Efficient Synthesis of Rigid Ladder Polymers via Palladium Catalyzed Annulation
Author(s) -
Sheng Liu,
Zexin Jin,
Yew Chin Teo,
Yan Xia
Publication year - 2014
Publication title -
journal of the american chemical society
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja5110415
Subject(s) - norbornene , chemistry , annulation , polymer chemistry , monomer , polymer , copolymer , aryl , polymerization , cationic polymerization , catalysis , palladium , addition polymer , thermal stability , organic chemistry , alkyl
We report a new method to synthesize rigid ladder polymers using efficient palladium catalyzed annulation reactions with low catalyst loading (1 mol %). Rigid ladder polymers with benzocyclobutene backbone linkages can be synthesized from copolymerization of readily accessible aryl dibromides and norbornadiene or polymerization of AB type monomers bearing norbornene and aryl bromide or triflate moieties. High molecular weight (10-40 kDa) rigid ladder polymers can be obtained with complete monomer conversions. Diverse monomers also gave different, fixed ladder polymer conformations. The ladder polymers exhibited excellent thermal stability, high carbonization yield, and large intrinsic porosity.
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