AU2006287620A1 - Composition for producing poyester and polyamide yarns with improved moisture management properties - Google Patents

Composition for producing poyester and polyamide yarns with improved moisture management properties Download PDF

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Publication number
AU2006287620A1
AU2006287620A1 AU2006287620A AU2006287620A AU2006287620A1 AU 2006287620 A1 AU2006287620 A1 AU 2006287620A1 AU 2006287620 A AU2006287620 A AU 2006287620A AU 2006287620 A AU2006287620 A AU 2006287620A AU 2006287620 A1 AU2006287620 A1 AU 2006287620A1
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AU
Australia
Prior art keywords
polyamide
poly
composition
thermoplastic
terephthalate
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Abandoned
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AU2006287620A
Inventor
Brendan F. Mcsheehy
Milton K. Roark
Matthew B. Studholme
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Universal Fibers Inc
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Universal Fibers Inc
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Publication of AU2006287620A1 publication Critical patent/AU2006287620A1/en
Abandoned legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
    • C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • 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
    • 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
    • C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
    • 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
    • D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/90—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyamides
    • 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
    • D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/12—Applications used for fibers

Description

WO 2007/030494 PCT/US2006/034650 Composition for Producing Polyester and Polyamide Yarns With Improved Moisture Management Properties The present application is related to and claims the priority of Provisional Application Serial Number 60/713,758, filed September 6, 2005. BACKGROUND AND FIELD OF THE INVENTION This invention relates generally to a composition and process for preparing articles having improved moisture management properties. More particularly, the invention relates to a composition and process for preparing polyester-based fibers and polyamide-based fibers that exhibit improved moisture management or wicking properties without detrimental loss of other desirable physical properties. The fibers of the invention may be used in both textile and floor covering applications. Synthetic fibers have generally suffered from an inability to wick moisture efficiently. Improvements in the wicking properties of fibers are highly desirable in many applications. For example, in a textile application such as an article of apparel, including an efficient wicking fiber may provide the wearer with greater perceived comfort. In a floor covering application, improved wicking properties may assist in drying of the floor covering after shampooing and cleaning. In addition, improved wicking assists in the transport of accidental water-based unsightly stains away from the face of the floor covering to the backing, thus hiding the stain from view. We have invented a new composition which is very effective and economical in providing moisture wicking polyester fibers and polyamide fibers used in making textiles and floor coverings. 1 WO 2007/030494 PCT/US2006/034650 SUMMARY OF THE INVENTION According to our invention, a composition for preparing polyester-based yarns or polyamide-based yarns having improved moisture management properties includes a polyester or polyamide, and one or more polyoxyalkyleneamines. Preferably, the composition contains from about 97 to about 99.75 % by weight of polyester or polyamide and from about 0.25% to about 3 % by weight of polyoxyalkyleneamine. Most preferably, the composition contains from about 98 to about 99.5 % by weight of polyester or polyamide and from about 0.5% to 2 % by weight of polyoxyalkyleneamine. The polyoxyalkyleneamine may be added directly to the polyester or polyamide, or in the form of a thermoplastic concentrate or masterbatch by compounding it in a suitable thermoplastic carrier. Suitable thermoplastic carriers are polyester or polyamide or mixtures thereof. The polyamide includes those synthesized from lactams, alpha-omega amino acids, and pairs of diacids and diamines. Such polyamides include, but are not limited to, polycaprolactam [polyamide 6], polyundecanolactam [polyamide 11], polyhexamethylene adipamide [polyamide 66], polylauryllactam [polyamide 12], poly(hexamethylene dodecanediamide [polyamide 6,12], poly(hexamethylene sebacamide) [polyamide 6,10], poly(ethylene terephthalate), poly(butylene terephthalate), poly(trimethylene terephthalate). If the polyoxyalklenediamine is used in this masterbatch form, then the amount of polyester or polyamide in the 2 WO 2007/030494 PCT/US2006/034650 above formulation is adjusted to take into account the amount of the thermoplastic carrier in the polyoxyalkylenediamine masterbatch. The preferred polyoxyalkyleneamine is poly(oxyethylene)diamine (POED) with a molecular weight of about 2000. Another preferred polyoxyalkyleneamine that can be used in the invention is poly(oxypropylene)diamine, also with a molecular weight of 2000. These compounds are available from Huntsman Corporation under the Jeffamine@ trademark. Further details of suitable polyoxyalkylened iamines are described in U.S. Patent No. 3,654,370. Polyesters include thermoplastic polyesters such as those synthesized from one or more diacids and one or more glycols. Such polyesters include, but are not limited to, poly(ethylene terephthalate, poly(butylene terephthalate), poly(propylene terephthalate), poly(ethylene naphthalate), poly(propylene naphthalate), poly(butylene naphthalate), poly(cyclohexane dimethanol terephthalate) and poly(lactic acid), or mixtures thereof. Polyamides include thermoplastic polyamides such as those synthesized from lactams, alpha-omega amino acids, and pairs of diacids and diamines. Such polyamides include, but are not limited to, polycaprolactam [polyamide 6], polyundecanolactam [polyamide 11], polyhexamethylene adipamide [polyamide 66], polylauryllactam [polyamide 12], poly(hexamethylene dodecanediamide [polyamide 6,12], and poly(hexamethylene sebacamide) [polyamide 6,10]. 3 WO 2007/030494 PCT/US2006/034650 Besides the polyester or polyamide, and polyoxyalkyleneamines described above, the compositions used in the practice of the invention may contain other components. These include, but are not limited to, colorants, antioxidants, UV stabilizers, antiozonants, soilproofing agents, stainproofing agents, antistatic additives, flame retardants, antimicrobial agents, lubricants, melt viscosity and melt strength enhancers, chain extenders, coupling agents, solid-state polymerization accelerators and processing aids. Fibers produced from the composition can be melt-spun using various methods to create different products for a multitude of end use applications. The fibers can be spun using standard spinning machinery known to those skilled in the art including both slow speed and high speed spinning processes. A range of denier per filament (dpf) may be produced depending on the ultimate end use to which such fibers may be put, for example low dpf for textile use and higher dpf for use in carpets. The cross-sectional shape of the fibers may also be any of a wide range of possible shapes, including round, delta, trilobal, tetralobal, grooved or irregular. These product fibers may be subjected to any of the known downstream processes normally carried out on melt-spun fibers, including crimping, bulking, twisting, etc., to produce yarns suitable for incorporation into a variety of articles of manufacture, such as apparel, threads, textiles, upholstery fabrics, carpets and other floorcoverings. The fibers may be blended, entangled, twisted or other mixed with other fiber types 4 WO 2007/030494 PCT/US2006/034650 including, but not limited to, synthetic fibers such as polyesters, polyolefins or acrylics, or natural fibers such as wool or cotton, and mixtures thereof. EXAMPLES OF THE INVENTION These examples are provided to illustrate the invention but are not intended to limit the scope of the invention in any way. Example 1 15 % by weight of POED was compounded with PET, IV=0.67, in a vented twin-screw extruder, stranded, pelletized and dried. The POED masterbatch was further compounded in a vented twin-screw extruder at the 10% level with PET, IV=0.67 and a black color concentrate. The resulting compound was dried and spun on a melt-extruder fiber spinning line at 3100 m/minute and false-twist textured to give a 150 denier yarn consisting 34 filaments of a round cross-section (150/34R). Example 2 A comparative (non-inventive) 150/34R yarn was spun and false-twist textured in a similar manner to Example 1, except the POED masterbatch was omitted. Example 3 15 % by weight of POED was compounded with nylon 6, RV=3.3, in a vented twin-screw extruder, stranded, pelletized and dried. The POED masterbatch was further compounded in a vented twin-screw extruder at the 10% level with PET, IV=0.67 dig~ 1 , and a black color concentrate. The resulting compound was dried and spun on a melt-extruder fiber spinning 5 WO 2007/030494 PCT/US2006/034650 line at 3100 m/minute and false-twist textured to give a 150 denier yarn consisting 34 filaments of a round cross-section (150/34R). The yarns produced in Examples 1 - 3 were circular knitted into socks of about 3 - 4 oz/yd 2 . The water transport rate was determined as follows: The water transport rate is measured according to a so-called vertical strip wicking test. One end of a sock (approx. 4 inches wide x 12 inches long) was clamped vertically with the dangling end immersed to about % inch in distilled water at 21 0 C. The time taken for the water to be transported along the strip every inch (distance traveled) was measured. Shorter times per distance traveled indicate greater liquid water transport ability. Table 1 shows the test results for Examples 1 to 3 for the vertical strip wicking test. These results are shown graphically in Figure 1. The results for both the inventive Examples 1 and 3 show a dramatic improvement in water transport rate over the non-inventive Example 2. Table 1 Distance Time of travel Time of travel Time of travel traveled/ inches for Example 1/ for Example 2/ for Example 3/ minutes minutes minutes 0 0:00 0:00 0:00 1 0:02 0:05 0:02 2 0:11 0:25 0:09 3 0:55 1:13 0:28 4 2:04 3:19 1:15 5 4:48 6:25 2:55 6 8:52 18:34 5:19 6 WO 2007/030494 PCT/US2006/034650 Figure 1 20 18 16- Example 2 14 -- Example 1 12 -+-Example3 E 10 -8 6 4 2 0 H R 0 1 2 3 4 5 6 Distance Traveledl inches Example 4 15 % by weight of POED was compounded with PET, IV= 0.67 dlg-1, in a vented twin-screw extruder, stranded; pelletized and dried. The POED masterbatch was further compounded in a vented twin-screw extruder with Irgamod RA20, a chain extender available from Ciba Specialty Chemicals, Inc., in the ratio of 10 parts of the POED masterbatch to 2 parts of Irgamod RA20. The resulting material was then melt compounded with a nylon 6,6 resin, RV = 3.1. This compound was dried and spun on a melt-extruder fiber spinning line to give a 1850/30Y undrawn yarn. Two undrawn yarns bundles were draw-textured and entangled together to give a 1200/60Y BCF yarn. 7 WO 2007/030494 PCT/US2006/034650 Example 5 A comparative (non-inventive) nylon 6,6 1200/60Y BCF yarn was produced without the addition of the POED masterbatch or the Irgamod RA20. Example 6 15% by weight of POED was compounded with nylon 6, RV=3.3, in a vented twin-screw extruder. The POED masterbatch produced was letdown into nylon 6,6, RV = 3.1 directly on a fiber-spinning extruder, then two yarn ends were draw-textured and entangled to give a 1200/60Y BCF yarn. The yarns produced in Examples 4 - 6 were knitted into socks of similar construction on a circular knitter. The water transport rate was determined for each sock in a similar manner to that described above. The results are given in table 2 and shown graphically in figure 2. Inventive examples 4 and 6 showed significantly higher water wicking rate over the non-inventive example 5. 8 WO 2007/030494 PCT/US2006/034650 Table 2 Distance Time of travel Time of travel Time of travel traveled/ inches for Example 4/ for Example 5/ for Example 6/ minutes minutes minutes 0 0:00 0:00 0:00 1 0:02 0:07 0:02 2 0:10 0:18 0:11 3 0:29 0:52 0:32 4 1:14 1:52 1:20 5 2:41 5:56 2:45 6 6:10 9:15 5:57 Figure 2 20.00 -- 18.00 16.00 14.00 1A+- Example 4 > 12.00 -- Example 5 + Example 6 E 10.00 S8.00 6.00 4.00 2.00 0.00 1______ _ _._...._. 0 1 2 3 4 5 6 Distance Traveled/ inches 9

Claims (8)

1. A moisture management composition comprising: (a) a thermoplastic polyester or a thermoplastic polyamide, and (b) a polyoxyalkyleneamine.
2. A composition as defined in claim 1, wherein said thermoplastic polyester is a fiber-forming thermoplastic polyester.
3. A composition as defined in claim 1, wherein said thermoplastic polyamide is a fiber-forming thermoplastic polyamide.
4. A composition as defined in claim 1, wherein said thermoplastic polyester comprises a polyester selected from the group consisting of poly(ethylene terephthalate, poly(butylene terephthalate), poly(propylene terephthalate), poly(ethylene naphthalate), poly(propylene naphthalate), poly(butylene naphthalate), poly(cyclohexane dimethanol terephthalate) and poly(lactic acid), and mixtures thereof.
5. A composition as defined in claim 1, wherein said thermoplastic polyamide comprises a polyamide selected from the group consisting of polycaprolactam [polyamide 6], polyundecanolactam [polyamide 11], polyhexamethylene adipamide [polyamide 66], polylauryllactam [polyamide 12], poly(hexamethylene dodecanediamide [polyamide 6,12], and poly(hexamethylene sebacamide) [polyamide 6,10].
6. A composition as defined in claim 1, wherein said polyoxyalkyleneamine comprises a compound selected from the group 10 WO 2007/030494 PCT/US2006/034650 consisting of poly(oxyethylene)diamine and poly(oxypropylene)diamine, and mixtures thereof.
7. A composition as defined in claim 1, containing from about 97 to
99.75% by weight polyester or polyamide and from about 0.25 to 3% by weight polyoxyalkyleneamine. 8. A composition as defined in claim 7, containing from about 98 to 99.5% by weight polyester or polyamide and from about 0.5 to 2% by weight polyoxyalkyleneamine. 9. A fiber made from the moisture management composition of claim 1. 10. A moisture management composition comprising: (a) a thermoplastic polyester or a thermoplastic polyamide, and (b) a concentrate including both a polyoxyalkylenediamine and a thermoplastic polyamide or a thermoplastic polyester carrier resin. 11. A composition as defined in claim 10, wherein said thermoplastic polyester comprises a polyester selected from the group consisting of poly(ethylene terephthalate, poly(butylene terephthalate), poly(propylene terephthalate), polyethylene naphthalate), poly(propylene naphthalate), poly(butylene naphthalate), poly(cyclohexane dimethanol terephthalate) and poly(lactic acid), and mixtures thereof. 12. A composition as defined in claim 10, wherein said thermoplastic polyamide comprises a polyamide selected from the group consisting of polycaprolactam [polyamide 6], polyundecanolactam [polyamide 11], polyhexamethylene adipamide [polyamide 66], polylauryllactam 11 WO 2007/030494 PCT/US2006/034650 [polyamide 12], poly(hexamethylene dodecanediamide [polyamide 6,12], and poly(hexamethylene sebacamide) [polyamide 6,10]. 13. A composition as defined in claim 10, wherein said polyoxyalkyleneamine comprises a compound selected from the group consisting of poly(oxyethylene)diamine and poly(oxypropylene)diamine, and mixtures thereof. 14. A composition as defined in claim 10, wherein said thermoplastic polyamide or thermoplastic polyester carrier resin comprises a polyamide selected from the group consisting of polyamide 6, polyamide 11, polyamide 66, polyamide 12, polyamide 6,12, polyamide 6,10, poly(ethylene terephthalate), poly(butylene terephthalate), poly(trimethylene terephthalate), and mixtures thereof. 15. A fiber made from the moisture management composition of claim 10. 12
AU2006287620A 2005-09-06 2006-09-06 Composition for producing poyester and polyamide yarns with improved moisture management properties Abandoned AU2006287620A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US71374805P 2005-09-06 2005-09-06
US60/713,748 2005-09-06
PCT/US2006/034650 WO2007030494A2 (en) 2005-09-06 2006-09-06 Composition for producing poyester and polyamide yarns with improved moisture management properties

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AU2006287620A1 true AU2006287620A1 (en) 2007-03-15

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EP (1) EP1928953A2 (en)
JP (1) JP2009507109A (en)
KR (1) KR20080065611A (en)
CN (1) CN101287795A (en)
AU (1) AU2006287620A1 (en)
BR (1) BRPI0614972A2 (en)
MX (1) MX2008003159A (en)
WO (1) WO2007030494A2 (en)

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Publication number Priority date Publication date Assignee Title
ITFI20130162A1 (en) * 2013-07-04 2015-01-05 Golden Lady Co Spa "METHOD FOR THE PRODUCTION OF A SYNTHETIC WIRE RETURNED WITH HUMIDITY AND THREAD OBTAINED"
WO2018025209A1 (en) 2016-08-02 2018-02-08 Fitesa Germany Gmbh System and process for preparing polylactic acid nonwoven fabrics
US11441251B2 (en) 2016-08-16 2022-09-13 Fitesa Germany Gmbh Nonwoven fabrics comprising polylactic acid having improved strength and toughness

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS575974A (en) * 1980-06-06 1982-01-12 Unitika Ltd Production of polyester fiber with good adheherence with rubbers
US5582907A (en) * 1994-07-28 1996-12-10 Pall Corporation Melt-blown fibrous web

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WO2007030494A3 (en) 2007-06-28
EP1928953A2 (en) 2008-06-11
KR20080065611A (en) 2008-07-14
CN101287795A (en) 2008-10-15
MX2008003159A (en) 2008-10-06
WO2007030494A2 (en) 2007-03-15
JP2009507109A (en) 2009-02-19
BRPI0614972A2 (en) 2016-09-13

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