JP4136863B2 - Oral composition - Google Patents

Description

  The present invention relates to oral compositions, in particular to their irritation and improved feeling after use.

In the composition for oral cavity, a surfactant is blended in order to enhance the cleaning power and give a good feeling of use by foaming. Conventionally, various anionic surfactants have been used as surfactants for oral compositions. Particularly, sodium lauryl sulfate is frequently used because of its good foaming and low cost (Japanese Patent Application Laid-Open (JP-A) No. 2003-81799 etc.).
JP 2003-81799 A

  However, the composition for oral cavity containing sodium lauryl sulfate has the disadvantage that it bitters in the oral cavity after use, astringency remains, and the taste of food changes. Moreover, when it mix | blends abundantly in order to improve a cleaning power and foaming, irritation | stimulation may be felt when a person with a disorder | damage | failure in oral mucosa and gums, such as a gingivitis and periodontitis patient, uses. Therefore, in order to eliminate the above-mentioned drawbacks, it has been generally performed to use sodium lauryl sulfate and an amphoteric surfactant in combination.

  However, nothing has yet been achieved that satisfies the taste and irritation improvements at the same time. In addition, when an amphoteric surfactant is blended, a new problem of creating a slimy sensation in the oral cavity occurs after use, and an improvement that satisfies all of these problems is desired.

  An object of the present invention is to provide a composition for oral cavity that has low irritation to the oral mucosa and gums and does not cause a slimy feeling or taste change in the oral cavity after use.

（式中、ＡＯは炭素数３〜４のオキシアルキレン基、ＥＯはオキシエチレン基、ｍ及びｎはそれぞれ前記オキシアルキレン基、オキシエチレン基の平均付加モル数で、１≦ｍ≦７０、１≦ｎ≦７０である。炭素数３〜４のオキシアルキレン基とオキシエチレン基の合計に対するオキシエチレン基の割合は、２０〜８０質量％である。炭素数３〜４のオキシアルキレン基とオキシエチレン基はブロック状に付加していてもランダム状に付加していてもよい。Ｒ^１，Ｒ^２は、同一もしくは異なってもよく、炭素数１〜４の炭化水素基又は水素原子であり、Ｒ^１及びＲ^２の炭化水素基数に対する水素原子数の割合は０．１５以下である。） As a result of diligent research in view of the above-mentioned problems, the present inventors have found that an oral composition with low irritation and good feeling after use can be obtained by blending an alkylene oxide derivative having a specific structure. The invention has been completed.
The subject of the present invention is an oral cavity characterized in that it contains 0.01 to 10% by mass of an alkylene oxide derivative represented by the following general formula (I) and 0.1 to 20% by mass of an anionic surfactant. Composition.

(In the formula, AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, m and n are average addition moles of the oxyalkylene group and oxyethylene group, respectively, 1 ≦ m ≦ 70, 1 ≦ n ≦ 70 The ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is 20 to 80 mass% The oxyalkylene group and oxyethylene group having 3 to 4 carbon atoms is also be added in a block form may also be added to the random form .R ^1, R ² may be the same or different, is a hydrocarbon group or a hydrogen atom having 1 to 4 carbon atoms, R ¹ And the ratio of the number of hydrogen atoms to the number of hydrocarbon groups of R ² is 0.15 or less.)

（式中、Ｒ^３は平均炭素原子数８〜２２の飽和又は不飽和の炭化水素基であり、Ｍ^１はアルカリ金属類、アルカリ土類金属類、アンモニウム又は有機アミン類である。）
前記組成物において、さらに両性界面活性剤０．１〜１０質量％を含むことが好適である。 In the composition, it is preferable that the blending amount of the alkylene oxide derivative represented by the general formula (I) with respect to the anionic surfactant is 0.005 to 1% by mass.
The composition preferably contains a hydroxy ether carboxylic acid type anionic surfactant represented by the following general formula (II) and / or a sulfuric acid anionic surfactant as the anionic surfactant. It is.

(In the formula, R ³ is a saturated or unsaturated hydrocarbon group having an average carbon number of 8 to 22, and M ¹ is an alkali metal, an alkaline earth metal, ammonium or an organic amine.)
It is preferable that the composition further contains 0.1 to 10% by mass of an amphoteric surfactant.

〔式中、Ｒ^４は平均炭素原子数７〜１９の飽和又は不飽和の炭化水素基であり、Ｍ^２はアルカリ金属類、アルカリ土類金属類、アンモニウム又は有機アミン類であり、Ｚ^１は水素原子又は（ＣＨ_２）_ｋＣＯＯＹ_１である（ここで、Ｙ_１はアルカリ金属類、アルカリ土類金属類又は有機アミン類であり、ｋは１〜３の整数である）〕

〔式中、Ｒ^５は平均炭素原子数７〜１９の飽和又は不飽和の炭化水素基であり、Ｚ^２、Ｚ^３は同一もしくは異なってもよく、水素原子又は（ＣＨ_２）_ｒＣＯＯＹ_２である（ここで、Ｙ_２はアルカリ金属類、アルカリ土類金属類又は有機アミン類であり、ｒは１〜３の整数である）。Ｍ^３はアルカリ金属類、アルカリ土類金属類、アンモニウム又は有機アミン類であり、ｔ、ｕは１〜３の整数である。〕 In the composition, the amphoteric surfactant preferably includes an amidoamine type amphoteric surfactant represented by the following general formula (III) and / or an amidoamine type amphoteric surfactant represented by the following general formula (IV). It is.

[Wherein R ⁴ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, M ² is an alkali metal, an alkaline earth metal, ammonium or an organic amine, and Z ¹ is A hydrogen atom or (CH ₂ ) _k COOY ₁ (where Y ₁ is an alkali metal, an alkaline earth metal or an organic amine, and k is an integer of 1 to 3)]

[In the formula, R ⁵ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, Z ² and Z ³ may be the same or different, and are a hydrogen atom or (CH ₂ ) _r COOY ₂ (Where Y ₂ is an alkali metal, alkaline earth metal or organic amine, and r is an integer of 1 to 3). M ³ is an alkali metal, an alkaline earth metal, ammonium or an organic amine, and t and u are integers of 1 to 3. ]

  According to the present invention, there is provided an oral composition that is less irritating to the oral mucosa and gums by blending with an alkylene oxide derivative having a specific structure and does not cause a slimy feeling or a taste change in the oral cavity after use. can do.

Hereinafter, preferred embodiments of the present invention will be described.
<Alkylene oxide derivatives>
In the alkylene oxide derivative represented by the general formula (I), AO is an oxyalkylene group having 3 to 4 carbon atoms. Specifically, oxypropylene group, oxybutylene group, oxyisobutylene group, oxytrimethylene group, oxy Examples include a tetramethylene group. Preferably, an oxypropylene group and an oxybutylene group are mentioned.

  m is the average number of added moles of the oxyalkylene group having 3 to 4 carbon atoms, and 1 ≦ m ≦ 70, preferably 10 ≦ m ≦ 70. When m is 0, taste changes occur, and when it exceeds 70, a slimy sensation tends to occur in the oral cavity after use. n is the average number of added moles of oxyethylene groups, and 1 ≦ n ≦ 70, preferably 10 ≦ n ≦ 70.

Moreover, it is preferable that the ratio of the oxyethylene group with respect to the sum total of a C3-C4 oxyalkylene group and an oxyethylene group is 20-80 mass%. If it is less than 20% by mass, taste changes occur, and if it exceeds 80% by mass, a slimy sensation tends to occur in the oral cavity after use.
The average molecular weight of the alkylene oxide derivative is particularly preferably 2000 to 6000. If it is less than 2000, taste changes occur, and if it exceeds 6000, a slimy sensation tends to occur in the oral cavity after use.

  In the alkylene oxide derivative represented by the general formula (I), the order of addition of ethylene oxide and alkylene oxide having 3 to 4 carbon atoms is not particularly limited. Moreover, the oxyethylene group and the oxyalkylene group having 3 to 4 carbon atoms may be added in a block shape or in a random shape. The block shape includes not only two-stage blocks but also three or more stages. In terms of foaming properties, those added in the form of blocks are particularly preferred, and in terms of usability, those added in a random manner are particularly preferred.

R ¹ and R ² are each a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom, and examples of the hydrocarbon group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, Examples thereof include a tert-butyl group. A methyl group and an ethyl group are preferred. When it is a hydrocarbon group having 5 or more carbon atoms, a taste change or a slimy feeling may occur after use.

R ¹ and R ² may be the same type, or a mixture of a hydrocarbon group having 1 to 4 carbon atoms and a hydrogen atom, or a mixture of different hydrocarbon groups having 1 to 4 carbon atoms. Good. However, among the hydrocarbon groups of R ¹ and R ^2, the proportion of hydrocarbon groups and hydrogen atoms is such that the ratio Y / X of the number of hydrogen atoms (Y) to the number of hydrocarbon groups (X) is 0.15. Hereinafter, it is preferably 0.06 or less. When the ratio of Y / X exceeds 0.15, a taste change or a slimy feeling may occur after use.

  Specific examples of the alkylene oxide derivatives include, but are not limited to, POE (25) POP (25) dimethyl ether, POE (55) POP (28) dimethyl ether, POE (36) POP (41) dimethyl ether, and the like. In the present invention, one or more alkylene oxide derivatives can be used.

The alkylene oxide derivative of the present invention can be produced by a known method. For example, it can be obtained by subjecting a compound having a hydroxyl group to addition polymerization of ethylene oxide and an alkylene oxide having 3 to 4 carbon atoms, and then subjecting an alkyl halide to an ether reaction in the presence of an alkali catalyst.
The compounding quantity of the alkylene oxide derivative to the composition for oral cavity of this invention is 0.01-10 mass% normally, Preferably it is 0.5-5 mass%. If the amount is less than 0.01% by mass, a taste change may occur or irritation may be felt. If the amount exceeds 10% by mass, a residual feeling may occur in the oral cavity after use. There is no further improvement in sex.

<Anionic surfactant>
As the anionic surfactant used in the present invention, the hydroxy ether carboxylic acid type anionic surfactant represented by the above general formula (II) or the sulfuric acid type anionic surfactant is a detergency, foaming agent. It is particularly preferable in terms of sex.

In the hydroxy ether carboxylic acid type anionic surfactant of the above general formula (II), R ³ is a saturated or unsaturated hydrocarbon group having an average carbon number of 8 to 22, for example, C ₉ H ₁₉ , C Examples thereof include ₁₀ H ₂₁ , C ₁₁ H ₂₃ , C ₁₂ H ₂₅ , C ₁₃ H ₂₆ , C ₁₅ H ₃₁ , C ₁₇ H ₃₅ , C ₁₃ H ₂₅ , C ₁₅ H _{29 and the} like. M ¹ is an alkali metal, alkaline earth metal, ammonium or organic amine, for example, lithium, potassium, sodium, 1/2 calcium, 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH ), ⁺ NH (CH ₂ CH ₂ OH) _{3 and the} like. Specific examples of the hydroxy ether carboxylic acid type anionic surfactant of the general formula (II) include dodecane-1,2-diol sodium ether acetate and the like, but are not limited thereto.

  Specific examples of the sulfate-based anionic surfactant include higher alkyl sulfates (for example, sodium lauryl sulfate, potassium lauryl sulfate); alkyl ether sulfates (for example, POE-lauryl sulfate triethanolamine, POE- Higher fatty acid amide sulfonates (eg, N-myristoyl-N-methyl taurine sodium, cocoyl methyl taurine sodium, lauryl methyl taurine sodium, etc.); higher fatty acid ester sulfate salts (eg, hardened coconut oil fatty acid) Secondary alcohol sulfate, higher fatty acid alkylolamide sulfate, sodium polyoxyethylene alkyl ether sulfate, and the like, but are not limited thereto.

  Other anionic surfactants include, for example, fatty acid soap (for example, sodium laurate, sodium palmitate, etc.); N-acyl sarcosine acid (for example, sodium lauroyl sarcosine, etc.); phosphate ester salt (POE-oleyl) Sodium ether phosphate, POE-stearyl ether phosphoric acid, etc.); sulfosuccinates (for example, sodium di-2-ethylhexyl sulfosuccinate, monolauroyl monoethanolamide sodium polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc.); Alkylbenzene sulfonate (eg, sodium linear dodecyl benzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, linear dodecyl benzene sulfonic acid, etc.); N-acyl group Tamates (eg monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, monosodium N-myristoyl-L-glutamate, etc.); sulfated oils (eg funnel oil etc.); POE-alkyl ether carboxylic acids; POE-alkyl allyl ether carboxylates; α-olefin sulfonates; higher fatty acid ester sulfonates; sodium lauroyl monoethanolamide succinate; N-palmitoyl aspartate ditriethanolamine; sodium caseinate and the like.

In the present invention, one or more anionic surfactants can be used, and hydroxy ether carboxylic acid type anionic surfactants, sulfuric acid type anionic surfactants, and other anionic interfaces. Any of the active agents may be used in combination.
In this invention, the compounding quantity of an anionic surfactant is 0.1-20 mass% in the whole amount of compositions for oral cavity, Preferably it is preferable that it is 1.0-10 mass%. If the amount is less than 0.1% by mass, the detergency and foaming power may be inferior. If the amount exceeds 20% by mass, the effect of improving the taste change and irritation by the alkylene oxide derivative may not be sufficiently exhibited. Further improvement in detergency and foaming power is not observed.
The present invention is particularly effective when a relatively large amount of an anionic surfactant is blended.

The blending ratio of the alkylene oxide derivative represented by the general formula (I) to the anionic surfactant is preferably 0.005 to 1. If it is less than 0.005, the effect of improving the taste change and the irritancy may not be sufficiently exhibited, and even if it exceeds 1, the taste change and the further improvement of the irritancy are not recognized.

<Amphoteric surfactant>
In the present invention, when an amphoteric surfactant is further blended, the foaming power becomes particularly good and the blending amount of the anionic surfactant can be reduced, so that the irritation can be further reduced.
As the amphoteric surfactant used in the present invention, an amidoamine type amphoteric surfactant represented by the above general formula (III) or (IV) is particularly preferable.
In the amidoamine type amphoteric surfactant of the above general formula (III), R ⁴ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, and examples of R ⁴ CO include C ₉ H ₁₉ CO C ₁₁ H ₂₃ CO, C ₁₃ H ₂₇ CO, C ₁₅ H ₃₁ CO, C ₁₇ H ₃₅ CO, C ₁₃ H ₂₅ CO, C ₁₅ H ₂₉ CO, coconut fatty acid residue, palm palm fatty acid residue, etc. . M ² is an alkali metal, an alkaline earth metal, ammonium or an organic amine, for example, lithium, potassium, sodium, 1/2 calcium, 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH ), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ , ⁺ NH (CH ₂ CH ₂ OH) _{3 and the} like. Further, ^{Z 1} is a hydrogen atom or a _{(CH 2)} a k COOY _1, when ^{Z 1} is _{^{(CH2) k COOY 1, Y}} 1 is an alkali metal, an alkaline earth metal or organic amines, lithium , Potassium, sodium, 1/2 calcium , 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ , ⁺ NH (CH ₂ CH ₂ OH) ₃ Etc. are exemplified. k is an integer of 1 to 3. P is 1 and q is 2.

  Specific examples of the amidoamine type amphoteric surfactant of the general formula (III) include N-lauroyl-N′-carboxymethyl-N ′-(2-hydroxyethyl) ethylenediamine sodium, N-myristoyl-N′-carboxymethyl. -N '-(2-hydroxyethyl) ethylenediamine sodium, N-palmitoyl-N'-carboxymethyl-N'-(2-hydroxyethyl) ethylenediamine sodium, N-lauroyl-N'-carboxymethyl-N '-(2 -Hydroxyethyl) ethylenediamine potassium, N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediaminemagnesium and the like may be mentioned as preferred, but not limited thereto.

In the amidoamine type amphoteric surfactant of the above general formula (IV), R ⁵ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, and examples of R ⁵ CO include C ₉ H ₁₉ CO C ₁₁ H ₂₃ CO, C ₁₃ H ₂₇ CO, C ₁₅ H ₃₁ CO, C ₁₇ H ₃₅ CO, C ₁₃ H ₂₅ CO, C ₁₅ H ₂₉ CO, coconut fatty acid residue, palm palm fatty acid residue, etc. . M ³ is an alkali metal, alkaline earth metal, ammonium or organic amine, for example, lithium, potassium, sodium, 1/2 calcium, 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH ), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ , ⁺ NH (CH ₂ CH ₂ OH) _{3 and the} like. Z ² and Z ³ may be the same or different and are a hydrogen atom or (CH ₂ ) _r COOY ₂ , and when Z ² and / or Z ³ is (CH ² ) rCOOY ² , Y ² is lithium. , Potassium, sodium, 1/2 calcium , 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ , ⁺ NH (CH ₂ CH ₂ OH) ₃ Etc. are exemplified. t and u are integers of 1 to 3.

  Specific examples of the amidoamine type amphoteric surfactant of the general formula (IV) include N-lauroyl-N- (2-hydroxyethyl) -N ′, N′-bis (carboxymethyl) ethylenediamine sodium, N-myristoyl- N- (2-hydroxyethyl) -N ′, N′-bis (carboxymethyl) ethylenediamine sodium, N-palmitoyl-N- (2-hydroxyethyl) -N ′, N′-bis (carboxymethyl) ethylenediamine sodium, N-stearoyl-N- (2-hydroxyethyl) -N ′, N′-bis (carboxymethyl) ethylenediamine sodium, N-lauroyl-N- (2-hydroxyethyl) -N ′, N′-bis (carboxymethyl) ) Ethylenediamine calcium, N-lauroyl-N- (2-hydroxyethyl)- Preferred examples include ', N'-bis (carboxymethyl) ethylenediamine magnesium, N-lauroyl-N- (2-hydroxyethyl) -N', N'-bis (carboxymethyl) ethylenediaminetriethanolamine, and the like. However, it is not limited to these.

  Other amphoteric surfactants include, for example, imidazoline-based amphoteric surfactants (for example, 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazoli Nium hydroxide-1-carboxyethyloxy disodium salt, etc.); betaine surfactants (for example, 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkylbetaine, Amide betaine, sulfobetaine, etc.).

In the present invention, one or more amphoteric surfactants can be used, and an amidoamine type amphoteric surfactant of general formula (III), an amidoamine type amphoteric surfactant of general formula (IV), and other amphoteric surfactants. Any one of the surfactants may be used in combination.
The compounding amount of the amphoteric surfactant is 0.1 to 10% by mass, preferably 1.0 to 5.0% by mass, based on the total amount of the oral composition. If it is less than 0.1% by mass, the effect of the blending may not be sufficient. If it exceeds 10% by mass, a slimy sensation may occur in the oral cavity after use.

  In addition to the above essential components, the oral composition of the present invention can be blended with components that are usually used in oral compositions for cosmetics and quasi-drugs, and are produced according to conventional methods. Specific components that can be blended are listed below, and the oral composition of the present invention can be prepared by blending the above essential components and one or more of the following components.

  Examples of the humectant include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, cholesteryl-12-hydroxystearate Sodium lactate, bile salt, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO) PO adduct, Izayoi rose extract, yarrow extract, merirot extract and the like.

  Examples of the powder component include inorganic powders (for example, talc, kaolin, mica, sericite, muscovite, phlogopite, synthetic mica, saucite, biotite, permiculite, magnesium carbonate, calcium carbonate, silicic acid. Aluminum, barium silicate, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate (baked gypsum), calcium phosphate, fluorine apatite, hydroxyapatite, ceramic powder , Metal soap (eg, zinc myristate, calcium palmitate, aluminum stearate), boron nitride, etc .; organic powder (eg, polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene Powder, copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene powder, cellulose powder, etc.); inorganic white pigment (eg, titanium dioxide, zinc oxide, etc.); inorganic red pigment (eg, Iron oxide (Bengara), iron titanate, etc .; Inorganic brown pigments (eg, γ-iron oxide, etc.); Inorganic yellow pigments (eg, yellow iron oxide, loess, etc.); Inorganic black pigments (eg, black oxide) Iron, low-order titanium oxide, etc.); inorganic purple pigments (eg, mango violet, cobalt violet, etc.); inorganic green pigments (eg, chromium oxide, chromium hydroxide, cobalt titanate, etc.); inorganic blue pigments (eg, Pearl pigments (eg titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored oxidation) Tan-coated mica, bismuth oxychloride, fish scale foil, etc.); metal powder pigments (eg, aluminum powder, copper powder, etc.); organic pigments such as zirconium, barium or aluminum lake (eg, red 201, red 202, red 204) No., red 205, red 220, red 226, red 228, red 405, orange 203, orange 204, yellow 205, yellow 401, and blue 404, organic pigments such as red 3 , Red 104, Red 106, Red 227, Red 230, Red 401, Red 505, Orange 205, Yellow 4, Yellow 5, Yellow 202, Yellow 203, Green 3 and Blue No. 1 etc.); natural pigments (for example, chlorophyll, β-carotene, etc.) and the like.

  Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, southern castor oil, castor oil, linseed oil , Safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagiri oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin and the like.

  Examples of the solid fat include cacao butter, palm oil, horse fat, hydrogenated palm oil, palm oil, beef tallow, sheep fat, hydrogenated beef tallow, palm kernel oil, pork fat, beef bone fat, owl kernel oil, hydrogenated oil, cattle Leg fats, moles, hydrogenated castor oil and the like.

  Examples of waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ibota wax, whale wax, montan wax, nuka wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugar cane wax, lanolin fatty acid isopropyl, hexyl laurate, and reduced lanolin. , Jojoballow, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, and the like.

Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and the like.
Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toluic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.

  Examples of higher alcohols include linear alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol); branched chain alcohols (eg, monostearyl glycerin ether (batyl alcohol) ), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyl decanol, isostearyl alcohol, octyldodecanol and the like.

  Synthetic ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyloctanoate, cetyl lactate, myristyl lactate Lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, monoisostearate N-alkyl glycol, neopentyl glycol dicaprate, apple Acid diisostearyl, di-2-heptylundecanoic acid glycerin, tri-2-ethylhexanoic acid trimethylolpropane, triisostearic acid trimethylo Propane, tetra-2-ethylhexanoate pentaerythritol, glycerol tri-2-ethylhexanoate, glycerol trioctanoate, glycerol triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmi Tate, glyceryl trimyristate, glyceride tri-2-heptylundecanoate, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2 -Octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate Le, diisopropyl sebacate, 2-ethylhexyl succinate, and triethyl citrate.

  Examples of the silicone oil include linear polysiloxanes (for example, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (for example, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexyl). And silicone resins that form a three-dimensional network structure, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) It is done.

  Examples of the lipophilic nonionic surfactant include sorbitan fatty acid esters (for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, Sorbitan trioleate, diglycerol sorbitan penta-2-ethylhexylate, diglycerol sorbitan tetra-2-ethylhexyl); glycerin polyglycerin fatty acids (eg mono cottonseed oil fatty acid glycerin, monoerucic acid glycerin, sesquioleate glycerin, monostearin) Glycerin acid, α, α'-oleic acid pyroglutamate glycerin, monostearic acid glycerin malic acid, etc.); propylene glycol fatty acid esters (eg monostearies) Propylene glycolate, etc.); hardened castor oil derivative; glycerin alkyl ether, etc.

  Examples of hydrophilic nonionic surfactants include POE-sorbitan fatty acid esters (for example, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate). POE sorbite fatty acid esters (eg, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (eg, POE- POE-monooleate such as glycerol monostearate, POE-glycerol monoisostearate, POE-glycerol triisostearate); POE-fatty acid esters (eg POE-distearate, POE-monodiolate, ethylene glycol distearate, etc.) POE-alkyl ethers (eg POE- Lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldodecyl ether, POE-cholestanol ether, etc.); Pluronic type (eg, Pluronic, etc.); POE / POP-alkyl ether (For example, POE / POP-cetyl ether, POE / POP-2-decyltetradecyl ether, POE / POP-monobutyl ether, POE / POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.); Tetra POE / Tetra POP-ethylenediamine condensates (eg Tetronic, etc.); POE-castor oil hardened castor oil derivatives (eg POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE-hardened castor Oil triisostearate, POE-hardened castor oil monopyroglutamic acid monoisostearic acid diester, POE-hardened castor oil maleic acid, etc.) POE-beeswax lanolin derivatives (eg POE-sorbite beeswax); alkanolamides (eg coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, etc.); POE-propylene glycol fatty acid ester; POE-alkylamine POE-fatty acid amide; sucrose fatty acid ester; alkyl ethoxydimethylamine oxide; trioleyl phosphate and the like.

  Examples of natural water-soluble polymers include plant-based polymers (for example, gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), alge colloid (guckweed extract), starch (Rice, corn, potato, wheat), glycyrrhizic acid); microbial polymers (eg, xanthan gum, dextran, succinoglucan, bullulan, etc.); animal polymers (eg, collagen, casein, albumin, gelatin, etc.), etc. Is mentioned.

  Semi-synthetic water-soluble polymers include, for example, starch polymers (eg, carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate) Hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder and the like); alginic acid polymers (for example, sodium alginate, propylene glycol alginate, etc.) and the like.

  Synthetic water-soluble polymers include, for example, vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer); polyoxyethylene polymers (eg, polyethylene glycol 20,000, 40,000, 60,000). Polyoxyethylene polyoxypropylene copolymer, etc.); acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.

  Examples of thickeners include gum arabic, carrageenan, caraya gum, gum tragacanth, carob gum, quince seed (malmello), casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, cellulose dialkyldimethylammonium sulfate, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, silicate A1Mg (vee gum), Examples thereof include laponite and silicic anhydride.

  Examples of the sequestering agent include 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, disodium edetate, trisodium edetate, tetrasodium edetate Sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate and the like.

  Examples of the lower alcohol include ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

  Examples of the polyhydric alcohol include divalent alcohols (for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1,2,6) -Pentaerythritol such as hexanetriol); pentavalent alcohol (for example, xylitol, etc.); hexavalent alcohol (for example, sorbitol, mannitol, etc.); polyhydric alcohol polymer (for example, diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene Glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene) Glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.) ; Dihydric alcohol alkyl ester Tellurium (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether , Propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether, etc.); divalent alcohol Ether esters (eg, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazinate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol) Monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc .; glycerin monoalkyl ethers (eg, xyl alcohol, ceralkyl alcohol) Sugar alcohol (eg, sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, amylolytic sugar, maltose, xylitolose, amylolytic sugar reducing alcohol, etc.); Solid; tetrahydrofurfuryl alcohol; POE-tetrahydrofurfuryl alcohol; POP-butyl ether; POP / POE-butyl ether; tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphate; POP / POE-pentaneerythritol Examples include ether and polyglycerin.

  Monosaccharides include, for example, tricarbon sugars (eg, D-glyceryl aldehyde, dihydroxyacetone, etc.); tetracarbon sugars (eg, D-erythrose, D-erythrulose, D-treose, erythritol, etc.); pentose sugars (eg, , L-arabinose, D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, etc .; hexose (eg, D-glucose, D-talose, D) -Bucicose, D-galactose, D-fructose, L-galactose, L-mannose, D-tagatose, etc.); pentose sugar (eg, aldheptose, heproose, etc.); octose sugar (eg, octulose, etc.); For example, 2-deoxy-D-ribose, 6-deoxy-L-galactose, 6-deoxy-L-mannose, etc .; amino sugar (eg, D-glucosamine, D-galactosamine, shea Acid, Aminouron acid, muramic acid); uronic acid (e.g., D- glucuronic acid, D- mannuronic acid, L- guluronic acid, D- galacturonic acid, L- iduronic acid) and the like.

Examples of the oligosaccharides include sucrose, gnocyanose, umbelliferose, lactose, planteose, isoliquinoses, α, α-trehalose, raffinose, lycnose, umbilicin, stachyose verbus course and the like.
Examples of the polysaccharide include cellulose, quince seed, chondroitin sulfate, starch, galactan, dermatan sulfate, glycogen, gum arabic, heparan sulfate, hyaluronic acid, tragacanth gum, keratan sulfate, chondroitin, xanthan gum, mucoitin sulfate, guar gum, dextran, kerato sulfate. , Locust bean gum, succinoglucan, caronic acid and the like.

  Examples of amino acids include neutral amino acids (eg, threonine, cysteine, etc.); basic amino acids (eg, hydroxylysine, etc.) and the like. Examples of amino acid derivatives include acyl sarcosine sodium (lauroyl sarcosine sodium), acyl glutamate, acyl β-alanine sodium, glutathione, and pyrrolidone carboxylic acid.

Examples of the organic amine include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, and 2-amino-2-methyl-1-propanol. Is mentioned.
Examples of the polymer emulsion include an acrylic resin emulsion, a polyethyl acrylate emulsion, an acrylic resin liquid, a polyacryl alkyl ester emulsion, a polyvinyl acetate resin emulsion, and a natural rubber latex.

Examples of the pH adjusting agent include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.
Examples of vitamins include vitamins A, B1, B2, B6, C, E and derivatives thereof, pantothenic acid and derivatives thereof, biotin and the like.
Examples of the antioxidant include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, gallic acid esters and the like.

  Examples of the antioxidant assistant include phosphoric acid, citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid, and ethylenediaminetetraacetic acid.

  Other ingredients that can be blended include, for example, preservatives (ethyl paraben, butyl paraben, etc.); anti-inflammatory agents (eg, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, zinc oxide, allantoin); For example, Abou, Auren, Shikon, Peonies, Assembly, Birch, Sage, Loquat, Carrot, Aloe, Zeniaoi, Iris, Grape, Yokuinin, Loofah, Lily, Saffron, Senkyu, Ginger, Hypericum, Onionis, Garlic, Pepper, Chimpi , Sugarcane, seaweed, etc.), activator (eg, royal jelly, photosensitizer, cholesterol derivative, etc.); blood circulation promoter (eg, nonyl acid wallenyl amide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsai , Gingerone, cantalis tincture, ictamol, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandrate, cinnarizine, trazoline, acetylcholine, verapamil, cephalanthin, γ-oryzanol, etc.); antiseborrheic agent (For example, sulfur, thianthol, etc.); anti-inflammatory agents (for example, tranexamic acid, thiotaurine, hypotaurine, etc.) and the like.

Next, the present invention will be described more specifically with reference to examples. The present invention is not limited thereby. The blending amount is mass% unless otherwise specified.
First, synthesis examples of alkylene oxide derivatives according to the present invention will be shown.
<Synthesis Example 1 of Alkylene Oxide Derivative 1: Block Polymer>
POE (10) POP (10) dimethyl ether

76 g of propylene glycol and 3.1 g of potassium hydroxide as a catalyst were charged into an autoclave. After the air in the autoclave was replaced with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, 522 g of propylene oxide was dropped with a dropping device and stirred for 2 hours. Subsequently, 440 g of ethylene oxide was dropped with a dropping device and stirred for 2 hours. Next, 224 g of potassium hydroxide was charged and the inside of the system was replaced with dry nitrogen, and then 188 g of methyl chloride was injected at a temperature of 80 to 130 ° C. and reacted for 5 hours. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (50 mmHg) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt produced after the treatment, and an alkylene oxide derivative represented by the chemical formula 9 was obtained.
Samples that were sampled and reacted before reacting with methyl chloride had a hydroxyl value of 110, the hydroxyl value of chemical formula 9 was 0.3, and the ratio of the number of hydrogen atoms to the number of terminal methyl groups was 0.003. Has been converted to a methyl group.

<Synthesis example 2 of alkylene oxide derivative: random polymer>
POE (10) POP (10) dimethyl ether

76 g of propylene glycol and 3.1 g of potassium hydroxide as a catalyst were charged into an autoclave. After the air in the autoclave was replaced with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, a mixture of 440 g of ethylene oxide and 522 g of propylene oxide was dropped with a dropping device and stirred for 2 hours. Next, 224 g of potassium hydroxide was charged and the inside of the system was replaced with dry nitrogen, and then 188 g of methyl chloride was injected at a temperature of 80 to 130 ° C. and reacted for 5 hours. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (50 mmHg) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt produced after the treatment, and the alkylene oxide derivative shown in the chemical formula 10 was obtained.
Samples that were sampled and reacted before reacting with methyl chloride had a hydroxyl value of 107, the hydroxyl value of chemical formula 10 was 0.4, and the ratio of the number of hydrogen atoms to the number of terminal methyl groups was 0.004. Has been converted to a methyl group.

Next, the evaluation method and evaluation criteria of the composition for oral cavity in the present invention will be described.
<Evaluation (1): Irritation>
Ten panelists who are aware of gingivitis or periodontitis have their oral compositions of each prescription brushed twice a day for 3 minutes each for 6 consecutive days. I was asked to determine the stimulus. The evaluation criteria are as follows.
◎… 8 or more people recognized that irritation was low.
○ ... 6 or more and less than 8 recognized that irritation was low.
Δ: 3 or more and less than 6 people recognized that irritation was low.
X: Less than 3 persons recognized that irritation was low.

<Evaluation (2): Taste change after use>
Teeth were brushed with the oral composition of each prescription, a normal meal was performed 5 minutes after brushing, and changes in taste were evaluated by 10 expert panelists. The evaluation criteria are as follows.
A: Eight or more people recognized that taste change was low.
○: 6 or more and less than 8 recognized that the taste change was low.
Δ: 3 or more and less than 6 recognized that the taste change was low.
X: Less than 3 persons recognized that the taste change was low.

<Evaluation (3): Feeling slimy after use>
The feeling of sliminess in the oral cavity after brushing with the oral composition of each formulation was evaluated by 10 professional panelists. The evaluation criteria are as follows.
◎… 8 or more people recognized that they did not feel slimy.
○ ... 6 or more and less than 8 recognized that there was no slimy feeling.
Δ: 3 or more and less than 6 people recognized that there was no slimy feeling.
X: Less than 3 people recognized that there was no slimy feeling.

<Evaluation (4): Foaming power (1)>
In a 70 ppm calcium chloride aqueous solution, 400 mL of each solution in which 5% of the oral composition of each formulation was dissolved was agitated with a mixer to cause foaming, and the volume after 60 seconds was measured, and this was defined as foaming power. The evaluation criteria are as follows.
◎… 2400mL or more ○… 2000mL or more, less than 2400mL Δ… 1500mL or more, less than 2000mL ×… less than 1500mL

<Evaluation (5): Foaming power (2)>
Foaming during tooth brushing by the oral composition of each formulation was evaluated by 10 professional panelists. The evaluation criteria are as follows.
A: Eight or more people recognized that foaming was good.
○… 6 or more and less than 8 recognized good foaming.
Δ: 3 or more and less than 6 recognized good foaming.
X: Less than 3 persons recognized that foaming was good.

Compositions for oral cavity of Test Examples 1 to 8 having the composition described in Table 1 were produced by a conventional method, and the above evaluations (1) to (5) were tested.
(Table 1)
Test example
1 2 3 4 5 6 7 8
Alkylene oxide derivatives
POE (55) POP (28) Dimethyl ether (molecular weight 4000)
-1----10 10
Anionic surfactant Sodium lauryl sulfate
--0.1 1 10 10 10 20
Amphoteric surfactant
N-lauroyl-N'-carboxymethyl-N'-
(2-Hydroxyethyl) ethylenediamine sodium
-5---5--
Calcium carbonate 30 30 30 30 30 30 30 30
Silicic anhydride 10 10 10 10 10 10 10 10
Glycerin 15 15 15 15 15 15 15 15
Sorbit solution (70%) 5 5 5 5 5 5 5 5
Carboxymethylcellulose sodium
2 2 2 2 2 2 2 2
Carrageenan 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5
Saccharin sodium 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2
Perfume Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount
Ion exchange water Residue Residue Residue Residue Residue Residue Residual Residue Residue <br/> Stimulation ◎ ◎ △ × × △ ○ ○
Taste change ◎ ◎ △ × × △ ◎ ○
◎ ○ ○ ○ ○ △ ◎ ◎
Foaming power 1 × × △ ○ ○ ○ △ △
Foaming power 2 × × △ ○ ○ ○ △ △

  The composition containing no anionic surfactant was particularly inferior in foaming power (Test Examples 1 and 2). In order to improve the foaming power, it is preferable to add 0.1% by mass or more, particularly 1% by mass or more of the anionic surfactant, but the amount of the anionic surfactant is 1% by mass. If it became above, the taste change was produced and the irritation | stimulation to an oral mucosa and a gum might be felt for the person who has produced gingivitis or periodontitis (Test Examples 3-5). Moreover, even when the amphoteric surfactant was used in combination, taste change and improvement in irritation were not sufficient (Test Example 6).

On the other hand, the composition for oral cavity containing an alkylene oxide derivative and an anionic surfactant was excellent in foaming power and did not feel irritation, and neither taste change nor sliminess occurred after use ( Test examples 7 and 8).
From the above results, in order to improve foaming power, it is preferable to mix an anionic surfactant of 0.1% by mass or more, particularly 1% by mass or more, and by using an alkylene oxide derivative in combination, It was confirmed that taste changes and irritation were improved. Moreover, it was confirmed that it is suitable that the compounding quantity of an anionic surfactant is 0.1-20 mass%, especially 1.0-10 mass%.

<Blending amount of alkylene oxide derivative>
In order to investigate the suitable compounding quantity of an alkylene oxide derivative, the composition for oral cavity of Test Examples 9-16 which consists of a compounding composition described in Table 2 is manufactured by a conventional method, About said evaluation (1)-(5) A test was conducted.
(Table 2)
Test example
9 10 11 12 13 14 15 16
POE (55) POP (28) Dimethyl ether (molecular weight 4000)
-0.01 0.5 5--10 15
POE (36) POP (41) Dimethyl ether (molecular weight 4000)
----5 5--
Sodium lauryl sulfate
10 10 10 10--10 10
Cocoyl methyl taurine sodium
----20 10--
N-lauroyl-N'-carboxymethyl-N'-
(2-Hydroxyethyl) ethylenediamine sodium
5 5 5 5--5 5
N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxymethyl) ethylenediamine sodium
----0.1 1--
Calcium carbonate 30 30 30 30 30 30 30 30
Silicic anhydride 10 10 10 10 10 10 10 10
Glycerin 10 10 10 10 15 15 10 10
Sorbit solution (70%) 5 5 5 5 5 5 5 5
Carboxymethylcellulose sodium
2 2 2 2 2 2 2 2
Carrageenan 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5
Saccharin sodium 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2
Perfume Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount
Ion-exchanged water Residue Residue Residue Residue Residue Residue Residue Residue Residue <br/> Irritant × ○ ◎ ◎ ○ ◎ ◎ ◎
Taste change × ○ ◎ ◎ ○ ◎ ◎ ◎
Slimy △ ○ ◎ ◎ ◎ ◎ ○ △
Foaming power 1 ◎ ○ ◎ ◎ ◎ ◎ ◎ ◎
Foaming power 2 ◎ ○ ◎ ◎ ◎ ◎ ◎ ◎

  In Test Example 9 not containing an alkylene oxide derivative, a person who had gingivitis or periodontitis sometimes felt irritation to the oral mucosa and gums. . Further, in Test Example 16 containing 15% by mass of an alkylene oxide derivative, a slimy feeling was generated after use. On the other hand, Test Examples 10 to 15 in which the blending amount of the alkylene oxide derivative was 0.01 to 10% by mass did not cause irritation or taste change and sliminess after use. Furthermore, the test examples 11-14 which are 0.5-5 mass% were especially excellent in these effects. From the above results, it was confirmed that the blending amount of the alkylene oxide derivative was preferably 0.01 to 10% by mass, particularly 0.5 to 5% by mass.

In addition, when the present inventors further examined, in the above general formula, AO is an oxyalkylene group having 3 to 4 carbon atoms, 1 ≦ m ≦ 70, 1 ≦ n ≦ 70, the ratio of EO to the total of AO and EO Is 20 to 80% by mass, R ¹ and R ² are hydrocarbon groups or hydrogen atoms having 1 to 4 carbon atoms, and the ratio of the number of hydrogen atoms to the number of hydrocarbon groups of R ¹ and R ² is 0.15 or less, It was confirmed that the above effect was obtained.

< Blending ratio of alkylene oxide derivative to anionic surfactant>
In order to investigate the suitable compounding ratio of the alkylene oxide derivative with respect to the anionic surfactant, the oral compositions of Test Examples 17 to 21 having the composition described in Table 3 were produced by a conventional method, and the above evaluation ( Tests were conducted for 1) to (5).
(Table 3)
Test example
17 18 19 20 21
Compounding ratio of alkylene oxide derivative to anionic surfactant
0.001 0.005 0.05 0.1 1
POE (36) POP (41) Dimethyl ether (molecular weight 4000)
0.01 0.02 0.05 1 10
Sodium lauryl sulfate 10 4 1 10 10
N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxymethyl) ethylenediamine sodium
5 5 5 5 5
Calcium carbonate 30 30 30 30 30
Silicic anhydride 10 10 10 10 10
Glycerin 15 15 15 15 15
Sorbit solution (70%) 5 5 5 5 5
Carboxymethylcellulose sodium
2 2 2 2 2
Carrageenan 0.5 0.5 0.5 0.5 0.5
Saccharin sodium 0.2 0.2 0.2 0.2 0.2
Perfume appropriate amount appropriate amount appropriate amount appropriate amount appropriate amount
Ion exchange water Residue Residue Residue Residual Residue Residue
Irritant △ ○ ◎ ◎ ◎
Taste change △ ○ ◎ ◎ ◎
Feeling slimy ○ ○ ○ ◎ ○
Foaming power 1 ◎ ◎ ◎ ◎ ◎
Foaming power 2 ◎ ◎ ◎ ◎ ◎

From Table 3, it was confirmed that the suitable compounding ratio of the alkylene oxide derivative to the anionic surfactant was 0.005 to 1.

<Amount of amphoteric surfactant>
In order to investigate the suitable compounding quantity of amphoteric surfactant, the composition for oral cavity of Test Examples 22-30 which consists of a compounding composition described in Table 4 was manufactured by a conventional method, and said evaluation (1)-(5) Were tested.
(Table 4)
Test example
22 23 24 25 26 27 28 29 30
POE (36) POP (41) Dimethyl ether (molecular weight 4000)
5 5 5 5 5 5 5 5-
POE (55) POP (28) Dimethyl ether (molecular weight 4000)
-- -- -- -- -- -- -- -- Ten
Cocoyl methyl taurine sodium
10 10 10 10 1 10 0.1 10-
Sodium lauryl sulfate
-- -- -- -- -- -- -- -- Five
N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis
(Carboxymethyl) ethylenediamine sodium
-0.1 1 5 5 10 10 20-
N-lauroyl-N'-carboxymethyl-N'-
(2-Hydroxyethyl) ethylenediamine sodium
--------20
Calcium carbonate 30 30 30 30 30 30 30 30 30
Silicic anhydride 10 10 10 10 10 10 10 10 10
Glycerin 15 15 15 15 15 15 15 15 15
Sorbit solution (70%) 5 5 5 5 5 5 5 5 5
Carboxymethylcellulose sodium
2 2 2 2 2 2 2 2 2
Carrageenan 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5
Saccharin sodium 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2
Perfume Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount
Ion-exchanged water Residue Residue Residue Residue Residue Residue Residue Residue Residue Residue <br/> Irritation ○ ○ ◎ ◎ ◎ ◎ ◎ ◎ ◎
Taste change ◎ ○ ◎ ◎ ◎ ◎ ◎ ◎ ◎
◎ ◎ ◎ ◎ ◎ ○ ◎ × ×
Foaming power 1 △ ◎ ◎ ◎ ◎ ○ ○ △ △
Foaming power 2 △ ◎ ◎ ◎ ◎ ○ ○ △ △

  From Table 4, compared with Test Example 22 in which the amphoteric surfactant is not blended, Test Examples 23 to 28 in which the blending amount of the amphoteric surfactant is 0.1 to 10% by mass has foaming power and irritation. It was better in terms. Furthermore, Test Examples 24-26, which are 1.0-5 mass%, were particularly excellent in these effects. Further, in Test Examples 30 and 31 containing 20% by mass of the amphoteric surfactant, a slimy sensation occurred and the foaming power was slightly inferior. From the above results, it was confirmed that the compounding amount of the anionic surfactant was suitably 0.1 to 10% by mass, particularly 1.0 to 5.0% by mass.

Hereinafter, although the suitable formulation example in the composition for oral cavity of this invention is given, it is not limited to these. All of the obtained compositions for oral cavity were less irritating to the oral mucosa and gums, and did not cause a slimy feeling or taste change in the oral cavity after use.
Formulation Example 1 Toothpaste
mass%
Calcium carbonate 40.0
Silicic anhydride 15.0
Polyethylene glycol 11000 5.0
Sorbit liquid (70%) 3.0
Sodium carboxymethylcellulose 1.5
Carrageenan 1.0
Saccharin sodium 0.1
POE (27) POP (14) Dimethyl ether (molecular weight 2000) 1.0
Sodium lauryl sulfate 15.0
N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl)
Ethylenediamine sodium 5.0
Perfume Appropriate amount of ion-exchanged water

Formulation Example 2 Mouthwash
mass%
Ethanol 10.0
Saccharin sodium 0.1
Glycerin 3.0
POE (36) POP (41) Dimethyl ether (molecular weight 4000) 1.0
Sodium lauryl sulfate 3.0
N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxymethyl)
Ethylenediamine sodium 1.0
Perfume Appropriate amount of ion-exchanged water

Formulation Example 3 Mouth Refresher
mass%
Ethanol 40.0
Sorbit liquid (70%) 6.0
Saccharin sodium 0.5
POE (14) POP (7) Dimethyl ether (molecular weight 1000) 1.0
Cocoyl methyl taurine sodium 0.1
N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl)
Ethylenediamine sodium 0.1
Perfume Appropriate amount of ion-exchanged water

Formulation Example 4 Mouthwash
mass%
Ethanol 20.0
Sorbit liquid (70%) 3.0
Saccharin sodium 0.2
Citric acid 0.01
Trisodium citrate 0.1
POE (55) POP (28) Dimethyl ether (molecular weight 4000) 1.0
Sodium lauryl sulfate 0.1
N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl)
Ethylenediamine sodium 0.1
Perfume Appropriate amount of ion-exchanged water

Formulation Example 5 Toothpaste
mass%
Calcium carbonate 35.0
Silicic anhydride 13.0
Polyethylen glycol 11000 3.0
Sorbit liquid (70%) 5.0
Sodium carboxymethylcellulose 1.2
Carrageenan 1.2
Saccharin sodium 0.1
POE (55) POP (28) Dimethyl ether 1.0
Sodium dodecane-1,2-diol ether ether 12.0
N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl)
Ethylenediamine sodium 6.0
Perfume Appropriate amount of ion-exchanged water

Formulation Example 6 Mouthwash
mass%
Ethanol 12.0
Saccharin sodium 0.1
Glycerin 5.0
POE (27) POP (14) Dimethyl ether 1.0
Sodium dodecane-1,2-diol acetate ether 1.5
N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxymethyl)
Ethylenediamine sodium 0.5
Perfume Appropriate amount of ion-exchanged water

Claims (5)

It contains 0.01 to 10% by mass of an alkylene oxide derivative represented by the following general formula (I) and 0.1 to 20% by mass of an anionic surfactant, and the average molecular weight of the alkylene oxide derivative is 2000 to 6000. The composition for oral cavity characterized by being.

(In the formula, AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, m and n are average addition moles of the oxyalkylene group and oxyethylene group, respectively, 1 ≦ m ≦ 70, 1 ≦ n ≦ 70 The ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is 20 to 80 mass% The oxyalkylene group and oxyethylene group having 3 to 4 carbon atoms And R ¹ and R ² may be the same or different and are hydrocarbon groups having 1 to 4 carbon atoms.) The composition for oral cavity according to claim 1, wherein the blending ratio of the alkylene oxide derivative represented by the general formula (I) to the anionic surfactant is 0.005 to 1. The composition according to claim 1 or 2, wherein the anionic surfactant is a hydroxy ether carboxylic acid type anionic surfactant represented by the following general formula (II) and / or a sulfuric acid anionic interface: An oral composition comprising an active agent.

(In the formula, R ³ is a saturated or unsaturated hydrocarbon group having an average carbon number of 8 to 22, M ¹ is an alkali metal, 1/2 calcium, 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH) or ⁺ is _{NH (CH 2 CH 2 OH)} 3.) The composition for oral cavity according to claim 1, further comprising 0.1 to 10% by mass of an amphoteric surfactant. The composition according to claim 4, wherein the amphoteric surfactant is an amidoamine type amphoteric surfactant represented by the following general formula (III) and / or an amidoamine type amphoteric surfactant represented by the following general formula (IV): Oral composition characterized by including.

[Wherein R ⁴ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, and M ² is an alkali metal, 1/2 calcium, 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ or ⁺ NH (CH ₂ CH ₂ OH) ₃ , Z ¹ is a hydrogen atom or (CH ₂ ) _k COOY ₁ (where Y ₁ is an alkali metal, 1/2 calcium , 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ or ⁺ NH (CH ₂ CH ₂ OH) ₃ ), k is an integer of 1 to 3), p is 2, and q is 1 . ]

[In the formula, R ⁵ is a saturated or unsaturated hydrocarbon group having an average carbon number of 7 to 19, Z ² and Z ³ may be the same or different, and are a hydrogen atom or (CH ₂ ) _r COOY ₂ Where Y ₂ is an alkali metal, 1/2 calcium , 1/2 magnesium , ammonium or ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ or ⁺ NH (CH ₂ CH ₂ OH) ₃ and r is an integer from 1 to 3). M ³ is an alkali metal, 1/2 calcium , 1/2 magnesium , ammonium, ⁺ NH ₃ (CH ₂ CH ₂ OH), ⁺ NH ₂ (CH ₂ CH ₂ OH) ₂ or ⁺ NH (CH ₂ CH ₂ OH) ) and _3, t, u is an integer of 1 to 3. ]