中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
1,3,5-三(4-硝基苯氧基)苯 | 1,3,5-tris(4'-nitrophenoxy)benzene | 102852-91-5 | C24H15N3O9 | 489.398 |
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
—— | 1-[4-[3,5-Bis[4-(phenylcarbamoylamino)phenoxy]phenoxy]phenyl]-3-phenylurea | 1219817-68-1 | C45H36N6O6 | 756.817 |
The synthesis of the trifunctionalized TEMPO-modified unimolecular initiators, unimers I, II, and III is described. Unimer I was prepared via an SN2 type Williamson ether coupling of 1,3,5-tris(iodomethyl)benzene with a TEMPO-containing ethylbenzene hydroxy derivative. The synthesis of unimer II, however, was accomplished through SN1 reaction of 1,3,5-tris(bromomethyl)benzene with the hydroxy-ethylbenzene TEMPO derivative in the presence of silver triflate. Synthesis of unimer III started from phloroglucinol and an SNAr reaction with 1-fluoro-4-nitrobenzene, followed by reduction to the amino compound and Schiff base formation with the TEMPO-derivatized aromatic aldehyde. Stable free radical polymerisation (SFRP) of styrene and acetoxystyrene with unimer I are also described with molecular weights and polydispersities reported. It is concluded that the SFRP of styrene with a triradical initiator meets the requirements of a living system.Key words: stable free radical polymerisation, starburst dendrimer, multi-armed unimolecular initiators.
The synthesis of azobenzene-functionalized multi-armed unimolecular initiators or "unimers" that can be polymerized using styrene or styrenic derivatives via TEMPO (2,2,6,6-tetramethylpiperidenyl-1-oxyl) mediated stable free radical polymerization (SFRP) is described. The unimers are composed of an azobenzene-functionalized core and a TEMPO-modified unit. Homopolymers and copolymers of styrene and acetoxystyrene were synthesized using the mono-and trifunctionalized unimers as initiators under bulk conditions with average molecular weights and polydispersities reported. The studies lay the groundwork for further investigations involving SFRP towards building a light harvesting system by introducing chromophores onto the polymer chains for capturing light and thence transferring it to the azobenzene core.Key words: azo-functionalized unimolecular initiator, stable free radical polymerization, starburst dendrimer.