EP0451786B1 - Fibre soluble dans l'eau et méthode pour sa fabrication - Google Patents

Fibre soluble dans l'eau et méthode pour sa fabrication Download PDF

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Publication number
EP0451786B1
EP0451786B1 EP19910105606 EP91105606A EP0451786B1 EP 0451786 B1 EP0451786 B1 EP 0451786B1 EP 19910105606 EP19910105606 EP 19910105606 EP 91105606 A EP91105606 A EP 91105606A EP 0451786 B1 EP0451786 B1 EP 0451786B1
Authority
EP
European Patent Office
Prior art keywords
water
compound
high molecular
soluble fiber
fiber
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
EP19910105606
Other languages
German (de)
English (en)
Other versions
EP0451786A3 (en
EP0451786A2 (fr
Inventor
Takeshi Fujita
Chuzo Isoda
Sejin Pu
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.)
DKS Co Ltd
Original Assignee
Dai Ichi Kogyo Seiyaku Co Ltd
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 Dai Ichi Kogyo Seiyaku Co Ltd filed Critical Dai Ichi Kogyo Seiyaku Co Ltd
Publication of EP0451786A2 publication Critical patent/EP0451786A2/fr
Publication of EP0451786A3 publication Critical patent/EP0451786A3/en
Application granted granted Critical
Publication of EP0451786B1 publication Critical patent/EP0451786B1/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
    • 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
    • D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters

Definitions

  • the present invention relates to water-soluble fiber and a method for manufacture thereof.
  • polyvinyl alcohol fiber which is generally fabricated into a twisted yarn, woven fabric or non-woven fabric and put to use in a diversity of applications. For example, it has been used for provisional reinforcing or adhesion in a variety of industrial processes.
  • polyvinyl alcohol fiber is not readily soluble in water and requires heating to at least about 80°C for dissolution, thus being poor in workability. Moreover, when exposed to a temperature over 100°C, it undergoes crosslinking so that dissolution is often made difficult.
  • the object of the present invention is to provide a water-soluble fiber which is tough and readily soluble in water at ambient temperature and does not suffer losses in water solubility on exposure to heat and a method for manufacturing the fiber.
  • the present invention is directed to a water-soluble fiber composed of a high molecular compound with a weight average molecular weight of not less than 10,000, which high molecular compound is obtainable by reacting a polyalkylene oxide compound, which is obtainable by addition polymerization of an ethylene oxide-containing alkylene oxide and an organic compound containing two active hydrogen atoms, with a polycarboxylic acid, an anhydride thereof, or a lower alkyl ester thereof, or a diisocyanate compound.
  • the manufacture of said water-soluble fiber comprises spinning said high molecular compound.
  • the polyalkylene oxide compound as a major starting material for the high molecular compound of the present invention is preferably a compound having a weight average molecular weight of not less than 100 and can be prepared by addition polymerization of an ethylene oxide-containing alkylene oxide and an organic compound containing two active hydrogen atoms.
  • the organic compound containing two active hydrogen atoms includes, inte r alia , ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, 1,6-hexanediol, bisphenol A, aniline and so on.
  • the ethylene oxide-containing alkylene oxide includes, inter alia , ethylene oxide and mixtures of ethylene oxide with propylene oxide, butylene oxide, styrene oxide, ⁇ -olefin oxides, glycidyl ethers and so on.
  • the addition reaction of such an alkylene oxide can be carried out in the known manner, and the mode of addition polymerization of ethylene oxide and other alkylene oxides may be optionally random or block.
  • the polycarboxylic acid, anhydride thereof, or lower alkyl ester thereof, which is reacted with said polyalkylene oxide compound include, inte r alia , phthalic acid, isophthalic acid, terephthalic acid, sebacic acid, dimer acid, pyromellitic acid, etc., anhydrides thereof, and methyl esters, dimethyl esters, diethyl esters, etc. thereof.
  • the preferred are dimethyl terephthalate, dimethyl phthalate, dimethyl isophthalate, dimethyl sebacate, pyromellitic anhydride and so on.
  • the polyester-forming reaction between said polyalkylene oxide compound and said polycarboxylic acid, anhydride thereof or lower alkyl ester thereof is preferably conducted at 120-250°C and 10 -2 - 10 3 Pa.
  • the diisocyanate to be reacted with said polyalkylene oxide compound includes, inter alia , tolylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, 4,4'-methylene-bis-(cyclohexyl isocyanate) and so on.
  • the urethane-forming reaction between said polyalkylene oxide compound and said diisocyanate is conducted by mixing the starting compounds in an NCO/OH ratio of, for example, 1.5 through 0.5 and heating the mixture at 80 to 150°C for 1 to 5 hours.
  • the weight average molecular weight of the high molecular compound according to the present invention is not less than 10,000. If the molecular weight is less than 10,000, the fiber will not be sufficiently high in mechanical strength, giving rise to yarn breakage in the spinning process.
  • This high molecular compound can be processed into fiber by any known relevant technique such as melt-spinning, dry spinning, wet-spinning, etc., although the melt-spinning process is preferred if only from economic points of view.
  • the high molecular compound is melted at 50-200°C in a nitrogen gas atmosphere and extruded from the conventional spinning nozzle.
  • additives as a plasticizer, lubricant, stabilizer, colorant, filler, etc. can be added.
  • a perfume, fungicide, agrochemical, fertilizer, etc. can also be incorporated.
  • the water-soluble fiber as spun has large elongation.
  • the elongation of a fiber with a diameter of 10 ⁇ m to 5 mm is approximately 500 to 3,000 percent.
  • the fiber After spinning, the fiber may be treated with a sizing or bundling agent in the hydrocarbon series or stretched. When it is stretched in a draw ratio of 5 to 30, its tensile strength is remarkably increased. The stretching may be performed concurrently with spinning.
  • the fiber thus obtained is subjected to various processings such as twisting and cutting.
  • the fiber can also be constructed into mixed fabrics with other fibers.
  • the water-soluble fiber according to the present invention is not only high in elongation and tensile strength but is readily soluble in water. Moreover, this water solubility is not appreciably affected by heating. Therefore, as processed into a thread or yarn or a web, the fiber remains tough and self-supporting in application and, yet, can be completely dissolved out swiftly as needed. In this and other ways, this material can contribute to rationalization of various industrial processes.
  • high molecular compound A One hundred parts (parts by weight; the same applies hereinafter) of polyethylene glycol (weight average molecular weight 10,000) and 2.2 parts of dimethyl terephthalate were used to give a polyester compound with a weight average molecular weight of 130,000 (hereinafter referred to as high molecular compound A).
  • This high molecular compound A was fed to a melt-spinning apparatus, where it was melted at 120°C in a nitrogen gas atmosphere and extruded through a spinning nozzle at a rate of 50 m/min, rapidly cooled under tension and taken up.
  • a plain-weave fabric was then constructed using a thread-like bundle of ten filaments.
  • One-hundred parts of a polyalkylene oxide compound (weight average molecular weight 20,000) prepared by block polymerization of ethylene oxide (85%), propylene oxide (15%) and bisphenol A was mixed with 0.84 part of hexamethylene diisocyanate and a small amount of dibutyltin dilaurate and the mixture was heated at 100°C to give a high molecular compound with a weight average molecular weight of 250,000.
  • This compound was extruded in the same manner as Example 1, cut to 2-3 mm and processed into a nonwoven fabric. Using this nonwoven fabric as a filter, a used vacuum pump oil (containing 0.5% of water) was purified. As a result, the water content was reduced to 0.02% and the oil came clear. This purified oil could be reused with full competence.
  • the high molecular compound A synthesized in Example 1 was fed to a melt-spinning apparatus, where it was melted at 120°C and extruded from a 1 mm (dia.) spinning nozzle at a take-up rate of 30 m/min.
  • the resulting monofilament had a diameter of 40 ⁇ m and a tensile strength of 200 bar.
  • This fiber could be stretched in a draw ratio of 13 at 20°C and the stretched fiber had a diameter of 12 ⁇ m and a tensile strength of 390 bar.
  • the fiber could be stretched in a draw ratio of 20 to give a filament with a diameter of 9 ⁇ m.
  • the tensile strength of this filament was 550 bar.
  • a wet-spun polyvinyl alcohol filament with a diameter of 40 ⁇ m could be stretched only to twice its initial length at 20°C.
  • the stretched filament had a diameter of 28 ⁇ m and a tensile strength of 500 bar.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)

Claims (4)

  1. Fibre soluble dans l'eau constituée d'un composé de haut poids moléculaire ayant un poids moléculaire moyen en poids n'excédant pas 10 000, ce composé de haut poids moléculaire pouvant être obtenu en faisant réagir un composé oxyde de polyalkylène, susceptible d'être obtenu par polymérisation d'addition d'un oxyde alkylène contenant de l'oxyde d'éthylène, et d'un composé organique ayant deux atomes d'hydrogène actifs, avec un acide polycarboxylique, un anhydride correspondant, ou un alkyle ester inférieur correspondant ou un diisocyanate.
  2. Fibre soluble dans l'eau selon la revendication 1 qui a une élongation de 500 à 3 000 %.
  3. Procédé pour la préparation d'une fibre soluble dans l'eau qui consiste à filer un composé de haut poids moléculaire ayant un poids moléculaire moyen en poids n'excédant pas 10 000, ce composé à haut poids moléculaire pouvant être obtenu par réaction d'un composé d'oxyde de polyalkylène obtenu par polymérisation d'addition d'un oxyde alkylène contenant de l'oxyde d'éthylène et d'un composé organique ayant deux atomes d'hydrogène actif, avec un acide polycarboxylique, un anhydride correspondant ou un ester d'alkyle inférieur correspondant ou un diisocyanate.
  4. Procédé de préparation d'une fibre soluble dans l'eau selon la revendication 3 dans laquelle la fibre telle que filée ou en cours de filature est étirée dans un rapport d'étirage de 5 à 30.
EP19910105606 1990-04-13 1991-04-09 Fibre soluble dans l'eau et méthode pour sa fabrication Expired - Lifetime EP0451786B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP9808790 1990-04-13
JP98087/90 1990-04-13

Publications (3)

Publication Number Publication Date
EP0451786A2 EP0451786A2 (fr) 1991-10-16
EP0451786A3 EP0451786A3 (en) 1992-11-04
EP0451786B1 true EP0451786B1 (fr) 1997-09-10

Family

ID=14210561

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19910105606 Expired - Lifetime EP0451786B1 (fr) 1990-04-13 1991-04-09 Fibre soluble dans l'eau et méthode pour sa fabrication

Country Status (2)

Country Link
EP (1) EP0451786B1 (fr)
DE (1) DE69127573T2 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4319439C1 (de) * 1993-06-11 1994-06-16 Freudenberg Carl Fa Biologisch abbaubare, thermoplastische Polyurethan-Filamente
FR2715294B1 (fr) 1994-01-26 1996-03-22 Oreal Composition cosmétique ou dermatologique anhydre contenant l'association d'une huile de silicone et d'une cire d'un homo- ou copolymère d'éthylène .

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3366185D1 (en) * 1982-03-17 1986-10-23 Dai Ichi Kogyo Seiyaku Co Ltd Process for preparing high molecular weight compounds
JPS59226018A (ja) * 1983-06-07 1984-12-19 Dai Ichi Kogyo Seiyaku Co Ltd 水溶性のフイルムまたはシ−ト

Also Published As

Publication number Publication date
EP0451786A3 (en) 1992-11-04
DE69127573T2 (de) 1998-04-23
DE69127573D1 (de) 1997-10-16
EP0451786A2 (fr) 1991-10-16

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