CH444809A - Use of salts as anti-static agents - Google Patents

Use of salts as anti-static agents

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Publication number
CH444809A
CH444809A CH811264A CH811264A CH444809A CH 444809 A CH444809 A CH 444809A CH 811264 A CH811264 A CH 811264A CH 811264 A CH811264 A CH 811264A CH 444809 A CH444809 A CH 444809A
Authority
CH
Switzerland
Prior art keywords
salts
salt
british patent
alkyl
static agents
Prior art date
Application number
CH811264A
Other languages
German (de)
Other versions
CH811264A4 (en
Inventor
Dietrich Dr Glabisch
Ernst Dr Gutschik
Alfred Dr Reichle
Kurt Dr Schell
Martin Dr Wandel
Original Assignee
Bayer 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 Bayer Ag filed Critical Bayer Ag
Priority to CH1287966A priority Critical patent/CH482055A/en
Publication of CH811264A4 publication Critical patent/CH811264A4/xx
Publication of CH444809A publication Critical patent/CH444809A/en

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/325Amines
    • D06M13/328Amines the amino group being bound to an acyclic or cycloaliphatic carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating 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 sulfur or phosphorus
    • D06M13/248Treating 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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/256Sulfonated compounds esters thereof, e.g. sultones
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating 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 sulfur or phosphorus
    • D06M13/282Treating 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 sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/325Amines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/325Amines
    • D06M13/332Di- or polyamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/372Treating 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 containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers

Description

       

  
 



  Verwendung von Salzen als antielektrostatische Mittel
Es wurde gefunden, dass Salze aus a) Säuren bzw. sauren Estern der allgemeinen Formel RY, in der R für einen Alkyl-, Cycloalkyl-, Aralkyl-, Aryl oder Alkylarylrest steht und Y eine der   Gruppierungen      S020H,    -OPO(OH)2 oder   -OPO(OH)    (OR') bedeutet, wobei R'unabhängig von R für einen Alkyl-, Cycloalkyl-, Aralkyl-, Aryloder Alkylarylrest steht, und b) Polyaminen der allgemeinen Formel
EMI1.1     
 in der   Rt,    R2 und X unabhängig voneinander für Wasserstoff oder einen Alkylrest stehen, während k eine Zahl von 1 bis 9 und m eine Zahl von 2 bis 1000 ist, mit   hervozagendem    Erfolg als antielektrische Mittel für Textilmaterialien verwendet werden können.



   Als Säuren bzw. saure Ester der angegebenen Formel seien beispielsweise genannt: Sulfonsäuren, wie
Methan-,   Sithan-,    Butan, Dodekan-, Oktadekan-,
Benzol-,   Tetrapropylenbenzol- oder   
Dodecylbenzolsulfonsäure, und Mono- und Diester der Phosphorsäure mit Alkoholen, wie
Methyl-, Äthyl-, Butyl-, Octyl, Dodecyl-,
Cetyl- oder Stearylalkohol.



   Als Polyamine der angegebenen Formel kommen   z.B.    die folgenden Verbindungen in Betracht: Di äthylentriamin,   Triäthylentetramin,    Tetraäthylenpentamin und die höheren Polymeren des   Äthylenimins,    wie z. B. Polyäthylenimin eines   MoleXulargewichts    von 30 000.



   Die Anwendung der vorgeschlagenen Mittel kann in an sich bekannter Weise erfolgen. Die jeweils erforderlichen Mengen lassen sich durch Vorversuche leicht ermitteln, im allgemeinen genügt es, wenn eine Menge von   0, 1 S,    bezogen auf das Gewicht des zu behandelnden Materials, aufgebracht wird.



   Mit Hilfe der Mittel gelingt es, Textilmaterialien der verschiedensten Art, z. B. Fasern, Fäden, Gewebe und Gewirke, insbesondere solche synthetischer Herkunft, wie Polyacrylnitril und Polyamide, hervorragend antielektrostatisch auszurüsten. Bemerkenswert ist dabei, dass die antielektrostatische Ausrüstung auch bei geringer Luftfeuchtigkeit crhalten bleibt.



   Beispiel
Polyacrylnitrilfasern wurden mit einer wässrigen Lösung, die im Liter 5 g des nachstehend beschriebenen Salzes enthielt, getränkt und dann auf etwa 50 % Gewichtszunahme abgeschleudert. Anschliessend wurden die so behandelten Fasern bei 800 C getrocknet und bei 50% relativer Luftfeuchtigkeit 24 Stunden ausgelegt. Bei der weiteren Verarbeitung auf Krempelvliese wurde keine nennenswerte statische Aufladung festgestellt. Der Oberflächenwiderstand des Krempelvlieses betrug bei   50S    relativer Luftfeuchtigkeit   6. 107Q.    Ein   Krempelvlies    aus unbehandelten Polyacrylnitrilfasern zeigte bei   50 S    relativer Luftfeuchtigkeit einen Oberflächenwiderstand von über   1013Q.     



   Das verwendete Salz war dadurch bereitet worden, dass 1,3 Mol Phosphorsäuredibutylester und 1 Mol   Tetraäthylenpentamin    unter Kühlung miteinander vermischt wurden.



   Zum Nachweis des technischen Fortschritts, der mit den erfindungsgemäss verwendeten Polyamin-Salzen im Vergleich zu den auf der Grundlage von Monoaminen aufgebauten quaternären Ammoniumsalzen der britischen Patentschrift Nr. 833 699 erzielt wird, wurde folgender Vergleichsversuch durch  geführt:   
Gewaschene Gewebe aus Polyacrylnitrilfasern wurden 10 Minuten im Flottenverhältnis 1:20 bei 300 C in Bäder getaucht, die im Liter 2 g des 1,3 Mol Phosphorsäuredibutylester und 1 Mol Te  traäthylenpentamin    hergestellten Salzes bzw.   0,57    g des gemäss Beispiel 1 der britischen Patentschrift Nr. 833 699 verwendeten, aus   Natriumiaurylphos-    phat und Stearyldimethylbenzylammoniumchlorid hergestellten Salzes enthielten.

   Anschliessend wurden die Gewebe auf eine   Gewichtszunahme    von   100%    abgequetscht, 2 Stunden bei 800 C getrocknet und 24 Stunden bei 230 C und 50 % relativer Luftfeuchtigkeit klimatisiert. Die Messung des Oberflächenwiderstandes ergab dann folgende Werte:
Gewebe behandelt gemäss   Anmeldung :      2.108    Q.



   Gewebe behandelt gemäss britischer Patentschrift Nr.   833699 :      6.108Q.   



   Hierbei ist noch folgendes zu berücksichtigen: Der Präparationsauftrag (bestimmt durch Extraktion mit einer Benzol-Methanol-Mischung) auf dem Gewebe, welches gemäss dem Beispiel der Anmeldung behandelt war, betrug 0,2 %, bezogen auf das Textilmaterial; dies entspricht dem Betrag, der sich aus dem Abschleudern auf eine Gewichtszunahme von   100%    ergibt, wenn ein Aufziehen der Präparation aus der Flotte auf das Textilmaterial nicht stattfindet.

   Der in gleicher Weise bestimmte Präparationsauftrag (bestimmt durch Extraktion mit einer Benzol Methanol-Mischung) auf dem Gewebe, welches gemäss Beispiel 1 der britischen Patentschrift Nummer 833 699 behandelt war, betrug dagegen   0,7 %,      bei    zogen auf das Textilmaterial; dieser verhältnismässig hohe Präparationsauftrag ist darauf zurückzuführen, dass die Präparation aus der flotte auf das Textilmaterial aufzieht, was auch aus den Angaben des Beispiels 1 der britischen Patentschrift Nr. 833 699 hervorgeht, nach denen das anfänglich opaleszierende Bad im Laufe der Behandlungszeit klar wird.

   Der technische Fortschritt, der mit den erfindungsgemäss zu verwendenden Polyamin-Salzen gegenüber den Amin-Salzen der britischen Patentschrift Nr. 833 699 erzielt wird, besteht somit in folgenden Punkten:
1. hohe antielektrostatische Wirkung bei geringem Auftrag auf das Textilmaterial;
2. störungsfreier Einsatz, da die zu verwendenden Salzlösungen klar sind und über eine lange Zeit hin klar bleiben;
3. Möglichkeit, die Salze auch bei kontinuierlichem Ausrüsten einzusetzen, da die Konzentration der Salze in der Flotte konstant   bleibt.   



   Zum Nachweis des technischen Fortschrittes, der mit den erfindungsgemäss als elektrostatische Mittel verwendeten   Polyaminsalzen    gegenüber den Alkanolaminsalzen der britischen Patentschrift Nr.   902365    und der USA-Patentschrift Nr.   2676122    erzielt wird, wurde folgender Vergleichsversuch durchgeführt:
Gewaschene Gewebe aus Polyacrylnitrilfasern wurden 10 Minuten im flottenverhältnis 1:20 bei 300 C in Bäder getaucht, die im Liter 2 g des erfindungsgemässen aus 1,3 Mol Phosphorsäuredibutylester und 1 Mol Tetraäthylenpentamin hergestellten Salzes, 2 g des gemäss Beispiel 4 der britischen Patentschrift Nr. 902 365 verwendeten, aus 2 Gewichtsteilen Phosphorsäuredibutylester und 1 Ge  wichtsteil    Diäthanolamin hergestellten Salzes bzw.



  2 g des gemäss Beispiel 1 der USA-Patentschrift Nr.



     2676 122    verwendeten, aus einem Fettalkoholgemisch, Phosphorpentoxyd und Diäthanolamin im Molverhältnis   3:1,5 : 3    hergestellten Salzes enthielten. Anschliessend wurden die Gewebe auf eine Gewichtszunahme von   100%    abgeschleudert, 2 Stunden bei 800 C getrocknet und 24 Stunden bei 230 C und   50%    relativer Luftfeuchtigkeit   klimatisierb.    Die Messung des Oberflächenwiderstandes ergab dann folgende Werte:
Gewebe, behandelt mit dem erfindungsgemäss verwendeten Salz: 2.108   Q.   



   Gewebe, behandelt mit dem Salz gemäss Beispiel 4 der britischen Patentschrift Nr.   902365    : 6.108 Q.



   Gewebe, behandelt mit dem Salz gemäss Beispiel 1 der USA-Patentschrift Nr.   2676      122:2.109    Q.



   Der durch Extraktion mit einer Benzol-Methanol Mischung bestimmte Präparationsauftrag auf den Geweben betrug in allen Fällen   0,2 %,    bezogen auf das Textilmaterial; dies entspricht dem Betrag, der sich aus dem Abschleudern auf eine Gewichtszunahme von 100% ergibt, wenn ein Aufziehen der Präparation aus der Flotte auf das Textilmaterial nicht stattfindet.



   Der technische Fortschritt, der mit den erfindungsgemäss zu verwendenden Polyaminsalzen gegenüber den Salzen der britischen Patentschrift Nr. 902 365 und der USA-Patentschrift Nr.   2676 122    erzielt wird, besteht somit in der Stärke der antielektrischen Ausrüstung.   



  
 



  Use of salts as anti-static agents
It has been found that salts of a) acids or acidic esters of the general formula RY, in which R stands for an alkyl, cycloalkyl, aralkyl, aryl or alkylaryl radical and Y is one of the groups S020H, -OPO (OH) 2 or -OPO (OH) (OR '), where R', independently of R, is an alkyl, cycloalkyl, aralkyl, aryl or alkylaryl radical, and b) polyamines of the general formula
EMI1.1
 in which Rt, R2 and X independently represent hydrogen or an alkyl radical, while k is a number from 1 to 9 and m is a number from 2 to 1000, can be used with excellent success as antielectric agents for textile materials.



   Examples of acids or acidic esters of the formula given are: sulfonic acids, such as
Methane, sithane, butane, dodecane, octadecane,
Benzene, tetrapropylene benzene or
Dodecylbenzenesulfonic acid, and mono- and diesters of phosphoric acid with alcohols, such as
Methyl, ethyl, butyl, octyl, dodecyl,
Cetyl or stearyl alcohol.



   As polyamines of the formula given, e.g. the following compounds into consideration: diethylenetriamine, triethylenetetramine, tetraethylenepentamine and the higher polymers of ethylenimine, such as. B. Polyethyleneimine of a molecular weight of 30,000.



   The proposed means can be used in a manner known per se. The amounts required in each case can easily be determined by preliminary tests; in general it is sufficient if an amount of 0.1%, based on the weight of the material to be treated, is applied.



   With the help of the funds it is possible to remove textile materials of various kinds, eg. B. fibers, threads, woven and knitted fabrics, especially those of synthetic origin, such as polyacrylonitrile and polyamides, to provide excellent anti-static properties. It is noteworthy that the anti-static finish is retained even at low humidity.



   example
Polyacrylonitrile fibers were impregnated with an aqueous solution which contained 5 g of the salt described below per liter and then centrifuged to an increase in weight of about 50%. The fibers treated in this way were then dried at 800 ° C. and laid out at 50% relative humidity for 24 hours. During further processing on carded nonwovens, no significant static charge was found. The surface resistance of the carded fleece was 6.107 Ω at 50 ° C. relative humidity. A carded fleece made of untreated polyacrylonitrile fibers showed a surface resistance of more than 1013Ω at 50 S relative humidity.



   The salt used had been prepared by mixing 1.3 mol of phosphoric acid dibutyl ester and 1 mol of tetraethylene pentamine with one another with cooling.



   To demonstrate the technical progress that is achieved with the polyamine salts used according to the invention compared to the quaternary ammonium salts based on monoamines of British patent specification No. 833 699, the following comparative experiment was carried out:
Washed fabrics made of polyacrylonitrile fibers were immersed for 10 minutes at a liquor ratio of 1:20 at 300 C in baths containing 2 g of 1.3 mol of dibutyl phosphorate and 1 mol of Te traäthylenpentamin or 0.57 g of the salt prepared according to Example 1 of the British patent No. 833 699 used, contained salt prepared from sodium auryl phosphate and stearyldimethylbenzylammonium chloride.

   The fabrics were then squeezed off to a weight increase of 100%, dried for 2 hours at 800 ° C. and conditioned for 24 hours at 230 ° C. and 50% relative humidity. The measurement of the surface resistance then gave the following values:
Tissue treated according to registration: 2,108 Q.



   Tissue treated according to British Patent No. 833699: 6.108Q.



   The following should also be taken into account: the amount of preparation applied (determined by extraction with a benzene-methanol mixture) on the fabric which was treated according to the example of the application was 0.2%, based on the textile material; this corresponds to the amount that results from spinning off to a weight increase of 100% if the preparation is not absorbed from the liquor onto the textile material.

   The amount of preparation applied in the same way (determined by extraction with a benzene-methanol mixture) on the fabric which had been treated according to Example 1 of British Patent No. 833 699, on the other hand, was 0.7%, when the textile material was drawn; This relatively high amount of preparation is due to the fact that the preparation is drawn from the liquor onto the textile material, which is also evident from the information in Example 1 of British Patent No. 833 699, according to which the initially opalescent bath becomes clear in the course of the treatment time.

   The technical progress that is achieved with the polyamine salts to be used according to the invention over the amine salts of British Patent No. 833 699 thus consists in the following points:
1. high anti-static effect with little application on the textile material;
2. Trouble-free use, since the salt solutions to be used are clear and remain clear for a long time;
3. Possibility of using the salts even with continuous finishing, since the concentration of the salts in the liquor remains constant.



   To demonstrate the technical progress achieved with the polyamine salts used according to the invention as electrostatic agents compared to the alkanolamine salts of British patent specification No. 902365 and US patent specification No. 2676122, the following comparison test was carried out:
Washed fabrics made of polyacrylonitrile fibers were immersed for 10 minutes at a liquor ratio of 1:20 at 300 ° C. in baths containing 2 g of the salt according to the invention prepared from 1.3 mol of phosphoric acid dibutyl ester and 1 mol of tetraethylene pentamine, 2 g of the salt according to Example 4 of British Patent No. 902 365 used, from 2 parts by weight of phosphoric acid dibutyl ester and 1 part by weight of diethanolamine prepared salt or



  2 g of the according to example 1 of the USA patent no.



     2676 122 used, containing a salt prepared from a fatty alcohol mixture, phosphorus pentoxide and diethanolamine in a molar ratio of 3: 1.5: 3. The fabrics were then spun off to a weight increase of 100%, dried for 2 hours at 800 ° C. and air-conditioned for 24 hours at 230 ° C. and 50% relative humidity. The measurement of the surface resistance then gave the following values:
Tissue treated with the salt used according to the invention: 2,108 Q.



   Tissue treated with the salt according to Example 4 of British Patent No. 902365: 6,108 Q.



   Tissue treated with the salt according to Example 1 of U.S. Patent No. 2676 122: 2,109 Q.



   The amount of preparation applied to the fabrics, determined by extraction with a benzene-methanol mixture, was 0.2% in all cases, based on the textile material; this corresponds to the amount that results from centrifuging to a weight increase of 100% if the preparation is not absorbed from the liquor onto the textile material.



   The technical progress that is achieved with the polyamine salts to be used according to the invention over the salts of British patent specification No. 902 365 and US patent specification No. 2676 122 is thus the strength of the antielectric equipment.


    

Claims (1)

PATENTANSPRUCH Verwendung von Salzen aus a) Säuren bzw. sauren Estern der allgemeinen Formel RY, in der R für einen Alkyl-, Cycloalkyl-, Aralkyl-, Aryl- oder Alkylarylrest steht und Y eine der Gruppierungen-SO2OH,-OPO (OH) 2 oder -OPO(OH) (OR') bedeutet, wobei R' unabhängig von R für einen Alkyl-, Cycloalkyl-, Aralkyl-, Aryloder Alkylarylrest steht, und b) Polyaminen der allgemeinen Formel EMI3.1 in der R1, R2 und X unabhängig voneinander für Wasserstoff oder einen Alkylrest stehen, während k eine Zahl von 1 bis 9 und m eine Zahl von 2 bis 1000 ist, als antielektrostatische Mittel für Textil- materialien. PATENT CLAIM Use of salts of a) acids or acidic esters of the general formula RY, in which R is an alkyl, cycloalkyl, aralkyl, aryl or alkylaryl radical and Y is one of the groups —SO2OH, —OPO (OH) 2 or -OPO (OH) (OR ') is where R', independently of R, is an alkyl, cycloalkyl, aralkyl, aryl or alkylaryl radical, and b) polyamines of the general formula EMI3.1 in which R1, R2 and X are independently hydrogen or an alkyl radical, while k is a number from 1 to 9 and m is a number from 2 to 1000, as antistatic agents for textile materials.
CH811264A 1963-07-17 1964-06-22 Use of salts as anti-static agents CH444809A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CH1287966A CH482055A (en) 1963-07-17 1964-06-22 Use of salts as anti-static agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0040262 1963-07-17

Publications (2)

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CH811264A4 CH811264A4 (en) 1967-06-30
CH444809A true CH444809A (en) 1968-02-29

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AT (3) AT252167B (en)
BE (1) BE650630A (en)
CH (2) CH482055A (en)
DE (1) DE1444064A1 (en)
FR (1) FR1424433A (en)
GB (2) GB1077104A (en)
NL (1) NL6407665A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994015012A1 (en) * 1992-12-21 1994-07-07 E.I. Du Pont De Nemours And Company Antistatic finish for dyeable surfactant-containing poly(m-pheny lene isophthalamide) fibers

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Publication number Priority date Publication date Assignee Title
DE2310186C3 (en) * 1973-03-01 1980-04-10 Basf Ag, 6700 Ludwigshafen Process for the antistatic finishing of textile fiber goods
US4824582A (en) * 1986-11-14 1989-04-25 The Procter & Gamble Company Articles and methods for treating fabrics
US4915854A (en) * 1986-11-14 1990-04-10 The Procter & Gamble Company Ion-pair complex conditioning agent and compositions containing same
US5019280A (en) * 1986-11-14 1991-05-28 The Procter & Gamble Company Ion-pair complex conditioning agent with benzene sulfonate/alkyl benzene sulfonate anionic component and compositions containing same
US4756850A (en) * 1987-06-10 1988-07-12 The Procter & Gamble Company Articles and methods for treating fabrics
US4913828A (en) * 1987-06-10 1990-04-03 The Procter & Gamble Company Conditioning agents and compositions containing same
US4861502A (en) * 1988-02-08 1989-08-29 The Procter & Gamble Company Conditioning agent containing amine ion-pair complexes and composiitons thereof
US4844824A (en) * 1988-02-08 1989-07-04 The Procter & Gamble Company Stable heavy duty liquid detergent compositions which contain a softener and antistatic agent
US5073274A (en) * 1988-02-08 1991-12-17 The Procter & Gamble Co. Liquid detergent containing conditioning agent and high levels of alkyl sulfate/alkyl ethoxylated sulfate
US4857213A (en) * 1988-02-08 1989-08-15 The Procter & Gamble Company Liquid detergent containing conditioning agent and high levels of alkyl sulfate/alkyl ethoxylated sulfate

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994015012A1 (en) * 1992-12-21 1994-07-07 E.I. Du Pont De Nemours And Company Antistatic finish for dyeable surfactant-containing poly(m-pheny lene isophthalamide) fibers

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Publication number Publication date
FR1424433A (en) 1966-01-14
CH1287966A4 (en) 1969-08-15
NL6407665A (en) 1965-01-18
CH811264A4 (en) 1967-06-30
GB1077103A (en) 1967-07-26
AT252167B (en) 1967-02-10
CH482055A (en) 1970-01-15
BE650630A (en) 1964-11-16
AT252168B (en) 1967-02-10
AT252169B (en) 1967-02-10
GB1077104A (en) 1967-07-26
DE1444064A1 (en) 1968-10-24

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