EP3307929A1 - Process for forming synthetic fibers and fibers, yarns and carpets produced thereby - Google Patents
Process for forming synthetic fibers and fibers, yarns and carpets produced therebyInfo
- Publication number
- EP3307929A1 EP3307929A1 EP16780989.6A EP16780989A EP3307929A1 EP 3307929 A1 EP3307929 A1 EP 3307929A1 EP 16780989 A EP16780989 A EP 16780989A EP 3307929 A1 EP3307929 A1 EP 3307929A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- additive
- diamine
- synthetic fiber
- pigment
- fiber
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 59
- 229920002994 synthetic fiber Polymers 0.000 title claims abstract description 54
- 239000012209 synthetic fiber Substances 0.000 title claims abstract description 54
- 238000000034 method Methods 0.000 title claims abstract description 33
- 239000000654 additive Substances 0.000 claims abstract description 86
- 239000000049 pigment Substances 0.000 claims abstract description 84
- 230000000996 additive effect Effects 0.000 claims abstract description 69
- 229920000642 polymer Polymers 0.000 claims abstract description 55
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 239000004744 fabric Substances 0.000 claims abstract description 7
- -1 aliphatic diamine Chemical class 0.000 claims description 62
- 229920001778 nylon Polymers 0.000 claims description 42
- 239000004677 Nylon Substances 0.000 claims description 40
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 21
- 239000004952 Polyamide Substances 0.000 claims description 19
- 229920002647 polyamide Polymers 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 16
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 15
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 13
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims description 6
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 claims description 5
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 claims description 5
- 239000012860 organic pigment Substances 0.000 claims description 5
- KEIQPMUPONZJJH-UHFFFAOYSA-N dicyclohexylmethanediamine Chemical compound C1CCCCC1C(N)(N)C1CCCCC1 KEIQPMUPONZJJH-UHFFFAOYSA-N 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000004985 diamines Chemical class 0.000 claims description 2
- 239000000155 melt Substances 0.000 abstract description 5
- 238000009987 spinning Methods 0.000 description 10
- 229920006111 poly(hexamethylene terephthalamide) Polymers 0.000 description 8
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 6
- 229920002292 Nylon 6 Polymers 0.000 description 5
- 229920000305 Nylon 6,10 Polymers 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 5
- 229920000571 Nylon 11 Polymers 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000001056 green pigment Substances 0.000 description 4
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 3
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 3
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 3
- 229920000299 Nylon 12 Polymers 0.000 description 3
- 229920003189 Nylon 4,6 Polymers 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- DJZKNOVUNYPPEE-UHFFFAOYSA-N tetradecane-1,4,11,14-tetracarboxamide Chemical compound NC(=O)CCCC(C(N)=O)CCCCCCC(C(N)=O)CCCC(N)=O DJZKNOVUNYPPEE-UHFFFAOYSA-N 0.000 description 3
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000001055 blue pigment Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000006911 nucleation Effects 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- 229920006284 nylon film Polymers 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000001052 yellow pigment Substances 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- 238000010146 3D printing Methods 0.000 description 1
- PGGROMGHWHXWJL-UHFFFAOYSA-N 4-(azepane-1-carbonyl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1CCCCCC1 PGGROMGHWHXWJL-UHFFFAOYSA-N 0.000 description 1
- TYSIILFJZXHVPU-UHFFFAOYSA-N 5-methylnonane Chemical compound CCCCC(C)CCCC TYSIILFJZXHVPU-UHFFFAOYSA-N 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical group NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N Cadaverine Natural products NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 1
- 239000004687 Nylon copolymer Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 235000004879 dioscorea Nutrition 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 210000003632 microfilament Anatomy 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N n-hendecanoic acid Natural products CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 229920006118 nylon 56 Polymers 0.000 description 1
- NFVUAUVSFDFOJT-UHFFFAOYSA-N octanediamide Chemical compound NC(=O)CCCCCCC(N)=O NFVUAUVSFDFOJT-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/08—Melt spinning methods
- D01D5/10—Melt spinning methods using organic materials
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/08—Melt spinning methods
-
- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/04—Pigments
-
- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
-
- 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
- D01F6/90—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
- D01F6/905—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 of aromatic 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
- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/46—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyolefins
-
- 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
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
Definitions
- the present disclosure relates to extrusion and spinning processes for forming synthetic fibers from polymer melts comprising a first fiber forming polymer, a spin assist additive, and an optional pigmented additive.
- the present disclosure also relates to synthetic fibers comprising a first fiber forming polymer, a spin assist additive, and optionally a pigmented additive, as well as articles of manufacture such as yarns, carpets and fabrics comprising these synthetic fibers.
- SDN fibers Use of solution dyed nylon (SDN) fibers as a replacement for white yarns is increasing in both residential and commercial textile markets.
- One problem that continues to hamper the broader use of SDN fibers is the relative difficulty in spinning fiber from SDN polymer, due to increased nucleation caused by the pigments used to color the spun fiber. SDN yarns are more difficult to draw, and this outcome produces poor yields for many pigmented SDN fibers. This problem is more severe when using hard to spin pigments, examples of which include, but are not limited to, Pigment Green 70, Pigment Red 81 , and Pigment Red 67, and while spinning yarns with high loading of organic pigments.
- nylon copolymers made from monomers such as MPMD, isophthalic acid (I) and 5-sulfoisophthalic acid (SIP A) have been used. See U.S. Patent
- U.S. Patent 3,926,924 discloses a ternary fiber-forming copolyamide for use in apparel fabrics consisting of at last 50% by weight hexamethylene adipamide, 20-40 percent by weight hexamethylene terephthalamide and 2-20 percent by weight of a third polyamide such as polyepsilon caprolactam (nylon 6), polyhexamethylene isophthalatnide (nylon 61), polyhexamethylene sebacamide (nylon 6,10), polyhexamethylene suberamide (nylon 6,8) or poly(ro-amino undecanoic acid) (nylon 11).
- a third polyamide such as polyepsilon caprolactam (nylon 6), polyhexamethylene isophthalatnide (nylon 61), polyhexamethylene sebacamide (nylon 6,10), polyhexamethylene suberamide (nylon 6,8) or poly(ro-amino undecanoic acid) (nylon 11).
- U.S. Patent 4,238,603 discloses fiber-forming polymers prepared from a mixture of the hexamethylene diamine salts of terephthalic acid, isophthalic acids, and a smaller amount of at least one aliphatic dibasic acid having 5 to 12 carbon atoms.
- U.S. Patent 5,185,428 discloses a copolyadipamide consisting of between 60 and 99.5 mole percent hexamethylene adipamide units and between about 0.5 and 40 mole percent pentamethyiene adipamide units, also referred to nylon 66/56.
- U.S. Patent 5,194,578 discloses a copolyamide consisting of between 60 and 99.5 mole percent hexamethylene adipamide units and between about 0.5 and 40 mole percent 2-methyl- pentamethylene adipamide units, also referred to nylon 66/Me5-6.
- An aspect of the present invention relates to a process for forming a synthetic fiber.
- a polymer melt comprising a first fiber forming polymer, a spin assist additive, and a pigment additive is produced and a synthetic fiber is formed from the polymer melt
- the spin assist additive is present in a range from about 0.5 to about 5 percent by weight
- the spin assist additive is a polyamide comprising at least one aliphatic diamine and at least two distinct aromatic dicarboxylic acids, and copolymers and blends thereof.
- the pigment additive is present in a range from about 0.01 to about 5 percent by weight
- Another aspect of the present invention relates to a synthetic fiber comprising a first fiber forming polymer, a spin assist additive and a pigment additive.
- the spin assist additive is present in the synthetic fiber at a range from about 0.5 to about 5 percent by weight
- the spin assist additive is a polyamide comprising at least one aliphatic diamine and at least two distinct aromatic dicarboxylic acids, and copolymers and blends thereof.
- the pigment additive is present in the synthetic fiber at a range from about .01 to about 5 by weight
- Another aspect of the present invention relates to an article of manufacture comprising one or more synthetic fibers of the present invention.
- the article of manufacture is a yarn formed from one or more synthetic fibers of the present invention.
- the article of manufacture is a carpet comprising yarns formed from one or more synthetic fibers of the present invention.
- the article of manufacture is a fabric formed from one or more synthetic fibers of the present invention.
- the present invention relates to polymer additives which improve the spinnability of solution dyed nylon (SDN) fibers. Accordingly, provided by the present invention are processes for production of these synthetic fibers, synthetic fibers produced comprising these polymer additives, and articles of manufacture comprising one or more of these synthetic fibers.
- SDN solution dyed nylon
- DP - differential pressure the pressure difference measured at either end of a spin pack positioned upstream of a spinneret
- RV - relative viscosity as is commonly understood in the trade and as can be determined by ASTM D789.
- Fiber - as used herein, the term fiber refers to one or more extruded filaments.
- the fibers in the disclosure may refer to staple fibers, continuous fibers, textile fibers or
- a polymer melt comprising a first fiber forming polymer and a spin assist additive is produced.
- first fiber forming polymers useful in the processes of the present invention include, but are not limited to, poiyamides, polyesters, polyolefins and combinations thereof.
- the first fiber forming polymer is polyethylene terephthalate.
- the polyamide may be selected from the list consisting of nylon 6; nylon 6,6; nylon 4,6; nylon 6,12; nylon 6,10;; nylon 7; nylon 11; and nylon 12; and blends and copolymers thereof.
- the first fiber forming polymer is nylon 6,6.
- the first fiber forming polymer is present in a range from about 75 to about 99 percent by weight
- Spin assist additives useful in the present invention include polyamides comprising at least one aliphatic diamine and at least two distinct aromatic dicarboxylic acids, and copolymers and blends thereof. Examples include, but are not limited to, polyamides comprising at least one aliphatic diamine, and at least one aromatic dicarboxylic acid.
- Suitable diamines are selected from a group consisting of 2-methyl- 1 ,5 -pentamethylene diamine, hexamethylene diamine, 2-methyl hexamethylene diamine, 3 -methyl hexamethylene diamine, 2,5 -dimethyl hexamethylene diamine, 2,2-dimethylpentamethylene diamine, 5-methylnonane diamine, dodecamethylene diamine, 2,2,4- and 2,4,4-trimethyl hexamethylene diamine, 2,2,7,7- tetramethyl octamethylene diamine and diaminodicyclohexyl methane.
- Suitable aromatic diacids are selected from a group consisting of terephthalic acid, isophthalic acid and naphthalene dicarboxylic acid and 5-sulfoisophthalic acid.
- the spin additive may also further comprise aliphatic dicarboxylic acids and polyamides formed from the aliphatic diamines and aliphatic dicarboxylic acids.
- Suitable aliphatic dicarboxylic acids include, but are not limited to succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid.
- the aliphatic dicarboxylic acid is adipic acid.
- the spin assist additive is selected from the group consisting of nylon DT, nylon DI, nylon 61, nylon 6T, nylon 6, nylon 6,6, and copolymers and blends thereof.
- the spin assist additive is a composition comprising a copolyamide containing about 40 to about 80 mol % 2-methyl- 1 ,5 -pentamethylene
- the copolyamide has a relative viscosity (“RV”) of at least 1.90.
- the spin assist additive is present in a range from about O.S to about 5 percent by weight In another nonlimiting embodiment, the spin assist additive is present in a range from about O.S to about 5 percent by weight
- a pigment additive is also added to the polymer melt
- pigment or pigment additive it is meant to be inclusive, but is not limited to, a color pigment of one of the three families of the trichromatic dye color system (blues, yellows, reds) that can be added to a polymeric fiber in an amount effective to reduce the L* value of the fiber over a non-color pigmented fiber. It is also meant to be inclusive of green pigments such as Green 70, also known as Pigment Green 7. Preferable color pigments are stable in light (color fast). As those well versed in the art will note, the trichromatic color system is widely practiced in the fiber dyeing industry.
- the color pigments belong to this color system of blues, reds and yellows.
- the pigment additive is an organic pigment
- Nonlimiting examples of pigment additives useful in the present invention include, red pigments such as Pigment Red 60, Pigment Red 63, Pigment Red 80, Pigment Red 66, Pigment Red 67, Pigment Red 81, Pigment Red 68, Pigment Red 73, and Pigment Red 83, Yellow pigments such as Pigment Yellow 65, Pigment Yellow 82, Pigment Yellow 85, and Pigment yellow 87, Blue pigments such as Pigment Blue 61, Pigment Blue 69, Pigment Blue 74, Pigment Blue 78, and Green pigments such as Green 70, also known as Pigment Green 7.
- the pigment additive is present in a range from about 0.01 to about 5 percent by weight.
- the polymer melt is produced by drying or polymerizing via solid phase the first fiber forming polymer to a desired relative viscosity (RV) and feeding the dried or polymerized first fiber forming polymer into extruder for remelting and spinning.
- RV relative viscosity
- pigment concentrates are added through feeders at the throat of extruder at desired rates to make a given colored yarn.
- the spin assist additive is added, preferably as a pellet, at the extruder throat at the rate of 0.5% to 5%.
- the spin assist additive is extruded in separate extruder and fed as melt stream into a transfer line carrying molten base first fiber forming polymer.
- the synthetic fibers are then formed from the polymer melt
- the polymer melt is extruded through a spinneret to form one or a plurality of filaments.
- the one or a plurality of filaments are then drawn to form a synthetic fiber.
- the fiber is drawn at a draw ratio of 2.65 or higher.
- the number of broken filaments observed in a two minute interval while drawing the one or a plurality of filaments to form a synthetic fiber is less than 10.
- the number of broken filaments observed in a two minute interval while drawing the one or a plurality of filaments to form a synthetic fiber is less than S.
- the method of the current invention can also be used to form polymer melts that can be extruded for other purposes.
- a polymer melt comprising a first polymer and an extrusion assist additive can be extruded in an additive printing machine (3D printing).
- Suitable polymers include, but are not limited to nylon 6; nylon 6,6; nylon 4,6; nylon 6,12; nylon 6,10; nylon 6T; nylon 61; nylon 9T; nylon DT; nylon DI; nylon D6; nylon 7; nylon 11 ; and nylon 12; and blends and copolymers thereof.
- Suitable extrusion assist additives include polyamides comprising at least one aliphatic diamine and at least two distinct aromatic dicarboxylic acids, and copolymers and blends thereof.
- Examples include, but are not limited to, polyamides comprising at least one aliphatic diamine selected from a group consisting of 2-metbyl-l,5- pentamethylene diamine, hexamethylene diamine, 2-methyl hexamethylene diamine, 3-methyl hexamethylene diamine, 2,5-dimethyl hexamethylene diamine, 2,2-dimethylpentamethylene diamine, 5-methylnonane diarnine, dodecamethylene diamine, 2,2,4- and 2,4,4-trimethyl hexamethylene diamine, 2,2,7,7-tetramethyl octamethylene diarnine and diarninodicyclohexyl methane and polyamides comprising aromatic dicarboxylic acids are selected from a group consisting of terephthalic acid, isophthalic acid and naphthalene dicarboxylic acid and 5- sulfoisophthalic acid.
- the extrusion assist additive is selected from the group consisting of nylon DT/DI, nylon DT/6I, nylon DI/6T, nylon 6T/6I, nylon DT/D1/D6, nylon 6T/6V66 and copolymers and blends thereof.
- synthetic fibers comprising a first fiber forming polymer and a spin assist additive.
- first fiber forming polymers used in these synthetic fibers of the present invention include, but are not limited to, polyamides, polyesters, polyolefms and combinations thereof.
- the first fiber forming polymer is polyethylene terephthalate.
- the polyamide may be selected from the list consisting of nylon 6; nylon 6,6; nylon 4,6; nylon 6,12; nylon 6,10; nylon 6T; nylon 61; nylon 9T; nylon DT; nylon DI; nylon D6; nylon 7; nylon 11; and nylon 12; and blends and copolymers thereof.
- the first fiber forming polymer is nylon 6,6.
- the first fiber forming polymer is present in a range from about 75 to about 99 percent by weight
- Spin assist additives used in the fibers of the present invention include polyamides comprising at least one aliphatic diamine and at least two distinct aromatic dicarboxylic acids, and copolymers and blends thereof.
- Examples include, but are not limited to, polyamides comprising at least one aliphatic diamine selected from a group consisting of 2-methyl- 1,5- pentamethylene diamine, hexamethylene diamine, 2-methyl hexamethylene diamine, 3 -methyl hexamethylene diamine, 2,5-dimethyl hexamethylene diamine, 2,2-dimethylpentamethylene diamine, 5-methylnonane diamine, dodecamethylene diamine, 2,2,4- and 2,4,4-trimethyl hexamethylene diamine, 2,2,7,7-tetramethyl octamethylene diamine and diaminodicyclohexyl methane and polyamides comprising aromatic dicarboxylic acids are selected from a group consisting of terephthalic acid, isophthalic acid and naphthalene dicarboxylic acid.
- the spin assist additive is selected from the group consisting of nylon DT/DI, nylon DT/6I, nylon DI/6T and nylon 6T/6
- the spin assist additive is nylon DT/DI, a composition comprising a copolyamide containing about 40 to about 80 mol % 2-methyl- 1,5- pentamethyleneterephthalamide (“MPMD-T”) units and about 20 to about 60 mol % 2-methyl- 1 , 5 -pentamethyleneisophthalamide (“MPMD-I”) units.
- the copolyamide has a relative viscosity (“RV”) of at least 1.90.
- the spin assist additive is present in a range from about 0.5 to about 5 percent by weight.
- the spin assist additive is present in a range from about 0.5 to about 20 percent by weight In another nonlimiting embodiment, the spin assist additive is present in a range from about 0.5 to about 5 percent by weight.
- a pigment additive is added.
- pigment additive it is meant to be inclusive, but is not limited to, a color pigment of one of the three families of the trichromatic dye color system (blues, yellows, reds) that can be added to a polymeric fiber in an amount effective to reduce the L* value of the fiber over a non-color pigmented fiber. It is also meant to be inclusive of green pigments such as Green 70 also known as Pigment Green 7.
- Preferable color pigments are stable in light (color fast).
- the trichromatic color system is widely practiced in the fiber dyeing industry.
- the color pigments belong to this color system of blues, reds and yellows.
- the pigment additive is an organic pigment.
- Nonlimiting examples of pigment additives useful in the present invention include, red pigments such as Pigment Red 60, Pigment Red 63, Pigment Red 80, Pigment Red 66, Pigment Red 67, Pigment Red 81, Pigment Red 68, Pigment Red 73, and Pigment Red 83, Yellow pigments such as Pigment Yellow 65, Pigment Yellow 82, Pigment Yellow 85, and Pigment yellow 87, Blue pigments such as Pigment Blue 61, Pigment Blue 69, Pigment Blue 74, Pigment Blue 78, and Green pigments such as Green 70 also known as Pigment Green 7.
- red pigments such as Pigment Red 60, Pigment Red 63, Pigment Red 80, Pigment Red 66, Pigment Red 67, Pigment Red 81, Pigment Red 68, Pigment Red 73, and Pigment Red 83
- Yellow pigments such as Pigment Yellow 65, Pigment Yellow 82, Pigment Yellow 85, and Pigment yellow 87
- Blue pigments such as Pigment Blue 61, Pigment Blue 69, Pigment Blue
- the pigment additive is present in a range from about 0.01 to about 5 percent by weight
- the present invention provides articles of manufacture, at least a portion of which comprising a synthetic fiber of the present invention.
- articles of manufacture of the present invention include yarns formed from one or more of the synthetic fibers, carpet formed from these yarns, as well as fabric formed from one or more these synthetic fiber.
- the dyed and pigments articles including yarns, fibers, filaments, and extruded microfilaments, produced from compositions disclosed here will have a brighter, more attractive appearance.
- the process of the present invention are expected to yield deeper dyeing yarns (higher dye strike rate).
- using a spin assist additive in accordance with the present invention is expected to improve yields and enable improved productivity in manufacturing thereby lowering costs.
- Test methods used to evaluate the synthetic fibers and yarns produced in accordance with the methods of the present invention included:
- Draw ratio-to-break test In this test, the draw ratio, which is the ratio of chest roll speed to feed roll speed, is increased till the break of yarn is observed. That ratio-to-break is an indication of the effectiveness of spin assist additive.
- Draw tension test Yarn draw tension is measured between the feed roll and the draw roll. In general, a lower draw tension indicates improved spinnability.
- the spinning performance was measured by broken filaments/2 minutes. The number of broken filaments was observed by counting the number of flashes observed during the yarn spinning process. Each flash correlated to a broken filament.
- Example 2 1245 denier BCF pigmented yarns extrusion
- a 124S denier, 68 filament, 4-hole hollowfil, nylon 6,6 yarn was made according to a process well known in the art.
- Nylon 6,6 copolymer flake was conditioned to the desired RV, and fed into a twin screw extruder nmning at 190 rpm and a temperature profile of 230° C at the feed and 285° C at the discharge.
- the melted polymer was passed through a heated transfer line, spinning pump and filter pack and then to a spinneret which farmed the polymer into individual filaments.
- the total time that the mixture spent in the melt phase was approximately 8 minutes.
- the filaments were air quenched and then passed by a touch roller where a suitable finish was applied.
- the finished filaments were then converged in a yarn bundle which was subsequently drawn, passed over heated rolls, bulk textured according the bulk texturing process described by Coon in US Patent No. 3,525,134, relaxed, and wound onto tubes.
- the nylon 6,6 base copolymer was then conditioned to 195°C and remelted using a twin screw extruder.
- Control fiber i.e. fiber spun without any additives
- additives nylon DT/6I, nylon DT/DI and nylon 6T/6I were premixed with base nylon, and fed into the extruder.
- the pigment concentrates and additives were fed through K-tron feeders and BCF yarn was spun using standard procedures.
- Example 3 1245 denier BCF pigmented yarns
- a 1245 denier, 68 filament, 4-hole hollowfil, nylon 6,6 yarn was made according to a process well known in the trade: nylon 6,6 flake was fed into a twin screw extruder running at 190 rpm and a temperature profile of 230° C at the feed and 285° C at the discharge. The melted polymer was passed through a heated transfer line, spinning pump and filter pack and then to a spinneret which formed the polymer into individual filaments. The total time that the mixture spent in the melt phase was approximately 8 minutes. The filaments were air quenched and then passed by a touch roller where a suitable finish was applied. The finished filaments were then converged in a yarn bundle which was subsequently drawn, passed over heated rolls, bulk textured according the bulk texturing process described by Coon in US Patent No. 3,525,134, relaxed and wound onto tubes.
- *BF represents the number of observed flashes in a 2 minute interval. Each flash is understood to represent a broken filament.
- the pigment additive used in these yarns was Red- 81 which is difficult to spin.
- control yarn without spin assist additive had high broken filaments in 2 minutes even at a draw ratio of 2.65. Control yarn could not be spun at any higher draw ratio.
- spin assist additives nylon 6T/6I and nylon DT/DI see items 2D, 2E, 2F and 2G
- fibers could be spun without significant broken filaments even at draw ratios as high as 3.20. This indicates that the spin performance in a commercial machine would be much better upon addition of spin assist additive agents in accordance with the present invention.
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Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562149160P | 2015-04-17 | 2015-04-17 | |
| PCT/US2016/028065 WO2016168807A1 (en) | 2015-04-17 | 2016-04-18 | Process for forming synthetic fibers and fibers, yarns and carpets produced thereby |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP3307929A1 true EP3307929A1 (en) | 2018-04-18 |
| EP3307929A4 EP3307929A4 (en) | 2019-03-06 |
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ID=57126257
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP16780989.6A Withdrawn EP3307929A4 (en) | 2015-04-17 | 2016-04-18 | Process for forming synthetic fibers and fibers, yarns and carpets produced thereby |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US20190055671A1 (en) |
| EP (1) | EP3307929A4 (en) |
| WO (1) | WO2016168807A1 (en) |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2712512B2 (en) * | 1989-03-23 | 1998-02-16 | 三菱化学株式会社 | Polyamide filament |
| US5549957A (en) * | 1992-07-08 | 1996-08-27 | Negola; Edward J. | Bulked continuous filament carpet yarn |
| US6090494A (en) * | 1998-03-09 | 2000-07-18 | E. I. Du Pont De Nemours And Company | Pigmented polyamide shaped article incorporating free polyester additive |
| GB0115360D0 (en) * | 2001-06-22 | 2001-08-15 | Cachet Medical Ltd | Biocomponent fibers and textiles made therefrom |
| US8557170B2 (en) * | 2004-01-22 | 2013-10-15 | Rhodia Operations | Process for the manufacture of nonwoven surfaces |
| WO2010132450A2 (en) * | 2009-05-11 | 2010-11-18 | Invista Technologies S.A. R.L. | Nylon carpet fibers having bleach resistance |
| BR112015001576A2 (en) * | 2012-07-26 | 2017-07-04 | Invista Tech Sarl | thermoplastic composition for use in high impact applications |
| AU2013331112A1 (en) * | 2012-10-19 | 2015-04-09 | Invista Technologies S.A.R.L. | Thermoplastic-poly (dihydrocarbylsiloxane) compositions, and fibers, and processes for making fibers |
-
2016
- 2016-04-18 US US15/752,674 patent/US20190055671A1/en not_active Abandoned
- 2016-04-18 WO PCT/US2016/028065 patent/WO2016168807A1/en not_active Ceased
- 2016-04-18 EP EP16780989.6A patent/EP3307929A4/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2016168807A1 (en) | 2016-10-20 |
| US20190055671A1 (en) | 2019-02-21 |
| EP3307929A4 (en) | 2019-03-06 |
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