JPS63203609A - Perfume composition - Google Patents

Perfume composition

Info

Publication number
JPS63203609A
JPS63203609A JP3652387A JP3652387A JPS63203609A JP S63203609 A JPS63203609 A JP S63203609A JP 3652387 A JP3652387 A JP 3652387A JP 3652387 A JP3652387 A JP 3652387A JP S63203609 A JPS63203609 A JP S63203609A
Authority
JP
Japan
Prior art keywords
perfume
fragrance
trimethyl
phenyl
pentanone
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
JP3652387A
Other languages
Japanese (ja)
Inventor
Yoshiaki Fujikura
藤倉 芳明
Manabu Fujita
学 藤田
Sunao Toi
戸井 直
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 JP3652387A priority Critical patent/JPS63203609A/en
Publication of JPS63203609A publication Critical patent/JPS63203609A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain a perfume composition having metallic, green and rosy fragrance, containing 2,2,4-trimethyl-1-phenyl-3-pentanone. CONSTITUTION:A perfume composition widely usable for high-quality blended perfume, perfume, soap, shampoo, hair rinse, detergent, cosmetic, hair spray, aroma, etc., having the above-mentioned fragrance, mixed with preferably 0.05-30wt.%, especially 5-10wt.% 2,2,4-trimethyl-1-phenyl-3-pentanone as a component for blended perfume. The compound, for example, can be produced by reacting a benzyl halide with isopropyl ketone in the presence of a base.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は2,2.4−トリメチル−1−フェニル−3−
ペンタノンを含有する香料組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to 2,2,4-trimethyl-1-phenyl-3-
The present invention relates to a fragrance composition containing pentanone.

〔従来の技術及びその問題点〕[Conventional technology and its problems]

従来より種々の化合物が香料の調合素材として知られて
いる。そして香料の調合においてその素材に対しては、
低価格であること、化学的に安定であること、他の香料
との調合性がよいこと、新しい香りであること等のさま
ざまな要望が存在する。特に新しい香シの素材を見い出
すことは、香料調合上極めて重要である。
BACKGROUND ART Various compounds have been known as ingredients for preparing fragrances. And when preparing fragrances, for the ingredients,
There are various demands such as low price, chemical stability, good compatibility with other fragrances, and new fragrances. In particular, finding new incense materials is extremely important in perfume preparation.

〔問題点を解決するための手段〕[Means for solving problems]

本発明者らは香料の調合素材を見い出すべく鋭意研究し
ていたところ、文献既知〔例えば、Ch@m、Ab、 
70 (21) :96109m )の化合物である2
、2.4−トリメチル−1−フェニル−3−ペンタノン
は、これを調合香料の成分として配合するとメタリック
でグリーンなパラ様の香りを付与することができること
を見い出し1本発明を完成した。
The inventors of the present invention were conducting intensive research in order to find a compounding material for fragrances, and found that the materials known in the literature [e.g., Ch@m, Ab,
70 (21):96109m) 2
, 2,4-trimethyl-1-phenyl-3-pentanone has been found to be able to impart a metallic, green para-like fragrance when blended as a component of a blended fragrance.1 The present invention has been completed.

すなわち本発明は、2,2.4−トリメチルー1−7二
二ルー3−ペンタノンt−含有スる香料組成物を提供す
るものである。
That is, the present invention provides a fragrance composition containing 2,2,4-trimethyl-1-722-3-pentanone t-.

本発明香料組成物の調合素材である2、2.4−トリメ
チル−1−フェニル−3−−f!ンタノン(以下本発明
香料化合物と称す)は、上記の如く既知の化合物である
が、その香りについての報告、まして調合香料として使
用されたという報告は全くない。
2,2,4-trimethyl-1-phenyl-3-f! which is a compounding material for the fragrance composition of the present invention! Although tantanone (hereinafter referred to as the fragrance compound of the present invention) is a known compound as described above, there are no reports on its fragrance, much less on its use as a mixed fragrance.

本発明香料化合物は前記文献に従って製造、することも
できるが、例えばハロゲン化ペンシルとゾイソゾロビル
クトンを塩基の存在下に反応させることによって製造す
ることができる0 使用される塩基としてはアルカリ金属水酸化物、アルカ
リ金属アミド、アルカリ金属ノ)イドライド、アルカリ
金属@3級アルコキシド等が挙げられる。塩基としてア
ルカリ金属水酸化物音用いる場合は、触媒として第4級
アンモニウム塩又はホスホニウム塩のような相関移動触
媒の存在下に行うことができる0このようなアルカリ金
属水酸化物としては、水酸化ナトリウム、水酸化カリウ
ムが好ましく、これはそのまま、あるいは約40〜65
%水溶液としてハロゲン化ペンシルに対し等モル〜lO
倍モル程度用いられる。
Although the fragrance compound of the present invention can be produced according to the above-mentioned literature, it can also be produced, for example, by reacting a halogenated pencil and zoisozolobilctone in the presence of a base.The base used is alkali metal water. Examples include oxides, alkali metal amides, alkali metal hydrides, alkali metals@tertiary alkoxides, and the like. When using an alkali metal hydroxide as a base, it can be carried out in the presence of a phase transfer catalyst such as a quaternary ammonium salt or a phosphonium salt as a catalyst.Such alkali metal hydroxides include sodium hydroxide. , potassium hydroxide is preferred, which may be present neat or at about 40 to 65
% aqueous solution, equimolar to 1O to halogenated pencil
It is used at twice the molar level.

反応溶媒としては、n−ヘキサン、n−ヘプタン、n−
オクタンのような飽和炭化水素、ベンゼン、トルエン、
キシレンのような芳香族炭化水素、ジエチルエーテル、
テトラヒドロフラン、ジオキサン、ゾメチルセロソルプ
のようなエーテル溶媒を用いる事ができる。
As a reaction solvent, n-hexane, n-heptane, n-
Saturated hydrocarbons like octane, benzene, toluene,
Aromatic hydrocarbons such as xylene, diethyl ether,
Ether solvents such as tetrahydrofuran, dioxane, zomethyl cellosolp can be used.

反応温度は、用いる溶媒によって異なるが、室温〜15
0℃が好ましい。
The reaction temperature varies depending on the solvent used, but ranges from room temperature to 15
0°C is preferred.

本発明香料組成物には、本発明香料化合物を0.05〜
30重量%、特に5〜10重量%配合することが好まし
いが、特にこの量に制限されるものではない。
The fragrance composition of the present invention contains 0.05 to 0.05% of the fragrance compound of the present invention.
It is preferable to add 30% by weight, especially 5 to 10% by weight, but the amount is not particularly limited to this amount.

〔作用及び発明の効果〕[Action and effect of invention]

本発明香料組成物はメタリックでグリーンなバラ様の香
シを有するものであシ、高級な調合香料、香水、石鹸、
シャンノー、ヘアリンス、洗剤、化粧品、ヘアスプレー
、芳香剤等の賦香が必要とされるものに広汎に使用でき
る。
The fragrance composition of the present invention has a metallic green rose-like fragrance, and is used as a high-grade blended fragrance, perfume, soap, etc.
It can be widely used in things that require fragrance, such as channeau, hair rinses, detergents, cosmetics, hair sprays, and fragrances.

〔実施例〕〔Example〕

次に参考例及び実施例を挙げて本発明を説明する。 Next, the present invention will be explained with reference to reference examples and examples.

参考例 脱水キシレン2000d中へ水素化ナトリウム(純分6
0%と流動)9ラフイン40%)300F(正味水素化
ナトリウム1sor。
Reference example Sodium hydride (purity 6
0% and flow) 9 rough-in 40%) 300F (net sodium hydride 1 sor.

7.5モル)を仕込む。内温を130℃に保ち、約5時
間をかけてシイソグロビルケトン942F(8,25モ
ル)を滴下する。滴下終了後、同温度で30分間攪拌を
続けた後、塩化ペンシル950F(7,5モル)を冷却
しながら約6時間で滴下す、る。滴下終了後、約1時間
攪拌した後、内温が50℃以下となるまで冷却する。こ
こへ水1200sut−加え、食塩を溶解し分層する。
7.5 mol). While keeping the internal temperature at 130° C., Siisoglobil Ketone 942F (8.25 mol) was added dropwise over about 5 hours. After the dropwise addition was completed, stirring was continued for 30 minutes at the same temperature, and then pencil chloride 950F (7.5 mol) was added dropwise over about 6 hours while cooling. After the dropwise addition is completed, the mixture is stirred for about 1 hour and then cooled until the internal temperature becomes 50°C or less. Add 1200 su of water to this, dissolve the salt, and separate the layers.

さらに1%硫酸水1000d。Furthermore, 1000 d of 1% sulfuric acid water.

ついで水1000Mlで各1回洗浄する。溶媒をエバー
レータ−で留去した後、減圧下で蒸留する事によfi1
42L5f02.2.4− トリメチル−1−フェニル
−3−−eンタノンが得られた(収率92.8%)。
Then, each sample is washed once with 1000 ml of water. After the solvent is distilled off using an evaporator, fi1 is distilled under reduced pressure.
42L5f02.2.4-trimethyl-1-phenyl-3-e tanthanone was obtained (yield 92.8%).

沸  点  125〜b 元素分析 (Cl4H2゜Oとして) 計算値p4:c、8130;H,9,87実測[e:c
*8Z50:H,9,6tIR(液膜、cm−’ ):
1720.750.710’HNMR(CDC7!、、
溶媒、TMS内部標準、δ)ニア、10(多重線、5H
) 3.05(7重線、 J =7 Hz + I H)2
.80(1重線、3H) 1.10(1重線、6H) 1.00(2重線、J=7Hz、6H)MS(m/・、
相対強度) 204(27)、161(42)、133(83)、1
32(35)、105(22)、92(23)、91(
10G)。
Boiling point 125-b Elemental analysis (as Cl4H2°O) Calculated value p4: c, 8130; H, 9,87 actual measurement [e: c
*8Z50:H,9,6tIR (liquid film, cm-'):
1720.750.710'HNMR (CDC7!,,
Solvent, TMS internal standard, δ) near, 10 (multiplet, 5H
) 3.05 (septadite, J = 7 Hz + I H)2
.. 80 (single line, 3H) 1.10 (single line, 6H) 1.00 (double line, J=7Hz, 6H) MS (m/・,
relative strength) 204 (27), 161 (42), 133 (83), 1
32 (35), 105 (22), 92 (23), 91 (
10G).

71 (69)、55 (31)、43(66)実施例
1 トロピカルフルーツベース: (重量部) エチル ブチレート               2
50エチル アミル ケトン           5
アリル ヘキサノエート            15
オレンゾ油 ベラ 90%テルペンレス   lOペン
シル アルコール            40ツメチ
ル ペンシル カルビニル n−ブチレート50フエニ
ルエチル イソ−バレレート20γ−ウンデカ ラクト
ン          5マルトール        
         lバニリン           
      2ペンシル ベンゾエート       
   50トリエチル シトレート         
  522上記トロピカルフルーツベース970!i’
J1部に2.2.4−トリメチル−1−フェニル−3−
ペンタノン30ffii1部を加えることにより、力強
くグリーンなフルーツトーンが強調されたトロピカルフ
ルーツペースが得うれた0 実施例2 ゼラニウム油ペース: (重量部) ジメチル スルフィド           0.5e
1m−3−ヘキセノール          0.5t
−リモネン                 40リ
ナロール                  70カ
リヨフイレン              10ターー
ネオール             25シトラール 
                lOゲラニル フォ
ーメート           60シトロネリル フ
ォーメート         100ダラニル アセテ
ート           30シトロネロール Ex
 シトロネラ      200ゲラニオール Exシ
トロネラ      300ゲラニル n−ブチレート
         lOオイゲノール        
       1ラブダナム レゾノイド      
   2・・−一リンD 1)131 上記ゼラニウム油ベース990重量部に2.2,4−ト
リメチル−1−フェニル−3−ペンタノン10重量部を
加えることによシ、よりナチュラル感のアップしたゼラ
ニウム油ベースが得られた。
71 (69), 55 (31), 43 (66) Example 1 Tropical fruit base: (parts by weight) Ethyl butyrate 2
50 ethyl amyl ketone 5
Allyl hexanoate 15
Orenzo oil Vera 90% terpene-free lO pencil Alcohol 40 Methyl pencil Carvinyl n-butyrate 50 Phenylethyl Iso-valerate 20 γ-Undecalactone 5 Maltol
l vanillin
2 pencil benzoate
50 triethyl citrate
522 Above tropical fruit base 970! i'
2.2.4-trimethyl-1-phenyl-3- in J1 part
By adding 1 part of Pentanone 30ffii, a tropical fruit paste with strong green fruit tones was obtained.Example 2 Geranium oil paste: (parts by weight) Dimethyl sulfide 0.5e
1m-3-hexenol 0.5t
-Limonene 40 Linalool 70 Carillophyllene 10 Terneol 25 Citral
lO Geranyl Formate 60 Citronellyl Formate 100 Dalanyl Acetate 30 Citronellol Ex
Citronella 200 Geraniol Ex Citronella 300 Geranyl n-butyrate lO eugenol
1 labdanum resonoid
2...-1 Phosphorus D 1) 131 By adding 10 parts by weight of 2,2,4-trimethyl-1-phenyl-3-pentanone to 990 parts by weight of the above geranium oil base, geranium with a more natural feel can be obtained. An oil base was obtained.

1)バーコリンD(パーキュリーズ社商品名)二ロゾン
のメチルエステルの水添物 以上
1) Vercolin D (trade name of Percules) Hydrogenated product of dilozone methyl ester or higher

Claims (1)

【特許請求の範囲】[Claims] 1、2,2,4−トリメチル−1−フェニル−3−ペン
タノンを含有する香料組成物。
A fragrance composition containing 1,2,2,4-trimethyl-1-phenyl-3-pentanone.
JP3652387A 1987-02-19 1987-02-19 Perfume composition Pending JPS63203609A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3652387A JPS63203609A (en) 1987-02-19 1987-02-19 Perfume composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3652387A JPS63203609A (en) 1987-02-19 1987-02-19 Perfume composition

Publications (1)

Publication Number Publication Date
JPS63203609A true JPS63203609A (en) 1988-08-23

Family

ID=12472166

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3652387A Pending JPS63203609A (en) 1987-02-19 1987-02-19 Perfume composition

Country Status (1)

Country Link
JP (1) JPS63203609A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6204229B1 (en) * 1997-03-18 2001-03-20 Kao Corporation Composition to be applied to hair or skin
EP1138755A3 (en) * 2000-03-27 2002-06-12 Takasago International Corporation Aromatic bleaching agent composition
WO2005110961A1 (en) * 2004-05-13 2005-11-24 Firmenich Sa Non-cyclic hindered ketones as perfuming ingredient
JP2006282627A (en) * 2005-04-04 2006-10-19 Takasago Internatl Corp Stable composition for hair dye
US7494968B2 (en) 2004-05-13 2009-02-24 Firmenich Sa Non-cyclic hindered ketones as perfuming ingredient

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6204229B1 (en) * 1997-03-18 2001-03-20 Kao Corporation Composition to be applied to hair or skin
EP1138755A3 (en) * 2000-03-27 2002-06-12 Takasago International Corporation Aromatic bleaching agent composition
US6645254B1 (en) 2000-03-27 2003-11-11 Takasago International Corporation Aromatic bleaching agent composition
WO2005110961A1 (en) * 2004-05-13 2005-11-24 Firmenich Sa Non-cyclic hindered ketones as perfuming ingredient
JP2007537237A (en) * 2004-05-13 2007-12-20 フイルメニツヒ ソシエテ アノニム Acyclic hindered ketones as perfuming ingredients
US7494968B2 (en) 2004-05-13 2009-02-24 Firmenich Sa Non-cyclic hindered ketones as perfuming ingredient
JP2006282627A (en) * 2005-04-04 2006-10-19 Takasago Internatl Corp Stable composition for hair dye

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