JPH0424220A - Insect-proof acrylic synthetic fiber - Google Patents
Insect-proof acrylic synthetic fiberInfo
- Publication number
- JPH0424220A JPH0424220A JP12632990A JP12632990A JPH0424220A JP H0424220 A JPH0424220 A JP H0424220A JP 12632990 A JP12632990 A JP 12632990A JP 12632990 A JP12632990 A JP 12632990A JP H0424220 A JPH0424220 A JP H0424220A
- Authority
- JP
- Japan
- Prior art keywords
- benzoic acid
- salicylic acid
- insect
- weight
- acid
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims description 15
- 229920002994 synthetic fiber Polymers 0.000 title claims description 13
- 239000012209 synthetic fiber Substances 0.000 title claims description 13
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims abstract description 66
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 64
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 37
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims abstract description 33
- 229960004889 salicylic acid Drugs 0.000 claims abstract description 33
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 32
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 32
- 238000000605 extraction Methods 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 238000007654 immersion Methods 0.000 claims abstract description 5
- 239000000077 insect repellent Substances 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000000835 fiber Substances 0.000 abstract description 24
- 238000005406 washing Methods 0.000 abstract description 10
- 238000005108 dry cleaning Methods 0.000 abstract description 7
- CUBCNYWQJHBXIY-UHFFFAOYSA-N benzoic acid;2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1O CUBCNYWQJHBXIY-UHFFFAOYSA-N 0.000 abstract description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 241000238876 Acari Species 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 229920000058 polyacrylate Polymers 0.000 description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000010025 steaming Methods 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000000280 densification Methods 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000012046 mixed solvent Substances 0.000 description 3
- JHUFGBSGINLPOW-UHFFFAOYSA-N 3-chloro-4-(trifluoromethoxy)benzoyl cyanide Chemical compound FC(F)(F)OC1=CC=C(C(=O)C#N)C=C1Cl JHUFGBSGINLPOW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- -1 re Species 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- SZHIIIPPJJXYRY-UHFFFAOYSA-M sodium;2-methylprop-2-ene-1-sulfonate Chemical compound [Na+].CC(=C)CS([O-])(=O)=O SZHIIIPPJJXYRY-UHFFFAOYSA-M 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical class NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 206010004194 Bed bug infestation Diseases 0.000 description 1
- 241001414835 Cimicidae Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229920001893 acrylonitrile styrene Polymers 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 206010025482 malaise Diseases 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003986 organophosphate insecticide Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- AZGINNVTHJQMPB-UHFFFAOYSA-M sodium;2-methylpropane-1-sulfonate;prop-2-enamide Chemical compound [Na+].NC(=O)C=C.CC(C)CS([O-])(=O)=O AZGINNVTHJQMPB-UHFFFAOYSA-M 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野１
本発明は耐洗濯性、耐ドライクリーニング性良好でかつ
耐湿熱性良好な防虫性アクリル系合成繊維に関するもの
である。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field 1] The present invention relates to insect-repellent acrylic synthetic fibers that have good washing resistance, dry cleaning resistance, and moist heat resistance.
［従来の技術及び発明が解決しようとする問題点ｌアク
リル系合成繊維は、衣料分野、寝装分野。[Problems to be solved by the prior art and the invention l Acrylic synthetic fibers are used in the clothing and bedding fields.
インテリア分野に幅広く使われている。近年生活の洋風
化が進み気密度の高い高温多湿の部屋でカーペント、カ
ーテン、毛布等が広く使用されている。このカーペット
、カーテン、毛布、シーツ、布団の繊維の間には、ゴミ
、ホコリ等が付着し易い上にダニ、ナンキンムシ、等の
生息場所となり、ダニの温床などと言われている。特に
ダニが繁殖するとダニの死骸等が空気中に飛散して小児
ゼンソクの原因となると言われて大きな社会問題となっ
ている。このためダニ等の害虫が繁殖せず、しかも人体
に対して安全な防虫性繊維の開発が望まれていた。Widely used in the interior field. BACKGROUND ART In recent years, as lifestyles have become more Westernized, carpets, curtains, blankets, etc. are widely used in airtight, hot and humid rooms. The spaces between the fibers of carpets, curtains, blankets, sheets, and futons tend to attract dirt, dust, etc., and are also a habitat for ticks, bedbugs, etc., and are said to be a breeding ground for mites. In particular, when mites breed, their carcasses are dispersed into the air, which is said to be a cause of childhood sickness, and has become a major social problem. For this reason, there has been a desire to develop insect repellent fibers that do not breed insect pests such as mites and are safe for the human body.
従来カーペットやカーテン、毛布の害虫駆除手段として
は日光に照射するか殺虫性薬剤の散布または薫煙処理す
る程度である。これらの処理は煩雑でありまた有効期間
も短いと言う欠点がある。Conventional methods for controlling pests on carpets, curtains, and blankets include exposing them to sunlight, spraying them with insecticidal chemicals, or treating them with smoke. These processes have the drawbacks of being complicated and having a short shelf life.
また昆虫忌避剤や、殺虫剤等の防虫剤を繊維にスプレー
や含浸処理することによって防虫性を付与する方法があ
るが、これらは効果の持続性も少なく、かつ洗濯によっ
て防虫性能が失われるという欠点がある。There is also a method of imparting insect repellent properties by spraying or impregnating fibers with insect repellents and insecticides, but these methods have limited effectiveness and are said to lose their insect repellent properties when washed. There are drawbacks.
また特開昭５９−１６３４２６号公報及び特開昭６０−
５９１１７号公報の様に、アクリル系そ成繊維のゲル膨
潤状態に昆虫忌避剤や有機リン斉殺虫剤を含浸して乾燥
緻密化する方法がある。しかし、これらの方法はアクリ
ル系合成繊維と薬斉の親和性が不足しているためかまた
は併用するｊ剤が多いためか、繊維加工時の蒸気による
スチーミング等の温熱処理によって防虫効果の低下がメ
きいため後加工条件が制限されるという欠点を鳴してい
た。Also, JP-A-59-163426 and JP-A-60-
As disclosed in Japanese Patent No. 59117, there is a method in which a swollen gel of acrylic fibers is impregnated with an insect repellent or an organophosphorus insecticide and then dried and densified. However, these methods reduce the insect repellent effect due to heat treatment such as steaming during fiber processing, perhaps due to the lack of affinity of the drug with acrylic synthetic fibers or the large number of agents used in combination. The drawback was that the post-processing conditions were limited due to the large gap.
本発明者等はかかる欠点を改善すべく鋭意研済の結果本
発明を完成したのである。The inventors of the present invention completed the present invention as a result of intensive research to improve these drawbacks.
本発明の目的は優れた防虫性を有しかつ耐洗温性、耐ド
ライクリーニング性、耐湿熱性を有するアクリル系合成
繊維を提供するにある。An object of the present invention is to provide an acrylic synthetic fiber that has excellent insect repellency, washing resistance, dry cleaning resistance, and heat and humidity resistance.
［課題を解決するための手段］
本発明の防虫アクリル系合成繊維は、アクリル系合成繊
維の繊維重量に対して安息香酸及び／ヌはサリチル酸を
０．０５〜３重量％含有し、かつアルコール・ベンゼン
混合液にて３０″Ｃでの６０分間浸漬による抽出率が安
息香酸及び／又はサリチル酸の含有量の４０重量％以下
であることを特徴とする。[Means for Solving the Problems] The insect-repellent acrylic synthetic fiber of the present invention contains benzoic acid and/or salicylic acid in an amount of 0.05 to 3% by weight based on the fiber weight of the acrylic synthetic fiber, and contains alcohol. It is characterized in that the extraction rate obtained by immersion in a benzene mixture at 30''C for 60 minutes is 40% by weight or less of the content of benzoic acid and/or salicylic acid.
本発明に使用するアクリル系重合体は少なくとも４０重
量％のアクリロニトリルを含有するもので繊維形成能を
有するものならばいかなる重合体をも用いることが可能
である。すなわちアクリロニトリルを４０重量％以上と
他のビニル系モノマ、例えばアクリル酸、メタクリル酸
或いはこれらのアルキルエステル類、酢酸ビニル塩化ビ
ニル、塩化ビニリデン、アリルスルホン酸ソーダ、メタ
リルスルホン酸ソーダ、ビニルスルホン酸ソーダ、スチ
レンスルホン酸ソーダ、アクリルアミド−２−メチルプ
ロパンスルホン酸ソーダなどを適宜組合せたものを６０
重量％以下の割合で共重合したものが挙げられる。特に
アクリロニトリル８０重量％以上と２０重量に以下のビ
ニル系モノマー及びスルホン酸基含有モノマーの共重合
体、又は塩化ビニル及び／又は塩化ビニリデン及びスル
ホン酸含有モノマー２０〜６０重量％含有する共重合体
が好ましい。The acrylic polymer used in the present invention contains at least 40% by weight of acrylonitrile, and any polymer can be used as long as it has fiber-forming ability. That is, 40% by weight or more of acrylonitrile and other vinyl monomers, such as acrylic acid, methacrylic acid, or their alkyl esters, vinyl acetate, vinyl chloride, vinylidene chloride, sodium allylsulfonate, sodium methallylsulfonate, and sodium vinylsulfonate. , sodium styrene sulfonate, sodium acrylamide-2-methylpropanesulfonate, etc., as appropriate.
Examples include those copolymerized in a proportion of less than % by weight. In particular, copolymers containing 80% by weight or more of acrylonitrile and 20% by weight of the following vinyl monomers and sulfonic acid group-containing monomers, or copolymers containing 20 to 60% by weight of vinyl chloride and/or vinylidene chloride and sulfonic acid group-containing monomers are used. preferable.
また、前記アクリル系重合体が酢酸セルローズポリスチ
レン、アクリロニトリル−スチレン共重合体、ポリ酢酸
ビニル共重合体、ポリビニルブチラール等のアクリル系
重合体と非相溶性の樹脂を含有していても良い、特に前
記アクリル系重合体に酢酸セルローズを２〜３０重量％
を含有したものが好ましい。Furthermore, the acrylic polymer may contain a resin that is incompatible with the acrylic polymer, such as cellulose polystyrene acetate, acrylonitrile-styrene copolymer, polyvinyl acetate copolymer, and polyvinyl butyral. 2-30% by weight of cellulose acetate in acrylic polymer
Preferably, it contains
本発明において、安息香酸及び／又はサリチル酸の含有
率は０．０５〜３重量％好ましくは０．１〜２重量％が
良い。In the present invention, the content of benzoic acid and/or salicylic acid is preferably 0.05 to 3% by weight, preferably 0.1 to 2% by weight.
安息香酸及び／又はサリチル酸の含有量が０、０５重量
％以下であるとその防虫効果が不足しまた３重量％以上
であると防虫効果は飽和状態となり、溶剤で抽出される
安息香酸及び／又はサリチル酸の抽出率が大きくなると
ともに耐洗濯性、耐ドライクリーニング性、耐湿熱性も
低下し、かつ繊維の紡績性が低下する。If the content of benzoic acid and/or salicylic acid is less than 0.05% by weight, the insect repellent effect will be insufficient, and if it is more than 3% by weight, the insect repellent effect will be saturated, and the benzoic acid and/or salicylic acid extracted with a solvent will be As the extraction rate of salicylic acid increases, the washing resistance, dry cleaning resistance, and moist heat resistance also decrease, and the spinnability of the fiber decreases.
本発明において安息香酸とサリチル酸を併用する場合の
比率は、安息香酸１重量部に対してサリチル酸が０．５
〜２重量部が好ましい。In the present invention, when benzoic acid and salicylic acid are used together, the ratio is 0.5 parts by weight of salicylic acid to 1 part by weight of benzoic acid.
~2 parts by weight is preferred.
本発明において抽出溶剤のアルコール・ベンゼン混合液
とは、ＪＩＳ Ｌ−１０１５に定めるアルコール・ベ
ンゼン容量比ｌ：２の溶剤である。In the present invention, the extraction solvent alcohol/benzene mixture is a solvent having an alcohol/benzene volume ratio of 1:2 as defined in JIS L-1015.
抽出率の測定法は切り刻んだ繊維試料３ｇを正確にはか
り３００ｍｌの活栓付三角フラスコに入れアルコール・
ベンゼン抽出液を１００ｇ入れ密封する。３０℃の恒温
水槽にて６０分温調する。To measure the extraction rate, accurately weigh 3 g of a chopped fiber sample, place it in a 300 ml Erlenmeyer flask with a stopper, and add alcohol.
Add 100g of benzene extract and seal. Control the temperature in a constant temperature water bath at 30°C for 60 minutes.
この三角フラスコを取り出しよく振とう撹拌後、抽出液
を必要ならｓｖＭする。この液をガスクロ分析又は液体
クロマト分析して安息香酸及び／又はサリチル酸のピー
ク面積より抽出液中の濃度を定量分析し、最初の試料１
ｇに対する安息香酸及び／又はサリチル酸抽出量Ａを求
める。一方、同し切り刻んだ試料２ｇを正確にはかり取
り、１００ｍＥのステンレス製加圧セルに入れアルコー
ル・ベンゼン抽出液５０ｇを入れて密封する。この加圧
セルを１２０℃のオイル浴にて６０分温調後冷却して振
とう撹拌した後に開封して中の抽出溶剤を上記と同様に
ガスクロ分析又は液体クロマト分析して、安息香酸及び
／又はサリチル酸の定量分折をし、１ｇの試料中の安息
香酸及び／又はサリチル酸含有量Ｂを求める。Take out the Erlenmeyer flask, shake it well, and then svM the extract if necessary. This liquid was analyzed by gas chromatography or liquid chromatography to quantitatively analyze the concentration in the extract from the peak area of benzoic acid and/or salicylic acid.
The amount A of benzoic acid and/or salicylic acid extracted per g is determined. On the other hand, 2 g of the same cut sample was accurately weighed, placed in a 100 mE stainless steel pressure cell, filled with 50 g of alcohol-benzene extract, and sealed. This pressurized cell was temperature controlled for 60 minutes in a 120°C oil bath, cooled, shaken and stirred, then opened, and the extraction solvent inside was analyzed by gas chromatography or liquid chromatography in the same manner as above, and the benzoic acid and/or Alternatively, quantitative analysis of salicylic acid is performed to determine the benzoic acid and/or salicylic acid content B in 1 g of sample.
繊維からの安息香酸及び／又はサリチル酸抽出率（％）
は下記の式より求められる。Benzoic acid and/or salicylic acid extraction rate (%) from fiber
is obtained from the formula below.
抽出率（％） ＝Ａ／Ｂｘ １００
本発明において溶剤のアルコール・ベンゼン混合液の３
０ ’Ｃ６０分浸漬による該安息香酸及び／又はサリチ
ル酸の抽出率は４０重量％以下好ましくは３０重量％以
下が良い。抽出される安息香酸及び／又はサリチル酸が
含有量の４０重量％を越えると防虫効果の耐洗濯性、耐
ドライクリーニング性、の低下が大となり、スチーミン
グ等の温熱による安息香酸及び／又はサリチル酸の脱落
が大となる。Extraction rate (%) = A/Bx 100 In the present invention, 3% of the alcohol/benzene mixture as a solvent
The extraction rate of the benzoic acid and/or salicylic acid by immersion at 0'C for 60 minutes is preferably 40% by weight or less, preferably 30% by weight or less. If the content of extracted benzoic acid and/or salicylic acid exceeds 40% by weight, the washing resistance and dry cleaning resistance of the insect repellent effect will be greatly reduced. The dropout becomes large.
本発明において安息香酸及び／又はサリチル酸は単独あ
るいは他の防虫剤、昆虫忌避剤、殺虫剤、共力剤、抗菌
剤或は溶剤、乳化剤、油剤等との混合物として使用して
も良い。しかし他の混合する薬剤によって安息香酸及び
／又はサリチル酸の抽出率が４０重量％を越えない様に
条件を！ｉＪ節する必要がある。In the present invention, benzoic acid and/or salicylic acid may be used alone or in a mixture with other insect repellents, insect repellents, insecticides, synergists, antibacterial agents, solvents, emulsifiers, oils, etc. However, conditions must be met so that the extraction rate of benzoic acid and/or salicylic acid does not exceed 40% by weight due to other mixed agents! iJ section is necessary.
本発明の防虫性アクリル系合成繊維を製造する場合はア
クリル系合成繊維に対する樹脂加工によっても製造可能
であるが、風合い硬化及びアルコール・ベンゼン抽出率
の調整で加工条件が制限されるので、特に下記の方法で
製造するのが好ましい。In the case of manufacturing the insect repellent acrylic synthetic fiber of the present invention, it is also possible to manufacture it by resin processing the acrylic synthetic fiber, but since the processing conditions are limited by texture hardening and adjustment of the alcohol/benzene extraction rate, in particular the following It is preferable to manufacture by the following method.
本発明においては、湿式紡糸したゲル膨潤状態の繊維に
安息香酸及び／又はサリチル酸を付与後、乾燥緻密化す
ることによって、安息香酸及び／又はサリチル酸を繊維
内部に含有せしめ、繊維表面にブリードアウトさせるの
である。In the present invention, benzoic acid and/or salicylic acid is applied to wet-spun gel-swollen fibers and then dried and densified to contain benzoic acid and/or salicylic acid inside the fibers and bleed out onto the fiber surface. It is.
本発明の湿式紡糸に使用するアクリル系重合体の溶媒は
ジメチルホルムアミド、ジメチルアセトアミド、ジメチ
ルスルホキシド、アセトン、塩化亜鉛水溶液、ロダン塩
水溶媒、濃硝酸等の有機、無機溶媒が挙げられるが、特
に湿式紡糸時にボイドの多発傾向にある有機溶液が好ま
しい。Examples of the solvent for the acrylic polymer used in the wet spinning of the present invention include organic and inorganic solvents such as dimethylformamide, dimethylacetamide, dimethyl sulfoxide, acetone, aqueous zinc chloride solution, Rodan salt aqueous solvent, and concentrated nitric acid. Organic solutions that tend to produce frequent voids are preferred.
本発明の安息香酸及び／又はサリチル酸の付与方法は特
に限定されないが出来るだけ少量の非イオン系、アニオ
ン系又はカチオン系の界面活性剤と併用したエマルジッ
ン状態にて付与するのが好ましい。The method of applying benzoic acid and/or salicylic acid of the present invention is not particularly limited, but it is preferable to apply the benzoic acid and/or salicylic acid in an emulsion state in combination with as little as possible of a nonionic, anionic or cationic surfactant.
本発明の安息香酸及び／又はサリチル酸と乳化剤や繊維
用油剤等の界面活性剤の比率は安息香酸及び／又はサリ
チル酸１重量部に対して界面活性剤０．３〜５重量部が
好ましくは０．５〜３重量部がよい、界面活性剤の比率
か多くなると安息香酸及び／又はサリチル酸のアルコー
ル・ベンゼン混合溶媒による抽出率が増加し防虫効果の
耐洗濯性、耐ドライクリーニング性、の低下が大となり
、スチーミング等の温熱による安息香酸及び／又はサリ
チル酸の脱落が大となる。The ratio of benzoic acid and/or salicylic acid of the present invention to a surfactant such as an emulsifier or a textile oil is preferably 0.3 to 5 parts by weight of surfactant per 1 part by weight of benzoic acid and/or salicylic acid. 5 to 3 parts by weight is recommended. If the ratio of surfactant increases, the extraction rate of benzoic acid and/or salicylic acid with an alcohol/benzene mixed solvent will increase, and the washing resistance and dry cleaning resistance of the insect repellent effect will decrease significantly. As a result, benzoic acid and/or salicylic acid are largely removed by heating such as steaming.
この場合に昆虫忌避剤や他の防虫剤、殺虫剤、共力剤、
抗菌剤、溶剤等地の薬剤を安息香酸及び／又はサリチル
酸のアルコール・ベンゼン混合溶剤による抽出率が４０
重量％を越えない範囲で併用することも可能である。In this case, insect repellents and other insect repellents, insecticides, synergists,
The extraction rate of antibacterial agents, solvents, etc. with benzoic acid and/or salicylic acid using an alcohol/benzene mixed solvent is 40%.
It is also possible to use them together within a range not exceeding % by weight.
本発明において乾燥緻密化する条件はローラー式乾燥機
では表面温度が１２０〜１６０’ｌｌ：、好ましくは１
３０〜１５０℃、熱風乾燥機では乾熱１２０〜１８０℃
、好ましくは１３０〜１６０℃で行う。乾燥時間として
は１〜７分が好ましい。In the present invention, the conditions for drying and densifying the roller dryer are such that the surface temperature is 120 to 160'll, preferably 1.
30-150℃, dry heat 120-180℃ in hot air dryer
, preferably at 130 to 160°C. The drying time is preferably 1 to 7 minutes.
上記温度以下であると乾燥緻密化が不充分となり繊維の
白化、染色色目の不良、強伸度の低下等繊維物性の低下
が大となる。 さらに繊維の緻密化が不充分なためにア
ルコール・ベンゼン混合溶剤による抽出率が大となる。If the temperature is below the above, drying and densification will be insufficient, resulting in significant deterioration of fiber physical properties such as whitening of the fibers, poor dyed color, and decreased strength and elongation. Furthermore, since the fibers are not sufficiently densified, the extraction rate with the alcohol/benzene mixed solvent increases.
また上記温度を越えると安息香酸及び／又はサリチル酸
の飛散によるロスが多くなる。Moreover, if the temperature exceeds the above, loss due to scattering of benzoic acid and/or salicylic acid increases.
本発明においては乾燥緻密化後通常熱処理を行うが熱処
理温度は通常１８０℃以下及び／又は温熱１２５℃以下
で行うのが好ましい。In the present invention, heat treatment is usually carried out after drying and densification, and the heat treatment temperature is preferably 180°C or lower and/or 125°C or lower.
Ｃ発明の効果〕
本発明に防虫性アクリル系合成繊維は毒性が低く通常の
アクリル系合成繊維の繊維性能、風合いをそのまま有す
る。また、耐洗濯性針ドライクリニング性を有するとと
もにスチーミング等に対する耐湿熱性が良好なためにプ
リント等の製品加工時の防虫剤の脱落が少なく後加工が
容易に出来るのである。C Effects of the Invention The insect-repellent acrylic synthetic fiber of the present invention has low toxicity and has the same fiber performance and feel as ordinary acrylic synthetic fiber. In addition, it has good resistance to washing and dry cleaning, as well as moisture and heat resistance against steaming, etc., so the insect repellent is less likely to fall off during product processing such as printing, and post-processing can be easily performed.
本発明の防虫性のアクリル系合成繊維はそのまま又は木
綿、レーヨン、羊毛、レギュラーアクリル、ポリエステ
ル、ナイロン等地の繊維と混紡して使用することによっ
て、防虫性能を有する毛布、シーツ、マット、カーベン
ト、カーテン、布団綿等幅広い用途に使用することが出
来るため産業上極めて有意義なものである。The insect-repellent acrylic synthetic fiber of the present invention can be used as it is or mixed with fibers of cotton, rayon, wool, regular acrylic, polyester, nylon, etc. to produce blankets, sheets, mats, car vents, etc. that have insect-repellent properties. It is extremely meaningful industrially because it can be used for a wide range of purposes such as curtains and futon cotton.
以下実施例によって本発明を具体的に説明する。EXAMPLES The present invention will be specifically explained below with reference to Examples.
なお実施例中（％）とあるのは「重量％」を意味する。In the Examples, (%) means "% by weight".
［実施例ｊ
（防虫効果テスト方法〉
内径６ｃｍのガラスシャーレ−の底に検体を敷き、つい
で供試ダニを１検体当り３００〜５００頭となるように
培地とともに均一に植え付け、２５℃、７５ＲＨ％条件
下に置き、４８時間後に取り出し、視野法により直接２
０倍の実態顕微鏡下で１視野に入る部分の全ダニ数をカ
ウントし、次いで生死を判定する。視野を変え、６回繰
り返してその平均で死亡率を出す。[Example j (Insect repellent effect test method) A specimen was placed on the bottom of a glass Petri dish with an inner diameter of 6 cm, and then the test mites were planted uniformly with a medium so that 300 to 500 mites per specimen were placed at 25°C and 75RH%. condition, removed after 48 hours, and directly exposed to 2
The total number of mites in one field of view is counted under a 0x stereomicroscope, and then live or dead is determined. Change the field of view, repeat six times, and calculate the mortality rate using the average.
（実施例１〜２０、比較例１〜３ｊ
アクリロニトリル（ＡＮ）／メチルアクリレート （Ｍ
Ａ）／メタリルスルホン酸ソーダ（Ｓ 、Ｍ ＡＳ）
＝９１．４／８．０１０．６なるアクリル系重合体ｆｉ
度２３．５ｆＥ量％ジメチルホルムアミＦ（ＤＭＦ）溶
液を２０°Ｃ１６０％ＤＭＦ水溶液中に紡糸した。(Examples 1 to 20, Comparative Examples 1 to 3j Acrylonitrile (AN)/methyl acrylate (M
A)/Sodium methallylsulfonate (S, MAS)
=91.4/8.010.6 acrylic polymer fi
A 23.5fE mass% dimethylformamide F (DMF) solution was spun into a 160% DMF aqueous solution at 20°C.
通常の延伸水洗工程を経た後のゲル膨潤状態の繊維に安
息香酸及び／又はサリチル酸のエマルジョンと非イオン
系及びアニオン系の繊維油剤を混合し、安息香酸及び／
又はサリチル酸濃度を変化したエマルジョン組成物を付
与してローラー式乾燥機を用い１３５℃で乾燥緻密化を
行った。次に機械クリンプを付与後湿熱１１０ ’Ｃで
クリンブセ。The fibers in a gel-swollen state after the normal stretching and washing process are mixed with an emulsion of benzoic acid and/or salicylic acid and nonionic and anionic fiber oils.
Alternatively, emulsion compositions with varying concentrations of salicylic acid were applied and dried and densified using a roller dryer at 135°C. Next, mechanical crimp was applied and then crimped with moist heat at 110'C.
トを行った。得られた表−１の繊維壱カットし紡績した
後に編物を作製した。これらの編物のアルコール・ベン
ゼン混合液の３０ ’Ｃ６０分間浸漬抽［実施例２１〜
２５、比較例４］
ＡＮ／塩化ビニリデン（ＶＣＩｔ）／アリルスルホン酸
ソーダ（Ｓ Ａ Ｓ ） ＝ ５８．０ ／ ４０．０
／ ２．０なるアクリル系重合体の２３％ＤＭＦ溶液
を１５°Ｃ１５８％ＤＭＦ水溶液中に紡糸した。通常の
延伸後、水洗工程を経た後のゲル膨潤状態の繊維に安息
香酸及び／又はサリチル酸１部に対して乳化剤及び繊維
油剤等の界面活性剤量を変化させたエマルジョン組成物
を付与してローラー式乾燥機を用い、１３０°Ｃで乾燥
緻密化を行った。次に機械クリンプを付与後、湿熱１１
０°Ｃクリンプセットを行った。得られた表−２の繊維
をカットし紡績した後に編物を作製した。編物のアルコ
ール・ベンゼン混合液の３０°Ｃ１６０分間浸漬抽出率
及びＪＩＳ Ｃ９６０６に準した洗濯乾燥、又はＪＩ
Ｓ Ｌ ０８２１に準したドライクリ−ニゲ乾燥後
の丸編布及び１００°Ｃ１５分のスチーミングした後水
洗乾燥した丸編み布の防虫効果を測定した。I did this. The obtained fibers shown in Table 1 were cut and spun to produce a knitted fabric. These knitted fabrics were immersed in an alcohol-benzene mixture at 30'C for 60 minutes [Example 21~
25, Comparative Example 4] AN/vinylidene chloride (VCIt)/sodium allylsulfonate (SA S ) = 58.0 / 40.0
/2.0 23% DMF solution of an acrylic polymer was spun into a 158% DMF aqueous solution at 15°C. After normal stretching and water washing, the fibers in a gel-swollen state are coated with an emulsion composition containing 1 part of benzoic acid and/or salicylic acid and varying amounts of surfactants such as emulsifiers and fiber oils. Drying and densification were performed at 130°C using a type dryer. Next, after applying mechanical crimp, moist heat 11
A 0°C crimp set was performed. The obtained fibers shown in Table 2 were cut and spun to produce knitted fabrics. Extraction rate of knitted fabrics by immersion in alcohol/benzene mixture at 30°C for 160 minutes and washing/drying according to JIS C9606 or JI
The insect repellent effect of a circular knitted fabric after drying with a dry cleaner according to S L 0821 and a circular knitted fabric washed and dried after steaming at 100° C. for 15 minutes was measured.
Claims (1)
又はサリチル酸を０．０５〜３重量％含有し、かつアル
コール・ベンゼン混合液による３０℃での６０分間浸漬
抽出率が上記安息香酸及び／又はサリチル酸含有量の４
０重量％以下であることを特徴とする防虫性アクリル系
合成繊維。Benzoic acid and/or
Or, it contains 0.05 to 3% by weight of salicylic acid, and the extraction rate is 4% of the above benzoic acid and/or salicylic acid content by immersion in an alcohol/benzene mixture for 60 minutes at 30°C.
An insect-repellent acrylic synthetic fiber characterized by having a content of 0% by weight or less.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12632990A JPH0424220A (en) | 1990-05-15 | 1990-05-15 | Insect-proof acrylic synthetic fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12632990A JPH0424220A (en) | 1990-05-15 | 1990-05-15 | Insect-proof acrylic synthetic fiber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0424220A true JPH0424220A (en) | 1992-01-28 |
Family
ID=14932493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12632990A Pending JPH0424220A (en) | 1990-05-15 | 1990-05-15 | Insect-proof acrylic synthetic fiber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0424220A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007115862A3 (en) * | 2006-04-11 | 2008-11-27 | Mario Antonello Principato | Insecticidal and acaricide formulation |
| JP2015180788A (en) * | 2010-03-25 | 2015-10-15 | 東レ株式会社 | deodorant fiber structure |
| KR20200141127A (en) * | 2019-06-10 | 2020-12-18 | 조대현 | Blended filament with excellent anti-insect property |
-
1990
- 1990-05-15 JP JP12632990A patent/JPH0424220A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007115862A3 (en) * | 2006-04-11 | 2008-11-27 | Mario Antonello Principato | Insecticidal and acaricide formulation |
| JP2015180788A (en) * | 2010-03-25 | 2015-10-15 | 東レ株式会社 | deodorant fiber structure |
| KR20200141127A (en) * | 2019-06-10 | 2020-12-18 | 조대현 | Blended filament with excellent anti-insect property |
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