DE803830C - Process for the production or removal of colors, in particular cup colors - Google Patents
Process for the production or removal of colors, in particular cup colorsInfo
- Publication number
- DE803830C DE803830C DEP47291A DEP0047291A DE803830C DE 803830 C DE803830 C DE 803830C DE P47291 A DEP47291 A DE P47291A DE P0047291 A DEP0047291 A DE P0047291A DE 803830 C DE803830 C DE 803830C
- Authority
- DE
- Germany
- Prior art keywords
- colors
- production
- removal
- dyeings
- biguanide
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000003086 colorant Substances 0.000 title 2
- 229940123208 Biguanide Drugs 0.000 claims description 12
- 238000004043 dyeing Methods 0.000 claims description 6
- 238000004048 vat dyeing Methods 0.000 claims description 5
- 150000004283 biguanides Chemical class 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- -1 stearyl biguanide Chemical compound 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000975 dye Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 3
- 235000019345 sodium thiosulphate Nutrition 0.000 description 3
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
- VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-dimethylaniline Chemical group CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- QFVYAQIVJUCNSJ-UHFFFAOYSA-N 3,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC(C)=CC(S(O)(=O)=O)=C1 QFVYAQIVJUCNSJ-UHFFFAOYSA-N 0.000 description 1
- 229920002955 Art silk Polymers 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000005619 secondary aliphatic amines Chemical class 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000984 vat dye 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/138—Fugitive dyeing or stripping dyes fugitive dyeing
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung oder zum Abziehen von Färbungen, insbesondere Küpenfärbungen Es wurde gefunden, daß Verbindungen der allgemeinen Formel sog. Biguanide, in der R1 einen geraden oder verzweigten aliphatischen Kohlenwasserstoffrest mit mehr als 6 Kohlenstoffatomen und R, Wasserstoff oder einen beliebigen aliphatischen Kohlenwasserstoffrest bedeuten, mit großem Vorteil bei der Herstellung oder beim Abziehen von Färbungen, insbesondere von Küpenfärbungen, verwendet werden können.Process for the production or removal of dyeings, in particular vat dyeings It has been found that compounds of the general formula So-called biguanides, in which R1 is a straight or branched aliphatic hydrocarbon radical with more than 6 carbon atoms and R, hydrogen or any aliphatic hydrocarbon radical, can be used with great advantage in the production or stripping of dyeings, especially vat dyeings.
Die Herstellung der Verbindungen erfolgt nach an sich bekannten Verfahren, beispielsweise durch Einwirkung von Dicyandiamid auf die Salze von primären oder sekundären aliphatischen Aminen in der Wärme (vgl. z. B. »Zur Kenntnis der Biguanide« im Journal für praktische Chemie, Neue Folge, Bd. 84, S. 394ff). Besonders geeignet für den vorliegenden Zweck sind z. B. Stearylbiguanid, Octodecylbiguanid, Oleylbiguanid oder Laurylbiguanid.The compounds are produced according to processes known per se, for example by the action of dicyandiamide on the salts of primary or secondary aliphatic amines in the warmth (cf. e.g. "To the knowledge of biguanides" in the journal for practical chemistry, new series, vol. 84, p. 394ff). Particularly suitable for the present purpose are e.g. B. stearyl biguanide, octodecyl biguanide, oleyl biguanide or lauryl biguanide.
In geringer Konzentration, z. B. o,5 g je Liter Flotte, wirken die genannten Verbindungen egalisierend auf die zu erzeugenden Färbungen, während sie in höherer Konzentration in Abziehbädern eine vorzügl iche Abziehwirkung, insbesondere bei Küpenfärbungen, besitzen. In geeigneter Konzentration angewandt, können sie auch das Aufziehen von Farbstoffen, wie von substantiven Farbstoffen, verzögern oder nahezu ganz verhindern. Die neuen Verbindungen können auch gemeinsam mit anderen-Egalisier- und Abziehmitteln angewandt werden. Beispiel i Eine o,8%ige unegale Färbung von N-Dihydro-i, 2, 2', i'-anthrachinonazin auf Baumwollgarn wird im Flottenverhältnis 1 :20 mit einer Lösung, die im Liter Wasser i2 ccm Natronlauge 38° Be, 59 Natriumhyposulfit, 0,5g eines Kondensationsproduktes aus Oleylalkohol und 16 bis 18 Mol Äthylenoxyd und o,5 g Stearylbiguanid enthält, 45 Minuten lang bei 7o bis 9o° behandelt. Anschließend wird, wie bei Küpenfärbungen üblich, an der Luft oxydiert, gespült und geseift. Man erhält eine zwar aufgehellte, aber gut egale blaue Färbung.In low concentration, e.g. B. 0.5 g per liter of liquor, the compounds mentioned have a leveling effect on the dyeings to be produced, while in higher concentrations in stripping baths they have a vorzügl Ie stripping effect, especially in vat dyeings. When used in a suitable concentration, they can also delay or almost completely prevent the absorption of dyes, such as substantive dyes. The new compounds can also be used together with other leveling and stripping agents. Example i A 0.8% uneven dyeing of N-dihydro-i, 2, 2 ', i'-anthraquinone azine on cotton yarn is mixed in a liquor ratio of 1:20 with a solution containing i2 ccm of sodium hydroxide solution 38 ° Be, 59 ° in one liter of water Sodium hyposulfite, 0.5 g of a condensation product of oleyl alcohol and 16 to 18 mol of ethylene oxide and 0.5 g of stearyl biguanide, treated for 45 minutes at 70 to 90 °. Then, as is usual with vat dyeing, it is oxidized in the air, rinsed and soaped. A blue coloration which is lightened but is well leveled is obtained.
Beispiele Eine o,8%ige Färbung von N-Dihydro-1, 2,2', i'-anthrachinonazin auf Baumwollgarn wird 45 Minuten lang bei 7o bis 9o° im Flottenverhältnis 1 : 20 mit einer Lösung, die im Liter Wasser 12 ccm Natronlauge 38° Be, 5 g Natriumhyposulfit, 2,5 g des in Beispiel i genannten Kondensationsprodukts und 2,5 g Stearylbiguanid enthält, behandelt. Man erhält ein Baumwollgarn, von dem der Küpenfarbstoff weitgehend abgezogen ist. Beispiel 3 Eine o,9%ige Färbung von Bz 2, Bz 2'-Diinethoxydibenzanthron auf Baumwollgarn wird 45 Minuten lang bei 7o bis 9o° im Flottenverhältnis i : 20 mit einer Lösung, die im Liter Wasser 12 ccm Natronlauge 38° Be, 5 g Natriümhyposulfit, i g des in Beispiel i verwendeten Kondensationsprodukts und i g Stearylbiguanid enthält, behandelt. ,Nach dem üblichen Spülen und Seifen erhält man ein weitgehend entfärbtes Baumwollgarn. Beispiel 4 Ein Viskosekunstseidestück wird im Flottenverhältnis i :5o mit einer Lösung, die 2% (bezogen auf Färbegut) des grünen Polyazofarbstoffes aus dianotierter 4-Amino-i, 3-xylol-5-sulfonsäure gekuppelt mit p-Xylidin, weiterdiazotiert und gekuppelt mit i-Amino-2-naphtholmethyläther-6-sulfonsäure, nochmals dianotiert und gekuppelt mit Acetyl-i, 8, 3, 6-aminonaphtholdisulfonsäure und im Liter Flotte i g des im Beispiel i genannten Kondensationsprodukts und i g Stearylbiguanid enthält, gefärbt. Man erhält, da der Farbstoff weitgehend am Aufziehen gehindert wird, eine nur in zarten grünen Tönen gefärbte Viskosekunstseide.Examples A 0.8% coloration of N-dihydro-1, 2,2 ', i'-anthraquinone azine on cotton yarn for 45 minutes at 70 to 90 ° in a liquor ratio of 1:20 with a solution containing 12 ccm of 38 ° Be sodium hydroxide solution, 5 g of sodium hyposulfite, 2.5 g of the condensation product mentioned in Example i and 2.5 g of stearyl biguanide contains, treated. A cotton yarn is obtained from which the vat dye is largely is withdrawn. Example 3 A 0.9% staining of Bz 2, Bz 2'-Diinethoxydibenzanthron on cotton yarn for 45 minutes at 70 to 90 ° in a liquor ratio of i: 20 with a solution containing 12 ccm of 38 ° Be sodium hydroxide solution, 5 g of sodium hyposulfite in one liter of water, i g of the condensation product used in example i and i g of stearyl biguanide contains, treated. After the usual rinsing and soapy, you get a largely discolored cotton yarn. Example 4 A piece of viscose rayon is used in the liquor ratio i: 5o with a solution containing 2% (based on the dyed material) of the green polyazo dye from dianotized 4-amino-i, 3-xylene-5-sulfonic acid coupled with p-xylidine, further diazotized and coupled with i-amino-2-naphtholmethylether-6-sulfonic acid, dianotized again and coupled with acetyl-i, 8, 3, 6-aminonaphtholdisulfonic acid and per liter of liquor contains i g of the condensation product mentioned in example i and i g of stearyl biguanide, colored. Since the dye is largely prevented from being absorbed, a Viscose artificial silk dyed only in soft green tones.
An Stelle des grünen Polyazofarbstoffes kann auch der blaue Polyazofarbstoff, den man durch Umsetzen von dianotierter 2, 4, 8-Naphthylamindisulfonsäure mit a-Naphthylamin, Weiterdiazotieren und Kuppeln mit i,8-Naphthylaminsulfonsäure und nochmaligem Diazotieren und Kuppeln mit 2, 5, 7-Aminonaphtholsulfonsäure erhält, verwendet werden. In diesem Falle wird schon mit der Hälfte an Stearylbiguanid das Aufziehen des Farbstoffs auf die Faser fast ganz verhindert.Instead of the green polyazo dye, the blue polyazo dye, which is obtained by reacting dianotated 2, 4, 8-naphthylamine disulfonic acid with a-naphthylamine, Further diazotization and coupling with i, 8-naphthylamine sulfonic acid and repeated diazotization and coupling with 2, 5, 7-aminonaphtholsulfonic acid can be used. In this If only half the amount of stearyl biguanide is used, the dye will be absorbed on the fiber almost entirely prevented.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP47291A DE803830C (en) | 1949-06-29 | 1949-06-29 | Process for the production or removal of colors, in particular cup colors |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP47291A DE803830C (en) | 1949-06-29 | 1949-06-29 | Process for the production or removal of colors, in particular cup colors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE803830C true DE803830C (en) | 1951-04-12 |
Family
ID=7382286
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP47291A Expired DE803830C (en) | 1949-06-29 | 1949-06-29 | Process for the production or removal of colors, in particular cup colors |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE803830C (en) |
-
1949
- 1949-06-29 DE DEP47291A patent/DE803830C/en not_active Expired
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