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Caprylyl glycol
"Descrizione"
by Nat45 (5698 pt)
2023-Dec-08 13:13

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Caprylyl glycol  is a chemical compound, 1,2-glycol produced by synthetic hot oxidation through water of Caprylyl alcohol obtained from plant extraction, coconut.

The name describes the structure of the molecule:

  • Caprylyl refers to caprylic acid, a medium-chain fatty acid. In the context of this compound, "caprylyl" indicates a derivative of caprylic acid.
  • glycol refers to a group of chemical compounds that contain two alcohol groups. In caprylyl glycol, these alcohol groups are attached to the structure of caprylic acid.

Raw Materials and Their Functions

Glycol. An organic compound used as the base for the synthesis of caprylyl glycol. It contributes to the moisturizing properties of the final product.

Caprylic Acid. A medium-chain fatty acid derived from natural sources like coconut oil or palm oil, used in the synthesis of caprylyl glycol.

Industrial Chemical Synthesis of Caprylyl Glycol

  • Esterification Reaction. The reaction of caprylic acid with glycol to form caprylyl glycol. This reaction involves the formation of an ester bond between the acid and the glycol.
  • Reaction Control. The esterification reaction is monitored to ensure it occurs correctly and the final product has the desired properties.
  • Purification. After the reaction, caprylyl glycol is purified to remove impurities and by-products.
  • Quality Control. The purified caprylyl glycol undergoes quality checks to ensure it meets the required standards. After quality control, it is packaged for use in cosmetic and personal care products, where it utilizes its moisturizing and antimicrobial properties.

It appears in form of white powder.

What it is used for and where

Caprylyl glycol is used as a moisturizing and emollient agent in cosmetic products. It is also known for its antimicrobial properties and is often used either as a single preservative or to reinforce the effectiveness of other preservatives.

Cosmetics

Skin conditioning agent - Emollient. Emollients have the characteristic of enhancing the skin barrier through a source of exogenous lipids that adhere to the skin, improving barrier properties by filling gaps in intercorneocyte clusters to improve hydration while protecting against inflammation. In practice, they have the ability to create a barrier that prevents transepidermal water loss.  Emollients are described as degreasing or refreshing additives that improve the lipid content of the upper layers of the skin by preventing degreasing and drying of the skin. The problem with emollients is that many have a strong lipophilic character and are identified as occlusive ingredients; they are oily and fatty materials that remain on the skin surface and reduce transepidermal water loss. In cosmetics, emollients and moisturisers are often considered synonymous with humectants and occlusives.

Deodorant agent. When substances that give off an unpleasant odour are included in cosmetic formulations (typical examples are methyl mercaptan and hydrogen sulphide derived from garlic), deodorants attenuate or eliminate the unpleasant exhalation.  It helps counteract the formation of bad odours on body surfaces.

Skin conditioning agent. It is the mainstay of topical skin treatment as it has the function of restoring, increasing or improving skin tolerance to external factors, including melanocyte tolerance. The most important function of the conditioning agent is to prevent skin dehydration, but the subject is rather complex and involves emollients and humectants that can be added in the formulation.

Hair conditioning agent. A significant number of ingredients with specific and targeted purposes may co-exist in hair shampoo formulations: cleansers, conditioners, thickeners, matting agents, sequestering agents, fragrances, preservatives, special additives. However, the indispensable ingredients are the cleansers and conditioners as they are necessary and sufficient for hair cleansing and manageability. The others act as commercial and non-essential auxiliaries such as: appearance, fragrance, colouring, etc. Hair conditioning agents have the task of increasing shine, manageability and volume, and reducing static electricity, especially after treatments such as colouring, ironing, waving, drying and brushing. They are, in practice, dispersants that may contain cationic surfactants, thickeners, emollients, polymers. The typology of hair conditioning agents includes: intensive conditioners, instant conditioners, thickening conditioners, drying conditioners. They can perform their task generally accompanied by other different ingredients.

Safety

 From the data published so far, this ingredient does not appear to have any impurities that could exceed the safety threshold.

Studies

Caprylyl glycol  is used as a preservative in cosmetic products in creams and nanosuspensions as aqueous formulations. Due to its highly lipophilic qualities (it dissolves easily in fats and oils) it has the greatest influence on the stability of nanosuspensions. In practice, the more lipophilic the preservative, the greater the destabilizing effect (1).

Caprylyl glycol  also possesses broad-spectrum antimicrobial activity with a positive correlation between the antimicrobial activity of the preservative and emulsion droplet particle size in the range of 100-900 nm when the same mixture concentration is used in the same formulation. Emulsion droplet particle size has been shown to be a recently discovered factor affecting the preservation of cosmetic products (2).

As with almost all chemical compounds included in cosmetic products there is no shortage of cases of contact allergies (3).

The most relevant studies and their abstracts have been selected to explore this in more depth:

Caprylyl glycol studies

Molecular Formula: C8H18O2

Linear Formula: CH3(CH2)5CH(OH)CH2OH

Molecular Weight: 146.23 g/mol

UNII: 00YIU5438U

CAS: 87720-90-9  1117-86-8

Synonyms:

  • (2R)-octane-1,2-diol
  • (R)-(+)-1,2-Octanediol
  • (R)-1,2-octanediol
  • (r)-octane-1,2-diol
  • 1,2-Octanediol,(2R)-
  • 1 2-Dihydroxyoctane
  • 1 2-Octylene glycol
  • 1,2-Dihydroxyoctane
  • 1,2-Octanediol
  • 1,2-Octylene glycol
  • 1,2-octanodiol
  • 7 8-Dihydroxyoctane
  • AI3-13058
  • Dermosoft Octiol
  • LexGard O
  • NSC 71546
  • Octane- 1, 2- diol
  • Octane-1,2-diol
  • Sodiol ON-D
  • SCHEMBL2974733
  • CHEBI:37874
  • CTK5F8932
  • DTXSID40426386
  • ZINC1696956
  • LMFA05000548
  • AKOS017343274
  • AJ-30321
  • CJ-28479
  • DB-077090
  • FT-0605125

References______________________________________________________________________

(1) Al Shaal L, Müller RH, Keck CM. Preserving hesperetin nanosuspensions for dermal application. Pharmazie. 2010 Feb;65(2):86-92.

(2) Fang B, Yu M, Zhang W, Wang F. A new alternative to cosmetics preservation and the effect of the particle size of the emulsion droplets on preservation efficacy. Int J Cosmet Sci. 2016 Oct;38(5):496-503. doi: 10.1111/ics.12317.

(3) Kreeshan FC, Williams JDL. Allergic contact dermatitis to caprylyl glycol: A novel "para-preservative" allergen. Contact Dermatitis. 2020 Nov;83(5):418-419. doi: 10.1111/cod.13628.

Coelho EQ, Wu SLC, Nunes RS, Reis VMS. Contact urticaria following the use of a cosmetic containing caprylyl glycol: A case report. Contact Dermatitis. 2019 Oct;81(4):308-309. doi: 10.1111/cod.13299.

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