US3419653A - Prevention of filament twinning in dry spinning - Google Patents

Prevention of filament twinning in dry spinning Download PDF

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Publication number
US3419653A
US3419653A US423332A US42333265A US3419653A US 3419653 A US3419653 A US 3419653A US 423332 A US423332 A US 423332A US 42333265 A US42333265 A US 42333265A US 3419653 A US3419653 A US 3419653A
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United States
Prior art keywords
spinning
filaments
twinning
polysiloxane
polymer
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US423332A
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Inventor
Briggs Frederick Albert
Ketterer Charles Clifford
Sherbeck Leander Adair
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EIDP Inc
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EI Du Pont de Nemours and Co
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Priority to US423332A priority Critical patent/US3419653A/en
Priority to NL6517138A priority patent/NL6517138A/xx
Priority to GB314/66A priority patent/GB1090083A/en
Priority to FR44773A priority patent/FR1462790A/fr
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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
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • 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
    • D01D5/04—Dry 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
    • D01F1/10—Other agents for modifying properties

Definitions

  • This invention relates to the dry spinning of synthetic filaments.
  • it relates to the addition of certain silicones to spinning solutions in order to prevent twinning of the extruded filaments.
  • One method of increasing productivity in dry-spinning cells is to spin more filaments per cell. This may be accomplished by decreasing the distance between the orifices in the spinneret so that a great number of orifices are used within the cell. As the distance between the orifices is decreased, however, it is found that some of the filaments prematurely combine or twin in the cell. Twinning is defined as the premature combination of two or more filaments near the face of the spinneret. This effect is ot to be confused with coalescence, which is the deliberate combination of filaments to form a coalesced multifilament bundle.
  • Twinning of dry-spun filaments is undesirable, because it causes an unintentionally high filament denier, which in turn inhibits solvent removal and results in poor physical properties and sticking of spun yarn on packages.
  • a heat treatment of the yarn may overcome some of these ditficulties, a product having high denier variation along the length of the yarn is not avoided.
  • the problem of twinning may be avoided, when encountered, by increasing the hole spacing in the spinneret, but this restricts the number of holes which can be used in a spinning cell and thus lowers productivity.
  • This invention provides a method of using a greater number of spinneret holes without adverse effects during spinning, thereby improving the productivity in the dry spinning of yarns.
  • This invention also provides a method for improving the quality and uniformity of dry-spun yarn.
  • the advantages of the invention are attained in the dry spinning of filaments of a synthetic polymer from a solution containing said polymer dissolved in a solvent by discharging the solution into a spinning cell from a spinneret containing a plurality of orifices, simultaneously passing a stream of heated gas into the spinning cell to remove solvent, and collecting the filaments so obtained; the improvement, for reducing the tendency of the filaments to twin in the spinning cell, which comprises providing in said solution at least 0.05 by weight, based on said polymer, of a liquid polysiloxane having a viscosity from 1.5
  • centistokes to 60,000 centistokes at 25 C. and having a boiling point of at least 190 C. at atmospheric pressure.
  • the invention is particularly applicable to the dry spinning of essentially linear synthetic organic polymers of filament-forming molecular weight, especially to spandex polymers, acrylonitrile polymers, and polycarbonamides.
  • the invention relates to the dry spinning of spandex polymer by the steps of:
  • the spandex polymers useful in this invention are the segmented polyurethanes which are well known in the art and are generally prepared from hydroxyl-terminated prepolymers, such as hydroxyl-terminated polyethers and polyesters of low molecular weight, or mixtures thereof. Reaction of the prepolymer with a stoichiometric excess of diisocyanate produces an isocyanafe terminated material which may then be chain-extended with a compound containing active hydrogen, for example, water, hydrazine, organic diamines, glycols, amino alcohols, etc. Many segmented polyurethanes of thi s type are described in several patents. Among these are US. Patents 2,929,800, 2,929,801, 2,929,802, 2,929,804 2,957,852, 2,962,470, 2,999,839, 3,009,901, 3,071,557 and 3,097,192.
  • the acrylonitrile polymers useful. in this invention are homopolymers of acrylonitrile and 'copolymers thereof containing at least of acrylonitrile units.
  • Suitable comonomers are, for example, methyl acrylate, methyl methacrylate, vinyl acetate, methyl vinyl ketone, styrenesulfonic acid and its water-soluble salts.
  • Such acrylonitrile polymers are described in US. Patents 2,837,501 and 2,486,241.
  • polycarbonamide filaments are generally obtained by the process of melt spinning, polycarbonamide polymers may 'be dry spun from solution. In the dry spinning of polycarbonamide filaments, twinning is not usually encountered as a problem. Nevertheless, the process of this invention when applied to spinning solutions of polycarbonamide polymers, especially the wholly aromatic polycarbonamides, provides an increased rate of solvent removal from the extruded filaments and is therefore valuable in increasing productivity.
  • polycarbonamide polymers are described in US. Patent 3,068,188.
  • the polymers with which this invention may be used are considerably diverse, they have in common the property of solubility in certain solvents, in particular, the dialkylamides of the lower fatty acids.
  • solvents include N,N-dimethylformamide, N,N,-dimethylacetamide, N,Ndiethylpropionamide, etc.
  • Other inert solvents such as tetramethylene sulfone, N-methylpyrrolidone, and dimethyl sulfoxide, may also be used.
  • the presence of small amounts of an inorganic halide as for example described in U.S. Patent 3,068,188, are necessary to obtain adequate solubility.
  • the silicone agents which are useful in the practice of this invention are the polysiloxanes having viscosities between 1.5 centistokes and 60,000 centistokes at 25 C. and having boiling points of at least 190 C. at atmospheric pressure.
  • a preferred class of polysiloxanes consists essentially of recurring units of the structure wherein R represents hydrocarbon radicals, such as methyl, ethyl, butyl, and phenyl or lower alkoxy radicals such as methoxy and butoxy.
  • the radicals R may be the same or different.
  • the polysiloxanes are generally terminated with a group, although part of all of the methyl groups may be substituted by other alkyl groups, such as ethyl and propyl, by an aryl group, such as phenyl or by an alkoxy group, such as methoxy.
  • the terminal groups in the polydimethylsiloxanes are -Si(CH groups.
  • Another suitable polysiloxane is a block copolymer having the above general formula except that the R and the terminal groups may be substituted with up to 85% by weight of units derived from alkylene oxides of 1 to 4 carbons, e.g., ethylene oxide.
  • the polysiloxanes are formed by hydrolysis and condendsation of the organochlorosilanes, for example, dimethyldichlorosilane.
  • the well known linear polysiloxanes having methyl, ethyl, and/or phenyl substituents are obtained.
  • a more detailed description of the preparation and properties of these materials may be found in Chapter 7 of the book entitled Synthetic Lubricants, by R. C. Gunderson and A. W. Hart (1962).
  • the preparation of polysiloxanes containing up to 85% by weight of units derived from ethylene oxide or substituted ethylene oxides is taught by Bailey and OConnor in US. Patent 2,834,748.
  • silicones useful in this invention be substantially linear.
  • a polysiloxane existing in the form of cyclic chains may be used.
  • An example of such a material is the liquid, trifunctional polyamylsiloxane prepared by the hydrolysis and condensation of n-amyltrichlorosilane.
  • the hydrolysis is carried out in a medium comprised of isopropyl ether and water. Several washing steps are carried out, and the hydrolyzate is neutralized by refluxing with a mixture of sodium bicarbonate and water. The ether and water are removed, and the hydrolysis product is dissolved in toluene and refluxed with sodium hydroxide to efiect a further condensation-equilibration reaction.
  • polysiloxanes which are useful in the practice of this invention are polydimethylsiloxane having a molecular weight of 2,000 polydimethylsiloxane having a molecular weight of 1,000, polydimethylsiloxane having a molecular weight of 75,000-80,000, and block copolymers in which the silicone block is a polydimethylsiloxane and the organic block is a polyether derived from an alkylene oxide. All the abo e materials are commercially available.
  • polysiloxanes in which there is a multiplicity of alkoxy groups such as hexa- 2-ethylbutoxydisiloxane is useful in the practice of this invention.
  • the useful concentrations for the polysiloxanes in the practice of this invention range from 0.05% to about 15% by weight based on the polymer solids.
  • the upper limit is not critical and is dictated mainly 'by factors of economy.
  • the polysiloxanes are used in the range of concentrations from about 0.1% to about 6% by weight.
  • the preferred polysiloxanes for this invention are polydimethylsiloxanes having viscosities of 2 to 1,000 centistokes at 25 C. For use in spandex, these will advantageously have viscosities in the range of 825 and will be used at concentrations of about 0.3%.
  • the polysiloxane may be added by any convenient method to the spinning solution of polymer prior to extrusion.
  • the method chosen should, of course, ensure that the polysiloxane is evenly distributed throughout the spinning solution. It may be stirred directly into the spinning solution, or it may be incorporated in a finish which is added to the solution before spinning, i.e., the finish is cospun.
  • the polysiloxane may be first mixed with stabilizers, pigments, or other additives and then added to the spinning solution. Still another method for incorporatnig the polysiloxane occurs in the reclamation of waste yarn containing a polysiloxane-based finish.
  • the dissolving of waste yarn in a. spinning solution constitutes a satisfactory means for adding the polysiloxane, if sufiicient finish is present on the waste yarn to provide the amount of polysiloxane that is required.
  • this invention permits higher productivity in the spinning cell because it allows the spinneret holes to be placed more closely together without the occurrence of twinned filaments.
  • the dry spinning method is thus carried out with a spacing between orifices that would, in the absence of any added polysiloxane, be insufficient to prevent any substantial amount of filament twinning.
  • Example I it is possible to establish for a given spinning system a mathematical relationship between the quantity of added polysiloxane and the spacing between orifices. While any single relationship so established will be largely specific for a given polymer spun under certain process conditions, nevertheless it will be of significant value for a commercial operation since it is then possible to establish the most efiicient spacing between orifices with assurance that twinning will be consistently avoided.
  • h is the distance in millimeters between spinneret holes (center to center) and S is the concentration of polysiloxane in percent by weight based on the polymer being spun.
  • concentration of polysiloxane is preferably within the range from about 0.1% to about 6% by weight, and the preferred minimum distance between spinneret holes is given by the expression EXAMPLE II
  • To the spinning solution described in the second paragraph of Example I is added 0.3% by weight (based on spandex solids) of polydimethylsiloxane having a molecular weight of 2,000. The mixture is slowly agitated for three hours to ensure thorough mixing and is then introduced to the spinning cell under the conditions specified in Example I. The severe twinning noticed in the first part of Example I disappears.
  • polydimethylsiloxane having a molecular weight of 2,000 is added to the dispersion of titanium dioxide and 4,4'butylidenebis(fi-t-butyl-m-cresol) at a concentration of 0.3% and introduced with this dispersion into the polymer solution. Similar results, i.e., absence of twinned filaments, are obtained.
  • EXAMPLE III To the viscous polymer solution described in the first paragraph of Example I are added a slurry of titanium dioxide in dimethylacetamide, a. solution of poly(N,N-diethyl-B-aminocthyl methacrylate) in dimethylacetamide and a solution of 4,4-butylidene-bis(G-t-butyl-m-cresol) in dimethylacetamide, such that the final mixture contains 5 5%, and 1%, respectively, of each additive based on the spandex solids.
  • the polymer solution containing approximately 35% solids is spun in a dry-spinning cell under the conditions specified in Example I. It is observed that approximately 20% of the total filaments are twinned.
  • a spinning solution of spandex polymer is prepared as described in Example I except that in place of the m-xylylenediamine of that example there is used an equivalent amount of hydrazine hydrate.
  • the final polymer solution contains about 35% of spandex solids.
  • the spinning solution is spun through a spinneret containing holes each 0.11 millimeter (0.0034 inch) in diameter, spaced 2.6 millimeters (0.102 inch) apart on a circle 66 millimeters (2.6 inches) in diameter.
  • the filaments are coalesced to a single multifilament thread at a point: about 1.5 meters from the exit of the cell by means of a jet twister, according to the process described in Smith US. 3,094,374. After a steady state in the spinning cell has been attained, observationof the filaments in the vicinity of the spinneret shows that about 30% of the filaments are twinned.
  • EXAMPLE V A solution containing about 32% by weight of an acrylic polymer which contains 03.6 polymerized units of acrylonitrile, 6.0% polymerized units of methyl acrylate, and 0.4% polymerized units of sodium styrene sulfonate is spun into a dry-spinning cell through a spinneret containing 80 holes in two segments of 40 holes each. The holes are 0.2 millimeter (0.008 inch) in diameter, spaced 1.5 millimeters (0.060 inch) apart on a circle 43 millimeters 1% inches) in diameter.
  • the temperature of of the spinning solution is C.
  • the cell is heated to 200 C. and the cocurrent aspiration gas is heated to 335 C. After a steady state in the spinning cell is attained, visual inspection of 12 filaments in the region below the spinneret shows that about 10 of the 12 filaments are twinned.
  • EXAMPLE VI Polydimethylsiloxane having a molecular weight of 2,000 is added to a solution of 19.8% poly(m-phenylene isophthalamide) in dimethylacetamide containing 45% calcium chloride based on the polyamide, such that the mixture contains 1.7% by weight of polysiloxane based on the polyamide.
  • the polyamide, having an inherent viscosity of 1.56, is prepared substantially as described in Example XIV of U.S. Patent 3,063,966. The mixture is spun under standard conditions in a dry-spinning cell through a spinneret the orifices of which are spaced one millimeter apart. No twinning of filaments is observed.
  • Example I is repeated with similar results using a spinning solution temperature of 65 C.
  • EXAMPLE VIII To the viscous polymer solution described in the first paragraph of Example I are added a slurry of titanium dioxide in dimethylacetamide, and solutions of poly (N,N- diethyl-fi-aminoethyl methacrylate), 1,3,5-trimethyl-2,4, 6-tris(3,5-di-tbutyl-4-hydroxybenzyl)-benzene and 2-(2'- hydroxy-S-t-butylphenyl) 5 chlorobenzotriazole in dimethylacetamide, such that the final mixture contains 5%, 3%, 1% and 0.5% of each additive based on the spandex solids.
  • the polymer solution containing approximately 37% solids is spun in a dry-spinning cell under the conditions specified in Example I. It is observed that approximately 11% of the total filament are twinned.
  • Example X To the polymer solution described in the first paragraph of Example I is added 1.0% by weight (based on spandex solids) of a polybutoxy polysiloxane. The mixture is slowly agitated for three hours to ensure thorough mixing and is then introduced to the spinning cell under the conditions specified in Example I. The severe twinning which occurs without the additive disappears.
  • the polybutoxy polysiloxane employed in this example has a molecular weight of 802, a boiling point in excess of 200 C. at 1 mm. Hg, and a viscosity at 37.8 C. of 16.5 centistokes.
  • Example XI To the polymer solution described in the first paragraph of Example I is added 0.9% by weight (based on spandex solids) of a block copolymer of polydimethylsiloxane and polyethylene oxide which has a viscosity of 1100 centistokes at 25 C. The mixture is slowly agitated for three hours to ensure adequate mixing and is then spun as specified in Example I. The severe twinning which had occurred without the additive disappears.
  • polymer is selected from the group consisting of spandex polymers, acrylonitrile polymers, and polycarbonamides.
  • Dry spinning method comprising the steps of:
  • spandex polymer is a polyetherpolyurethane

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Artificial Filaments (AREA)
US423332A 1965-01-04 1965-01-04 Prevention of filament twinning in dry spinning Expired - Lifetime US3419653A (en)

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Application Number Priority Date Filing Date Title
US423332A US3419653A (en) 1965-01-04 1965-01-04 Prevention of filament twinning in dry spinning
NL6517138A NL6517138A (OSRAM) 1965-01-04 1965-12-30
GB314/66A GB1090083A (en) 1965-01-04 1966-01-04 Dry spinning synthetic polymer filaments
FR44773A FR1462790A (fr) 1965-01-04 1966-01-04 Perfectionnements apportés au filage à sec de filaments de matières polymères synthétiques

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3491048A (en) * 1967-09-11 1970-01-20 Donald E Sargent Silicone oil modified oxymethylene polymer
US3548047A (en) * 1967-02-23 1970-12-15 Union Carbide Corp Lubrication of spandex yarns
US3899563A (en) * 1971-12-06 1975-08-12 Allied Chem Synthetic fibers having improved soil and stain repellency
US4118345A (en) * 1977-01-18 1978-10-03 The Polymer Corporation Recovery of polyacetal resins
US5240665A (en) * 1991-12-31 1993-08-31 Eastman Kodak Company Process of making cellulose acetate fibers from spinning solutions containing metal oxide precursor
WO2018022152A1 (en) * 2016-07-29 2018-02-01 Invista North America S.A R.L. Silicone oil elimination from spandex polymer spinning solutions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE1003680A5 (nl) * 1990-02-07 1992-05-19 Polyost N V Werkwijze voor het inwendig siliconiseren van kunstvezels en inwendig gesiliconiseerde kunstvezels volgens deze werkwijze vervaardigd.

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2811497A (en) * 1955-04-25 1957-10-29 Chemstrand Corp Solutions of synthetic clinear condensation polymers in dimethylsulfone and process for making same
US2929804A (en) * 1955-01-31 1960-03-22 Du Pont Elastic filaments of linear segmented polymers
US2951053A (en) * 1955-02-17 1960-08-30 Mobay Chemical Corp Elastic polyurethane composition and method for making same
US2985545A (en) * 1958-03-26 1961-05-23 Gen Electric Method of rendering cellulosic material non-adherent and article produced thereby
US3039895A (en) * 1960-03-29 1962-06-19 Du Pont Textile
GB936880A (en) * 1961-06-06 1963-09-18 Ici Ltd Improvements in the lubrication of synthetic filaments
US3193516A (en) * 1961-01-30 1965-07-06 Ici Ltd Melt spinning process
US3253506A (en) * 1963-07-29 1966-05-31 Alvin M Marks Stable, stretch-oriented, light polarizing polymeric film
US3296063A (en) * 1963-11-12 1967-01-03 Du Pont Synthetic elastomeric lubricated filament

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2929804A (en) * 1955-01-31 1960-03-22 Du Pont Elastic filaments of linear segmented polymers
US2951053A (en) * 1955-02-17 1960-08-30 Mobay Chemical Corp Elastic polyurethane composition and method for making same
US2811497A (en) * 1955-04-25 1957-10-29 Chemstrand Corp Solutions of synthetic clinear condensation polymers in dimethylsulfone and process for making same
US2985545A (en) * 1958-03-26 1961-05-23 Gen Electric Method of rendering cellulosic material non-adherent and article produced thereby
US3039895A (en) * 1960-03-29 1962-06-19 Du Pont Textile
US3193516A (en) * 1961-01-30 1965-07-06 Ici Ltd Melt spinning process
GB936880A (en) * 1961-06-06 1963-09-18 Ici Ltd Improvements in the lubrication of synthetic filaments
US3253506A (en) * 1963-07-29 1966-05-31 Alvin M Marks Stable, stretch-oriented, light polarizing polymeric film
US3296063A (en) * 1963-11-12 1967-01-03 Du Pont Synthetic elastomeric lubricated filament

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3548047A (en) * 1967-02-23 1970-12-15 Union Carbide Corp Lubrication of spandex yarns
US3491048A (en) * 1967-09-11 1970-01-20 Donald E Sargent Silicone oil modified oxymethylene polymer
US3899563A (en) * 1971-12-06 1975-08-12 Allied Chem Synthetic fibers having improved soil and stain repellency
US4118345A (en) * 1977-01-18 1978-10-03 The Polymer Corporation Recovery of polyacetal resins
US5240665A (en) * 1991-12-31 1993-08-31 Eastman Kodak Company Process of making cellulose acetate fibers from spinning solutions containing metal oxide precursor
WO2018022152A1 (en) * 2016-07-29 2018-02-01 Invista North America S.A R.L. Silicone oil elimination from spandex polymer spinning solutions
CN109689952A (zh) * 2016-07-29 2019-04-26 服饰与高级纺织英国有限公司 从斯潘德克斯聚合物纺丝溶液消除硅油
JP2019523351A (ja) * 2016-07-29 2019-08-22 エイアンドエイティー ユーケー リミテッド スパンデックス紡糸溶液からのシリコーン油の除去
US11613827B2 (en) 2016-07-29 2023-03-28 The Lycra Company Llc Silicone oil elimination from spandex polymer spinning solutions

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Publication number Publication date
FR1462790A (fr) 1966-12-16
NL6517138A (OSRAM) 1966-07-05
GB1090083A (en) 1967-11-08

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