US3632421A - Textile material with soil release characteristics - Google Patents

Textile material with soil release characteristics Download PDF

Info

Publication number
US3632421A
US3632421A US3632421DA US3632421A US 3632421 A US3632421 A US 3632421A US 3632421D A US3632421D A US 3632421DA US 3632421 A US3632421 A US 3632421A
Authority
US
United States
Prior art keywords
textile
soil release
percent
acid
fiber material
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 - Lifetime
Application number
Inventor
Joe T Boyd
Emile Jacumin
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.)
Deering Milliken Research Corp
Milliken Research Corp
Original Assignee
Milliken Research Corp
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 Milliken Research Corp filed Critical Milliken Research Corp
Application granted granted Critical
Publication of US3632421A publication Critical patent/US3632421A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2279—Coating or impregnation improves soil repellency, soil release, or anti- soil redeposition qualities of fabric

Definitions

  • the chelating agent employed in the present invention may be one of the well-known materials employed for the chelation of metallic ions.
  • the chelating agent may have affinity for one specific metallic ion or may be useful with several different metallic ions.
  • the particular chelating agent selected will depend upon the metallic ions which are present on the textile material.
  • Useful chelating agents include acetic acids such as nitrilotriacetic acid.
  • suitable are derivatives of polyacetic acids and particularly amino polyacetic acids such as ethylene diamine tetraacetic acid. In addition to the acids per se, various monosalts or polysalts of such acids may be employed, for example, di-, tri-, tetraand penta-sodium salts of the previously mentioned acids.
  • Examples of other suitable chelating agents include derivatives of glycine such as sodium hydroxyethyl glycinate and the disodium salt of ethanoldiglycine.
  • the chelating agent preferably is applied in an a
  • the particular chelating agent is selected to provide chelation of the metallic ions in the pH range of the textile material.
  • the pH of the textile material advantageously may be raised through the use of an alkaline material such as a hydroxide, e.g., ammonium hydroxide; an alkali metal salt, e.g., sodium carbonate, potassium carbonate, sodium bicarbonate, sodium acetate; and the like.
  • alkaline materials are particularly useful to neutralize the textile material when the textile material is in an acidic condition.
  • small amounts of an acidic material may be utilized to efiect neutralization.
  • the chelating agent may be applied together with the soil release chemicals or may be applied sequentially therewith.
  • the proportion of the chelating agent advantageously comprises between about 0.05 percent and 5 percent of an aqueous'bath and preferably between about 0.1 percent and 3 percent thereof.
  • the proportion of the alkaline material also is within the above ranges.
  • the process of the present invention is useful in the treatment of a wide variety of textile materials made from natural or synthetic fibers or blends of such fibers.
  • natural fibers include cotton, linen and flax.
  • Suitable synthetic fibers include both regenerated cellulose fibers such as viscose rayon and synthetic polymeric fibers, for example, polyamides, acrylics and particularly polyesters and blends thereof.
  • Durable press and wash and wear garments and articles generally are made from blends of polyester and cellulosic fibers such as cotton or rayon. While the textile material undergoing treatment is preferably in the form of a fabric, the process of the invention also may be used to treat fibers, yarns, threads and the like.
  • the soil release composition employed in the process of the present invention may include one or more of a large number of different soil release compounds and chemicals, for example, synthetic acid polymers, low-molecular-weight polyesters, fluorochemicals, and polymerizable monomers ,of such compounds for in situ formation of the soil release composition.
  • Synthetic acid polymers suitable as the soil release composition of the present invention maybe prepared from any of the polymerizable organic acids, e.g., those having reactive points of unsaturation, e.g., one of the acrylic acids. These polymers may be homopolymers of the acids orinterpolymers of an acid and other monomers copolymerizable therewith provided at least 10 percent by weight acid is present inlthe polymer. Examples of suitable polymerizable acids are acrylic acid, maleic acid, fumaric acid, methacrylic acid, itaconlc acid, crotonic acid, cinnamic acid, polymerizable sulfonic acids, polymerizable phosphoric acids, etc.
  • Monomers that may be interpolymerized with the above acids are monomers, capable of copolymerizing with the acids whichwill not adversely affect the polymer.
  • Suitablemonomers include esters of the above acids prepared by reacting an acidwith an alkyl alcohol, e.g., acrylic esters such as ethyl acrylate, methyl acrylate, propyl acrylate, isopropyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-ethylhexyl acrylate, butyl acrylate, etc.; alkyl fumarates, maleates, crotonates, cinnamates, etc.; vinyl halides; monomers having.
  • vinylidene groups e.g., styrene, acrylonitrile, methylstyrene; substituted vinyl monomers, e.g., chlorostyrene, butadiene, etc.
  • Various mixtures of the above polymers also may be employed in the process of the present invention as well as salts of the acid polymers, e.g., sodium, potassium, lithium, ammonium salts, etc.
  • Examples of synthetic acid polymers that may be used in the process of the present invention include the following combinations:
  • the soil release composition preferably is applied in an aqueous medium.
  • aqueous medium between about 0.5 percent and 20 percent and preferably between about 1 percent and 10 percent by weight of the soil release chemical is present in the aqueous solution or dispersion.
  • proportion of the soil release chemical on the textile material it is desirable to have between about 0.2 percent and 10 percent by weight thereof based on the dry weight of. the textile material and preferably between about 0.5 percent and 5 percent by weight.
  • the soil release composition may include other ingredients in addition to the soil release chemicals, for example, emulsifying agents, wetting agents, softeners and other compounds that enhance the physical characteristics of the textile materials.
  • Durable press or wash and wear characteristics may be achieved by the application to a fabric of a textile resin or a vinyl monomer with dual functionality. Such materials, together with any required catalysts, may be applied simultaneously with the soil release composition or sequentially therewith.
  • textile resin includes both monomers and polymers which upon application to a textile material, undergo polymerization and/or condensation and are transformed to a thermoset state.
  • Textile resins that may be employed when practicing the present invention include epoxy, acetal, aminoplast resins, etc., with aminoplast resins being preferred. These nitrogen-containing resins when applied to a textile material in the presence of a catalyst at temperatures between about 100 and 300 C. are transformed to a thermoset state.
  • the cured textile resin on the textile material affords the textile material durable press and/or wrinkle resistant characteristics.
  • Exemplary of the preferred aminoplast textile resins that may be employed according to the present invention are the urea formaldehydes, e.g., propylene urea formaldehyde, dimethylol urea formaldehyde, etc.; melamine formaldehydes, e.g., tetramethylol melamines, pentamethylol melamines, etc.; ethylene ureas, e.g., dimethylol ethylene urea, dihydroxy dimethylol ethylene urea, hydroxy ethylene urea formaldehyde, etc., carbamates, e.g., alkyl carbamate formaldehydeacetone condensation products; diureas, e.g., trimethylol acetylene diruea, tetramethylol-acetylene diurea, etc., triazones, e.g., dimethylol-N-ethyl triazone, N-
  • Vinyl monomers having dual functionality within the scope of the present invention include acrylamide compounds, e.g., N-rnethylol acrylamide, N-methylol methacrylamide, N- methylol-N-methacrylamide, Nmethylmethylol acrylamide, N-methylol methylene-bis-(acrylamide), methylene-bis(N- methylol acrylamide), etc.; haloethylene acrylamide; and similar compounds which are defined by the structural formulas set forth in U.S. Pat. No. 3,377,249.
  • acrylamide compounds e.g., N-rnethylol acrylamide, N-methylol methacrylamide, N- methylol-N-methacrylamide, Nmethylmethylol acrylamide, N-methylol methylene-bis-(acrylamide), methylene-bis(N- methylol acrylamide), etc.
  • haloethylene acrylamide and similar compounds which are defined by the structural formulas set forth
  • the amount of textile resin or vinyl monomers with dual functionality applied to the fabric is primarily determined by the ultimate use of garments or articles prepared from the fabric. Very small amounts will afford some improvements and large amounts greater improvements, but the larger amounts may adversely affect the handle of the fabric. Hence, the amount employed is preferably that which will afford good crease retention and flat dry properties while not adversely affecting the hand.
  • the amount of textile resin or vinyl monomer in the pad bath may be between about 2 percent and 30 percent.
  • the proportion present on the fabric should be between about 2 percent and 20 percent based on the dry weight of the fabric and preferably betweeh about 4 percent and 9 percent.
  • the catalyst employed in the process of the present invention will depend upon the specific textile resin or vinyl monomer that is applied to the textile material. For instance, if the textile resin has a functional group that is reactive under acidic conditions, an acid catalyst is used. Likewise, when a functional group is present that is reactive under basic conditions, a base catalyst is used. Furthermore, both acid and base catalysts may be used when both type functional groups are present in the textile resin. In this instance, the catalyst may be added separately or simultaneously. When added simultaneously, one would be a latent catalyst, i.e., one that will not initiate its reaction during the opposite-type reaction, but will be activated subsequently under proper catalytic conditions.
  • the catalysts useful in activating the acid or base reactive groups are those conventionally used to activate the reaction of textile resins containing the same group.
  • latent acid or base acting catalysts are utilized, that is, compounds which are acidic or basic in character under curing conditions.
  • the most common acid acting catalysts are metal salts, for example, magnesium chloride, zinc nitrate and zinc fluoborate and amino salts, for example, monoethanolamine hydrochloride and 2-amino-2-methyl-propanol nitrate.
  • the base acting catalyst preferably is a compound which does not initiate significant reaction of the base reactive group under normal acid conditions, but does initiate substantial reaction under particular conditions such as elevated temperature or through the use of another chemical compound.
  • an alkali metal sulfite can be padded onto the fabric and be decomposed into strongly basic alkali metal hydroxide by including small amounts of formaldehyde in the steam used for curing.
  • the latent base acting catalyst utilized herein preferably comprises an alkali metal salt such as an alkali metal carbonate, e.g., sodium carbonate, which is neutral to mildly alkaline on the fabric but decomposes at temperatures in excess of about C. to form the stronger base sodium oxide which will initiate substantial reaction at the elevated temperatures utilized during curing.
  • an alkali metal salt such as an alkali metal carbonate, e.g., sodium carbonate
  • Sodium carbonate may be utilized if desired since the pH on the fabric produced by this compound under normal conditions generally is insufiicient to initiate the desired degree of reaction at temperatures normally employed. If fabrics containing a base reactive group are maintained at pH levels above about 10, however, degradation may occur so that essentially neutral or mildly alkaline catalysts are preferred when base reactive compounds are utilized.
  • Suitable base acting catalysts include potassium bicarbonate, potassium carbonate, sodium silicate, alkali metal phosphates such as sodium or potassium phosphates, barium carbonate, quaternary ammonium hydroxides and carbonates, for example, lauryl trimethyl ammonium hydroxides and carbonates and the like.
  • the amount of catalyst to be utilized is that conventionally used in activating the reaction, for example, up to about 15 percent by weight of an acid acting catalyst in the pad bath with the preferred range being from about l percent to about 7 percent.
  • a preferred range for the base actingcatalyst is again the conventional amount and is generally between about 0.2 percent to about 16 percent and preferably about 2 percent to 16 percent.
  • the amount of catalyst to be utilized further will depend in part on the temperature at which the reaction is conducted and the amount of catalyst consumed in the reaction. For example, when base catalysts are utilized and a highly acidic group is released during the reaction, the amount of base applied to the textile material should be sufficient to provide an excess of base in addition to that consumed by the highly acidic group.
  • the textile resin catalyst and the soil release composition may be employed, provided the chelating agent is applied after the catalyst.
  • the chelating agent is applied after the catalyst.
  • the desirable property possibly might be to have a very superior initial soil release property.
  • An example would be upholstery for automobiles, seat covers, wall coverings, etc.
  • the process of the present invention is available for textile materials treated in almost any form, e.g., fibers, yarns, threads, fabrics or the ultimate product, e.g., a garment, etc.
  • Garments made from the fabrics treated according to the process of the present invention require no additional steps other than those normally employed for the preparation of the conventional wrinkle resistant garments.
  • the garment may be folded and pressed on conventional equipment, for example, a Hoffman press.
  • the pressing cycle utilized is standard in the industry and generally involves pressing the garment for a short period of time, followed by a curing operation in an oven.
  • the garment may be set in a desired configuration under hot, dry conditions, such as by hot pressing without steaming, for example, at temperatures up to about 300 C. for as long as is necessary to cure the resin.
  • the textile resin or vinyl monomer with dual functionality may be selected from several general types. According to the type of resin or vinyl monomer selected, one of the following processes may be employed to achieve the novel textile material produced by the present invention. In each type of procedure, the methods of application and order of application of the textile resin, catalysts, soil release composition, chelating agent, etc., may be varied as described herein.
  • TYPE I Apply textile resin having one type of functional group, textile resin catalyst and soil release composition to fabric.
  • TYPE II 1. Apply textile resin and textile resin catalyst to fabric.
  • TYPE III 1. Apply vinyl monomer with dual functionality, a textile resin catalyst and soil release composition to the fabric.
  • Type 111 may be modified to provide a separate application of the soil release composition.
  • Drying temperatures insufficient to initiate catalysis are dependent upon the particular catalyst being employed. In general, however, the drying step is conducted at approximately to 70 yards per minute with a temperature between about 225 and 300 F., preferably in a tenter frame.
  • the drying temperature range overlaps to some degree with the curing temperature range set forth below.
  • Time is the prime variable and when drying the substrate at a relatively high temperature, care should be taken to avoid heating the substrate for a time sufficient to initiate catalysis that would at least partially cure the textile resin.
  • Irradiation techniques may be employed in the process of the present invention 'when a vinyl monomer having dual functionality is applied to the textile material.
  • An insulated core transformer operated at a potential varying between 100,000 and 500,000-electron volts, may be successfully used to irradiate the textile material.
  • Such a transformer is commercially available from High Voltage Engineering Corporation, Burlington, Mass. The amount of ionizing irradiation necessatron volts for each ion pair formed. Both high energy particle and ionizing electromagnetic irradiation are useful in the present invention.
  • the preferred dosage of irradiation is in the range of about 1,000 rads to megarads, a rad being the amount of high energy irradiation which results in energy absorption of 100 ergs per gram of absorbing material.
  • the irradiation dosage ranges from about 0.1 to 10 megarads and especially between about 0.5 and 5 megarads.
  • Curing is accomplished with mixed snythetic/cellulosic textiles by subjecting the textile material having the textile resin or vinyl monomer thereon to conditions such that the catalyst initiates a cross-linking reaction and converts the resin to a thermoset state.
  • the catalyst initiates a cross-linking reaction and converts the resin to a thermoset state.
  • Temperature is the prime mover and generally a temperature in the range of about 100 to 300 C. is sufficient.
  • the high temperature curing medium may be any substance which is inert to both the fabric and the ingredients applied thereto, e. g., hot air, steam, etc.
  • the textile resin possesses two different types of functional groups
  • there are actually two curing steps the first being conducted at a temperature lower than the second and insufficient to initiate the second type of catalysis, e.g., a first partial curing step to initiate alkaline catalysis and a subsequent curing step to initiate acid catalysis and also convert the resin to a thermoset state.
  • the duration of the various processing steps will depend upon the particular ingredients employed. In each situation, however, the treatment time is sufficient to cause reaction and/or curing of the textile resin, and preferably, between 0.1 to 30 minutes.
  • the chelating agent advantageously is applied after the resin is cured.
  • the fabrics prepared in accordance with the procedures set forth in the examples are tested for soil release according to the following procedure.
  • the soil release values are determined by comparison with a set of standards having numerical ratings from 1.0 to 5.0, with 1.0 representing no stain removal and 5.0 being complete removal of the stain.
  • the fabrics are stained with mineral oil. After staining, the fabric is washed one time in a Kenmore automatic washer using a nonnal cycle with 1 cup of Tide detergent (sold by Proctor and Gamble) and a wash water temperature of about F.
  • the fabric is dried for approximately 40 minutes at a temperature of about F.
  • the stains in the dried fabric are compared with the set of standards.
  • the values listed in the tables under the headings 5, l0 and 20 washes represent staining after 5, 10 or 20 normal washings and then a single wash to remove the stain.
  • a white shirting fabric made from polyester and cotton fibers (65%/35% blend) is treated with an aqueous mixture containing about 18% N-methylol acrylamide (50% aqueous solution), 1.5% of a polyethylene (Lu'britron KN) and 0.1% ethoxylated nonyl phenol.
  • the fabric is dried at a temperature of about F. for about 2 minutes and then irradiated with a 2-megarad dose by passing the fabric through irradiation equipment having an insulated core transformer manufactured by the High Voltage Engineering Corporation of Burlington, Mass.
  • the fabric is washed with water and dried in an oven to normal moisture regain.
  • the fabric is treated with an aqueous mixture containing about 35% emulsion copolymer of 75% methacrylic acid and 25% ethyl acrylate (15% solids), 4.3% zinc nitrate catalyst (50% Zn(NO 611 0), 0.1% ethoxylated nonyl phenol and 1.5% softeners.
  • the above bath is padded onto the fabric to provide about 50 percent wet pickup, the fabric is dried to about normal moisture regain and cured in an oven at about 325 F. for
  • EXAMPLE II A fabric similar to that employed in example I is treated with an aqueous mixture containing 24% Reactant 100 (dihydroxy dimethylol ethylene urea-50% solution), 4% M-4 catalyst (mixture of 50% MgCl 6H O and 50% Zn(NO 611 0) and 0.1% wetting agent.
  • Reactant 100 dihydroxy dimethylol ethylene urea-50% solution
  • M-4 catalyst mixture of 50% MgCl 6H O and 50% Zn(NO 611 0) and 0.1% wetting agent.
  • the above fabric having about 50 percent wet pickup is dried to about normal moisture regain, cured at 325 F. for 5 minutes and then treated with an aqueous mixture containing about percent of the emulsion copolymer of example I, 1.3 percent softeners and 0.5 percent of the pentaacetic acid salt chelating agent of example I. The fabric then is dried to about normal moisture regain.
  • a control sample of the fabric is processed according to the above procedure except the final wash is with water. Comparison of the fabrics shows the softer handle, reduced static accumulation and improved soil release ratings of the fabric washed with the pentaacetic acid solution.
  • EXAMPLE III A fabric similar to that employed in example I is treated with an aqueous mixture containing 18% N-methyl acrylamide (60% aqueous solution), 4% zinc nitrate catalyst, 1% softener and 30% Acrysol ASE-60 (emulsion copolymer of about 40-60% methacrylic acid and 40-60% ethylacrylate, sold by Rohm and Haas). Thereafter the fabric is dried and irradiated according to the procedure of example I. The irradiated fabric is washed with water and dried to about normal moisture regain and cured at about 325 F. for 15 minutes. After curing, the fabric is washed with an aqueous solution containing 1% of the trisodium salt of ethylene diamine tetraacetic acid and 0.25 percent sodium bicarbonate.
  • an aqueous solution containing 1% of the trisodium salt of ethylene diamine tetraacetic acid and 0.25 percent sodium bicarbonate.
  • a control sample of the fabric is processed according to the above procedure except the final wash is with water.
  • the fabric treated according to the process of the invention exhibits the same superiorities as the fabrics of the prior examples.
  • EXAMPLE IV The procedure of this example is the same as that of example I except 1.5 percent of the pentaacetic acid salt chelating agent is employed in the final wash. The results achieved are the same as those of example l.
  • EXAMPLE v The procedure of this example is the same as that of example I except the pentaacetic acid salt chelating agent is replaced with nitrilotriacetic acid. The results are similar to those achieved in examq lze l.
  • XAMPLE VI The procedure of this example is the same as that of example 11 except the pentaacetic acid salt chelating agent is replaced with sodium dihydroxy ethyl glycinate. The results of the various fabric tests are similar to those of example ll.
  • the above description and examples show that the present invention provides a novel process for producing improved textile material with soil release characteristics.
  • the textile material of the invention has improved handle and flat dry properties.
  • the tendency toward static accumulation is substantially reduced.
  • these improvements are achieved without adversely affecting the soil release characteristics.
  • a textile fiber material with soil release characteristics of improved durability including an acetic acid derivative chelating agent and a synthetic acid soil release polymer containing at least about 10 weight percent acid calculated as acrylic acid.
  • a textile fiber material according to claim 1 wherein the chelating agent is a polyacetic acid or a salt thereof.
  • a textile fiber material according to claim 1 wherein the chelating agent is an amino polyacetic acid or a salt thereof.
  • a textile fiber material according to claim 1 wherein the soil release polymer is a copolymer comprising between about 10 percent and percent by weight of an acrylic ester and between about 20 percent and percent by weight of an acrylic acid.
  • a textile fiber material according to claim 1 wherein the chelating agent is a polysodium salt of an ethylene diamine polyacetic acid.
  • a textile fiber material with soil release characteristics of improved durability including a cured epoxy, acetal or aminoplast textile resin.
  • a textile fiber material with soil release characteristics of improved durability comprising a polyester fiber/cellulosic fiber blend textile material including irradiated N-methylol acrylamide, wherein the chelating agent is an amino polyacetic acid or a salt thereof and the soil release copolymer comprises between about 20 and 80 percent by weigh of an acrylic ester and between about 20 and 80 percent by weight of an acrylic acid.
  • a textile fiber material with soil release characteristics of improved durability according to claim 1 including an acrylamide compound.
  • a textile fiber material according to claim 10 wherein the acrylamide compound is N-methylol acrylamide.

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)

Abstract

A process for producing improved textile material with soil release characteristics which comprises applying thereto a soil release composition and a chelating agent, and the product produced by this process.

Description

United States Patent Appl. No. Filed Patented Assignee TEXTILE MATERIAL WITH SOIL RELEASE CHARACTERISTICS 12 Claims, No Drawings US. Cl ..;1l7/l38.8 F,
117/1394, 117/139.5 A, 117/143 A Int. Cl M 5/00, B321) 27/06 Field ofSearch 117/139.5
R,139.4, 138.8 F, 143 R, 66; 8/115.6; 252/8.6
[56] References Cited UNITED STATES PATENTS Re1 9 ,7 l 9 10/1935 Hall 210/57 2,709,178 5/1955 Schlapfer et al. 260/534 3,044,962 7/1962 Brunt etal 117/1395 UX 3,377,249 4/1968 Marco 8/1 15.6
Pnmary ExaminerWilliam D. Martin Assistant ExaminerTheodore G. Davis AttorneysNorman C. Annitage and H. William Petry ABSTRACT: A process for producing improved textile material with soil release characteristics which comprises applying thereto a soil release composition and a chelating agent, and the product produced by this process.
TEXTILE MATERIAL WITH SOIL RELEASE CHARACTERISTICS The textile industry during the past decade has made important technological advances in the chemical finishing of textile materials. Numerous processes have been developed for imparting minimum care properties to garments and other articles prepared from specially treated textile materials. Among such advances are wash and wear and durable press fabrics.
Recently a great deal of interest has been directed toward imparting soil release characteristics to textile materials and particularly wrinkle resistant textile materials (see U.S. Pat. No. 3,377,249). With fabrics having soil release properties, it is possible to remove soil and stains to a substantially greater extent with conventional home laundering than is possible with fabrics without soil release. Soil release characteristics are particularly important with textile materials including hydrophobic fibers, e.g., polyesters, since such materials generally tend to retain stains to a greater degree and to absorb soil from wash water during laundering. Both of these problems are substantially eliminated by treatment with soil release chemicals.
In accordance with the present invention, it has been found that improved handle, flat dry and less static accumulation is provided in textile material with soil release characteristics by a process which comprises applying thereto a soil release composition and a chelating agent.
The chelating agent employed in the present invention may be one of the well-known materials employed for the chelation of metallic ions. The chelating agent may have affinity for one specific metallic ion or may be useful with several different metallic ions. The particular chelating agent selected will depend upon the metallic ions which are present on the textile material. Useful chelating agents include acetic acids such as nitrilotriacetic acid. Also, suitable are derivatives of polyacetic acids and particularly amino polyacetic acids such as ethylene diamine tetraacetic acid. In addition to the acids per se, various monosalts or polysalts of such acids may be employed, for example, di-, tri-, tetraand penta-sodium salts of the previously mentioned acids. Examples of other suitable chelating agents include derivatives of glycine such as sodium hydroxyethyl glycinate and the disodium salt of ethanoldiglycine. The chelating agent preferably is applied in an aqueous medium.
The particular chelating agent is selected to provide chelation of the metallic ions in the pH range of the textile material. The pH of the textile material advantageously may be raised through the use of an alkaline material such as a hydroxide, e.g., ammonium hydroxide; an alkali metal salt, e.g., sodium carbonate, potassium carbonate, sodium bicarbonate, sodium acetate; and the like. Such alkaline materials are particularly useful to neutralize the textile material when the textile material is in an acidic condition. On the other hand, where a textile material is at a pH above 7,small amounts of an acidic material may be utilized to efiect neutralization.
The chelating agent may be applied together with the soil release chemicals or may be applied sequentially therewith. The proportion of the chelating agent advantageously comprises between about 0.05 percent and 5 percent of an aqueous'bath and preferably between about 0.1 percent and 3 percent thereof. Preferably, the proportion of the alkaline material also is within the above ranges.
The process of the present invention is useful in the treatment of a wide variety of textile materials made from natural or synthetic fibers or blends of such fibers. Examples of natural fibers include cotton, linen and flax. Suitable synthetic fibers include both regenerated cellulose fibers such as viscose rayon and synthetic polymeric fibers, for example, polyamides, acrylics and particularly polyesters and blends thereof. Durable press and wash and wear garments and articles generally are made from blends of polyester and cellulosic fibers such as cotton or rayon. While the textile material undergoing treatment is preferably in the form of a fabric, the process of the invention also may be used to treat fibers, yarns, threads and the like.
The soil release composition employed in the process of the present invention may include one or more of a large number of different soil release compounds and chemicals, for example, synthetic acid polymers, low-molecular-weight polyesters, fluorochemicals, and polymerizable monomers ,of such compounds for in situ formation of the soil release composition.
Synthetic acid polymers suitable as the soil release composition of the present invention maybe prepared from any of the polymerizable organic acids, e.g., those having reactive points of unsaturation, e.g., one of the acrylic acids. These polymers may be homopolymers of the acids orinterpolymers of an acid and other monomers copolymerizable therewith provided at least 10 percent by weight acid is present inlthe polymer. Examples of suitable polymerizable acids are acrylic acid, maleic acid, fumaric acid, methacrylic acid, itaconlc acid, crotonic acid, cinnamic acid, polymerizable sulfonic acids, polymerizable phosphoric acids, etc. Monomers that may be interpolymerized with the above acids are monomers, capable of copolymerizing with the acids whichwill not adversely affect the polymer. Suitablemonomers include esters of the above acids prepared by reacting an acidwith an alkyl alcohol, e.g., acrylic esters such as ethyl acrylate, methyl acrylate, propyl acrylate, isopropyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-ethylhexyl acrylate, butyl acrylate, etc.; alkyl fumarates, maleates, crotonates, cinnamates, etc.; vinyl halides; monomers having. vinylidene groups; e.g., styrene, acrylonitrile, methylstyrene; substituted vinyl monomers, e.g., chlorostyrene, butadiene, etc. Various mixtures of the above polymers also may be employed in the process of the present invention as well as salts of the acid polymers, e.g., sodium, potassium, lithium, ammonium salts, etc.
Examples of synthetic acid polymers that may be used in the process of the present invention include the following combinations:
ethyl acrylate acrylic acid ethyl acrylate acrylic acid acrylamide butyl acrylate acrylic acid ethyl acrylate: methacrylic acid ethyl acrylate itaconic acid methyl methacrylate acrylic acid 2-ethyl hexyl acrylate acrylic acid acrylamide acrylic acid butyl acrylate acrylic acid acrylamide ethyl acrylate acrylic acid N-methylol acrylamide ethyl acrylate acrylic acid styrene ethyl acrylate: acrylic acid: hydroxypropyl methacrylate ethyl acrylate acrylic acid :divinyl benzene ethyl acrylate acrylic acid allyl acrylamide ethyl acrylate acrylic acid glycidyl acrylate ethyl acrylate: sodium styrene sulfonate ethyl acrylate crotonic acid styrene acrylic acid ethyl acrylate: acrylic acid: hydroxyethyl methacrylate hydroxyethyl methacrylate acrylic acid acrylamide butyl acrylate ethyl acrylate acrylic acid As noted above, the acid polymer should contain at least about 10 percent by weight acid calculated as acrylic acid. Preferably, the acid polymer contains at least about 20 percent by weight acid and particularly between about 30 percent and percent acid. Copolymers of acrylic acid or methacrylic acid with an acrylate ester such as ethylacrylate are considered to be especially useful.
The soil release composition preferably is applied in an aqueous medium. Advantageously, between about 0.5 percent and 20 percent and preferably between about 1 percent and 10 percent by weight of the soil release chemical is present in the aqueous solution or dispersion. In terms of the proportion of the soil release chemical on the textile material, it is desirable to have between about 0.2 percent and 10 percent by weight thereof based on the dry weight of. the textile material and preferably between about 0.5 percent and 5 percent by weight.
The soil release composition may include other ingredients in addition to the soil release chemicals, for example, emulsifying agents, wetting agents, softeners and other compounds that enhance the physical characteristics of the textile materials. Durable press or wash and wear characteristics may be achieved by the application to a fabric of a textile resin or a vinyl monomer with dual functionality. Such materials, together with any required catalysts, may be applied simultaneously with the soil release composition or sequentially therewith.
The term textile resin" according to the present invention includes both monomers and polymers which upon application to a textile material, undergo polymerization and/or condensation and are transformed to a thermoset state. Textile resins that may be employed when practicing the present invention include epoxy, acetal, aminoplast resins, etc., with aminoplast resins being preferred. These nitrogen-containing resins when applied to a textile material in the presence of a catalyst at temperatures between about 100 and 300 C. are transformed to a thermoset state. The cured textile resin on the textile material affords the textile material durable press and/or wrinkle resistant characteristics.
Exemplary of the preferred aminoplast textile resins that may be employed according to the present invention are the urea formaldehydes, e.g., propylene urea formaldehyde, dimethylol urea formaldehyde, etc.; melamine formaldehydes, e.g., tetramethylol melamines, pentamethylol melamines, etc.; ethylene ureas, e.g., dimethylol ethylene urea, dihydroxy dimethylol ethylene urea, hydroxy ethylene urea formaldehyde, etc., carbamates, e.g., alkyl carbamate formaldehydeacetone condensation products; diureas, e.g., trimethylol acetylene diruea, tetramethylol-acetylene diurea, etc., triazones, e.g., dimethylol-N-ethyl triazone, N-N' ethylene-bis dimethylol triazone, halotriazones, etc., haloacetamides, e.g., N-methylol-N-methylchloroacetamide, etc., urons, e.g., dimethylol uron, dihydroxy dimethylol uron, etc., and the like. Mixtures of aminoplast textile resins also are within the scope of the present invention.
Vinyl monomers having dual functionality within the scope of the present invention include acrylamide compounds, e.g., N-rnethylol acrylamide, N-methylol methacrylamide, N- methylol-N-methacrylamide, Nmethylmethylol acrylamide, N-methylol methylene-bis-(acrylamide), methylene-bis(N- methylol acrylamide), etc.; haloethylene acrylamide; and similar compounds which are defined by the structural formulas set forth in U.S. Pat. No. 3,377,249.
The amount of textile resin or vinyl monomers with dual functionality applied to the fabric is primarily determined by the ultimate use of garments or articles prepared from the fabric. Very small amounts will afford some improvements and large amounts greater improvements, but the larger amounts may adversely affect the handle of the fabric. Hence, the amount employed is preferably that which will afford good crease retention and flat dry properties while not adversely affecting the hand. For the purposes of the present invention, the amount of textile resin or vinyl monomer in the pad bath may be between about 2 percent and 30 percent. The proportion present on the fabric should be between about 2 percent and 20 percent based on the dry weight of the fabric and preferably betweeh about 4 percent and 9 percent.
The catalyst employed in the process of the present invention will depend upon the specific textile resin or vinyl monomer that is applied to the textile material. For instance, if the textile resin has a functional group that is reactive under acidic conditions, an acid catalyst is used. Likewise, when a functional group is present that is reactive under basic conditions, a base catalyst is used. Furthermore, both acid and base catalysts may be used when both type functional groups are present in the textile resin. In this instance, the catalyst may be added separately or simultaneously. When added simultaneously, one would be a latent catalyst, i.e., one that will not initiate its reaction during the opposite-type reaction, but will be activated subsequently under proper catalytic conditions.
The catalysts useful in activating the acid or base reactive groups are those conventionally used to activate the reaction of textile resins containing the same group. Preferably, latent acid or base acting catalysts are utilized, that is, compounds which are acidic or basic in character under curing conditions. The most common acid acting catalysts are metal salts, for example, magnesium chloride, zinc nitrate and zinc fluoborate and amino salts, for example, monoethanolamine hydrochloride and 2-amino-2-methyl-propanol nitrate.
The base acting catalyst preferably is a compound which does not initiate significant reaction of the base reactive group under normal acid conditions, but does initiate substantial reaction under particular conditions such as elevated temperature or through the use of another chemical compound. For example, an alkali metal sulfite can be padded onto the fabric and be decomposed into strongly basic alkali metal hydroxide by including small amounts of formaldehyde in the steam used for curing.
The latent base acting catalyst utilized herein preferably comprises an alkali metal salt such as an alkali metal carbonate, e.g., sodium carbonate, which is neutral to mildly alkaline on the fabric but decomposes at temperatures in excess of about C. to form the stronger base sodium oxide which will initiate substantial reaction at the elevated temperatures utilized during curing. Sodium carbonate may be utilized if desired since the pH on the fabric produced by this compound under normal conditions generally is insufiicient to initiate the desired degree of reaction at temperatures normally employed. If fabrics containing a base reactive group are maintained at pH levels above about 10, however, degradation may occur so that essentially neutral or mildly alkaline catalysts are preferred when base reactive compounds are utilized.
Suitable base acting catalysts include potassium bicarbonate, potassium carbonate, sodium silicate, alkali metal phosphates such as sodium or potassium phosphates, barium carbonate, quaternary ammonium hydroxides and carbonates, for example, lauryl trimethyl ammonium hydroxides and carbonates and the like.
The amount of catalyst to be utilized is that conventionally used in activating the reaction, for example, up to about 15 percent by weight of an acid acting catalyst in the pad bath with the preferred range being from about l percent to about 7 percent. A preferred range for the base actingcatalyst is again the conventional amount and is generally between about 0.2 percent to about 16 percent and preferably about 2 percent to 16 percent. The amount of catalyst to be utilized further will depend in part on the temperature at which the reaction is conducted and the amount of catalyst consumed in the reaction. For example, when base catalysts are utilized and a highly acidic group is released during the reaction, the amount of base applied to the textile material should be sufficient to provide an excess of base in addition to that consumed by the highly acidic group.
Separate or simultaneous application of the textile resin, the textile resin catalyst and the soil release composition may be employed, provided the chelating agent is applied after the catalyst. When treating a textile fabric which is to be converted into work clothes, it may be desirable to have as durable a finish as possible so that the soil release properties will be as long lasting as possible. On the other hand, where the ultimate article of manufacture is not one that will be washed or cleaned on a weekly basis, for instance, the desirable property possibly might be to have a very superior initial soil release property. An example would be upholstery for automobiles, seat covers, wall coverings, etc.
Advantages afforded by the process of the present invention are available for textile materials treated in almost any form, e.g., fibers, yarns, threads, fabrics or the ultimate product, e.g., a garment, etc. Garments made from the fabrics treated according to the process of the present invention require no additional steps other than those normally employed for the preparation of the conventional wrinkle resistant garments. in other words, the garment may be folded and pressed on conventional equipment, for example, a Hoffman press. The pressing cycle utilized is standard in the industry and generally involves pressing the garment for a short period of time, followed by a curing operation in an oven. Alternatively, the garment may be set in a desired configuration under hot, dry conditions, such as by hot pressing without steaming, for example, at temperatures up to about 300 C. for as long as is necessary to cure the resin.
In general, the textile resin or vinyl monomer with dual functionality may be selected from several general types. According to the type of resin or vinyl monomer selected, one of the following processes may be employed to achieve the novel textile material produced by the present invention. In each type of procedure, the methods of application and order of application of the textile resin, catalysts, soil release composition, chelating agent, etc., may be varied as described herein.
TYPE I 1. Apply textile resin having one type of functional group, textile resin catalyst and soil release composition to fabric.
2. Subject fabric to conditions sufficient to cure the textile resin.
3. Apply chelating agent.
4. Dry fabric.
TYPE II 1. Apply textile resin and textile resin catalyst to fabric.
2. Subject fabric to conditions sufficient to cure textile resin.
3. Apply soil release composition and chelating agent to fabric.
4. Wash fabric.
5. Dry fabric.
TYPE III 1. Apply vinyl monomer with dual functionality, a textile resin catalyst and soil release composition to the fabric.
2. Dry the fabric at a temperature such that the textile resin catalyst remains dormant.
3. Subject the fabric to irradiation.
4. Subject the garment to textile resin curing conditions.
5. Apply chelating agent.
6. Dry fabric.
Type 111 may be modified to provide a separate application of the soil release composition.
While the above procedures relate to the process of the present invention being applied to a textile material to afford the textile material soil release and wrinkle resistant characteristics, other materials such as softeners, hand builders, etc. also may be applied to the fabric as desired.
Drying temperatures insufficient to initiate catalysis are dependent upon the particular catalyst being employed. In general, however, the drying step is conducted at approximately to 70 yards per minute with a temperature between about 225 and 300 F., preferably in a tenter frame. The drying temperature range overlaps to some degree with the curing temperature range set forth below. When drying in the overlapping portion of the drying and curing ranges, it is important that there be no premature curing of the textile resin. Time is the prime variable and when drying the substrate at a relatively high temperature, care should be taken to avoid heating the substrate for a time sufficient to initiate catalysis that would at least partially cure the textile resin.
Irradiation techniques may be employed in the process of the present invention 'when a vinyl monomer having dual functionality is applied to the textile material. An insulated core transformer, operated at a potential varying between 100,000 and 500,000-electron volts, may be successfully used to irradiate the textile material. Such a transformer is commercially available from High Voltage Engineering Corporation, Burlington, Mass. The amount of ionizing irradiation necessatron volts for each ion pair formed. Both high energy particle and ionizing electromagnetic irradiation are useful in the present invention. The preferred dosage of irradiation is in the range of about 1,000 rads to megarads, a rad being the amount of high energy irradiation which results in energy absorption of 100 ergs per gram of absorbing material. Preferably, the irradiation dosage ranges from about 0.1 to 10 megarads and especially between about 0.5 and 5 megarads.
Curing is accomplished with mixed snythetic/cellulosic textiles by subjecting the textile material having the textile resin or vinyl monomer thereon to conditions such that the catalyst initiates a cross-linking reaction and converts the resin to a thermoset state. When a 100 percent synthetic fabric is treated, the resin adheres to the material and is converted to a thermoset state. Temperature is the prime mover and generally a temperature in the range of about 100 to 300 C. is sufficient. The high temperature curing medium may be any substance which is inert to both the fabric and the ingredients applied thereto, e. g., hot air, steam, etc. In the instance where the textile resin possesses two different types of functional groups, there are actually two curing steps, the first being conducted at a temperature lower than the second and insufficient to initiate the second type of catalysis, e.g., a first partial curing step to initiate alkaline catalysis and a subsequent curing step to initiate acid catalysis and also convert the resin to a thermoset state.
The duration of the various processing steps will depend upon the particular ingredients employed. In each situation, however, the treatment time is sufficient to cause reaction and/or curing of the textile resin, and preferably, between 0.1 to 30 minutes. The chelating agent advantageously is applied after the resin is cured.
The following examples illustrate preferred embodiments of the present invention but are not intended to restrict the scope of the invention. In the examples, parts and percentages are by weight. The fabrics prepared in accordance with the procedures set forth in the examples are tested for soil release according to the following procedure. The soil release values are determined by comparison with a set of standards having numerical ratings from 1.0 to 5.0, with 1.0 representing no stain removal and 5.0 being complete removal of the stain. The fabrics are stained with mineral oil. After staining, the fabric is washed one time in a Kenmore automatic washer using a nonnal cycle with 1 cup of Tide detergent (sold by Proctor and Gamble) and a wash water temperature of about F. The fabric is dried for approximately 40 minutes at a temperature of about F. The stains in the dried fabric are compared with the set of standards. The values listed in the tables under the headings 5, l0 and 20 washes represent staining after 5, 10 or 20 normal washings and then a single wash to remove the stain.
EXAMPLE I A white shirting fabric made from polyester and cotton fibers (65%/35% blend) is treated with an aqueous mixture containing about 18% N-methylol acrylamide (50% aqueous solution), 1.5% of a polyethylene (Lu'britron KN) and 0.1% ethoxylated nonyl phenol. The fabric is dried at a temperature of about F. for about 2 minutes and then irradiated with a 2-megarad dose by passing the fabric through irradiation equipment having an insulated core transformer manufactured by the High Voltage Engineering Corporation of Burlington, Mass. The fabric is washed with water and dried in an oven to normal moisture regain. Thereafter the fabric is treated with an aqueous mixture containing about 35% emulsion copolymer of 75% methacrylic acid and 25% ethyl acrylate (15% solids), 4.3% zinc nitrate catalyst (50% Zn(NO 611 0), 0.1% ethoxylated nonyl phenol and 1.5% softeners. After the above bath is padded onto the fabric to provide about 50 percent wet pickup, the fabric is dried to about normal moisture regain and cured in an oven at about 325 F. for
finilkelsars Washes Chelating Agent Control As Received 5.0 5.0
EXAMPLE II A fabric similar to that employed in example I is treated with an aqueous mixture containing 24% Reactant 100 (dihydroxy dimethylol ethylene urea-50% solution), 4% M-4 catalyst (mixture of 50% MgCl 6H O and 50% Zn(NO 611 0) and 0.1% wetting agent.
The above fabric having about 50 percent wet pickup is dried to about normal moisture regain, cured at 325 F. for 5 minutes and then treated with an aqueous mixture containing about percent of the emulsion copolymer of example I, 1.3 percent softeners and 0.5 percent of the pentaacetic acid salt chelating agent of example I. The fabric then is dried to about normal moisture regain.
A control sample of the fabric is processed according to the above procedure except the final wash is with water. Comparison of the fabrics shows the softer handle, reduced static accumulation and improved soil release ratings of the fabric washed with the pentaacetic acid solution.
EXAMPLE III A fabric similar to that employed in example I is treated with an aqueous mixture containing 18% N-methyl acrylamide (60% aqueous solution), 4% zinc nitrate catalyst, 1% softener and 30% Acrysol ASE-60 (emulsion copolymer of about 40-60% methacrylic acid and 40-60% ethylacrylate, sold by Rohm and Haas). Thereafter the fabric is dried and irradiated according to the procedure of example I. The irradiated fabric is washed with water and dried to about normal moisture regain and cured at about 325 F. for 15 minutes. After curing, the fabric is washed with an aqueous solution containing 1% of the trisodium salt of ethylene diamine tetraacetic acid and 0.25 percent sodium bicarbonate.
A control sample of the fabric is processed according to the above procedure except the final wash is with water.
The fabric treated according to the process of the invention exhibits the same superiorities as the fabrics of the prior examples.
EXAMPLE IV The procedure of this example is the same as that of example I except 1.5 percent of the pentaacetic acid salt chelating agent is employed in the final wash. The results achieved are the same as those of example l.
EXAMPLE v The procedure of this example is the same as that of example I except the pentaacetic acid salt chelating agent is replaced with nitrilotriacetic acid. The results are similar to those achieved in examq lze l.
XAMPLE VI The procedure of this example is the same as that of example 11 except the pentaacetic acid salt chelating agent is replaced with sodium dihydroxy ethyl glycinate. The results of the various fabric tests are similar to those of example ll.
The above description and examples show that the present invention provides a novel process for producing improved textile material with soil release characteristics. The textile material of the invention has improved handle and flat dry properties. In addition, the tendency toward static accumulation is substantially reduced. Furthermore, these improvements are achieved without adversely affecting the soil release characteristics.
It will be apparent from the above that various modifications in the formulations and procedures described in detail may be made within the scope of the invention. Therefore, it is intended that the invention be limited only by the following claims.
That which is claimed is:
l. A textile fiber material with soil release characteristics of improved durability including an acetic acid derivative chelating agent and a synthetic acid soil release polymer containing at least about 10 weight percent acid calculated as acrylic acid.
2. A textile fiber material according to claim 1 wherein the chelating agent is a polyacetic acid or a salt thereof.
3. A textile fiber material according to claim 1 wherein the chelating agent is an amino polyacetic acid or a salt thereof.
4. A textile fiber material according to claim 1 wherein the soil release polymer is a copolymer comprising between about 10 percent and percent by weight of an acrylic ester and between about 20 percent and percent by weight of an acrylic acid.
5. A textile fiber material according to claim 1 wherein the textile material includes polyester fibers.
6. A textile fiber material according to claim 1 wherein the textile material is a polyester fiber/cellulosic fiber blend.
7. A textile fiber material according to claim 1 wherein the chelating agent is a polysodium salt of an ethylene diamine polyacetic acid.
8. A textile fiber material with soil release characteristics of improved durability according to claim 1 including a cured epoxy, acetal or aminoplast textile resin.
9. A textile fiber material with soil release characteristics of improved durability according to claim 1 comprising a polyester fiber/cellulosic fiber blend textile material including irradiated N-methylol acrylamide, wherein the chelating agent is an amino polyacetic acid or a salt thereof and the soil release copolymer comprises between about 20 and 80 percent by weigh of an acrylic ester and between about 20 and 80 percent by weight of an acrylic acid.
10. A textile fiber material with soil release characteristics of improved durability according to claim 1 including an acrylamide compound.
11. A textile fiber material according to claim 8 wherein the textile resin comprises a methylol ethylene urea.
12. A textile fiber material according to claim 10 wherein the acrylamide compound is N-methylol acrylamide.

Claims (10)

  1. 2. A textile fiber material according to claim 1 wherein the chelating agent is a polyacetic acid or a salt thereof.
  2. 3. A textile fiber material according to claim 1 wherein the chelating agent is an amino polyacetic acid or a salt thereof.
  3. 4. A textile fiber material according to claim 1 wherein the soil release polymer is a copolymer comprising between about 10 percent and 80 percent by weight of an acrylic ester and between about 20 and 90 percent by weight of an acrylic acid. 5. A textile fiber material according to claim 1 wherein the textile material includes polyester fibers.
  4. 6. A textile fiber material according to claim 1 wherein the textile material is a polyester fiber/cellulosic fiber blend.
  5. 7. A textile fiber material according to claim 1 wherein the chelating agent is a polysodium salt of an ethylene diamine polyacetic acid.
  6. 8. A textile fiber material with soil release characteristics of improved durability according to claim 1 including a cured epoxy, acetal or aminoplast textile resin.
  7. 9. A textile fiber material with soil release characteristics of improved durability according to claim 1 comprising A polyester fiber/cellulosic fiber blend textile material including irradiated N-methylol acrylamide, wherein the chelating agent is an amino polyacetic acid or a salt thereof and the soil release copolymer comprises between about 20 and 80 percent by weight of an acrylic ester and between about 20 and 80 percent by weight of an acrylic acid.
  8. 10. A textile fiber material with soil release characteristics of improved durability according to claim 1 including an acrylamide compound.
  9. 11. A textile fiber material according to claim 8 wherein the textile resin comprises a methylol ethylene urea.
  10. 12. A textile fiber material according to claim 10 wherein the acrylamide compound is N-methylol acrylamide.
US3632421D 1968-12-09 1968-12-09 Textile material with soil release characteristics Expired - Lifetime US3632421A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US78246068A 1968-12-09 1968-12-09

Publications (1)

Publication Number Publication Date
US3632421A true US3632421A (en) 1972-01-04

Family

ID=25126123

Family Applications (1)

Application Number Title Priority Date Filing Date
US3632421D Expired - Lifetime US3632421A (en) 1968-12-09 1968-12-09 Textile material with soil release characteristics

Country Status (1)

Country Link
US (1) US3632421A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050150057A1 (en) * 2003-07-24 2005-07-14 Jones Dennis J.Jr. Methods of treating and cleaning fibers, carpet yarns and carpets
US20060162091A1 (en) * 2005-01-24 2006-07-27 Jones Dennis J Jr Methods and compositions for imparting stain resistance to nylon materials

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US19719A (en) * 1858-03-23 Improvement in stop-motions for hair-cloth looms
US2709178A (en) * 1950-10-24 1955-05-24 Geigy Ag J R N, n'-tetra-acetic acids
US3044962A (en) * 1957-10-31 1962-07-17 British Nylon Spinners Ltd Preparation of detergent compositions
US3377249A (en) * 1966-08-04 1968-04-09 Deering Milliken Res Corp Soil release of polyester containing textiles through treatment with aminoplast resins in conjunction with acrylic emulsion polymers containing at least 20% acid calculated as acrylic acid

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US19719A (en) * 1858-03-23 Improvement in stop-motions for hair-cloth looms
US2709178A (en) * 1950-10-24 1955-05-24 Geigy Ag J R N, n'-tetra-acetic acids
US3044962A (en) * 1957-10-31 1962-07-17 British Nylon Spinners Ltd Preparation of detergent compositions
US3377249A (en) * 1966-08-04 1968-04-09 Deering Milliken Res Corp Soil release of polyester containing textiles through treatment with aminoplast resins in conjunction with acrylic emulsion polymers containing at least 20% acid calculated as acrylic acid

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050150057A1 (en) * 2003-07-24 2005-07-14 Jones Dennis J.Jr. Methods of treating and cleaning fibers, carpet yarns and carpets
US7276085B2 (en) 2003-07-24 2007-10-02 Shaw Industries Group, Inc. Methods of treating and cleaning fibers, carpet yarns and carpets
US20080047077A1 (en) * 2003-07-24 2008-02-28 Jones Dennis J Jr Methods of treating and cleaning fibers, carpet yarns and carpets
US7488351B2 (en) 2003-07-24 2009-02-10 Columbia Insurance Company Methods of treating and cleaning fibers, carpet yarns and carpets
US20060162091A1 (en) * 2005-01-24 2006-07-27 Jones Dennis J Jr Methods and compositions for imparting stain resistance to nylon materials
US7785374B2 (en) 2005-01-24 2010-08-31 Columbia Insurance Co. Methods and compositions for imparting stain resistance to nylon materials

Similar Documents

Publication Publication Date Title
US3649165A (en) Soil-release characteristics of textile materials
US3632420A (en) Textile material with improved soil release characteristics
US3652212A (en) Multi-step in situ polymer formation to produce fabric having improved soiling characteristics
US3540835A (en) Carboxylic acid group containing copolymer is applied to textile which has been treated with an aminoplast resin to improve soil release characteristics thereof
US3597145A (en) Treatment of a cellulosic-containing textile with a fluorocarbon,an aminoplast,and a synthetic acid copolymer,and textile obtained therefrom
US2755198A (en) Novel compositions and treatment of textile materials
US4269603A (en) Non-formaldehyde durable press textile treatment
US2653140A (en) Textile finishing compositions
US3597147A (en) Modification of cellulosic textile materials with pyrimidones
US3220869A (en) Process for improving textile fabrics
US3676052A (en) Polypropylene glycols and substituted polypropylene glycols are used in conjunction with crosslinking agents to produce durable press fabrics with improved soil release performance
US3218118A (en) Crease-proofing cellulosic fabrics, the fabrics obtained and methods of making them
US3690942A (en) Stain release and durable press finishing using solution polymers
US3310419A (en) Process for treating cellulosic material with flameproofing composition
USRE28914E (en) Treatment of a cellulosic-containing textile with a fluorocarbon, an aminoplast, and a synthetic acid copolymer, and textile obtained therefrom
US3521993A (en) Soil releasing textiles
US3620826A (en) Process for improving soiling characteristics of hydrophobic textile material
US2725308A (en) Composition for and treatment of textile materials
AU642465B2 (en) Flame retardant composition and method of use
US2499653A (en) Treatment of protein-containing textile materials and products thereof
US3535141A (en) Process for making sail release synthetic textile
US3246946A (en) Method of crease-proofing cellulosic fabrics and fabrics obtained
US3674548A (en) Process for imparting soil-releasing and anti soil-redeposition properties to textile materials
US3632421A (en) Textile material with soil release characteristics
US3799738A (en) Flame retardant process for cellulosics