DE722281C - Dyeing, leveling and softening agents for the textile and leather industry - Google Patents
Dyeing, leveling and softening agents for the textile and leather industryInfo
- Publication number
- DE722281C DE722281C DE1930722281D DE722281DD DE722281C DE 722281 C DE722281 C DE 722281C DE 1930722281 D DE1930722281 D DE 1930722281D DE 722281D D DE722281D D DE 722281DD DE 722281 C DE722281 C DE 722281C
- Authority
- DE
- Germany
- Prior art keywords
- weight
- parts
- leveling
- textile
- amines
- 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
Classifications
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
- D06M13/328—Amines the amino group being bound to an acyclic or cycloaliphatic carbon atom
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/368—Hydroxyalkylamines; Derivatives thereof, e.g. Kritchevsky bases
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/477—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having six-membered heterocyclic rings
-
- 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
- D06P1/655—Compounds containing ammonium groups
- D06P1/66—Compounds containing ammonium groups containing quaternary ammonium groups
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
- D06M2101/08—Esters or ethers of cellulose
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
- D06M2101/12—Keratin fibres or silk
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
Description
Durchfärbe-, Egalisier- und Weichmachungsmittel für die Textil- und! Lederindustrie Es wurde gefunden, daß die in Wasser nicht oder schwer löslichen Amine oder. die davon abgeleiteten Ammoniumbasen, die am Stickstoff durch mindestens einen höhermolekularen aliphatischen Kohlenwasserstoffrest substituiert sind; oder ihre Salze sich vorzüglich als Durchfärbe-, Egalisier- und WeichrnachungsmitteI für Textilien und Leder eignen.Dyeing, leveling and softening agents for textile and! Leather industry It has been found that those are insoluble or sparingly soluble in water Amines or. the ammonium bases derived therefrom, which are connected to nitrogen by at least a higher molecular weight aliphatic hydrocarbon radical are substituted; or Their salts are excellent as through-coloring, leveling and softening agents suitable for textiles and leather.
Zu den Aminen der genannten Art gehören z. B. die durch Umsetzung von Mineralsäureestern der Fettalkohole mit Ammoniak oder Aminen erhältlichen Verbindungen. Die für diese Umsetzung verwendeten Amine können aliphatische, cycloaliphatische, aromatische oder heterocyclische Reste enthalten.The amines of the type mentioned include, for. B. through implementation compounds obtainable from mineral acid esters of fatty alcohols with ammonia or amines. The amines used for this reaction can be aliphatic, cycloaliphatic, contain aromatic or heterocyclic radicals.
Für die erwähnten Zwecke vorzüglich geeignete Produkte lassen sich auch dadurch erhalten, daß man in primäre, sekundäre oder tertiäre Amine, die einen höhermolekularen aliphatischen Rest im Molekül enthalten, z. B. Amine der Fettreihe, noch weitere Alkylgruppen einführt, wobei aus tertiären Aminen quaternäre Ammoniumbasen entstehen.Products that are particularly suitable for the purposes mentioned can be also obtained by the fact that one in primary, secondary or tertiary amines higher molecular weight aliphatic radical contained in the molecule, e.g. B. Amines of the fat series, introduces still further alkyl groups, quaternary ammonium bases from tertiary amines develop.
Die Amine und quaternären Ammonium-Basen sowie ihre Salze besitzen vor allem die wertvolle Eigenschaft, auch in sauren und salzhaltigen Bädern wirksam zu sein und bei Anwesenheit von Erdalkalien keine unlöslichen Niederschläge zu bilden. Die stärker basischen quaternären Ammoniumbasen und ihre Salze sind für die erwähnten Zwecke sogar in alkalischen Bädern verwendbar. Auch in alkalischen Bädern behalten die Amine ihre Wirksamkeit, wenn man, z. B. durch Zusatz von Dispergiermitteln, ihre Abscheidung verhindert oder wenn sie schon ohne diese Zusätze haltbare Emulsionen liefern.The amines and quaternary ammonium bases as well as their salts possess especially the valuable property, also effective in acidic and salty baths and not to form insoluble precipitates in the presence of alkaline earths. The more basic quaternary ammonium bases and their salts are for those mentioned Can even be used in alkaline baths. Keep even in alkaline baths the amines their effectiveness when one, for. B. by adding dispersants, their deposition is prevented or, if they are already long-lasting emulsions without these additives deliver.
Die genannten Amine und Ammoniumbasen und ihre Salze lassen sich allein oder auch zusammen mit den verschiedenartigsten Zusatzstoffen verwenden. Beispielsweise kommen als solche Wasch-, Netz- und Dispergiermittel in Betracht, die mit ihnen keine unlöslichen Verbindungen geben. Ferner eignen sich Mittel, die das Durchfärbe-, Egalisier-und Weichmachungsvermögen steigern, z. B. leicht lösliche anorganische oder organische Salze, wie Soda, Glaubersalz, Natriumphosphat oder Perborate. Auch Pflanzenschleime, lösliche Gummiarten, Leim sowie Lösungsmittel der verschiedensten Art, wie Cyclohexanon, Cyclohexanol, Trichloräthylen, Benzylalkohol, Äthylenglykohnonoaryl- und -alkyläther, oder Gemische dieser Stoffe lassen sich zusammen mit den Aminen und Ammoniumbasen verwenden. Durch Zusatz anderer Stoffe, wie Paraffin oder Olivenöl, die durch die Amine und Ammoniumbasen oder ihre Salze dispergiert werden, entstehen Mittel, die insbesondere zum Weichmachen von Faserstoffen aller Art, wie Wolle, Baumwolle, Kunstseide oder Leder, vorteilhaft verwendbar sind.The amines and ammonium bases mentioned and their salts can be used alone or use together with a wide variety of additives. For example Such detergents, wetting agents and dispersants come into consideration with them do not give insoluble compounds. Furthermore, agents are suitable that the through-dyeing, Increase leveling and softening power, e.g. B. readily soluble inorganic or organic salts such as soda, Glauber's salt, sodium phosphate or perborates. Even Plant slime, soluble rubber types, glue and solvents of various types, such as cyclohexanone, cyclohexanol, trichlorethylene, benzyl alcohol, Ethylene glycol monoaryl and alkyl ethers, or mixtures of these substances can be Use together with the amines and ammonium bases. By adding other substances, like paraffin or olive oil, made by the amines and ammonium bases or their salts are dispersed, means are created that are used in particular for softening fibrous materials of all types, such as wool, cotton, rayon or leather, can advantageously be used.
Es ist bereits vorgeschlagen worden, organische Amine, die außer einem Cycloalkylrest am Stickstoff Oxyalkylgruppen enthalten, als Textilhilfsmittel zu verwenden. Diese Erzeugnisse unterscheiden sich von den Aminen, die im vorliegenden Fall zur Anwendung kommen, insbesondere durch ihre leichte Löslichkeit in Wasser. Es war nicht zu erwarten, daß die in Wasser nicht oder schwer löslichen Amine oder daraus abgeleiteten Ammoniumbasen, die am Stickstoff durch mindestens einen höhermolekularen aliphatischen Kohlenwasserstoffrest substituiert sind, oder deren Salze mit besonderem Vorteil als Durchfärbe-, Egalisier- und Weichmachungsmittel verwendbar sind.It has already been suggested organic amines, except one Cycloalkyl radical on the nitrogen containing oxyalkyl groups, as textile auxiliaries use. These products differ from the amines used in the present Case come to use, in particular because of their ready solubility in water. It was not to be expected that the amines or ammonium bases derived therefrom, which are attached to nitrogen by at least one higher molecular weight aliphatic hydrocarbon radical, or their salts with particular Advantageously, they can be used as through-coloring, leveling and softening agents.
Beispiel i Ein für das Weichmachen von Kunstseide geeignetes Bad wird hergestellt durch Auflösen von io Gewichtsteilen Octodecylpyridiniumbromid in ioo Gewichtsteilen Wasser. Viscoseseide wird in dieser Lösung 5 Minuten lang umgezogen, dann abgeschleudert und getrocknet. Man erhält so eine Ware mit einem weichen vollen Griff. Beispiel 2 In einem Färbebad, das für je ioo Gewichtsteile Wollstückware o,25 Gewichtsteile Anthrachinonblau SR extra (vgl. Schultz, Farbstofftabellen 1923, Nr. 861), o,o8 Gewichtsteile Tartrazin (vgl. Schultz, a. a. O. 1923, Nr. 23), o,o5 Gewichtsteile Naphtholrot S (vgl. S chultz, a. a. O. i923, Nr. i68), .4 Gewichtsteile Schwefelsäure von 66° Be und je Liter o,i g Octodecyltriäthylammoniumbromid enthält, wird Wollstückware, wie üblich, i Stunde lang kochend gefärbt. Trotz des geringen Egalisiervermögens dieser Farbstoffmischung erhält man eine sehr gleichmäßig und gut durchgefärbte Ware. Beispiel 3 3o Gewichtsteile Pentadecylalnin werden mit i5oo Gewichtsteilen Wasser bei 4.o bis 4.5° etwa 2 Stunden lang verrührt, bis eine gleichmäßige Emulsion entstanden ist, die nach dem Abkühlen und bei langsamer Verdünnung mit i5oo Gewichtsteilen Wasser beständig bleibt. Die Emulsion eignet sich ausgezeichnet zum Weichmachen von Viscosekunstseide.Example i A bath suitable for softening rayon is used prepared by dissolving 10 parts by weight of octodecylpyridinium bromide in 100 Parts by weight of water. Viscose silk is drawn into this solution for 5 minutes, then spun off and dried. One receives such a product with a soft full Handle. Example 2 In a dyebath made for every 100 parts by weight of piece of wool o, 25 parts by weight of anthraquinone blue SR extra (see Schultz, color tables 1923, No. 861), o, o8 parts by weight of tartrazine (cf. Schultz, op. Cit. 1923, No. 23), o, o5 Parts by weight of naphthol red S (cf. S chultz, op. Cit., 1923, No. i68), .4 parts by weight Contains sulfuric acid of 66 ° Be and 0.1 g of octodecyltriethylammonium bromide per liter, piece of wool is dyed at the boil for an hour as usual. Despite the low The leveling capacity of this dye mixture is very uniform and well colored goods. Example 3 3o parts by weight of pentadecylalnine are mixed with 1500 Parts by weight of water at 4.o to 4.5 ° for about 2 hours, until a uniform Emulsion emerged after cooling and when slowly diluting with 1500 parts by weight of water remains resistant. The emulsion is excellent for softening viscose rayon.
Beispiel q.Example q.
Behandelt man in einem Bad, das im Liter 2 g Heptadecyltrimethylammoniumsulfat enthält, Kunstseide- oder Baumwollgewebe, so erhalten die behandelten Waren einen «-eichen fließenden Griff. Beispiel s Ein Zusatz von 2 g des durch Umsetzung von Heptadecylamin mit Äthylenoxvd erhältlichen Oxyäthylamins je Liter zu Färbebädern für Wollwaren bewirkt ein gutes Egalisieren der Farbstoffe und zugleich ein gutes Durchfärben dichtgewebter Wollstoffe. Beispiel 6 Ein Baumwollgewehe wird finit einer 3ooIoigen Bittersalzlösung, die je Liter 5 g Dodecyloxäthylaminacetat enthält, behandelt. Trotz der Beschwerung mit Bittersalz erhält die Ware durch den Zusatz des Aminsalzes zum Behandlungsbad die nötige Geschmeidigkeit.Treated in a bath containing 2 g of heptadecyltrimethylammonium sulfate per liter contains rayon or cotton fabric, the treated goods receive a «- oak flowing handle. Example s An addition of 2 g of the by reaction of Heptadecylamine with Äthylenoxvd available Oxyäthylamins per liter to dye baths For woolen goods, a good leveling of the dyes results in a good one at the same time Dyeing of densely woven woolen fabrics. Example 6 A cotton thread becomes finite one 3ooIoigen Epsom salt solution, which contains 5 g of dodecyloxethylamine acetate per liter, treated. Despite the weighting with Epsom salt, the product is preserved by the addition of the amine salt the necessary suppleness for the treatment bath.
Beispiel 7 Man behandelt Viscosekunstseidestränge mit einer Lösung, die 2 g Octodecyloxäthylaminacetat je Liter Wasser enthält, bei einem Badverhältnis i :2o etwa io Minuten lang bei gewöhnlicher Temperatur, schleudert und trocknet. Die Seide besitzt nach dieser Behandlung einen außerordentlich geschmeidigen glatten und weichen Griff. Beispiel 8 37 Gewichtsteile einer nach dem Verfahren des Patents 521 622 aus Hexachlorhartparaffin mit alkoholischem Ammoniak erhältlichen Paraffinaminbase werden mit i2,6 Gewichtsteilen Benzylchlorid etwa 2 Stunden lang auf 115 bis 125° erhitzt. Das in Wasser klar lösliche Erzeugnis wird gegebenenfalls durch Wasserdampfdestillation gereinigt. Die auf diese Weise erhaltene Lösung kann unmittelbar verwendet werden. Man kann jedoch auch die in ihr enthaltene Verbindung durch Einengen oder Aussalzen, z. B. mit Salzsäure, gewinnen.Example 7 Viscose artificial silk strands are treated with a solution which contains 2 g Octodecyloxäthylaminacetat per liter of water, with a bath ratio i: For about 10 minutes at ordinary temperature, spin and dry. After this treatment, the silk has an extraordinarily supple, smooth appearance and soft grip. Example 8 37 parts by weight of one according to the method of the patent 521 622 from hexachloride hard paraffin with alcoholic ammonia available paraffinamine base are with i2.6 parts by weight of benzyl chloride for about 2 hours at 115 to 125 ° heated. The product, which is clearly soluble in water, is optionally purified by steam distillation cleaned. The solution obtained in this way can be used immediately. However, you can also use the compound contained in it by concentration or salting out, z. B. with hydrochloric acid win.
Zur Herstellung der freien Base versetzt man die wäßrige Lösung des Chlorids mit Alkalilauge, trennt die Base von der wäßrigen Lösung ab und trocknet sie. Sie ist in verdünnten anorganischen Säuren leicht löslich. Die so erhaltenen Erzeugnisse zeigen ein hohes Weichmachungs-, Durchfärbe- und Egal isiervermögen. Beispiel 9 5a,4 Gewichtsteile der gemäß Beispiel 8 v-erwendeten Paraffinaminbase werden mit einer Lösung von 52,5 Gewichtsteilen wasserfreier Soda in 28o Gewichtsteilen Wasser emulgiert. In diese Emulsion läßt man 83,5 Gewichtsteile Dimethylsulfat bei 5o bis 6o° langsam einfließen. Nach etwa 3- bis 4stündigem Rühren bei 5o bis 6o° ist ein wasserlöslicher Stoff entstanden.To prepare the free base, alkali metal is added to the aqueous solution of the chloride, the base is separated off from the aqueous solution and it is dried. It is easily soluble in dilute inorganic acids. The products obtained in this way show a high plasticizing, penetrating and leveling capacity. Example 9 5a, 4 parts by weight of the paraffinamine base used according to Example 8v are emulsified with a solution of 52.5 parts by weight of anhydrous soda in 280 parts by weight of water. 83.5 parts by weight of dimethyl sulfate are allowed to flow slowly into this emulsion at 50 ° to 60 °. After about 3 to 4 hours of stirring at 5o to 6o °, a water-soluble substance has formed.
Durch Ausziehen der Lösung mit einem organischen Lösungsmittel können gegebenenfalls noch vorhandene nicht umgesetzte Bestandteile entfernt werden. Die so erhaltene quaternäre Ammoniumverbindung ist in saurem und alkalischem Medium leicht löslich und besitzt ein gutes Weichmachungsvermögen.By extracting the solution with an organic solvent you can any unreacted constituents still present are removed. the thus obtained quaternary ammonium compound is in acidic and alkaline medium Easily soluble and has good plasticizing properties.
Beispiel 1o i iö Gewichtsteile einer 25 °/oigen wäßrigen Lösung des Natriumsalzes der isopropylierten Naphthal.ins.ulfonsäure werden mit einer Lösung von 12 Gewichtsteilen Dimethyldodecylamin und 12- Gewichtsteilen Alkohol verrührt. io Gewichtsteile der erhaltenen klaren Mischung werden mit 5oo Gewichtsteilen Wasser verdünnt. Diese Lösung verleiht Kunstseide und anderem Fasergut einen geschmeidigen Griff. Beispiel ii In eine Lösung von io Gewichtsteilen Pentadecyltrimethylammoniumsulfat in 50 Gewichtsteilen Wasser werden ioo Gewichtsteile Olivenöl langsam unter Rühren eingetragen. Man erhält eine Olivenölemulsion, die mit Wasser weiter verdünnt werden kann. Die Emulsion läßt sich mit Vorteil zum Behan-. deln von Geweben, verwenden.EXAMPLE 10 parts by weight of a 25% strength aqueous solution of the sodium salt of isopropylated naphthalenesulfonic acid are stirred with a solution of 12 parts by weight of dimethyldodecylamine and 12 parts by weight of alcohol. 10 parts by weight of the clear mixture obtained are diluted with 500 parts by weight of water. This solution gives rayon and other fiber material a supple handle. Example ii 100 parts by weight of olive oil are slowly added with stirring to a solution of 10 parts by weight of pentadecyltrimethylammonium sulfate in 50 parts by weight of water. An olive oil emulsion is obtained which can be further diluted with water. The emulsion can be treated with advantage. delts of fabrics.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE722281T | 1930-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE722281C true DE722281C (en) | 1942-07-07 |
Family
ID=6631015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1930722281D Expired DE722281C (en) | 1930-05-24 | 1930-05-24 | Dyeing, leveling and softening agents for the textile and leather industry |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE722281C (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1030675B (en) * | 1956-06-13 | 1958-05-22 | Dr Henry Wenker | Process for making reagent paper |
| US2915373A (en) * | 1959-07-20 | 1959-12-01 | Wenker Henry | Indicator papers |
| DE1083831B (en) * | 1956-01-03 | 1960-06-23 | Poor & Co | Process for the production with foam formation in strongly mineral acid solutions, especially soluble amine salts suitable for pickling metals |
| DE2646995A1 (en) * | 1975-10-22 | 1977-04-28 | Unilever Nv | PLASTICIZER FOR TEXTILE PRODUCTS |
| DE2920453A1 (en) * | 1978-05-25 | 1979-12-06 | Colgate Palmolive Co | LIQUID WHITENING AND TISSUE SOFTENING AGENT |
| EP0173398A2 (en) * | 1984-08-29 | 1986-03-05 | Unilever N.V. | Detergent composition |
-
1930
- 1930-05-24 DE DE1930722281D patent/DE722281C/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1083831B (en) * | 1956-01-03 | 1960-06-23 | Poor & Co | Process for the production with foam formation in strongly mineral acid solutions, especially soluble amine salts suitable for pickling metals |
| DE1030675B (en) * | 1956-06-13 | 1958-05-22 | Dr Henry Wenker | Process for making reagent paper |
| US2915373A (en) * | 1959-07-20 | 1959-12-01 | Wenker Henry | Indicator papers |
| DE2646995A1 (en) * | 1975-10-22 | 1977-04-28 | Unilever Nv | PLASTICIZER FOR TEXTILE PRODUCTS |
| DE2920453A1 (en) * | 1978-05-25 | 1979-12-06 | Colgate Palmolive Co | LIQUID WHITENING AND TISSUE SOFTENING AGENT |
| EP0173398A2 (en) * | 1984-08-29 | 1986-03-05 | Unilever N.V. | Detergent composition |
| EP0173398B1 (en) * | 1984-08-29 | 1991-10-16 | Unilever N.V. | Detergent composition |
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