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Selenium-containing surfactant as well as preparation method and application thereof

A surfactant and selenium-based technology, applied in the direction of surface active non-soap compounds and cleaning compositions, anionic surface active compounds, chemical instruments and methods, etc., can solve the problems of high safety risks, toxic and side effects, etc., and achieve high surface activity , good compatibility and mild synthesis conditions

Active Publication Date: 2016-04-20
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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  • Selenium-containing surfactant as well as preparation method and application thereof
  • Selenium-containing surfactant as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: the manufacture of normal long-chain alkyl diselenides with 12 to 16 carbon atoms

[0020] Get 6.36g selenium powder (0.04mol) and mix with 52g water ice-water bath cooling under the protection of nitrogen; Another get 6.67g sodium borohydride (0.16mol) and join in the mixed solution of selenium powder and water after completely dissolving in ice water, room temperature After reacting for 20 minutes, drop in 0.04mol selenium powder and then heat up to 70 degrees centigrade for 20 minutes of reaction, then drop in bromododecane (or bromine) dissolved in tetrahydrofuran in advance according to the brominated long-chain normal alkanes: selenium molar ratio 2:1 Tetradecane, or hexadecane bromide), stirred and reacted at 55 degrees Celsius for 18 hours, extracted with dichloromethane to obtain an organic phase, dehydrated and evaporated the solvent, and the residue was recrystallized with ethyl acetate to obtain a long-chain alkyl Diselenide yellow crystals, th...

Embodiment 2

[0021] Embodiment 2: the manufacture of dodecylselenoacetate

[0022] Under the protection of nitrogen, take 4.96g of dodecyl diselenide and dissolve it in 40mL of tetrahydrofuran, and add dropwise a solution of 1.52g of sodium borohydride dissolved in 50mL of ice water under ice-water bath conditions. After reacting in the ice-water bath for 2.5 hours, add dropwise 15mL of tetrahydrofuran With 2.18g methyl chloroacetate, after 0.5 hours of reaction in an ice-water bath, extract the organic phase with dichloromethane, dehydrate and evaporate the solvent, and use a mixed solvent of ethyl acetate and sherwood oil with a volume ratio of 1:10 on a silica gel column Elution gave methyl dodecylselenoacetate with a yield of 93%. Then take 2g of methyl dodecylselenoacetate and dissolve it in 80mL of methanol and 20mL of water under the protection of nitrogen, and then add hydrogen oxide according to the ratio of sodium hydroxide:methyl dodecylselenoacetate molar ratio of 2:1 Sodium, ...

Embodiment 3

[0024] Embodiment 3: the manufacture of tetradecylselenoacetate

[0025] Under the protection of nitrogen, take 3.34g of tetradecyl diselenide and dissolve it in 40mL of tetrahydrofuran, add dropwise a solution of 1.45g of sodium borohydride dissolved in 30mL of ice water under the condition of ice-water bath, after reacting in the ice-water bath for 2.5 hours, add dropwise 10mL of tetrahydrofuran With 1.66g methyl chloroacetate, react in an ice-water bath for 0.5 hours, extract the organic phase with dichloromethane, dehydrate and evaporate the solvent, and use a mixed solvent of ethyl acetate and sherwood oil with a volume ratio of 1:10 on a silica gel column Elution gave methyl tetradecylselenoacetate in a yield of 91.2%. Take 2g methyl tetradecylselenoacetate and dissolve it in 80mL methanol and 20mL water under nitrogen protection, then add sodium hydroxide according to the ratio of sodium hydroxide:methyl tetradecylselenoacetate molar ratio 2.2:1 , reacted at room tempe...

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Abstract

The invention discloses a selenium-containing surfactant as well as a preparation method and application thereof and belongs to the technical field of a daily chemical industry. The surfactant is long-chain alkyl selenium base acetate, and a structural character of the surfactant is shown as a formula (1) as shown in the specification; in the formula (1), n is an integer from 11 to 15; M<+> is one of a sodium ion, a potassium ion or an ammonium ion. The preparation method of the selenium-containing surfactant is simple, and has moderate synthesis conditions, no special requirements on equipment and relatively low energy consumption; raw materials are easy to obtain and the product does not contain hydroxyl acetate and chloroacetate; the selenium-containing surfactant has relatively high surface activity, excellent foaming and foam stabilization performance, unique hard water resistance and oxidation resistance and free radical removing capability, and relatively low cytotoxicity, aquatic organism acute toxicity and skin irritation.

Description

technical field [0001] The invention relates to a manufacturing method of a selenium-containing surfactant and the application of the surfactant in daily cleaning chemicals such as soap, shampoo, shower gel, etc., belonging to the technical field of daily chemical industry. Background technique [0002] Selenium (Se) is an element with important physiological activity. It exists in the form of selenoproteins in living organisms and is often the active center of selenoproteinases. Selenium deficiency in the human body can lead to serious diseases. Oral administration of organic selenium-enriched sugars or proteins is often a way 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. Human skin inflammatory reaction often has the formation of oxidative species such as free radicals, and selenium-containing substances have good antioxidat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/00C11D10/04A61K8/58A61Q5/02A61Q19/10A61Q19/08A61Q19/06A61Q17/02C09K23/00
CPCA61Q5/02A61Q17/02A61Q19/06A61Q19/08A61Q19/10A61K8/58C11D10/042C11D1/04C09K23/00
Inventor 刘雪锋张永明孔伟伟
Owner JIANGNAN UNIV
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