Solid phase benzopyran composition, process for preparing same and organoleptic uses thereof

A technology of benzopyran and composition, which is applied in the field of new solid-phase aromatic products, to achieve the effect of easy operation and reduced emission in the environment

Inactive Publication Date: 2012-07-18
INTERNATIONAL FLAVORS & FRAGRANCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] However, the solid state forms of GALAXOLIDE disclosed in the prior art do not contain the necessary and desirable high percentage, 85-95% by weight, of isomers having the structure body:

Method used

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  • Solid phase benzopyran composition, process for preparing same and organoleptic uses thereof
  • Solid phase benzopyran composition, process for preparing same and organoleptic uses thereof
  • Solid phase benzopyran composition, process for preparing same and organoleptic uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment I

[0076] Preparation of solid-phase benzopyran composition

[0077] 750 g of liquid phase benzopyran mixture was prepared according to Example 15 of U.S. Pat. No. 3,360,530 (the specifications of which are incorporated by reference), said mixture containing 78% by weight of 1,3,4,6,7, 8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta(G)-2-chromene and 500 g of hexane, the two components of the mixture were mixed Then it was stirred and cooled to -30°C. Stirring was continued for 1 hour, at which point the solid phase particles just started to settle. The mixture was stirred for an additional 3 hours while slowly raising the temperature of the benzopyran-solvent mixture to 0° C., and the white solid was filtered at 0° C. to finally obtain 240 g of a mixture containing the following weight percent substances:

[0078] (a) 88.6% by weight 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentadieno(G)-2-benzopyridine mutter;

[0079] (b) 2.75% by weight 1,3,4,6,7,8-hexahydro-6-ethyl-...

Embodiment II

[0085] Preparation of solid-phase benzopyran composition

[0086]200 g of liquid phase benzopyran mixture was prepared according to Example 15 of U.S. Pat. 7,8,8-hexamethylcyclopentadieno(G)-2-chromene and 100 g of 10% aqueous ethanol, the two components of the mixture were mixed and cooled to +5°C with stirring. Stirring was continued for 2 hours, at which time solid phase particles began to settle. The mixture was then stirred at 5°C

[0087] After stirring for 3 hours, 42 g of white crystalline material were obtained by filtration at 5°C. The resulting composition is a solid phase

[0088] Benzopyran mixtures containing 91% by weight of 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl rings having a melting point of 31°C Pentadieno(G)-2-benzopyran.

Embodiment III

[0090] Musk fragrance composition

[0091] components Embodiment III (A)- parts by weight Example III (B) - parts by weight sunflower musk 200 200 Muscone 200 200 β-ionone 50 50 Vebisyl Acetate 50 50 Sandalwood Oil, E.I. 100 100 β-Damascone 80 80 Solid phase benzopyran composition in embodiment 1 10 0 Solid Phase Benzopyran Composition in Example II 0 10

[0092] The solid-phase benzopyran compositions of Examples I and II respectively endow this musk formulation with natural, aromatic, musk, rose scent and this scent has animal-type top notes and is very strong and direct, each composition and formulation The materials mix well without the use of any solvents.

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Abstract

Described is a solid phase benzopyran composition comprising predominately 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta(G)-2-benzopyran and at least one other benzopyran compound. The novel compositions are used in augmenting, enhancing and / or imparting aromas in to consumable materials such as perfume compositions, perfumed articles including soaps, detergents, fabric softener compositions, fabric softener articles, fragranced candles, cosmetics, hair preparations, perfumed polymers and colognes. Also described is a process for producing the solid phase benzopyran compositions.

Description

technical field [0001] The present invention relates to a new solid-phase aromatic product, which is mainly composed of 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentadiene (cyclopenta)(G)-2-Chrene consisting of and also containing additional benzopyran species. This fragrance product can be used in fragrance compositions and consumer products. Background technique [0002] The liquid phase benzopyran composition contains 70-81% by weight of 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentadiene (G)-2-Benzopyran, which has the following structure (known as "GALAXOLIDE 100", a registered trademark of International Flavors & Fragrances Inc. of New York): [0003] [0004] Solutions thereof, for example, a 50% solution of diethyl phthalate (known as "GALAXOLIDE 50", a registered trademark of International Flavors & Fragrances Inc. of New York) is one of the largest fragrance compounds in commercial use today. . This substance is known to impart a long-lasting...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K8/18A61K8/02A61Q13/00A61Q1/00A61Q5/00A61Q17/04A61Q19/10C11D3/20C11D3/50C11C5/00D06M13/10A61K8/49
CPCA61K8/498A61Q13/00
Inventor M·A·斯普莱克R·P·贝尔可B·莫凯尼克
Owner INTERNATIONAL FLAVORS & FRAGRANCES
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