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WO2008032844A2 - Fibre anti-insectes - Google Patents

Fibre anti-insectes Download PDF

Info

Publication number
WO2008032844A2
WO2008032844A2 PCT/JP2007/068009 JP2007068009W WO2008032844A2 WO 2008032844 A2 WO2008032844 A2 WO 2008032844A2 JP 2007068009 W JP2007068009 W JP 2007068009W WO 2008032844 A2 WO2008032844 A2 WO 2008032844A2
Authority
WO
WIPO (PCT)
Prior art keywords
insect
repellent
fiber
repellent fiber
antioxidant
Prior art date
Application number
PCT/JP2007/068009
Other languages
English (en)
Other versions
WO2008032844A3 (fr
Inventor
Masayoshi Nitta
Hiroaki Takahata
Masakazu Miyakado
Original Assignee
Sumitomo Chemical Company, Limited
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 Sumitomo Chemical Company, Limited filed Critical Sumitomo Chemical Company, Limited
Priority to CN200780033739.0A priority Critical patent/CN101516197B/zh
Publication of WO2008032844A2 publication Critical patent/WO2008032844A2/fr
Publication of WO2008032844A3 publication Critical patent/WO2008032844A3/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
    • 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
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • 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
    • D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/46—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyolefins

Definitions

  • the present invention relates to insect-repellent fibers .
  • Shaped articles such as sheets, obtained by shaping a mixture of an insect-repellent compound and an ethylene based resin are used in various fields such as insect- repellent of clothing, etc., since such sheets can maintain insect-repellent performance over a long period of time.
  • JP-A-11-277686/1999 discloses a laminate material which comprises an intermediate layer formed of a mixture of an insect-repellent compound and an ethylene based resin, and both outermost layers formed of a thermoplastic resin composition having a function to gradually release the insect-repellent compound (cf. JP-A- 11-277686/1999) .
  • insect-repellent fibers obtained by melt- spinning the mixture of the insect-repellent compound and the ethylene based resin lack pliability, and thus, it is hard to fabricate such insect-repellent fibers into net- like materials or the like.
  • the present invention provides an insect-repellent fiber obtained by melt-spinning an insect-repellent resin composition which comprises a pyrethroid type insect- repellent compound whose vapor pressure is 1 X 10 ⁇ 6 mmHg or lower at 20 0 C, an antioxidant and an ethyl.ene based resin, and this insect-repellent fiber is characterized in that the content of the pyrethroid type insect-repellent compound in 1 kg of the insect-repellent fiber is from 10 to 300 g, and in that the content of the antioxidant in 1 kg of the insect-repellent fiber is from 250 to 500 mg.
  • the insect-repellent fiber of the present invention is pliable and excellent in fabrication quality. Best Modes for Carrying out the Invention
  • the insect-repellent fiber of the present invention is obtained by melt-spinning an insect-repellent resin composition which comprises a pyrethroid type insect- repellent compound, an antioxidant and an ethylene based resin.
  • the pyrethroid type insect-repellent compound of the present invention shows a vapor pressure of 1 X 10 6 mmHg or lower, preferably a vapor pressure of from 1 X ICT 8 to 1 X 10 "6 iti ⁇ iHg, at 20 0 C.
  • Examples of such a pyrethroid type insect-repellent compound include permethrin, cyphenothrin, d-phenothrin, 4-resmethrin, fenvalerate, fenpropathrin, etofenprox, tralomethrin, etc.
  • the insect- repellent fiber of the present invention which contains 10 to 300 g of such an insect-repellent compound in 1 kg of the insect-repellent fiber, is able to make the insect- repellent compound bleed to the surface thereof constantly over a long period of time, and thus can sustain the insect-repellent effect over a long period of time.
  • the content of the insect-repellent compound in 1 kg of the insect-repellent fiber is preferably 20 g or more, more preferably 50 g or more. In view of the tenacity of the fiber, the content of the insect-repellent compound in 1 kg of the insect-repellent fiber is preferably 200 g or less, more preferably 100 g or less.
  • the insect-repellent fiber of the present invention contains 250 to 500 mg of an antioxidant in 1 kg of the insect-repellent fiber.
  • the content of the antioxidant in the insect-repellent fiber is preferably from 280 mg inclusive to 450 mg inclusive, more preferably from 300 mg inclusive to 450 mg inclusive.
  • the insect-repellent fiber of the present invention which contains the antioxidant within the above specified range, is excellent in pliability, and thus can be easily knitted or woven, in other words, the insect-repellent fiber of the present invention is excellent in fabrication quality.
  • antioxidants such as 2,6-di- tert-butyl-4-methylphenol (hereinafter referred to as BHT) , stearyl ⁇ (3, 5-tert-butyl-4-hydroxyphenyl) propionate, and tetrakis [methylene-3 (3' , 5 ' -di-tert-butyl-4- hydroxyphenyl) propionate] methane; phosphorus antioxidants such as tris (2, 4-di-tert-butylphenyl) phosphite, tetrakis (2, 4-di-tert-butylphenyl) 4 ' , 4 ' -biphenylene diphosphonite, and 6- [3- (3-tert-butyl-4-hydroxy-5- methyl)propoxy] -2,4,8, 10-tetra-tert- butyldibenz [d, f] [1, 3, 2 ] -dioxapho
  • BHT 2,6-di- tert
  • antioxidants may be used singly, or two or more species selected therefrom may be used as a mixture.
  • Insect- repellent fibers containing BHT are excellent in pliability.
  • the ethylene based resin for use in the present invention include a low density polyethylene having a density of 0.85 to 0.93 g/cm 3 , a linear low density polyethylene, a high density polyethylene having a density of 0.94 g/cm 3 or more, and copolymers of ethylene and at least one monomer selected from the group consisting of vinyl carboxylates and unsaturated carboxylates .
  • Such copolymers include an ethylene-vinyl acetate copolymer and an ethylene-unsaturated carboxylate copolymer.
  • the ethylene-vinyl carboxylate copolymer may be an ethylene- vinyl acetate copolymer.
  • the ethylene-unsaturated carboxylate copolymer may be an ethylene-methyl methacrylate copolymer, an ethylene-methyl acrylate copolymer, an ethylene-ethyl acrylate copolymer, etc.
  • the ethylene based resin in the present invention is preferably a mixture of a linear low density polyethylene and a high density polyethylene.
  • the weight ratio of the linear low density polyethylene to the high density polyethylene is preferably 5 to 30 : 70 to 95.
  • a master batch of a pyrethroid type insect-repellent compound is prepared, and then melt-spinning is conducted using this master batch and an ethylene based resin.
  • the master batch herein referred to is a composition of an ethylene based resin and a high concentration of an insect-repellent compound.
  • the insect-repellent compound is mixed with porous particles to support the insect-repellent compound on the porous particles; and then the porous particles supporting the insect-repellent compound thereon are mixed with an ethylene based resin and an antioxidant.
  • the porous particles may be silica or the like.
  • porous particles having too small an average particle size When porous particles having too small an average particle size are used, an agglomerate of the porous particles tends to occur in the compounding of the components and it becomes hard to homogenously disperse the porous particles.
  • porous particles having too large an average particle size When porous particles having too large an average particle size are used, a filter is likely to be clogged during the spinning, or the resultant fiber is likely to cut, or the tenacity of the resultant fiber tends to lower. Therefore, the use of porous particles having an average particle size of 0.01 to 40 ⁇ m is preferred.
  • the ethylene based resin for use in the preparation of the master batch is preferably a linear low density polyethylene, because the use of the linear low density polyethylene is effective to process the composition at a low temperature, and to suppress the loss of the insect-repellent compound during the processing, and further to provide a pliable insect- repellent fiber after the melt-spinning of the composition.
  • the porous particles supporting the insect-repellent compound thereon, the antioxidant and the ethylene based resin are kneaded in an extruder or the like, and the kneaded mixture is extruded and then pelletized.
  • the master batch of the insect-repellent compound is obtained.
  • the ethylene based resin to be used in combination with the master batch of the insect-repellent compound is preferably a high density polyethylene in view of processability .
  • the master batch of the insect-repellent compound is prepared by kneading 0.5 to 30 wt . % of the pyrethroid type insect-repellent compound, 50 wt . % or less of the porous particles, 30 to 90 wt . % of the ethylene based resin and 0.1 to 2 wt . % of BHT at a temperature of
  • the concentration of the antioxidant in the master batch is lower than 0.1 wt.%, 0.3 wt . parts or less of the antioxidant may be optionally added to 100 wt . parts of the master batch.
  • the insect-repellent fiber of the present invention may contain a UV absorber, antistatic agent, lubricant, anti-blocking agent, pigment, nucleator, metal soap, etc.
  • the insect-repellent fiber of the present invention may contain other active compounds, for example, an insecticidal component such as a pyrethroid type compound other than the pyrethroid type compounds specified in the present invention, an insecticidal or pesticidal active component, an antibacterial and fungicidal component, etc.
  • the insect-repellent fiber of the present invention is knitted or woven by any of the known methods to provide a net-like material.
  • the knitted or woven material of the insect-repellent fiber is sewn to provide a mosquito net or the like. Examples
  • LLDPE linear low density polyethylene
  • This pellet contained 0.044 wt.% of BHT and 2.0 wt.% of permethrin.
  • (3) Manufacturing of Insect-Repellent Fiber The above insect-repellent resin composition was melt- spun. A strand of this resin composition, extruded with an extruder at a cylinder temperature of 130 to 210°C and a die temperature of 230°C, was taken off at a first take-off speed of 13 m/itiin. while being cooled with water, and was then introduced into a drawing water tank and was taken off in the drawing water tank in a boiling state (95°C or higher) at a second take-off speed of 105 m/min.
  • Example 1 was repeated, except that the melt-kneading zone temperature of the twin-screw extruder was changed to
  • a master batch was prepared in the same manner as in Example 1, except that HDPE (HI-ZEX 5000S manufactured by MITSUI CHEMICALS, INC.) was used instead of LLDPE used in Example 1.
  • HDPE HI-ZEX 5000S manufactured by MITSUI CHEMICALS, INC.
  • the melt-kneading zone temperature was set at 21O 0 C, and the die temperature, at 210°C.
  • the heat generation was vigorous, and the melt-kneading zone temperature was raised to 300 0 C.
  • the contents of BHT and permethrin in this master batch were 0.14 wt. % and 15.4 wt.%, respectively.
  • the above master batch (14 wt.%), HDPE (HI-ZEX 5000S manufactured by MITSUI CHEMICALS, INC.) (82 wt.%) and LLDPE (Sumikathene L GA807 manufactured by Sumitomo Chemical Company, Limited) (4 wt.%) were mixed, and the mixture was extruded with a twin-screw extruder with the melt-kneading zone temperature set at 210 0 C and the die temperature at 210 0 C. However, the melt-kneading zone temperature was raised to 290 0 C. The extruded strand was allowed to pass through a cooling water tank and cooled. Then, the strand was cut with a pelletizer to obtain pellets of the insect- repellent resin composition. The contents of BHT and permethrin in this pellet were 0.018 wt . % and 1.9 wt.%, respectively.
  • An insect-repellent fiber having a fineness of 179 denier was obtained, using the above insect-repellent resin composition, in the same manner as in Example 1.
  • the contents of BHT and permethrin in 1 kg of the fiber were 160 mg and 19 g, respectively.
  • the elongation elastic modulus of the insect-repellent fiber was 4%, and the fiber lacked pliability. Table 1
  • An insect-repellent fiber obtained by melt-spinning an insect-repellent resin composition which comprises a pyrethroid type insect-repellent compound whose vapor pressure is 1 X 10 ⁇ 6 mmHg or lower at 2O 0 C, an antioxidant and an ethylene based resin, characterized in that the content of said pyrethroid type insect-repellent compound in 1 kg of said insect-repellent fiber is from 10 to 300 g, and in that the content of said antioxidant in 1 kg of said insect-repellent fiber is from 250 to 500 mg.
  • insect-repellent fiber according to any one of [1] to [3], wherein said insect-repellent resin composition further comprises porous particles.

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  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Artificial Filaments (AREA)

Abstract

L'invention concerne une fibre anti-insectes pouvant être repliée et présentant une qualité de fabrication excellente. L'invention concerne une fibre anti-insectes obtenue par filage à chaud d'une composition de résine insectifuge qui comprend un composé insectifuge de type pyréthroïde dont la pression de vapeur est inférieure ou égale à 1 X 10-6 mmHg à 20°C, un antioxydant et une résine à base d'éthylène. Ladite fibre anti-insectes est caractérisée en ce que la teneur en composé insectifuge de type pyréthroïde dans 1 kg de ladite fibre anti-insectes est comprise entre 10 et 300 mg, et en ce que la teneur en antioxydant dans 1 kg de fibre anti-insectes est comprise entre 250 et 500 mg.
PCT/JP2007/068009 2006-09-11 2007-09-10 Fibre anti-insectes WO2008032844A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN200780033739.0A CN101516197B (zh) 2006-09-11 2007-09-10 驱虫纤维

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006245253 2006-09-11
JP2006-245253 2006-09-11

Publications (2)

Publication Number Publication Date
WO2008032844A2 true WO2008032844A2 (fr) 2008-03-20
WO2008032844A3 WO2008032844A3 (fr) 2008-06-19

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/068009 WO2008032844A2 (fr) 2006-09-11 2007-09-10 Fibre anti-insectes

Country Status (2)

Country Link
CN (1) CN101516197B (fr)
WO (1) WO2008032844A2 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008083017A3 (fr) * 2006-12-29 2009-07-09 Southern Mills Inc Tissus insectifuges et leurs procédés de fabrication
EP2106696A1 (fr) * 2008-04-04 2009-10-07 Bayer CropScience AG Matériaux dotés d'insecticides inclus et additifs
WO2010015257A3 (fr) * 2008-08-06 2010-08-26 Vestergaard Frandsen Sa Matrice polymère insecticide comprenant du pbo et de la dm
WO2010015256A3 (fr) * 2008-08-06 2010-08-26 Vestergaard Frandsen Sa Matrice polymère insecticide comprenant du hdpe et du ldpe
US7811952B2 (en) 2006-04-20 2010-10-12 Southern Mills, Inc. Ultraviolet-resistant fabrics and methods for making them
WO2009121580A3 (fr) * 2008-04-04 2010-12-16 Bayer Cropscience Ag Matières à additifs et insecticides incorporés
WO2011078375A1 (fr) * 2009-12-25 2011-06-30 Sumitomo Chemical Company, Limited Composition à base de résine utilisée dans la lutte contre les insectes nuisibles
EP2377399A1 (fr) 2010-04-15 2011-10-19 Bayer Cropscience AG Matériau polymère contenant un insecticide
EP2377395A1 (fr) 2010-04-15 2011-10-19 Bayer CropScience AG Intissé contenant un insecticide
WO2012164080A1 (fr) 2011-06-03 2012-12-06 Intelligent Insect Control Fibre, fils ou produits textiles en polyéthylène insecticide présentant des profils de migration et une résistance au lavage améliorés
WO2014086666A1 (fr) 2012-12-04 2014-06-12 Bayer Cropscience Ag Procédé permettant de produire un tissu contenant un insecticide
WO2021047700A1 (fr) * 2019-09-11 2021-03-18 Nano Medical s.r.o. Moyen insecticide pour la protection du bois

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108677264A (zh) * 2018-06-04 2018-10-19 苏州市亚澳纤维科技有限公司 一种纺织用抗虫纤维

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2794590B2 (ja) * 1989-04-13 1998-09-10 大日本除蟲菊株式会社 防虫ネット
DE9012996U1 (de) * 1990-09-12 1991-10-10 Perycut-Chemie AG, Zürich Insektizides Produkt
JPH08163950A (ja) * 1994-05-19 1996-06-25 Tokyo Ink Kk 害虫防除用樹脂ネット
DE19605581A1 (de) * 1996-02-15 1997-08-21 Bayer Ag Insektizide Zusammensetzungen auf Basis von Polymeren
MY143098A (en) * 2004-09-09 2011-03-15 Sumitomo Chemical Co Arthropod controlling agent

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7862865B2 (en) 2006-04-20 2011-01-04 Southern Mills, Inc. Ultraviolet-resistant fabrics and methods for making them
US7811952B2 (en) 2006-04-20 2010-10-12 Southern Mills, Inc. Ultraviolet-resistant fabrics and methods for making them
WO2008083017A3 (fr) * 2006-12-29 2009-07-09 Southern Mills Inc Tissus insectifuges et leurs procédés de fabrication
EP2106696A1 (fr) * 2008-04-04 2009-10-07 Bayer CropScience AG Matériaux dotés d'insecticides inclus et additifs
AP2770A (en) * 2008-04-04 2013-09-30 Bayer Cropscience Ag Materials having embedded insecticides and additives
WO2009121580A3 (fr) * 2008-04-04 2010-12-16 Bayer Cropscience Ag Matières à additifs et insecticides incorporés
US8906400B2 (en) 2008-08-06 2014-12-09 Vestergaard Frandsen Sa Insecticidal polymer matrix comprising PBO and DM
WO2010015256A3 (fr) * 2008-08-06 2010-08-26 Vestergaard Frandsen Sa Matrice polymère insecticide comprenant du hdpe et du ldpe
CN102202512A (zh) * 2008-08-06 2011-09-28 韦斯特高凡德森有限公司 含pbo与dm的杀虫性聚合物基质
US10111430B2 (en) 2008-08-06 2018-10-30 Vestergaard Sa Insecticidal polymer matrix comprising PBO and DM
WO2010015257A3 (fr) * 2008-08-06 2010-08-26 Vestergaard Frandsen Sa Matrice polymère insecticide comprenant du pbo et de la dm
AP3009A (en) * 2008-08-06 2014-10-31 Vestergaard Frandsen Sa Insecticidal polymer matrix comprising PBO and DM
WO2011078375A1 (fr) * 2009-12-25 2011-06-30 Sumitomo Chemical Company, Limited Composition à base de résine utilisée dans la lutte contre les insectes nuisibles
US8906398B2 (en) 2010-04-15 2014-12-09 Bayer Cropscience Ag Insecticide-containing netlike fabric
WO2011141260A1 (fr) 2010-04-15 2011-11-17 Bayer Cropscience Ag Structure plane réticulée contenant un insecticide
WO2011128380A1 (fr) 2010-04-15 2011-10-20 Bayer Cropscience Ag Matériau polymère contenant de l'insecticide
EP2377395A1 (fr) 2010-04-15 2011-10-19 Bayer CropScience AG Intissé contenant un insecticide
US9011889B2 (en) 2010-04-15 2015-04-21 Bayer Cropscience Ag Insecticide-containing polymeric material
US9185907B2 (en) 2010-04-15 2015-11-17 Bayer Intellectual Property Gmbh Insecticide-containing polymeric material
US9485990B2 (en) 2010-04-15 2016-11-08 Bayer Intellectual Property Gmbh Insecticide-containing netlike fabric
EP2377399A1 (fr) 2010-04-15 2011-10-19 Bayer Cropscience AG Matériau polymère contenant un insecticide
WO2012164080A1 (fr) 2011-06-03 2012-12-06 Intelligent Insect Control Fibre, fils ou produits textiles en polyéthylène insecticide présentant des profils de migration et une résistance au lavage améliorés
CN103649390A (zh) * 2011-06-03 2014-03-19 Vegro有限责任公司 具有改善的迁移特征和洗涤抗性的杀虫的聚乙烯纤维、纱线或纺织产品
WO2014086666A1 (fr) 2012-12-04 2014-06-12 Bayer Cropscience Ag Procédé permettant de produire un tissu contenant un insecticide
WO2021047700A1 (fr) * 2019-09-11 2021-03-18 Nano Medical s.r.o. Moyen insecticide pour la protection du bois

Also Published As

Publication number Publication date
CN101516197A (zh) 2009-08-26
WO2008032844A3 (fr) 2008-06-19
CN101516197B (zh) 2013-03-13

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