WO2018135818A1 - Fil élastique de polyuréthane-urée présentant un excellent allongement et procédé de fabrication associé - Google Patents

Fil élastique de polyuréthane-urée présentant un excellent allongement et procédé de fabrication associé Download PDF

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Publication number
WO2018135818A1
WO2018135818A1 PCT/KR2018/000661 KR2018000661W WO2018135818A1 WO 2018135818 A1 WO2018135818 A1 WO 2018135818A1 KR 2018000661 W KR2018000661 W KR 2018000661W WO 2018135818 A1 WO2018135818 A1 WO 2018135818A1
Authority
WO
WIPO (PCT)
Prior art keywords
elastic yarn
elongation
polyurethane urea
urea elastic
yarn
Prior art date
Application number
PCT/KR2018/000661
Other languages
English (en)
Korean (ko)
Inventor
이재명
강연수
Original Assignee
주식회사 효성
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 주식회사 효성 filed Critical 주식회사 효성
Publication of WO2018135818A1 publication Critical patent/WO2018135818A1/fr

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Classifications

    • 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
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D1/00—Treatment of filament-forming or like material
    • D01D1/02—Preparation of spinning solutions
    • 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

Definitions

  • the present invention relates to a polyurethane urea elastic yarn excellent in elongation and a method for producing the same. More specifically, the use of multifunctional materials can improve elongation after covering by maintaining the permanent strain at 25% or less without lowering the spinning processability and heat resistance (% pre- and post-thermal power retention) of the elastic yarn. Polyurethane urea elastic yarn and a method for producing the same.
  • Polyurethane urea elastic fiber is manufactured by dry or wet spinning polyurethane urea-based polymer, and has excellent elasticity and elastic recovery power, so it is used for swimwear, inner wear, out wear, stocking, diaper, etc. Depending on the application, it is used by mixing with nylon, polyester and the like (covering yarn).
  • Polyurethaneurea polymers generally react with a polyol, which is a high molecular weight diol compound, and an excess of diisocyanate compound to obtain a prepolymer having an isocyanate group at both ends of the polyol and the prepolymer in an appropriate solvent.
  • a diamine-based or diol-based chain extender and a chain terminator such as monoalcohol or monoamine are added and reacted to form a spinning solution of polyurethaneurea fiber after drying.
  • polyurethaneurea elastic fibers by wet spinning.
  • Polyurethane urea elastic yarns are covered by other companies, for example, nylon, polyester, cotton, etc. as described above, and are used for knitting for socks, stockings, etc. In order to ensure excellent knitting workability, after covering Elastic yarn with excellent elongation is needed.
  • the elongation of the polyurethane urea elastic yarn has been improved.
  • the elongation of the polyurethane urea is not sufficiently expressed after the covering, and the soft segment content of the polymer is excessively increased to improve the elongation.
  • heat resistance power retention (%) before and after heat treatment
  • an object of the present invention is to provide a polyurethane urea elastic yarn and a manufacturing method thereof that can improve elongation so as to secure excellent knitting workability even after covering the polyurethane urea elastic yarn. .
  • the polyurethane prepolymer comprises a 0.1 to 5 mol% cross-linking agent of 2-ethyl-2- (hydroxymethyl) -1,3-propanediol It features.
  • the polyurethaneurea elastic yarn is characterized in that the elongation of the yarn is 600% or more, the permanent strain is 25% or less.
  • the polyurethane urea elastic yarn is characterized in that the spinning processability is 95% or more.
  • polyurethane urea elastic yarn is characterized in that 120 denier.
  • Polyurethane urea elastic yarn of the present invention while maintaining good spinning processability, the elongation is more than 600%, the permanent strain is excellent in 25% or less has the effect of improving the elongation of the covering yarn after the covering operation.
  • a polyurethane prepolymer by mixing a polyol and diisocyanate, to prepare a polyurethane urea elastic yarn using 0.1 to 5 mol% of a crosslinking agent as a multifunctional material It is a way.
  • it is a polyurethane urea elastic yarn of 120 denier, elongation of 600% or more and permanent strain of 25% or less.
  • a polyurethane urea based on polyols, diisocyanates and chain extenders wherein the diisocyanates are at least one organic diisocyanate selected from aromatic, aliphatic and alicyclic diisocyanates
  • polyurethane urea elastic yarn which is 600% or more in elongation and maintains 25% or less in permanent strain.
  • the diisocyanate is 4,4'-diphenylmethane diisocyanate, 2,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylenedi isocyanate, hexamethylene di At least one selected from the group consisting of isocyanate, 1,4'-cyclohexanediisocyanate, 4,4'-dicyclohexylmethane diisocyanate, isophorone diisocyanate and mixtures thereof, preferably 4, 4'-diphenylmethane diisocyanate.
  • the polyol may be one or two or more selected from the group consisting of polytetramethylene ether glycol, polytrimethylene ether glycol, polypropylene glycol, polycarbonate diol, and combinations thereof.
  • the polyol and diisocyanate are reacted, and 0.1 to 5 mol% of a crosslinking agent such as 2-ethyl-2- (hydroxymethyl) -1,3-propanediol as a polyfunctional material.
  • a crosslinking agent such as 2-ethyl-2- (hydroxymethyl) -1,3-propanediol
  • the diisocyanate is at least one organic diisocyanate selected from aromatic, aliphatic and alicyclic diisocyanates
  • the multifunctional material when added to the prepolymer preparation step, there is an effect that can increase the resilience to the contrast physical deformation by acting as a crosslinking agent for the molecular chains.
  • the kind of the solvent usable in the above production method is not particularly limited.
  • DMAc, DMF, DMSO, N-methylpyrrolidinone (NMP) or a mixed solvent thereof may be used.
  • diamines may be used as the chain extender, and examples thereof include ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, and 2,3-diamino. Butane, 1,5-diaminopentane, 1,6-hexamethylenediamine, 1,4-cyclohexanediamine, and combinations thereof, and one or more selected from the group consisting of, but are not necessarily limited thereto. .
  • the chain terminator amines having a monofunctional group, for example, diethylamine, monoethanolamine, dimethylamine, cyclohexylamine and the like can be used.
  • the chain extender and chain terminator may be added all at once or in two or more steps. Chain extenders and chain terminators are preferably dissolved in a suitable solvent.
  • the produced polyurethane urea spinning stock solution is dry-spun to obtain a polyurethane urea elastic yarn having a characteristic of 120 deg. Class and having an elongation of at least 600% and a permanent strain of 25% or less.
  • Polyurethane urea elastic yarn of the present invention has the advantage of improving the elongation after covering (covering) without reducing the spinning processability (95% or more) and heat resistance of the elastic yarn by using a multifunctional material.
  • 4,4'-diphenylmethane diisocyanate, polytetramethylene ether glycol, and polytrimethylene ether glycol are used at a capping ratio (CR) of 1.55, and 2-ethyl-2- (hydroxylmethyl) -1,3 as a crosslinking agent.
  • a prepolymer was prepared using 0.1 mol% propanediol. 100 mol% of ethylenediamine was used as the chain extender, 100 mol% of diethylamine was used as the chain terminator, and the ratio of the chain extender and the chain terminator was 15: 1, and the total amine used was 7 mol%.
  • a dimethylacetamide was used as a solvent to obtain a polyurethaneurea spinning solution having a solid content of 35% by weight of the final polymer.
  • the spinning stock solution obtained as described above was dry-spun at a speed of 700 m / min to prepare a polyurethane urea elastic yarn of 120 denier 8 filaments, and the physical properties thereof are shown in Table 1 below.
  • a polyurethaneurea elastic yarn was prepared in the same manner as in Example 1 except that 1.5 mol% of the crosslinking agent was added.
  • a polyurethaneurea elastic yarn was prepared in the same manner as in Example 1 except that 5.0 mol% of the crosslinking agent was added.
  • a polyurethaneurea elastic yarn was prepared in the same manner as in Example 1 except that no crosslinking agent was added.
  • a polyurethaneurea elastic yarn was prepared in the same manner as in Example 1 except that 10.0 mol% of the crosslinking agent was added.
  • Strength and elongation of yarn Measured with an automatic elongation measuring device (MEL machine, Textechno) at a sample length of 10cm and a tensile speed of 100cm / min. At this time, the strength and elongation at break are measured, and the 200% modulus of load on the yarn is also measured at 200% elongation.
  • MEL machine Automatic elongation measuring device
  • Yarn Permanent Strain (%): Using an automatic elongation measuring device (MEL machine, Textechno Co., Ltd.), 10 cm ⁇ 20 strands were stretched 300 times five times at a tensile rate of 100 cm / min, and then recovered for 30 seconds. Permanent strain is calculated from the difference between the length (L1) and the initial sample length.
  • elongation [%] and permanent strain [%] while maintaining excellent spinning processability (95% or more) and heat resistance levels All of them appeared to be excellent, and thereby it was found that the elongation (%) of the covering company was improved.
  • the crosslinking agent is not added, the elongation is improved, but the elongation of the covering yarn is decreased due to insufficient permanent strain, and when added in excess, the permanent strain [%] and the heat resistance [%] are good, but the elongation is excessive. It was found that the elongation (%) of the covering company could not be satisfactorily obtained.

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

Abstract

La présente invention concerne un fil élastique de polyuréthane-urée et un procédé de fabrication de celui-ci, le fil élastique de polyuréthane-urée conservant un allongement de fil élastique de 600 % ou plus et une déformation permanente inférieure ou égale à 25 % tout en maintenant une aptitude au traitement de filage et des caractéristiques de résistance à la chaleur résultant de l'utilisation d'un matériau polyfonctionnel, ce qui permet ainsi d'obtenir une amélioration d'allongement après un travail de guipage en retors.
PCT/KR2018/000661 2017-01-18 2018-01-15 Fil élastique de polyuréthane-urée présentant un excellent allongement et procédé de fabrication associé WO2018135818A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2017-0008918 2017-01-18
KR20170008918 2017-01-18

Publications (1)

Publication Number Publication Date
WO2018135818A1 true WO2018135818A1 (fr) 2018-07-26

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2018/000661 WO2018135818A1 (fr) 2017-01-18 2018-01-15 Fil élastique de polyuréthane-urée présentant un excellent allongement et procédé de fabrication associé

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Country Link
WO (1) WO2018135818A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20100100816A (ko) * 2007-10-22 2010-09-15 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 연질의 탄성 무-가소제 열가소성 폴리우레탄 및 이를 합성하는 방법
KR20120123687A (ko) * 2010-01-22 2012-11-09 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 가교 가능한 열가소성 폴리우레탄
KR20140094357A (ko) * 2013-01-22 2014-07-30 주식회사 효성 우수한 파워 및 탄성회복율을 갖는 폴리우레탄우레아 탄성사 및 이의 제조방법
JP2014141548A (ja) * 2013-01-22 2014-08-07 Mitsubishi Chemicals Corp ポリウレタンの製造方法
JP2015189886A (ja) * 2014-03-28 2015-11-02 三菱化学株式会社 ポリウレタン及び、ポリウレタンの製造方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20100100816A (ko) * 2007-10-22 2010-09-15 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 연질의 탄성 무-가소제 열가소성 폴리우레탄 및 이를 합성하는 방법
KR20120123687A (ko) * 2010-01-22 2012-11-09 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 가교 가능한 열가소성 폴리우레탄
KR20140094357A (ko) * 2013-01-22 2014-07-30 주식회사 효성 우수한 파워 및 탄성회복율을 갖는 폴리우레탄우레아 탄성사 및 이의 제조방법
JP2014141548A (ja) * 2013-01-22 2014-08-07 Mitsubishi Chemicals Corp ポリウレタンの製造方法
JP2015189886A (ja) * 2014-03-28 2015-11-02 三菱化学株式会社 ポリウレタン及び、ポリウレタンの製造方法

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