CA1264505A - Method for producing stain resistant polyamide fibers - Google Patents

Method for producing stain resistant polyamide fibers

Info

Publication number
CA1264505A
CA1264505A CA000529371A CA529371A CA1264505A CA 1264505 A CA1264505 A CA 1264505A CA 000529371 A CA000529371 A CA 000529371A CA 529371 A CA529371 A CA 529371A CA 1264505 A CA1264505 A CA 1264505A
Authority
CA
Canada
Prior art keywords
carpet
stain
stain resistant
polyamide fibers
bath
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.)
Expired
Application number
CA000529371A
Other languages
French (fr)
Inventor
Creighton Paul Malone
Armand Philip Zinnato
Imrich Greschler
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.)
Invista Technologies SARL Switzerland
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
Application granted granted Critical
Publication of CA1264505A publication Critical patent/CA1264505A/en
Expired legal-status Critical Current

Links

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

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)

Abstract

TITLE
METHOD FOR PRODUCING STAIN RESISTANT
POLYAMIDE FIBERS
ABSTRACT
Polyamide fibers are made stain resistant by treating them with a sulfonated naphthol- or sulfonated phenol-formaldehyde condensation product. Applying the stain-resist compounds at pH values of between 1.5 and 2.5 renders them stable to yellowing upon exposure to agents in the environment such as NO2.

Description

5(~5 TI TLE
METHOD FOR PRO~)UCING STAIN RESISTANT
POLYAMI DE F I E~EP~S
3ACRGROUND OF T}IE INVESNTION
S -- ~
Various ~ethods have be~n tried in the textlle industry to provide 50il and/or ~tain resistant f$bers or fabrics, upholstery, and carpets. These ~ethod~
include treating of the fiber~ wi~h fluorochemical 1~ compound~, ~ilicon compound~, or acrylic compound~. It is also known that resi~tance ~o undesired dyeing can be imparted to ~ f~ber by applying a dye-r~sist agent to a previously dyed or undyed fiber. Many dye-re~ist ayents including 6ulfonated naphthol- or sulfonDted phenol-formaldehyde condensation products which work well onpolya~ide 6ubstrates are ~vailable. These condencation products, however, have been found to have a disadvan-tage in that ~hey yellow on a fiber substrate when expo~ed to environmental conditions such as the presence of N02. This problem is e6pecially noticeable in light dye shade textile articles.
SUMMARY OF THE INVENTION
In a process for applying sulfonated naphthol-or sulfonated phenol-form~ldehyde condens~tion products to polyamide ~extile articles to render them ~tain resi6tant, the improve~ent comprising applying the condensation products ~t ~ p~ of between 1.5 and 2.5 whereby yellowing of the treated articles due to exposure to N02 in the atmosphere is reduc~d.
DET~ILED DESCRIPTION OF THE INV~NTION
~ he present invention provides for a dra~atic reduotion in the undesired yellowing of polyamide t~xtile article~ containing ~ulfonated napthol- or sulfonated phenol-formaldehyde condensation products Ireferred to herein as "condensation products~ or "stain-resist agents"), the yellowinq being due to D~4319-~ exposure of the treated articles to environmen~al S~S

conditions such as the presence of N02 in the atm~phere.
Advantageously, when these condensation products ~re ~pplied to dyed textile 6ubstrates they act as resi~t agents against ~ubsequent staining by accidental ~pills of certain foodstuffs ~uch as coffee, red wine, and ~oft drink~. The latter often contain dyes, such ~ Food Drug & Cosmetic (FD&C~ Red Dye No. 40.
For example, when a liquid containing FD&C Red Dye No.
0 40 i6 6pilled OfltO a polyamide 6ubstrate, it color5 (i.e., 6t~ins) the ~ub~trate to a ~ignific~nt degree;
however~ if the ~ubstrate i~ ~ir~t treated with a stain-resist agent, then the spilled dye does not permanently ~tain the carpet, as the undesired dye can be rin6ed out.
Stain-resi~t agents effective with polya~ide ~ubstrate~, fro~ the class of sulfonated napthol- or sulfonated phenol-formaldehyde conden6ation products are described in U.S. Patent 4,501,591 and in other p~tent and trade literature. Such stain-re~i6t agent~ are typified by commercially availabl* products such as Erionol~ NW ~Ciba-Geigyt, Intratex ~ N (Crompton ~
~nowles), and Mesitol~ NBS (Mob~y). These product6 are 601d in the textile trade for use a6 dye-resist agents or as ~gent~ to improve wetfastne~s in the bath proce66ing of textile goods and ~re recommended for uee at ~n acidic pH range of about 4 to 6.
Polyamide ~ubstrates which have been treated with the aforementioned ~tain-re~ist agent~, although 3~ having excellent ~tain re&istance propertie~, demon-~trate a di~tinct disadvantage in that they yellow upon exposure to certain environmental condition~ ~uch a6 N02 which is commonly foun~ in the atmosphere a~d i 6 especially abundant in urban areas. ~hi~ yellowing can be severe enough to prevent u~e of the ~tain-re~ist agents on light dye shade textile articles, which are s~s th~se articles where a ~tain resistance feature would be most desirable.
The present process provide~ a method for applying stain-resist agents to polyamide substrates so that yellowing of these substrates is minimized. lt inv~lves the application of the stain-re~ist ag~nt to a polyamide textile ~ubstrate at a pH of between 1.5 and
2.5 r~ther than ~t pH value6 of 4 to 6. A~ shown by Example 5 by applying the tain-resist agents in this manner, the textile 6ubstrate~ are ~ignificantly m~re protected again~t subsequent yellowinq due to exposure to N02 in the atmosphere. In addition, the application of the stain-resist agent~ at pH below about 2.5 re~ults in greater ad~orption of the agent6 onto the polyamide than occurs at higher pH ranges. Therefore, not only i~
yellowing reduced by the method of this propos~l, but also there i6 realized an additional advantage in that the 6tain-re6ist ~gent~ can be applied in a ~ore efficient and cost-effective manner due to the greater adsorption of the agents at lower pH values.
In a preferred embodiment of this invention, a textils article (e.g., a carpet) would fir~t be dyed to the de~ired ~hade, rinsed, and then 6aturated for a pçriod of time (20 minute~) with a 601ution tliqu~d ratio o~ 30:1) cont~lning ~ sulfonated naptho}- or phenol-formaldehyde condens~tion product (to give a final concentration of 0.3-1.0% by weight on the article) where the solution pH is ~ and the temperature is 170C. The article would then be rinsed and further proces6ed as nece sary.
This invention i applicable to any polyamide textil2 substrate. These 6ubstrates include fabric~, upholstery and carpetsc In practice, the substrate is treated with the stain-resi6~ agent in a bath of pH of between 1.5 and 205. Any acid may be used to lower the pH of the bath, however, noncorrosive acids ~uch a6 5~

6ulfamic, phosphoric, or ~itric acid are preferred. It i5 al60 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 ~re not critical. Additional fiber treat~ent compounds may be pre~ent in the bath.
TEST METHODS
STAIN TEST
A liquid solution for staining carpets is prepared by dis~olving FD&C Red Dye No. 40 in water at a concentration of 0.1 g/liter~ Alternatively, a co~mer-cially available cherry flavored ~ugar sweetencd beverage powder containing FD&C Red Dye No. 40 i6 dissolved in water to provide a solution containing 0.1 g/liter FD&C Red Dye No. 40. A 30 ~1 a~ount of the ~taining ~olution is pl~ced in a 3" X 4" aluminum pan.
A carpet constructed from polyamide fiber is used in this test, however, any textile ~aterial containing polyamide fiber could be used. A 2-1/2" X 3-1/2" piece of carpet t~ be tested i6 fully immersed face (tuft~) down into the stai~ing solution for one hour. The carpet ~mple i~ then removed from the staining solution, rin6ed thorough~y with tap water, ~nd drled in an ov~n for lS ~inutes at 212nF. ~he 6tain resi~tance of the carpet i~ visually deter~ined by the amount of red color imparted to the carpet by the staining solution. ~ carpet rated as stain resis~ant has no red color or only a slight trace of color after &t~ining and rinsing. ~ carpet rated a~ not ~tain resistan~ has a deep red color after 6taining and rinsing.
N02 YELLOWING T~:ST
The ~ample to be tested is exposed to 2 ppm N02 at ~ relative humidity of R3 + 5% and 104 + 9F for 24 hours (1 cycle) in a gas exposure cabinet (Model GE-15, Atlas Devices Company, Chicago, Illinois). Color 45~
s change i~ measured on a Macbeth~ 1500 Colorimeter utilizing Illuminant C. The NO2 exposed sample i~
compared to an unexposed ~ample and the result i~
reported as ~b+ (yellowness) with increasinq positive values of b corresponding to increased values of yellowing. Carpet ~ample~ to be te~ted are placed into a round sample holder (7/8" diameter) with the tufts facing a glass coYer. A weight of 10 pounds i6 ~pplied to the carpet sa~ple in the holder, pressing the tuft~
against the glass cover. The weight is conveniently applied to the ~ample by using an AATCC Perspiration Tester apparatus (~ee ~ATCC Test Method 15-1979) in combination with a cylindrical piston which fit6 within the ~ample holder. The ab+ value of the compressed sample i5 read through the glass cover of the sampl2 holder.
AD~;ORPTION OF THE STAIN-RESIST AGENT ONTO FI~ER
Exhaustion o~ the ~tain-resist agent from the treatment bath onto the polyamide fiber substrate is reported as % exhaustion and determined by mea~uring the light absorbance at a wavelength of 293 nm of the bath before and after treat~ent.

A 6B filament, trilobal cro~s-~ection (1140 total denier) drawn and bulked continuous filament nylon 6,6 yarn wa~ produced by a conventional proce s. Two of the~e yarns were plied and twisted to provide a yarn having a balanced twist of 3.5 turn~ per inch (tpi).
~he resulting yarn was then heatset in a Superba heatset appar~us (270F). A cut pile tufted carpet was csnstructed from the heatset yarn to the following ~pecifications: 37 oz./6q. yd., 3/4" pile height, 3/16 gauge, 44 ~titches/4 inches. This carpet was dyed to a light blue shade u6ing a conventional batch dye process and dye auxiliaries (color formu}a was the follow;ng and ~2~;~50~

based on weight of carpet: 0.0022% C.I. Acid Yellow 219, 0.0021% C.I. Acid Red 361, 0.0219% C.I. Acid slue 277; pH - 6.0). After dyeing the carpet was rinsed and then treated in a bath containing the stain-resi~t agent, Intr~tex~ N liquid. This bath was prepared by diluting the ~tain-resi~tant 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 ~djus~ed to a pH of Z using ~ulfamic 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 wa~ removed rom the bath and dried at 250F.
The ~ exhaustion of the stain-resist ~gent from the bath was ~easured to be 79%. The carpet was testsd for ~tain re6istance by the ~ethod de~cribed ~bove and found to be ~tain resistant. Yellowing to NO2 was tested by the method described above. The ~b+ value was 3.39.
Elimination of the stain-resi~t t~eatment resulted in a ~b+ value of 0.B5.
EXAMPLE 2 (CONTROB) A carpet wa& prepared and treated as in Example 1, except that the pH of the treating ~ath was adjusted to pH - 5 u~ing an ~cetic acid/sodium acetate buffer.
~he % exhau~tion was determined to be only 67%. This wa~ ~ lower exhau~tion rate than that mea6ured when u~ing a bath at pH ~ 2. ~he carpet was treated ~or and found to be 6tain resistant. In the NO2 expo6ure test, the carpet yellowed more than that of Example 1, having a ~b+ value of 4.05.

A carpet was prepared and treated as in ~xample 1, except that the 6tain-re~ist agent u~ed wa~ Me~itol~
NBS powder. The treating solution wa~ prepared by dis601ving the ~tain-resi~t agent in water to provide a concenkration of 0.56% of the Mesitol~ NBS powder based on weight of the carpet to be treated. The pH of the 5(~5 bath was then adjusted to pH ~ 2 with ~ulfamic acid.
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.
I~X~MPLE q ( CONTROL ) A carpet was prepared and treated as in ~xample
3, except that the pB of the stain-resist treating ~olution was adjusted ~o pH ~ 5 using an acetic acid/60dium acetate buffer. The % exhaustion wa~ found to be only 61%. The carpet was treated for and found to be stain resistant. In the No2 exposure te~t, the carpet yellowed ~ore than that of Example 3, having a Qb~ value of 4.17.

A carpet of the same construction as that of Example 1 was put through a mock-dye bath procedure in which the dye process wa carried out without a dye present. Six carpet samples were then treated with Mesitol~ ~BS by the 6ame procedure as in Example 1, except that the pH of the treatment solutions was varied over the range p~ ~ 2 to pH - 5. The carpet samples were tested for their resistance to N02 yellowing by the procedure described e3rlier, except that the 6amples wer~ exposed for 2 cycles. The results of the N02 yellowing test were 6ummarized in Table 1 and Figure 1.
A significant lowering of the ~b+ value is seen when the stain-resist agent is applied at pH 2.5 vs. 3Ø
4~505 -~b+ Value P~
2.0 7-7 2.5 ~ 57 3.5 10.~5
5.0 ~0

Claims (2)

CLAIM
1. In a process for applying sulfonated phenol-formaldehyde or sulfonated naphthol-formaldehyde condensation products to polyamide textile articles to render them stain resistant, the improvement comprising applying the conden6ation products at a pH of between 1.5 and 2.5 whereby yellowing of the treated articles due to exposure to NO2 in the atmosphere is reduced.
2. The proce6s of Claim 1 wherein the textile article is a dyed polyamide fiber carpet.
CA000529371A 1986-02-14 1987-02-10 Method for producing stain resistant polyamide fibers Expired CA1264505A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US82923286A 1986-02-14 1986-02-14
US829,232 1986-02-14
US900,490 1986-08-26
US06/900,490 US4780099A (en) 1986-08-26 1986-08-26 Method for producing stain resistant polyamide fibers

Publications (1)

Publication Number Publication Date
CA1264505A true CA1264505A (en) 1990-01-23

Family

ID=27125252

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000529371A Expired CA1264505A (en) 1986-02-14 1987-02-10 Method for producing stain resistant polyamide fibers

Country Status (8)

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

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0242495B1 (en) * 1983-12-16 1990-07-25 Monsanto Company Stain-resistant nylon carpets
CA1339878C (en) * 1986-10-14 1998-05-26 John Cheng-Chung Chang Treating fibrous polyamide articles
JPH03500307A (en) * 1987-09-28 1991-01-24 アライド‐シグナル・インコーポレーテッド Improved methods and compositions for increasing stain resistance of carpet fibers
AU618533B2 (en) * 1987-09-28 1992-01-02 Allied-Signal Inc. Method to enhance stain resistance of carpet fibers
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
US4925707A (en) * 1987-12-21 1990-05-15 E. I. Du Pont De Nemours And Company Treatment of carpets
JPH03500189A (en) * 1988-02-01 1991-01-17 アライド‐シグナル・インコーポレーテッド Application of anti-fouling agents to installed carpets
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
US4937123A (en) * 1988-03-11 1990-06-26 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
AU627711B2 (en) * 1988-03-11 1992-09-03 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
EP0345212A1 (en) * 1988-05-04 1989-12-06 Ciba-Geigy Ag Process to prevent yellowing of polyamide fibres finished with stain-proofing agents
DE3815543A1 (en) * 1988-05-06 1989-11-16 Henkel Kgaa SURFACE TREATMENT FOR POLYMER FIBERS
US5310828A (en) * 1989-04-20 1994-05-10 Peach State Labs, Inc. Superior stain resistant compositions
US5015259A (en) * 1989-04-20 1991-05-14 Peach State Labs, Inc. Stain resistant polymeric composition
US5223340A (en) * 1989-04-20 1993-06-29 Peach State Labs, Inc. Stain resistant polyamide fibers
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
ZA907220B (en) * 1989-09-11 1991-07-31 Invicta Group Ind Pty Ltd Textile treatment
US5074883A (en) * 1989-12-11 1991-12-24 Minnesota Mining And Manufacturing Company Process for providing polyamide materials with stain resistance
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

Family Cites Families (3)

* 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
BR8700584A (en) * 1986-02-14 1987-12-08 Du Pont SYNTHETIC POLYAMIDE TEXTILE SUBSTRATE; PROCESS FOR THE PREPARATION OF MODIFIED POLYMERIC PRODUCT FOR SULPHONED-FORMALDEHYDE PHENOL CONDENSATION

Also Published As

Publication number Publication date
EP0235989B1 (en) 1992-05-06
JPS62223378A (en) 1987-10-01
BR8700658A (en) 1987-12-08
AU6869287A (en) 1987-08-20
DK73587D0 (en) 1987-02-13
DK73587A (en) 1987-08-15
MX164725B (en) 1992-09-21
DK167697B1 (en) 1993-12-06
JP2595226B2 (en) 1997-04-02
AU588425B2 (en) 1989-09-14
EP0235989A1 (en) 1987-09-09
DE3778736D1 (en) 1992-06-11

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