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Abstract An ionic liquid (IL) (1,3-dipropylimidazolium bromide) in combination with triphenyl phosphite was employed for the synthesis of highly organosoluble and chiral polyamides bearing L-phenylalanine and anthracenic units via the phosphorylation polyamidation reaction with the assistance of a microwave-accelerated reaction system. Compared with conventional solvents, this approach exhibited higher inherent viscosities and shorter reaction time, which indicated coupling of IL and microwave irradiation was an efficient, rapid, and simple preparation technique for the synthesis of polyamides. The yields and thermal stability of the polymers were comparative under two methods. All of the resulting polymers were amorphous with excellent solubility in many organic solvents, such as N-methyl-2-pyrrolidinone and N,N-dimethylacetamide. The obtained polyamides had glass transition temperatures of about 183 C, 10% weight-loss temperatures in excess of 340 C, and char yields at 800 C in nitrogen higher than 42%. Keywords Green chemistry Ionic liquid Microwave irradiation Polyamides Introduction The application of microwave irradiation as an alternative heat source has attracted a great deal of attention for the synthesis of organic compounds and polymers [1¨C3]. It has been revealed that microwave activation in the polymer synthesis causes enhancements in the reactivity as well as selectivity. Furthermore, it often leads to substantial reduction of the reaction time, and a net improvement of the yields and of the properties of the polymers [2, 3]. Owing to their high polarity, room temperature ionic liquids (RTILs) efficiently absorb microwave energy [4, 5]. This property should significantly accelerate reaction rates in RTILs when they are utilized as solvents and/or catalysts. |
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