Complexation of various fragrance materials with 2-hydroxypropyl-.BETA.-cyclodextrin.

“Back to the Future”: A New Look at Hydroxypropyl Beta-Cyclodextrins

“…Similar tendency with a maximum in the range of DS 3.4-4.6 was observed for fragrances, such as benzyl acetate and linalool. 53 A maximum curve was obtained for the association constants of p-nitrophenol and p-nitrophenolate as a function of the DS of HPBCD with a maximum at DS 8. 54 In such cases, the possibility for H-bond formation is enhanced by increasing DS and this counteracts to the geometrical hindrance.…”

Use of cyclodextrins as a cosmetic delivery system for fragrance materials: Linalool and benzyl acetate

“…The inclusion complexes of fragrance materials with 2-HPβCD at molar ratios of 1:1 and 1:2 (guest:host) were prepared by modifying the method used by Matsuda et al 2 Exactly 2.5 g of 2-HPβCD was dissolved in distilled water (47 mL) to prepare the aqueous CD solution. Calculated amounts of linalool (0.280 g for 1:1 molar ratio and 0.140 g for 1:2 molar ratio) and benzyl acetate (0.272 g and 0.136 g for 1:1 and 1:2 molar ratio, respectively) were gradually added to the aqueous CD solution and mixed with a magnetic stirrer at 300 rpm for 12 hours.…”

“…Although the surfactants used in cosmetic preparations have been regarded as important raw materials in solubilization techniques for many years, their use as solubilizing agents leads to different problems, such as causing cloudiness and turbidity in the transparent formulations, skin irritation, and sensitization to light. [2][3][4] Furthermore, the amount of fragrance materials in the product rapidly decreases during storage because of their volatility and poor stability. Cyclodextrin (CD) complexation of fragrance materials increases their solubility and reduces or prevents their evaporation.…”

“…9,10 These macromolecules and their inclusion compounds have been used in the food, pharmaceutical, and cosmetic industries. 11 In cosmetic formulations, CDs are mainly used (1) to increase the water solubility of lipophilic materials; (2) to convert the liquid or oily materials to powder form; (3) to increase the physical and chemical stability of guest molecules by protecting against decomposition, oxidation, hydrolysis, or loss by evaporation; (4) to provide the controlled release of active ingredients; (5) to reduce or prevent skin irritation; (6) to prevent interactions between various formulation ingredients; (7) to increase or decrease the absorption of various compounds into skin; (8) to stabilize emulsions and suspensions; and (9) to reduce or eliminate undesired odors. [12][13][14][15][16] The aim of this study was to increase the stability and water solubility of fragrance materials, to provide controlled release of these compounds, and to convert these substances from liquid to powder form by preparing their inclusion complexes with CDs.…”

Interaction of Fragrance Materials With 2‐Hydroxypropyl‐β‐Cyclodextrin by Static and Dynamic Head‐space Methods

“…Fragrance materials are often added to industrial products such as cosmetics, medicines, and foods, and are used in various forms with other materials such as emulsifiers or solubilizers, depending on the properties of the medium [1]. Cyclodextrins (CyDs) which are used as surfactants have also recently been used as solubilizers and/or sustained-release carriers for fragrance material in aqueous media in the cosmetic, food and pharmaceutical fields [2,3]. Hence, understanding how the fragrance material interacts with the CyD in an aqueous solution is essential for perfumers and flavorists.…”