CN110446778A - 2,3,6-三甲基环己醇作为芳香剂和/或调味剂 - Google Patents
2,3,6-三甲基环己醇作为芳香剂和/或调味剂 Download PDFInfo
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- CN110446778A CN110446778A CN201780088808.1A CN201780088808A CN110446778A CN 110446778 A CN110446778 A CN 110446778A CN 201780088808 A CN201780088808 A CN 201780088808A CN 110446778 A CN110446778 A CN 110446778A
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Abstract
本发明主要涉及2,3,6‑三甲基环己醇作为芳香剂和/或调味剂的应用。本发明还涉及包含2,3,6‑三甲基环己醇的新型芳香剂和/或调味剂组合物及其应用,包含2,3,6‑三甲基环己醇的加香的和/或调味的制品,以及用于赋予、改变和/或强化特定的香调和/或味道的多种方法。
Description
技术领域
本发明主要涉及2,3,6-三甲基环己醇(即如本文所述的式(I)的化合物)作为芳香剂和/或调味剂的应用。本发明还涉及包含如本文所述的式(I)的化合物的新型的芳香剂和/或调味剂组合物,包含如本文所述的式(I)的化合物的加香的和/或加味的制品,以及用于赋予(Vermitteln)、改变和/或强化特定香调和/或味道的多种方法。
本发明的其他方面和优选实施方案从以下描述、所附的实例以及尤其所附的专利权利要求中得到。
背景技术
虽然已经存在大量芳香剂和/或调味剂,但是在芳香剂和调味剂工业中还继续存在对新型芳香剂和/或调味剂的普遍需要。例如,存在对如下芳香剂和/或调味剂的需要,所述芳香剂和/或调味剂能够(在芳香剂和/或调味剂组合物中)产生除了主要的香调/和味道之外其他令人感兴趣的调并且通过其新型的或者独特的嗅觉方面的特性扩大香水师或调味师的能力。特别地,具有能够与花香和/或果香芳香剂和谐地结合的香调的芳香剂是令人感兴趣的。优选地,在此应使不同的嗅觉方面和香调叠加以产生整体复杂的嗅觉印象。
为了产生新型的组合物,存在对如下芳香剂和/或调味剂的持续需求,所述芳香剂和/或调味剂具有特殊的感官特性,所述感官特性适合于用作为具有复杂的感官特征的新型的香水或香料的组合物的基础。除了特定的香调以外,优选的所寻求的芳香剂和/或调味剂应具有给予其特性和复杂性的其他香调和方面。
由于以下事实使得通向本发明的合适的物质变得复杂:
-嗅觉感知的机制不是充分已知的;
-在特殊的气味感知和所属的芳香剂的化学结构之间的关系尚未充分研究;
-通常,已知的芳香剂的结构构造的即使微小的变化也会引起感官特性的强烈变化并且影响人体组织的耐受性。
发明内容
此时,主要目的在于,找到如下芳香剂和/或调味剂,其具有令人感兴趣的、优选复杂的和独特的感官特征,并且适合作为用于在例如香水中使用的芳香剂或者用作为适合于给例如可食用的配置品调味的调味剂。
在本发明的范畴中,尤其寻求如下物质,所述物质能够具有或者赋予、改变和/或强化如下香调的一种、多种或所有:绿调、木质调、动物调、泥土调、琥珀调(ambrierend)、果味调、花香调和皮革调。
所寻求的物质应实现制备具有特殊的香调或味道以及特殊的嗅觉和味觉方面的新型的芳香剂和/或调味剂组合物。在此如下物质是有利的,其尤其适用于与具有木质调、动物调、泥土调和琥珀调的其他芳香剂或调味剂组合。
此外,满足该主要目的的芳香剂和/或调味剂优选除了其主要特性即香调或味道以外,还应具有附加的正面的次要特性,例如在特定的应用条件下的高稳定性、高扩散性、良好的附着性、高直接性或者强化香调和/或味道的特性(所谓的促进剂或强化剂效果)和/或与其他芳香剂和/或调味剂组合时能够修饰其自然性、清新度、丰富度、(发散)力和/或散发度,使得能够实现显著的感官效果。
根据本发明,主要目的通过使用式(I)的化合物(2,3,6-三甲基环己醇,CAS号58210-03-0)作为芳香剂或调味剂来实现。
根据本发明待使用的式(I)的化合物能够以任意立体异构体形式存在从而也能够以任意的光学活性形式存在。在本发明的范畴中,也能够使用式(I)的化合物的立体异构体的任意混合物,例如非对映异构体的混合物、对映异构体的混合物或外消旋体,也就是说,在本文的范畴中术语“式(I)的化合物”还包括所述式(I)的化合物的不同立体异构体的任意的混合物。
在本文中针对式(I)的化合物所提及的,尤其在本文中所述的优点,也应用于根据本发明待使用或待应用的式(I)的化合物的立体异构体的混合物(参见上文)。
式(I)化合物具有完全独立的嗅觉特性,其与已知芳香剂和/或调味剂的嗅觉特性相比明显更突出并且也胜过所述已知的芳香剂和/或调味剂。式(I)的化合物适合作为芳香剂和/或调味剂迄今为止仍是未知的。因此特别令人惊讶的是,在已经充分研究的领域中能够发现具有有价值、令人感兴趣且复杂的嗅觉特性的芳香剂和/或调味剂。
优选地,根据本发明的应用涉及如下应用:用于赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选地选自绿色调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道。
一个优选的实施方案涉及式(I)的化合物用于赋予选自绿调、草本调、清新调、果味调、花香调、木质调、甜调、泥土调、油腻调、金属调和香膏调的一种、两种或更多种香调和/或味道的应用。
另一个优选的实施方案涉及使用式(I)的化合物用于赋予绿色的和/或果味的,优选绿色的和果味的,优选菠萝味的香调和/或味道以及附加地选自草本调、清新调、果味调、花香调、木质调、甜调、泥土调、油腻调、金属调和香膏调的一种、两种或更多种香调和/或味道的应用。
如下事实是令人惊讶的:根据本发明应使用的式(I)的化合物能够赋予非常复杂且多样的气味和味道印象,否则这大多只能通过多种组分的混合物(例如精油或香料混合物)来实现。
除了主要特性即气味和味道特性以外,与具有类似气味特性的芳香剂相比,式(I)的化合物还具有正面的次要特性,尤其是良好的附着性和高的直接性,以及在特定的介质和制剂中的高稳定性和高覆盖性,并且还是可生物降解的。
根据本发明待使用的式(I)的化合物具有高的、非常优异的稳定性,特别是在尽可能中性的介质中,但特别是在碱性和/或氧化性介质中。特别地,由于这些特性,式(I)的化合物非常适合用作为芳香剂和/或调味剂,特别是当将其用于pH为5.5或更大,优选大于或等于6,优选大于7,更优选大于7.5,更优选地大于8的加香的或调味的制品(制剂),此外用于优选pH大于或等于7的氧化制剂中,优选用于pH大于或等于8的氧化制剂中时。所示的pH值在此分别是指在25℃下测量的值。
根据本发明待使用的式(I)的化合物能够有利地增加芳香剂或调味剂的混合物(芳香剂和/或调味剂的组合物)的强度,并且在气味和/或味道方面修饰混合物的整体印象,并且能够用于给予(verleihen)芳香剂和/或调味剂的组合物更大的丰富度、清新度、(发散)力、散发度、闪光、圆滑过渡、和谐和/或自然性。
此外,式(I)的化合物适合作为用于增加芳香剂和/或调味剂混合物的直接性和/或保持力的试剂和/或作为定香剂。
在本文的范畴中,如果无意地在化学名称和所示出的式(I)的化合物的结构式之间出现不一致,那么适用的所示出的结构式。
有利地,根据本发明待使用的式(I)的化合物还表现出罗勒烯类的感官特性并且具有氯粪臭素调。
在其他事情中,氯粪臭素香调使式(I)的化合物适合作为抗菌应用中的信号物质。
因此,另一个优选的实施方案涉及使用式(I)的化合物赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调和氯调的一种或多种香调和/或味道,优选地选自香调绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯香调的一种或更多种香调和/或味道,更优选氯的香调和/或味道。
在许多国家,氯类的香调或味道,特别香调,与清洁、卫生和抗菌特性的印象有关。由于该原因,根据本发明的应用是特别有利的,因为通过所述应用能够促进赋予、改变和/或强化氯调,而实际上不必给根据本发明的包含式(I)的化合物的芳香剂和/或调味剂组合物或加香的和/或调味的制品(如下所述)添加氯,或者所述芳香剂和/或调味剂组合物或加香的和/或调味的制品能够更有利地具有明显更少的实际氯含量,所述氯含量在没有式(I)的化合物的气味强化的情况下可能是完全无法在感官上察觉到的。式(I)的化合物的这种氯信号效果,即促进赋予根据本发明的芳香剂和/或调味剂组合物或者根据本发明的加香的和/或调味的制品(如下所述)由于其感官上可感觉到的氯香调而给人特别清洁、卫生和/或抗菌的印象,在许多消费者中是尤其受欢迎的,,并且有利地可口腔护理产品,例如漱口水和牙齿护理产品和表面清洁剂例如厕所清洁剂和全功能清洁剂中使用。
从文献(参见例如WO2010122178、WO2014198602、WO2010097479、EP2389922、EP50229和US20110294876)中已经已知式(I)的化合物。然而,现有技术没有描述式(I)的化合物的感官特性及其适合作为芳香剂和/或调味剂。
根据本发明使用的式(I)的化合物能够借助于本身已知的反应和方法来制备。例如,能够通过相应的催化剂和相应的条件(对此所使用的反应物是市售的)将相应的苯酚(CAS号2416-94-6)或相应的酮(例如:CAS号20030-30-2)氢化成式(I)的化合物:
通过氢化由相应的苯酚(上方)或相应的酮(下方)生产式(I)的化合物
在根据本发明的应用的范畴中,根据本发明待使用的式(I)化合物通常以感官有效量使用,即以其发挥感官作用的总量使用。根据本发明待使用的式(I)化合物优选与其他芳香剂和/或调味剂一起使用。这样的芳香剂和/或调味剂组合物能够以通常的方式制备,例如通过将组分简单混合或均匀化。这些另外的芳香剂和/或调味剂能够是任意的其他芳香剂和/或调味剂(优选的组合由从接下来的实施方案中得出)。
因此,本发明的另一个方面涉及芳香剂和/或调味剂组合物,其包含以下或由以下组成:式(I)化合物;以及一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1,优选地1:1000至1:0.5的范围内。
在这种情况下优选的是,按芳香剂和/或调味剂组合物的总重量计,式(I)的化合物的总量在0.0001重量%至99.9重量%,优选0.001重量%至99.5重量%,尤其优选0.01重量%至99重量%、0.01重量%至90重量%、0.05重量%至80重量%、0.1重量%至70重量%、0.25重量%至50重量%、0.5重量%至40重量%或0.75重量%至25重量%的范围中。
如果式(I)的化合物主要用于给予芳香剂和/或调味剂组合物更大的清新度、散发度、圆滑过渡、和谐和/或自然性和/或强化特定的香调(由于另外的芳香剂和/或调味剂而已经存在),那么式(I)的化合物的总量也能够相对低地选择,例如按芳香剂和/或调味剂组合物的总量计,优选在0.01重量%至5重量%的范围内,更优选在0.1重量%至2重量%的范围内。如果在优选的浓度范围内选择相对低的浓度,那么根据相应的组合物的其他组分,在个别情况下尚不能赋予本文所示的固有香调和/或味道。因此,根据式(I)的化合物的期望效果,本领域技术人员能够选择有利于相应的应用的式(I)的化合物的量。
由于其嗅觉特性,式(I)的化合物优选适用于本发明的芳香剂和/或调味剂组合物中使用。式(I)的化合物能够有利地与多种其他的芳香剂或调味剂组合并且在各种各样的产品和制品中使用。
优选地,适用于根据本发明的芳香剂和/或调味剂组合物的是:式(I)的化合物的总量以感官有效量包含在芳香剂和/或调味剂组合物中的内,优选地以以下量包含在其内,所述量足以赋予或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道;优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道;优选选自由绿调和果味调构成的香调和/或味道;更优选皮革调,和/或朝向这些香调和/或味道中的一种或多种改变芳香剂和/或调味剂组合物的一种/多种另外的芳香剂和/或调味剂的一种或多种香调和/或味道。
此外优选地,适用于根据本发明的芳香剂和/或调味剂组合物的是,式(I)的化合物的总量以感官有效量包含在芳香剂和/或调味剂组合物中的内,优选地以以下量包含在其内,所述量足以赋予和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调和氯调的一种或多种香调和/或味道;优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或多种香调和/或味道,和/或朝向这些香调和/或味道中的一种或多种改变芳香剂和/或调味剂组合物的一种/多种另外的芳香剂和/或调味剂的一种或多种香调和/或味道。
尤其优选的是,
(i)所述或一种、多种或全部另外的芳香剂和/或调味剂(同样)赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道,特别优选选自果味调和花香调,
或者
(ii)所述或一种、多种或全部另外的芳香剂和/或调味剂赋予、改变和/或强化不同于在(i)中所提及的香调和/或味道的一种或多种香调和/或味道。
还优选的是,
(i)所述或一种、多种或全部另外的芳香剂和/或调味剂(同样)赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或更多种香调和/或味道,尤其优选选自果味调、花香调和氯调,
(ii)所述或一种、多种或全部另外的芳香剂和/或调味剂赋予、改变和/或强化不同于在(i)中所提及的香调和/或味道的一种或多种香调和/或味道。
在本发明的范畴中能够有利地与式(I)的化合物组合的芳香剂和/或调味剂的实例例如能够在S.Arctander,Perfume and Flavor Materials,第I和II卷,Montclair、N.J.1969,Eigenverlag或K.Bauer等、Common Fragrance andFlavor Materials,第4版,Wiley-VCH,Weinheim 2001中找到。
应详细提及的是:来自天然原料的提取物,精油、凝脂、净油、树脂、类树脂、香脂、酊,例如
龙涎香町;阿米香树油;当归籽油;当归根油;茴香油;缬草油;罗勒油;树苔净油;月桂油;艾蒿油;安息香树脂(benzoeresin);佛手柑油;蜂蜡净油;桦树焦油;苦杏仁油;香薄荷油;布枯叶油;巴西檀木油;杜松油;菖蒲油(calmus oil);樟油;卡南加油;小豆蔻油;卡藜油;桂油;金合欢净油;海狸香净油;雪松叶油;雪松木油;岩蔷薇油;香茅油;柠檬油;苦配巴香脂;苦配巴香脂油;芫荽油;木质根油;枯茗油;柏树油;印蒿油;莳萝草油;莳萝籽油;淡橙叶净油(eau de brouts absolue);橡苔净油;榄香油;龙蒿油;柠檬桉油;桉油;茴香油;云杉针油;格蓬油;格蓬树脂;香叶油;葡萄柚油;愈创木油;古芸香脂(gurujunbalsam);古芸香脂油;蜡菊净油;蜡菊油;姜油;鸢尾根净油;鸢尾根油;茉莉净油;菖蒲油(calamus oil);春黄菊油蓝;春黄菊油罗马;胡萝卜籽油;卡藜油;松针油;留兰香油;藏茴香油;赖百当油;赖百当净油;赖百当树脂;薰衣类净油;薰衣类油;薰衣草净油;薰衣草油;柠檬草油;独活草油;蒸馏酸橙油;压制酸橙油;里哪油;山苍子油;月桂叶油;肉豆蔻油(macis oil);马郁兰油;橘子油;massoirind油;含羞草净油;麝香籽油;麝香酊;马斯喀特鼠尾草油;肉豆蔻油(nutmeg oil);没药净油;没药油;桃金娘油;丁香叶油;丁香花油;橙花油;乳香净油;乳香油;防风根油;橙花净油;橙油;牛至油;掌玫油;广藿香油;紫苏籽油;秘鲁香脂油;欧芹叶油;欧芹籽油;卑柠油(petitgrain oil);薄荷油;胡椒油;干椒油;松油;珀里油(poley oil);玫瑰净油;红木油;玫瑰油;迷迭香油;鼠尾草油达尔马提亚;鼠尾草油西班牙;檀香油;芹菜籽油;穗薰衣草油;八角茴香油;苏合香油;万寿菊油;冷杉针油;茶树油;松节油;百里香油;妥卢香脂(tolubalsam);黑香豆净油;晚香玉净油;香子兰提取物;紫罗兰叶净油;马鞭草油;香根草油;杜松子油;葡萄酒酵母油;苦艾油;冬青油;依兰油;牛膝草油;灵猫净油;肉桂叶油;肉桂皮油及其馏分,或从其离析出的内含物;
来自烃类的单一芳香剂,例如3-蒈烯;α-蒎烯;β-蒎烯;α-萜品烯;γ-萜品烯;对聚伞花素(p-cymol);红没药烯(bisabols);莰烯;石竹烯;雪松烯;金合欢烯;柠檬烯;长叶烯;月桂烯;罗勒烯;瓦伦烯(valence);(E,Z)-1,3,5-十一碳三烯;苯乙烯;二苯基甲烷;
脂族醇,例如己醇;辛醇;3-辛醇;2,6-二甲基庚醇;2-甲基-2-庚醇;2-甲基-2-辛醇;(E)-2-己烯醇;1-辛烯-3-醇;3,4,5,6,6-五甲基-3/4-庚烯-2-醇和3,5,6,6-四甲基-4-亚甲基庚烷-2-醇的混合物;(E,Z)-2,6-壬二烯醇;3,7-二甲基-7-甲氧基辛烷-2-醇;9-癸烯醇;10-十一烯醇;4-甲基-3-癸烯-5-醇;
脂族醛及其缩醛,例如己醛;庚醛;辛醛;壬醛;癸醛;十一醛;十二醛;2-甲基辛醛;2-甲基壬醛;(E)-2-己烯醛;(Z)-4-庚烯醛;2,6-二甲基-5-庚烯醛;10-十一烯醛;(E)-4-癸烯醛;2-十二碳烯醛;2,6,10-三甲基-9-十一烯醛;2,6,10-三甲基-5,9-十一碳二烯醛;庚醛二乙基缩醛;1,1-二甲氧基-2,2,5-三甲基-4-己烯;香茅基氧基乙醛;1-(1-甲氧基-丙氧基)-(E/Z)-3-己烯;
脂族酮及其肟,例如2-庚酮;2-辛酮;3-辛酮;2-壬酮;5-甲基-3-庚酮;5-甲基-3-庚酮肟;2,4,4,7-四甲基-6-辛烯-3-酮;6-甲基-5-庚烯-2-酮;
脂族含硫化合物,例如3-甲硫基己醇;3-甲硫基己基乙酸酯;3-巯基己醇;3-巯基己基乙酸酯;3-巯基己基丁酸酯;3-乙酰基硫基己基乙酸酯;1-薄荷烯-8-硫醇;
脂族腈,例如2-壬酸腈;2-十一碳烯酸腈;2-十三碳烯酸腈;3,12-十三碳二烯酸腈;3,7-二甲基-2,6-辛二烯酸腈;3,7-二甲基-6-辛烯酸腈;
脂族羧酸的酯,例如(E)-3-己烯基甲酸酯和(Z)-3-己烯基甲酸酯;乙酰乙酸乙酯;乙酸异戊酯;3,5,5-三甲基己基乙酸酯;3-甲基-2-丁烯基乙酸酯;(E)-2-己烯基乙酸酯;(E)-3-己烯基乙酸酯和(Z)-3-己烯基乙酸酯;乙酸辛酯;乙酸3-辛酯;1-辛烯-3-基乙酸酯;丁酸乙酯;丁酸丁酯;丁酸异戊酯;丁酸己酯;(E)-3-己烯基异丁酸酯和(Z)-3-己烯基异丁酸酯;巴豆酸己酯;异戊酸乙酯;2-甲基戊酸乙酯;己酸乙酯;己酸烯丙酯;庚酸乙酯;庚酸烯丙酯;辛酸乙酯;(E,Z)-2,4-癸二烯酸乙酯;甲基-2-辛炔酸酯;甲基-2-壬炔酸酯;烯丙基2-异戊氧基乙酸酯;3,7-二甲基2,6-辛二烯酸甲酯;4-甲基2-戊基巴豆酸酯;
无环萜烯醇,例如香叶醇;橙花醇;薰衣草醇;橙花叔醇;金合欢醇;四氢芳樟醇;四氢香叶醇;2,6-二甲基-7-辛烯-2-醇;2,6-二甲基辛烷-2-醇;2-甲基-6-亚甲基-7-辛烯-2-醇;2,6-二甲基-5,7-辛二烯-2-醇;2,6-二甲基-3,5-辛二烯-2-醇;3,7-二甲基-4,6-辛二烯-3-醇;3,7-二甲基-1,5,7-辛三烯-3-醇2,6-二甲基-2,5,7-辛三烯-1-醇;及其甲酸酯、乙酸酯、丙酸酯、异丁酸酯、丁酸酯、异戊酸酯、戊酸酯、己酸酯、巴豆酸酯、惕各酸烯酯(tiglinate)和3-甲基-2-丁烯酸酯;
非环状萜烯醛和酮,例如香茅醛;7-甲氧基-3,7-二甲基辛醛;2,6,10-三甲基-9-十一烯醛;香叶基丙酮;和香叶醛、橙花醛的二甲基和二乙基缩醛;
环状萜烯醇,例如薄荷醇;异胡薄荷醇;α-萜品醇;萜品醇-4;薄荷烷-8-醇;薄荷烷-1-醇;薄荷烷-7-醇;冰片;异冰片;芳樟醇氧化物;诺卜醇;雪松醇;龙涎醇;岩兰草醇;愈创木醇;及其甲酸酯、乙酸酯、丙酸酯、异丁酸酯、丁酸酯、异戊酸酯、戊酸酯、己酸酯、巴豆酸酯、惕各酸烯酯和3-甲基-2-丁烯酸酯/盐;
环状萜烯醛和酮,例如薄荷酮;异薄荷酮;8-巯基薄荷烷-3-酮;香芹酮;樟脑;葑酮;α-紫罗兰酮;β-紫罗兰酮;α-正甲基紫罗兰酮;β-正甲基紫罗兰酮;α-异甲基紫罗兰酮;β-异甲基-紫罗兰酮;α-鸢尾酮;β-大马酮;1-(2,4,4-三甲基-2-环己烯-1-基)-2-丁烯-1-酮;1,3,4,6,7,8a-六氢-1,1,5,5-四甲基-2H-2,4a-桥亚甲基-萘-8(5H)-酮;2-甲基-4-(2,6,6-三甲基-1-环己烯-1-基)-2-丁烯醛;诺卡酮;二氢诺卡酮;4,6,8-巨豆三烯-3-酮;α-甜橙醛;乙酰化雪松油(甲基雪松酮);
环状醇,例如4-叔丁基环己醇;3,3,5-三甲基环己醇;3-异龙脑基环己醇;2,6,9-三甲基-Z2,Z5,E9-环十二碳三烯-1-醇;2-异丁基-4-甲基四氢-2H-吡喃-4-醇;
脂环族醇,例如α,3,3-三甲基环己基甲醇;1-(4-异丙基环己基)乙醇;2-甲基-4-(2,2,3-三甲基-3-环戊-1-基)丁醇;2-甲基-4-(2,2,3-三甲基-3-环戊-1-基)-2-丁烯-1-醇;3-甲基-5-(2,2,3-三甲基-3-环戊-1-基)-戊烷-2-醇;3-甲基-5-(2,2,3-三甲基-3-环戊-1-基)-4-戊烯-2-醇;3,3-二甲基-5-(2,2,3-三甲基-3-环戊-1-基)-4-戊烯-2-醇;1-(2,2,6-三甲基环-己基)戊烷-3-醇;1-(2,2,6-三甲基环己基)己烷-3-醇;
环状和脂环族醚,例如桉油酚;柏木甲基醚;环十二烷基甲醚;1,1-二甲氧基环十二烷;(乙氧基甲氧基)环-十二烷;α-雪松烯环氧化物;3a,6,6,9a-四甲基十二氢-萘并[2,1-b]呋喃;3a-乙基-6,6,9a-三甲基十二氢萘并[2,1-b]呋喃;1,5,9-三甲基-13-氧杂双环[10.1.0]十三碳-4,8-二烯;玫瑰氧化物;2-(2,4-二甲基-3-环己烯-1-基)-5-甲基-5-(1-甲基丙基)-1,3-二氧六环;
环状和大环酮,例如4-叔丁基环己酮;2,2,5-三甲基-5-戊基环戊酮;2-庚基环戊酮;2-戊基环戊酮;2-羟基-3-甲基-2-环戊烯-1-酮;3-甲基-顺式-2-戊烯-1-基-2-环戊烯-1-酮;3-甲基-2-戊基-2-环戊烯-1-酮;3-甲基-4-环十五烯酮;3-甲基-5-环戊-癸烯酮;3-甲基-5-环十五烯酮;4-(1-乙氧基乙烯基)-3,3,5,5-四甲基环-己酮;4-叔戊基环-己酮;5-环十六烯-1-酮;6,7-二氢-1,1,2,3,3-五甲基-4(5H)-茚酮;8-环十六烯-1-酮;9-环十七烯-1-酮;环十五烷酮;环十六烷酮;
脂环族醛,例如2-甲基-4-(2,2,6-三甲基-环己烯-1-基)-2-丁烯醛;4-(4-羟基-4-甲基戊基)-3-环己烯甲醛;4-(4-甲基-3-戊烯-1-基)-3-环己烯甲醛;
脂环族酮,例如1-(3,3-二甲基环己基)-4-戊烯-1-酮;2,2-二甲基-1-(2,4-二甲基-3-环己烯-1-基)-1-丙酮;1-(5,5-二甲基-1-环己烯-1-基)-4-戊烯-1-酮;2,3,8,8-四甲基-1,2,3,4,5,6,7,8-八氢-2-萘基甲基酮;甲基-2,6,10-三甲基-2,5,9-环十二碳三烯酮;叔丁基-(2,4-二甲基-3-环己烯-1-基)酮;
环状醇的酯,例如2-叔丁基环己基乙酸酯;4-叔丁基环己基乙酸酯;2-叔戊基环己基乙酸酯;4-叔戊基环己基乙酸酯;3,3,5-三甲基环己基乙酸酯;十氢-2-萘基-乙酸酯;2-环戊基环戊基巴豆酸酯;3-戊基四氢-2H-吡喃-4-基乙酸酯;十氢-2,5,5,8a-四甲基-2-萘基乙酸酯;4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-5-茚基乙酸酯或4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-6-茚基乙酸酯;4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-5-茚基丙酸酯或4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-6-茚基丙酸酯;4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-5-茚基异丁酸酯或4,7-桥亚甲基-3a,4,5,6,7,7a-六氢-6-茚基异丁酸酯;4,7-桥亚甲基八氢-5-茚基乙酸酯或4,7-桥亚甲基八氢-6-茚基乙酸酯;
脂环族醇的酯,例如1-环己基乙基巴豆酸酯;
脂环族羧酸的酯,例如烯丙基3-环己基丙酸酯;烯丙基环己氧基乙酸酯;顺式和反式甲基二氢茉莉酮酸酯(cis and trans methyldihydroyasmonate);顺式和反式甲基茉莉酮酸酯;甲基-2-己基3-氧代环戊烷羧酸酯;乙基-2-乙基-6,6-二甲基-2-环己烯羧酸酯;乙基-2,3,6,6-四甲基-2-环己烯羧酸酯;乙基-2-甲基-1,3-二氧戊环-2-乙酸酯;
芳脂族醇,例如苯甲醇;1-苯基乙醇;3-苯基丙醇;2-苯基丙醇;2-苯氧基乙醇;2,2-二甲基-3-苯基丙醇;2,2-二甲基-3-(3-甲基苯基)丙醇;1,1-二甲基-2-苯基乙基醇;1,1-二甲基-3-苯基丙醇;1-乙基-1-甲基-3-苯基丙醇;2-甲基-5-苯基戊醇;3-甲基-5-苯基戊醇;3-苯基-2-丙烯-1-醇;4-甲氧基苯甲醇;1-(4-异丙基苯基)乙醇;
芳脂族醇和脂族羧酸的酯,例如乙酸苄酯;丙酸苄酯;异丁酸苄酯;异戊酸苄酯;2-苯基乙基乙酸酯;2-苯基乙基丙酸酯;2-苯基乙基异丁酸酯;2-苯基乙基异戊酸酯;1-苯基乙基乙酸酯;α-三氯甲基苄基乙酸酯;α,α-二甲基苯基乙基乙酸酯;α,α-二甲基苯基乙基丁酸酯;乙酸肉桂酯;2-苯氧基乙基异丁酸酯;4-甲氧基苄基乙酸酯;
芳脂族醚,例如2-苯基乙基甲基醚;2-苯基乙基异戊基醚;2-苯基乙基-1-乙氧基乙基醚;苯乙醛二甲基缩醛;苯乙醛二乙基缩醛;氢化阿托醛二甲基缩醛(hydratropaaldehyde dimethylacetal);苯乙醛甘油缩醛;2,4,6-三甲基-4-苯基-1,3-二氧六环;4,4a,5,9b-四氢茚并[1,2-d]-间-二恶英;4,4a,5,9b-四氢-2,4-二甲基茚并[1,2-d]-间-二恶英;
芳族和芳脂族醛,例如苯甲醛;苯乙醛;3-苯基丙醛;氢化阿托醛;4-甲基苯甲醛;4-甲基苯乙醛;3-(4-乙基苯基)-2,2-二甲基丙醛;2-甲基-3-(4-异丙基苯基)丙醛;2-甲基-3-(4-异丁基苯基)丙醛;3-(4-叔丁基苯基)丙醛;肉桂醛;α-丁基肉桂醛;α-己基肉桂醛;3-甲基-5-苯基戊醛;4-甲氧基苯甲醛;4-羟基-3-甲氧基苯甲醛;4-羟基-3-乙氧基苯甲醛;3,4-亚甲基二氧基苯甲醛;3,4-二甲氧基苯甲醛;2-甲基-3-(4-甲氧基苯基)丙醛;2-甲基-3-(4-亚甲基二氧基苯基)丙醛;
芳族和芳脂族酮,例如苯乙酮;4-甲基苯乙酮;4-甲氧基苯乙酮;4-叔丁基-2,6-二甲基苯乙酮;4-苯基-2-丁酮;4-(4-羟基苯基)-2-丁酮;1-(2-萘基)乙酮;2-苯并呋喃基乙酮;(3-甲基-2-苯并呋喃基)乙酮;二苯甲酮;1,1,2,3,3,6-六甲基-5-茚满基-甲基酮;6-叔丁基-1,1-二甲基-4-茚基甲基酮;1-[2,3-二氢-1,1,2,6-四甲基-3-(1-甲基乙基)-1H-5-茚基]乙酮;5',6',7',8'-四氢-3',5',5',6',8',8'-六甲基-2-苯乙酮;
芳族和芳代脂肪族的羧酸及其酯,例如苯甲酸;苯乙酸;苯甲酸甲酯;苯甲酸乙酯;苯甲酸己酯;苯甲酸苄酯;苯乙酸甲酯;苯乙酸乙酯;苯乙酸香叶基酯;苯乙酸苯乙基酯;肉桂酸甲酯;肉桂酸乙酯;肉桂酸苄酯;肉桂酸苯乙酯;肉桂酸肉桂基酯;烯丙基苯氧基乙酸酯;水杨酸甲酯;水杨酸己酯;水杨酸环己酯;顺式-3-己烯基水杨酸酯;水杨酸苄酯;水杨酸苯乙酯;2,4-二羟基-3,6-二甲基苯甲酸甲酯;乙基-3-苯基缩水甘油酸酯;乙基-3-甲基-3-苯基缩水甘油酸酯;
含氮芳族化合物,例如2,4,6-三硝基-1,3-二甲基-5-叔丁基苯;3,5-二硝基-2,6-二甲基-4-叔丁基苯乙酮;肉桂酸腈;3-甲基-5-苯基-2-戊烯酸腈;3-甲基-5-苯基戊酸腈;邻氨基苯甲酸甲酯;甲基-N-邻氨基苯甲酸甲酯;邻氨基苯甲酸甲酯与7-羟基-3,7-二甲基辛醛、2-甲基-3-(4-叔丁基-苯基)丙醛或2,4-二甲基-3-环己烯甲醛的席夫碱;6-异丙基喹啉;6-异丁基喹啉;6-仲丁基喹啉;2-(3-苯基丙基)吡啶;吲哚;粪臭素;2-甲氧基-3-异丙基吡嗪;2-异丁基-3-甲氧基吡嗪;
苯酚、苯醚和苯酯,例如草蒿脑;茴香脑;丁香基甲基醚;异丁香酚;异丁香基甲基醚;百里酚;香芹酚;二苯基醚;β-萘基甲基醚;β-萘基乙基醚;β-萘基异丁基醚;1,4-二甲氧基苯;丁香基乙酸酯;2-甲氧基-4-甲基苯酚;2-乙氧基-5-(1-丙烯基)苯酚;对甲苯基苯乙酸酯;
杂环化合物,例如2,5-二甲基-4-羟基-2H-呋喃-3-酮;2-乙基-4-羟基-5-甲基-2H-呋喃-3-酮;3-羟基-2-甲基-4H-吡喃-4-酮;2-乙基-3-羟基-4H-吡喃-4-酮;
内酯,例如1,4-辛内酯;3-甲基-1,4-辛内酯;1,4-壬内酯;1,4-癸内酯;8-癸烯-1,4-内酯;1,4-十一内酯;1,4-十二内酯;1,5-癸内酯;1,5-十二内酯;4-甲基-1,4-癸内酯;1,15-十五内酯;1,16-十六内酯;9-十六烯-1,16-内酯;10-氧杂-1,16-十六内酯;11-氧杂-1,16-十六内酯;12-氧杂-1,16-十六内酯;乙烯-1,12-十二烷二酸酯;乙烯-1,13-十三烷二酸酯;2,3-二氢香豆素;八氢香豆素。
根据本发明的芳香剂和/或调味剂组合物的一个优选实施方式,根据本发明待使用的式(I)的化合物优选与一种或多种,特别优选两种、三种、四种、五种或更多种花香的和/或果味的另外的芳香剂和/或调味剂组合。
相应地,本发明还涉及一种芳香剂和/或调味剂组合物,其包含赋予花香的和/或果味的香调和/或味道的一种、两种、三种、四种、五种或更多种(另外的)芳香剂和/或调味剂。
在此,根据本发明待使用的式(I)的化合物有利地(至少部分地)在嗅觉和/或味觉方面强化花香的和/或果味的香调和/或味道。
能够与根据本发明待使用的式(I)的化合物(特别是在本发明的芳香剂和/或调味剂组合物中)有利地组合的花香的芳香剂和/或调味剂优选选自:
羟基香茅醛、甲氧基香茅醛、兔耳草醛[2-甲基-3-(4-异丙基苯基)丙醛]、1-(4-异丙基-环己基)乙醇4-叔丁基-α-甲基二氢肉桂醛顺式-六氢枯茗醇3-[4-(1,1-二甲基乙基)苯基]丙醛2,2-二甲基-3-(3-甲基苯基)-丙醇3-甲基-3-(3-甲基苄基)-丁烷-2-醇、2-异丁基-4-甲基四-氢-2H-吡喃-4-醇2-甲基-3-(3,4--亚甲基二氧基苯基)丙醛4-(4-羟基-4-甲基戊基)-3-环己烯甲醛4-(八氢-4,7-桥亚甲基-5H-茚-5-亚基-丁醛)鲜草醛(vernaldehyde)、4-(4-甲基-3-戊烯-1-基)-3-环己烯甲醛八氢-5-(4-甲氧基亚丁基)-4,7-桥亚甲基-1H-茚2,6-二甲基-2-庚醇1-乙基-1-甲基-3-苯基丙醇2,2-二甲基-3-苯基-1-丙醇(Muguet醇)、前法尼醇(profarnesol)、二氢法尼醇、法尼醇、橙花叔醇、羟基香茅醛二甲基缩醛、苯甲酸己酯、香叶醇、橙花醇、芳樟醇、四氢香叶醇、四氢芳樟醇、乙基芳樟醇、惕各酸香叶酯、苯乙醇(2-苯基乙基醇)、香茅醇、玫瑰醚、2-甲基-5-苯基戊醇(rosaphene)、3-甲基-5-苯基戊醇(苯氧醇)、甲基二氢茉莉酮酸酯(高顺式)、2-庚基环戊酮(Projasmon P)、顺式茉莉酮(cis-jasmon)、二氢茉莉酮、肉桂醇(3-苯基-2-丙烯-1-醇)、二氢肉桂醇(3-苯丙醇)、2-甲基-4-苯基-1,3-二氧戊环和二氢月桂烯醇(2,6-二甲基-7-辛烯-2-醇)。
能够与根据本发明待使用的式(I)的化合物有利地组合的并且据此是本发明的芳香剂和/或调味剂组合物的特别优选的(另外的)芳香剂和/或调味剂的果味的芳香剂和/或调味剂优选地选自:
2-甲基-丁酸乙酯、4-(对羟基苯基)-2-丁酮、乙基-3-甲基-3-苯基缩水甘油酯、丁酸异戊酯、乙酸异戊酯、乙酸正丁酯、丁酸乙酯、3-甲基-丁酸乙酯、正己酸乙酯、正己酸烯丙酯、乙基-2-反式-4-顺式-十二碳二烯酸酯、1,1-二甲氧基-2,2,5-三甲基-4-己烷、2,6-二甲基-5-庚烯-1-醛、γ-十一烷酸内酯、γ-壬内酯、己醛、3Z-己烯醛、正癸醛、正十二醛、柠檬醛、香草醛、乙基香草醛、麦芽酚、乙基麦芽酚及其混合物。
包含式(I)的化合物的本发明的芳香剂和/或调味剂组合物能够呈未稀释的或用溶剂稀释的液态形式,或者有利地用于加香或调味。为此优选的溶剂为乙醇、异丙醇、二乙二醇单乙醚、甘油、丙二醇、1,2-丁二醇、二丙二醇、邻苯二甲酸二乙酯、柠檬酸三乙酯、肉豆蔻酸异丙酯、三乙酸甘油酯和二乙酸甘油酯。
此外,根据本发明的芳香剂和/或调味剂组合物能够吸附在载体上,该载体不仅使芳香剂和/或调味剂在产品中精细分布而且在使用时可控释放。这类载体能够是多孔无机材料,例如轻质硫酸盐、硅胶、沸石、石膏、粘土、粘土颗粒、加气混凝土等;或有机材料,例如木材、基于纤维素的材料、糖类、糊精(例如,麦芽糖糊精);或塑料,例如PVC、聚乙酸乙烯酯或聚氨酯。根据本发明的组合物和载体物质的组合同样能够理解为根据本发明的芳香剂和/或调味剂组合物或者能够作为根据本发明的制品(如下所述)存在。
本发明的芳香剂和/或调味剂组合物或者制品(如下所述)也能够微胶囊化、喷雾干燥或者能够作为包合物或作为挤出产品存在,并且在芳香剂和/或调味剂组合物的情况下,能够以这种形式例如加入待加香或调味的制品中(如下所述)。
如果需要的话,考这类改性的组合物的特性能够通过用适合的材料进行所谓的“涂布”来进一步优化有针对性的释放香味,为此优选使用蜡类塑料例如聚乙烯醇。所得产物仍旧是根据本发明的产品。
微囊化例如能够通过借助于胶囊材料,例如由类聚氨酯物质或软明胶制成的胶囊材料的所谓的凝聚方法来实现。
喷雾干燥的产品例如能够通过含有根据本发明的芳香剂和/或调味剂组合物的乳化剂或分散体进行喷雾干燥来制备,其中能够使用改性淀粉、蛋白质、糊精和植物胶作为载体。
包合物例如能够通过将芳香剂和/或调味剂组合物的分散体,和环糊精或脲衍生物引入合适的溶剂例如水中来制备。
挤出产品例如能够通过将芳香剂和/或调味剂组合物与合适的蜡类物质融合并通过挤出与接下来如果需要的话在合适的溶剂,例如异丙醇中的固化来获得。
本发明的另一个方面涉及本发明的芳香剂和/或调味剂组合物的应用,所述应用用于赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选地选自香调绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道。
此外,优选使用本发明的芳香剂和/或调味剂组合物来赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
在这种情况下,在上文中结合根据本发明的应用或根据本发明的芳香剂和/或调味剂组合物提及的内容相应适用于优选的设计方案。
根据本发明的芳香剂和/或调味剂组合物可以有利地以浓缩形式、溶液形式或在上文中所描述的改性形式来制备本发明的加香的和/或调味的制品(如下文所述),例如香水提取物;浓香水;淡香水;剃须露;淡古龙水;须前产品;古龙敷拍水和加香纸巾;以及加香的酸性、碱性和中性洗涤剂如地板清洁剂、窗户玻璃清洁剂、餐具洗涤剂、浴室和卫生清洁剂、擦洗乳(scouring milk)、固体和液体WC清洁剂、粉末和泡沫地毯清洁剂、纺织品清新剂、熨烫助剂、液体洗涤剂、洗衣粉;洗衣预处理剂如漂白剂、浸泡剂和去污剂;织物软化剂;洗涤皂;洗涤片;消毒剂;表面消毒剂和呈液体、凝胶或施加在固态的载体上形式的空气清新剂;气溶胶喷雾剂;蜡和抛光剂如家具抛光剂、地板蜡、鞋油和身体护理产品如固体肥皂和液体肥皂、沐浴露、洗发水、剃须皂、剃须泡沫、沐浴油、水包油、油包水和水包油包水型的化妆品乳液例如护肤霜和乳液、面霜和乳液、防晒霜和乳液、晒后霜和乳液、护手霜和乳液、足霜和乳液、脱毛霜和乳液、须后霜和乳液、晒黑霜和乳液;头发护理产品如头发喷雾剂、发胶、固化头发乳液、护发素、永久和半永久性染发剂;头发变形剂如冷波和直发剂、生发水、发霜和乳液;除臭剂和止汗剂如腋下喷雾剂、滚涂剂、除臭棒、除臭霜;装饰性化妆品如眼影、指甲油、彩妆化妆品、口红、睫毛膏以及蜡烛;灯油;香棒;杀虫剂;驱虫剂和燃料。
本发明的另一个方面涉及一种用于赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调的一种或多种香调和/或味道的方法,优选地用于赋予、强化和/或改变选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道的方法,其包括以下步骤或由以下步骤组成:
(a)提供
(a.1)式(I)的化合物
和
(a.2)一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,所述另外的芳香剂和/或调味剂具有选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选具有选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道,
(b)将式(I)的化合物(a.1)以感官有效量添加给另外的芳香剂和/或调味剂(a.2),优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选以如下量添加,所述量足以赋予、改变和/或强化选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道。
此外,优选地,用于赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道的方法,优选用于赋予、强化和/或改变选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或多种香调和/或味道的方法,包括以下步骤或由以下步骤组成:
(a)提供
(a.1)式(I)的化合物
和
(a.2)一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,所述另外的芳香剂和/或调味剂具有选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选具有选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道(b)将式(I)的化合物(a.1)以感官有效量添加给另外的芳香剂和/或调味剂(a.2),优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选以如下量添加,所述量足以赋予、改变和/或强化选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
结合在本文中所述的用于赋予、改变和/或强化香调和/或味道的方法也认识到:式(I)化合物能够令人惊讶地作为所谓的加强剂(强化剂)起作用。
据此,一个优选的实施方式涉及根据本发明的用于改变和/或强化(突出)气味和/或味道,特别是花香调、果味调和/或木质调的一种、多种或所有的方法,其包括以下步骤或由以下步骤组成:
(a)提供
(a.1)式(I)的化合物
和
(a.2)一种或多种另外的芳香剂和/或调味剂,具有选自花香调、果味调和/或木质调的一种或多种香调和/或味道的,
(b)将式(I)的化合物(a.1)以感官有效量添加给另外的芳香剂和/或调味剂(a.2),优选以如下量添加,所述量足以感官改变和/或强化另外的芳香剂和/或调味剂(a.2)的气味和/或味道印象。
本发明的另一个方面涉及加香的和/或调味的制品,其包括以下或由以下组成:
(i)根据本发明的芳香剂和/或调味剂组合物(如本文所述),
或
式(I)的化合物
和一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的(多种)芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选地在1:1000至1:0.5的范围中,
以及
(ii)一种或多种另外的组分,优选至少一种或多种,优选一种、两种、三种、四种、五种或更多种添加剂、助剂和/或活性物质。
在这种情况下,在上文中结合根据本发明的应用,根据本发明的芳香剂和/或调味剂组合物或根据本发明的方法所述的内容相应地适用于优选的设计方案。
优选的是根据本发明的加香和/或调味的制品,其选自洗涤剂和清洁剂、卫生或护理产品,优选在身体和头发护理、化妆品和家庭领域,优选选自香水提取物、浓香水、淡香水、须后水、古龙水、须前产品、古龙敷拍水、加香纸巾、酸性、碱性或中性洗涤剂、纺织品清新剂、熨烫助剂、液体洗涤剂、洗衣粉、洗衣预处理剂、织物柔软剂、洗涤皂、洗涤片、消毒剂、表面消毒剂、空气清新剂、气溶胶喷雾剂、蜡和亮光剂、身体护理产品、手霜和乳液、足霜和乳液、脱毛膏和乳液、须后霜和乳液、美黑霜和乳液、护发产品、除臭剂、止汗剂、装饰性化妆品、蜡烛、灯油、香棒、杀虫剂、驱虫剂和燃料。
根据本发明的制品此外优选地选自洗衣洗涤剂和清洁剂、卫生或护理产品,优选身体、头发和口腔护理、化妆品和家居用品领域,优选选自:表面清洁剂、WC清洁剂、通用清洁剂、漱口水、牙膏、牙齿凝胶、牙膏、牙粉、牙齿护理口香糖、香水提取物、浓香水、淡香水、须后水、古龙水、须前产品、古龙敷拍水、加香纸巾、酸性、碱性或中性洗涤剂、纺织品清新剂、熨烫助剂、液体洗衣洗涤剂、粉状洗衣洗涤剂、洗衣预处理剂、织物柔软剂、洗涤皂、洗涤片、消毒剂、表面消毒剂、空气清新剂、气溶胶喷雾剂、蜡和抛光剂、身体护理产品、霜和乳液、足霜和乳液、脱毛膏和乳液、须后霜和乳液、美黑霜和乳液、头发护理产品、除臭剂、止汗剂、装饰性化妆品、蜡烛、灯油、香棒、杀虫剂、驱虫剂和燃料。
此外,优选适用于根据本发明的加香的和/或调味的制品是:
组分(i)以感官有效量包含在内,优选地以以下量包含在内,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道,
和/或
组分(i)中的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂赋予、改变和/或强化绿色的、木质的、动物的、泥土调的、琥珀感的、花香的和/或皮革的气味和/或味道。
尤其优选适用于根据本发明的加香的和/或调味的制品的是:
组分(i)以感官有效量包含在内,优选地以以下量包含在内,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或多种香调和/或味道,
和/或
组分(i)中的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂赋予、改变和/或强化绿色的、木质的、动物的、泥土调的、琥珀感的、果味的、花香的、皮革的和/或氯的气味和/或味道。
也优选的是,加香和/或调味的制品,按所述制品的总重量计,包含总量在0.00001重量%至10重量%的范围中,优选在0.0001重量%至5重量%的范围中,尤其优选在0.001重量%至2重量%的范围中,更优选在0.005重量%至1重量%的范围中的式(I)化合物。
上述添加剂、助剂和/或活性成分优选不是芳香剂和/或调味剂,并且如果存在的话,优选选自:
防腐剂,优选US 2006/0089413中提及的那些;研磨剂、抗痤疮剂和皮脂减少剂,优选WO 2008/046791中提及的那些;抗老化剂,优选WO 2005/123101中提及的那些;抗菌剂、消脂剂、去头皮屑剂,优选WO 2008/046795中提及的那些;抗炎剂、防刺激剂、抗刺激剂(抗炎剂,刺激抑制剂和刺激预防剂),优选WO 2007/042472和US 2006/0089413中提及的那些;抗微生物剂,优选WO 2005/123101中提及的那些;抗氧化剂,优选WO 2005/123101中提及的那些;收敛剂、防腐剂、抗静电剂、粘合剂、缓冲剂、载体材料,优选WO 2005/123101中提及的那些;螯合剂,优选WO 2005/123101中提及的那些;细胞刺激剂、清洁剂、护理剂、脱毛剂、表面活性剂、除臭剂和止汗剂,优选WO 2005/123101中提及的那些;增塑剂、乳化剂,优选WO2005/123101中提及的那些;酶、精油,优选US 2008/0070825中提及的那些;昆虫驱避剂,优选WO 2005/123101中提及的那些;纤维、成膜剂、(另外的)固定剂、发泡剂、泡沫稳定剂、用于防止发泡的物质、泡沫促进剂、杀真菌剂、凝胶剂和凝胶形成剂,优选WO 2005/123101中提及的那些;头发护理产品、头发变形剂、头发拉直剂、水分调节剂(保湿、润湿和/或水分保持物质),优选WO 2005/123101中提及的那些;渗压剂,优选WO 2005/123101中提及的那些;相容的溶质,优选WO 01/76572和WO 02/15686中提及的那些;漂白剂、强化剂、去污剂、光学增白剂、浸渍剂、防污剂、减摩剂、润滑剂、保湿霜、软膏、遮光剂、增塑剂、遮瑕剂、抛光剂、增亮剂、聚合物,优选WO 2008/046676中提及的那些;粉末、蛋白质和蛋白质水解产物,优选WO2005/123101和WO 2008/046676中提及的那些;再脂化剂、研磨剂、皮肤舒缓剂、皮肤清洁剂、皮肤护理剂、皮肤修复剂,优选包含胆固醇和/或脂肪酸和/或神经酰胺和/或假神经酰胺,优选WO 2006/053912中提及的那些;皮肤提亮剂,优选WO 2007/110415中提及的那些;皮肤保护剂、皮肤柔软剂、皮肤冷却剂,优选WO 2005/123101中提及的那些;皮肤温热剂,优选WO 2005/123101中提及的那些;稳定剂、UV吸收剂和UV过滤剂,优选WO 2005/123101中提及的那些;亚苄基β-二羰基化合物,优选WO 2005/107692中提及的那些;α-苯甲酰基肉桂酸腈,优选WO 2006/015954中提及的那些;AhR受体拮抗剂,优选WO 2007/128723和WO 2007/060256中提及的那些;洗涤剂、织物柔软剂、悬浮剂、皮肤美黑剂,优选WO 2006/045760中提及的那些;增稠剂、维生素,优选WO 2005/123101中提及的那些;脂肪油、蜡和脂肪,优选WO2005/123101中提及的那些;磷脂,优选WO 2005/123101中提及的那些;脂肪酸(饱和脂肪酸、一元或多元不饱和脂肪酸、α-羟基酸、多羟基脂肪酸),优选WO 2005/123101中提及的那些;染料和颜色保护剂以及颜料,优选WO 2005/123101中提及的那些;抗腐蚀剂、醇和多元醇,优选WO 2005/123101中提及的那些;表面活性剂,优选WO 2005/123101中提及的那些;动物提取物、酵母提取物、藻类或微藻提取物、电解质、液化剂、有机溶剂,优选WO 2005/123101中提及的那些;头发生长调节剂(头发生长促进或头发生长抑制),优选EP 2168570和EP 2193785中提及的那些;或者有机硅和有机硅衍生物,优选WO 2008/046676中提及的那些,
优选选自:防腐剂、无机盐、螯合剂、表面活性剂、皮肤和/或头发护理剂、酶、乳化剂、脂肪、脂肪油、蜡、脂肪醇、硅酮、硅酮衍生物和水。
根据一个优选的实施方案,如上所述,根据本发明的加香的和/或调味的制品是用于营养、口腔卫生或愉悦的(根据本发明)制剂。
用于起营养或愉悦作用的制剂例如是烘焙产品(例如面包、干饼干、蛋糕、其他糕点);糖果(例如巧克力、巧克力棒产品、其他棒产品、水果口香糖、硬质和软质焦糖、口香糖);酒精或非酒精饮料(例如咖啡、茶、葡萄酒、含葡萄酒的饮料、啤酒、含啤酒的饮料、利口酒、烈酒、白兰地、含水果的柠檬水、等渗饮料、软饮料、花蜜、水果和蔬菜汁、水果或蔬菜汁制剂);速溶饮料(例如速溶可可饮料、速溶茶饮料、速溶咖啡饮料);肉制品(例如火腿、新鲜香肠或生香肠制剂、经调味或腌制的新鲜或咸的肉制品);蛋或蛋产品(干蛋、蛋清、蛋黄);谷物制品(例如早餐麦片、牛奶什锦早餐棒、预煮现成米制品);乳制品(例如牛奶饮料、牛奶冰淇淋、酸奶、克非尔、奶油干酪、软干酪、硬干酪、干奶粉、乳清、黄油、酪乳、含有乳蛋白的部分或完全水解产品);由大豆蛋白或其他大豆部分制成的产品(例如豆浆以及由其制成的产品、含有大豆卵磷脂的制剂、发酵产品例如豆腐或豆饼等或由他们制成的产品、酱油);水果制剂(例如果酱、水果冰淇淋、水果酱、水果馅);蔬菜制剂(例如番茄酱、酱汁、干蔬菜、冷冻蔬菜、预煮蔬菜、腌制蔬菜、煮熟蔬菜);零食(例如烘烤或油炸的薯片或土豆面团产品、面包面团产品、基于玉米或花生基挤出物);基于脂肪和油的产品或其乳液(例如沙拉酱、蛋黄酱、调味剂、调味制剂);其他即食食品和汤(例如干汤、速溶汤、预煮汤);香料;调味料以及特别地用于例如小吃部门的调味料。
根据本发明的制剂例如能够作为半成品或作为调味混合物而存在。
根据本发明的制剂尤其能够用作为半成品,所述半成品用于制备其它用于起营养或愉悦作用的其他(也根据本发明的)制剂,特别是以喷雾干燥的形式。根据本发明的制剂也能够以胶囊、片剂(未包衣和包衣的片剂,例如肠溶包衣)、糖衣丸、颗粒、丸粒、固体混合物、液相中的分散体、乳液、粉末、溶液、糊剂或可作为食品补充剂吞服或咀嚼的其他制剂的形式存在。
用于进行口腔护理的根据本发明的制剂尤其是口腔和/或牙齿卫生产品,例如牙膏、牙齿凝胶、牙粉、漱口水、口香糖和其它口腔卫生产品。
按制剂的总重量计,用于进行营养、口腔护理或愉悦的根据本发明的制剂的其他活性物质、基础物质、助剂和添加剂的含量能够以5重量%至99.9999重量%,优选10重量%至80重量%的量包含在内。此外,按制剂的总重量计,制剂能够含有高达99.9重量%,优选5重量%至80重量%的水。
根据一个优选的设计方案来制备根据本发明的制剂,其方式是:通过将化合物作为物质,作为溶液(例如在乙醇、水或1,2-丙二醇中)或以具有固态的或液态的载体(例如麦芽糖糊精、淀粉、硅胶)、其他芳香料或调味剂以及适当时其他赋助剂和/或稳定剂(例如天然或人造多糖和/或植物胶,例如改性淀粉或阿拉伯树胶)的混合物的形式引入到用于进行营养、口腔护理或愉悦的基础制剂中。有利地,也能够通过喷雾干燥将根据本发明的作为溶液和/或悬浮液或乳液存在的制剂转化为根据本发明的固体制剂(优选半成品)。
根据本发明的喷雾干燥的固体制剂(作为根据本发明的制品的另外的实例)特别适合作为半成品用于制备其他根据本发明的制剂。在根据本发明的喷雾干燥的固体制剂中优选含有50重量%至95重量%的载体,特别是麦芽糖糊精和/或淀粉,5重量%至40重量%的助剂,优选天然或人造多糖和/或植物胶,例如改性淀粉或阿拉伯树胶。
根据另一个优选的实施方式,为了制备根据本发明的制剂,首先将式(I)化合物和如果需要的话将根据本发明的制剂的其他组分引入乳剂中,脂质体中,例如从磷脂酰胆碱开始,微球中,纳米球中或者还加入适用于食品和奢侈食品的基体的胶囊、颗粒或挤出物中,例如来自淀粉、淀粉衍生物(例如改性淀粉)、纤维素或纤维素衍生物(例如羟丙基纤维素)、其他多糖(例如糊精、海藻酸盐、凝胶多糖、角叉菜胶、几丁质、壳聚糖、支链淀粉)、天然脂肪、天然蜡(例如蜂蜡、巴西棕榈蜡),来自蛋白质,例如明胶或其他自然产品(例如虫胶)。在此,能够根据基质通过喷雾干燥、喷雾造粒、熔融造粒、凝聚、凝结、挤出、熔融挤出、乳液加工、涂覆或其它合适的包封方法并且如果可能的话通过上述方法的合适组合来赋予产品。在用于根据本发明的制剂的另一种优选的制备方法中,首先将化合物与一种或多种络合剂络合,例如与环糊精或环糊精衍生物络合,优选α-环糊精或β-环糊精,并且在该络合形式中使用。
特别优选的是如下根据本发明的制剂,其中选择基质使得式(I)的化合物迟缓地从基质中释放,使得实现持久的效果。就此而言,特别优选脂肪、蜡、多糖或蛋白质基体。
根据本发明的用于进行营养或愉悦的制剂的另外的组分的其他实例,能够使用对于食品或奢侈食品而言常用的基础物质、助剂和添加剂,例如水、新鲜或加工的植物或动物的基础或原料的混合物(例如生的、烤的、干燥的、发酵的、熏制的和/或熟的肉、骨头、软骨、鱼、蔬菜、水果、草药、坚果、蔬菜或水果汁或糊状物或其混合物)、可消化或不易消化的碳水化合物(例如蔗糖、麦芽糖、果糖、葡萄糖、糊精、直链淀粉、支链淀粉、菊粉、木聚糖、纤维素、塔格糖)、糖醇(例如山梨糖醇、赤藓糖醇)、自然或氢化的脂肪(例如牛油、猪油、棕榈脂、椰子脂、氢化植物脂肪)、油(例如葵花油、花生油、玉米油、橄榄油、鱼油、豆油、芝麻油)、脂肪酸或其盐(例如硬脂酸钾)、蛋白原或非蛋白原氨基酸和相关的化合物(例如γ-氨基丁酸、牛磺酸)、肽(例如谷胱甘肽)、天然蛋白质或加工蛋白质(例如明胶)、酶(例如肽酶)、核酸、核苷酸、用于令人不愉快味道印象的味道矫正剂、用于其他通常不令人不愉快的味道印象的另外的调谐剂、其他味道调谐物质(例如肌醇磷酸、核苷酸如鸟苷一磷酸、腺苷一磷酸或其他物质如谷氨酸钠或2-苯氧基丙酸)、乳化剂(例如卵磷脂、二酰基甘油、阿拉伯树胶)、稳定剂(例如角叉菜胶、藻酸盐)、防腐剂(例如苯甲酸、山梨酸)、抗氧化剂(例如生育酚、抗坏血酸)、螯合剂(例如柠檬酸)、有机或无机酸化剂(例如苹果酸、乙酸、柠檬酸、酒石酸、磷酸)、苦味物质(例如奎宁、咖啡因、柠檬苦素、苦龙苷、葎草酮、lupolones、儿茶素、单宁)、矿物盐(例如氯化钠、氯化钾、氯化镁、磷酸钠)、酶促褐变抑制剂(例如亚硫酸盐、抗坏血酸)、精油、植物提取物、天然或合成染料或者有色颜料(例如类胡萝卜素、黄酮类、花青素、叶绿素及其衍生物)、香料、三叉活性物质或者含有这样的三叉活性物质的植物提取物、合成的、天然的或天然相同的调味剂或芳香剂以及气味矫正剂。
牙齿护理产品(作为根据本发明的用于口腔护理的制剂的基料)通常包括研磨系统(研磨剂或抛光剂),例如二氧化硅、碳酸钙、磷酸钙、铝氧化物和/或羟基磷灰石;表面活性物质,例如十二烷基硫酸钠、十二烷基肌氨酸钠和/或椰油酰胺丙基甜菜碱;保湿剂,例如甘油和/或山梨糖醇;增稠剂,例如羧甲基纤维素、聚乙二醇、角叉菜胶和/或;甜味剂,例如糖精;用于令人不愉悦的味道印象的味道矫正剂;用于其他通常不令人不愉悦的味道印象的味道校正剂;味道调节物质(例如肌醇磷酸盐、核苷酸如鸟苷一磷酸、腺苷一磷酸或其他物质如谷氨酸钠或2-苯氧基丙酸);清凉剂,例如薄荷醇、薄荷醇衍生物(例如L-薄荷醇、L-薄荷基乳酸酯、L-薄荷基烷基碳酸酯、薄荷酮缩酮、薄荷烷羧酸酰胺);2,2,2-三烷基乙酸酰胺(例如2,2-二异丙基丙酸甲基酰胺);冰素(icilin)和冰素衍生物;稳定剂和活性成分,例如氟化钠、单氟磷酸钠、二氟化锡、氟化季铵、柠檬酸锌、硫酸锌、焦磷酸锡、二氯化锡、各种焦磷酸盐的混合物、三氯生、氯化十六烷基吡啶、乳酸铝、柠檬酸钾、硝酸钾、氯化钾、氯化锶、过氧化氢、调味剂和/或碳酸氢钠或者气味矫正剂。
口香糖(作为根据本发明用于口腔护理的的制剂的另个实例)通常包括口香糖基料,即在咀嚼时变得可塑的口香糖块(chewing gum mass))、各种类型的糖、糖替代品、其他甜味物质、糖醇、用于不愉悦味道印象的味道矫正剂、用于另外的通常不令人不愉悦的味道印象的其他味道调节剂、味道调谐物质(例如,肌醇磷酸盐、核苷酸如鸟苷一磷酸、腺苷一磷酸或其他物质如谷氨酸钠或2-苯氧基丙酸)、保湿剂、增稠剂、乳化剂、调味剂和稳定剂或者气味矫正剂。
本发明的另一个方面涉及用于对制品进行加香和/或调味的方法,其包括以下步骤或由以下步骤组成:
(a)提供
(a.1)芳香剂和/或调味剂组合物(如本文所述),
或
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或所述化合物/芳香剂(a.2)以感官有效量添加给待加香和/或调味的制品,优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道。
优选的是如下根据本发明的用于对制品进行加香和/或调味的方法,所述方法包括以下步骤或由以下步骤组成:
(a)提供
(a.1)芳香剂和/或调味剂组合物(如本文所述),
或者
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选地1:1000至1:0.5的范围中,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或所述化合物/芳香剂(a.2)以感官有效量添加给待加香和/或调味的制品,优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或多种香调和/或味道。
此外,本发明涉及一种用于对头发、皮肤、织物纤维、表面和/或室内空气进行加香的方法,其包括以下步骤或由以下步骤组成:
(a)提供
(a.1)芳香剂和/或调味剂组合物(如本文所述),优选包含表面活性剂或表面活性剂混合物,
或者
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
并且还优选表面活性剂或表面活性剂混合物
或者
(a.3)根据本发明的制品(如本文所述),优选包含表面活性剂或表面活性剂混合物,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或所述化合物/芳香剂(a.2)或制品(a.3)以感官有效量涂覆或引入到待加香的头发或皮肤或纤维或表面上或者待加香的室内空气中,优选地以如下量涂覆或引入,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调和皮革调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调的一种或多种香调和/或味道。
此外优选的是如下根据本发明的用于对头发、皮肤、纺织纤维、表面和/或室内空气进行加香的方法,所述方法包括以下步骤或由以下步骤组成:
(a)提供
(a.1)芳香剂和/或调味剂组合物(如本文所述),优选包含表面活性剂或表面活性剂混合物,
或者
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中式(I)的化合物的总量与另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
并且还优选表面活性剂或表面活性剂混合物
或者
(a.3)根据本发明的制品(如本文所述),优选包含表面活性剂或表面活性剂混合物,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或所述化合物/芳香剂(a.2)或制品(a.3)以感官有效量涂覆或引入到待加香的头发或皮肤或纤维或表面上或者待加香的室内空气中,优选地以如下量涂覆或引入,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调和皮革调和氯调的一种或多种香调和/或味道。
结合根据本发明的应用或根据本发明的芳香剂和/或调味剂组合物或根据本发明的制品所述的内容相应地适用于本文所述方法的优选的设计方案。
此外,在本发明的在本文中所描述的实施方式的范畴中所提及的内容也分别适用于本文所述的其他实施方式。与之相应地,本文描述的实施方式可根据期望彼此组合——只要这对于本领域技术人员来说是合理的。
具体实施方式
在下文中,通过实施例更详细地阐述本发明。除非另有说明,否则所有数据均指重量。
使用的缩写:DPG=二丙二醇,TEC=柠檬酸三乙酯
实施例1:2,3,6-三甲基环己醇(式(I)的化合物)的制备
在250ml高压釜中,将138g的2,5,6-三甲基环己-2-烯-1-酮在50g的异丙醇中通过2g的Raney镍在10bar和120℃下氢化6小时。在冷却之后,滤出催化剂并且紧接着进行浓缩。将粗产物(141g)在30cm Vigreux柱中在真空下进行分馏。
产率:138g(理论值的97.2%)
沸点:95℃/98℃/2mbar
MS:m/z(%)=142(1-12),124(20-57),109(50-85),95(56-98),85(96-100),71(62-100),55(53-80),41(48-77)
实施例2:香水组合物(芳香剂组合物)
根据调香师的意见,添加3重量%的式(I)的化合物(例如实例1的产品,在DPG中的1%溶液)使得该香水组合物更加圆滑过渡且和谐,添加皮革香调并且强化木质和花香方面。根据本发明的组合或应用给予组合物个性并组合不同的气味元素。
实施例3:香水组合物(芳香剂组合物)
根据调香师的意见,通过添加1重量%的式(I)的化合物(例如实例1的产品,在DPG中的1%溶液)使该香水组合物焕然一新。果味和花香的印象大大强化。组合物更和谐,其中添加了自然香调。实例1的产品(即式(I)的化合物的异构体混合物)通过其自身的气味以及通过其改变作用和强化作用(辅助效果)给予组合物个性并且组合不同的气味元素。
实施例4:香水组合物(芳香剂组合物)
根据调香师的意见,向香水组合物中添加1重量%的式(I)的化合物(例如实例1的产品,在DPG中的1%溶液)强化其散发度。精细的皮革香调的印象大大强化。所述组合物更柔和,其中添加了自然香调。实例1的产品(即式(I)的化合物的异构体混合物)通过其自身的气味以及通过其改变作用和强化作用(辅助作用)给予组合物个性并且组合不同的气味元素。
实施例5:香波
将根据本发明待使用的来自实例1的产品(即式(I)的化合物的异构体混合物)以0.5重量%的剂量加入以下组成的洗发水基料中:
十二烷基醚硫酸钠 12%
(例如Texapon NSO、Cognis德国有限公司)
椰油酰胺丙基甜菜碱 2%
(例如Dehyton K、Cognis德国有限公司)
氯化钠 1.4%
柠檬酸 1.3%
苯氧基乙醇、尼泊金甲酯、尼泊金乙酯、尼泊金丁酯、
和尼泊金丙酯 0.5%
水 82.8%
香波基料的pH值约为6。由其制备100mL 20重量%的香波溶液。在该香波溶液中,将两股发束一起洗涤2分钟并且随后在流动的温热的水下冲洗20秒。将一股发束用铝箔湿包裹,而用吹风机吹干第二股。由专家对两股发束进行气味评估。
两股发束的气味描述:强烈的木质香调、动物香调、泥土香调与琥珀香调。
实施例6:织物柔软剂
将实例2的香水组合物(在添加1重量%的实例1产品在DPG中的1%溶液之后)以0.5重量%的剂量加入具有如下组成的织物柔软剂基料中:
季铵硫酸甲酯(酯季铵盐),约90% 5.5%
(例如Rewoquat WE 18、Witco Surfactants有限公司)
烷基二甲基苄基氯化铵,约50% 0.2%
(例如Preventol R50、Bayer股份公司)
颜色溶液,约1% 0.3%
水 94.0%
织物柔软剂基料的pH值在2至3的范围内。在织物柔软程序中,在线性试验机在用370g的水性织物柔软剂1%溶液在20℃下冲洗两块织物布料,所述溶液基于0.5重量%的包含实例2的香味组合物的织物柔软剂基质。将织物拧干并且随后旋转脱水20秒。一块织物在湿润状态下收缩包裹而一块织物悬挂干燥。之后,两块织物由专家组进行气味判断。
两种织物的气味描述:圆滑过渡且和谐,具有精细的皮革香调。
实施例7:洗衣粉
将实例3的香水油组合物(在添加1重量%的在DPG中实例1的产品的1%溶液之后)以0.4重量%的剂量加入具有以下配方的洗衣洗涤剂基料中:
直链烷基苯磺酸钠 8.8%
乙氧基化的脂肪醇C12-18(7EO) 4.7%
钠皂 3.2%
消泡剂DOW CORNING 2-4248S
在线性试验机中在主洗涤档中在60℃下用370g的洗衣粉1%碱性水溶液洗涤两块织物布料,所述溶液基于0.4重量%的包含实例3的香料油组合物的洗衣粉基料(洗衣粉碱性溶液pH值明显在碱性范围内)。首先用冷水冲洗织物5分钟,拧干并且紧接着旋转脱水20秒。一块织物在湿润状态下收缩包裹而一块悬挂干燥。之后,两块织物由专家组进行气味判断。
两种织物的气味描述:果味的和花香的,和谐的,与天然的木质的香调。
实施例8:牙膏
包含具有冬青特征的芳香剂和调味剂组合物的洁齿剂组合物
实施例8.1(对照实例):
通过混合
来制备用于具有冬青特征的洁齿剂组合物的芳香剂和调味剂组合物。
实施例8.2:
通过混合
17 | 重量% | 经精馏的薄荷油薄荷 |
17.5 | 重量% | Willamette型洋薄荷薄荷油 |
25 | 重量% | 水杨酸甲酯 |
40 | 重量% | l-薄荷醇 |
0.3 | 重量% | 薄荷烷羧酸-N-(4-甲氧基苯基)-酰胺 |
0.2 | 重量% | 实施例1的产品(式(I)的化合物) |
来制备根据本发明的芳香剂和调味剂组合物,其包含0.2重量%的用于具有冬青特征的洁齿剂组合物的式(I)的化合物。
将根据实施例8.1的芳香剂和调味剂组合物(对于对照洁齿剂组合物)和实施例8.2的芳香剂和调味剂组合物(针对根据本发明的洁齿剂组合物),按所产生的牙膏的总质量计,分别以1.2重量%的浓度加入基于二氧化硅的相应标准的牙膏组合物中。
由实际条件下由感官分析训练的专家小组测试所得牙膏。对于包含根据实施例8.2的芳香剂和调味剂组合物的牙膏的感官评估产生了鲜明的清新薄荷感的冬青香调与非常强烈和鲜明的、非常持久的清凉清新感以及传达牙膏的抗菌效果的轻微的氯调。氯调在对照洁齿剂组合物8.1中是感觉不到的。
实施例9:漱口水
漱口水或漱口水浓缩物包含具有桉树特征的芳香剂和调味剂组合物
实施例9.1(对照实例):
通过混合
来制备用于漱口水和漱口水浓缩物的芳香剂和调味剂组合物。
实施例9.2:
通过混合
10 | 重量% | 茴香脑 |
17.5 | 重量% | 桉油(70%至75%1,8-桉油醇) |
17.5 | 重量% | 1,8-桉油醇(桉树脑) |
54.4 | 重量% | l-薄荷醇 |
0.3 | 重量% | 薄荷烷羧酸-N-(4-甲氧基苯基)-酰胺 |
0.3 | 重量% | 实施例1的产品(式(I)的化合物) |
来制备芳香剂和调味剂组合物,其包含0.2重量%的用于漱口水和漱口水浓缩物的式(I)的化合物。
按所得漱口水或所得漱口水浓缩物的总质量计,根据实施例9.1的芳香剂和调味剂组合物(针对对照漱口水或漱口水浓缩物)和实施例9.2的芳香剂和调味剂组合物(针对根据本发明的漱口水或漱口水浓缩物)分别以0.45重量%的浓度加入即用型漱口水中或者分别以3重量%的浓度加入即用型漱口水浓缩物中。
由感官训练的专家小组在实际条件下测试所得的漱口水和漱口水浓缩物。对于包含根据实施例9.2的芳香剂和调味剂组合物的漱口水/漱口水浓缩物的感官评估而言,即使在使用漱口水/漱口水浓缩物30分钟之后也产生强烈的、令人愉悦的清新的桉香调与非常持久的清新感。此外,能够明显感觉到传达卫生且抗菌效果的印象的氯调。相反,包含根据实施例9.1的芳香剂和调味剂组合物的漱口水/漱口水浓缩物感觉不到的氯调。
实施例10:通用清洁剂
在通用清洁剂中实例3的香味组合物以0.3重量%的剂量获得以下结果:
将1重量%的实例1的产品在DPG中的1%溶液(按实例3的香水组合物的总重量计)添加给通用清洁剂引起果味和花香印象显著强化。此外,在添加式(I)的化合物之后,能够感觉到赋予清洁且卫生的印象的淡的氯粪臭素调。
Claims (14)
1.一种式(I)的化合物的应用,该应用是将所述化合物用作为芳香剂和/或调味剂
2.根据权利要求1所述的应用,所述应用用于赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
3.一种芳香剂和/或调味剂组合物,包含式(I)的化合物和一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,或者由其构成,
其中所述式(I)的化合物的总量与所述另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中。
4.根据权利要求3所述的芳香剂和/或调味剂组合物,其中按所述芳香剂和/调味剂组合物的总重量计,所述式(I)的化合物的总量在0.0001重量%至99.9重量%的范围中,优选在0.001重量%至99.5重量%的范围中,更优选在0.01重量%至99重量%的范围中。
5.根据权利要求3或4所述的芳香剂和/或调味剂组合物,其中所述芳香剂和/或调味剂组合物中的所述式(I)的化合物的总量以感官有效量包含在内,优选以如下量包含在内,所述量足以赋予和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、琥珀调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道;和/或足以朝向所述香调和/或味道中的一种或多种改变所述芳香剂和/或调味剂组合物的另外的或者所述另外的一种/多种芳香剂和/调味剂的一种或多种香调和/或味道。
6.根据权利要求3至5所述的芳香剂和/或调味剂组合物,其中
(i)所述或一种、多种或全部另外的芳香剂和/或调味剂(同样)赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选地选自绿调、木质调、动物调、泥土调、琥珀调、油腻调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道,特别优选选自香调果味调、花香调和氯调,
或者其中
(ii)所述或一种、多种或全部另外的芳香剂和/或调味剂赋予、改变和/或强化不同于在(i)中提及的一种或多种香调和/或味道。
7.一种根据权利要求3至6中任一项所述的芳香剂和/或调味剂组合物的应用,所述应用用于赋予、改变和/或强化选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
8.一种用于赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道的方法,所述方法优选用于赋予、强化和/或改变选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道的方法,所述方法包括以下步骤或由以下步骤组成:
(a)提供
(a.1)式(I)的化合物
和
(a.2)一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其具有选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道,
(b)将所述式(I)的化合物(a.1)以感官有效量添加给所述另外的一种/多种芳香剂和/或调味剂(a.2),优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选以如下量添加,所述量足以赋予、改变和/或强化选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
9.一种加香的和/或调味的制品,包含以下或由以下组成:
(i)根据权利要求3至6中任一项所述的芳香剂和/或调味剂组合物,或
式(I)的化合物
和一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中所述式(I)的化合物的总量与所述另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
以及
(ii)一种或多种另外的组分,优选至少一种或多种,优选一种、两种、三种、四种、五种或更多种添加剂、助剂和/或活性物质。
10.根据权利要求9所述的加香的和/或调味的制品,其中所述制品选自:洗衣洗涤剂和清洁剂、卫生或护理产品,优选身体、头发和口腔护理、化妆品和家居用品领域,优选选自:表面清洁剂、WC清洁剂、通用清洁剂、漱口水、牙膏、牙齿凝胶、牙膏、牙粉、牙齿护理口香糖、香水提取物、浓香水、淡香水、须后水、古龙水、须前产品、古龙敷拍水、加香纸巾、酸性、碱性或中性洗涤剂、纺织品清新剂、熨烫助剂、液体洗衣洗涤剂、粉状洗衣洗涤剂、洗衣预处理剂、织物柔软剂、洗涤皂、洗涤片、消毒剂、表面消毒剂、空气清新剂、气溶胶喷雾剂、蜡和抛光剂、身体护理产品、霜和乳液、足霜和乳液、脱毛膏和乳液、须后霜和乳液、美黑霜和乳液、头发护理产品、除臭剂、止汗剂、装饰性化妆品、蜡烛、灯油、香棒、杀虫剂、驱虫剂和燃料。
11.根据权利要求9或10所述的加香的和/或调味的制品,其中组分(i)以感官有效量包含在内,优选以如下量包含在内,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
12.根据权利要求9至11中任一项所述的加香的和/或调味的制品,其中按所述制品的总重量计,所述式(I)的化合物的总量在0.00001重量%至10重量%的范围中,优选在0.0001重量%至5重量%的范围中,特别优选在0.001重量%至2重量%的范围中,更优选在0.005重量%至1重量%的范围中。
13.一种用于对制品进行加香和/或调味的方法,包括以下步骤或由以下步骤组成:
(a)提供
(a.1)根据权利要求3至6中任一项所述的芳香剂和/或调味剂组合物,
或
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中所述式(I)的化合物的总量与所述另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或所述化合物/芳香剂(a.2)以感官有效量添加给待加香和/或调味的制品,优选以如下量添加,所述量足以赋予、强化和/或改变选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
14.一种用于对头发、皮肤、纺织纤维、表面和/或室内空气进行加香的方法,包括以下步骤或由以下步骤组成:
(a)提供
(a.1)根据权利要求3至6中任一项所述的芳香剂和/或调味剂组合物,优选包含表面活性剂或表面活性剂混合物,
或者
(a.2)式(I)的化合物
和任选的一种、两种、三种、四种、五种、六种、七种、八种、九种、十种或更多种另外的芳香剂和/或调味剂,其中所述式(I)的化合物的总量与所述另外的芳香剂和/或调味剂的总量的重量比在1:1000至1:0.1的范围中,优选在1:1000至1:0.5的范围中,
并且还优选表面活性剂或表面活性剂混合物
或者
(a.3)根据权利要求9至12中任一项所述的制品,优选包含表面活性剂或表面活性剂混合物,
以及
(b)将所述芳香剂和/或调味剂组合物(a.1)或者所述化合物/芳香剂(a.2)或者所述制品(a.3)以感官有效量涂覆至或引入待加香的头发或皮肤或纤维或表面上或者待加香的室内空气中,优选以如下量涂覆或引入,所述量足以使消费者感觉到选自绿调、草本调、清新调、果味调、花香调、木质调、动物调、甜调、泥土调、琥珀调、油腻调、金属调、香膏调、皮革调和氯调的一种或多种香调和/或味道,优选选自绿调、木质调、动物调、泥土调、果味调、花香调、皮革调和氯调的一种或多种香调和/或味道。
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PCT/EP2017/056708 WO2018171871A1 (de) | 2017-03-21 | 2017-03-21 | 2,3,6-trimethylcyclohexanol als riech- und/oder aromastoff |
EPPCT/EP2017/056708 | 2017-03-21 | ||
PCT/EP2017/080536 WO2018171917A1 (de) | 2017-03-21 | 2017-11-27 | 2,3,6-trimethylcyclohexanol als riech- und/oder aromastoff |
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US (1) | US10876068B2 (zh) |
EP (1) | EP3601510A1 (zh) |
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JP7050805B2 (ja) | 2022-04-08 |
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