CN116284174A - Electronic cigarette sweetener, production process and application - Google Patents

Abstract

The invention relates to the technical field of sweeteners, in particular to an electronic cigarette sweetener, a production process and application thereof: comprises 20-50 parts by weight of stevia rebaudiana, 10-30 parts by weight of 3, 4-methylenephenylboronic acid, 10-20 parts by weight of acetone aqueous solution, 15-20 parts by weight of 3, 3-dimethylacrylic acid, 10-15 parts by weight of palladium acetate, 5-10 parts by weight of bipyridine, 1-5 parts by weight of dichloromethane and 30-40 parts by weight of aspartame. The electronic cigarette sweetener prepared by the invention has the advantages that the rebaudioside A has strong functions of reducing blood sugar, resisting hyperlipidemia and resisting oxidization, meanwhile, the stevioside has certain functions of resisting inflammation, promoting urination and causing vasodilation, the novel electronic cigarette sweetener not only can effectively follow the rules of low calorie and high sweetness, but also can effectively make up the defects of a plurality of artificial sweeteners, does not influence the taste, and is safer, more stable and nontoxic, thereby meeting the requirements of people on health concepts.

Description

A kind of electronic cigarette sweetener and its production process and application

technical field

The invention relates to the technical field of sweeteners, in particular to an electronic cigarette sweetener and its production process and application.

Background technique

E-cigarette is a non-combustible tobacco alternative product, which has a similar appearance to cigarettes. E-cigarettes generate mist under the action of electronic vaporizers, which are similar to real smoke, satisfying consumers' pleasure and usage habits , but it is essentially different from cigarettes. It does not burn, does not contain tar, carbon monoxide and other harmful substances. Electronic cigarettes are mainly composed of battery rods and cartridges. The smoke liquid in the cartridge is the core, and the main component is nicotine. Propylene glycol, glycerin or polyethylene glycol, etc.; sweetener is an additive added to e-liquid to increase the sweetness and aroma, which can make up for the lack of sweetness of fruit flavors and sweetness of desserts.

In the prior art, for example, the Chinese patent application number is CN 113197330 A, which discloses a new type of sweetener for electronic cigarettes and its preparation method and application, which consists of the following components in parts by weight: 2-10 parts of sucralose, propylene glycol of 50-60 parts and 6-20 parts of neotame, a new type of sweetener for electronic cigarettes, the preparation method is as follows: S1, weighing raw materials by weight; S2, heating and dissolving sucralose with propylene glycol; S3, adding Neotame is heated and dissolved with propylene glycol; S4, mix S2 and S3.

However, the high calorie content of the existing sucrose sweeteners will cause adverse effects on human health. The existing electronic cigarette sweeteners can only simply increase the sweetness without other functional effects. In addition, cyclamate and sucralose Equal high-intensity sweeteners are excellent in terms of sweetness and calorific value, but their taste and safety are not good. In view of the above problems, a sweetener for electronic cigarettes, its production process and application are proposed.

Contents of the invention

Aiming at the above-mentioned shortcomings existing in the prior art, the present invention is to provide a sweetener for electronic cigarettes and its production process and application. The sweetener for electronic cigarettes prepared by the present invention, rebaudioside A has a strong depressant effect. Blood sugar, anti-hyperlipidemia and antioxidant effects, while stevioside has certain anti-inflammatory, diuretic and vasodilation functions, this new electronic cigarette sweetener can not only effectively follow the rules of low calorie and high sweetness, but also can effectively compensate The disadvantages of many artificial sweeteners are safer, more stable, and non-toxic while not affecting the taste, which meets people's requirements for health concepts.

To achieve the above object, the present invention provides the following technical solutions:

An electronic cigarette sweetener, comprising 20-50 parts by weight of stevia, 10-30 parts by weight of 3,4-methylene phenylboronic acid, 10-20 parts by weight of acetone aqueous solution, 15-20 parts by weight of 3,3-dimethacrylic acid, 10-15 parts by weight of palladium acetate, 5-10 parts by weight of bipyridyl, 1-5 parts by weight of dichloromethane and 30-40 parts by weight of aspartame.

The present invention is further set as follows: the sweet components in the stevia rebaudiana are collectively referred to as steviol glycosides, and the extraction methods of the steviol glycosides include fast solid-liquid dynamic extraction method, supercritical fluid extraction method, pressurized hot water extraction method, microwave Auxiliary extraction method and DES-UAE method.

The present invention is further set as: the primary sweetener rebaudioside A and stevioside extracted from the stevia rebaudiana.

The present invention is further set as follows: diatomite and hydrogen are also required to be used in synthesizing the novel sweetener.

A production process of an electronic cigarette sweetener, comprising the following steps:

S1, extracting the initial sweetener;

S2, weighing raw materials by weight;

S3, preparation of intermediate 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde;

S4. The intermediate, aspartame and primary sweetener are subjected to a hydrogenation-reductive ammonification reaction under hydrogen conditions to synthesize a novel sweetener.

The present invention is further set to: prepare intermediate 3-methyl-3-(3,4-methylenedioxyphenyl)butyraldehyde in step S3, comprising the following steps:

S31, sequentially add 3,4-methylene phenylboronic acid, acetone aqueous solution, 3,3-dimethacrylic acid, palladium acetate and bipyridyl into the round-bottomed flask, and heat to 80°C and condense to reflux;

S32. After the reaction, cool to room temperature, remove palladium acetate by filtration with diatomaceous earth, then wash the filter residue with dichloromethane several times, and extract the organic layer with dichloromethane, wash the organic layer with water, and finally remove the solvent under reduced pressure, and perform column chromatography After purification, the white solid product 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid was obtained;

S33, sequentially add 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid and anhydrous methanol into the round bottom flask, and stir the reaction at 0°C;

S34. After the reaction, the solvent was removed under reduced pressure, and further purified by column chromatography to obtain a colorless transparent liquid 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester;

S35. Add 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester and anhydrous dichloromethane to the round bottom flask successively, and stir the reaction at -70°C. Under the protection of nitrogen, slowly drop diisobutylaluminum hydride into the reaction flask, and stir for 1 h;

S36, after the reaction is over, add a saturated ammonium chloride solution to the reaction solution to quench the reaction, stir to room temperature, after the stirring, further purify by column chromatography to obtain a colorless transparent liquid 3-methyl-3-(3, 4-methylenedioxyphenyl)butyraldehyde.

The present invention is further configured as follows: in step S36, after the stirring is completed, the organic phase needs to be extracted with dichloromethane, dried over anhydrous sodium sulfate, filtered, and finally the solvent is removed under reduced pressure.

The present invention is further set as follows: in step S4, the intermediate, aspartame and primary sweetener are subjected to hydrogenation-reductive ammonification reaction under the condition of hydrogen to synthesize a novel sweetener, including the following steps:

S41, adding 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde, methanol, aspartame and initial sweetener with a volume fraction of 80% in the round bottom flask successively, Stir for 5 minutes;

S42. Under the protection of nitrogen, add 10% palladium carbon to the reaction solution, and react for 24 hours under normal temperature and pressure hydrogen conditions;

S43. After the reaction, the palladium carbon was removed by diatomaceous earth filtration, the solvent was removed under reduced pressure, and the white solid product was further purified by column chromatography, which was a novel sweetener.

In the present invention, it is further set that: in step S43, the filter residue needs to be washed with dichloromethane before the solvent is removed under reduced pressure.

The application of a sweetener for electronic cigarettes. The sweetness of the new sweetener is about 30,000 times that of sucrose. The new sweetener has better storage resistance at room temperature and is more stable when treated at a high temperature of 121°C. Therefore, the new sweetener The sweetener is suitable for electronic cigarettes, and in different acid-base environments, the stability of the new sweetener is different. At the same time, the new sweetener is relatively stable to the reducing agent ascorbic acid and sodium D-isoascorbate.

Beneficial effect

Compared with the known public technology, the technical solution provided by the invention has the following beneficial effects:

An electronic cigarette sweetener prepared by the present invention, the novel sweetener is mainly composed of rebaudioside A, stevioside, an intermediate and aspartame, and rebaudioside A has strong hypoglycemic, anti-diabetic and Lipid peroxidation, anti-hyperlipidemia and anti-oxidation, and at the same time can enhance the production of insulin, play a role in regulating blood sugar, have healthy sugar regulation activity, and stevioside has a certain anti-inflammatory effect, it can block calcium The channel inhibits smooth muscle contraction, stevioside has diuretic function and causes vasodilation, which reduces plasma volume;

The new dipeptide sweetener synthesized at the same time can produce a stronger hydrophobic interaction with the receptor, thereby improving the sweetness, which is about 30,000 times that of sucrose. It has good storage properties and is stable when treated at a high temperature of 121°C. At the same time, the new electronic cigarette sweetener is relatively stable to the reducing agent ascorbic acid and sodium D-isoascorbate. The application of this new electronic cigarette sweetener in electronic cigarettes can not only It effectively follows the rules of low calorie and high sweetness, and can effectively make up for the shortcomings of many artificial sweeteners. It does not affect the taste and is safer, stable, and non-toxic, which meets people's requirements for health concepts.

Description of drawings

Fig. 1 is a flow chart of an electronic cigarette sweetener and its production process and application proposed by the present invention;

Fig. 2 is a flow chart of Step 3 in the sweetener for electronic cigarettes and its production process and application proposed by the present invention.

Detailed ways

In order to make the purpose, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Apparently, the described embodiments are some, but not all, embodiments of the present invention. Based on the embodiments of the present invention, all other embodiments obtained by persons of ordinary skill in the art without creative efforts fall within the protection scope of the present invention.

The present invention will be further described below in conjunction with embodiment.

Example 1

An electronic cigarette sweetener, comprising 20-50 parts by weight of stevia, 10-30 parts by weight of 3,4-methylene phenylboronic acid, 10-20 parts by weight of acetone aqueous solution, 15-20 parts by weight of 3,3-dimethacrylic acid, 10-15 parts by weight of palladium acetate, 5-10 parts by weight of bipyridine, 1-5 parts by weight of methylene chloride, 30-40 parts by weight of aspartame, stevia The sweet components in the steviol glycosides are collectively referred to as steviol glycosides, and the extraction methods of steviol glycosides include rapid solid-liquid dynamic extraction, supercritical fluid extraction, pressurized hot water extraction, microwave-assisted extraction and DES-UAE method. The extracted initial sweeteners rebaudioside A and stevioside, diatomaceous earth and hydrogen are also needed to synthesize new sweeteners.

A production process of an electronic cigarette sweetener, comprising the following steps:

Step 1, extracting the primary sweetener.

Step 2, weighing raw materials by weight.

Step 3, preparation of intermediate 3-methyl-3-(3,4-methylenedioxyphenyl)butyraldehyde:

31) Add 3,4-methylene phenylboronic acid, acetone aqueous solution, 3,3-dimethacrylic acid, palladium acetate and bipyridine to the round-bottomed flask in sequence, and heat to 80°C and condense to reflux;

32) Cool to room temperature after the reaction, remove palladium acetate by filtration with diatomaceous earth, then wash the filter residue with dichloromethane several times, and extract the organic layer with dichloromethane, wash the organic layer with water, and finally remove the solvent under reduced pressure, column chromatography After purification, the white solid product 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid was obtained;

33) Add 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid and anhydrous methanol to the round-bottomed flask in turn, and stir the reaction at 0°C;

34) After the reaction, the solvent was removed under reduced pressure, and further purified by column chromatography to obtain a colorless transparent liquid 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester;

35) Add 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester and anhydrous dichloromethane to the round-bottomed flask successively, and stir the reaction at -70°C. Under the protection of nitrogen, slowly drop diisobutylaluminum hydride into the reaction flask, and stir for 1 h;

36) After the reaction, add saturated ammonium chloride solution to the reaction solution to quench the reaction, stir to room temperature, after stirring, extract the organic phase with dichloromethane, dry over anhydrous sodium sulfate, filter, and finally remove the solvent under reduced pressure , and further purified by column chromatography to obtain 3-methyl-3-(3,4-methylenedioxyphenyl)butyraldehyde as a colorless transparent liquid.

Step 4, the intermediate, aspartame and initial sweetener are subjected to hydrogenation reduction amination reaction under hydrogen conditions to synthesize a new sweetener:

41) Add 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde, methanol with a volume fraction of 80%, aspartame, and initial sweetener successively in the round-bottomed flask, Stir for 5 minutes;

42) Under the protection of nitrogen, add 10% palladium carbon to the reaction solution, and react for 24 hours under the condition of hydrogen at normal temperature and pressure;

43) After the reaction, remove the palladium carbon by diatomaceous earth filtration, wash the filter residue with dichloromethane, remove the solvent under reduced pressure, and further purify by column chromatography to obtain a white solid product, which is a novel sweetener.

The application of a sweetener for electronic cigarettes. The sweetness of the new sweetener is about 30,000 times that of sucrose. The new sweetener has better storage resistance at room temperature and is more stable when treated at a high temperature of 121°C. Therefore, the new sweetener The sweetener is suitable for electronic cigarettes, and in different acid-base environments, the stability of the new sweetener is different. At the same time, the new sweetener is relatively stable to the reducing agent ascorbic acid and sodium D-isoascorbate.

Example 2

The production process of an e-cigarette sweetener provided in this example is roughly the same as in Example 1, the main difference being that it contains 20 parts by weight of stevia and 10 parts by weight of 3,4-methylene phenylboronic acid , 10 parts by weight of acetone aqueous solution, 15 parts by weight of 3,3-dimethylacrylic acid, 10 parts by weight of palladium acetate, 5 parts by weight of bipyridine, 1 part by weight of dichloromethane and 30 parts by weight of aspartame sweet.

Example 3

The production process of an e-cigarette sweetener provided in this example is roughly the same as in Example 1, the main difference being that it contains 30 parts by weight of stevia and 20 parts by weight of 3,4-methylene phenylboronic acid , 15 parts by weight of acetone aqueous solution, 20 parts by weight of 3,3-dimethylacrylic acid, palladium acetate of 12 parts by weight, bipyridine of 8 parts by weight, methylene chloride of 3 parts by weight and aspartame of 20 parts by weight sweet.

Comparative example 1

The production process of an e-cigarette sweetener provided in this example is roughly the same as that of Example 1, with the main difference that no aspartame is added.

Comparative example 2

The production process of an e-cigarette sweetener provided in this example is roughly the same as that of Example 1, the main difference being that no dichloromethane is added.

Comparative example 3

The production process of an e-cigarette sweetener provided in this example is roughly the same as that of Example 1, the main difference being that no palladium carbon is added.

Performance Testing

Take the e-cigarette sweeteners prepared in Examples 1-3 and Comparative Examples 1-3, and add the prepared e-cigarette sweeteners to e-liquid, and explore the effects of adding different sweeteners to e-liquid. sweetness test;

Sweetness experiment: Prepare several beakers, two magnetic heating stirrers, electronic balances and glass rods, select examples 1, 2, 3, comparative example 1, comparative example 2, comparative example 3 and smoke oil samples, Add the obtained sweeteners to the e-liquid respectively, test their sweetness effects respectively, and take the average value, and the results are recorded in Table 1:

Table 1 sweetness detection table

Test items sweetness effect Example 1 optimal Example 2 generally Example 3 slightly better Comparative example 1 bitter Comparative example 2 generally Comparative example 3 generally

By analyzing the relevant data in the above table, it can be known that the novel dipeptide sweetener synthesized by the electronic cigarette sweetener prepared by the present invention can have a stronger hydrophobic interaction with the receptor, thereby improving The sweetness is about 30,000 times that of sucrose. The new e-cigarette sweetener has better storage resistance at room temperature and is more stable when treated at 121°C. At the same time, the new e-cigarette sweetener is resistant to reducing agents ascorbic acid, - The treatment of sodium erythorbate is relatively stable. The application of this new electronic cigarette sweetener in electronic cigarettes can not only effectively follow the rules of low calorie and high sweetness, but also effectively make up for the shortcomings of many artificial sweeteners without affecting the taste At the same time, it is safer, stable and non-toxic, which meets people's requirements for health concepts.

The above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, those of ordinary skill in the art should understand that: it can still be described in the foregoing embodiments Modifications are made to the recorded technical solutions, or equivalent replacements are made to some of the technical features; and these modifications or replacements will not make the essence of the corresponding technical solutions deviate from the spirit and scope of the technical solutions of the various embodiments of the present invention.

Claims (10)

1. A sweetener for electronic cigarettes, characterized in that it comprises 20-50 parts by weight of stevia, 10-30 parts by weight of 3,4-methylene phenylboronic acid, 10-20 parts by weight of acetone aqueous solution, 15-20 parts by weight of 3,3-dimethacrylic acid, 10-15 parts by weight of palladium acetate, 5-10 parts by weight of bipyridyl, 1-5 parts by weight of dichloromethane and 30-40 parts by weight of Spartame. 2. The electronic cigarette sweetener according to claim 1, characterized in that, the sweet components in the stevia rebaudiana are collectively referred to as steviol glycosides, and the extraction methods of the steviol glycosides include fast solid-liquid dynamic extraction, ultra- Critical fluid extraction, pressurized hot water extraction, microwave-assisted extraction and DES-UAE. 3. The electronic cigarette sweetener according to claim 1, characterized in that, the primary sweetener rebaudioside A and stevioside extracted from the stevia rebaudiana. 4. The electronic cigarette sweetener according to claim 1, characterized in that diatomaceous earth and hydrogen are also required for the synthesis of new sweeteners. 5. A production process for an electronic cigarette sweetener, characterized in that the electronic cigarette sweetener according to any one of claims 1-4 is used, comprising the following steps: S1, extracting the initial sweetener; S2, weighing raw materials by weight; S3, preparation of intermediate 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde; S4. The intermediate, aspartame and primary sweetener are subjected to a hydrogenation-reductive ammonification reaction under hydrogen conditions to synthesize a novel sweetener. 6. The production process of a sweetener for electronic cigarettes according to claim 5, characterized in that the intermediate 3-methyl-3-(3,4-methylenedioxyphenyl ) butyraldehyde, comprising the following steps: S31, sequentially add 3,4-methylene phenylboronic acid, acetone aqueous solution, 3,3-dimethacrylic acid, palladium acetate and bipyridyl into the round-bottomed flask, and heat to 80°C and condense to reflux; S32. After the reaction, cool to room temperature, remove palladium acetate by filtration with diatomaceous earth, then wash the filter residue with dichloromethane several times, and extract the organic layer with dichloromethane, wash the organic layer with water, and finally remove the solvent under reduced pressure, and perform column chromatography After purification, the white solid product 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid was obtained; S33, sequentially add 3-methyl-3-(3,4-methylenedioxyphenyl)butanoic acid and anhydrous methanol into the round bottom flask, and stir the reaction at 0°C; S34. After the reaction, the solvent was removed under reduced pressure, and further purified by column chromatography to obtain a colorless transparent liquid 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester; S35. Add 3-methyl-3-(3,4-methylenedioxyphenyl)butyric acid methyl ester and anhydrous dichloromethane to the round bottom flask successively, and stir the reaction at -70°C. Under the protection of nitrogen, slowly drop diisobutylaluminum hydride into the reaction flask, and stir for 1 h; S36, after the reaction is over, add a saturated ammonium chloride solution to the reaction solution to quench the reaction, stir to room temperature, after the stirring, further purify by column chromatography to obtain a colorless transparent liquid 3-methyl-3-(3, 4-methylenedioxyphenyl)butyraldehyde. 7. The production process of a sweetener for electronic cigarettes according to claim 6, characterized in that, in step S36, after the stirring is completed, the organic phase needs to be extracted with dichloromethane, dried and filtered with anhydrous sodium sulfate, Finally the solvent was removed under reduced pressure. 8. The production process of a sweetener for electronic cigarettes according to claim 5, characterized in that, in step S4, the intermediate, aspartame and primary sweetener are subjected to hydrogenation-reductive ammoniation under hydrogen conditions Reaction, synthetic novel sweetener, comprises the following steps: S41, adding 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde, methanol, aspartame and initial sweetener with a volume fraction of 80% in the round bottom flask successively, Stir for 5 minutes; S42. Under the protection of nitrogen, add 10% palladium carbon to the reaction solution, and react for 24 hours under normal temperature and pressure hydrogen conditions; S43. After the reaction, the palladium carbon was removed by diatomaceous earth filtration, the solvent was removed under reduced pressure, and the white solid product was further purified by column chromatography, which was a novel sweetener. 9. The production process of a sweetener for electronic cigarettes according to claim 8, characterized in that, in step S43, the filter residue needs to be washed with dichloromethane before the solvent is removed under reduced pressure. 10. An application of an electronic cigarette sweetener, characterized in that the sweetener for an electronic cigarette according to any one of claims 1-4 is used, and the sweetness of the novel sweetener is about that of sucrose 30,000 times, the new sweetener has better storability at room temperature, and is more stable when treated at 121°C, so the new sweetener can be used in electronic cigarettes, and in different acid-base environments, the stability of the new sweetener At the same time, the new sweetener is relatively stable to the reducing agent ascorbic acid and sodium D-isoascorbate.

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