2004
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Abstract: The controlled radical polymerization (CRP) technique reversible addition−fragmentation chain transfer (RAFT) has potential for preparing functional (co)polymers directly in an aqueous environment. Hydrolysis and aminolysis can eliminate the active end groups necessary for maintaining “livingness” in water. These reactions have not previously been evaluated with respect to their effect on aqueous RAFT polymerizations. Herein we determine rate constants of hydrolysis and aminolysis for representative water-solu… Show more

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“…However, care should be taken because certain RAFT agents show some hydrolytic sensitivity. [243] We have found that this roughly correlates with activity of the RAFT agent (dithiobenzoates > trithiocarbonates ≈ aliphatic dithioesters).…”
Section: Reaction Conditions (Temperature Pressure Solvent Lewis Amentioning
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“…However, care should be taken because certain RAFT agents show some hydrolytic sensitivity. [243] We have found that this roughly correlates with activity of the RAFT agent (dithiobenzoates > trithiocarbonates ≈ aliphatic dithioesters).…”
Section: Reaction Conditions (Temperature Pressure Solvent Lewis Amentioning
“…[2] Thiocarbonylthio groups undergo reaction with nucleophiles and ionic reducing agents (e.g. amines, [8][9][10][11][12][13][14][15] hydroxide, [16,17] borohydride [18,19] ) to provide thiols. They also react with various oxidizing agents (including NaOCl, H 2 O 2 , Bu t OOH, peracids, ozone) [2,[20][21][22] and are sensitive to UV irradiation.…”
Section: Introductionmentioning
“…These side reactions include hydrolysis of the monomer to form ammonia, which causes unwanted aminolysis of the CTAs, slow polymerisation rate and poor monomer conversion (< 28%). [35][36][37] Aiming to minimise such side reactions, we opted for a trithiocarbonate CTA, PABTC, to mediate the polymerization, as it has better hydrolytic stability even at temperatures as high as 70 °C, 24 and the polymerisations were undertaken in 40% in volume dioxane, in order to limit AAm hydrolysis. Furthermore, dioxane also facilitates the solubilisation of both PABTC and styrene monomer at the chain extension Conversion and DP of styrene were determined from 1 H-NMR in situ ( Figure S4).…”
Section: Ultraviolet-visible (Uv-mentioning