JP2016037455A - Stain adhesion inhibitor and oral composition - Google Patents
Stain adhesion inhibitor and oral composition Download PDFInfo
- Publication number
- JP2016037455A JP2016037455A JP2014160504A JP2014160504A JP2016037455A JP 2016037455 A JP2016037455 A JP 2016037455A JP 2014160504 A JP2014160504 A JP 2014160504A JP 2014160504 A JP2014160504 A JP 2014160504A JP 2016037455 A JP2016037455 A JP 2016037455A
- Authority
- JP
- Japan
- Prior art keywords
- stain adhesion
- oral composition
- stain
- adhesion inhibitor
- cationic
- 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
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- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940085605 saccharin sodium Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- 229950002760 sodium gualenate Drugs 0.000 description 1
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 1
- 229950005425 sodium myristyl sulfate Drugs 0.000 description 1
- GEYJUFBPCGDENK-UHFFFAOYSA-M sodium;3,8-dimethyl-5-propan-2-ylazulene-1-sulfonate Chemical compound [Na+].CC(C)C1=CC=C(C)C2=C(S([O-])(=O)=O)C=C(C)C2=C1 GEYJUFBPCGDENK-UHFFFAOYSA-M 0.000 description 1
- UPUIQOIQVMNQAP-UHFFFAOYSA-M sodium;tetradecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCOS([O-])(=O)=O UPUIQOIQVMNQAP-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- GYDJEQRTZSCIOI-LJGSYFOKSA-N tranexamic acid Chemical compound NC[C@H]1CC[C@H](C(O)=O)CC1 GYDJEQRTZSCIOI-LJGSYFOKSA-N 0.000 description 1
- 229960000401 tranexamic acid Drugs 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- 229930007845 β-thujaplicin Natural products 0.000 description 1
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Abstract
Description
本発明は、ステイン付着抑制剤および口腔用組成物に関し、さらに詳しくは、カチオン性殺菌剤を含有する口腔用組成物に用いるためのステイン付着抑制剤および口腔用組成物に関する。 The present invention relates to a stain adhesion inhibitor and an oral composition, and more particularly to a stain adhesion inhibitor and an oral composition for use in an oral composition containing a cationic bactericidal agent.
カチオン性殺菌剤は、口腔内細菌に対して殺菌活性が高いため、歯周病やう蝕の原因であるプラークの抑制等を目的として、当該殺菌剤を配合した口腔用組成物が広く用いられている。例えば、特許文献１に、カチオン性殺菌剤、カチオン性高分子、及びラウロイルグルタミン酸塩及び／又はミリストイルグルタミン酸塩を含有してなる口腔用組成物が提案されている。
また、従来、特許文献２に記載されたような、ステインを除去することを目的として、ステインの溶解作用を有するポリエチレングリコールやポリビニルピロリドン等を配合した口腔用組成物や、当該成分にさらに別の成分を組み合わせた口腔用組成物が知られている。
Since cationic bactericides have high bactericidal activity against bacteria in the oral cavity, oral compositions containing such bactericides are widely used for the purpose of suppressing plaque that is a cause of periodontal disease and caries. Yes. For example, Patent Document 1 proposes an oral composition containing a cationic fungicide, a cationic polymer, and lauroyl glutamate and / or myristoyl glutamate.
Conventionally, as described in Patent Document 2, for the purpose of removing stains, an oral composition containing polyethylene glycol or polyvinylpyrrolidone having a stain-dissolving action, or another component in addition to the composition. Oral compositions that combine components are known.
しかしながら、上記カチオン性殺菌剤は、コーヒー、紅茶、日本茶等に含まれるタンニン色素等と馴染みやすく、歯表面の着色を引き起こす傾向がある。したがって、カチオン性殺菌剤を配合した口腔用組成物では、殺菌効果がより長く持続するという利点を有する一方で、上記のようなカチオン性殺菌剤によるステイン付着も起こりやすく、歯牙の外観が悪くなるという欠点を有している。
また、特許文献２に記載されたような口腔用組成物は十分なステイン除去効果が得られないという問題点があり、さらにカチオン性殺菌剤等によるステイン付着の防止については着目されていない。
However, the cationic disinfectant is easily compatible with tannin pigments and the like contained in coffee, black tea, Japanese tea, etc., and tends to cause coloring of the tooth surface. Therefore, an oral composition containing a cationic bactericidal agent has the advantage that the bactericidal effect lasts longer, while stain adhesion due to the cationic bactericidal agent as described above is likely to occur, and the appearance of the teeth is deteriorated. Has the disadvantages.
Moreover, the composition for oral cavity as described in Patent Document 2 has a problem that a sufficient stain removal effect cannot be obtained, and further, attention is not paid to prevention of stain adhesion by a cationic disinfectant or the like.
そこで、本発明の課題は、カチオン性殺菌剤により引き起こされるステイン付着を、十分に抑制することができるステイン付着抑制剤および該ステイン付着抑制剤を配合した口腔用組成物を提供することにある。 Then, the subject of this invention is providing the composition for oral cavity which mix | blended the stain adhesion inhibitor and this stain adhesion inhibitor which can fully suppress the stain adhesion caused by a cationic disinfectant.
本発明者らは鋭意研究を重ねた結果、特定の成分によってカチオン性殺菌剤によるステイン付着を十分に抑制することができることを見出し、本発明を完成するに至った。
すなわち本発明は以下の通りである。
（１）カチオン性殺菌剤を含有する口腔用組成物に用いるためのステイン付着抑制剤であって、
２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体からなるステイン付着抑制剤。
（２）カチオン性殺菌剤及び前記（１）に記載のステイン付着抑制剤を配合したことを特徴とする口腔用組成物。
As a result of intensive studies, the present inventors have found that a specific component can sufficiently suppress the adhesion of stains due to a cationic fungicide, and have completed the present invention.
That is, the present invention is as follows.
(1) A stain adhesion inhibitor for use in an oral composition containing a cationic fungicide,
A stain adhesion inhibitor comprising 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.
(2) A composition for oral cavity comprising a cationic disinfectant and the stain adhesion inhibitor described in (1) above.
本発明のステイン付着抑制剤は、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体からなり、該ステイン付着抑制剤を、カチオン性殺菌剤を含有する口腔用組成物に用いることによって、該カチオン性殺菌剤によるステインの付着を抑制するという効果を有する。 The stain adhesion inhibitor of the present invention comprises a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer. By using the stain adhesion inhibitor in an oral composition containing a cationic fungicide, the cation It has the effect of suppressing the adhesion of stains due to the fungicide.
以下、本発明をさらに詳細に説明する。
本発明のステイン付着抑制剤は、カチオン性殺菌剤を含有する口腔用組成物に用いるためのステイン付着抑制剤であって、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体からなるものである。そして本発明は、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体が、カチオン性殺菌剤により引き起こされるステイン付着を抑制することができるとの新たな知見にもとづいてなされたものである。
Hereinafter, the present invention will be described in more detail.
The stain adhesion inhibitor of the present invention is a stain adhesion inhibitor for use in an oral composition containing a cationic bactericidal agent, and comprises a 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer. . And this invention is made | formed based on the new knowledge that the 2-methacryloyloxy ethyl phosphoryl choline butyl methacrylate copolymer can suppress the stain adhesion caused by the cationic fungicide.
２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体は、２−メタクリロイルオキシエチルホスホリルコリンと、疎水性モノマーであるメタクリル酸ブチルを共重合させたリン脂質ポリマーであり、商業的に入手することが可能である。例えば日油株式会社から販売されているＬＩＰＩＤＵＲＥ‐ＰＭＢなどが挙げられる。 2-Methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer is a phospholipid polymer obtained by copolymerizing 2-methacryloyloxyethyl phosphorylcholine and butyl methacrylate, a hydrophobic monomer, and is commercially available. It is. An example is LIPIDURE-PMB sold by NOF Corporation.
本発明に用いられる２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体について、２−メタクリロイルオキシエチルホスホリルコリンとメタクリル酸ブチルとのモル比は、１：９〜３：７であることが好ましい。また、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体の平均分子量は、５００００〜３００００００であることが好ましい。 Regarding the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer used in the present invention, the molar ratio of 2-methacryloyloxyethyl phosphorylcholine to butyl methacrylate is preferably 1: 9 to 3: 7. The average molecular weight of the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer is preferably 50,000 to 3000000.
本発明の口腔用組成物は、少なくともカチオン性殺菌剤および前記２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体からなるステイン付着抑制剤を含有する。 The composition for oral cavity of the present invention contains at least a cationic bactericidal agent and a stain adhesion inhibitor composed of the 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.
前記口腔用組成物に本発明のステイン付着抑制剤を用いる際には、該口腔用組成物の形態にあわせて配合量を適宜調整すればよく、例えば、口腔用組成物中、０．００５質量％以上、好ましくは０．０１質量％以上とすることで、十分なステイン付着抑制効果を得ることができる。また使用時の泡立ちを抑えて使用感をよくするため口腔用組成物中、１質量％以下、好ましくは０．５質量％以下とするのがよい。さらに好適には０．０２〜０．１質量％とするのがよい。 When the stain adhesion inhibitor of the present invention is used for the oral composition, the blending amount may be appropriately adjusted according to the form of the oral composition. For example, 0.005 mass in the oral composition % Or more, preferably 0.01% by mass or more, a sufficient stain adhesion suppressing effect can be obtained. Moreover, in order to suppress foaming at the time of use and to improve a feeling of use, it is 1 mass% or less in an oral composition, Preferably it is 0.5 mass% or less. More preferably, it is 0.02 to 0.1% by mass.
カチオン性殺菌剤としては、例えば、塩化セチルピリジニウム、塩化ベンゼトニウム、塩化ベンザルコニム、塩化デカリニウム、塩酸クロルヘキシジン、グルコン酸クロルヘキシジン等が挙げられ、これらの１種又は２種以上が使用できる。 Examples of the cationic bactericidal agent include cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, decalinium chloride, chlorhexidine hydrochloride, chlorhexidine gluconate, and one or more of these can be used.
カチオン性殺菌剤の含有量は、口腔用組成物中、０．００５質量％以上であることが好ましく、０．０１質量％以上がより好ましい。カチオン性殺菌剤の含有量が０．００５質量％以上であると、口腔細菌の殺菌効果、プラークの抑制効果等を得ることができる。カチオン性殺菌剤の含有量の上限は、苦味等の観点から、１質量％以下であるのが好ましく、０．０５質量％以下であるのがより好ましい。 The content of the cationic bactericide is preferably 0.005% by mass or more, and more preferably 0.01% by mass or more in the oral composition. When the content of the cationic bactericidal agent is 0.005% by mass or more, a bactericidal effect on oral bacteria, a suppressive effect on plaque, and the like can be obtained. The upper limit of the content of the cationic fungicide is preferably 1% by mass or less, and more preferably 0.05% by mass or less from the viewpoint of bitterness and the like.
なお、本発明において、本発明のステイン付着抑制剤とカチオン性殺菌剤の配合比率が、０．０１：１〜１００：１、より好ましくは０．１：１〜１０：１となるように両者を配合することが好ましい。カチオン性殺菌剤１に対して本発明のステイン付着抑制剤を０．０１以上となるように含有させることにより、十分なステイン付着抑制効果を得ることができる。 In the present invention, the ratio of the stain adhesion inhibitor and the cationic bactericide of the present invention is 0.01: 1 to 100: 1, more preferably 0.1: 1 to 10: 1. Is preferably blended. By containing the stain adhesion inhibitor of the present invention so as to be 0.01 or more with respect to the cationic bactericidal agent 1, a sufficient stain adhesion suppression effect can be obtained.
本発明の口腔用組成物は、洗口液、液体歯磨き、口中清涼剤、うがい薬（含嗽剤）、液状歯磨きおよび練り歯磨きなどの歯磨き類、トローチ、チューインガム等の形態とすることができる。
これらの中でも、本発明の効果が口腔内全体にいきわたり良好に奏されるという観点から、洗口液、液状歯磨き、口中清涼剤などの液体製剤の形態として用いることが好ましい。これらは公知の手段により製剤とすることができる。
The oral composition of the present invention can be in the form of mouthwashes such as mouthwash, liquid toothpaste, mouth freshener, mouthwash (gargle), liquid toothpaste and toothpaste, troches, chewing gum and the like.
Among these, from the viewpoint that the effect of the present invention can be achieved well throughout the oral cavity, it is preferably used as a form of a liquid preparation such as a mouthwash, a liquid toothpaste, and a mouth freshener. These can be made into preparations by known means.
また、前記口腔用組成物とするに際しては、必要に応じて公知の各種添加剤を配合することができる。
例えば、フッ化ナトリウム、モノフルオロリン酸ナトリウム等のフッ化物；アズレン、アズレンスルホン酸塩、β−グリチルレチン酸、グリチルリチン酸及び塩類、ジヒドロコレステロール、エピジヒドロコレステリン、オウバクエキス、トウキエキス、酢酸ｄｌα−トコフェロール、ε−アミノカプロン酸、トラネキサム酸等の抗炎症剤；ガントレッツ酸、塩化亜鉛、有機酸亜鉛等の歯石予防剤；ヒノキチオール、アラントイン、アラントインクロルヒドロキシアルミニウム、アラントインジヒドロキシアルミニウム、塩化ナトリウム等の収斂剤；グリセリン、ソルビトール、ポリエチレングリコール等の湿潤剤；ラウリル硫酸ナトリウム等の発泡剤；ピネン、ペパーミント油、シナモンオイル、グローブオイル、オイゲノール、レモンオイル、バニリン、シネオール、ユーカリオイル等の香料；サッカリン、サッカリンナトリウム、キシリトール、エリストール、ソルビトール、ステビア、グリチルリチン酸ジカリウム等の甘味料；青色１号、黄色5号、黄色４号、黄色２０２（１）号、緑色３号、緑色２０１号、赤色１０２号等の着色剤；パラベン類、安息香酸ナトリウム、パラオキシ安息香酸ブチル等の保存剤；リン酸一ナトリウム、リン酸二ナトリウム等のｐＨ調整剤；ＰＯＥ硬化ヒマシ油、ＰＯＥ・ＰＯＰブロックポリマー、ＰＯＥ・ＰＯＰアルキルエーテル、ＰＯＥアルキルエーテル、ＰＯＥアルキルフェニルエーテル、ＰＯＥ脂肪酸エステル、ＰＯＥ高級アルコールエーテル、ＰＯＥ・ＰＯＰ脂肪酸エステル、ＰＯＥソルビタン脂肪酸エステル、ソルビタン脂肪酸エステル、グリセリン脂肪酸エステル、ポリグリセリン脂肪酸エステル、プロピレングリコール脂肪酸エステル等の非イオン性界面活性剤；ラウリル硫酸ナトリウム、ミリスチル硫酸ナトリウム、ＰＯＥアルキルエーテル硫酸塩、ラウロイルサルコシナトリウム、ミリストイルサルコシンナトリウム、アルキルエーテルカルボン酸塩、アルキルリン酸塩、ＰＯＥアルキルエーテルリン酸塩、Ｎ−アシルタウリン塩、ＰＯＥアルキルエーテルリン酸・リン酸塩、スルホン酸塩等のアニオン性界面活性剤；塩化アルキルトリメチルアンモニウム、塩化ジアルキルジメチルアンモニウム、ＰＯＥアルキルアミン・脂肪酸アミド等のカチオン性界面活性剤、２−アルキル−Ｎ−カルボキシメチル−Ｎ−ヒドロキシエチルイミダゾリニウムベタイン、ヤシ油脂肪酸アミドプロピルベタイン、ラウリルジアミノエチルグリシンナトリウム等の両性界面活性剤等が挙げられる。
Moreover, when setting it as the said composition for oral cavity, various well-known additives can be mix | blended as needed.
For example, fluorides such as sodium fluoride and sodium monofluorophosphate; azulene, azulene sulfonate, β-glycyrrhetinic acid, glycyrrhizic acid and salts, dihydrocholesterol, epidihydrocholesterin, buckwheat extract, sugar beet extract, dlα-acetate Anti-inflammatory agents such as tocopherol, ε-aminocaproic acid, tranexamic acid; anticalculus agents such as gantrezic acid, zinc chloride, and organic acid zinc; astringents such as hinokitiol, allantoin, allantochlorohydroxyaluminum, allantoindihydroxyaluminum, sodium chloride; Wetting agents such as glycerin, sorbitol, polyethylene glycol; foaming agents such as sodium lauryl sulfate; pinene, peppermint oil, cinnamon oil, glove oil, eugenol, lemon oy Flavors such as saccharin, sodium saccharin, xylitol, sweeteners such as saccharin, saccharin sodium, xylitol, erystol, sorbitol, stevia, dipotassium glycyrrhizinate; blue 1, yellow 5, yellow 4, yellow 202 (1) Coloring agents such as Green No. 3, Green No. 201 and Red No. 102; Preservatives such as parabens, sodium benzoate and butyl paraoxybenzoate; pH adjusting agents such as monosodium phosphate and disodium phosphate; POE curing Castor oil, POE / POP block polymer, POE / POP alkyl ether, POE alkyl ether, POE alkyl phenyl ether, POE fatty acid ester, POE higher alcohol ether, POE / POP fatty acid ester, POE sorbitan fatty acid ester, sorbitan fatty acid ester Non-ionic surfactants such as glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester; sodium lauryl sulfate, sodium myristyl sulfate, POE alkyl ether sulfate, lauroyl sarcosine sodium, myristoyl sarcosine sodium, alkyl ether carvone Acid surfactants, alkyl phosphates, POE alkyl ether phosphates, N-acyl taurate salts, POE alkyl ether phosphates / phosphates, sulfonates, etc .; alkyltrimethylammonium chloride, dialkyldimethylchloride Cationic surfactants such as ammonium, POE alkylamine and fatty acid amide, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil Fatty acid amidopropyl betaine, amphoteric surfactants such as lauryl di aminoethyl sodium glycine and the like.
例えば、洗口液とするには、水やエタノール等を溶剤とし、前記のような所期の添加剤を用いて常法によって調製すればよい。
またｐＨ調整剤を用いてｐＨを５〜１０とすると口腔内での使用感がさらに良好となる。さらにエタノールの使用量を洗口液全量に対して２５質量％以下、好ましくは１０質量％以下の範囲とすると口腔内での刺激を抑え、適度な清涼感を得ることができるので好ましい。
For example, in order to obtain a mouthwash, it may be prepared by a conventional method using water, ethanol, or the like as a solvent and the desired additives as described above.
Moreover, when the pH is adjusted to 5 to 10 using a pH adjuster, the usability in the oral cavity is further improved. Furthermore, it is preferable that the amount of ethanol used is in the range of 25% by mass or less, preferably 10% by mass or less, based on the total amount of the mouthwash, because irritation in the oral cavity can be suppressed and an appropriate refreshing feeling can be obtained.
以下、実施例および比較例により本発明をさらに説明するが、本発明は下記例に何ら制限されるものではない。 EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further, this invention is not restrict | limited to the following example at all.
以下の試験例で採用した試験方法は次のとおりである。
（テストプレートの作成）
ハイドロキシアパタイトプレート（ＨＡＰ；φ＝１３×２ｍｍ、ＰＥＮＴＡＸ製）の片面を耐水性研磨紙（４０００番）で研磨した後、イオン交換水で洗浄したものをテストプレートとした。
The test methods employed in the following test examples are as follows.
(Create test plate)
One surface of a hydroxyapatite plate (HAP; φ = 13 × 2 mm, manufactured by PENTAX) was polished with water-resistant abrasive paper (No. 4000), and then washed with ion-exchanged water as a test plate.
（タンニン抽出液の作成）
沸騰させたイオン交換水１０００ｍｌ中に緑茶（株式会社伊藤園製）４０ｇ、紅茶（イオン株式会社）７．５ｇ、インスタントコーヒー（ネスレ日本株式会社製）１０ｇを入れ一晩放置し、ろ過したものをタンニン抽出液とした。
(Preparation of tannin extract)
Into 1000 ml of boiling ion-exchanged water, 40 g of green tea (Itoen Co., Ltd.), 7.5 g of black tea (Ion Co., Ltd.) and 10 g of instant coffee (Nestlé Japan Co., Ltd.) are allowed to stand overnight. An extract was obtained.
（ステイン付着試験の手順）
下記（１）〜（４）の工程を５０℃に加温した状態で順次行い、これを５回繰り返してステインを付着させた。
（１）０．５質量％アルブミン水溶液１ｍｌにテストプレートを２０分間浸漬する。
（２）検体１ｍｌにテストプレートを３０秒間浸漬する。
（３）イオン交換水１ｍｌにテストプレートを３０秒間浸漬する。
（４）タンニン抽出液：０．６質量％クエン酸鉄（III）アンモニウム水溶液＝１：１混合液１ｍｌにテストプレートを３０分間浸漬する。
最後にイオン交換水１ｍｌにテストプレートを３０秒間浸漬し、風乾した。
(Stain adhesion test procedure)
The following steps (1) to (4) were sequentially performed in a state heated to 50 ° C., and this was repeated 5 times to adhere the stain.
(1) Immerse the test plate in 1 ml of 0.5% by weight albumin aqueous solution for 20 minutes.
(2) Immerse the test plate in 1 ml of specimen for 30 seconds.
(3) Immerse the test plate in 1 ml of ion exchange water for 30 seconds.
(4) Tannin extract: 0.6% by mass Iron (III) ammonium citrate aqueous solution = 1: 1 The test plate is immersed in 1 ml of a mixed solution for 30 minutes.
Finally, the test plate was immersed in 1 ml of ion exchange water for 30 seconds and air-dried.
（ステイン付着率の算出）
試験前後のＨＡＰの研磨面をそれぞれ色差計（コニカミノルタ株式会社製「ＣＲ-３２１」）で測定し、Ｌ値（明度）を算出し、下記の計算式によってステイン付着率を算出した。なお、Ｌ値の算出は３回繰り返し、その平均を求めた。
ステイン付着率（％）＝（Ｌ１−Ｌ２）／Ｌ１ × １００
（式中、Ｌ１は試験前のＨＡＰの研磨面のＬ値であり、Ｌ２は試験後のＨＡＰの研磨面のＬ値である。）
(Calculation of stain adhesion rate)
The polished surface of the HAP before and after the test was measured with a color difference meter (“CR-321” manufactured by Konica Minolta Co., Ltd.), the L value (lightness) was calculated, and the stain adhesion rate was calculated by the following formula. In addition, calculation of L value was repeated 3 times and the average was calculated | required.
Stain adhesion rate (%) = (L1-L2) / L1 × 100
(In the formula, L1 is the L value of the polished surface of the HAP before the test, and L2 is the L value of the polished surface of the HAP after the test.)
試験例１（対照例、実施例１〜２および比較例１〜２）
下記表１に示す成分を混合し、各種検体を調製した。続いて、前記テストプレートの作成、タンニン抽出液の作成、ステイン付着試験、ステイン付着率の算出を順次実施した。
結果を、ステイン付着率比（対照例のステイン付着率を１とした場合の比較値）とともに下記表１および図１に示す。
Test Example 1 (Control Example, Examples 1-2 and Comparative Examples 1-2)
Components shown in Table 1 below were mixed to prepare various specimens. Subsequently, preparation of the test plate, preparation of a tannin extract, stain adhesion test, and calculation of the stain adhesion rate were sequentially performed.
The results are shown in the following Table 1 and FIG. 1 together with the stain adhesion ratio (comparative value when the stain adhesion ratio of the control example is 1).
図１は、対照例、実施例１〜２および比較例１〜２のステイン付着率の結果を示すグラフである。
表１および図１の結果から、塩化セチルピリジニウム（カチオン性殺菌剤）のみを配合した対照例と比較すると、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体を配合した実施例１は、ステインの付着を１８％も抑制していることが分かる。また、グリチルリチン酸ジカリウムを配合した実施例２は、ステイン付着抑制効果がさらに向上し、ステインの付着を２４％も抑制していることが分かる。なお、ステインの溶解作用を有するとされるポリエチレングリコールを配合した比較例１、グリチルリチン酸ジカリウムを配合した比較例２は２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体を配合していないので、対照例に対してほとんど差がなく、ステインの付着抑制効果が確認されなかった。
FIG. 1 is a graph showing the results of the stain adhesion rate of the control example, Examples 1-2 and Comparative Examples 1-2.
From the results shown in Table 1 and FIG. 1, when compared with a control example containing only cetylpyridinium chloride (cationic fungicide), Example 1 containing 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was stained. It can be seen that the adhesion of is suppressed by 18%. Moreover, it turns out that Example 2 which mix | blended dipotassium glycyrrhizinate further improved the stain adhesion inhibitory effect and has suppressed the adhesion of stain 24%. In addition, since Comparative Example 1 in which polyethylene glycol, which is said to have a dissolving action of stain, was compared with Comparative Example 2 in which dipotassium glycyrrhizinate was blended, 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was not blended, There was almost no difference with respect to the control example, and the adhesion inhibitory effect of stain was not confirmed.
試験例２（実施例３および比較例３〜４）
下記表２に示す成分を混合し、各種製剤を調製した。前記試験例１と同様に、テストプレートの作成、タンニン抽出液の作成、ステイン付着試験、ステイン付着率の算出を順次実施した。
結果を、ステイン付着率比（試験例１の対照例のステイン付着率を１とした場合の比較値）とともに下記表２に示す。
Test Example 2 (Example 3 and Comparative Examples 3 to 4)
The components shown in Table 2 below were mixed to prepare various preparations. In the same manner as in Test Example 1, preparation of a test plate, preparation of a tannin extract, stain adhesion test, and calculation of stain adhesion rate were sequentially performed.
The results are shown in Table 2 below together with the stain adhesion ratio (comparative value when the stain adhesion ratio of the control example of Test Example 1 is 1).
表２の結果から、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体を配合した実施例３は、２４％の優れたステイン付着抑制効果を確認することができた。これに対し、２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体を配合していない比較例３および４は、実施例３に比べ、ステイン付着抑制効果が大幅に劣る結果となった。 From the results of Table 2, Example 3 in which 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was blended could confirm an excellent stain adhesion inhibiting effect of 24%. On the other hand, Comparative Examples 3 and 4 in which 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer was not blended resulted in significantly inferior stain adhesion compared to Example 3.
Claims (2)
２−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体からなるステイン付着抑制剤。 A stain adhesion inhibitor for use in an oral composition containing a cationic fungicide,
A stain adhesion inhibitor comprising 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer.
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