DE1096322B - Process for the antistatic finishing of polyamide fibers or threads - Google Patents
Process for the antistatic finishing of polyamide fibers or threadsInfo
- Publication number
- DE1096322B DE1096322B DEV15704A DEV0015704A DE1096322B DE 1096322 B DE1096322 B DE 1096322B DE V15704 A DEV15704 A DE V15704A DE V0015704 A DEV0015704 A DE V0015704A DE 1096322 B DE1096322 B DE 1096322B
- Authority
- DE
- Germany
- Prior art keywords
- threads
- finishing
- fibers
- polyamide fibers
- antistatic finishing
- 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
Links
- 239000000835 fiber Substances 0.000 title claims description 19
- 239000004952 Polyamide Substances 0.000 title claims description 9
- 229920002647 polyamide Polymers 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims 1
- 150000002903 organophosphorus compounds Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- -1 polyethylene terephthalate Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009960 carding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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
- D06M13/244—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 sulfur or phosphorus
- D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
- D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
- D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/16—Anti-static materials
-
- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
- D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
DEUTSCHESGERMAN
Es ist bekannt, durch verschiedene Avivagen die Neigung der Fasern oder Fäden, sich elektrostatisch aufzuladen, herabzusetzen. Die dabei angewendeten chemischen Verbindungen sind im allgemeinen nicht für alle synthetischen Fasern gleich gut geeignet. Dies ist unter anderem darauf zurückzuführen, daß sich einige Fasern, wie z. B. Polyamide aus Caprolactam, positiv, andere, wie beispielsweise Polyäthylenterephthalat, dagegen negativ aufladen. Auch andere Fadeneigenschaften, z. B. die Oberflächenausbildung, müssen bei der Avivage berücksichtigt werden. Schließlich sollen solche Avivagen schon bei einem geringen Auftrag wirksam sein; sie dürfen möglichst nicht Substantiv aufziehen und müssen eine gute Licht- und Wärmebeständigkeit aufweisen, sie dürfen ferner nicht korrodierend wirken und müssen eine Konsistenz haben, die die Weiterverarbeitung der Fasern nicht beeinträchtigt.It is known to reduce the tendency of the fibers or threads to become electrostatically charged through various finishing agents, to belittle. The chemical compounds used are generally not synthetic for all Fibers equally well suited. This is due, among other things, to the fact that some fibers, such as. B. Polyamides made from caprolactam have a positive charge, while others, such as polyethylene terephthalate, have a negative charge. Other thread properties, e.g. B. the surface formation, must be taken into account in the finishing will. After all, such finishing agents should be effective even with a small application; they are allowed to do not raise nouns and must have good light and heat resistance, they may also do not have a corrosive effect and must have a consistency that allows the further processing of the fibers not affected.
Es ist eine Avivage bekannt, die aus einem neutralen Additionsprodukt eines sauren Phosphorsäureesters und Alkylenoxyd entsteht, der aliphatische, cycloaliphatische, cycloaliphatisch-aromatische oder aliphatisch-aromatische Estergruppen mit 6 oder mehr C-Atomen enthält. Diese Verbindung soll für Polyvinylchlorid-, Polyamid-, Polyacrylnitril- oder Polyester-Fasern verwendet werden. Die Konzentration der Verbindungen in der Avivageflotte soll zwischen 0,1 und 3% liegen. Dies würde bei dem üblichen Nachbehandlungsverfahren einem Auftrag von 0,05 bis 1,5% auf der Faser entsprechen. Wie eingangs erwähnt, ist die Aufladungshöhe bei den verschiedenen vollsynthetischen Fasern unterschiedlich, so daß bei Anwendung der einzelnen antistatischen Avivagemittel nicht immer dieselbe antistatische Wirksamkeit erzielt werden kann. Bei den Polyamidfasern, insbesondere bei den aus Caprolactam hergestellten, ist die antistatische Wirksamkeit der erwähnten Phosphorsäureprodukte nicht so ausreichend, daß ζ. B. eine Kardierung einer in l°/oigen Avivageflotten behandelten Polyamidfaser (wegen der noch hohen Aufladung) durchgeführt werden kann.A finish is known which arises from a neutral addition product of an acidic phosphoric acid ester and alkylene oxide which contains aliphatic, cycloaliphatic, cycloaliphatic-aromatic or aliphatic-aromatic ester groups with 6 or more carbon atoms. This compound should be used for polyvinyl chloride, polyamide, polyacrylonitrile or polyester fibers. The concentration of the compounds in the finishing liquor should be between 0.1 and 3%. With the usual post-treatment process, this would correspond to an application of 0.05 to 1.5% on the fiber. As mentioned at the outset, the level of charge is different for the various fully synthetic fibers, so that the same antistatic effectiveness cannot always be achieved when the individual antistatic finishing agents are used. In the case of polyamide fibers, especially those made from caprolactam, the antistatic effectiveness of the phosphoric acid products mentioned is not so sufficient that ζ. For example, a carding can be carried out in l ° / o by weight Avivageflotten treated polyamide fiber (due to the still high charging) a.
Ferner ist als antistatische Avivage ein Produkt vorgeschlagen, das man durch Umsetzung von Polyäthylenglykolen mit Metaphosphorsäurealkylestern und anschließender Umsetzung mit Alkyl- oder Alkylolaminen erhält. Diese Avivage ist für Textilien aus Polyäthylenterephthalaten geeignet (vgl. Auslegeschrift 1 084231).Furthermore, a product is proposed as an antistatic finishing agent, which is obtained by reacting polyethylene glycols with alkyl metaphosphorates and subsequent reaction with alkyl or alkylolamines receives. This finish is suitable for textiles made of polyethylene terephthalates (see Auslegeschrift 1 084231).
Es wurde gefunden, daß einige Verbindungen aus dieser Verbindungsgruppe für Polyamide, insbesondere solche aus Caprolactam, eine sehr gute antistatische Wirksamkeit haben. Geeignet sind die Verbindungen, die man erhält, wenn man 1 Mol Metaphosphorsäurealkylester mit einem Alkylrest mit 3 bis 8 C-Atomen mit 1 Mol Polyäthylenglykol umsetzt und an den bei dieser Umsetzung entstehendenAlkylpolyoxyäthylenphosphorsäureester anschließend ein Alkylamin anlagert.It has been found that some compounds from this group of compounds for polyamides, especially those made of caprolactam, have a very good antistatic effect. The connections that are suitable are obtained when 1 mole of alkyl metaphosphorate with an alkyl radical with 3 to 8 carbon atoms with 1 mole Polyethylene glycol converts and to the alkyl polyoxyethylene phosphoric acid ester formed in this reaction then an alkylamine is added.
Verfahren zur antistatischen Avivage
von Polyamid-Fasern oder -FädenProcedure for antistatic finishing
of polyamide fibers or threads
Anmelder:Applicant:
Vereinigte GlanzstofT-Fabriken A. G.r
Wuppertal-ElberfeldUnited GlanzstofT-Fabriken AG r
Wuppertal-Elberfeld
Dr. Karl Macura, Klingenberg/M.,
ist als Erfinder genannt wordenDr. Karl Macura, Klingenberg / M.,
has been named as the inventor
Dieser Verbindungstyp hat die nachstehende Formel: ORThis type of connection has the following formula: OR
O = P-O(CH2CH2O)^HO = PO (CH 2 CH 2 O) ^ H
R = C,
R' =C,R = C,
R '= C,
OHH2N
HOHH 2 N
H
R'R '
η = 3 bis 8
m = 10 bis 20 η = 3 to 8
m = 10 to 20
Diese als Avivage verwendbaren Verbindungen sind je nach Kettenlänge des verwendeten Polyäthylenglykols, das z. B. ein Molekulargewicht von 100 bis 1000 aufweisen kann, wasserlöslich oder in Wasser dispergierbar; sie werden zu Flotten angesetzt, die für eine Avivierung einer Polycaprolactamfaser (Titer 1,4 den, Schnittlänge 40 mm) eine Konzentration von etwa 1 °/0 hat. Der Auftrag der Avivage sowie das Abquetschen der Faser usw. wird so geführt, daß auf der fertigen Faser etwa 0,1 % des Antistatikums verbleibt. Die elektrostatische Aufladung der erfindungsgemäß ausgerüsteten Polyamid-Fasern liegt erheblich unter 1000 Volt, d. h. unter dem Grenzwert, bei dem unter Umständen eine Verarbeitung auf der Karde noch möglich ist.These compounds which can be used as a finishing agent are, depending on the chain length of the polyethylene glycol used, which z. B. can have a molecular weight of 100 to 1000, water soluble or dispersible in water; they are made into liquors which have a concentration of about 1 ° / 0 for the finishing of a polycaprolactam fiber (titer 1.4 denier, cut length 40 mm). The application of the finishing agent and the squeezing off of the fiber, etc., are carried out in such a way that about 0.1% of the antistatic agent remains on the finished fiber. The electrostatic charge of the polyamide fibers finished according to the invention is considerably below 1000 volts, ie below the limit value at which processing on the card may still be possible.
In Polyäthylenglykol vom Molekulargewicht 200 werden äquimolekulare Mengen von Metaphosphorsäurebutylester unter Rühren bei 40° C langsam eingetragen und bei 80° C 6 bis 8 Stunden erhitzt. Der erhaltene hochviskose Polyäthylenglykolbutylphosphorsäureester, der in einer l°/oigen wäßrigen Lösung einen pH-Wert von etwa 2,0 aufweist, wird mit einer äquimolekularen Menge geschmolzenen Stearylamins unter Rühren versetzt, wobei die Temperatur durch Kühlen bei 60° C gehalten wird. Nach Beendigung der Reaktion erhält man eine homogene Avivagepaste mit einem Erstarrungspunkt von 42° C und einem pH-Wert von 7,0 in l°/oiger wäßriger Lösung. Das Reaktionsprodukt ist in Wasser, Benzol,Equimolecular amounts of butyl metaphosphorate are slowly introduced into polyethylene glycol with a molecular weight of 200 with stirring at 40 ° C. and heated at 80 ° C. for 6 to 8 hours. The highly viscous Polyäthylenglykolbutylphosphorsäureester obtained, the strength in a l ° / o aqueous solution has a pH value of about 2.0, is mixed with an equimolar amount of molten stearylamine with stirring while the temperature is maintained by cooling at 60 ° C. After completion of the reaction to obtain a homogeneous Avivagepaste with a solidification point of 42 ° C and a pH value of 7.0 in L ° / o aqueous solution. The reaction product is in water, benzene,
009 697/479009 697/479
Alkohol od. dgl. gut löslich. An einer mit dieser Avivage behandelten Polycaprolactam-Faser wird — bei einem Auftrag von 0,1 % (bezogen auf die trockene Faser) — eine Aufladung von +450 Volt gemessen (Messung mit Statometer von Feldmühle).Alcohol or the like easily soluble. One of the polycaprolactam fibers treated with this finish is - with one Application of 0.1% (based on the dry fiber) - a charge of +450 volts measured (measurement with Feldmühle statometer).
Durch analoge Umsetzung von Polyäthylenglykol vom Molekulargewicht 600 mit Metaphosphorsäurebutylester und Stearylamin erhält man eine Avivagepaste mit einem Erstarrungspunkt von 46 bis 48° G. Dieses pastenartige Produkt ist in Wasser gut dispergierbar und in Benzol und Alkohol gut löslich. Als Avivage in einer Konzentration von etwa 0,1 °/0 auf Polyamid-Fasern oder -Fäden aufgetragen, setzt es die elektrostatische Aufladung (gemessen als Spannung entsprechend Beispiel 1) auf 350 Volt herab. Die Fasern laufen glatt über die Karde, ohne daß ein Versetzen der Garnituren eintritt. Auch wirkt die Avivage nicht korrodierend.By analogous reaction of polyethylene glycol of molecular weight 600 with butyl metaphosphate and stearylamine, a finishing paste with a solidification point of 46 to 48 ° G is obtained. This paste-like product is readily dispersible in water and readily soluble in benzene and alcohol. As a finishing agent in a concentration of about 0.1 ° 0 applied / polyamide-fibers or filaments, it is electrostatic charge (measured as a voltage corresponding to Example 1) at 350 volts down. The fibers run smoothly over the card without the clothing being offset. The finishing agent is also not corrosive.
Claims (1)
Französische Patentschrift Nr. 1115 874;
USA.-Patentschriften Nr. 2 676 122, 2 742 379.Considered publications:
French Patent No. 1115 874;
U.S. Patent Nos. 2,676,122, 2,742,379.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE583329D BE583329A (en) | 1959-01-07 | ||
| NL245071D NL245071A (en) | 1959-01-07 | ||
| DEV15704A DE1096322B (en) | 1959-01-07 | 1959-01-07 | Process for the antistatic finishing of polyamide fibers or threads |
| FR808061A FR1240225A (en) | 1959-01-07 | 1959-10-21 | Process for producing antistatically treated polyamide yarns or fibers |
| GB4153459A GB869086A (en) | 1959-01-07 | 1959-12-07 | A process for reducing the tendency of polyamide fibres or filaments to become electrostatically charged |
| CH12360A CH369255A (en) | 1959-01-07 | 1960-01-06 | Process for rendering polyamide fibers or threads antistatic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEV15704A DE1096322B (en) | 1959-01-07 | 1959-01-07 | Process for the antistatic finishing of polyamide fibers or threads |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1096322B true DE1096322B (en) | 1961-01-05 |
Family
ID=7575180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEV15704A Pending DE1096322B (en) | 1959-01-07 | 1959-01-07 | Process for the antistatic finishing of polyamide fibers or threads |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE583329A (en) |
| CH (1) | CH369255A (en) |
| DE (1) | DE1096322B (en) |
| FR (1) | FR1240225A (en) |
| GB (1) | GB869086A (en) |
| NL (1) | NL245071A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1211577B (en) * | 1961-10-24 | 1966-03-03 | Bayer Ag | Process for antistatic finishing of fibers, threads and textiles made from them |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4361611A (en) * | 1979-12-20 | 1982-11-30 | Ciba-Geigy Corporation | Process for providing synthetic textile fabrics with an antistatic finish |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2676122A (en) * | 1951-01-09 | 1954-04-20 | Du Pont | Antistatic treatment of hydrophobic fiber |
| US2742379A (en) * | 1954-02-25 | 1956-04-17 | Du Pont | Treatment of textile fibers with antistatic agent and product thereof |
| FR1115874A (en) * | 1953-12-21 | 1956-04-30 | Bohme Fettchemie Gmbh | Method for preventing electrical charging of textiles |
-
0
- BE BE583329D patent/BE583329A/xx unknown
- NL NL245071D patent/NL245071A/xx unknown
-
1959
- 1959-01-07 DE DEV15704A patent/DE1096322B/en active Pending
- 1959-10-21 FR FR808061A patent/FR1240225A/en not_active Expired
- 1959-12-07 GB GB4153459A patent/GB869086A/en not_active Expired
-
1960
- 1960-01-06 CH CH12360A patent/CH369255A/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2676122A (en) * | 1951-01-09 | 1954-04-20 | Du Pont | Antistatic treatment of hydrophobic fiber |
| FR1115874A (en) * | 1953-12-21 | 1956-04-30 | Bohme Fettchemie Gmbh | Method for preventing electrical charging of textiles |
| US2742379A (en) * | 1954-02-25 | 1956-04-17 | Du Pont | Treatment of textile fibers with antistatic agent and product thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1211577B (en) * | 1961-10-24 | 1966-03-03 | Bayer Ag | Process for antistatic finishing of fibers, threads and textiles made from them |
Also Published As
| Publication number | Publication date |
|---|---|
| NL245071A (en) | |
| FR1240225A (en) | 1960-09-02 |
| CH369255A (en) | 1963-01-31 |
| BE583329A (en) | |
| GB869086A (en) | 1961-05-31 |
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