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What is the method of synthesizing Octocrylene

Mar 08, 2023 Deixa un missatge

Octocrylene is an organic compound, mainly used as sunscreen, and its chemical reaction properties are as follows:

1. UV absorption:

Octocrylene can absorb UVB and UVA rays and play a role in sunscreen. The maximum wavelength of UVB absorption is 310 nm, and the maximum wavelength of UVA absorption is 360 nm.

2. Oxidation reaction:

Octocrylene is easily oxidized and can form diketone compounds through oxidation reaction. This reaction is generally carried out under light conditions, and the accelerator can be air, oxygen, hydrogen peroxide, etc.

3. Mixing with other sunscreen agents:

Octocrylene can be mixed with other sunscreen agents to improve the sunscreen effect. For example, it can be mixed with titanium dioxide, zinc oxide and other substances to form a more effective sunscreen formula.

4. Thermal decomposition reaction:

Octocrylene is prone to decomposition reaction under high temperature conditions to produce products with low molecular weight, such as formaldehyde, acetone and sulfuric acid.

5. Esterification reaction:

Octocrylene can react with alcohols to form esterification products. This reaction is generally carried out under acidic conditions, and the catalyst can be sulfuric acid.

To sum up, Octocrylene is mainly used as sunscreen. Its chemical reaction properties mainly include ultraviolet absorption, oxidation reaction, mixing with other sunscreen agents, thermal decomposition reaction and esterification reaction. Among them, oxidation reaction and thermal decomposition reaction may lead to the reduction or loss of its sunscreen effect. Therefore, it is necessary to pay attention to its storage and use conditions during use.

 

The synthesis route of Octocrylene mainly includes the following steps:

1. Synthesis of 4-methylbenzoic acid.

2. Synthesis of 2-ethoxyethyl 4-methylbenzoate

3. Synthesis of 2-ethoxy-2-oxo-1,3,2-dioxane 6-one

4. Synthesis of 2-oxo-1,3,2-dioxocycloheptane-6-keto-4-carboxylate

5. Synthetic Octocrylene

 

Here are the detailed steps:

1. Synthesis of 4-methylbenzoic acid:

Benzaldehyde and acetone are heated under acidic conditions to produce 4-methylbenzoic acid.

2. Synthesis of 2-ethoxyethyl 4-methylbenzoate:

Ethyl 4-methylbenzoate was prepared by the reaction of 4-methylbenzoic acid and ethanol under acidic conditions. Then, ethyl 4-methylbenzoate reacts with ethylene glycol under alkaline conditions to produce 2-ethoxyethyl 4-methylbenzoate.

3. Synthesis of 2-ethoxy-2-oxo-1,3,2-dioxane 6-one:

2-ethoxyethyl 4-methylbenzoate reacted with sulfuric acid and acetylacetone at high temperature to produce 2-ethoxy-2-oxo-1,3,2-dioxocycloheptane-6-one.

4. Synthesis of 2-oxo-1,3,2-dioxocycloheptane-6-keto-4-carboxylate:

The reaction of 2-ethoxy-2-oxo-1,3,2-dioxocycloheptane-6-one with formic acid under alkaline conditions produces 2-oxo-1,3,2-dioxocycloheptane-6-one-4-carboxylate.

5. Synthetic Octocrylene:

The 2-oxo-1,3,2-dioxocycloheptane-6-keto-4-carboxylate was heated under acidic conditions to produce Octocrylene.

In general, the synthesis route of Octocrylene is relatively complex, and it requires several steps to obtain the target product.

 

Octocrylene was first synthesized by scientists John H. Fowle III and James J. Leyden of Hallstar Company in 1991. At first, Octocrylene was used as a new type of ultraviolet absorber. Its advantages are that it can provide broad-spectrum ultraviolet protection, and it can enhance each other when used with other ultraviolet absorbent formulations. Since then, Octocrylene has been widely used in various cosmetics, skin care products and sunscreen.

 

With the increasing awareness of the damage of ultraviolet rays to the skin and the attention paid by consumers to ultraviolet protection, the market demand of Octocrylene is increasing. In order to meet the market demand, many cosmetics and skincare manufacturers began to use Octocrylene as ultraviolet absorber. At present, Octocrylene has become one of the most commonly used ultraviolet absorbers, and its application in various cosmetics and skin care products is also increasingly widespread.

 

It should be noted that with the continuous expansion of the application of Octocrylene, some researchers began to raise doubts about its safety. It is reported that Octocrylene may cause allergic reactions, interfere with the endocrine system and other problems, so it needs to be used carefully and under the guidance of professionals.

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