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CN1902161A - Novel oxy-nitriles - Google Patents

Novel oxy-nitriles Download PDF

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Publication number
CN1902161A
CN1902161A CNA2004800400117A CN200480040011A CN1902161A CN 1902161 A CN1902161 A CN 1902161A CN A2004800400117 A CNA2004800400117 A CN A2004800400117A CN 200480040011 A CN200480040011 A CN 200480040011A CN 1902161 A CN1902161 A CN 1902161A
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product
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article
composition
compound
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Inventor
卢卡·图莱
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Flexitral Inc
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Flexitral Inc
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/11—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
    • C07C255/13—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/16—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same carbon atom of an acyclic carbon skeleton
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00—Chewing gum
    • A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20—Synthetic spices, flavouring agents or condiments
    • A23L27/202—Aliphatic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/20—Synthetic spices, flavouring agents or condiments
    • A23L27/202—Aliphatic compounds
    • A23L27/2022—Aliphatic compounds containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • 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
    • C11B9/0023—Aliphatic compounds containing nitrogen as the only heteroatom
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Fats And Perfumes (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Seasonings (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Cosmetics (AREA)
  • Confectionery (AREA)

Abstract

A compound or a mixture of compounds comprising an aromachemical compound of I the formula: NC-CH2-O-R wherein: R is straight or branched chain alkyl, alkenyl having 1-16 carbon atoms, aryl, aralkyl, alkaryl, thiophenyl or substituted derivatives thereof as well as compositions, products, preparations or articles having improved aroma, fragrance or odor characteristics containing as active ingredient such compound or mixture of compounds.

Description

Novel oxy-nitriles
Invention field
Generally speaking, the present invention relates to field of fragrances.More specifically be exactly, the present invention relates to the novel aromatic chemical and other have the goods of peculiar property and advantage, these novel aromatic chemical have aromatic odour; Other aromachemicals does not possess these unique character and advantages.These fragrance derivatives can be applicable to all fields that need aromatic odour.The present invention also mixture with these aromaticity derivatives is relevant, and with the preparation method of these aromaticity derivatives and these aromaticity derivatives as aromatoising substance with various matrix in application relevant.
Background of invention
In perfume and various other products, there is the numerous aromatoising substance of kind to be used as wherein component.For example, scouring agent, fabric softening agent, hair care agent and the aromatoising substance that is used for other products of fabric fibre all contain spices basically.
What should be mentioned that is that in perfumery, a large amount of compounds belong to nitriles substance.For these years, people know that nitrile compounds is used to strengthen the aromatic odour of aromatic compound, fragrance product and cologne.In the present invention, people can see described these nitrile compounds in this paper back, and these nitrile compounds especially are applied in specific perfumery at present in perfumery.
People have developed various aliphatic nitrile compounds and aromatic nitrile compounds, these nitrile compounds have satisfactory stability in corrosive medium, and has similar smell to corresponding aldehyde compound, before developing these nitrile compounds, these corresponding aldehyde compounds have been used to perfumery.In " spices and the aromachemicals " that S.Arctander showed, various examples have been provided.In present technique, also some ether-nitrile compounds is illustrated.These ether-nitrile compounds prepare by add Fatty Alcohol(C12-C14 and C12-C18) in vinyl cyanide, methacrylonitrile or propenyl cyanide.It is reported that ether-nitrile compounds has and the used similar smell of alcohols material of preparation ether-nitrile compounds.Therefore, people such as J.Kulesza is illustrated add a series of alcohols materials in vinyl cyanide.From to can seeing the explanation of smell, the smell of most of ether-nitrile compounds is similar to the smell of corresponding alcohols material.Equally, be illustrated add the pure and mild unsaturated fatty alcohol of various saturated fattys in vinyl cyanide in DE-A-2601825, the adding compound that various saturated fatty acid and unsaturated fatty acids generated might be applied in the perfumery or be used as polar solvent in vinyl cyanide.
Though this reference does not almost provide the information of the relevant actual smell of this compounds, the document illustrates that really the smell of this compounds is at least to a certain extent by corresponding alcohols material decision.
Chemical odor and citral (z-3 that geranonitrile (3,7-dimethyl-2,6-octadiene nitrile) has, 7-dimethyl-2,6-octadiene aldehyde) similar, the latter is a kind of compound that nature extensively exists, and also is widely used a kind of compound in the perfumery simultaneously.The smell of citronellyl nitrile (3,7-dimethyl-6-octene nitrile) is similar to lemon, and its odor characteristics is inferior to nitrile compounds.The odor type that citrus odor type and Ozonil.RTM (mixtures of 2-three decene nitriles and 3-three decene nitriles) are had is quite similar, but the citrus odor type also has tangerine fruit flavour type, peach odor type, and these odor types are relevant with floral type.
The smell of lemonile (3-methyl-5 phenyl-2-pentenenitrile) and the smell of this paper compound noted earlier belong to same type, promptly belong to the citrus fruit odor type.In the former technology, used other derivatives that contains nitriles substance in the perfume, this is well-known; Contain phenyl group in these derivatives.5,143, No. 899 United States Patent (USP)s of issue on September 1st, 1992 (title is " preparation phenylbutyronitrile and preparation use 2, the technological process of 2-dimethyl-4-phenyl pentane nitrile perfume ") are illustrated this compounds.4 of issue on June 6th, 1989,837, No. 351 United States Patent (USP) is illustrated the nitriles substance derivative that contains phenyl group, has used these and contain the derivative of nitriles substance in the perfume of other types, and these derivative compounds have strong, pure and fresh citrus odor type and floral type.In addition, 3,325, No. 369 United States Patent (USP)s also are illustrated using cinnamyl nitrile to strengthen perfume component desirable fragrance strength.
In addition, the mixture of these compounds is sold by companies such as the Firmenich of Switzerland, and the sale of this class mixture is labeled as TABACENE (shown in the T1 page or leaf of " trade mark and the amalgamation title catalogue " of publishing) in U.S. fragrance association.
The specific product that contains corrosive medium comprises sanitising agent, reodorant, anti-sweat agent and perfumed soap, in these products, citral is the typical compound with citrus type smell, citral has strong citrus odor type, but citral is stable inadequately, although this odor type is appreciated very much by perfume manufacturers, in specific function perfume, do not use citral.
Although present known nitriles substance has shown good odor property, the odor type that these nitrile compounds had lacks the lemon feature, and the pure and fresh fragrance of citrus is also not enough, has all found fat-metal construction simultaneously in all these nitrile compounds.Owing to these reasons, can in corrosive medium, keep stable so need find, and have the nitrile compounds to the similar smell of citral, this searching process is a large order.
This paper describes novel aromatic chemical material, simultaneously the use of the method for preparing these derivatives, these aromatic chemical materials and the goods that contain these aromachemicals is described.These new derivatives can be used for the situation of the specific odor type of all needs.The invention still further relates to the preparation method of mixture, these derivatives of these derivatives and these derivatives as the application of aromatic material in various matrix.
Summary of the invention
One embodiment of the invention are relevant with the aromachemicals with following molecular formula:
NC-CH 2-O-R
Wherein R is the substitutive derivative of straight or branched alkyl with 1～16 carbon atom, alkenyl, aromatic base, aralkyl, alkane fragrance or these groups.
According to top molecular formula, a kind of preferred compound is that R is the compound of citronellyl, and the molecular formula of this preferred compound is:
NC-CH 2-O-(CH 2) 2-CHCH 3-(CH 2) 2-CH＝C(CH 3) 2
Second embodiment of the present invention relates to composition, product or the goods that contain above-claimed cpd or above-claimed cpd mixture, and the mixture of these compounds or compound is used as active ingredient in these compositions, product or goods; These compositions, product or goods have better aromatic odour characteristic.
Another embodiment of the present invention relates to composition, product or the goods that contain above-claimed cpd or above-claimed cpd mixture, and the mixture of these compounds or compound is used as active ingredient in these compositions, product or goods; These compositions, product or goods have better fragrance and taste.
Another embodiment of the present invention relates to makes a certain composition, product, preparation or goods have the method for taste; Also relate to improvement, strengthen or change the method for a certain composition, product, preparation or goods taste, these methods are included in the above-claimed cpd of interpolation effective dose in composition, product, preparation or the goods or the mixture of these compounds.
Another embodiment of the present invention relates to the method that makes a certain composition, product, preparation or goods have aromatic odour or odor characteristics; Also relate to improvement, strengthen or change the method for a certain composition, product, preparation or products aroma smell or odor characteristics, these methods are included in the above-claimed cpd of interpolation effective dose in composition, product, preparation or the goods or the mixture of these compounds.
Another embodiment of the present invention relates to the goods that contain above-claimed cpd or these compounds.
Aromatic chemical material among the present invention will be prepared according to following given method, and this method is relevant with synthetic foregoing preferred compound.
Aromatic chemical material among the present invention has the odor characteristics of corresponding nitrile compounds, but greatly reduces the undesirable smell that oil-metal construction had in the typical nitrile compounds.
Contain that the concrete useful articles of aromaticity derivative comprises perfume, section's dalbergia wood water, candle, air freshener, cleaning compositions and sterilizing agent among the present invention.
Detailed description of the present invention
Contain that the concrete useful articles of aromaticity derivative comprises perfume, cologne, candle, air freshener, cleaning compositions and sterilizing agent among the present invention.
The composition that can add compound and derivative among the present invention, product, preparation and goods comprise candle, air freshener, perfume, spices, section's dalbergia wood water, perfumed soap, body lotion, shampoo or other treatments, makeup, the body and function odorant agent, reodorant, anti-sweat agent, liquid fabric sanitising agent or softener, solid fabric sanitising agent or softener, SYNTHETIC OPTICAL WHITNER (hypochlorite), sterilizing agent, full family expenses or the industrial cleaners of imitating, food, seasonings, such as beer and the such beverage of carbonated drink, artificial tooth cleaning agent, such as lozenge, candy, these can discharge the product of aromatic odour chewing gum in the oral cavity, medicine and similar products like.
When these compounds are used as aromatised fraction, promptly can be used alone, but also also mix together; In the preferred case, aromatic compound shared weight percent in fragrance composition is at least about 30%, and preferred situation is that aromatic compound shared weight percent in composition is at least about 60%.These compounds can use separately, also can form of mixtures use, and need not add other components.Can have the odor characteristics of every kind of compound in the mixture of these compounds, the mixture of these compounds can be used as aromatised fraction.Use the mixture of these compounds to have special advantage, this advantage can be saved some separation and/or purification step exactly.
In fact derivative among the present invention can be used for any goods that contain conventional fragrant chemical substance or other spices, and no matter these aromatic chemical materials or other spices are natural or synthetic.Concrete goods comprise SYNTHETIC OPTICAL WHITNER, sanitising agent, seasonings, spices, beverage, comprising alcoholic beverage and similar beverage.Derivative among the present invention can also be applied to perfumed soap, shampoo, body and function reodorant, anti-sweat agent, solid or liquid fabric washing composition, fiber softener, sanitising agent and/or family expenses and industrial full effect clean-out system.Certainly, these compounds are not limited to be applied in the product noted earlier, and these compounds also have other purposes, such as the aromatoising substance that is used as in perfumed soap, body lotion, sanitary product, treatment, body and function reodorant, air freshener, the makeup; Even can also be used for the highclass perfumes industry, such as being used for multiple perfume and cologne.
Product among the present invention also can be used for food, seasonings, such as the such beverage of beer and carbonated drink, artificial tooth cleaning agent, these can discharge product, medicine and the similar products like of aromatic odour in the oral cavity such as lozenge, candy, chewing gum.To be described in detail these application below.
In described all application, the derivative among the present invention can use separately, also can use with mutually, or mix use with this area present used other aromatised fractions, solvent or assistant agent.The character of these simultaneous components and kind need not be given unnecessary details at this, and these simultaneous components also are too numerous to enumerate, and those of skill in the art just can select the component that these use simultaneously by the performance of the general general knowledge and the product of producing and required odor effect.These aromatised fractions are classified as certain class chemical substance usually, such as the heterogeneous ring compound and the natural or artificial essential oil that can be alcohols, aldehydes, ketone, ester class, ethers, acetate esters, nitrile, terpene hydrocarbons, sulfur-bearing and nitrogen.Reference is illustrated the aromatised fraction of a large amount of these classes, such as " fragrance and flavor chemicals " (1969.Montclair publication that S.Arctander showed, N.J., U.S.) just the aromatised fraction to this class is illustrated, and the full text of the document is merged in this paper at this by quoting as proof.
Derivative shared ratio in various products can change in very wide scope among the present invention.This ratio depend on aromatic props character and require the odor effect that reaches, when the fragrance derivatives among the present invention and this area present used other fragrance component, solvent or assistant agent mixed use, this ratio also depended on the character of these other components.
For example, the derivative among the present invention in containing the product of these derivatives shared weight concentration about 0.1～10% or higher.When these compounds directly were used for making the foregoing various consumer's goods to have aromatic odour, the working concentration of these compounds can be well below foregoing concentration range.
These compounds can be used for containing in the sanitising agent of SYNTHETIC OPTICAL WHITNER and activator, such as can be used for containing tetra acetyl ethylene diamine, hypohalite, especially hypochlorite, such as the sanitising agent of these peroxide bleaching agent of perborate.These compounds also can be used in body and function reodorant and the anti-sweat agent, such as the anti-sweat agent of the reodorant that is used for containing aluminium salt.This paper below will be described in detail these embodiments.
Except aromaticity derivative as herein described, composition herein contains the detergency tensio-active agent, what can select is, these compositions can also contain a place or multiple other cleaning component, these cleaning component comprise the cleaning auxiliary substance, strengthen the material of cleaning effect, help or strengthen the material of institute's clean article processing, the material that improves cleaning compositions character attractive in appearance is (such as spices, pigment, pigment etc.), usually about 0.5%～90%, these synthesis of detergent tensio-active agents comprise traditional alkylbenzene sulfonate that contains 1～18 carbon atom in the shared weight ratio of composition for used non-limiting synthesis of detergent tensio-active agent among the present invention, contain the elementary of 10～20 carbon atoms, side chain and random alkylsulfonate and similar material.
In the preferred case, the concentration that only contains washing composition in the composition of synthetic detergent is about 0.5～50%.In the preferred case, contain in the composition of soap matter and contain 10%～90% soap matter approximately.
Composition among the present invention also can contain such as other such components of enzyme, SYNTHETIC OPTICAL WHITNER, fiber softener, the inhibitor that fades, suds suppressor and sequestrant, and these other components are well-known in the art.
These derivatives as herein described can be used in the beverage, and make beverage have different tastes.Beverage can be a cola beverages, also can be coffee, tea, milk beverage, fruit juice, orange beverage, lemon beverage, beer, maltose beverage or other beverages through seasoning.These beverages can be liquid drinks, also can be the dry powder beverages.These drink composition can also contain one or more seasoningss, artificial color, support one's family and order additive, sanitas, caffeine additives, water, souring agent, thickening material, buffer reagent, emulsifying agent and/or fruit juice concentrate.
The available artificial color comprises caramel colour, yellow 6 and yellow 5.The available vitamin additives comprises Wei ShengsuB2, vitamin B6, vitamin B12, vitamins C (ascorbic acid), nicotinic acid, pantothenic acid, vitamin H and folic acid.The sanitas that is suitable for comprises Sodium Benzoate and potassium benzoate.The available salt comprises sodium-chlor, Repone K and magnesium chloride.Concrete emulsifying agent is Sudan Gum-arabic and pure natural gum, and the available thickening material is a pectin.The souring agent that is suitable for comprises citric acid, phosphoric acid and toxilic acid; The available buffer reagent comprises Trisodium Citrate and Tripotassium Citrate.
In a certain embodiment, beverage is the cola beverages that is filled with carbonic anhydride.Its pH value is about 2.8 usually, and following component can be used to prepare the slurry of these compositions: concentrated flavouring agent; Wherein contain one or more derivatives as herein described (22.22 milliliters), 80% phosphoric acid (5.55 gram), citric acid (0.267 gram), caffeine (1.24 gram), artificial sweetening agent, sugar or com slurry (taste depends on actual sweeting agent) and Tripotassium Citrate (4.07 restrain).For example, this drink composition can make by foregoing slurry being mixed with Soda Ash Light 99.2min. than the ratio of 250 milliliters of Soda Ash Light 99.2min.s in 50 milliliters of slurries.
The seasoning food and the medical composition that contain one or more derivatives among the present invention also can be prepared.Use those skilled in the art's technology in common knowledge these derivatives can be joined in traditional food.In addition, these derivatives can add in the polymer beads, and these polymer beads can be distributed in again within the base-material that can put into the oral cavity or on the base-material surface, wherein can put into the normally solid-state or semi-solid state base-material of base-material in oral cavity.But be used under the situation of chewing composition, but when chewing composition was chewed and remain in the oral cavity, these derivatives can enter into polymer base material, thereby prolong the time that said composition discharges fragrance.In dry powder type or mixed beverage, fragrance can come out when product is used, or composition enters into base-material further adding man-hour.When two kinds of seasoningss mix mutually with polymer beads, can control the relative consumption of two kinds of seasoningss, thereby these flavor compounds are discharged simultaneously and use up.
In a certain embodiment, seasoning composition comprises the base-material that can put into the oral cavity, multiple water-soluble polymer particles, these water-soluble polymer particles are dispersed in the base-material that can put into the oral cavity, wherein these polymer beads each have the internal void network, and these polymer beads are nondegradable in digestive tube, and one or more derivatives as herein described lie in these mesh.When base-material was subjected to chewing, these derivatives were discharged in the oral cavity, and dissolve in the oral cavity; Perhaps these derivatives are when base-material is accepted further to handle and discharge, and concrete treating processes is included in and adds liquid, dry mixed, stirring, mixing, heating, baking and culinary art in the base-material.The base-material that can put into the oral cavity can be selected from natural gum, latex material, crystallised sugar, random sugar, fondant, Almond confectionery, sauce, jelly, creme, powder, dry pack, dehydrating food compound, bake, pasty food product, gives birth to face, tablet and lozenge.
Tasteless sizing can combine with derivative of the present invention, or combines with other suitable derivative as herein described, thereby reaches required flavor concentration.Generally speaking, arm mixer is preheating to 110F, and sizing joins in the mixing tank through preheating and after softening, and mixes for 30 seconds in mixing tank.In mixing tank, add the seasoning derivative then, and mix reasonable time.After this sizing material is taken out from mixing tank, and also be under the warm state at sizing material and on paraffin paper, be rolled into sizing material bar-shaped.
In a certain embodiment, derivative herein is added in a certain system, and this system can discharge aromatic odour in a controlled manner.These systems comprise air freshener, clothes clean-out system, fabric softening agent, reodorant, body lotion and its change household supplies etc.Aromatoising substance wherein is one or more derivatives of essential oil described herein normally, the content difference of every kind of derivative.4,587, No. 129 United States Patent (USP) is illustrated the method for preparing gel product, contains aromatoising substance or fragrant oily substance up to 90% weight in these goods, and the full text of this patent is merged in this paper at this by quoting as proof.This gel is made by polymkeric substance, wherein polymkeric substance contains hydroxyl (low-alkoxy) 2-alkeneoate, hydroxyl (low-alkoxy) low-carbon alkyl 2-alkeneoate, or contains low charcoal alkyl 2-alkeneoate of hydroxyl poly-(low-alkoxy) and unsaturated polyester vinyl linking agent.These materials have the characteristic that slowly discharges continuously, and promptly these materials can discharge aromatised fraction continuously in long time.Advantage of the present invention is, the all or part of derivative that contains aldehyde groups can be modified, thereby become the derivative that contains the acetal radical group, because the acetal hydrolysis can form aldehyde compound, so the derivative after the modification can discharge aromatic odour in for some time.
Example 1:
Figure A20048004001100181
In THF (20 milliliters) suspension of sodium hydroxide (0.60 gram), add the B geraniol, and under the backflow situation to this liquid agitation 1 hour.This liquid cooling to room temperature, and is added the own nitrile of chlorine (0.90 milliliter).At room temperature carry out two days stirring and reaction, under normal aqueous conditions, continue to keep then.The conclusion that stratographic analysis draws is: alkylation products is certain colourless oil body.
Other preferred fragrance compounds within the scope of the present invention comprise the compound with following structural formula:
C 6H 5-CH 2-O-CH 2-CH
So far this paper is illustrated material circumstance of the present invention.Clearly, can carry out multiple modification, replacement and variation to the present invention according to the explanation of this paper.It should be understood that the present invention can be implemented in the concrete mode outside described of this paper.These modifications, replacement and variation are all within the scope of the present invention.

Claims (46)

1. the mixture of compound or compound, it comprises the aromatic compound of following molecular formula:
NC-CH 2-O-R
Wherein R is straight or branched alkyl, the thiazolinyl that contains 1～16 carbon atom;
Or the substitutive derivative of aryl, alkaryl, aralkyl, thiophenyl or these groups.
2. aromatic compound according to claim 1 has following molecular formula:
NC-CH 2-O-(CH 2) 2-CHCH 3-(CH 2) 2-CH＝C(CH 3) 2
3. aromatic compound according to claim 1 has following molecular formula:
4. aromatic compound according to claim 1 has following molecular formula:
5. composition, product, goods or the article with better aromatic odour or better odor characteristics is characterized in that, contain compound in the claim 1 or compound as active ingredient.
6. according to composition, product, goods or the article of claim 5, wherein the shared weight ratio of compound or compound is at least 30%.
7. according to composition, product, goods or the article of claim 5, wherein the shared weight ratio of compound or compound is at least 60%
8. according to composition, product, goods or the article of claim 5, its manifestation is perfume, spices or cologne, perfumed soap, body lotion, sends out and wash shampoo or other treatments, makeup, body and function perfume compound, reodorant or anti-sweat agent, air freshener, liquid or solid fabric detergent or softener, bleach product, sterilizing agent or imitate family expenses or industrial cleaners entirely.
9. fragrance composition according to Claim 8, product, goods or article, used other aromatised fractions, solvent, the assistant agent in aromatic compound wherein or compound and this area mixes existence.
10. aromatic articles according to Claim 8, its manifestation are cologne, perfumed soap, body lotion, send out and wash shampoo or other treatments, makeup, body and function reodorant or anti-sweat agent, air freshener, fabric detergent or softener, bleach product, sterilizing agent or imitate household cleaners entirely.
11. according to the fragrance composition, product, goods or the article that exist with the perfume form of claim 10, aromatic compound wherein or compound mix existence with other aromatised fractions, solvent, assistant agent.
12. body and function reodorant or anti-sweat agent composition, product, goods or article according to claim 10.
13. according to body and function reodorant or anti-sweat agent composition, product, goods or the article of claim 12, aromatic compound wherein or compound mix existence with other aromatised fractions, solvent, assistant agent.
14. cleanser compositions, product, goods or article according to claim 10.
15. according to the cleanser compositions in the claim 14, product, goods or article, aromatic compound wherein or compound mix existence with other cleaning component, solvent, assistant agent.
16. whitener composition, product, goods or article according to claim 10.
17. according to whitener composition, product, goods or the article of claim 16, aromatic compound wherein or compound mix existence with other bleaching components, solvent, assistant agent.
18. the composition, product, goods or the article that exist with the sterilizing agent form according to claim 10.
19. according to antiseptic composition, product, goods or the article of claim 18, aromatic compound wherein or compound mix existence with other disinfectant component, solvent, assistant agent.
20. have composition, product, goods or the article of better fragrance or better taste, phenolic compound in the claim 1 or compound are the active ingredients in these compositions, product, goods or the article.
21. the composition, product, goods or the article that exist with drink form according to claim 20.
22. according to drink composition, product, goods or the article of claim 21, aromatic compound wherein or compound mix existence with Other Drinks component, solvent, assistant agent.
23. the composition, product, goods or the article that exist with the seasonings form according to claim 20.
24. according to seasoning composition, product, goods or the article of claim 23, aromatic compound wherein or compound mix existence with other flavor ingredients, solvent, assistant agent.
25. the composition, product, goods or the article that exist with food forms according to claim 20.
26. according to food compositions, product, goods or the article of claim 25, aromatic compound wherein or compound mix existence with other food components, solvent, assistant agent.
27. the composition, product, goods or the article that exist with gum formats according to claim 20.
28. according to chewing gum compositions, product, goods or the article of claim 25, aromatic compound wherein or compound mix existence with other gum components, solvent, assistant agent.
29. the composition, product, goods or the article that exist with the medicine form according to claim 20.
30. according to the composite medicine in the claim 29, product, goods or article, aromatic compound wherein or compound mix existence with other medicine components, solvent, assistant agent.
31. the composition, product, goods or the article that exist according to the base-material form can enter the oral cavity of claim 20.
32. according to composition, product, goods or the article of claim 29, aromatic compound wherein or compound mix existence with other base ingredient, solvent, assistant agent.
33. one kind makes the taste that composition, product, goods or article have, improve, strengthen or change or the method for taste feature, it is characterized in that adding in these compositions, product, goods or article compound or the compound described in the claim 1 of effective dose.
34. according to the method for claim 33, wherein said composition, product, goods or article exist with drink form.
35. according to the method in the claim 33, wherein said composition, product, goods or article exist with the seasonings form.
36. according to the method for claim 33, wherein said composition, product, goods or article exist with food forms.
37. according to the method for claim 33, wherein said composition, product, goods or article exist with gum formats.
38. according to the method for claim 33, wherein said composition, product, goods or article exist with the medicine form.
39. according to the method for claim 33, wherein said composition, product, goods or article are to exist with the base-material form that can enter the oral cavity.
40. a method that makes fragrance, fragrance or odor characteristics that composition, product, goods or article have, improve, strengthen or change is characterized in that adding compound or the compound described in the claim 1 of effective dose in these compositions, product, goods or article.
41. according to the method for claim 40, wherein said composition, product, goods or article exist with the perfume form.
42. according to the method for claim 40, wherein said composition, product, goods or article exist with body and function odorant agent, reodorant or anti-sweat agent form.
43. according to the method for claim 40, wherein said composition, product, goods or article exist with the washing composition form.
44. according to the method for claim 40, wherein said composition, product, goods or article exist with the bleach product form.
45. according to the method for claim 40, wherein said composition, product, goods or article exist with the sterilizing agent form.
46. a manufacture, it comprises wrapping material, contains aromatic odour toughener, taste or fragrance toughener in described wrapping material; Wherein said toughener is aromaticity, smell degree, the taste of enhancing composition, goods, product or article effectively; Described wrapping material have label, and this label has been indicated and strengthened aromaticity, smell degree, aromatic odour or the used toughener of taste; Wherein said toughener is compound or the compound in the claim 1.
CNA2004800400117A 2003-11-12 2004-11-12 Novel oxy-nitriles Pending CN1902161A (en)

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CA2545617A1 (en) 2005-05-26
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GB2423303A (en) 2006-08-23

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