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Fatty acids, C6-24 and C16-18-unsatd., esters with sucrose
[CAS# 93571-82-5]

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Identification
Classification Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
Name Fatty acids, C6-24 and C16-18-unsatd., esters with sucrose
CAS Registry Number 93571-82-5
EC Number 297-409-1
up Discovory and Applicatios
Fatty acids, C6-24 and C16-18-unsatd., esters with sucrose are a class of sugar-based nonionic surfactants produced by esterifying sucrose with a mixture of saturated and unsaturated fatty acids of varying chain lengths. The saturated fatty acids typically range from six to twenty-four carbon atoms, while the unsaturated components are predominantly sixteen to eighteen carbons long. These compounds were developed as part of the broader exploration of carbohydrate esters in the mid to late twentieth century, with the goal of creating biocompatible, renewable emulsifiers and stabilizers suitable for food, pharmaceutical, and cosmetic applications.

The origin of these sucrose esters lies in the combination of two complementary chemical principles: the reactivity of polyhydroxy sugars and the amphiphilic properties of fatty acids. Sucrose contains multiple hydroxyl groups that can be selectively esterified, while the long-chain fatty acids provide hydrophobic segments that confer oil-soluble characteristics. By esterifying sucrose with mixtures of saturated and unsaturated fatty acids, chemists created molecules capable of self-assembling at oil–water interfaces and stabilizing emulsions. The inclusion of unsaturated chains contributes flexibility and lowers melting points, improving solubility and processing behavior compared with fully saturated esters.

These compounds are synthesized through controlled esterification or transesterification reactions. Sucrose is reacted with fatty acids or their derivatives in the presence of acidic or basic catalysts under temperature and solvent conditions that facilitate selective ester formation. The degree of esterification and the distribution of fatty acid chains can be adjusted to achieve the desired hydrophilic-lipophilic balance, which determines solubility, emulsification efficiency, and functional performance in formulations. The combination of saturated and unsaturated fatty acids allows precise tuning of physical properties such as melting range, crystallinity, and viscosity.

The primary application of fatty acids, C6-24 and C16-18-unsatd., esters with sucrose is as emulsifiers in food systems. They are used to stabilize oil-in-water emulsions in baked goods, confectionery, spreads, beverages, and dairy products. Their amphiphilic nature allows them to form stable films around dispersed fat droplets, preventing coalescence, improving texture, and extending shelf life. The mixture of saturated and unsaturated fatty acids contributes to a balance between stability and processability, which is critical for industrial-scale food production. Their origin from natural sugars and fatty acids also provides regulatory advantages and consumer acceptance as safe, edible ingredients.

In pharmaceutical and nutraceutical formulations, these sucrose esters function as solubilizers and dispersing agents. They enhance the uniform distribution of lipophilic active ingredients, improve bioavailability, and facilitate the formation of stable suspensions, emulsions, or microemulsions. Their mild chemical nature reduces the risk of irritation and toxicity, making them suitable for oral, topical, or parenteral applications.

Cosmetic and personal care industries also utilize these esters as emulsifiers, stabilizers, and texture modifiers. They are incorporated into creams, lotions, ointments, and other formulations to improve consistency, spreadability, and sensory properties. The inclusion of unsaturated fatty acids helps maintain flexibility and prevents crystallization in solid or semi-solid products. Their biodegradability and derivation from renewable resources align with consumer demand for environmentally responsible ingredients.

From a scientific standpoint, these sucrose esters have been studied to understand their interfacial behavior, micelle formation, and interactions with other components in complex formulations. Research has shown that the ratio of saturated to unsaturated fatty acids influences emulsification efficiency, droplet size distribution, and stability under thermal or mechanical stress, providing formulators with tools to optimize product performance.

Overall, fatty acids, C6-24 and C16-18-unsatd., esters with sucrose exemplify how carbohydrate and lipid chemistry can be combined to produce functional, biocompatible emulsifiers. Their development reflects decades of chemical research applied to practical industrial needs, and their applications span food, pharmaceutical, and cosmetic products, where they improve stability, texture, and performance while remaining safe, renewable, and environmentally friendly.
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