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Optically Active Biobased Hollow Polymer Particles: Preparation, Chiralization, and Adsorption toward Chiral Amines

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The present work reports a new type of optically active biobased hollow polymer particles (OABHPs) starting from a commonly available biophenylpropene trans-anethole (ANE). To prepare the OABHPs, ANE and maleic… Click to show full abstract

The present work reports a new type of optically active biobased hollow polymer particles (OABHPs) starting from a commonly available biophenylpropene trans-anethole (ANE). To prepare the OABHPs, ANE and maleic anhydride (MAH) underwent precipitation copolymerization in the presence of particulate template as cores, thereby forming core/shell particles. Subsequently removing the cores provided hollow particles, which were then chiralized with chiral agents (R- and S-1-phenylethylamine) and (R- and S-cyclohexyalethylamine) to fabricate the designed OABHPs. The as-prepared particles were characterized by SEM, TEM, elemental analysis, CD, and FT–IR measurements. The chiral particles’ enantioselectivity was further explored by using them as chiral adsorbent toward d- and l-alanine and (−)-cinchonidine and (+)-cinchonine. The optically active hollow particles showed good enantiomeric excess (e.e.) toward racemic alanine. The study not only opens up a new approach for preparing chiral polymer materials, but als...

Keywords: polymer particles; hollow polymer; biobased hollow; polymer; active biobased; optically active

Journal Title: Industrial & Engineering Chemistry Research
Year Published: 2019

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