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JP4861650B2 - Liquid oral composition - Google Patents

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JP4861650B2
JP4861650B2 JP2005201132A JP2005201132A JP4861650B2 JP 4861650 B2 JP4861650 B2 JP 4861650B2 JP 2005201132 A JP2005201132 A JP 2005201132A JP 2005201132 A JP2005201132 A JP 2005201132A JP 4861650 B2 JP4861650 B2 JP 4861650B2
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acid ester
mass
compound
fatty acid
mouthwash
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JP2007015995A (en
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義高 矢納
光義 柏木
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Kao Corp
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Description

本発明は、保存安定性、特に低温安定性に優れた液体口腔用組成物に関する。   The present invention relates to a liquid oral composition having excellent storage stability, particularly low temperature stability.

メントールを配合した液体歯磨き、洗口剤等の液体口腔用組成物には、可溶化剤として非イオン界面活性剤を配合する。しかし、風味が良く刺激が少ない糖脂肪酸エステルが使用した場合、その可溶化能は充分でなく、特に室温以下の保存時にメントールの結晶析出を生じる。また、メントールの配合量を少なくすると、メントールの結晶析出は抑えられるものの、保存時に組成物中に濁りが発生するという不都合が生じる。
このようなメントールと糖脂肪酸エステルを用いた液体口腔用組成物の保存安定性を向上させる手段として、更に陰イオン界面活性剤を配合する技術が提案されている(特許文献1参照)が、陰イオン界面活性剤を大量に使用すると粘膜を刺激する虞があり、苦味や渋み等によりメントールの清涼感も損なわれる。
特開2001−72559号公報
A nonionic surfactant is blended as a solubilizer in a liquid oral composition such as a toothpaste or mouthwash containing menthol. However, when a sugar fatty acid ester having a good flavor and little irritation is used, its solubilizing ability is not sufficient, and menthol crystallizes during storage at room temperature or lower. In addition, when the amount of menthol is reduced, crystallization of menthol is suppressed, but there is a disadvantage that turbidity is generated in the composition during storage.
As a means for improving the storage stability of a liquid oral composition using such menthol and sugar fatty acid ester, a technique of further adding an anionic surfactant has been proposed (see Patent Document 1). If a large amount of ionic surfactant is used, the mucous membrane may be irritated, and the refreshing feeling of menthol is also impaired by bitterness and astringency.
JP 2001-72559 A

本発明の目的は、保存安定性が良好で、かつ風味がよく、刺激性の少ない液体口腔用組成物を提供することにある。   An object of the present invention is to provide a liquid oral composition having good storage stability, good flavor and less irritation.

斯かる実情に鑑み、本発明者らは、メントール及び糖脂肪酸エステルに加え、25℃で液体であるテルペン化合物と総炭素数12〜18のカルボン酸エステル化合物の両者を配合すれば、低温保存下でも結晶や濁りが生じず安定であり、かつ風味が良好で、刺激等もない液体口腔用組成物が得られることを見出した。   In view of such a situation, the present inventors, in addition to menthol and sugar fatty acid ester, blended both a terpene compound that is liquid at 25 ° C. and a carboxylic acid ester compound having a total carbon number of 12 to 18; However, it has been found that a liquid composition for oral cavity can be obtained which is stable without causing crystal and turbidity, has a good flavor and is free from irritation.

すなわち、本発明は、次の成分(A)、(B)、(C)及び(D):
(A) 糖脂肪酸エステル
(B) メントール
(C) 25℃で液体であるテルペン化合物
(D) 総炭素数12〜18のカルボン酸エステル化合物
を含有する液体口腔用組成物を提供するものである。
That is, the present invention comprises the following components (A), (B), (C) and (D):
(A) Sugar fatty acid ester (B) Menthol (C) Provided is a liquid oral composition containing a terpene compound (D) having a total carbon number of 12 to 18 which is liquid at 25 ° C.

本発明の液体口腔用組成物は、保存安定性が良好で、かつ風味がよく、刺激が少ない。   The liquid oral composition of the present invention has good storage stability, good flavor, and little irritation.

本発明の液体口腔用組成物に用いられる(A)糖脂肪酸エステルとは、糖の炭素数が6〜18の糖脂肪酸エステル、好ましくは糖の炭素数が12の糖脂肪酸エステルであり、ショ糖脂肪酸エステル、マルトース脂肪酸エステル、ラクトース脂肪酸エステル等を挙げることができる。当該糖脂肪酸エステルの脂肪酸部分としては、炭素数6〜24の飽和又は不飽和脂肪酸が挙げられ、具体的にはラウリン酸、ミリスチン酸、パルミチン酸、オレイン酸、ステアリン酸等が挙げられる。また、(A)糖脂肪酸エステルは、メントールの可溶化能及び使用感の点から、全組成物中に0.001〜2質量%(以下、単に%で示す)、好ましくは0.01〜1%、特に0.1〜0.5%含有することが好ましい。   The (A) sugar fatty acid ester used in the liquid oral cavity composition of the present invention is a sugar fatty acid ester having 6 to 18 carbon atoms, preferably a sugar fatty acid ester having 12 sugars, and sucrose. Examples thereof include fatty acid esters, maltose fatty acid esters, and lactose fatty acid esters. Examples of the fatty acid portion of the sugar fatty acid ester include saturated or unsaturated fatty acids having 6 to 24 carbon atoms, and specific examples include lauric acid, myristic acid, palmitic acid, oleic acid, stearic acid, and the like. Moreover, (A) sugar fatty acid ester is 0.001-2 mass% (henceforth only shown with%) in the whole composition from the point of the solubilization ability of menthol and a feeling of use, Preferably 0.01-1 %, Particularly 0.1 to 0.5% is preferable.

(B)メントールは、清涼感を付与するために配合され、全組成物中に0.01〜2%、好ましくは0.05〜1%、特に0.1〜0.5%含有することが好ましい。   (B) Menthol is blended in order to impart a refreshing feeling, and is contained in the entire composition in an amount of 0.01 to 2%, preferably 0.05 to 1%, particularly 0.1 to 0.5%. preferable.

(C)25℃で液体であるテルペン化合物とは、常温(25℃)で液体状態で存在するテルペン化合物であり、ヘミテルペン、モノテルペン、セスキテルペン、ジテルペン、セスタテルペン、トリテルペン、テトラテルペン等及びこれらのアルコール化合物が挙げられる。特に、モノテルペン、モノテルペンアルコールが好ましく、具体的には、ピネン(C10H16)、リモネン(C10H16)、ターピネン(C10H16)、シネオール(C10H18O)、リナロール(C10H18O)、イソプレゴール(C10H18O)、β−カリオフィレン(C15H24)ファルネソール(C15H26O)が好ましいものとして挙げられる。 (C) The terpene compound that is liquid at 25 ° C. is a terpene compound that exists in a liquid state at room temperature (25 ° C.), such as hemiterpene, monoterpene, sesquiterpene, diterpene, sesterterpene, triterpene, tetraterpene, and the like Of the alcohol compound. In particular, monoterpenes and monoterpene alcohols are preferable. Specifically, pinene (C 10 H 16 ), limonene (C 10 H 16 ), terpinene (C 10 H 16 ), cineol (C 10 H 18 O), and linalool. Preferred examples include (C 10 H 18 O), isopulegol (C 10 H 18 O), and β-caryophyllene (C 15 H 24 ) farnesol (C 15 H 26 O).

(D)総炭素数12〜18のカルボン酸エステル化合物としては、炭素数2〜12の直鎖又は分岐鎖状アルコール或いは炭素数3〜12の環状アルコールとカルボン酸とのエステルが好ましく、さらに好ましくは酢酸エステル(アセテート)、乳酸エステル(ラクテート)、ミリスチン酸エステル(ミリステート)、パルミチン酸エステル(パルミテート)である。総炭素数12〜18のカルボン酸エステル化合物の具体例としては、メンチルラクテート(C13H24O3)、メンチルアセテート(C12H22O2)、ターピニルアセテート(C12H20O2)、リナリルアセテート(C12H20O2)、エチルミリステート(C16H32O2)、エチルパルミテート(C18H36O2)が好ましいものとして挙げられる。 (D) The carboxylic acid ester compound having 12 to 18 carbon atoms is preferably an ester of a linear or branched alcohol having 2 to 12 carbon atoms or a cyclic alcohol having 3 to 12 carbon atoms and a carboxylic acid, and more preferably. Are acetate ester (acetate), lactate ester (lactate), myristic acid ester (myristate), palmitic acid ester (palmitate). Specific examples of the carboxylic acid ester compound having a total carbon number of 12 to 18 include menthyl lactate (C 13 H 24 O 3 ), menthyl acetate (C 12 H 22 O 2 ), terpinyl acetate (C 12 H 20 O 2). ), Linalyl acetate (C 12 H 20 O 2 ), ethyl myristate (C 16 H 32 O 2 ), and ethyl palmitate (C 18 H 36 O 2 ) are preferable.

(C)テルペン化合物及び(D)総炭素数12〜18のカルボン酸エステル化合物の合計量は、保存安定性の観点からメントールに対して0.01〜1質量倍とすることが好ましく、特に0.05〜0.5質量倍とすることが好ましい。
また、(A)糖脂肪酸エステルは、(C)テルペン化合物及び(D)総炭素数12〜18のカルボン酸エステル化合物の合計量に対して1〜50質量倍とすることが好ましく、特に2〜20質量倍とすることが好ましい。
(C)テルペン化合物と(D)総炭素数12〜18のカルボン酸エステル化合物の質量比(C):(D)は、保存安定性の観点から10:1〜1:10が好ましく、更に5:1〜1:5、特に3:1〜1:3が好ましい。
The total amount of (C) terpene compound and (D) carboxylic acid ester compound having a total carbon number of 12 to 18 is preferably 0.01 to 1 times by mass with respect to menthol from the viewpoint of storage stability. It is preferable to set it as 0.05-0.5 mass times.
Moreover, it is preferable that (A) sugar fatty acid ester shall be 1-50 mass times with respect to the total amount of (C) terpene compound and (D) C12-C18 carboxylic acid ester compound, and especially 2- It is preferable to be 20 mass times.
The mass ratio (C) :( D) of (C) terpene compound and (D) carboxylic acid ester compound having a total carbon number of 12-18 is preferably 10: 1 to 1:10, more preferably 5 from the viewpoint of storage stability. : 1 to 1: 5, particularly 3: 1 to 1: 3 is preferable.

本発明組成物には、本発明の効果を損なわない限り、更に、成分(A)以外の界面活性剤を添加してもよい。斯かる界面活性剤としては、ポリグリセリン脂肪酸エステルが好ましい。ポリグリセリン脂肪酸エステルとしては、グリセリンが2〜20個縮合したポリグリセリンに炭素数8〜24の脂肪酸が1〜4個エステル結合したものが挙げられ、特に5〜10個縮合したポリグリセリンと炭素数12〜14の脂肪酸のモノエステルが好ましい。ポリグリセリン脂肪酸エステルは、全組成物中に0.01〜2%、特に0.1〜1%含有するのが好ましい。
更に、本発明組成物には、メントールの可溶化能を向上させるため、陰イオン界面活性剤を本発明の効果が損なわれない限りにおいて添加してもよい。斯かる陰イオン界面活性剤としては、アルキルリン酸エステル、ポリオキシアルキレン化アルキルリン酸エステル、アルキル硫酸エステル、ポリオキシアルキレン化アルキル硫酸エステル、アシルアミノ酸、ポリオキシアルキレン化アシルアミノ酸及びこれらの塩から選ばれる1種以上が挙げられる。かかる陰イオン性界面活性剤の含有量は、全組成物中に0〜0.5%、特に0〜0.2%とするのが好ましい。
A surfactant other than the component (A) may be further added to the composition of the present invention as long as the effects of the present invention are not impaired. As such a surfactant, polyglycerol fatty acid ester is preferable. Examples of the polyglycerol fatty acid ester include those obtained by condensing 1 to 4 fatty acids having 8 to 24 carbon atoms with polyglycerol obtained by condensing 2 to 20 glycerols, and particularly those having 5 to 10 condensed polyglycerols and carbon atoms. Monoesters of 12-14 fatty acids are preferred. The polyglycerol fatty acid ester is preferably contained in the entire composition in an amount of 0.01 to 2%, particularly 0.1 to 1%.
Furthermore, in order to improve the solubilizing ability of menthol, an anionic surfactant may be added to the composition of the present invention as long as the effects of the present invention are not impaired. Such anionic surfactants include alkyl phosphates, polyoxyalkylenated alkyl phosphates, alkyl sulfates, polyoxyalkylenated alkyl sulfates, acylamino acids, polyoxyalkylenated acylamino acids and salts thereof. One or more selected may be mentioned. The content of the anionic surfactant is preferably 0 to 0.5%, particularly preferably 0 to 0.2% in the entire composition.

本発明組成物には、さらに水、グリセリン、ソルビトール、キシリトール、トレハロース、プロピレングリコールなどの湿潤剤、甘味剤、モノフルオロリン酸ナトリウム、フッ化ナトリウム、フッ化スズ等の歯質強化剤、抗炎症剤、殺菌剤、塩化亜鉛等の収斂剤、保存料、pH調整剤、キレート剤、エタノール等の水溶性成分や、通常口腔用組成物に使用されるミント油やシトラス油、ハーブ油、スパイス油、フルーツフレーバーなどの油溶性香料や、これらを水に分散しやすくした水溶性香料を配合することができる。   The composition of the present invention further includes a wetting agent such as water, glycerin, sorbitol, xylitol, trehalose and propylene glycol, a sweetener, a tooth strengthening agent such as sodium monofluorophosphate, sodium fluoride and tin fluoride, and anti-inflammatory. Agents, fungicides, astringents such as zinc chloride, preservatives, pH adjusters, chelating agents, water-soluble ingredients such as ethanol, mint oil, citrus oil, herb oil, spice oil usually used in oral compositions Oil-soluble fragrances such as fruit flavors and water-soluble fragrances that can be easily dispersed in water can be blended.

本発明の液体口腔用組成物は、水性液状であり、好ましくは水性の透明又は均一なマイクロエマルション系であり、液状歯磨、洗口剤、口中清涼剤、含嗽剤等として使用することができる。   The liquid oral composition of the present invention is an aqueous liquid, preferably an aqueous transparent or uniform microemulsion system, and can be used as a liquid dentifrice, mouthwash, mouth freshener, mouthwash, and the like.

実施例1〜4及び比較例1〜4
表1記載の処方で洗口剤を調製し、室温−5℃条件下に2週間保存後、液性状を評価した。また、風味評価として、洗口剤10mLで30秒間含嗽し吐き出したときに口の中に残る苦味を下記に示す官能基準にて判定した。
官能基準
○:苦くない
△:やや苦い
×:苦い
結果を表1に示す。
Examples 1-4 and Comparative Examples 1-4
Mouthwashes were prepared according to the formulations shown in Table 1, and the liquid properties were evaluated after storage for 2 weeks at room temperature-5 ° C. In addition, as a flavor evaluation, the bitter taste remaining in the mouth when the mouthwash was sprinkled for 30 seconds with 10 mL of the mouthwash was determined according to the sensory criteria shown below.
Sensory criteria ○: not bitter Δ: somewhat bitter ×: bitter The results are shown in Table 1.

表1に示す結果から、実施例1〜4の本発明品は、何れも透明でかつ風味評価も良好であるのに対し、テルペン化合物を欠く比較例1、総炭素数12〜18のカルボン酸エステル化合物を欠く比較例2の組成物及びこれら両方を欠く比較例3の組成物は、風味評価が良好であるが、濁りや結晶が生じるなど低温での安定性に問題がある。また、メントールの可溶化の目的で陰イオン界面活性剤であるラウリル硫酸ナトリウムを配合した比較例4では、低温での保存安定性に問題がなかったものの、風味評価に問題があった。   From the results shown in Table 1, the inventive products of Examples 1 to 4 are all transparent and good in flavor evaluation, whereas Comparative Example 1 lacking a terpene compound, a carboxylic acid having a total carbon number of 12 to 18 The composition of Comparative Example 2 lacking an ester compound and the composition of Comparative Example 3 lacking both have good flavor evaluation, but have problems with stability at low temperatures such as turbidity and crystals. In Comparative Example 4 in which sodium lauryl sulfate, which is an anionic surfactant, was added for the purpose of solubilizing menthol, there was no problem in storage stability at low temperatures, but there was a problem in flavor evaluation.

本発明の液体口腔用組成物は、保存安定性が良好で、かつ風味がよく、刺激が少ないため、液状歯磨、洗口剤、口中清涼剤、含嗽剤等として有用である。   The composition for liquid oral cavity of the present invention is useful as a liquid dentifrice, mouthwash, mouth freshener, mouthwash and the like because it has good storage stability, good flavor and little irritation.

Claims (5)

次の成分(A)、(B)、(C)、(D)及び(E):
(A) 糖脂肪酸エステル 0.1〜0.5質量%
(B) メントール 0.1〜2質量%
(C) 25℃で液体であるテルペン化合物
(D) 酢酸エステル、乳酸エステル及びミリスチン酸エステルから選ばれる総炭素数12〜18のカルボン酸エステル化合物
(E)5〜10個縮合したポリグリセリンと炭素数12〜14の脂肪酸のモノエステルであるポリグリセリン脂肪酸エステル 0.01〜1質量%
を含有し、成分(C)と成分(D)との質量比(C):(D)が5:1〜1:5であり、かつ陰イオン性界面活性剤を含有しない洗口剤。
The following components (A), (B), (C), (D) and (E):
(A) Sugar fatty acid ester 0.1-0.5 mass%
(B) Menthol 0.1-2% by mass
(C) Terpene compound which is liquid at 25 ° C. (D) Polyglycerin and carbon condensed with 5 to 10 carboxylic acid ester compounds (E) having a total carbon number of 12 to 18 selected from acetate ester, lactate ester and myristic ester Polyglycerin fatty acid ester 0.01 to 1% by mass, which is a monoester of fatty acids of several 12 to 14
A mouthwash containing the component (C) and the component (D) in a mass ratio (C) :( D) of 5: 1 to 1: 5 and containing no anionic surfactant.
(C)テルペン化合物が、モノテルペン、モノテルペンアルコール、セスキテルペン及びセスキテルペンアルコールから選ばれる1種又は2種以上の化合物である請求項1記載の洗口剤。   (C) The mouthwash according to claim 1, wherein the terpene compound is one or more compounds selected from monoterpenes, monoterpene alcohols, sesquiterpenes and sesquiterpene alcohols. (D)総炭素数12〜18のカルボン酸エステル化合物が、メンチルラクテート、メンチルアセテート、ターピニルアセテート、リナリルアセテート及びエチルミリステートから選ばれる1種又は2種以上の化合物である請求項1又は2記載の洗口剤。 (D) The carboxylic acid ester compound having 12 to 18 carbon atoms in total is one or more compounds selected from menthyl lactate, menthyl acetate, terpinyl acetate, linalyl acetate and ethyl myristate. 2. A mouthwash according to 2. (A)糖脂肪酸エステルの含有量が、(C)テルペン化合物及び(D)総炭素数12〜18のカルボン酸エステル化合物の合計量に対して、2〜20質量倍である請求項1〜3のいずれか1項記載の洗口剤。   The content of (A) sugar fatty acid ester is 2 to 20 times by mass with respect to the total amount of (C) terpene compound and (D) carboxylic acid ester compound having 12 to 18 carbon atoms in total. The mouthwash according to any one of the above. (C)テルペン化合物及び(D)総炭素数12〜18のカルボン酸エステル化合物の合計量が、(B)メントールの含有量に対して、0.05〜0.5質量倍である請求項1〜4のいずれか1項記載の洗口剤。The total amount of (C) a terpene compound and (D) a carboxylic acid ester compound having a total carbon number of 12 to 18 is 0.05 to 0.5 times by mass with respect to the content of (B) menthol. The mouthwash of any one of -4.
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JP5465908B2 (en) * 2009-03-30 2014-04-09 ライオン株式会社 Liquid oral cavity composition in transparent container
JP2011105647A (en) * 2009-11-18 2011-06-02 Lion Corp Dentifrice composition

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JPH06183940A (en) * 1992-12-21 1994-07-05 Lion Corp Composition for oral cavity
JP2001064136A (en) * 1999-08-26 2001-03-13 Kao Corp Composition for oral cavity
JP2002047157A (en) * 2000-07-28 2002-02-12 Lion Corp Composition for oral cavity
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JP2005179231A (en) * 2003-12-18 2005-07-07 Lion Corp Liquid composition for oral cavity

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WO2021201059A1 (en) 2020-03-30 2021-10-07 三生医薬株式会社 Composition containing menthol

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