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Access to Heterogeneous Atom‐Transfer Radical Polymerization (ATRP) Catalysts Based on Dipyridylamine and Terpyridine via Ring‐Opening Metathesis Polymerization (ROMP)
Author(s) -
Kröll Roswitha,
Eschbaumer Christian,
Schubert Ulrich S.,
Buchmeiser Michael R.,
Wurst Klaus
Publication year - 2001
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(20010301)202:5<645::aid-macp645>3.0.co;2-x
Subject(s) - romp , polymer chemistry , atom transfer radical polymerization , polymerization , terpyridine , chemistry , dispersity , ring opening metathesis polymerisation , ring opening polymerization , radical polymerization , styrene , chain transfer , metathesis , polymer , metal , copolymer , organic chemistry
A series of dipyridylamine and terpyridine derivatives, norborn‐2‐ene‐5‐di(pyrid‐2‐yl)carbamide ( 1 ), 4′‐(norborn‐2‐ene‐5‐ylmethyleneoxy)terpyridine ( 2 ), di‐(pyrid‐2‐yl)acetamide ( 3 ) and bis(4′‐(norborn‐2‐ene‐5‐ylmethyleneoxy)‐2,2′:6′,2″‐terpyridine)iron(II) hexafluorophosphate ( 4 ) have been synthesized. Linear homopolymers, poly‐ 1 and poly‐ 2 , as well as grafted and coated silica‐ and PS‐DVB‐based polymer supports have been prepared therefrom via ring‐opening metathesis polymerization (ROMP). Monomer 3 , poly‐ 1 , poly‐ 2 have been loaded with Cu (I), Cu (II), Fe (II) as well as Hg (II) salts, respectively. These metal complexes as well as metal loaded supports based on compounds 1 , 2 and 4 have subsequently been used for homogeneous and heterogeneous atom‐transfer radical polymerization (ATRP) of styrene. Systems based on poly‐ 2 coated silica loaded with Cu (I) were found to work best. Under optimum conditions, polystyrene was obtained in 30% yield with polydispersity indices < 1.6 within 2 h and with a remaining metal content in the ng/g (ppb)‐range.