WO2011081450A2 - Procédé de fabrication d'une fibre élastique de polyuréthane-urée haute performance - Google Patents

Procédé de fabrication d'une fibre élastique de polyuréthane-urée haute performance Download PDF

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Publication number
WO2011081450A2
WO2011081450A2 PCT/KR2010/009505 KR2010009505W WO2011081450A2 WO 2011081450 A2 WO2011081450 A2 WO 2011081450A2 KR 2010009505 W KR2010009505 W KR 2010009505W WO 2011081450 A2 WO2011081450 A2 WO 2011081450A2
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WO
WIPO (PCT)
Prior art keywords
diisocyanate
polyurethane urea
elastic yarn
prepolymer
polyurethaneurea
Prior art date
Application number
PCT/KR2010/009505
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English (en)
Korean (ko)
Other versions
WO2011081450A3 (fr
Inventor
김태헌
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.)
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Application filed by 주식회사 효성 filed Critical 주식회사 효성
Publication of WO2011081450A2 publication Critical patent/WO2011081450A2/fr
Publication of WO2011081450A3 publication Critical patent/WO2011081450A3/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
    • 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
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties

Definitions

  • the present invention relates to a method for preparing a polyurethane urea, and more particularly, to prepare a prepolymer using glycol and diisocyanate having a number average molecular weight of 800 to 1300 Dalton, and to add a chain extender to the prepolymer
  • the present invention relates to a method for producing a polyurethaneurea elastic yarn having excellent power by obtaining a urethane urea polymerized product, then stirring and spinning the obtained polyurethaneurea spinning stock solution.
  • Polyurethane urea is a primary polymerization reaction product which generally reacts a polyol which is a high molecular weight diol compound with an excess diisocyanate compound to obtain a prepolymer having an isocyanate group at both ends of the polyol, and the prepolymer in an appropriate solvent. After dissolving, a diamine-based or diol-based chain extender is added to the solution, and a chain terminator such as monoalcohol or monoamine is reacted to form a spinning solution of polyurethaneurea fibers, and then subjected to dry and wet spinning. The polyurethaneurea elastic fiber is obtained by this.
  • Polyurethane urea elastic fibers are used in various applications because of their inherent properties with excellent elasticity and elastic recovery ability, and as the range of applications thereof is expanded, new additional properties are continuously required for existing fibers.
  • polyurethane urea elastic fibers are thermally embrittled by high heat in the post-processing after knitting with the other company (nylon, cotton, silk, wool, etc.), which causes problems such as lowering the power of the fabric. .
  • the other company nylon, cotton, silk, wool, etc.
  • problems such as lowering the power of the fabric.
  • polyurethane urea elastic fibers there is an increasing demand for high power polyurethane urea elastic fibers, and in particular, the demand to improve the power while reducing the weight of fabric during knitting / knit using denier elastic yarn It is increasing.
  • the present invention has been invented to solve the above problems, the present invention is to provide a method for producing a polyurethane urea elastic yarn having excellent power.
  • a method for producing a polyurethane urea elastic yarn having excellent power is prepared by preparing a prepolymer using glycol and diisocyanate having a number average molecular weight of 800 to 1300 Dalton, and adding a chain extender to the prepolymer to obtain a polyurethane. After the urea polymer is obtained, the polyurethane urea spinning stock solution obtained by stirring the aging is characterized by spinning.
  • the diisocyanate is 4,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylene diisocyanate, hexamethylene diisocyanate, 1,4 '
  • One or more selected from the group consisting of -cyclohexane diisocyanate, 4,4'-dicyclohexyl methane diisocyanate, or isophorone diisocyanate is used.
  • the polyol used in the prepolymer is a polytetramethylene ether glycol, polypropylene glycol, polycarbonate diol, a copolymer of a poly (tetramethylene ether) glycol and a mixture of alkylene oxide and lactone monomer, Or one or two or more selected from the group consisting of copolymers of 3-methyl-tetrahydrofuran and tetrahydrofuran.
  • the chain extender is ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, 2,3-diaminobutane, 1, It is 1 type, or 2 or more types chosen from the group which consists of 5-diaminopentane, 1, 6- hexamethylenediamine, and 1, 4- cyclohexanediamine.
  • the present invention is to produce a polyurethane urea elastic yarn having excellent power, by using the polyurethane urea elastic yarn to enable high power of the cross / knitted fabric.
  • due to the improved modulus of the yarn it is possible to reduce the weight of the fabric.
  • Polyurethane urea used in the preparation of the elastic yarn of the present invention is prepared by reacting a diisocyanate with a polyol to prepare a prepolymer, dissolving it in an organic solvent and then reacting with a diamine and a monoamine.
  • diisocyanate used in the production of the polyurethaneurea elastic yarn used in the present invention include 4,4'-diphenylmethane diisocyanate, 1,5'-naphthalene diisocyanate, 1,4'-phenylenedi isocyanate, hexa Methylene diisocyanate, 1,4'-cyclohexanediisocyanate, 4,4'-dicyclohexyl methane diisocyanate, isophorone diisocyanate and the like, and these are used alone or in combination.
  • the polyol used in the present invention is polytetramethylene ether glycol, polypropylene glycol, polycarbonate diol, copolymer of alkylene oxide and lactone monomer and poly (tetramethylene ether) glycol, 3-methyl-tetrahydrofuran and It may be exemplified as one or a mixture of two or more thereof in a copolymer of tetrahydrofuran and the like, but is not necessarily limited thereto.
  • the molecular weight of the glycol used in the present invention has a number average molecular weight of about 800 to 1300 Daltons.
  • the elongation of the yarn was improved by increasing the amount of hard segment in the yarn than before.
  • glycol having a number average molecular weight of 800 to 1300 Dalton is used, as the length of the sopot segment in the yarn becomes shorter, the repeating unit of the hard segment increases, thereby obtaining high power elastic fibers such as an effect of increasing the capping ratio.
  • the molecular weight is less than 800, when the external stress is applied due to excessive increase of the hard segment, it is easy to be broken and its solubility is degraded, making it impossible to apply the process. And elongation also has a problem that is greatly reduced. When the molecular weight exceeds 1300, it is difficult to expect a power improvement effect.
  • Diamines are used as the chain extender, and examples thereof include ethylenediamine, 1, 2-diaminopropane, 1, 3-diaminopropane, 1,4-diaminobutane, 2,3-diaminobutane, 1, One kind or a mixture of two or more kinds thereof, such as 5-diaminopentane, 1, 6-hexamethylenediamine and 1,4-cyclohexanediamine, can be exemplified.
  • an amine having a monofunctional group for example, diethylamine, monoethanolamine, dimethylamine and the like can be used.
  • a steric hindrance phenol compound in order to prevent discoloration of the polyurethane urea and deterioration of physical properties due to ultraviolet rays, atmospheric smog, and heat treatment associated with spandex processing, a steric hindrance phenol compound, a benzofuran-one compound, and a semicarbazide Type compound, a benzo triazole type compound, a polymeric tertiary amine stabilizer, etc. can be added combining them suitably.
  • the polyurethaneurea elastic yarn of the present invention may include additives such as titanium dioxide, magnesium stearate, and the like in addition to the above components.
  • NCO% of the polymers mentioned in Examples and Comparative Examples to be described later physical properties of the polyurethane urea elastic yarn, and the power of the fabric were measured as follows.
  • NCO% [100 * 2 * NCO chemical formula * (capping ratio-1)] / ⁇ (diisocyanate molecular weight * capping ratio) + polyol molecular weight ⁇
  • capping ratio is the diisocyanate molar ratio / polyol molar ratio.
  • Denier weight of 10 strands of sample g / 9m * 9000m / 1g
  • the sample is measured by repeating 300% 5 times with a sample length of 10cm * 20 strands and a tensile speed of 100cm / min.
  • the heat treatment of the yarn is 100% elongated while being exposed to the air, followed by dry heat treatment at 190 ° C. for 1 minute, cooling to room temperature, followed by wet heat treatment at 100 ° C. for 30 minutes in a relaxed state, and drying at room temperature.
  • the elastic knitted fabric and nylon yarn were manufactured using a circular knitting machine having a diameter of 32 inches, a 28 gauge, and a 96 feeder.
  • the circular knitted fabric was knitted using 70 denier of nylon yarn and 40 denier of elastic yarn prepared above, and the content of the elastic yarn was 8% of the total knit weight.
  • Pre-setting ⁇ dyeing ⁇ Final-setting of circular knitting fabric made of cross-woven / knitted nylon / polyurethane urea elastic yarn, and then using an automatic elongation measuring device (MEL machine, Textechno) Sample width 2.5 cm * Sample length 20cm, tensile rate 100cm / min to measure 100% 5 times repeated elongation.
  • MEL machine Textechno
  • a capping ratio (CR) of 1.70 and polyol were prepared using polytetramethylene ether glycol (PTMG, molecular weight 1000) and prepared using 4,4'-diphenylmethane diisocyanate.
  • Ethylenediamine and 1,2-diamino propane were used as the chain extender at a ratio of 80 mol% and 20 mol%, and diethylamine was used as the chain terminator.
  • the ratio of the chain extender to the chain terminator was 10: 1, and the amine used was prepared at a total concentration of 7 mol%, and dimethylacetamide was used as the solvent.
  • the spinning stock solution obtained as described above was spun at a speed of 900 m / min by dry spinning (spinning temperature: 260 ° C.) to prepare a polyurethane urea elastic yarn of 40 denia 3 filaments, and the physical properties thereof are shown in Table 1 below.
  • Capping ratio (CR) 1.70 and polyol were prepared using polytetramethylene ether glycol (PTMG, molecular weight 800) and prepared using 4,4'-diphenylmethane diisocyanate. Ethylenediamine and 1,2-diamino propane were used as the chain extender at a ratio of 80 mol% and 20 mol%, and diethylamine was used as the chain terminator. The ratio of the chain extender to the chain terminator was 10: 1, and the amine used was prepared at a total concentration of 7 mol%, and dimethylacetamide was used as the solvent.
  • Capping ratio (CR) 1.70 and polyol were prepared using polytetramethylene ether glycol (PTMG, molecular weight 1800) and prepared using 4,4'-diphenylmethane diisocyanate. Ethylenediamine and 1,2-diamino propane were used as the chain extender at a ratio of 80 mol% and 20 mol%, and diethylamine was used as the chain terminator. The ratio of the chain extender to the chain terminator was 10: 1, and the amine used was prepared at a total concentration of 7 mol%, and dimethylacetamide was used as the solvent.
  • PTMG polytetramethylene ether glycol
  • the obtained spinning stock solution was spun at a speed of 900 m / min to prepare a polyurethane urea elastic yarn of 40 denier 3 filaments, the physical properties are shown in Table 1 to evaluate the properties.
  • Capping ratio (CR) 1.70 and polyol were prepared using polytetramethylene ether glycol (PTMG, molecular weight 2000) and prepared using 4,4'-diphenylmethane diisocyanate. Ethylenediamine and 1,2-diamino propane were used as the chain extender at a ratio of 80 mol% and 20 mol%, and diethylamine was used as the chain terminator. The ratio of the chain extender to the chain terminator was 10: 1, and the amine used was prepared at a total concentration of 7 mol%, and dimethylacetamide was used as the solvent.
  • Polytetramethylene ether glycol (molecular weight 1000) was used as shown in Table 1, and the polyurethaneurea elastic yarn prepared by mixing 4,4'-diphenylmethane isocyanate showed excellent power.
  • Table 2 below shows the processing conditions and power of the finished fabric by manufacturing the circular knitted fabric by the fabric evaluation method.
  • Example 2 As shown in Table 2, the fabric produced in Example 2 when the nylon circular knitted fabric was prepared was confirmed to have superior fabric power compared to the fabric produced in Comparative Example 2 even when pre-set at 190 ° C.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

La présente invention porte sur un procédé de fabrication de polyuréthane-urée. Plus spécifiquement, dans ce procédé, un prépolymère ayant une masse moléculaire moyenne en nombre de 800 à 1300 daltons est fabriqué à partir de glycol et d'un diisocyanate, et un allongeur de chaîne est ajouté au prépolymère pour former une solution de filage, qui est ensuite soumise à une agitation et à un vieillissement, pour filer une fibre de polyuréthane haute performance.
PCT/KR2010/009505 2009-12-31 2010-12-29 Procédé de fabrication d'une fibre élastique de polyuréthane-urée haute performance WO2011081450A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2009-0136380 2009-12-31
KR1020090136380A KR101157335B1 (ko) 2009-12-31 2009-12-31 우수한 파워를 가지는 폴리우레탄우레아 탄성사의 제조 방법

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WO2011081450A2 true WO2011081450A2 (fr) 2011-07-07
WO2011081450A3 WO2011081450A3 (fr) 2011-11-24

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140034850A (ko) * 2011-05-27 2014-03-20 도레이 오페론텍스 가부시키가이샤 탄성 직물
CN111379045A (zh) * 2020-05-15 2020-07-07 中原工学院 一种弹性可控氨纶及其制备方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013103159A1 (fr) * 2012-01-03 2013-07-11 주식회사 효성 Procédé de fabrication d'un fil élastique comportant une puissance élevée et fil élastique à haute puissance fabriqué l'utilisant
US20180305842A1 (en) * 2015-06-30 2018-10-25 Invista North America S.A R.L. Polyurethane fiber including copolymer polyol

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KR20060070447A (ko) * 2004-12-20 2006-06-23 바이엘 머티리얼싸이언스 엘엘씨 낮은 열고정 온도를 갖는 스판덱스 및 이것의 제조를 위한물질
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KR20080080610A (ko) * 2005-12-06 2008-09-04 이 아이 듀폰 디 네모아 앤드 캄파니 폴리트리메틸렌 에테르 연질부를 포함하는 열가소성폴리우레탄

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140034850A (ko) * 2011-05-27 2014-03-20 도레이 오페론텍스 가부시키가이샤 탄성 직물
EP2714975A2 (fr) * 2011-05-27 2014-04-09 Toray Opelontex Co., Ltd Tissu élastique
EP2714975A4 (fr) * 2011-05-27 2014-11-12 Toray Opelontex Co Ltd Tissu élastique
KR101972611B1 (ko) 2011-05-27 2019-04-25 도레이 오페론텍스 가부시키가이샤 탄성 직물
CN111379045A (zh) * 2020-05-15 2020-07-07 中原工学院 一种弹性可控氨纶及其制备方法
CN111379045B (zh) * 2020-05-15 2022-07-26 中原工学院 一种弹性可控氨纶及其制备方法

Also Published As

Publication number Publication date
KR101157335B1 (ko) 2012-06-15
WO2011081450A3 (fr) 2011-11-24
KR20110079361A (ko) 2011-07-07

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