WO1999058758A1 - Procede permettant de rendre un tissu infroissable et sans plis - Google Patents

Procede permettant de rendre un tissu infroissable et sans plis Download PDF

Info

Publication number
WO1999058758A1
WO1999058758A1 PCT/US1998/009367 US9809367W WO9958758A1 WO 1999058758 A1 WO1999058758 A1 WO 1999058758A1 US 9809367 W US9809367 W US 9809367W WO 9958758 A1 WO9958758 A1 WO 9958758A1
Authority
WO
WIPO (PCT)
Prior art keywords
formaldehyde
fabric
cellulose
catalyst
wrinkle
Prior art date
Application number
PCT/US1998/009367
Other languages
English (en)
Inventor
George L. Payet
Original Assignee
The Procter & Gamble Company
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 US09/075,334 external-priority patent/US5885303A/en
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to DE69840983T priority Critical patent/DE69840983D1/de
Priority to AU73733/98A priority patent/AU7373398A/en
Priority to EP98921043A priority patent/EP1100990B1/fr
Priority to CA002331646A priority patent/CA2331646A1/fr
Priority to JP2000548543A priority patent/JP4162856B2/ja
Publication of WO1999058758A1 publication Critical patent/WO1999058758A1/fr

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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/12—Aldehydes; Ketones
    • D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
    • 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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/657—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing fluorine
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease

Definitions

  • This invention relates to a durable press/wrinkle-free process for cellulosic fiber-containing fabrics and more particularly to a process which permits high treatment level amounts of formaldehyde and catalysts to impart wrinkle resistance to the cellulosic fiber-containing fabrics while reducing the loss in both tensile and tear strength normally associated with such treatment processes.
  • This patent describes a process for treating cellulose with an aqueous solution of formaldehyde containing a small proportion of an acid catalyst under such conditions of time and temperature that the reaction is allowed to approach its equilibrium. It is further stated that, in carrying out this process, the proportion of the solution of formaldehyde to the cellulose must be at least such that the cellulose is always in a fully swollen state. It is also stated that the time and temperature of the treatment with the solution of formaldehyde and acid catalyst will vary with one another, the time required increasing rapidly as the temperature diminishes. When it is desired, the product may be isolated by washing and drying; preferably at a temperature of about 212°F.
  • This invention relates to a durable press/wrinkle-free process for cellulosic fiber- containing fabrics and more particularly to a process which utilizes formaldehyde and catalysts with silicone elastomers to impart wrinkle resistance to the cellulosic fiber-containing fabrics while reducing loss in both tensile and tear strength. This process is particularly effective on 100% cotton fabric.
  • Such cellulosic fiber-containing fabrics include cloth made of cotton or cotton blends. There is a constant consumer demand for better treatment, that is, a more wrinkle-free product and for higher amounts of cotton in the blended fabric, or preferably, a 100% cotton fabric. There is a great demand for a wrinkle-free fabric made entirely of cotton and having good tensile and tear strength. This has been achieved and 100% cotton fabrics are treated today, but only in heavier weight pants or bottom weight fabrics. Unfortunately, the more wrinkle-free the cellulosic containing fabric is made by treatment in a formaldehyde system, the greater the loss in tear and tensile strength.
  • Polyester fibers are most often blended into the cotton to form a polyester cotton blend fabric to compensate for the loss in strength of the treated cotton. Polyester in amounts of up to 65% are commonly used. Because of the presence of polyester fibers or other synthetic fibers in the blend, these blended fabrics are sufficiently strong but do not have the comfort or feel of fabrics containing a higher amount of cotton, or most desirably, 100% cotton.
  • the process of the present invention overcomes the disadvantages of the prior art processes and permits the presence of higher percentages of cotton in the blend and even the treatment of lighter weight or shirting weight 100% cotton fabrics to a commercially acceptable wrinkle free standard while retaining adequate strength in the fabric to also make it commercially acceptable.
  • Commercial acceptability of the treated fabric is the ultimate goal of the process.
  • the durable press process of the present invention for treating cotton containing fabrics and 100% cotton fabric comprises treating a cellulosic fiber-containing fabric with aqueous formaldehyde and a catalyst capable of • catalyzing the crosslinking reaction between formaldehyde and cellulose in the presence of a silicone elastomer, heat curing the treated cellulosic fiber- containing fabric, preferably having a moisture content of more than 20% by weight, under conditions at which formaldehyde reacts with the cellulose in the presence of a catalyst and without the substantial loss of formaldehyde before the reaction of formaldehyde with cellulose to improve the wrinkle resistance of the fabric while reducing the loss in both tensile and tear strength. It is preferable that the cellulose containing fabric is in the fully swollen state.
  • Silicone elastomers are known materials. Silicone elastomers have a backbone made of silicon and oxygen with organic substituents attached to silicon atoms comprising n repeating units of the general formula:
  • the groups R and R 1 may be the same or different and includes for example, lower alkyl, such as methyl, ethyl, propyl, phenyl or any of these groups substituted by hydroxy groups, fluoride atoms or amino groups; in other words, reactive groups to cellulose.
  • the silicones used to make the silicone elastomers in the present invention are made by conventional processes which may include the condensation of hydroxy organosilicon compounds formed by hydrolysis of organosilicon halides.
  • the required halide can be prepared by a direct reaction between a silicon halide and a Grignard reagent . Alternate methods may be based on the reaction of a silane with unsatutrated compounds such as ethylene or acetylene. After separation of the reaction products by distillation, organosilicon halides may be polymerized by carefully controlled hydrolysis to provide the silicone polymers useful in the present invention. For example, elastomers may be made by polymerization of the purified tertramer using alkaline catalysts at 212-302 degrees F., the molecular weight being controled by using a monofunctional silane. Curing characteristics and properties may be varied over a wide range by replacing some methyl groups by -H, -OH, fluoroalkly, alkoxy or vinyl groups and by compounding with fillers as would be appreciated by one of ordinary skill in the art.
  • Silicone elastomers used in the present invention are high weight materials, generally composed of dimethyl silicone units (monomers) linked together in a linear chain. These materials usually contain a peroxide type catalyst which causes a linking between adjacent methyl groups in the form of methylene bridges. The presence of crosslinking greatly improves the durability of the silicone elastomer on cellulose by producing larger molecules. It is also possible to produce a reactive silicone elastomer, which is one where reactive groups capable of reacting with the substrate have been added to the linear dimethyl silicone polymer. These silicones are capable of reacting both with cellulose substrates as well as with most protein fibers, and are characterized by much greater durability of the silicone polymer on the substrate, even approaching the life of the substrate.
  • silicone elastomers which give off reaction gases or chemicals indicating chemical reaction with the substrate are much preferred over non reactive silicone elastomer, but this is not to say that non reactive silicone elastomers cannot be used in the process.
  • Different elastomers by different manufacturers have all shown increases in tensile as well as tear strength, as shown in Tables I and II included herein. Elastomeric silicone polymers have been found to increase strength whereas simple emulsified silicone oils (or lubricants) do not give increases in tensile strength.
  • the aqueous system containing formaldehyde, an acid catalyst, silicone elastomer and a wetting agent may be padded on the fabric to be treated, preferably to insure a moisture content of more than 20% by weight on the fabric, and then the fabric cured.
  • the padding technique is conventional to the art and generally comprises running the fabric through the aqueous solution which is then passed through squeezing rollers to provide a wet pick-up of about 66%.
  • the concentration of the reactants in the aqueous solution are adjusted to provide ⁇ the desired amount of reactants on the weight of the fabric (OWF).
  • the padded fabric may be immediately plunged into a heating chamber at from about 300 to about 325°F.
  • This is an important commercial aspect of the invention as it enables continuous processing on a commercial scale at speeds of 100-200 yards per minute. It must be appreciated, that this process is designed for commercial applications which are demanding in that the process must be commercially viable. This may also be accomplished by curing at a low temperature with an active catalyst. It is also possible to use any combination of techniques which prevent the substantial loss of formaldehyde during the curing.
  • a low temperature may be used in combination with an aqueous formaldehyde solution. It would also be possible to use a pressurized system wherein the pressure is greater than atmospheric, thereby preventing the substantial loss of formaldehyde before the formaldehyde crosslinks with the cellulosic fiber-containing fabric being treated.
  • the process of the present invention uses less formaldehyde than other known processes.
  • Shirting fabrics treated in accordance with the process of the present invention contain approximately 1000 ppm after treatment before steaming on a shirting fabric as compared to 3000 ppm+ by another crosslinking process on a similar shirting fabric.
  • Tests have shown that continuously running steaming chambers to which the treated fabric is exposed should effectively remove residual formaldehyde to concentrations as low as 200 ppm. This is also an important aspect of the present invention in view of consumers concern about the presence of formaldehyde in their purchased garments. It is also possible to wash fabrics either continuously or in batch washers. Both approaches remove essentially all of the formaldehyde.
  • additives may be a latex or fine aqueous dispersion of polyethylene, various alkyl acryiate polymers, acrylonitrile-butadiene copolymers, deacetylated ethylene-vinyl acetate copolymers, polyurethanes and the like.
  • Such additives are well known to the art and are generally commercially available in concentrated aqueous
  • cellulosic fiber-containing fabric which may be treated by the present process there can be employed various natural cellulosic fibers and mixtures thereof, such as cotton and jute.
  • Other fibers which may be used in blends with one or more of the above-mentioned cellulosic fibers are, for example, polyamides (e.g., nylons), polyesters, acrylics (e.g., polyacrylonitrile), polyolefins, polyvinyl chloride, and polyvinylidene chloride.
  • Such blends preferably include at least 35 to 40% by weight, and most preferably at least 50 to 60% by weight, of cotton or natural cellulose fibers.
  • the fabric may be a resinated material but preferably it is unresinated;
  • the formed wrinkle resistant fabric will maintain the desired configuration substantially for the life of the fabric.
  • the fabric will have an excellent wash appearance even after repeated washings.
  • This invention is not dependent upon the limited amounts of moisture to control the crosslinking reaction since the crosslinking reaction is most efficient in the most highly swollen state of the cellulose fiber. Lesser amounts of moisture may be used but are less preferred. However, the silicone elastomer must be present in a sufficient ⁇ amount to reduce the loss of tensile and tear strength in the fabric normally associated with the treatment of the same fabric in a prior art treatment process which may include the use of softeners such as Mykon HD.
  • the formulation and process of the present invention may be adjusted to meet specific commercial requirements for the treated fabric. For example, formaldehyde and the catalyst concentration may be increased to provide better treatment; then the concentration of the softener is also increased to combat the loss of tear strength caused by the increased amount of catalyst used in the process. This lends itself to computerized control of the systems for treating various fabrics and allows variation in the treatment of different fabrics, which is another advantage of the process of the present invention.
  • silicone oils are known as silicone softeners and have found some use in fabric treatment, they suffer serious disadvantages in having a strong tendency to produce non-removable spots.
  • silicone elastomer used in the process of the present invention completely overcomes these problems.
  • Blended fabrics to be treated in accordance with the present invention are immersed in a solution to provide a pick up or on the weight of fabric (OWF) of about 3 % formaldehyde, 1 % of catalyst, 1% of the silicone elastomer.
  • OPF weight of fabric
  • the curing temperature may be about 300° F.
  • the padded fabric may be plunged into a oven or heating chamber at 300°F.
  • the formaldehyde concentration may be varied as would be appreciated by one of ordinary skill in the art.
  • the process inlcudes the use of formaldehyde in the form of an aqueous solution having a concentration of 0.5% to 10%, by weight.
  • the preferred formaldehyde concentration on the fabric is from 1.5% to 7% based on the weight of the fabric.
  • the catalyst used in the process includes fluorosilicic acid for mild reactions and is applicable to blend fabrics. On heavyweight, all-cotton fabrics, or shirting fabrics, a catalyst such as magnesium chloride spiked with citric acid can be used, which is a commercially available catalyst Freecat
  • moisture is given up from the fabric as the crosslinking occurs, resulting in a decrease in the moisture content of the fabric. In fabrics having a moisture content of 20% or less, this tends to lower the effectiveness of the crosslinking reaction requiring higher concentrations of formaldehyde.
  • moisture is given up from a high level, that is, greater than
  • a visual comparative test is performed under controlled lighting conditions in which the amount of wrinkles in the treated fabric is compared with the amount of wrinkles present on pre-wrinkled plastic replicas.
  • the plastic replicas have various degrees of wrinkles and range from a value of 1 DP for a very wrinkled fabric to 5.0
  • DP for a flat wrinkle free fabric.
  • a DP value of 3.5 is desired but rarely achieved.
  • the difference between a DP of 3.50 and 3.25 is significant. At DP 3.50 all
  • non-ionic wetting agent was used as is conventional to the art.
  • the wetting agent was used in an amount of about 0.1% by weight.
  • the wetting agent used in all of the examples was an alkyl aryl polyether alcohol such as Triton X-100.
  • the wetting agent is used to cause complete wetting by the aqueous treating solution of the fibers in the fabric.
  • the silicone elastomer was the commercially available softener Sedgefield Elastomer Softener ELS, which is added as an opaque white liquid which contains from 24-26% silicone, has a pH of from 5.0-7.0 and is readily dilutable with water. When used in the present invention, this product produced DP values at catalyst concentrations of 0.8%, whereas with the Mykon HD, a catalyst concentration of 2.0% was required to give a DP value of 3.50 after 1 washing and 3.25 after 5 washings.
  • Example 2 Another sample of the same fabric as used in Example 1 was padded with a similar solution differing only in that the catalyst Accelerator #9 was 1.0% OWF. Otherwise the sample was treated precisely the same.
  • Example 2 Another sample of the same fabric as used in Example 1 was padded with a similar solution differing only in that the catalyst Accelerator #9 was 2.0% OWF. Otherwise the sample was treated precisely the same.
  • Example 2 Another sample of the same fabric as used in Example 1 was padded with a similar solution differing only in that the catalyst Accelerator #9 was 0.8% OWF, and Mykon HD was substituted for the Sedgesoft ELS elastomeric Softener. Otherwise the sample was treated precisely the same.
  • Example 2 Another sample of the same fabric as used in Example 1 was padded with a similar solution differing only in that the catalyst Accelerator #9 was 2.0% OWF, and Mykon HD was substituted for the Sedgesoft ELS elastomeric Softener. Otherwise the sample was treated precisely the same.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

On rend infroissable un tissu contenant des fibres de cellulose par un procédé permettant de rendre le tissu infroissable et sans plis. Ledit procédé consiste à traiter un tissu à base de fibres de cellulose avec du formaldéhyde, et un catalyseur capable de catalyser la réaction de réticulation entre le formaldéhyde et la cellulose et un élastomère de silicone ; à cuire à chaud le tissu à base de fibres de cellulose, ayant, de préférence, une teneur en humidité supérieure à 20 % en poids, dans des conditions où le formaldéhyde réagit avec la cellulose en présence du catalyseur sans qu'il y ait de perte sensible de formaldéhyde, avant que celui-ci réagisse avec la cellulose, afin d'améliorer la propriété d'infroissabilit, et ce en présence d'un adoucissant élastomère de silicone permettant d'obtenir, avec un traitement moindre, une infroissabilité supérieure, et une meilleure résistance à la déchirure après lavage.
PCT/US1998/009367 1998-05-11 1998-05-12 Procede permettant de rendre un tissu infroissable et sans plis WO1999058758A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE69840983T DE69840983D1 (de) 1998-05-11 1998-05-12 Verfahren für das knitterfestausrüsten
AU73733/98A AU7373398A (en) 1998-05-11 1998-05-12 Durable press/wrinkle-free process
EP98921043A EP1100990B1 (fr) 1998-05-11 1998-05-12 Procede permettant de rendre un tissu infroissable et sans plis
CA002331646A CA2331646A1 (fr) 1998-05-11 1998-05-12 Procede permettant de rendre un tissu infroissable et sans plis
JP2000548543A JP4162856B2 (ja) 1998-05-11 1998-05-12 永続的プレス／防しわ方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/075,334 1998-05-11
US09/075,334 US5885303A (en) 1997-05-13 1998-05-11 Durable press/wrinkle-free process

Publications (1)

Publication Number Publication Date
WO1999058758A1 true WO1999058758A1 (fr) 1999-11-18

Family

ID=22125030

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/009367 WO1999058758A1 (fr) 1998-05-11 1998-05-12 Procede permettant de rendre un tissu infroissable et sans plis

Country Status (7)

Country Link
EP (1) EP1100990B1 (fr)
JP (1) JP4162856B2 (fr)
AU (1) AU7373398A (fr)
CA (1) CA2331646A1 (fr)
DE (1) DE69840983D1 (fr)
ES (1) ES2330978T3 (fr)
WO (1) WO1999058758A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001057305A2 (fr) * 2000-02-07 2001-08-09 The Procter & Gamble Company Tissu ameliore comprenant des substrats et son procede de fabrication
WO2001057304A2 (fr) * 2000-02-07 2001-08-09 The Procter & Gamble Company Substrats ameliores constitues de tissu et leur procede de fabrication
WO2001073184A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes d'amelioration de la capacite d'absorption d'eau des tissus et tissus presentant des proprietes ameliorees
WO2001073186A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes d'amelioration de la resistance de tissus a la fibrillation et au boulochage et tissus presentant des proprietes ameliorees
WO2001073185A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes servant a ameliorer la brillance de tissus et tissus presentant une brillance amelioree
EP1141469A1 (fr) * 1998-09-30 2001-10-10 Procter & Gamble A.G. Procede d'appretage de textiles
US6565612B2 (en) 1998-09-30 2003-05-20 The Procter & Gamble Company Shrink resistant rayon fabrics
JP2003531314A (ja) * 2000-02-15 2003-10-21 ザ、プロクター、エンド、ギャンブル、カンパニー 疎水性漂白剤の使用による織物へのパーマネントプレス加工適用方法
US6716255B2 (en) 1997-05-13 2004-04-06 The Procter & Gamble Company Textile finishing process

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2243765A (en) * 1939-04-04 1941-05-27 Courtaulds Ltd Treatment of cellulosic textile materials
US3663974A (en) * 1961-11-28 1972-05-23 Toyo Spinning Co Ltd Treatment of a cross-linking agent-impregnated cellulosic fabric with a gaseous acid catalyst
US3812201A (en) * 1972-02-25 1974-05-21 Corning Corp Textile finishing composition and process
US4108598A (en) * 1976-12-02 1978-08-22 The Strike Corporation Durable press process
US4269603A (en) * 1979-05-04 1981-05-26 Riegel Textile Corporation Non-formaldehyde durable press textile treatment
US4369390A (en) * 1981-01-30 1983-01-18 Texas Instruments Incorporated Symmetric beam width compression multistrip coupler

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3420696A (en) * 1964-06-02 1969-01-07 West Point Pepperell Inc Aldehyde fixation on polymeric material

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2243765A (en) * 1939-04-04 1941-05-27 Courtaulds Ltd Treatment of cellulosic textile materials
US3663974A (en) * 1961-11-28 1972-05-23 Toyo Spinning Co Ltd Treatment of a cross-linking agent-impregnated cellulosic fabric with a gaseous acid catalyst
US3812201A (en) * 1972-02-25 1974-05-21 Corning Corp Textile finishing composition and process
US4108598A (en) * 1976-12-02 1978-08-22 The Strike Corporation Durable press process
US4269603A (en) * 1979-05-04 1981-05-26 Riegel Textile Corporation Non-formaldehyde durable press textile treatment
US4369390A (en) * 1981-01-30 1983-01-18 Texas Instruments Incorporated Symmetric beam width compression multistrip coupler

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1100990A4 *

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6827746B2 (en) 1997-05-13 2004-12-07 Strike Investments, Llc Textile finishing process
US6719809B2 (en) 1997-05-13 2004-04-13 The Procter & Gamble Company Textile finishing process
US6716255B2 (en) 1997-05-13 2004-04-06 The Procter & Gamble Company Textile finishing process
EP1141469A4 (fr) * 1998-09-30 2001-11-07 Procter & Gamble A G Procede d'appretage de textiles
US6565612B2 (en) 1998-09-30 2003-05-20 The Procter & Gamble Company Shrink resistant rayon fabrics
EP1141469A1 (fr) * 1998-09-30 2001-10-10 Procter & Gamble A.G. Procede d'appretage de textiles
JP2003521592A (ja) * 2000-02-07 2003-07-15 ザ、プロクター、エンド、ギャンブル、カンパニー 機能向上した布地を含む基材及びそれを提供する方法
WO2001057305A2 (fr) * 2000-02-07 2001-08-09 The Procter & Gamble Company Tissu ameliore comprenant des substrats et son procede de fabrication
WO2001057304A3 (fr) * 2000-02-07 2001-12-20 Procter & Gamble Substrats ameliores constitues de tissu et leur procede de fabrication
US6953485B2 (en) 2000-02-07 2005-10-11 Strike Investments, Llc Enhanced fabric comprising substrates and process to provide same
WO2001057305A3 (fr) * 2000-02-07 2001-12-06 Procter & Gamble Tissu ameliore comprenant des substrats et son procede de fabrication
WO2001057304A2 (fr) * 2000-02-07 2001-08-09 The Procter & Gamble Company Substrats ameliores constitues de tissu et leur procede de fabrication
US6544296B2 (en) 2000-02-07 2003-04-08 The Proctor & Gamble Company Enhanced fabric comprising substrates and process to provide same
JP2003521593A (ja) * 2000-02-07 2003-07-15 ザ、プロクター、エンド、ギャンブル、カンパニー 改良された布地を含む基材及びそれを提供する方法
JP2003531314A (ja) * 2000-02-15 2003-10-21 ザ、プロクター、エンド、ギャンブル、カンパニー 疎水性漂白剤の使用による織物へのパーマネントプレス加工適用方法
WO2001073184A3 (fr) * 2000-03-29 2002-01-31 Procter & Gamble Procedes d'amelioration de la capacite d'absorption d'eau des tissus et tissus presentant des proprietes ameliorees
WO2001073185A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes servant a ameliorer la brillance de tissus et tissus presentant une brillance amelioree
WO2001073186A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes d'amelioration de la resistance de tissus a la fibrillation et au boulochage et tissus presentant des proprietes ameliorees
WO2001073184A2 (fr) * 2000-03-29 2001-10-04 The Procter & Gamble Company Procedes d'amelioration de la capacite d'absorption d'eau des tissus et tissus presentant des proprietes ameliorees
WO2001073186A3 (fr) * 2000-03-29 2002-01-31 Procter & Gamble Procedes d'amelioration de la resistance de tissus a la fibrillation et au boulochage et tissus presentant des proprietes ameliorees
WO2001073185A3 (fr) * 2000-03-29 2002-01-03 Procter & Gamble Procedes servant a ameliorer la brillance de tissus et tissus presentant une brillance amelioree

Also Published As

Publication number Publication date
EP1100990A1 (fr) 2001-05-23
ES2330978T3 (es) 2009-12-17
JP2003526741A (ja) 2003-09-09
AU7373398A (en) 1999-11-29
DE69840983D1 (de) 2009-08-27
EP1100990B1 (fr) 2009-07-15
JP4162856B2 (ja) 2008-10-08
CA2331646A1 (fr) 1999-11-18
EP1100990A4 (fr) 2002-08-07

Similar Documents

Publication Publication Date Title
US5885303A (en) Durable press/wrinkle-free process
EP0577039B1 (fr) Procedé pour le traitement d' un textile avec un aminopolysiloxane et textile traité
US4207071A (en) Durable modification of fibrous substrates using a polyoxyethylene-containing silane and articles therefrom
US6716255B2 (en) Textile finishing process
WO1999049125A2 (fr) Tissu et autres matieres modifiees, procedes d'obtention
JP2003508648A (ja) 織物のための耐久性の仕上げ
Jang et al. Effects of silicone softeners and silane coupling agents on the performance properties of cotton fabrics
EP1100990B1 (fr) Procede permettant de rendre un tissu infroissable et sans plis
US6511928B2 (en) Rayon fabric with substantial shrink-resistant properties
US4076870A (en) Process for treating fibrous products containing cellulosic fibers
US5158575A (en) Silicone textile finishes
CA1061961A (fr) Procede assurant un pressage permanent
US5252233A (en) Silicone textile finishes
EP0470613B1 (fr) Apprêts des textiles de silicone
WO2001018304A9 (fr) Appret pour textiles infroissables et resistants au frottement
EP0372782A2 (fr) Méthode de traitement de fibres cellulosiques
US3542505A (en) Treatment of textiles with aziridine-modified polyurethanes
US3960483A (en) Durable press process employing alkyl sulfonic or sulfuric acid
EP1434912A2 (fr) Substrats de tissus de fibres cellulosiques sans repassage a proprietes physiques ameliorees
US3770489A (en) Creaseproofing cellulose-based fabrics
US4289673A (en) Process for producing durable-press cotton fabrics with improved balances of textile properties
Welch et al. Effect of an Epoxysilicone in Durable Press Finishing with Citric Acid.
TW461927B (en) Textile finishing process

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG UZ VN YU ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
ENP Entry into the national phase

Ref document number: 2331646

Country of ref document: CA

NENP Non-entry into the national phase

Ref country code: KR

WWE Wipo information: entry into national phase

Ref document number: 1998921043

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWP Wipo information: published in national office

Ref document number: 1998921043

Country of ref document: EP