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Simultaneous construction of polymer backbone and side chains by three‐component polycondensation. Synthesis of polyethers with keto side chains from dialdehydes, alkylene bis(trimethylsilyl) ethers, and silyl enol ethers

1998; Wiley; Volume: 199; Issue: 11 Linguagem: Inglês

10.1002/(sici)1521-3935(19981101)199

1521-3935

Tsutomu Yokozawa, Lui Niimi, Kazuyuki Takenoya,

Silicone and Siloxane Chemistry

Polyethers with the keto side chains were synthesized by the one-step reaction of dialdehydes (1), alkylene bis(trimethylsilyl) ethers (2), and silyl enol ethers (3) in the presence of 10 mol-% of triphenylmethyl perchlorate (trityl perchlorate). The model reactions using monofunctional analogs showed that silyl enol ether 3h of 4-nitroacetophenone is most effective for the depression of the aldol reaction of the aldehyde with 3. A variety of 1, 2, and 3h with the molar ratio 1:1:2 was polymerized at -50°C to yield polyethers with keto side chains. This polymer synthesis is unusual in that it concurrently constructs both polymer backbone and functional side chains from three starting compounds.