EP0421971A2 - Fibre de nylon teintée résistante aux taches - Google Patents

Fibre de nylon teintée résistante aux taches Download PDF

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Publication number
EP0421971A2
EP0421971A2 EP90870158A EP90870158A EP0421971A2 EP 0421971 A2 EP0421971 A2 EP 0421971A2 EP 90870158 A EP90870158 A EP 90870158A EP 90870158 A EP90870158 A EP 90870158A EP 0421971 A2 EP0421971 A2 EP 0421971A2
Authority
EP
European Patent Office
Prior art keywords
nylon
fibers
polymer
carpet
modified
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.)
Withdrawn
Application number
EP90870158A
Other languages
German (de)
English (en)
Other versions
EP0421971A3 (en
Inventor
James Ray Nicholson
Scott Eugene Osborn
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.)
Monsanto Co
Original Assignee
Monsanto 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
Application filed by Monsanto Co filed Critical Monsanto Co
Publication of EP0421971A2 publication Critical patent/EP0421971A2/fr
Publication of EP0421971A3 publication Critical patent/EP0421971A3/en
Withdrawn legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/78Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
    • D01F6/80Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides

Definitions

  • fibers which have excellent stain resistance and resistance to oxidizing agents and to carpets containing such fibers.
  • fibers includes fibers of extreme or indefinite length (i.e. filaments) and fibers of short length (i.e. staple).
  • stain resistance when used herein, means resistance to being stained by acid dye food colorants (e.g. FD&C Red Dye No. 40).
  • pigment when used herein with reference to nylon fibers, means nylon fibers containing compounds which are added to the nylon prior to fiber formation and which impart color to the fibers.
  • yarn when used herein, means a continuous strand of fibers (i.e. singles yarn) or two or more continuous strands of fibers twisted together (i.e. plied yarn).
  • the fiber manufacture can improve the stain resistance of nylon carpet fibers by either coating the fibers during their manufacture with certain sulfonated condensation products (see U.S. 4,680,212) or by modifying the nylon polymer from which the fibers are made to contain aromatic sulfonated units (e.g.) as an integral part of its chain (see U.S. 4,579,762).
  • certain sulfonated condensation products see U.S. 4,680,212
  • aromatic sulfonated units e.g.
  • the sulfonated condensation product coating makes the coated fibers more difficult to dye with acid dyes by conventional techniques and fibers made from the modified nylon polymer can not be dyed with acid dyes by conventional techniques.
  • the present invention provides nylon fibers which have excellent stain resistance for extended periods of time and do not suffer from the dyeability difficulties of the above-mentioned prior art fibers.
  • the fibers comprise a modified nylon polymer containing a pigment dispersed therein.
  • the polymer is modified in that it contains aromatic sulfonated units as an integral part of its polymer chain.
  • the amount of the sulfonated units present in the polymer chain is selected to provide fibers which, when subjected to the 8-Hour Red Dye No. 40 Staining Test (hereinafter described), show no visible staining.
  • FD&C Red Dye No. 40 is one of the most commonly used acid dye colorants and also one which severely stains nylon at room temperature. This dye is found in beverages (e.g.
  • the fibers of the invention are also resistant to strong oxidizing agents (bleaches), such as, benzoyl peroxide and sodium hypochlorite, coffee, red wine, and grape juice.
  • oxidizing agents such as, benzoyl peroxide and sodium hypochlorite, coffee, red wine, and grape juice.
  • the fibers of the invention are particularly useful for making two-ply carpet yarns which may be used in a conventional manner in the construction of carpets.
  • Such fiber i.e. carpet fibers
  • Modified nylon 66 and nylon 6 polymers useful in practicing the present invention may be prepared by the techniques described in the prior art. According to these techniques the polymer is prepared by replacing a portion of the nylon-forming monomers with a corresponding molar amount of an appropriate sulfonated aromatic monomer. For example, in the case of nylon 66 the adipic acid monomer is replaced by a corresponding amount of
  • the polymer is similarly modified by adding an appropriate amount of a monomer, for example to the caprolactam monomer.
  • the preferred aromatic sulfonated monomers useful in practicing the invention is chain-extending monomer of the formula where M is preferable sodium or potassium. Usually an effective amount of the sulfonated monomer will be in the range of 0.25 to 2.5 molar percent, based on the moles of nylon. While modified nylon 66 or nylon 6 polymers are preferred, other nylon polymers could be modified in a similar manner and also used to practice the invention.
  • Pigments useful in practicing the present invention are those which are stable under nylon melt-­spinning conditions, that is, are capable of withstanding the chemical and thermal environment of molten nylon in an inert atmosphere and include one or more compounds conventionally used in making pigmented nylon fibers, such as, phthalocyanine copper complex (blue), lead sulfochromate (yellow), ferric oxide (red), zinc sulfide (white) phthalocyanine green, phthalocyanine blue, cadmium sulfide (yellow), cadmium selenide (red), carbon black, titanium dioxide.
  • the pigment may be uniformly dispersed into the modified nylon fibers by conventional techniques, for example, by mixing a pigment composition with the molten modified nylon polymer from which the fibers are shaped or by mixing (blending) the composition with modified nylon flake that is then used to make the fibers by conventional melt-spinning techniques.
  • Preferred pigment composition are those comprising pigment dispersed in nylon 6 in amounts, for example, ranging from 20 to 50 parts by weight of pigment and from 50 to 80 parts by weight of nylon 6. Such compositions are commercially available. Normally, from 1 to 5% by weight of pigment is used, based on the weight of modified nylon to be pigmented.
  • pigments used in practicing the invention are those that are also resistant to all of common household substances including bleaches and mustards.
  • Control A is made in the following way.
  • a 300 filament, 60 denier per filament (dpf), nylon 66 yarn is prepared by extruding fiber-forming nylon 66 of commercial grade at a melt temperature of 282°C. downwardly through the orifices of a 300-hole spinneret into a conventional melt spinning chimney, measuring approximately 1.8 meters in length, to form a corresponding number of molten streams.
  • the chimney is adapted to receive a cross-flow of cooling air at ambient temperature at a velocity of 270 meters/min.
  • the molten streams solidify in the chimney to form filaments.
  • the filaments are passed from the chimney through a conventional steam conditioning tube measuring about 1.2 meters in length where the filaments are treated with steam.
  • the filaments are passed from the conditioning tube over a conventional metered finish applicator where an aqueous finish is applied and the filaments are converged to form a yarn.
  • the yarn is then passed over and around a driven feed roll (450 meters/min.) and its associated separator roll with several wraps.
  • the yarn is then collected on a bobbin under a slight tension to facilitate winding of the yarn onto the bobbin.
  • the yarn is then unwound from the bobbin and combined with 54 like yarns to form a tow having a total denier of about 1,000,000.
  • the tow is drawn over rolls to provide nominal 18 dpf tow, crimped in a conventional stuffer box and cut into 7-1/2 inch (19.05 cm) staple.
  • the staple is carded, drafted, spun on a conventional ring spinning frame to provide a 3.75 cotton count singles yarns having about 5.25 tpi (206.5 tpm) of twist in the Z-direction. Two of these yarns are then plied with 4.75 tpi (186.4 tpm) of twist in the S-direction.
  • Control B is made in the same manner except that a sufficient amount of a stainblocker consisting of repeating units of the formula where R is OH and R′ is -SO3Na in at least 50% of the units and hydrogen in the remaining units is added to the aqueous finish to provide yarn coated with 3500 ppm of the stainblocker.
  • Pigmented modified nylon 66 yarn of the present invention is made in the same manner as Control A except that, instead of using nylon 66 polymer to prepare the fibers, a nylon 66 polymer modified to contain 13,943 ppm of the radical of the formula as an integral part of its polymer chain (2300 ppm of sulfur) is used and 1%, based on the weight of modified nylon 66 polymer, of a composition comprising 25% by weight phtalocyanine green pigment dispersed in nylon 6 is added to (blended with) the molten modified nylon just prior to extrusion thereof.
  • the modified polymer is prepared in a conventional manner by adding an appropriate amount of the sodium salt of 5-isosulfoph­ thalic acid to nylon 66 salt prior to polymerization.
  • Each of the yarns is heatset using conventional Suessen heatsetting equipment and conditions. Each yarn is then tufted on a 1/8 inch (0.32 cm) gauge cut pile tufting machine into a primary backing using 8 stitches per inch (31.5 stitches per 10 cm). The pile height is 5/8 in. (1.6 cm) and 27 oz. of yarn is used per square yard of carpet.
  • the carpets made from Control A and B are each beck dyed to a green shade of color matching as nearly as possible the color of the carpet made from the pigmented yarn (invention).
  • An aqueous solution of cherry Kool Aid is prep­ared by mixing the contents of a store-bought package of cherry Kool Aid premix and water according to the in­structions written on the package.
  • the solution contains FD&C Red Dye No. 40 and citric acid.
  • the concentration of the dye is 0.08 grams/liter and that of the acid was 0.4 grams/liter.
  • the solution has an optical density of 3.5 and a pH of 3.0.
  • a plastic pipe measuring about 3.8 cm in diameter and 5.0 cm in length is placed upright on and at the center of the carpet sample. Into the open end of the pipe is poured 20 ml of the prepared dye solu­tion. The solution is left in the pipe for a period of 8 hours thereby permitting the solution to thoroughly soak into the carpet.
  • nylon fibers of the pres­ent invention have Red Dye No. 40 stain resistant charac­teristics that are equivalent to those of nylon fibers coated with stainblocker (Control B) and superior to those of the unmodified nylon fibers (Control A).
  • a yarn corresponding to Control A is prepared except that in this instance 1% by weight of the above green pigment composition is dispersed therein.
  • the yarn is then used to make carpet in the manner described above.
  • the carpet is noticeably stained.
  • a carpet made from fibers of the present invention is subjected to the common househo­ld substances listed in the following table.
  • the carpet is made using the same procedure described above except in this instance the phthalocyanine green pigment of the pigment/nylon 6 composition is replaced with Ferric oxide.
  • Each substance is applied to the carpet sample, rubbed into the carpet, left on the carpet overnight and, then, the next day the carpet sample is first washed with a dilute solution of commercial detergent and then with water. All of the substances listed in the table are removed from the carpet staple.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)
EP19900870158 1989-10-05 1990-10-02 Pigmented stain resistant nylon fiber Withdrawn EP0421971A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41740689A 1989-10-05 1989-10-05
US417406 1989-10-05

Publications (2)

Publication Number Publication Date
EP0421971A2 true EP0421971A2 (fr) 1991-04-10
EP0421971A3 EP0421971A3 (en) 1991-07-17

Family

ID=23653898

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19900870158 Withdrawn EP0421971A3 (en) 1989-10-05 1990-10-02 Pigmented stain resistant nylon fiber

Country Status (1)

Country Link
EP (1) EP0421971A3 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992008828A1 (fr) * 1990-11-20 1992-05-29 E.I. Du Pont De Nemours And Company Traitement de fibres de nylon pigmentees
EP0517203A2 (fr) * 1991-06-06 1992-12-09 Basf Corporation Polyamides résistants aux colorants acides et procédé pour sa fabrication
US5340886A (en) * 1989-07-17 1994-08-23 Basf Corporation Acid-dye resistant polyamide products and process for preparation
US5350426A (en) * 1990-05-04 1994-09-27 Burlington Industries, Inc. Chlorine resistant cationic dyeable carpet yarn
US5830572A (en) * 1988-12-14 1998-11-03 E. I. Du Pont De Nemours And Company Stain-resistant, pigmented nylon fibers
US5958548A (en) * 1996-08-14 1999-09-28 Nyltec Inc. Carpet tufted with bulked continuous filament carpet face yarns utilizing new sheathed core filaments and related selection techniques to produce cost savings
US6117550A (en) * 1997-10-22 2000-09-12 Prisma Fibers, Inc. Acid dye stain-resistant fiber-forming polyamide composition containing masterbatch concentrate containing reagent and carrier
US6133382A (en) * 1995-08-31 2000-10-17 Prisma Fibers, Inc. Fiber-forming polyamide composition containing polyamide and a sulfonated polyester concentrate
US6433107B1 (en) 1995-08-31 2002-08-13 Prisma Fibers, Inc. Fiber-forming polyamide with concentrate of polyamide and sulfonated aromatic acid

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3142662A (en) * 1959-10-19 1964-07-28 Monsanto Co Modified polyamides containing the benzenesulfonate moiety
US3565910A (en) * 1969-02-18 1971-02-23 Monsanto Co Pigmented fiber-forming nylon composition
US3640942A (en) * 1968-05-24 1972-02-08 Courtaulds Ltd Manufacture of delustred nylon filaments
JPH02133613A (ja) * 1988-11-11 1990-05-22 Teijin Ltd 耐汚染性に優れたポリアミド原着糸
EP0373655A2 (fr) * 1988-12-14 1990-06-20 E.I. du Pont de Nemours and Company Fibres pigmentées de nylon résistantes aux taches et leur procédé de fabrication

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3142662A (en) * 1959-10-19 1964-07-28 Monsanto Co Modified polyamides containing the benzenesulfonate moiety
US3640942A (en) * 1968-05-24 1972-02-08 Courtaulds Ltd Manufacture of delustred nylon filaments
US3565910A (en) * 1969-02-18 1971-02-23 Monsanto Co Pigmented fiber-forming nylon composition
JPH02133613A (ja) * 1988-11-11 1990-05-22 Teijin Ltd 耐汚染性に優れたポリアミド原着糸
EP0373655A2 (fr) * 1988-12-14 1990-06-20 E.I. du Pont de Nemours and Company Fibres pigmentées de nylon résistantes aux taches et leur procédé de fabrication

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPIL, no. 90-199000, Derwent Publications Ltd, London, GB; & JP-A-2 133 613 (TEIJIN) *

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5830572A (en) * 1988-12-14 1998-11-03 E. I. Du Pont De Nemours And Company Stain-resistant, pigmented nylon fibers
US5340886A (en) * 1989-07-17 1994-08-23 Basf Corporation Acid-dye resistant polyamide products and process for preparation
US5350426A (en) * 1990-05-04 1994-09-27 Burlington Industries, Inc. Chlorine resistant cationic dyeable carpet yarn
WO1992008828A1 (fr) * 1990-11-20 1992-05-29 E.I. Du Pont De Nemours And Company Traitement de fibres de nylon pigmentees
EP0517203A3 (en) * 1991-06-06 1993-08-04 Basf Corporation Acid-dye resistant polyamide products and process for preparation
US5545363A (en) * 1991-06-06 1996-08-13 Basf Corporation Process for forming melt-spun carpet fiber
US5548037A (en) * 1991-06-06 1996-08-20 Basf Corporation Acid dye resistant pigmented polymer
US5562871A (en) * 1991-06-06 1996-10-08 Basf Corporation Acid-dye resistant polyamide products and process for preparation
EP0517203A2 (fr) * 1991-06-06 1992-12-09 Basf Corporation Polyamides résistants aux colorants acides et procédé pour sa fabrication
US6133382A (en) * 1995-08-31 2000-10-17 Prisma Fibers, Inc. Fiber-forming polyamide composition containing polyamide and a sulfonated polyester concentrate
US6433107B1 (en) 1995-08-31 2002-08-13 Prisma Fibers, Inc. Fiber-forming polyamide with concentrate of polyamide and sulfonated aromatic acid
US6537475B1 (en) 1995-08-31 2003-03-25 Prisma Fibers, Inc. Melt extrusion spinning polyamide fibers with sulfonated reagent
US6680018B2 (en) * 1995-08-31 2004-01-20 Prisma Fibers, Inc. Melt extrusion spinning polyamide fibers with sulfonated reagent and thermoplastic carrier
US6753385B2 (en) * 1995-08-31 2004-06-22 Prisma Fibers, Inc. Fiber-forming polyamide and sulfonated acid for disabling acid dye sites
US6861480B2 (en) * 1995-08-31 2005-03-01 Prisma Fibers, Inc. Yarn-forming composition of polyamide and sulfonated acid dye disabler
US5958548A (en) * 1996-08-14 1999-09-28 Nyltec Inc. Carpet tufted with bulked continuous filament carpet face yarns utilizing new sheathed core filaments and related selection techniques to produce cost savings
US6117550A (en) * 1997-10-22 2000-09-12 Prisma Fibers, Inc. Acid dye stain-resistant fiber-forming polyamide composition containing masterbatch concentrate containing reagent and carrier
US6420044B1 (en) 1997-10-22 2002-07-16 Prisma Fibers, Inc. Stain-resistant polyamide composition and fibers and method of production thereof
US6635346B2 (en) 1997-10-22 2003-10-21 Prisma Fibers, Inc. Stain-resistant polyamide composition and fibers and method of production thereof

Also Published As

Publication number Publication date
EP0421971A3 (en) 1991-07-17

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