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JP3445494B2 - Flavor improver - Google Patents
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JP3445494B2 - Flavor improver - Google Patents

Flavor improver

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Publication number
JP3445494B2
JP3445494B2 JP18619798A JP18619798A JP3445494B2 JP 3445494 B2 JP3445494 B2 JP 3445494B2 JP 18619798 A JP18619798 A JP 18619798A JP 18619798 A JP18619798 A JP 18619798A JP 3445494 B2 JP3445494 B2 JP 3445494B2
Authority
JP
Japan
Prior art keywords
group
carbon atoms
feeling
alkyl
alcohol
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.)
Expired - Fee Related
Application number
JP18619798A
Other languages
Japanese (ja)
Other versions
JP2000017286A (en
Inventor
路子 遠藤
圭二 土藏
文夫 渋江
良一 平山
基貴 中島
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
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Filing date
Publication date
Family has litigation
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Application filed by Kao Corp filed Critical Kao Corp
Priority to JP18619798A priority Critical patent/JP3445494B2/en
Publication of JP2000017286A publication Critical patent/JP2000017286A/en
Application granted granted Critical
Publication of JP3445494B2 publication Critical patent/JP3445494B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Cosmetics (AREA)
  • Fats And Perfumes (AREA)

Description

【発明の詳細な説明】 【0001】 【発明の属する技術分野】本発明は合成香料のケミカル
感を緩和し、ナチュラル感、マイルド感、フローラル感
を向上させる香質改善剤に関する。 【0002】 【従来の技術】調合香料は一般的に天然香料と合成香料
の組成物であるが、天然香料(特に使用頻度の高いフロ
ーラル系)は産出量が少なく高価なため、実際の使用は
難しい。このため、一般的には合成香料を中心に創られ
ているが、合成香料特有のケミカル感がある。これを修
正するためには再度香料素材の組み合わせを検討するの
が通常の方法であるが、この方法は時間と手間がかかる
ものである。 【0003】 【発明が解決しようとする課題】従って、本発明の目的
は、合成香料の欠点であるケミカル感を緩和することの
できる香質改善剤を提供することにある。 【0004】 【課題を解決するための手段】本発明者は種々の化合物
の合成香料を含む調合香料への添加効果について検討し
たところ、下記式(1)、(2)及び(3)で表される
化合物を組み合せて用いると、合成香料のケミカル感を
緩和し、かつその調合香料本来の香気を低下させず、む
しろナチュラル感、マイルド感、フローラル感を付与
し、それらを持続させ、かつさわやかですっきりとした
残香を与えることを見出し、本発明を完成した。 【0005】すなわち、本発明は、次の成分(A)、
(B)及び(C); 【0006】(A)次の式(1) 【0007】 【化4】 【0008】〔式中、R1、R2、R3は水素原子、ヒド
ロキシ基又は炭素数1〜10のアルキル、アルケニルも
しくはアルコキシ基を示し、R4は炭素数1〜10の直
鎖又は分岐鎖のアルキレン基又はアルケニレン基を示
す〕 【0009】(B)次の式(2) 【0010】 【化5】 【0011】〔式中、R5、R6、R7は水素原子又は炭
素数1〜4のアルキルもしくはアルケニル基を示し、R
8は炭素数1〜20の直鎖又は分岐鎖のアルキレン基又
はアルケニレン基を示し、mは0〜4の整数を示す〕 【0012】(C)次の式(3) 【0013】 【化6】 【0014】〔式中、R9 は炭素数1〜8のアルキル又
はアルケニル基を示す〕で表される化合物、を含有する
合成香料の香質改善剤を提供するものである。 【0015】 【発明の実施の形態】上記式(1)及び(2)中、
1 、R2 、R3 、R5 、R6 及びR7 で示されるハロ
ゲン原子としては、塩素原子又は臭素原子が好ましい。
また、R1 、R2及びR3 で示される炭素数1〜10の
アルキル、アルケニル又はアルコキシ基としては、炭素
数1〜6のアルキル基又はアルコキシ基がより好まし
く、メチル基又はメトキシ基が特に好ましい。R5 、R
6 及びR7 で示される炭素数1〜4のアルキル、アルケ
ニル又はアルコキシ基としては、メチル基又はメトキシ
基が好ましい。R4 及びR8 で示される炭素数1〜20
の直鎖又は分岐鎖のアルキレン、アルケニレン又はアル
キニレン基としては、炭素数1〜20の直鎖又は分岐鎖
のアルキレン又は炭素数2〜20の直鎖又は分岐鎖のア
ルケニレン基が好ましい。式(3)中、R9 としては炭
素数2〜7のアルキル又はアルケニル基が好ましい。 【0016】式(1)の化合物の具体例としては、ベン
ジルアルコール、p−メチルベンジルアルコール、β−
フェニルエチルアルコール、γ−フェニルプロピルアル
コール、シンナミックアルコール、α−アミルシンナミ
ックアルコール、アニスアルコール(p−メトキシベン
ジルアルコール)、δ−フェニルブチルアルコール、ε
−フェニルペンチルアルコール、ジメチルベンジルカル
ビノール、ジメチルフェニルカルビノール、β−フェニ
ルジメチルカルビノール、β−フェニルエチルメチルエ
チルカルビノール等が挙げられる。 【0017】また式(2)の化合物の具体例として
は、、フェノキシメチルアルコール、フェノキシエチル
アルコール、2−ベンジルオキシエタノール、フェノキ
シプロピルアルコール、フェノキシブチルアルコール、
フェノキシペンチルアルコール等が挙げられる。 【0018】式(3)の化合物の具体例としてはメチル
ジャスモネート、メチルジヒドロジャスモネート等が挙
げられる。 【0019】本発明の香質改善剤にはこれら成分
(A)、(B)及び(C)はそれぞれ1種でも2種以上
を併用してもよい。なお、香質改善剤中の成分(A)、
(B)及び(C)の配合割合は特に制限されないが、成
分(A)と(B)の合計量が香質改善剤中の50重量%
(以下単に%で示す)以上、特に70%以上が好まし
い。また〔(A)+(B)〕:(C)が重量比で1:1
〜20:1、特に3:1〜10:1が好ましい。 【0020】本発明香質改善剤の調合香料への配合量
は、ケミカル感緩和効果の点から5〜70%、特に30
〜50%が好ましい。 【0021】 【発明の効果】本発明の香質改善剤を用いれば、合成香
料のもつケミカル感が緩和され、ナチュラル感、マイル
ド感、フローラル感が付与され、かつそれらが持続し、
さわやかな残香を有する調合香料が得られる。従って本
発明の香質改善剤はフローラル系調合香料に用いるのが
好ましく、かかる調合香料を配合する各種香粧品に用い
ることができる。 【0022】 【実施例】実施例1〜4 表1に示す配合に従って、比較例、実施例1〜4の香料
組成物を調製した。評価方法及び評価点は下記の通りで
ある。縦0.5cm、横15cmの匂い紙に下記の比較例1
及び実施例1〜4に示した香料を先端から1.5cm(重
さ約0.05g)付け、温度25℃、湿度65%の官能
評価室にて、専門パネラー10人(男女各5人)によっ
て直後、2時間後、4時間後、8時間後、12時間後、
24時間後の香りの質について評価を行い、下記の判断
基準に従って総合的に評価を下した。 【0023】 ◎:ナチュラル感、マイルド感、フローラル感が十分に
付与され、大変持続する。 ○:ナチュラル感、マイルド感、フローラル感が付与さ
れ、持続する。 △:ナチュラル感、マイルド感、フローラル感があまり
付与されず、持続もあまりしない。 ×:ナチュラル感、マイルド感、フローラル感が付与さ
れず、持続もしない。 【0024】 【表1】 【0025】*1)調合香料1 ベルガモットオイル 10 リリアール 15 リラール 14 ゲラニオール 8 ベンジルアセテート 12 メチルヨノン 8 ヘリオトロピン 2 バニリン 1ベンジルサリシレート 30 合 計 100(重量部) 【0026】表1より、成分(A)、(B)及び(C)
を配合した調合香料は、これらを配合しない場合に比べ
てケミカル感が減少し、ナチュラル感、マイルド感、フ
ローラル感が付与され、かつ持続することがわかる。
Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a flavor improving agent which alleviates the chemical sensation of a synthetic fragrance and improves the natural, mild and floral sensations. [0002] A compounded fragrance is generally a composition of a natural fragrance and a synthetic fragrance. However, natural fragrances (especially, frequently used floral type) are produced in a small amount and are expensive. difficult. For this reason, synthetic fragrances are generally created mainly, but there is a chemical feeling peculiar to synthetic fragrances. In order to correct this, it is usual to reconsider the combination of fragrance materials, but this method is time-consuming and troublesome. [0003] Accordingly, an object of the present invention is to provide a flavor improving agent which can alleviate the chemical sensation which is a disadvantage of synthetic fragrances. The inventors of the present invention have studied the effects of adding various compounds to compounded fragrances including synthetic fragrances, and have obtained the following formulas (1), (2) and (3). When used in combination, the chemical flavor of the synthetic fragrance is alleviated, and the natural fragrance of the compounded fragrance is not reduced, but rather imparts a natural feeling, a mild feeling, a floral feeling, sustains them, and is refreshing. The present inventors have found that it gives a clear residual scent and completed the present invention. That is, the present invention provides the following component (A):
(B) and (C); (A) the following formula (1): [Wherein R 1 , R 2 and R 3 represent a hydrogen atom, a hydroxy group or an alkyl, alkenyl or alkoxy group having 1 to 10 carbon atoms, and R 4 represents a straight or branched chain having 1 to 10 carbon atoms. And (B) an alkylene group or alkenylene group in the chain. (B) The following formula (2): Wherein R 5 , R 6 and R 7 are a hydrogen atom or an alkyl or alkenyl group having 1 to 4 carbon atoms;
And 8 represents a linear or branched alkylene group or alkenylene group having 1 to 20 carbon atoms, and m represents an integer of 0 to 4]. (C) The following formula (3): ] Wherein R 9 represents an alkyl or alkenyl group having 1 to 8 carbon atoms, wherein R 9 represents an alkyl or alkenyl group having 1 to 8 carbon atoms. DETAILED DESCRIPTION OF THE INVENTION In the above formulas (1) and (2),
As the halogen atom represented by R 1 , R 2 , R 3 , R 5 , R 6 and R 7 , a chlorine atom or a bromine atom is preferable.
Further, as the alkyl, alkenyl or alkoxy group having 1 to 10 carbon atoms represented by R 1 , R 2 and R 3 , an alkyl group or an alkoxy group having 1 to 6 carbon atoms is more preferable, and a methyl group or a methoxy group is particularly preferable. preferable. R 5 , R
As the alkyl, alkenyl or alkoxy group having 1 to 4 carbon atoms represented by 6 and R 7 , a methyl group or a methoxy group is preferable. 1 to 20 carbon atoms represented by R 4 and R 8
As the linear or branched alkylene, alkenylene or alkynylene group, is preferably a linear or branched alkylene having 1 to 20 carbon atoms or a linear or branched alkenylene group having 2 to 20 carbon atoms. In the formula (3), R 9 is preferably an alkyl or alkenyl group having 2 to 7 carbon atoms. Specific examples of the compound of the formula (1) include benzyl alcohol, p-methylbenzyl alcohol, β-
Phenylethyl alcohol, γ-phenylpropyl alcohol, cinnamic alcohol, α-amyl cinnamic alcohol, anis alcohol (p-methoxybenzyl alcohol), δ-phenylbutyl alcohol, ε
-Phenylpentyl alcohol, dimethylbenzylcarbinol, dimethylphenylcarbinol, β-phenyldimethylcarbinol, β-phenylethylmethylethylcarbinol and the like. Specific examples of the compound of the formula (2) include phenoxymethyl alcohol, phenoxyethyl alcohol, 2-benzyloxyethanol, phenoxypropyl alcohol, phenoxybutyl alcohol,
Phenoxypentyl alcohol and the like. Specific examples of the compound of the formula (3) include methyl jasmonate and methyl dihydrojasmonate. In the flavor improving agent of the present invention, these components (A), (B) and (C) may be used alone or in combination of two or more. In addition, the component (A) in the flavor improving agent,
Although the mixing ratio of (B) and (C) is not particularly limited, the total amount of components (A) and (B) is 50% by weight in the flavor improving agent.
(Hereinafter simply indicated by%), preferably 70% or more. [(A) + (B)] :( C) is 1: 1 by weight.
~ 20: 1, particularly preferably 3: 1 to 10: 1. The compounding amount of the flavor improving agent of the present invention to the compounded flavor is 5 to 70%, especially 30 from the viewpoint of the effect of reducing the chemical sensation.
~ 50% is preferred. By using the flavor improving agent of the present invention, the chemical sensation of the synthetic fragrance is alleviated, a natural sensation, a mild sensation and a floral sensation are imparted and sustained,
A blended fragrance having a refreshing scent is obtained. Therefore, the flavor improving agent of the present invention is preferably used for a floral-based compounded fragrance, and can be used for various cosmetics incorporating such compounded fragrance. Examples 1 to 4 Perfume compositions of Comparative Examples and Examples 1 to 4 were prepared according to the formulations shown in Table 1. The evaluation method and evaluation points are as follows. Comparative Example 1 below on a 0.5 cm long, 15 cm wide odor paper
And, in the sensory evaluation room at a temperature of 25 ° C. and a humidity of 65%, 10 expert panelists (five men and women) were applied with the fragrances shown in Examples 1 to 4 1.5 cm (weight: about 0.05 g) from the tip. Immediately after, 2 hours, 4 hours, 8 hours, 12 hours,
The quality of the fragrance after 24 hours was evaluated, and the evaluation was comprehensively made according to the following criteria. ◎: Natural feeling, mild feeling, and floral feeling are sufficiently imparted and are very long-lasting. :: A natural feeling, a mild feeling, and a floral feeling are imparted and maintained. Δ: Natural feeling, mild feeling, and floral feeling are not given much and the duration is not so much. X: Neither a natural feeling, a mild feeling nor a floral feeling is imparted nor sustained. [Table 1] * 1) Compounded fragrance 1 Bergamot oil 10 Lilyal 15 Lillal 14 Geraniol 8 Benzyl acetate 12 Methylionone 8 Heliotropin 2 Vanillin 1 Benzyl salicylate 30 Total 100 (parts by weight) From Table 1, the components (A), (B) and (C)
It can be seen that the compounded fragrance containing the compound has a reduced chemical feeling, imparts a natural feeling, a mild feeling, a floral feeling, and lasts as compared with the case where these are not added.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 渋江 文夫 東京都墨田区文花2−1−3 花王株式 会社研究所内 (72)発明者 平山 良一 東京都墨田区文花2−1−3 花王株式 会社研究所内 (72)発明者 中島 基貴 東京都墨田区文花2−1−3 花王株式 会社研究所内 (56)参考文献 特開 平10−85313(JP,A) 特開 平9−48718(JP,A) 特開 平8−109390(JP,A) 特開 平10−120541(JP,A) 特開 昭57−16972(JP,A) 特開 昭63−316776(JP,A) 特開 平6−172781(JP,A) 特表 平11−504976(JP,A) (58)調査した分野(Int.Cl.7,DB名) C11B 9/00 A61K 7/46 C11D 9/44 ──────────────────────────────────────────────────の Continuing on the front page (72) Inventor Fumio Shibue 2-1-3 Bunka, Sumida-ku, Tokyo Kao Co., Ltd. Kao Co., Ltd. (72) Ryoichi Hirayama 2-1-3 Bunka, Sumida-ku, Tokyo Kao shares Motoki Nakajima, Inventor Kazumi Co., Ltd. 2-1-3 Bunka, Sumida-ku, Tokyo Kao Co., Ltd. (56) References JP-A-10-85313 (JP, A) JP-A-9-48718 (JP) JP-A-8-109390 (JP, A) JP-A-10-120541 (JP, A) JP-A-57-16972 (JP, A) JP-A-63-316776 (JP, A) 6-172781 (JP, A) Table 11 11-504976 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB name) C11B 9/00 A61K 7/46 C11D 9/44

Claims (1)

(57)【特許請求の範囲】 【請求項1】 次の成分(A)、(B)及び(C); (A)次の式(1) 【化1】 〔式中、R1、R2、R3は水素原子、ヒドロキシ基又は
炭素数1〜10のアルキル、アルケニルもしくはアルコ
キシ基を示し、R4は炭素数1〜10の直鎖又は分岐鎖
のアルキレン基又はアルケニレン基を示す〕で表される
化合物、 (B)次の式(2) 【化2】 〔式中、R5、R6、R7は水素原子又は炭素数1〜4の
アルキルもしくはアルケニル基を示し、R8は炭素数1
〜20の直鎖又は分岐鎖のアルキレン基又はアルケニレ
ン基を示し、mは0〜4の整数を示す〕で表される化合
物、 (C)次の式(3) 【化3】〔式中、R9は炭素数1〜8のアルキル又はアルケニル
基を示す〕で表される化合物、 を含有する合成香料の香質改善剤。
(57) [Claims] [Claim 1] The following components (A), (B) and (C); (A) the following formula (1): [Wherein, R 1 , R 2 and R 3 represent a hydrogen atom, a hydroxy group or an alkyl, alkenyl or alkoxy group having 1 to 10 carbon atoms, and R 4 represents a linear or branched alkylene having 1 to 10 carbon atoms. (B) a compound represented by the following formula (2): [Wherein, R 5 , R 6 , and R 7 represent a hydrogen atom or an alkyl or alkenyl group having 1 to 4 carbon atoms, and R 8 represents 1 carbon atom.
A linear or branched alkylene group or alkenylene group of from 20 to m, and m represents an integer of from 0 to 4], (C) the following formula (3): [Wherein R 9 represents an alkyl or alkenyl group having 1 to 8 carbon atoms].
JP18619798A 1998-07-01 1998-07-01 Flavor improver Expired - Fee Related JP3445494B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP18619798A JP3445494B2 (en) 1998-07-01 1998-07-01 Flavor improver

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP18619798A JP3445494B2 (en) 1998-07-01 1998-07-01 Flavor improver

Publications (2)

Publication Number Publication Date
JP2000017286A JP2000017286A (en) 2000-01-18
JP3445494B2 true JP3445494B2 (en) 2003-09-08

Family

ID=16184090

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JP3445494B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023147874A1 (en) * 2022-02-04 2023-08-10 Symrise Ag A fragrance mixture

Also Published As

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JP2000017286A (en) 2000-01-18

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