US3617191A - Treatment of textile material with boric acid - Google Patents

Treatment of textile material with boric acid Download PDF

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US3617191A
US3617191A US761796A US3617191DA US3617191A US 3617191 A US3617191 A US 3617191A US 761796 A US761796 A US 761796A US 3617191D A US3617191D A US 3617191DA US 3617191 A US3617191 A US 3617191A
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textile material
process according
boric acid
catalyst
fabric
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William Wade Caldwell
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Deering Milliken Research Corp
Milliken Research Corp
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    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • D06M14/20—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin
    • D06M14/22—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of natural origin of vegetal origin, e.g. cellulose or derivatives thereof
    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
    • D06M14/26—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of synthetic origin
    • D06M14/30—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation on to materials of synthetic origin of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M14/34—Polyamides

Definitions

  • the irradiation step may cause a change in the color of the textile material.
  • the fabric color With certain dyed fabrics, there is a tendency for the fabric color to change and with white or undyed fabrics there is a tendency toward yellowing. This condition has limited the available color selections and has increased the quantity of off-quality goods.
  • the process of the invention comprises applying a vinyl monomer having dual functionality and boric acid to a textile material and irradiating the treated textile material without causing a significant change in the color thereof.
  • the proportion of boric acid based on the dry weight of textile material is between about 0.5 percent and 3 percent and particularly between about 1 percent and 2 percent.
  • the textile material treated in accordance with the present invention may include any of the conventional natural and synthetic fibers.
  • the textile material includes polyamide fibers in a blend with natural or synthetic fibers and particularly a blend with viscose rayon or cotton fibers.
  • the process of the present invention is particularly useful with polyamide textile material which has been dyed with conventional polyamide acid or dispersed dyestuffs.
  • the color change commonly encountered heretofore was particularly observable with red dyestuffs which tended to lose their color.
  • such a change is substantially eliminated.
  • the vinyl monomer with dual functionality employed in the process of the invention advantageously comprises between about 1 percent and 30 percent by weight of the textile material and preferably between about 5 percent and percent.
  • Suitable mqnomers rg ys mp uadasomai zir si is.a lp
  • preferred compounds for use in accordance with this invention contain this group preferably as like. These groups are characterized by their ability to com-;
  • Typical compounds having both a polymerizable group and a group reactive with hydroxy groups of cellulose include those having the following formulae:
  • R is selected from hydrogen and lower alkyl; (preferably, containing one to four carbon atoms).
  • R is selected from hydrogen, lower alkyl, and the residue of an aldehyde; R is selected from hydrogen, lower alkyl, and --CXCR'fCHR: R is selected from hydrogen and methyl; R is selected from hydrogen and lower alkyl; and X is selected from sulfur and oxygen.
  • Additional suitable compgunds includeirnides, such as and the like; vinyl sulfonamides, such as R, R" and X are as defined and sulfonium if desired.
  • acrylarnide compounds such as the methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acrylamides, e.g., methylol acryl
  • the methylol groups of which are reactive with the hydroxy groups of cellulose under textile resin curing conditions e.g.,, from 140 to 200 C.
  • the CH CPL-end groups being reactive: with polymeric substrates and polymerizable under the influence of irradiation.
  • Suitable acrylamide compounds include those having more than one methylol group, such as shown in the following formulae:
  • R o-diam X W N- RIO-C R1 wherein R is selected from hydrogen, lower alkyl and the residue of an aldehyde; R is selected from hydrogen and methyl; R is selected from hydrogen and lower alkyl; and X is selected from oxygen and sulfur.
  • acrylamide compounds may be utilized, e.g., alkylene-bisacrylamides to provide compounds of the following formulae:
  • R, R and X are as before, R being hydrogen, lower, alkyl or -CHR'OR wherein R is as before, at least one R l being CHR'OR.
  • Typical compounds include that derived: from acrylamide and glyoxal and the N-methylol, di-N-i methylol derivatives thereof.
  • T1 RTR and Rare as given above e.g.,as whereR'. and R are hydrogen and X is oxygen.
  • ком ⁇ онентs having at least one polymerizable group and at least one group reactive with hydroxy groups of cellulose are a-methylol vinyl alkyl ketones, such as a-methylol vinyl methyl ketone; methylol-vinyl-sulfonamides; haloethyl acrylamides and the like.
  • irradiation as used herein is meant that energy which is propogated through space, the possibility of propagation being unconditioned by the presence of matter, 'as distinguished from mere mechanical agitation in material such as is characteristic of the energy produced by sonic or ultrasonic transducers, although the speed, direction and ⁇ amount of energy transferred may be less effective as a result of the presence of matter.
  • the level of irradiation that should be used in accordance with this invention is that having suffcient energy to remove an electronic gas atom forming an ion pair. This required energy is about 32 electron volts for each ion pair formed. Thus, irradiation of at least 32 electron volts 5 is effective for the process of this invention.
  • Both high energy particle irradiation such as electrons, protons, neutrons, 0:- particles and the like, and ionizing electromagnetic irradiation I such as 'y-rays, X-rays and the like, are useful and either may be used in accordance with the process of this invention.
  • Dosages within the range of one thousand to one hundred :million rads may be utilized, a rad being the amount of high energy irradiation which leads to an energy absorption of one hundred ergs, in the absorbing material, the preferred range being between O.l megarads and I0 megarads, most preferably between 1 and 4 megarads.
  • the moisture content of the material during irradiation may affect the aesthetic properties thereof. For example, at moisture levels above about 40 percent, a somewhat stiffer product is produced, whereas at moisture levels between about 5 percent and 30 percent, softer products are obtained.
  • the catalysts useful in activating the reactive groups are those conventionally used to activate the reaction of textile resins containing the same group for reaction with hydroxy groups of cellulose.
  • latent acid acting catalysts are utilized, that is, compounds which are acidic in character under the curing condition.
  • the most common acid acting catalysts are the metal salts, for example, magnesium chloride, zinc nitrate and zinc fiuoroborate and the amino salts, for example, monethanolamine hydrochloride and 2-amino-2- methyl-propanol nitrate.
  • boric acid may replace a portion or all of the catalyst.
  • the amount of catalyst to be utilized is that conventionally used in activating the reaction between textile resins and hydroxy groups of cellulose, for example, up to about 5 percent by weight of the catalyst on the fabric with the preferred 7 range being from about 1 percent to about 2 percent.
  • the amount of catalyst to be utilized will depend in part on the temperature at which the reaction is conducted and the amount of catalyst consumed in the reaction.
  • the curing conditions utilized for garment curing are those conventionally employed in the reaction of cellulosic materials with textile resins. Under these conditions, the dry fabric is heated to an appropriate temperature, for example, from about to 200 C., preferably about to 180 C., to afiix the compound to the textile material.
  • the advantages of the process of the present invention are syi ent whethe s m i eisinih e f fibe s yarns threadsior fabrics, although the presensitiain g embodiQ V ment of this invention is most fabrics. Such fabrics can be desired.
  • Garments made from these fabrics can be produced in the conventional manner with no additional steps required and 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 of the garment for a short period of time, followed by a curing operation in an over.
  • Altemativel the garment may be set ina desired configuration under hot dry conditions, such as by hot pressing without steaming, for example, at temperatures up to about 200 C. for as long as necessary to produce the desired results.
  • a red stretch fabric made from a blend of nylon and viscose rayon fibers (30%/70%) is padded with an aqueous mixture containing about 18% N-methylol acrylamide (60% solution), 5% magnesium chloride catalyst (50% MgCl,- 6H O), 4% ⁇ Polycryl FF-25 (an acrylic emulsion hand builder), 0.2%; nonionic wetting agents and 2% boric acid.
  • the fabric with, about 70% wet pickup is dried to about normal moisture regain by heating at about 185 F. and then irradiated with a l megarad dose by passing the fabric through irradiation equipment having an insulated core transformer manufactured by High Voltage Equipment Corporation of Burlington, Mass) The fabric is dried in an oven to about normal moisture regain.
  • a control fabric is made according to the above procedure ⁇ except the boric acid is omitted from the pad bath and replaced with an equal amount of magnesium chloride catalyst.
  • Portions of each of the resulting fabrics are made into slacks and pressed on a hot head press with a cycle of 5 seconds steam, 5 seconds bake and 5 seconds vacuum.
  • the slacks are cured in an oven at a temperature of about 320 F. for about minutes. Examination of the finished slacks shows that the slacks treated with the bath containing boric acid have a color; substantially the same as the starting fabric while the slacks made with the control fabric have changed shade considerably.
  • EXAMPLE n EXAMPIIETIY The procedure of this example is the same as that of example I except the irradiation dose is increased to two megarads.
  • the slacks m ade according to the 'pms'Yffifihtemimi EXAMPLE IV The procedure of this example is the same as that of exam- ;ple l except an undyed fabric is employed and the fabric is ss i itta tmfii s fabric a ted inas rsaaq w the invention is without significant yellowing while the control fabric is visibly yellowed.
  • the present invention provides a novel process for minimizing the color change of dyed textile material or yellowing of white or undyed textile material. Furthermore, the invention is especially suitable for the treatment of textile material including polyamide fibers which has been dyed particularly with a red dyestufi.
  • a process for improving the resistance to discoloration .during irradiation of a blended textile material of polyamide and cellulosic fibers which comprises applying to said textile material a metal salt or an amino salt catalyst, boric acid and a monomer containing ethylenic unsaturation and a group capable of reacting with hydroxyl groups and irradiating the treated textile material to polymerize said monomer.
  • a process according to claim 1 wherein the catalyst is selected from the group consisting of zinc nitrate and magnesium chloride.

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  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Abstract

A process for improving the resistance to discoloration during irradiation of a blended textile material of polyamide and cellulosic fibers which comprises applying to said textile material a metal salt or an amino salt catalyst, boric acid and a monomer containing ethylenic unsaturation and a group capable of reacting with hydroxyl groups and irradiating the treated textile material to polymerize said monomer.

Description

United States Patent Inventor William Wade Caldwell T56] References Cited Abbeville, UNITED STATES PATENTS gig- 33: 1968 3,475,114 10/1969 Bolingeretal 8/l27.5 Patented No 2, 1'97] 3,467,487 9/1969 Kirschnek 8/l15.5 Assignee beefing Mme Research Corporation 3,471,466 10/1969 Hayes 260/21 Spartanbnrg, S.C. Primary Examiner-George F. Lesmes Assistant Examiner-B. Bettis Attorneys-Norman C. Armitage and H. William Petry TREATMENT OF TEXTILE MATERIAL WITH ABSTRACT: A process for improving the resistance to BORIC ACID cl m V M H V discoloration during irradiation of a blended textile material a of polyarnide and cellulosic fibers which comprises applying to US. Cl 8/115-7, said textile material a metal Salt or an amino salt catalyst 1 boric acid and a monomer containing ethylenic unsaturation lnt. CL D06m 9/00 and a group capable of reacting with hydroxyl groups and ir- Field of Search 8/1 l5.5, radiating the treated textile material to polymerize said 115.7 a monomer.
1 TREATIWEITIWTEXTHE MATERIAITVWTHWT" ACID One of the important processes for treating textile material to achieve minimum care properties, that is, wash and wear or durable press characteristics, involves the application of a polymerizable material to the textile material and the irradiation thereof to graft polymerize the monomer. Subsequently, the textile material is cured generally either in fabric or garment form to provide the minimum care properties.
It has been found in such processing of textile material that the irradiation step may cause a change in the color of the textile material. With certain dyed fabrics, there is a tendency for the fabric color to change and with white or undyed fabrics there is a tendency toward yellowing. This condition has limited the available color selections and has increased the quantity of off-quality goods.
In accordance with the present invention, a novel process has been discovered for minimizing the color change of textile material during irradiation. The process of the invention comprises applying a vinyl monomer having dual functionality and boric acid to a textile material and irradiating the treated textile material without causing a significant change in the color thereof. Preferably, the proportion of boric acid based on the dry weight of textile material is between about 0.5 percent and 3 percent and particularly between about 1 percent and 2 percent.
The textile material treated in accordance with the present invention may include any of the conventional natural and synthetic fibers. Advantageously, the textile material includes polyamide fibers in a blend with natural or synthetic fibers and particularly a blend with viscose rayon or cotton fibers.
The process of the present invention is particularly useful with polyamide textile material which has been dyed with conventional polyamide acid or dispersed dyestuffs. The color change commonly encountered heretofore was particularly observable with red dyestuffs which tended to lose their color. However, in accordance with the process of the present invention, as pointed out above, such a change is substantially eliminated.
The vinyl monomer with dual functionality employed in the process of the invention advantageously comprises between about 1 percent and 30 percent by weight of the textile material and preferably between about 5 percent and percent. Suitable mqnomers rg ys mp uadasomai zir si is.a lp
preferred compounds for use in accordance with this invention contain this group preferably as like. These groups are characterized by their ability to com-;
bine with the hydroxy groups of the cellulose molecule under textile resin curing conditions.
Typical compounds having both a polymerizable group and a group reactive with hydroxy groups of cellulose include those having the following formulae:
selected from hydrogen andmethyl and R is selected from hydrogen and lower alkyl; (preferably, containing one to four carbon atoms). The
' caril'iave substituted therefor wherein R is selected from hydrogen, lower alkyl, and the residue of an aldehyde; R is selected from hydrogen, lower alkyl, and --CXCR'fCHR: R is selected from hydrogen and methyl; R is selected from hydrogen and lower alkyl; and X is selected from sulfur and oxygen.
, Additional suitable compgunds includeirnides, such as and the like; vinyl sulfonamides, such as R, R" and X are as defined and sulfonium if desired.
In any of the compounds shown herein, particularly those characterized by formula 1 above, the
groups may have substituted therefor iii";
m Preferred corii pounds characterizedabove are acrylarnide compounds such as the methylol acrylamides, e.g.,
ihl rnethylol-methacrylamidel,
o noorr mz-ii-crwcu,
(N-methylol-N-methylacrylamide),
(N-methylmethylolacrylamide),
and
the methylol groups of which are reactive with the hydroxy groups of cellulose under textile resin curing conditions, e.g.,, from 140 to 200 C., the CH CPL-end groups being reactive: with polymeric substrates and polymerizable under the influence of irradiation.
Additional suitable acrylamide compounds include those having more than one methylol group, such as shown in the following formulae:
R o-diam X W N- RIO-C R1 wherein R is selected from hydrogen, lower alkyl and the residue of an aldehyde; R is selected from hydrogen and methyl; R is selected from hydrogen and lower alkyl; and X is selected from oxygen and sulfur.
Other acrylamide compounds may be utilized, e.g., alkylene-bisacrylamides to provide compounds of the following formulae:
wherein R, R and X are as before, R being hydrogen, lower, alkyl or -CHR'OR wherein R is as before, at least one R l being CHR'OR. Typical compounds include that derived: from acrylamide and glyoxal and the N-methylol, di-N-i methylol derivatives thereof.
wherein R R QR and X are 553mm, and n=1-6, e.g., N-
methylol-methylene-bis-(acrylamide),
methylol acrylamide) and the like.
Additional, but less preferred, compounds include:
wherein T1 RTR and Rare as given above, e.g.,as whereR'. and R are hydrogen and X is oxygen.
In the above compounds, again in a less preferred embodi-; ment, the
methylene-bis-( N-.
groups can have substituted therefor and sulfonium groups.
In preparing the above compounds, aldehydes other than formaldehyde may be utilized, for example, those derived g 1 from aldehydes wherein R in the formulae above would be lower alkyl, e.g., acetaldehyde; acetyl, e.g., pyruvaldehyde; OCH(CH ),,wherein n equals 0 to 4, e.g., glyoxal (n=l); OCH(CH HOH-, e.g., hydroxy adipaldehyde and the 'like.
Other compounds having at least one polymerizable group and at least one group reactive with hydroxy groups of cellulose are a-methylol vinyl alkyl ketones, such as a-methylol vinyl methyl ketone; methylol-vinyl-sulfonamides; haloethyl acrylamides and the like.
7 By the term, irradiation as used herein is meant that energy which is propogated through space, the possibility of propagation being unconditioned by the presence of matter, 'as distinguished from mere mechanical agitation in material such as is characteristic of the energy produced by sonic or ultrasonic transducers, although the speed, direction and {amount of energy transferred may be less effective as a result of the presence of matter. The level of irradiation that should be used in accordance with this invention is that having suffcient energy to remove an electronic gas atom forming an ion pair. This required energy is about 32 electron volts for each ion pair formed. Thus, irradiation of at least 32 electron volts 5 is effective for the process of this invention. Both high energy particle irradiation such as electrons, protons, neutrons, 0:- particles and the like, and ionizing electromagnetic irradiation Isuch as 'y-rays, X-rays and the like, are useful and either may be used in accordance with the process of this invention.
, Dosages within the range of one thousand to one hundred :million rads may be utilized, a rad being the amount of high energy irradiation which leads to an energy absorption of one hundred ergs, in the absorbing material, the preferred range being between O.l megarads and I0 megarads, most preferably between 1 and 4 megarads.
The moisture content of the material during irradiation may affect the aesthetic properties thereof. For example, at moisture levels above about 40 percent, a somewhat stiffer product is produced, whereas at moisture levels between about 5 percent and 30 percent, softer products are obtained.
The catalysts useful in activating the reactive groups are those conventionally used to activate the reaction of textile resins containing the same group for reaction with hydroxy groups of cellulose. Preferably, latent acid acting catalysts are utilized, that is, compounds which are acidic in character under the curing condition. The most common acid acting catalysts are the metal salts, for example, magnesium chloride, zinc nitrate and zinc fiuoroborate and the amino salts, for example, monethanolamine hydrochloride and 2-amino-2- methyl-propanol nitrate. If desired, boric acid may replace a portion or all of the catalyst.
The amount of catalyst to be utilized is that conventionally used in activating the reaction between textile resins and hydroxy groups of cellulose, for example, up to about 5 percent by weight of the catalyst on the fabric with the preferred 7 range being from about 1 percent to about 2 percent. The amount of catalyst to be utilized will depend in part on the temperature at which the reaction is conducted and the amount of catalyst consumed in the reaction.
The curing conditions utilized for garment curing are those conventionally employed in the reaction of cellulosic materials with textile resins. Under these conditions, the dry fabric is heated to an appropriate temperature, for example, from about to 200 C., preferably about to 180 C., to afiix the compound to the textile material.
The advantages of the process of the present invention are syi ent whethe s m i eisinih e f fibe s yarns threadsior fabrics, although the presensitiain g embodiQ V ment of this invention is most fabrics. Such fabrics can be desired.
Garments made from these fabrics can be produced in the conventional manner with no additional steps required and 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 of the garment for a short period of time, followed by a curing operation in an over. Altemativel the garment may be set ina desired configuration under hot dry conditions, such as by hot pressing without steaming, for example, at temperatures up to about 200 C. for as long as necessary to produce the desired results.
The following examples illustrate particular embodiments of the invention but are not intended to limit the scope of the invention. In the examples, parts and percentages are by weight. 1
advantageously conducted on woven, nonwoven, knitted, as
EXAMPLEI A red stretch fabric made from a blend of nylon and viscose rayon fibers (30%/70%) is padded with an aqueous mixture containing about 18% N-methylol acrylamide (60% solution), 5% magnesium chloride catalyst (50% MgCl,- 6H O), 4%} Polycryl FF-25 (an acrylic emulsion hand builder), 0.2%; nonionic wetting agents and 2% boric acid. The fabric with, about 70% wet pickup is dried to about normal moisture regain by heating at about 185 F. and then irradiated with a l megarad dose by passing the fabric through irradiation equipment having an insulated core transformer manufactured by High Voltage Equipment Corporation of Burlington, Mass) The fabric is dried in an oven to about normal moisture regain.
A control fabric is made according to the above procedure} except the boric acid is omitted from the pad bath and replaced with an equal amount of magnesium chloride catalyst.
Portions of each of the resulting fabrics are made into slacks and pressed on a hot head press with a cycle of 5 seconds steam, 5 seconds bake and 5 seconds vacuum. The slacks are cured in an oven at a temperature of about 320 F. for about minutes. Examination of the finished slacks shows that the slacks treated with the bath containing boric acid have a color; substantially the same as the starting fabric while the slacks made with the control fabric have changed shade considerably.
EXAMPLE n EXAMPIIETIY The procedure of this example is the same as that of example I except the irradiation dose is increased to two megarads.
The slacks m ade according to the 'pms'Yffifihtemimi EXAMPLE IV The procedure of this example is the same as that of exam- ;ple l except an undyed fabric is employed and the fabric is ss i itta tmfii s fabric a ted inas rsaaq w the invention is without significant yellowing while the control fabric is visibly yellowed.
The above description and examples show that the present invention provides a novel process for minimizing the color change of dyed textile material or yellowing of white or undyed textile material. Furthermore, the invention is especially suitable for the treatment of textile material including polyamide fibers which has been dyed particularly with a red dyestufi.
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 process for improving the resistance to discoloration .during irradiation of a blended textile material of polyamide and cellulosic fibers which comprises applying to said textile material a metal salt or an amino salt catalyst, boric acid and a monomer containing ethylenic unsaturation and a group capable of reacting with hydroxyl groups and irradiating the treated textile material to polymerize said monomer.
; 2. A process according to claim 1 wherein between about 50.5% and 3% boric acid based on the dry weight of textile material is applied.
3. A process according to claim 1 wherein the treated textile material is irradiated with a dose between about 0.1 and I0 megarads.
4. A process according to claim 1 wherein between about 1% and 30% vinyl monomer based on the dry weight of textile material is employed.
5. A process according to claim 1 wherein the catalyst is selected from the group consisting of zinc nitrate and magnesium chloride.
6. A process according to claim lwherein monomer is an acrylamide compound.
7. A process according to claim 6 wherein the acrylamide compound is N-methylol acrylamide.
8. A process according to claim l wherein the textile material has been dyed with a red dyestuff.
9. A process according to claim 1 wherein the vinyl monomer is an acrylamide compound, a catalyst is applied to the textile material and between about 1% and 2% boric acid based on the dry weight of the textile material is applied.
10. A textile material prepared according to the process of claim 1.
11. A textile material including polyamide fibers prepared according to the process of claim 9.
the vinyl

Claims (10)

  1. 2. A process according to claim 1 wherein between about 0.5% and 3% boric acid based on the dry weight of textile material is applied.
  2. 3. A process according to claim 1 wherein the treated textile material is irradiated with a dose between about 0.1 and 10 megarads.
  3. 4. A process according to claim 1 wherein between about 1% and 30% vinyl monomer based on the dry weight of textile material is employed.
  4. 5. A process according to claim 1 wherein the catalyst is selected from the group consisting of zinc nitrate and magnesium chloride.
  5. 6. A process according to claim 1wherein the vinyl monomer is an acrylamide compound.
  6. 7. A process according to claim 6 wherein the acrylamide compound is N-methylol acrylamide.
  7. 8. A process according to claim 1 wherein the textile material has been dyed with a red dyestuff.
  8. 9. A process according to claim 1 wherein the vinyl monomer is an acrylamide compound, a catalyst is applied to the textile material and between about 1% and 2% boric acid based on the dry weight of the textile material is applied.
  9. 10. A textile material prepared according to the process of claim 1.
  10. 11. A textile material including polyamide fibers prepared according to the process of claim 9.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4430089A (en) 1982-04-14 1984-02-07 Science Applications, Inc. Process for imparting flame retardancy to fabrics

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3467487A (en) * 1962-10-24 1969-09-16 Bayer Ag Imparting antistatic properties to fibrous materials through treatment with a polyether containing terminal urea groups and a polyfunctional aldehyde
US3471466A (en) * 1962-12-20 1969-10-07 Lester P Hayes Water dispersible methylolamide products
US3475114A (en) * 1962-12-06 1969-10-28 Deering Milliken Res Corp Modification of keratin fibers with ethylenically unsaturated compounds in the presence of aqueous solutions of fiber swelling agents

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3467487A (en) * 1962-10-24 1969-09-16 Bayer Ag Imparting antistatic properties to fibrous materials through treatment with a polyether containing terminal urea groups and a polyfunctional aldehyde
US3475114A (en) * 1962-12-06 1969-10-28 Deering Milliken Res Corp Modification of keratin fibers with ethylenically unsaturated compounds in the presence of aqueous solutions of fiber swelling agents
US3471466A (en) * 1962-12-20 1969-10-07 Lester P Hayes Water dispersible methylolamide products

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4430089A (en) 1982-04-14 1984-02-07 Science Applications, Inc. Process for imparting flame retardancy to fabrics

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