CN110769804A - 用于改善气味的组合物 - Google Patents
用于改善气味的组合物 Download PDFInfo
- Publication number
- CN110769804A CN110769804A CN201780090278.4A CN201780090278A CN110769804A CN 110769804 A CN110769804 A CN 110769804A CN 201780090278 A CN201780090278 A CN 201780090278A CN 110769804 A CN110769804 A CN 110769804A
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- Prior art keywords
- methyl
- acetate
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- formula
- oil
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Links
- 239000000203 mixture Substances 0.000 title claims abstract description 196
- 239000000126 substance Substances 0.000 claims abstract description 118
- -1 trimethylhydroxypentyl isobutyrate Chemical compound 0.000 claims abstract description 79
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 63
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims abstract description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 43
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims abstract description 42
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims abstract description 36
- 150000001299 aldehydes Chemical class 0.000 claims abstract description 29
- 239000002304 perfume Substances 0.000 claims abstract description 26
- 235000021588 free fatty acids Nutrition 0.000 claims abstract description 24
- 229960002903 benzyl benzoate Drugs 0.000 claims abstract description 21
- 238000002360 preparation method Methods 0.000 claims abstract description 21
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 claims abstract description 20
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims abstract description 19
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 claims abstract description 19
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000001087 glyceryl triacetate Substances 0.000 claims abstract description 18
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- 150000002596 lactones Chemical class 0.000 claims abstract description 18
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- 229960004063 propylene glycol Drugs 0.000 claims abstract description 18
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- 239000001069 triethyl citrate Substances 0.000 claims abstract description 18
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 235000013769 triethyl citrate Nutrition 0.000 claims abstract description 18
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims abstract description 17
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
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- XXIKYCPRDXIMQM-UHFFFAOYSA-N Isopentenyl acetate Chemical compound CC(C)=CCOC(C)=O XXIKYCPRDXIMQM-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 16
- 229930195734 saturated hydrocarbon Natural products 0.000 claims abstract description 16
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims abstract description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 15
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- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims abstract description 13
- DBZAKQWXICEWNW-UHFFFAOYSA-N 2-acetylpyrazine Chemical compound CC(=O)C1=CN=CC=N1 DBZAKQWXICEWNW-UHFFFAOYSA-N 0.000 claims abstract description 12
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims abstract description 12
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims abstract description 12
- 150000002576 ketones Chemical class 0.000 claims abstract description 12
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- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 claims abstract description 12
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims abstract description 12
- 239000000686 essence Substances 0.000 claims abstract description 11
- GNKZMNRKLCTJAY-UHFFFAOYSA-N 4'-Methylacetophenone Chemical compound CC(=O)C1=CC=C(C)C=C1 GNKZMNRKLCTJAY-UHFFFAOYSA-N 0.000 claims abstract description 10
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims abstract description 10
- PXIKRTCSSLJURC-UHFFFAOYSA-N Dihydroeugenol Chemical compound CCCC1=CC=C(O)C(OC)=C1 PXIKRTCSSLJURC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229940117955 isoamyl acetate Drugs 0.000 claims abstract description 10
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 claims abstract description 10
- IAEGWXHKWJGQAZ-UHFFFAOYSA-N trimethylpyrazine Chemical compound CC1=CN=C(C)C(C)=N1 IAEGWXHKWJGQAZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- YKFLAYDHMOASIY-UHFFFAOYSA-N γ-terpinene Chemical compound CC(C)C1=CCC(C)=CC1 YKFLAYDHMOASIY-UHFFFAOYSA-N 0.000 claims abstract description 10
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims abstract description 9
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 9
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229940035437 1,3-propanediol Drugs 0.000 claims abstract description 9
- 239000004593 Epoxy Substances 0.000 claims abstract description 9
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims abstract description 9
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 claims abstract description 9
- CHLICZRVGGXEOD-UHFFFAOYSA-N 1-Methoxy-4-methylbenzene Chemical compound COC1=CC=C(C)C=C1 CHLICZRVGGXEOD-UHFFFAOYSA-N 0.000 claims abstract description 8
- UKLOORXNVRHFRM-UHFFFAOYSA-N 2-benzyl-2-methylbut-3-enenitrile Chemical compound C=CC(C#N)(C)CC1=CC=CC=C1 UKLOORXNVRHFRM-UHFFFAOYSA-N 0.000 claims abstract description 8
- LBICMZLDYMBIGA-UHFFFAOYSA-N 2-methyldecanal Chemical compound CCCCCCCCC(C)C=O LBICMZLDYMBIGA-UHFFFAOYSA-N 0.000 claims abstract description 8
- MYHGOWDLVRDUFA-UHFFFAOYSA-N 3-phenylbutanal Chemical compound O=CCC(C)C1=CC=CC=C1 MYHGOWDLVRDUFA-UHFFFAOYSA-N 0.000 claims abstract description 8
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims abstract description 8
- FMFHUEMLVAIBFI-BQYQJAHWSA-N [(e)-2-phenylethenyl] acetate Chemical compound CC(=O)O\C=C\C1=CC=CC=C1 FMFHUEMLVAIBFI-BQYQJAHWSA-N 0.000 claims abstract description 8
- POIARNZEYGURDG-FNORWQNLSA-N beta-damascenone Chemical compound C\C=C\C(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-FNORWQNLSA-N 0.000 claims abstract description 8
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- NPFVOOAXDOBMCE-UHFFFAOYSA-N hex-3-enyl acetate Chemical compound CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 claims abstract description 8
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- 239000012453 solvate Substances 0.000 claims abstract description 8
- PINIEAOMWQJGBW-FYZOBXCZSA-N tenofovir hydrate Chemical compound O.N1=CN=C2N(C[C@@H](C)OCP(O)(O)=O)C=NC2=C1N PINIEAOMWQJGBW-FYZOBXCZSA-N 0.000 claims abstract description 8
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- 125000002619 bicyclic group Chemical group 0.000 claims abstract description 7
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 claims abstract description 6
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- CGMOOAUESLSUKM-UHFFFAOYSA-N 2-benzylheptan-1-ol Chemical compound CCCCCC(CO)CC1=CC=CC=C1 CGMOOAUESLSUKM-UHFFFAOYSA-N 0.000 claims abstract description 6
- IQVAERDLDAZARL-UHFFFAOYSA-N 2-phenylpropanal Chemical compound O=CC(C)C1=CC=CC=C1 IQVAERDLDAZARL-UHFFFAOYSA-N 0.000 claims abstract description 6
- ANZUDYZHSVGBRF-UHFFFAOYSA-N 3-ethylnonane-1,2,3-triol Chemical compound CCCCCCC(O)(CC)C(O)CO ANZUDYZHSVGBRF-UHFFFAOYSA-N 0.000 claims abstract description 6
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 claims abstract description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims abstract description 6
- YPZUZOLGGMJZJO-UHFFFAOYSA-N ambrofix Natural products C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 claims abstract description 6
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Classifications
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- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- 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
- C11B9/0007—Aliphatic compounds
- C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
- C11B9/0019—Aliphatic compounds containing oxygen as the only heteroatom carbocylic acids; Salts or esters thereof
-
- 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
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/0076—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing less than six atoms
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0068—Deodorant compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Abstract
本发明涉及一种制剂,含有:(i)一种物质混合物,其含有(a)一种、两种或更多种化合物,其选自组包括(a1)式(I)的醇单萜,其中R1是H或甲基,R2是H或C2‑烯基,并且R3是含有4至10碳原子的直链或支化、饱和或不饱和烃基,及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,和/或(a2)双环环氧单萜,(b)至少两种式(II)的内酯,其中R4是H或甲基,R5是含有2至10碳原子的直链或支化、饱和或不饱和烃基,并且n是1或2,及其对映异构体,非对映异构体和外消旋体,(c)一种、两种或多种溶剂,选自组包括乙醇、水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2‑丙二醇、1,3‑丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4‑羟基苯乙酮甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2‑苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB),以及任选地(d)其他香料物质或香精,选自组包括3‑苯基丁醛(草青醛)、乙酰甲基甲醇、茴香脑、乙酸茴香酯、二氢丁香酚、甲酸芳樟酯、2‑甲基癸醛、2‑苄基‑2‑甲基丁‑3‑烯腈乙酸3‑己烯酯、乙酸苏合香酯、belanis、香茅醛、乙酸肉桂酯、rhubafuran、β‑紫罗兰酮、anther、乙酸异戊二烯酯、2‑苯丙醛、4‑(4‑羟苯基)丁‑2‑酮苯氧基乙酸乙酯、异甲基紫罗兰酮、γ‑萜品烯、柠檬烯、新环柠檬醛、甲基薰衣草酮、丙酸苏合香酯、丙酸苯乙酯、柠檬醛、4‑异戊基环己醇4‑甲基‑2‑苯基‑3,6‑二氢‑2H‑吡喃/4‑亚甲基‑2‑苯基四氢吡喃(Rosyrane super)、羟基柠檬腈、苯乐戊醇、苯乙酸异戊酯、大马酮、silvial、桃酮、降龙涎醚、乙酰吡嗪、三甲基吡嗪、乙酸异戊酯、对甲酚甲基醚、榛子酮、乙酸环己酯、胡椒醛、苯乙酮、茴香醛、对甲基苯乙酮、藜芦醛、茴香酸甲酯和vertoprenal;(ii)式(III)的醛类,其中R6是饱和或不饱和的直链羟基,和/或(iii)式(IV)的自由脂肪酸,其中R7是直链或支化的饱和烃基。
Description
发明领域
本发明属于油脂化学产品领域并且涉及物质混合物,其减少或防止对油脂化学制备中形成并产生不想要异味的物质的感官感知,以及该物质混合物的制备方法和用途。
现有技术
化妆品、家居用品、口腔护理产品和精细香料领域的油脂化学产品和制剂含有脂肪、脂肪酸、脂肪酸酯、脂肪酸盐或基于脂肪或脂肪酸的成分。所有这些物质的共性是它们具备典型的脂肪气味,这种气味在相对长时间的储存后进一步产生其他令人不适的气味。其原因不仅是甘油三酯皂化中释放的短链自由脂肪酸,还特别是氧化过程中产生的醛类和其他物质。
这些不想要的异味对产品或制剂的气味或香味以及质量有不利影响。常规的加香剂或香料/香精仅能在有限程度上遮蔽所述异味,并且如果有必要,必须提高使用浓度,这反过来导致成本提高。
解决这一问题的一种方式是对气味方面令人反感的批料进行后处理,即所谓的除臭。这包括用热的热水蒸气处理原料,气味载体被大量蒸发掉。然而,该方法需要大量输入能量。从经济角度来看,这种方法自然无法达到预期,特别是当涉及处理脂肪和油类,它们都尽可能便宜并且从本质上讲在所述不想要的气味载体中占最高比例。
在有些情况下,可以通过加入包覆剂将令人不适的气味包覆起来,如WO 2009131748 A1中所记载的。然而,这种方法从经济角度同样很难实现。使用这种方法的情况下,加入调香的气味或香料物质或加香剂可能也会被包覆剂结合,从而对想要的香味或味道产生不利影响。
到目前为止,最常用的替代方法是向气味方面令人反感的原料——或向由其制备的最终产品——中加入香料,香料遮蔽了令人不适的气味或味道或与其结合形成令人不适感减弱的新的气味或味道。这种方法同样复杂和昂贵,因为到目前为止大量这类遮蔽物质是必须的。
文献EP 2 865 739 A1公开了含有式(Ia)或(Ib)内酯的混合物
其中R1是线性或支化、饱和或不饱和、任选羟基取代的含有2至22个碳原子和0或1至3的双键的羟基,n为1或2,在油脂化学制剂中遮蔽异味的用途。
文献WO 03/070871 A1涉及一种组合物,用于抵消和/或遮蔽在洗衣液浸泡和/或手洗过程中产生的臭味。公开的组合物含有一种或多种抑制臭味的物质,选自组包括式(I)的化合物,C-11醛(十一醛)、C-11内醛、月桂酸C-12醛、玫瑰酸乙酯、格蓬(galbanum)油、女贞醛(hivertal)、对甲基甲酚、甲基苯乙酮、广藿香油、癸烯醇(癸烯醇)、十一烯醛、丙酸烯丙基环己酯、麝香内脂(麝香内脂)、水杨酸戊酯、丁位突厥酮、二氢月桂烯醇、乙基香兰素、florazone、鸢尾腈(irisnitrile)、γ-甲基紫罗兰酮、γ-壬内酯、扑热息痛(pandanol)、氧化玫瑰L和十三烯-2-腈。
根据WO 03/070871 A1的式(I)的化合物
文献US 2006/0207037 A1公开了一种香水或香料混合物,其用于遮蔽含氮物质,如氨水和取代胺引发的臭味,但也可以用于其他种类的臭味,如汗味、体臭、浴室臭味、厨房臭味等。进一步地,公开了香料混合物,其为γ-十一烷酸内酯,γ-癸内酯和邻苯二甲酸二乙酯(DEP)的结合物以及γ-十一烷酸内酯、香叶醇、芳樟醇和邻苯二甲酸二乙酯(DEP)的结合物。这些香料混合物的主要用途是染发剂,但也可用于从家居清洁剂到化妆品的产品,包括止汗剂、除臭剂、仿晒乳、洗发香波、护发素、洗手液、身体乳液和烫发剂。
文献WO 2004/009750 A1记载了用于减少或防止体臭的香料成分,其混合物和香料组合物。确定的香料成分防止了臭味类固醇的产生,其由皮肤表面存在的微生物产生。组合物记载为用于化妆品或香水、止汗剂和除臭剂的抗臭味活性物质和除臭活性物质。公开了γ-辛内酯、γ-壬内酯、香叶醇、二氢芳樟醇和四氢香叶醇的结合。
文献WO 96/04940涉及一种用于减少令人不悦气味或臭味感知的水性组合物,含有a)约0.01%至约1%的香料,基于组合物的重量计;b)任选地,但是优选地,约0.1%至约5%的水溶性环糊精,基于组合物的重量计;c)任选地,但是优选地,约0.1%至约10%的水溶性金属盐,基于组合物的重量计;d)任选地,但是优选地,约0%至约3%的增溶剂,基于组合物的重量计;和e)一种水性载体。成分a)可以含有各种香料,如γ-癸内酯和γ-十二内酯。该组合物优选被喷至纺织品,特别是衣物,而无需清洗或干洗。
尽管由现有技术已知上述替代方案,在油脂化学产品领域仍然存在对新的物质混合物的持续强烈需求,其克服上述缺陷并能生产没有不想要的气味或异味的高质量产品和制剂。
进一步地,所述不想要的异味也对产品和制剂的使用有影响,因为在洗涤、喷洒或涂抹过程中常见的加香剂或芳香化剂失效,不想要的异味特别突出。
因此,本发明的目的是提供新的,高度活性的物质混合物,其即使在非常低的浓度下,能够抵消,减少或遮蔽令人不悦的气味或异味,所述令人不悦的气味或异味存在于油脂化学原料和由其制备的最终产品中,优选被消费者感知为刺鼻的,刺激的,氧化的,呛人的,酸败的,脂肪的,动物的,山羊的,发酵的,发霉的,草本的和令人作呕的气味。
因此,本发明的第二个目的是提供新的,高度活性的物质混合物,其能够在油脂化学制剂或最终产品的使用过程中和洗脱后,特别是由皮肤表面洗脱后,抵消,减少或遮蔽上述不想要的异味,所述物质混合含有所述高度活性的物质混合物。
发明内容
本发明首先提供制剂含有
(i)一种物质混合物,含有
(a)一种、两种或更多种化合物,其选自组包括
(a1)式(I)的醇单萜
其中
R1是H或甲基,R2是H或C2-烯基,并且R3是含有4至10碳原子的直链或支化、饱和或不饱和烃基,及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,
和/或
(a2)双环环氧单萜,
(b)至少两种式(II)的内酯
其中
R4是H或甲基,R5是含有2至10碳原子的直链或支化、饱和或不饱和烃基,并且n是1或2,及其对映异构体,非对映异构体和外消旋体,
(c)一种、两种或多种溶剂,选自组包括乙醇、水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2-苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB),
以及任选地
(d)其他香料物质或香精,选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、茴香脑、乙酸茴香酯、二氢丁香酚、甲酸芳樟酯、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、belanis、香茅醛、乙酸肉桂酯、rhubafuran、β-紫罗兰酮、anther、乙酸异戊二烯酯、2-苯丙醛、4-(4-羟苯基)丁-2-酮苯氧基乙酸乙酯、异甲基紫罗兰酮、γ-萜品烯、柠檬烯、新环柠檬醛、甲基薰衣草酮、丙酸苏合香酯、丙酸苯乙酯、柠檬醛、4-异戊基环己醇4-甲基-2-苯基-3,6-二氢-2H-吡喃/4-亚甲基-2-苯基四氢吡喃(Rosyrane super)、羟基柠檬腈、苯乐戊醇、苯乙酸异戊酯、大马酮、silvial、桃酮、降龙涎醚、乙酰吡嗪、三甲基吡嗪、乙酸异戊酯、对甲酚甲基醚、榛子酮、乙酸环己酯、胡椒醛、苯乙酮、茴香醛、对甲基苯乙酮、藜芦醛、茴香酸甲酯和vertoprenal,
和
(ii)式(III)的醛类
其中R6是饱和或不饱和的直链羟基,
和/或
(iii)式(IV)的自由脂肪酸
其中R7是直链或支化的饱和烃基。
在一个优选实施方案中,根据本发明的制剂是油脂化学制剂。
在一个优选实施方案中,根据本发明的制剂含有至少两种、三种或四种组(a)的物质。
在另一个优选实施方案中,成分(a1)选自组包括芳樟醇、香叶醇、freesiol和橙花叔醇及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,
在另一个优选实施方案中,双环环氧单萜(成分(a2))是环氧对薄荷烷衍生物,并且特别优选化合物1,4-桉树脑和1,8-桉树脑。
在一个优选实施方案中,根据本发明的制剂含有至少两种—任选三种或四种—内酯,选自组包括式(II)的内酯及其对映异构体、非对映异构体和外消旋体,其中R4是H,R5是含有2至10个碳源的直链饱和烃基,并且n是1或2,特别优选其中R4=H并且R5=含有2至8个碳原子的直链饱和烃基并且n=1或2。
在另一个优选实施方案中,根据本发明的制剂含有至少两种—任选三种或四种—内酯,选自组包括γ-十二内酯、γ-癸内酯、γ-十一内酯、δ-癸内酯、δ-十二内酯、4-甲基-γ-壬内酯、3-甲基-γ-癸内酯、γ-壬内酯、δ-壬内酯、γ-辛内酯、δ-辛内酯、γ-庚内酯、δ-庚内酯、γ-己内酯和δ-己内酯,优选γ-十二内酯、γ-癸内酯、δ-癸内酯和δ-十二内酯。
在一个优选实施方案中,式(III)的醛类选自组包括己醛、庚醛、辛醛、壬醛、癸醛、己烯醛、庚烯醛、辛烯烯、壬烯醛、癸烯醛、十一烯醛、十二烯醛、己二烯醛、庚二烯醛、辛二烯醛、壬二烯醛、癸二烯醛、十一碳二烯醛、十二碳二烯醛、辛三烯醛、壬三烯醛、癸三烯醛、十一碳三烯醛、十二碳三烯醛,特别优选己醛、辛醛、壬醛、己烯醛、庚烯醛、辛烯醛、庚二烯醛、辛二烯醛、癸二烯醛和癸三烯醛。
在另一个优选实施方案中,式(IV)的自由脂肪酸选自组包括丁酸、戊酸、异戊酸、己酸、庚酸、辛酸、壬酸、癸酸、十一烷酸和十二烷酸,特别优选己酸,辛酸和癸酸。
在另一个优选实施方案中,式(III)的醛类选自组包括己醛、庚醛、辛酸、壬醛、癸醛、己烯醛、庚烯醛、辛烯醛、壬烯醛、癸烯醛、十一烯醛、十二烯醛、己二烯醛、庚二烯醛、辛二烯醛、壬二烯醛、癸二烯醛、十一碳二烯醛、十二碳二烯醛、辛三烯醛、壬三烯醛、癸三烯醛、十一碳三烯醛、十二碳三烯醛,特别优选己醛、辛醛、壬醛、己烯醛、庚烯醛、辛烯醛、庚二烯醛、辛二烯醛、癸二烯醛和癸三烯醛,
和
式(IV)的自由脂肪酸选自组包括丁酸、戊酸、异戊酸、己酸、庚酸、辛酸、壬酸、癸酸、十一烷酸和十二烷酸,特别优选己酸,辛酸和癸酸。
在一个优选实施方案中,根据本发明制剂的成分(c)是一种、两种、或多种溶剂,选自组包括乙醇、水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)和苯甲酸苄酯(BB)。
在另一个优选实施方案中,根据本发明的制剂含有一种或多种组(d)的香料物质或香精,其选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、rhubafuran、anther、乙酸异戊二烯酯、丙酸苏合香酯、苯乙酸异戊酯、β-大马酮、乙酸异戊酯、香茅醇和乙酸环己酯。
在本发明的上下文中,根据本发明的制剂可以与其他香精或香料物质结合。
本发明因此进一步提供了一种香精或香料物质,含有根据本发明的制剂以及组(e)的可以被加入油脂化学制剂或最终产品的其他香精或香料物质。
在本发明的上下文中组(e)的香精或香料物质是由例如欧洲或美国法律定义的物质,例如欧洲议会和委员会的法规(EC)No 2232/96以及委员会实施条例(EU)No 872/2012的准许进口货单,以及Steffen Arctander在“Riechstoffe”,Eigenverlag,Montclair,N.J.1969在“Perfume and Flavor Chemicals”以及H.Surburg,J.Panten,5th edition,Wiley-VCH,Weinheim 2006在“Common Fragrance and Flavor Materials”中列出的物质。
在本发明的上下文中组(e)的香精和香料物质的实例是
–天然原料物质的提取物如精油、浸膏、净油(absolutes)、树脂、香树脂、香膏、酊剂,如例如龙涎香酊、檀香木油、欧白芷油、当归油、茴芹油、缬草油、罗勒油、树苔-净油、香叶多香果油、北艾油、安息香树脂、拟美国薄荷油、蜂蜡-净油、桦木焦油、苦杏仁油、香薄荷油、布枯叶油、巴西檀木油、刺桧油、菖蒲油、樟脑油、依兰油、白豆蔻油、苦香树油、决明属油、决明属-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、苦配巴香膏、苦配巴香膏油、芫荽油、广木香根油、枯茗油、柏油、印蒿油、莳萝草油、莳萝籽油、Eau debrouts-净油、橡苔-净油、榄香脂油、龙蒿油、柠檬桉油、桉树油、小茴香油、云杉针叶油、白松香油、白松香树脂、天竺葵油、葡萄柚油、愈创木油、羯布罗香膏、羯布罗香膏油、蜡菊-净油、蜡菊油、姜油、鸢尾草根-净油、鸢尾草根油、茉莉-净油、白菖蒲油、蓝母菊油、罗马母菊油、胡萝卜籽油、卡藜油、松针油、绿薄荷油、葛缕子油、岩蔷薇油、岩蔷薇净油、岩蔷薇树脂、杂薰衣草净油、杂薰衣草油、熏衣草净油、熏衣草油、柠檬草油、圆叶当归油、蒸馏白柠檬油、压榨白柠檬油、沉香油、山苍树油、月桂叶油、肉豆蔻衣油、马郁兰油、橘子油、massoia bark油、含羞草-净油、麝香籽油、麝香酊、鼠尾草油、肉豆蔻油、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、防风油、橙花净油、橙油、牛至油、玫瑰草油、广藿香油、紫苏子油、秘鲁香脂油、欧芹叶油、欧芹子油、苦橙叶油、胡椒薄荷油、胡椒油、多香果油、松油、Poley油、玫瑰净油、蔷薇木油、玫瑰油、迷迭香油、达尔马提亚鼠尾草油、西班牙鼠尾草油、檀香油、芹菜籽油、穗熏衣草油、八角茴香油、安息香油、万寿菊油、杉针油、茶树油、松节油、百里香油、吐鲁香膏、香豆-净油、晚香玉-净油、香草提取物、紫罗兰叶净油、马鞭草油、岩兰油、杜松子油、葡萄酒酵母油、苦艾油、冬青油、衣兰油、ysop oil、灵猫香净油、肉桂叶油、肉桂皮油、以及其馏分,或从其中分离出的成分;
–脂类,例如丁酸乙酯、己酸烯丙酯、乙酸苄酯、水杨酸甲酯、乙酸橙花酯、乙酸香叶酯、己酸烯丙酯、甲酸茴香酸酯、丁酸丁酯、己酸丁酯、邻苯二甲酸亚丁酯、苯甲酸苄酯、乙酸香茅酯、邻氨基苯甲酸二甲酯、邻氨基苯甲酸二甲酯、乙酸乙氧基乙酯、丁酸乙酯、癸酸乙酯、己酸乙酯、巴豆酸乙酯、异丁酸乙酯、异戊酸乙酯、乳酸乙酯、丁酸乙基甲酯、丙酸乙酯、庚酸乙酯、二氢茉莉酮酸甲酯(如)、乙酸顺式-2-己烯酯、己酸顺-3-己烯酯、己酸反-2-己烯酯、甲酸顺式3-己烯酯、乙酸顺式-2-己酯、乙酸顺式-3-己酯、乙酸反式-2-己酯、甲酸顺式3-己酯、异戊酸异戊酯、丁酸异丁酯、乙酸芳樟酯、邻氨基苯甲酸甲酯、乙酸2-甲基丁酯、己酸甲酯、肉桂酸甲酯、茉莉酮酸甲酯、丁酸2-甲基甲酯、硫代丁酸甲酯、乙酸3-甲基硫代己酯、乙酸橙酯、乙酸1-辛酯、乙酸3-辛酯、乙酸苯乙酯、异戊酸苯乙酯、丁酸丙酯、异丁酸乙基香兰酯、乙酸异戊酯、丁酸乙酯、丁酸正丁酯、丁酸异戊酯、3-甲基丁酸乙酯、正己酸乙酯、正己酸烯丙酯、正己酸正丁酯、正辛酸乙酯、3-甲基-3-苯基缩水甘油酸乙酯、2-反式-4-顺式癸二烯酸乙酯、水杨酸甲酯、山梨酸甲酯;
–醇类,例如辛烯醇、顺式-3-己醇、苄醇、苯乙醇、丁子香酚、顺式-3-己烯醇、异戊醇、甲基丁醇、3,1-甲基硫代己醇、2,4-壬二烯醇、2,6-壬二烯醇、2,4-壬二烯醇、2-辛醇、3-辛醇、1,3-辛烯醇、苯乙醇、苯乙醇、肉桂醇;
–醛类,例如乙醛、异丁醛、壬二烯醛、3-苯基乙醛、苯甲醛、葡萄柚醛、异丁醛、5-甲基糠醛、三聚乙醛、胡椒醛、丙醛、香兰素、乙基香兰素、二香兰素、苯乙醛、甲硫基丙醛、肉桂醛;
–酮类,例如薄荷酮、α-紫罗兰酮、β-紫罗兰酮、4-(对羟基苯基)-2-丁酮、2-庚酮、3-庚酮、4-庚酮、对羟基苄基丙酮、3,2,2-甲基环戊烯酮、6,5,2-甲基庚酮、诺卡酮、戊二酮、4-(对羟基苯基)-2-丁酮;
–醚类,例如4-羟基-5-甲基呋喃酮、3-羟基-4,5-二甲基-2(5H)-呋喃酮、2,5-二甲基-3-羟基-2(3H)-呋喃酮、2(5)-乙基-4-羟基-5(2)-甲基-3(2H)-呋喃酮、对甲氧基苯甲醛、愈创木酚、甲氧基乙烯基苯酚、乙基呋喃醇、乙基愈创木酚、异丁香酚甲基醚、薄荷脑、2,5-二甲基-4-羟基-3(2H)呋喃酮、酱油酮(=2-乙基-4-羟基-5-甲基-3(2H)-呋喃酮)、高呋喃醇(=2-乙基-5-甲基-4-羟基-3(2H)-呋喃酮和5-乙基-2-甲基-4-羟基-3(2H)-呋喃酮、1,1-二甲氧基-2,2,5-三甲基-4-己烷;
–醛类,例如乙醛二乙缩醛、胡椒醛二乙缩醛
–内酯类,例如巴西酸亚乙酯、麝香内酯、马索亚内酯、Tuberolactone、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、1,15-十五内酯、顺式和反式-11-十五烯-1,15-内酯、顺式和反式-12-十五烯-1,15-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、1,12-十二烷二酸亚乙酯、1,13-十三烷二酸亚乙酯、香豆素、2,3-二氢香豆素、八氢香豆素;
–萜类,例如香茅醇、橙花醇、熏衣草花醇、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-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、惕各酸酯、3-甲基-2-丁烯酸酯;
–萜醛类,例如香叶醛、橙花醛、香茅醛、7-羟基-3,7-二甲基辛醛、7-甲氧基-3,7-二甲基辛醛、2,6,10-三甲基-9-十一碳烯醛、甲酸香叶酯和香叶醛的二甲缩醛和二乙缩醛、橙花醛和7-羟基-3,7-二甲基新醛、薄荷醇、异胡薄荷醇、α-萜品醇、萜品醇-4、薄荷-8-醇、薄荷-1-醇、薄荷-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、惕各酸酯、3-甲基-2-丁烯酸酯;
–环萜醇类,例如薄荷醇、异胡薄荷醇、α-萜品醇、萜品醇-4、薄荷-8-醇、薄荷-1-醇、薄荷-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、惕各酸酯、3-甲基-2-丁烯酸酯;
–硫化物和二硫化物,例如二甲硫醚、二糠二硫醚、甲基硫代丙醛;
–硫醇,例如甲基呋喃硫醇、苯并噻唑、异丙基甲基噻唑、硫噻唑、8,3-硫代薄荷酮、4,4,2-硫代甲基戊酮、2,4,5-三甲基噻唑、2-乙酰噻唑、2,4-二甲基-5-乙基噻唑;
–吡嗪和吡珞啉,例如甲基吡嗪、乙酰吡嗪、2-丙酰吡珞啉、2-乙酰吡珞啉、2-乙酰基-1-吡珞啉、2-甲基-3-乙基吡嗪、2-乙基-3,5-二甲基吡嗪、2-乙基-3,6-二甲基吡嗪、2,3-二乙基-5-甲基吡嗪、3-异丙基-2-甲氧基吡嗪、3-异丁基-2-甲氧基吡嗪、2-戊基吡啶
–脂环族醇类,例如α,3,3-三甲基环己基甲醇、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、2-乙基-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-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-3-醇、1-(2,2,6-三甲基环己基)己-3-醇;
–环醚和环脂族醚,例如柏木甲醚、环十二烷基甲醚、(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]十三-4,8-二烯、氧化玫瑰、2-(2,4-二甲基-3-环己烯-1-基)-5-甲基-5-(1-甲丙基)-1,3-二噁烷;
–环酮和大环酮类,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-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-环十五烷酮、3-甲基-5-环十五烷酮、3-甲基环十五烷酮、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)-茚满酮、7-环十六烯-1-酮、8-环十六烯-1-酮、9-环十七烯-1-酮、环十五烷酮、环十六酮;
–脂环醛类,例如2,4-二甲基-3-环己烯甲醛、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;
–脂环酮类,例如1-(3,3-二甲基环己基)-4-戊烯-1-酮、1-(5,5-二甲基-1-环己烯-1-基)-4-戊烯-1-基、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-环十二碳三烯基酮、叔-丁基2,4-二甲基-3-环己烯-1-基酮;
–环醇的脂类,例如乙酸2-叔丁基环己酯、乙酸4-叔丁基环己酯、乙酸2-叔-戊基环己酯、乙酸4-叔-戊基环己酯、乙酸十氢-2-萘酯、乙酸3-戊基四氢-2H-吡喃-4-基酯、乙酸十氢-2,5,5,8a-四甲基-2-萘酯、乙酸4,7-甲醇-3a,4,5,6,7,7a-六氢-5-或-6-茚基酯、丙酸4,7-甲醇-3a,4,5,6,7,7a-六氢-5-或-6-茚基酯、异丁酸4,7-甲醇-3a,4,5,6,7,7a-六氢-5-或-6-茚基酯、乙酸4,7-甲醇八氢-5-或-6-茚基酯;
–环脂族羧酸酯,例如3-环己基丙酸烯丙酯、环己氧基乙酸烯丙酯、二氢茉莉酮酸顺-和反-甲酯、茉莉酮酸顺-和反-甲酯、2-己基-3-氧代环戊烷羧酸甲酯、2-乙基-6,6-二甲基-2-环己烯羧酸乙酯、2,3,6,6-四甲基-2-环己烯羧酸乙酯、2-甲基-1,3-二氧戊环-2-乙酸乙酯;
–芳脂族醇,例如苄醇、1-苯乙醇、2-苯乙醇、3-苯丙醇、2-苯丙醇、2-苯氧基乙醇、2,2-二甲基-3-苯丙醇、2,2-二甲基-3-(3-甲基苯基)丙醇、1,1-二甲基-2-苯乙醇、1,1-二甲基-3-苯丙醇、1-乙基-1-甲基-3-苯丙醇、2-甲基-5-苯戊醇、3-甲基-5-苯戊醇、3-苯基-2-苯烯-1-醇、4-甲氧基苄醇、1-(4-异丙苯基)乙醇;
–芳脂醚,例如2-苯乙基甲基醚、2-苯乙基异戊醚、2-苯乙基1-乙氧基乙醚、苯乙醛二甲缩醛、苯乙醛二乙缩醛、龙葵醛二甲缩醛、苯乙醛甘油缩醛、2,4,6-三甲基-4-苯基-1,3-二恶烷、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;
–芳族和芳脂族醛类,如苯甲醛、苯乙醛、3-苯丙醛、龙葵醛、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-叔丁基苯基)丙醛;3-(4-叔丁基苯基)丙醛、肉桂醛、α-丁基肉桂醛、α-戊基肉桂醛、α-己基肉桂醛、3-甲基-5-苯戊醛、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-亚甲基二氧苯基)丙醛;
–芳族和芳脂族酮类,例如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、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-茚满基甲基酮、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-乙酰萘酮;
–芳族和芳脂族羧酸及其酯类,例如苯甲酸、苯乙酸、苄酸甲酯、苄酸乙酯、苄酸己酯、苄酸苄酯、乙酸甲基苯酯、乙酸乙基苯酯、乙酸香叶基苯酯、苯乙酸苯乙酯、肉桂酸甲酯、肉桂酸乙酯、肉桂酸苄酯、肉桂酸苯乙酯、肉桂酸肉桂酯、苯氧基乙酸烯丙酯、水杨酸甲酯、水杨酸异戊酯、水杨酸己酯、水杨酸环己酯、水杨酸顺-3-己烯酯、水杨酸苄酯、水杨酸苯乙酯、2,4-二羟基-3,6-二甲苯甲酸甲酯、3-苯基缩水甘油酸乙酯、3-甲基-3-苯基缩水甘油酸乙酯;
–含氮芳香化合物,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、肉桂腈、5-苯基-3-甲基-2-戊烯腈、5-苯基-3-甲基戊腈、氨基苯甲酸甲酯、N-甲基氨基苯甲酸甲酯、邻氨基苯甲酸甲酯与7-羟基-3,7-二甲基辛醛的希夫咸、2-甲基-3-(4-叔丁基苯基)丙醛或2,4-二甲基-3-环己烯甲醛、6-异丙基喹啉、6-异丁基喹啉、6-仲-丁基喹啉、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;
–酚,苯醚和苯酯类,例如甲基胡椒酚、丁香油酚、丁香基甲基醚、异丁香酚、异丁香基甲基醚、麝香草酚、香芹酚、二苯醚、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、乙酸丁香酚酯、2-甲氧基-4-甲基苯酚、2-乙氧基-5-(1-丙烯基)苯酚、乙酸对甲苯基苯酯;
–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;
以及这些物质的立体异构体,对映异构体,位置异构体,非对映异构体,顺/反异构体或差向异构体(此处未明确提及)。
在一个优选实施方案中,香料组合物或香精组合物是液体或固体香料组合物。
本发明进一步提供根据本发明的制剂作为精细香料或香水的用途。
本发明进一步提供一种物质混合物,含有
(a)一种、两种或更多种化合物,其选自组包括
(a1)式(I)的醇单萜(I)
其中
R1是H或甲基,R2是H或C2-烯基,并且R3是含有4至10碳原子的直链或支化、饱和或不饱和烃基,及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,
和/或
(a2)双环环氧单萜,
(b)至少两种式(II)的内酯
其中
R4是H或甲基,R5是含有2至10碳原子的直链或支化、饱和或不饱和烃基,并且n是1或2,及其对映异构体,非对映异构体和外消旋体,
(c)一种、两种或多种溶剂,选自组包括
(c1)乙醇和/或
(c2)一种、两种或多种溶剂选自组包括水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2-苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB),
以及任选地
(d)其他香料物质或香精,选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、茴香脑、乙酸茴香酯、二氢丁香酚、甲酸芳基酯、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、belanis、香茅醛、乙酸肉桂酯、rhubafuran、β-紫罗兰酮、anther、乙酸异戊二烯酯、2-苯丙醛、4-(4-羟苯基)丁-2-酮苯氧乙酸乙酯、异甲基紫罗兰酮、γ-萜品烯,柠檬烯、新环柠檬醛、甲基薰衣草酮、丙酸苏合香酯、丙酸苯乙酯、柠檬醛、4-异戊基环己醇4-甲基-2-苯基-3,6-二氢-2H-吡喃/4-亚甲基-2-苯基四氢吡喃(Rosyrane super)、羟基柠檬腈、苯乐戊醇、苯乙酸异戊酯、大马酮、silvial、桃酮、降龙涎醚、乙酰吡嗪、三甲基吡嗪、乙酸异戊酯、对甲酚甲基醚、榛子酮、乙酸环己酯、胡椒醛、苯乙酮、茴香醛、对甲基苯乙酮、藜芦醛、茴香酸甲酯和vertoprenal。
已经令人惊异地发现根据本发明的物质混合物在非常低的浓度下能够减少或遮蔽各种油脂化学制剂中令人不适或不想要异味的感知强度,特别是被测试者感知为刺鼻、刺激、氧化、呛人,酸败,脂肪,动物,山羊,发酵,发霉,草本和令人作呕的气味或异味,如实施例1的表2中的实验数据所证实的。
进一步地,已经令人惊异地发现根据本发明的物质混合物甚至在使用过程起作用,甚至在根据本发明的物质混合物或含有根据本发明的物质混合物的制剂被洗脱后,如实施例1的表3和4中的实验数据所说明的。例如,已经令人惊异地发现,与同等量的一般加香制剂或香料相比,含有根据本发明的物质混合物的制剂甚至在使用中能够遮蔽不想要的异味,即在洗手或洗头过程中以及洗脱后。
明显地是,根据本发明的物质混合物特别适用于遮蔽、覆盖或减小不想要的异味,该异味由式(III)的醛类物质引起
其中R6是饱和或不饱和,直链羟基,优选具备3至10个碳原子的链长。
和/或式(IV)的自由脂肪酸
其中R7是直链或支化,饱和羟基,优选具备3至12个碳原子的链长,引起。
已经令人惊异地发现,根据本发明的物质混合物或成分(a)、(b)和(c)以及任选成分(d)的结合具备协同增效活性。因此显而易见地是根据本发明的结合比单独地组(a)、(b)和(c)以及任选组(d)的物质能显著更好地遮蔽不想要的异味(协同增效活性),并比单独使用更好地遮蔽由式(III)的醛类物质或由式(III)的醛类物质和式(IV)的自由脂肪酸引发的异味,如实施例1表2中的实验数据所证实的。
式(III)的醛类物质和式(IV)的自由脂肪酸引发的异味被测试者描述为或感知为刺鼻、刺激、氧化、呛人,酸败,脂肪,动物,山羊,发酵,发霉,草本和令人作呕。
显而易见地是根据本发明的物质混合物特别适用于遮蔽、覆盖或减小不想要的异味,其由式(III)的醛类和/或式(IV)的自由脂肪酸类物质引发。
其中式(III)的醛类选自组包括己醛、庚醛、辛醛、壬醛、癸醛、己烯醛、庚烯醛、辛烯醛、壬烯醛、癸烯醛、十一烷烯醛、十二烷烯醛、己二烯醛、庚二烯醛、辛二烯醛、壬二烯醛、癸二烯醛、十一烷二烯醛、十二烷二烯醛、辛三烯醛、壬三烯醛、癸三烯醛、十一烷三烯醛、十二烷三烯醛、特别优选己醛、辛醛、壬醛、己烯醛、庚烯醛、辛烯醛、庚二烯醛、辛二烯醛、癸二烯醛和癸三烯醛,
和
式(IV)的自由脂肪酸选自组包括丁酸,戊酸,异戊酸,己酸,庚酸,辛酸,壬酸,癸酸,十一烷酸和十二烷酸,特别优选己酸,辛酸和癸酸。
本发明因此进一步提供根据本发明的物质用于减小和/或遮蔽油脂化学制剂中不想要的气味或异味的用途。
本发明因此进一步提供根据本发明的物质用于减小和/或遮蔽油脂化学制剂中不想要的气味或异味的用途,特别是由上述定义的式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味的用途。
在一个优选实施方案中,本发明的物质混合物含有至少两种、三种或四种组(a)的物质。
显而易见地是化合物芳樟醇、香叶醇、freesiol和橙花叔醇及其对映异构体,非对映异构体,外消旋体,溶剂化物及其生理相容性盐特别适合作为成分(a1)遮蔽式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味,特别是由上述定义的式(III)的特定醛类和/或式(IV)的特定自由脂肪酸引起的不想要的异味。
在一个优选实施方案中,双环环氧单萜(成分(a2))是环氧对薄荷烷衍生物。同样显而易见地是化合物1,4-桉树脑和1,8-桉树脑特别适合作为成分(a2)遮蔽式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味,特别是由上述式(III)的特定醛类和/或式(IV)的特定自由脂肪酸引起的不想要的异味。
在一个优选实施方案中,根据本发明的物质混合物含有至少一种组(a1)的化合物和至少一种组(a2)的化合物,其中组(a1)的化合物选自组包括芳樟醇、香叶醇、freesiol和橙花叔醇及其对映异构体,非对映异构体,外消旋体,溶剂化物及其生理相容性盐,并且组(a2)的化合物选自组包括1,4-桉树脑和1,8-桉树脑。
在另一个根据本发明的物质混合物的优选实施方案中,成分(a1)和(a2)的重量比为约100:1至约1:100,优选约50:1至约1:50,并且特别优选约20:1至约1:20。
对于成分(b),根据本发明的物质混合物含有至少两种,任选三种或四种式(II)的内酯。
在一个优选实施方案中,根据本发明的物质混合物含有至少两种—任选三种或四种—内酯,选自组包括式(II)的内酯及其对映异构体,非对映异构体和外消旋体,其中R4是H,R5是含有2至10个碳原子的直链饱和烃基,n是1或2,特别优选R4=H并且R5=含有2至8个碳原子的直链饱和烃基,n=1或2。
在另一个优选实施方案中,根据本发明的物质混合物含有至少两种—任选三种或四种—内酯,其选自组包括γ-十二内酯、γ-癸内酯、γ-十一内酯、δ-癸内酯、δ-十二内酯、4-甲基-γ-壬内酯、3-甲基-γ-癸内酯、γ-壬内酯、δ-壬内酯、γ-辛内酯、δ-辛内酯、γ-庚内酯、δ-庚内酯、γ-己内酯和δ–己内酯,优选γ-十二内酯、γ-癸内酯、δ-癸内酯和δ-十二内酯。
显而易见地是,γ-癸内酯、δ-癸内酯、γ-十二内酯和δ-十二内酯特别适合作为成分(b)用于遮蔽式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味,特别是由上述式(III)的特定醛类和/或式(IV)的特定自由脂肪酸引起的不想要的异味。
对于成分(c),显而易见地是乙醇与一种、两种或多种选自组包括二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2-苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB)的溶剂的结合,特别是选自组包括二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、苯甲酸苄酯(BB)的溶剂的结合,对特定用途有利,特别是对于将根据本发明的物质混合物进一步加工为一些最终产品。因此,根据本发明的混合物可以含有至少两种、三种或四种上述溶剂。
对于任选成分(d),显而易见地是至少两种,优选至少三种或四种组(d)的香料物质或香精的结合对特定用途有利,特别是对于将根据本发明的物质混合物进一步加工为一些最终产品。因此,根据本发明的混合物可以含有至少两种、三种或四种上述组(d)的香料物质或香精。
在另一个优选实施方案中,根据本发明的物质混合物含有一种或多种组(d)的香料物质或香精,它们选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、rhubafuran、anther、乙酸异戊二烯酯、丙酸苏合香酯、苯乙酸异戊酯、β-大马酮、乙酸异戊酯、香茅醇和乙酸环己酯。
在另一个优选实施方案中,根据本发明的物质混合物的特征在于含有
(i)0.0000001重量%至80重量%的成分(a),
(ii)0.0000001重量%至80重量%的成分(b),
(iii)0.0000001重量%至98重量%的成分(c),优选0.0000001重量%至80重量%,特别优选0.0000001重量%至75重量%,尤其优选0.0000001重量%至65重量%,
(iv)0重量%至80重量%的成分(d),
前提是与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.00001重量%至50重量%的成分(a),
(ii)0.00001重量%至80重量%的成分(b),
(iii)0.001重量%至95重量%的成分(c),优选0.001重量%至80重量%,特别优选0.001重量%至75重量%,并且尤其优选0.001重量%至65重量%,
(iv)0至70重量%的成分(d),
前提是与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.001重量%至40重量%的成分(a),
(ii)0.001重量%至80重量%的成分(b),
(iii)0.01重量%至95重量%的成分(c),优选0.01重量%至80重量%,特别优选0.01重量%至75重量%,并且尤其优选0.01重量%至65重量%,
(iv)0重量%至60重量%的成分(d),
前提是与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.1重量%至40重量%的成分(a),
(ii)0.1重量%至80重量%的成分(b),
(iii)0.1重量%至90重量%的成分(c),优选0.1重量%至80重量%,特别优选.1重量%至75重量%,并且尤其优选0.1重量%至65重量%,
(iv)0重量%至50重量%的成分(d),
前提是与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
显而易见地是乙醇不仅对想要的遮蔽作用有积极作用,也对将根据本发明的物质混合物进一步加工为最终产品有积极作用。
在本文中,在根据本发明的物质混合物的另一个实施方案中,乙醇含量为≤30重量%,进一步优选≤20重量%,优选≤15重量%,特别优选≤10重量,基于物质混合物的总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.0000001重量%至80重量%的成分(a),
(ii)0.0000001重量%至80重量%的成分(b),
(iii)0.0000001重量%至98重量%的成分(c),优选0.0000001重量%至80重量%,特别优选0.0000001重量%至75重量%,并且尤其优选0.0000001重量%至65重量%,
(iv)0重量%至80重量%的成分(d),
前提是乙醇(成分c1)含量为≤30重量%,进一步优选≤20重量%,优选≤15重量%,特别优选≤10重量,基于物质混合物的总量计,
并且
与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.00001重量%至50重量%的成分(a),
(ii)0.00001重量%至80重量%的成分(b),
(iii)0.001重量%至95重量%的成分(c),优选0.001重量%至80重量%,特别优选%至75重量%,并且尤其优选0.001重量%至65重量%,
(iv)0重量%至70重量%的成分(d),
前提是乙醇(成分c1)含量为≤30重量%,进一步优选≤20重量%,优选≤15重量%,特别优选≤10重量,基于物质混合物的总量计,
并且
与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.001重量%至40重量%的成分(a),
(ii)0.001重量%至80重量%的成分(b),
(iii)0.01重量%至95重量%的成分(c),优选0.01重量%至80重量%,特别优选0.01重量%至75重量%,并且尤其优选0.01重量%至65重量%,
(iv)0重量%至60重量%的成分(d),
前提是
乙醇(成分c1)含量为≤30重量%,进一步优选≤20重量%,优选≤15重量%,特别优选≤10重量,基于物质混合物的总量计,
并且
与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在另一个优选实施方案中,根据本发明的物质混合物特征在于其含有
(i)0.1重量%至40重量%的成分(a),
(ii)0.1重量%至80重量%的成分(b),
(iii)0.1重量%至90重量%的成分(c),优选0.1重量%至80重量%,特别优选0.1重量%至75重量%,并且尤其优选0.1重量%至65重量%,
(iv)0重量%至50重量%的成分(d),
前提是
乙醇(成分c1)含量为≤30重量%,进一步优选≤20重量%,优选≤15重量%,特别优选≤10重量,基于物质混合物的总量计,
并且
与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
在根据本发明的物质混合物的另一个优选实施方案中,成分(a)和(b)的重量比为约100:1至约1:100,优选约50:1至约1:50,并且特别优选约1:20至约20:1。
在根据本发明的物质混合物的另一个实施方案中,含有成分(a+b)和(c)的重量比为约100:1至约1:100,特别优选约50:1至约1:50,并且尤其优选约30:1至1:30。
在一个优选实施方案中,根据本发明的物质混合物是液体混合物。然而,可以被转化为固体制剂,例如通过喷雾干燥。
本发明因此进一步提供一种制备上述根据本发明的物质混合物的方法,包括步骤:
i)将(a)、(b)、(c)和任选(d)混合,其中成分(a)至(d)以固体、溶液、提取物、水性提取物以及富集制剂或浓缩物的形式存在,例如通过蒸馏、色谱法或EP 2 075321 B1公开的方法,
以及任选地
ii)将由此得到的物质混合物进行喷雾干燥。
在本发明的上下文中,根据本发明的物质混合物可以与其他额外的香精或香料物质结合。
本发明因此进一步提供一种香精或香料物质,含有根据本发明的物质混合物与能够加入油脂化学制剂或最终产物的组(e)的额外的香精或香料物质的结合。
对于组(e)额外的香精或香料物质,上述说明适用。
在一个优选实施方案中,香料组合物或香精混合物是液态或固态香料组合物。
本发明因此进一步提供一种生产上述香精或香料组合物的方法,包括步骤:
i)将(a)、(b)、(c)和任选(d)混合,其中成分(a)至(d)以固体、溶液、提取物、水性提取物以及富集制剂或浓缩物的形式存在,例如通过蒸馏、色谱法或EP 2 075321 B1公开的方法,
以及任选地
ii)将由此得到的物质混合物进行喷雾干燥。
本发明因此进一步提供上述香精或香料组合物用于减小和/或遮蔽油脂化学制剂中不想要的异味,特别是由上述式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味的用途。
在本发明的上下文中,根据本发明的物质混合物可以在想要的产品中使用,其目的是遮蔽式(III)的醛类和/或式(IV)的自由脂肪酸引起的令人不适的气味或味道,或用感知为令人愉悦的气味替代这些气味或味道。可以使用根据本发明的物质混合物产品的典型实例是,例如皂类底物、洗衣粉、洗碗液和清洁剂以及化装制剂。优选地根据本发明的物质混合物的用量为0.0001重量%至3重量%,优选0.001重量%至1.5重量%,特别优选0.01重量%至1.2重量%,尤其优选0.01重量%至1重量%,基于制剂或最终产物计。
因此,本发明进一步提供制剂,特别是油脂化学制剂,或最终产物,其含有根据本发明的物质混合物或上述含有根据本发明的物质混合物和组(e)的其他香料或香精物质的香料或香精组合物。
因此,本发明还提供制剂,含有
(i)上述根据本发明的物质混合物,
和
(ii)式(III)的醛类
和/或
(iii)式(IV)的自由脂肪酸类。
在一个优选实施方案中,制剂是油脂化学制剂。
在一个优选实施方案中,油脂化学制剂或最终混合物选自组包括清洁剂、洗衣粉、空气清新剂、蜡烛、洗碗液、织物柔软剂、护肤霜、护唇产品、卸妆剂、护发素、乳液、洗发香波、沐浴露和皂类及其固体和液体实施方案,特别优选洗发香波、沐浴露、皂类及其固体和液体实施方案
因此,本发明还提供根据本发明的物质混合物或上述含有根据本发明的物质混合物和组(d)的其他香精或香料物质的香料或香精组合物用于减小和/或遮蔽油脂化学制剂中不想要的气味或异味的用途,特别是式(III)的醛类和/或式(IV)的自由脂肪酸引起的不想要的异味,所述油脂化学制剂选自组包括清洁剂、洗衣粉、空气清新剂、蜡烛、洗碗液、织物柔软剂、护肤霜、护唇产品、卸妆剂、护发素、乳液、洗发香波、沐浴露和皂类及其固体和液体实施方案。
本发明还提供含有上述根据本发明的物质混合物或香料或香精组合物和式(III)的醛类和/或式(IV)的自由脂肪酸的制剂。
最终产品可以含有0.0001重量%至3重量%,优选0.001重量%至1.5重量%,特别优选0.01重量%至1.2重量%,尤其优选0.01重量%至1重量%的制剂,基于最终产品计。
在另一个实施方案中,制剂含有重量比为1:0.00001至1:120,优选1:0.001至1:100,特别是1:0.01至1:50的成分(a)和(b),或(a)和(c)或(a)和(c+b)。
含有该制剂的最终产品选自组包括清洁剂、洗衣粉、空气清新剂、蜡烛、洗碗液、织物柔软剂、护肤霜、护唇产品、卸妆剂、护发素、乳液、洗发香波、沐浴露和皂类及其固体和液体实施方案,优选皂类及其固体和液体实施方案、洗发香波和沐浴露,并且特别优选皂类及其固体和液体实施方案。
同样地,本发明进一步提供根据本发明的物质混合物或上述香料或香精组合物作为精细香精或香水的用途。
工业应用性
根据本发明,可以制备物质混合物,香料或香精组合物和制剂,其可以用于减小和/或遮蔽制剂,特别是油脂化学制剂中不想要的异味。
本发明进一步提供上述物质混合物、香料组合物和制剂用于制备中间产品和最终产品的用途,所述产品选自组包括香水,清洁剂,洗衣粉,空气清新剂,蜡烛,洗碗液,织物柔软剂,护肤霜,护唇产品,卸妆剂,护发素,乳液,洗发香波,沐浴露和皂类及其固体和液体实施方案,优选皂类及其固体和液体实施方案,洗发香波和沐浴露,特别优选皂类及其固体和液体实施方案。
实施例
本发明通过参考以下实施例更易于理解。然而,所述实施例仅用于说明本发明并且不可理解为对本发明的保护范围有限制作用。
除非另外指出,所述数据基于重量计。
为了制备皂样本1至7,将相B,其对应本发明的物质混合物1,预混合。在捏合机中将相A的组分和预混合的相B混合。使用挤出机将得到的物料塑成块体。随后,在室温下搁置7天。
皂块1–4和6–7的相B不是根据本发明,因为它们不含有根据本发明要求的所有成分(a)至(c)。因此,皂块1的相B仅含有成分(c),皂块2的相B仅含有成分(b)和(c),皂块3的相B含有成分(c),皂块4的相B含有成分(a)和(c),皂块6的相B含有成分(b)、(c)和(e),并且皂块7含有成分(a)和(c)。
皂块5的相B是根据本发明的物质混合物,其含有所需的成分(a)至(c)。
将搁置后的块体编码并由15名专家进行感官评测。包括测定感知的总强度和不想要的异味的感知强度以及嗅觉印象的描述。测定的数值与皂类样本1相比,并基于皂块1计算异味强度百分比。
皂块1至7的感官测定在表2中给出:
进一步地,不同皂块1至7的嗅觉印象在使用过程中测定。为此,用皂块1清洗一只手,用不同的皂块清洗另一只手。随后专家组分别评价擦上皂类的手和用水清洗后的湿手,再次给出感知的总强度,异味强度以及描述。感官评价列于表3和4。
结果示出在根据本发明的皂块5中香叶醇(成分(a))、内酯(成分(b))和溶剂EtOH和DPG(成分(c))的结合比单独使用这些物质在感知的异味强度上具备显著更小的数值。在使用的所有过程中发现这种协同增效效果并且示出这些物质比其他物质活性更长。进一步地,这种效果在低浓度或使用量下也会出现。
实施例2
根据本发明的物质混合物的其他实例列于表5至6:
表5:物质混合物实施例2
表6:物质混合物实施例3
实施例3
混合物(Ml)与其他香料物质或香精结合作为香料/香水或香精的实例记载于表7至12:
表7:混合物实例4
表8:混合物实例5
表9:混合物实例6
表10:物质混合物实例7
表11:物质混合物实例8
表12:混合物实例9
表13:混合物实例10
表14:混合物实例11
表15:混合物实例12
表16:混合物实例13
本发明基于选定的具体用途实例更详细的记载。如已经指出的,这些实施例仅用于说明本发明而不限制所述发明。
液体皂
表17:液体皂
室温搅拌下,通过将相A的成分按照表中的顺序加入制备相A。将相B,其为根据本发明的物质混合物1,预混合并加入完成的相A。如果必要,用柠檬酸或氢氧化钠将pH调节至6.0。
洗发香波
表18:洗发香波
室温搅拌下,通过将所有成分按照表中列出的顺序加入进行制备。如果必要,用柠檬酸或氢氧化钠将pH调节至6.0。
洗衣皂
表19:洗衣皂
在捏合机中混合成分并使用挤出机塑形成皂块。
卸妆剂
在Becomix中进行制备。
随后,使用Turrax在3m/s下均质化4分钟。之后,加入水并再次使用Turrax在3m/s下均质化6分钟。
在3m/s搅拌下将混合物加热至80℃,随后降温至50℃,并再次使用Turrax在3m/s下均质化2分钟。之后,将温度升至80℃,并将压力设为-0.6bar。
表20:卸妆剂
在80℃下制备相B。在80℃的温度下,将相B的成分非常慢的顺序混合并在0.5m/s下搅拌,并使用Turrax在3m/s下均质化2分钟。在向容器中加入四分之一的油后,使用Turrax在5m/s下均质化4分钟。
加入一半油以后,再次使用Turrax在5m/s下均质化4分钟,并将搅拌速度提高至0.8m/s。
加入四分之三油后,使用Turrax在5m/s下均质化4分钟,并将搅拌速度提高至1m/s。随后将剩余油加入并在1.2m/s下搅拌。
加入相C后,将压力提高至-0.8bar并使用Turrax在5m/s下均质化4分钟。
在0.5m/s的搅拌下将制剂冷却至25℃,并在该过程中减小搅拌速度。随后在40℃下加入相D。
色素II:Phat Brown DC 8206:C.I.47000,C.I.26100,C.I.60725的0.1%棕榈酸异丙酯溶液
最终制剂粘度为69 280cP.
洗碗液
表21:洗碗液
通过将所有成分以列出的顺序加入进行制备,注意各种成分完全溶解后再加入下一种成分。使用柠檬酸将pH调节至7。
护发素
表22:护发素
为了制备护发剂,将所有相A的成分混合并加热至75℃。
为了制备相B,首先将水加热至80℃并将相B的剩余成分混合并均质化。随后,在搅拌下将相A加入相B。
为了制备相C,在激烈搅拌下使Ultrez-10在水中膨胀,随后加入三乙醇胺得到清澈的凝胶制剂,随后将其加热至45℃。将相A和相B的混合物加入相C并加热至45℃,随后在室温下均质化。
随后,加入相D,混合物实例5。
如果必要,使用柠檬酸或氢氧化钠将pH调节至4。
重垢液体洗衣粉
表23:重垢液体洗衣粉
通过将成分1和2混合并加热至50℃进行制备。随后,加入成分3和4并搅拌直至形成皂。按照列出的顺序加入成分5至10并冷却至30℃,按照列出的顺序加入成分11至14。如果必要,将pH调节至8.5。
液态洗衣粉
通过首先向容器加入水并在搅拌下加热至70℃进行制备。随后,按顺序将成分2和3加入并在无加热下再搅拌30分钟。随后,将所有成分以列出的顺序加入,注意各种成分完全溶解后再加入下一种成分。使用柠檬酸将pH调节至9。
表24:液态洗衣粉
织物柔软剂
表25:织物柔软剂
通过首先向容器加入水并在搅拌下加热至45℃进行制备。随后,在强烈搅拌下将成分2加入并持续加热至50℃直到成分2完全溶解。随后,按照列出的顺序依次将成分3和4单独加入。冷却至25℃后,将成分5加入并随后强烈搅拌30分钟。最后,使用柠檬酸或氢氧化钠将pH调节至3。
护唇棒
通过将除香水外的所有成分按照表中的顺序溶解并加热至70℃进行均质化进行制备。在50℃的温度下加入香水并均质化。
表26:护唇棒
晚霜
表27:晚霜
通过分别将相A和B加热至约80℃进行制备。随后,使用Ultra-Turrax将相B加至相A并乳化。使用桨叶搅拌器进行搅拌时,将混合物冷却并随后在约60℃下再次乳化。当混合物达到约35℃的温度时,加入相C。
身体乳液
表28:身体乳液
为了制备相B,将苯甲酸钠加入水并混合直到完全溶解。随后,将预混合的相C加入相B并在磁力搅拌器的搅拌下加热至75℃。
分别将相A的成分混合并随后在水浴中加热和均质化。搅拌下(Rayneri=反絮凝离心机或至少一个螺旋结构),将相A加入相B和C的混合物。随后,在搅拌下(螺旋)将混合物冷却至30℃。
随后,加入相D将pH调节至6.0。最后加入相E,香水。
洗衣粉
表29:洗衣粉
通用清洁剂
表30:通用清洁剂
洗发香波
表31:洗发香波
沐浴露
表32:沐浴露
透明除臭棒(制剂A)和除臭膏(制剂B)
表33:透明除臭棒
滚珠止汗剂
表34:滚珠止汗剂
气溶胶喷雾
表35:气溶胶喷雾
防UV护发素
表36:防UV护发素
防晒喷雾
表37:防晒喷雾
首先,在搅拌下将Lara Care A-200溶解于相A的其他成分。
随后,将相B除Pemulen的所有原料称出并在加热下将结晶物质溶解。溶解后,将Pemulen分散其中。之后,将相B的混合物加入相A的混合物并均质化1分钟。最后,加入预混合的相C-E并再次使用Ultra Turrax均质化1-2分钟。
含有防晒因子40的防晒霜
表38:含有防晒因子40的防晒霜
将相A的所有成分混合并加热至约85℃。随后,使用Ultra Turrax将相B除氧化锌的成分混合。将相B成分的混合物加热至约85℃。随后,将相B混合物加入相A混合物并搅拌冷却。随后,加入相C并均质化。
防晒乳
表39:防晒乳
透明凝胶牙膏
表40:透明凝胶牙膏
磷酸盐基牙膏
表41:磷酸盐基牙膏
含锌牙膏
表42:含锌牙膏
漱口水
表43:漱口水
漱口水浓缩物
表44:漱口水浓缩物
口香糖(含糖和无糖)
表45:口香糖(含糖和无糖)
糖果
表46:糖果
精细香料
表47:精细香料1
表48:精细香料2
糖果,无糖
表49:糖果
Claims (15)
1.制剂,含有
(i)一种物质混合物,含有
(a)一种、两种或更多种化合物,其选自组包括
(a1)式(I)的醇单萜
其中
R1是H或甲基,R2是H或C2-烯基,并且R3是含有4至10碳原子的直链或支化、饱和或不饱和烃基,及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,
和/或
(a2)双环环氧单萜,
(b)至少两种式(II)的内酯
其中
R4是H或甲基,R5是含有2至10碳原子的直链或支化、饱和或不饱和烃基,并且n是1或2,及其对映异构体,非对映异构体和外消旋体,和
(c)一种、两种或多种溶剂,选自组包括乙醇、水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2-苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB),
以及任选地
(d)其他香料物质或香精,选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、茴香脑、乙酸茴香酯、二氢丁香酚、甲酸芳樟酯、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、belanis、香茅醛、乙酸肉桂酯、rhubafuran、β-紫罗兰酮、anther、乙酸异戊二烯酯、2-苯丙醛、4-(4-羟苯基)丁-2-酮苯氧基乙酸乙酯、异甲基紫罗兰酮、γ-萜品烯、柠檬烯、新环柠檬醛、甲基薰衣草酮、丙酸苏合香酯、丙酸苯乙酯、柠檬醛、4-异戊基环己醇4-甲基-2-苯基-3,6-二氢-2H-吡喃/4-亚甲基-2-苯基四氢吡喃(Rosyrane super)、羟基柠檬腈、苯乐戊醇、苯乙酸异戊酯、大马酮、silvial、桃酮、降龙涎醚、乙酰吡嗪、三甲基吡嗪、乙酸异戊酯、对甲酚甲基醚、榛子酮、乙酸环己酯、胡椒醛、苯乙酮、茴香醛、对甲基苯乙酮、藜芦醛、茴香酸甲酯和vertoprenal,
和
(ii)式(III)的醛类
其中R6是饱和或不饱和的直链羟基,
和/或
(iii)式(IV)的自由脂肪酸
其中R7是直链或支化的饱和烃基。
2.一种物质混合物,含有
(a)一种、两种或更多种化合物,其选自组包括
(a1)式(I)的醇单萜(I)
其中
R1是H或甲基,R2是H或C2-烯基,并且R3是含有4至10碳原子的直链或支化、饱和或不饱和烃基,及其对映异构体、非对映异构体、外消旋体、溶剂化物及其生理相容性盐,
和/或
(a2)双环环氧单萜
(b)至少两种式(II)的内酯
其中
R4是H或甲基,R5是含有2至10碳原子的直链或支化、饱和或不饱和烃基,并且n是1或2,及其对映异构体,非对映异构体和外消旋体,
(c)一种、两种或多种溶剂,选自组包括
(c1)乙醇和/或
(c2)一种、两种或多种溶剂选自组包括水、二丙二醇(DPG)、邻苯二甲酸二乙酯(DEP)、丙二醇(PG)、肉豆蔻酸异丙酯(IPM)、棕榈酸异丙酯(IPP)、柠檬酸三乙酯(TEC)、三醋精(TRI)、1,2-丙二醇、1,3-丙二醇、丙硫醇、戊二醇、己二醇、辛二醇、癸二醇十二烷醇、4-羟基苯乙酮(H)、甘油、丁二醇、戊二醇、己二醇、癸二醇、碳酸丙烯酯、碳酸丁烯酯、碳酸甘油酯、2-苄基庚醇、月桂醇、异丁酸三甲基羟基戊酯、辛酸甘油酯、乙基己基甘油、苯甲酸苄酯(BB),
以及任选地
(d)其他香料物质或香精,选自组包括3-苯基丁醛(草青醛)、乙酰甲基甲醇、茴香脑、乙酸茴香酯、二氢丁香酚、甲酸芳基酯、2-甲基癸醛、2-苄基-2-甲基丁-3-烯腈(B)、乙酸3-己烯酯、乙酸苏合香酯、belanis、香茅醛、乙酸肉桂酯、rhubafuran、β-紫罗兰酮、anther、乙酸异戊二烯酯、2-苯丙醛、4-(4-羟苯基)丁-2-酮苯氧乙酸乙酯、异甲基紫罗兰酮、γ-萜品烯,柠檬烯、新环柠檬醛、甲基薰衣草酮、丙酸苏合香酯、丙酸苯乙酯、柠檬醛、4-异戊基环己醇4-甲基-2-苯基-3,6-二氢-2H-吡喃/4-亚甲基-2-苯基四氢吡喃(Rosyrane super)、羟基柠檬腈、苯乐戊醇、苯乙酸异戊酯、大马酮、silvial、桃酮、降龙涎醚、乙酰吡嗪、三甲基吡嗪、乙酸异戊酯、对甲酚甲基醚、榛子酮、乙酸环己酯、胡椒醛、苯乙酮、茴香醛、对甲基苯乙酮、藜芦醛、茴香酸甲酯和vertoprenal。
3.根据权利要求2所述的物质混合物,其中成分(a1)选自组包括芳樟醇、香叶醇、freesiol和橙花叔醇。
4.根据权利要求2和/或3至少一项所述的物质混合物,其中成分(a2)选自组包括1,4-桉树脑和1,8-桉树脑。
5.根据权利要求2至4至少一项所述的物质混合物,其中成分(b)选自组包括(II)的内酯及其对映异构体、非对映异构体和外消旋体。
其中R4是H,R5是含有2至8个碳原子的直链饱和烃基,n是1或2。
8.根据权利要求2至7至少一项所述的物质混合物,其特征在于其含有
(i)0.0000001重量%至80重量%的成分(a),
(ii)0.0000001重量%至80重量%的成分(b),
(iii)0.0000001重量%至98重量%的成分(c),
(iv)0重量%至80重量%的成分(d),
前提是与其他任选成分的定量数据合计达100重量%,基于物质混合物总量计。
9.根据权利要求2至8至少一项所述的物质混合物,其特征在于成分(c1)的乙醇含量少于30重量%,基于物质混合物的总量计。
10.一种制备根据权利要求2至9至少一项所述的物质混合物的方法,包括步骤:
i)将(a)、(b)、(c)和任选(d)混合,其中成分(a)至(d)以固体、溶液、提取物、水性提取物以及富集制剂或浓缩物的形式存在,
以及任选地
ii)将由此得到的物质混合物进行喷雾干燥。
11.一种香精或香料组合物,含有根据权利要求2至9至少一项所述的物质混合物或根据权利要求1所述的制剂与额外的香精或香料物质的结合,其中香料组合物是液态或固态形式。
12.根据权利要求2至9至少一项所述的物质混合物或根据权利要求11所述的香精或香料组合物减小和/或遮蔽油脂化学制剂中不想要的异味的用途。
14.根据权利要求1所述的制剂或根据权利要求2至9至少一项所述的物质混合物或根据权利要求11所述的香精或香料组合物作为香料或香水的用途。
15.最终产品,含有根据权利要求1所述的制剂或根据权利要求2至9至少一项所述的物质混合物或根据权利要求11所述的香精或香料组合物,其中该最终产品选自组包括香水、清洁剂、洗衣粉、空气清新剂、蜡烛、洗碗液、织物柔软剂、护肤霜、护唇产品、卸妆剂、护发素、乳液、洗发香波、沐浴露和皂类及其固态和液态实施方案。
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CN114585715A (zh) * | 2019-11-19 | 2022-06-03 | 西姆莱斯有限公司 | 家庭护理产品或制剂 |
WO2022005759A1 (en) | 2020-06-29 | 2022-01-06 | The Procter & Gamble Company | Hair conditioning composition with antimicrobial system |
US20220034866A1 (en) * | 2020-07-28 | 2022-02-03 | Takasago International Corporation | Method for screening of unpleasant odor masking agents |
CN112745984B (zh) * | 2020-12-15 | 2021-10-22 | 广州芬豪香精有限公司 | 持久留香型香精 |
CN114711454B (zh) * | 2021-01-05 | 2023-11-10 | 深圳市康诚一品科技有限公司 | 一种天然组分的气溶胶形成基质以及气溶胶生成系统 |
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WO2022253896A1 (en) * | 2021-06-04 | 2022-12-08 | Unilever Ip Holdings B.V. | A method of providing high spf to a topical surface of a body |
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