The electronic effects of substituents containing phosphorus

Tsvetkov, E. N.; Makhamatkhanov, M. M.; Kabachnik, M. I.

doi:10.1007/bf00523716

Cited by 1 publication

(1 citation statement)

References 14 publications

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“…DPPS shows a strong tendency to homopolymerize, while St preferentially copolymerizes with DPPS. This tendency is probably due to the electron‐withdrawing character of the diphenylphosphine substituent, and is in line with the reactivity of other p ‐substituted styrenes with electron‐withdrawing substituents, such as p ‐cyanostyrene ( r StCN = 1.2, r St = 0.19) or p ‐chlorostyrene ( r StCl = 1.1, r St = 0.55) …”

Section: Resultssupporting

confidence: 70%

Phosphorus‐Containing Gradient (Block) Copolymers via RAFT Polymerization and Postpolymerization Modification

Sykes

Harrisson

Keddie

2016

Macro Chemistry & Physics

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Reversible addition-fragmentation chain transfer (RAFT) copolymerization of styrene (St) and 4-(diphenylphosphino)styrene (DPPS) is explored to establish the statistical distribution of the phosphine-functional monomer within the copolymer. RAFT copolymerization of St and DPPS at a variety of feed ratios provides phosphine-functional copolymers of low dispersity at moderate monomer conversion (Ð <1.2 at conv. >60%). In all cases the fraction of DPPS in the resulting polymers is greater than that in the monomer feed. Estimation of copolymerization reactivity ratios indicates DPPS has a strong tendency to homopolymerize whilst St preferentially copolymerizes with DPPS (r DPPS = 4.4; r St = 0.31). The utility of the copolymers as macro-RAFT agents in block copolymer synthesis is demonstrated via chain extension with hydrophilic acrylamide (N,N-dimethylacrylamide (DMAm)) and acrylate a Supporting Information is available online from the Wiley Online Library or from the corresponding author.-2 -(poly(ethylene glycol) methyl ether acrylate (mPEGA); di(ethylene glycol) ethyl ether acrylate (EDEGA)) monomers. Finally access to polymers containing phosphine oxide and phosphonium salt functionalities is shown through post-polymerization modification of the phosphine-containing copolymers.

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Section: Resultssupporting

confidence: 70%