US3477899A - Bifilar polyamide yarns and filaments - Google Patents

Bifilar polyamide yarns and filaments Download PDF

Info

Publication number
US3477899A
US3477899A US456827A US45682765A US3477899A US 3477899 A US3477899 A US 3477899A US 456827 A US456827 A US 456827A US 45682765 A US45682765 A US 45682765A US 3477899 A US3477899 A US 3477899A
Authority
US
United States
Prior art keywords
bifilar
crimp
polyamide
threads
acid
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.)
Expired - Lifetime
Application number
US456827A
Other languages
English (en)
Inventor
Harry Kubitzek
Otto Unger
Gunter Nawrath
Alfred Reichle
Gunther Nischk
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.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Application granted granted Critical
Publication of US3477899A publication Critical patent/US3477899A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F8/00Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/12Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyamide as constituent
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/42Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01DMECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00Formation of filaments, threads, or the like
    • D01D5/22Formation of filaments, threads, or the like with a crimped or curled structure; with a special structure to simulate wool
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01DMECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00Formation of filaments, threads, or the like
    • D01D5/28Formation of filaments, threads, or the like while mixing different spinning solutions or melts during the spinning operation; Spinnerette packs therefor
    • D01D5/30Conjugate filaments; Spinnerette packs therefor
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S57/00Textiles: spinning, twisting, and twining
    • Y10S57/905Bicomponent material
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2922Nonlinear [e.g., crimped, coiled, etc.]
    • Y10T428/2924Composite
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2933Coated or with bond, impregnation or core
    • Y10T428/2964Artificial fiber or filament
    • Y10T428/2967Synthetic resin or polymer
    • Y10T428/2969Polyamide, polyimide or polyester

Definitions

  • R represents alkylene or alkene
  • y is a whole number of from 0 to 3
  • x is a whole number of from 2 to 12 and Me is hydrogen or an alkali metal;
  • SOaMe SOaMe wherein R is alkylene or alkene, y is a whole number of from O to 3, x is a whole number of from 2 to 12, stretching the resulting bifilar yarn and subjecting the resultant stretched bifilar yarn to a heat treatment.
  • This invention relate to polyamide yarns, filaments, fibres and threads having a wool-like crimp and to a process for the production of these polyamide yarns.
  • polyamides of uniform composition for example condensation products of ammonium salts of dicarboxylic acids with diamines or corresponding products obtained with e-am-inocaproic acids, and polymerization products of higher membered lactams spun on their own as monofils or multifils do not have any crimp in the threads or fibres even if they have been subjected to a heat treatment e.g. with hot air.
  • a crimp can be imparted to these threads or fibres only by mechanical infiuences such as compression crimping. This type of crimp ing is not stable under severe mechanical stresses because once pulled out it is not reversible.
  • An object of this invention is to provide a process for preparing polyamide yarns, fibres and threads having a wool-like crimp in which polyamides containing aryl sulphonie acid groups are spun with other polyamides to form a composite bifilar thread. After stretching, heating in water or steam and drying, threads or fibres are obtained which assume a helicat crimp, of wool-like character. By this process it is possible to spin a two-component filament composed of an only slightly modified polyamide and its unmodified counterpart in order to obtain crimped, wool-like threads or fibres.
  • the polyamides containing aryl sulphonic acid groups are obtained by reacting 4:4-diamino-2:2-diphenyl-disulphonic acid or 4:4'-diamino-2:2-diphenyl-alkanedisulphonic acids of the formula I SO Me SOaMe in which R denotes a CH group or an alkene group which may be substituted, y denotes the numbers 0 to 3 and Me denotes hydrogen or an alkali metal, with approximately equivalent quantities of alkylene dicarboxylic acids or their alkali metal salts in quantities of up to 20% by weight of polyamide-forming starting materials such as lactams or salts of diamines and dicarboxylic acids, and spinning the resulting polyamides from the melt to form fibres or threads.
  • diaminosulphonic acids suitable for the process of the invention are 4:4'-diamino-2:2'-diphenyldisulphonic acid, 4:4'-diamino-2:2'dibenzyl-disulphonic acid, 4:4'-diamino-2:2-diphenyl-propanedisulphonic acid.
  • These compounds are present as internal ammonium salts.
  • these internal ammonium salts are either used together with dialkali metal salts of dicarboxylic acids or the internal ammonium salts of sulphonic acid are converted into the corresponding alkali metal salts and condensed in the presence of the free dicarboxylic acid.
  • dicarboxylic acids or their corresponding alkali metal salts examples include succinic acid, adipic acid, suberic acid and sebacic acid.
  • the diamines containing sulpho groups should preferably be used with the equivalent quantity of dicarboxylic acid or its alkali metal salts.
  • SOaMe SOaMe wherein R denotes a CH group or an alkene group which may be substituted, y denotes the numbers 0-3, x. denotes the whole number from 2 to 12 and Me denotes hydrogen or an alkali metal, should be contained in the polyamide chain.
  • a suitably modified type of polyamide with a non-modified polyamide of a ditterent composition to form a bifilar thread.
  • suitable combinations include the polyamide of hexamethylenediamine and sebacic acid spun with the modified polyamide of caprolactam, which polyamide contains sulphonic acid groups.
  • the bifilar compound thread is obtained by separately melting the resulting modified polyamide components and the non-modified polyamides and spinning the two together at temperatures between 250 to 300 C., preferably 265 to 285 C., in such a manner that the two components adhere together over the whole length of the threads.
  • the resulting bifilar compound threads are then stretched at room or elevated temperature.
  • the stretching temperature depends on the composition of the polyamides and is normally between and 140 C.
  • the threads are then subjected to a heat treatment with water at temperatures of about 60 to 120 C., the presence of a crimp in the threads being indicated even while the threads are still moist by the different shrinkage on boiling.
  • the heat treatment may be carried out with hot water or steam.
  • the intensity of the crimp already indicated depends not only on the shrinkage on boiling but also on the difference between the hydrophilic properties of the two polyamides in the spun bifilar.
  • the hydrophilic part of the bifilar thread shrinks to a much greater extent so that an extremely intense and uniform threedimensional crimp is obtained in this way and a woollike character is imparted to the product. If these threads are placed in cold or warm water, the more hydrophilic part of the bifilar thread takes up considerably more moisture than the hydrophobic part, the crimp being thereby caused to disappear to a greater or less extent, but the thread reverts almost completely to its original crimped state when dried again. This process can be repeated as often as desired without any loss in the original crimp effect, not even any loss in the intensity of the effect. Even if the shrinkage on boiling is eliminated by excessive overstretching, the original crimp can be completely recovered on heating in warm water, i.e. the crimped effect is in all cases reversible.
  • Hot air produces a crimp if the stretched bifilar threads are heat treated, but this crimp is not removed by treatment with water. If threads treated in this way are in addition introduced into hot water, the reversible crimp released by hot water is added to the crimp already present.
  • the bifilar fibres produced by this method can very easily be dyed with basic dyestuffs and are themselves very fast to light.
  • EXAMPLE 1 Unmodified poly (e-aminocaproic acid) whose 1% solution in m-cresol had a relative solution viscosity of 2.7 at C. and a poly (e-aminocaproic acid) modified with 5% of the structural unit;
  • EXAMPLE 2 A multifilar compound thread was produced as in Example 1, the proportions of the two components discharged being 1 part by weight of unmodified and 2 parts by weight of modified poly (e-aminocaproic acid).
  • EXAMPLE 3 Bifilar compound threads were spun from the components according to Example 1, at a spinning temperature of 280 C. and a rate of 400 m./min. After being stretched ing the ratio of 1:4 between plates heated to 20 to 180 C., the compound threads had individual titres of 15 den. The two components were discharged in the proportion of 1: 1.
  • the spiral crimp developed according to Example 1 had a lower crimp number (number of convolutions per cm.) than the 5 den thread of Example 1, and a larger diameter of the crimp spiral.
  • a bifilar yarn having a wool-like crimp consisting essentially of (1) a polyamide component selected from the group consisting of polycaprolactam and polyaminocaproic acid and (2) a modified polyamide component selected from the group consisting of modified polycaprolactam and modified polyaminocaproic acid containing as the modifying moiety 0.5 to 20% based on the polyamide forming starting materials, of the moiety having the formula:
  • a bifilar yarn according to claim 1 wherein said sulfonic acid group moiety has the formula:

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
  • Multicomponent Fibers (AREA)
  • Artificial Filaments (AREA)
US456827A 1964-06-25 1965-05-18 Bifilar polyamide yarns and filaments Expired - Lifetime US3477899A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0043260 1964-06-25

Publications (1)

Publication Number Publication Date
US3477899A true US3477899A (en) 1969-11-11

Family

ID=7099467

Family Applications (1)

Application Number Title Priority Date Filing Date
US456827A Expired - Lifetime US3477899A (en) 1964-06-25 1965-05-18 Bifilar polyamide yarns and filaments

Country Status (9)

Country Link
US (1) US3477899A (de)
AT (1) AT261797B (de)
BE (1) BE665506A (de)
CH (1) CH465134A (de)
DE (1) DE1250964B (de)
FR (1) FR1439411A (de)
GB (1) GB1097495A (de)
NL (1) NL6508052A (de)
SE (1) SE315358B (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3676525A (en) * 1970-04-13 1972-07-11 Bayer Ag High molecular weight aromatic polyamides having an affinity for basic dyes
US3846532A (en) * 1969-01-29 1974-11-05 Bayer Ag Continuous spinning and stretching process of the production of polyamide-6 filaments
USB279583I5 (de) * 1972-08-10 1975-01-28
US3898200A (en) * 1972-09-06 1975-08-05 Allied Chem Cationic dyeable polyamide of improved physical properties

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2989798A (en) * 1955-06-30 1961-06-27 Du Pont Filaments of improved dye-receptivity
US3039990A (en) * 1959-10-19 1962-06-19 Monsanto Chemicals Interpolyamides and process for preparing same
US3182100A (en) * 1960-07-21 1965-05-04 Berkley & Company Inc Monofilament polyamide fishline composition
US3216965A (en) * 1962-03-29 1965-11-09 Celanese Corp Blend of a polyterephthalamide and a lower melting polyamide for improved dye receptivity
US3225534A (en) * 1961-03-31 1965-12-28 Du Pont Differential shrinkage yarn
US3328484A (en) * 1963-01-03 1967-06-27 Rhodiaceta Polypropylene or polyester compositions of improved dyeability containing a linear polyamide and a linear sulfonated polyamide

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2989798A (en) * 1955-06-30 1961-06-27 Du Pont Filaments of improved dye-receptivity
US3039990A (en) * 1959-10-19 1962-06-19 Monsanto Chemicals Interpolyamides and process for preparing same
US3182100A (en) * 1960-07-21 1965-05-04 Berkley & Company Inc Monofilament polyamide fishline composition
US3225534A (en) * 1961-03-31 1965-12-28 Du Pont Differential shrinkage yarn
US3216965A (en) * 1962-03-29 1965-11-09 Celanese Corp Blend of a polyterephthalamide and a lower melting polyamide for improved dye receptivity
US3328484A (en) * 1963-01-03 1967-06-27 Rhodiaceta Polypropylene or polyester compositions of improved dyeability containing a linear polyamide and a linear sulfonated polyamide

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3846532A (en) * 1969-01-29 1974-11-05 Bayer Ag Continuous spinning and stretching process of the production of polyamide-6 filaments
US3676525A (en) * 1970-04-13 1972-07-11 Bayer Ag High molecular weight aromatic polyamides having an affinity for basic dyes
USRE28314E (en) * 1970-04-13 1975-01-21 Bayer Ag Search room
USB279583I5 (de) * 1972-08-10 1975-01-28
US3923749A (en) * 1972-08-10 1975-12-02 Rohm & Haas Polymerization of caprolactam
US3898200A (en) * 1972-09-06 1975-08-05 Allied Chem Cationic dyeable polyamide of improved physical properties

Also Published As

Publication number Publication date
BE665506A (de) 1965-10-18
GB1097495A (en) 1968-01-03
CH465134A (de) 1968-11-15
NL6508052A (de) 1965-12-27
FR1439411A (fr) 1966-05-20
AT261797B (de) 1968-05-10
DE1250964B (de) 1967-09-28
SE315358B (de) 1969-09-29

Similar Documents

Publication Publication Date Title
US2157117A (en) Steam treatment of polyamides
US2130948A (en) Synthetic fiber
US2197896A (en) Artificial wool
US3184436A (en) Polycarbonamides of improved dye affinity having the benzene sulfonic acid salt moiety as an integral part of the polymer chain
US2217113A (en) Synthetic wool
US2071253A (en) Linear condensation polymers
CN109957856B (zh) 一种并列复合纤维及其制备方法
US2177637A (en) Polymeric material
SU1715209A3 (ru) Способ получени термостойких волокон
GB805033A (en) Composite synthetic artificial filaments
US2287099A (en) Artificial wool
US2389655A (en) Polyamide articles
US2339237A (en) Blended polyamides
US3397107A (en) Composite polyamide filaments with improved potential crimpability and method of making the same
US4066396A (en) Dyeing dry-spun aromatic polyamides
US4059403A (en) Process for dyeing wet-spun aromatic polyamides in gel form
US3696074A (en) Copolyamide from (a) dodecamethylene diamine,(b) hexamethylene diamine,(c) terephthalic acid and (d) adipic acid
US2360406A (en) Manufacture of artificial filaments, films, and like materials
US3264390A (en) Process for preparing multifilament yarns
US3477899A (en) Bifilar polyamide yarns and filaments
RU1782253C (ru) Способ получени волокон
EP0018523A1 (de) Kern-Mantel-Fasern aus aromatischen Polyamiden und Verfahren zu deren Herstellung
US3556927A (en) Compound filament of two polymers with different shrinkage capacities
US3505165A (en) Bifilar polyamide yarns and filaments
US3089749A (en) Production of artificial threads