US3607610A - Crimped composite filaments of polycaprolactam or polyhexamethylene adipamide, and a terpolyamide of e-caprolactam, hexamethylenediammonium adipate, hexamethylene diammonium sebacate - Google Patents

Crimped composite filaments of polycaprolactam or polyhexamethylene adipamide, and a terpolyamide of e-caprolactam, hexamethylenediammonium adipate, hexamethylene diammonium sebacate Download PDF

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Publication number
US3607610A
US3607610A US701615A US3607610DA US3607610A US 3607610 A US3607610 A US 3607610A US 701615 A US701615 A US 701615A US 3607610D A US3607610D A US 3607610DA US 3607610 A US3607610 A US 3607610A
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United States
Prior art keywords
terpolyamide
caprolactam
filaments
nylon
hexamethylenediammonium
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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.)
Expired - Lifetime
Application number
US701615A
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English (en)
Inventor
Noboru Fukuma
Hiroshi Chayamiti
Toshio Okamoto
Seizaburo Shigeta
Hiroshi Takeda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Asahi Kasei Corp
Asahi Chemical Industry Co Ltd
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Asahi Chemical Industry Co Ltd
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    • 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
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/12—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyamide as constituent
    • 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
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2922—Nonlinear [e.g., crimped, coiled, etc.]
    • Y10T428/2924—Composite
    • 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
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y10T428/2969—Polyamide, polyimide or polyester
    • 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
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2973—Particular cross section

Definitions

  • composite filaments which are produced by separately preparing two spinning solutions of polymers of a different kind, extruding the two spinning solutions through one spinneret, without mixing the solutions to coagulate the solutions and then subjecting the resulting filaments to stretching. These filaments can develop crimps by heat treatment immediately after stretching or even after a certain period of time has elapsed after stretching. Concerning polyamide type composite filaments, a variety of processes have been proposed. However, there have not been obtained composite filaments which are sufficiently satisfactory not only in the crimping force of the filaments but also in such properties as elasticity and bulkiness of crimped yarns obtained therefrom.
  • the object of the present invention is to provide composite filaments capable of giving crimped yarns which have the above-mentioned properties in combination and are comparable to textured yarns produced according to the conventional false twist method and the like.
  • the above object can be achieved by the melt spinning process of the present invention in which composite filaments are obtained by using as one polymer, nylon 6 or nylon 66 and as the other polymer a terpolyamide (6/66/610) comprising caprolactam (6M), hexamethylenediammonium adipate (66 salt) and hexamethylenediammonium sebacate (610 salt), the feed molar ratios of the components of said polyamide (6/66/610) being limited within the ranges shown, in the accompanying drawing, by the oblique lined areas surrounded by lines formed by connecting the points a, b, c, d, e and a and the pointsf, g, h andf.
  • the drawing is a triangular coordinate showing the feed molar rations of the individual monomers constituting the terpolyamide to be used in the present invention.
  • the points a, b, c, d and e of the area A are the points at which the molar ratios of 6Mz66 salt 610 salt are 10:30:60, 30:30:40, 30:50:20, 1:79:20 and 1:39:60, respectively, and the pointsf, g and h of the area B are points at which said molar ratios are 98: l 1,85 :14:1 and 85: 1:14, respectively.
  • the melting point ofa terpolymer having a composition within said area A is about 180 -230 C.
  • that of a terpolymer having a composition within said area B is about 1 80 2 1 5 C.
  • the terpolymer has a lowered melting point and thus the resulting composite filaments are undesirably deteriorated in thermal resistance.
  • the amount of 66 salt or 610 salt is excessively small, the composite filaments obtained develop no sufficient Cl'lmpS.
  • the terpolyamide of the present invention is obtained in such a manner that the given amounts of 6M, 66 salt and 610 salt are mixed together and dissolved in water, and the solution is charged in an autoclave and is heated after the atmosphere is substituted by nitrogen, under pressure at 200 220 C. for several hours. The temperature of the solution is elevated to 250 -300 C., while gradually releasing the pressure, and same is heated at said temperature for 15-20 hours in a nitrogen atmosphere.
  • the other component i.e. nylon 6 or nylon 66 is obtained by polymerization according to a conventional process. Both components may be incorporated with known stabilizers, pigments and the like.
  • the spinning in the present invention is effected by the use of a spinneret for conjugate spinning.
  • the stretching may be carried out either at room temperature or at an elevated temperature of 50 l C. using a hot plate or the like. In this case, there is a tendency for the crimps to become coarser and for the bulkiness to become more favorable with increasing stretching temperature.
  • the type of arrangement of components may be either side-by'side-type or eccentric sheathcore-type.
  • the term relative viscosity 1; rel. of the polymer represents the ratio between the viscosity ofa solution formed by dissolving l g. of polymer in ml. of 95.5 percent sulfuric acid and the viscosity of the solvent.
  • the term number of crimps represents the number of crimps formed, within a length of 25 mm., on a crimped filament when a load of l mg./d. has been applied thereto, in which the distance between a peak and an adjacent peak or a bottom to an adjacent bottom of crimps on the crimped filament is counted as one crimp.
  • the degree of crimp is defined by the following equation:
  • the resultant material was extruded under pressure from the autoclave, was shaped into the form of chips by means of a cutter, and was then subjected to hot water extraction to obtain a terpolyamide having a relative viscosity 1 rel. of 2.8 and a melting point of C.
  • the thus-obtained terpolyamide and nylon 6 having 1 rel. of 2.3 and containing 0.3 percent of titanium oxide were extruded in equal amounts through a known side-by-side-type conjugate spinning spinneret having 10 orifices of 0.3 mm. in diameter and were taken up at a rate of 800 m./min.
  • the resulting unstretched filaments were stretched to 3.5 times at room temperature to obtain composite stretched filaments of 50 deniers/lO filaments.
  • the stretched filaments were then subjected in a relaxed state to boiling water treatment at 100 C. to obtain crimped yarns high in elasticity.
  • the crimp properties of the crimped yarns were as follows:
  • Crimp elongation 196 percent Crimping force: 18
  • EXAMPLE 2 The same unstretched filaments as in example 1 were stretched to 3.5 times on a hot plate at 100 C. and were subjected to the same heat treatment as in example I to obtain crimped yarns high in bulkiness and excellent in hand.
  • the crimp properties of the crimped yarns were as follows:
  • Crimp elongation 168 percent Crimping force: 15
  • This terpolyamide, and nylon 6 having 1 rel. of 2.3 and containing 0.3 percent of titanium oxide were extruded through a known side-by-side-type conjugate spinning spinneret having 30 orifices of 0.3 mm. in diameter and were taken up at a rate of 800 m./min.
  • the resulting unstretched filaments were stretched to 3.0 times on a hot plate at 100 C. to obtain composite stretched filaments of 140 deniers/3O filaments.
  • the stretched filaments were then subjected in a relaxed state to boiling water treatment at 100 C. to obtain crimped yarns having the following crimp properties:
  • Crimp elongation 132 percent Crimping force: 16
  • This terpolyamide, and nylon 66 having 1 rel. of 2.4 and containing 0.3 percent of titanium oxide were extruded through a known side-by-side-type conjugate spinning spinneret having 10 orifices of 0.3 mm. in diameter and were taken up at a rate of 800 m./min.
  • the resulting filaments were stretched to 3.0 times on a hot plate at 100 C. to obtain composite stretched filaments of 60 deniers/lO filaments.
  • the stretched filaments were subjected to the crimping treatment according to example 1 to obtain crimped yarns which were excellent in hand and had the following crimp properties:
  • Crimp elongation 169 percent Crimping force: 15
  • EXAMPLE A mixture comprising 50 g. of 6M, 375 g. of nylon 66 salt and 57 g. of nylon 610 salt (molar ratio of 6:66: 610 l 1.9 39.1 49.0) was charged with 100 ml. of water and was fed to an autoclave. After substituting the atmosphere with nitrogen, the mixture was heated under pressure at 220 C. for 2 hours. Thereafter, the temperature was gradually elevated while releasing the pressure, after the temperature had reached 280 C the pressure was further released to atmospheric pressure, and the mixture was heated at said temperature for 20 hours while flowing nitrogen into the autoclave.
  • the thus-obtained terpolyamide, and nylon 6 having 1; rel. of 2.3 and containing 0.3 percent of titanium dioxide were extruded in equal volumes through a known side-by-side-type conjugate spinning spinneret having orifices of 0.3 mm. in diameter and were taken up at a rate of 800 m./min.
  • the resulting unstretched filaments were stretched to 3.5 times at room temperature to obtain composite stretched filaments of 50 deniers/lO filaments.
  • the stretched filaments were subjected in a relaxed state to boiling water treatment at 100 C. to obtain crimped yarns high in elasticity and strong in tenacity.
  • the crimp properties of the yarns were as follows:
  • Crimp elongation 296 percent Crimping force: 22
  • EXAMPLE 6 The same unstretched filaments as in example 5 were stretched to 3.5 times on a hot plate at 100 C. and were sub' jected to the same heat treatment as in example 5 to obtain crimped yarns high in bulkiness.
  • the crimp properties of the yarns were as follows:
  • Crimp elongation 1 18 percent Crimping force: 15
  • This terpolyamide, and nylon 6 having 1; rel. of 2.3 and containing 0.3 percent of titanium dioxide were extruded through a known side-by-side-type conjugate spinning spinneret having 30 orifices of 0.3 mm. in diameter and were taken up at a rate of 600 m./min.
  • the resulting unstretched filaments were stretched to 3.0 times to obtain composite stretched filaments of deniers/30 filaments.
  • the filaments were then subjected in a relaxed state to boiling water treatment at 100 C. to obtain crimped yarns having the following properties:
  • Crimp elongation percent Crimping force: 17
  • the two components were extruded, in a copolymer to nylon 66 ratio of 1 2, through a known conjugate spinning spinneret and were taken up at a rate of 800 m./min. to obtain so called kidney-type composite unstretched filaments.
  • the fila ments were stretched to 3.5 times on a hot plate at 100 C. to form stretched filaments of 70 deniers/l 8 filaments.
  • the stretched filaments were then subjected to boiling water treatment at 100 C. to obtain crimped yarns high in bulkiness
  • the crimp properties of the crimped yarns were as follows:
  • Crimp elongation 98 percent Crimping force: 10
  • a process for producing a side-by-side or eccentric sheath-core crimped composite filaments by melt spinning poly-e-carpolactam or polyhexamethylene adipamide and, a terpolyamide comprising e-caprolactam, hexamethylenediam monium adipate and hexamethylenediammonium sebacate wherein the molar composition of said terpolyamide is within the range defined by the area A in the drawing.
  • a process for producing a sideby-side or eccentric sheath-core crimped composite filaments by melt spinning poly-e-caprolactam or polyhexamethylene adiparnide and, a terpolyamide comprising e-caprolactam, hexamethylenediammonium adipate and hexamethylenediammonium sebacate wherein the molar composition of said terpolyamide is within the range defined by the area B in the drawing.
  • a side-by-side or eccentric sheath-core crimped composite filament one component of said filament being caprolactam, or polyhexamethylene adipamide, the other component being a terpolyamide of e-caprolactam, hexamethylene diammonium adipate, and hexamethylene diam monium sebacate, wherein the e-caprolactam, hexamethylenediammonium adipate and hexamethylenediammonium sebacate are present in a molar ratio of 1-30: 30-79: 20-60, with the proviso that the total amount of the three above components equals 100 percent.
  • a sideby-sidc or eccentric sheath-core crimped composite filament one component of said filament being capro- Iactam, or polyhexamethylenc adipamide, the other combeing a terpolyamide of e-caprolactam, hexamethylene diammonium adipatc, and hcxamethylenc diamponcnt monium sebacate,

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Multicomponent Fibers (AREA)
US701615A 1967-01-31 1968-01-30 Crimped composite filaments of polycaprolactam or polyhexamethylene adipamide, and a terpolyamide of e-caprolactam, hexamethylenediammonium adipate, hexamethylene diammonium sebacate Expired - Lifetime US3607610A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP579367 1967-01-31
JP579467 1967-01-31

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US3607610A true US3607610A (en) 1971-09-21

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CH (1) CH480460A (fr)
GB (1) GB1172045A (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3901989A (en) * 1972-07-27 1975-08-26 Asahi Chemical Ind Composite filament
US3933762A (en) * 1973-06-27 1976-01-20 Toray Industries, Inc. Hot melt adhesives from lactam copolyamides
US3940373A (en) * 1973-04-14 1976-02-24 Toray Industries, Inc. Copolyamide of caprolactam
US4194072A (en) * 1978-10-02 1980-03-18 Hooker Chemicals & Plastics Corp. Flame retardant nylon compositions
US4665135A (en) * 1984-06-29 1987-05-12 American Can Company Nylon blends and films made therefrom
US6413635B1 (en) 2000-07-25 2002-07-02 Solutia Inc. Elastic nylon yarns
IT201600083786A1 (it) * 2016-08-09 2018-02-09 Bibielle S P A Processo ed apparecchiatura per la produzione di fili BCF multifilamento a grosso titolo e testurizzazione tridimensionale, fili così ottenuti e loro applicazioni

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106062262B (zh) * 2014-02-26 2020-01-21 东丽株式会社 聚酰胺卷曲变形丝及使用了其的织物

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB973103A (en) * 1960-12-29 1964-10-21 Dow Chemical Co Foamable thermoplastic polymer granules,particles or beads and method of manufacture thereof
US3182100A (en) * 1960-07-21 1965-05-04 Berkley & Company Inc Monofilament polyamide fishline composition
US3322731A (en) * 1962-05-22 1967-05-30 Du Pont Interpolymers of caprolactam, hexamethylene diamine, adipic acid and sebacic acid
US3399108A (en) * 1965-06-18 1968-08-27 Du Pont Crimpable, composite nylon filament and fabric knitted therefrom
US3418199A (en) * 1964-10-01 1968-12-24 Du Pont Crimpable bicomponent nylon filament
US3434278A (en) * 1964-12-24 1969-03-25 Basf Ag Production of bulked yarn
US3500498A (en) * 1966-05-28 1970-03-17 Asahi Chemical Ind Apparatus for the manufacture of conjugated sheath-core type composite fibers
US3526571A (en) * 1965-12-01 1970-09-01 Kanebo Ltd Highly shrinkable polyamide fibres

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3182100A (en) * 1960-07-21 1965-05-04 Berkley & Company Inc Monofilament polyamide fishline composition
GB973103A (en) * 1960-12-29 1964-10-21 Dow Chemical Co Foamable thermoplastic polymer granules,particles or beads and method of manufacture thereof
US3322731A (en) * 1962-05-22 1967-05-30 Du Pont Interpolymers of caprolactam, hexamethylene diamine, adipic acid and sebacic acid
US3418199A (en) * 1964-10-01 1968-12-24 Du Pont Crimpable bicomponent nylon filament
US3434278A (en) * 1964-12-24 1969-03-25 Basf Ag Production of bulked yarn
US3399108A (en) * 1965-06-18 1968-08-27 Du Pont Crimpable, composite nylon filament and fabric knitted therefrom
US3526571A (en) * 1965-12-01 1970-09-01 Kanebo Ltd Highly shrinkable polyamide fibres
US3500498A (en) * 1966-05-28 1970-03-17 Asahi Chemical Ind Apparatus for the manufacture of conjugated sheath-core type composite fibers

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3901989A (en) * 1972-07-27 1975-08-26 Asahi Chemical Ind Composite filament
US3940373A (en) * 1973-04-14 1976-02-24 Toray Industries, Inc. Copolyamide of caprolactam
US3933762A (en) * 1973-06-27 1976-01-20 Toray Industries, Inc. Hot melt adhesives from lactam copolyamides
US4194072A (en) * 1978-10-02 1980-03-18 Hooker Chemicals & Plastics Corp. Flame retardant nylon compositions
US4665135A (en) * 1984-06-29 1987-05-12 American Can Company Nylon blends and films made therefrom
US6413635B1 (en) 2000-07-25 2002-07-02 Solutia Inc. Elastic nylon yarns
IT201600083786A1 (it) * 2016-08-09 2018-02-09 Bibielle S P A Processo ed apparecchiatura per la produzione di fili BCF multifilamento a grosso titolo e testurizzazione tridimensionale, fili così ottenuti e loro applicazioni
WO2018029577A1 (fr) * 2016-08-09 2018-02-15 Bibielle Spa Procédé et appareil de production de fils bcf multifilaments frisés gros titre et tridimensionnels, fils ainsi obtenus et leurs applications

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CH480460A (fr) 1969-10-31
GB1172045A (en) 1969-11-26

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