US20030196275A1 - Treated textile article having improved moisture transport - Google Patents

Treated textile article having improved moisture transport Download PDF

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Publication number
US20030196275A1
US20030196275A1 US09/994,910 US99491001A US2003196275A1 US 20030196275 A1 US20030196275 A1 US 20030196275A1 US 99491001 A US99491001 A US 99491001A US 2003196275 A1 US2003196275 A1 US 2003196275A1
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minutes
textile article
treated textile
launderings
moisture transport
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US09/994,910
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Randall Rayborn
Richard Barnhardt
Boyce Woodruff
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MOUNT VERNON CHEMICALS LLC
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Apollo Chemical Corp
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Priority to US09/994,910 priority Critical patent/US20030196275A1/en
Assigned to APOLLO CHEMICAL CORPORATION reassignment APOLLO CHEMICAL CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: BARNHARDT, RICHARD ALAN, RAYBORN, RANDALL L., WOODRUFF, BOYCE HUGH, II
Priority to PCT/US2002/036673 priority patent/WO2003044263A2/fr
Priority to AU2002357725A priority patent/AU2002357725A1/en
Publication of US20030196275A1 publication Critical patent/US20030196275A1/en
Assigned to MOUNT VERNON MILLS, INC. reassignment MOUNT VERNON MILLS, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: APOLLO CHEMICAL COMPANY LLC, CHEMICAL TECHNOLOGIES LLC, CPC CHEMICAL HOLDINGS, LLC, FCI TECHNOLOGY LLC
Assigned to MOUNT VERNON CHEMICALS, LLC reassignment MOUNT VERNON CHEMICALS, LLC ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MOUNT VERNON MILLS, INC.
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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
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • 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
    • D06M13/184Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/207Substituted carboxylic acids, e.g. by hydroxy or keto groups; Anhydrides, halides or salts thereof
    • D06M13/217Polyoxyalkyleneglycol ethers with a terminal carboxyl group; Anhydrides, halides or salts thereof
    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61Polyamines polyimines

Definitions

  • the present invention relates generally to treated textile articles and, more particularly, to a treated textile article formed from a synthetic fiber substrate and treated using a polyamide treatment agent for improved moisture transport.
  • the textile industry has focused efforts on developing synthetics that have the ability to effectively transport moisture away from the body while maintaining resistance to moisture absorption and quick drying characteristics. At the same time, the industry has directed research to improving synthetics' soil release, static dissipation, feel, fiber-to-fiber frictional properties, lumping of fiberfill after washing and wear life.
  • Another approach has been made to modify moisture transport characteristics of the synthetic by the depositing of a modifying component from a bath onto the surface of the synthetic.
  • the synthetic is subjected to heat for drying and setting the modifying component on its surface.
  • ester linkages as the connective unit and because of hydrolysis/saponification under laundering conditions result in poor durability of the treatment agent.
  • Other approaches function for one synthetic composition but are ineffective for others.
  • the present invention is directed to a treated textile article formed from a synthetic fiber substrate including a polyamide treatment agent.
  • the polyamide treatment agent includes between about 19 and 95 mole percent of a hydrophobic component.
  • the polyamide treatment agent may include effective amounts of one of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage.
  • the polyamide treatment agent includes a hydrophilic component.
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.1 and 1 when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 120 percent when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 100 and 400 percent when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.4 and 1. Also, the treated textile article has a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 50 and 120 percent.
  • the treated textile article has a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 220 and 400 percent
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.55 and 1.
  • the treated textile article has a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 60 and 120 percent.
  • the treated textile article has a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 250 and 400 percent.
  • the synthetic fiber substrate may be selected from any one of a polyamide, an aramid, a polyester, an acrylic, a vinyl, a polyurethane and a polyalkylene.
  • the synthetic fiber substrate further includes a natural fiber to form a blend.
  • the natural fiber may be selected from the group consisting of a rayon, cotton, acetate, wool, and silk.
  • the effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage may include an effective amount of an hydrophilic oxyalkylene derivative.
  • the hydrophilic oxyalkylene derivative is between about 40 and 80 weight percent of the polyamide treatment agent
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.1 and 1 when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 120 percent when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 100 and 400 percent when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.3 and 1. Also, the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 100 percent.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 200 and 400 percent
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.6 and 1.
  • the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 80 percent.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 250 and 400 percent.
  • the effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage is an effective amount of an oxyethylene derivative.
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.1 and 1 when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 120 percent. Additionally, the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 100 and 400 percent.
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.3 and 1 when wicking is measured according to the T-PACC vertical strip wicking test where the water transported along the strip is measured at 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches. Also the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 100 percent.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 200 and 400 percent
  • the treated textile article may have a Normalized Average Moisture Transport Durability (inch/inch) value of between about 0.6 and 1.
  • the treated textile article may have a ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) of between about 30 and 80 percent.
  • the treated textile article may have a ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) of between about 250 and 400 percent.
  • the hydrophilic component is a reaction product of a diacid and a diamine including an effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage.
  • the effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage may include an effective amount of a hydrophilic oxyalkylene derivative.
  • the effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage is an effective amount of an oxyethylene derivative.
  • the hydrophobic component is a reaction product of a diacid and a diamine.
  • the polyamide treatment agent may be a reaction product further including heating a mixture of any of the hydrophilic component and the hydrophobic component; a precursor of the hydrophilic component and the hydrophobic component; the hydrophilic component and a precursor of the hydrophobic component; and a precursor of the hydrophilic component and a precursor of the hydrophobic component.
  • the polyamide treatment agent may be a reaction product of a reaction product of diacid and diamine and a reaction product of a diacid and a diamine including an effective amount of any of an oxyalkylene derivative, ether linkage, and oxyalkylene derivative and ether linkage.
  • the effective amount of any of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage includes an effective amount of an hydrophilic oxyalkylene derivative, preferably an effective amount of an oxyethylene derivative.
  • a hydrophobic component may include a unit based on at least one of the following:
  • R 1 is an alkylene group with 3 to 11 carbon atoms that are any one of unsubstituted and substituted;
  • R 2 is any one of an alkylene group, a cycloalkylene group and a difunctional aromatic group with the alkylene group and the cycloalkylene of R 2 being 4 to 10 carbon atoms that are any one of unsubstituted and substituted;
  • R 3 is any one of an alkylene group, cycloalkylene group and difunctional aromatic group with the alkylene group and the cycloalkylene of R 3 being 2 to 10 carbon atoms that are any one of unsubstituted and substituted.
  • the hydrophobic component may include units based on structure I, units based on structure II, and, optionally, plasticizer.
  • the polyamide treatment agent may be based on at least one of structure I, structure II, structure I and plasticizer, structure II and plasticizer, structure I and structure II, structure I, and structure II and plasticizer.
  • a hydrophilic component may include a unit based on the following:
  • R 4 may be any one of hydrogen and an alkyl of one to four carbon atoms
  • R 5 may be any one of hydrogen and an alkyl of one to four carbon atoms
  • R 6 may be any one of hydrogen and an alkyl of one to four carbon atoms
  • R 7 may be any one of hydrogen and an alkyl of one to four carbon atoms
  • a is from 0 to 3;
  • b is from 1 to 78;
  • c is from 0 to 3.
  • a diacid may be a unit based on the following:
  • R 8 is any one of an alkylene group, cycloalkylene group, and a difunctional aromatic group with the alkylene group and the cycloalkylene of R being 4 to 10 carbon atoms that are any one of unsubstituted and substituted.
  • a plasticizer may be included in a polyamide treatment agent.
  • a plasticizer may be derived from any one of a polyether glycol diamine having a molecular weight less than about 500 and a number of consecutive oxyethylene derivative units are less than about 4; a polyether glycol diamines having a molecular weight greater than about 500 and any one of a ratio of (oxyethylene derivative)/(oxypropylene derivative) less than about 4/6, a ratio of (oxyethylene derivative)/(oxybutylene derivative) less than about 4/6, and a sum of a ratio of (oxyethylene derivative)/(oxypropylene derivative) and a ratio of (oxyethylene derivative)/(oxybutylene derivative) less than about 4/6.
  • a chain terminating group may be included in a polyamide treatment agent so as to effect at least one of controlling the molecular weight of the polyamide treatment agent, changing the solubility of the polyamide treatment agent in water, and increasing a substantivity of a textile article treated with the polyamide treatment agent.
  • the chain terminating group may be (R 9 ) d —F, wherein R 9 is any one of a C 1 -C 24 alkyl, C 1 -C 24 aryl, C 1 -C 24 alkylaryl, C 1 -C 24 alkenyl, and an oxyalkylene derivative; d is 1-2; and F is any one of NH 2 , NH, CHO, COCl, and COOR 13 , wherein R 13 is any of a C 1 -C 2 alkyl and hydrogen.
  • An oxyalkylene derivative of the chain terminating group may be R 10 (O—CHR 11 —CHR 12 ) p —, wherein R 10 is any of a C 1 -C 4 alkyl; R 11 is any of a C 1 -C 4 alkyl and hydrogen; R 12 is any of a C 1 -C 4 alkyl and hydrogen; p is any value from 1 through 100.
  • the chain terminating group maybe about 1-7% of the treatment agent.
  • the chain terminating group may be an alkyl, aryl and/or an alkyl aryl mono acid and/or its/their alkoxylate, an alkyl, aryl and/or alkyl aryl alcohol and/or its/their alkoxylate, and alkyl, aryl and/or alkyl aryl amine and/or its/their alkoxylates, and alkanolanine and/or polyoxyalkylene mono amine (Jeffamine XTJ-505, Jeffamine XTJ-506, Jeffamine XTJ-507 and Jeffamine XTJ-508 from Huntsman.)
  • a branching facilitator may be included in a polyamide treatment agent so as to induce branching of the polyamide treatment agent.
  • the branching facilitator may be any one of a polyamine and a polyacid.
  • the polyamine may be any one of diethylene triamine, triethylene tetraamine, tetraethylene pentamine, poly(oxy(methyl-1,2-ethanediyl), alpha-omega-(2-aminomethylethoxy-, and ether with 2-ethyl-2-(hydroxymethyl)-1,3 propanediol (3:1).
  • a polyacid may be any one of trimellitic anhydride and citric.
  • a branching facilitator may be between about 1% and 3% by weight of the polyamide treatment agent.
  • one aspect of the present invention is to provide a treated textile article formed from a synthetic fiber substrate.
  • the treated textile article includes a polyamide treatment agent including a hydrophilic component and a hydrophobic component.
  • Another aspect of the present invention is to provide a polyamide treatment agent for use with a textile article formed from a synthetic fiber substrate.
  • the polyamide treatment agent imparts to the textile article improved moisture transport while at the same time imparting durability of the moisture transport.
  • the polyamide treatment agent includes a hydrophilic component, a hydrophobic component, and effective amounts of any one of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage.
  • Still another aspect of the present invention is to provide a treated textile article formed from a synthetic fiber substrate including a polyamide treatment agent.
  • the polyamide treatment agent includes between between about 19 and 95 mole percent of a hydrophobic component.
  • the polyamide treatment agent includes effective amounts of any one of an oxyalkylene derivative, an ether linkage, and an oxyalkylene derivative and an ether linkage.
  • the polyamide treatment agent includes a hydrophilic component.
  • FIG. 1 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) value data of Table 2 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention
  • FIG. 2 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) value data of Table 2 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention
  • FIG. 3 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) value data of Table 2 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention
  • FIG. 4 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) data of Table 3 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention;
  • FIG. 5 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) data of Table 3 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention;
  • FIG. 6 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings) data of Table 3 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention;
  • FIG. 7 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) data of Table 4 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 8 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) data of Table 4 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 9 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) data of Table 4 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • a treated textile article of the present invention is formed from a synthetic fiber substrate including a polyamide treatment agent having a hydrophilic component and a hydrophobic component.
  • a textile article may include any one of a filament, a fiber, a yarn, a fabric constructed from any one of fibers or filaments, yarn, and products made using at least one of a filament, a fiber, a yarn, and a fabric.
  • Some examples of products contemplated include cloth, an article of clothing including protective clothing, rope, cable, and mesh, carpeting, non-woven fabric, . . . etc.
  • Those skilled in the art will appreciate that there exist numerous other examples of textile articles that are within the scope of the present invention and not specifically mentioned.
  • a synthetic fiber substrate may be any one of a polyamide (also known as nylon such as nylon 6,6 and nylon 6, and including aramids such as NOMEX® polymer and KEVLAR® polymer), a polyester, an acrylic, a vinyl, polyurethane including a segmented polyurethane such as LYCRA® polymer that is generically known as spandex, and a polyalkylene such as polypropylene.
  • a polyamide also known as nylon such as nylon 6,6 and nylon 6, and including aramids such as NOMEX® polymer and KEVLAR® polymer
  • a polyester an acrylic, a vinyl, polyurethane including a segmented polyurethane such as LYCRA® polymer that is generically known as spandex
  • LYCRA® polymer that is generically known as spandex
  • polyalkylene such as polypropylene
  • Polyesters are any of a group of synthetic resins, such as DACRON® polymer or MYLAR® polymer, that are formed by the polycondensation of carboxylic acids with dihydroxyl alcohols. Such resins may cure or harden, at room temperature under little or no pressure when catalyzed. Polyesters may be characterized by strength and resistance to moisture and chemicals.
  • Acrylics may include any of a large group of synthetic thermoplastic polymers created from various monomers (e.g., acrylic acid, methacrylic acid, esters of these acids, and acrylonitrile). These various monomers may polymerize readily when exposed to light.
  • monomers e.g., acrylic acid, methacrylic acid, esters of these acids, and acrylonitrile.
  • Polyurethane may include a segmented polyurethane such as spandex as follows.
  • Spandex has a complicated structure, with both urea and urethane linkages in the backbone chain.
  • Spandex is a polyurethane thermoplastic elastomer, which is available from E. I. du Pont de Nemours and Company, Wilmington, Del., USA under the trade name LYCRA® polymer.
  • Spandex has both urea and urethane linkages in its backbone.
  • the special properties of spandex are due to the fact that spandex has hard and soft blocks in its repeat structure. Short polymeric chains of a polyglycol, usually about forty or so repeats units long, are soft and rubbery. The rest of the repeat unit, the stretch with the urethane linkages, the urea linkages, and the aromatic groups, is extremely rigid.
  • This section is stiff enough that it is believed that the rigid sections from different chains clump together and align to form fibers. Of course, they are unusual fibers, as the fibrous domains formed by the stiff blocks are linked together by the rubbery soft sections. The result is a fiber that acts like an elastomer. This allows the making of a fabric that stretches for exercise clothing and the like.
  • Other terms for spandex include elastic fibers and elastane fibers
  • Polyalkylenes may include any of a large group of synthetic thermoplastic polymers created from various monomers (e.g., ethylene, methylene, propylene, butylenes, etc.). Some alkylenes may contain at least one vinyl group. Polymers made using alkylenes containing a vinyl group are sometimes designated vinyls.
  • a synthetic fiber substrate may be a blend of any one of a plurality of synthetic fibers, a synthetic and a natural fiber, a plurality of synthetic fibers and a natural fiber, a synthetic and a plurality of natural fibers, and a plurality of synthetic fibers and a plurality of natural fibers.
  • Natural fibers may include fibers derived from natural fiber and include cellulose derivatives such as rayon and acetate, cotton, wool such as from sheep, goats, llama and alpaca, and silk.
  • a polyamide treatment agent having a hydrophilic component and a hydrophobic component may include an effective amount of any one of oxyalkylene derivatives, ether linkages, and oxyalkylene derivatives and ether linkages (e.g., [—C n H 2n —CHR—O—] x ), R may be any one of hydrogen and an alkyl of one to four carbon atoms.
  • an effective amount of any one of oxymethylene derivatives (e.g., [—CH 2 —O—] x ), oxyethylene derivative (e.g., [—CH 2 —CH 2 —O] x ), ether linkages, oxymethylene derivatives and ether linkages, oxyethylene derivatives and ether linkages, oxymethylene derivatives and oxyethylenederivatives, and any combination of the three.
  • the hydrophobic component may be a polyamide having a unit based on at least one of the following:
  • R 1 may be an alkylene group with 3 to 11 carbon atoms that may be substituted or not.
  • R 2 may be any one of an alkylene group, a cycloalkylene group and a difunctional aromatic group.
  • the alkylene group and the cycloalkylene of R 2 may contain 4 to 10 carbon atoms that may or may not be substituted.
  • R 3 may be any one of an alkylene group, cycloalkylene group and difunctional aromatic group.
  • the alkylene group and the cycloalkylene of R 3 may contain 2 to 10 carbon atoms that may or may not be substituted.
  • a hydrophobic component may include varying amounts of both units based on structure I, units based on structure II, and, optionally, a plasticizer.
  • the hydrophobic component may be a reaction product of any one of a diamine and a diacid; a lactum and a diacid; a lactum, a diamine, and a diacid; and combinations thereof.
  • the diacid is a dicarboxylic acid.
  • a lactum such as any one of ⁇ -butyrolactam, ⁇ -valerolactam, ⁇ -caprolactam, enantolactam, ⁇ -lauryllactam, and caprilactam, may be reacted and, optionally, with a dicarboxylic acid.
  • an alkyl diamine may be any one of: ethylene diamine, triethylene diamine, tetramethylene diamine, hexamethylene diamine, diaminocyclohexane, 4,4′-diaminodicyclohexylene diamine, isophorone diamine, 1,3 benzene diamine, 1,4 benzene diamine and 1,4-bisdiaminomethyl cyclohexane.
  • the hydrophilic component may be a reaction product of a diacid, preferably, a dicarboxylic acid, and a diamine.
  • a diamine includes a hydrophilic oxyalkylene, more preferably an oxyethylene. That is, combinations of diamines and dicarboxylic acids may be combined and reacted to create a hydrophilic component.
  • a polyalkylene glycol diamine may be reacted with a dicarboxylic acid, preferably, a dicarboxylic acid.
  • An example of eligible polyalkylene glycol diamines according to the invention is: oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether (Jeffamine XTJ-502 from Huntsman) at molecular range of 900 to 6000 and more.
  • the hydrophilic component may be a polyamide having a unit based on the following:
  • R 4 may be any one of hydrogen and an alkyl of one to four carbon atoms.
  • R 5 may be any one of hydrogen and an alkyl of one to four carbon atoms.
  • R 6 may be any one of hydrogen and an alkyl of one to four carbon atoms.
  • R 7 may be any one of hydrogen and an alkyl of one to four carbon atoms.
  • Subscript “a” may be 0 to 3
  • subscript “b” may be 1 to 78 and subscript “c” may be 0-3.
  • a polyamide unit based on structure III may or may not be connected via a diacid unit to any one of a unit based on structure I, a unit based on structure II, another unit based on structure III, and a plasticizer.
  • a diacid that is preferably a dicarboxylic acid unit may be based on the following:
  • R 8 may be any one of an alkylene group, cycloalkylene group, and a difunctional aromatic group.
  • the alkylene group and the cycloalkylene of R 8 may contain 4 to 10 carbon atoms that may or may not be substituted.
  • Both the hydrophilic component and the hydrophobic component may be a reaction product of a diacid, preferably, a dicarboxylic acid, and any one of a diamine, a lactum, and a diamine and a lactum.
  • a dicarboxylic acid of the form HOOC—R—COOH may be useful.
  • R may be any one of an alkyl group, alkyl aryl group, aryl group and combination thereof.
  • the alkyl group, alkyl aryl group, and aryl group may contain from 3 to 34 carbon atoms.
  • dicarboxylic acid examples include any one of adipic acid, pimelic acid, azelaic acid, sebacic acid, suberic, dodecanedioic acid, terephthalic acid, isophthalic acid, t-butyl isophthalic acid, dimer acids and mixtures thereof. Also, the esters and acid chlorides of these dicarboxylic acids may be used.
  • the polyamide treatment agent of the present invention appears to improve the surface properties of a number of synthetic substrates since it is unexpectedly a substantive agent for synthetic substrates such as any one of a polyamide (also known as nylon and including aramids such as NOMEX® polymer and KEVLAR® polymer), a polyester, an acrylic, a vinyl and a polyalkylene such as polypropylene.
  • a polyamide also known as nylon and including aramids such as NOMEX® polymer and KEVLAR® polymer
  • a polyester such as any one of a polyamide (also known as nylon and including aramids such as NOMEX® polymer and KEVLAR® polymer), a polyester, an acrylic, a vinyl and a polyalkylene such as polypropylene.
  • the polyamide treatment agent may be applied in simple and safe application procedures using standard textile and laundering equipment. Further, the polyamide treatment agent may be incorporated into commercial and consumer detergent and softener (e.g., either a solid or liquid) and exhausted during laundering to impart or maintain improved moisture transport while at the same time imparting durability.
  • commercial and consumer detergent and softener e.g., either a solid or liquid
  • the chemistry of the polyamide treatment agent of the present invention allows for use in higher pH processes such as those used in industrial and institutional laundering systems as well as in home laundering applications.
  • the product can be added separately or in a formulated detergent as either liquid or powder or in a softener formulation in an effective amount to modify properties of textile articles including imparting improved moisture transport while at the same time imparting durability.
  • a formulation that provides between about 0.05% and about 1.5%, preferably about 0.1%-1.0% based on the weight of the textile article to be an effective amount.
  • Examples of conventional methods applicable to known textile equipment include pad/heat set, foam/heat set, and exhaust.
  • Conventional textile wet processing methods applicable to such equipment include scouring, coloration, and fabric finishing.
  • Potential points of application of the polyamide treatment agent in textile processing include any one of the fiber/yarn forming stage and the wet processing steps in the fabric stage. Within the fiber/yarn forming stage there are at least four points at which an effective amount of the polyamide treatment agent may be applied such as (1) to a spin finish after extrusion and before fiber drawing (e.g., the polyamide treatment agent may be applied on top of the conventional spin finish before fiber drawing); (2) to a fiber being or just drawn (e.g., the polyamide treatment agent may be applied using a metered finish applicator or a kiss roll); (3) before fiber crimping (e.g., the polyamide treatment agent may be applied by any one of a dip and nip bath, a kiss roll and a metered finish applicator then heat set onto the fiber's surface and resulting lower fiber to fiber frictional properties may improve crimping properties and yield a bulkier staple fiber); and (4) after-oiling or over-oiling (e.g., the poly
  • Other potential points of application of the polyamide treatment agent in textile processing may include any one during a formation of a non-woven article (with or without adhesives), as an additive in a cleaning/scouring step, as additives in a coloration bath, during a final fabric (including non-wovens) finishing.
  • Final fabric finishing may include any one of foaming, spraying, drawing through a dip and nip bath and drawing through a kiss roll applicator followed by heating to a sufficiently high temperature and time for heat setting (e.g., temperatures between about 200 and 350° F. for between about 1 and 3 minutes).
  • the polyamide treatment agent also may be combined or incorporated as a portion of any one of various processing aides by formulating a chemical auxiliary for any of these textile processes.
  • a treatment agent may be combined or incorporated as a portion of any one of a softener, a heat stabilizer, antioxidants, a dyeing auxiliary, a soil repellant, a fiber spin finish, a moisture transport auxiliary, . . . etc.
  • softeners may be any of silicones, amino silicones, fatty quats, fatty amido amine, ethoxylated amines, fatty alkanolamines or alkylolamides, fatty amphoterics, . . . etc.
  • a treatment agent combined or incorporated with one or more of these softeners may improve any of a textile article's hand, hydrophilicity, and hand and hydrophilicity.
  • a treatment agent combined or incorporated with one or more heat stabilizers may reduce a textile article's discoloration during heat setting.
  • a treatment agent combined or incorporated with one or more of antioxidants may reduce a textile article's discoloration during heat setting.
  • a soil repellant may be any of fluorocarbons, anionic polymers, . . . etc.
  • a treatment agent combined or incorporated with one or more soil repellants may act to extend the one or more soil repellants.
  • a treatment agent combined or incorporated with one or more dyeing auxiliaries may reduce repulsion between a textile article and the dying liquor.
  • a treatment agent combined or incorporated with one or more fiber spin finishes may reduce fiber to fiber friction by lubrication and a treatment agent combined or incorporated with one or more antistats may reduce fiber to fiber friction by relieving electrostatic buildup in the textile article,
  • the polyamide treatment agent may impart to a number of synthetic substrates improved moisture transport while, at the same time, imparting sufficient durability for home laundering.
  • the polyamide treatment agent of the present invention may impart improved moisture transport to synthetic substrates while at the same time the moisture transport being durable to at least five home launderings.
  • the polyamide treatment agent may impart improved static dissipation, soil release, fiber-to-fiber friction and “hand” properties.
  • hand is defined as the tactile qualities of a fabric, e.g., softness, firmness, elasticity, fineness, resilience, and other qualities perceived by touch. Dictionary of Fiber & Textile Technology ; Copyright 1989, 1990 Hoechst Celanese Corporation.
  • Nylon substrates 40/12 dull nylon 6, warpknit, weight 7.6 oz./yard
  • ALKON® NS scouring agent Apollo Chemical Corporation, Burlington, N.C.
  • the scoured Nylon substrates were rinsed and overflow washed for about 10 minutes.
  • the overflow washed, rinsed and scoured Nylon substrates were dried at about 200° F. for about 2 minutes.
  • Polyester substrates (Textile Innovators Corporation, 100% polyester, Dacron 56, heatset) were scoured using about 1 g/liter POLYSCOUR LF scouring agent (Apollo Chemical Corporation, Burlington, N.C.) at about 105° F. for about 15 minutes. After scouring, the scoured polyester substrates were rinsed and overflow washed for about 15 minutes. The overflow washed, rinsed and scoured polyester substrates were dried at about 200° F. for about 2 minutes.
  • NOMEX® polymer fiber substrates were scoured using about 1 g/liter POLYSCOUR LF scouring agent (Apollo Chemical Corporation, Burlington, N.C.) at about 105° F. for about 15 minutes. After scouring, the scoured NOMEX®V substrates were rinsed and overflow washed for about 15 minutes. The overflow washed, rinsed and scoured NOMEX® substrates were dried at about 200° F. for about 2 minutes
  • Polypropylene substrates were scoured using about 1 g/liter POLYSCOUR LF scouring agent (Apollo Chemical Corporation, Burlington, N.C.) at about 105° F. for about 15 minutes. After scouring, the scoured polypropylene substrates were rinsed and overflow washed for about 15 minutes. The overflow washed, rinsed and scoured polypropylene substrates were dried at 200° F. for about 2 minutes
  • the pad bath concentration and wet pick up is set such that application level is between about 0.05% and 1.0% based on the weight of the fabric.
  • Fabric is dried and heatset at 350° F. for about 100 seconds (Except polypropylene is heatset at about 240° F.).
  • T-PACC T-PACC vertical strip wicking test
  • one end of a fabric strip about about 25 mm wide ⁇ about 170 mm long is clamped vertically with the dangling end immersed to about 3 mm in distilled water at about 21° C.
  • the height to which the water is transported along the strip is measured at 1, 5 and 10 minute intervals and reported in centimeters (cm). Higher wicking values show greater liquid water transport ability. In the present application, the water transported along the strip was measured at a 1 minute intervals for 5 minutes with the value at 5 minutes being reported in inches.
  • Table 1 contains a summary of moisture transport data for various treatment agents applied to the various substrates as well as untreated substrates. These data were used to compare the effect of moisture transport and moisture transport durability of a treatment agent treated textile fabric and. A number of treatment agent compositions where prepared as described in EXAMPLE 1 through EXAMPLE 34 below. The data summarized in Tables 5 through 38 were used to determine the hydrophobic component (mole percent) and the hydrophilic oxyalkylene derivative (weight percent).
  • Table 1 The data summarized in Table 1 were used to determine Normalized Average Moisture Transport Durability (inch/inch) (summarized in column 6 of Table 2), the ration of (Average Moisture Transport With Treatment and After Five Launderings)/(Average Moisture Transport With Treatment and No Launderings), (summarized in column 6 of Table 3) and the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) (summarized in column 6 of Table 4).
  • hydrophobic component molecular weight percent
  • hydrophilic oxyalkylene derivative weight percent applicants
  • Plast additives believed to act a plasticizers
  • a plasticizer may be used for in making a hydrophobic component to lower the melt point and/or improve solubility with hydrophilic component during reaction.
  • plasticizers examples include, but are not limited to, polyether glycol diamines having a molecular weight less than about 500 and the number of consecutive oxyethylene derivative units are less than about 4; polyether glycol diamines having a molecular weight greater than about 500 and the ratio of (oxyethylene derivative)/(oxypropylene derivative) and/or (oxyethylene derivative)/(oxybutylene derivative) less than about 4/6.
  • An example is 2,2′-[1,2 ethanediylbis (oxy)] bis [ethaneamine] (Jeffamine XTJ-504 from Huntsman). Because it is believed that plasticizers may have a low moisture transport potential, plasticizers have been designated as part of the hydrophobic component.
  • the amount of oxyethylene derivative (OED) within the polyamide treatment agent that is contributed by the hydrophilic component and the plastercizers (Plast) is determine as follows: ( Mass ⁇ ⁇ S ⁇ - ⁇ III ) ⁇ ( % ⁇ ⁇ OED ⁇ ⁇ of ⁇ ⁇ S ⁇ - ⁇ III ) + ( Mass ⁇ ⁇ Plast ) ⁇ ( % ⁇ ⁇ OED ⁇ ⁇ of ⁇ ⁇ Plast ) Mass ⁇ ⁇ S ⁇ - ⁇ I + Mass ⁇ ⁇ S ⁇ - ⁇ II + Mass ⁇ ⁇ S ⁇ - ⁇ III + Mass ⁇ ⁇ S ⁇ - ⁇ IV + Mass ⁇ ⁇ Plast - Mass ⁇ ⁇ H 2 ⁇ O
  • the amount of hydrophilic oxyalkylene derivative (HOAD, e.g., oxyethylene derivatives (OED) and/or oxymethylene derivatives (OMD)) within the polyamide treatment agent that is contributed by the hydrophilic component of the polyamide treatment agent is determined as follows:
  • the ratio of [the average of the Moisture Transport (inches) in weft, coarse or fill direction after no home launderings of the treated textile and the Moisture Transport (inches) in warp or wales direction after no home launderings of the treated textile(AMTT0HL)] to [the average of the Moisture Transport (inches) in weft, coarse or fill direction for the textile with no treatment (control) and after no home launderings and the Moisture Transport (inches) in warp or wales direction for the textile with no treatment (control) and after no home launderings (AMTCOHL)] is determined as follows: Average ⁇ ⁇ Moisture ⁇ ⁇ Transport ⁇ ⁇ With ⁇ ⁇ Treatment ⁇ ⁇ With ⁇ ⁇ No ⁇ ⁇ Lauderings ⁇ Average ⁇ ⁇ Moisture ⁇ ⁇ Transport ⁇
  • FIG. 1 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) data of Table 2 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • the 3DField contouring surface plotting program is authored by Vladimir Galouchko (e-mail: vdvgal@cityline.ru).
  • the Block Kriging option was used to estimating the value of a block from a set of nearby sample values using kriging.
  • Krining is a weighted-moving-average interpolation method where the set of weights assigned to samples minimizes the estimation variance, which is computed as a function of the variogram model and locations of the samples relative to each other, and to the point or block being estimated.
  • FIG. 2 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) data of Table 2 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 3 is a graphical representation of the Normalized Average Moisture Transport Durability (inch/inch) data of Table 2 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 4 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings)data of Table 3 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention;
  • FIG. 5 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings)data of Table 3 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention;
  • FIG. 6 is a graphical representation of the ratio of (an Average Moisture Transport With Treatment and After Five Launderings)/(an Average Moisture Transport With Treatment and No Launderings)data of Table 3 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention; TABLE 4 (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) Average Moisture Transport With Moisture Moisture Treatment Moisture Moisture Transport With Transport With and no Transport With Transport With Treatment Treatment Launderings Treatment and Treatment and Treatment and After and After Divided By Hydrophilic Treated No No Five Home Five Home Average Moisture OxyEthylene OxyAlkylene Hydrophobic Textile Launderings Launderings Launderings Launderings Transport With Derivative Derivative Component
  • FIG. 7 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings)data of Table 4 in the form of a variogram represented by contours for a treated textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 8 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings)data of Table 4 in the form of a variogram represented by contours for a treated Nylon textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • FIG. 9 is a graphical representation of the ratio of (Average Moisture Transport With Treatment and No Launderings)/(Average Moisture Transport With No Treatment and No Launderings) data of Table 4 in the form of a variogram represented by contours for a treated polyester textile article as a function of hydrophobic component content in mole percent and hydrophilic oxyalkylene derivative content in weight percent according to an embodiment of the present invention.
  • a charge of hexamethylenediamine/70%, 2,2′-[1,2 ethanediylbis (oxy)] bis [ethaneamine], sodium borohydride, oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether and hexanedioic acid in about the proportions noted in Table 10 was mixed in a reactor. This combination was heated to between about 440° F. and 490° F. and held at temperature for about four hours. The resultant reaction product may be retained as a flake product or dispersed as molten material in water.
  • a charge of hexamethylenediamine/70%, 2,2′-[1,2 ethanediylbis (oxy)] bis [ethaneamine], sodium borohydride, oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether and hexanedioic acid in about the proportions noted in Table 19 was mixed in a reactor. This combination was heated to between about 300° F. and 350° F. and held at between about 300° F. and 350° F. for about three hours. Then, the resultant combination was heated to between about 440° F. and 490° F. and held at temperature for about four hours. The resultant reaction product may be retained as a flake product or dispersed as molten material in water.
  • a charge of hexamethylenediamine/70%, 2,2′-[1,2 ethanediylbis (oxy)] bis [ethaneamine], sodium borohydride, oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether and hexanedioic acid in about the proportions noted in Table 20 was mixed in a reactor. This combination was heated to between about 350° F. and 400° F. and held at between about 350° F. and 400° F. for about one hour. Then, the resultant combination was heated to between about 440° F. and 490° F. and held at temperature for about three hours. The resultant reaction product may be retained as a flake product or dispersed as molten material in water.
  • a charge of hexamethylenediamine/70% and sodium borohydride in about the proportions noted in Table 21 was mixed in a reactor for about 15 minutes. Then a charge of hexanedioic acid in about the proportion noted in Table 21 was added steadily to the mixture. During the addition of the charge of hexanedioic acid, the combination was heated to between about 350° F. and 400° F. and then held at between about 350° F. and 400° F. for about one hour. Then, oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 21 was added slowly. The resultant combination was heated to between about 440° F. and 490° F. and held at temperature for about three hours. The resultant reaction product, when molten, is dispersed in water.
  • a charge of hexamethylenediamine/70% and sodium borohydride in about the proportions noted in Table 22 was mixed in a reactor for about 15 minutes. Then a charge of hexanedioic acid in about the proportion noted in Table 22 was added steadily to the mixture. During the addition charge of hexanedioic acid, the combination was heated to between about 350° F. and 400° F. and then held at between about 350° F. and 400° F. for about one hour. Then, oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 22 was added slowly. The resultant combination was heated to between about 440° F. and 490° F. and held at temperature for about three hours. The resultant reaction product, when molten, is dispersed in water.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 23 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 490° F. and 540° F. and held at the about 490° F. and 540° F. temperature for about three hours.
  • the resultant reaction product may be retained as a flake product or dispersed in water.
  • a charge of hexamethylenediamine/70% and 2,2′-[1,2 ethanediylbis (oxy)] bis [ethaneamine] in about the proportions noted in Table 24 was mixed in a reactor for about 15 minutes.
  • the combination was heated to between about 450° F. and 490° F. and then held at between the about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 24 was added slowly while continuing to hold at at between the about 450° F. and 490° F. temperature.
  • the resultant combination was heated to between about 490° F. and 520° F. and held at between the about 490° F. and 520° F. temperature for about three hours.
  • the resultant reaction product when molten, is dispersed in water.
  • a charge of hexamethylenediamine/70%, and sodium borohydride in about the proportions noted in Table 25 was mixed in a reactor for about 15 minutes.
  • a charge of benzenedicarboxylic acid in about the proportion noted in Table 25 followed by a charge of hypophosphorus acid/50% in about the proportions noted in Table 25 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 25 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 490° F. and 520° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 26 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 26 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 26 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 26 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 540° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 27 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 27 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 27 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 27 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 540° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 28 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 28 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 28 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 28 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 550° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 29 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 29 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 29 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 29 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 540° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 30 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 30 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 30 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 30 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 550° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 31 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 31 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 31 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 31 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 550° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 32 was mixed in a reactor for about 15 minutes.
  • a charge hexanedioic acid in about the proportion noted in Table 32 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 32 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 32 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 550° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 34 was added slowly while continuing to hold at about 350° F. and 400° F.
  • the resultant combination was heated to between about 440° F. and 490° F. and held at temperature for about three hours.
  • the resultant reaction product may be retained as a flake product or dispersed as molten material in water.
  • a charge of caprolactam, water and sodium borohydride in about the proportions noted in Table 35 was mixed in a reactor for about 15 minutes.
  • a charge benzenedicarboxylic acid in about the proportion noted in Table 35 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 35 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 35 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 550° F. and held at temperature for about three hours.
  • the resultant reaction product, when molten, is dispersed in water.
  • a charge of hexamethylenediamine/70%, caprolactam, water and sodium borohydride in about the proportions noted in Table 36 was mixed in a reactor for about 15 minutes.
  • a charge benzenedicarboxylic acid in about the proportion noted in Table 36 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 36 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 36 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 490° F. and 540° F. and held at temperature for about three hours.
  • the resultant reaction product may be retained as a solid product or dispersed in water.
  • a charge of ethylenediamine, caprolactam, water and sodium borohydride in about the proportions noted in Table 37 was mixed in a reactor for about 15 minutes.
  • a charge benzenedicarboxylic acid in about the proportion noted in Table 37 followed by a charge of hypophosphorus acid/50% in about the proportion noted in Table 37 was added to the mixture steadily.
  • the combination was heated to between about 450° F. and 490° F. and then held at between about 450° F. and 490° F. temperature for about one hour.
  • oxirane, methyl-, polymer with oxirane, bis (2-aminopropyl) ether in about the proportion noted in Table 37 was added slowly while continuing to hold at about 450° F. and 490° F.
  • the resultant combination was heated to between about 520° F. and 540° F. and held at temperature for about three hours.
  • the resultant reaction product may be retained as a solid product or dispersed in water.
  • a charge of Hexamethylenediamine/70% and sodium borohydride in about the proportions noted in Table 38 was mixed in a reactor for about 15 minutes.
  • a charge 5(6) carboxy-4-Hexyl-2-Cyclohexene-1 octanoic acid in about the proportion noted in Table 38 was added to the mixture.
  • the combination was heated to about 250° F. and then held at about 250° F. temperature for about one half of an hour.
  • a charge of hexanedioic acid in about the proportion noted in Table 38 was added to the mixture steadily.
  • the combination was heated to between about 350° F. and 400° F. and then held at between about 300° F. and 490° F. temperature for about one hour.
  • the polyamide treatment agent having the hydrophilic component and the hydrophobic component may be produced by any manner that results in an effective treatment.
  • the ingredients may be combined to react substantially simultaneously to generate the polyamide treatment agent having the hydrophilic component and the hydrophobic component (Process “A”).
  • precursors to the hydrophilic component and precursors to the hydrophobic component may be combined in a reactor.
  • the combination may be heated to a temperature (e.g., between about 440° F. and 560° F.) that is sufficient to produce a reaction product that is a polyamide treatment agent.
  • the combination may be held for a sufficient amount of time (e.g., between about one and four hours) to produce a reaction product that is a polyamide treatment agent. Also, at temperature, the combination may or may not be subjected to any one of a vacuum, an inert atmosphere, and a reactive atmosphere.
  • ingredients that are precursors to the hydrophilic component may be combined to react followed by combining the hydrophilic component with or adding ingredients that are precursors to the hydrophobic component to react to result in a polyamide treatment agent and vice versa (Process “B”).
  • precursors with or without any one of catalysts, antioxidants and reducing agents
  • a hydrophilic and hydrophobic component of a polyamide treatment agent may be combined in a reactor.
  • the combination may be heated to a first temperature (e.g., between about 350° F. and 420° F.) that is sufficient to produce a reaction product that is one of a hydrophilic and a hydrophobic component.
  • the combination may be held for a sufficient amount of time (e.g., between about one and four hours) to produce the reaction product that is one of a hydrophilic and a hydrophobic component. Then, the reaction product (which is one of a hydrophilic and hydrophobic component) and precursors (with or without any one of catalysts, antioxidants and reducing agents) to the other of the hydrophilic and the hydrophobic components of a polyamide treatment agent may be combined.
  • a sufficient amount of time e.g., between about one and four hours
  • the combination may be maintained at the first temperature or heated to a second temperature (e.g., between about 450° F. and 560° F.) that is sufficient to produce a reaction product that is the other of a hydrophilic or hydrophobic component of a polyamide treatment agent.
  • a second temperature e.g., between about 450° F. and 560° F.
  • the combination may be held for a sufficient amount of time (e.g., between about one and six hours) to produce the reaction product that is the other of a hydrophilic or hydrophobic component of a polyamide treatment agent and, thus, a polyamide treatment agent.
  • the combination may or may not be subjected to any one of a vacuum, an inert atmosphere, and a reactive atmosphere.
  • Yet another approach includes combining ingredients that are precursors to a hydrophilic component and ingredients that are precursors to a hydrophobic component and reacting at a first temperature for a time to produce the hydrophilic component followed by reacting at a second temperature for a time to produce the polyamide treatment agent by producing the hydrophobic component and vice versa (Process “C”).
  • a first temperature e.g., between about 300° F. and 350° F.
  • a first temperature e.g., between about 300° F. and 350° F.
  • the combination may be held for a sufficient amount of time (e.g., between about one and two hours) to produce the reaction product that is one of a hydrophilic or hydrophobic component of a polyamide treatment agent. Then the combination may be heated to a second temperature (e.g., between about 440° F. and 560° F.) that is sufficient to produce a reaction product that is the other of a hydrophilic or hydrophobic component of a polyamide treatment agent. At temperature, the combination may be held for a sufficient amount of time (e.g., between about two and six hours) to produce the reaction product that is the other of a hydrophilic or hydrophobic component of a polyamide treatment agent and, thus, a polyamide treatment agent.
  • a sufficient amount of time e.g., between about one and two hours
  • the combination may or may not be subjected to any one of a vacuum, an inert atmosphere, and a reactive atmosphere.
  • a vacuum an inert atmosphere
  • a reactive atmosphere a reactive atmosphere
  • ingredients may be used in the creation of the polyamide treatment agent of the present invention.
  • it may be desirable to reduce any sedimentation that occurs from less soluble fragments of a polyamide treatment agent by incorporating dispersing aides including surfactants, natural polymer dispersants and synthetic polymer dispersants such as hydroxyethyl cellulose, guar gum, or xanthan gum.
  • the polyamide treatment agent may be modified slightly, by the addition of between about 1% and 7% by weight of the polyamide treatment agent of chain terminating monofunctional groups such as (R 9 ) d —F. These monofunctional groups may control molecular weight, to change solubility or to impact substantivity.
  • R 9 is any one of a C 1 -C 24 alkyl, C 1 -C 24 aryl, C 1 -C 24 alkylaryl, C 1 -C 24 alkenyl, and oxyalkylene derivative (OAD) such as R 10 (O—CHR 11 —CHR 12 ) p —.
  • the subscript “d” 1 or 2.
  • the group F is any one of NH 2 , NH, COOR 13 , COCl, and a CHO.
  • R 10 is any one of a C 1 -C 4 alkyl.
  • R 11 is any one of a C 1 -C 4 alkyl and hydrogen.
  • R 12 is any one of a C 1 -C 4 alkyl and hydrogen.
  • the subscript “p” is any value from 1 through 100.
  • R 13 is any one of a C 1 -C 2 alkyl and hydrogen.
  • the polyamide treatment agent may be modified slightly by the addition of 1-3% of any one of polyamine such as diethylene triamine, triethylene tetraamine, tetraethylene pentamine, poly(oxy(methyl-1,2-ethanediyl), apha-omega-(2-aminomethylethoxy-, ether with 2-ethyl-2-(hydroxymethyl)-1,3 propanediol (3:1) and a polyacid such as trimellitic anhydride or citric to create more branching in the polyamide treatment agent.
  • polyamine such as diethylene triamine, triethylene tetraamine, tetraethylene pentamine
  • poly(oxy(methyl-1,2-ethanediyl) apha-omega-(2-aminomethylethoxy-, ether with 2-ethyl-2-(hydroxymethyl)-1,3 propanediol (3:1)
  • a polyacid such as trimellitic anhydride or citric
  • the polyamide treatment agent made by any of the above-described routes may be distributed as any of a solid and a liquid.
  • a solid may be a flaked or ground agent that may be incorporated in a powdered detergent.
  • a liquid may be an agent diluted in water as a solution or dispersion that is chargeable directly into the textile equipment. Techniques that may be used for a liquid include heating to a high temperature, homogenizing and agitating by high sheer.
  • the polyamide treatment agent having a hydrophilic component and a hydrophobic component of the present invention may be characterized by being water dispersible. It may be that a polyamide treatment agent is a substantive agent. That is, a polyamide treatment agent may be applied by immersing a synthetic substrate in a hot solution of the polyamide treatment agent in water.
  • Results show the impact of the various processes on moisture transport durability.
  • the process utilized in Example 7 is the one that facilitates the formation of a blocked polyamide.
  • Pad fabric samples through bath then dry and cure at 350 F for 100 seconds. (Except polypropylene is cured at 240 F).
  • the untreated control is also dried and cured under same conditions as the treated fabric samples.
  • polyamide treatment agent with anionic surfactants and/or polymers to decrease the polyamide's solubility and improve its durability
  • crosslinking agents such as polyepoxides, polyhalogenates such as polyethylene glycol dichloride, triazine trichloride, etc., urea, formaldehyde and formaldehyde based reactives, melamines and melamine based reactives, durable press resins such as glyoxal and glyoxal based reactives, urethanes and isocyanates, etc.
  • hydrophilic polymers such as polyvinyl alcohols, polyacrylic acids, polyacrylates, high molecular weight polyethylene glycols (molecular weights greater than 300,000), hydrophilic polyesters, hydrophilic silicones, etc. to modify the surface properties of a synthetic substrate, and with agents used to lower surface tension such as fluorocarbon surfactants and/or silicone surfactants to improve levelness of deposition of polyamide treatment agent onto a synthetic substrate's surface.
  • agents used to lower surface tension such as fluorocarbon surfactants and/or silicone surfactants to improve levelness of deposition of polyamide treatment agent onto a synthetic substrate's surface.
  • an alcohol, a polyoxyalkylene alcohol, a polyoxyalkylene fatty acid derivative, a diol and/or a polyoxyalkylene glycol resulting in ester linkages, an anionic diacid such as sulphoisophthalic acid or its alkyl esters or an epoxy contain sulfonate such as

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  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
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US20060101585A1 (en) * 2002-12-17 2006-05-18 Hayes Heather J Fluorochemical-containing textile finishes that exhibit wash-durable soil release and moisture wicking properties
US20100056413A1 (en) * 2008-09-04 2010-03-04 Harry Jr David Ray high-temperature cleaning system, associated substrates, and associated methods
US7842625B1 (en) 2006-10-26 2010-11-30 Nano-Tex, Inc. Methods for treating fabric to facilitate moisture transfer from one side to the other
US20110227394A1 (en) * 2004-06-21 2011-09-22 Merab Menabde Method, Apparatus And Computer Program For Scheduling The Extraction Of A Resource And For Determining The Net Present Value Of An Extraction Schedule
JP2015537070A (ja) * 2012-10-10 2015-12-24 インヴィスタ テクノロジーズ エスアエルエル ポリアミド組成物およびプロセス
CN106702767A (zh) * 2016-11-28 2017-05-24 恩平锦兴纺织印染企业有限公司 一种具有单向导湿、凉感功能的针织面料的制备方法

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Publication number Priority date Publication date Assignee Title
US7517819B2 (en) 2004-02-18 2009-04-14 Milliken & Company Dual function fabrics and method of making same
JP2008517178A (ja) * 2004-10-22 2008-05-22 ゴア エンタープライズ ホールディングス,インコーポレイティド 布帛及びその製造方法
JP5221145B2 (ja) * 2004-12-21 2013-06-26 ルブリゾル リミテッド 組成物

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060101585A1 (en) * 2002-12-17 2006-05-18 Hayes Heather J Fluorochemical-containing textile finishes that exhibit wash-durable soil release and moisture wicking properties
US20110227394A1 (en) * 2004-06-21 2011-09-22 Merab Menabde Method, Apparatus And Computer Program For Scheduling The Extraction Of A Resource And For Determining The Net Present Value Of An Extraction Schedule
US7842625B1 (en) 2006-10-26 2010-11-30 Nano-Tex, Inc. Methods for treating fabric to facilitate moisture transfer from one side to the other
US20100056413A1 (en) * 2008-09-04 2010-03-04 Harry Jr David Ray high-temperature cleaning system, associated substrates, and associated methods
JP2015537070A (ja) * 2012-10-10 2015-12-24 インヴィスタ テクノロジーズ エスアエルエル ポリアミド組成物およびプロセス
CN106702767A (zh) * 2016-11-28 2017-05-24 恩平锦兴纺织印染企业有限公司 一种具有单向导湿、凉感功能的针织面料的制备方法

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