US20070126143A1 - Solution spinning process for the production of a textile fiber material with a permanent repellent action - Google Patents
Solution spinning process for the production of a textile fiber material with a permanent repellent action Download PDFInfo
- Publication number
- US20070126143A1 US20070126143A1 US11/650,097 US65009707A US2007126143A1 US 20070126143 A1 US20070126143 A1 US 20070126143A1 US 65009707 A US65009707 A US 65009707A US 2007126143 A1 US2007126143 A1 US 2007126143A1
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- United States
- Prior art keywords
- fiber
- polymer compound
- ambivalent
- groups
- spinnable
- 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.)
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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
- D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/18—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
Definitions
- the present invention relates to a process for the production of a textile fiber which has a permanent repellent action.
- EP 0 377 813 describes a canopy top material for motor vehicles, where, to achieve the desired repellent properties, the surface fabric is finished with a repellent agent, specifically in this case with a polymer based on fluoropolymers.
- a repellent agent specifically in this case with a polymer based on fluoropolymers.
- Fluorine waxes for clothing textiles are also known; these can be in the form of impregnating sprays, which are sprayed onto the surface of the fibers.
- the disadvantage is that these repellents wear off over the course of time, because they are not bound permanently to the surface of the fiber.
- Known fluorocarbon systems with improved repellent properties are provided with resin groups (melamine resins, polyisocyanates), which can crosslink with themselves. This has the result that, after the fibers have been coated with these fluorocarbons, the fibers are enclosed by a network formed by the resin groups (see FIG. 3 ). The fluorocarbon groups project out from this network and exert their repelling effect with respect to, for example, water or dirt. These types of fluorocarbons are used, for example, for automobile canopy top material and have been found to give good results.
- resin groups melamine resins, polyisocyanates
- the disadvantage is that the repelling effect described above is reduced or completely lost during the use of the canopy top material, in that the fluorocarbons are worn away by, for example, the wind caused by driving, by the friction created by dust, by repeated folding, and by other environmental effects as well.
- the network enclosing the fibers can be torn apart by the effects just mentioned.
- This leads to an increase in the amount of dirt which can adhere to the fibers and thus gives the canopy top material an unattractive appearance.
- This-problem is currently being dealt with by using only dark-colored canopy top materials. It is precisely in this area of application, however, that there is a desire to use colored fiber products which coordinate with the color of the motor vehicle.
- thermoplastic fiber especially a polyolefin fiber
- the object of the present invention is to provide a production process for a textile fiber with which a permanent repelling action is achieved.
- This object is accomplished by a process for the production of a textile fiber preparing a spinnable polymer component and an ambivalent polymer compound which contains a repelling group and a residual group with an affinity for the spinnable polymer component, mixing the ambivalent polymer compound with the spinnable polymer component in a solvent, and spinning the mixture into a fiber, wherein the repelling groups orient themselves in the direction of the surface of the forming fiber and migrate to the surface, while the affine residual groups anchor the ambivalent polymer compound in the spinnable polymer compound as the solvent is driven off.
- the essential feature of the textile fiber produced according to the invention is the ambivalent polymer compound, which is composed of two different groups, namely, the repelling group and a residual group, which has an affinity for the fiber matrix.
- the repelling group in this case is bonded to the fiber polymer by way of the affine residual group. It is therefore virtually impossible for the repellent group to be rubbed off, because it would by necessary for the affine residual group to be torn out of the fiber polymer structure at the same time. Additional advantages and features can be derived from the subclaims.
- Fluorocarbon groups are preferred as the repellent groups, but silicone polymers could also be used.
- the affine residual groups are groups which have a definite affinity for the fiber polymer. If, for example, a polyacrylonitrile fiber is to be produced, ambivalent polymer compounds with nitrile groups as the affine residual groups are preferred. When other fiber polymers are used (polyamides, polyacrylates, etc.), the affine residual groups for the ambivalent polymer compound would be selected in correspondence with the chemical structure of the fiber polymer.
- a composition consisting of a spinnable polymer component and an ambivalent polymer compound, where the affine residual group of the ambivalent polymer compound has an affinity for the spinnable polymer component, can be used to produce textile fiber material such as monofilaments, multifilaments, fibers, yarns, or flat materials.
- FIGS. 1 a - 1 c show various stages of the production process for a textile fiber according to the invention
- FIG. 2 shows a cross section of a textile fiber according to the invention.
- FIG. 3 shows a cross section of a textile fiber according to the state of the art.
- FIG. 1 a shows a composition according to the invention.
- the two essential components provided for the production of a textile fiber with a permanent repelling action namely, the spinnable polymer component 1 and the ambivalent polymer compounds 2 , are mixed together.
- the ambivalent polymer compound 2 has two different groups. The first is the fluorine-containing polymer chain as the repellent group 2 . 1 , such as polytetrafluoroethylene.
- the ambivalent polymer compound 2 also has, at the other end, an affine residual group 2 . 2 . This affine residual group 2 . 2 has the ability to interact with the fiber polymer 1 .
- This affine residual group 2 . 2 has the ability to interact with the fiber polymer 1 .
- polyacrylonitrile is used as the fiber polymer 1
- a hydrocarbon with nitrile groups is used as the affine residual group 2 . 2 .
- the two polymer components 1 and 2 are dissolved in a solvent 3 , especially a polyalcohol such as polyether glycol.
- the amount of the two polymer components 1 and 2 in the solvent is approximately 20-30 wt. %.
- the residual groups 2 . 2 slow down this process as a result of their affinity for the fiber polymer 1 .
- FIG. 1 c the spun fiber can be seen.
- the repelling groups 2 . 1 project out from the surface 5 of the fiber 6 .
- the amount of polymer compound 2 in the fiber 6 10-15 wt. % being preferred, it is also possible, of course, for polymer compound 2 also to be present within the fiber, as indicated in FIG. 2 . These cannot arrive at the surface 5 until a space has become free at the surface 5 .
- the fiber 6 has polymer groups 2 . 2 with repellent properties all the way around its circumference, that is, over its entire surface 5 .
- Fluorocarbons 7 . 1 also project from the surface 5 of the known repelling fiber 1 and exert the repelling effect. At the terminal, however, there are no groups which are held in the fiber mass; instead, there is only a resin component 7 . 2 , which reacts with itself and forms a network 8 enclosing the fiber 6 .
- the polymer compound 7 with its repelling group 7 . 1 it is possible for the polymer compound 7 with its repelling group 7 . 1 to be torn out of the network, and it is even possible for whole areas of the network to be torn from the fiber. The fiber is then susceptible to attack by dirt in these areas.
- compositions of polymer component and ambivalent polymer compound 2 used for the production of the textile fibers can contain other additives as appropriate for the area of application of the fibers.
- other additives in the case of clothing textiles and material for the motor vehicle industry, furthermore, colored fibers are desired. In these cases, color pigments will be added to the compositions according to the invention.
- admixtures of stabilizers, quenchers, slip agents, or ceramic or metallic reinforcing fibers are also conceivable.
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Manufacturing & Machinery (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
A solution spinning process for the production of a textile fiber with permanent repellent action includes the steps of preparing a spinnable polymer component and an ambivalent polymer compound which contains a repelling group and a residual group with an affinity for the spinnable polymer component, mixing the ambivalent polymer compound with the spinnable polymer component in a solvent, and spinning the mixture into a fiber, wherein the repelling groups orient themselves in the direction of the surface of the forming fiber and migrate to the surface, while the affine residual groups anchor the ambivalent polymer compound in the spinnable polymer compound as the solvent is driven off.
Description
- This application is a continuation application of International application PCT/EP02/00318 filed Jan. 15, 2002.
- 1. Field of the Invention
- The present invention relates to a process for the production of a textile fiber which has a permanent repellent action.
- 2. Description of the Related Art
- Textile materials with repellent properties especially for the repulsion of oil, water, and dirt are known in the state of the art. Thus, EP 0 377 813 describes a canopy top material for motor vehicles, where, to achieve the desired repellent properties, the surface fabric is finished with a repellent agent, specifically in this case with a polymer based on fluoropolymers. Fluorine waxes for clothing textiles are also known; these can be in the form of impregnating sprays, which are sprayed onto the surface of the fibers. The disadvantage, however, is that these repellents wear off over the course of time, because they are not bound permanently to the surface of the fiber.
- Known fluorocarbon systems with improved repellent properties are provided with resin groups (melamine resins, polyisocyanates), which can crosslink with themselves. This has the result that, after the fibers have been coated with these fluorocarbons, the fibers are enclosed by a network formed by the resin groups (see
FIG. 3 ). The fluorocarbon groups project out from this network and exert their repelling effect with respect to, for example, water or dirt. These types of fluorocarbons are used, for example, for automobile canopy top material and have been found to give good results. The disadvantage is that the repelling effect described above is reduced or completely lost during the use of the canopy top material, in that the fluorocarbons are worn away by, for example, the wind caused by driving, by the friction created by dust, by repeated folding, and by other environmental effects as well. The network enclosing the fibers can be torn apart by the effects just mentioned. Thus it is even possible for large areas of the repellent system to separate from the fiber product. This leads to an increase in the amount of dirt which can adhere to the fibers and thus gives the canopy top material an unattractive appearance. This-problem is currently being dealt with by using only dark-colored canopy top materials. It is precisely in this area of application, however, that there is a desire to use colored fiber products which coordinate with the color of the motor vehicle. - U.S. Pat. No. 6,063,474, furthermore, describes a thermoplastic fiber, especially a polyolefin fiber, the production of which includes the introduction of fluorocarbon esters into the polyolefin melt before it is extruded into fiber. If their nature allows, these incorporated fluorocarbon esters can become concentrated at the surface, where they can exert their repelling effect. Because neither the fluorocarbon group nor the hydrocarbon group belonging to the ester forms a bond with the thermoplastic fiber, the repellent is therefore held by purely mechanical means in the fiber mass in this case also. A permanent repelling effect can therefore not be expected.
- The object of the present invention is to provide a production process for a textile fiber with which a permanent repelling action is achieved.
- This object is accomplished by a process for the production of a textile fiber preparing a spinnable polymer component and an ambivalent polymer compound which contains a repelling group and a residual group with an affinity for the spinnable polymer component, mixing the ambivalent polymer compound with the spinnable polymer component in a solvent, and spinning the mixture into a fiber, wherein the repelling groups orient themselves in the direction of the surface of the forming fiber and migrate to the surface, while the affine residual groups anchor the ambivalent polymer compound in the spinnable polymer compound as the solvent is driven off.
- The essential feature of the textile fiber produced according to the invention is the ambivalent polymer compound, which is composed of two different groups, namely, the repelling group and a residual group, which has an affinity for the fiber matrix.
- In contrast to the known substantive systems described above, which are present on the surface of the fiber, the repelling group in this case is bonded to the fiber polymer by way of the affine residual group. It is therefore virtually impossible for the repellent group to be rubbed off, because it would by necessary for the affine residual group to be torn out of the fiber polymer structure at the same time. Additional advantages and features can be derived from the subclaims.
- Fluorocarbon groups are preferred as the repellent groups, but silicone polymers could also be used.
- The affine residual groups are groups which have a definite affinity for the fiber polymer. If, for example, a polyacrylonitrile fiber is to be produced, ambivalent polymer compounds with nitrile groups as the affine residual groups are preferred. When other fiber polymers are used (polyamides, polyacrylates, etc.), the affine residual groups for the ambivalent polymer compound would be selected in correspondence with the chemical structure of the fiber polymer.
- A composition consisting of a spinnable polymer component and an ambivalent polymer compound, where the affine residual group of the ambivalent polymer compound has an affinity for the spinnable polymer component, can be used to produce textile fiber material such as monofilaments, multifilaments, fibers, yarns, or flat materials.
- The various features of novelty which characterize the invention are pointed out with particularity in the claims annexed to and forming a part of the disclosure. For a better understanding of the invention, its operating advantages, specific objects attained by its use, reference should be had to the drawing and descriptive matter in which there are illustrated and described preferred embodiments of the invention.
- In the drawing:
-
FIGS. 1 a-1 c show various stages of the production process for a textile fiber according to the invention; -
FIG. 2 shows a cross section of a textile fiber according to the invention; and -
FIG. 3 shows a cross section of a textile fiber according to the state of the art. -
FIG. 1 a shows a composition according to the invention. The two essential components provided for the production of a textile fiber with a permanent repelling action, namely, thespinnable polymer component 1 and theambivalent polymer compounds 2, are mixed together. Theambivalent polymer compound 2 has two different groups. The first is the fluorine-containing polymer chain as the repellent group 2.1, such as polytetrafluoroethylene. Theambivalent polymer compound 2 also has, at the other end, an affine residual group 2.2. This affine residual group 2.2 has the ability to interact with thefiber polymer 1. InFIG. 1 a, polyacrylonitrile is used as thefiber polymer 1, and a hydrocarbon with nitrile groups is used as the affine residual group 2.2. In the present example, the twopolymer components solvent 3, especially a polyalcohol such as polyether glycol. The amount of the twopolymer components components fiber polymer 1, start to orient themselves immediately in the direction of thearrows 4, that is, in the direction of the fiber surface (FIG. 1 b). The residual groups 2.2 slow down this process as a result of their affinity for thefiber polymer 1. InFIG. 1 c, the spun fiber can be seen. The repelling groups 2.1 project out from thesurface 5 of thefiber 6. Between thefiber polymer 1, i.e., the polyacrylonitrile, and the nitrile groups of the affine residual group 2.2 there are van der Waals interactions, as a result of which theambivalent polymer compound 2 is held in the fiber structure. Depending on the amount ofpolymer compound 2 in thefiber 6, 10-15 wt. % being preferred, it is also possible, of course, forpolymer compound 2 also to be present within the fiber, as indicated inFIG. 2 . These cannot arrive at thesurface 5 until a space has become free at thesurface 5. - Even if it is not completely clear from the figures, the
fiber 6 has polymer groups 2.2 with repellent properties all the way around its circumference, that is, over itsentire surface 5. - When we now compare this fiber according to the invention in
FIG. 2 with the state of the art, shown inFIG. 3 , the essential difference is obvious. Fluorocarbons 7.1 also project from thesurface 5 of the known repellingfiber 1 and exert the repelling effect. At the terminal, however, there are no groups which are held in the fiber mass; instead, there is only a resin component 7.2, which reacts with itself and forms anetwork 8 enclosing thefiber 6. As a result of external influences, it is possible for thepolymer compound 7 with its repelling group 7.1 to be torn out of the network, and it is even possible for whole areas of the network to be torn from the fiber. The fiber is then susceptible to attack by dirt in these areas. - In the case of the
fiber 6 according to the invention (FIG. 2 ), this is not possible or at least not possible to anywhere near the same extent, because theambivalent polymer compound 2 is bonded to the fiber mass by way of the groups 2.2. - The compositions of polymer component and
ambivalent polymer compound 2 used for the production of the textile fibers can contain other additives as appropriate for the area of application of the fibers. In the case of clothing textiles and material for the motor vehicle industry, furthermore, colored fibers are desired. In these cases, color pigments will be added to the compositions according to the invention. For other applications, admixtures of stabilizers, quenchers, slip agents, or ceramic or metallic reinforcing fibers are also conceivable. - While specific embodiments of the invention have been shown and described in detail to illustrate the inventive principles, it will be understood that the invention may be embodied otherwise without departing from such principles.
Claims (3)
1-6. (canceled)
7. A solution spinning process for the production of a textile fiber with permanent repellent action, the process comprising the steps of:
preparing a spinnable polymer component and an ambivalent polymer compound which contains a repelling group and a residual group with an affinity for the spinnable polymer component,
mixing the ambivalent polymer compound with the spinnable polymer component in a solvent, and
spinning the mixture into a fiber, wherein the repelling groups orient themselves in the direction of the surface of the forming fiber and migrate to the surface, while the affine residual groups anchor the ambivalent polymer compound in the spinnable polymer compound as the solvent is driven off, further comprising using the textile fiber for clothing textiles or industrial textiles.
8. The process according to claim 7 , wherein the textiles are used for the motor vehicle industry.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/650,097 US20070126143A1 (en) | 2001-01-16 | 2007-01-05 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
US12/386,869 US20090214862A1 (en) | 2001-01-16 | 2009-04-24 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10101627.1 | 2001-01-16 | ||
DE10101627A DE10101627B4 (en) | 2001-01-16 | 2001-01-16 | Textile fiber material with permanent phobic effect |
PCT/EP2002/000318 WO2002063078A1 (en) | 2001-01-16 | 2002-01-15 | Textile fibre material with a permanent repellent action |
US10/609,198 US20040004305A1 (en) | 2001-01-16 | 2003-06-28 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
US11/650,097 US20070126143A1 (en) | 2001-01-16 | 2007-01-05 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/609,198 Division US20040004305A1 (en) | 2001-01-16 | 2003-06-28 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/386,869 Division US20090214862A1 (en) | 2001-01-16 | 2009-04-24 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Publications (1)
Publication Number | Publication Date |
---|---|
US20070126143A1 true US20070126143A1 (en) | 2007-06-07 |
Family
ID=7670641
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/609,198 Abandoned US20040004305A1 (en) | 2001-01-16 | 2003-06-28 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
US11/650,097 Abandoned US20070126143A1 (en) | 2001-01-16 | 2007-01-05 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
US12/386,869 Abandoned US20090214862A1 (en) | 2001-01-16 | 2009-04-24 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/609,198 Abandoned US20040004305A1 (en) | 2001-01-16 | 2003-06-28 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/386,869 Abandoned US20090214862A1 (en) | 2001-01-16 | 2009-04-24 | Solution spinning process for the production of a textile fiber material with a permanent repellent action |
Country Status (7)
Country | Link |
---|---|
US (3) | US20040004305A1 (en) |
EP (1) | EP1356141B1 (en) |
AT (1) | ATE296911T1 (en) |
DE (2) | DE10101627B4 (en) |
ES (1) | ES2239711T3 (en) |
PT (1) | PT1356141E (en) |
WO (1) | WO2002063078A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20130183435A1 (en) * | 2012-01-13 | 2013-07-18 | Hongmin Sun | Low temperature plasma coating for anti-biofilm formation |
DE202014003285U1 (en) * | 2014-04-16 | 2015-04-20 | Nextrusion Gmbh | Ballgames with functional surface for improved playability |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3899563A (en) * | 1971-12-06 | 1975-08-12 | Allied Chem | Synthetic fibers having improved soil and stain repellency |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3514487A (en) * | 1967-04-25 | 1970-05-26 | Allied Chem | Telomers and process for the preparation thereof |
US3655857A (en) * | 1968-10-02 | 1972-04-11 | Celanese Corp | Process for preparing acrylonitrile polymer solution |
DE3333457A1 (en) * | 1983-09-16 | 1985-04-04 | Hoechst Ag, 6230 Frankfurt | PERFLUORALKYL-ANTHRANIL ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A DIRT-REPELLENT AGENT |
US4968471A (en) * | 1988-09-12 | 1990-11-06 | The Goodyear Tire & Rubber Company | Solution spinning process |
US5459188A (en) * | 1991-04-11 | 1995-10-17 | Peach State Labs, Inc. | Soil resistant fibers |
US5380778A (en) * | 1992-09-30 | 1995-01-10 | Minnesota Mining And Manufacturing Company | Fluorochemical aminoalcohols |
TW376397B (en) * | 1995-12-21 | 1999-12-11 | Du Pont | Fluorinated ester melt additives for thermoplastic fibers |
TW426712B (en) * | 1995-12-21 | 2001-03-21 | Du Pont | Fluorinated diester melt additives for thermoplastic polymers and their uses |
US6127485A (en) * | 1997-07-28 | 2000-10-03 | 3M Innovative Properties Company | High temperature-stable fluorochemicals as hydrophobic and oleophobic additives to synthetic organic polymers |
US6288157B1 (en) * | 1999-05-11 | 2001-09-11 | 3M Innovative Properties Company | Alkylated fluorochemical oligomers and use thereof |
-
2001
- 2001-01-16 DE DE10101627A patent/DE10101627B4/en not_active Withdrawn - After Issue
-
2002
- 2002-01-15 EP EP02718025A patent/EP1356141B1/en not_active Expired - Lifetime
- 2002-01-15 DE DE50203271T patent/DE50203271D1/en not_active Expired - Lifetime
- 2002-01-15 ES ES02718025T patent/ES2239711T3/en not_active Expired - Lifetime
- 2002-01-15 WO PCT/EP2002/000318 patent/WO2002063078A1/en active IP Right Grant
- 2002-01-15 PT PT02718025T patent/PT1356141E/en unknown
- 2002-01-15 AT AT02718025T patent/ATE296911T1/en active
-
2003
- 2003-06-28 US US10/609,198 patent/US20040004305A1/en not_active Abandoned
-
2007
- 2007-01-05 US US11/650,097 patent/US20070126143A1/en not_active Abandoned
-
2009
- 2009-04-24 US US12/386,869 patent/US20090214862A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3899563A (en) * | 1971-12-06 | 1975-08-12 | Allied Chem | Synthetic fibers having improved soil and stain repellency |
Also Published As
Publication number | Publication date |
---|---|
PT1356141E (en) | 2005-08-31 |
US20040004305A1 (en) | 2004-01-08 |
US20090214862A1 (en) | 2009-08-27 |
ES2239711T3 (en) | 2005-10-01 |
WO2002063078A1 (en) | 2002-08-15 |
EP1356141B1 (en) | 2005-06-01 |
DE10101627B4 (en) | 2005-06-02 |
DE10101627A1 (en) | 2002-08-01 |
ATE296911T1 (en) | 2005-06-15 |
DE50203271D1 (en) | 2005-07-07 |
EP1356141A1 (en) | 2003-10-29 |
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