie Akt Ges | Process for improving the properties of dyeings with substantive dyes containing sulfonic acid or carboxylic acid groups on cellulose fibers |
| DE864857C (en) * | 1944-09-01 | 1953-01-29 | Bayer Ag | Process for improving the wet fastness properties of textile dyeings |
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