WO2008016255A1 - Fibre élastique à base de polyurethanne à propriété de séchage à chaleur élevée - Google Patents

Fibre élastique à base de polyurethanne à propriété de séchage à chaleur élevée Download PDF

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Publication number
WO2008016255A1
WO2008016255A1 PCT/KR2007/003689 KR2007003689W WO2008016255A1 WO 2008016255 A1 WO2008016255 A1 WO 2008016255A1 KR 2007003689 W KR2007003689 W KR 2007003689W WO 2008016255 A1 WO2008016255 A1 WO 2008016255A1
Authority
WO
WIPO (PCT)
Prior art keywords
polyurethane elastic
elastic yarns
polyurethane
chain extender
heat
Prior art date
Application number
PCT/KR2007/003689
Other languages
English (en)
Inventor
Yeon Soo Kang
Seung Won Seo
Joong Seong Jin
Original Assignee
Hyosung Corporation
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 Hyosung Corporation filed Critical Hyosung Corporation
Priority to CN2007800277099A priority Critical patent/CN101495683B/zh
Publication of WO2008016255A1 publication Critical patent/WO2008016255A1/fr

Links

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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
    • D10B2331/10—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyurethanes
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/06—Load-responsive characteristics
    • D10B2401/061—Load-responsive characteristics elastic
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S528/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S528/906—Fiber or elastomer prepared from an isocyanate reactant

Definitions

  • the present invention relates to a process for preparing polyurethane and an elastic fabric comprising polyurethane elastic yarns made therefrom and, particularly, to polyurethane prepared by adding diamine of chain extender at a predetermined rate and polyurethane elastic yarns made therefrom having excellent heat settable property.
  • the present invention relates to a knitted fabric consisting of the elastic fabric having excellent heat settable property at low temperature and a heat- sensitive fiber such as nylon, silk, wool, polypropylene, rayon and polytrimethylene terephthalate.
  • the knitted fabric may be heat-set at low temperature to prevent heat degradation of the heat- sensitive fiber and edge curling of the knitted fabric.
  • Polyurethane is customarily prepared by reacting a polyol with an excessive amount of diisocyanate to prepare a prepolymer, dissolving the prepolymer in an organic solvent and then adding diamine or diol of chain extender to the resulting solution and reacting with chain terminator such as mono-alcohol and monoamine to form a polyurethane spinning solution which is then dry- or wet-spun to make the polyurethane elastic fiber.
  • chain terminator such as mono-alcohol and monoamine
  • the polyurethane fiber is characterized by its high elasticity and widely used in a variety of areas. As its usage has expanded, there is a growing demand for developing extra features of polyurethane fibers.
  • polyurethane fibers is heat-set at high temperature during a post-process after knitting and the high temperature causes heat degradation of heat- sensitive fibers such as nylon, cotton, silk, wool, polypropylene, rayon and polytrimethylene terephthalate.
  • heat-sensitive fibers such as nylon, cotton, silk, wool, polypropylene, rayon and polytrimethylene terephthalate.
  • 5,948,875 disclose processes for improving the heat settable property of polyurethane elastic yarns. Due to the lack of heat settable property at a low temperature, however, heat-sensitive fibers have not been applicable to the processes disclosed in the prior arts. Disclosure of Invention Technical Problem
  • the object of the present invention is to prepare polyurethane elastic yarns having excellent heat settable property with appropriate amine.
  • the polyurethane elastic yarns are knitted with a heat-sensitive fiber such as nylon, cotton, silk, wool, polypropylene, rayon and polytrimethylene terephthalate.
  • the knitted fabric may be heat- set at low temperature to prevent fabric degradation of the heat-sensitive fiber which in turn improves fabric hand value and to provide the knitted fabric without edge curling.
  • a process for preparing polyurethane elastic yarns having excellent heat settable property and an elastic fabric made therefrom are produced by reacting polyols with an excessive amount of diisocyanate to prepare a prepolymer, dissolving the prepolymer in an organic solvent and reacting the resulting solution with a chain extender in order to prepare polyurethane elastic yarns, wherein an amount of 1,3-diaminopropane contained in the chain extender is 40 mol% or more based on the total chain extender.
  • a process for preparing polyurethane elastic yarns wherein the chain extender further comprises at least one selected from a group consisting of ethylene diamine, 1,2- di- aminopropane, 1,4-diaminobutane, 2,3-butanediamine, 1,5-pentanediamine, 1,6-hexandiamine and 1,4-cyclohexanediamine.
  • a process for preparing polyurethane elastic yarns wherein the prepolymer contains 1.56 wt% to 4.29 wt% of isocyanate based on the total prepolymer.
  • a knitted fabric may be heat-set at lower temperature after knitting compared to the prior arts. Hence, heat degradation of the heat-sensitive fiber may be prevented which in turn improves fabric hand value. It also prevents edge curling of the knitted fabric. Best Mode for Carrying Out the Invention
  • Segmented polyurethane used in the present invention is made by reacting organic diisocyanate with polymer diol to prepare a prepolymer, dissolving the prepolymer in an organic solvent and then reacting with diamine and monoamine.
  • Examples of organic diisocyanate used in the present invention may include at least one selected from a group consisting of diphenylmethane-4,4-diisocyanate, 1 ,5-naphthalenediisocyanate, 1 ,4-phenylenediisocyanate, hexamethylenediisocyanate, 1,4-cyclohexanediisocyanate, 4,4'-dicyclohexylmethanediisocyanate and isophorone diisocyanate.
  • Examples of polymer diol used in the present invention may include polyte- tramethylen-etherglycol, polypropylene-etherglycol and polycarbonatediol.
  • Diamine may be used as chain extender from at least one selected from a group consisting of ethylenediamine, 1,2-diaminopropane, 1,6-hexamethylendiamine and 1,3-diaminopropane.
  • the content of 1,3-diaminopropane based on the total chain extender should be 40 mol% or more preferably. If it is less than 40 mol %, the heat settable property of polyurethane elastic yarn considerably deteriorates.
  • Examples of amine having one functional group used in the present invention to control molecule weight of polyurethaneurea may include diethyl amine, mo- noethanolamine, dimethyleamine and so on.
  • sterically hindered phenolic compounds benzofuran-on compounds, semicarbazide compounds, benzotriazole compounds and polymeric tertiary amine stabilizer may be added in combination into a spinning solution.
  • the polyurethane elastic yarns in the present invention may further include additives such as titanium dioxide and magnesium stearate.
  • additives such as titanium dioxide and magnesium stearate.
  • Heat settable property(%) ⁇ (heat-set length - original length) ⁇ / (stretched length - original length) ⁇ x 100
  • Edge curling(%) (the area of triangle being curled/ the initial area of the triangle) x
  • the solid additives to the solution may include 1.5 wt% of ethylenebis(oxyethylene)bis-(3-(5-ter-butyl-4-hydroxy-m-toyl)-propionate), 0.5 wt% of 5,7-di-t-butyl-3-(3,4-dimethylphenyl)-3H-benzofuran-2-one, 1 wt% of l,l,r,l'-tetramethyl-4,4'-(methylene-di-p-phenylene)disemicarbazide, 1 wt% of poly(N,N-diethyl-2-aminoethyl methacrylate) and 0.1 wt% of titanium dioxide to produce a polyurethane spinning solution.
  • a circular-knitted fabric was made using a circular-knitting machine(Mayer Co.) with 38 inches cylinder diameter, 28 gauge and 120 feeder.
  • the nylon used in preparing the knitted fabric is 70 denier nylon and knitted with 40 denier of elastic yarns produced by the process, and the content of the elastic yarns is 8 wt% based on the total fabric weight.
  • Example 4 to 6 and Comparative Example 1 to 3 were carried out as in Example 1, except the changes in the weight percent (wt%) of isocyanate, the type and mol percent(mol%) of chain extender as shown in Table 1.
  • Example 7 to 10 were carried out to produce a circular-knitted fabric with elastic yarns prepared in Example 1 and nylon, and Comparative Example 4 to 6 were carried out with elastic yarns prepared by Comparative Example 1 and nylon. They were then treated under the heat-setting conditions shown in Table 2. The edge curling(%) and fabric hand value of the resulting fabric are shown in Table 2.
  • the polyurethane elastic yarns of the present invention show excellent heat settable property at low temperature. Therefore, the fabric comprising the elastic yarns prepared in the present invention do not cause edge curling with the heat-set process at low temperature, which resulted in excellent fabric hand value of the resulting knitted fabric available in various areas.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Knitting Of Fabric (AREA)
  • Artificial Filaments (AREA)

Abstract

La présente invention concerne un procédé de préparation du polyuréthanne et des fils élastiques à base de polyuréthanne réalisés à partir de celui-ci, selon lequel une quantité de 1,3-diaminopropane contenue dans un agent d'extension de chaîne est égale ou supérieure à 40 moles % par rapport à l'agent d'extension total et l'agent d'extension comporte également au moins un choisi parmi le groupe constitué d'éthylène diamine, de 1,2- diaminopropane, 1,4-diaminobutane, 2,3-butanediamine, 1,5-pentanediamine, 1,6-hexandiamine and 1,4-cyclohexanediamine. Les fils élastiques à base de polyuréthanne présentent une excellente propriété de séchage à basse température et un tissu utilisant les fils élastiques peut être soumis à un séchage thermique à basse température pour empêcher le roulage de lisière et pour améliorer la valeur manuelle de tissu d'un tricot.
PCT/KR2007/003689 2006-07-31 2007-07-31 Fibre élastique à base de polyurethanne à propriété de séchage à chaleur élevée WO2008016255A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN2007800277099A CN101495683B (zh) 2006-07-31 2007-07-31 具有高的热定形性的聚氨酯弹性纤维

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020060071869A KR100711644B1 (ko) 2006-07-31 2006-07-31 열세트성이 향상된 폴리우레탄 탄성사
KR10-2006-0071869 2006-07-31

Publications (1)

Publication Number Publication Date
WO2008016255A1 true WO2008016255A1 (fr) 2008-02-07

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PCT/KR2007/003689 WO2008016255A1 (fr) 2006-07-31 2007-07-31 Fibre élastique à base de polyurethanne à propriété de séchage à chaleur élevée

Country Status (3)

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KR (1) KR100711644B1 (fr)
CN (1) CN101495683B (fr)
WO (1) WO2008016255A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110071120A (ko) * 2008-10-17 2011-06-28 인비스타 테크놀러지스 에스.에이.알.엘. 가용성 이성분 스판덱스
CN103255500B (zh) * 2013-05-30 2015-03-25 浙江华峰氨纶股份有限公司 一种适合低温定形的聚氨酯弹性纤维的制备方法
CN103498209B (zh) * 2013-10-21 2015-10-28 浙江华峰氨纶股份有限公司 具有耐高温和耐碱聚氨酯弹性纤维的制备方法
CN105506777A (zh) * 2016-01-26 2016-04-20 浙江华峰氨纶股份有限公司 一种易粘合聚氨酯弹性纤维及其制备方法
CN107663670B8 (zh) * 2017-08-16 2019-10-15 东华大学 一种聚氨酯弹性纤维及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0219511A (ja) * 1988-05-26 1990-01-23 E I Du Pont De Nemours & Co 共重合体軟質セグメントを有するスパンデックス繊維
US20020028901A1 (en) * 1999-04-23 2002-03-07 Elastomedic Pty Limited Siloxane-containing polyurethane-urea compositions
KR20020095226A (ko) * 2000-04-26 2002-12-20 이 아이 듀폰 디 네모아 앤드 캄파니 열고정 효율이 높은 스판덱스
KR20050055740A (ko) * 2002-10-04 2005-06-13 인비스타 테크놀러지스 에스.에이.알.엘 사슬 연장제로서 에틸렌 디아민/1,2-디아미노프로판을사용한 스판덱스 섬유 및 그의 제조 방법

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5644015A (en) * 1996-07-24 1997-07-01 Hyosung T & C Co., Ltd. Process of manufacturing improved polyurethane fiber polymer
WO2000056958A1 (fr) * 1999-03-19 2000-09-28 Asahi Kasei Kabushiki Kaisha Fibre elastique en polyurethane-uree et son procede de fabrication

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0219511A (ja) * 1988-05-26 1990-01-23 E I Du Pont De Nemours & Co 共重合体軟質セグメントを有するスパンデックス繊維
US20020028901A1 (en) * 1999-04-23 2002-03-07 Elastomedic Pty Limited Siloxane-containing polyurethane-urea compositions
KR20020095226A (ko) * 2000-04-26 2002-12-20 이 아이 듀폰 디 네모아 앤드 캄파니 열고정 효율이 높은 스판덱스
KR20050055740A (ko) * 2002-10-04 2005-06-13 인비스타 테크놀러지스 에스.에이.알.엘 사슬 연장제로서 에틸렌 디아민/1,2-디아미노프로판을사용한 스판덱스 섬유 및 그의 제조 방법

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Publication number Publication date
CN101495683B (zh) 2011-09-14
CN101495683A (zh) 2009-07-29
KR100711644B1 (ko) 2007-04-25

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