JP3920584B2 - Fiber material for preventing rough skin - Google Patents

Description

【０００７】
（式（Ｉ）、（ＩＩ）、（ＩＩＩ）中、Ｒ ^１ は、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｒ ^２ 及びＲ ^３ は、それぞれ炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。）で表される没食子酸誘導体からなる群から選ばれる、経表皮性水分喪失（ＴＥＷＬ）を抑制する少なくとも１種の肌荒れ防止用添加物を繊維材料に固着せしめてなることを特徴とするものである。
【０００９】
さらに、本発明の第二の肌荒れ防止用繊維材料は、下記一般式（ＩＶ）：
【００１０】
【化４】

【００１１】
（式（ＩＶ）中、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７ のうちの３つが、それぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表し、残りの１つが、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ） _n −Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表す。）で表されるエラグ酸誘導体からなる群から選ばれる、経表皮性水分喪失（ＴＥＷＬ）を抑制する少なくとも１種の肌荒れ防止用添加物を繊維材料に固着せしめてなることを特徴とするものである。
【００１２】
【発明の実施の形態】
以下、本発明を発明の実施の形態に即して詳細に説明する。
【００１３】
先ず、本発明の肌荒れ防止用繊維材料に使用される肌荒れ防止用添加物について説明する。本発明にかかる肌荒れ防止用添加物（肌荒れ防止化合物）は、下記一般式（Ｉ）、（ＩＩ）、（ＩＩＩ）：
【００１４】
【化５】

【００１５】
（式（Ｉ）、（ＩＩ）、（ＩＩＩ）中、Ｒ ^１ は、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｒ ^２ 及びＲ ^３ は、それぞれ炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。）で表される没食子酸誘導体、下記一般式（ＩＶ）：
【００１６】
【化６】

【００１７】
（式（ＩＶ）中、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７ のうちの３つが、それぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表し、残りの１つが、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ） _n −Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表す。）で表されるエラグ酸誘導体、からなる群から選ばれるものである。
【００１９】
本発明にかかる前記一般式（Ｉ）、（ＩＩ）、（ＩＩＩ）で表される没食子酸誘導体において、Ｒ ^１ は、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｒ ^２ 及びＲ ^３ は、それぞれ炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。
【００２０】
このような炭素数１〜２２の飽和炭化水素基としては、例えば、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、ｓｅｃ−ブチル基、ｔｅｒｔ−ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ラウリル基、ミリスチル基、セチル基、ステアリル基、ベヘニル基などが挙げられ、炭素数２〜２２の不飽和炭化水素基としては、例えば、ビニル基、アリル基、イソプロペニル基、オレイル基、リシノレイル基、リノイル基、リノレイル基などが挙げられる。Ｒ ^２ 及びＲ ^３ がそれぞれ炭素数１〜２２の飽和炭化水素基又は炭素数２〜２２の不飽和炭化水素基の場合には、前記一般式（ＩＩ）、（ＩＩＩ）で表される没食子酸誘導体は、没食子酸と前記の飽和炭化水素基又は不飽和炭化水素基を有するアルコールとのエステル化合物であり、ｑ、ｒはそれぞれ１である。
【００２１】
また、Ｒ^１、Ｒ^２、Ｒ^３がそれぞれ単糖の残基又は２〜７糖のオリゴ糖の残基の場合には、前記一般式（I）、（II）、（III）で表される没食子酸誘導体は、没食子酸と単糖又は２〜７糖のオリゴ糖とのエステル化合物である。この時用いられる単糖又は２〜７糖のオリゴ糖としては、例えば、グルコース、キシロース、アラビノース、ガラクトース、マンノース、フルクトース、グルコサミン、ガラクトサミン、イノシトール、マルトース、乳糖、ショ糖、ゲンチオビオース、セロビオース、ラフィノース、ケストース、スタキオースなどが挙げられる。そして、没食子酸誘導体のＲ^１、Ｒ^２、Ｒ^３が単糖の残基又は２〜７糖のオリゴ糖の残基の場合には、ｐ、ｑ、ｒはそれぞれ１〜４の整数であり、好ましくは１又は２であるモノエステル化合物又はジエステル化合物である。
【００２２】
さらに、Ｒ^１、Ｒ^２、Ｒ^３がそれぞれ多価アルコール残基の場合には、前記一般式（I）、（II）、（III）で表される没食子酸誘導体は、没食子酸と多価アルコールとのエステル化合物である。この時用いられる多価アルコールとしては、例えば、酸化エチレン、酸化プロピレン、エピヒドロキシヒドリンなどから誘導されるエチレングリコール、ジエチレングリコール、トリエチレングリコール、プロピレングリコール、ジプロピレングリコールや、グリセリン、ジグリセリン、エリトリトール、ペンタエリトリトールなどが挙げられる。そして、没食子酸誘導体のＲ^１、Ｒ^２、Ｒ^３が多価アルコール残基の場合には、ｐ、ｑ、ｒはそれぞれ１〜４の整数であり、好ましくは１又は２であるモノエステル化合物又はジエステル化合物である。
【００２３】
このような本発明にかかる前記一般式（Ｉ）、（ＩＩ）、（ＩＩＩ）で表される没食子酸誘導体の具体例としては、エチレンジ（没食子酸エステル）、メチルガロイルガレート、ラウリルガロイルガレート、ミリスチルガロイルガレート、セチルガロイルガレート、ステアリルガロイルガレート、オレイルガロイルガレート、ヒドロキシエチルガロイルガレート、ヒドロキシプロピルガロイルガレート、１，２−ジヒドロキシプロピルガロイルガレート、エチレンビスガロイルガレートなどが挙げられ、中でもエチレンジ（没食子酸エステル）、メチルガロイルガレート、ラウリルガロイルガレート、オレイルガロイルガレート、１，２−ジヒドロキシプロピルガロイルガレートが好ましい。
【００２４】
本発明にかかる前記一般式（ＩＶ）で表されるエラグ酸誘導体において、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７ のうちの３つが、それぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表し、残りの１つが、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ） _n −Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表す。このような炭素数１〜２２の飽和炭化水素基及び炭素数２〜２２の不飽和炭化水素基としては、前記一般式（ＩＩ）、（ＩＩＩ）における炭素数１〜２２の飽和炭化水素基及び炭素数２〜２２の不飽和炭化水素基と同様のものが挙げられ、また、一般式：−（ＡＯ）_n−Ｈで表される基としては、ポリオキシエチレン基又はポリオキシプロピレン基が挙げられる。
【００２５】
このような本発明にかかる前記一般式（ＩＶ）で表されるエラグ酸誘導体の具体例としては、エラグ酸モノメチルエーテル、エラグ酸ジメチルエーテル、エラグ酸モノラウリルエーテル、エラグ酸モノミリスチルエーテル、エラグ酸モノセチルエーテル、エラグ酸モノオレイルエーテル、エラグ酸モノヒドロキシエチルエーテル、エラグ酸モノヒドロキシプロピルエーテル、エラグ酸モノ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸ジ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸ジ（ヒドロキシプロピル）エーテルなどが挙げられ、中でもエラグ酸モノメチルエーテル、エラグ酸ジメチルエーテル、エラグ酸モノラウリルエーテル、エラグ酸モノ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸モノオレイルエーテルが好ましい。
【００２６】
本発明の肌荒れ防止用繊維材料は、上記の肌荒れ防止用添加物を繊維材料に固着せしめてなるものである。このような本発明に用いられる繊維材料としては、特に制限はなく、綿、絹、ウールなどの天然繊維、レーヨンなどの再生繊維、ビニロンなどの半合成繊維、ポリエステル、ナイロン、ポリエチレン、ポリプロピレン、ポリウレタン、ポリアラミド繊維などの合成繊維、並びにこれら繊維の複合繊維などが用いられ、その形態としては、糸、編物、織物、不織布などが挙げられる。
【００２７】
本発明にかかる上記肌荒れ防止用添加物を繊維材料に固着せしめる方法は、従来公知の方法でよく、肌荒れ防止用添加物を水に溶解または分散させた後、若しくは有機溶剤に溶解させた後、スプレー法、パッド法、浸漬法、コーティング法等で繊維材料に付着させ、その後乾燥することにより固着せしめることができる。さらに、耐久性を得るために、必要に応じて架橋剤やバインダーを併用することもできる。また、肌荒れ防止用添加物の経皮吸収の促進を図るために、Ｎ−アシルサルコシン、ミリスチン酸イソプロピル、ラウリン酸モノあるいはジエタノールアマイドなどの経皮吸収促進剤を併用することもできる。さらにまた、柔軟剤、帯電防止剤、抗菌防臭剤などの繊維の仕上加工剤と併用することにより、肌荒れが起きない柔軟加工、帯電防止加工、抗菌防臭加工なども可能となり、このように繊維材料に他の機能を付与する薬剤との併用によってその機能を付与することもできる。肌荒れ防止用添加物の固着量は、特に制限されないが、繊維材料（例えば、目付１５０ｇ／ｍ^２）１ｍ^２あたり、好ましくは５〜９００ｍｇであり、より好ましくは１０〜６００ｍｇである。固着量が５ｍｇ未満であると効果の発現に乏しくなる傾向にあり、他方、９００ｍｇを超えても使用量に見合う肌荒れ防止性の効果が得られにくく、経済的に不利となる傾向にある。
【００２８】
本発明の肌荒れ防止用繊維材料の用途・形態は、特に制限されないが、例えば、下着、ファンデーション、ストッキング、靴下、手袋などが挙げられ、直接肌に触れるような物を構成する繊維材料として使用することが好ましい。
【００２９】
次に、本発明において採用した皮膚障害モデルについて説明する。
【００３０】
皮膚障害モデルの作成
皮膚の炎症などに対する化合物の肌荒れ防止効果を議論する場合、適当な薬剤を使用してヘアレスマウスなどの皮膚に障害を発生させた後に、被検物質を含んだ薬剤を供してその効果を観察するのが一般的である。そこで、塩化ベンザルコニウムを用いて皮膚障害モデルを以下のように作成した。すなわち、塩化ベンザルコニウムは、優れた殺菌作用を有するカチオン（陽イオン）性界面活性剤であり、繊維用の抗菌防臭剤として広く用いられている。また、塩化ベンザルコニウムは、エタノール溶液として院内感染起因菌（例えば、メチシリン耐性黄色ブドウ球菌（ＭＲＳＡ）を含むグラム陽性菌（６株）やグラム陰性菌（８株））に対して優れた殺菌効果を示すことから、医療施設では医師、看護婦などの医療従事者の手指消毒薬として頻用されている。一方、塩化ベンザルコニウムには副作用的な極めて弱い皮膚、粘膜刺激性があり、その性質によると考えられる過敏症に関する報告もなされている（例えば、日本大衆薬工業協会編；１９９６〜１９９７大衆薬辞典一般用医薬品集添付文書要約 第５版；薬業時報社、日本医薬情報センター編；１９９６．１０医療薬日本医薬品集；薬業時報社、小澤光、丹野慶紀、池田實、菅原和伸；薬物療法の実際 第３版第２編 薬のまとめ；アサヒメディカルなど）ため、使用に際しては注意を要するとされている。また、塩化ベンザルコニウムによる過敏症状は、その「角質溶解作用」による角質細胞間脂質の破壊のため、すなわち角質細胞の積み重なりがこの化合物によって乱れ、物質透過性が上昇し、バリア機能が低下するために生ずると考えられていることから、塩化ベンザルコニウムによる皮膚障害モデルが好ましい。
【００３１】
また、ドデシルベンゼンスルホン酸ナトリウム（ＳＤＳ）による肌荒れモデルにおいて、皮膚の状態は角質層のバリア機能の指標として汗腺を通らずに直接角質層から蒸発する水分量を表す経表皮性水分喪失（ＴＥＷＬ）で評価され（例えば、田上八朗；皮膚のバリアとしての角質；日皮会誌１０８（５）７１３〜７２７（１９９８）、Ｊｏｕｒｎａｌ ｏｆ Ｌｉｐｉｄ Ｒｅｓｅａｃｈ Ｖｏｌｕｍｅ２８（１９８７）、Ｅｘｐｅｒｉｍｅｎｔａｌ Ｄｅｎｍａｔｏｌｏｇｙ（１９９７）３，３６−４０、石橋康正；皮膚の健康科学；南山堂、西岡清；アトピー性皮膚炎、病態と治療；医薬ジャーナル社など）、さらに洗剤のラウリル硫酸ナトリウム（ＳＬＳ）塗布により誘発された皮膚炎の炎症部の角質層も水分保持機能に欠け、角質層表層の水分含有量が減少することから（例えば、田上八朗；皮膚のバリアとしての角質；日皮会誌１０８（５）７１３〜７２７（１９９８）など）、抗菌防臭剤や界面活性剤などによる皮膚障害の客観的な評価方法として、経表皮性水分喪失（ＴＥＷＬ）値の変化量を測定することにより被検物質の皮膚保護性（肌荒れ防止性）が評価できる。従って、本発明では経表皮性水分喪失（ＴＥＷＬ）値を指標にして、皮膚障害に対する抑制効果で評価した。
【００３２】
【実施例】
以下、本発明を実施例によりさらに詳しく説明するが、本発明はこれらの実施例により何ら制限されるものではない。
【００３３】
［肌荒れ防止性試験評価方法］
以下、肌荒れ防止性試験の評価方法について具体的に説明する。
（１）測定機器及び試料
ＴＥＷＬ値測定機器：
Ｔｅｗａｍｅｔｅｒ（Ｃｏｕｒａｇｅ＋Ｋｈａｒａｚａｋａ社）
試料：
「濃塩化ベンザルコニウム液５０」：日華化学（株）製
タンニン酸：日本薬局方品
没食子酸及びエラグ酸：和光純薬工業（株）製試薬
没食子酸及びエラグ酸の誘導体：上記試薬を用いて各誘導体を調製した。
（２）飼育条件
１２〜１８週令の雌性Ｓｋｈ−１ヘアレスマウス（日本エスエルシー（株））を実験に用いた。また、実験期間中、空調（温度２６．５±１℃、湿度５５．４±３％）管理下、１２時間間隔の明暗スケジュールで維持された動物室内で、各動物を１ケージ（２２５×３３８×１４０ｍｍ）当たり５匹飼で、普通飼料（ＭＦ、オリエンタル酵母）と水を自由摂取させた。
（３）塗布方法
先ず、表１及び表２に示す肌荒れ防止用添加物を、それぞれの固着量が表１及び表２に示す量となるように綿メリヤス（目付：１５０ｇ／ｍ^２、６ｍｍ×６ｍｍ）に固着せしめ、肌荒れ防止用繊維材料を作製した。そして、０．８重量％塩化ベンザルコニウム含有エタノール溶液１００μＬをマイクロピペット（２００μＬ）にとり、チップの先を使ってマウスの背部に実験期間中一日一回均一に塗布した後、各肌荒れ防止用繊維材料を通気性のよい絆創膏（シルキーポア、Ａｌｃａｒｅ社製、１０ｍｍ×１０ｍｍ）を用いてマウスの背部６カ所に貼付する操作を、７日間にわたり繰り返した。
【００３４】
なお、標準群（Ｎｏｒｍａｌ）としては、同一容量の１００％エタノールのみを塗布し、対照群（Ｃｏｎｔｒｏｌ）としては、同一容量の０．８重量％塩化ベンザルコニウム含有エタノール溶液のみを塗布した。
（４）ＴＥＷＬ値の測定
マウスを固定後、Ｔｅｗａｍｅｔｅｒを用い、１分３０秒間ＴＥＷＬ値を測定した。得られた値は、有意差検定をＳｔｕｄｅｎｔ’ｓ ｔ−ｔｅｓｔにより統計処理した。
（５）抑制効果
塩化ベンザルコニウムによる皮膚障害に対する各検体（各群）の抑制効果を次式：
皮膚障害率（ＳＤ）（％）
＝［（Ｎ日後のＴＥＷＬ値／初期のＴＥＷＬ値）−１］×１００
（ここでＮは１又は７）
皮膚障害抑制率（Ｐ）（％）
＝［１−｛貼付群の皮膚障害率（％）−標準群の皮膚障害率（％）｝／｛対照群の皮膚障害率（％）−標準群の皮膚障害率（％）｝］×１００
により求めた。
【００３５】
なお、この評価方法においては、各群の検体の平均値で、皮膚障害抑制率が５０％以上若しくは皮膚障害率が対照群と比較して有意に低かった場合には確かな効果があり、皮膚障害抑制率が１００％以上の場合には顕著な効果があると判定した。
［肌荒れ防止用繊維材料としての評価］
表１及び表２に示す化合物（添加物）を固着せしめた繊維材料について、上記評価方法にしたがって肌荒れ防止用繊維材料としての有効性、すなわち皮膚障害に対する保護作用について評価し、得られた結果を表１及び表２に示した。なお、表１及び表２においてＳＤは皮膚障害率（％）、Ｐは皮膚障害抑制率（％）を示す。
【００３６】
【表１】

【００３７】
【表２】

【００３８】
表１及び表２に示した結果から、以下のような知見が確認された。
（１）エタノールを塗布した標準群（Ｎｏｒｍａｌ）のＴＥＷＬ値は実験期間中ほぼ一定であった。一方、０．８％塩化ベンザルコニウム含有エタノール溶液を塗布した対照群（Ｃｏｎｔｒｏｌ）のＴＥＷＬ値は有意に上昇しており、皮膚障害が有意に認められた。
（２）没食子酸又はその誘導体であるガロイルガリックアシッド（Galloyl gallic acid）を固着せしめた繊維材料を用いた場合、１日目の皮膚障害抑制率は全ての固着量でマイナスであり、抑制効果は認められなかったが、７日目では皮膚障害率が対照群に比べて小さい値となり、抑制効果が認められた。
（３）没食子酸メチルを固着せしめた繊維材料を用いた場合、１日目の皮膚障害抑制率は一つの固着量を除いて確かな抑制効果が認められ、７日目では全ての固着量で確かな抑制効果が認められた。
（４）エチレンジ（没食子酸エステル）（Ethylene digallate）を固着せしめた繊維材料を用いた場合、１日目及び７日目の皮膚障害抑制率は、共に顕著な抑制効果が認められた。
（５）メチルガロイルガレート（Methyl galloyl gallate）を固着せしめた繊維材料を用いた場合、１日目の皮膚障害抑制率は全ての固着量で顕著な抑制効果が認められ、７日目では確かな抑制効果が認められた。
（６）ラウリルガロイルガレート（Lauryl galloyl gallate）を固着せしめた繊維材料を用いた場合、１日目の皮膚障害抑制率は全ての固着量で顕著な抑制効果が認められ、７日目では確かな抑制効果が認められた。
（７）エラグ酸を固着せしめた繊維材料を用いた場合、１日目の皮膚障害率はいずれも対照群よりも小さい値となり抑制効果が認めら、皮膚障害抑制率は１５ｍｇ／ｍ²の固着量で確かな抑制効果が認められた。７日目の皮膚障害抑制率は、１５ｍｇ／ｍ²及び３０ｍｇ／ｍ²の固着量で確かな抑制効果が認められたが、それより高い固着量での抑制効果は低い固着量よりも劣っていた。本化合物については固着量が低いほど効果が顕著に表れた。
（８）エラグ酸モノメチルエーテルを固着せしめた繊維材料を用いた場合、１日目及び７日目の皮膚障害率はいずれも対照群に比べて小さい値となり、抑制効果が認められた。また、１日目及び７日目の皮膚障害抑制率は１５ｍｇ／ｍ²及び３０ｍｇ／ｍ²の固着量で確かな抑制効果が認められた。
（９）エラグ酸ジメチルエーテルを固着せしめた繊維材料を用いた場合、１日目及び７日目の皮膚障害抑制率は全ての固着量で確かな抑制効果が認められた。
（１０）エラグ酸モノラウリルエーテルを固着せしめた繊維材料を用いた場合、１日目及び７日目の皮膚障害抑制率は全ての固着量で確かな抑制効果が認められた。
（１１）タンニン酸を固着せしめた繊維材料を用いた場合、１日目及び７日目の皮膚障害抑制率は３０ｍｇ／ｍ²及び１５０ｍｇ／ｍ²の固着量で確かな抑制効果が認められ、３００ｍｇ／ｍ²の固着量で顕著な抑制効果が認められた。
【００３９】
【発明の効果】
本発明によれば、界面活性剤による肌荒れなどの皮膚障害に対して有効な保護作用を示す肌荒れ防止用添加物を含んでおり、肌荒れの一因である経表皮性水分喪失を抑制して皮膚の水分含有量保持に有効で、肌に潤いを与えて肌荒れを防ぐ肌荒れ防止用繊維材料を得ることが可能となる。そして、本発明の肌荒れ防止用繊維材料によれば、その繊維材料に固着している肌荒れ防止用添加物を少量ずつ長時間にわたって経皮吸収させることができ、それによって日常的に用いられている化粧料、毛髪洗浄剤、食器用洗浄剤などに含まれる界面活性剤に起因する肌荒れを防止することが可能となる。従って、本発明の肌荒れ防止用繊維材料は、下着、ファンデーション、ストッキング、靴下、手袋などの直接肌に接するような衣類を構成する繊維材料として非常に有用である。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a fiber material that effectively acts to prevent rough skin.
[0002]
[Prior art]
Many of the surfactants used in everyday cosmetics, hair cleansers, tableware cleansers, etc. have degreasing, protein denaturation, and transdermal absorption effects on the skin and mucous membranes. It is known that skin disorders such as skin irritation, dermatitis, skin sensitization, and allergic reactions may be induced. In addition, surfactants that have a softening effect are generally used for fibers that are used in underwear and clothes, such as rough skin caused by surfactants due to the use of clothes. It is also known that skin disorders are induced.
[0003]
[Problems to be solved by the invention]
The present invention has been made in view of the above-described problems of the prior art, and includes an additive for preventing rough skin, which exhibits an effective protective action against skin disorders such as rough skin due to such a surfactant, An object of the present invention is to provide a fiber material for preventing rough skin that suppresses transepidermal water loss that contributes to rough skin, is effective in maintaining the moisture content of the skin, and moisturizes the skin to prevent rough skin.
[0004]
[Means for Solving the Problems]
As a result of intensive research to achieve the above object, the present inventors have conducted transepidermal water loss (hereinafter referred to as “trans epidermal water loss”) as an objective evaluation method for skin damage caused by disinfectants and surfactants. Abbreviated as “TEWL.”) Established a method for evaluating the skin protection of a test substance by measuring the amount of change in value (Japanese Patent No. 30511119), and using this evaluation method, a variety of plant extracts, The compounds in the extract and chemically modified derivatives of these compounds were processed into fiber materials and screened. As a result, transepidermal water loss (TEWL) was suppressed and effective in maintaining the moisture content of the skin. In addition, the present inventors have succeeded in finding a rough skin preventing fiber material that exhibits a significant protective action against the above skin disorders, and have completed the present invention.
[0005]
That is, the first rough skin preventing fiber material of the present invention has the following general formulas (I), (II), (III):
[0006]
[Chemical 3]

[0007]
(In the formulas (I), (II) and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 sugar residue, and a polyhydric alcohol residue. the stands, ^{R 2} and ^{R 3} are each a saturated hydrocarbon group having a carbon number of 1 to 22, unsaturated hydrocarbon group having 2 to 22 carbon atoms, residues of monosaccharide, oligosaccharide residue of 2 to 7 sugar , and represent any one selected from the group consisting of polyhydric alcohol residue, G represents a galloyl group, p, q, death Shokuko acid derivative r is the you express in.) each representing an integer of 1 to 4 It is characterized in that at least one additive for preventing rough skin, which is selected from the group consisting of and suppresses transepidermal water loss (TEWL), is fixed to the fiber material.
[0009]
Furthermore, the second fiber material for preventing rough skin of the present invention has the following general formula (IV):
[0010]
[Formula 4]

[0011]
(In the formula (IV), three of R ⁴ , R ⁵ , R ⁶ , and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, and an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H represents an alkylene group having 2 to 3 carbon atoms, n represents is selected from the group consisting of Rue lug acid derivative represented by represents.) any one selected from the group consisting of an integer of 1 to 20], transepidermal That at least one additive for preventing rough skin that adheres to loss of sexual moisture (TEWL) is fixed to the fiber material. It is a feature.
[0012]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in detail according to embodiments of the invention.
[0013]
First, an additive for preventing rough skin used in the fiber material for preventing rough skin of the present invention will be described. Rough skin preventing additives according to the present invention (rough skin inhibiting compounds), under following general formula (I), (II), (III):
[0014]
[Chemical formula 5]

[0015]
(In the formulas (I), (II) and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 sugar residue, and a polyhydric alcohol residue. the stands, ^{R 2} and ^{R 3} are each a saturated hydrocarbon group having a carbon number of 1 to 22, unsaturated hydrocarbon group having 2 to 22 carbon atoms, residues of monosaccharide, oligosaccharide residue of 2 to 7 sugar , and represent any one selected from the group consisting of polyhydric alcohol residue, G represents a galloyl group, p, q, death Shokuko acid derivative r is the you express in.) each representing an integer of 1 to 4 , under following general formula (IV):
[0016]
[Chemical 6]

[0017]
(In the formula (IV), three of R ⁴ , R ⁵ , R ⁶ , and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, and an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H represents an alkylene group having 2 to 3 carbon atoms, n represents those selected from the group consisting of Rue lug acid derivative, represented by represents.) any one selected from the group consisting of an integer of 1 to 20] is there.
[0019]
Formula according to the present invention (I), the at death Shokuko acid derivative is Ru represented by (II), (III), R 1 is the residue of a monosaccharide, oligosaccharide residue of 2 to 7 sugar, and represents any one selected from the group consisting of polyhydric alcohol residue, R ² and R ³ are each a saturated hydrocarbon group having a carbon number of 1 to 22, unsaturated hydrocarbon group having 2 to 22 carbon atoms, monosaccharides Any one selected from the group consisting of the following residues, oligosaccharide residues of 2 to 7 sugars, and polyhydric alcohol residues, G represents a galloyl group, and p, q, and r are each 1 to 4 Represents an integer.
[0020]
Examples of the saturated hydrocarbon group having 1 to 22 carbon atoms include, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group, and hexyl. Group, heptyl group, octyl group, nonyl group, decyl group, lauryl group, myristyl group, cetyl group, stearyl group, behenyl group and the like. Examples of the unsaturated hydrocarbon group having 2 to 22 carbon atoms include vinyl. Group, allyl group, isopropenyl group, oleyl group, ricinoleyl group, linoleyl group, linoleyl group and the like . When R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms or an unsaturated hydrocarbon group having 2 to 22 carbon atoms, gallic acid represented by the general formulas ( II) and (III) The derivative is an ester compound of gallic acid and the alcohol having the saturated hydrocarbon group or the unsaturated hydrocarbon group, and q 1 and r 2 are each 1.
[0021]
When R ¹ , R ² and R ³ are each a monosaccharide residue or a 2-7 oligosaccharide residue, they are represented by the general formulas (I), (II) and (III). The gallic acid derivative is an ester compound of gallic acid and a monosaccharide or an oligosaccharide having 2 to 7 sugars. Examples of the oligosaccharide of monosaccharide or 2-7 sugar used at this time include, for example, glucose, xylose, arabinose, galactose, mannose, fructose, glucosamine, galactosamine, inositol, maltose, lactose, sucrose, gentiobiose, cellobiose, raffinose, Examples include kestose and stachyose. When R ¹ , R ² and R ^{3 of} the gallic acid derivative are monosaccharide residues or 2-7 oligosaccharide residues, p, q and r are integers of 1 to 4, respectively. A monoester compound or a diester compound, preferably 1 or 2.
[0022]
Further, when R ¹ , R ² , and R ³ are each a polyhydric alcohol residue, the gallic acid derivatives represented by the general formulas (I), (II), and (III) are gallic acid and polyvalent alcohol. It is an ester compound with alcohol. Examples of the polyhydric alcohol used at this time include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol derived from ethylene oxide, propylene oxide, epihydroxyhydrin, glycerin, diglycerin, and erythritol. And pentaerythritol. When R ¹ , R ² and R ^{3 of} the gallic acid derivative are polyhydric alcohol residues, p, q and r are each an integer of 1 to 4, preferably 1 or 2. Or it is a diester compound.
[0023]
Formula according to the present invention (I), (II), specific examples of deaths Shokuko acid derivative represented by (III) Ru is e Chirenji (gallic acid esters), methylmercury Gallo Irganox rate, Lauryl galloyl gallate, myristyl galloyl gallate, cetyl galloyl gallate, stearyl galloyl gallate, oleyl galloyl gallate, hydroxyethyl galloyl gallate, hydroxypropyl galloyl gallate, 1,2-dihydroxypropyl galloyl gallate, ethylene bis gallo Irugareto and the like, also et Chirenji in (gallic acid esters), methyl Gallo IRGANOX rate, lauryl Gallo IRGANOX rate, oleyl Gallo Irganox rates, 1,2-dihydroxypropyl Gallo Irganox rate is preferred.
[0024]
In Rue lug acid derivative represented by the general formula according to the present invention ^{(IV), R 4, R} 5, R 6, three of the ^{R 7,} each represent a hydrogen atom, a saturated hydrocarbon having 1 to 22 carbon atoms Group, an unsaturated hydrocarbon group having 2 to 22 carbon atoms, and a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n is 1 to 20 It represents one selected from the group consisting of an integer, but the remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) represents one selected from the group consisting of groups represented by _n- H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20] . Examples of such a saturated hydrocarbon group having 1 to 22 carbon atoms and an unsaturated hydrocarbon group having 2 to 22 carbon atoms include a saturated hydrocarbon group having 1 to 22 carbon atoms in the general formulas ( II) and (III) and The same thing as a C2-C22 unsaturated hydrocarbon group is mentioned, Moreover, as a group represented by general formula:-(AO) _n- H, a polyoxyethylene group or a polyoxypropylene group is mentioned. It is done.
[0025]
Specific examples of such the represented by the general formula (IV) Rue lug acid derivative according to the present invention, e Ragusan monomethyl ether, ellagic acid dimethyl ether, ellagic acid monolauryl ether, ellagic acid mono myristyl ether, ellagic Acid monocetyl ether, ellagic acid monooleyl ether, ellagic acid monohydroxyethyl ether, ellagic acid monohydroxypropyl ether, ellagic acid mono (1,2-dihydroxypropyl) ether, ellagic acid di (1,2-dihydroxypropyl) ether Ellagic acid di (hydroxypropyl) ether, etc. Among them, ellagic acid monomethyl ether, ellagic acid dimethyl ether, ellagic acid monolauryl ether, ellagic acid mono (1,2-dihydroxypropyl) ether, ellagic acid monooleyl ether Le is preferable.
[0026]
The rough skin preventing fiber material of the present invention is obtained by fixing the rough skin preventing additive to the fiber material. The fiber material used in the present invention is not particularly limited, and natural fibers such as cotton, silk, and wool, regenerated fibers such as rayon, semi-synthetic fibers such as vinylon, polyester, nylon, polyethylene, polypropylene, and polyurethane. , Synthetic fibers such as polyaramid fibers, and composite fibers of these fibers are used. Examples of the form include yarn, knitted fabric, woven fabric, and non-woven fabric.
[0027]
The method for fixing the rough skin prevention additive according to the present invention to the fiber material may be a conventionally known method, after dissolving or dispersing the rough skin prevention additive in water or after dissolving in an organic solvent, It can be fixed by adhering to the fiber material by spraying, padding, dipping, coating, etc. and then drying. Furthermore, in order to obtain durability, a crosslinking agent and a binder can be used together as necessary. In order to promote percutaneous absorption of the additive for preventing rough skin, a percutaneous absorption enhancer such as N-acyl sarcosine, isopropyl myristate, lauric acid mono or diethanolamide may be used in combination. Furthermore, when used in combination with finishing agents for fibers such as softeners, antistatic agents, and antibacterial deodorants, softening, antistatic processing, and antibacterial deodorizing treatments that do not cause rough skin are possible. The function can also be imparted by using in combination with a drug that imparts another function. Fixed amount of rough skin preventing additive is not particularly limited, fibrous materials (e.g., basis weight 150g ^/ m ²⁾ 1m 2 per preferably 5～900Mg, more preferably 10 to 600 mg. If the amount of fixing is less than 5 mg, the effect tends to be poor. On the other hand, if it exceeds 900 mg, the effect of preventing rough skin corresponding to the amount used is difficult to obtain, which tends to be economically disadvantageous.
[0028]
The use / form of the fiber material for preventing rough skin according to the present invention is not particularly limited, and examples thereof include underwear, foundations, stockings, socks, gloves, and the like, which are used as fiber materials constituting an object that directly touches the skin. It is preferable.
[0029]
Next, the skin disorder model adopted in the present invention will be described.
[0030]
Creation of skin disorder model <br/> When discussing the effects of compounds on preventing skin irritation against skin irritation, etc., the test substance was included after causing damage to the skin of hairless mice, etc. using an appropriate drug. It is common to use drugs and observe their effects. Therefore, a skin injury model was created using benzalkonium chloride as follows. That is, benzalkonium chloride is a cationic (cationic) surfactant having an excellent bactericidal action, and is widely used as an antibacterial deodorant for fibers. Moreover, benzalkonium chloride is an excellent sterilizing agent against nosocomial infection-causing bacteria (for example, gram-positive bacteria (6 strains) and gram-negative bacteria (8 strains) containing methicillin-resistant Staphylococcus aureus (MRSA)) as an ethanol solution. Because of its effectiveness, it is frequently used as a hand sanitizer for medical staff such as doctors and nurses in medical facilities. On the other hand, benzalkonium chloride has extremely weak skin and mucous membrane irritating side effects, and there has been a report on hypersensitivity which is considered to be due to its properties (for example, edited by the Japan Pharmaceutical Industry Association; 1996-1997 Summary of Attached Documents in the General Occupational Drugs Collection, 5th edition; Yakuho Jihosha, Japan Pharmaceutical Information Center Edition; 1996.10 Medical Drugs Japan Pharmaceutical Collection; Yakuho Jikhosha, Hikaru Ozawa, Yoshinori Tanno, Kaoru Ikeda, Kazunobu Sugawara; Because of drug therapy, 3rd edition, 2nd edition, drug summary; Asahi Medical, etc.) In addition, hypersensitivity symptoms caused by benzalkonium chloride are due to the destruction of lipids between keratinocytes due to its "keratolytic action", that is, the stacking of keratinocytes is disturbed by this compound, the substance permeability increases, and the barrier function decreases. Therefore, the skin damage model by benzalkonium chloride is preferable.
[0031]
In addition, in a rough skin model using sodium dodecylbenzenesulfonate (SDS), the skin condition is a transepidermal water loss (TEWL) that represents the amount of water that evaporates directly from the stratum corneum without passing through the sweat glands as an indicator of the barrier function of the stratum corneum. (E.g., Hachiro Tagami; keratin as a skin barrier; Journal of the Japanese Skin Society 108 (5) 713-727 (1998), Journal of Lipid Research Volume 28 (1987), Experimental Denaturology (1997) 3, 36-40, Yasumasa Ishibashi; Skin health science; Nanzan-do, Kiyoshi Nishioka; Atopic dermatitis, pathophysiology and treatment, etc.), and keratin in the inflamed part of dermatitis induced by the application of detergent sodium lauryl sulfate (SLS) The layer also lacks moisture retention, and the stratum corneum surface layer Since the water content is reduced (for example, Hachiro Tagami; keratin as a skin barrier; Nisshinkai 108 (5) 713-727 (1998), etc.), the objective of skin disorders caused by antibacterial deodorants and surfactants As a typical evaluation method, the skin protective property (skin roughness prevention property) of a test substance can be evaluated by measuring the amount of change in transepidermal water loss (TEWL) value. Therefore, in the present invention, the transepidermal water loss (TEWL) value was used as an index to evaluate the inhibitory effect on skin damage.
[0032]
【Example】
EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not restrict | limited at all by these Examples.
[0033]
[ Skin Roughness Prevention Test Evaluation Method ]
Hereinafter, the evaluation method of the rough skin prevention test will be specifically described.
(1) Measuring instrument and sample TEWL value measuring instrument:
Themeter (Courage + Kharazaka)
sample:
"Concentrated benzalkonium chloride solution 50": Tannic acid manufactured by Nikka Chemical Co., Ltd .: Japanese pharmacopoeia gallic acid and ellagic acid: Reagent gallic acid and ellagic acid derivative manufactured by Wako Pure Chemical Industries, Ltd .: Each derivative was prepared using.
(2) Female Skh-1 hairless mice (Japan SLC Co., Ltd.) having a breeding condition of 12 to 18 weeks were used for the experiment. During the experiment, each animal was placed in a cage (225 × 338) in an animal room maintained under a 12 hour light / dark schedule under the control of air conditioning (temperature 26.5 ± 1 ° C., humidity 55.4 ± 3%). The normal feed (MF, oriental yeast) and water were ingested freely by 5 animals per × 140 mm).
(3) Coating method First, an additive for preventing rough skin shown in Tables 1 and 2 was applied to a cotton knitted fabric (weight per unit: 150 g / m ² , 6 mm ×) so that the respective fixed amounts were the amounts shown in Tables 1 and 2. 6 mm) to produce a fiber material for preventing rough skin. Then, 100 μL of 0.8 wt% benzalkonium chloride-containing ethanol solution is taken into a micropipette (200 μL) and applied uniformly to the back of the mouse once a day during the experiment using the tip of the tip, and then each skin roughening prevention The operation of applying the fiber material to the six backs of the mice using a bandage with good air permeability (Silkpore, manufactured by Alcare, 10 mm × 10 mm) was repeated for 7 days.
[0034]
As the standard group (Normal), only the same volume of 100% ethanol was applied, and as the control group (Control), only the same volume of 0.8 wt% benzalkonium chloride-containing ethanol solution was applied.
(4) Measurement of TEWL value After fixing the mouse, the TEWL value was measured for 1 minute and 30 seconds using a Temeter. The obtained values were statistically processed by Student's t-test with a significant difference test.
(5) Inhibitory effect The inhibitory effect of each sample (each group) on skin damage caused by benzalkonium chloride is expressed by the following formula:
Skin disorder rate (SD) (%)
= [(TEWL value after N days / initial TEWL value) -1] × 100
(Where N is 1 or 7)
Skin disorder inhibition rate (P) (%)
= [1- {Skin disorder rate in the patch group (%) − Skin disorder rate in the standard group (%)} / {Skin disorder rate in the control group (%) − Skin disorder rate in the standard group (%)}] × 100
Determined by
[0035]
In this evaluation method, the average value of the specimens in each group has a certain effect when the skin disorder inhibition rate is 50% or more or the skin disorder rate is significantly lower than that of the control group. When the failure suppression rate was 100% or more, it was determined that there was a remarkable effect.
[ Evaluation as a fiber material for preventing rough skin ]
For the fiber material to which the compounds (additives) shown in Table 1 and Table 2 are fixed, the effectiveness as a fiber material for preventing rough skin according to the above evaluation method, that is, the protective effect against skin damage, is evaluated, and the obtained results are shown. The results are shown in Tables 1 and 2. In Tables 1 and 2, SD represents the skin disorder rate (%), and P represents the skin disorder suppression rate (%).
[0036]
[Table 1]

[0037]
[Table 2]

[0038]
From the results shown in Tables 1 and 2, the following findings were confirmed.
(1) The TEWL value of the standard group (Normal) coated with ethanol was almost constant during the experiment. On the other hand, the TEWL value of the control group (Control) to which the ethanol solution containing 0.8% benzalkonium chloride was applied was significantly increased, and skin damage was significantly recognized.
(2) When a fiber material to which gallic acid or its derivative galloyl gallic acid is fixed is used, the skin damage suppression rate on the first day is negative for all the fixed amounts, and the suppressing effect However, on the 7th day, the skin disorder rate was smaller than that of the control group, and an inhibitory effect was observed.
(3) When using a fiber material to which methyl gallate is fixed, the skin disorder suppression rate on the first day is confirmed to have a certain suppression effect except for one fixed amount, and on the seventh day, all fixed amounts are A certain inhibitory effect was observed.
(4) When the fiber material to which ethylene di (Ethylene digallate) was fixed was used, both the first day and the seventh day skin disorder inhibition rates were found to have a remarkable inhibitory effect.
(5) When using a fiber material to which methyl galloyl gallate has been fixed, the skin damage suppression rate on the first day shows a remarkable suppression effect on all the fixed amounts, and on the seventh day it is certain Suppressive effect was recognized.
(6) When using a fiber material to which lauryl galloyl gallate is fixed, the skin damage inhibition rate on the first day shows a remarkable inhibitory effect on all the fixed amounts, and it is certain on the seventh day. Suppressive effect was recognized.
(7) When a fiber material to which ellagic acid is fixed is used, the skin damage rate on the first day is smaller than that of the control group, and an inhibitory effect is observed. The skin damage suppression rate is 15 mg / m ² A definite inhibitory effect was observed in the amount. The skin damage inhibition rate on the 7th day was confirmed to have a certain inhibitory effect at the fixed amounts of 15 mg / m ² and 30 mg / m ² , but the inhibitory effect at a higher fixed amount was inferior to the low fixed amount. It was. For this compound, the lower the amount of fixation, the more remarkable the effect.
(8) When the fiber material to which ellagic acid monomethyl ether was fixed was used, the skin damage rate on the first day and the seventh day were both smaller than those in the control group, and an inhibitory effect was observed. In addition, the suppression rate of skin damage on the first day and the seventh day was confirmed to have a certain inhibitory effect at the fixed amounts of 15 mg / m ² and 30 mg / m ² .
(9) When the fiber material to which ellagic acid dimethyl ether was fixed was used, the skin disorder suppression rate on the first day and the seventh day was confirmed to have a certain suppression effect for all the fixed amounts.
(10) When a fiber material to which ellagic acid monolauryl ether was fixed was used, the skin disorder suppression rate on the first day and the seventh day was confirmed to have a certain suppression effect for all the fixed amounts.
(11) When the fiber material to which tannic acid is fixed is used, the skin damage inhibition rate on the first day and the seventh day is confirmed to have a certain inhibitory effect at the fixed amount of 30 mg / m ² and 150 mg / m ² , A remarkable inhibitory effect was observed at a fixed amount of 300 mg / m ² .
[0039]
【The invention's effect】
According to the present invention, it contains an additive for preventing rough skin, which exhibits an effective protective action against skin disorders such as rough skin caused by a surfactant, and suppresses transepidermal water loss that contributes to rough skin. It is possible to obtain a fiber material for preventing rough skin that is effective in maintaining the moisture content of the skin and moisturizes the skin to prevent rough skin. And according to the fiber material for preventing rough skin of the present invention, the additive for preventing rough skin adhering to the fiber material can be percutaneously absorbed for a long time by a small amount, thereby being used daily. It is possible to prevent rough skin caused by a surfactant contained in cosmetics, hair cleaners, tableware cleaners, and the like. Therefore, the rough skin preventing fiber material of the present invention is very useful as a fiber material constituting clothing such as underwear, foundations, stockings, socks, gloves and the like that directly touches the skin.

Claims (2)

Following general formula (I), (II), selected from the group consisting of death Shokuko acid derivative you express by (III), transepidermal water loss (TEWL) at least one skin roughening prevention additives inhibit A fiber material for preventing rough skin, characterized by adhering to a fiber material.

(In the formulas (I), (II) and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 sugar residue, and a polyhydric alcohol residue. the stands, ^{R 2} and ^{R 3} are each a saturated hydrocarbon group having a carbon number of 1 to 22, unsaturated hydrocarbon group having 2 to 22 carbon atoms, residues of monosaccharide, oligosaccharide residue of 2 to 7 sugar , And any one selected from the group consisting of polyhydric alcohol residues, G represents a galloyl group, and p, q, and r each represents an integer of 1 to 4.) Following general formula selected from the group consisting represented Rue lugs acid derivative (IV), transepidermal water loss of at least one skin roughening prevention additives inhibit (TEWL) by comprising brought fixed on the fiber material A fiber material for preventing rough skin.

(In the formula (IV), three of R ⁴ , R ⁵ , R ⁶ , and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, and an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H Represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20] .