EP0235989A1 - Verfahren zum Herstellen von faulabweisenden Polyamidfasern - Google Patents

Verfahren zum Herstellen von faulabweisenden Polyamidfasern Download PDF

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Publication number
EP0235989A1
EP0235989A1 EP87301252A EP87301252A EP0235989A1 EP 0235989 A1 EP0235989 A1 EP 0235989A1 EP 87301252 A EP87301252 A EP 87301252A EP 87301252 A EP87301252 A EP 87301252A EP 0235989 A1 EP0235989 A1 EP 0235989A1
Authority
EP
European Patent Office
Prior art keywords
stain
carpet
resist
bath
yellowing
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.)
Granted
Application number
EP87301252A
Other languages
English (en)
French (fr)
Other versions
EP0235989B1 (de
Inventor
Imrich Greschler
Creighton Paul Malone
Armand Philip Zinnato
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US06/900,490 external-priority patent/US4780099A/en
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to AT87301252T priority Critical patent/ATE75790T1/de
Publication of EP0235989A1 publication Critical patent/EP0235989A1/de
Application granted granted Critical
Publication of EP0235989B1 publication Critical patent/EP0235989B1/de
Expired legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41Phenol-aldehyde or phenol-ketone resins
    • D06M15/412Phenol-aldehyde or phenol-ketone resins sulfonated

Definitions

  • the present invention provides for a dramatic reduction in the undesired yellowing of polyamide textile articles containing sulfonated napthol- or sulfonated phenol-formaldehyde condensation products (referred to herein as “condensation products” or “stain-resist agents”), the yellowing being due to exposure of the treated articles to environmental conditions such as the presence of NO2 in the atmosphere.
  • condensation products when applied to dyed textile substrates they act as resist agents against subsequent staining by accidental spills of certain foodstuffs such as coffee, red wine, and soft drinks.
  • the latter often contain dyes, such a Food Drug & Cosmetic (FD&C) Red Dye No. 40.
  • FD&C Red Dye No. 40 a Food Drug & Cosmetic
  • FD&C Red Dye No. 40 when a liquid containing FD&C Red Dye No. 40 is spilled onto a polyamide substrate, it colors (i.e., stains) the substrate to a significant degree; however, if the substrate is first treated with a stain-resist agent, then the spilled dye does not permanently stain the carpet, as the undesired dye can be rinsed out.
  • Stain-resist agents effective with polyamide substrates from the class of sulfonated napthol- or sulfonated phenol-formaldehyde condensation products are described in U.S. Patent 4,501,591 and in other patent and trade literature.
  • stain-resist agents are typified by commercially available products such as Erionol® NW (Ciba-Geigy), Intratex® N (Crompton & Knowles), and Mesitol® NBS (Mobay). These products are sold in the textile trade for use as dye-resist agents or as agents to improve wetfastness in the bath processing of textile goods and are recommended for use at an acidic pH range of about 4 to 6.
  • Polyamide substrates which have been treated with the aforementioned stain-resist agents although having excellent stain resistance properties, demon­strate a distinct disadvantage in that they yellow upon exposure to certain environmental conditions such as NO2 which is commonly found in the atmosphere and is especially abundant in urban areas. This yellowing can be severe enough to prevent use of the stain-resist agents on light dye shade textile articles, which are those articles where a stain resistance feature would be most desirable.
  • the present process provides a method for applying stain-resist agents to polyamide substrates so that yellowing of these substrates is minimized. It involves the application of the stain-resist agent to a polyamide textile substrate at a pH of between 1.5 and 2.5 rather than at pH values of 4 to 6. As shown by Example 5 by applying the stain-resist agents in this manner, the textile substrates are significantly more protected against subsequent yellowing due to exposure to NO2 in the atmosphere. In addition, the application of the stain-resist agents at pH below about 2.5 results in greater adsorption of the agents onto the polyamide than occurs at higher pH ranges. Therefore, not only is yellowing reduced by the method of this proposal, but also there is realized an additional advantage in that the stain-resist agents can be applied in a more efficient and cost-effective manner due to the greater adsorption of the agents at lower pH values.
  • a textile article e.g., a carpet
  • a textile article would first be dyed to the desired shade, rinsed, and then saturated for a period of time (20 minutes) with a solution (liquid ratio of 30:1) containing a sulfonated napthol- or phenol-formaldehyde condensation product (to give a final concentration of 0.3-1.0% by weight on the article) where the solution pH is 2 and the temperature is 170°C.
  • the article would then be rinsed and further processed as necessary.
  • This invention is applicable to any polyamide textile substrate. These substrates include fabrics, upholstery and carpets.
  • the substrate is treated with the stain-resist agent in a bath of pH of between 1.5 and 2.5. Any acid may be used to lower the pH of the bath, however, noncorrosive acids such as sulfamic, phosphoric, or citric acid are preferred. It is also preferred that the textile articles be dyed or pigmented prior to treatment with the stain-resist agents. The concentration of stain-resist agent in the treating bath and the temperature of treatment are not critical. Additional fiber treatment compounds may be present in the bath.
  • a liquid solution for staining carpets is prepared by dissolving FD&C Red Dye No. 40 in water at a concentration of 0.1 g/liter.
  • FD&C Red Dye No. 40 is dissolved in water to provide a solution containing 0.1 g/liter FD&C Red Dye No. 40.
  • a 30 ml amount of the staining solution is placed in a 3" X 4" aluminum pan.
  • a carpet constructed from polyamide fiber is used in this test, however, any textile material containing polyamide fiber could be used.
  • a 2-1/2" X 3-1/2" piece of carpet to be tested is fully immersed face (tufts) down into the staining solution for one hour.
  • the carpet sample is then removed from the staining solution, rinsed thoroughly with tap water, and dried in an oven for 15 minutes at 212°F.
  • the stain resistance of the carpet is visually determined by the amount of red color imparted to the carpet by the staining solution.
  • a carpet rated as stain resistant has no red color or only a slight trace of color after staining and rinsing.
  • a carpet rated as not stain resistant has a deep red color after staining and rinsing.
  • the sample to be tested is exposed to 2 ppm NO2 at a relative humidity of 83 ⁇ 5% and 104 ⁇ 9°F for 24 hours (1 cycle) in a gas exposure cabinet (Model GE-15, Atlas Devices Company, Chicago, Illinois). Color change is measured on a Macbeth® 1500 Colorimeter utilizing Illuminant C.
  • the NO2 exposed sample is compared to an unexposed sample and the result is reported as ⁇ b+ (yellowness) with increasing positive values of b corresponding to increased values of yellowing.
  • Carpet samples to be tested are placed into a round sample holder (7/8" diameter) with the tufts facing a glass cover. A weight of 10 pounds is applied to the carpet sample in the holder, pressing the tufts against the glass cover.
  • the weight is conveniently applied to the sample by using an AATCC Perspiration Tester apparatus (see AATCC Test Method 15-1979) in combination with a cylindrical piston which fits within the sample holder.
  • AATCC Perspiration Tester apparatus see AATCC Test Method 15-1979
  • the ⁇ b+ value of the compressed sample is read through the glass cover of the sample holder.
  • Exhaustion of the stain-resist agent from the treatment bath onto the polyamide fiber substrate is reported as % exhaustion and determined by measuring the light absorbance at a wavelength of 293 nm of the bath before and after treatment.
  • a 68-filament, trilobal cross-section (1140 total denier) drawn and bulked continuous filament nylon 6,6 yarn was produced by a conventional process. Two of these yarns were plied and twisted to provide a yarn having a balanced twist of 3.5 turns per inch (tpi). The resulting yarn was then heatset in a Superba heatset apparatus (270°F). A cut pile tufted carpet was constructed from the heatset yarn to the following specifications: 37 oz./sq. yd., 3/4" pile height, 3/16 gauge, 44 stitches/4 inches. This carpet was dyed to a light blue shade using a conventional batch dye process and dye auxiliaries (color formula was the following and based on weight of carpet: 0.0022% C.I.
  • Intratex® N liquid After dyeing the carpet was rinsed and then treated in a bath containing the stain-resist agent, Intratex® N liquid. This bath was prepared by diluting the stain-resistant agent with water. An amount of Intratex® N liquid equal to 2% of the weight of carpet to be treated was employed and the bath adjusted to a pH of 2 using sulfamic acid (about 0.5-1.0 g/liter). The carpet was placed in the bath at a liquor ratio of 30:1 for 20 minutes at 170°F and then rinsed. The carpet was removed from the bath and dried at 250°F.
  • the % exhaustion of the stain-resist agent from the bath was measured to be 79%.
  • the carpet was tested for stain resistance by the method described above and found to be stain resistant. Yellowing to NO2 was tested by the method described above.
  • the ⁇ b+ value was 3.39. Elimination of the stain-resist treatment resulted in a ⁇ b+ value of 0.85.
  • a carpet was prepared and treated as in Example 1, except that the stain-resist agent used was Mesitol® NBS powder.
  • the treating solution was prepared by dissolving the stain-resist agent in water to provide a concentration of 0.56% of the Mesitol® NBS powder based on weight of the carpet to be treated.
  • the % exhaustion was measured to be 72%.
  • the carpet was tested for and found to be resistant to staining and also the ⁇ b+ value was 2.83.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Coloring (AREA)
  • Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
EP19870301252 1986-02-14 1987-02-13 Verfahren zum Herstellen von faulabweisenden Polyamidfasern Expired EP0235989B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87301252T ATE75790T1 (de) 1986-02-14 1987-02-13 Verfahren zum herstellen von faulabweisenden polyamidfasern.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US82923286A 1986-02-14 1986-02-14
US829232 1986-02-14
US900490 1986-08-26
US06/900,490 US4780099A (en) 1986-08-26 1986-08-26 Method for producing stain resistant polyamide fibers

Publications (2)

Publication Number Publication Date
EP0235989A1 true EP0235989A1 (de) 1987-09-09
EP0235989B1 EP0235989B1 (de) 1992-05-06

Family

ID=27125252

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19870301252 Expired EP0235989B1 (de) 1986-02-14 1987-02-13 Verfahren zum Herstellen von faulabweisenden Polyamidfasern

Country Status (8)

Country Link
EP (1) EP0235989B1 (de)
JP (1) JP2595226B2 (de)
AU (1) AU588425B2 (de)
BR (1) BR8700658A (de)
CA (1) CA1264505A (de)
DE (1) DE3778736D1 (de)
DK (1) DK167697B1 (de)
MX (1) MX164725B (de)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1989002949A1 (en) * 1987-09-28 1989-04-06 Allied-Signal Inc. Method to enhance stain resistance of carpet fibers
US4822373A (en) * 1988-03-11 1989-04-18 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance with sulfonated novolak resin and polymethacrylic acd
EP0345212A1 (de) * 1988-05-04 1989-12-06 Ciba-Geigy Ag Verfahren zur Verhinderung der Vergilbung von mit Fleckenschutzmitteln ausgerüsteten Polyamidfasermaterialien
US4925707A (en) * 1987-12-21 1990-05-15 E. I. Du Pont De Nemours And Company Treatment of carpets
US4937123A (en) * 1988-03-11 1990-06-26 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
US4940757A (en) * 1989-04-20 1990-07-10 Peach State Labs, Inc. Stain resistant polymeric composition
EP0242495B1 (de) * 1983-12-16 1990-07-25 Monsanto Company Fleckenabweisende Nylonteppiche
WO1991003593A1 (en) * 1989-09-11 1991-03-21 Invicta Group Industries Pty Ltd Textile treatment using triazine as binding agent and sulfonated aromatic hydroxy as barrier agent
US5015259A (en) * 1989-04-20 1991-05-14 Peach State Labs, Inc. Stain resistant polymeric composition
US5061763A (en) * 1989-04-20 1991-10-29 Peach State Labs, Inc. Stain resistant treatment for polyamide fibers
US5074883A (en) * 1989-12-11 1991-12-24 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
US5137759A (en) * 1987-12-21 1992-08-11 E. I. Du Pont De Nemours And Company Imparting stain resistance to installed nylon carpets treated with antimicrobial or deodorizing agents
US5223340A (en) * 1989-04-20 1993-06-29 Peach State Labs, Inc. Stain resistant polyamide fibers
US5310828A (en) * 1989-04-20 1994-05-10 Peach State Labs, Inc. Superior stain resistant compositions

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1339878C (en) * 1986-10-14 1998-05-26 John Cheng-Chung Chang Treating fibrous polyamide articles
AU618533B2 (en) * 1987-09-28 1992-01-02 Allied-Signal Inc. Method to enhance stain resistance of carpet fibers
JPH03500189A (ja) * 1988-02-01 1991-01-17 アライド‐シグナル・インコーポレーテッド 敷設カーペットに対する汚染防止剤の適用
AU627711B2 (en) * 1988-03-11 1992-09-03 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
DE3815543A1 (de) * 1988-05-06 1989-11-16 Henkel Kgaa Oberflaechenbehandlungsmittel fuer polymerfasern
US6524492B2 (en) 2000-12-28 2003-02-25 Peach State Labs, Inc. Composition and method for increasing water and oil repellency of textiles and carpet

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3118723A (en) * 1961-02-08 1964-01-21 Arthur J I Harding Process for dyeing nylon to produce multi-colored dyeings
US3178309A (en) * 1960-05-18 1965-04-13 Arthur J I Harding Treatment of wool and nylon to improve their resistance to abrasion

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR8700584A (pt) * 1986-02-14 1987-12-08 Du Pont Substrato textil de poliamida sintetica;processo para preparacao de produto polimerico modificado de condensacao de fenol sulfonado-formaldeido

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3178309A (en) * 1960-05-18 1965-04-13 Arthur J I Harding Treatment of wool and nylon to improve their resistance to abrasion
US3118723A (en) * 1961-02-08 1964-01-21 Arthur J I Harding Process for dyeing nylon to produce multi-colored dyeings

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0242495B1 (de) * 1983-12-16 1990-07-25 Monsanto Company Fleckenabweisende Nylonteppiche
WO1989002949A1 (en) * 1987-09-28 1989-04-06 Allied-Signal Inc. Method to enhance stain resistance of carpet fibers
JPH03500307A (ja) * 1987-09-28 1991-01-24 アライド‐シグナル・インコーポレーテッド カーペット用繊維の耐汚染性を高める改良された方法及び組成物
US4925707A (en) * 1987-12-21 1990-05-15 E. I. Du Pont De Nemours And Company Treatment of carpets
US5137759A (en) * 1987-12-21 1992-08-11 E. I. Du Pont De Nemours And Company Imparting stain resistance to installed nylon carpets treated with antimicrobial or deodorizing agents
US4937123A (en) * 1988-03-11 1990-06-26 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
EP0332343A2 (de) * 1988-03-11 1989-09-13 Minnesota Mining And Manufacturing Company Verfahren zum Fleckenabweisendmachen von Polyamid-Materialien
US4822373A (en) * 1988-03-11 1989-04-18 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance with sulfonated novolak resin and polymethacrylic acd
EP0332343A3 (de) * 1988-03-11 1991-11-13 Minnesota Mining And Manufacturing Company Verfahren zum Fleckenabweisendmachen von Polyamid-Materialien
EP0345212A1 (de) * 1988-05-04 1989-12-06 Ciba-Geigy Ag Verfahren zur Verhinderung der Vergilbung von mit Fleckenschutzmitteln ausgerüsteten Polyamidfasermaterialien
US5015259A (en) * 1989-04-20 1991-05-14 Peach State Labs, Inc. Stain resistant polymeric composition
US5061763A (en) * 1989-04-20 1991-10-29 Peach State Labs, Inc. Stain resistant treatment for polyamide fibers
US4940757A (en) * 1989-04-20 1990-07-10 Peach State Labs, Inc. Stain resistant polymeric composition
US5223340A (en) * 1989-04-20 1993-06-29 Peach State Labs, Inc. Stain resistant polyamide fibers
US5310828A (en) * 1989-04-20 1994-05-10 Peach State Labs, Inc. Superior stain resistant compositions
WO1991003593A1 (en) * 1989-09-11 1991-03-21 Invicta Group Industries Pty Ltd Textile treatment using triazine as binding agent and sulfonated aromatic hydroxy as barrier agent
US5074883A (en) * 1989-12-11 1991-12-24 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance

Also Published As

Publication number Publication date
DE3778736D1 (de) 1992-06-11
AU588425B2 (en) 1989-09-14
EP0235989B1 (de) 1992-05-06
DK167697B1 (da) 1993-12-06
JP2595226B2 (ja) 1997-04-02
CA1264505A (en) 1990-01-23
DK73587D0 (da) 1987-02-13
AU6869287A (en) 1987-08-20
DK73587A (da) 1987-08-15
JPS62223378A (ja) 1987-10-01
BR8700658A (pt) 1987-12-08
MX164725B (es) 1992-09-21

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