EP0643159A1 - Procédé pour la fabrication de fibres d'élastane contenant une combinaison de polyméthylsiloxane et polyméthylsiloxane éthoxylé - Google Patents

Procédé pour la fabrication de fibres d'élastane contenant une combinaison de polyméthylsiloxane et polyméthylsiloxane éthoxylé Download PDF

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Publication number
EP0643159A1
EP0643159A1 EP94113440A EP94113440A EP0643159A1 EP 0643159 A1 EP0643159 A1 EP 0643159A1 EP 94113440 A EP94113440 A EP 94113440A EP 94113440 A EP94113440 A EP 94113440A EP 0643159 A1 EP0643159 A1 EP 0643159A1
Authority
EP
European Patent Office
Prior art keywords
spinning
weight
polydimethylsiloxane
process according
fibers
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.)
Granted
Application number
EP94113440A
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German (de)
English (en)
Other versions
EP0643159B1 (fr
Inventor
Michael Dr. Kausch
Karl-Heinz Dr. Wolf
Wolfgang Dipl.-Ing. Klein
Konrad Dipl.-Ing. Schmitz
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
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Bayer AG
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Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0643159A1 publication Critical patent/EP0643159A1/fr
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Publication of EP0643159B1 publication Critical patent/EP0643159B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
    • 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
    • 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
    • Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]
    • 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

Definitions

  • the invention relates to a spinning process, in particular a dry spinning process, for producing elastane fibers, in which the elastane spinning solution contains 0.8 to 2% by weight of polydimethylsiloxane with a viscosity of 50 to 300 cSt and 0.2 to 0.6% by weight before spinning. -% ethoxylated polydimethylsiloxane with a viscosity of 20 to 150 cSt can be added.
  • Elastane fibers are fibers that consist of at least 85% by weight of segmented polyurethanes.
  • the elastic and mechanical properties of such fibers are achieved by using, for example, polyurea polyurethanes made from aromatic diisocyanates to produce the elastane fibers.
  • Such elastanes are usually produced by spinning solutions using the wet spinning or preferably the dry spinning method.
  • Suitable solvents in both processes are polar solvents, e.g. Dimethyl sulfoxide, N-methylpyrrolidone, dimethylformamide and preferably dimethylacetamide.
  • the object of this invention is to provide improved elastane fibers which, after processing on warp knitting machines in dyed and finished textile fabrics, produce a significantly lower streakiness without impairing the processability in the intermediate steps required for the manufacture of the goods.
  • Eo ethylene oxide and Z is either hydrogen or a C1-C6 alkyl radical.
  • x, y and m are integers greater than or equal to 1, which are preferably chosen so that formula (I) does not exceed the molecular weight of 4,000.
  • Products of this type are manufactured, for example, by Union Carbide under the trade name Silwet®.
  • Particularly suitable for the use according to the invention are those types which have a viscosity of 20 and 150 cSt and a molecular weight of approximately 600 to 4000. Unless expressly stated otherwise, all molecular weight data relate to the number average (M n ).
  • PDMS polydimethylsiloxane
  • DE-A-3 912 510 which describes the production of elastanes by a special spinning process, namely a dry spinning process for the production of coarse titer elastane fibers with the introduction of superheated steam.
  • Silicone oils are mentioned among other possible additives as flow improvers.
  • U.S. Patent 4,973,647 also mentions silicone oil spinning. None in the document says anything about the effects of the oil after further processing. There is no mention of a special combination of oils with certain properties.
  • the polyurea polyurethanes are produced by methods known per se.
  • the synthetic structure of the fiber raw materials according to the prepolymer process has proven particularly useful, with a long-chain diol in the solvent or in the melt being reacted with a diisocyanate to form a prepolymer in the first process step in such a way that the reaction product contains isocyanate end groups.
  • Polyester diols and polyether diols are preferred as diols. Mixtures of polyester and polyether diols are also suitable.
  • the diols generally have a molecular weight of 1000 to 6000.
  • Suitable polyester diols are, for example, dicarboxylic acid polyesters which can contain both several different alcohols and several different carboxylic acids.
  • Mixed polyesters of adipic acid, hexanediol and neopentyl glycol in a molar ratio of 1: 0.7: 0.43 are particularly suitable.
  • Suitable polyesters preferably have a molecular weight of 1000 to 4000.
  • Suitable polyether diols are e.g. Polytetramethylene oxide diols, preferably with molecular weights from 1000 to 2000.
  • Polyester or / and polyether diols can also be used in combination with diols which contain tertiary amino groups.
  • N-alkyl-N, N-bis-hydroxyalkylamines are particularly suitable.
  • the customary aromatic diisocyanates are optionally used in a mixture with small proportions of aliphatic diisocyanates. Particularly useful results are obtained with the following diisocyanates: 2,4-tolylene diisocyanate and corresponding isomer mixtures, also 4,4'-diphenylmethane diisocyanate or corresponding isomer mixtures. It is of course possible to use mixtures of aromatic diisocyanates.
  • Another embodiment of the synthesis of elastane raw materials according to the invention consists in mixing polyester and polyether polyurethane prepolymers and then converting them into polyurea polyurethanes in a known manner.
  • the mixing ratio of polyester and polyether diols which is favorable for the respective technical purpose, can easily be determined by preliminary tests.
  • the desired urea groups are introduced into the macromolecules through a chain extension reaction.
  • the macro-diisocyanates synthesized in the prepolymer stage are usually reacted in solution with diamines.
  • Suitable diamines are e.g. Ethylene diamine, tetramethylene diamine, 1,3-cyclohexane diamine, isophorone diamine and mixtures of these diamines.
  • monoamines e.g. Diethylamine or dibutylamine
  • the chain extension itself can be carried out using CO2 as a retardant.
  • a mixture of polyester and polyether polyurethane ureas can also be carried out after the elastane synthesis has been completed.
  • the reactions described are usually carried out in an inert polar solvent such as dimethylacetamide, dimethylformamide or the like.
  • the silicone oils are introduced by the process according to the invention in concentrations of 0.8 to 2% by weight, based on the polydimethylsiloxane or 0.2 to 0.6% by weight, based on the ethoxylated polydimethylsiloxane.
  • the weight ratio of PDMS to ethoxylated PDMS in the finished phase is preferably from 1: 1 to 5: 1.
  • the concentration data mean the oil content in the finished spun elastane filament.
  • the oils are introduced using a master batch in which the oils are dispersed in the solvent together with other spinning aids, such as, for example, a non-stick agent, for example dimethylacetamide. This master batch is then mixed into the spinning solution using a static or other mixer.
  • the concentration of both silicone oils together in the base batch is preferably from 15 to 22% by weight.
  • the elastane filaments are then produced from the spinning solution obtained by the wet spinning or dry spinning process, preferably the dry spinning process.
  • Fibers produced by the method according to the invention preferably have a single titer of 10 to 160 dtex.
  • Multifilament fibers consisting of 3 to 5 coalesced individual capillaries are particularly preferred. They preferably have a titer of approximately 33 to 55 dtex.
  • the fibers After leaving the spinning shaft, the fibers can be provided with a conventional external preparation, which ensures processing in the subsequent warping and knitting processes.
  • the elastane fibers obtainable by the process according to the invention are a further subject of the invention.
  • test method described below was used to show that the elastane threads produced according to the invention bring about a significantly better uniformity of the knitted flat fabric than those which were produced by a standard method.
  • 1340 threads of diter 45 are tied on an elastane warping machine (type DSE 50/30 from Karl Mayer, Oberhausen) with a pre-stretching of 156% and a final stretching of 40% on two part warp beams (TKBs).
  • elastane warping machine type DSE 50/30 from Karl Mayer, Oberhausen
  • an elastic warp knit fabric is made from these partial warp beams together with two TKBs made of polyamide dtex 44/10 from SNIA.
  • a warp knitting machine of the type HKS 2 / E 32 (from Karl Mayer, Oberhausen) used.
  • the thread run-in values are 59.0 cm for the elastane and 160.0 cm for the polyamide.
  • the warp-knitted fabric produced in this way is then relaxed on a steaming table with a vibration device, the differences in stitch density and fabric width contained in the raw fabric being largely compensated for.
  • hot air fixation is carried out on a tensioning frame in the non-prewashed state for 40 seconds at 195 ° C. and an advance of 8%.
  • the fixing width is 100 cm.
  • the fixed goods are cold wound on perforated dyeing trees.
  • the assessment of the optical uniformity is carried out by an optical inspection of the finished dyed goods both in transmitted light and in reflected light and is assessed using a grading scale (test grade), which ranges from 1 to 9. This grading scale is valid for all elastane finenesses. Grades from 1 to 3 can only be achieved with coarser titles (> dtex 80). For the dtex 45 described here, grade 4 represents a very even product, grade 5 only corresponds to good uniformity, grade 6 corresponds to a satisfactory uniformity, which is still excellent.
  • the knitwear was made from an elastane polymer made from a 2000 molecular weight polyester diol consisting of adipic acid, hexanediol and neopentyl glycol, capped with methylene bis (4-phenyl diisocyanate) ("MDI") and then capped with chain extension of a mixture of ethylenediamine (EDA) and diethylamine (DEA).
  • MDI methylene bis (4-phenyl diisocyanate
  • the elastane polymer for each of the examples was made using essentially the same procedure.
  • the molecular weight of the polymer was adjusted so that a viscosity of 70 Pa.s / 25 ° C and an inherent viscosity ⁇ inh. of 1.4 dl / g resulted.
  • HDI hexamethylene diisocyanate
  • the chain extension was carried out as follows: 100 parts of the capped polymer were cooled down to 20 ° C. and then this solution was diluted with 59.85 parts by weight of DMAC. This solution was then mixed intensively in a continuous reactor with a mixture of 1.23 parts by weight of EDA, 0.08 parts by weight of DEA and 60.72 parts by weight of DMAC, so that a spinning solution of polyurethane-urea in DMAC with a solids content of approx. 30% and a viscosity of 50 Pa.s / 50 ° C with an inherent viscosity ⁇ inh. of 1.4 dl / g.
  • This stock batch consisted of 58.72 parts by weight of DMAC, 10.32 parts by weight of Cyanox® 1790 (American Cyanamid; stabilizer), 5.16 parts by weight of Tinuvin® 622 (Ciba Geigy; stabilizer), 25.80 parts by weight of 30% spinning solution and 0.009 part by weight of the dye Makrolexviolett® B (Bayer AG).
  • This stock batch was metered into the spinning solution in such a way that the content of Cyanox® 1790 in the finished thread was 1% by weight and the content in Tinuvin® 622 was 0.5% by weight, based on the solids of the fiber polymer.
  • a second stock batch was mixed into this spinning solution, consisting of 30.94 parts by weight of titanium dioxide type RKB 2 (Bayer AG), 44.52 parts by weight of dimethylacetamide and 24.53 parts by weight of 22% spinning solution, in such a way that a titanium dioxide content of 0.05% by weight, based on the polyurethane-urea polymer, resulted in the finished thread.
  • Table 1 Improvement of optical uniformity according to the invention example Number of exams Test grade (average) Remarks 1 12th 5.04 According to the invention, viscosity of the PDMS: 100 cSt 2nd 10th 5.80 Comparison, without spun PDMS
  • the spinning solution was also dry spun by means of spinnerets in a spinning apparatus of 10 m in length to filaments with a titer of 11 dtex, 4 individual filaments each being combined into coalesced filament yarns of 44 dtex, which were combined with 500 m / min were wound up.
  • Table 3 Improvement of the optical uniformity according to the invention compared to spinning not according to the invention example Number of exams Test grade (average) Remarks 5 1 4.83
  • viscosity of the PDMS 300 cSt 6 3rd 5.25
  • viscosity of the PDMS 100 cSt but concentration reduced to 0.75% 7 1 4.50
  • viscosity of the PDMS 100 cSt but concentration increased to 1.5% 8th 3rd 5.58

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP94113440A 1993-09-10 1994-08-29 Procédé pour la fabrication de fibres d'élastane contenant une combinaison de polyméthylsiloxane et polyméthylsiloxane éthoxylé Expired - Lifetime EP0643159B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4330725 1993-09-10
DE4330725A DE4330725A1 (de) 1993-09-10 1993-09-10 Verfahren zur Herstellung von Elastanfasern durch Einspinnen einer Kombination von PDMS und ethoxyliertem PDMS

Publications (2)

Publication Number Publication Date
EP0643159A1 true EP0643159A1 (fr) 1995-03-15
EP0643159B1 EP0643159B1 (fr) 1998-11-11

Family

ID=6497381

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Application Number Title Priority Date Filing Date
EP94113440A Expired - Lifetime EP0643159B1 (fr) 1993-09-10 1994-08-29 Procédé pour la fabrication de fibres d'élastane contenant une combinaison de polyméthylsiloxane et polyméthylsiloxane éthoxylé

Country Status (5)

Country Link
US (2) US6123885A (fr)
EP (1) EP0643159B1 (fr)
JP (1) JP3507907B2 (fr)
CA (1) CA2131581C (fr)
DE (2) DE4330725A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions
EP1431429A1 (fr) * 2002-12-16 2004-06-23 Bayer Faser GmbH Procédé pour la fabrication de fibres de polyurethane-urée contenant une combination de polydiméthylsiloxanes, polydiméthylsiloxanes alkoxilés et sels d'acides gras
DE102007016291A1 (de) 2007-04-04 2008-10-09 Wacker Chemie Ag Organopolysiloxanhaltige Faser

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19829164A1 (de) * 1998-06-30 2000-03-30 Bayer Faser Gmbh Elastanfäden und Verfahren zu ihrer Herstellung
JP4575266B2 (ja) * 2005-10-05 2010-11-04 東レ・オペロンテックス株式会社 弾性繊維製造用改質剤
JP4595775B2 (ja) * 2005-10-05 2010-12-08 東レ・オペロンテックス株式会社 ポリウレタン系弾性繊維およびその製造方法
US20070174972A1 (en) * 2005-11-14 2007-08-02 Invista North America S.A R.I. Spandex having enhanced whiteness, and fabrics and garments comprising the same
JP4834858B2 (ja) * 2007-12-13 2011-12-14 東レ・オペロンテックス株式会社 ポリウレタン糸およびその製造方法
JP6931040B2 (ja) * 2016-07-29 2021-09-01 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
JP7162195B1 (ja) * 2022-02-25 2022-10-28 東レ・オペロンテックス株式会社 ポリウレタン弾性繊維

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0317273A2 (fr) * 1987-11-16 1989-05-24 E.I. Du Pont De Nemours And Company Filage de filaments spandex
DE3912510A1 (de) * 1989-04-17 1990-10-18 Bayer Ag Verspinnung von segmentierten polyurethanharnstoff-elastomeren in dampfatmosphaere
EP0397121A2 (fr) * 1989-05-12 1990-11-14 Kuraray Co., Ltd. Fibre élastique de polyuréthane
EP0579979A2 (fr) * 1992-07-10 1994-01-26 Bayer Ag Procédé pour la fabrication de solutions de filage d'élasthane, ayant une viscosité stabilisée et une faible teneur en gel

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GB1548224A (en) * 1976-02-12 1979-07-04 Goldschmidt Ag Th Organosilicon compounds and textile fibre dressings which contain these compounds
DE2900396C2 (de) * 1978-02-23 1983-12-22 Th. Goldschmidt Ag, 4300 Essen Textilfaserpräparation
US4296174A (en) * 1980-08-08 1981-10-20 E. I. Du Pont De Nemours And Company Spandex filaments containing certain metallic soaps
DE3239900A1 (de) * 1982-10-28 1984-05-03 Bayer Ag, 5090 Leverkusen Verlaufmittelhaltige polyurethan-high-solid-reaktivbeschichtungssysteme und ihre verwendung zur reaktivbeschichtung
DE3338663C1 (de) * 1983-10-25 1985-05-23 Th. Goldschmidt Ag, 4300 Essen Siliciumorganische Verbindungen und diese enthaltende Textilfaserpraeparationen
US4729190A (en) * 1983-10-27 1988-03-08 Ciba-Geigy Corporation Membrane-forming polymeric systems
JPH0819570B2 (ja) * 1986-09-12 1996-02-28 チッソ株式会社 熱接着性複合繊維及びその製造方法
JPH07114709B2 (ja) * 1987-11-13 1995-12-13 協和メデックス株式会社 酵素活性の定量法
US5045387A (en) * 1989-07-28 1991-09-03 Hercules Incorporated Rewettable polyolefin fiber and corresponding nonwovens
US4999120A (en) * 1990-02-26 1991-03-12 E. I. Du Pont De Nemours And Company Aqueous emulsion finish for spandex fiber treatment comprising a polydimethyl siloxane and an ethoxylated long-chained alkanol
US5288516A (en) * 1993-02-11 1994-02-22 E. I. Du Pont De Nemours And Company Process of producing bioabsorbable filaments
US5723080A (en) * 1995-07-27 1998-03-03 Bayer Faser Gmbh Process for producing splittable elastane yarns

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0317273A2 (fr) * 1987-11-16 1989-05-24 E.I. Du Pont De Nemours And Company Filage de filaments spandex
DE3912510A1 (de) * 1989-04-17 1990-10-18 Bayer Ag Verspinnung von segmentierten polyurethanharnstoff-elastomeren in dampfatmosphaere
EP0393422A2 (fr) * 1989-04-17 1990-10-24 Bayer Ag Filage dans la vapeur d'eau d'élastomères segmentés de polyuréthane-urée
EP0397121A2 (fr) * 1989-05-12 1990-11-14 Kuraray Co., Ltd. Fibre élastique de polyuréthane
EP0579979A2 (fr) * 1992-07-10 1994-01-26 Bayer Ag Procédé pour la fabrication de solutions de filage d'élasthane, ayant une viscosité stabilisée et une faible teneur en gel

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions
EP1431429A1 (fr) * 2002-12-16 2004-06-23 Bayer Faser GmbH Procédé pour la fabrication de fibres de polyurethane-urée contenant une combination de polydiméthylsiloxanes, polydiméthylsiloxanes alkoxilés et sels d'acides gras
DE102007016291A1 (de) 2007-04-04 2008-10-09 Wacker Chemie Ag Organopolysiloxanhaltige Faser

Also Published As

Publication number Publication date
DE4330725A1 (de) 1995-03-16
JP3507907B2 (ja) 2004-03-15
US6123885A (en) 2000-09-26
EP0643159B1 (fr) 1998-11-11
JPH07150416A (ja) 1995-06-13
DE59407269D1 (de) 1998-12-17
CA2131581C (fr) 2004-07-06
US6284371B1 (en) 2001-09-04
CA2131581A1 (fr) 1995-03-11

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