US2826514A - Treatment of textile materials and composition therefor - Google Patents

Treatment of textile materials and composition therefor Download PDF

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US2826514A
US2826514A US547551A US54755155A US2826514A US 2826514 A US2826514 A US 2826514A US 547551 A US547551 A US 547551A US 54755155 A US54755155 A US 54755155A US 2826514 A US2826514 A US 2826514A
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acid
fabric
fabrics
parts
crease
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Carl W Schroeder
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Shell Development Co
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Shell Development Co
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/12Aldehydes; Ketones
    • D06M13/123Polyaldehydes; Polyketones

Definitions

  • This invention relates to the treatment of textile materials. More particularly, the invention relates to a method for treating textile materials to render them crease and shrink resistant.
  • the invention provides a new and highly efiicient method for treating textile materials to render them crease and shrink resistant which comprises impregnating the textile fabric with an aqueous solution containing an alkanedial containing from 5 to 8 carbon atoms, and preferably glutaraldehyde, and a metal salt of an inorganic acid, as curing agent, and preferably a polyhydric alcohol, and then heating the impregnated fabric for a short period.
  • the invention further provides improved textile fabrics prepared by the afore described process.
  • these properties are obtained by the abovedescribed treatment with little if any loss of other desired properties, such as color and strength, which loss generally occurs
  • fabrics such as rayon.
  • the fabrics treated according to the above-described process have a soft feel and good hand and excellent abrasion resistance. It has also been found that the fabrics treated with these alkanedials have no ability to retain chlorine and the treated fabrics may be bleached or otherwise exposed to chlorine without danger of being discolored, charred or weakened during subsequent heat treatments.
  • the above noted process is reproducible and gives some superior results after every operation.
  • the crease and shrink proofing agents employed according to the process of the invention comprise the alkanedials containing from 5 to 8 carbon atoms, such as glutaraldehyde, adipaldehyde and suberaldehyde.
  • Glut-araldehyde is by far the more preferred alkanedial to be used in the process.
  • the alkanedials are applied to the fabric in the form of an aqueous solution.
  • the alkanedials are generally water soluble and the aqueous solutions may be prepared by merely mixing the alkanedials with water. In other cases, it may be helpful to add solvents, such as acetone,
  • emulsifying agents are employed, they are preferably those that are free of nitrogen and strong acidic groups, such as the monooleate of sorbitan polyoxyethylene, the triolcate of sorbitan polyoxyethylene, sorbitan tristearate, sorbitan monolaurate, polyoxyethylene estersof alkylphenols, carboxymethylcellulose, starch,
  • emulsifying agents are generally employed in amounts varying from 0.1% to 10% by weight and more preferably from 1% to 5% by weight.
  • the amount of the alkanedials to be employed in the impregnating solution will vary depending chiefly on the amount of alkanedial to be deposited on the fabric and this in turn will depend upon the number of applications and the pick-up allowed per application. As indicated hereinafter, the amount of material to be applied to the fabric will generally vary from about 3% to about 20% for soft goods. If a pick up is allowed and the solution is applied but once, the impregnating solution should contain the material in amounts varying from 3% to 20% in order. to apply these same percentages to the cloth. On the other hand, if say only a 50% pick-up is allowed and the solution applied but once, the impregnating solution should contain the material in amounts varying from 6% to 40% in order to apply the material in the preferred amounts of 3% and 20%. In
  • the solution is usually applied but once with pick-ups varying from 55% to 100%.
  • the curing agent added to the impregnating solution is a metal salt of an inorganic acid such as salts of metals having an atomic weight between 24 and 210 and inorganic acids the anion portion of which contains at least two dissimilar elements having an atomic weight above 2.
  • the metals used in preparing such salts include, among others, magnesium, potassium, copper, zinc, aluminum, nickel, cadmium, strontium, vanadium, barium, calcium, iron, cobalt, chromium and the like.
  • the particularly preferred metals are those of groups I to IV and VIII of the periodic table of elements, such as aluminum, zinc, magnesium, mercury, tin, calcium, copper, potassium, iron, nickel, lead and cobalt.
  • Particularly preferred are the non-alkali metals having an atomic weight between 24 and 207.
  • the acid portion of the above-described salts may be any monobasic or polybasic inorganic acid the anion portion of which contains at least two dissimilar elements having an atomic weight above 2.
  • One of the dissimilar elements in the anion radical is preferably a non-metal (e. g., as described in chapter VI of Ephraim inorganic Chemistry, 1939 edition), such as boron, silicon, sulfur, nitrogen, sellenium, tellurium and phosphorus.
  • One of the other dissimilar elements is preferably an element which tends to gain electrons in its outer orbit and thereby assume a negative charge, such as oxygen, fluorine and chlorine.
  • Oxygen for example, has only 6 electrons in the I. level and tends to gain two electrons to complete the level.
  • Fluorine has 7 electrons in the L level and tends to gain one electron to complete that level.
  • acids examples include among others, fluoboric acid, persulfuric acid, sulfuric acid, fluoberyllic acid, boric acid, hydrochlorous acid, iodic acid, periodic acid, phosphoric acid, phosphorous acid, sellenious acid, arsenic acid, telluric acid, fluosilicic acid, silicic acid, manganic acid, and the like.
  • Preferred acids are those of the general formula wherein X is a non-metal having an atomic weight above 2, Z is an element which tends to gain from 1 to 2 electrons in its outer orbit, w is an integer, y is an integer greater than 1, and (1 equals the valency of the radical (X),,,(Z) such as sulfuric acid, fiuoboric acid, fluosilicic acid, persulfuric acid, phosphoric acid and the like.
  • salts that can be used as curing agents include, among others, zinc fluoborate, magnesium perchlorate, copper fluoborate, zinc fluoborate, cupric chlorate, cupric chromate, cupric fluosilicate, cupric iodate, cupric nitrate, cobaltous nitrate, lead borate, calcium phosphate, magnesium chloroplatinate, cadmium borate, nickel sulfate, stannic fluoborate, zinc chlorate, aluminum sulfate, ferric phosphate, ferrous sulfite, mercuric sulfate and the like and mixtures thereof.
  • the amount of the curing agent employed will vary depending upon the type of agent selected. In general, the amount of the curing agent will vary from about 0.5% to 30% by weight of the polyaldehyde. Preferably the curing agent is used in amounts varying from 1% to Unexpected resistance to discoloration of the cloth is also obtained by adding polyhydric alcohols to the aqueous medium containing the dialdehydes.
  • alcohols examples include, among others glycerol, 1,2,6- hexanetriol, 1,4-dihydroxycyclohexane, pentaerythritol, trimethylolpropane, sorbitol, mannitol, trimethylene .glycol, .hexylene glycol, inosital, ethylene glycol, and the like.
  • Particularly preferred additives of this type are the aliphatic and cycloaliphatic polyhydric alcohols containingfrom 2 to 6 hydroxylgroups and no more than 12 carbon atoms.
  • alkanediols, alkanetriols and alkanetetrols containingup to ,8 carbon atoms.
  • the alcohols are preferably added to the aqueous medium in amounts varying from to parts per undred par s of. dialdehyde. and mo e preferabl in.
  • dialdehyde amounts varying from 20 to 30 parts per hundred parts of dialdehyde.
  • the solution employed in the treatment of the textile fabrics according to the process of the invention may also contain plasticizers to improve the flexibility of the fabrics, although these should not be present in such proportions as to render the finished materials soft or sticky at temperatures and humidities to which they may be exposed. It is found, however, that the substances employed in the present invention yield products which are sufficiently flexible for most purposes without the use of plasticizers.
  • plasticizers that may be used according to the present invention may be mentioned organic and inorganic derivatives of phenols, for example, diphenylol propane and triphenyl and tricresyl phosphates, alkyl phthalates, derivatives of polyhydric alcohols, such as mono-, diand tri-acetin.
  • compositions may also contain natural resins, and other natural resins and synthetic or semi-synthetic resins, e. g., ester gum, polyhydroxy-polybasic acid resins, phenol aldehyde and ureaaldehyde resins.
  • natural resins e. g., ester gum, polyhydroxy-polybasic acid resins, phenol aldehyde and ureaaldehyde resins.
  • Textile. softening :agents may also be added in varying amounts to improve the feel of the treated fabrics, Exampl-es of these agents include, among others, pentadecyl phenol, octadecyl succinic acid, octadecenyl succinic acid, sulfonated waxes and sulfonated alcohols, dimerized long.- ch-ain unsaturated acids, non-ionic fatty acid esters of higher polyglycerols.
  • crease-proofing agents or resins utilized for treating fabrics such as for example urea-aldehyde, melaminealdehyde, ketone-aldehyde and phenol-aldehyde resins, glyoxal and the like, may also be employed in combination with the polyaldehydes in the padding solution.
  • the process gives highest results when padding solution is acidic between a pH of 2 to 7.
  • the pH may be adjusted to the desired level by adding buffer materials, such as, sodium oxalate, amines, etc.
  • the application of the aqueous solution containing the alkanedial and curing agent to the textile fabric may be effected in any suitable manner, the method selected depending upon the results desired. If it is desired to apply the solution only to one surface of the material, as, for example, when it is desired to treat the back only of 21 fabric having a face of artificial or natural silk and a cotton back, the application may be effected by spraying or by means of rollers, or the composition maybe spread upon the surface .by means of a doctor blade. When, however, it is desired to coat both surfaces of the material, or if the material is to be thoroughly impregnated with it, the fabric may be simply dipped in the solution or .run through conventional-type padding rollers. The solutions may also be applied locally to the material, for example, by means of printing rollers or by stencilling.
  • the solution can be applied again or as many times as desired in order to bring the amount of the alkanedial up to the desired level.
  • the treated fabric is preferably dried for a short period to remove some or all of the dispersing Iiquijd, such as water, and the like. This is generally accomplished'by exposing the wet sheets to hot gas either slack or framed to dimension at temperatures ranging up to 120 C.
  • the period of drying will depend largely on the amount of pick-up permitted during the application of the solution, and the concentration of the alkanedial. In most instances, the drying periods of from 1 to 30 minutes should be sufficient.
  • the dried fabric is then exposed to relatively high temperatures to accelerape the cure of the alkanedial.
  • Temperatures used for this purpose generally range from 100 C. to 200 C., and more preferably from 130 C. to 190 C. At these preferred temperature ranges the cure can generally be accomplished in from 1 to minutes. Exposures of less than 3 minutes, e. g., 1 minute, may probably be used in continuous, commercial processing.
  • the process of the invention may be applied to the treatment of any textile fabric, colored or white, prepared frorn fibers having reactive groups, such as OH groups, amine groups, carboxyl groups and the like.
  • materials include cotton, wool, regenerated cellulose (rayon), hydroxy-containing cellulose acetate, mixtures thereof and mixtures of these materials without fiber-forming materials, such as ethylene glycolterephthalate, acid polyesters (Dacron), the acrylic polyvinyls, such as for example the acrylonitrile polymers (Arlon), the polyethylenes, polyurethanes (Perluran), proteins (Caslen), alginic (alginate rayon), non-acrylic polyvinyls, vinyl chloride and vinylidene polymers (Vinyon), mineral fibers (Fiberglas) polyamides, such as the aliphatic dicarcoxylic acid-polyamides reaction products (nylon). While the invention has been particularly described with relation to the treatment of woven fabrics, it may also be applied to
  • the materials treated according to the process of the invention will have excellent crease resistance and improved dimensional stability and may be used for a wide variety of important applications.
  • the woven cotton, rayon and wool fabrics, both colored and white, containing conventional amounts of resin, e. g., from 3% to 25% by weight, may be used, for example, in the preparation of soft goods, such as dresses, shirts, coats, sheets, and the like, while the fabrics containing much larger amounts of the resin, e. g., 25% to 50% may be used in other applications demanding more crispness and fullness such as the preparation of rugs, carpets, drapes, unholsteries, shoe fabrics, and the like.
  • the wrinkle recovery values reported in some of the examples were determined by the Monsanto recovery method. The tests were carried out at 65% relative humidity and 70 F.
  • Example 1 This example demonstrates the superiority of glutaraldehyde as a crease-proofing agent for rayon.
  • the cloth treated in the above-described manner had asoft feel, good abrasion resistance, no chlorine reten- Example I was repeated with the exception that the aqueous medium contained 20 parts of glycerol per parts of glutaraldehyde. In this case, the treated cloth had a much whiter color and better resistance to discoloration after bleach and scorching. The treated cloth also had soft feel, good abrasion resistance, good washability and excellent wrinkle and shrink resistance.
  • Example 111 16 parts of a 30% aqueous solution of glutaraldehyde and 0.5 part of magnesium perchlorate were added to 84 parts of water and this mixture applied to filament viscose rayon as in Example I.
  • the rayon treated with the glutaraldehyde also had the same color as before the treatment, a soft feel, good abrasion resistance and good washability.
  • the cloth had a wrinkle recovery of as compared to a value of 111 for alphahydroxyadipaldehyde treated rayon.
  • Example IV 50 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of magnesium perchlorate were added to 50 parts of water. Spun viscose rayon was then impregnated with this solution by means of a Butterworth 3-roll laboratory padder (100% pick-up). The impregnated cloth was dried at 60 C. for 5 minutes and cured at C. for 5 minutes. The treated cloth was then washed in a 0.31% solution of Ivory Flakes and 0.065% Na CO solution at 70 C. for 12 minutes and then rinsed three times in warm water to remove any soluble material.
  • the cloth treated in the above-described manner had a soft feel, good abrasion resistance, no chlorine retention and good washability.
  • the Wrinkle recovery was 152 compared to a value of 100 for the control.
  • a similar sheet of rayon treated with glyoxal according to the above process had a wrinkle recovery value of 137, and a similar sheet of rayon treated with alpha-hydroxyadipaldehyde had a Wrinkle recovery value of 143.
  • Example V 33 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of magnesium perchlorate were added to 67 parts of water and this mixture applied to the spun viscose rayon cloth as in Example III.
  • the treated cloth had good color, a soft feel, good abrasion resistance and good washability.
  • the cloth had a wrinkle recovery value of 148 as compared to 137 for cloth treated with alpha-hydroxyadipaldehyde and 127 for cloth treated with glyoxal.
  • Example VI 33 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of zinc fluoborate are added to 67 parts of water. 5.6 yd./lb. white cotton gingham (80 x 80 count) cloth is then impregnated with this solution by means of a Butterworth 3-roll laboratory padder (100% pick-up). The impregnated cloth is dried at 60 C. for 5 minutes and cured at 160 C. for 5 minutes. The fin- 7 I V ished product is then washed in. a 0.13%" solution of Ivory Flakes and 0.065% Na CO solution at 70 C. for 12 minutes and then rinsed three times in warm water to remove any soluble material.
  • the cloth treated in the above-described manner has good color and a soft feel, excellent crease resistance, good washability and no chlorine retention.
  • Example III Exam'ple VII 50 parts of a 30% solution of glutaraldehyde, 1.12 parts of magnesium perchlorate, and 15 parts of glycerme are added to 50 parts of water and this solution applied to cotton cloth as in Example III.
  • the treated cloth had much whiter color and better resistance to discoloration after bleach arid scorching and had a soft feel, excellent crease resistance, good washability and no chlorine retention.
  • a process for rendering textile fabrics more crease and shrink proof which comprises impregnating the fabric with an aqueous solution containing as the sole polymerizable compound glutaraldehyde and a salt of a nonalkali metal having an atomic weight between 24 and 207 and an acid of the group consisting of fluoboric acid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid, phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing agent and heating the resulting impregnated fabric to a relatively high temperature for a short period.
  • a process for rendering textile fabrics more crease and shrink proof which comprises impregnating the fabric with an aqueous solution containing as the sole polymerizable component glutaraldehyde, from .l% to by weight of a salt of a non-alkali metal having an atomic weight between 24 and 207 and an acid of the group'consisting of fluoboric acid, boric acid, fiuosilicic acid, sul- 8 furic acid, persulfuric acid, phosphoric acid, perchloric acid; chloric acid, chromic acid andnitric' acid as curing agent and 20 parts to 40 parts (per parts of glutaraldehyde) of an aliphatic polyhydric alcohol and heat ing the resulting impregnated fabric to a temperature above 100 C: for a short period.
  • A- process for rendering cellulosic fabrics more crease and shrink proof which comprises impregnating the cellulosic fabric with an aqueous solution containing as the sole polymerizable component glutaraldehyde, a salt of a non-alkali metal having an atomic weight between 24 and 207 and'an acid ofthe group consisting of fluoboricracid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid,phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing agent and a polyhydric'alcoholas' to deposit from 3 to 20 parts of the glutaraldehyde on the fabric and heating the'resulting impregnated fabric to a relatively high temperature for a short period,
  • a composition for treating textile fabrics" to render them more crease resistant comprising an aqueous medium containing asthe sole polymerizable component glutaraldehyde, a salt of a non-alkali metal having an atomic weight between 24 and 207 and an acid of the group consisting of fluoboric acid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid, phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing" agent.

Description

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TREATMENT {BF TEXTHLE MATERIALS AND CQI'- HMESITEQN THEREFOR No Drawing. Appiication November 17, 1955 Serial No. 547,551
Claims. (Cl. 117-403) This invention relates to the treatment of textile materials. More particularly, the invention relates to a method for treating textile materials to render them crease and shrink resistant.
Specifically, the invention provides a new and highly efiicient method for treating textile materials to render them crease and shrink resistant which comprises impregnating the textile fabric with an aqueous solution containing an alkanedial containing from 5 to 8 carbon atoms, and preferably glutaraldehyde, and a metal salt of an inorganic acid, as curing agent, and preferably a polyhydric alcohol, and then heating the impregnated fabric for a short period. The invention further provides improved textile fabrics prepared by the afore described process.
Many textile fabrics, such as those prepared from cotton and rayon, have rather poor resilience, i. e., they are easily creased or wrinkled when crushed or otherwise subjected to localized physical force. In addition, many of the fabrics have poor dimensional stability as exemplified by poor resistance to shrinkage. In order to overcome these shortcomings it has been common practice to treat the fabric wtih materials, such as a ureaor melamine-formaldehyde resin and glyoxal that could be subsequently insolubilized within the fabric fibers. These materials, however, have certain disadvantages which have placed a considerable limitation on their utilization in this field. Some of these materials, for example, fail to give the high degree of crease and shrink resistance necessary for many applications. Others cause a permanent discoloration of the treated fabrics. do not affect the color of the fabric initially but after the fabric has been bleached and ironed or hot-air dried, the fabric becomes charred or discolored. Still others give erratic results and are not reproducible. Still others weaken the fabrics, such as rayon, so that they have low tensile strength. In addition, many of the fabrics treated with these materials have a harsh feel and poor abrasion resistance. Many of the fabrics treated with the material also have poor washability, i. e., the material is easily lost from the fabric after a few washings with soap and water. i
It is an object of the invention, therefore, to provide a new method for treating textile materials. It is a further object to provide a process for imparting unexpectedly high crease resistance to textiles such as rayon and cotton. It is a further object to provide a method for preparing crease resistant fabrics without causing. discoloration of the fabric. It is a further object to provide a method for rendering textile materials crease resistant without having any deleterious effect on tensile strength. It is a further object to provide a method for rendering textile fabrics crease resistant which is reproducible, i. e., gives the same type of crease resistance on repeated operations. It is a further object to provide a method for rendering fabrics crease resistant without a harsh feel. Other objects and advantages of the inven- Still others.
tates Patent 2,826,514 Patented Mar. 11, 1958 tion will be apparent from the following detailed description thereof.
It has now been discovered that these and other objects may be accomplished by the novel process of the inven tion which comprises impregnating the textile fabric with an aqueous solution containing an alkanedial containing from 5 to 8 carbon atoms and a metal salt of an inorganic acid as curing agent, and preferably a polyhydric alcohol, and then heating the impregnated fabric to a relatively high temperature for a short period. Fabrics treated in this manner, even with relatively small quantities of the alkauedials, have excellent resistance to creasing and improved resistance to shrinkage. Surprisingly, these properties are obtained by the abovedescribed treatment with little if any loss of other desired properties, such as color and strength, which loss generally occurs With the addition of the above-noted conventional crease-proofing agents and particularly glyoxal, with fabrics such as rayon. The fabrics treated according to the above-described process have a soft feel and good hand and excellent abrasion resistance. It has also been found that the fabrics treated with these alkanedials have no ability to retain chlorine and the treated fabrics may be bleached or otherwise exposed to chlorine without danger of being discolored, charred or weakened during subsequent heat treatments. Finally, the above noted process is reproducible and gives some superior results after every operation.
The crease and shrink proofing agents employed according to the process of the invention comprise the alkanedials containing from 5 to 8 carbon atoms, such as glutaraldehyde, adipaldehyde and suberaldehyde. Glut-araldehyde is by far the more preferred alkanedial to be used in the process.
The alkanedials are applied to the fabric in the form of an aqueous solution. The alkanedials are generally water soluble and the aqueous solutions may be prepared by merely mixing the alkanedials with water. In other cases, it may be helpful to add solvents, such as acetone,
ethyl alcohol and dioxane to the water, or to employ emulsifying agents to assist in the formation of the Water solution. If emulsifying agents are employed, they are preferably those that are free of nitrogen and strong acidic groups, such as the monooleate of sorbitan polyoxyethylene, the triolcate of sorbitan polyoxyethylene, sorbitan tristearate, sorbitan monolaurate, polyoxyethylene estersof alkylphenols, carboxymethylcellulose, starch,
gum arabic, polyvinyl alcohol, aryl and alkylated aryl sulfonates, such as cetyl sulfonate, oleyl sulf'onate, sulfonated mineral oils, copolymers of vinyl methyl ether, maleic anhydride and the like, and mixture thereof. The emulsifying agents are generally employed in amounts varying from 0.1% to 10% by weight and more preferably from 1% to 5% by weight.
The amount of the alkanedials to be employed in the impregnating solution will vary depending chiefly on the amount of alkanedial to be deposited on the fabric and this in turn will depend upon the number of applications and the pick-up allowed per application. As indicated hereinafter, the amount of material to be applied to the fabric will generally vary from about 3% to about 20% for soft goods. If a pick up is allowed and the solution is applied but once, the impregnating solution should contain the material in amounts varying from 3% to 20% in order. to apply these same percentages to the cloth. On the other hand, if say only a 50% pick-up is allowed and the solution applied but once, the impregnating solution should contain the material in amounts varying from 6% to 40% in order to apply the material in the preferred amounts of 3% and 20%. In
asaaeia general application, the solution, is usually applied but once with pick-ups varying from 55% to 100%.
The curing agent added to the impregnating solution is a metal salt of an inorganic acid such as salts of metals having an atomic weight between 24 and 210 and inorganic acids the anion portion of which contains at least two dissimilar elements having an atomic weight above 2. The metals used in preparing such salts include, among others, magnesium, potassium, copper, zinc, aluminum, nickel, cadmium, strontium, vanadium, barium, calcium, iron, cobalt, chromium and the like. The particularly preferred metals are those of groups I to IV and VIII of the periodic table of elements, such as aluminum, zinc, magnesium, mercury, tin, calcium, copper, potassium, iron, nickel, lead and cobalt. Particularly preferred are the non-alkali metals having an atomic weight between 24 and 207.
The acid portion of the above-described salts may be any monobasic or polybasic inorganic acid the anion portion of which contains at least two dissimilar elements having an atomic weight above 2. One of the dissimilar elements in the anion radical is preferably a non-metal (e. g., as described in chapter VI of Ephraim inorganic Chemistry, 1939 edition), such as boron, silicon, sulfur, nitrogen, sellenium, tellurium and phosphorus. One of the other dissimilar elements is preferably an element which tends to gain electrons in its outer orbit and thereby assume a negative charge, such as oxygen, fluorine and chlorine. Oxygen, for example, has only 6 electrons in the I. level and tends to gain two electrons to complete the level. Fluorine has 7 electrons in the L level and tends to gain one electron to complete that level.
Examples of the above-described acids include among others, fluoboric acid, persulfuric acid, sulfuric acid, fluoberyllic acid, boric acid, hydrochlorous acid, iodic acid, periodic acid, phosphoric acid, phosphorous acid, sellenious acid, arsenic acid, telluric acid, fluosilicic acid, silicic acid, manganic acid, and the like.
Preferred acids are those of the general formula wherein X is a non-metal having an atomic weight above 2, Z is an element which tends to gain from 1 to 2 electrons in its outer orbit, w is an integer, y is an integer greater than 1, and (1 equals the valency of the radical (X),,,(Z) such as sulfuric acid, fiuoboric acid, fluosilicic acid, persulfuric acid, phosphoric acid and the like.
Examples of the salts that can be used as curing agents include, among others, zinc fluoborate, magnesium perchlorate, copper fluoborate, zinc fluoborate, cupric chlorate, cupric chromate, cupric fluosilicate, cupric iodate, cupric nitrate, cobaltous nitrate, lead borate, calcium phosphate, magnesium chloroplatinate, cadmium borate, nickel sulfate, stannic fluoborate, zinc chlorate, aluminum sulfate, ferric phosphate, ferrous sulfite, mercuric sulfate and the like and mixtures thereof.
The amount of the curing agent employed will vary depending upon the type of agent selected. In general, the amount of the curing agent will vary from about 0.5% to 30% by weight of the polyaldehyde. Preferably the curing agent is used in amounts varying from 1% to Unexpected resistance to discoloration of the cloth is also obtained by adding polyhydric alcohols to the aqueous medium containing the dialdehydes. Examples of such alcohols, include, among others glycerol, 1,2,6- hexanetriol, 1,4-dihydroxycyclohexane, pentaerythritol, trimethylolpropane, sorbitol, mannitol, trimethylene .glycol, .hexylene glycol, inosital, ethylene glycol, and the like. Particularly preferred additives of this type are the aliphatic and cycloaliphatic polyhydric alcohols containingfrom 2 to 6 hydroxylgroups and no more than 12 carbon atoms. Especially preferred are the alkanediols, alkanetriols and alkanetetrols ,containingup to ,8 carbon atoms. The alcohols are preferably added to the aqueous medium in amounts varying from to parts per undred par s of. dialdehyde. and mo e preferabl in.
amounts varying from 20 to 30 parts per hundred parts of dialdehyde.
The solution employed in the treatment of the textile fabrics according to the process of the invention may also contain plasticizers to improve the flexibility of the fabrics, although these should not be present in such proportions as to render the finished materials soft or sticky at temperatures and humidities to which they may be exposed. It is found, however, that the substances employed in the present invention yield products which are sufficiently flexible for most purposes without the use of plasticizers. Among plasticizers that may be used according to the present invention may be mentioned organic and inorganic derivatives of phenols, for example, diphenylol propane and triphenyl and tricresyl phosphates, alkyl phthalates, derivatives of polyhydric alcohols, such as mono-, diand tri-acetin. The compositions may also contain natural resins, and other natural resins and synthetic or semi-synthetic resins, e. g., ester gum, polyhydroxy-polybasic acid resins, phenol aldehyde and ureaaldehyde resins.
Textile. softening :agents may also be added in varying amounts to improve the feel of the treated fabrics, Exampl-es of these agents include, among others, pentadecyl phenol, octadecyl succinic acid, octadecenyl succinic acid, sulfonated waxes and sulfonated alcohols, dimerized long.- ch-ain unsaturated acids, non-ionic fatty acid esters of higher polyglycerols.
Other crease-proofing agents or resins utilized for treating fabrics, such as for example urea-aldehyde, melaminealdehyde, ketone-aldehyde and phenol-aldehyde resins, glyoxal and the like, may also be employed in combination with the polyaldehydes in the padding solution.
The process gives highest results when padding solution is acidic between a pH of 2 to 7. The pH may be adjusted to the desired level by adding buffer materials, such as, sodium oxalate, amines, etc.
The application of the aqueous solution containing the alkanedial and curing agent to the textile fabric may be effected in any suitable manner, the method selected depending upon the results desired. If it is desired to apply the solution only to one surface of the material, as, for example, when it is desired to treat the back only of 21 fabric having a face of artificial or natural silk and a cotton back, the application may be effected by spraying or by means of rollers, or the composition maybe spread upon the surface .by means of a doctor blade. When, however, it is desired to coat both surfaces of the material, or if the material is to be thoroughly impregnated with it, the fabric may be simply dipped in the solution or .run through conventional-type padding rollers. The solutions may also be applied locally to the material, for example, by means of printing rollers or by stencilling.
The amountof the alkanedial to be deposited on the fahricwill yary over a wide range depending upon the degree of wrinkle resistance and shrink resistance desired in the finished material. If the fabric is to have a soft feel, such as that intended for use for dresses, shirts, etc, the amount of alkanedial deposited will generally vary from 3% to 20% by weight of the fabric. If stiffer materialsare required such as for the shoe fabric draper es, nd t e lik t l h g am un o th kan dial, such as o he o e o to y weight may dep s t If the desired amount of the alkanedial deposited in the fabric is not obtained in one application, the solution can be applied again or as many times as desired in order to bring the amount of the alkanedial up to the desired level.
Afterthe desir amo n o io h been app ie to the fabric, the treated fabric is preferably dried for a short period to remove some or all of the dispersing Iiquijd, such as water, and the like. This is generally accomplished'by exposing the wet sheets to hot gas either slack or framed to dimension at temperatures ranging up to 120 C. The period of drying will depend largely on the amount of pick-up permitted during the application of the solution, and the concentration of the alkanedial. In most instances, the drying periods of from 1 to 30 minutes should be sufficient.
The dried fabric is then exposed to relatively high temperatures to accelerape the cure of the alkanedial. Temperatures used for this purpose generally range from 100 C. to 200 C., and more preferably from 130 C. to 190 C. At these preferred temperature ranges the cure can generally be accomplished in from 1 to minutes. Exposures of less than 3 minutes, e. g., 1 minute, may probably be used in continuous, commercial processing.
The process of the invention may be applied to the treatment of any textile fabric, colored or white, prepared frorn fibers having reactive groups, such as OH groups, amine groups, carboxyl groups and the like. Examples of such materials include cotton, wool, regenerated cellulose (rayon), hydroxy-containing cellulose acetate, mixtures thereof and mixtures of these materials without fiber-forming materials, such as ethylene glycolterephthalate, acid polyesters (Dacron), the acrylic polyvinyls, such as for example the acrylonitrile polymers (Arlon), the polyethylenes, polyurethanes (Perluran), proteins (Caslen), alginic (alginate rayon), non-acrylic polyvinyls, vinyl chloride and vinylidene polymers (Vinyon), mineral fibers (Fiberglas) polyamides, such as the aliphatic dicarcoxylic acid-polyamides reaction products (nylon). While the invention has been particularly described with relation to the treatment of woven fabrics, it may also be applied to other materials, for example, knitted or netted fabrics.
The materials treated according to the process of the invention will have excellent crease resistance and improved dimensional stability and may be used for a wide variety of important applications. The woven cotton, rayon and wool fabrics, both colored and white, containing conventional amounts of resin, e. g., from 3% to 25% by weight, may be used, for example, in the preparation of soft goods, such as dresses, shirts, coats, sheets, and the like, while the fabrics containing much larger amounts of the resin, e. g., 25% to 50% may be used in other applications demanding more crispness and fullness such as the preparation of rugs, carpets, drapes, unholsteries, shoe fabrics, and the like.
To illustrate the manner in which the invention may be carried out, the following examples are given. It is to be understood, however, that the examples are for the purpose of illustration and the invention is not to be regarded as limited to any of the specific materials or conditions recited therein.
The wrinkle recovery values reported in some of the examples were determined by the Monsanto recovery method. The tests were carried out at 65% relative humidity and 70 F.
Unless otherwise indicated, parts disclosed in the examples are parts by weight.
Example 1 This example demonstrates the superiority of glutaraldehyde as a crease-proofing agent for rayon.
50 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of magnesium perchlorate were added to 50 parts of water. Rayon cloth (filament viscose) was then impregnated with this solution by means of a Butterworth 3-roll laboratory padder (100% pickup). The impregnated cloth was dried at 60 C. for 5 minutes and cured at 160 C. for 5 minutes. The treated cloth was then washed in a 0.31% solution of Ivory Flakes and 0.065% Na CO solution at 70 C. for 12 minutes and then rinsed three times in warm water to remove any soluble material.
The cloth treated in the above-described manner had asoft feel, good abrasion resistance, no chlorine reten- Example I was repeated with the exception that the aqueous medium contained 20 parts of glycerol per parts of glutaraldehyde. In this case, the treated cloth had a much whiter color and better resistance to discoloration after bleach and scorching. The treated cloth also had soft feel, good abrasion resistance, good washability and excellent wrinkle and shrink resistance.
Example 111 16 parts of a 30% aqueous solution of glutaraldehyde and 0.5 part of magnesium perchlorate were added to 84 parts of water and this mixture applied to filament viscose rayon as in Example I. In this case, the rayon treated with the glutaraldehyde also had the same color as before the treatment, a soft feel, good abrasion resistance and good washability. The cloth had a wrinkle recovery of as compared to a value of 111 for alphahydroxyadipaldehyde treated rayon.
Example IV 50 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of magnesium perchlorate were added to 50 parts of water. Spun viscose rayon was then impregnated with this solution by means of a Butterworth 3-roll laboratory padder (100% pick-up). The impregnated cloth was dried at 60 C. for 5 minutes and cured at C. for 5 minutes. The treated cloth was then washed in a 0.31% solution of Ivory Flakes and 0.065% Na CO solution at 70 C. for 12 minutes and then rinsed three times in warm water to remove any soluble material.
The cloth treated in the above-described manner had a soft feel, good abrasion resistance, no chlorine retention and good washability. The Wrinkle recovery was 152 compared to a value of 100 for the control. A similar sheet of rayon treated with glyoxal according to the above process had a wrinkle recovery value of 137, and a similar sheet of rayon treated with alpha-hydroxyadipaldehyde had a Wrinkle recovery value of 143.
Similar results are obtained by replacing the magnesium perchlorate in the above process with equal amounts of each of the following: zinc fluoborate, aluminum sulfate and copper fluoborate.
Example V 33 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of magnesium perchlorate were added to 67 parts of water and this mixture applied to the spun viscose rayon cloth as in Example III. In this case, the treated cloth had good color, a soft feel, good abrasion resistance and good washability. The cloth had a wrinkle recovery value of 148 as compared to 137 for cloth treated with alpha-hydroxyadipaldehyde and 127 for cloth treated with glyoxal.
Example VI 33 parts of a 30% aqueous solution of glutaraldehyde and 1.12 parts of zinc fluoborate are added to 67 parts of water. 5.6 yd./lb. white cotton gingham (80 x 80 count) cloth is then impregnated with this solution by means of a Butterworth 3-roll laboratory padder (100% pick-up). The impregnated cloth is dried at 60 C. for 5 minutes and cured at 160 C. for 5 minutes. The fin- 7 I V ished product is then washed in. a 0.13%" solution of Ivory Flakes and 0.065% Na CO solution at 70 C. for 12 minutes and then rinsed three times in warm water to remove any soluble material.
The cloth treated in the above-described manner has good color and a soft feel, excellent crease resistance, good washability and no chlorine retention.
Similar results are obtained by replacing the zinc fluoborate in the above process with an equal amount of each of the following: magnesium perchlorate, aluminum sulfate and zinc fluoborate.
Exam'ple VII 50 parts of a 30% solution of glutaraldehyde, 1.12 parts of magnesium perchlorate, and 15 parts of glycerme are added to 50 parts of water and this solution applied to cotton cloth as in Example III. In this casethe treated cloth had much whiter color and better resistance to discoloration after bleach arid scorching and had a soft feel, excellent crease resistance, good washability and no chlorine retention.
Similar results are obtained by replacing the magnesium perchlorate with each of the following catalysts: cadmium fluoborate, zinc sulfate and calcium fluoborate.
I claim as my invention:
1. A process for rendering textile fabrics more crease and shrink proof which comprises impregnating the fabric with an aqueous solution containing as the sole polymerizable compound glutaraldehyde and a salt of a nonalkali metal having an atomic weight between 24 and 207 and an acid of the group consisting of fluoboric acid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid, phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing agent and heating the resulting impregnated fabric to a relatively high temperature for a short period.
2. A process as in claim 1 wherein the aqueous solution also contains a polyhydric alcohol.
3. A process as in claim 1 wherein the fabric is cotton.
4. A process as in claim 1 wherein the fabric is rayon.
5. A process for rendering textile fabrics more crease and shrink proof which comprises impregnating the fabric with an aqueous solution containing as the sole polymerizable component glutaraldehyde, from .l% to by weight of a salt of a non-alkali metal having an atomic weight between 24 and 207 and an acid of the group'consisting of fluoboric acid, boric acid, fiuosilicic acid, sul- 8 furic acid, persulfuric acid, phosphoric acid, perchloric acid; chloric acid, chromic acid andnitric' acid as curing agent and 20 parts to 40 parts (per parts of glutaraldehyde) of an aliphatic polyhydric alcohol and heat ing the resulting impregnated fabric to a temperature above 100 C: for a short period.
6. A process as in claim 5 wherein the catalyst is magnesium perchlorate,
7. A process as in claim 5 wherein the catalyst is zinc fluoborate.
.8. A- process for rendering cellulosic fabrics more crease and shrink proof which comprises impregnating the cellulosic fabric with an aqueous solution containing as the sole polymerizable component glutaraldehyde, a salt of a non-alkali metal having an atomic weight between 24 and 207 and'an acid ofthe group consisting of fluoboricracid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid,phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing agent and a polyhydric'alcoholas' to deposit from 3 to 20 parts of the glutaraldehyde on the fabric and heating the'resulting impregnated fabric to a relatively high temperature for a short period,
9. A process as in claim 8 wherein the polyhydric alcohol is glycerol.
10. A composition for treating textile fabrics" to render them more crease resistant comprising an aqueous medium containing asthe sole polymerizable component glutaraldehyde, a salt of a non-alkali metal having an atomic weight between 24 and 207 and an acid of the group consisting of fluoboric acid, boric acid, fluosilicic acid, sulfuric acid, persulfuric acid, phosphoric acid, perchloric acid, chloric acid, chromic acid and nitric acid as curing" agent.
References Cited in the file of this patent UNITED STATES PATENTS 1',219 ;451 Gardos Mar. 20, 1917 2,350,350 Gresham June 6, 1944 2,411,818 Weiss Nov. 26, 1946 2,436,076 Pfefier Feb. 17, 1948 2,541,457 Beer Feb. 13, 1951 2,548,455 Walker Apr. 10, 1951 2,752,269 Condo et al. June 26, 1956 2,774,691 Schroeder et al'. (Dec. 18, 1956 FOREIGN PATENTS 1,058,002 France Nov. 4, 1953

Claims (1)

1. A PROCESS FOR RENDERING TEXTILE FABRICS MORE CREASE AND SHRINK PROOF WHICH COMPRISES IMPREGNATING THE FABRIC WITH AN AQUEOUS SOLUTION CONTAINING AS THE SOLE POLYMERIZABLE COMPOUND GLUTARALDEHYDE AND A SALT OF A NONALKALI METAL HAVING AN ATOMIC WEIGHT BETWEEN 24 AND 207 AND AN ACID OF THE GROUP CONSISTING OF FLUOBORIC ACID, BORIC ACID, FLUOSILICIC ACID, SULFURIC ACID, PERSULFURIC ACID, PHOSPHORIC ACID, PERCHLORIC ACID, CHLORIC ACID, CHROMIC ACID AND NITRIC ACID AS CURING AGENT AND HEATING THE RESULTING IMPREGNATED FABRIC TO A RELATELY HIGH TEMPERATURE FOR A SHORT PERIOD.
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Cited By (19)

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US3043706A (en) * 1959-09-29 1962-07-10 American Cyanamid Co Mixtures of esters of sulfosuccinic acid
US3113826A (en) * 1958-12-24 1963-12-10 Courtaulds Ltd Method of modifying cellulose with formaldehyde using lewis acid catalysts, solutions for use in such method, and products thereof
US3118725A (en) * 1960-08-08 1964-01-21 American Enka Corp Treatment of cellulose products
US3130001A (en) * 1961-11-22 1964-04-21 Terrence W Fenner Process for the production of dyed cellulosic textile materials with wet and dry wrinkle resistance
US3173751A (en) * 1961-04-26 1965-03-16 Courtaulds Ltd Textile process and composition
US3178309A (en) * 1960-05-18 1965-04-13 Arthur J I Harding Treatment of wool and nylon to improve their resistance to abrasion
US3215675A (en) * 1962-07-10 1965-11-02 American Cyanamid Co Carbonyl polymers of dialdehydes and processes for preparing the same
US3312521A (en) * 1962-03-30 1967-04-04 Courtaulds Ltd Process of creaseproofing cellulose fibers with both glyoxal and formaldehyde
US3381310A (en) * 1964-08-11 1968-05-07 Stevens & Co Inc J P Permanently creased and pleated fabrics and process for producing same
US3445277A (en) * 1964-12-22 1969-05-20 Cotton Producers Inst Differential treatment for improving the shape holding properties of cellulosic fabrics
US3617199A (en) * 1964-10-30 1971-11-02 Johnson & Johnson Alkali metal chlorides and nitrates used to inhibit cellulose degradation in acid catalyzed cross-linking processes
US3807952A (en) * 1971-10-08 1974-04-30 Raduner & Co Ag Method of crosslinking cellulosic fibres
US3872000A (en) * 1972-04-08 1975-03-18 E C Chemical Ind & Co Ltd Liquid flocculant comprising condensation product of aromatic aldehyde and polyol
US4472167A (en) * 1983-08-26 1984-09-18 The United States Of America As Represented By The Secretary Of Agriculture Mild-cure formaldehyde-free durable-press finishing of cotton textiles with glyoxal and glycols
US5562739A (en) * 1994-06-01 1996-10-08 Courtaulds Fibres (Holdings) Limited Lyocell fiber treatment method
US5759210A (en) * 1994-05-03 1998-06-02 Courtaulds Fibres (Holdings) Limited Lyocell fabric treatment to reduce fibrillation tendency
US5779737A (en) * 1994-04-15 1998-07-14 Courtaulds Fibres Holdings Limited Fibre treatment
US5958187A (en) * 1994-03-18 1999-09-28 Fort James Corporation Prewettable high softness paper product having temporary wet strength
US6059928A (en) * 1995-09-18 2000-05-09 Fort James Corporation Prewettable high softness paper product having temporary wet strength

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US3113826A (en) * 1958-12-24 1963-12-10 Courtaulds Ltd Method of modifying cellulose with formaldehyde using lewis acid catalysts, solutions for use in such method, and products thereof
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US3043706A (en) * 1959-09-29 1962-07-10 American Cyanamid Co Mixtures of esters of sulfosuccinic acid
US3178309A (en) * 1960-05-18 1965-04-13 Arthur J I Harding Treatment of wool and nylon to improve their resistance to abrasion
US3118725A (en) * 1960-08-08 1964-01-21 American Enka Corp Treatment of cellulose products
US3173751A (en) * 1961-04-26 1965-03-16 Courtaulds Ltd Textile process and composition
US3130001A (en) * 1961-11-22 1964-04-21 Terrence W Fenner Process for the production of dyed cellulosic textile materials with wet and dry wrinkle resistance
US3312521A (en) * 1962-03-30 1967-04-04 Courtaulds Ltd Process of creaseproofing cellulose fibers with both glyoxal and formaldehyde
US3215675A (en) * 1962-07-10 1965-11-02 American Cyanamid Co Carbonyl polymers of dialdehydes and processes for preparing the same
US3381310A (en) * 1964-08-11 1968-05-07 Stevens & Co Inc J P Permanently creased and pleated fabrics and process for producing same
US3617199A (en) * 1964-10-30 1971-11-02 Johnson & Johnson Alkali metal chlorides and nitrates used to inhibit cellulose degradation in acid catalyzed cross-linking processes
US3445277A (en) * 1964-12-22 1969-05-20 Cotton Producers Inst Differential treatment for improving the shape holding properties of cellulosic fabrics
US3807952A (en) * 1971-10-08 1974-04-30 Raduner & Co Ag Method of crosslinking cellulosic fibres
US3872000A (en) * 1972-04-08 1975-03-18 E C Chemical Ind & Co Ltd Liquid flocculant comprising condensation product of aromatic aldehyde and polyol
US4472167A (en) * 1983-08-26 1984-09-18 The United States Of America As Represented By The Secretary Of Agriculture Mild-cure formaldehyde-free durable-press finishing of cotton textiles with glyoxal and glycols
US5958187A (en) * 1994-03-18 1999-09-28 Fort James Corporation Prewettable high softness paper product having temporary wet strength
US5779737A (en) * 1994-04-15 1998-07-14 Courtaulds Fibres Holdings Limited Fibre treatment
US5759210A (en) * 1994-05-03 1998-06-02 Courtaulds Fibres (Holdings) Limited Lyocell fabric treatment to reduce fibrillation tendency
US5562739A (en) * 1994-06-01 1996-10-08 Courtaulds Fibres (Holdings) Limited Lyocell fiber treatment method
US6059928A (en) * 1995-09-18 2000-05-09 Fort James Corporation Prewettable high softness paper product having temporary wet strength

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