DE1023743B - Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile - Google Patents

Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile

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Publication number
DE1023743B
DE1023743B DEB34191A DEB0034191A DE1023743B DE 1023743 B DE1023743 B DE 1023743B DE B34191 A DEB34191 A DE B34191A DE B0034191 A DEB0034191 A DE B0034191A DE 1023743 B DE1023743 B DE 1023743B
Authority
DE
Germany
Prior art keywords
polyacrylonitrile
water absorption
molded articles
absorption capacity
plastics
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.)
Pending
Application number
DEB34191A
Other languages
German (de)
Inventor
Dr Wilhelm Ruemens
Kurt Beideck
Dr Josef Stadler
Dr Hanns Ufer
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB34191A priority Critical patent/DE1023743B/en
Publication of DE1023743B publication Critical patent/DE1023743B/en
Pending legal-status Critical Current

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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
    • 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
    • D06M15/59—Polyamides; Polyimides
    • 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
    • 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
    • D06M13/332—Di- or polyamines
    • 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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/405—Acylated polyalkylene polyamines
    • 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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • 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
    • D06M15/59—Polyamides; Polyimides
    • D06M15/595—Derivatives obtained by substitution of a hydrogen atom of the carboxamide radical

Landscapes

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

Description

DEUTSCHESGERMAN

Gegenstand des Patents 956 400 ist ein Verfahren zum Färben von Formkörpern aus Polyacrylnitril durch Behandeln mit Lösungen von alkoxylierte Säureamidgruppen enthaltenden Kunstharzen.The subject of patent 956 400 is a process for coloring molded articles made of polyacrylonitrile Treatment with solutions of synthetic resins containing alkoxylated acid amide groups.

Es wurde nun gefunden, daß sich die Eigenschaften von Formkörpern, insbesondere Fäden, Fasern und Geweben, aus anderen Kunststoffen, beispielsweise aus linearen Polyamiden oder Polyurethanen, Polyäthylen, Polyterephthalsäureäthylenglykolester oder Acetatcellulose, die ein geringes Wasseraufnahmevermögen besitzen, wesentlich verbessern lassen, wenn man sie mit Kondensationsprodukten aus polyamidbildenden Verbindungen und mindestens 15 % eines Amins, bezogen auf polyamidbildende Verbindungen, behandelt, trocknet und auf Temperaturen über 100° erhitzt.It has now been found that the properties of moldings, in particular threads, fibers and fabrics, from other plastics, for example from linear polyamides or polyurethanes, polyethylene, Polyterephthalic acid ethylene glycol ester or acetate cellulose, which have a low water absorption capacity, can be improved significantly if you combine them with condensation products of polyamide-forming compounds and at least 15% of an amine, based on polyamide-forming compounds, treated, dried and on Temperatures over 100 ° heated.

Die zur Herstellung der verwendeten Kondensationsprodukte angewandten Mischungen sollen zweckmäßig 15 bis 60%, vorzugsweise 20 bis 40% Amine enthalten. Geeignete Amine sind z. B. die aliphatischen Monoamine, ferner Amine, die weitere funktioneile Gruppen enthalten, z. B. Oxyalkylamine, wie Monoäthanolamin und insbesondere aliphatische oder cycloaliphatische Diamine, beispielsweise Tetra-, Penta- oder Hexamethylendiamin, Diaminodicyclohexylmethan, -äthan oder -propan. Geeignete polyamidbildende Verbindungen sind z. B. Gemische oder Salze aus Diaminen, wie Penta-, Hexa- oder Dekamethylendiamin oder Diaminodicyclohexylmethan, und Dicarbonsäuren, wie Adipinsäure, Pimelinsäure, Sebacinsäure und ihren Analogen, ferner Terephthalsäure, Phenylendiessigsäure oder Phenylendipropionsäure. Die Kohlenstoffketten der polyamidbildenden Verbindungen können durch Heteroatome unterbrochen sein. Auch polyamidbildende Amincarbonsäuren, wie ε-Aminocapronsäure oder Aminoundecansäure, oder ihre Lactame oder Mischungen von polyamidbildenden Verbindungen können verwendet werden.The mixtures used to prepare the condensation products used should be appropriate Contain 15 to 60%, preferably 20 to 40% amines. Suitable amines are e.g. B. the aliphatic monoamines, also amines that contain other functional groups, z. B. Oxyalkylamines, such as monoethanolamine and especially aliphatic or cycloaliphatic diamines, for example tetra-, penta- or hexamethylenediamine, diaminodicyclohexylmethane, -ethane or -propane. Suitable Polyamide-forming compounds are, for. B. mixtures or salts of diamines, such as penta-, hexa- or Decamethylenediamine or diaminodicyclohexylmethane, and dicarboxylic acids such as adipic acid, pimelic acid, Sebacic acid and its analogs, also terephthalic acid, phenylenediacetic acid or phenylenedipropionic acid. the Carbon chains of the polyamide-forming compounds can be interrupted by heteroatoms. Even polyamide-forming amine carboxylic acids, such as ε-aminocaproic acid or aminoundecanoic acid, or their lactams or mixtures of polyamide-forming compounds can be used.

Die verwendeten Kondensationsprodukte werden nach bekannten Verfahren hergestellt. Die Kondensationstemperaturen betragen im allgemeinen 100 bis 300°. Man kann, kontinuierlich oder diskontinuierlich, gegebenenfalls unter erhöhtem oder erniedrigtem Druck arbeiten.The condensation products used are produced by known processes. The condensation temperatures are generally 100 to 300 °. One can, continuously or discontinuously, optionally under increased or reduced pressure work.

Gegebenenfalls ist es zweckmäßig, die Kondensationsprodukte aus polyamidbildenden Verbindungen und Aminen noch mit Alkylenoxyden nachzubehandeln. Vorzugsweise verwendet man Äthylenoxyd, doch können auch z. B. die Homologen des Äthylenoxyds sowie ihre Derivate, z. B. Glycid, verwendet werden. Die so nachbehandelten Kondensationsprodukte sind im allgemeinen leichter in Wasser löslich.It may be useful to use the condensation products of polyamide-forming compounds and Amines still to be treated with alkylene oxides. Ethylene oxide is preferably used, but you can also z. B. the homologues of ethylene oxide and their derivatives, e.g. B. glycid, can be used. The post-treated ones Condensation products are generally more soluble in water.

Ferner können vorteilhaft Aldehyde oder aldehydabspaltende Mittel oder aminoplastbildende Methylolverbindungen, gegebenenfalls zusammen mit Härtungsmitteln, mitverwendet werden. Man verwendet vorzugs- Verfahren zur ErhöhungFurthermore, aldehydes or aldehyde-releasing agents or aminoplast-forming methylol compounds, optionally together with hardening agents, can also be used. One preferably uses Procedure to increase

des Wasseraufnahmevermögensthe water absorption capacity

von Formkörpern aus Kunststoffenof molded articles made of plastics

außer Polyacrylnitrilexcept polyacrylonitrile

Anmelder:Applicant:

Badische Anilin- & Soda-Fabrik Aktiengesellschaft, Ludwigshafen/RheinBadische Anilin- & Soda-Fabrik Aktiengesellschaft, Ludwigshafen / Rhein

Dr. Wilhelm Rümens, Kurt Beideck, Dr. Josef StadlerDr. Wilhelm Rümens, Kurt bothck, Dr. Josef Stadler

und Dr. Hanns Ufer, Ludwigshafen/Rhein,and Dr. Hanns Ufer, Ludwigshafen / Rhine,

sind als Erfinder genannt wordenhave been named as inventors

weise Formaldehyd, aber auch seine Polymerisationsprodukte, beispielsweise Paraformaldehyd, ferner Hexamethylentetramin. Auch andere Aldehyde, z. B. Glyoxal, Acetaldehyd, Butyraldehyd, Crotonaldehyd oder Benzaldehyd, können geeignet sein. Aminoplastbildende Methylolverbindungen sind z. B. die Methylolverbindungen von Harnstoff, Thioharnstoff, Cyanamid, Dicyanamid, Dimethylharnstoff, Diphenylharnstoff, Melamin und dessen Homologen, Urethanen, Ureinen oder Biuret oder Mischungen dieser Verbindungen. Diese Verbindungen können eine oder mehrere Methylolgruppen enthalten. Statt der Methylolverbindungen können auch ihre Ausgangsverbindungen, beispielsweise Gemische von Harnstoff bzw. Thioharnstoff und Formaldehyd, verwendet werden. Von besonderem Vorteil ist die Mitverwendung von Netzmitteln, z. B. von mit Dimethylsulfat quaternierten Fettalkylhexamethyleniminen.wise formaldehyde, but also its polymerization products, for example paraformaldehyde, and also hexamethylenetetramine. Other aldehydes, e.g. B. glyoxal, acetaldehyde, butyraldehyde, crotonaldehyde or benzaldehyde, can be suitable. Aminoplast-forming methylol compounds are, for. B. the methylol compounds of urea, thiourea, cyanamide, dicyanamide, dimethylurea, diphenylurea, melamine and its homologues, urethanes, urines or biurets or mixtures of these compounds. These connections can contain one or more methylol groups. Instead of the methylol compounds, their Starting compounds, for example mixtures of urea or thiourea and formaldehyde, are used will. The use of wetting agents such. B. of with dimethyl sulfate quaternized fatty alkylhexamethyleneimines.

So behandelte Formkörper, ζ. Β. Gewebe, können mehr Feuchtigkeit aufnehmen und wieder abgeben. Kleidungsstücke aus solchen Geweben sind angenehm zu tragen, weil sie wegen des besseren Feuchtigkeitsaustausches ein größeres Wärmegefühl geben. Der Charakter des Gewebes wird nicht beeinträchtigt. Die Formkörper können anschließend an das beschriebene Veredlungsverfahren gefärbt werden. Ihre Farbstoffaffinität ist dann besonders gut. Es ist aber auch möglich, bereits gefärbte Formkörper verfahrensgemäß zu veredeln. Moldings treated in this way, ζ. Β. Tissues can absorb and release more moisture. Garments made of such fabrics are comfortable to wear because they give a greater feeling of warmth because of the better moisture exchange. Of the The character of the fabric is not affected. The shaped bodies can then follow that described Finishing process to be colored. Your dye affinity is then particularly good. But it is also possible to refine already colored moldings according to the process.

Die in den nachstehenden Beispielen angegebenen Teile sind Gewichtsteile.The parts given in the examples below are parts by weight.

Beispiel 1example 1

Ein Polycaprolactamgewebe wird 10 bis 15 Minuten auf der Haspelkufe mit einer Flotte behandelt, die imA polycaprolactam fabric is treated for 10 to 15 minutes on the reel skid with a liquor that is im

- - - ■- 709 878/263- - - ■ - 709 878/263

Liter 100 Teile eines Kondensationsproduktes enthält, das durch Erhitzen von 700 Teilen adipinsaurem Hexamethylendiamin, 700 Teilen ε-Caprolactam, 300 Teilen 4,4'-Diaminodicyclohexylmethan und 300 Teilen Wasser auf 140° hergestellt wird. Nach dem Trocknen wird das Gewebe 5 Minuten auf 140° erhitzt. Es nimmt nun wesentlich mehr Feuchtigkeit auf als vorher und behält seine hydrophilen Eigenschaften auch nach mehreren Waschen.Liter contains 100 parts of a condensation product obtained by heating 700 parts of adipic acid hexamethylenediamine, 700 parts of ε-caprolactam, 300 parts of 4,4'-diaminodicyclohexylmethane and 300 parts of water is made to 140 °. After drying, the fabric is heated to 140 ° for 5 minutes. It is taking now absorbs much more moisture than before and retains its hydrophilic properties even after several To wash.

Beispiel 2Example 2

Ein Gewebe aus Polyurethanfasern wird mit einer Flotte behandelt, die im Liter 50 Teile des im Beispiel 1 beschriebenen Kondensationsproduktes enthält, ferner 20 Teile Dimethyldimethylolhamstoff, 15 Teile Zinkchlorid und 2 Teile des mit Dimethylsulfat quatemierten Reaktionsproduktes aus einem höhermolekularen Fettalkohol und Hexamethylenimin. Nach dem Trocknen wird das Gewebe noch 5 Minuten auf 140° erhitzt.A fabric made of polyurethane fibers is treated with a liquor containing 50 parts per liter of the in Example 1 Contains condensation product described, also 20 parts of dimethyldimethylolurea, 15 parts of zinc chloride and 2 parts of the reaction product quaternized with dimethyl sulfate from a higher molecular weight fatty alcohol and hexamethyleneimine. After drying, the fabric is heated to 140 ° for a further 5 minutes.

Das Gewebe ist nun viel hydrophiler. Der Effekt ist waschbeständig.The fabric is now much more hydrophilic. The effect is washable.

Beispiel 3Example 3

Ein Gewebe aus Polycaprolactamfasern wird mit einer wäßrigen Flotte, die im Liter 60 Teile eines mit 1,5 Teilen Äthylenoxyd umgesetzten Kondensationsprodukts aus adipinsaurem Hexamethylendiamin, ω-CaprylIactam und Diaminodicyclohexylpropan enthält, auf dem Foulard imprägniert. Danach quetscht man ab und trocknet bei 100°. Anschließend wird das Gewebe 5 Minuten auf 140° erhitzt.A fabric made of polycaprolactam fibers is mixed with an aqueous liquor containing 60 parts of one with 1.5 parts per liter Ethylene oxide converted condensation product from adipic acid hexamethylenediamine, ω-caprylactam and Contains diaminodicyclohexylpropane, impregnated on a padder. Then you squeeze and dry 100 °. The fabric is then heated to 140 ° for 5 minutes.

Das so behandelte Gewebe behält seine guten hydrophilen Eigenschaften auch nach mehrmaligem Waschen.The fabric treated in this way retains its good hydrophilic properties even after being washed several times.

Claims (3)

Patentansprüche:Patent claims: 1. Verfahren zur Erhöhung des Wasseraufnahmevermögens von Formkörpern aus Kunststoffen außer Polyacrylnitril, dadurch gekennzeichnet, daß man sie mit Kondensationsprodukten aus polyamidbildenden Verbindungen und mindestens 15% eines Amins, bezogen auf polyamidbildende Verbindungen, behandelt, trocknet und auf Temperaturen über 100° erhitzt.1. Process for increasing the water absorption capacity of molded articles made of plastics except Polyacrylonitrile, characterized in that it is mixed with condensation products from polyamide-forming Compounds and at least 15% of an amine, based on polyamide-forming compounds, treated, dries and heated to temperatures above 100 °. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß man oxalkylierte Kondensationsprodukte verwendet. 2. The method according to claim 1, characterized in that alkoxylated condensation products are used. 3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß außerdem härtbare aminoplastbildende Verbindungen und Härtungsmittel hierfür verwendet werden.3. The method according to claim 1, characterized in that also curable aminoplast-forming Compounds and hardeners can be used for this. In Betracht gezogene Druckschriften:
Deutsche Patentschrift Nr. 912 926.Considered publications:
German patent specification No. 912 926. © 709 878/263 1.S8© 709 878/263 1.S8
DEB34191A 1955-01-20 1955-01-20 Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile Pending DE1023743B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB34191A DE1023743B (en) 1955-01-20 1955-01-20 Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB34191A DE1023743B (en) 1955-01-20 1955-01-20 Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile
DE784669X 1955-01-26

Publications (1)

Publication Number Publication Date
DE1023743B true DE1023743B (en) 1958-02-06

Family

ID=25948328

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB34191A Pending DE1023743B (en) 1955-01-20 1955-01-20 Process to increase the water absorption capacity of molded articles made of plastics other than polyacrylonitrile

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1294928B (en) * 1967-01-14 1969-05-14 Bayer Ag Fiber protection agent for natural proteinaceous fibers

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE912926C (en) * 1940-05-22 1954-06-03 Basf Ag Process for refining fibrous materials

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE912926C (en) * 1940-05-22 1954-06-03 Basf Ag Process for refining fibrous materials

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1294928B (en) * 1967-01-14 1969-05-14 Bayer Ag Fiber protection agent for natural proteinaceous fibers

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