Thiol / thiophenol deodorizing flavor enhancer

By adsorbing Delta-tukone and DBU catalyst with trisilyl modified aerogel support, a latent fragrance body is formed to deodorize and enhance scent to thiol-containing compounds, which solves the problems of incomplete deodorization, repeated release and unstable deodorization efficiency in the prior art, and achieves efficient deodorization and fragrance enhancement effect.

CN119896963APending Publication Date: 2025-04-29XUZHOU B&C CHEM CO LTD
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Patent Information

Application Number
CN202510156454.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-02-12
Publication Date
2025-04-29

AI Technical Summary

Technical Problem

The existing thiol deodorization methods have problems such as incomplete deodorization, repeated release, unstable deodorization efficiency and inability to enhance fragrance.

Method used

Trisil modified aerogel is used as a support to deodorize and enhance sulfhydryl-containing compounds by adsorbing Delta-tukoketone and DBU catalyst.

Benefits of technology

The thorough and fragrant-enhancing effect of thiol deodorization is achieved, which avoids repeated release of thiol, improves deodorization efficiency, and reduces raw material costs.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention provides a mercaptan / thiophenol deodorization flavor enhancer, which takes trimethylsilyl modified aerogel as a carrier to at least adsorb Delta-damascenone and also adsorb a DBU catalyst. The mercaptan / thiophenol deodorization flavor enhancer can perform deodorization and flavor enhancement on a mercapto-containing compound, and the mercapto-containing compound comprises at least one of n-dodecanethiol, tert-dodecanethiol, 3-mercaptopropionic acid, 1, 4-butanedithiol, 1-butyl mercaptan, 1-pentyl mercaptan, 1-hexanethiol and 1-octyl mercaptan. The mercaptan / thiophenol deodorizing flavor enhancer provided by the invention can be used for deodorizing and enhancing flavor; mercaptan / thiophenol is thoroughly deodorized and cannot be repeatedly released; the mercaptan / thiophenol deodorizing flavor enhancer is very high in use efficiency and can be repeatedly used in air for a long time, so that the raw material cost is greatly reduced; the mercaptan / thiophenol deodorization flavor enhancer is combined with the trimethylsilyl modified aerogel, so that the deodorization efficiency of the mercaptan / thiophenol deodorization flavor enhancer is higher.
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Description

Technical Field

[0001] The invention belongs to the technical field of deodorants, and in particular relates to a thiol / thiophenol deodorant and flavor enhancer. Background Art

[0002] Mercaptan is a compound with a strong malodor and is commonly used for odor control in industry and daily life. The deodorization methods of mercaptan mainly include chemical oxidation, biological method and physical adsorption method. Chemical oxidation method: Mercaptan can be used to remove odor by oxidation reaction to generate odorless disulfide. For example, under alkaline conditions, mercaptan can react with oxygen to generate disulfide, thereby achieving the effect of deodorization. In addition, catalysts and co-solvents can be used for oxidation treatment to improve the deodorization efficiency. Biological method: Biological deodorants use the action of microorganisms to inhibit the growth of putrefactive bacteria through the biological decomposition layer, thereby eliminating the generation of odorous gases. This method has simple equipment, low operating costs, and less secondary pollution. Physical adsorption method: The use of physical adsorption materials such as activated carbon and zeolite can effectively adsorb mercaptan molecules in the air, thereby reducing their concentration. Other methods: For example, deodorants extracted from plants, these natural ingredients can react chemically with mercaptan, thereby inhibiting the odor. In addition, there are new processes such as electron beam microwave decomposition, which decompose mercaptan molecules through high-energy radiation. There are various methods for deodorizing mercaptans, and the appropriate method can be selected according to the specific application scenario to achieve the best deodorization effect.

[0003] However, the current deodorization methods for mercaptans have problems such as incomplete deodorization of mercaptans, repeated release of mercaptans, unstable deodorization efficiency, which varies with temperature, and failure to enhance fragrance during the deodorization process. Summary of the invention

[0004] Trimethylsilyl-modified silica aerogel is a material that is made by chemically modifying silica aerogel to make it hydrophobic. This modification usually uses trimethylchlorosilane (TMCS) as the main surface modifier, which is achieved by replacing the hydrophilic hydroxyl groups on the surface of the gel with hydrophobic methyl groups. The modified silica aerogel has lower surface energy and better hydrophobicity, which makes it show better performance in many applications.

[0005] In order to solve the problems in the prior art, the present invention provides a thiol / thiophenol deodorant and flavor enhancer in combination with trimethylsilyl modified aerogel.

[0006] The specific technical solutions of the present invention are as follows:

[0007] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention is characterized in that the thiol / thiophenol deodorant and flavor enhancer uses trimethylsilyl modified aerogel as a carrier to adsorb at least Delta-damascena.

[0008] The thiol / thiophenol deodorizing and flavoring agent provided by the present invention also has the following technical characteristics: the thiol / thiophenol deodorizing and flavoring agent uses trimethylsilyl modified aerogel as a carrier and also adsorbs DBU catalyst.

[0009] The thiol / thiophenol deodorizing and flavoring agent provided by the invention also has the following technical characteristics: the thiol / thiophenol deodorizing and flavoring agent can deodorize and flavor sulfhydryl-containing compounds.

[0010] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has such technical characteristics, wherein the thiol-containing compound includes at least one of n-dodecyl mercaptan, tert-dodecyl mercaptan, 3-mercaptopropionic acid, 1,4-butanedithiol, 1-butanethiol, 1-pentanethiol, 1-hexanethiol and 1-octanethiol.

[0011] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical features, wherein the preparation method of trimethylsilyl modified aerogel comprises the following steps: step S1, mixing a silicon source, a solvent 1 and water for hydrolysis reaction to obtain a hydrolysis solution; step S2, adjusting the pH to make the hydrolysis solution gel, heat-drying and curing the gel, and obtaining a gel after heat-drying and curing; step S3, mixing the solvent 2 and the modifier evenly to obtain a modified liquid, immersing the gel after heat-drying and curing in the modified liquid, heat-drying and curing again, and obtaining a gel after heat-drying and curing again; step S4, supercritical CO 2 The gel is extracted and heat-dried and cured again to obtain trimethylsilyl-modified aerogel.

[0012] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical features: the silicon source in step S1 is methyl orthosilicate or ethyl orthosilicate; the solvent 1 is methanol or ethanol; the temperature of the hydrolysis reaction is 50-70°C, the pH is 1.0-3.0, and the time is 6-10h; and the mass ratio of the silicon source, the solvent 1 and water is 1:(4-6):(0.1-0.3).

[0013] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical features: wherein, in step S2, the pH is adjusted to 7.5-8.5; the temperature of the heat drying curing is 60-80° C., and the time is 6-12 hours.

[0014] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical features: in step S3, the solvent 2 is one or more of acetone, ethanol, n-hexane and n-heptane; the modifier is hexamethyldisilazane, trimethylchlorosilane or triphenylchlorosilane; the mass ratio of the solvent 2 to the modifier is (8-20):1; the temperature of the second heat drying and curing is 60-80°C, and the time is 6-12h.

[0015] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical features: in step S4, supercritical CO2 The extraction stage temperature is 50-70℃, the extraction stage pressure is 10-15MPa, the separation stage temperature is 35-60℃, the separation stage pressure is 4.5-5.5MPa, and the supercritical CO 2 The extraction time is 6-12h.

[0016] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also includes at least one of the following technical features: a1) the density of the trimethylsilyl modified aerogel is 0.050-0.165 g / cm 3 ; a2) The trimethylsilyl modified aerogel is in the form of blocks, particles or powder.

[0017] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention also has the following technical characteristics: the thiol / thiophenol deodorant and flavor enhancer uses trimethylsilyl modified aerogel as a carrier to at least saturately adsorb Delta-damascena.

[0018] Functions and Effects of the Invention

[0019] The thiol / thiophenol deodorant and flavor enhancer provided by the invention combines a chemical method to form a latent fragrance body and a physical adsorption method, and uses trimethylsilyl-modified aerogel to saturately adsorb the fragrance Delta-damascene and a catalytic amount of DBU as a base catalyst to complete the chemical adsorption of thiol-containing compounds.

[0020] The thiol / thiophenol deodorant and flavor enhancer provided by the present invention can conditionally adjust the density of the trimethylsilyl modified aerogel carrier in the thiol / thiophenol deodorant and flavor enhancer to 0.050-0.165 g / cm 3 , so that its saturated adsorption capacity reaches 5-20 times the weight of the aerogel. The trimethylsilyl-modified aerogel saturated with Delta-damascone and a catalytic amount of DBU can adsorb mercapto compounds to remove odors. In addition, due to the high specific surface area of ​​the trimethylsilyl-modified aerogel, the generated latent odor sulfide can better contact the air to be oxidized into the raw material Delta-damascone and aldehyde compounds (such as n-dodecanal with aldehyde and citrus aroma) or disulfide, thereby achieving the purpose of deodorization and fragrance enhancement.

[0021] The thiol / thiol deodorant and flavor enhancer provided by the present invention combines the advantages of strong adsorption capacity, variable density and large specific surface area of ​​trimethylsilyl modified aerogel, so that the generated latent fragrance body is easily oxidized to generate two fragrances without reverse reaction to regenerate thiol / thiol, and the thiol / thiol deodorant is completely deodorized without repeated release. Moreover, the thiol / thiol deodorant and flavor enhancer of the present invention has high use efficiency and can be repeatedly used in the air for a long time, greatly reducing the cost of raw materials.

[0022] The mercaptan / thiophenol deodorizing and flavoring agent provided by the invention is combined with trimethylsilyl modified aerogel, so that the deodorizing efficiency is higher. DETAILED DESCRIPTION

[0023] The terms used in the present invention, unless otherwise specified, generally have the meanings that are commonly understood by those of ordinary skill in the art.

[0024] In the following examples, various processes and methods not described in detail are conventional methods well known in the art.

[0025] The reagents used in the following examples were purchased from common commercial sources, and the experimental operations and experimental conditions not specified were referred to the conventional operations and conventional conditions in the art.

[0026] The specific implementation of the present invention is described below with reference to embodiments.

[0027] <Example 1>

[0028] This embodiment provides a method for preparing trimethylsilyl modified aerogel, and the preparation steps are as follows:

[0029] Step S1, mixing the silicon source, solvent 1 and water for hydrolysis reaction to obtain a hydrolysis solution. The specific process is:

[0030] Tetraethyl orthosilicate, ethanol and water were mixed in a mass ratio of 1:5:0.2, and hydrolysis reaction was carried out at 60° C. and pH 2.0 for 8 hours to obtain a hydrolysis solution.

[0031] Step S2, adjusting the pH to make the hydrolyzed solution gel, and heat-drying and curing the gel to obtain a heat-drying and curing gel.

[0032] The specific process is:

[0033] The pH of the hydrolyzed solution was adjusted to 7.6, and the solution was injected into a mold to gel. After gelation, the solution was placed in a 70° C. oven for curing for 12 hours to obtain a gel block after heat curing.

[0034] Step S3, the solvent 2 and the modifier are mixed evenly to obtain a modified liquid, the gel after heat curing is immersed in the modified liquid, and heat-cured again to obtain a gel after heat curing again. The specific process is:

[0035] The solvent 2 (a mixture of acetone and ethanol, with a mixing mass ratio of 2:1) and the modifier hexamethyldisilazane are uniformly mixed in a mass ratio of 10:1 to obtain a modified solution, and the gel block after heat curing obtained in step S2 is immersed in the modified solution and placed in an oven at 70°C for curing for 12 hours to obtain a gel block after heat curing again.

[0036] Step S4, supercritical CO 2 The gel is extracted and heat-dried again to obtain trimethylsilyl modified aerogel. The specific process is:

[0037] Take out the gel block after heat drying and put it into supercritical CO 2 The extraction reactor was set at an extraction stage temperature of 55°C, an extraction stage pressure of 10 MPa, a separation stage temperature of 45°C, a separation stage pressure of 5.5 MPa, and the extraction was performed for 6 hours to obtain trimethylsilyl-modified aerogel blocks.

[0038] In this embodiment, the density of the trimethylsilyl modified aerogel is adjusted by adjusting the mass ratio of the silicon source, solvent 1 and water in step S1; ethylene glycol is added in step S1 to adjust the pore size distribution of the trimethylsilyl modified aerogel. Through the adjustment, the density range of this embodiment is 0.056-0.157 g / cm 3 Trimethylsilyl-modified aerogel blocks.

[0039] The present invention can adjust the density of trimethylsilyl modified aerogel to 0.050-0.165g / cm 3 , so that its saturated adsorption capacity reaches 5-20 times the weight of the aerogel. The density of trimethylsilyl modified aerogel is basically inversely proportional to its adsorption capacity.

[0040] Therefore, for the thiol / thiophenol deodorant and flavor enhancer using trimethylsilyl modified aerogel as a carrier, when the adsorption capacity of the aerogel needs to be enhanced, the density of the aerogel can be reduced to increase its saturated adsorption capacity. When the adsorption capacity of the aerogel needs to be weakened, the density of the aerogel can be increased to reduce its saturated adsorption capacity.

[0041] <Example 2>

[0042] In this example, a 30 mL transparent wide-mouthed glass sample bottle was used as a container. The density of the sample prepared in Example 1 was 0.122 g / cm 3 The trimethylsilyl modified aerogel block was used to saturate adsorb Delta-damascene (CAS: 57378-68-4). The saturated adsorption method is as follows:

[0043] Using a 30mL transparent wide-mouthed glass sample bottle as a container, excess Delta-damascone was dropped onto about 0.2-0.6g of accurately weighed trimethylsilyl-modified aerogel (accurate to one ten-thousandth of a gram), and adsorption was performed for 24 hours. The residual Delta-damascone droplets that could not be adsorbed were removed with a pipette and a capillary, and the weight of Delta-damascone adsorbed on the trimethylsilyl-modified aerogel was accurately weighed (accurate to one ten-thousandth of a gram), and the saturated adsorption amount was calculated. The saturated adsorption amount of trimethylsilyl-modified aerogel is calculated as: saturated adsorption amount = saturated adsorption Delta-damascone mass / 100g aerogel mass.

[0044] The saturated adsorption capacity of trimethylsilyl modified aerogel for Delta-damascus ketone was measured to be 1000g / 100g.

[0045] Then, the density of the prepared sample in Example 1 was 0.122 g / cm 3 The trimethylsilyl modified aerogel block is used to prepare the mercaptan / thiophenol deodorant and flavor enhancer, and the preparation process is as follows:

[0046] In a 30 mL transparent wide-mouth glass sample bottle, add 0.1 g DBU (1,8-diazabicyclo[5.4.0]undec-7-ene, CAS: 6674-22-2, catalytic equivalent of 0.03) and 3 g Delta-damascena, mix well, and add 0.3 g trimethylsilyl-modified aerogel block to achieve adsorption saturation.

[0047] Preparation of control sample 1: Add a mixture of 0.1 g DBU and 3 g Delta-damascena into a 30 mL transparent wide-mouth glass sample bottle.

[0048] Preparation of control sample 2: Add 0.3 g of trimethylsilyl-modified aerogel block into a 30 mL transparent wide-mouth glass sample bottle.

[0049] The deodorizing and flavoring effects of the prepared mercaptan / thiophenol deodorant, control sample 1, and control sample 2 were evaluated by the following method:

[0050] Thiol was added to the three samples, 1 drop (about 50 mg) was added along the bottle wall, and the aroma was evaluated. The initial aroma was after the addition of thiol. The bottle cap was closed, and the aroma was evaluated once after 3 minutes. The bottle cap was closed, and the aroma was evaluated once after 5 minutes. The aroma evaluation was completed by six volunteers with good sense of smell. Among them, eight thiols were added, namely n-dodecyl mercaptan, tert-dodecyl mercaptan, 3-mercaptopropionic acid, 1,4-butanethiol, 1-butanethiol, 1-pentanethiol, 1-hexanethiol and 1-octanethiol.

[0051] The evaluation results are listed in Table 1-8:

[0052] 1) n-dodecanethiol

[0053] Table 1

[0054]

[0055] As shown in Table 1, the thiol / thiol deodorant and flavor enhancer has a stench after adding a drop of n-dodecyl mercaptan, and the thiol odor rapidly weakens from 5.0 to 3.1 after 3 minutes, and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and citrus aromas (from n-dodecyl aldehyde) are produced, and the thiol odor is no longer released. The control sample 1 has a stench after adding a drop of n-dodecyl mercaptan, and the thiol odor rapidly weakens from 5.0 to 3.7 after 3 minutes (compared with the thiol / thiol deodorant and flavor enhancer, the odor weakens slowly), and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and citrus aromas (from n-dodecyl aldehyde) are produced, and the thiol odor is no longer released. The control sample 2 only has trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench odor after adding n-dodecyl mercaptan, and the intensity is not weakened, which is 5.0. It shows that the addition of trimethylsilyl-modified aerogel as a carrier in the thiol / thiophenol deodorant and flavor enhancer enhances the deodorizing and flavoring effect.

[0056] 2) tert-Dodecanethiol

[0057] Table 2

[0058]

[0059] As shown in Table 2, the mercaptan / thiophenol deodorant has a stench after adding a drop of tert-dodecyl mercaptan, and the mercaptan odor rapidly weakens from 5.0 to 3.9 after 3 minutes, and the odor disappears after 5 minutes, recovering the fruity and rose aromas, and no longer releasing the mercaptan odor. The control sample 1 has a stench after adding a drop of tert-dodecyl mercaptan, and the mercaptan odor weakens from 5.0 to 4.2 after 3 minutes (compared with the mercaptan / thiophenol deodorant, the odor weakens slowly), and the odor disappears after 5 minutes, recovering the fruity and rose aromas, and no longer releasing the mercaptan odor. The control sample 2 only has trimethylsilyl modified aerogel, which has no smell initially, and keeps the stench after adding tert-dodecyl mercaptan, and the intensity is not weakened, which is 5.0. It shows that the addition of the carrier trimethylsilyl modified aerogel in the mercaptan / thiophenol deodorant enhances the deodorizing and flavoring effect.

[0060] 3) 3-Mercaptopropionic acid

[0061] Table 3

[0062]

[0063]

[0064] As shown in Table 3, the mercaptan / thiophenol deodorant has a stench after adding a drop of 3-mercaptopropionic acid, and the mercaptan odor rapidly weakens from 5.0 to 3.1 after 3 minutes, and the odor disappears after 5 minutes, recovering the fruity and rose aromas, and no longer releasing the mercaptan odor. The control sample 1 has a stench after adding a drop of 3-mercaptopropionic acid, and the mercaptan odor rapidly weakens from 5.0 to 3.2 after 3 minutes (compared with the mercaptan / thiophenol deodorant, the odor weakens slightly slower), and the odor disappears after 5 minutes, recovering the fruity and rose aromas, and no longer releasing the mercaptan odor. The control sample 2 has only trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench after adding 3-mercaptopropionic acid, and the intensity is not weakened, which is 5.0. It shows that the addition of the carrier trimethylsilyl modified aerogel in the mercaptan / thiophenol deodorant enhances the deodorizing and flavoring effect.

[0065] 4) 1,4-Butanedithiol

[0066] Table 4

[0067]

[0068] As shown in Table 4, the thiol / thiophenol deodorant has a foul smell after adding a drop of 1,4-butanedithiol, and the thiol odor rapidly weakened from 5.0 to 3.5 after 3 minutes, and the odor disappeared after 5 minutes, and the fruity and rose aromas were restored, and the thiol odor was no longer released. The control sample 1 has a foul smell after adding a drop of 1,4-butanedithiol, and the thiol odor rapidly weakened from 5.0 to 3.9 after 3 minutes (compared with the thiol / thiophenol deodorant, the odor weakened more slowly), and the odor disappeared after 5 minutes, and the fruity and rose aromas were restored, and the thiol odor was no longer released. The control sample 2 only has trimethylsilyl modified aerogel, which has no smell initially. After adding 1,4-butanedithiol, the foul smell is maintained, and the intensity is not weakened, which is 5.0. It shows that the addition of the carrier trimethylsilyl modified aerogel in the thiol / thiophenol deodorant enhances the deodorizing and fragrance-enhancing effect.

[0069] 5) 1-Butanethiol

[0070] Table 5

[0071]

[0072] As shown in Table 5, the mercaptan / thiophenol deodorant has a stench after adding a drop of 1-butyl mercaptan, and the mercaptan odor rapidly weakens from 5.0 to 2.1 after 3 minutes, and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehydes and fragrances (from butyraldehyde) are produced, and the mercaptan odor is no longer released. The control sample 1 has a stench after adding a drop of 1-butyl mercaptan, and the mercaptan odor rapidly weakens from 5.0 to 2.7 after 3 minutes (compared with the mercaptan / thiophenol deodorant, the odor weakens slowly), and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehydes and fragrances (from butyraldehyde) are produced, and the mercaptan odor is no longer released. The control sample 2 only has trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench after adding 1-butyl mercaptan, and the intensity is not weakened, which is 5.0. It shows that the addition of trimethylsilyl-modified aerogel as a carrier in the thiol / thiophenol deodorant and flavor enhancer enhances the deodorizing and flavoring effect.

[0073] 6) 1-Pentanethiol

[0074] Table 6

[0075]

[0076]

[0077] As shown in Table 6, the thiol / thiol deodorant and flavor enhancer has a stench after adding a drop of 1-pentanethiol, and the thiol odor rapidly weakens from 5.0 to 3.4 after 3 minutes, and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and strawberry aromas (from valeraldehyde) are produced, and the thiol odor is no longer released. The control sample 1 has a stench after adding a drop of 1-pentanethiol, and the thiol odor rapidly weakens from 5.0 to 3.5 after 3 minutes (compared with the thiol / thiol deodorant and flavor enhancer, the odor weakens slowly), and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and strawberry aromas (from valeraldehyde) are produced, and the thiol odor is no longer released. The control sample 2 only has trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench after adding 1-pentanethiol, and the intensity is not weakened, which is 5.0. It shows that the addition of trimethylsilyl-modified aerogel as a carrier in the thiol / thiophenol deodorant and flavor enhancer enhances the deodorizing and flavoring effect.

[0078] 7) 1-Hexanethiol

[0079] Table 7

[0080]

[0081]

[0082] As shown in Table 7, the thiol / thiol deodorant has a stench after adding a drop of 1-hexyl mercaptan, and the thiol odor rapidly weakens from 5.0 to 2.1 after 3 minutes, and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and grass aromas (from aldehyde) are produced, and the thiol odor is no longer released. The control sample 1 has a stench after adding a drop of 1-hexyl mercaptan, and the thiol odor rapidly weakens from 5.0 to 2.7 after 3 minutes (compared with the thiol / thiol deodorant, the odor is weakened more slowly), and the odor disappears after 5 minutes, and the fruity and rose aromas are restored, and aldehyde and grass aromas (from aldehyde) are produced, and the thiol odor is no longer released. The control sample 2 only has trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench after adding 1-hexyl mercaptan, and the intensity is not weakened, which is 5.0. It shows that the addition of trimethylsilyl-modified aerogel as a carrier in the thiol / thiophenol deodorant and flavor enhancer enhances the deodorizing and flavoring effect.

[0083] 8) 1-Octanethiol

[0084] Table 8

[0085]

[0086] As shown in Table 8, the mercaptan / thiophenol deodorant has a stench after adding a drop of 1-octanethiol, and the mercaptan odor rapidly weakens from 5.0 to 1.2 after 3 minutes, and disappears after 5 minutes, recovers the fruity and rose aromas, and produces orange and citrus aromas (from octanal), and no longer releases the mercaptan odor. The control sample 1 has a stench after adding a drop of 1-octanethiol, and the mercaptan odor rapidly weakens from 5.0 to 1.7 after 3 minutes (compared with the mercaptan / thiophenol deodorant, the odor weakens more slowly), and disappears after 5 minutes, recovers the fruity and rose aromas, and produces orange and citrus aromas (from octanal), and no longer releases the mercaptan odor. The control sample 2 only has trimethylsilyl modified aerogel, which has no odor initially, and keeps the stench after adding 1-octanethiol, and the intensity is not weakened, which is 5.0. It shows that the addition of trimethylsilyl-modified aerogel as a carrier in the thiol / thiophenol deodorant and flavor enhancer enhances the deodorizing and flavoring effect.

[0087] This example further evaluates the deodorizing and flavoring effect of the mercaptan / thiophenol deodorizing and flavoring agent, and the specific process is as follows:

[0088] For the thiol / thiophenol deodorant and flavor enhancer that has already absorbed one drop of thiol, add another drop of the corresponding thiol on the bottle wall, cover the bottle cap, open the cap after 5 minutes to evaluate the aroma, and it is found that the thiol smell has completely disappeared, and the bottle contains fruity and rose aromas as well as the aldehyde aroma of the corresponding thiol oxidized to aldehydes (if the corresponding thiol cannot be oxidized to aromatic aldehydes, such as tert-dodecyl mercaptan, 3-mercaptopropionic acid and 1,4-butanedithiol, there will be no aldehyde aroma).

[0089] The maximum deodorizing and flavoring capacity of the mercaptan / thiophenol deodorizing and flavoring agent is difficult to measure, because theoretically, Delta-damascone is not consumed, the catalyst DBU is not consumed, and DBU is basically odorless, low in volatility and low in toxicity. The two can be used in a continuous cycle and can adsorb thiol-containing compounds (thiol / thiophenol) for deodorization. The entire flavoring process is equivalent to using Delta-damascone and DBU as catalysts to oxidize odorous thiol-containing compounds (thiol / thiophenol) into aromatic aldehydes, and incidentally produces some non-volatile odorless disulfides or higher sulfur compounds. The reaction mechanism is as follows: Formulas Ⅰ and Ⅱ:

[0090]

[0091] Therefore, the thiol / thiophenol deodorant and flavor enhancer of the present invention has high use efficiency, can be repeatedly used in the air for a long time, and greatly reduces the cost of raw materials. In addition, general thiol compounds can theoretically react with Delta-damascone to generate thioethers, which are further oxidized in the air to Delta-damascone and aldehyde compounds or disulfide compounds, thereby achieving the deodorant and flavor enhancer effect.

[0092] The above is a detailed description of the embodiments, which is convenient for those skilled in the art to correctly understand and use the present invention. Any improvements or modifications to the technical solutions obtained by those skilled in the art based on the present invention on the basis of the prior art, without innovative work, only through analysis, analogy or limited enumeration, etc., should be within the scope of protection determined by the claims.

Claims

1. A mercaptan / thiophenol deodorant and flavor enhancer, characterized in that: The thiol / thiophenol deodorant and flavor enhancer uses trimethylsilyl-modified aerogel as a carrier to adsorb at least Delta-damascena.

2. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 1, characterized in that: The mercaptan / thiophenol deodorant and flavor enhancer uses trimethylsilyl modified aerogel as a carrier and also adsorbs DBU catalyst.

3. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 1 or 2, characterized in that: The mercaptan / thiophenol deodorant and flavor enhancer can deodorize and enhance the flavor of mercapto-containing compounds.

4. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 3, characterized in that: in, The mercapto-containing compound includes at least one of n-dodecyl mercaptan, tert-dodecyl mercaptan, 3-mercaptopropionic acid, 1,4-butanedithiol, 1-butanethiol, 1-pentanethiol, 1-hexanethiol and 1-octanethiol.

5. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 1 or 2, It is characterized in that The preparation method of the trimethylsilyl modified aerogel comprises the following steps: Step S1, mixing a silicon source, a solvent 1 and water to perform a hydrolysis reaction to obtain a hydrolysis solution; Step S2, adjusting the pH to make the hydrolysis solution gel, and heat-drying and curing the gel to obtain a heat-drying and curing gel; Step S3, uniformly mixing the solvent 2 and the modifier to obtain a modified liquid, immersing the heat-cured gel in the modified liquid, and heat-curing again to obtain a heat-cured gel; Step S4, extracting the gel after heat drying and curing again with supercritical CO2 to obtain the trimethylsilyl modified aerogel.

6. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 5, characterized in that: in, The silicon source in step S1 is methyl orthosilicate or ethyl orthosilicate; The solvent 1 is methanol or ethanol; The hydrolysis reaction temperature is 50-70°C, the pH is 1.0-3.0, and the time is 6-10h; The mass ratio of the silicon source, the solvent 1 and the water is 1:(4-6):(0.1-0.3).

7. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 5, characterized in that: in, The step S2 wherein the pH is adjusted to 7.5-8.5; The temperature of the heat baking curing is 60-80°C and the time is 6-12h.

8. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 5, characterized in that: in, In step S3, the solvent 2 is one or more of acetone, ethanol, n-hexane and n-heptane; The modifier is hexamethyldisilazane, trimethylchlorosilane or triphenylchlorosilane; The mass ratio of the solvent 2 to the modifier is (8-20):1; The temperature of the second heat drying and curing is 60-80°C and the time is 6-12h.

9. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 5, characterized in that: in, The extraction stage temperature of the supercritical CO2 extraction in step S4 is 50-70°C, the extraction stage pressure is 10-15MPa, the separation stage temperature is 35-60°C, the separation stage pressure is 4.5-5.5MPa, and the supercritical CO2 extraction time is 6-12h.

10. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 1 or 2, characterized in that: It also includes at least one of the following technical features: a1) The density of the trimethylsilyl modified aerogel is 0.050-0.165 g / cm 3 ; a2) The trimethylsilyl modified aerogel is in the form of blocks, particles or powder.

11. The mercaptan / thiophenol deodorant and flavor enhancer according to claim 1, characterized in that: in, The adsorption is saturated adsorption.