WO2009084815A1 - Fil d'élasthanne à base de polyuréthane-urée pouvant être facilement teint et son procédé de fabrication - Google Patents

Fil d'élasthanne à base de polyuréthane-urée pouvant être facilement teint et son procédé de fabrication Download PDF

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Publication number
WO2009084815A1
WO2009084815A1 PCT/KR2008/006883 KR2008006883W WO2009084815A1 WO 2009084815 A1 WO2009084815 A1 WO 2009084815A1 KR 2008006883 W KR2008006883 W KR 2008006883W WO 2009084815 A1 WO2009084815 A1 WO 2009084815A1
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WO
WIPO (PCT)
Prior art keywords
spandex yarn
polymer
polyurethaneurea
easily dyeable
polyimine
Prior art date
Application number
PCT/KR2008/006883
Other languages
English (en)
Inventor
Yoon Suk Chung
Tae Heon Kim
Yeon Soo Kang
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
Publication of WO2009084815A1 publication Critical patent/WO2009084815A1/fr

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Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/70Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01DMECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00Formation of filaments, threads, or the like
    • D01D5/04Dry spinning methods
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00General methods for the manufacture of artificial filaments or the like
    • D01F1/02Addition of substances to the spinning solution or to the melt
    • D01F1/10Other agents for modifying properties
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/78Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/88Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/94Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
    • DTEXTILES; PAPER
    • D10INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10BINDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2331/00Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
    • D10B2331/10Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyurethanes
    • DTEXTILES; PAPER
    • D10INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10BINDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00Physical properties
    • D10B2401/06Load-responsive characteristics
    • D10B2401/061Load-responsive characteristics elastic
    • DTEXTILES; PAPER
    • D10INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10BINDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00Physical properties
    • D10B2401/14Dyeability

Definitions

  • the present invention relates to an easily dyeable polyurethaneurea spandex yarn containing polyimine or polyamine for maintaining specific characteristics of spandex yarn and improving dyeability of spandex yarn, and more particularly, to an easily dyeable polyurethaneurea spandex yarn and a method of preparing the same that improves light fastness and wash fastness by uniformly dispersing polyimine or polyamine in the polyurethaneurea spandex yarn and dyeing the polyurethaneurea spandex yarn with an acid dye or a disperse dye.
  • a polyurethaneurea spandex yarn is a highly elastic polyurethane fiber containing more than 85 wt% (weight percent) urethane bond in its molecular structure, and generally used for manufacturing sports wears and women's foundations, such as a swimming suite and a stocking.
  • the demand of polyurethane spandex yarn is gradually increasing.
  • a conventional polyurethaneurea spandex yarn is generally prepared by mixing ether glycol with an isocyanate compound, forming a primary polymer through primary polymerization, forming at least one chain extender selected from a group consisting of ethylene diamine and diaminopropane, forming a secondary polymer through mixing and secondary polymerization of the primary polymer, the chain extender, and dimethylacetamide, and finally dry spinning with the secondary polymer.
  • the polyurethaneurea spandex yarn prepared by the above method has disadvantages that dyeability of spandex yarn is decreased when using a disperse dye or an acid dye, and color fastnesses, in particular, light and wash fastness of the spandex yarn become very poor.
  • U.S. Patent No. 0,165,200Al discloses an elastic polyurethaneurea fiber containing primary amine prepared by mixing diisocyanate 4,4-methylenediisocyanate with 2,4-methylenediisocyanate and reacting with glycol, diluting an isocyanate end isolating product with a solvent, and chain extending with diamine.
  • the polyurethaneurea spandex yarn showed a good result, such as a high affinity to an acid dye and a reactive dye, and a high fastness of 4.5 - 5.
  • the polyurethane spandex yarn has a low dyeability, which reduces the excellence of fastness.
  • the polyurethaneurea spandex has disadvantages of low modulus and elastic recovery due to the usage of 2,4-methylenediisocyanate.
  • U.S. Patent No. 6,468,652B 1 discloses a method for producing an elastic polyurethaneurea fiber by reacting compounds including a bifunctional amine group having a primary amine group and a secondary amine group, a nitrogen-containing compound having a tertiary nitrogen group and a heterocyclic nitrogen group (in particular, N-(2-aminoethyl)piperzine and organic diisocyanate), and an organic monoisocyanate, and adding a specific urea compound into the polyurethaneurea polymer.
  • compounds including a bifunctional amine group having a primary amine group and a secondary amine group, a nitrogen-containing compound having a tertiary nitrogen group and a heterocyclic nitrogen group (in particular, N-(2-aminoethyl)piperzine and organic diisocyanate), and an organic monoisocyanate, and adding a specific urea compound into the polyurethaneurea polymer.
  • the elastic polyurethane fiber has a high setting property and a high elastic recovery, and can be dyed with an acid dye, because 1 - 15 wt% urea compound containing additives is added based on the solid content of the polymer.
  • the urea compound has a low thermal stability, and thereby spinning properties are decreased and fastness of the fiber becomes unsatisfactory.
  • An object of the present invention is to provide an easily dyeable polyurethaneurea spandex yarn and a method of preparing the same that improves light fastness and wash fastness of spandex yarn by uniformly dispersing polyimine or polyamine in the polyurethaneurea spandex yarn and dyeing the polyurethaneurea spandex yarn with an acid dye or a disperse dye.
  • the present invention provides an easily dyeable polyurethaneurea spandex yarn prepared by dry spinning with a polymer composition formed by mixing a secondary polymer with a predetermined amount of polyimine or polyamine.
  • the present invention provides a method of preparing an easily dyeable polyurethaneurea spandex yarn including: forming a polymer composition by mixing secondary polymer with a predertemined amount of polyimine or polyamine; and dry spinning with the polymer composition.
  • the easily dyeable polyurethaneurea spandex yarn prepared according to the present invention improves light fastness and wash fastness greatly, because the polyimine or the polyamine is uniformly dispersed in the polyurethaneurea spandex yarn which can easily be dyed with an acid dye or a disperse dye maintaining specific characteristics of the poyurethaneurea spandex yarn. Best Mode for Carrying Out the Invention
  • An easily dyeable polyurethaneurea spandex yarn according to the present invention is prepared not by dry spinning only with secondary polymer, but by dry spinning with a polymer composition containing the secondary polymer and a predetermined amount of polyimine or polyamine.
  • a polyurethaneurea spandex yarn is generally prepared by mixing ether glycol with an isocyanate compound, forming a primary polymer through primary polymerization, forming at least one chain extender selected from a group consisting of ethylene diamine and diaminopropane, forming a secondary polymer through mixing and secondary polymerization with the primary polymer, a chain extender, and dimethy- lacetamide, and finally dry spinning with the secondary polymer.
  • the easily dyeable polyurethaneurea spandex yarn according to the present invention is prepared not by dry spinning only with the secondary polymer, but by dry spinning with a polymer composition containing the secondary polymer and a predetermined amount of polyimine or polyamine.
  • the easily dyeable polyurethaneurea spandex yarn prepared according to the present invention provides uniform dispersion of polyimine or polyamine and uniform ionic bond with an acid dye, and thereby dyeability of the easily dyeable polyurethaneurea spandex yarn is improved.
  • the polyimine or polyamine having a high molecular weight is complicatedly entangled in the polyurethaneurea spandex yarn, and thereby wash and light fastness of the easily dyeable polyurethaneurea spandex yarn is improved.
  • At least one polyimine mixed with the secondary polymer is selected from a group consisting of polyethyleneimine, poly(C2-6 alkyleneimine), polyarylimine, poly(propyleneimine) dendrimer, and poly(imidoamine)dendrimer
  • at least one polyamine mixed with the secondary polymer is selected from a group consisting of poly(N-alkyl)arylamine, polyamidoamine, and polytetrahydrofuranamine. That is, the above imine compound and amine compound may be used solely or as a mixture of more than one compound to mix with the secondary polymer.
  • a polymer composition is formed by mixing the secondary polymer with 0.1
  • the easily dyeable polyurethaneurea spandex yarn is produced by dry spinning with the polymer composition.
  • polyimine or polyamine having an average molecular weight 100 ⁇ 100,000 is used.
  • a polyurethaneurea spandex yarn is generally prepared by mixing ether glycol with an isocyanate compound, forming a primary polymer through primary polymerization, forming at least one chain extender selected from a group consisting of ethylene diamine and diaminopropane, forming a secondary polymer through mixing and secondary polymerization with the primary polymer, a chain extender, and dimethy- lacetamide, and finally dry spinning with the secondary polymer.
  • the easily dyeable polyurethaneurea spandex yarn according to the present invention is prepared not by dry spinning only with the secondary polymer, but by dry spinning with a polymer composition containing the secondary polymer and a predetermined amount of polyimine or polyamine.
  • ethylene diamine or di- aminopropane is solely used as a chain extender for secondary polymerization, or a mixture of ethylene diamine and diaminopropane is used as a chain extender for secondary polymerization.
  • the polymer composition formed by mixing the secondary polymer with a predetermined amount of polyimine or polyamine provides uniform dispersion of the polyimine or polyamine in the polyurethaneurea spandex yarn and easy dyeability to the polyurethaneurea spandex yarn, through dry spinning.
  • a primary polymer was formed by mixing 540 kg polytetramethyleneglycol having an average molecular weight 1,800 with 123.9 kg
  • a polymer mixture solution was formed by cooling the primary polymer to 4O 0 C, conditioning for 12 hrs, and mixing the primary polymer with N,N'-dimethylacetamide to yield the content of the primary polymer 44 wt% (Step S20).
  • a chain extender was formed by mixing and agitating 11.4 kg ethylene diamine,
  • a secondary polymer was formed by cooling the polymer mixture solution prepared at Step S20 to 5 0 C for chain extending reaction, and polymerizing the polymer mixture solution while agitating at 200 rpm and adding the chain extender prepared at Step S30.
  • the initial viscosity of the secondary polymer was 2550 poise at 40 0 C (Step S40).
  • a polymer composition was formed by feeding the secondary polymer into a reactor, and adding and agitating 5 wt% polyethyleneimine having a molecular weight 25,000 for improvement of dyeabilty, 4.5 wt% titanium oxide as an anti-discoloring agent, 3 wt% CYANOX 1790(product of Cynamid, USA) as an antioxidant, and 6 wt% hydrotalcite as an anti-chlorine agent, based on the weight of the secondary polymer (Step S50).
  • a union cloth (content of spandex yarn: 30 wt%) was produced by weaving with the polyurethaneurea spandex yarn and a polyamide yarn, and dyeing with an acid dye (CI. Acid Blue 40) (Step S70).
  • An easily dyeable polyurethaneurea spandex yarn was prepared in the same method as Exemplary embodiment 1 except that 5 wt% polyethyleneimine having a molecular weight 2,000 based on the weight of the secondary polymer was added instead of polyethyleneimine having a molecular weight 25,000 at Step S50 of forming a polymer composition.
  • An easily dyeable polyurethaneurea spandex yarn was prepared in the same method as Exemplary embodiment 1 except that 5 wt% polytetrahydrofuranamine having a molecular weight 1,700 based on the weight of the secondary polymer was added instead of polyethyleneimine having a molecular weight 25,000 at Step S50 of forming a polymer composition.
  • An easily dyeable polyurethaneurea spandex yarn was prepared in the same method as Exemplary embodiment 1 except that polyethyleneimine having a molecular weight 25,000 was not used at Step S50 of forming a polymer composition.
  • An easily dyeable polyurethaneurea spandex yarn was prepared in the same method as Exemplary embodiment 1 except that 0.3wt% polyethyleneimine having a molecular weight 25,000 based on the weight of the secondary polymer was added at Step S50 of forming a polymer composition.
  • the polyurethaneurea spandex yarns produced according to the exemplary embodiments of the present invention show much improved dyeability and fastness while maintaining specific characteristics of the spandex yarns.

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

Abstract

La présente invention concerne un fil d'élasthanne à base de polyuréthane-urée pouvant être facilement teint, contenant une polyimine ou une polyamine pour conserver des caractéristiques particulières de fil d'élasthanne et pour améliorer l'aptitude à la teinture du fil d'élasthanne. Plus particulièrement, l'invention concerne un fil d'élasthanne à base de polyuréthane-urée pouvant être facilement teint et son procédé de préparation qui permet d'améliorer la solidité de la couleur à la lumière et au lavage par une dispersion uniforme de polyimine ou de polyamine dans le fil d'élasthanne à base de polyuréthane-urée et par une teinture du fil d'élasthanne à base de polyuréthane-urée par un colorant acide ou un colorant dispersé.
PCT/KR2008/006883 2007-12-31 2008-11-21 Fil d'élasthanne à base de polyuréthane-urée pouvant être facilement teint et son procédé de fabrication WO2009084815A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2007-0141784 2007-12-31
KR20070141784A KR100973987B1 (ko) 2007-12-31 2007-12-31 이염색성 폴리우레탄우레아 탄성사 및 그 제조 방법

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104372441A (zh) * 2014-11-19 2015-02-25 浙江华峰氨纶股份有限公司 一种具备空气净化功能的氨纶纤维及其制备方法
JP2015038261A (ja) * 2013-07-19 2015-02-26 東レ・オペロンテックス株式会社 ポリウレタン弾性糸及びその製造方法
CN109881291A (zh) * 2019-02-18 2019-06-14 华峰重庆氨纶有限公司 一种酸性染料易上色氨纶的制备方法
WO2020102044A1 (fr) 2018-11-12 2020-05-22 The Lycra Company Llc Fibre d'élasthanne à visibilité réduite
CN113710838A (zh) * 2019-04-01 2021-11-26 美津浓株式会社 泳衣
CN114892303A (zh) * 2022-05-26 2022-08-12 华峰重庆氨纶有限公司 一种大分子胺改性多功能氨纶的制备方法
EP3951037A4 (fr) * 2019-04-01 2023-01-18 Toray Industries, Inc. Structure fibreuse contenant un fil de polyuréthane élastique

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104153033B (zh) * 2014-08-13 2016-05-04 浙江华峰氨纶股份有限公司 一种多孔易染氨纶的制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02293413A (ja) * 1989-04-17 1990-12-04 Bayer Ag 水蒸気雰囲気中におけるセグメント化したポリウレタン―尿素エラストマーの紡糸
KR970062101A (ko) * 1996-02-27 1997-09-12 박홍기 저분자량 고분자 용액을 이용한 탄성사의 제조방법
KR20000020046A (ko) * 1998-09-17 2000-04-15 최근배 양이온성 폴리우레탄 프리폴리머의 제조 방법, 상기 프리폴리머로부터 제조되는 수분산성 폴리우레탄 또는 폴리우레탄 우레아의 제조 방법 및 그의 용도.
KR20050050475A (ko) * 2003-11-25 2005-05-31 태광산업주식회사 내열성과 세트성이 우수한 폴리우레탄우레아 탄성섬유 및그의 제조방법

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02293413A (ja) * 1989-04-17 1990-12-04 Bayer Ag 水蒸気雰囲気中におけるセグメント化したポリウレタン―尿素エラストマーの紡糸
KR970062101A (ko) * 1996-02-27 1997-09-12 박홍기 저분자량 고분자 용액을 이용한 탄성사의 제조방법
KR20000020046A (ko) * 1998-09-17 2000-04-15 최근배 양이온성 폴리우레탄 프리폴리머의 제조 방법, 상기 프리폴리머로부터 제조되는 수분산성 폴리우레탄 또는 폴리우레탄 우레아의 제조 방법 및 그의 용도.
KR20050050475A (ko) * 2003-11-25 2005-05-31 태광산업주식회사 내열성과 세트성이 우수한 폴리우레탄우레아 탄성섬유 및그의 제조방법

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015038261A (ja) * 2013-07-19 2015-02-26 東レ・オペロンテックス株式会社 ポリウレタン弾性糸及びその製造方法
CN104372441A (zh) * 2014-11-19 2015-02-25 浙江华峰氨纶股份有限公司 一种具备空气净化功能的氨纶纤维及其制备方法
WO2020102044A1 (fr) 2018-11-12 2020-05-22 The Lycra Company Llc Fibre d'élasthanne à visibilité réduite
CN109881291A (zh) * 2019-02-18 2019-06-14 华峰重庆氨纶有限公司 一种酸性染料易上色氨纶的制备方法
CN113710838A (zh) * 2019-04-01 2021-11-26 美津浓株式会社 泳衣
EP3951036A4 (fr) * 2019-04-01 2023-01-18 Mizuno Corporation Maillot de bain
EP3951037A4 (fr) * 2019-04-01 2023-01-18 Toray Industries, Inc. Structure fibreuse contenant un fil de polyuréthane élastique
CN114892303A (zh) * 2022-05-26 2022-08-12 华峰重庆氨纶有限公司 一种大分子胺改性多功能氨纶的制备方法

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Publication number Publication date
KR100973987B1 (ko) 2010-08-05
KR20090073749A (ko) 2009-07-03

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