Unionsrechtliche Vorgaben für den Umgang mit Verpackungen und zur Vermeidung von Kunststoffen

Syntheses and polymerization of monoterpene-based (meth)acrylates: IBO(M)A as a relevant monomer for industrial applications

“…These aspects are sustainability, image, market requirement, cost-effectiveness, and politi-cal demands. 6 To ensure the competitiveness of biobased monomers, biobased plastic products have to be integrated into existing processes. The first step to realize this goal is a good availability of these monomers.…”

“…51,52,54 The initial step involves the epoxidation of 1 with metachloroperoxybenzoic acid (mCPBA) in dichloromethane. Sobrerol (6) can be synthesized from α-pinene oxide (O-1) by stirring in acidic aqueous emulsion, for example at pH 5 caused by continuous introduction of CO 2 to the emulsion. The secondary hydroxy group reacted with acrylic acid catalyzed by propanephosphonic acid anhydride (T3P®) to the corresponding acryl ester A6.…”

“…52 Alternatively, the newly formed double bond was oxidized by hydroboration in anti-Markovnikov position, resulting in the triol OH-6 that is esterified to acrylate OH-A6 accordingly in a total yield of 15%. 51 A. C. Serra et al used a similar method to produce sobrerol (6) in a yield of 62% as colorless crystals (Fig. 11).…”

“…11). 55 Sorbreol (6) and acryloyl chloride gave acrylate A6 in a yield of 72% in THF as solvent and TEA as a base within 48 h at 50 °C. Alternatively, methacrylate MA6 was accessible in a yield of 84% by using methacrylic anhydride and DMAP.…”