ラウリル硫酸ナトリウム

外観

白色の結晶性粉末

定義

本品は、ラウリルアルコール(*)の硫酸エステルのナトリウム塩であり、次の化学式で表される。
参照表示名称：ラウリルアルコール

溶解性

水及び熱エタノールに溶けやすい。

解説

ドデシル硫酸ナトリウムともいい，SDSと略される．陰イオン界面活性剤の一。12個の炭素原子鎖が硫酸塩に結合した構造をもつ両親媒性分子。洗浄剤・乳化剤・発泡剤として広く利用される。ドデシル硫酸ナトリウム。中性界面活性剤の一つで，生化学の実験でも電気泳動などの際のタンパク質の変性剤として頻用される．食品添加物として乳化剤などに使われるが，わが国では許可されていない．

用途

陰イオン界面活性剤,化粧品用洗浄剤?起泡剤?乳化剤,家庭用合成洗剤基剤

化粧品の成分用途

変性剤、洗浄剤

効能

界面活性剤

説明

Sodium dodecyl sulfate is an anionic surfactant, and is a typical representative of sulphate-based surfactant. It is abbreviated as SDS, and also known as AS, K12, coco alcohol sulfate, sodium lauryl sulfate and foaming agent. The commercial products are usually white to light yellow crystalline powder. It is non-toxic, slightly soluble in alcohol, insoluble in chloroform and ether, soluble in water, and has good anionic and nonionic complex compatibility. It has good emulsibility, foamability, and foaming, infiltrating, decontaminating and dispersing properties. It is abundant in foams and quickly biodegradable, and has solubility next only to fatty alcohol polyoxyethylene ether sodium sulphate (abbreviated as AES). It is not sensitive to alkali and hard water, but its stability is inferior to general sulfonate under acidic conditions and is close to AES. It is not favorable to exceed 95 °C upon long-term heating, and its irritation is at the middle level among surfactants, with an irritation index of 3.3 for a 10% solution, which is higher than AES and lower than sodium dodecyl benzene sulfonate (abbreviated as LAS). Toxicity LD50 is 1300mg/kg. There is no evidence that this product is carcinogenic, but high doses may indeed irritate the skin. However, in general sanitary products the concentration is limited when used as a forming agent, and is in line with national standards. So there is no need to concern.
Sodium dodecyl sulfate is a major component of detergent. It is usually used in the DNA extraction process to separate DNA after protein denaturation. It is often misread as sodium dodecyl sulfonate. It is widely used as a foaming agent in toothpaste, soap, shower gel, shampoo, detergent and cosmetics. 95% of personal care products and household cleaning products contain sodium lauryl sulfate.
The above information is edited by the chemicalbook of Jin Yinxue.

化学的特性

Sodium lauryl sulfate consists of white or cream to pale yellow coloured crystals, flakes, or powder having a smooth feel, a soapy, bitter taste, and a faint odor of fatty substances. It is easily soluble in water.

使用

Sodium dodecyl sulfate is an emulsifier and whipping aid that has a solubility of 1 g in 10 ml of water. It functions as an emulsifier in egg whites. It is used as a whipping aid in marshmallows and angel food cake mix. It also functions to aid in dissolving fumaric acid.

調製方法

Sodium lauryl sulfate is prepared by sulfation of lauryl alcohol, followed by neutralization with sodium carbonate.

定義

ChEBI: Sodium dodecyl sulfate is an organic sodium salt that is the sodium salt of dodecyl hydrogen sulfate. It has a role as a detergent and a protein denaturant. It contains a dodecyl sulfate.

一般的な説明

White to pale yellow paste or liquid with a mild odor. Sinks and mixes with water.

空気と水の反応

Insoluble in water.

反応プロフィール

DODECYL SULFATE is incompatible with strong oxidizers. Sodium dodecyl sulfate is also incompatible with cationic materials and with acids with pH below 2.5. Salts, basic, such as DODECYL SULFATE, are generally soluble in water. The resulting solutions contain moderate concentrations of hydroxide ions and have pH's greater than 7.0. They react as bases to neutralize acids. These neutralizations generate heat, but less or far less than is generated by neutralization of the bases in reactivity group 10 (Bases) and the neutralization of amines. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible.

健康ハザード

Inhalation of dust causes sneezing and coughing. Ingestion of large amounts causes irritation of stomach. Dust irritates eyes and may cause burns on prolonged contact. Contact with skin causes some irritation; continued exposure to water solution causes drying out and cracking.

火災危険

Flash point data for Sodium dodecyl sulfate are not available; however, Sodium dodecyl sulfate is probably combustible.

応用例（製薬）

Sodium lauryl sulfate is an anionic surfactant employed in a wide range of nonparenteral pharmaceutical formulations and cosmetics.
It is a detergent and wetting agent effective in both alkaline and acidic conditions. In recent years it has found application in analytical electrophoretic techniques: SDS (sodium dodecyl sulfate) polyacrylamide gel electrophoresis is one of the more widely used techniques for the analysis of proteins; and sodium lauryl sulfate has been used to enhance the selectivity of micellar electrokinetic chromatography (MEKC).

接触アレルゲン

This anionic detergent is widely used in cosmetics and industry. As a skin irritant agent, SLS can be used in several dermatological applications. It is also a good indicator of excited skin during patch testing.

安全性プロファイル

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. An experimental teratogen. A human skin irritant. An experimental eye and severe skin irritant. A mild allergen. Mutation data reported. When heated to decomposition it emits toxic fumes of SO, and Na2O. See also ESTERS and SULFATES.

安全性

Sodium lauryl sulfate is widely used in cosmetics and oral and topical pharmaceutical formulations. It is a moderately toxic material with acute toxic effects including irritation to the skin, eyes, mucous membranes, upper respiratory tract, and stomach. Repeated, prolonged exposure to dilute solutions may cause drying and cracking of the skin; contact dermatitis may develop.(3) Prolonged inhalation of sodium lauryl sulfate will damage the lungs. Pulmonary sensitization is possible, resulting in hyperactive airway dysfunction and pulmonary allergy. Animal studies have shown intravenous administration to cause marked toxic effects to the lung, kidney, and liver. Mutagenic testing in bacterial systems has proved negative.
Adverse reactions to sodium lauryl sulfate in cosmetics and pharmaceutical formulations mainly concern reports of irritation to the skin or eyes following topical application.
Sodium lauryl sulfate should not be used in intravenous preparations for humans. The probable human lethal oral dose is 0.5–5.0 g/kg body-weight.
LD50 (mouse, IP): 0.25 g/kg
LD50 (mouse, IV): 0.12 g/kg
LD50 (rat, oral): 1.29 g/kg
LD50 (rat, IP): 0.21 g/kg
LD50 (rat, IV): 0.12 g/kg

貯蔵

Sodium lauryl sulfate is stable under normal storage conditions. However, in solution, under extreme conditions, i.e. pH 2.5 or below, it undergoes hydrolysis to lauryl alcohol and sodium bisulfate.
The bulk material should be stored in a well-closed container away from strong oxidizing agents in a cool, dry place.

純化方法

Purify this detergent by Soxhlet extraction with pet ether for 24hours, followed by dissolution in acetone/MeOH/H2O 90:5:5(v/v) and recrystallisation [Politi et al. J Phys Chem 89 2345 1985]. It has been purified by two recrystallisations from absolute EtOH, aqueous 95% EtOH, MeOH, isopropanol or a 1:1 mixture of EtOH/isopropanol to remove dodecanol, and dried under vacuum [Ramesh & Labes J Am Chem Soc 109 3228 1987]. SDS has also been purified by repeatedly foaming whereby a 0.15% aqueous solution is made to foam and the foam is discarded, then the H2O is removed in vacuo and the residue is diluted to the required concentrations [see Cockbain & McMullen Trans Faraday Soc 47 322 1951] or by liquid-liquid extraction [see Harrold J Colloid Sci 15 280 1960]. Dry it over silica gel. For DNA work it should be dissolved in excess MeOH passed through an activated charcoal column and evaporated until it crystallises out. It has also been purified by dissolving in hot 95% EtOH (14mL/g), filtering and cooling, then drying in a vacuum desiccator. Alternatively, it is crystallised from H2O, vacuum dried, washed with anhydrous Et2O and dried in vacuum again. These operations are repeated five times [Maritato J Phys Chem 89 1341 1985, Lennox and McClelland J Am Chem Soc 108 3771 1986, Dressik J Am Chem Soc 108 7567 1986]. [Beilstein 1 IV 1847.]

不和合性

Sodium lauryl sulfate reacts with cationic surfactants, causing loss of activity even in concentrations too low to cause precipitation. Unlike soaps, it is compatible with dilute acids and calcium and magnesium ions.
Sodium lauryl sulfate is incompatible with salts of polyvalent metal ions, such as aluminum, lead, tin or zinc, and precipitates with potassium salts. Solutions of sodium lauryl sulfate (pH 9.5–10.0) are mildly corrosive to mild steel, copper, brass, bronze, and aluminum.

規制状況(Regulatory Status)

GRAS listed. Included in the FDA Inactive Ingredients Database (dental preparations; oral capsules, suspensions, and tablets; topical and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.