Synthesis of fluorescent, dansyl end‐functionalized PMMA and poly(methyl methacrylate‐b‐phenanthren‐1‐yl‐methacrylate) diblock copolymers, at ambient temperature

Abstract

The polymerization of MMA, at ambient temperature, mediated by dansyl chloride is investigated using controlled radical polymerization methods. The solution ATRP results in reasonably controlled polymerization with PDI < 1.3. The SET‐LRP polymerization is less controlled while SET‐RAFT polymerization is controlled producing poly(methyl methacrylate) (PMMA) with the PDI < 1.3. In all the cases, the polymerization rate followed first order kinetics with respect to monomer conversion and the molecular weight of the polymer increased linearly with conversion. The R group in the CTAs do not appear to play a key role in controlling the propagation rate. SET‐RAFT method appears to be a simpler tool to produce methacrylate polymers, under ambient conditions, in comparison with ATRP and SET‐LRP. Fluorescent diblock copolymers, P(MMA‐b‐PhMA), were synthesized. These were highly fluorescent with two distinguishable emission signatures from the dansyl group and the phenanthren‐1‐yl methacrylate block. The fluorescence emission spectra reveal interesting features such as large red shift when compared to the small molecule. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

Living Radical Polymerization by the RAFT Process – A Third Update

“…The process may use a variety of traditional ATRP or SET-RDRP and have been called SET-RAFT. [346,384] Examples include: the use of a metalloenzyme (laccase) as an catalyst and ethyl bromoisobutyrate as initiator to perform RAFT polymerization of PEGMA in the presence of cyanoisopropyl dithiobenzoate (12). [185] polymerization of MA with cyclic RAFT agent 444 and either ethyl 2-bromopropionate or 2-diethyl, meso-2,5-dibromoadipate as initiator and CuBr/tris[(2-pyridyl) methyl]amine catalyst.…”

“…MMA [346] St [194] 376 [347] 378 [347] 379 [347] BA [194] NPMI/Lim [345] 376-b-378 [347] 376-b-379 [347] 378-b-376 [347] …”

“…A [346] MMA [346] 125 RЈ ϭ butyl Lubrizol CTA-1 [107] AA/Am [404] Am-b-AA [404] 127 [370] St [370] 128…”

Fabrication of a SERS based aptasensor for detection of ricin B toxin

“…25 Ricin B DNA aptamer (5 0 -NH 2 -ACACCCACCGCAGGCAGAC GCAACGCCTCCGGAGACTAGCC-3 0 , SSRA1) was synthesized by Sigma-Genoysis. Azobisisobutyronitrile (Acros, 98%) was crystallized from methanol twice and stored at À20 C. DMF (Aldrich, 99.5%) was distilled under vacuum aer drying with CuSO 4 .…”

“…N-Acryoyl-L-valine (AVAL) monomer was synthesized as reported earlier 24 and stored at À20 C. The chain transfer agent, 2-(butylthio-carbonothioylthio)-2-methylpropionic acid (BCTP), was synthesized according to the literature procedure. 25 Ricin B DNA aptamer (5 0 -NH 2 -ACACCCACCGCAGGCAGAC GCAACGCCTCCGGAGACTAGCC-3 0 , SSRA1) was synthesized by Sigma-Genoysis. Ricin B chain from Ricinus communis (castor bean) was purchased from Sigma Aldrich.…”