JPH03287864A - Method for giving sustained deodorizing properties to fiber - Google Patents
Method for giving sustained deodorizing properties to fiberInfo
- Publication number
- JPH03287864A JPH03287864A JP2084356A JP8435690A JPH03287864A JP H03287864 A JPH03287864 A JP H03287864A JP 2084356 A JP2084356 A JP 2084356A JP 8435690 A JP8435690 A JP 8435690A JP H03287864 A JPH03287864 A JP H03287864A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fibers
- deodorization rate
- fiber
- deodorizing
- 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.)
- Granted
Links
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- 230000001877 deodorizing effect Effects 0.000 title claims abstract description 48
- 238000000034 method Methods 0.000 title claims description 18
- 230000002459 sustained effect Effects 0.000 title abstract 3
- 239000002253 acid Substances 0.000 claims abstract description 41
- 150000002212 flavone derivatives Chemical class 0.000 claims abstract description 18
- -1 alkali metal salt Chemical class 0.000 claims abstract description 8
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000002216 flavonol derivatives Chemical class 0.000 claims abstract description 7
- 235000011957 flavonols Nutrition 0.000 claims abstract description 7
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- 229910052783 alkali metal Inorganic materials 0.000 claims abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract 2
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- 238000003379 elimination reaction Methods 0.000 description 1
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- 150000002213 flavones Chemical class 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002555 kaempferol Chemical class 0.000 description 1
- JPUKWEQWGBDDQB-QSOFNFLRSA-N kaempferol 3-O-beta-D-glucoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=CC(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O JPUKWEQWGBDDQB-QSOFNFLRSA-N 0.000 description 1
- DDELFAUOHDSZJL-UHFFFAOYSA-N kaempferol 3-O-rutinoside-7-O-rhamnoside Natural products OC1C(O)C(O)C(C)OC1OC1C(O)C(O)C(CO)OC1OC1=C(C=2C=CC(O)=CC=2)OC2=CC(OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C1=O DDELFAUOHDSZJL-UHFFFAOYSA-N 0.000 description 1
- PEFASEPMJYRQBW-UHFFFAOYSA-N kaempferol 7-O-alpha-L-rhamnopyradoside 3-O-beta-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(OC4C(C(O)C(O)C(C)O4)O)C=C3OC=2C=2C=CC(O)=CC=2)=O)O1 PEFASEPMJYRQBW-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DCYOADKBABEMIQ-OWMUPTOHSA-N myricitrin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=C(O)C=2)OC2=CC(O)=CC(O)=C2C1=O DCYOADKBABEMIQ-OWMUPTOHSA-N 0.000 description 1
- DCYOADKBABEMIQ-FLCVNNLFSA-N myricitrin Natural products O([C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C1=C(c2cc(O)c(O)c(O)c2)Oc2c(c(O)cc(O)c2)C1=O DCYOADKBABEMIQ-FLCVNNLFSA-N 0.000 description 1
- MZYHMUONCNKCHE-UHFFFAOYSA-N naphthalene-1,2,3,4-tetracarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=C(C(O)=O)C(C(O)=O)=C21 MZYHMUONCNKCHE-UHFFFAOYSA-N 0.000 description 1
- KVQQRFDIKYXJTJ-UHFFFAOYSA-N naphthalene-1,2,3-tricarboxylic acid Chemical compound C1=CC=C2C(C(O)=O)=C(C(O)=O)C(C(=O)O)=CC2=C1 KVQQRFDIKYXJTJ-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- WCGOOOYCJYHLRW-UHFFFAOYSA-I pentalithium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Li+].[Li+].[Li+].[Li+].[Li+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O WCGOOOYCJYHLRW-UHFFFAOYSA-I 0.000 description 1
- ATGAWOHQWWULNK-UHFFFAOYSA-I pentapotassium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [K+].[K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O ATGAWOHQWWULNK-UHFFFAOYSA-I 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- WRMXOVHLRUVREB-UHFFFAOYSA-N phosphono phosphate;tributylazanium Chemical compound OP(O)(=O)OP([O-])([O-])=O.CCCC[NH+](CCCC)CCCC.CCCC[NH+](CCCC)CCCC WRMXOVHLRUVREB-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- SUYJZKRQHBQNCA-LSDHHAIUSA-N pinobanksin Chemical compound C1([C@@H]2[C@H](C(C3=C(O)C=C(O)C=C3O2)=O)O)=CC=CC=C1 SUYJZKRQHBQNCA-LSDHHAIUSA-N 0.000 description 1
- SUYJZKRQHBQNCA-UHFFFAOYSA-N pinobanksin Natural products O1C2=CC(O)=CC(O)=C2C(=O)C(O)C1C1=CC=CC=C1 SUYJZKRQHBQNCA-UHFFFAOYSA-N 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 235000013526 red clover Nutrition 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- PEFASEPMJYRQBW-XMWKPCQISA-N robinin Natural products O(C[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](OC2=C(c3ccc(O)cc3)Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)[C@@H](C)O4)c3)C2=O)O1)[C@H]1[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O1 PEFASEPMJYRQBW-XMWKPCQISA-N 0.000 description 1
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 1
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 1
- 235000005493 rutin Nutrition 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 210000004233 talus Anatomy 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
この発明は、繊維に耐久的消臭性を付与する方法に関す
るものである。さらに詳述すれば、この発明は、繊維に
付与した消臭性が、洗濯などによって簡単に消失しない
で、耐久性を持って繊維上にとどまっているような、消
臭性繊維を提供する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) This invention relates to a method of imparting durable deodorizing properties to fibers. More specifically, the present invention provides a method for providing deodorizing fibers in which the deodorizing properties imparted to the fibers do not easily disappear when washed or the like, but remain on the fibers with durability. It is related to.
（従来の技術）
消臭性を持った繊維は、公知である。消臭性を持った繊
維は、例えばこれを靴下、肌着などとして使用した場合
に、汗の臭いを消したり、不快な体臭を消したりするの
で、靴下、肌着などとして有用なものとなる。そこで、
消臭性を持った繊維を提供しようとの試みがなされて来
た。(Prior Art) Fibers with deodorizing properties are known. Fibers with deodorizing properties are useful for socks, underwear, etc. because they eliminate sweat odor and unpleasant body odor when used as socks, underwear, etc. Therefore,
Attempts have been made to provide fibers with deodorizing properties.
特開昭６２−１５３８８号公報は、ツバキ科植物より乾
溜分離した消臭物質を、アミノブラスト樹脂、アクリル
系樹脂、又はウレタン梁樹脂に含ませて、繊維上に付着
させると、耐久的消臭性を繊維に付与できることを教え
ている。JP-A-62-15388 discloses that when a deodorizing substance separated by dry distillation from a plant of the Camellia family is included in aminoblast resin, acrylic resin, or urethane beam resin and attached to fibers, a durable deodorizing substance can be obtained. It teaches that it is possible to impart properties to fibers.
特開平１〜２２９８８１号公報は、フラボン誘導体が重
縮合したポリフェノール類をアルキレングリコールと混
合してこれを水溶液とし、この水溶液で繊維を処理する
と、繊維に耐久的消臭性を付与することができる、と教
えている。JP-A-1-229881 discloses that polyphenols obtained by polycondensation of flavone derivatives are mixed with alkylene glycol to form an aqueous solution, and when fibers are treated with this aqueous solution, durable deodorizing properties can be imparted to the fibers. , he teaches.
特開平１−３１４７８４号公報は、アクリル酸又はメタ
クリル酸成分を主体とする重合体と、その重合体用架橋
剤とを反応させ、得られた反応生成物を繊維に付与する
と、耐久的消臭性を繊維に付与できることを教えている
。JP-A-1-314784 discloses that when a polymer mainly composed of acrylic acid or methacrylic acid is reacted with a crosslinking agent for the polymer and the resulting reaction product is applied to fibers, a durable deodorizing product can be obtained. It teaches that it is possible to impart properties to fibers.
特開平１−２６６２７５号公報と、特開平１−２９２１
６９号公報とは、何れもタンニン酸と遷移金属との反応
生成物を消臭成分として繊維に付与すると、耐久的消臭
性を繊維に付与することが可能であることを教えている
。JP-A-1-266275 and JP-A-1-2921
No. 69 teaches that if a reaction product of tannic acid and a transition metal is applied to fibers as a deodorizing component, it is possible to impart durable deodorizing properties to the fibers.
しかし、この発明者が、これらの教示を追試した結果で
は、これらは何れも耐久性の点で満足なものではなかっ
た。すなわち、これらの教示によって得られた消臭性繊
維は、これを洗濯すると、１０回程度の洗濯回数で消臭
性が半分以下に低下することとなった。そこで、さらに
耐久性の点ですぐれた消臭性のある繊維の出現が望まれ
た。However, the inventor tried these teachings again and found that none of them were satisfactory in terms of durability. That is, when the deodorizing fiber obtained according to these teachings was washed, the deodorizing property was reduced to less than half after about 10 washings. Therefore, there was a desire for a fiber that was even more durable and had deodorizing properties.
（発明が解決しようとする課題）
この発明は、繊維に付与した消臭性が、洗濯などによっ
て簡単に消失しないで、永く繊維上にとどまるようにし
、これによって耐久的な消臭性を持った繊維を提供する
ことを目的として、なされたものである。(Problems to be Solved by the Invention) This invention allows the deodorizing properties imparted to fibers to remain on the fibers for a long time without being easily lost by washing, etc., thereby providing durable deodorizing properties. It was created for the purpose of providing fiber.
（課題解決のための手段）
この発明者は、消臭剤としてフラボン誘導体を使用し、
これにポリカルボン酸を加えて、この混合物を天然繊維
に付着させ、次いで熱処理すると、Ｗ＆雑に耐久的な消
臭性を付与できることを見出した。この発明は、このよ
うな知見に基づいてなされたものである。(Means for solving the problem) This inventor uses a flavone derivative as a deodorant,
It has been found that by adding polycarboxylic acid to this mixture, adhering this mixture to natural fibers, and then heat-treating, durable deodorizing properties can be imparted to W&S. This invention was made based on such knowledge.
（発明要旨）
この発明は、セルロース質から戊る繊維に、フラボン誘
導体とポリカルボン酸とを付着させ、その後熱処理する
ことを特徴とする、繊維に耐久的消臭性を付与する方法
を要旨とするものである。(Summary of the Invention) The gist of the present invention is a method for imparting durable deodorizing properties to fibers, which is characterized by attaching flavone derivatives and polycarboxylic acids to fibers cut from cellulosic material, and then heat-treating the fibers. It is something to do.
（各要件の説明）
この発明では、セルロース質から成る繊維を用いる。そ
の代表的なものは、木綿及び麻であるが、ビスツースレ
ーヨン、キュプラ等の再生繊維であってもよい。この繊
維は、単独で存在する場合に限らず、非セルロース質の
繊維、例えばボリア尖ド繊維、ポリアクリロニトリル繊
維、ポリエステル繊維、ビニロン繊維などと、混紡又は
交織されたものであってもよい。また、この繊維はセル
ロース質の一部変性されたもの、例えば一般にアセテー
トと呼ばれている酢酸繊維素や、酪酸ｍ絵素から成るも
のであってもよい。また、繊維の形態は、糸であっても
、Ｓ織された布帛であっても、また不織布であってもよ
い。(Description of each requirement) In this invention, fibers made of cellulose are used. Typical examples thereof are cotton and hemp, but recycled fibers such as bistooth rayon and cupro may also be used. These fibers are not limited to being present alone, and may be blended or interwoven with non-cellulosic fibers such as boria pointed fibers, polyacrylonitrile fibers, polyester fibers, vinylon fibers, etc. The fibers may also be made of partially modified cellulose, such as cellulose acetate, commonly called acetate, or m-pixel butyrate. Further, the form of the fibers may be thread, S-woven fabric, or non-woven fabric.
フラボン誘導体は、分子式がＣ＋ｓ ＨＩｏ ０２の２
−フ二二ルクロモン、即ち
の骨格を有する化合物を意味している。この化合物は、
大きく分けると、フラボン類Ｃ＋ｓ ＨＩｏ ０２、フ
ラボノール類（Ｌ＋５Ｈｅ ０２（ＯＨ）、インフラホ
ン類Ｃ＋Ｊ＋。The flavone derivative has a molecular formula of C+s HIo 02
- refers to a compound having a skeleton. This compound is
Broadly divided, they are flavones C+s HIo 02, flavonols (L+5He 02(OH)), and inflavones C+J+.
０２．７５ ハ／ ＞ 類Ｃ１５Ｈ１２０ｚ、７う／＜
／／−ル類ｃ１゜Ｈ，，０２、カルコン類ＣＩ５”１２
０１ ペンザルクマ７ラン類Ｃ１５Ｈ１００２、及びア
ントシアン類ＣＩ！ＨＩＩＯに分けられる。このうちで
は、フラボノール類と、フラバノノール類に属する化合
物を用いるのが好ましい。02.75 Ha/ > Class C15H120z, 7 U/<
//-Rus c1゜H,,02, Chalcones CI5"12
01 Pencil monkey bears 7 orchids C15H1002 and anthocyanids CI! It is divided into HIIO. Among these, it is preferable to use compounds belonging to flavonols and flavanonols.
フラボノール類は、式１の化合物の３位に水酸基を持っ
たフラボン誘導体の総称である。云いかえると、フラボ
ノール類は、
の骨格を有する化合物である。この種の化合物は３位の
水酸基でエーテル結合して配糖体を形威し、配糖体とし
て広く植物中に存在している。この発明では、このよう
な化合物を用いることができる。Flavonols is a general term for flavone derivatives having a hydroxyl group at the 3-position of the compound of formula 1. In other words, flavonols are compounds having the following skeleton. This type of compound forms a glycoside through an ether bond at the hydroxyl group at the 3-position, and is widely present in plants as a glycoside. In this invention, such compounds can be used.
例えば、４′、５．７−ドリオキシフラボ／−ルは、ケ
ンフェロールと呼ハれ、ケンフェロールの３−ガラクト
シドがトリホリンと呼ばれてアカツメフサの在中に存在
し、ケンフェロールの３−グルコシドはアストラガリン
と呼ばれてレンゲの在中に存在シ、ケンフェロールの３
−ラムノグルコシドはロビニンと呼ばれて二七アカシア
の在中に存在していることが知られている。For example, 4',5,7-drioxyflavol/-ol is called kaempferol, and the 3-galactoside of kaempferol is called triforine and exists in red clover. is called astragalin, which exists in astragalus, and kaempferol.
- Rhamnoglucoside is called robinin and is known to be present in the Acacia acacia.
また、３’、４’、５、？−テトラオキシフラボノール
は、クエルセチンと呼ばれており、クエルセチンの８−
ラムノシトがフェルシトリンと呼ばれてＱｕｅｒｃｕｓ
ｔｉｎｃｔｏｒｉａの樹皮中に存在している。Also, 3', 4', 5,? -Tetraoxyflavonol is called quercetin, and the 8-
Rhamnocyto is called fercitrin and Quercus
It is present in the bark of tinctoria.
クエルセチンの８−グルコシドは、インクエルシトリン
と呼ばれて、シロツメフサの在中に存在している。また
クエルセチンの８−ラムノグルコシドは、ルチンと呼ば
れてエンジュの花やソバの葉中に存在している。The 8-glucoside of quercetin is called inquercitrin and is present in white clover. In addition, 8-rhamnoglucoside of quercetin is called rutin and is present in Angeli flowers and buckwheat leaves.
また、８′、４′、５．５′、７−ペンタオキシフラボ
ノールは、ミリセチンと呼ばれ、ミリセチンの３−ラム
ノシトはミリシトリンと呼ばれて、ヤマモモの樹皮など
に存在している。この発明で云うフラボン誘導体は上述
のようにケンフェロール、クエルセチン、ミリセチンの
誘導体を用いるのが好ましい。Furthermore, 8', 4', 5.5', 7-pentaoxyflavonol is called myricetin, and the 3-rhamnocyte of myricetin is called myricitrin, and is present in bayberry bark and the like. As the flavone derivative referred to in this invention, derivatives of kaempferol, quercetin, and myricetin are preferably used as described above.
フラバノノール類は、式２で表わされるフラボメールに
水素が添加されたもので
の骨格を有する化合物である。この種の化合物も３位の
水酸基でエーテル結合して配糖体を形成し、配糖体とし
て広く植物中に存在している。この発明では、このよう
な化合物を用いることができる。Flavanonols are compounds having a skeleton of flavomere represented by formula 2 to which hydrogen has been added. This type of compound also forms a glycoside through an ether bond at the 3-position hydroxyl group, and is widely present in plants as a glycoside. In this invention, such compounds can be used.
例えば、５．７−シオキシフラバ７ノールは、ピノバン
クシンと呼ばれ、Ｐｉｎｕｓ ｂａｎｋｓｉｎａの心材
中に含まれている。４’、５．７−）リオキシフラバノ
ノールは、アロマプントリンと呼ばれ、ユーカリ属、カ
ッチの材に含まれ、アロマプントリンの８−ラムノシト
はエンゲリチンと呼ばれ、フジバシデの材に含まれてい
る。３’、４’、５．７−テトラオキシフラバノノール
は、タキシホリンと呼ばれイスツキの材に含まれ、タキ
シホリンの３−ラムノシトはアスチルビンと呼ばれ、ト
リアシショウマ、アカショウマの根茎に含まれている。For example, 5,7-cyoxyflava-7-nol is called pinobanksin and is contained in the heartwood of Pinus banksina. 4', 5.7-) Lyoxyflavanonol is called aromapunthrin and is contained in the wood of Eucalyptus and Kutch, and the 8-rhamnocyte of aromapunthrin is called angelitin and is contained in the wood of Fujibabe. It is. 3', 4', 5.7-tetraoxyflavanonol is called taxifolin and is contained in the wood of Istuki tree. There is.
また、３′、４′、５．５′、７−ペンタオキシフラバ
ノノールはアンベロブチンと呼ばれセンダンパウド、カ
ズラの葉に含まれている。In addition, 3', 4', 5.5', 7-pentaoxyflavanonol is called ambelobutin and is contained in leaves of Sendan powder and Kazura leaves.
この発明で用いることのできるポリカルボン酸は、１分
子中にカルボキシル基を２個以上含んでいるか、または
酸無水物基を１個以上含んでいる有機化合物である。従
って、ポリカルボン酸は、カルボキシル基の数によって
２塩基酸、３塩基酸、４塩基酸などに分類できるが、こ
の発明ではその何れをも使用することができる。また、
ポリカルボン酸は、カルボキシル基以外の残基が、どの
ようなものであるかによって分類でき、例えば脂肪族基
、指環族基、芳香族基などに分類できる。その他、残基
が水素以外の元素を含むことによって、オキシ酸、アミ
ノ酸に分類できる。The polycarboxylic acid that can be used in the present invention is an organic compound containing two or more carboxyl groups or one or more acid anhydride groups in one molecule. Therefore, polycarboxylic acids can be classified into dibasic acids, tribasic acids, tetrabasic acids, etc. depending on the number of carboxyl groups, and any of these can be used in this invention. Also,
Polycarboxylic acids can be classified according to the type of residues other than carboxyl groups, such as aliphatic groups, ring groups, aromatic groups, etc. In addition, they can be classified into oxyacids and amino acids depending on whether the residue contains an element other than hydrogen.
ポリカルボン酸として用いることのできる脂肪族二塩基
酸の代表的なものを例示すると、蓚酸、ゲルタール酸、
フハク酸、マレイン酸、フマル酸、吉草酸、アジピン酸
、アゼライン酸、七パチン酸、ブラシル酸、ドデカンニ
酸、トリカルバリル酸、およびそれらの酸無水物等であ
る。脂肪族三塩基酸の代表的なものを例示すると、１．
２．３−プロパントリカルボン酸およびその酸無水物が
あり、脂肪族四塩基酸の代表的なものを例示すると、１
゜２．３．４−ブタンテトラカルボン酸およびその酸無
水物がある。このうちでは、１．２．３．４−ブタンテ
トラカルボン酸が好適である。Representative examples of aliphatic dibasic acids that can be used as polycarboxylic acids include oxalic acid, geltaric acid,
These include succinic acid, maleic acid, fumaric acid, valeric acid, adipic acid, azelaic acid, heptapacic acid, brassylic acid, dodecanniic acid, tricarballylic acid, and acid anhydrides thereof. Typical examples of aliphatic tribasic acids are: 1.
There are 2.3-propanetricarboxylic acids and their acid anhydrides. Typical examples of aliphatic tetrabasic acids include 1.
゜2.3.4-Butanetetracarboxylic acid and its acid anhydride. Among these, 1.2.3.4-butanetetracarboxylic acid is preferred.
ポリカルボン酸として用いることのできる脂環族ポリカ
ルボン酸の代表的なものは、ヘキサヒドロフタル酸、テ
トラヒドロフタル酸、ナジック酸、トリカルボキシシク
ロペンチル酢酸、シクロブタンテトラカルボン酸、シク
ロペンタンテトラカルボン酸、５−（２，５−ジオキソ
テトラヒドロ−３−フラニル）−３−メチル−３−シク
ロヘキ七ン−１゜２−ジカルボン酸、およびそれらの酸
無水物で示される無水マレイン酸とジエン類の反応によ
るディールスアルダー化合物、またはそのエン反応化合
物、またはその水添物のポリカルボン酸類である。Typical alicyclic polycarboxylic acids that can be used as polycarboxylic acids include hexahydrophthalic acid, tetrahydrophthalic acid, nadic acid, tricarboxycyclopentyl acetic acid, cyclobutanetetracarboxylic acid, cyclopentanetetracarboxylic acid, 5 -(2,5-dioxotetrahydro-3-furanyl)-3-methyl-3-cyclohexane-1゜2-dicarboxylic acid and the reaction of maleic anhydride represented by these acid anhydrides with dienes These are Diels-Alder compounds, their ene-reactive compounds, or their hydrogenated polycarboxylic acids.
ポリカルボン酸として使用することのできる芳香族二塩
基酸の代表的なものは、フタル酸、ジフェン酸、ナフタ
レンジカルボン酸、及びその無水物であり、芳香族三塩
基酸の代表的なものはトリメリット酸、 ナフタリント
リカルボン酸であり、芳香族四塩基酸の代表的なものは
ピロメリット酸、ナフタリンテトラカルボン酸である。Typical aromatic dibasic acids that can be used as polycarboxylic acids are phthalic acid, diphenic acid, naphthalene dicarboxylic acid, and their anhydrides, and typical aromatic tribasic acids are tribasic acids. These are mellitic acid and naphthalene tricarboxylic acid, and representative aromatic tetrabasic acids are pyromellitic acid and naphthalene tetracarboxylic acid.
オキシ酸としては、リンゴ酸、クエン酸、酒石酸、など
を用いることができる。残基にエーテル結合を含んだポ
リカルボン酸としては、ボ１１エチレンオキシドジカル
ボン酸、ポリプロピレンオキシドジカルボン酸を用いる
ことができる。また、アミノ酸としてはゲルタール酸を
用いることができる。As the oxyacid, malic acid, citric acid, tartaric acid, etc. can be used. As the polycarboxylic acid containing an ether bond in its residue, polyethylene oxide dicarboxylic acid and polypropylene oxide dicarboxylic acid can be used. Furthermore, geltaric acid can be used as the amino acid.
そのほか、ボ１１カルボン酸としては、重合体から成る
酸を用いることができる。例えば、ボ１１アクリル酸、
ポリ（アクリル酸−マレイン酸）、ボ１（スチレン−マ
レイン酸）、ポリフマル酸を用いることができる。In addition, as the carboxylic acid 11, an acid made of a polymer can be used. For example, bo-11 acrylic acid,
Poly(acrylic acid-maleic acid), Bo1 (styrene-maleic acid), and polyfumaric acid can be used.
７ラボン誘導体とポリカルボン酸とを繊維に付着させる
には、フラボン誘導体とポリカルボン酸とを別々に付着
させてもよいが、それよりもフラボン誘導体とカルボン
酸とをまず混合しておいて、その混合物を繊維に付着さ
せるのが好都合である。7 In order to attach the flavone derivative and the polycarboxylic acid to the fiber, the flavone derivative and the polycarboxylic acid may be attached separately, but rather than that, the flavone derivative and the carboxylic acid are first mixed, It is convenient to apply the mixture to the fibers.
また、混合物を付着させるには、混合物を水又は溶剤中
に溶解又は分数させておいて、溶液又は分散物を繊維に
付着させるのがよい。Further, in order to apply the mixture, it is preferable to dissolve or partially dissolve the mixture in water or a solvent, and then apply the solution or dispersion to the fibers.
水又は溶剤中には、触媒を添加しておくのが好ましい。It is preferable to add a catalyst to the water or solvent.
触媒としては、リン酸塩又は炭酸塩が適している。適当
なリン酸塩は、第一リン酸す） ＩＪウム、第ニリン酸
ナトリウム、第三リン酸リチウム、ピロリン酸二水素ナ
トリウム、トリリン酸カリウムである。そのほか、オル
ソリン酸、次亜リン酸、亜リン酸、メタリン酸、ビロリ
ン酸、ピロ亜リン酸、又はその中性塩又は酸性塩を用い
ることができる。炭酸塩としては炭酸ナトリウム、炭酸
水素ナトリウム、炭酸カリウム等を用いることができる
。Suitable catalysts are phosphates or carbonates. Suitable phosphates are monobasic phosphate, sodium diphosphate, lithium triphosphate, sodium dihydrogen pyrophosphate, and potassium triphosphate. In addition, orthophosphoric acid, hypophosphorous acid, phosphorous acid, metaphosphoric acid, birophosphoric acid, pyrophosphorous acid, or a neutral or acid salt thereof can be used. As the carbonate, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, etc. can be used.
フラボン誘導体、ポリカルボン酸及び触媒の好適な配合
例は、フラボン誘導体が０．１−５０％、ボ１１カルボ
ン酸が０．１−１０％、触媒が０．１−１０％から戊る
混合物であって、この混合物が水に溶解又は分散された
ものである。この場合、水溶液のｐＨを２−５に調整す
るのが好ましい。A preferred blending example of the flavone derivative, polycarboxylic acid, and catalyst is a mixture of 0.1-50% flavone derivative, 0.1-10% polycarboxylic acid, and 0.1-10% catalyst. This mixture is dissolved or dispersed in water. In this case, it is preferable to adjust the pH of the aqueous solution to 2-5.
繊維に７ラボン誘導体等を付着させるには、フラボン誘
導体等の溶液又は分散液中に繊維を浸漬し、繊維に溶液
又は分散液をパッドし、スプレーし、又はコーティング
する。このうちでは、浸漬又はパッドするのが好ましい
。このとき溶液又は分散液を５−１００°Ｃに保持する
。浸漬は５−６０分間行うのが望ましい。To attach the 7-rabone derivative or the like to the fiber, the fiber is immersed in a solution or dispersion of the flavone derivative, and the fiber is padded, sprayed, or coated with the solution or dispersion. Among these, dipping or padding are preferred. At this time, the solution or dispersion is maintained at 5-100°C. Preferably, soaking is carried out for 5-60 minutes.
フラボン誘導体等を溶液又は分散液として用いた場合に
は、繊維に溶液又は分散液を付着させたのち、繊維を乾
燥する。乾燥は６０−１５０℃で行うのが適している。When a flavone derivative or the like is used as a solution or dispersion, the solution or dispersion is applied to the fibers, and then the fibers are dried. Drying is suitably carried out at 60-150°C.
乾燥した繊維は、その後これを熱処理する。熱処理は、
１００ ’Ｃ〜１８０℃の温度で１−１０分間行うのが
好ましい。熱処理された繊維は水洗されて、製品とされ
る。水洗は３０−１００℃の温度で、未反応物が除去さ
れるまで適度に行う。The dried fibers are then heat treated. Heat treatment is
Preferably, it is carried out at a temperature of 100'C to 180C for 1-10 minutes. The heat-treated fibers are washed with water and made into products. Washing with water is carried out moderately at a temperature of 30-100° C. until unreacted substances are removed.
この発明方法によって得られた製品は、見掛けはもとの
繊維と変らないが、消臭性を持っており、これに臭気の
強いガスを成る時間接触させたのち、取り出して繊維の
臭いを嗅いでも、ガスの臭気は殆ど慝ぜられないものに
なる。しかも、この消臭性は、繊維を洗濯しても消失し
ないで、永く残っている。この発明方法は、このような
特色を持った消臭性繊維を与える点で有用なものである
。The product obtained by the method of this invention has the same appearance as the original fiber, but it has deodorizing properties, and after contacting it with a strong-smelling gas for a certain period of time, the product is taken out and smelled. However, the odor of gas becomes almost unpleasant. Moreover, this deodorizing property does not disappear even when the fibers are washed, and remains for a long time. The method of this invention is useful in that it provides deodorizing fibers having such characteristics.
上述の消臭性、並びにその永続性は、次のような試験に
よって定量的に測定される。まず、この発明方法に従っ
て処理された編織物と、そうでない未処理のｍ織物とを
用意する。この編織物を１０ぴ×１０（７）の大きさに
切断し、処理物と未処理物とを別々に何れも５００ｙ＋
ｆ’の三角フラスコに入れておく。次いで、この三角フ
ラスコ内に強い臭気を持ったガスの溶液を一定量入れ、
密栓して室温に６０分間放置する。その後、三角フラス
コ内の上部に溜ったガスの濃度を、例えば乳用式ガス検
知管を用いて測定する。こうして測定された値が、かり
に未処理物の場合にＸｐｐｍであり、処理物の場合にＹ
ｐｐｍであったとする。すると、消臭率は次の式によっ
て計算できる。The above-mentioned deodorizing property and its persistence are quantitatively measured by the following test. First, a knitted fabric treated according to the method of the present invention and an untreated m-woven fabric are prepared. This knitted fabric was cut into a size of 10 pieces x 10 (7) pieces, and the treated and untreated pieces were each cut into pieces of 500 pieces.
Place it in a f' Erlenmeyer flask. Next, a certain amount of a gas solution with a strong odor was put into this Erlenmeyer flask,
Seal tightly and leave at room temperature for 60 minutes. Thereafter, the concentration of the gas accumulated in the upper part of the Erlenmeyer flask is measured using, for example, a milk type gas detection tube. The value measured in this way is Xppm for the untreated product and Yppm for the treated product.
Suppose that it is ppm. Then, the deodorization rate can be calculated using the following formula.
−Ｙ
消臭率−−Ｘ １００
なお、強い臭気を持ったガスとしては、アンモニア、ト
リメチルアミン、及びメチルメルカプタンを用いる。そ
れぞれのガスは、奥源として次のように調製されたもの
を用いた。まず、アンモニアは、１００−の三角フラス
コ内に２０−の３５％アンモニア水を入れ、ウォーター
バス中で８゜°Ｃに加熱してアンモニアガスを発生させ
、これを処理物又は未処理物に入れるようにして、８ｄ
のアンモニア水を導入した。トリメチルアミンは、８０
％の水溶液を２）１１注入した。また、メチルメルカプ
タンは１）１１のベンゼン中に１／＋２のメチルメルカ
プタンを溶解し、この溶液を５０／！／注入した。-Y Deodorization rate--X 100 Note that ammonia, trimethylamine, and methyl mercaptan are used as gases with strong odors. Each gas was prepared as follows and was used as an okugen. First, for ammonia, put 20-35% ammonia water in a 100-sized Erlenmeyer flask, heat it to 8°C in a water bath to generate ammonia gas, and add this to the treated or untreated material. In this way, 8d
of ammonia water was introduced. Trimethylamine is 80
2) 11% aqueous solution was injected. In addition, methyl mercaptan can be obtained by: 1) Dissolving 1/+2 methyl mercaptan in 11 benzene, and adding this solution to 50/! / Injected.
（発明の効果）
この発明方法は、上述のようにして消臭性を測定すると
、消臭性のすぐれた繊維を与えている。(Effects of the Invention) The method of this invention provides fibers with excellent deodorizing properties when the deodorizing properties are measured as described above.
しかも、その消臭性は、家庭用洗濯機で繊維を繰り返し
洗濯しても、殆どそのまま残っている。だから、この発
明方法で得られた消臭性の繊維は、肌着、靴下、シーツ
、７トン、パジャマ、など肌に触れる衣料品とした場合
、体臭を感じさせないものとなり、これまでにない利点
を発揮する商品を提供できることとなる。この点で、こ
の発明方法の益するところは大きい。Moreover, its deodorizing properties remain almost unchanged even after repeated washing of the fibers in a domestic washing machine. Therefore, when the deodorizing fiber obtained by this invention method is used in clothing that comes into contact with the skin, such as underwear, socks, sheets, pajamas, etc., it does not give off body odor, and has unprecedented benefits. This means that we will be able to provide products that will perform well. In this respect, the benefits of the inventive method are significant.
以下に、実施例と比較例とを挙げて、この発明方法のす
ぐれている所以を説明する。以下の実施例と比較例中、
洗濯は、花王株式会社製の花王ニュービーズを５Ｖ／ｌ
の割合で溶解した水溶液を用い、４０℃で１０分間、家
庭用洗濯機中で洗濯し、次いで水洗し、乾燥する操作を
１サイクルとして、このサイクルを１０回、及び２０回
繰り返した。こうして所定回数洗濯してのちの消臭性を
測定した。消臭性の測定は前述のとおりに行った。The advantages of the method of this invention will be explained below with reference to Examples and Comparative Examples. In the following examples and comparative examples,
For washing, use Kao New Beads manufactured by Kao Corporation at 5V/l.
Using an aqueous solution dissolved at a ratio of 100 to 1000 ml, one cycle consisted of washing at 40° C. for 10 minutes in a household washing machine, then washing with water, and drying, and this cycle was repeated 10 times and 20 times. In this way, the deodorizing performance after washing a predetermined number of times was measured. Deodorizing properties were measured as described above.
また、実施例及び比較例中の％は重量％の意味である。Moreover, % in Examples and Comparative Examples means % by weight.
（実 施 例）
実施例１
シルケット処理綿織物（１２０ｇ／ポ）に、１゜２．３
．４−ブタンテトラカルボン酸４％、第ニリン酸ソーダ
無水塩２％、フラボノール類（具体的にはケンフェロー
ルと、クエルセチンと、ミリセチンとを含む混合物）（
日進香料社製、カメリアＩ Ｄ２５３）を３％含む処理
液をパッドし、ピックアップ６０％に絞り、乾燥し、１
６０℃で２分間熱処理した。こうしてフラボノール類担
持綿織物を得た。(Example) Example 1 Mercerized cotton fabric (120g/po) was coated with 1°2.3
．． 4-butanetetracarboxylic acid, 2% sodium diphosphate anhydrous salt, flavonols (specifically, a mixture containing kaempferol, quercetin, and myricetin) (
A treatment solution containing 3% Camellia I D253) (manufactured by Nisshin Fragrance Co., Ltd.) was applied to the pad, squeezed to 60% pick-up, dried, and
Heat treatment was performed at 60°C for 2 minutes. In this way, a flavonol-supported cotton fabric was obtained.
この織物の消臭率を測定したところ、臭気がアンモニア
の場合には、全く洗濯しない織物（以下、もとのｍ＠ｆ
ｆという）の消臭率が１００％であり、洗濯回数１０回
後（以下、単に１０回後という）の消臭率が９９％、２
０回後の消臭率が９５％であった。また、トリメチルア
ミンの場合には、もとの織物の消臭率が９０％、１０回
後の消臭率が７０％、２０回後の消臭率が６５％であっ
た。また、メチルメルカプタンの場合には、もとの織物
の消臭率が８０％、１０回後の消臭率が７０％、２０回
後の消臭率が６５％であった。従って、洗濯後も充分な
消臭性を保持しており、耐久性を持つと認められた。When the odor elimination rate of this fabric was measured, it was found that if the odor was ammonia, the fabric that was not washed at all (hereinafter referred to as the original m@f
f) has a deodorizing rate of 100%, and the deodorizing rate after 10 washes (hereinafter simply referred to as 10 times) is 99%.
The deodorization rate after 0 times was 95%. In addition, in the case of trimethylamine, the deodorization rate of the original fabric was 90%, the deodorization rate after 10 times was 70%, and the deodorization rate after 20 times was 65%. In the case of methyl mercaptan, the deodorization rate of the original fabric was 80%, the deodorization rate after 10 times was 70%, and the deodorization rate after 20 times was 65%. Therefore, it was recognized that it retained sufficient deodorizing properties even after washing and was durable.
比較例１
この比較例は、特開昭６２−工５３Ｂ８号公報の実施例
１の教示に従って実施した。Comparative Example 1 This comparative example was carried out according to the teachings of Example 1 of JP-A-62-53B8.
シルケット処理綿布（１８０ｇ／％）のサテン地に、消
臭物質としてフレッシュシライマツ（白井松新薬社製）
５０ｇ／ｊ！と、ウレタンエマルジッン樹脂（大日本イ
ンキ社製、ポンデイック１６１０、固形分４０％）２０
ｇ／ｊ！と、アミノ変性シリコンオイルエマルジ５ン（
大日本インキ社製、ディックシリコンソフナー２００、
固形分４０％）１０ｇ／ｌと、エポキシ変性シリコンオ
イルエマルジョン（大日本インキ社製、デイツクシリコ
ンソフナーＡ−９００、固形分４０％）１０ｇ／Ｎとの
混合水溶液をパッディングしたのち、絞り率６０％に絞
り、１００°Ｃで乾燥し、１５０°Ｃで８分間熱処理し
て、消臭織物を得た。Fresh white pine (manufactured by Shiraimatsu Shinyakusha) as a deodorizing substance on the satin fabric of mercerized cotton cloth (180g/%)
50g/j! and urethane emulsion resin (manufactured by Dainippon Ink Co., Ltd., Pondick 1610, solid content 40%) 20
g/j! and amino-modified silicone oil emulsion 5 (
Manufactured by Dainippon Ink Co., Ltd., Dick Silicone Softener 200,
After padding with a mixed aqueous solution of 10 g/L (solid content 40%) and 10 g/N of epoxy-modified silicone oil emulsion (manufactured by Dainippon Ink Co., Ltd., Deikku Silicone Softener A-900, solid content 40%), the squeezing rate was The mixture was squeezed to 60%, dried at 100°C, and heat-treated at 150°C for 8 minutes to obtain a deodorizing fabric.
この消臭織物の消臭率を測定したところ、アンモニアの
場合には、もとの１＠物の消臭率が１００％、１０回後
の消臭率が５０％、２０回後の消臭率が４０％であった
。また、トリメチルアミンの場合には、もとの織物の消
臭率が８９％、１０回後の消臭率１５％、２０回後の消
臭率が１５％であった。また、メチルメルカプタンの場
合には、もとの織物の消臭率が４０％、１０回後の消臭
率が１０％、２０回後の消臭率が１０％であった。When the deodorizing rate of this deodorizing fabric was measured, in the case of ammonia, the deodorizing rate of the original 1@ object was 100%, the deodorizing rate after 10 times was 50%, and the deodorizing rate after 20 times was 100%. The rate was 40%. In addition, in the case of trimethylamine, the deodorization rate of the original fabric was 89%, the deodorization rate after 10 times was 15%, and the deodorization rate after 20 times was 15%. In the case of methyl mercaptan, the deodorization rate of the original fabric was 40%, the deodorization rate after 10 times was 10%, and the deodorization rate after 20 times was 10%.
このように、洗濯回数が１０回で、既に消臭率かもとの
消臭率の半分以下に低下するので、耐久性は悪いと判断
された。As described above, after 10 washes, the deodorization rate had already decreased to less than half of the original deodorization rate, and thus the durability was judged to be poor.
実施例２
シルケット綿／ポリエステル混ｍ物（２５０ｇ／ホ）を
染色仕上げ後、セパチン酸５％、第ニリン酸ソーダ無水
塩３％、実施例１で用いたのと同じカメリアＩＤ２５３
を３％含んだ処理液でパッドし、ピックアップ６０％に
絞り、乾燥し、１７０°Ｃで１分間熱処理して消臭織物
を得た。Example 2 After dyeing and finishing a mercerized cotton/polyester blend (250 g/e), 5% cepacic acid, 3% sodium phosphate anhydride, Camellia ID253, the same as used in Example 1.
The fabric was padded with a treatment solution containing 3% of , squeezed to 60% pick-up, dried, and heat-treated at 170°C for 1 minute to obtain a deodorizing fabric.
この織物の消臭率を測定したところ、アンモニアの場合
、もとの織物の消臭率１００％、１０回後の消臭率が８
３％、２０回後の消臭率が７９％であった。また、トリ
メチルアくンの場合には、もとの織物の消臭率が９０％
、１０回後の消臭率が６０％、２０回後の消臭率が６０
％であったので、耐久性を持つと認められた。また、メ
チルノルカプタンの場合には、もとの織物の消臭率が８
０％、１０回後の消臭率が５５％、２０回後の消臭率が
５０％であったので、耐久性は良好と認められた。When the deodorization rate of this fabric was measured, in the case of ammonia, the deodorization rate of the original fabric was 100%, and the deodorization rate after 10 times was 8.
3%, and the deodorization rate after 20 times was 79%. In addition, in the case of trimethylakun, the deodorization rate of the original fabric is 90%.
, the deodorization rate after 10 times is 60%, and the deodorization rate after 20 times is 60%.
%, it was recognized as having durability. In addition, in the case of methylnorcaptan, the deodorization rate of the original fabric was 8.
0%, the deodorization rate after 10 times was 55%, and the deodorization rate after 20 times was 50%, so the durability was recognized as good.
実施例３
ナイロン／綿混塙物（３００ｇ／ｒｒｒ）に通常の染色
加工後、無水コハク酸３％、第ニリン酸ソーダ無水塩２
％、実施例１で用いたカメリアＩＤ２５３を３％含む処
理液でパッドし、ピックアップ９０％に絞り、乾燥し、
１５０°Ｃで５分間熱処理して、消臭編物を得た。Example 3 A nylon/cotton blend (300 g/rrr) was dyed using a conventional dyeing process, and 3% of succinic anhydride and 2 dibasic sodium phosphate anhydrous salts were added.
%, padded with a treatment solution containing 3% Camellia ID253 used in Example 1, squeezed to 90% pickup, dried,
A deodorizing knitted fabric was obtained by heat treatment at 150°C for 5 minutes.
この編物の消臭率を測定したところ、アンモニアの場合
、もとの編物の消臭率１００％、１０回後の消臭率８０
％、２０回後の消臭率が７５％であった。また、トリメ
チルアミンの場合には、もとの編物の消臭率が９０％、
１０回後の消臭率６５％、２０回後の消臭率が６０％で
あった。また、メチルメルカプタンの場合には、もとの
編物の消臭率が８０％、１０回後の消臭率が６０％、２
０回後の消臭率が６０％であった。その結果、耐久性が
あると認められた。When the deodorization rate of this knitted fabric was measured, in the case of ammonia, the deodorization rate of the original knitted fabric was 100%, and the deodorization rate after 10 times was 80%.
%, and the deodorization rate after 20 times was 75%. In addition, in the case of trimethylamine, the deodorization rate of the original knitted fabric was 90%,
The deodorization rate after 10 times was 65%, and the deodorization rate after 20 times was 60%. In addition, in the case of methyl mercaptan, the deodorization rate of the original knitted fabric was 80%, the deodorization rate after 10 times was 60%, and the deodorization rate after 10 times was 60%.
The deodorization rate after 0 times was 60%. As a result, it was found to be durable.
実施例４
アクリル／綿混編物（２５０ｇ／ｒｒｆ）を染色仕上げ
後、ゲルタール酸５％、第ニリン酸ソーダ無水塩３％、
実施例１で用いたと同じカメリアＩＤ２５３を３％含む
処理液でパッドし、ピックアップ９０％に絞り、乾燥し
、１５０℃で３分間熱処理して消臭編物を得た。Example 4 After dyeing and finishing an acrylic/cotton blend fabric (250 g/rrf), 5% geltaric acid, 3% sodium diphosphate anhydride,
It was padded with a treatment solution containing 3% of Camellia ID253, the same as that used in Example 1, squeezed to 90% pick-up, dried, and heat-treated at 150° C. for 3 minutes to obtain a deodorizing knitted fabric.
この編物の消臭率を測定したところ、アンモニアの場合
、もとの編物の消臭率１００％、１０回後の消臭率８０
％、２０回後の消臭率７２％であった。また、トリメチ
ルアミンの場合には、もとの編物の消臭率が９０％、１
０回後の消臭率６５％、２０回後の消臭率６２％であっ
た。また、メチルメルカプタンの場合には、もとの編物
の消臭率が８０％、１０回後の消臭率が６３％、２０回
後の消臭率に６０％であった。従って、耐久性は良好と
認められた。When the deodorization rate of this knitted fabric was measured, in the case of ammonia, the deodorization rate of the original knitted fabric was 100%, and the deodorization rate after 10 times was 80%.
%, and the deodorization rate after 20 times was 72%. In addition, in the case of trimethylamine, the deodorization rate of the original knitted fabric was 90%, 1
The deodorization rate after 0 times was 65%, and the deodorization rate after 20 times was 62%. In the case of methyl mercaptan, the deodorization rate of the original knitted fabric was 80%, the deodorization rate after 10 times was 63%, and the deodorization rate after 20 times was 60%. Therefore, the durability was recognized to be good.
実施例５
シルケット処理綿（２５０ｇ／ボ）を染色仕上げ後、ト
リメリット酸５％と、実施例１で用いたのと同しカメリ
アＩＤ２５３を３％含んだ処理液でパッドし、ピックア
ップ６０％に絞り、乾燥し、１７０°Ｃで２分間熱処理
して、消臭織物を得た。Example 5 After dyeing and finishing mercerized cotton (250 g/bo), it was padded with a treatment solution containing 5% trimellitic acid and 3% Camellia ID253, the same as used in Example 1, and the pick-up was 60%. It was squeezed, dried, and heat treated at 170°C for 2 minutes to obtain a deodorizing fabric.
この織物の消臭率を測定したところ、アンモニアの場合
には、もとの１＠物の消臭率が１００％、１０回後の消
臭率７５％、２０回後の消臭率７５％であった。また、
トリメチルアミンの場合には、もとの織物の消臭率８８
％、１０回後の消臭率７０％、２０回後の消臭率６０％
であった。また、メチルメルカプタンの場合には、もと
の織物の消臭率が８０％、１０回後の消臭率６０％、２
０回後の消臭率が６０％であった。従って、耐久性は良
好と認められた。When the deodorization rate of this fabric was measured, in the case of ammonia, the deodorization rate of the original 1@ material was 100%, the deodorization rate after 10 times was 75%, and the rate after 20 times was 75%. Met. Also,
In the case of trimethylamine, the deodorization rate of the original fabric was 88
%, deodorization rate 70% after 10 times, 60% deodorization rate after 20 times
Met. In addition, in the case of methyl mercaptan, the deodorization rate of the original fabric was 80%, the deodorization rate after 10 times was 60%, and the deodorization rate after 10 times was 60%.
The deodorization rate after 0 times was 60%. Therefore, the durability was recognized to be good.
Claims (1)
リカルボン酸とを付着させ、その後熱処理することを特
徴とする、繊維に耐久的消臭性を付与する方法。 ２、フラボン誘導体がフラボノール類、又はフラバノノ
ール類であることを特徴とする、特許請求の範囲第１項
に記載する方法。 ３、ポリカルボン酸が、１、２、３、４−ブタンテトラ
カルボン酸であることを特徴とする、特許請求の範囲第
１項又は第２項に記載する方法。 ４、フラボン誘導体と、ポリカルボン酸とを水中に溶解
又は分散させた状態にして、繊維に付着させることを特
徴とする、特許請求の範囲第１−３項の何れか１つの項
に記載する方法。 ５、触媒としてリン酸、炭酸又はそのアルカリ金属塩を
加えて熱処理することを特徴とする、特許請求の範囲第
１−４項の何れか１つの項に記載する方法。[Claims] 1. A method for imparting durable deodorizing properties to fibers, which comprises attaching a flavone derivative and a polycarboxylic acid to fibers made of cellulose, and then heat-treating the fibers. 2. The method according to claim 1, wherein the flavone derivative is flavonols or flavanonols. 3. The method according to claim 1 or 2, wherein the polycarboxylic acid is 1,2,3,4-butanetetracarboxylic acid. 4. The method according to any one of claims 1 to 3, characterized in that the flavone derivative and the polycarboxylic acid are dissolved or dispersed in water and attached to the fibers. Method. 5. The method according to any one of claims 1 to 4, characterized in that the heat treatment is performed by adding phosphoric acid, carbonic acid, or an alkali metal salt thereof as a catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2084356A JP2946339B2 (en) | 1990-03-29 | 1990-03-29 | Method for imparting durable deodorant properties to fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2084356A JP2946339B2 (en) | 1990-03-29 | 1990-03-29 | Method for imparting durable deodorant properties to fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03287864A true JPH03287864A (en) | 1991-12-18 |
| JP2946339B2 JP2946339B2 (en) | 1999-09-06 |
Family
ID=13828241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2084356A Expired - Lifetime JP2946339B2 (en) | 1990-03-29 | 1990-03-29 | Method for imparting durable deodorant properties to fibers |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2946339B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001234470A (en) * | 1999-12-15 | 2001-08-31 | Shikibo Ltd | Cellulose fiber or fiber product excellent in deodorant property, method for producing the same and use thereof |
| WO2006002573A1 (en) * | 2004-06-30 | 2006-01-12 | Guanqi Li | Fiber with antibacterial and health-care functions |
| WO2011118749A1 (en) * | 2010-03-25 | 2011-09-29 | 東レ株式会社 | Deodorant fiber structure |
-
1990
- 1990-03-29 JP JP2084356A patent/JP2946339B2/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001234470A (en) * | 1999-12-15 | 2001-08-31 | Shikibo Ltd | Cellulose fiber or fiber product excellent in deodorant property, method for producing the same and use thereof |
| JP4716543B2 (en) * | 1999-12-15 | 2011-07-06 | シキボウ株式会社 | Cellulose fiber or fiber product excellent in deodorizing property, production method thereof and use thereof |
| WO2006002573A1 (en) * | 2004-06-30 | 2006-01-12 | Guanqi Li | Fiber with antibacterial and health-care functions |
| WO2011118749A1 (en) * | 2010-03-25 | 2011-09-29 | 東レ株式会社 | Deodorant fiber structure |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2946339B2 (en) | 1999-09-06 |
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