ES2643792T3 - 3-(4-isobutil-2-metilfenil)propanal como ingrediente de perfume - Google Patents
3-(4-isobutil-2-metilfenil)propanal como ingrediente de perfume Download PDFInfo
- Publication number
- ES2643792T3 ES2643792T3 ES14741529.3T ES14741529T ES2643792T3 ES 2643792 T3 ES2643792 T3 ES 2643792T3 ES 14741529 T ES14741529 T ES 14741529T ES 2643792 T3 ES2643792 T3 ES 2643792T3
- Authority
- ES
- Spain
- Prior art keywords
- isobutyl
- acid
- propanal
- methylphenyl
- perfume ingredient
- 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.)
- Active
Links
- 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 title description 2
- 239000004615 ingredient Substances 0.000 title 1
- 239000002304 perfume Substances 0.000 title 1
- 229920000642 polymer Polymers 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920003086 cellulose ether Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- -1 methyl hydroxypropyl Chemical group 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- MFLHVTLENPFPCF-UHFFFAOYSA-N 1-[3-(methoxymethoxy)propyl]-4-(2-methylpropyl)benzene Chemical compound COCOCCCc1ccc(CC(C)C)cc1 MFLHVTLENPFPCF-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- XWRBMHSLXKNRJX-UHFFFAOYSA-N 2-ethenyl-1-oxidopyridin-1-ium Chemical compound [O-][N+]1=CC=CC=C1C=C XWRBMHSLXKNRJX-UHFFFAOYSA-N 0.000 description 1
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical class O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 1
- JFAIHGYUKITHLQ-UHFFFAOYSA-N 3-[4-(2-methylpropyl)phenyl]propan-1-ol Chemical compound CC(C)CC1=CC=C(CCCO)C=C1 JFAIHGYUKITHLQ-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 102000003992 Peroxidases Human genes 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229920003123 carboxymethyl cellulose sodium Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 229910052500 inorganic mineral Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000011707 mineral Chemical class 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Description
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metilcelulosa y metilhidroxipropilcelulosa que tienen una proporción del 15% al 30% en peso de grupos metoxi y una proporción del 1% al 15% en peso de grupos hidroxipropoxilo, basándose en cada caso en los éteres de celulosa no iónicos, así como polímeros, conocidos de la técnica existente, de ácido ftálico y/o ácido tereftálico, respectivamente, de sus derivados con dioles monoméricos y/o poliméricos, en particular, los polímeros de tereftalatos de etileno y/o tereftalatos de polietilenglicol o derivados modificados aniónicamente y/o no iónicamente de los mismos.
Entre los inhibidores de transferencia de color se incluyen polímeros de vinilpirrolidona, vinilimidazol, N-óxido de vinilpiridina o copolímeros de los mismos. También se pueden utilizar polivinilpirrolidonas que tienen pesos moleculares de 15.000 a 50.000 y polivinilpirrolidonas que tienen pesos moleculares por encima de 1.000.000, en particular, de 1.500.000 a 4.000.000, copolímeros de N-vinilimidazol/N-vinilpirrolidona, poliviniloxazolidonas, copolímeros a base de monómeros vinílicos y amidas de ácidos carboxílicos, poliésteres y poliamidas que contienen grupos pirrolidona, poliamidoaminas y polietileniminas injertadas, polímeros que tienen grupos amida formados de aminas secundarias, polímeros de N-óxido de poliamina, alcoholes de polivinilo y copolímeros a base de ácido acrilamidoalquenilsulfónicos. También es posible, sin embargo, utilizar sistemas enzimáticos que comprenden una peroxidasa y peróxido de hidrógeno o una sustancia que produce peróxido de hidrógeno en agua.
Los inhibidores de agrisado son aquellos materiales que mantienen la suciedad que se ha desprendido de las fibras textiles en suspensión en un medio de lavado. Los coloides solubles en agua, habitualmente de naturaleza orgánica, son adecuados para esto, por ejemplo almidón, cola, gelatina, sales de ácidos étercarboxílicos o etersulfónicos de almidón o de celulosa o sales de ésteres de ácido sulfúrico de celulosa o de almidón. Las poliamidas solubles en agua que contienen grupos ácidos también son adecuadas para este propósito. También se pueden utilizar derivados de almidón distintos de los citados anteriormente, por ejemplo almidones de aldehído. Los éteres de celulosa, tales como carboximetilcelulosa (sal sódica), metilcelulosa, hidroxialquilcelulosa y éteres mixtos, tales como metilhidroxietilcelulosa, metilhidroxipropilcelulosa, metilcarboximetilcelulosa y mezclas de los mismos, se pueden utilizar, por ejemplo en cantidades del 0,1% al 5% en peso, basándose en el peso del producto de consumo.
Entre los disolventes orgánicos se incluyen alcoholes que tienen de 1 a 4 átomos de carbono, en particular, metanol, etanol, isopropanol y terc-butanol, dioles que tienen de 2 a 4 átomos de carbono, en particular, etilenglicol y propilenglicol, así como mezclas de los mismos, y los éteres derivables de las clases de compuestos mencionados anteriormente. Los disolventes miscibles en agua de este tipo están presentes en productos de lavado, según la presente invención, en cantidades que habitualmente no superan el 30% en peso.
Entre los reguladores de pH se incluyen ácido cítrico, ácido acético, ácido tartárico, ácido málico, ácido láctico, ácido glicólico, ácido succínico, ácido glutárico y/o ácido adípico, pero también ácidos minerales, en particular, ácido sulfúrico, o bases, en particular, hidróxidos de amonio o hidróxidos alcalinos. Los reguladores de pH de este tipo están contenidos en los agentes, según la presente invención, en cantidades, de manera preferente, no superiores al 20% en peso, en particular, del 1,2% en peso al 17% en peso.
El compuesto de la presente invención se puede utilizar particularmente para productos del hogar con perfume que contienen enzimas, tales como las definidas anteriormente, y, en particular, productos para el tratamiento de tejidos, tales como detergentes que contienen enzimas. A continuación, se proporciona una serie de ejemplos que sirven para ilustrar adicionalmente la presente invención.
Ejemplo 1
Síntesis de 3-(4-isobutil-2-metilfenil)propanal
A) 1-isobutil-4-(3-(metoximetoxi)propil)benceno:
A una solución de 3-(4-isobutilfenil)propan-1-ol (641,0 g, 3,33 mol) en 1,5 l de dimetoximetano se añadió bromuro de litio (14,5 g) y ácido p-toluenosulfónico (10,0 g). La mezcla se agitó durante 20 horas a temperatura ambiente y, a continuación, se vertió con agitación en hidróxido de sodio acuoso (200 ml, 2 M). La fase orgánica se lavó de forma neutra con solución diluida de NaCl, se secó (MgSO4) y se evaporó al vacío para producir el 1-isobutil-4-(3
10
Claims (1)
-
imagen1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1308248.2A GB201308248D0 (en) | 2013-05-08 | 2013-05-08 | Improvements in or relating to organic compounds |
| GB201308248 | 2013-05-08 | ||
| PCT/EP2014/059427 WO2014180945A1 (en) | 2013-05-08 | 2014-05-08 | 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2643792T3 true ES2643792T3 (es) | 2017-11-24 |
Family
ID=48627441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES14741529.3T Active ES2643792T3 (es) | 2013-05-08 | 2014-05-08 | 3-(4-isobutil-2-metilfenil)propanal como ingrediente de perfume |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US20160108342A1 (es) |
| EP (1) | EP2994093B1 (es) |
| JP (1) | JP2016523827A (es) |
| KR (1) | KR102353588B1 (es) |
| CN (1) | CN105208999B (es) |
| AU (1) | AU2014264609B2 (es) |
| BR (1) | BR112015027432B8 (es) |
| ES (1) | ES2643792T3 (es) |
| GB (1) | GB201308248D0 (es) |
| IL (1) | IL242003B (es) |
| MX (1) | MX370901B (es) |
| PH (1) | PH12015502546A1 (es) |
| PL (1) | PL2994093T3 (es) |
| RU (1) | RU2662835C2 (es) |
| SG (1) | SG11201508476XA (es) |
| WO (1) | WO2014180945A1 (es) |
| ZA (1) | ZA201507876B (es) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201308236D0 (en) | 2013-05-08 | 2013-06-12 | Givaudan Sa | Improvements in or relating to organic compounds |
| WO2014205782A1 (en) | 2013-06-28 | 2014-12-31 | Givaudan Sa | Organic compounds |
| CN107074732B (zh) * | 2014-11-10 | 2020-08-18 | 奇华顿股份有限公司 | 有机化合物中或与之相关的改进 |
| WO2016074118A1 (en) | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| WO2016074698A1 (en) | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| JP6487042B2 (ja) * | 2014-11-10 | 2019-03-20 | ジボダン エス エー | 有機化合物におけるまたは関連する改善 |
| WO2016074719A1 (en) * | 2014-11-12 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| GB201420111D0 (en) * | 2014-11-12 | 2014-12-24 | Givaudan Sa | Process |
| CN107849488B (zh) * | 2015-07-14 | 2021-04-13 | 弗门尼舍有限公司 | 具有铃兰气味的化合物 |
| GB2546519A (en) * | 2016-01-21 | 2017-07-26 | Givaudan Sa | Improvements in or relating to organic compounds |
| PL3538058T3 (pl) * | 2016-11-10 | 2022-04-19 | Givaudan Sa | Środek dezodoryzujący zawierający neodekanian cynku |
| CN110177861B (zh) * | 2017-01-18 | 2023-07-28 | 弗门尼舍有限公司 | 具有铃兰气味的组合物 |
| ES2832753T3 (es) | 2017-01-18 | 2021-06-11 | Firmenich & Cie | Composición que tiene olor a muguet |
| CN111108100B (zh) * | 2017-08-09 | 2023-08-01 | 西姆莱斯有限公司 | 帝王龙涎用于增强铃兰调的用途 |
| KR101988012B1 (ko) * | 2017-12-12 | 2019-06-11 | 한국콜마주식회사 | 화장료 원료취 차폐용 조성물 |
| EP3658236A1 (en) | 2017-12-21 | 2020-06-03 | Firmenich SA | Method for identifying positive allosteric modulators for odorant receptors |
| EP3533786A1 (en) | 2018-03-02 | 2019-09-04 | Givaudan SA | Thioether precursors for fragrant ketones and aldehydes |
| US12110472B2 (en) | 2018-11-13 | 2024-10-08 | Symrise Ag | Perfuming ingredients with lily of the valley note |
| US11951197B2 (en) | 2018-12-19 | 2024-04-09 | Firmenich Sa | Use of volatile compounds to modulate the perception of floral muguet |
| EP4214186B1 (en) | 2020-09-18 | 2026-02-25 | Symrise AG | Muguet type fragrance compounds |
| MX2024008830A (es) * | 2022-01-18 | 2024-07-25 | Firmenich & Cie | Composiciones para el control de artropodos. |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1364620A (fr) * | 1963-03-15 | 1964-06-26 | Rhone Poulenc Sa | Aldéhyde p. isobutyldihydrocinnamique |
| BE672280A (es) * | 1964-11-13 | 1966-05-12 | ||
| JPS5922691B2 (ja) * | 1976-06-28 | 1984-05-28 | 三菱油化株式会社 | ヒドロシンナムアルデヒド誘導体 |
| SU979322A1 (ru) * | 1981-07-10 | 1982-12-07 | Всесоюзный научно-исследовательский институт синтетических и натуральных душистых веществ | Способ получени @ -метил-п-третбутилгидрокоричного альдегида |
| EP0652861B1 (fr) * | 1993-05-26 | 1997-09-03 | Firmenich Sa | Composes aromatiques nouveaux et leur utilisation en parfumerie |
| US8754028B2 (en) | 2008-12-16 | 2014-06-17 | The Procter & Gamble Company | Perfume systems |
| DE102009001569A1 (de) | 2009-03-16 | 2010-09-23 | Henkel Ag & Co. Kgaa | Lilial-Substitut |
| JP5893146B2 (ja) | 2011-09-30 | 2016-03-23 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | Ｌｉｌｉａｌ（登録商標）の代用物としてのフローラルな付香組成物 |
| GB201308236D0 (en) * | 2013-05-08 | 2013-06-12 | Givaudan Sa | Improvements in or relating to organic compounds |
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2013
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2014
- 2014-05-08 RU RU2015145323A patent/RU2662835C2/ru active
- 2014-05-08 PL PL14741529T patent/PL2994093T3/pl unknown
- 2014-05-08 ES ES14741529.3T patent/ES2643792T3/es active Active
- 2014-05-08 KR KR1020157031731A patent/KR102353588B1/ko active Active
- 2014-05-08 JP JP2016512376A patent/JP2016523827A/ja active Pending
- 2014-05-08 CN CN201480026040.1A patent/CN105208999B/zh active Active
- 2014-05-08 SG SG11201508476XA patent/SG11201508476XA/en unknown
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- 2014-05-08 BR BR112015027432A patent/BR112015027432B8/pt active IP Right Grant
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| RU2662835C2 (ru) | 2018-07-31 |
| ZA201507876B (en) | 2017-09-27 |
| SG11201508476XA (en) | 2015-11-27 |
| KR102353588B1 (ko) | 2022-01-19 |
| PH12015502546B1 (en) | 2016-02-22 |
| BR112015027432B1 (pt) | 2020-07-28 |
| PH12015502546A1 (en) | 2016-02-22 |
| KR20160006690A (ko) | 2016-01-19 |
| US20170204038A1 (en) | 2017-07-20 |
| PL2994093T3 (pl) | 2017-12-29 |
| EP2994093B1 (en) | 2017-07-12 |
| MX2015014967A (es) | 2016-02-05 |
| AU2014264609A1 (en) | 2015-11-05 |
| AU2014264609B2 (en) | 2018-03-08 |
| US20160108342A1 (en) | 2016-04-21 |
| GB201308248D0 (en) | 2013-06-12 |
| BR112015027432B8 (pt) | 2022-07-12 |
| MX370901B (es) | 2020-01-09 |
| CN105208999B (zh) | 2019-05-10 |
| WO2014180945A1 (en) | 2014-11-13 |
| IL242003B (en) | 2019-07-31 |
| CN105208999A (zh) | 2015-12-30 |
| BR112015027432A2 (pt) | 2017-07-25 |
| EP2994093A1 (en) | 2016-03-16 |
| JP2016523827A (ja) | 2016-08-12 |
| RU2015145323A3 (es) | 2018-03-06 |
| RU2015145323A (ru) | 2017-06-14 |
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