JP2000247859A - Perfume composition for oral cavity - Google Patents

Perfume composition for oral cavity

Info

Publication number
JP2000247859A
JP2000247859A JP11052544A JP5254499A JP2000247859A JP 2000247859 A JP2000247859 A JP 2000247859A JP 11052544 A JP11052544 A JP 11052544A JP 5254499 A JP5254499 A JP 5254499A JP 2000247859 A JP2000247859 A JP 2000247859A
Authority
JP
Japan
Prior art keywords
oral
menthol
composition
alkyl
perfume
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.)
Pending
Application number
JP11052544A
Other languages
Japanese (ja)
Inventor
Hirokazu Takahashi
宏和 高橋
Kenichi Arai
賢一 新井
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP11052544A priority Critical patent/JP2000247859A/en
Publication of JP2000247859A publication Critical patent/JP2000247859A/en
Pending legal-status Critical Current

Links

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition which is free from the deterioration of palatability due to the odor of a solvent, can improve the refrigerant of 1-menthol and can reinforce the smell and taste of the perfume itself by adding the 1-menthol and a specific ester compound. SOLUTION: This perfume composition for oral cavities comprises (A) 1-menthol preferably in an amount of 30-80 wt.% based on the total amount of the composition, (B) one or more compounds selected from a compound of the formula: R1COOR2 and compounds of formulas I, II and III (R1 is H, a 1-10C alkyl or the like; R2 is a 1-6C alkyl or an alkenyl; R3 to R5 are each a 1-10C hydrocarbon) (for example, methyl formate or methyl benzoate), and preferably further (C) ethanol. The components A and B are preferably compounded in a weight ratio of 1:0.002 to 1:0.1. The perfume composition for oral cavities may preferably be added to compositions for oral cavities. The compositions for oral cavities include oral cavity cosmetics such as dentifrice, oral refrigerants, and mouthwashes, foods such as chewing gums, candies and troches, oral medicines, and the like.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、l−メントールの
もつ清涼感を増強し、嗜好性に優れた口腔用香料組成物
に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oral fragrance composition which enhances the refreshing feeling of l-menthol and has excellent palatability.

【0002】[0002]

【従来の技術】歯磨、口中清涼剤、洗口剤等の口腔用組
成物には、清涼感を付与するためl−メントールが配合
されている。しかし、l−メントールは、更に清涼感を
増強したり発現性を改良するために多量に配合すると、
逆に苦味や刺激を引き起こす。このため、l−メントー
ルにケトン類を配合した香料組成物が提案されている
(特開平8−157862号公報)。しかし、口腔用香
料組成物にケトン類を配合すると清涼感の発現性及び拡
散性は向上するが、ケトン類が有する溶剤臭により、嗜
好性が低下するという問題がある。
2. Description of the Related Art 1-menthol is added to oral compositions such as toothpaste, mouth freshener, mouthwash and the like to give a refreshing feeling. However, when l-menthol is added in a large amount in order to further enhance the refreshing sensation or improve the expression,
On the contrary, it causes bitterness and irritation. For this reason, a fragrance composition in which ketones are blended with 1-menthol has been proposed (Japanese Patent Application Laid-Open No. 8-157762). However, when ketones are blended with the oral flavor composition, the refreshing sensation and diffusibility are improved, but there is a problem that the taste of the ketones reduces the palatability due to the solvent odor.

【0003】[0003]

【発明が解決しようとする課題】本発明の目的は、溶剤
臭による嗜好性の低下がなく、l−メントールの有する
清涼感を更に向上させ、香料自体の香りや味を増強でき
る口腔用香料組成物を提供することにある。
SUMMARY OF THE INVENTION An object of the present invention is to provide a perfume composition for the oral cavity which does not reduce the palatability due to solvent odor, further improves the refreshing feeling of l-menthol, and enhances the aroma and taste of the perfume itself. To provide things.

【0004】[0004]

【課題を解決するための手段】本発明者は、l−メント
ールと特定のエステル類を組み合わせることにより、溶
剤臭のない、清涼感がより向上した口腔用香料組成物が
得られることを見出した。
Means for Solving the Problems The present inventor has found that a combination of l-menthol and a specific ester can provide a perfume composition for the oral cavity having no solvent odor and having a more improved refreshing feeling. .

【0005】本発明は、l−メントールと次の一般式
(1)〜(4);
The present invention relates to l-menthol and the following general formulas (1) to (4):

【0006】[0006]

【化2】 Embedded image

【0007】(式中、R1 は水素原子又は炭素数1〜1
0のアルキル若しくはアルケニル基を示し、R2 は炭素
数1〜6のアルキル又はアルケニル基を示し、R3 、R
4 及びR5 は炭素数1〜10の炭化水素基を示す)で表
される化合物の1種以上とを含有する口腔用香料組成
物、及びこれを含有する口腔用組成物を提供するもので
ある。
(Wherein R 1 is a hydrogen atom or a C 1 -C 1)
Represents an alkyl or alkenyl group of 0, R 2 is an alkyl or alkenyl group having 1 to 6 carbon atoms, R 3, R
4 and R 5 represent a hydrocarbon group having 1 to 10 carbon atoms), and an oral fragrance composition containing at least one compound represented by formula (I), and an oral composition containing the same. is there.

【0008】[0008]

【発明の実施の形態】本発明で用いるl−メントール
は、植物等の精油から単離したものでも、化学的に合成
されたものでもよく、また、l−メントールを含有する
ミント油等の精油をそのまま用いてもよい。ミント油と
しては、和種はっか油、ペパーミント油等が挙げられ、
1種以上を用いることができ、上記単離又は合成l−メ
ントールと組合せて用いてもよい。
BEST MODE FOR CARRYING OUT THE INVENTION The l-menthol used in the present invention may be isolated from an essential oil of a plant or the like, may be chemically synthesized, or may be an essential oil such as a mint oil containing l-menthol. May be used as it is. Examples of mint oil include Japanese pepper oil, peppermint oil, and the like.
One or more kinds may be used, and may be used in combination with the above-mentioned isolated or synthetic l-menthol.

【0009】l−メントールの配合量、特に制限され
ず、口腔用香料組成物中、0.01〜90重量%、特に
30〜80重量%であるのが十分な清涼感が得られ好ま
しい。
The amount of l-menthol is not particularly limited, and is preferably 0.01 to 90% by weight, particularly preferably 30 to 80% by weight in the oral flavor composition, since a sufficient refreshing feeling can be obtained.

【0010】本発明において、一般式(1)中、R1
しては、水素原子、炭素数1〜6の直鎖又は分岐鎖のア
ルキル基が好ましく、R2 としては、炭素数1〜6の直
鎖又は分岐鎖のアルキル基が好ましい。R1 の炭素数が
11以上又はR2 の炭素数が7以上のエステル類は脂っ
こく、嗜好性が低下する。
In the present invention, in the general formula (1), R 1 is preferably a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms, and R 2 is preferably a linear or branched alkyl group having 1 to 6 carbon atoms. Linear or branched alkyl groups are preferred. Esters number of 7 or more carbon atoms with a carbon number of 11 or greater, or R 2 of R 1 are greasy, palatability decreases.

【0011】また、一般式(2)〜(4)中、R3 、R
4 及びR5 としては、炭素数1〜10のアルキル又はア
ルケニル基、炭素数7〜10のアラルキル基が挙げら
れ、炭素数1〜6の直鎖又は分岐鎖のアルキル基、ベン
ジル基、フェネチル基が好ましい。
In general formulas (2) to (4), R 3 , R
Examples of 4 and R 5 include an alkyl or alkenyl group having 1 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, and a linear or branched alkyl group having 1 to 6 carbon atoms, a benzyl group, and a phenethyl group. Is preferred.

【0012】一般式(1)〜(4)で表される化合物と
しては、ギ酸メチル、ギ酸エチル、ギ酸ブチル、酢酸エ
チル、プロピオン酸プロピル、酪酸エチル、イソ酪酸メ
チル、イソ酪酸イソアミル、吉草酸ブチル、吉草酸イソ
ブチル、イソ吉草酸メチル、ヘキサン酸エチル、ヘキサ
ン酸プロピル、ヘキサン酸ヘキシル、安息香酸メチル、
安息香酸エチル、安息香酸イソブチル、ケイ皮酸メチ
ル、ケイ皮酸エチル、ケイ皮酸ベンジル、サリチル酸メ
チル、サリチル酸エチル、サリチル酸イソブチル、サリ
チル酸イソアミルが好ましい。
The compounds represented by the general formulas (1) to (4) include methyl formate, ethyl formate, butyl formate, ethyl acetate, propyl propionate, ethyl butyrate, methyl isobutyrate, isoamyl isobutyrate, butyl valerate , Isobutyl valerate, methyl isovalerate, ethyl hexanoate, propyl hexanoate, hexyl hexanoate, methyl benzoate,
Preferred are ethyl benzoate, isobutyl benzoate, methyl cinnamate, ethyl cinnamate, benzyl cinnamate, methyl salicylate, ethyl salicylate, isobutyl salicylate, isoamyl salicylate.

【0013】一般式(1)〜(4)で表される化合物
は、1種以上を用いることができ、その配合量は、特に
制限されないが、l−メントールと一般式(1)〜
(4)で表される化合物の1種以上との配合重量比が
1:0.001〜1:0.2、特に1:0.002〜
1:0.1であるのが、清涼感向上効果が十分に得られ
好ましい。
One or more compounds represented by the general formulas (1) to (4) can be used, and the compounding amount thereof is not particularly limited.
The compounding weight ratio with one or more of the compounds represented by (4) is 1: 0.001 to 1: 0.2, particularly 1: 0.002.
A ratio of 1: 0.1 is preferable since a sufficient cooling effect can be obtained.

【0014】本発明の口腔用香料組成物は、更にエタノ
ールを配合でき、上記必須成分を含むエタノール溶液と
することが好ましく、この溶液には、更に通常の口腔用
香料組成物に用いられる他の精油や香料を配合できる。
The oral flavor composition of the present invention can further contain ethanol, and is preferably an ethanol solution containing the above essential components. This solution may further contain other ingredients used in ordinary oral flavor compositions. Essential oils and fragrances can be blended.

【0015】本発明において、口腔用組成物は、前記口
腔用香料組成物を配合して得られる。口腔用組成物とし
ては、歯磨剤、口中清涼剤、洗口剤等の口腔化粧料;チ
ューインガム、キャンディー及びトローチ等の口腔内で
使用し清涼感が付与してある食品及び経口医薬品等が挙
げられる。
In the present invention, the oral composition is obtained by blending the above-mentioned oral flavor composition. Examples of the oral composition include oral cosmetics such as dentifrices, mouth fresheners, mouthwashes; foods and oral pharmaceuticals used in the oral cavity such as chewing gums, candies and troches to impart a refreshing feeling; .

【0016】[0016]

【発明の効果】本発明の口腔用香料組成物は、溶剤臭が
なく、嗜好性に優れ、l−メントールの有する清涼感を
更に増強することができる。このため、口腔内で使用し
清涼感を付与する化粧料、食品、医薬品等に有用であ
る。
The oral fragrance composition of the present invention has no solvent odor, is excellent in palatability, and can further enhance the refreshing feeling of l-menthol. For this reason, it is useful for cosmetics, foods, pharmaceuticals, etc. that are used in the oral cavity and give a refreshing feeling.

【0017】[0017]

【実施例】実施例1〜24及び比較例1〜4 (1)口腔用香料組成物の調製:下記成分Aに、表2に
示す成分(B)を配合し、27種の口腔用香料組成物を
製造した。成分(B)の配合量は、成分(A)に対する
外重量%である。次に、表1に示す組成の口腔用組成物
(練り歯磨剤)を常法により製造した。
EXAMPLES Examples 1 to 24 and Comparative Examples 1 to 4 (1) Preparation of Oral Perfume Composition: 27 kinds of oral perfume compositions were prepared by blending the following component A with the component (B) shown in Table 2. Was manufactured. The compounding amount of the component (B) is the outer weight% based on the component (A). Next, an oral composition (toothpaste) having the composition shown in Table 1 was produced by a conventional method.

【0018】 (成分A) (重量%) l−メントール 40.0 ペパーミント油 20.0 アネトール 15.0 エタノール 25.0 合計 100.0(Component A) (% by weight) l-menthol 40.0 peppermint oil 20.0 anethole 15.0 ethanol 25.0 total 100.0

【0019】[0019]

【表1】 [Table 1]

【0020】(2)清涼感及び溶剤臭の評価:香料組成
物を配合した練り歯磨剤について、調香師10名により
清涼感及び溶剤臭を下記基準に従い、官能評価した。な
お、清涼感は、香料組成物を配合しない場合を基準とし
て評価した。10名の評価の平均を求め、その結果を表
2に併せて示す。
(2) Evaluation of Refreshing Feeling and Solvent Odor: The toothpaste blended with the fragrance composition was sensory evaluated by ten perfumers for the refreshing feeling and solvent odor according to the following criteria. In addition, the refreshing feeling was evaluated on the basis of the case where the fragrance composition was not blended. The average of the evaluations of 10 persons was obtained, and the results are shown in Table 2.

【0021】 (清涼感) 清涼感をかなり強く感じ、大きな効果があることがわかる・・・1 清涼感を強く感じ、効果があることがわかる ・・・2 清涼感をやや強く感じ、やや効果があることがわかる ・・・3 清涼感を感じるが、効果があるとはいえない ・・・4 変化がなく、効果がわからない ・・・5(Refreshing sensation) A refreshing sensation is felt quite intense, and it is understood that there is a great effect .... 1 A refreshing sensation is felt strongly, and it is understood that there is an effect .... 2 … 3 I feel refreshed but not effective… 4 No change, I do n’t know the effect… 5

【0022】 (溶剤臭) 溶剤臭を感じない ・・・1 一般の人にはわからない程度に溶剤臭がする ・・・2 溶剤臭を感じるが、口に入れられなくはない ・・・3 溶剤臭が強すぎて、口に入れられない ・・・4(Solvent odor) No solvent odor is sensed .... 1 Solvent odor is not noticeable to ordinary people .... 2 Solvent odor is sensed but is not put into the mouth..3 Solvent. The smell is too strong to put in your mouth ・ ・ ・ 4

【0023】[0023]

【表2】 [Table 2]

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) C11B 9/00 C11B 9/00 T S Z // A23G 3/00 101 A23G 3/00 101 3/30 3/30 Fターム(参考) 4B014 GB06 GB07 GB08 GB13 GK05 GL03 GL05 4C083 AB322 AC122 AC132 AC341 AC342 AC482 AC782 AC862 AD272 AD352 AD531 AD532 BB41 CC41 EE06 4H059 BA12 BA14 BA30 BA35 BB02 BB03 BB13 BB14 BB45 CA51 DA09 EA31 EA32 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) C11B 9/00 C11B 9/00 TS Z // A23G 3/00 101 A23G 3/00 101 3/30 3 / 30 F term (reference) 4B014 GB06 GB07 GB08 GB13 GK05 GL03 GL05 4C083 AB322 AC122 AC132 AC341 AC342 AC482 AC782 AC862 AD272 AD352 AD531 AD532 BB41 CC41 EE06 4H059 BA12 BA14 BA30 BA35 BB02 BB03 BB31 BB45

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 l−メントールと次の一般式(1)〜
(4); 【化1】 (式中、R1 は水素原子又は炭素数1〜10のアルキル
若しくはアルケニル基を示し、R2 は炭素数1〜6のア
ルキル又はアルケニル基を示し、R3 、R4 及びR5
炭素数1〜10の炭化水素基を示す)で表される化合物
の1種以上とを含有する口腔用香料組成物。
1. l-menthol and the following general formula (1)
(4); (Wherein, R 1 represents a hydrogen atom or an alkyl or alkenyl group having 1 to 10 carbon atoms, R 2 represents an alkyl or alkenyl group having 1 to 6 carbon atoms, and R 3 , R 4 and R 5 represent carbon atoms. Oral fragrance composition comprising at least one compound represented by the following formulas:
【請求項2】 更にエタノールを含有する請求項1記載
の口腔用香料組成物。
2. The oral flavor composition according to claim 1, further comprising ethanol.
【請求項3】 請求項1又は2記載の香料組成物を含有
する口腔用組成物。
3. An oral composition comprising the fragrance composition according to claim 1 or 2.
JP11052544A 1999-03-01 1999-03-01 Perfume composition for oral cavity Pending JP2000247859A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP11052544A JP2000247859A (en) 1999-03-01 1999-03-01 Perfume composition for oral cavity

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11052544A JP2000247859A (en) 1999-03-01 1999-03-01 Perfume composition for oral cavity

Publications (1)

Publication Number Publication Date
JP2000247859A true JP2000247859A (en) 2000-09-12

Family

ID=12917743

Family Applications (1)

Application Number Title Priority Date Filing Date
JP11052544A Pending JP2000247859A (en) 1999-03-01 1999-03-01 Perfume composition for oral cavity

Country Status (1)

Country Link
JP (1) JP2000247859A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1250914A1 (en) * 2001-04-17 2002-10-23 The Procter & Gamble Company Cooling compositions
WO2003074622A1 (en) * 2002-03-01 2003-09-12 Takasago International Corporation Refrigerant compositions, refrigerant auxiliary compositions and uses thereof
JP2006104070A (en) * 2004-09-30 2006-04-20 Ogawa & Co Ltd Cool feeling-reinforcing agent
JP2006104071A (en) * 2004-09-30 2006-04-20 Ogawa & Co Ltd Sense stimulation-reinforcing agent
JP2007176856A (en) * 2005-12-28 2007-07-12 Kao Corp Composition for oral cavity
JP2008273908A (en) * 2007-05-07 2008-11-13 Kao Corp Composition for oral cavity
US8273367B2 (en) 2001-04-17 2012-09-25 The Procter And Gamble Company Articles comprising a mint odor-free cooling agent

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1250914A1 (en) * 2001-04-17 2002-10-23 The Procter & Gamble Company Cooling compositions
WO2002083095A1 (en) * 2001-04-17 2002-10-24 The Procter & Gamble Company Cooling compositions
CN100441158C (en) * 2001-04-17 2008-12-10 宝洁公司 Cooling compositons
US8273367B2 (en) 2001-04-17 2012-09-25 The Procter And Gamble Company Articles comprising a mint odor-free cooling agent
WO2003074622A1 (en) * 2002-03-01 2003-09-12 Takasago International Corporation Refrigerant compositions, refrigerant auxiliary compositions and uses thereof
KR100768416B1 (en) * 2002-03-01 2007-10-18 다카사고 고료 고교 가부시키가이샤 Refrigerant compositions, refrigerant auxiliary compositions and products comprising them
CN100386397C (en) * 2002-03-01 2008-05-07 高砂香料工业株式会社 Refrigerant composition, refrigerant auxiliary compositions and uses thereof
JP2006104070A (en) * 2004-09-30 2006-04-20 Ogawa & Co Ltd Cool feeling-reinforcing agent
JP2006104071A (en) * 2004-09-30 2006-04-20 Ogawa & Co Ltd Sense stimulation-reinforcing agent
JP2007176856A (en) * 2005-12-28 2007-07-12 Kao Corp Composition for oral cavity
JP2008273908A (en) * 2007-05-07 2008-11-13 Kao Corp Composition for oral cavity

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