EP0119185A2 - Méthode pour la fabrication de fibres en polyimide hautement résistantes à la flamme et aux hautes températures - Google Patents

Méthode pour la fabrication de fibres en polyimide hautement résistantes à la flamme et aux hautes températures Download PDF

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Publication number
EP0119185A2
EP0119185A2 EP84890036A EP84890036A EP0119185A2 EP 0119185 A2 EP0119185 A2 EP 0119185A2 EP 84890036 A EP84890036 A EP 84890036A EP 84890036 A EP84890036 A EP 84890036A EP 0119185 A2 EP0119185 A2 EP 0119185A2
Authority
EP
European Patent Office
Prior art keywords
spinning
fibers
section
solution
polyimide
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
EP84890036A
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German (de)
English (en)
Other versions
EP0119185B1 (fr
EP0119185A3 (en
Inventor
Klaus Dipl.-Ing. Dr. Weinrotter
Thomas Dipl.-Chem. Dr. Jeszenszky
Heinrich Dr. Schmidt
Siegfried Baumann
Johann Kalleitner
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.)
IMI-TECH FIBRES GMBH
Original Assignee
Lenzing AG
Chemiefaser Lenzing 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 Lenzing AG, Chemiefaser Lenzing AG filed Critical Lenzing AG
Publication of EP0119185A2 publication Critical patent/EP0119185A2/fr
Publication of EP0119185A3 publication Critical patent/EP0119185A3/de
Application granted granted Critical
Publication of EP0119185B1 publication Critical patent/EP0119185B1/fr
Expired 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
    • D01F6/74—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles
    • 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
    • Y10T428/2904—Staple length 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
    • 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

  • the invention relates to a process for producing flame-retardant, high-temperature-resistant polyimide fibers by the dry spinning method from a solution in aprotic organic solvents.
  • Heat-resistant polymers have been known for a long time. They contain aromatic groups in their molecular chains, so that highly conjugated binding systems are formed which are essential for high temperature resistance. Examples of this are aromatic polyamides and polyimides, in which the temperature resistance could be significantly increased by substituting the aliphatic chain with benzene residues.
  • a further known proposal for the production of flame-retardant, high-temperature-resistant polymers can be found in DE-PS 2 143 080.
  • the mixed polyimides described therein are soluble in polar, aprotic organic solvents, such as dimethylformamide, dimethylacetamide, N-methylpyrrolidone or dimethyl sulfoxide.
  • the polymers are prepared by solution condensation of benzophenonetetracarboxylic acid dianhydride with a mixture of tolylene diisocyanate and diphenylmethane diisocyanate in one of the aforementioned solvents.
  • the polymer can be processed directly from the solutions.
  • DE-OS 2 442 203 further describes that fibers can be produced from the solutions, in particular by wet spinning, it being possible for the fiber cross section to be designed differently by selecting the spinning bath.
  • the fiber cross section is round or elliptical.
  • Precipitation bath creates pseudo hollow fibers with a narrow longitudinal slit and a serrated outer side.
  • DE-OS 24 42 203 contains only general information without any statement about the fiber properties that can be achieved.
  • the object of the invention is to produce fibers from flame-retardant, high-temperature-resistant polyimide polymers according to the dry spinning method, which have improved performance properties, in particular an irregular fiber cross-section, which, with the same basis weight as fibers of round cross-section, ensure much better coverage, a pleasant feel and a high level To have shine.
  • the preparation of the polymers can be carried out by reacting benzophenonetetracarboxylic acid dianhydride, tolylene diisocyanate and diphenylmethane diisocyanate in an aprotic organic solvent, giving a solution of the polymer.
  • the solid powdery polymer can also be brought into solution continuously or discontinuously in an aprotic solvent such as dimethylacetamide, N-methylpyrrolidone or dimethyl sulfoxide, preferably dimethylformamide.
  • the dissolving temperature is chosen between 30 and 120 ° C, preferably a solution with a content between 25 and 35 wt.% Is prepared.
  • the solution obtained is degassed, can be filtered one or more times and is fed to the spinning head of a dry spinning device via a spinning pump.
  • the individual shaft output can expediently be between 20 and 400 kg fiber / d, preferably between 150 and 300 kg / d.
  • spinning shafts can be combined to form a so-called “spinning machine".
  • the technical design of the spinning head, the spinning shaft or the entire spinning machine can be similar to that which is common in the dry spinning of acrylic fibers.
  • dry spinning from round nozzles results in surprisingly strongly lobed and irregularly toothed fiber cross sections.
  • the cross sections are irregular and - to use alphabetical letters as a comparison - have strongly profiled shapes such as W, U, C, Y, E, V, T, X.
  • These fiber cross-sectional shapes which can also be found in the The following fiber aftertreatment is not a property that has long been desired by textile technicians and which brings about the improvement in use properties mentioned above.
  • the typical fiber bundle cross sections shown in FIG. 1 do not change when different numbers of nozzle holes are used, provided that the nozzle holes are only round.
  • the same typical cross-sectional shapes were obtained when using 100-hole nozzles as well as 200, 400, 600 and 800-hole nozzles.
  • the shaft cables obtained in the manner described by means of dry spinning, spooled in between or deposited in cans are advantageously washed with water at a speed of 2 to 20 m / min at first at temperatures of 80 to 100 ° C. for the aftertreatment, then previved, using a sieve drum or calender dryer dried at temperatures between 120 and 300 ° C until the Cable moisture after the dryer is less than 5%, the cable tape is then stretched in one or more stages in a ratio of 1: 2 to 1:10 at temperatures between 315 to 450 ° C, then re-aged with a conventional preparation, crimped in a compression crimping machine at room temperature and finally cut into staple fibers or, in the case of the production of continuous filaments, wound up after the drawing process.
  • the fibers are freed of residual solvent by intensive washing with hot water. Preavivation involves the application of a commercially available antistatic in order to be able to pass the sliver through the dryer without any problems. Maintaining the moisture content of less than 5% after drying is important in order to be able to carry out the subsequent high-temperature drawing without difficulty. This high temperature drawing is carried out either over heated rolls, a heating table or over a hot air oven, and it can be done in one or more stages. Maintaining temperatures between 315 and 450 ° C during stretching is necessary because of the high glass transition point of the polyimide fibers (about 315 ° C).
  • the spinning gas temperature at the level of the nozzle package is 295 ° C and at the end of the 8 m long spinning shaft is 115 ° C, the amount of spinning gas is 60 m '/ h (based on normal conditions).
  • the shaft output is set to 150 kg fiber / d.
  • the spun material with a total titer of 2640 dtex, which has a residual DMF content of 15% by weight, based on polymer solids, is collected on spools and folded into a cable band with a total titer of 184 800 dtex.
  • the cable tape is then washed in water at 90 ° C, provided with an anti-static finish in an immersion bath, dried at 180 ° C using a drum dryer and then stretched over a heating bracket in a ratio of 1: 5.
  • the surface temperature of the heating bracket is 380 ° C.
  • the stretched cable tape is provided with a mixture of cationic / nonionic preparation, crimped in a stuffer box at room temperature and cut into staple fibers of 40 mm in length.
  • the fibers which have a final titer of 2.2 dtex, have a strength of 28 cN / tex, the fiber elongation is 34%, the loop strength 15 cN / tex, the knot strength 20 cN / tex, the boiling shrinkage is 0.4%.
  • the fibers have a pronounced lobed or counted shape in cross section (as shown in FIG. 1) and the LOI value, measured on a knitted stocking with a weight per unit area of 150 g / m 2 , is 37% 0 2 . If the fibers are exposed to a temperature of 260 ° C for a period of 250 hours, the specified fiber data will not change, ie the fiber is thermostable at the specified temperature. The water absorption of the fibers is 20 ° C and 65% relative humidity 2.7%.
  • the spinning gas temperature at the height of the nozzle pack is 320 ° C and at the end of the spinning shaft 120 ° C, the amount of spinning gas is 70 m '/ h (based on normal conditions).
  • the shaft output is set to 200 kg fiber / d.
  • the spinning material with a total titre of 7140 dtex which has a residual DMF content of 17% by weight, based on polymer solid, is collected on spools and into a cable band with a total titre of 357,000 dtex fold.
  • the cable tape is washed, pre-treated, dried and then stretched in two stages over heated rollers.
  • the total stretch ratio is 1: 7, the surface temperature of the heated rolls is 340 ° C.
  • the cable tape is crimped at room temperature in a compression crimping chamber, then treated with a nonionic finishing agent by spraying and cut into staple fibers.
  • the fibers which have a final titer of 1.7 dtex, have a strength of 30 cN / tex, the fiber elongation is 30%, the boiling shrinkage is 0.45%.
  • the fibers show in cross section the characteristic shape shown in FIG. 1 or described in Example 1.
  • the further treatment of the solution is carried out as in Example 1.
  • the solution is spun using a 240-hole nozzle, the nozzle hole shape is circular and has a hole diameter of 175 ⁇ m.
  • the spinning solution temperature is 60 ° C before entering the nozzle pack.
  • the spinning gas temperature at the level of the nozzle package is 260 ° C and at the end of the spinning shaft 110 ° C, the amount of spinning gas is 55 m 3 / h (based on normal conditions).
  • the shaft output is set at 130 kg fiber / d.
  • the spun material with a total titer of 6240 dtex which has a residual DMF content of 20% by weight, based on polymer solids, is collected on bobbins and several bobbins are submitted to the aftertreatment process.
  • the individual cable bands, each with a total titer of 6240 dtex are separated guided through the post-treatment process, that is, washed, pre-washed and dried.
  • the drawing is carried out in one step in a hot air oven, the drawing ratio is 1: 4.7.
  • the air temperature during stretching is 420 ° C.
  • the stretched cable strips are then individually wound on cross-wound bobbins as an endless filament bundle.
  • the individual filaments, which have a final titer of 5.5 dtex have a strength of 24 cN / tex, the fiber elongation is 40%, the boiling shrinkage is 0.3%.
  • the filaments show in cross section the characteristic shape shown in FIG. 1.
EP84890036A 1983-03-09 1984-03-01 Méthode pour la fabrication de fibres en polyimide hautement résistantes à la flamme et aux hautes températures Expired EP0119185B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
AT0082083A AT377016B (de) 1983-03-09 1983-03-09 Verfahren zur herstellung von schwer entflammbaren, hochtemperaturbestaendigen polyimidfasern
AT820/83 1983-03-09

Publications (3)

Publication Number Publication Date
EP0119185A2 true EP0119185A2 (fr) 1984-09-19
EP0119185A3 EP0119185A3 (en) 1986-11-26
EP0119185B1 EP0119185B1 (fr) 1989-01-18

Family

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Application Number Title Priority Date Filing Date
EP84890036A Expired EP0119185B1 (fr) 1983-03-09 1984-03-01 Méthode pour la fabrication de fibres en polyimide hautement résistantes à la flamme et aux hautes températures

Country Status (6)

Country Link
US (1) US4801502A (fr)
EP (1) EP0119185B1 (fr)
JP (1) JPS59168120A (fr)
AT (1) AT377016B (fr)
CA (1) CA1229209A (fr)
DE (1) DE3476227D1 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0246634A2 (fr) * 1986-05-21 1987-11-25 Kuraray Co., Ltd. Fibres synthétiques résistantes à la chaleur et leur procédé de fabrication
WO1989008161A1 (fr) * 1988-02-26 1989-09-08 Lenzing Aktiengesellschaft Fibres en polyimide difficilement inflammables et resistantes aux temperatures elevees, corps moules avec ces fibres
EP0371957A2 (fr) * 1988-11-29 1990-06-06 Lenzing Aktiengesellschaft Matériaux du type papier sur base de polymères thermostabiles, résistants à des températures élevées et retardateurs de combustion
US5066760A (en) * 1989-07-13 1991-11-19 Lenzing Aktiengesellschaft Mixed polyimides and process for preparing them
EP0481953A2 (fr) * 1990-10-15 1992-04-22 Lenzing Aktiengesellschaft Fibres de polyimide, retardant la flamme et résistant à haute température, et procédé pour leur fabrication
AT395188B (de) * 1989-04-13 1992-10-12 Chemiefaser Lenzing Ag Verfahren zur herstellung schwer entflammbaren, hochtemperaturbestaendigen, papierartigen materials auf basis von polyimidfasern
WO1996004414A1 (fr) * 1994-08-01 1996-02-15 Tamara Kurmangazievna Musina Fibres en polyimide et leur procede d'obtention
US5804290A (en) * 1993-11-03 1998-09-08 Lenzing Aktiengesellschaft Monoaxially stretched molded article made of polytetrafluoroethylene
WO2011000764A1 (fr) 2009-07-03 2011-01-06 Rhodia Operations Polyamide modifie, procede de preparation, article obtenu a partir de ce polyamide
CN111254505A (zh) * 2020-02-19 2020-06-09 江苏恒科新材料有限公司 一种大有光聚酯纤维及其纺丝所用的喷丝板及其制备方法

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5051210A (en) * 1988-08-03 1991-09-24 Kyoto Institute Of Technology Alumina fiber and a method of producing the same
JPH0247308A (ja) * 1988-08-03 1990-02-16 Kyoto Kogei Seni Univ 導電性アルミナ質繊維及びその製造方法
JPH07310232A (ja) * 1994-05-13 1995-11-28 Toyobo Co Ltd バグフィルター用ポリアミドイミド繊維
US6610242B1 (en) 2000-11-13 2003-08-26 Malcolm Swanson Method for treating polymeric fiber mats and for making filters from such treated fiber mats
US6782185B2 (en) 2002-07-03 2004-08-24 Sumitomo Electric Industries, Ltd. Optical variable attenuator and optical module
US20050129764A1 (en) * 2003-12-11 2005-06-16 Vergez Juan A. Osmotic device containing licofelone
US20060248651A1 (en) * 2005-05-05 2006-11-09 Creative Bedding Technologies, Inc. Stuffing, filler and pillow
JP5086764B2 (ja) * 2007-10-17 2012-11-28 株式会社カネカ 非熱可塑性不織布及びその利用、並びに当該非熱可塑性不織布の製造方法。
EP2204484B1 (fr) 2007-10-26 2019-05-15 Kaneka Corporation Masse de fibres de polyimide, matériau absorbant les sons, matériau d'isolation thermique, nappe ignifuge, tissu de filtre, vêtement résistant à la chaleur, tissu non-tissé, matériau d'isolation thermique/absorbant les sons pour avion, et filtre de sac résistant à la chaleur
JP5254593B2 (ja) * 2007-11-05 2013-08-07 株式会社カネカ 非熱可塑性ポリイミド繊維を含む繊維集合体を含む断熱・吸音材および航空機
BRPI0919681A2 (pt) * 2008-10-17 2017-10-31 Solvay Advanced Polymers Llc processo para a fabricação de uma fibra ou folha, e, fibra ou folha
KR101898455B1 (ko) * 2016-03-31 2018-09-13 가부시키가이샤 아이.에스.티 폴리이미드 섬유 및 폴리이미드 섬유의 제조 방법
AT17296U1 (de) * 2019-07-23 2021-11-15 Evonik Fibres Gmbh Polyimidfasern für die Heißgasfiltration

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2247556A1 (fr) * 1973-10-12 1975-05-09 Upjohn Co
EP0040042A2 (fr) * 1980-05-09 1981-11-18 Ube Industries, Ltd. Procédé de préparation de filaments de polyimides aromatiques
GB2102333A (en) * 1981-06-11 1983-02-02 Ube Industries Aromatic polyimide hollow filaments

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1603108A (fr) * 1968-06-04 1971-03-22
US3985934A (en) * 1974-07-26 1976-10-12 The Upjohn Company Polyimide fiber having a serrated surface and a process of producing same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2247556A1 (fr) * 1973-10-12 1975-05-09 Upjohn Co
EP0040042A2 (fr) * 1980-05-09 1981-11-18 Ube Industries, Ltd. Procédé de préparation de filaments de polyimides aromatiques
GB2102333A (en) * 1981-06-11 1983-02-02 Ube Industries Aromatic polyimide hollow filaments

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0246634A3 (en) * 1986-05-21 1989-05-10 Kuraray Co. Ltd. Heat resistant organic synthetic fibers and process for producing the same
EP0246634A2 (fr) * 1986-05-21 1987-11-25 Kuraray Co., Ltd. Fibres synthétiques résistantes à la chaleur et leur procédé de fabrication
WO1989008161A1 (fr) * 1988-02-26 1989-09-08 Lenzing Aktiengesellschaft Fibres en polyimide difficilement inflammables et resistantes aux temperatures elevees, corps moules avec ces fibres
EP0371957A2 (fr) * 1988-11-29 1990-06-06 Lenzing Aktiengesellschaft Matériaux du type papier sur base de polymères thermostabiles, résistants à des températures élevées et retardateurs de combustion
EP0371957A3 (fr) * 1988-11-29 1991-03-27 Lenzing Aktiengesellschaft Matériaux du type papier sur base de polymères thermostabiles, résistants à des températures élevées et retardateurs de combustion
AT395188B (de) * 1989-04-13 1992-10-12 Chemiefaser Lenzing Ag Verfahren zur herstellung schwer entflammbaren, hochtemperaturbestaendigen, papierartigen materials auf basis von polyimidfasern
US5066760A (en) * 1989-07-13 1991-11-19 Lenzing Aktiengesellschaft Mixed polyimides and process for preparing them
EP0481953A2 (fr) * 1990-10-15 1992-04-22 Lenzing Aktiengesellschaft Fibres de polyimide, retardant la flamme et résistant à haute température, et procédé pour leur fabrication
EP0481953A3 (en) * 1990-10-15 1992-10-14 Lenzing Aktiengesellschaft Flame-retardant high-temperature resistant polyimidefibers and process for producing the same
US5804290A (en) * 1993-11-03 1998-09-08 Lenzing Aktiengesellschaft Monoaxially stretched molded article made of polytetrafluoroethylene
WO1996004414A1 (fr) * 1994-08-01 1996-02-15 Tamara Kurmangazievna Musina Fibres en polyimide et leur procede d'obtention
US5716567A (en) * 1994-08-01 1998-02-10 Tamara Kurmangazievna Musina Process for producing polyimide fiber
WO2011000764A1 (fr) 2009-07-03 2011-01-06 Rhodia Operations Polyamide modifie, procede de preparation, article obtenu a partir de ce polyamide
US8952122B2 (en) 2009-07-03 2015-02-10 Rhodia Operations Modified polyamide, preparation method thereof and article obtained from said polyamide
CN111254505A (zh) * 2020-02-19 2020-06-09 江苏恒科新材料有限公司 一种大有光聚酯纤维及其纺丝所用的喷丝板及其制备方法

Also Published As

Publication number Publication date
EP0119185B1 (fr) 1989-01-18
EP0119185A3 (en) 1986-11-26
JPS59168120A (ja) 1984-09-21
DE3476227D1 (en) 1989-02-23
ATA82083A (de) 1984-06-15
CA1229209A (fr) 1987-11-17
JPS6327444B2 (fr) 1988-06-03
US4801502A (en) 1989-01-31
AT377016B (de) 1985-01-25

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