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Capsaicin salt and preparation method thereof

A technology of capsaicin and metal elements, applied in the salt field of dihydrocapsaicin-8-methylnonanamide), capsaicin salt and preparation, nonanoyl vanillamide (nonanoyl vanillamide) salt field, can solve the problem of inability to effectively disperse, Improve the melting point, strong irritation and other problems, to achieve the effect of mass production, increase the melting point and solve the agglomeration

Pending Publication Date: 2021-01-08
遂宁晶安科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In view of the technical problems existing in the prior art, for example: the temperature sensitive defect that exists when capsaicin compounds are used in micropowder type riot control agent, the invention provides a kind of capsaicin salt, this capsaicin salt can be realized in retaining capsaicin Under the premise of strong irritation and high safety of capsaicin-like compounds, their melting point is greatly increased, so as to solve the problem that capsaicin-like riot control agents are agglomerated at high temperature and cannot be effectively dispersed

Method used

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  • Capsaicin salt and preparation method thereof
  • Capsaicin salt and preparation method thereof
  • Capsaicin salt and preparation method thereof

Examples

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preparation example Construction

[0069] In some specific embodiments, the preparation method includes the following steps:

[0070] After mixing the capsaicinoid compound with water, adding an alkaline substance to dissolve the capsaicinoid compound to obtain a capsaicinoid solution;

[0071] Add alcohols to the capsaicin solution to obtain an oily liquid after removing the solvent;

[0072] The oily liquid is frozen and precipitated to obtain capsaicin salt.

[0073] In other specific embodiments, the preparation method includes the following steps:

[0074] Dissolving capsaicin compounds in alcohols to obtain a capsaicin solution;

[0075] Add an alkaline solution to the capsaicin solution to obtain an oily liquid after removing the solvent;

[0076] The oily liquid is frozen and precipitated to obtain capsaicin salt.

[0077] Furthermore, the present invention does not specifically limit the amount of the alkaline substance added, which can be added according to the specific needs of the chemical react...

Embodiment 1

[0088] The present embodiment provides a kind of preparation method of nonanoyl vanillyl sodium salt, specifically comprises the following steps:

[0089] Mix 1.93g of nonanoyl vanillyl (10mmol) with 10ml of pure water, the solid is insoluble, add 0.4gNaOH / 5ml of pure aqueous solution dropwise under stirring, after the addition is completed, the nonanoyl vanillyl solid dissolves, and the system is nearly clear.

[0090] After filtration, 30ml of ethanol was added to the filtrate, and the solvent was evaporated under reduced pressure to obtain a viscous oily liquid. After freezing, a white solid was precipitated and dried in vacuo.

[0091] The solid DSC had a melting point of 158.8°C. ESI-MS (m / z): 294 (M-Na), 587 (2M-2Na+H). 1 H-NMR (DMSO-d6) δ0.86-2.28 (m, 15H, C chain H), 3.65 (s, 3H, OMe), 4.05 (s, 2H, Ph-CH 2 ), 6.44-6.58 (d, 3H, Ph-H).

[0092] Referring to the method for measuring the sensory hotness of pepper in GB / T 21265-2007, the hotness of nonanoyl vanillyl and ...

Embodiment 2

[0095] The present embodiment provides a kind of preparation method of nonanoyl vanillyl sodium salt, specifically comprises the following steps:

[0096] 1.00 g of nonyl vanillyl (3.4 mmol) was dissolved in 20 ml of ethanol, and 1.36 g of 10% NaOH solution (3.4 mmol) was added in batches under stirring. After distilling off the solvent under reduced pressure, a viscous oily liquid was obtained, which became a white solid after cooling, and weighed 1.07 g after vacuum drying, with a yield of 100%.

[0097] According to the method in Example 1, its sensory hotness is the same as that of nonyl vanillyl.

[0098] The white solid is crushed into particles with an average particle size of 5 μm or less, and an ultrafine powder with a cumulative volume percentage greater than 90%, which can be used as a micro-powder riot control agent. Due to its high melting point, it can meet the requirements of high temperature resistance .

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Abstract

The invention provides capsaicine salt and a preparation method thereof. The capsaicine salt comprises a compound represented by the following formula (I), wherein R is H or Me, and Me is CH3; M is ametal element. According to the capsaicine salt disclosed by the invention, the melting point of the capsaicine salt can be greatly increased on the premise of keeping strong irritation and high safety of the capsaicine compound, so that the problem that a capsaicine micro-powder type violence control agent is agglomerated at high temperature and cannot be effectively dispersed is solved.

Description

technical field [0001] The invention relates to a capsaicin salt and a preparation method thereof, in particular to a salt of nonanoyl vanillyl (N-(4-hydroxy-3-methoxybenzyl) nonanamide) and dihydrocapsaicin (N-(4- A salt of hydroxy-3-methoxybenzyl)-8-methylnonanamide) belongs to the technical field of new compounds. Background technique [0002] Capsaicin is the active ingredient of capsicum, a class of natural vanillyl amide alkaloids, and has a wide range of uses: it can be used in the field of clinical medicine due to its pharmacological effects such as analgesia, anti-inflammatory, bactericidal, and rheumatism; Due to its irritating characteristics, it can be used as an irritating riot control agent, ship antifouling coating, cable protective agent, green pesticide, etc. Capsaicin is a general term for a series of chemically similar compounds, nonanoyl vanillyl (N-(4-hydroxy-3-methoxybenzyl) nonanamide) and dihydrocapsaicin (N-(4-hydroxy-3- Methoxybenzyl)-8-methylnona...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C231/12C07C231/22C07C233/18C06D7/00F41H9/04F42B12/46
CPCC07C231/12C07C231/22C07C233/18C06D7/00F41H9/04F42B12/46
Inventor 刘晓珍
Owner 遂宁晶安科技有限公司