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    Fragrant soap compositions containing alpha-substituted acetaldehyde and ketone
    1.
    发明授权
    Fragrant soap compositions containing alpha-substituted acetaldehyde and ketone 失效
    含有α-取代乙醛和酮的香皂组合物

    公开(公告)号：US4036774A

    公开(公告)日：1977-07-19

    申请号：US741141

    申请日：1976-11-11

    申请人： Anton van Ouwerkerk ,  Bernard J. Chant ,  Arthur L. Liberman

    发明人： Anton van Ouwerkerk ,  Bernard J. Chant ,  Arthur L. Liberman

    IPC分类号： A23G4/00 ,  A23G4/06 ,  A23L27/20 ,  A24B15/34 ,  C11B9/00 ,  C11D3/50 ,  C11D9/44

    CPC分类号： A23G4/06 ,  A23L27/20 ,  A23L27/203 ,  A23L27/204 ,  A24B15/34 ,  C11B9/0034 ,  C11B9/0061 ,  C11D3/0084

    摘要： Processes and compositions are described for the use in perfume aroma augmenting, modifying, altering and enhancing compositions and as perfume and perfumed article aroma imparting materials of mixtures of (i) 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexen-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## ii. Hydrolyzing said beta-ionone enol ester using a basic hydrolysis agent to form beta-cyclohomocitral having the structure: ##STR4## or (B) oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclohomocitral directly, and (ii) one or two phenyl C.sub.6 ketone which may be either or both 2,5-dimethyl-5-phenyl hexanone-4 (hereinafter termed "4-damascol") or 2,5-dimethyl-5-phenyl hexen-1-one-4 (hereinafter termed "damascol") having the generic structure: ##STR5## wherein the dashed line represents either a carbon-carbon single bond or a carbon-carbon double bond. Addition of mixtures of beta-cyclohomocitral and one or both phenyl C.sub.6 ketones is indicated to modify, augment, impart or enhance in perfumes as well as in perfumed articles rosey, woody, camphoraceous, green and earthy notes.

    摘要翻译： 描述了用于香料香气增强，改性，改性和增强组合物的方法和组合物，以及（i）2,2,6-三甲基-1-环己烯-1-基乙醛（ⅰ）的混合物的香料和香料制品香气赋予材料， （A）包括以下步骤：

    Novel fragrance compositions containing 2,6,6 trimethyl-1-cyclohexen-1-yl acetaldehyde and phenyl C.sub.6 ketone
    2.
    发明授权
    Novel fragrance compositions containing 2,6,6 trimethyl-1-cyclohexen-1-yl acetaldehyde and phenyl C.sub.6 ketone 失效
    含有2,6,6三甲基-1-环己烯-1-基乙醛和苯基C（HD 6 {B酮）的新型香料组合物

    公开(公告)号：US4028279A

    公开(公告)日：1977-06-07

    申请号：US601727

    申请日：1975-08-04

    申请人： Anton Van Ouwerkerk ,  Bernard J. Chant ,  Arthur L. Liberman

    发明人： Anton Van Ouwerkerk ,  Bernard J. Chant ,  Arthur L. Liberman

    IPC分类号： A23G4/00 ,  A23G4/06 ,  A24B15/34 ,  C11B9/00

    CPC分类号： A23G4/06 ,  A24B15/34 ,  C11B9/00 ,  C11D3/0084

    摘要： Processes and compositions are described for the use in perfume aroma augmenting, modifying, altering and enhancing compositions and as perfume and perfumed article aroma imparting materials of mixtures of (i) 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde.BACKGROUND OF THE INVENTIONThe present invention relates to mixtures of (i) either or both of the phenyl C.sub.6 ketones, 2,5,-dimethyl-5-phenyl hexanone-4 (hereinafter referred to as "4-damascol") and 2,5,-dimethyl-5-phenyl hexen-1-one-3 (hereinafter termed "damascol") and(ii) 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter termed "beta-cyclohomocitral) produced by interalia, a novel process described and claimed in copending application for U.S. Pat. No. 507,414 on Sept. 19, 1974 now U.S. Pat. No. 3,956,393, issued on May 4, 1976, and copending application for U.S. Pat. No. 594,100 filed on July 8, 1975 and novel compositions using such mixtures of phenyl C.sub.6 ketone and beta-cyclohomocitral to alter, modify, enhance (or impart) aromas in (or to) perfumes, perfume compositions and/or perfumed articles.There has been considerable work performed relating to substances which can be used to impart (or alter, modify or enhance) fragrances to (or in) perfumed compositions, perfumes, or perfumed articles. These substances are used to diminish the use of natural materials, some of which may be in short supply and/or to provide more uniform properties in the finished product. Woody, rosey, camphoraceous, green and earthy notes are desirable in several types of perfume compositions, perfumes and perfumed articles.Arctander, "Perfume and Flavor Chemicals," 1969 discloses the use in perfume compositions and flavors of "cyclocitral", "dehydro-beta-cyclocitral", "iso-cyclocitral", "alpha-cyclocitrylidene acetaldehyde" and "beta-cyclotrylidene acetaldehyde", thus:(I) "760: CYCLOCITRALAlpha-cyclocitral= (2,2,6-trimethyl-5-cyclohexen-1-carboxaldehyde). Beta-cyclocitral= (2,2,6-trimethyl-6-cyclohexen-1-carboxaldehyde). Both isomers are known and have been produced separately. ##STR1## Very rarely offered commercially. These particular cyclocitrals have little or no interest to the creative perfumer, but they have served as part of many pieces of proof that isomers (alpha-beta) do often have different odors."(II) ("761: ISO-CYCLOCITRALA mixture of two chemicals: 3,5,6-trimethyl-3-cyclohexen-1-carboxaldehyde (meta-cyclocitral). ##STR2## 2,4,6-TRIMETHYL-4-CYCLOHEXEN-1-CARBOXALDEHYDE (SYMMETRIC-ISO-CYCLOCITRAL). ##STR3## Powerful, and diffusive, foliage-green, "dark" weedy and dry odor, sometimes described as "Flower-shop odor". The earthy and wet-green notes are quite natural in high dilution and resemble the odor of stems from plants and flowers fresh from the soil.Finds use in perfume compositions where it blends excellently with Oakmoss products (compensates for sweetness and lifts the topnote), with Ionones (freshness), Geranium and Galbanum (enhances the green and "vegetable" notes), etc. . . . "(iii) "762: alpha CYCLOCITRYLIDENE ACETALDEHYDE ##STR4## Mild, floral-woody, somewhat oily-herbaceous odor, remotely reminiscent of Rose with similarity to the odor of hydrogenated Ionones.Suggested for use in perfume compositions. It brings a certain amount of floral lift to Rose compositions, and performs fairly well even in soap. However, the cost of the rarely offered and never readily available lots are rather discouraging to the perfumer, and it is most conceivable that this material can be left out of the perfumer's library without any great loss. . . . " (iv) "763: beta-CYCLOCITRYLIDENE ACETALDEHYDE 2,6,6-trimethyl-1-cyclohexenyl-beta-acrolein. ##STR5## Sweet-woody, rather heavy odor, resembling that of beta-Ionone. More fruity than really floral, but not as tenacious as the Ionone.Suggested for use in perfume compositions, but since it does not offer any new or unusual odor characteristics, and it cannot be produced in economical competition to beta-Ionone, there is little or no chance that it will ever become a standard shelf ingredient for the perfumer. . . . "(v) "896: DEHYDRO-beta-CYCLOCITRAL (Safranal) 2,6,6-trimethyl-4,4-cyclohexadiene-1-carboxaldehyde ##STR6## Very powerful, sweet, green-floral and somewhat tobacco-herbaceous odor of good tenacity. In extreme dilution reminiscent of the odor of Safran (Saffron).Interesting material for fresh topnotes, as a modifier for aldehydic-citrusy notes, as a green-floral topnote in flower fragrances, etc. It blends excellently with the aliphatic Aldehydes, with Oakmoss products and herbaceous oils. . . . "Safranal and beta-cyclocitral are disclosed as volatile constituents of Greek Tobacco by Kimland et al., Phytochemistry 11 (309) 1972. Beta-cyclocitral is disclosed as a component of Burley Tobacco flavor by Demole and Berthet, Helv. Chim. Acta. 55 Fasc-6, 1866 (1972).

    摘要翻译： 描述了用于香料香气增强，改性，改变和增强组合物以及作为（i）2,2,6-三甲基-1-环己烯-1-基乙醛的混合物的香料和香料制品香气赋予材料的方法和组合物。

    2- and 3-Cyclotetradecen-1-ones as bitterness depressants
    6.
    发明授权
    2- and 3-Cyclotetradecen-1-ones as bitterness depressants 失效
    2-和3-环十四碳烯-1-酮作为苦味抑制剂

    公开(公告)号：US4183965A

    公开(公告)日：1980-01-15

    申请号：US973093

    申请日：1978-12-26

    申请人： Braja D. Mookherjee ,  Robert W. Trenkle ,  Manfred H. Vock ,  Domenick Luccarelli, Jr. ,  Frederick L. Schmitt ,  Gilbert Stork ,  Timothy MacDonald ,  Arthur L. Liberman

    发明人： Braja D. Mookherjee ,  Robert W. Trenkle ,  Manfred H. Vock ,  Domenick Luccarelli, Jr. ,  Frederick L. Schmitt ,  Gilbert Stork ,  Timothy MacDonald ,  Arthur L. Liberman

    IPC分类号： A23F5/46 ,  A23G3/00 ,  A23G3/36 ,  A23L27/20 ,  A23L27/30 ,  C07C45/56 ,  C07C49/587 ,  C11B9/00 ,  A23F1/04 ,  A23L1/22 ,  A23L1/226 ,  C12C3/00

    CPC分类号： A23G3/36 ,  A23F5/465 ,  A23L27/203 ,  A23L27/30 ,  C07C45/562 ,  C07C49/587 ,  C11B9/0038

    摘要： Processes and compositions are described for the use in foodstuff flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuffs, chewing gum, toothpaste, medicinal product, perfume and perfumed article aroma imparting materials of specific isomer and isomer mixtures of 2- and 3-cyclotetradecen-1-ones having the structures: ##STR1## or mixtures of same or mixtures of such 2- and 3-cyclotetradecen-1-ones with cyclotetradecanone having the structure: ##STR2## or cyclododecanone having the structure: ##STR3## Addition of said 2- and 3-cyclotetradecen-1-ones or mixtures is indicated to produce:(a) In food flavorings, a sweet, brown sugar and musky aroma and sweet and musky flavor characteristics (useful for flavor augmentation or enhancement in pear, blackberry, apricot and peach flavors and as a bitterness depressant for such foodstuffs, flavor adjuvants and beverages as black coffee; and(b) In perfumes and perfumed articles, a sweet, musk aroma and exaltone-like, scorched linen, waxy and rooty nuances.

    摘要翻译： 描述了用于食品香料和香料和香料和香料制品香气增强，改性，改变和增强组合物以及作为食品，口香糖，牙膏，药用产品，香料和香料赋予特定异构体的芳香赋予材料的方法和组合物， 具有以下结构的2-和3-环十四碳烯-1-酮的异构体混合物：或其混合物或这些2-和3-环十四碳烯-1-酮与环十四烷酮的混合物，其具有以下结构：具有以下结构： 结构：所述2-和3-环十四碳烯-1-酮或其混合物的添加表明产生：（a）在食品香料中，甜味，红糖和麝香的香气和甜味和麝香风味特征（可用于 梨，黑莓，杏子和桃子香味的香味增强或增强，以及作为黑咖啡的这类食品，风味佐剂和饮料的苦味抑制剂;和（b）在香水和香料中 一种甜美的麝香，麝香香气和高雅的香味，烧焦的亚麻，蜡质和根深蒂固的细微差别。

    Apparatus for making soap with perfumed insert
    7.
    发明授权
    Apparatus for making soap with perfumed insert 失效
    用香水制成肥皂的装置

    公开(公告)号：US4453909A

    公开(公告)日：1984-06-12

    申请号：US505422

    申请日：1983-06-16

    申请人： Jerome I. Lindauer ,  Ira D. Hill ,  Arthur L. Liberman

    发明人： Jerome I. Lindauer ,  Ira D. Hill ,  Arthur L. Liberman

    IPC分类号： C11D9/44 ,  C11D17/04 ,  B29C3/00 ,  B29D3/00 ,  B29D31/00

    CPC分类号： C11D17/048 ,  C11D9/442

    摘要： Apparatus for making a tablet of soap containing a perfume-containing core, hollow or solid, fabricated from a hard plastic material, either thermosetting or thermoplastic. Soap from the resulting composite tablet is usable until the core is washed clean and is aromatized until the core is washed clean. This obviates the wastage of soap which normally occurs as a conventional soap tablet becomes very thin on use and, at the same time, gives rise to a continuously aromatized soap tablet. ,

    摘要翻译： 用于制造包含由硬塑料材料制成的含有香料的芯，中空或固体的肥皂片，其为热固性或热塑性的装置。 从得到的复合片中可以使用肥皂，直到核心被清洗干净并被芳香化，直到核心被清洗干净。 这消除了通常在常规肥皂片使用时变得非常薄而通常发生的肥皂的浪费，并且同时产生连续芳香化的肥皂片。

    Soap tablet including perfume-containing plastic core and process for preparing same
    8.
    发明授权
    Soap tablet including perfume-containing plastic core and process for preparing same 失效
    肥皂片包括含香料的塑料核心及其制备方法

    公开(公告)号：US4438010A

    公开(公告)日：1984-03-20

    申请号：US362263

    申请日：1982-03-26

    申请人： Jerome I. Lindauer ,  Ira D. Hill ,  Arthur L. Liberman

    发明人： Jerome I. Lindauer ,  Ira D. Hill ,  Arthur L. Liberman

    IPC分类号： C11D9/44 ,  C11D17/04 ,  C11D3/50

    CPC分类号： C11D9/442 ,  C11D17/048

    摘要： Described is a tablet of soap containing a perfume-containing core, hollow or solid, fabricated from a hard plastic material, either thermosetting or thermoplastic. Soap from the resulting composite tablet is usable until the core is washed clean and is aromatized until the core is washed clean. This obviates the wastage of soap which normally occurs as a conventional soap tablet becomes very thin on use and, at the same time, gives rise to a continuously aromatized soap tablet. Also described is a process for preparing said tablet of soap.

    摘要翻译： 描述的是含有由硬塑料材料（热固性或热塑性塑料）制成的含有香料的芯，中空或固体的肥皂片。 从得到的复合片中可以使用肥皂，直到核心被清洗干净并被芳香化，直到核心被清洗干净。 这消除了通常在常规肥皂片使用时变得非常薄而通常发生的肥皂的浪费，并且同时产生连续芳香化的肥皂片。 还描述了制备所述肥皂片的方法。