SDS Sodium Dodecyl Sulfate CAS 151-21-3

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  • Appearance: White powder
  • Assay: 99. 0%min
  • Stock: In stock
  • Sample: Available
  • Zhishang Chemical: Sodium Dodecyl Sulfate Supplement

Basic Info of Sodium Dodecyl Sulfate

What is Sodium Dodecyl Sulfate?

Sodium Lauryl Sulfate is an anionic surfactant, which is a typical representative of sulfate ester surfactants, referred to as SDS, also known as AS, K12, Sodium Coco Sulfate, Sodium Lauryl Sulfate, foaming agent, market The products sold on the market are usually white to slightly yellow crystalline powder, non-toxic, slightly soluble in alcohol, insoluble in chloroform and ether, easily soluble in water, and have good compatibility with anions and non-ions, and have good emulsifying and foaming properties. It has high stability, foaming, penetrating, decontamination and dispersing properties, rich foam and fast biodegradation, but its water solubility is inferior to that of fatty alcohol polyoxyethylene ether sulfate (AES for short).

Sodium dodecyl sulfate (SDS) or sodium lauryl sulfate (SLS), NaC12H25SO4, one of the commonly used surfactants, is the main component of detergents. Commonly used in DNA extraction processes to separate proteins from DNA after denaturation. Often misread as Sodium Dodecyl Sulfonate (SDS’) (NaC12H25SO3). Sodium dodecyl sulfate (SDS) is widely used as a foaming agent in toothpaste, soap, body wash, shampoo, washing powder, and cosmetics. Sodium lauryl sulfate is found in 95% of personal skin care and household cleaning products.

At present, there is no evidence to prove that sodium lauryl sulfate is carcinogenic, and high doses may indeed irritate the skin, but when used as a foaming agent in general bathroom products, the concentration is limited, and it is in line with the standards of various countries in the world.

Sodium Dodecyl Sulfate Uses

  1. Sodium lauryl sulfate has excellent decontamination, emulsifying and foaming power, can be used as detergent and textile auxiliary, also used as anionic surfactant, toothpaste foaming agent, mine fire extinguishing agent, foaming of fire extinguisher agent, emulsion polymerization emulsifier, emulsifying and dispersing agent for medicine, cosmetic products such as shampoo, wool detergent, detergent for fine silk and wool fabrics. Flotation agent for metal beneficiation.
  2. Surfactant, decontamination, foaming, wetting agent, etc.
  3. Compared with low-level ion-pairing reagents, when the requirements are not high, they are cheaper than heptane and sodium pentane sulfonate.
  4. GB2760-96 stipulates that sodium lauryl sulfate is a processing aid for food industry. Foaming agent; emulsifier; anionic surfactant. For cakes, beverages, protein, fresh fruit, fruit juice drinks, edible oil, etc.
  5. As raw material, modification of material.
  6. Capillary electrophoresis analysis, additives, generally used in molar solutions.
  7. Sodium lauryl sulfate is used as washing and textile auxiliaries, also used as toothpaste foaming agent, fire extinguishing foam liquid, emulsion polymerization emulsifier, emulsification and dispersing agent for medicine, cosmetic products such as shampoo, wool detergent.
  8. Other analytical methods will also be used, such as flow column analysis.

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Application of Sodium Lauryl Sulfate in the Prescription of Pharmaceutical Preparations

SLS is an amphiphilic structure compound with different hydrophilic and hydrophobic groups in the molecule. It is a commonly used solubilizer and co-solvent in pharmaceutical preparations.

The research of Li Hua et al. showed that adding SLS to aspirin tablet prescription can play a certain solubilizing effect and promote the dissolution of aspirin.
Li Ye et al. investigated the effect of SLS on the dissolution of quercetin, and the results showed that under alkaline conditions, SLS had a solubilizing effect on quercetin.
Fan Yong et al. studied the solubilization effect of SLS micelle system on nitrobenzene and found that the solubilization amount of nitrobenzene increased with the increase of SLS concentration.
Yang Yuting et al. studied the effect of SLS on the in vitro dissolution of silymarin, and the results showed that SLS had a strong solubilizing effect on silymarin.
Yu Chaofeng et al. used SLS and mesoporous silica as carriers to prepare tadalafil solid dispersions, in which SLS could significantly improve the apparent solubility and dissolution of the drug.

However, Guo et al. used SLS in a ritonavir tablet formulation to improve the wettability of the drug product, and the results showed that the solubility of the sample in acidic media dropped sharply. In order to explain this unexpected phenomenon, Guo et al. conducted systematic studies, including solubility determination, intrinsic dissolution measurement, dissolution determination in artificial gastric and duodenal devices, and solid-state characterization. Formation of insoluble ritonavir-SLS complexes. It can be seen that although SLS is a conventional solubilizer, there are also abnormal situations in different drug prescriptions, so it should be paid attention to in the process of drug development.

Adding an appropriate amount of SLS to the tablet can improve the wettability of the tablet, accelerate the penetration of water, increase the dissolution rate of the drug, and make the tablet disintegrate faster. Zhang Hanzhong et al. studied the effect of various disintegrants on the disintegration time of compound sulfamethoxazole tablets, and found that using SLS and dry starch as disintegrants at the same time is more conducive to the disintegration of the tablets.

SLS is a commonly used emulsifier in emulsions and is used to formulate O/W emulsion bases. The HLB value of SLS is about 40, and the commonly used dosage is 5-20 g·L-1, but the excessive dosage has little effect on reducing the surface tension. It is often used in combination with other W/O emulsifiers (glycerol monostearate, fatty acid sorbitan, etc.) to adjust the HLB value of the cream system, and the emulsification effect is better. Wang Zhenjiong et al. proved through dynamic time scanning experiments that the addition of SLS is beneficial to weaken the hydrogen bonding force between starch molecules and promote the grafting reaction between starch and monomers, thereby improving the adhesive properties and stability of starch latex.

Gulibahar Kawuli et al. screened out the preferred emulsifier of progesterone cream by means of an orthogonal experimental design method, which is composed of 50 g·L-1 dodecyl sulfate. A mixed emulsifier consisting of sodium and 10 g·L-1 glycerol monostearate. Yi Panpan et al. studied the effect of the amount of SLS on the properties of the styrene-acrylic emulsion. The results showed that with the increase of the amount of SLS, the gel fraction of the emulsion and the particle size of the latex particles gradually decreased, the particle size distribution narrowed, and the monomer The conversion rate, absolute value of Zeta potential and emulsion viscosity increased gradually, and the stability became better.

SLS can disintegrate the cell membrane, which binds to the hydrophobic portion of membrane proteins and separates from the membrane. Studies have shown that high concentrations of SLS can also disrupt non-covalent bonds such as ionic bonds and hydrogen bonds in proteins, and even change the conformation of proteins. SLS has an antibacterial effect against Gram-positive bacteria and is more effective against Staphylococcus aureus.

Lu Xiali et al. studied the killing effect of the disinfectant levulinic acid-SLS on Escherichia coli, Mycobacterium smegmatis, and Mycobacterium tuberculosis standard strain H37Rv. The results showed that a certain concentration range of levulinic acid-SLS increased with time Prolonged, the killing effect on Escherichia coli and Mycobacterium smegmatis gradually increased.

SLS can be used as a lubricant in general solid preparations, and the general dosage is 10-30 g·kg-1. Dun et al. applied an appropriate amount of SLS to a medicinal powder mixture of celecoxib tablets, and the results showed that the lubricating efficiency was comparable to that of magnesium stearate, but did not reduce the compressibility of the tablet. Tablets containing SLS also improved in vitro dissolution compared to magnesium tablets.

Studies have shown that SLS itself has anti-static properties and is suitable for use in pellet coating. During most of the time of pellet coating, the surface of pellets is in a slightly wet state, and the partially dissociated SLS has a certain conductivity, which is beneficial to eliminate static electricity. Generally, 5-10 g·L- 1 SLS can achieve the effect of anti-static.

The coating material requires stable properties, non-toxicity, elasticity, no cracks, and no influence on disintegration. Adding SLS to the coating powder is beneficial to improve the performance of the coating powder. In addition, adding SLS to gelatin can increase the gloss of the capsule shell. It is suggested that in the analysis of the original research formula, if the original research reference preparation contains SLS ingredients, it may also be that the coating layer or capsule shell of the original research preparation contains SLS. Therefore, a comprehensive and comprehensive reverse analysis should be done during the preparation research process.

The latest guidance of the International Council for Harmonization of Medicines for Human Use (ICH) “Bioequivalence Waivers Based on the Biopharmaceutical Classification System” clearly states that SLS may affect the absorption of drugs, and the risk of affecting drug absorption should be assessed based on the mechanism.

He Shenghong et al. studied the effect of absorption enhancers on the absorption of matrine in the small intestine by the method of inverting the intestinal pouch, and found that adding 2 g·kg-1 of SLS could increase the in vitro small intestinal absorption of matrine.
Ren Jing et al. studied the effect of absorption enhancers on the transmembrane transport of chlorogenic acid, and the results showed that the absorption promoting ability of SLS, ox bile salts, and carbomer decreased in order: SLS > ox bile salt > carbomer um.
Yao Xiaomei et al. found in a comparative test of the transdermal effect of different penetration enhancers on amlodipine gel, 10 g·kg-1 SLS and 20 g·kg-1 propylene glycol can promote amlodipine gel to varying degrees. The transdermal absorption effect is better, and the combined effect of the two is better.

However, an article published by the US FDA expounded the effect of 14 commonly used excipients on gastrointestinal permeability, which pointed out that when the amount of SLS was less than 50 mg, the absorption of cimetidine and acyclovir would not be affected. Hansen et al found that SLS could reduce the permeability of caffeine and diazepam when studying the permeability of buccal mucosa. The above research results show that whether SLS has a promoting effect on drug absorption cannot be generalized, and specific drugs should be analyzed in detail.

Preparation of Sodium Dodecyl Sulfate

Synthesis principle: It is prepared by neutralizing lauryl alcohol with chlorosulfonic acid or sulfamic acid. Main instruments and medicines: electric stirrer, electric heating mantle, mortar, tray balance, hydrogen chloride absorption device, Roche foam meter, four Flask (250mL), dropping funnel (60mL), beaker (50mL, 250mL, 500mL), thermometer (0-100°C, 0-150°C), simple measure (10mL, 100mL). Cinnamyl alcohol, sodium hydroxide, urea, chlorosulfonic acid, sulfamic acid, sodium hydroxide solution (mass fraction 5%, 30%), chloroform, methanol, sulfuric acid silica gel G, extensive PH test paper.

Add 62g of lauryl alcohol to a 250mL four-necked flask equipped with a hydrogen chloride absorption device, a thermometer, an electric stirrer and a dropping funnel, control the temperature to 25°C, and slowly add 24 mL of chlorosulfonic acid dropwise within 30 min with a dropping funnel under full stirring , the temperature should not exceed 30 ℃ when dripping, pay attention to foaming, do not make the material overflow. After adding chlorosulfonic acid, react at (30+2)° C. for 2 hours, and absorb the hydrogen chloride gas generated in the reaction with 5% sodium hydroxide solution by mass. After the sulfation, the sulfate was slowly poured into a 250 mL beaker containing 100 g of ice and water (ice: water = 2: 1), while stirring well, and the outside was cooled with an ice-water bath.

Finally, all the reactants in the four-necked flask were washed out with a small amount of water. After the dilution is uniform, 30% sodium hydroxide solution is added dropwise under stirring to neutralize to pH 7-8.5. Samples were taken for thin layer chromatography. A 2g sample was taken in a 50mL beaker to measure the solids content and foam properties. A small amount of sample is taken into a test tube with a glass for thin layer chromatography, and a solution of about 2% by mass is prepared, and the sample is spotted with a capillary. Adsorbent: silica gel G Developing agent: chloroform: formazan (mass fraction 5% 0.05mol*L-1)=80:20 Expanding height: 12cm This product is a white or light yellow solid, soluble in water, and a translucent solution.

Reference

  1. Sodium Dodecyl Sulfate – WikiPedia
  2. Sodium Dodecyl Sulfate – PubChem
  3. Lin Bingcheng. (1998). Microcalorimetric study on the inclusion of β-cyclodextrin and sodium lauryl sulfate. Journal of Chemistry of Universities, 19(9).

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