JPS63135572A - Fiber having deodorizing function - Google Patents
Fiber having deodorizing functionInfo
- Publication number
- JPS63135572A JPS63135572A JP27904286A JP27904286A JPS63135572A JP S63135572 A JPS63135572 A JP S63135572A JP 27904286 A JP27904286 A JP 27904286A JP 27904286 A JP27904286 A JP 27904286A JP S63135572 A JPS63135572 A JP S63135572A
- Authority
- JP
- Japan
- Prior art keywords
- fiber
- metal
- groups
- fibers
- deodorizing function
- 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
- 239000000835 fiber Substances 0.000 title claims description 22
- 230000001877 deodorizing effect Effects 0.000 title claims description 20
- 229910052751 metal Inorganic materials 0.000 claims description 29
- 239000002184 metal Substances 0.000 claims description 29
- -1 alkali metal salt Chemical class 0.000 claims description 17
- 125000002091 cationic group Chemical group 0.000 claims description 13
- 229920003043 Cellulose fiber Polymers 0.000 claims description 11
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 10
- 125000000129 anionic group Chemical group 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 6
- 150000001450 anions Chemical group 0.000 claims description 4
- 150000004033 porphyrin derivatives Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 235000019645 odor Nutrition 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002781 deodorant agent Substances 0.000 description 4
- 150000004032 porphyrins Chemical class 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- KMHSUNDEGHRBNV-UHFFFAOYSA-N 2,4-dichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC=C(C#N)C(Cl)=N1 KMHSUNDEGHRBNV-UHFFFAOYSA-N 0.000 description 3
- PTQAYLWQPFZJHS-UHFFFAOYSA-N C(=O)(O)C=1C2=C(C3=C(C(=C(N3C(=O)O)C=C3C=CC(C=C4C=CC(=CC(C1)=N2)N4)=N3)C3=CC=CC=C3)C(=O)O)C(=O)O.[Fe] Chemical compound C(=O)(O)C=1C2=C(C3=C(C(=C(N3C(=O)O)C=C3C=CC(C=C4C=CC(=CC(C1)=N2)N4)=N3)C3=CC=CC=C3)C(=O)O)C(=O)O.[Fe] PTQAYLWQPFZJHS-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- WLOADVWGNGAZCW-UHFFFAOYSA-N 3-phenyl-23H-porphyrin-2,18,20,21-tetracarboxylic acid Chemical compound OC(=O)C=1C(N2C(O)=O)=C(C(O)=O)C(=N3)C(C(=O)O)=CC3=CC(N3)=CC=C3C=C(N=3)C=CC=3C=C2C=1C1=CC=CC=C1 WLOADVWGNGAZCW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920001407 Modal (textile) Polymers 0.000 description 2
- 102000004316 Oxidoreductases Human genes 0.000 description 2
- 108090000854 Oxidoreductases Proteins 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000010800 human waste Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000005416 organic matter Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 235000018660 ammonium molybdate Nutrition 0.000 description 1
- 239000011609 ammonium molybdate Substances 0.000 description 1
- 229940010552 ammonium molybdate Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は消臭機能を持った繊維製品、特にし尿から発生
する臭気などを効果的に無臭化する繊維製品に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a textile product having a deodorizing function, particularly to a textile product that effectively deodorizes odors generated from human waste.
（従来の技術）
従来、消臭機能を持った繊維製品に関しては種々のもの
が考案されでいる。例えば■特開昭５８−２２０８７７
、特開昭５９−２１７７７には、防菌剤を付着させて微
生物の発生を防ぐかまたは活性を押えることによって有
機物の分解を抑制し、臭気の発生を低下させる技術が開
示されている。また■特開昭８ｌ−Ｅ３３７１Ｅ３には
芳香物質を付与して臭気をまぎられす方法が、■特開昭
５８−１３７４４３には活性炭のような吸着物質を用い
て臭気を吸着除去する技術が開示されている。(Prior Art) Various textile products having a deodorizing function have been devised in the past. For example, ■ Japanese Patent Application Publication No. 58-220877
, JP-A-59-21777 discloses a technique for suppressing the decomposition of organic matter and reducing the generation of odor by attaching an antibacterial agent to prevent the generation or suppress the activity of microorganisms. In addition, Japanese Patent Application Laid-Open No. 81-E3371E3 discloses a method to mask odors by adding an aromatic substance, and ■ Japanese Patent Application Laid-Open No. 58-137443 discloses a technique for adsorbing and removing odors using an adsorbent material such as activated carbon. has been done.
しかしながら■の方法は、初めから臭気性化合物を含む
物質例えばし尿などに対してはを効でなく、■の方法は
本質的な解決法ではないので防臭効果が不充分であり、
■の方法は飽和状態の吸着に致るともはや防臭効果が消
失するという問題点をかかえていた。However, the method (■) is not effective against substances that contain odorous compounds, such as human waste, and the method (■) is not an essential solution, so its odor control effect is insufficient.
Method (2) has the problem that the deodorizing effect disappears when the adsorption reaches a saturated state.
また特開昭５５−３２５１９、特開昭５６−６３３５５
には生体酸化酵素に類似した反応挙動を示す金属ポルフ
ィリン化合物や金属フタロシア二ノ化合物が消臭剤とし
て作動であると七が開示され、特開昭５０−５４５９０
や特開昭５３−３９９９０にはそれらの化合物の製造方
法が開示されているが繊維に単に付着させるだけの技術
であるので行用や洗濯で容易に除去され消失効果が消失
する欠点を存している。Also, JP-A-55-32519, JP-A-56-63355
No. 7 discloses that metal porphyrin compounds and metal phthalocyanino compounds that exhibit reaction behavior similar to biological oxidases act as deodorants, and Japanese Patent Application Laid-Open No. 54590-1989
JP-A No. 53-39990 discloses a method for producing such compounds, but since the technique involves simply adhering them to fibers, they have the disadvantage that they are easily removed by washing or washing, and the disappearing effect disappears. ing.
一方カチオン基が導入された繊維としてはポリエステル
繊維では特公昭４９−４０８８０、ポリウレタン繊維で
は特開昭５８−４５２２１、セルロース系繊維では特公
昭３９−５９８５、特公昭４２−１９３６ｉ１や特公昭
５３−２３４３７で公知であるが、これらのカチオン基
を利用して消臭化合物を耐久的に付着さ゛せようとする
記載はなされていない。On the other hand, fibers into which cationic groups have been introduced include JP-B No. 49-40880 for polyester fibers, JP-A No. 45221-1983 for polyurethane fibers, 5985-1985 for cellulose fibers, 1936i1-1973, and 23437-1987 for cellulose fibers. However, there is no description of using these cationic groups to permanently attach a deodorizing compound.
（発明が解決しようとする問題点）
本発明は、従来技術の問題点を解消した消臭機能をもつ
ｍ維製品、すなわちすぐれた消臭機能をもち、かつ着用
や洗濯に耐久性で、半永久的な消臭効果をもつ繊維製品
の提供にある。(Problems to be Solved by the Invention) The present invention is a textile product with a deodorizing function that solves the problems of the prior art, that is, it has an excellent deodorizing function, is durable to wear and washing, and is semi-permanent. The aim is to provide textile products with a deodorizing effect.
（問題点を解決するための手段）
上記問題点を解決するため、生体酸化酵素に類似した挙
動すなわち、有臭物質を分解する作用をもち、かつそれ
自身は空気中の酸素により酸化されて再度有臭物質を分
解する作用を復活する能力をもつ前記金属フタロシアニ
ンあるいは金属ポルフィリン化合物を、繊維に効率よく
、半永久的に付着させることを目的に検討した結果本発
明に到達した。(Means for Solving the Problems) In order to solve the above problems, we have developed a system that has a behavior similar to that of biological oxidases, that is, an action that decomposes odorous substances, and that itself is oxidized by oxygen in the air and re-oxidized. The present invention was achieved as a result of studies aimed at attaching the metal phthalocyanine or metal porphyrin compound, which has the ability to restore the ability to decompose odorous substances, to fibers efficiently and semi-permanently.
即ち本発明はカチオン基導入機維が、１ヶ以上のアニオ
ン基をもつ金属フタロシアニン誘導体または／および１
ヶ以上のアニオン基をもつ金属ポルフィリン誘導体が付
与されている消臭機能をもった繊維である。That is, the present invention provides that the cation group-introducing mechanism is a metal phthalocyanine derivative having one or more anion groups and/or one
It is a fiber with deodorizing function that has been given a metal porphyrin derivative with more than 100 anionic groups.
本発明でいうカチオン基が導入された繊維とは第４級ア
ンモニウム基、第４級ホスホニウム基、第４級スルホニ
ウム基あるいは第３級アミン基などのカチオン基が導入
されているか、かかるカチオン基を含有するカチオン性
樹脂で処理されたパルプ、レーヨン、ポリノジック、綿
あるいは麻の様なセルロース繊維あるいは、ポリエステ
ル、ポリウレタンなどの合成繊維でもよい。カチオン基
としては第４級アンモニウム塩基が、セルロース繊維と
してはパルプ、レーヨン、ポリノジック、および綿が好
ましくカチオン基の導入量は導入されたカチオン基にも
とづく窒素、リン、あるいは硫黄元素の繊維重量当りの
量として繊維の形吠は短繊維でも、長繊維でもよい。In the present invention, the fibers into which cationic groups have been introduced are those into which cationic groups such as quaternary ammonium groups, quaternary phosphonium groups, quaternary sulfonium groups, or tertiary amine groups have been introduced or such cationic groups have been introduced. It may be a cellulose fiber such as pulp, rayon, polynosic, cotton or linen treated with a cationic resin, or a synthetic fiber such as polyester or polyurethane. The cationic group is preferably a quaternary ammonium base, and the cellulose fiber is preferably pulp, rayon, polynosic, or cotton. In terms of quantity, the shape of the fibers may be either short fibers or long fibers.
本発明でいう金属フタロシアニン及び金属ポルｘ、ｙ：
水素または／およびアニオン基、アルキル基、ハロゲン
基、ニトロ基などの置換基中心金属Ｍとしては、Ｎａ、
に、Ｃａ、Ｂａ、Ｐｂ、Ｃｒ、Ｆｅ、Ｃｏ、Ｎｉ、Ｍｎ
などが好ましく、特に好ましいのはＭｎ、Ｃｏ、Ｎｉ、
Ｆｅである。Metal phthalocyanine and metal pol x, y in the present invention:
The substituent central metal M for hydrogen or/and anionic groups, alkyl groups, halogen groups, nitro groups, etc. includes Na,
, Ca, Ba, Pb, Cr, Fe, Co, Ni, Mn
etc. are preferred, and particularly preferred are Mn, Co, Ni,
It is Fe.
アニオン基としてはカルボン酸基、リン酸基、スルホン
酸基およびそれらの金属塩基があげられるが消臭効果と
水溶性のバランスからカルボン酸基およびそのアルカリ
金属塩が好ましく、さらにアルカリ金属塩が好ましい。Examples of anionic groups include carboxylic acid groups, phosphoric acid groups, sulfonic acid groups, and their metal bases, but carboxylic acid groups and their alkali metal salts are preferred from the viewpoint of the balance between deodorizing effect and water solubility, and alkali metal salts are more preferred. .
即ち式１で示される構造式においてＸ、Ｙは少なくとも
１ヶ以上のアニオン基を有し、その他は置換基および未
置換基を有する化合物である。That is, in the structural formula represented by Formula 1, X and Y have at least one anion group, and the others have substituents and unsubstituted groups.
金属フタロシアニ／あるいは金属ポルフィリン化合物の
１分子中に導入されるアニオン基またはそのアルカリ金
属塩の数は該化合物に適度な水溶性を付与するために１
ヶ以上、好ましくは３ヶ以上、更に好ましくは４ヶ以上
であることが好ましい。アニオン基またはその金属塩基
の導入はまた、分子同志の会合状態を防ぐ働きをする。The number of anionic groups or alkali metal salts thereof introduced into one molecule of the metal phthalocyanide/or metal porphyrin compound is 1 in order to impart appropriate water solubility to the compound.
It is preferable that the number is 3 or more, preferably 3 or more, and more preferably 4 or more. The introduction of anionic groups or their metal bases also serves to prevent the molecules from associating.
分子同志が会合すると前記生体酵素反応に類似した、有
機物の分解反応を促進する触媒反応の活性中心である、
分子中央の金属が露出しないため著しく消臭効果が損な
われる。It is an active center of a catalytic reaction that promotes the decomposition reaction of organic matter, similar to the biological enzyme reaction, when molecules come together.
Since the metal at the center of the molecule is not exposed, the deodorizing effect is significantly impaired.
本発明でいう吸着とは、主としてセルロース系繊維に導
入されたカチオン基を介した配位結合で前記金属フタロ
シアニン化合物あるいは金属ポルフィリン化合物が付着
されている乙とを意味している。In the present invention, adsorption means that the metal phthalocyanine compound or metal porphyrin compound is attached mainly through coordination bonds via cationic groups introduced into the cellulose fiber.
また本発明でいう繊維製品とは前記セルロース系繊維あ
るいは該セルロース系繊維を含有する繊維で構成される
繊維集合体、糸、布帛、不織布あるいはそれらの積層物
等である。Furthermore, the fiber products as used in the present invention include fiber aggregates, threads, fabrics, nonwoven fabrics, or laminates thereof, which are composed of the cellulose fibers or fibers containing the cellulose fibers.
以下実施例で本発明を説明するが実施例中のセルロース
系ｍ維に導入されたカチオン基の量はゲールダール法に
よる窒素分析値（重置％）で示した。The present invention will be described below with reference to Examples. In the Examples, the amount of cationic groups introduced into the cellulose m-fibers is expressed as a nitrogen analysis value (overlapping %) by the Geldahl method.
セルロース系繊維に吸着された金属フタロシアニンまた
は金属ポルフィリン化合物の量は、金属フタロシアニン
の場合、処理液の処理前の６８０ｎｍの吸光度に対する
処理前後のＥｉ８０ｎｍの吸光度差の割合で示した。In the case of metal phthalocyanine, the amount of metal phthalocyanine or metal porphyrin compound adsorbed on the cellulose fibers was expressed as the ratio of the difference in absorbance at Ei 80 nm before and after treatment to the absorbance at 680 nm of the treatment solution before treatment.
金属ポルフィリンの場合は処理液の処理前後の４０５ｎ
ｍの吸光度を測定し、金属フタロシアニンの場合と同様
の計算によった。In the case of metal porphyrin, 405n before and after treatment of the treatment solution.
The absorbance of m was measured and the same calculation as in the case of metal phthalocyanine was performed.
また消臭効果の評価は、ＩＱのテトラ−バック内に一定
のアンモニアガスと金属錯体脱臭剤を担持したカチオン
基導入繊維０．５ｇを入れ、経時的に北側式ガス検知管
によってテトラ−バック内のアンモニアガス濃度を測定
した。In addition, to evaluate the deodorizing effect, 0.5 g of cationic group-introduced fibers carrying a certain amount of ammonia gas and a metal complex deodorizer were placed in IQ's Tetra Vac, and over time the gas detection tube on the north side was used to detect the inside of the Tetra Vac. The ammonia gas concentration was measured.
（実施例）
実施例１ カルボン酸基をもつ金属フタロシアニン（Ｉ
）及び金属ポリフィリン
（ｎ）の合成−
金属フタロシアニン（Ｉ）の合成
撹拌機及び還流冷却器を備えた３つロフラスコにニトロ
ベンゼン１５０ｍＱを入れ、さらにトリメリット酸無水
物１００ｇ１尿素３００ ｇ１モリブデン酸アンモニウ
ム１０ｇ１塩化第二鉄無水物１６．３ ｇを入れて撹拌
し、１６０〜１７０℃で還流させながら３時間加熱した
。冷却後沈殿物を濾過し、メタノール、稀壇酸、水の順
で洗浄して、鉄フタロシアニンカルボン酸アミドを得た
。(Example) Example 1 Metal phthalocyanine (I) having a carboxylic acid group
) and metal porphyrin (n) - Synthesis of metal phthalocyanine (I) 150 mQ of nitrobenzene was placed in a three-bottle flask equipped with a stirrer and a reflux condenser, and additionally 100 g of trimellitic anhydride, 300 g of urea, 10 g of ammonium molybdate, 1 chloride 16.3 g of ferric anhydride was added, stirred, and heated under reflux at 160 to 170°C for 3 hours. After cooling, the precipitate was filtered and washed with methanol, diluted acid, and water in this order to obtain iron phthalocyanine carboxylic acid amide.
次にこれを上記と同じ装置に付した３つロフラスコに３
０％苛性カリ水溶液１ｔとともに入れて撹拌し、１００
℃で還流させながら反応して加水分解し、冷却後、塩酸
を加えて酸性にして鉄フタロシアニンテトラカルボン酸
を得た。これと同じ方法で、トリメリット酸無水物５０
ｇを用いて鉄フタロシアニンジカルボン酸を、トリメリ
ット酸無水物のかわりに、ピロメリット酸無水物１１４
ｇを用いて鉄フタロシアニンオクタカルボン酸を得た。This was then placed in 3 flasks attached to the same equipment as above.
Add 1 t of 0% caustic potassium aqueous solution and stir.
The mixture was reacted and hydrolyzed under reflux at °C, and after cooling, it was acidified by adding hydrochloric acid to obtain iron phthalocyanine tetracarboxylic acid. In the same way, trimellitic anhydride 50
g, iron phthalocyanine dicarboxylic acid, and pyromellitic anhydride 114 instead of trimellitic anhydride.
Iron phthalocyanine octacarboxylic acid was obtained using g.
金属ポルフィリン（ＩＩ）の合成
市販されているテトラカルボキシフェニルポルフィリン
を購入し、テトラカルボキシフェニルポリフィリン５ｇ
と第２塩化鉄１ｇを２規定の苛性カリ水溶液に溶解させ
て、撹拌しながら１００℃で還流させながら、反応して
加水分解し、冷却後塩酸を加えて酸性にして、鉄テトラ
カルボキシフェニルポルフィリンを得た。Synthesis of metal porphyrin (II) Purchase commercially available tetracarboxyphenylporphyrin, and add 5 g of tetracarboxyphenylporphyrin.
and 1 g of ferric chloride are dissolved in a 2N caustic potassium aqueous solution, reacted and hydrolyzed while stirring and refluxing at 100°C, and after cooling, acidified by adding hydrochloric acid to dissolve iron tetracarboxyphenylporphyrin. Obtained.
実施例２ セルロース繊維のカチオン化精練した原綿を
各種濃度のカチオン化剤：３−クロロ−２−ヒドロキシ
プロピルトリメチルアンモニウムクロライド（ＭＷ
１８８．１． を効成分６０％）及び水酸化ナトリウム
０．５％の溶液で８０℃で１時間処理し、導入窒素量の
異なるカチオン化綿を得た。Example 2 Cationization of cellulose fibers Refined raw cotton was treated with various concentrations of cationization agent: 3-chloro-2-hydroxypropyltrimethylammonium chloride (MW
188.1. was treated with a solution of 60% active ingredient) and 0.5% sodium hydroxide at 80°C for 1 hour to obtain cationized cotton with different amounts of introduced nitrogen.
実施例３ カチオン化セルロースの消臭化合物処理
カチオン化綿１．０ｇに対して、消臭剤として鉄フタロ
シアニンテトラカルボン酸（Ｉ）又は鉄テトラカルボキ
シフェニルポルフィリン（ＩＩ）を、０．０１ｇづつ、
ｐ Ｈ１２に調整した苛性ソーダの水溶液５０ｍＱに溶
解した。Example 3 Treatment of cationized cellulose with deodorizing compound For each 1.0 g of cationized cotton, 0.01 g of iron phthalocyanine tetracarboxylic acid (I) or iron tetracarboxyphenylporphyrin (II) was added as a deodorant,
It was dissolved in 50 mQ of an aqueous solution of caustic soda adjusted to pH 12.
そして１０ｇの芒硝を加え、処理温度８０°Ｃで２時間
振とうする事によって行った。夫々のカルチオン化セル
ロースに付与された消臭剤（Ｉ）または（ｎ）の量は第
１表のようである。Then, 10 g of Glauber's Salt was added and the mixture was shaken for 2 hours at a treatment temperature of 80°C. The amount of deodorant (I) or (n) added to each cationized cellulose is as shown in Table 1.
第 １ 表
実施例４ 消臭化合物処理サンプルの消臭効果実施例３
で得られた、鉄フタロシアニンジおよびテトラカルボン
酸および鉄テトラカルボキシフェニルポルフィリンの夫
々が担持されたカチオン化綿の、ＮＨ，に対する消臭効
果を第２表に示す。Table 1 Example 4 Deodorizing effect of sample treated with deodorizing compound Example 3
Table 2 shows the deodorizing effect on NH of the cationized cotton on which iron phthalocyanine di- and tetracarboxylic acid and iron tetracarboxyphenylporphyrin were supported.
以 下 余 白 （発明の効果） 本発明によれば、次の様に格別優れた効果が得られる。Below, remaining white (Effect of the invention) According to the present invention, the following exceptional effects can be obtained.
（１） アニオン性基を示す１ヶ以上のカルボン酸基
又は及びアルカリ金属塩を持つ、金属フタロシアニン誘
導体又は／及び１ヶ以上のカルボン酸基又は及びアルカ
リ金属塩を持つ金属ポルフィリン誘導体をカチオン性基
を付与したセルロース系繊維に担持させる事によって、
この様な金Ｒ錯体をｍ維に担持する際に、イオン反発に
よってｍｉへの付着が極めて低いという欠点を解消し、
極めて効果的な担持が可能となった。また一旦担持され
た金属錯体（消臭剤）は洗濯等でも脱落しない。(1) A metal phthalocyanine derivative having one or more carboxylic acid groups or an alkali metal salt exhibiting an anionic group and/or a metal porphyrin derivative having one or more carboxylic acid groups or an alkali metal salt as a cationic group. By supporting it on cellulose fibers that have been given
When such a gold R complex is supported on m fibers, the drawback of extremely low adhesion to mi due to ion repulsion is solved,
Extremely effective loading has become possible. Furthermore, once supported, the metal complex (deodorant) does not fall off even when washed.
それにより、より優秀な消臭繊維を作る事が可能になっ
た。This made it possible to create even better deodorizing fibers.
Claims (3)
つ金属フタロシアニン誘導体または／および１ケ以上の
アニオン基をもつ金属ポルフィリン誘導体が付与されて
いることを特徴とする消臭機能を有する繊維。(1) A fiber having a deodorizing function, characterized in that a metal phthalocyanine derivative having one or more anion groups and/or a metal porphyrin derivative having one or more anion groups is added to the cationic group-introduced fiber.
許請求の範囲第１項記載の消臭機能を有する繊維。(2) The fiber having a deodorizing function according to claim 1, wherein the cationic group-introduced fiber is a cellulose fiber.
ルカリ金属塩である特許請求の範囲第１項記載の消臭機
能を有する繊維。(3) The fiber having a deodorizing function according to claim 1, wherein the anionic group is a carboxylic acid group or/and an alkali metal salt thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27904286A JPS63135572A (en) | 1986-11-22 | 1986-11-22 | Fiber having deodorizing function |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27904286A JPS63135572A (en) | 1986-11-22 | 1986-11-22 | Fiber having deodorizing function |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63135572A true JPS63135572A (en) | 1988-06-07 |
Family
ID=17605586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27904286A Pending JPS63135572A (en) | 1986-11-22 | 1986-11-22 | Fiber having deodorizing function |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63135572A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6414370A (en) * | 1987-07-03 | 1989-01-18 | Isao Tanaka | Deodorizing net cloth for barn |
| JPS6414371A (en) * | 1987-07-03 | 1989-01-18 | Isao Tanaka | Deodorizing cloth for garment |
| JPS6468578A (en) * | 1987-09-02 | 1989-03-14 | Daiwa Spinning Co Ltd | Fiber having excellent washing fastness and deodorizing function |
| JPH01111067A (en) * | 1987-10-20 | 1989-04-27 | Shirai Hiroyoshi | Deodorizing fiber and its production |
| JPH0250210U (en) * | 1988-10-04 | 1990-04-09 | ||
| JPH02216266A (en) * | 1988-10-18 | 1990-08-29 | Kanebo Ltd | Deodorizing acrylic synthetic fiber and production thereof |
| WO2013008883A1 (en) * | 2011-07-14 | 2013-01-17 | 国立大学法人金沢大学 | Decontaminating agent for removing harmful substances derived from flying dust and microorganisms, cellulose fiber, and fiber structure |
-
1986
- 1986-11-22 JP JP27904286A patent/JPS63135572A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6414370A (en) * | 1987-07-03 | 1989-01-18 | Isao Tanaka | Deodorizing net cloth for barn |
| JPS6414371A (en) * | 1987-07-03 | 1989-01-18 | Isao Tanaka | Deodorizing cloth for garment |
| JPS6468578A (en) * | 1987-09-02 | 1989-03-14 | Daiwa Spinning Co Ltd | Fiber having excellent washing fastness and deodorizing function |
| JPH01111067A (en) * | 1987-10-20 | 1989-04-27 | Shirai Hiroyoshi | Deodorizing fiber and its production |
| JPH0250210U (en) * | 1988-10-04 | 1990-04-09 | ||
| JPH02216266A (en) * | 1988-10-18 | 1990-08-29 | Kanebo Ltd | Deodorizing acrylic synthetic fiber and production thereof |
| WO2013008883A1 (en) * | 2011-07-14 | 2013-01-17 | 国立大学法人金沢大学 | Decontaminating agent for removing harmful substances derived from flying dust and microorganisms, cellulose fiber, and fiber structure |
| JPWO2013008883A1 (en) * | 2011-07-14 | 2015-02-23 | 国立大学法人金沢大学 | Remover that removes harmful substances and microorganisms from flying dust, cellulose fiber and fiber structure |
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