Surface active agent containing selenous anions and preparation method and application thereof

A technology of surfactants and anions, applied in the direction of surface active detergent compositions, surface active non-soap compounds and cleaning compositions, chemical instruments and methods, etc., can solve problems such as high safety risks, toxic and side effects, and achieve aquatic organisms Low acute toxicity, low cytotoxicity and skin irritation, excellent free radical scavenging effect

Active Publication Date: 2018-05-08
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Selenium deficiency in the human body can lead to serious diseases. Oral administration of organic selenium-enriched carbohydrates or protein substances is often a method for the human body to supplement selenium, but the safety risk is relatively high, because most inorganic selenium compounds and organic selenium compounds have strong oral toxic and side effects

Method used

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  • Surface active agent containing selenous anions and preparation method and application thereof
  • Surface active agent containing selenous anions and preparation method and application thereof
  • Surface active agent containing selenous anions and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] The preparation method of the diselenium-containing anionic surfactant of this embodiment includes the following steps:

[0043] (1) Preparation of benzylselenyl chloroethane: Dissolve 4.0 g of dibenzyl diselenide (0.012 mol) in 35 mL of tetrahydrofuran under nitrogen protection, and add 2.2 g of sodium borohydride (0.048 mol) in an ice-water bath. ) And reacted in an ice-water bath for 30 minutes, and then add the bromodichloroethane dissolved in tetrahydrofuran to the above system according to the molar ratio of short-chain chlorobromoalkane: dibenzyl diselenide 1:2.1 After reacting in an ice-water bath for 0.5 hours, the organic phase was extracted with dichloromethane. After dehydration and evaporation of the solvent, it was applied to a silica gel column and eluted with a mixed solvent of ethyl acetate and petroleum ether at a volume ratio of 1:10 to obtain benzyl selenium. Benzyl ethane chloro-yellow liquid, the yield of benzylselenyl chloroethane is 92.8%;

[0044] (...

Embodiment 2

[0049] The preparation method of the diselenium-containing anionic surfactant of this embodiment includes the following steps:

[0050] (1) Preparation of benzylselenyl chloropropane: Dissolve 4.0 g of dibenzyl diselenide (0.012 mol) in 35 mL of tetrahydrofuran under the protection of nitrogen, and add 2.2 g of sodium borohydride (0.048 mol) dropwise in an ice-water bath. After reacting in an ice-water bath for 30 minutes, add bromotrichloropropane previously dissolved in tetrahydrofuran according to the molar ratio of short-chain chlorobromoalkane: dibenzyl diselenide 1:2.1 to the above system. After 0.5 hours of reaction in an ice-water bath, the organic phase was extracted with dichloromethane. After dehydration and evaporation of the solvent, it was applied to a silica gel column and eluted with a mixed solvent of ethyl acetate and petroleum ether at a volume ratio of 1:10 to obtain benzylselenoethane Chloro-yellow liquid, the yield of benzylselenyl chloropropane is 94.2%;

[...

Embodiment 3

[0056] The preparation method of the diselenium-containing anionic surfactant of this embodiment includes the following steps:

[0057] (1) Preparation of benzylselenyl chlorobutane: Dissolve 4.0 g of dibenzyl diselenide (0.012 mol) in 35 mL of tetrahydrofuran under the protection of nitrogen, and add 2.2 g of sodium borohydride (0.048 mol) in an ice-water bath. ) And reacted in an ice-water bath for 30 minutes, and then add bromotetrachlorobutane dissolved in tetrahydrofuran to the above system according to the molar ratio of short-chain chlorobromoalkane: dibenzyl diselenide 1:2.1 After reacting in an ice-water bath for 0.5 hours, the organic phase was extracted with dichloromethane. After dehydration and evaporation of the solvent, it was applied to a silica gel column and eluted with a mixed solvent of ethyl acetate and petroleum ether at a volume ratio of 1:10 to obtain benzyl selenium. Ethane chloro-yellow liquid, the yield of benzylselenyl chlorobutane is 93.7%;

[0058] (2...

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Abstract

The invention discloses a surface active agent containing selenous anions and a preparation method and application thereof, and belongs to the technical field of the daily chemical industry. The surface active agent is benzyl selenium-alkyl sulphate, the structural formula is C6H5CH2Se(CH2)nSe(CH2)nSO4-M+, wherein n in the formula is an integer from 2 to 4, and M+ is one of a sodion or a potassiumion or an ammonium ion. The surface active agent containing selenous anions is mild in synthesis condition, no special equipment requirement is needed, the energy consumption is low, and raw materials are easy to obtain; the liquid interface activity of the surface active agent containing selenous anions is better than the gas-liquid surface activity, the excellent dynamic foaming performance isachieved, the surface active agent containing selenous anions has the better oxidation resistance and free radical removal capability compared with a surface active agent containing single selenium atoms, and the cytotoxicity, the aquatic organism acute toxicity and the skin irritation are low.

Description

Technical field [0001] The invention belongs to the technical field of daily chemical industry, and specifically relates to a diselenide-containing anionic surfactant, and a preparation method and application thereof. Background technique [0002] Selenium (Se) is an element with important physiological activity. It exists in the form of selenoprotein in living bodies and is often the active center of selenoprotease. Selenium deficiency in the human body can lead to serious diseases. Oral oral organic selenium-enriched sugars or protein substances are often the way to supplement selenium, but the safety risk is higher because most inorganic selenium compounds and organic selenium compounds have strong oral toxic and side effects. The inflammatory reaction of human skin often results in the formation of free radicals and other oxidative species, and selenium-containing substances have good antioxidant effects. [0003] For this reason, the present invention designs a manufacturing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/02C07C391/00C11D10/04A61K8/58A61Q5/02A61Q19/10C09K23/02
CPCA61Q5/02A61Q19/10A61K8/58C11D10/042C07C391/00C11D1/146C09K23/00
Inventor 刘雪锋吕湘亮
Owner JIANGNAN UNIV
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