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SILICONES H H OH Na H HO Si o Figure 1. Synthesis of Vertasil® TM-CBD1 from CBD isolate.


Trisiloxanyl-cannabidiol hybrid fluid To fill in this technical gap, Gelest Inc. has introduced a material called Vertasil® TM-CBD1, a multifunctional trisiloxanyl-cannabidiol hybrid fluid. As seen in Figure 1, this CBD derivative contains a trisiloxane group instead of one of the primary hydroxyl sites on the CBD molecule. To achieve this design, CBD isolate was reacted with sodium to form a sodium alkoxide by conversion of a hydroxyl group which in turn was reacted with heptamethyltrisiloxane creating trisiloxanyl substituted-cannabidiol. While other candidate CBD derivatives were considered, this compound was selected due to the fact that it has the maximum amount of natural product that is consistent with the objectives of greater solubility, emollience, and formulation stability. This patented molecule10


was specifically


designed to extend the solubility parameters and improve the compatibility of Cannabidiol (CBD) with a wide range of materials without compromising the activity or benefits of CBD. Vertasil TM-CBD1 now allows the incorporation of trisiloxane-functionalised cannabidiol isolate into silicone gel matrices such as polydimethylsiloxane (PDMS) and other primarily silicone-based formulations. Additionally, this derivative is compatible with many other cosmetic ingredients, including but not limited to natural oils, hydrocarbons, esters, glycols, silicones, and silicone derivatives. Finally, it also acts as a great solubiliser in formulas combining both silicones and natural oils. The solubility parameters of trisiloxanyl- cannabidiol are summarised in Table 1. The complete solubility of the CBD hybrid fluid in silicone fluids allows it to be spread into thin films, since the silicone fluids themselves spread to monolayer films. The potential effects of trisiloxanyl-cannabidiol are thus anticipated at concentrations below 0.05%. To demonstrate the improved compatibility of this newly designed material, trisiloxanyl-cannabidiol was incorporated into different PDMS gels to test the performance of the derivative with varying methods.


Trisiloxanyl-cannabidiol loaded into silicone elastomer First, trisiloxanyl-cannabidiol was absorbed into a high elongation silicone elastomer. A high elongation polydimethylsiloxane elastomer (ExSil® 100) was cut into two


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TABLE 1: THE SOLUBILITY OF CBD ISOLATE VS. TRISILOXANYL-CANNABIDIOL IN VARIOUS COSMETIC INGREDIENTS


Vehicle


Natural Oils and Triglycerides Hydrocarbons Glycols Water


SiBrid TM-031 Propyltrisiloxane SiBrid TM-081 Caprylyl Methicone DiEthicone 12 Dimethicone


Cyclomethicone


Cyclomethicone Vertasil® TM-L01 Limonenyldimethicone Vertasil® TM-VE1 Vit. E Propyltrisiloxane Vertasil® VAN-07 Anisyldimethicone Vertasil® VLN-07 Limonenyltrisiloxane Cannabidiol Oil SS


99% CBD Isolate S S S I I I I I I


S S S S


SS


Vertasil TM-CBD1 S S


PS I


S S S S S S S S S S


S-Soluble, l-Insoluble, PS-Partially Soluble, SS-Self Soluble


weighed 1.41 g (a 400% increase), and swelled to 2 x 3 cm. Sample 2 did not change colour, weight, or size. The visible differences are shown in Figure 2. These results indicate that lipophilic solutions containing CBD are not compatible with silicone substrates or PDMS gels, as they do not allow for the infusion of CBD into silicone substances, making CBD delivery from the silicone gel elastomer infeasible. Conversely, trisiloxanyl-cannabidiol was able to easily infuse into the silicone elastomer, illustrating its compatibility with the material. To confirm both the presence of CBD in the


equal pieces 1.5 x 2.5 cm and 0.35 g in size and weight, respectively. One piece (sample 1) was placed in a mixed solution of 5 g of trisiloxanyl-cannabidiol and 5 g of propyltrisiloxane (SiBrid® TM-031). As a control, the second piece (sample 2) was placed in 10 g of hemp seed oil. Elastomers were immersed in their respective solutions for 30 minutes with closed lids to allow the oils to absorb into the elastomers. After 30 minutes, both samples were


removed from solution. Excess solution was gently blotted from the samples using tissue paper, and the resulting silicone pieces were weighed. Sample 1 changed colour from opaque to transparent with an orange tint,


silicone gel and release from the gel, thin-layer chromatography (TLC) was performed. The silicone elastomer containing trisiloxanyl- cannabidiol (sample 1) was washed in deionised (DI) water three consecutive times. For each wash, the sample was placed in a vial containing 10 g of DI water and shaken for 10 seconds. The water from each wash was collected and analysed for the presence of CBD. A basic TLC method was used to analyze samples with 20% ethyl acetate in hexanes. CBD isolate was compared to a hydrolysed sample of trisiloxanyl-cannabidiol as well as to each of the washes. When testing the CBD isolate, the TLC plate showed one dark brown spot. The hydrolysed trisiloxanyl-cannabidiol and all three washes also showed spots in the same location, indicating the presence of CBD. These findings are shown in Figure 3.


April 2021 PERSONAL CARE Si o


H Si


OH o Si H


o Si


o Si


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