DE767821C - Process for refining fibrous materials - Google Patents

Process for refining fibrous materials

Info

Publication number
DE767821C
DE767821C DEI56849D DEI0056849D DE767821C DE 767821 C DE767821 C DE 767821C DE I56849 D DEI56849 D DE I56849D DE I0056849 D DEI0056849 D DE I0056849D DE 767821 C DE767821 C DE 767821C
Authority
DE
Germany
Prior art keywords
amines
compounds
reaction
epichlorohydrin
alkylene oxides
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
Application number
DEI56849D
Other languages
German (de)
Inventor
Karl Dr Brodersen
Matthias Dr Quaedvlieg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI56849D priority Critical patent/DE767821C/en
Application granted granted Critical
Publication of DE767821C publication Critical patent/DE767821C/en
Expired legal-status Critical Current

Links

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
    • D06P1/44—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
    • D06P1/6426—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/28—Nitrogen atoms not forming part of a nitro radical
    • 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
    • D06M13/35—Heterocyclic compounds
    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • 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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

Die bisher bekannten zur Veredelung von Faserstoffen benutzten Präparate der verschiedensten Art erfordern zur Erzielung einer ausreichenden Wirkung im allgemeinen verhältnismäßig beträchtliche Mengen, die meist nicht unter 2 g je Liter Behandlungsbad liegen.The previously known preparations used for the refinement of fiber materials of the most varied Kinds require generally proportionate to achieve a sufficient effect considerable amounts, which are usually not less than 2 g per liter of treatment bath.

Es wurde nun gefunden, daß die Umsetzungsprodukte höherer aliphatischer Amine mit den aus Cyanamid oder seinen Salzen und Alkylenoxyden erhältlichen Verbindungen schon in außergewöhnlich geringer Konzentration hochwirksame Textilhilfsmittel darstellen. Zu ihrer Herstellung kann man statt der Alkylenoxyde auch Chlorhydrine verwenden, die in Gegenwart von Alkali Alkylenoxyde zu bilden vermögen. So entsteht beispielsweise aus Cyanamidnatrium und Äthylenoxyd oder Äthylenchlorhydrin eine Verbindung, die z. B. 1 Mol Stearylaminhydrochlorid glatt anlagert. Die neuen Verbindungen eignen sich ganz besonders zum Weichmachen von Kunstseide. Man erhält ein noch wirksameres Mittel, wenn man die aus Dichlorhydrin und Natriumcyanamid herstellbare Verbindung mit 2 Mol Stearylaminhydrochlorid umsetzt. Die Umsetzungen mit den Salzen höherer Amine können in z. B. alkoholischer Lösung, aber auch ohne Lösungsmittel bei Temperaturen bis zu 1700 stattfinden.It has now been found that the reaction products of higher aliphatic amines with the compounds obtainable from cyanamide or its salts and alkylene oxides are highly effective textile auxiliaries even in extremely low concentrations. For their preparation, instead of alkylene oxides, chlorohydrins can also be used, which are capable of forming alkylene oxides in the presence of alkali. For example, from cyanamide sodium and ethylene oxide or ethylene chlorohydrin, a compound that z. B. 1 mole of stearylamine hydrochloride deposits smoothly. The new compounds are particularly suitable for softening artificial silk. An even more effective agent is obtained if the compound which can be prepared from dichlorohydrin and sodium cyanamide is reacted with 2 moles of stearylamine hydrochloride. The reactions with the salts of higher amines can be carried out in z. B. alcoholic solution, but also take place without a solvent at temperatures up to 170 0 .

Claims (1)

An Stelle des Äthylenoxyds bzw. Epichlorhydrins lassen sich auch die Oxyde des Propylens, Butylens oder andere Alkylenoxyde mit geraden oder verzweigten Ketten benutzen.
Primäre Amine sind in gleicher Weise wie sekundäre für die Umsetzung verwendbar, und zwar lassen sich statt der von Fettsäuren sich ableitenden Amine mit gleichem Erfolge auch die auf Harz- und Naphthensäuren zuriickgehenden Amine anwenden.Instead of ethylene oxide or epichlorohydrin, the oxides of propylene, butylene or other alkylene oxides with straight or branched chains can also be used.
Primary amines can be used for the reaction in the same way as secondary amines, namely, instead of the amines derived from fatty acids, the amines derived from resin and naphthenic acids can also be used with the same success. Voraussetzung ist, daß die Umsetzungsprodukte mindestens einmal im Molekül einen aliphatischen oder alicyclischen Rest von mehr als 8 C-Atomen enthalten. So kann man ähnlich wirksame Verbindungen auch in der Weise erhalten, daß man bei ihrer Herstellung statt der niederen Alkylenoxyde solche anwendet, die sich von Olefinen mit mehr als 8 C-Atomen ableiten. Diese Verbindungen liefern schon für sich allein hochwirksame Verbindungen, ohne daß noch eine Umsetzung mit einem hochmolekularen Amin erforderlich wäre. Natürlich kann man diese Verbindungen durch Kondensation mit niederen oder höheren aliphatischen Aminen auf den jeweils gewünschten Verwendungszweck abstimmen.The prerequisite is that the reaction products are aliphatic at least once in the molecule or contain an alicyclic radical of more than 8 carbon atoms. So you can get similarly effective compounds in the way, that one uses in their production instead of the lower alkylene oxides those which derive from olefins with more than 8 carbon atoms. These compounds already deliver for highly effective compounds alone, without a reaction with a high molecular weight Amine would be required. Of course you can make these compounds through condensation with lower or higher aliphatic amines to the particular intended use vote. Die bei dem Verfahren benutzten Körper sind keine einheitlichen Verbindungen, da die zu ihrer Herstellung dienenden Amine aus technischen Fettsäuregemischen erhalten werden. Sie bilden als starke Basen leichtlösliche Chloride, Formiate und Acetate sowie schwerlösliche Sulfate und Phosphate. Mit Farbstoffsäuren geben sie gleichfalls schwerlösliche Salze und verbessern daher die Wasserechtheit substantiver Färbungen.The bodies used in the procedure are not unitary compounds, as they are too their production used amines are obtained from technical fatty acid mixtures. As strong bases, they form easily soluble chlorides, formates and acetates as well as poorly soluble ones Sulfates and phosphates. With dye acids they also give poorly soluble salts and therefore improve the waterfastness of substantive dyeings. Die neuen Präparate lassen sich auf den verschiedensten Gebieten zur Veredelung von Faserstoffen aller Art verwenden. Sie zeichnen sich durch eine besonders hohe Ausgiebigkeit aus, wie die nachfolgenden Beispiele zeigen.The new preparations can be used in a wide variety of areas for the refinement of Use all types of fiber. They are characterized by a particularly high yield as the following examples show. Beispiel 1example 1 Ungeseifte Viskoseseide wird mit 0,05 g/l des Kondensationsproduktes aus 2 Mol Stearylaminohydrochlorid und 1 Mol der durch Umsetzung von Natriumcyanamid und Epichlorhydrin erhältlichen Verbindung etwa 1 1 2 Stunde bei 450 behandelt, gespült und getrocknet. Die Seide hat einen angenehmen vollen und weichen Griff erhalten.Ungeseifte viscose rayon is 0.05 g / l of the condensation product of 2 moles Stearylaminohydrochlorid and 1 mole of the compound obtainable by reaction of sodium cyanamide and epichlorohydrin about 1 hour at 45 1 2 0 treated, rinsed and dried. The silk has acquired a pleasant, full and soft feel. Beispiel 2Example 2 Behandelt man ein mit Direkttiefschwarz EW extra (Schultz, Farbstofftabellen Nr. 671) gefärbtes Viskosegewebe mit einer 0,05° oigen Lösung des Kondensationsproduktes aus Stearylaminohydrochlorid und der aus Äthylenoxyd oder Epichlorhydrin und Natriumcyanamid erhältlichen Verbindung, so ist die Färbung wasserecht.Treatment of a Direct Deep Black EW extra (Schultz, dye tables no. 671) colored viscose with a 0.05 ° o solution of the condensation product of Stearylaminohydrochlorid and the compound obtainable from ethylene oxide or epichlorohydrin and sodium cyanamide, the stain is water-fast. PATEXTANSPRUCH:PATEX CLAIM: Verfahren zur Veredelung von Faserstoffen, dadurch gekennzeichnet, daß man hierzu die Umsetzungsprodukte von Salzen des Cyanamids mit Alkylenoxyden bzw. die Kondensationsprodukte dieser Verbindungen mit aliphatischen Aminen verwendet, wobei das Molekül mindestens einen Rest mit mehr als 8 C-Atomen enthalten muß.Process for upgrading fibrous materials, characterized in that one this the reaction products of salts of cyanamide with alkylene oxides or the Condensation products of these compounds with aliphatic amines are used, with the molecule must contain at least one radical with more than 8 carbon atoms. Zur Abgrenzung des Erfindungsgegenstands vom Stand der Technik sind im Erteilungsverfahren folgende Druckschriften in Betracht gezogen worden:To differentiate the subject matter of the invention from the state of the art, the granting procedure the following publications have been considered: Französische Patentschriften Nr. 678 219, 679 156.French patents nos. 678 219, 679 156. ©5515 10.53© 5515 10.53
DEI56849D 1937-01-14 1937-01-15 Process for refining fibrous materials Expired DE767821C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI56849D DE767821C (en) 1937-01-14 1937-01-15 Process for refining fibrous materials

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE508079X 1937-01-14
DEI56849D DE767821C (en) 1937-01-14 1937-01-15 Process for refining fibrous materials

Publications (1)

Publication Number Publication Date
DE767821C true DE767821C (en) 1953-10-26

Family

ID=25944878

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI56849D Expired DE767821C (en) 1937-01-14 1937-01-15 Process for refining fibrous materials

Country Status (1)

Country Link
DE (1) DE767821C (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR678219A (en) * 1928-08-18 1930-03-20 Bohme H Th Ag Use of alcohols corresponding to high-ranking fatty acids, as softening and polishing agents
FR679156A (en) * 1928-06-25 1930-04-09 Thomson Houston Comp Francaise Improvements to control devices for electrical machines by sound pulses

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR679156A (en) * 1928-06-25 1930-04-09 Thomson Houston Comp Francaise Improvements to control devices for electrical machines by sound pulses
FR678219A (en) * 1928-08-18 1930-03-20 Bohme H Th Ag Use of alcohols corresponding to high-ranking fatty acids, as softening and polishing agents

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