JP6487042B2 - 有機化合物におけるまたは関連する改善 - Google Patents
有機化合物におけるまたは関連する改善 Download PDFInfo
- Publication number
- JP6487042B2 JP6487042B2 JP2017525067A JP2017525067A JP6487042B2 JP 6487042 B2 JP6487042 B2 JP 6487042B2 JP 2017525067 A JP2017525067 A JP 2017525067A JP 2017525067 A JP2017525067 A JP 2017525067A JP 6487042 B2 JP6487042 B2 JP 6487042B2
- Authority
- JP
- Japan
- Prior art keywords
- fragrance
- isobutyl
- methylphenyl
- propanal
- acid
- 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.)
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- 150000002894 organic compounds Chemical class 0.000 title 1
- 239000003205 fragrance Substances 0.000 claims description 90
- 239000000203 mixture Substances 0.000 claims description 85
- 239000002304 perfume Substances 0.000 claims description 67
- 239000002243 precursor Substances 0.000 claims description 62
- -1 ether amines Chemical class 0.000 claims description 60
- 239000004615 ingredient Substances 0.000 claims description 37
- UKZXPOJABTXLMK-UHFFFAOYSA-N 3-[2-methyl-4-(2-methylpropyl)phenyl]propanal Chemical compound CC(C)CC1=CC=C(CCC=O)C(C)=C1 UKZXPOJABTXLMK-UHFFFAOYSA-N 0.000 claims description 32
- SDQFDHOLCGWZPU-UHFFFAOYSA-N lilial Chemical compound O=CC(C)CC1=CC=C(C(C)(C)C)C=C1 SDQFDHOLCGWZPU-UHFFFAOYSA-N 0.000 claims description 22
- 150000002081 enamines Chemical class 0.000 claims description 16
- 150000007854 aminals Chemical class 0.000 claims description 15
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical group COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 claims description 14
- 150000001299 aldehydes Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical class CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims description 8
- 150000003141 primary amines Chemical class 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 7
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- 238000000034 method Methods 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
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- 125000001821 azanediyl group Chemical group [H]N(*)* 0.000 claims description 4
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- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 2
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- 125000003342 alkenyl group Chemical group 0.000 claims description 2
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- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
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- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 150000001447 alkali salts Chemical class 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
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- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 229910052742 iron Inorganic materials 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 5
- 229910052707 ruthenium Inorganic materials 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 description 4
- NEHPIUGJDUWSRR-UHFFFAOYSA-N 1-(4-propan-2-ylcyclohexyl)ethanol Chemical compound CC(C)C1CCC(C(C)O)CC1 NEHPIUGJDUWSRR-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
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- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000012438 synthetic essential oil Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- LFSYLMRHJKGLDV-UHFFFAOYSA-N tetradecanolide Natural products O=C1CCCCCCCCCCCCCO1 LFSYLMRHJKGLDV-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- NHBKWZCTSMCKDS-UHFFFAOYSA-N undecan-2-amine Chemical compound CCCCCCCCCC(C)N NHBKWZCTSMCKDS-UHFFFAOYSA-N 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11B9/00—Essential oils; Perfumes
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six carbon atoms
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
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- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/60—Preparation of compounds containing amino groups bound to a carbon skeleton by condensation or addition reactions, e.g. Mannich reaction, addition of ammonia or amines to alkenes or to alkynes or addition of compounds containing an active hydrogen atom to Schiff's bases, quinone imines, or aziranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/28—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by unsaturated carbon chains
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
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- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/507—Compounds releasing perfumes by thermal or chemical activation
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
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Description
Lilial(商標)を含む洗浄または洗濯製品などの香りのする製品は、当該分野においてよく知られている。
通常、フレグランス前駆体は、3−(4−イソブチル−2−メチルフェニル)プロパナールと一種の一級および/または二級アミン化合物との反応により得ることができる。特定の態様においては、フレグランス前駆体は、3−(4−イソブチル−2−メチルフェニル)プロパナールと少なくも二種の一級および/または二級アミン化合物の混合物との反応により得ることができる。
芳香族アミン:2−アミノ安息香酸メチル(アントラニル酸メチル)、2−アミノ安息香酸エチル、2−アミノアセトフェノン、4−アミノ安息香酸エチル、式II(式中、R1=C1−C12直鎖もしくは分枝アルキル、アルケニル、シクロアルキル、シクロアルケニルまたはアルキルアリール、およびR2=H、Me、Et)で表されるオルト、メタまたはパラアミノベンゾアート;1−フェニルエチルアミン、2−フェニルエチルアミン、4,4’−メチレンジアニリン、ベンジルアミン;
N−(3−アミノプロピル)イミダゾール、ニペコタミド、スカトールおよびインドール
通常、粗反応混合物が前記フレグランス前駆体として用いられる。特定の態様においては、粗反応混合物は、フレグランス前駆体としての使用前に精製されてもよい。
特に、香料成分としての前駆体は、ミュゲの匂い特性を有する成分を放出することができる。
本発明のさらに他の側面においては、3−(4−イソブチル−2−メチルフェニル)プロパナールのアミナールおよび/またはエナミンであるフレグランス前駆体を含む香料組成物が提供される。
本発明のさらに他の側面においては、アルデヒド官能基を有する置換基に対してアリール環上のオルト位が非置換であるアリール置換プロパナール着臭剤、特にLilial(商標)、を実質的に含まない、3−(4−イソブチル−2−メチルフェニル)プロパナールのアミナールおよび/またはエナミンであるフレグランス前駆体を含む香料組成物が提供される。
香料組成物は、さらに追加の香料成分を含んでもよい。一種以上の追加の香料成分が用いられる場合には、それらは、既知の任意の香料成分からまたはその前駆体系からそれぞれ選択されてもよい。
前駆体により放出される式(I)の化合物は、特に影響力の強い香料成分である。香料成分が及ぼす影響はその匂い値に関与する。匂い値は検出閾値濃度に対する蒸気圧の比率である。
便器洗浄剤または化粧室洗浄剤、すなわち水洗便器および男性用小便器を洗浄するための製品であり、これらの製品は好ましくは、粉末、ブロック、錠剤または液体、好ましくはゲルの形態で供給される。界面活性剤などの他の典型的な成分に加えて、これらは一般に、有機酸(例えば、クエン酸および/または乳酸)あるいは、水あかもしくは尿スケール(urine scale)を除去するための硫酸水素ナトリウム、アミド硫酸またはリン酸を含む;
特殊目的のための洗浄製品、例は、ガラスセラミック製のホブ用のもの、ならびにまたカーペット洗浄剤およびシミ抜き剤である。
塗料保存剤、塗料艶出し剤、塗料洗浄剤、洗浄保存剤、洗車用シャンプー、自動車洗浄およびワックス製品、トリム金属用艶出し剤、トリム金属用保護フィルム、プラスチック洗浄剤、タール除去剤、スクリーン洗浄剤、エンジン洗浄剤など。
(a)化粧用スキンケア製品、特に風呂用製品、肌洗浄およびクレンジング製品、スキンケア製品、アイメイク、リップケア製品、ネイルケア製品、デリケートゾーンケア製品、フットケア製品;
(b)特定の効果を有する化粧品、特に日焼け止め剤、日焼け製品、脱色素製品、デオドラント、制汗剤、脱毛剤、シェービング製品、香水;
(c)化粧用デンタルケア製品、特にデンタルおよびオーラルケア製品、トゥースケア製品、義歯用洗浄剤、義歯用接着剤;ならびに
(d)化粧用ヘアケア製品、特にヘアシャンプー、ヘアケア製品、ヘアセッティング製品、整髪製品およびヘアカラー製品。
例えば液体もしくは固体形態いずれかの、洗剤または繊維用仕上げ剤。
エアフレッシュナーおよび部屋用芳香剤は以下を含む:
好ましくは揮発性で通常心地よい香りの化合物を含有し、有利には非常に少量であっても、不快な臭いをマスクすることができる製品。居住エリアのエアフレッシュナーは、特に、天然および合成の精油、例えば松葉油、柑橘油、ユーカリ油、ラベンダー油などを、例えば50重量%までの量で含有する。エアロゾルとしては、それらは、かかる精油より少量の、一例として5重量%未満または2重量%未満を含有する傾向があるが、さらに、例えばアセトアルデヒド(特に、<0.5重量%)、イソプロピルアルコール(特に、<5重量%)、鉱油(特に、<5重量%)、および噴射剤などの化合物を含む。その他の提供形態としては、スティックおよびブロックが含まれる。それらは典型的には、精油を含むゲル濃縮物を用いて生産される。ホルムアルデヒド(保存用)およびクロロフィル(好ましくは<5重量%)、およびさらなる成分を添加することも可能である。しかし、エアフレッシュナーは居住空間に限定されず、自動車、食器棚、食器洗浄機、冷蔵庫または靴用に意図されてもよく、掃除機での使用も可能である。家庭においては(例えば食器棚において)、例えば、臭気改良剤に加えて殺菌剤も使用され、これらは、好ましくはリン酸カルシウム、タルク、ステアリン、および精油などの化合物を含有し、これらの製品は例えば小袋の形態をとる。
ビルダー物質、界面活性剤、酵素、好ましくは有機および/または無機の過酸素化合物、過酸素活性剤などの漂白剤、水混和性有機溶媒、金属イオン封鎖剤、電解質、pH調整剤、増粘剤、ならびに汚れ放出活性物質、光学的増白剤、灰色化阻害剤、色移り防止剤、発泡調節剤、および染料などのさらなる補助剤。
界面活性剤は、本発明の消費者製品中に5重量%〜50重量%の量で使用することができる。
水溶性無機ビルダー材料には、アルカリケイ酸塩およびポリリン酸塩、例えば三リン酸ナトリウムが含まれる。結晶性または非晶質アルカリアルミノシリケート、例えば結晶性アルミノケイ酸ナトリウムもまた、水不溶性、水分散性無機ビルダー材料として、例えば50重量%までの量で、用いることができる。アルミノシリケートは典型的には、30[mu]m未満の粒径を有する粒子を含む。
ビルダー物質は、本発明の消費者製品組成物に、60重量%までのレベルで含有させてもよい。
2−アミノ安息香酸メチル(3.02g、20.0mmol)と3−(4−イソブチル−2−メチルフェニル)プロパナール(2.04g、10.0mmol)との混合物を、75℃、50mbarで6時間撹拌し、25℃まで冷却した後、4.60gの鮮黄色オイルを得た。生成物は、そのままで香料用途に用いられるため、精製を必要としなかった。粗反応混合物の解析により、2種の主要成分「アミナール」ジメチル2,2’−((3−(4−イソブチル−2−メチルフェニル)プロパン−1,1−ジイル)ビス(アザンジイル))ジベンゾアートおよび「エナミン」(E/Z)−メチル2−((3−(4−イソブチル−2−メチルフェニル)プロパ−1−エン−1−イル)アミノ)ベンソアート(モル比 アミナール/エナミン=2:1)が明らかになった。
粗反応混合物の匂いの記載:フローラルオレンジフラワー、フローラルアルデヒド調、アントラニル酸メチル
Claims (14)
- 3−(4−イソブチル−2−メチルフェニル)プロパナールと一級および/または二級アミンとの反応生成物として少なくともエナミンおよび/またはアミナールを含む、3−(4−イソブチル−2−メチルフェニル)プロパナールのフレグランス前駆体。
- 一級および/または二級アミンが、芳香族アミン、一級または二級脂肪族アミン、エーテルアミン、エチレン−およびプロピレンアミン、アミノ酸および誘導体、ポリアミン、N−(3−アミノプロピル)イミダゾール、ニペコタミド、スカトールならびにインドール からなる群から選択される、請求項1に記載のフレグランス前駆体。
- 芳香族アミンが、2−アミノ安息香酸メチル(アントラニル酸メチル)、2−アミノアセトフェノン、および式II(式中、R1=C1−C12直鎖もしくは分枝アルキル、アルケニル、シクロアルキル、シクロアルケニルまたはアルキルアリール、およびR2=H、Me、Et)で表されるオルト、メタまたはパラアミノベンゾアートからなる群から選択され、
一級または二級脂肪族アミンが、C8−C30直鎖もしくは分枝アルキルアミン、およびアルキルジアミンからなる群から選択され、
ポリアミンが、一級および二級ポリエーテルアミン、ポリエチレンイミン、ポリプロピレンイミン、ポリアミドアミン、ポリアミノ酸、ポリビニルアミン、ポリ(エチレングリコール)ビス(アミン)、およびアミノ置換ポリビニルアルコールからなる群から選択される、
- 少なくとも(E/Z)−メチル2−((3−(4−イソブチル−2−メチルフェニル)プロパ−1−エン−1−イル)アミノ)ベンゾアートおよび/またはジメチル2,2’−((3−(4−イソブチル−2−メチルフェニル)プロパン−1,1−ジイル)ビス(アザンジイル))−ジベンゾアートを含む、請求項1〜3のいずれか一項に記載のフレグランス前駆体。
- 香料成分としての、請求項1〜4のいずれか一項に記載のフレグランス前駆体の使用。
- 香料成分が、ミュゲの匂い特性を有する成分を放出することができる、請求項5に記載のフレグランス前駆体の使用。
- 請求項1〜4のいずれか一項に記載のフレグランス前駆体を含む、香料組成物。
- アルデヒド官能基を有する置換基に対してアリール環上のオルト位が非置換であるアリール置換プロパナールを実質的に含まない、請求項7に記載の香料組成物。
- アリール置換プロパナールが、3−(4−tert−ブチルフェニル)−2−メチルプロパナール(CAS 80-54-6)である、請求項8に記載の香料組成物。
- 3−(4−イソブチル−2−メチルフェニル)プロパナールをさらに含む、請求項7〜9のいずれか一項に記載の香料組成物。
- 1種以上の追加のフレグランス成分を含む、請求項7〜10のいずれか一項に記載の香料組成物。
- ミュゲの匂い特性を有する成分を放出することができる、請求項7〜11のいずれか一項に記載の香料組成物。
- 請求項1〜4のいずれか一項に記載のフレグランス前駆体もしくは請求項7〜12のいずれか一項に定義された香料組成物を少なくとも含む、パーソナルケアまたは家庭用ケア組成物。
- 香料組成物に対してミュゲの匂い特性を付与する方法であって、少なくとも請求項1〜4のいずれか一項に記載のフレグランス前駆体を前記組成物に加えるステップを含む、前記方法。
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WO2016074118A1 (en) * | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
EP3533786A1 (en) | 2018-03-02 | 2019-09-04 | Givaudan SA | Thioether precursors for fragrant ketones and aldehydes |
US10980717B2 (en) * | 2019-02-05 | 2021-04-20 | Elc Management Llc | Aqueous perfume compositions |
WO2022261956A1 (en) * | 2021-06-18 | 2022-12-22 | Givaudan Sa | Fragrance compounds |
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FR1364620A (fr) * | 1963-03-15 | 1964-06-26 | Rhone Poulenc Sa | Aldéhyde p. isobutyldihydrocinnamique |
CA1211754A (en) | 1980-07-09 | 1986-09-23 | David Webb | Process for the production of phenyl substituted alcohols |
US4568772A (en) * | 1982-09-21 | 1986-02-04 | Givaudan Corporation | Process for the preparation of p-t-butyl-α-methyldihydrocinnamaldehyde |
DE3614906A1 (de) * | 1986-05-02 | 1987-11-05 | Basf Ag | Phenyl- und cyclohexyl-isobutylpyrrolidinderivate |
DE3713934A1 (de) * | 1987-04-25 | 1988-11-03 | Basf Ag | Aminoverbindungen und diese enthaltende fungizide |
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DE102005062175A1 (de) * | 2005-12-23 | 2007-06-28 | Henkel Kgaa | Cyclische Aminale als Duftstoffe |
FR2910471A1 (fr) * | 2006-12-26 | 2008-06-27 | Holis Technologies | Procede d'hydrogenation asymetrique d'une enamine,dispositif pour la mise en oeuvre du procede et amine chirale obtenue |
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