KR100438020B1 - Preparation of Insect repel-lent fabric containing Permethrin - Google Patents
Preparation of Insect repel-lent fabric containing PermethrinInfo
- Publication number
- KR100438020B1 KR100438020B1 KR20010046941A KR20010046941A KR100438020B1 KR 100438020 B1 KR100438020 B1 KR 100438020B1 KR 20010046941 A KR20010046941 A KR 20010046941A KR 20010046941 A KR20010046941 A KR 20010046941A KR 100438020 B1 KR100438020 B1 KR 100438020B1
- Authority
- KR
- South Korea
- Prior art keywords
- fabric
- permethrin
- insect repellent
- fibers
- density polyethylene
- Prior art date
Links
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 229960000490 permethrin Drugs 0.000 title claims abstract description 43
- 239000004744 fabric Substances 0.000 title claims abstract description 35
- 239000000077 insect repellent Substances 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title description 3
- 229920002994 synthetic fiber Polymers 0.000 claims abstract description 40
- 239000012209 synthetic fiber Substances 0.000 claims abstract description 39
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 16
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims abstract description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229920001684 low density polyethylene Polymers 0.000 claims abstract description 15
- 239000004702 low-density polyethylene Substances 0.000 claims abstract description 15
- 239000000835 fiber Substances 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 11
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002131 composite material Substances 0.000 claims abstract description 10
- 239000006185 dispersion Substances 0.000 claims abstract description 10
- 239000002245 particle Substances 0.000 claims abstract description 10
- 229910052726 zirconium Inorganic materials 0.000 claims abstract description 10
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims abstract description 7
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 6
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 claims abstract description 6
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920000609 methyl cellulose Polymers 0.000 claims abstract description 6
- 239000001923 methylcellulose Substances 0.000 claims abstract description 6
- 235000010981 methylcellulose Nutrition 0.000 claims abstract description 6
- 239000011812 mixed powder Substances 0.000 claims abstract description 5
- 239000012046 mixed solvent Substances 0.000 claims abstract description 5
- 238000009941 weaving Methods 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 238000002074 melt spinning Methods 0.000 claims abstract description 3
- 239000002759 woven fabric Substances 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 7
- 229920000728 polyester Polymers 0.000 claims description 7
- -1 polypropylene Polymers 0.000 claims description 4
- 229920002292 Nylon 6 Polymers 0.000 claims description 3
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 229920001903 high density polyethylene Polymers 0.000 claims description 3
- 239000004700 high-density polyethylene Substances 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- 230000000694 effects Effects 0.000 abstract description 7
- 238000005406 washing Methods 0.000 abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 6
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 239000002728 pyrethroid Substances 0.000 description 5
- 241000238631 Hexapoda Species 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 229920003043 Cellulose fiber Polymers 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 230000000361 pesticidal effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 229910000410 antimony oxide Inorganic materials 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- VGASFSFONALGLS-UHFFFAOYSA-N ethene;terephthalic acid Chemical compound C=C.C=C.OC(=O)C1=CC=C(C(O)=O)C=C1 VGASFSFONALGLS-UHFFFAOYSA-N 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940071125 manganese acetate Drugs 0.000 description 2
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 2
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 230000000475 sunscreen effect Effects 0.000 description 2
- 241000238876 Acari Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241000256103 Simuliidae Species 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004840 adhesive resin Substances 0.000 description 1
- 229920006223 adhesive resin Polymers 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000002925 chemical effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000009193 crawling Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- AQWQBBNVCGDHAH-UHFFFAOYSA-N ethane-1,2-diol oxygen(2-) titanium(4+) Chemical compound C(CO)O.[O-2].[O-2].[Ti+4] AQWQBBNVCGDHAH-UHFFFAOYSA-N 0.000 description 1
- 239000012510 hollow fiber Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/46—Oxides or hydroxides of elements of Groups 4 or 14 of the Periodic Table; Titanates; Zirconates; Stannates; Plumbates
-
- 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
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Woven Fabrics (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Artificial Filaments (AREA)
Abstract
본 발명은 방충성분으로서 퍼메트린을 함유하는 방충용 직물의 제조방법에 관한 것으로서, 본 발명에 따른 방충용 직물의 제조방법은 (a) 평균입경이 0.2 ~ 0.3㎛인 이산화티탄을 총 중량을 기준으로 3.0 내지 10중량% 첨가하여 합성섬유의 원료 고분자를 중합하는 단계; (b) 상기 합성섬유 원료 고분자를 용융방사하여 섬유의 길이 방향으로 슬릿이 형성된 중공 합성섬유를 제조하는 단계; (c) 메틸에틸케톤과 톨루엔 혼합용매에 비닐클로라이드-비닐아세테이트 공중합체를 용해시킨 용액에 상기 중공 합성섬유를 함침시킨 다음, 퍼메트린, 디옥틸 프탈레이트, 지르코늄 왁스 복합체, 메틸셀룰로오스 및 메틸화 멜라민 포름알데히드 수지를 함유하는 분산액에 함침시키고 20 ~ 25KHz의 주파수 조건하에서 초음파 처리하는 단계; (d) 상기 초음파 처리된 합성섬유를 이용하여 직물을 제직하는 단계; (e) 상기 제직된 직물의 표면에 퍼메트린, 지르코늄 왁스 복합체, 이산화티탄 및 저밀도 폴리에틸렌(LDPE)의 혼합 분말을 분산시키는 단계: 및 (f) 상기 (e) 단계의 결과물을 저밀도 폴리에틸렌의 연화점 이상으로 가열하는 단계;를 포함하는 것을 특징으로 한다. 본 발명의 제조방법에 따라 제조된 방충용 직물은 방충성분인 퍼메트린을 장기간 동안 직물내에 잔류시키므로써 직물에 계속적인 방충효과를 부여시킬 수 있을 뿐만 아니라, 내세탁성 및 촉감이 비교적 우수하다.The present invention relates to a method for producing a insect repellent fabric containing permethrin as an insect repellent component, the method for producing a insect repellent fabric according to the present invention is based on the total weight of (a) titanium dioxide having an average particle diameter of 0.2 ~ 0.3㎛ Adding 3.0 to 10% by weight to polymerize the raw polymer of the synthetic fiber; (b) manufacturing hollow synthetic fibers in which slits are formed in the longitudinal direction of the fibers by melt spinning the synthetic fiber raw material polymer; (c) impregnating the hollow synthetic fibers in a solution in which a vinyl chloride-vinylacetate copolymer is dissolved in a mixed solvent of methyl ethyl ketone and toluene, and then permethrin, dioctyl phthalate, zirconium wax composite, methyl cellulose and methylated melamine formaldehyde resin. Impregnating in a dispersion containing and sonicating under a frequency condition of 20-25 KHz; (d) weaving the fabric using the sonicated synthetic fibers; (e) dispersing a mixed powder of permethrin, zirconium wax composite, titanium dioxide and low density polyethylene (LDPE) on the surface of the woven fabric; and (f) above the softening point of low density polyethylene Heating step; characterized in that it comprises a. Insect repellent fabric prepared according to the manufacturing method of the present invention can not only impart a continuous insect repellent effect to the fabric by retaining the insect repellent component permethrin in the fabric for a long time, it is also excellent in washing resistance and touch.
Description
본 발명은 방충성분으로서 퍼메트린을 함유하는 방충용 직물의 제조방법에 관한 것으로서, 보다 상세하게는 직물에 장기간 동안 퍼메트린을 잔류시킬 수 있는 방충용 직물의 제조방법에 관한 것이다.The present invention relates to a method for producing a insect repellent fabric containing permethrin as an insect repellent component, and more particularly, to a method for producing a insect repellent fabric capable of retaining permethrin on the fabric for a long time.
퍼메트린은 미국 특허 제5,198,287호 및 제5,631,072호에 개시된 바와 같이, 곤충에 대하여 넉다운(knockdown) 활성 및 살충기능과 함께 방충성을 나타내는 합성 피레트로이드(pyrethroid)이다. 천연 화합물 및 이의 합성 제조된 동족체 모두를 포함하여 피레트로이드는 진드기, 바퀴벌레, 집파리, 모기, 흑파리, 벼룩, 및 기타 날아다니거나 기어다니는 곤충과 같은 각종 해충을 효과적으로 방제한다. 또한, 피레트로이드는 식물, 동물이나 사람에 대하여 무해하며, 어떠한 유해 잔류물도 남기지 않는다.Permethrins are synthetic pyrethroids that exhibit insecticidal properties with knockdown activity and insecticidal function against insects, as disclosed in US Pat. Nos. 5,198,287 and 5,631,072. Pyrethroids, including both natural compounds and synthetic homologues thereof, effectively control various pests such as mites, cockroaches, house flies, mosquitoes, black flies, fleas, and other flying or crawling insects. In addition, pyrethroids are harmless to plants, animals or humans and leave no harmful residues.
이러한 좋은 특성에도 불구하고, 퍼메트린은 살충성의 지속성이 짧다는 문제점이 있다. 이것은 퍼메트린이 산소 및 자외선에 노출되는 경우 불활성의 비살충성 물질로 분해되기 때문이다. 퍼메트린의 분해속도는 퍼메트린이 처한 환경에 의해 결정되나, 일반적으로 수시간 내지 수일 또는 수주 내에 발생한다. 이러한 퍼메트린의 불안정성 때문에 살충제로서의 효과가 심하게 제약된다.Despite these good properties, permethrin has a problem of short duration of insecticide. This is because permethrin decomposes into inert, non-pestifying substances when exposed to oxygen and ultraviolet light. The rate of degradation of permethrin is determined by the environment in which permethrin is present, but generally occurs within hours to days or weeks. Such instability of permethrin severely limits its effectiveness as an insecticide.
따라서, 퍼메트린의 살충 효과를 지속시키려는 연구가 계속되어 왔다.Thus, research has continued to sustain the pesticidal effect of permethrin.
예를 들어, 분해에 대한 피레트로이드의 안정성을 향상시키기 위하여 피레트로이드 용액에 항산화제와 광안정성 자외선 흡수화합물을 첨가하는 방법과 피레트로이드를 캡슐화하는 방법이 제안되었다. 그러나, 피레트로이드를 캡슐화하는 방법은 캡슐 내에서의 피레트로이드 분해 속도가 캡슐화 되지 않은 피레트로이드의 속도만큼 빨라서 효과적이지 못하다. 또한, 피레트로이드 용액에 항산화제와 광안정성 자외선 흡수 화합물을 첨가하는 경우, 분해에 의한 기능저하를 감소시키는 약간의 성과는 있으나, 이 방법은 눈에 보이지 않는 잔류물을 남기기 때문에, 대부분의 성과가 상쇄될 뿐만 아니라 내 세탁성 등의 내구성이 불량하다.For example, in order to improve the stability of pyrethroid against degradation, a method of adding an antioxidant and a light stable ultraviolet absorbing compound to the pyrethroid solution and encapsulating the pyrethroid have been proposed. However, the method of encapsulating pyrethroids is not effective because the rate of pyrethroid degradation in the capsule is as fast as that of unencapsulated pyrethroids. In addition, the addition of antioxidants and photostable UV absorbing compounds to the pyrethroid solution has a slight effect of reducing degradation due to degradation, but this method leaves most of the results invisible. Not only is it offset, but also durability, such as wash resistance, is bad.
또한, 피레트로이드의 지속적인 방출을 위해 여러 가지 기술이 제안되었다. 예컨대, 론닝(Ronning)의 미국 특허 제4,765,982호에서는 수 개의 거친 표면의 셀룰로오스 섬유를 포함하는 곤충 방제 장치를 사용한다. 셀룰로오스 섬유의 표면에는 미세 캡슐화된 액체 살충화합물이 자체적으로 부착되어 있으며, 이 액체 살충화합물은 캡슐에 대하여 투과성을 갖는다. 론닝의 살충제 처리된 거친 표면의 셀룰로우스 섬유는 문 또는 건물의 기저(base)를 따라 부착하기 위한 리본 형태의 테이프처럼 웨브, 테이프, 시이트, 패드 등 특정 위치에 적절한 사용을 위하여 비교적 평평한 다양한 모양으로 성형될 수 있다. 그러나, 론닝의 특허에 따르면, 매끈한 표면의 섬유는 미소캡슐화된 곤충 방제제의 부착에 적절한 장소가 되지 못한다고 개시되어있다. 따라서, 텐트, 차광막 등의 거친 외부환경에 노출되는 직물이나, 캠핑, 낚시용 의류 등의 직물에 주로 적용되는 합성섬유 직물에 적용하기에는 적당하지 않다.In addition, several techniques have been proposed for the sustained release of pyrethroids. For example, US Pat. No. 4,765,982 to Ronning uses an insect control device comprising several rough surface cellulose fibers. The microencapsulated liquid pesticide adheres itself to the surface of the cellulose fiber, which is permeable to the capsule. Ronning's insecticide-treated coarse cellulose fibers have a variety of shapes that are relatively flat for proper use in specific locations such as webs, tapes, sheets and pads, such as ribbon-like tapes for attaching along a door or building base. It can be molded into. However, according to Ronning's patent, smooth surface fibers are not disclosed as suitable places for attachment of microencapsulated insect control agents. Therefore, it is not suitable to be applied to fabrics exposed to harsh external environments such as tents and light shielding films, or synthetic fiber fabrics mainly applied to fabrics such as camping and fishing clothes.
또한, 미국 특허 제5,198,287호에는 내면에 퍼메트린과 함께 퍼메트린의 분해를 방지할 수 있는 코팅층이 형성된 직물을 개시하고 있다. 그러나, 이러한 직물은 퍼메트린의 방충효과를 만족스러울 만큼 장기간 동안 유지시키지는 못 할 뿐만 아니라, 원단 외면에 코팅층을 형성하므로써 내세탁성 등 내구성이 불량하다. 또한, 뻣뻣한 감촉으로 인해 의류용으로는 부적절하다.In addition, U. S. Patent No. 5,198, 287 discloses a fabric having a coating layer formed thereon to prevent decomposition of the permethrin together with the permethrin. However, such a fabric not only maintains the insect repellent effect of permethrin for a long time, but also has poor durability such as washing resistance by forming a coating layer on the outer surface of the fabric. In addition, the stiff hand is not suitable for clothing.
따라서, 본 발명이 이루고자 하는 기술적 과제는 상기 문제점을 해결하여 방충성분인 퍼메트린을 장기간 동안 직물내에 잔류시키므로써 직물에 계속적인 방충효과를 부여시킬 수 있을 뿐만 아니라, 내세탁성 및 촉감이 비교적 우수한 방충용 직물의 제조방법을 제공하는데 있다.Therefore, the technical problem to be achieved by the present invention is to solve the above problems by leaving permethrin, the insect repellent component in the fabric for a long time, not only to impart a continuous insect repellent effect on the fabric, but also has excellent washing resistance and touch resistance The present invention provides a method for producing a dragon fabric.
도 1은 본 발명의 제조방법에 따라 제조된 직물에 사용된 중공 합성의 단면을 나타낸 사시도이다.1 is a perspective view showing a cross section of the hollow composite used in the fabric produced according to the manufacturing method of the present invention.
상기 기술적 과제를 달성하기 위하여, 본 발명은 (a) 평균입경이 0.2 ~ 0.3㎛인 이산화티탄을 총 중량을 기준으로 3.0 내지 10중량% 첨가하여 합성섬유의 원료 고분자를 중합하는 단계; (b) 상기 합성섬유 원료 고분자를 용융방사하여 섬유의 길이 방향으로 슬릿이 형성된 중공 합성섬유를 제조하는 단계; (c) 메틸에틸케톤과 톨루엔 혼합용매에 비닐클로라이드-비닐아세테이트 공중합체를 용해시킨 용액에 상기 중공 합성섬유를 함침시킨 다음, 퍼메트린, 디옥틸 프탈레이트, 지르코늄 왁스 복합체, 메틸셀룰로오스 및 메틸화 멜라민 포름알데히드 수지를 함유하는 분산액에 함침시키고 20 ~ 25KHz의 주파수 조건하에서 초음파 처리하는 단계; (d) 상기 초음파 처리된 합성섬유를 이용하여 직물을 제직하는 단계; (e) 상기 제직된 직물의 표면에 퍼메트린, 지르코늄 왁스 복합체, 이산화티탄 및 저밀도 폴리에틸렌(LDPE)의 혼합 분말을 분산시키는 단계: 및 (f) 상기 (e) 단계의 결과물을 저밀도 폴리에틸렌의 연화점 이상으로 가열하는 단계;를 포함하는 것을 특징으로 하는 방충용 직물의 제조방법을 제공한다.In order to achieve the above technical problem, (a) adding 3.0 to 10% by weight of titanium dioxide having an average particle diameter of 0.2 ~ 0.3㎛ based on the total weight to polymerize the raw material polymer of the synthetic fiber; (b) manufacturing hollow synthetic fibers in which slits are formed in the longitudinal direction of the fibers by melt spinning the synthetic fiber raw material polymer; (c) impregnating the hollow synthetic fibers in a solution in which a vinyl chloride-vinylacetate copolymer is dissolved in a mixed solvent of methyl ethyl ketone and toluene, and then permethrin, dioctyl phthalate, zirconium wax composite, methyl cellulose and methylated melamine formaldehyde resin. Impregnating in a dispersion containing and sonicating under a frequency condition of 20-25 KHz; (d) weaving the fabric using the sonicated synthetic fibers; (e) dispersing a mixed powder of permethrin, zirconium wax composite, titanium dioxide, and low density polyethylene (LDPE) on the surface of the woven fabric; and (f) above the softening point of low density polyethylene. It provides a method for producing a insect repellent fabric comprising a; heating step.
본 발명에 따른 제조방법에 있어서, 합성 섬유의 원료 고분자로는 고밀도 폴리에틸렌, 폴리프로필렌, 나일론6, 나일론66 및 폴리에스테르 등을 사용할 수 있다.In the production method according to the present invention, as the raw material polymer of the synthetic fiber, high density polyethylene, polypropylene, nylon 6, nylon 66, polyester and the like can be used.
이하, 본 발명에 따른 방충용 직물의 제조방법을 상세히 설명한다.Hereinafter, the manufacturing method of the insect repellent fabric according to the present invention will be described in detail.
전술한 바와 같이, 퍼메트린은 자외선에 의해서 불활성 물질로 분해되어 살충성을 상실한다. 이를 방지하기 위하여 본 발명의 제조방법에서는 먼저, 평균입경이 0.2 ~ 0.3㎛인 이산화티탄을 총 중량을 기준으로 3.0 내지 10중량% 첨가하여 합성섬유의 원료 고분자를 중합한다. 자외선 차단제는 자외선 영역인 200 ~ 400nm, 특히 300 ~400nm 파장대의 자외선을 효율적으로 산란하거나 흡수해야 한다. 이산화티탄은 입자의 크기에 따라 자외선의 반사율 및 흡수율이 달라진다. 일반 섬유용보색제로 사용되는 이산화티탄은 평균입경이 0.3 ~ 0.5㎛인데, 이 범위에서는 가시광선의 반사율은 크나 자외선 반사율은 크지 않다. 보고에 의하면, 자외선 반사율이 가장 큰 영역은 평균입경이 0.2 ~ 0.3㎛으로서, 300 ~400nm 파장대의 자외선을 95% 이상 차단한다. 따라서, 충분한 자외선 차단 효과를 얻을 수 있도록 고밀도 폴리에틸렌, 폴리프로필렌, 나일론6, 나일론66 및 폴리에스테르 등의 합성 섬유 중합시 평균입경이 0.2 ~ 0.3㎛인 이산화티탄을 3.0 내지 10중량% 첨가하여 합성섬유의 원료 고분자를 중합하면, 자외선을 차단하여 퍼메트린의 분해를 방지할 수 있을 뿐만 아니라, 섬유 표면이 아닌 내부에 이산화티탄이 혼입되므로써 내세탁성 등 내구성이 매우 양호해진다. 폴리에스테르로 이루어진 원료 고분자의 제조방법을 예를 들어 구체적으로 살펴 보면, 먼저, 디에틸렌테레프탈레이트와 에틸렌글리콜과 망간아세테이트를 반응시켜 극한점도가 0.3정도가 되는 중합 중반에 이르면, 인산과 에틸렌글리콜을 용매로 하는 상기 입경의 이산화티탄 슬러리를 투입하여 교반한 다음 산화안티몬을 투입하고 감압반응하여 이산화티탄이 혼입된 폴리에스테르 고분자 중합체를 얻을 수 있다.As mentioned above, permethrins are decomposed into inert materials by ultraviolet light and lose pesticide. In order to prevent this, in the production method of the present invention, first, by adding 3.0 to 10% by weight of titanium dioxide having an average particle diameter of 0.2 ~ 0.3㎛ based on the total weight to polymerize the raw material polymer of synthetic fibers. The sunscreen must efficiently scatter or absorb ultraviolet light in the ultraviolet range of 200-400 nm, especially 300-400 nm. Titanium dioxide has a different reflectance and absorption rate of ultraviolet rays depending on the size of the particles. Titanium dioxide, which is used as a color supplement for general fibers, has an average particle diameter of 0.3 to 0.5 µm. In this range, the visible light reflectance is large but the ultraviolet reflectance is not large. Reportedly, the region with the largest ultraviolet reflectance is 0.2-0.3 µm in average particle diameter, blocking 95% or more of ultraviolet rays in the 300-400 nm wavelength band. Therefore, in order to obtain a sufficient sunscreen effect, 3.0 to 10% by weight of titanium dioxide having an average particle diameter of 0.2 to 0.3 µm is added to the synthetic fiber polymerization of high density polyethylene, polypropylene, nylon 6, nylon 66 and polyester. Polymerization of the raw material polymer can prevent ultraviolet rays from blocking the permethrin and prevent titanium from being incorporated into the inside of the fiber rather than from the surface of the fiber, resulting in very good washing resistance and durability. Looking specifically at the manufacturing method of the raw material polymer made of polyester, for example, first, when diethylene terephthalate, ethylene glycol and manganese acetate is reacted to reach the mid-polymerization of the extreme viscosity of about 0.3, phosphoric acid and ethylene glycol Titanium dioxide slurry having the particle size as a solvent is added and stirred, and then, antimony oxide is added and the reaction is carried out under reduced pressure to obtain a polyester polymer having titanium dioxide mixed therein.
이어서, 이산화티탄이 혼입된 합성섬유 원료 고분자를 용융시킨 후 방사하여 합성섬유를 제조한다. 도 1을 참조하면, 합성섬유(10) 내부에는 통공(11)이 형성되고, 통공(11)이 외부와 단절되지 않도록 섬유의 길이 방향으로 슬릿(12)이 형성되어 있다. 이러한 중공 합성섬유는 공지된 이형 방사구(인조섬유, 형설출판사 등 참조)를 이용하여 방사하므로써 제조할 수 있다. 그런 다음, 메틸에틸케톤과 톨루엔 혼합용매에 비닐클로라이드-비닐아세테이트 공중합체를 용해시킨 용액에 상기 중공합성섬유를 함침시킨 다음, 퍼메트린, 디옥틸 프탈레이트, 지르코늄 왁스 복합체, 메틸셀룰로오스 및 메틸화 멜라민 포름알데히드 수지를 함유하는 분산액에 함침시키고 20 ~ 25KHz의 주파수 조건하에서 초음파로 처리한다. 비닐클로라이드-비닐아세테이트 공중합체와 메틸화 멜라민 포름알데히드 수지는 퍼메트린이 섬유에 잘 부착되도록 하여 내구성을 부여한다. 중공섬유의 내면에 인입된 퍼메트린(13)은 디옥틸 프탈레이트와 지르코늄 왁스 복합체에 의해 유동성이 부여되고, 섬유의 길이 방향으로 형성된 슬릿을 통하여 지속적으로 배출되므로써 장기간 동안 살충효과를 나타낸다. 상기 분산액에서, 메틸셀룰로오스는 증점제로 작용한다. 상기 분산액에 중공 합성섬유를 함침시킨 다음 초음파를 가하게 되면, 분산액 내에 과압과 부압이 발생하게 되고, 이로 인하여 섬유에 퍼메트린이 잘 부착되게 된다. 즉, 분산액에 초음파를 가할 때 발생된 부압이 액체 분자간의 인력보다 크면 용액 내에 캐피테이션 기포가 발생되고, 이 캐피테이션 기포가 압축, 팽창을 반복하여 성장하다가 기포가 일정한 크기가 되면 압력차에 이해 터지게 되는데, 이들 기포가 터지기 직전에 고온, 고압의 상태가 유지된다. 이러한 고에너지 상태의 물리, 화학적 효과에 의하여 퍼메트린이 섬유에 효과적으로 부착되어 내구성이 증진된다. 초음파 공정을 구체적으로 살펴 보면 퍼메트린 분산액이 담긴 배쓰(bath)에 상기 중공 합성섬유를 함침시킨 후, 20 ~ 30℃에서 20 ~ 40% 펄스, 350 ~ 450W의 출력과 20 ~ 25KHz의 주파수 조건에서 5 ~ 20분 동안 수행하면 전술한 목적을 달성할 수 있다.Subsequently, the synthetic fiber raw material polymer in which titanium dioxide is mixed is melted and spun to prepare synthetic fibers. Referring to FIG. 1, a through hole 11 is formed in the synthetic fiber 10, and a slit 12 is formed in a length direction of the fiber so that the through hole 11 is not disconnected from the outside. Such hollow synthetic fibers can be produced by spinning using known release spinnerets (see artificial fibers, mold publishing, etc.). Then, the hollow synthetic fiber was impregnated in a solution of a vinyl chloride-vinylacetate copolymer dissolved in a mixed solvent of methyl ethyl ketone and toluene, and then permethrin, dioctyl phthalate, zirconium wax composite, methyl cellulose and methylated melamine formaldehyde resin. Impregnated into a dispersion containing and treated with ultrasonic waves under a frequency condition of 20 ~ 25KHz. Vinyl chloride-vinylacetate copolymers and methylated melamine formaldehyde resins impart durability by allowing permethrin to adhere well to the fibers. Permethrin 13 introduced into the inner surface of the hollow fiber is imparted fluidity by the dioctyl phthalate and zirconium wax composite and exhibits a pesticidal effect for a long time by being continuously discharged through the slit formed in the longitudinal direction of the fiber. In the dispersion, methylcellulose acts as a thickener. If the dispersion is impregnated with hollow synthetic fibers and then ultrasonic waves are applied, overpressure and underpressure are generated in the dispersion, and permethrin is attached to the fibers well. In other words, if the negative pressure generated when applying ultrasonic waves to the dispersion is greater than the attractive force between liquid molecules, caption bubbles are generated in the solution. It bursts, and the state of high temperature and high pressure is maintained just before these bubbles burst. Due to the physical and chemical effects of the high energy state, permethrin is effectively attached to the fiber, thereby increasing durability. Specifically, after impregnating the hollow synthetic fibers in a bath containing a permethrin dispersion, 20 to 40% pulse at 20 to 30 ° C., an output of 350 to 450 W and a frequency of 20 to 25 KHz Performing for ~ 20 minutes can achieve the above object.
이렇게 제조된 합성섬유는 초음파 공정을 통하여 그 중공부분에 접착수지 및 가교제에 의해 비교적 견고히 고착된 퍼메트린을 함유하며, 고착된 퍼메트린은 디옥틸 프탈레이트와 지르코늄 왁스 복합체에 의해 슬릿을 통하여 조금씩 밖으로 배출되므로써 장기간 동안 살충효과를 나타낼 수 있다. 또한, 합성 섬유 내부에 혼입되어 있는 이산화티탄이 중공부분에 함유된 퍼메트린의 분해를 충분히 방지하여 그 기능을 잃지 않게 한다.The synthetic fiber thus prepared contains permethrin, which is relatively firmly fixed to the hollow portion by adhesive resin and a crosslinking agent through an ultrasonic process, and the fixed permethrin is discharged little by little through the slit by dioctyl phthalate and zirconium wax composite. May have a pesticidal effect. In addition, the titanium dioxide incorporated in the synthetic fiber prevents the decomposition of the permethrin contained in the hollow portion sufficiently so that its function is not lost.
이어서, 이렇게 제조한 합성섬유를 이용하여 직물을 제직한 후, 호퍼를 이용하여 직물의 표면에 퍼메트린, 지르코늄 왁스 복합체, 이산화티탄과 저밀도 폴리에틸렌(LDPE)의 혼합 분말을 낙하시킨 후 블레이드 등을 이용하여 균일하게 분산시키고 저밀도 폴리에틸렌의 연화점 이상으로 가열한다. 이로서, 폴리에틸렌 성분이 연화되어 퍼메트린을 직물 표면에 고착시키므로써 내세탁성 등을 부여한다. 이 때, 퍼메트린 분말의 투입량은 전술한 합성섬유의 내부에 함유된 퍼메트린 양과 합산하여, 대략 1.25/㎡의 초기농도를 제공하는데 필요한 양으로 조절하는 것이 바람직하다. 또한, 저밀도 폴리에틸렌의 투입량은 혼합된 퍼메트린을 고착시킬 수 있을 정도의 최소량을 사용하는 것이 직물의 촉감을 유지하는데 바람직하다.Subsequently, after weaving the fabric using the synthetic fiber prepared as described above, dropping the mixed powder of permethrin, zirconium wax composite, titanium dioxide and low density polyethylene (LDPE) onto the surface of the fabric using a hopper, and then using a blade or the like. Disperse homogeneously and heat above softening point of low density polyethylene. As a result, the polyethylene component is softened to fix the permethrin to the fabric surface, thereby imparting washing resistance and the like. At this time, the amount of the permethrin powder is added to the amount of permethrin contained in the above-described synthetic fiber, it is preferable to adjust the amount necessary to provide an initial concentration of approximately 1.25 / ㎡. In addition, the dosage of the low density polyethylene is preferably used to maintain the feel of the fabric to use a minimum amount enough to fix the mixed permethrin.
이하, 본 발명을 구체적으로 설명하기 위해 실시예를 들어 상세하게 설명하기로 한다. 그러나, 본 발명에 따른 실시예는 여러 가지 다른 형태로 변형될 수 있으며, 본 발명의 범위가 아래에서 상술하는 실시예에 한정되는 것으로 해석되어져서는 안된다. 본 발명의 실시예는 당업계에서 평균적인 지식을 가진 자에게 본 발명을 보다 완전하게 설명하기 위해서 제공되어지는 것이다.Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present invention may be modified in many different forms, and the scope of the present invention should not be construed as being limited to the embodiments described below. The embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.
실시예Example
합성섬유 원료 고분자의 제조Preparation of Synthetic Fiber Raw Polymer
디에틸렌테레프탈레이트 30중량부, 에틸렌글리콜 17중량부 및 망간아세테이트 0.094부를 반응시켜 극한점도가 0.3일 때 인산 0.045중량부를 넣고, 에틸렌글리콜을 용매로 하는 평균입경 0.28㎛인 이산화티탄(총 중량 대비 2.97중량%) 슬러리를 투입하여 교반한 다음 산화안티몬 0.01중량부를 투입하고 감압반응하여 점도가 0.63인 폴리에스테르 고분자를 얻었다.30 parts by weight of diethylene terephthalate, 17 parts by weight of ethylene glycol, and 0.094 parts of manganese acetate were added to add 0.045 parts by weight of phosphoric acid when the intrinsic viscosity was 0.3. Titanium dioxide having an average particle diameter of 0.28 µm using ethylene glycol as a solvent (2.97% by weight) Weight%) slurry was added and stirred, and then 0.01 part by weight of antimony oxide was added thereto, followed by a reduced pressure reaction to obtain a polyester polymer having a viscosity of 0.63.
중공 합성섬유의 제조Preparation of Hollow Synthetic Fiber
상기 폴리에스테르 고분자를 용융시킨 후, 이형 방사구를 통하여 방사 후 연신하여 도 1의 단면을 가진 중공 합성섬유를 제조하였다.After melting the polyester polymer, it was stretched after spinning through a release spinneret to prepare a hollow synthetic fiber having a cross section of FIG.
초음파 처리Ultrasonic treatment
상기 제조된 중공 합성섬유를 메틸에틸케톤과 톨루엔 혼합용매에 비닐클로라이드-비닐아세테이트 공중합체를 용해시킨 용액에 상기 중공 합성섬유를 함침시켰다. 이어서, 퍼메트린 20중량부, 디옥틸 프탈레이트 5.99중량부, 지르코늄 왁스 복합체 1.51중량부, 메틸셀룰로오스 1.79중량부, 메틸화 멜라민 포름알데히드 수지 1.72중량부, 인산화 에스테르의 나트륨염 0.25중량부 및 브로모염소화 탄화수소 27.66중량부를 함유하는 분산액이 담긴 배쓰(bath)에 중공 합성섬유를 함침시킨 후, 25℃에서 30% 펄스, 400W의 출력과 20KHz의 주파수 조건에서 10분 동안 수행하였다.The hollow synthetic fibers were impregnated with the hollow synthetic fibers in a solution in which a vinyl chloride-vinylacetate copolymer was dissolved in a mixed solvent of methyl ethyl ketone and toluene. Then, 20 parts by weight of permethrin, 5.99 parts by weight of dioctyl phthalate, 1.51 parts by weight of zirconium wax complex, 1.79 parts by weight of methyl cellulose, 1.72 parts by weight of methylated melamine formaldehyde resin, 0.25 parts by weight of sodium salt of phosphorylated ester, and bromochlorinated hydrocarbon 27.66 After impregnating the hollow synthetic fibers in a bath containing a dispersion containing parts by weight, it was carried out for 10 minutes at a frequency of 20KHz and 30% pulse, 400W at 25 ℃.
제직 및 퍼메트린 혼합분말 처리Weaving and Permethrin Mixed Powder Treatment
상기 주파수 처리된 중공합성 섬유를 교직하여 차광막용 직물을 제조하였다. 이어서, 퍼메트린 6중량부, 이산화티탄 10중량부및 저밀도 폴리에틸렌(LDPE) 100중량부의 혼합 분말을 호퍼를 이용하여 직물의 표면에 낙하시킨 후 블레이드 등을 이용하여 균일하게 분산시키고 110℃로 가열한 후, 냉각시켰다.The frequency treated hollow synthetic fiber was made to fabricate a light shielding film. Subsequently, 6 parts by weight of permethrin, 10 parts by weight of titanium dioxide and 100 parts by weight of low density polyethylene (LDPE) were dropped onto the surface of the fabric using a hopper, and then uniformly dispersed using a blade or the like and heated to 110 ° C. And cooled.
이상의 제조방법에 따라 제조된 직물은 퍼메트린이 중공 합성섬유 내부 및 직물의 외부에서 장시간 동안 지속적으로 배출될 뿐만 아니라, 이산화티탄에 의해 자외선이 차단되어 퍼메트린의 분해를 방지하므로, 직물 사용 기간동안 계속적인 방충효과를 발휘할 수 있음은 자명하다.The fabric produced according to the above manufacturing method is not only continuously discharged permethrin for a long time in the inside of the hollow synthetic fiber and the outside of the fabric, but also prevents decomposition of the permethrin by blocking the ultraviolet rays by titanium dioxide, so that It is obvious that the insect repellent effect can be achieved.
이상과 같이 본 발명의 제조방법에 따라 제조된 직물은 퍼메트린의 분해를 효과적으로 방지할 수 있을 뿐만 아니라 퍼메트린이 지속적으로 장기간 동안 발산되어 방충효과가 계속적으로 유지되며 촉감 또한 비교적 우수하다. 따라서, 텐트, 차광막 등의 거친 외부환경에 노출되는 직물이나, 캠핑, 낚시용 의류 등의 직물로 유용하게 이용될 수 있다.As described above, the fabric produced according to the manufacturing method of the present invention can effectively prevent the decomposition of permethrin as well as the permethrin is continuously dissipated for a long time, the insect repellent effect is continuously maintained and the touch is also relatively excellent. Therefore, it can be usefully used as a fabric exposed to the harsh external environment such as a tent, a light shielding film, or a fabric such as a camping or fishing garment.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| KR20010046941A KR100438020B1 (en) | 2001-08-03 | 2001-08-03 | Preparation of Insect repel-lent fabric containing Permethrin |
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| Application Number | Priority Date | Filing Date | Title |
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| KR20010046941A KR100438020B1 (en) | 2001-08-03 | 2001-08-03 | Preparation of Insect repel-lent fabric containing Permethrin |
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| KR20030011470A KR20030011470A (en) | 2003-02-11 |
| KR100438020B1 true KR100438020B1 (en) | 2004-06-26 |
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| KR20010046941A KR100438020B1 (en) | 2001-08-03 | 2001-08-03 | Preparation of Insect repel-lent fabric containing Permethrin |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101306381B1 (en) | 2013-07-08 | 2013-09-09 | (주)에브리데이해피인터내셔널 | Method for manufacturing mothproof fabric |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20040051920A (en) * | 2002-12-13 | 2004-06-19 | 주식회사 폴리크롬 | Textile Fabric Manufactured By Use Of Mothproof Microcapsule And The Maufacturing Method Thereof |
| DE102008023388A1 (en) | 2008-05-13 | 2009-11-19 | Teijin Monofilament Germany Gmbh | Monofilaments, tapes or films, useful for deterring or killing snails or bugs, comprise a thermoplastic polymer e.g. thermoplastic polyester elastomer and a pyrethroid e.g. permethrin, incorporated into the polymer matrix |
| EP2243878A1 (en) * | 2009-04-23 | 2010-10-27 | Color-Textil Veredelung Ein Unternehmensbereich der Peppermint Holding GmbH | Use of a textile structure for vector protection and development of a method for producing a textile structure for vector protection |
| KR102112949B1 (en) | 2019-02-12 | 2020-05-19 | 남현규 | A method of manufacturing cosmetics materials that extracts cosmetics materials by using insoluble protein with compound yeast fermentation |
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| JPH06235172A (en) * | 1993-02-01 | 1994-08-23 | Graniteville Co | Textiles with insect repellents and barriers |
| JPH07268772A (en) * | 1994-03-25 | 1995-10-17 | Teisan Seiyaku Kk | Chemical-including hollow fiber |
| US5503918A (en) * | 1995-03-10 | 1996-04-02 | Graniteville Company | Method and means for retaining permethrin in washable fabrics |
| JPH09228159A (en) * | 1996-02-27 | 1997-09-02 | Toray Ind Inc | Fiber for stuffing |
| KR0120017B1 (en) * | 1994-07-26 | 1997-10-22 | 박홍기 | Method for producing polyester fiber |
| JPH09310275A (en) * | 1996-02-02 | 1997-12-02 | Avondale Mills Inc | Improvement of effectiveness and washing resistance of insecticidal activity of fiber treated with it and means therefor |
| JPH10110382A (en) * | 1996-10-03 | 1998-04-28 | Teijin Ltd | Packing of gel into hollow fiber |
| US5869172A (en) * | 1988-03-14 | 1999-02-09 | Nextec Applications, Inc. | Internally-coated porous webs with controlled positioning of modifiers therein |
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| US5869172A (en) * | 1988-03-14 | 1999-02-09 | Nextec Applications, Inc. | Internally-coated porous webs with controlled positioning of modifiers therein |
| JPH03220376A (en) * | 1990-01-22 | 1991-09-27 | Unitika Ltd | Antibacterial deodorizing treatment of synthetic fiber product |
| JPH06235172A (en) * | 1993-02-01 | 1994-08-23 | Graniteville Co | Textiles with insect repellents and barriers |
| JPH07268772A (en) * | 1994-03-25 | 1995-10-17 | Teisan Seiyaku Kk | Chemical-including hollow fiber |
| KR0120017B1 (en) * | 1994-07-26 | 1997-10-22 | 박홍기 | Method for producing polyester fiber |
| US5503918A (en) * | 1995-03-10 | 1996-04-02 | Graniteville Company | Method and means for retaining permethrin in washable fabrics |
| JPH09310275A (en) * | 1996-02-02 | 1997-12-02 | Avondale Mills Inc | Improvement of effectiveness and washing resistance of insecticidal activity of fiber treated with it and means therefor |
| JPH09228159A (en) * | 1996-02-27 | 1997-09-02 | Toray Ind Inc | Fiber for stuffing |
| JPH10110382A (en) * | 1996-10-03 | 1998-04-28 | Teijin Ltd | Packing of gel into hollow fiber |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101306381B1 (en) | 2013-07-08 | 2013-09-09 | (주)에브리데이해피인터내셔널 | Method for manufacturing mothproof fabric |
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|---|---|
| KR20030011470A (en) | 2003-02-11 |
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