CH367473A - Process for the production of an impregnating agent for the simultaneous preservation and softening of textiles - Google Patents
Process for the production of an impregnating agent for the simultaneous preservation and softening of textilesInfo
- Publication number
- CH367473A CH367473A CH6403958A CH6403958A CH367473A CH 367473 A CH367473 A CH 367473A CH 6403958 A CH6403958 A CH 6403958A CH 6403958 A CH6403958 A CH 6403958A CH 367473 A CH367473 A CH 367473A
- Authority
- CH
- Switzerland
- Prior art keywords
- carbon atoms
- textiles
- parts
- quaternary ammonium
- water
- Prior art date
Links
- 239000004753 textile Substances 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 8
- 238000004321 preservation Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- GPRVDODYGWTAAN-UHFFFAOYSA-L zinc;2,3,4,5,6-pentachlorophenolate Chemical compound [Zn+2].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl.[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl GPRVDODYGWTAAN-UHFFFAOYSA-L 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 8
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims description 5
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 150000007524 organic acids Chemical group 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical class OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000000835 fiber Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
- 229940073608 benzyl chloride Drugs 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical class NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- VUHNXENESAVFON-UHFFFAOYSA-N 2,3,4,5,6-pentachlorophenol;zinc Chemical compound [Zn].OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl VUHNXENESAVFON-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- SXPWTBGAZSPLHA-UHFFFAOYSA-M cetalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SXPWTBGAZSPLHA-UHFFFAOYSA-M 0.000 description 1
- 229960000228 cetalkonium chloride Drugs 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- RCYPBTYYGICSND-UHFFFAOYSA-L copper;2,3,4,5,6-pentachlorophenolate Chemical compound [Cu+2].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl.[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl RCYPBTYYGICSND-UHFFFAOYSA-L 0.000 description 1
- LVEYOSOPMOJACT-UHFFFAOYSA-L diazanium copper 2,3,4,5,6-pentachlorophenolate Chemical compound ClC1=C(C(=C(C(=C1[O-])Cl)Cl)Cl)Cl.[NH4+].[NH4+].[Cu+2].ClC1=C(C(=C(C(=C1[O-])Cl)Cl)Cl)Cl.ClC1=C(C(=C(C(=C1[O-])Cl)Cl)Cl)Cl.ClC1=C(C(=C(C(=C1[O-])Cl)Cl)Cl)Cl LVEYOSOPMOJACT-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide 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
- D06M13/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms
- D06M13/503—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms without bond between a carbon atom and a metal or a boron, silicon, selenium or tellurium atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- 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
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- 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
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Inorganic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Verfahren zur Herstellung eines Imprägniermittels zur gleichzeitigen Konservierung und Weichmachung von Textilien Es ist bekannt, Salze des Pentachlorphenols für die Konservierung von Textilien einzusetzen. Um be friedigende wasserbeständige Effekte zu erzielen, muss dabei in einem Zweibad-Verfahren gearbeitet werden. Die Textilien werden zunächst mit einem wasserlöslichen Salz des Pentachlorphenols, im all gemeinen Pentachlorphenol-Natrium, imprägniert. In einem zweiten Bad wird das auf die Textilien auf gebrachte wasserlösliche Salz des Pentachlorphenols mit einem Metallsalz umgesetzt und hierdurch auf der Faser ein schwerlösliches Pentachlorphenolsalz ausgefällt.
Die Fixierung des Pentachlorphenols er folgt im allgemeinen als Aluminium, Kupfer- oder Zinksalz. Ist noch eine Weichmachung der Textilfaser erforderlich, so muss diese in einem gesonderten dritten Bad durchgeführt werden, um unerwünschte Fällungsreaktionen zu vermeiden.
Es ist ebenfalls bekannt, die beschriebenen schwerlöslichen Pentachlorphenolsalze in wässriger Dispersion zusammen mit Kunstharzen auf die Texti lien aufzubringen oder das Kupfersalz in das Kupfer- diammoniumpentachlorphenolat zu überführen und dieses aus einem organischen Lösungsmittel aufzu bringen.
Ferner ist es bekannt, quaternäre, höheralkylierte Benzylammonium-Verbindungen vom Typ des Cetyl- benzyldimethylammoniumchlorids als Emulgatoren für Pentachlorphenol einzusetzen. Die damit erzielten Imprägnierungen sind jedoch wegen der Flüchtigkeit des Pentachlorphenols wenig beständig.
Auch Kupferpentachlorphenolat soll mit quater nären, höheralkylierten Benzylammonium-Verbin dungen in Lösung gebracht und aus diesen Lösungen substantiv auf Textilfasern aufgebracht werden kön- nen. Durch das letztgenannte Verfahren wird jedoch keine Weichmachung der Textilfaser bewirkt, diese muss vielmehr durch eine gesonderte Behandlung in einem zweiten Bad erfolgen.
Es wurde nun gefunden, dass Imprägnierungsmit tel, die erfindungsgemäss durch Umsetzung von einem oder mehreren quaternären Ammoniumsalzen der Formel
EMI0001.0012
worin R einen Alkylrest mit 7 bis 21 Kohlenstoff atomen, vorzugsweise 11 bis 17 Kohlenstoffatomen, R' und R" je einen Alkylrest mit 1 bis 3 Kohlen stoffatomen, R"' Alkyl, Aralkyl oder Oxalkyl, X einen organischen oder anorganischen Säurerest und n eine ganze Zahl von 2 bis 4 bedeuten, mit Zink- Pentachlorphenolat im Molverhältnis von mindestens 2,5:
1 hergestellt werden, im besonderen Masse zur gleichzeitigen einbadigen Konservierung und Weich- machung von Textilien geeignet sind.
Die quaternären Salze werden vorzugsweise durch Kondensation von Fettsäuren mit 8 bis 22 Kohlen stoffatomen mit Dialkylaminoalkylaminen der Formel
EMI0001.0024
und Quaternisierung der erhaltenen Amine mit er haltenen Amine mit einer Verbindung der Formel R"'X beispielsweise Äthylenchlorhydrin, hergestellt. Als besonders vorteilhaft haben sich dabei Umsetzungs produkte von -Fettsäuren mit 12 bis 18 Kohlenstoff atomen, vorzugsweise jedoch Fettsäuren mit 16 bis 18 Kohlenstoffatomen, mit γ-Dimethylamino-propyl- amin, die mit Äthylenchlorhydrin quaternisiert wur den, erwiesen.
Erwärmt man die konzentrierte etwa 50%ige Lösung von mindestens 2,5 Mol eines quaternären Ammoniumsalzes obiger Formel mit 1 Mol Zink- Pentachlorphenolat einige Zeit bei 70 bis 80 , so er hält man ein Umsetzungsprodukt, das sich über raschenderweise in Wasser bei schwach essigsaurer Reaktion völlig klar, bei neutraler oder alkalischer Reaktion schwach opaleszierend löst. Das bei der Umsetzung einzusetzende Zink-Pentachlorphenolat wird zweckmässig im feuchten Zustand, wie es durch Fällung einer Pentachlorphenol-Natrium-Lösung mit einem löslichen Zinksalz und Abschleudern des aus gefallenen Niederschlages erhalten wird, verwendet.
Auf 1 Mol Zink-Pentachlorphenolat müssen, um eine gute Löslichkeit zu erhalten, mindestens 2,5 Mol quaternäres Ammoniumsalz eingesetzt werden. Das Verhältnis kann aber auch grösser sein.
Die mit der Lösung des Umsetzungsproduktes behandelten Textilfasern zeigen eine hohe Glätte und einen schönen weichen Griff. Sie erweisen sich bei einer Auflage von 3-419/o an Imprägnierungsmittel konzentrat, entsprechend etwa einer Auflage von 0,311/o Zink-Pentachlorphenolat, sowohl gegen den Angriff von Schimmelpilzen wie auch beim Eingra ben in Komposterde völlig beständig, auch nach einer vorhergehenden 24stündigen Wässerung.
<I>Beispiel 1</I> 10 Teile eines Amids, das aus Stearinsäure und γ-Dimethylamino-propylamin durch Erhitzen auf 180 hergestellt wurde, werden bei 70-80 mit 10 Teilen Wasser und 2,2 Teilen Äthylenchlorhydrin verrührt, bis eine Probe sich beim Verdünnen mit Wasser klar löst. Da die Reaktionsmasse nach einiger Zeit sehr zäh wird, setzt man, um die Viskosität herabzusetzen, nach und nach 3 Teile Isopropanol zu.
Zu dem so erhaltenen Konzentrat des quaternären Ammoniumsalzes gibt man bei 70 9,7 Teile feuchtes Zink-Pentachlorphenolat mit einem Wassergehalt von 7019/o, das durch Fällung einer Pentachlorphenol-Na- trium-Lösung mit Zinkchlorid und Abschleudern des ausgefallenen Niederschlages hergestellt wurde (Mol verhältnis quaternäres Ammoniumsalz zu Zink- Pentachlorphenolat = 2,75 : 1). Es wird so lange bei 70 verrührt, bis eine Probe sich beim Verdünnen mit Wasser bei essigsaurer Reaktion völlig klar, bei neutraler oder alkalischer Reaktion schwach opaleszie rend löst.
Man gibt noch 1,6 Teile Wasser zu und erhält 36,5 Teile des Imprägnierungsmittels als in der Kälte hochviskose, homogene Paste, die wie folgt verwendet werden kann: Durch übergiessen mit der entsprechenden Menge heissem Wasser wird eine 3%ige Lösung dieser Paste hergestellt, mit der ein Baumwollgewebe auf dem Foulard behandelt und auf 10019/o abgequetscht wird. Nach dem Trocknen zeigt das Gewebe einen schönen glatten weichen Griff. Gegen Schimmelpilze erweist sich das Gewebe bei der Prüfung nach DIN 53 931 als völlig beständig. Beim Erdfaulversuch nach DIN 53 933 wird nach 14tägigem Eingraben keine messbare Abnahme der Reissfestigkeit festgestellt.
Die Konservierungseffekte werden auch durch 24stündi- ges Wässern in fliessendem Wasser nicht beeinträch tigt.
<I>Beispiel 2</I> 13,6 Teile eines Amids, das durch Erhitzen äqui- molekularer Mengen Laurinsäure und γ-Dimethyl- amino-propylamin auf 180 hergestellt wurde, wur den unter Zusatz von<B>13,6</B> Teilen Wasser bei 80 mit 6,3 Teilen Benzylchlorid in 3,6 Teilen Isopropyl- alkohol umgesetzt, bis eine Probe des Produktes wasserlöslich war und auch nach Zugabe von Alkali keine Fällung mehr darin entstand.
Dann wurden 6 Teile Pentachlorphenol-Zink und 5 Teile Wasser zugesetzt (Molverhältnis quater näres Ammoniumsalz zu Zink - Pentachlorphenolat = 2,5 : 1). Es wurde 3 Stunden bei 80 gerührt und anschliessend durch Zugabe von 5,5 Teilen 1019/o iger Essigsäure der pH-Wert auf 6,5 eingestellt.
Nach dem Erkalten erhält man eine hochviskose, homogene Paste, die sich in Wasser klar löst und in gleicher Weise wie im Beispiel 1 angegeben ver wendet werden kann.
<I>Beispiel 3</I> 18,3 Teile eines Amids, das durch Umsetzung von Stearinsäure mit γ-Dimethylamino-propylamin bei 180 hergestellt wurde, wurden mit der gleichen Menge Wasser aufgeschmolzen und bei 80 in 5,7 Teilen Isopropylalkohol mit 6,3 Teilen Benzylchlorid umgesetzt, bis eine Probe klar wasserlöslich war und bei Zusatz von Alkali keine Fällung gab.
Dann wur den noch 17,3 Teile Wasser und 6 Teile Zink-Penta- chlorphenolat, erhalten aus 0,8 Teilen Zinkoxyd und 5,4 Teilen Pentachlorphenol techn., zugesetzt und mehrere Stunden bei 60-80 gerührt, bis eine Probe des Produktes sich bei essigsaurer Reaktion in Wasser klar löste (Molverhältnis quatemäres Ammoniumsalz zu Zink-Pentachlorphenolat = 2,5 : 1). Durch Zu gabe von 0,9 Teilen Essigsäure wurde das Produkt auf pH 6,5 eingestellt.
Es bildet nach dem Erkalten eine viskose, homogene Masse, die sich in Wasser klar löst, und wie folgt verwendet werden kann: Durch Übergiessen mit der entsprechenden Menge heissen Wassers wurde eine 4%ige Lösung der Paste hergestellt; mit dieser Lösung wurden Feuerwehr schläuche imprägniert und auf 1000/o abgequetscht. Die so behandelten Schläuche erwiesen sich bei der Prüfung im Schimmeltest nach DIN 53 931 als völlig schimmelfest.
Auch beim Erdfaulversuch nach DIN 53 933 wird nach 14tägigem Eingraben keine messbare Ab nahme der Reissfestigkeit festgestellt.
Ausserdem erwiesen sich die so behandelten Schläuche beständig gegen Termitenfrass.
Process for the production of an impregnating agent for the simultaneous preservation and softening of textiles It is known to use salts of pentachlorophenol for the preservation of textiles. In order to achieve satisfactory water-resistant effects, a two-bath process must be used. The textiles are first impregnated with a water-soluble salt of pentachlorophenol, in general sodium pentachlorophenol. In a second bath, the water-soluble salt of pentachlorophenol applied to the textiles is reacted with a metal salt and a sparingly soluble pentachlorophenol salt is precipitated on the fiber.
The fixation of the pentachlorophenol he follows in general as aluminum, copper or zinc salt. If the textile fibers still need to be softened, this must be carried out in a separate third bath in order to avoid undesirable precipitation reactions.
It is also known to apply the sparingly soluble pentachlorophenol salts described in aqueous dispersion together with synthetic resins to the textiles or to convert the copper salt into the copper diammonium pentachlorophenolate and bring this up from an organic solvent.
It is also known to use quaternary, more highly alkylated benzylammonium compounds of the cetylbenzyldimethylammonium chloride type as emulsifiers for pentachlorophenol. The impregnations achieved therewith, however, are not very stable because of the volatility of the pentachlorophenol.
Copper pentachlorophenolate is also said to be able to be brought into solution with quaternary, more highly alkylated benzylammonium compounds and applied substantively to textile fibers from these solutions. The last-mentioned process does not, however, bring about any softening of the textile fiber; this rather has to be done by a separate treatment in a second bath.
It has now been found that impregnation agents, according to the invention, by reacting one or more quaternary ammonium salts of the formula
EMI0001.0012
wherein R is an alkyl radical having 7 to 21 carbon atoms, preferably 11 to 17 carbon atoms, R 'and R "are each an alkyl radical having 1 to 3 carbon atoms, R"' is alkyl, aralkyl or oxalkyl, X is an organic or inorganic acid radical and n is one an integer from 2 to 4, with zinc pentachlorophenolate in a molar ratio of at least 2.5:
1 are especially suitable for the simultaneous preservation and softening of textiles in one bath.
The quaternary salts are preferably made by condensation of fatty acids having 8 to 22 carbon atoms with dialkylaminoalkylamines of the formula
EMI0001.0024
and quaternization of the amines obtained with amines obtained with a compound of the formula R "'X, for example ethylene chlorohydrin. Reaction products of fatty acids having 12 to 18 carbon atoms, but preferably fatty acids having 16 to 18 carbon atoms, have proven particularly advantageous. with γ-dimethylamino-propyl-amine which have been quaternized with ethylene chlorohydrin.
If the concentrated 50% solution of at least 2.5 moles of a quaternary ammonium salt of the above formula with 1 mole of zinc pentachlorophenolate is heated for some time at 70 to 80, it is a reaction product that surprisingly turns out to be weakly acetic acid in water completely clear, with a neutral or alkaline reaction dissolves slightly opalescent. The zinc pentachlorophenolate to be used in the reaction is expediently used in the moist state, as obtained by precipitating a pentachlorophenol sodium solution with a soluble zinc salt and centrifuging off the precipitate.
In order to obtain good solubility, at least 2.5 mol of quaternary ammonium salt must be used for 1 mol of zinc pentachlorophenolate. But the ratio can also be greater.
The textile fibers treated with the solution of the reaction product show a high level of smoothness and a nice soft handle. With an application of 3-419 / o of impregnation concentrate, corresponding to an application of 0.311 / o zinc pentachlorophenolate, they prove to be completely resistant to attack by mold as well as when digging into compost, even after a previous 24-hour soak .
<I> Example 1 </I> 10 parts of an amide which has been prepared from stearic acid and γ-dimethylamino-propylamine by heating to 180 are stirred at 70-80 with 10 parts of water and 2.2 parts of ethylene chlorohydrin until one The sample dissolves clearly when diluted with water. Since the reaction mass becomes very tough after a while, 3 parts of isopropanol are gradually added in order to reduce the viscosity.
To the concentrate of the quaternary ammonium salt thus obtained, 9.7 parts of moist zinc pentachlorophenolate with a water content of 7019 / o, which was prepared by precipitating a pentachlorophenol-sodium solution with zinc chloride and spinning off the precipitate (mol ratio of quaternary ammonium salt to zinc pentachlorophenolate = 2.75: 1). It is stirred at 70 until a sample dissolves completely clear when diluted with water in the case of an acetic acid reaction, and slightly opalescent in the case of a neutral or alkaline reaction.
Another 1.6 parts of water are added and 36.5 parts of the impregnating agent are obtained as a homogeneous paste which is highly viscous in the cold and which can be used as follows: A 3% solution of this paste is produced by pouring the appropriate amount of hot water over it , with which a cotton fabric is treated on the foulard and squeezed to 10019 / o. After drying, the fabric shows a nice smooth soft handle. When tested in accordance with DIN 53 931, the fabric proves to be completely resistant to mold. In the soil rot test according to DIN 53 933, no measurable decrease in tensile strength was found after 14 days of digging.
The preservation effects are not impaired by soaking in running water for 24 hours.
<I> Example 2 </I> 13.6 parts of an amide, which was prepared by heating equimolar amounts of lauric acid and γ-dimethylamino-propylamine to 180, were added with <B> 13.6 < / B> parts of water at 80 reacted with 6.3 parts of benzyl chloride in 3.6 parts of isopropyl alcohol until a sample of the product was water-soluble and no more precipitation occurred even after the addition of alkali.
Then 6 parts of pentachlorophenol zinc and 5 parts of water were added (molar ratio of quaternary ammonium salt to zinc - pentachlorophenolate = 2.5: 1). The mixture was stirred at 80 for 3 hours and then the pH was adjusted to 6.5 by adding 5.5 parts of 1019% acetic acid.
After cooling, a highly viscous, homogeneous paste is obtained which dissolves clearly in water and can be used in the same way as indicated in Example 1.
<I> Example 3 </I> 18.3 parts of an amide which was prepared by reacting stearic acid with γ-dimethylaminopropylamine at 180 were melted with the same amount of water and at 80 in 5.7 parts of isopropyl alcohol 6.3 parts of benzyl chloride reacted until a sample was clearly water-soluble and there was no precipitation when alkali was added.
Then 17.3 parts of water and 6 parts of zinc pentachlorophenolate, obtained from 0.8 parts of zinc oxide and 5.4 parts of technical pentachlorophenol, were added and the mixture was stirred at 60-80 for several hours until a sample of the product appeared Clearly dissolved in water in an acetic acid reaction (molar ratio of quaternary ammonium salt to zinc pentachlorophenolate = 2.5: 1). The product was adjusted to pH 6.5 by adding 0.9 parts of acetic acid.
After cooling, it forms a viscous, homogeneous mass which dissolves clearly in water and can be used as follows: A 4% solution of the paste was prepared by pouring the appropriate amount of hot water over it; Fire service hoses were impregnated with this solution and squeezed off to 1000 / o. The hoses treated in this way proved to be completely mold-resistant when tested in the mold test according to DIN 53 931.
Even in the soil rot test according to DIN 53 933, no measurable decrease in tensile strength was found after 14 days of digging.
In addition, the hoses treated in this way proved to be resistant to termite damage.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI14278A DE1122537B (en) | 1958-01-20 | 1958-01-20 | Process for the production of impregnation agents for the simultaneous preservation and softening of textiles in one bath |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH367473A true CH367473A (en) | 1963-02-28 |
Family
ID=7185625
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH6403958A CH367473A (en) | 1958-01-20 | 1958-09-17 | Process for the production of an impregnating agent for the simultaneous preservation and softening of textiles |
| CH356436D CH356436A (en) | 1958-01-20 | 1958-11-07 | Plasticizers for textile fibers and processes for their manufacture |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH356436D CH356436A (en) | 1958-01-20 | 1958-11-07 | Plasticizers for textile fibers and processes for their manufacture |
Country Status (5)
| Country | Link |
|---|---|
| BE (2) | BE572385A (en) |
| CH (2) | CH367473A (en) |
| DE (1) | DE1122537B (en) |
| FR (2) | FR1206473A (en) |
| GB (2) | GB842829A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0331528A1 (en) * | 1988-03-03 | 1989-09-06 | Sumitomo Chemical Company, Limited | Antimicrobial ethylene copolymers and compositions thereof |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1003096A (en) * | 1962-05-31 | 1965-09-02 | Nihon Yushi Kabushiki Kaisha | Quaternary ammonium salts of perhalic acids |
| US3272648A (en) * | 1965-10-04 | 1966-09-13 | Nippon Oils & Fats Co Ltd | Antistatic treatment with a quaternary ammonium perhalogenate and products thereof |
| NO153145C (en) * | 1977-10-22 | 1986-01-22 | Ici Ltd | SOFT SOFT CONCENTRATES AND PREPARATIONS MANUFACTURED THEREOF. |
| DE2841076C2 (en) | 1978-09-21 | 1980-02-14 | Basf Ag, 6700 Ludwigshafen | Process for the liquefaction of aqueous fabric softeners |
| GB8414701D0 (en) * | 1984-06-08 | 1984-07-11 | Dominion Chemicals Ltd | Conditioning preparation |
| EP2150555A1 (en) * | 2007-06-04 | 2010-02-10 | Unilever PLC | A zinc complex, process for preparing thereof and a method for treating fabric therewith |
-
0
- BE BE573273D patent/BE573273A/xx unknown
- BE BE572385D patent/BE572385A/xx unknown
-
1958
- 1958-01-20 DE DEI14278A patent/DE1122537B/en active Pending
- 1958-09-17 CH CH6403958A patent/CH367473A/en unknown
- 1958-10-29 FR FR1206473D patent/FR1206473A/en not_active Expired
- 1958-11-07 CH CH356436D patent/CH356436A/en unknown
- 1958-11-14 GB GB3672958A patent/GB842829A/en not_active Expired
- 1958-12-05 FR FR780873A patent/FR1215959A/en not_active Expired
-
1959
- 1959-01-12 GB GB105959A patent/GB842842A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0331528A1 (en) * | 1988-03-03 | 1989-09-06 | Sumitomo Chemical Company, Limited | Antimicrobial ethylene copolymers and compositions thereof |
| US5208016A (en) * | 1988-03-03 | 1993-05-04 | Sumitomo Chemical Co., Ltd. | Antimicrobial substance and antimicrobial resin composition containing ethylene copolymer |
Also Published As
| Publication number | Publication date |
|---|---|
| GB842842A (en) | 1960-07-27 |
| GB842829A (en) | 1960-07-27 |
| DE1122537B (en) | 1962-01-25 |
| CH356436A (en) | 1961-08-31 |
| FR1206473A (en) | 1960-02-10 |
| BE572385A (en) | |
| BE573273A (en) | |
| FR1215959A (en) | 1960-04-21 |
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