08 Apr Cinnamyl methacrylate

Product of the month | April 2024
SP-43-0-016 is a methacrylate-based monomer of the cinnamyl alcohol which is an UV-absorbable group. The alkene function could be activated to form C-C bond. The formation of C-C bond could be provided by metal-catalyzed C-H activation [1] or organo-catalyzed Claisen rearrangement. [2]
On the other hand, the methacrylate group can react by polymerization or 1,4 additions. For example, the transfer radical polymerization (ATRP) of SP-43-016 is described by Near Infra-Red (NIR) induction to lead to block polymers. [3]
Also, this monomer is recently used in copolymerization with silyl and fluorous copolymers. Thanks to its hydrophobicity, it could provide self-stratifying coating materials which have self-healing abilities under UV light, heating, or spraying amine. [4]
SP-43-0-016 is sold in batches of 5 g and 10 g and its TDS is downloadable on our website.
References
[1] Pd(II)-Catalyzed Direct Olefination of Arenes with Allylic Esters and Ethers, Yuexia Zhang, Zejiang Li, and Zhong-Quan Liu*,Org. Lett.2012, 14, 1, 226–229 >
[2] A 1,3,2-Diazaphospholene-Catalyzed Reductive Claisen Rearrangement, John H. Reed, Dr. Pavel A. Donets, Dr. Solène Miaskiewicz, Prof. Dr. Nicolai Cramer, Angew. Chem., Int. Ed. 2019, 58(26), 8893-8897 >
[3] NIR Light-Induced ATRP for Synthesis of Block Copolymers Comprising UV-Absorbing Moieties, Ceren Kütahya, Nicolai Meckbach, Prof. Dr. Veronika Strehmel, Prof. Dr. Jochen S. Gutmann, Bernd Strehmel, Chem. Eur. J. 2020, 26, 46, 10444-10451 >
[4] Self-Stratified Coating with Multiresponsive Self-Healing Polymer, Diksha Sharma, Debaprasad Mandal* ACS Appl. Polym. Mater. 2023, 5, 9, 7051–7059 >
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