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Jia-An Zhang,Nian-Fa Yang,Li-Wen Yang,Shi Wu,Ye-Hui Chen,Jin Zhang 한국고분자학회 2013 Macromolecular Research Vol.21 No.6
Three new chiral bisacylphosphine oxides, (-)-bis(menthylformyl)phenylphosphine oxide (1a), (+)-bis(2,4,6-trimethylbenzoyl)menthylphosphine oxide (2a), and (-)-bis(menthylformyl)menthylphosphine oxide (3a),were synthesized using menthol as a chiral source. The synthesized new chiral bisacylphosphine oxides were used as photoinitiators for the polymerization of 1-phenyldibenzosuberyl methacrylate (PDBSMA). The polymerization initiated by chiral bisacylphosphine oxides under UV light irradiation is helix-sense-selective. Among the three prepared chiral bisacylphosphine oxides, the helix-sense-selectivity of bis(menthylformyl)menthylphosphine oxide is highest. The highest specific rotation of poly(1-phenyldibenzosuberyl methacrylate) at 365 nm is +416. The feed molar ratio of monomer to chiral bisacylphosphine oxide and the polymerization temperature have an influence on the helix-sense-selectivity. The lower the feed molar ratio of monomer to chiral bisacylphosphine oxide, the better the helix-sense-selectivity is. The increase of polymerization temperature is propitious to increase the helix-senseselectivity of the photopolymerization.
Chunhui Zhao,Kunbing Ouyang,Nian-Fa Yang,Jin Zhang,Zhu Sheng Yang 한국고분자학회 2016 Macromolecular Research Vol.24 No.5
Six optically active oxide propane monomers (1m-6m) were synthesized in a very facile way. The monomers were polymerized using potassium hydroxide (KOH) as an initiator to afford the corresponding polyethers (1p-6p). The polyether (R)-1p (specific rotation, [α]=+331) exhibited optical rotation as large as fourfold that of the monomer (R)-1m ([α]=-10). The specific optical rotation, circular dichroism (CD) and ultraviolet (UV)-visible spectra data showed that the obtained polymers can keep a prevailing helicity of the backbone in solution.