WO1993015138A1 - Verfahren zur verbesserung des wärmschutzes von polyamiden 6.6-filamenten und damit hergestellte filamente - Google Patents
Verfahren zur verbesserung des wärmschutzes von polyamiden 6.6-filamenten und damit hergestellte filamente Download PDFInfo
- Publication number
- WO1993015138A1 WO1993015138A1 PCT/CH1993/000015 CH9300015W WO9315138A1 WO 1993015138 A1 WO1993015138 A1 WO 1993015138A1 CH 9300015 W CH9300015 W CH 9300015W WO 9315138 A1 WO9315138 A1 WO 9315138A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- filaments
- iodide
- polyamide
- heat
- quaternary phosphonium
- Prior art date
Links
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/50—Phosphorus bound to carbon only
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
Definitions
- the invention relates to a method for improving the heat protection of polyamide 6.6 filaments based on Cu / l and filaments produced therewith.
- Heat protection systems for polyamide 6.6 on Cu / l resp. Cu / I / Br bases are known (US-A-3 947 424).
- the iodides are in the form of alkali, alkaline earth or substituted or. contain unsubstituted ammonium iodides. They are easy to wash out of the heat-protected nylon 66 yarns with warm water.
- the washability of the heat protection additives is meaningless because tire yarns during processing - apart from brief impregnation with the dip solution - are not subject to wet finishing operations and are enclosed in rubber.
- secondary aromatic amines the NH group of which can also be a ring member of a heterocycle, provide non-washable thermal protection for polyamides (for example alkylated phenothiazine derivatives; 5,5-dimethylacridane; N, N'-diarylphenylene) diamine).
- polyamides for example alkylated phenothiazine derivatives; 5,5-dimethylacridane; N, N'-diarylphenylene
- REPLACEMENT LEAF Copper (I) benzothiazolyl-2-mercaptide, 2-mercaptobenzimidazole and unsubstituted benzimidazole have become known.
- the additives mentioned do not give any white threads in the presence of copper, for example as Cul, and are not able to reduce the washability of water-soluble iodides, such as Lil, NaI or KI, added in a known manner from the yarn.
- the object of the invention is to provide a method which makes it difficult to wash out heat protection for polyamides based on Cu / l /.
- Another task is to reduce the tensile strength loss of an industrial yarn through the improved heat protection.
- This object is achieved according to the invention by adding 0.2 to 1.0% by weight, preferably 0.3 to 0.8% by weight, of a guaternary phosphonium iodide to the polyamide.
- those phosphonium iodides have proven to be suitable whose solubility in boiling water (96-98 ° C.) is less than 10.0 g / 1, preferably less than 0.8 g / 1.
- the quaternary phosphonium iodides are melt-soluble, i.e. are homogeneously distributable in a polyamide melt.
- the addition is advantageously carried out in the polyamide melt before extrusion.
- the phosphonium iodide can also the granules before Melting powdered.
- the quaternary phosphonium iodides contain one or more triarylphosphoniono, preferably triphenylphosphoniono groups and comprise the following 2 types:
- Ph phenyl and R 1 can optionally be an aryl, arylalkyl or alkyl radical.
- the aryl groups can also carry up to three substituents, for example tertiary butyl or other alkyl groups, -OH, -Cl, -Br or I.
- R 1 is a phenyl, benzyl, benzhydryl, trityl - or a generally unbranched alkyl radical having at least four, preferably at least ten, carbon atoms.
- Suitable examples of iType 1 are tetraphenylphosphonium iodide, benzyltriphenylphosphonium iodide, benzhydryl triphenylphosphonium iodide and trityl triphenylphosphonium iodide.
- Type 2 with the general formula [Ph 3 PR 2 -PPh3] 2+ 2l _ , wherein R 2 is optionally an o-xylylene, p-xylylene or an alpha, omega-alkanediyl radical.
- the filaments After washing out / blind dyeing, the filaments have a tensile strength loss of less than 17% at 8 h / 177 ° C
- the application of the method is not limited to filaments and fibers, but is also intended for foils and other shaped articles.
- the quaternary phosphonium iodides mentioned are prepared in a known manner by reacting triphenylphosphine with the corresponding aliphatic mono- or dihalohydrocarbons in the individual case, such as solvents, such as N, N-dimethylformamide, chloroform and others. If one does not start from an iodine alkane, which immediately provides the desired salt, but from chlorinated or bromocarbons, then the quaternary phosphonium chlorides or bromide obtained from hot aqueous solution can be obtained by double reaction with NaI or KI into the much heavier ones convert soluble iodide.
- the quaternary phosphonium iodides used according to the invention are used together with a copper compound, preferably copper (I) iodide, in heat-protection systems for aliphatic polyamides which are difficult to wash out, the Cu content in the product being between 10 and 100 ppm, preferably between 15 and 65 ppm and the I content between 300 and 1500 ppm is selected, the I content comprising the iodine contained in the quaternary phosphonium iodide and in the Cul optionally used.
- the molar ratio l / Cu is always at least 2 and is preferably chosen between 3 and 25.
- the quaternary phosphonium iodides can either be powdered onto finished granules or added to the polyamide at the extruder inlet. If the granules do not already contain a copper compound, one is applied to the granules at the same time, copper (I) iodide being particularly preferred because this forms polyamide-melt-soluble diiodocuprates (I) with the quaternary phosphonium iodides. This reaction may take place well below the polyamide melting point.
- REPLACEMENT LEAF Circular knit stockings were produced from both nylon 66 threads, which were subjected to simultaneous aging tests by heating in air both in the raw state, after washing and after blind dyeing.
- the progress according to the invention is shown on the basis of the tensile strength losses shown in Table 1.
- thermoresistance test is carried out as follows: Filaments or a knitted fabric are hung tension-free in a chamber (Binder type Led heating cabinet) with a closed air circulation system and treated at 177 ⁇ 1 ° C for 8 h. After the test period, the samples are measured at room temperature.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
- Coloring (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5512827A JPH06507215A (ja) | 1992-02-03 | 1993-01-21 | ポリアミド6,6フィラメントの熱保護を改善する方法及びこれによって調製されたフィラメント |
BR9303967A BR9303967A (pt) | 1992-02-03 | 1993-01-21 | Processo para melhorar a proteção térmica de filamentos de poliamida 6,6, e, filamentos de uma poliamida com proteção térmica melhorada |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH29892 | 1992-02-03 | ||
CH298/92 | 1992-02-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993015138A1 true WO1993015138A1 (de) | 1993-08-05 |
Family
ID=4183808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/CH1993/000015 WO1993015138A1 (de) | 1992-02-03 | 1993-01-21 | Verfahren zur verbesserung des wärmschutzes von polyamiden 6.6-filamenten und damit hergestellte filamente |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0578794A1 (zh) |
JP (1) | JPH06507215A (zh) |
BR (1) | BR9303967A (zh) |
TW (1) | TW210368B (zh) |
WO (1) | WO1993015138A1 (zh) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5768875A (en) * | 1993-03-17 | 1998-06-23 | Rhone-Poulenc Viscosuisse S.A. | Filter fabric with core sheating thread, and a bag produced therefrom |
WO2000022036A1 (de) * | 1998-10-15 | 2000-04-20 | L. Brüggemann KG | Mit kupfersalz und aromatischer halogenverbindung stabilisierte polyamidzusammensetzung |
EP1026049A1 (en) * | 1997-10-31 | 2000-08-09 | Asahi Kasei Kogyo Kabushiki Kaisha | Air bag |
EP2500453A1 (en) * | 2009-11-09 | 2012-09-19 | Asahi Kasei Fibers Corporation | Fabric for airbag, and airbag |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1258079B (de) * | 1966-02-23 | 1968-01-04 | Bayer Ag | Stabilisierung von Polyamiden |
DE1261668B (de) * | 1966-04-28 | 1968-02-22 | Bayer Ag | Waermestabilisieren von Polyamiden |
CH484227A (de) * | 1966-04-28 | 1970-01-15 | Bayer Ag | Wärmestabilisiertes Polyamid |
-
1993
- 1993-01-20 TW TW82100351A patent/TW210368B/zh active
- 1993-01-21 BR BR9303967A patent/BR9303967A/pt not_active Application Discontinuation
- 1993-01-21 EP EP19930901582 patent/EP0578794A1/de not_active Withdrawn
- 1993-01-21 WO PCT/CH1993/000015 patent/WO1993015138A1/de not_active Application Discontinuation
- 1993-01-21 JP JP5512827A patent/JPH06507215A/ja active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1258079B (de) * | 1966-02-23 | 1968-01-04 | Bayer Ag | Stabilisierung von Polyamiden |
DE1261668B (de) * | 1966-04-28 | 1968-02-22 | Bayer Ag | Waermestabilisieren von Polyamiden |
CH484227A (de) * | 1966-04-28 | 1970-01-15 | Bayer Ag | Wärmestabilisiertes Polyamid |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Section Ch, Week 6800, Derwent Publications Ltd., London, GB; Class A, AN 68-93681P * |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5768875A (en) * | 1993-03-17 | 1998-06-23 | Rhone-Poulenc Viscosuisse S.A. | Filter fabric with core sheating thread, and a bag produced therefrom |
EP1026049A1 (en) * | 1997-10-31 | 2000-08-09 | Asahi Kasei Kogyo Kabushiki Kaisha | Air bag |
EP1026049A4 (en) * | 1997-10-31 | 2001-01-31 | Asahi Chemical Ind | AIR BAG |
US8101252B1 (en) | 1997-10-31 | 2012-01-24 | Asahi Kasei Kabushiki Kaisha | Air bag |
WO2000022036A1 (de) * | 1998-10-15 | 2000-04-20 | L. Brüggemann KG | Mit kupfersalz und aromatischer halogenverbindung stabilisierte polyamidzusammensetzung |
DE19847626B4 (de) * | 1998-10-15 | 2004-08-19 | L. Brüggemann KG | Mit Kupfersalz und aliphatischem halogeniertem Phosphat stabilisierte Polyamidzusammensetzung |
EP2500453A1 (en) * | 2009-11-09 | 2012-09-19 | Asahi Kasei Fibers Corporation | Fabric for airbag, and airbag |
EP2500453A4 (en) * | 2009-11-09 | 2014-03-19 | Asahi Kasei Fibers Corp | INFLATABLE SAFETY CUSHION AND TEXTILE MATERIAL FOR SAID CUSHION |
US8883659B2 (en) | 2009-11-09 | 2014-11-11 | Asahi Kasei Fibers Corporation | Airbag and an airbag fabric comprising a polyamide yarn |
Also Published As
Publication number | Publication date |
---|---|
BR9303967A (pt) | 1994-12-13 |
TW210368B (zh) | 1993-08-01 |
EP0578794A1 (de) | 1994-01-19 |
JPH06507215A (ja) | 1994-08-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE2141059A1 (de) | Schwerentflammbare faden und filmbil dende Polyester | |
DE2630693A1 (de) | Flammschuetzen von polyesterfasern | |
DE2311180C3 (de) | Verfahren zur Herstellung flammfester Celluloseregeneratfasern | |
DE1669427B1 (de) | Verfahren zum Herstellen von schwer entflammbaren Faeden oder Fasern aus regenerierter Cellulose | |
DE2652989C3 (de) | Fasern mit Kationenaustauschkapazität und Verfahren zu deren Herstellung | |
DE1123284B (de) | Verfahren zum Stabilisieren von Polyesterfasern gegen die Einwirkung von ultraviolettem Licht | |
DE2438546B2 (de) | Verfahren zur Herstellung gefärbter Fäden aus vollaromatischen Polyamiden | |
EP0057668A2 (de) | Phosphonsäuresalze, deren Herstellung und Verwendung zum Flammfestmachen von organischem Fasermaterial | |
DE69610484T2 (de) | Leicht färbbare Metabindungen enthaltende aromatische Polyamidfasern | |
WO1993015138A1 (de) | Verfahren zur verbesserung des wärmschutzes von polyamiden 6.6-filamenten und damit hergestellte filamente | |
DE3430511C2 (zh) | ||
CH616709A5 (en) | Process for spin-dyeing polymers or copolymers of acrylonitrile | |
DE2430502A1 (de) | Baumwoll-faserverbindung mit gesteigerter saugfaehigkeit | |
DE2311041A1 (de) | Fluessige phosphazengemische, verfahren zu deren herstellung und deren verwendung zum flammfestausruesten von textilien aus regenerierter cellulose | |
DE2550518A1 (de) | Verfahren zur herstellung stabilisierter faeden aus aromatischen polyamiden | |
DE2438543B2 (de) | Verfahren zur Herstellung gefärbter Fäden aus vollaromatischen Polyamiden | |
AT227370B (de) | Verfahren zum Herstellen von künstlichen Gebilden, wie Fäden, Fasern, Bändchen oder Folien, aus Viscose | |
AT212485B (de) | Verfahren zur Verhinderung des Verstopfens der Spinndüsen und zur Herstellung von nichtmilchigen, eine Hautstruktur aufweisenden Fäden, Bändern, Filmen u. dgl. aus Viskose | |
AT158387B (de) | Verfahren zur Veredelung von natürlichen oder künstlichen Faserstoffen. | |
AT244284B (de) | Verfahren zur Verbesserung des weißen Aussehens von Polymermaterial | |
AT331959B (de) | Verfahren zur herstellung flammfester celluloseregeneratfasern | |
DE1922336C3 (de) | Verfahren zur Herstellung von nicht-entflammbaren Fäden, Fasern oder Folien | |
DE958693C (de) | Verfahren zur Herstellung von kuenstlichen Gebilden, wie Faeden oder Fasern, aus Polyacrylnitril | |
DE1159588B (de) | Verbessertes Verfahren zur Herstellung von Faeden oder Fasern aus Cellulosehydrat | |
DE1669491C (de) | Verfahren zur Herstellung flammwidriger regenerierter Cellulosefasern |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): BR JP US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1993901582 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref country code: US Ref document number: 1993 122463 Date of ref document: 19930924 Kind code of ref document: A Format of ref document f/p: F |
|
WWP | Wipo information: published in national office |
Ref document number: 1993901582 Country of ref document: EP |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 1993901582 Country of ref document: EP |