EP0984084B1 - Procédé de fabrication de fibres de cellulose - Google Patents

Procédé de fabrication de fibres de cellulose Download PDF

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Publication number
EP0984084B1
EP0984084B1 EP99123392A EP99123392A EP0984084B1 EP 0984084 B1 EP0984084 B1 EP 0984084B1 EP 99123392 A EP99123392 A EP 99123392A EP 99123392 A EP99123392 A EP 99123392A EP 0984084 B1 EP0984084 B1 EP 0984084B1
Authority
EP
European Patent Office
Prior art keywords
fiber
compounds
treatment
cellulose
alkyl
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
EP99123392A
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German (de)
English (en)
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EP0984084A2 (fr
EP0984084A3 (fr
Inventor
Wolfgang Dr. Schrott
Wolfram Badura
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BASF SE
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BASF SE
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Publication of EP0984084A3 publication Critical patent/EP0984084A3/fr
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Publication of EP0984084B1 publication Critical patent/EP0984084B1/fr
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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
    • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
    • D01F11/02—Chemical after-treatment of artificial filaments or the like during manufacture of cellulose, cellulose derivatives, or proteins
    • 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
    • D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • D06M13/358—Triazines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/395—Isocyanates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/419—Amides having nitrogen atoms of amide groups substituted by hydroxyalkyl or by etherified or esterified hydroxyalkyl groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/568—Reaction products of isocyanates with polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/572—Reaction products of isocyanates with polyesters or polyesteramides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/35—Abrasion, pilling or fibrillation resistance

Definitions

  • the present invention relates to a new method of manufacture of cellulose fibers spun from solvents reduced tendency to fibrillate by treating the fibers with certain reactive compounds.
  • GB-A-2 043 525 describes the production of cellulose fibers by spinning a cellulose solution in a suitable solvent, e.g. an N-oxide of a tertiary amine, such as N-methylmorpholine-N-oxide, known. In such a spinning process the Cellulose solution extruded through a suitable nozzle and the resulting fiber precursor washed in water and then dried. Such fibers are called “solvent spun Fibers ".
  • Such cellulose fibers spun from solvents offer many technical advantages, but tend to fibrillate. This means the splicing of the finest fiber fibrils, the processing of cellulose fibers in textile production can lead to problems.
  • WO-A-92/07124 recommends the to solve this problem Treatment of the cellulose fibers with an aqueous solution or Dispersion of a polymer that is cationic ionizable over a variety Groups, e.g. a polyvinylimidazoline.
  • EP-A-538 977 teaches the use of compounds which have 2 to 6 functional groups with cellulose can react, e.g. Products based on dichlorotriazine, for this purpose.
  • the object of the present invention was to develop a new method for the production of cellulose fibers spun from solvents with reduced tendency to fibrillate, that comes from other chemical defibrillation reagents.
  • cyclic hydroxy or alkoxyethylene ureas of the general formula VI are used in which R 4 and R 5 are hydrogen or C 1 -C 3 alkyl with the proviso that at least one of the radicals R 4 and R 5 is a C 1 -C 3 alkyl group, and R 6 and R 7 are hydrogen or C 1 -C 4 alkyl.
  • Cyclic hydroxy or alkoxyethylene ureas are used as crosslinkers in the textile field the formaldehyde-free finishing (upgrading) of cellulose-containing known textile materials.
  • the compounds (VI) can be used in the process according to the invention Production of cellulose fibers generally in an aqueous system, preferably in aqueous solution or emulsion, for use arrive, the aqueous system in general, based by weight of the aqueous system, 0.1 to 20% by weight, preferably 0.5 to 10 wt .-%, which has compounds (VI).
  • the preferred solvent in stage 1 is N-methylmorpholine-N-oxide used.
  • the wet fiber obtained in Step 3 is called undried Fiber is usually referred to and referred to the dry weight of the fiber, 120 to 150 wt .-% water.
  • the water content of the dried fiber is generally based on the dry weight of the fiber, 60 to 80 wt .-%.
  • the treatment according to the invention with the compounds (VI) can either on the wet fiber (during or after level 3) or on the dried fiber (after step 4). It is but also a treatment in the fiber production stage (Level 2), e.g. in a precipitation bath, possible.
  • the treatment can for example by adding the aqueous system of the compounds (VI) happen to a circulating bath that is the fiber precursor contains.
  • the fiber precursor can e.g. exist as staple fiber.
  • the treatment is done on the dried fiber, it can these e.g. as staple fiber, fleece, yarn, knitwear or fabric available.
  • the treatment of the fibers in this case can e.g. in aqueous liquor.
  • Treatment is usually at a temperature of 20 to 200 ° C, preferably 40 to 180 ° C, made.
  • the duration of treatment is usually 1 second to 20 minutes, preferably 5 to 60 seconds and in particular 5 to 30 seconds.
  • the treatment can be carried out both at room temperature (20 ° C) with subsequent drying up to 100 ° C as well Condensation at temperatures up to 200 ° C, in particular at 150 to 180 ° C.
  • the treatment of the moist or dried fiber can be 0.1 up to 10% by weight, preferably 0.2 to 5% by weight, in particular 0.2 up to 2% by weight, based in each case on the dry weight of the fiber, of the compounds (VI). In some cases, however, it can also be advantageous to increase the amounts mentioned, e.g. up to approx. 20% by weight.
  • anti-migration agents for example based on oxethylation products, to mention.
  • the reactivity of these agents can be increased by adding catalytic amounts of Lewis acids such as MgCl 2 , ZnCl 2 , AlCl 3 , BF 3 or systems such as MgCl 2 / NaBF 4 or MgSO 4 / NaBF 4 / LiCl or of inorganic or organic acids or corresponding acidic salts, for example HCl, H 2 SO 4 , H 3 PO 4 , p-toluenesulfonic acid, methanesulfonic acid, NaHSO 4 , NaH 2 PO 4 , (NH) 4 HSO 4 or trialkylamine hydrochloride, or of other crosslinking inorganic salts, for example nitrates or teraalkylammonium salts, adapted to the process requirements, ie generally increased.
  • Lewis acids such as MgCl 2 , ZnCl 2 , AlCl 3 , BF 3 or systems
  • the compounds (VI) can be compared the compounds described in EP-A-538 977 purely thermal (without alkali) can be fixed, which makes them optimal in the fiber production process let integrated.
  • the dyeability of the fibers treated in this way with all the usual cellulose fiber dyes, reactive dyes are also generally possible.

Claims (3)

  1. Procédé de fabrication de fibres de cellulose filées à partir de solvants, avec une tendance réduite à la formation de fibrilles, caractérisé en ce que l'on traite les fibres avec un ou plusieurs composés du groupe formé par les hydroxy- ou alcoxy-éthylcarbamides cycliques de formule générale VI,
    Figure 00090001
    dans laquelle R4 et R5 représentent un atome d'hydrogène ou un groupe alkyle en C1 à C3, à condition qu'au moins un des groupes R4 et R5 soit un groupe alkyle en C1 à C3, et R6 et R7 représentent un atome d'hydrogène ou un groupe alkyle en C1 à C4.
  2. Procédé selon la revendication 1, caractérisé en ce que l'on traite les fibres avec 0,1% à 10% en poids, par rapport au poids sec des fibres, de composés (B).
  3. Procédé selon la revendication 1 ou 2, caractérisé en ce que l'on réalise le traitement à une température comprise entre 20°C et 200°C.
EP99123392A 1994-09-06 1995-08-22 Procédé de fabrication de fibres de cellulose Expired - Lifetime EP0984084B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4431635A DE4431635A1 (de) 1994-09-06 1994-09-06 Verfahren zur Herstellung von Cellulosefasern
DE4431635 1994-09-06
EP95931179A EP0779942B1 (fr) 1994-09-06 1995-08-22 Procede de fabrication de fibres de cellulose

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP95931179A Division EP0779942B1 (fr) 1994-09-06 1995-08-22 Procede de fabrication de fibres de cellulose

Publications (3)

Publication Number Publication Date
EP0984084A2 EP0984084A2 (fr) 2000-03-08
EP0984084A3 EP0984084A3 (fr) 2000-04-19
EP0984084B1 true EP0984084B1 (fr) 2003-01-02

Family

ID=6527487

Family Applications (3)

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EP95931179A Expired - Lifetime EP0779942B1 (fr) 1994-09-06 1995-08-22 Procede de fabrication de fibres de cellulose
EP99123392A Expired - Lifetime EP0984084B1 (fr) 1994-09-06 1995-08-22 Procédé de fabrication de fibres de cellulose
EP99123391A Expired - Lifetime EP0985747B1 (fr) 1994-09-06 1995-08-22 Procédé de fabrication de fibres de cellulose

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EP95931179A Expired - Lifetime EP0779942B1 (fr) 1994-09-06 1995-08-22 Procede de fabrication de fibres de cellulose

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP99123391A Expired - Lifetime EP0985747B1 (fr) 1994-09-06 1995-08-22 Procédé de fabrication de fibres de cellulose

Country Status (8)

Country Link
US (1) US5776394A (fr)
EP (3) EP0779942B1 (fr)
JP (1) JPH10505389A (fr)
AT (3) ATE230447T1 (fr)
DE (4) DE4431635A1 (fr)
DK (1) DK0779942T3 (fr)
ES (2) ES2148552T3 (fr)
WO (1) WO1996007780A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1689787A2 (fr) 2003-11-28 2006-08-16 Eastman Chemical Company Interpolymeres de cellulose, procede d'oxydation de ces derniers
US8980054B2 (en) * 2012-12-26 2015-03-17 Kimberly-Clark Worldwide, Inc. Soft tissue having reduced hydrogen bonding
US9416494B2 (en) 2012-12-26 2016-08-16 Kimberly-Clark Worldwide, Inc. Modified cellulosic fibers having reduced hydrogen bonding
US9410292B2 (en) 2012-12-26 2016-08-09 Kimberly-Clark Worldwide, Inc. Multilayered tissue having reduced hydrogen bonding
KR102440861B1 (ko) * 2020-05-26 2022-09-05 오영세 라이오셀 섬유의 제조방법 및 이로부터 제조된 라이오셀 섬유

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0516361A1 (fr) * 1991-05-29 1992-12-02 Imperial Chemical Industries Plc Composition de polyisocyanate
EP0531820A1 (fr) * 1991-09-10 1993-03-17 Bayer Ag Mélanges de polyisocyanate, procédé de leur préparation et leur utilisation
EP0538977A1 (fr) * 1991-10-21 1993-04-28 Courtaulds Plc Traitement de fibre
DE4142275A1 (de) * 1991-12-20 1993-06-24 Bayer Ag Isocyanatocarbonsaeuren, ein verfahren zu ihrer herstellung und ihrer verwendung

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4246221A (en) * 1979-03-02 1981-01-20 Akzona Incorporated Process for shaped cellulose article prepared from a solution containing cellulose dissolved in a tertiary amine N-oxide solvent
DE3831093A1 (de) * 1988-09-13 1990-03-15 Basf Ag Verfahren zur pflegeleichtausruestung von textilen materialien
DE3912084A1 (de) * 1989-04-13 1990-10-25 Basf Ag Verfahren zur herstellung waessriger loesungen von n-methylolethern
GB9022175D0 (en) * 1990-10-12 1990-11-28 Courtaulds Plc Treatment of fibres
JP3130148B2 (ja) * 1992-10-30 2001-01-31 日清紡績株式会社 溶剤紡糸されたセルロース系繊維のフイブリル化防止加工方法
GB9304887D0 (en) * 1993-03-10 1993-04-28 Courtaulds Plc Fibre treatment
DE4313262A1 (de) * 1993-04-23 1994-10-27 Pfersee Chem Fab Verfahren zur Pflegeleichtausrüstung von Cellulose enthaltenden Fasermaterialien
GB9313128D0 (en) * 1993-06-24 1993-08-11 Courtaulds Fibres Ltd Fabric treatment

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0516361A1 (fr) * 1991-05-29 1992-12-02 Imperial Chemical Industries Plc Composition de polyisocyanate
EP0531820A1 (fr) * 1991-09-10 1993-03-17 Bayer Ag Mélanges de polyisocyanate, procédé de leur préparation et leur utilisation
EP0538977A1 (fr) * 1991-10-21 1993-04-28 Courtaulds Plc Traitement de fibre
DE4142275A1 (de) * 1991-12-20 1993-06-24 Bayer Ag Isocyanatocarbonsaeuren, ein verfahren zu ihrer herstellung und ihrer verwendung

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Römpp-Lexikon Chemie, 9. Auflage, Band 6: T-Z (1992); Georg Thieme Verlag, Stuttgart (DE); S. 4698, 4699 *

Also Published As

Publication number Publication date
EP0985747A2 (fr) 2000-03-15
ATE194018T1 (de) 2000-07-15
DE59508498D1 (de) 2000-07-27
US5776394A (en) 1998-07-07
WO1996007780A1 (fr) 1996-03-14
ES2190169T3 (es) 2003-07-16
EP0779942B1 (fr) 2000-06-21
EP0985747A3 (fr) 2000-04-19
JPH10505389A (ja) 1998-05-26
EP0985747B1 (fr) 2002-10-30
ES2148552T3 (es) 2000-10-16
DE4431635A1 (de) 1996-03-07
EP0984084A2 (fr) 2000-03-08
ATE230447T1 (de) 2003-01-15
DE59510523D1 (de) 2003-02-06
DK0779942T3 (da) 2000-08-28
EP0984084A3 (fr) 2000-04-19
DE59510440D1 (de) 2002-12-05
ATE226985T1 (de) 2002-11-15
EP0779942A1 (fr) 1997-06-25

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