JPS6150924B2 - - Google Patents
Info
- Publication number
- JPS6150924B2 JPS6150924B2 JP896380A JP896380A JPS6150924B2 JP S6150924 B2 JPS6150924 B2 JP S6150924B2 JP 896380 A JP896380 A JP 896380A JP 896380 A JP896380 A JP 896380A JP S6150924 B2 JPS6150924 B2 JP S6150924B2
- Authority
- JP
- Japan
- Prior art keywords
- salicylate
- fragrance
- isopropoxyethyl
- aroma
- blended
- 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
Links
- 239000003205 fragrance Substances 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- KFBPVHFUHYKWIF-UHFFFAOYSA-N 2-propan-2-yloxyethyl 2-hydroxybenzoate Chemical compound CC(C)OCCOC(=O)C1=CC=CC=C1O KFBPVHFUHYKWIF-UHFFFAOYSA-N 0.000 claims description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000002304 perfume Substances 0.000 description 7
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 4
- 229960002903 benzyl benzoate Drugs 0.000 description 4
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 4
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- PMGCQNGBLMMXEW-UHFFFAOYSA-N Isoamyl salicylate Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1O PMGCQNGBLMMXEW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229960001047 methyl salicylate Drugs 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 2
- 239000001724 (4,8-dimethyl-2-propan-2-ylidene-3,3a,4,5,6,8a-hexahydro-1H-azulen-6-yl) acetate Substances 0.000 description 2
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 2
- VPKMGDRERYMTJX-CMDGGOBGSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one Chemical compound CCC(=O)\C=C\C1C(C)=CCCC1(C)C VPKMGDRERYMTJX-CMDGGOBGSA-N 0.000 description 2
- FACFHHMQICTXFZ-UHFFFAOYSA-N 2-(2-phenylimidazo[1,2-a]pyridin-3-yl)ethanamine Chemical compound N1=C2C=CC=CN2C(CCN)=C1C1=CC=CC=C1 FACFHHMQICTXFZ-UHFFFAOYSA-N 0.000 description 2
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- 241000402754 Erythranthe moschata Species 0.000 description 2
- UAVFEMBKDRODDE-UHFFFAOYSA-N Vetiveryl acetate Chemical compound CC1CC(OC(C)=O)C=C(C)C2CC(=C(C)C)CC12 UAVFEMBKDRODDE-UHFFFAOYSA-N 0.000 description 2
- IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-UHFFFAOYSA-N 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 2
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical group 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 2
- 229930007744 linalool Natural products 0.000 description 2
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 2
- 229940067137 musk ketone Drugs 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- DTUQWGWMVIHBKE-UHFFFAOYSA-N phenylacetaldehyde Chemical compound O=CCC1=CC=CC=C1 DTUQWGWMVIHBKE-UHFFFAOYSA-N 0.000 description 2
- 229940067107 phenylethyl alcohol Drugs 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 150000003902 salicylic acid esters Chemical class 0.000 description 2
- 239000010671 sandalwood oil Substances 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 description 1
- XRHCAGNSDHCHFJ-UHFFFAOYSA-N Ethylene brassylate Chemical compound O=C1CCCCCCCCCCCC(=O)OCCO1 XRHCAGNSDHCHFJ-UHFFFAOYSA-N 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- 235000019501 Lemon oil Nutrition 0.000 description 1
- 241000234435 Lilium Species 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 1
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 1
- 229940088601 alpha-terpineol Drugs 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940005667 ethyl salicylate Drugs 0.000 description 1
- 229940093468 ethylene brassylate Drugs 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- OALYTRUKMRCXNH-QMMMGPOBSA-N gamma-Nonalactone Natural products CCCCC[C@H]1CCC(=O)O1 OALYTRUKMRCXNH-QMMMGPOBSA-N 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000010501 lemon oil Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KYWIYKKSMDLRDC-UHFFFAOYSA-N methyl n-nonyl ketone Natural products CCCCCCCCCC(C)=O KYWIYKKSMDLRDC-UHFFFAOYSA-N 0.000 description 1
- 229940100595 phenylacetaldehyde Drugs 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Description
本発明は新規な香料組成物に関する。更に詳細
には、サリチル酸β−イソプロポキシエチルを含
有する香料組成物に係り、その目的とするところ
は、調合香料にフローラル感を与えるうえに品質
の優れた新規な香料組成物を提供せんとするにあ
る。
一般に、サリチル酸エステル類は比較的安価に
入手できる香料素材として調合香料に用いられて
いる。就中、メタノールやエタノールの如き低級
アルコールとサリチル酸から得られるサリチル酸
メチルやサリチル酸エチルは香気が強く、それは
ウインターグリーン様香気を呈する。一方、エス
テル部の分子量の比較的大きいサリチル酸ベンジ
ル等では花様香気が増大し、快い感じを与えると
共に、調合香料の一成分として配合するときは、
日数が経過しても香調が変化しないで長時間芳香
を保持し、調合成分の揮発性を調節する、いわゆ
る保留剤としてのはたらきも示すものである。
本発明者らは、工業的に有用な調合香料素材を
開発すべく種々研究を行つた結果、安価に入手で
きるセロソルブ類とサリチル酸から得られるエス
テル類のうち、特にサリチル酸β−イソプロポキ
シエチルが、おだやかな花様の香気をもち、しか
も既に実際に使用されている他のサリチル酸エス
テル類にくらべて保留性がすぐれていることを見
出し、本発明を完成した。
サリチル酸β−イソプロポキシエチルは次の構
造式
を有する、既に知られている化合物〔Chemical
Abstracts、vol.60、4959q（1964）〕であるが、
その香気に関しては未だ全く検討がなされていな
い。
サリチル酸β−イソプロポキシエチルは、例え
ばイソプロピルセロソルブとサリチル酸メチルと
を少量の苛性アルカリと共に窒素気流下に加熱反
応せしめることにより容易に製造される。
サリチル酸β−イソプロポキシエチルを含有す
る香粧用調合香料を製造するには、常法にしたが
い、調合香料の一素材として他の素材と混合すれ
ばよく、該混合は容易に行うことができる。
斯くしてサリチル酸β−イソプロポキシエチル
を含有する調合香料は、極めてすぐれた保留性を
示し、またその花様の香気は他の素材との調合性
にすぐれているので、調合効果を増大させること
ができる。通常は香料組成物に１〜30重量％程度
調合することにより十分な効果を発揮することが
できる。
叙上の如く、本化合物は安価な原料を用いて製
造することができるので、極めて工業的な素材で
あり、更に本化合物は、人体の皮膚に対する一次
的刺戟がなく、また皮膚に対するアレルギー作用
もないので、これを含有する調合香料は人体に対
する安全性の上からもすぐれている。
次に実施例、参考例及び試験例により本発明を
更に詳細に説明する。
参考例 １
50ml容量のビグロー付フラスコにイソプロピル
セロソルブ20ｇ（0.192モル）及びサリチル酸メ
チル19.5ｇ（0.128モル）をとり、これにフレー
ク状苛性ソーダ0.1ｇを加え、窒素気流下に加熱
し撹拌した。
110℃でメタノールの留出がはじまり、130〜
135℃で６時間加熱反応させ、メタノールの留去
を行つた。冷却後、蒸留により沸点124〜126℃／
1.0mmHgの留分24.9ｇ（収率86％）を得た。この
ものはサリチル酸β−イソプロポキシエチルであ
ることを次の分析値により確認した。
ｄ２０ ２０ 1.0951
η２０ Ｄ 1.5037
IR（cm-1）：3180、2975、2860、1670、1615、
1585、1250、1215、1165、1095、985、760
NMR（δppm）：1.18（6H、ｄ、Ｊ＝7.0Hz）、
3.65（1H、ｈ、Ｊ＝7.0Hz）、3.74（2H、ｑ、Ｊ
＝6.0、4.0Hz）、4.45（2H、ｑ、Ｊ＝6.0、4.0
Hz）、6.91（2H、ｍ）、7.45（1H、ｍ）、7.87
（1H、ｑ、Ｊ＝9.0、1.0Hz）
MS（ｍ／ｅ）：224、182、165、164、138、
121、120
実施例 １
下記成分を混合することによりオーデコロン用
香料組成物を製造した。
フエニルアセトアルデヒド（10％ベンジルベンゾ
エート溶液） 50（重量部）
デカナール（10％ベンジルベンゾエート溶液）
５
γ−ノナラクトン ５
イランブルボン 10
ベンジルアセテート 60
ベンジルアルコール 30
ジヤスミンアブソリユート 90
α−アミルシンナミツクアルデヒド30
リナロール 40
ヒドロキシシトロネラール 30
リナリルアセテート 20
ロジノール 20
メチルヨノン 80
フエニルエチルアルコール 60
ベチベリルアセテート 70
サンダルウツドオイル 10
ムスクアンブレツド 150
ムスクケトン 90
エチレンブラシレート 30
サリチル酸β−イソプロポキシエチル
120
1000
この香料組成物はフローラルノートを示し、丸
味のあるバランスのよくとれた香気を有するもの
である。またサリチル酸β−イソプロポキシエチ
ルに代えて、同量のサリチル酸ベンジルを使用し
て調製したものと比較し官能検査を行つた結果、
保留性は同程度か或はやや優れ、フローラル感が
増大することを確認した。
実施例 ２
下記成分を混合することによりオーデコロン用
香料組成物を製造した。
ベルガモツトオイル 35（重量部）
レモンオイル 60
イランブルボン 50
リナロール 60
フエニルエチルアルコール 70
ドデカナール（10％ベンジルベンゾエート溶液）
10
ウンデカナール（10％ベンジルベンゾエート溶
液） 20
メチルヨノン 80
α−ターピネオール 20
ターピニルアセテート ５
リナリルアセテート 100
メチルジヒドロジヤモネート 20
オスミナール 30
オイゲノール 20
サンダルウツドオイル 20
パチユリオイル ５
オークモスオイル（ユーゴ） ５
ムスクアンブレツト 10
ムスクケトン 90
ベチベリルアセテート 70
ヒドロキシシトロネラール 70
サリチル酸β−イソプロポキシエチル
150
1000
この香料組成物はフローラルノートの強調され
たバランスのよくとれた香気を有し、保留性のす
ぐれたものである。
試験例 １
サリチル酸β−イソプロポキシエチルとサリチ
ル酸イソアミル（比較化合物）をにおい紙につけ
て、香気強度の経時変化を、調香師10名によつ
て、５段階評価法により、シトロネロール（強度
３）との相対強度で評価し、10名の平均値を求め
た。その結果は第１表のとおりである。
The present invention relates to novel perfume compositions. More specifically, the present invention relates to a fragrance composition containing β-isopropoxyethyl salicylate, and the purpose thereof is to provide a novel fragrance composition that imparts a floral feel to a blended fragrance and is of excellent quality. It is in. In general, salicylic acid esters are used in blended fragrances as fragrance materials that are available at relatively low prices. Among these, methyl salicylate and ethyl salicylate, which are obtained from lower alcohols such as methanol or ethanol and salicylic acid, have a strong aroma and exhibit a wintergreen-like aroma. On the other hand, benzyl salicylate, which has a relatively large molecular weight in the ester moiety, increases the flower-like aroma and gives a pleasant feeling.
It also functions as a so-called retention agent, retaining the fragrance for a long time without changing its fragrance even after a number of days have passed, and regulating the volatility of the ingredients in the preparation. The present inventors conducted various studies to develop industrially useful blended fragrance materials, and found that among the esters obtained from cellosolves and salicylic acid, which are available at low cost, β-isopropoxyethyl salicylate, in particular, The present invention was completed based on the discovery that it has a mild flower-like aroma and has superior retention compared to other salicylic acid esters that are already in use. β-isopropoxyethyl salicylate has the following structural formula Already known compounds [Chemical
Abstracts, vol.60, 4959q (1964)], but
No studies have been conducted regarding its aroma. β-isopropoxyethyl salicylate is easily produced, for example, by subjecting isopropyl cellosolve and methyl salicylate to a heating reaction together with a small amount of caustic alkali under a nitrogen stream. In order to produce a blended perfume for cosmetics containing β-isopropoxyethyl salicylate, it is sufficient to mix it with other materials as a raw material for the blended perfume according to a conventional method, and the mixing can be easily performed. Thus, the blended fragrance containing β-isopropoxyethyl salicylate exhibits extremely excellent retention properties, and its flowery aroma is excellent in blending with other materials, so that the blending effect can be increased. I can do it. Normally, a sufficient effect can be achieved by adding about 1 to 30% by weight of the fragrance composition. As mentioned above, this compound can be manufactured using inexpensive raw materials, so it is an extremely industrial material.Furthermore, this compound has no primary irritation to human skin and has no allergic effect on the skin. Therefore, blended fragrances containing this compound are excellent in terms of safety for the human body. Next, the present invention will be explained in more detail with reference to Examples, Reference Examples, and Test Examples. Reference Example 1 20 g (0.192 mol) of isopropyl cellosolve and 19.5 g (0.128 mol) of methyl salicylate were placed in a 50 ml Vigreux flask, and 0.1 g of flaked caustic soda was added thereto, followed by heating and stirring under a nitrogen stream. Distillation of methanol begins at 110℃, and from 130℃
The mixture was reacted by heating at 135°C for 6 hours, and methanol was distilled off. After cooling, boiling point 124-126℃/
24.9 g (yield: 86%) of a 1.0 mmHg fraction was obtained. This product was confirmed to be β-isopropoxyethyl salicylate based on the following analytical values. d 20 20 1.0951 η 20 D 1.5037 IR (cm -1 ): 3180, 2975, 2860, 1670, 1615,
1585, 1250, 1215, 1165, 1095, 985, 760 NMR (δppm): 1.18 (6H, d, J = 7.0Hz),
3.65 (1H, h, J = 7.0Hz), 3.74 (2H, q, J
= 6.0, 4.0Hz), 4.45 (2H, q, J = 6.0, 4.0
Hz), 6.91 (2H, m), 7.45 (1H, m), 7.87
(1H, q, J = 9.0, 1.0Hz) MS (m/e): 224, 182, 165, 164, 138,
121, 120 Example 1 A perfume composition for eau de cologne was produced by mixing the following components. Phenylacetaldehyde (10% benzyl benzoate solution) 50 (parts by weight) Decanal (10% benzyl benzoate solution)
5 γ-nonalactone 5 Ylang Bourbon 10 Benzyl acetate 60 Benzyl alcohol 30 Diasmine absolute 90 α-amyl cinnamic aldehyde 30 Linalool 40 Hydroxycitronellal 30 Linalyl acetate 20 Rhodinol 20 Methylionone 80 Phenylethyl alcohol 60 Vetiveryl acetate 70 Sandal Wood Oil 10 Musk Amblend 150 Musk Ketone 90 Ethylene Brassylate 30 Beta-Isopropoxyethyl Salicylate
120 1000 This fragrance composition exhibits floral notes and has a round, well-balanced aroma. In addition, as a result of a sensory test compared with a product prepared using the same amount of benzyl salicylate instead of β-isopropoxyethyl salicylate,
It was confirmed that the retention properties were the same or slightly better, and the floral feeling was increased. Example 2 A fragrance composition for eau de cologne was produced by mixing the following components. Bergamotu oil 35 (parts by weight) Lemon oil 60 Ylang Bourbon 50 Linalool 60 Phenylethyl alcohol 70 Dodecanal (10% benzyl benzoate solution)
10 undecanal (10% benzyl benzoate solution) 20 methylionone 80 α-terpineol 20 terpinyl acetate 5 linalyl acetate 100 methyl dihydrodiammonate 20 osminal 30 eugenol 20 sandalwood oil 20 patch lily oil 5 oakmoss oil (Yugo) 5 musk ambre Tuto 10 Musk Ketone 90 Vetiveryl Acetate 70 Hydroxycitronellal 70 β-isopropoxyethyl salicylate
150 1000 This perfume composition has a well-balanced aroma with an emphasis on floral notes, and has excellent staying power. Test Example 1 β-isopropoxyethyl salicylate and isoamyl salicylate (comparative compounds) were applied to scented paper, and 10 perfumers evaluated the change in aroma intensity over time using a 5-point evaluation method. Citronellol (intensity 3) The relative strength was evaluated and the average value of 10 people was calculated. The results are shown in Table 1.
【表】
試験例 ２
実施例１及び実施例２の香料組成物、並びにこ
れらの処方中のサリチル酸β−イソプロポキシエ
チルをサリチル酸イソアミルに代えた香料組成物
（比較品）について、香気強度の経時変化を調べ
た。すなわち、上記香料組成物を10％エタノール
溶液とし、10名の調香師によつて、調製時（経過
日数０）のものとの相対強度を５段階評価法で評
価し、10名の平均値を求めた。その結果は第２表
のとおりである。[Table] Test Example 2 Changes in aroma intensity over time for the perfume compositions of Examples 1 and 2, and a perfume composition in which β-isopropoxyethyl salicylate in these formulations was replaced with isoamyl salicylate (comparative product) I looked into it. That is, the above fragrance composition was made into a 10% ethanol solution, and the relative intensity with respect to the one at the time of preparation (no elapsed days) was evaluated by 10 perfumers using a 5-level evaluation method, and the average value of the 10 perfumers was evaluated. I asked for The results are shown in Table 2.
【表】
試験例 ３
実施例１及び実施例２の香料組成物、並びにこ
れらの処方中のサリチル酸β−イソプロポキシエ
チルをサリチル酸イソアミルに代えた香料組成物
（比較品）の香調を調べると共に、これらの10％
エタノール溶液を皮膚につけた後２時間後の残香
を調べた。この評価は何れも10名の調香師によつ
て行つた。その結果は第３表のとおりである。[Table] Test Example 3 The fragrance tone of the fragrance compositions of Examples 1 and 2, and a fragrance composition (comparative product) in which β-isopropoxyethyl salicylate in these formulations was replaced with isoamyl salicylate, was investigated. 10% of these
The residual fragrance was examined 2 hours after applying the ethanol solution to the skin. This evaluation was performed by 10 perfumers. The results are shown in Table 3.
【表】【table】
Claims (1)
することを特徴とする香料組成物。1. A fragrance composition characterized by containing β-isopropoxyethyl salicylate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP896380A JPS56108705A (en) | 1980-01-29 | 1980-01-29 | Perfume composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP896380A JPS56108705A (en) | 1980-01-29 | 1980-01-29 | Perfume composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56108705A JPS56108705A (en) | 1981-08-28 |
| JPS6150924B2 true JPS6150924B2 (en) | 1986-11-06 |
Family
ID=11707321
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP896380A Granted JPS56108705A (en) | 1980-01-29 | 1980-01-29 | Perfume composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56108705A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3400342A1 (en) * | 1984-01-07 | 1985-07-18 | Henkel KGaA, 4000 Düsseldorf | USE OF SALICYL ACID ESTERS AS A FRAGRANT, THESE COMPOSITIONS CONTAINING IT, AND NEW SALICYL ACID ESTERS |
| RU2468811C1 (en) * | 2011-07-04 | 2012-12-10 | Георгий Евгеньевич Герасименко | Analgesic, anti-inflammatory, neurotropic perfume composition |
-
1980
- 1980-01-29 JP JP896380A patent/JPS56108705A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56108705A (en) | 1981-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2851936B2 (en) | Alkadiennitrile and odor composition containing the same | |
| US4888323A (en) | Perfume composition | |
| BR102014004410A2 (en) | organoleptic compound, method for refining, enhancing or modifying a fragrance formulation, fragrance formulation and fragrance product | |
| JPS648040B2 (en) | ||
| JPS6150924B2 (en) | ||
| JPH0465814B2 (en) | ||
| JP3009404B2 (en) | Compounded fragrances containing 2-methoxy-4-propyl-1-cyclohexanol, perfumed products containing the compounded fragrances, and methods for enhancing, improving or changing the odor characteristics of the compounded fragrances | |
| JPS62298558A (en) | Cyclohexane-, cyclohexene- and cyclohexadiene-bicyclo(2,2,1)heptane- and -bicyclo(2,2,1)heptenecarboxylic acid ester anduse as perfume ingredient | |
| US6864225B2 (en) | Cyclic ketals, fragrance compositions containing the same and methods of using the same | |
| JPS6259690B2 (en) | ||
| CN105272833B (en) | Novel cyclohexanol and its use in perfuming compositions | |
| US7838488B2 (en) | Propanol and related compounds and their use in perfume compositions | |
| DE69821700T2 (en) | Application in the perfumery of 1-methoxy-2-methyl-3-phenylpropane, 1- (2-methoxypropyl) -4-methylbenzene and 3-methoxy-2,2,3, trimethyl-1-phenylbutane | |
| JPH01207252A (en) | 4-isobutylcyclohexylmethanol and perfume composition containing said compound | |
| JP3266308B2 (en) | 1- (2,2,6-trimethylcyclohexyl) -5-hexen-3-ol and a fragrance composition containing the same | |
| JPH0725709B2 (en) | Novel propanol derivative and fragrance containing it as an active ingredient | |
| JPH027931B2 (en) | ||
| ES2285101T3 (en) | USE OF HEXENAL DERIVATIVES IN QUALITY OF PERFUMES. | |
| JPS59122484A (en) | Novel delta-lactone compound and perfumery composition containing the same | |
| JP2754135B2 (en) | Novel ketone and fragrance composition containing the same | |
| US20040162447A1 (en) | 2-methyl-4-ethyl-2-octene-1-aldehyde | |
| DE10022971B4 (en) | Use of 4- (2,2,3-trimethylcyclopentan-1-yl) -2-methylbutanal as fragrance | |
| WO2003011803A1 (en) | Cyclopentanone derivative | |
| MX2014002217A (en) | Organoleptic compound. | |
| JPH0649693B2 (en) | Substituted oxaspiro [4,5] decadiene derivative |