Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
  • C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
  • C08G69/28—Preparatory processes
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
  • C08G69/28—Preparatory processes
  • C08G69/30—Solid state polycondensation
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
  • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
  • D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
  • D06N7/00—Flexible sheet materials not otherwise provided for, e.g. textile threads, filaments, yarns or tow, glued on macromolecular material
  • D06N7/0063—Floor covering on textile basis comprising a fibrous top layer being coated at the back with at least one polymer layer, e.g. carpets, rugs, synthetic turf
  • D06N7/0065—Floor covering on textile basis comprising a fibrous top layer being coated at the back with at least one polymer layer, e.g. carpets, rugs, synthetic turf characterised by the pile
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
  • D06N7/00—Flexible sheet materials not otherwise provided for, e.g. textile threads, filaments, yarns or tow, glued on macromolecular material
  • D06N7/0063—Floor covering on textile basis comprising a fibrous top layer being coated at the back with at least one polymer layer, e.g. carpets, rugs, synthetic turf
  • D06N7/0068—Floor covering on textile basis comprising a fibrous top layer being coated at the back with at least one polymer layer, e.g. carpets, rugs, synthetic turf characterised by the primary backing or the fibrous top layer
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
  • D06N2201/00—Chemical constitution of the fibres, threads or yarns
  • D06N2201/02—Synthetic macromolecular fibres
  • D06N2201/0263—Polyamide fibres
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/23907—Pile or nap type surface or component
  • Y10T428/23993—Composition of pile or adhesive
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/249921—Web or sheet containing structurally defined element or component

Definitions

• the invention of this disclosure relates to polyamides comprised of three monomeric species, including hexamethylene diamine, adipic acid and a bio-based monomer constituent, the composition being suitable for making shaped articles.
• Compositions and the process of making the polyamides suitable for the manufacture of carpet fiber are also disclosed.
• PTT fibers have enjoyed a measure of market success for their high biobased content.
• PTT fiber is also much less durable than nylon, which is especially important in flooring applications, and it is strongly oleophilic, which is also somewhat undesirable.
• PLA fiber Polylacticacid (PLA) fiber
• polylactide fiber is approximately 85% derived from sugar, a biobased intermediate.
• PLA fiber is not durable enough for many applications, especially where crush and abrasion resistance are important.
• melt blending petrochemical nylon polymer with biobased polymers can add bio-based content to the polymer while maintaining many of the more desirable properties of nylon, especially at lower addition levels.
• processes and equipment required to make such melt blended polymers add cost.
• compatible bio-based polymers that can be successfully melt- blended into nylon are relatively expensive.
• melt uniformity and dye uniformity can be difficult to maintain with such mixtures, making them somewhat less suitable for dye critical applications.
• commercialization of such fibers made from melt blended biobased polymers is somewhat limited.
• Nylon co-polymers have long been investigated for their potential benefits.
• U.S. Patent Nos. 5,242,733 and 5,399,306 disclose minor component additions having been made through melt blending to improve properties such as stain resistance and to impede crystalline formation in the quench for improved productivity.
• U.S. Patent No. 5,223,196 discloses that minor concentrations of hindered amines and even polycaprolactam could also inhibit crystalline or spherelitic structure formations in the filament quenching process when introduced randomly into the monomer salt mixtures prior to polymerization. Such random additions, however, can lead to an unacceptable degradation of nylon polymer properties.
• biobased, random terpolymers made from polyamides, such as Nylon, or polyesters, and biobased random co-monomers.
• the process comprises making random, biobased terpolymers by introducing bio-based co-monomers in the pre-polymerization stage of Nylon or polyester.
• a Nylon 6,6 / Nylon 6,10 biobased terpolymer is made from sebacic acid as a co-monomer along with hexamethylenediamine (“HMD”) and adipic acid as other monomers, by polymerizing in an autoclave or continuous polymerizer.
• HMD hexamethylenediamine
• fibers and molded articles made from the random, biobased terpolymers.
• the fibers exhibit improved drawability and spinning characteristics.
• acid dyeable random, biobased terpolymers and fiber cat dyeable random, biobased terpolymers and fiber, and pigmented random, biobased terpolymers and fiber.
• the fibers can be of various deniers and cross sections for use in rugs, carpets, fabrics, industrial applications, automotive applications, and apparel.
• a random, high viscosity terpolymer comprises the condensation polymer of three component intermediates comprising: (a) a first constituent unit comprising hexamethylene diamine, (b) a second constituent unit comprising adipic acid, and (c) a third constituent unit comprising at least one diacid selected from the group consisting of: Azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid).
• the weight percentage of the sum of the first and second constituent units is from about 55% to about 99.5%, including from about 65% to about 85%, and from about 90% to about 98%, and about 94.5%.
• the weight percentage of the third constituent unit is from about 0.5% to about 45%, including from about 2% to about 25%, and from about 1.5% to about 5%, including about 4.5%.
• the instrinsic viscosity of the terpolyer is greater than about 2.7 IV (in sulfuric acid), and the number average molecular weight is greater than about 10,000 grams per mole, including about 10,350.
• the random terpolymers can also comprise a melt blended additive, including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and antioxidants. Further, the adipic acid in the second constituent unit can be replaced by terephthalic acid and mono ethylene glycol.
• a portion of the adipic acid in the second constituent unit can be replaced by Isophthalic aicd, 5-sulfoisophthalic acid, or terepthalic acid.
• a portion of the first constituent, hexamethylene diamine, can be replaced by Methylpentamethylene diamine.
• the terpolymers can be manufactured into molded articles, including fibers or pellets. Also, the molded articles can also comprise melt blended additives, including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and anti-oxidants.
• melt blended additives including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and anti-oxidants.
• a fiber comprising random, high viscosity terpolymers comprises the condensation polymer of three component intermediates comprising: (a) a first constituent unit comprising hexamethylene diamine, (b) a second constituent unit comprising adipic acid, and (c) a third constituent unit comprising at least one diacid selected from the group consisting of: Azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid).
• the weight percentage of the sum of the first and second constituent units is from about 55% to about 99.5%, including from about 65% to about 85%, and from about 90% to about 98%, and about 94.5%.
• the weight percentage of the third constituent unit is from about 0.5% to about 45%, including from about 2% to about 25%, and from about 1.5% to about 5%, including about 4.5%.
• the instrinsic viscosity of the terpolymer is greater than about 2.7 IV (in sulfuric acid), and the number average molecular weight is greater than about 10,000 grams per mole, including about 10,350.
• the fiber can further comprise an additional component, including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and anti-oxidants. Carpets, rugs, and fabrics can be made from the fiber.
• the adipic acid in the second constituent unit can be replaced by terephthalic acid and mono ethylene glycol. A portion of the adipic acid in the second constituent unit can be replaced by Isophthalic aicd, 5-sulfoisophthalic acid, or terepthalic acid. A portion of the first constituent, hexamethylene diamine, can be replaced by Methylpentamethylene diamine. These additional acids and diamines are present at a weight percentage of from about 0.1% to about 10% by weight of the terpolymer.
• a process for making a random, high viscosity terpolymer comprises: (a) providing a blend of first and second co-monomer salts to a first reactor, wherein the first co-monomer salt comprises hexamethylene diamine and a diacid component selected from azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid), and the second co-monomer salt comprises adipic acid and hexamethylene diamine; (b) copolymerizing said blended salts, wherein said copolymerizing occurs in a second reactor; and (c) conditioning the resulting polymer to achieve an IV (in sulfuric acid) of greater than 2.7.
• first co-monomer salt comprises hexamethylene diamine and a diacid component selected from azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic
• the conditioning can be done at a temperature of about 180°C for about 10 hours.
• the concentration of diacid can be maintained at a weight percentage of from about 0.5% to about 45%, including from about 2% to about 25%, and from about 1.5% to about 5%, including about 4.5%, of the polymer.
• the polyamide co-monomer salt can be replaced by terephthalic acid and mono ethylene glycol, which results in a random, high viscosity terpolymer with polyester constituent units and biobased polyamide constituent units.
• a portion of the adipic acid can be replaced by Isophthalic aicd, 5-sulfoisophthalic acid, or terepthalic acid.
• a portion of the hexamethylene diamine can be replaced by Methylpentamethylene diamine.
• a random, high viscosity terpolymer containing biobased constituent units comprises a first constituent unit comprising hexamethyldiamine ("HMD"), a second constituent unit comprising adipic acid, and a third constituent unit comprising at least one diacid selected from the group consisting of Azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid).
• the sum of the first and second constituent units is present at a weight percentage from about 55% to about 99.5%, including from about 65% to about 85%, and from about 90% to about 98%, and about 94.5%, of the terpolymer.
• the third constituent unit is present at a weight percentage from about 0.5% to about 45%, including from about 2% to about 25%, and from about 1.5% to about 5%, including about 4.5%, of the terpolymer.
• the intrinsic viscosity of the terpolymer is greater than about 2.7 IV (in sulfuric acid) and the number average molecular weight is greater than about 10,000 grams per mole, including about 10,350 grams per mole.
• the terpolymer is truly random without large repeating blocks of constituent units typically found in non-randomized block co-polymers.
• the adipic acid in the second constituent unit can be replaced with terephthalic acid and mono ethylene glycol. This results in a random, high viscosity terpolymer with polyester constituent units and biobased polyamide constituent units.
• the concentration of the third constituent unit is from about .5% to about 5%, including about 4.5% of the weight of the terpolymer.
• a portion of the adipic acid in the second constituent unit can be replaced by Isophthalic aicd, 5-sulfoisophthalic acid, or terepthalic acid.
• a portion of the first constituent, hexamethylene diamine can be replaced by Methylpentamethylene diamine.
• the random terpolymer can comprise a melt blended additive.
• the additive can include virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and anti-oxidants.
• acid dyes, cationic dyes, and pigments can be added to the terpolymer.
• the thermoplastics can include biobased polymers, polyamides, polyethylenes, polypropylenes, polyesters, polyolefins, and recycled carpet fiber.
• Molded articles can be made from the random, high viscosity terpolymers.
• the molded articles can include fibers, pellets, and other shaped articles.
• the molded articles can include an additional component, including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, anti-microbial agents, stabilizers, flame retardants, and anti-oxidants.
• the molded articles can also include acid dyes, cationic dyes, and pigments.
• Fibers made from the random, high viscosity terpolymers can be manufactured in deniers ranging from about 50 to about 4000, including from about 600 to about 1000, and from about 920 to about 1120.
• the fibers can also be drawn from about .0 to about 3.0, including from about 2.5 to about 2.75, and 2.6.
• the fibers can have a percent draw before hot chest from about 80% to about 95%, including about 90%. That is, the fiber from the spinneret goes to a feed roll and is drawn prior to entering the hot chest, where it is heated to a temperature sufficient to provide bulking in the bulking chest.
• the fibers can be mixed with various additives, including virgin thermoplastic, recycled thermoplastic, polyethylene terephthalate, colorants, titanium dioxide, antimicrobial agents, stabilizers, flame retardants, and anti-oxidants. Further, the fibers can be acid, cat, or pigmented died. The fibers can be manufactured into carpets, rugs, or fabrics.
• a process for making random, high viscosity terpolymers by introducing bio-based co-monomers in the pre-polymerization stage comprises copolymerizing biobased comonomers, such as sebacic acid made from Castor oil, with polyamide comonomers, such as HMD and adipic acid.
• biobased comonomers such as sebacic acid made from Castor oil
• polyamide comonomers such as HMD and adipic acid.
• the process can comprise (a) providing a blend of first and second co-monomer salts to a first reactor, wherein the first co-monomer salt comprises hexamethylene diamine and a diacid component selected from azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid), and the second co-monomer salt comprises adipic acid and hexamethylene diamine; (b) copolymerizing said blended salts, wherein said copolymerizing occurs in a second reactor; and (c) conditioning the resulting polymer to achieve an IV (in sulfuric acid) of greater than 2.7.
• the first co-monomer salt comprises hexamethylene diamine and a diacid component selected from azelaic acid, sebacic acid, and 11-carboxyl-undecanoic acid (C11 aliphatic dicarboxylic acid)
• the second co-monomer salt comprises adip
• a portion of the adipic acid can be replaced by Isophthalic aicd, 5-sulfoisophthalic acid, or terepthalic acid and a portion of the hexamethylene diamine can be replaced by Methylpentamethylene diamine.
• These additional acids and diamines are present at a weight percentage of from about 0.1 % to about 10% by weight of the polymer.
• the intrinsic viscosity of the resulting terpolymer is greater than about 2.7 and the number average molecular weight greater than about 10,000 grams per mole, including about 10,350.
• the melting temperature of the terpolymer is from about 210°C to about 285°C, including 240°C to about 260°C, and about 250°C.
• the biobased co-monomer salt can be prepared as a 30% - 45% aqueous salt solution, including about 30%, at a concentration of about 63.5 weight percent (dry basis) sebacic acid and 36.5 weight percent (dry basis) hexamethylenediamine in de-ionized water.
• the reaction of the amine with the diacid is exothermic, however, additional heat can be used to dissolve the acid.
• the final batch temperature is around 40°C once a clear homogeneous solution is obtained.
• the 30% concentration of sebacic co-monomer salt from above is added to an evaporator containing Nylon 6,6 salt (hexamethylenediamine and adipic acid) and excess hexamethylenediamine.
• the sebacic acid concentration was maintained at about 4.5% by weight of the polymer.
• Evaporation was done with 300 psi steam for about 23 minutes.
• the final salt concentration in the evaporator was approximately 83%.
• the concentrated salt from the evaporator was transferred to an autoclave, wherein water was further evaporated from the salt mixture with increasing pressure and temperature.
• the polymer was extruded into strands, which were quenched in water and cut into pellets.
• the resulting polymer had a relative viscosity of 35 RV and a number average molecular weight of approximately 10,350 grams per mole as determined by Gel permeation chromatography.
• the polymer flake was then dried and conditioned. High molecular weight was achieved by conditioning under dry nitrogen at about 180°C for about 10 hours. This polymer was melt extruded through a twin screw extruder and spun into BCF yarn fiber. The resulting fiber was determined to have a relative viscosity of 68 RV.
• Nylon 6,6 / Nylon 6,10 random, high viscosity terpolymer having 4.5% by weight sebacic acid content, was spun into a 1127 denier fiber with a mixed MR cross section and 0.15% titanium dioxide, and drawn to a ratio of 2.6.
• This fiber had a more open structure and increased draw percentage than a Nylon 6,6 copolymer containing 2.5% by weight of a 1 :1 mole ratio blend of isophthalic acid and methyl pentamethylene diamine, which resulted in comparable MBB dyeability and nitrous oxide and ozone degradation.
• the increase in draw percentage resulted in improved spinning robustness.
• Nylon 6,6 / Nylon 6,10 random, high viscosity terpolymer fiber could be drawn to a ratio of 2.75, with only a slight change in MBB dyeability. This small change in MBB dyeability with a significant change in draw ratio is a beneficial surprise, since one would expect a much higher MBB dyeability with this high draw ratio.
• Melting Point is determined using a differential scanning calorimeter and reported in degrees Celsius.
• MBB dyeability is determined by using skeined yarn dyed with Anthraquinone Milling Blue BL (MBB) dye and darkness / lightness is measured using spectrometer to provide the MBB dye value (as described in US Patent No. 4,719,060 - hereby incorporated by reference in its entirety).
• CIE Delta E The change in color values represented by CIE Delta E is determined in the following manner: a. The fiber was made into knit socks and heat set to 265°F in a Superba heat setting machine.
• the socks were dyed in a mixture of blue, red, and yellow acid dyes to get a medium gray color in an AHIBA dye bath.
• the L, a, and b color values were determined using a Datacolor(R) spectra photometer.
• CIE Delta E was determined by comparing the original L, a, b value with the L, a, b value after Nitrous Oxide and Ozone exposure.
• Nitrous Oxide and Ozone tests are used in conjunction with the CIE Delta E measurement to determine a fabric's color fastness in the presence of nitrous oxide.
• the Nitrous Oxide test was conducted using the AATCC test procedure 164 for 2 cycles and 4 cycles and Ozone test was conducted using the AATCC test procedure 129 for 2 cycles and 4 cycles.
• Example 1 (Comparative - Nylon 6,6 copolymer)
• the Nylon 6,6 copolymer was made using conventional polymerization techniques.
• the Nylon 6,6 copolymer contained 2.5% of a mixture (1 :1 mole ratio) of isophthalic acid and methylpentamethylene diamine co-monomers.
• the copolymer was then spun using a twin screw extruder into 1127 denier fiber with a mixed MR cross section.
• the fiber also had 0.15% titanium dioxide and was drawn to a ratio of 2.6.
• the resulting fiber had a 74.9% draw before going into a hot roll chest.
• Example 2 (Nylon 6,6 / Nylon 6,10 random terpolymer)
• the Nylon 6,6 / Nylon 6,10 random, high viscosity terpolymer contained sebacic acid in a weight percentage of 4.5% by weight of terpolymer and was made as described above in paragraphs 0025 and 0026.
• the terpolymer was then spun into fiber in the same manner as Example 1 above.
• the resulting fiber had a 92.7% draw before going into a hot roll chest, which resulted in improved spinning compared to the prior art Nylon 6,6 copolymer.
• Example 1 and 2 The fibers from Example 1 and 2 where spun into 1127 denier knit socks and where dyed together with 1100 denier deep dyeing fiber knit socks in a dye bath to medium gray color.
• the L, a, b color values of each knit socks after dyeing was measured and reported in Table 2 below, along with the CIE Delta E.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Textile Engineering (AREA)
• Engineering & Computer Science (AREA)
• General Chemical & Material Sciences (AREA)
• Artificial Filaments (AREA)
• Polyamides (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Woven Fabrics (AREA)
• Carpets (AREA)
• Knitting Of Fabric (AREA)

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• 2011
  • 2011-01-31 EP EP11737809.1A patent/EP2531545A4/en not_active Withdrawn
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  • 2011-01-31 WO PCT/US2011/023147 patent/WO2011094673A2/en not_active Ceased
  • 2011-01-31 JP JP2012551364A patent/JP2013518940A/ja active Pending
  • 2011-01-31 CN CN201180016672.6A patent/CN103097434B/zh not_active Expired - Fee Related
  • 2011-01-31 CA CA 2787938 patent/CA2787938A1/en not_active Abandoned
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