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Origin of the methylene bonds in poly[2‐methoxy‐5‐(2′‐ethyl‐hexyloxy)‐1,4‐phenylenevinylene] prepared according to Gilch's method: novel applications
Author(s) -
Lin KingFu,
Fan YangLiang,
Chow HsuanLiang
Publication year - 2006
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.2043
Subject(s) - methylene , monomer , polymerization , polymer chemistry , benzene , materials science , copolymer , methylene blue , molecule , phenylene , photochemistry , polymer , chemistry , organic chemistry , catalysis , composite material , photocatalysis
Impurities containing methylene bridges between 2‐((2′‐ethylhexyl)oxy)‐5‐methoxy‐benzene molecules are inevitably formed during the synthesis of 1,4‐bis(chloromethyl)‐2‐((2′‐ethylhexyl)oxy)‐5‐methoxy‐benzene, the monomer used in the preparation of poly[2‐methoxy‐5‐(2′‐ethyl‐hexyloxy)‐1,4‐phenylenevinylene] (MEH‐PPV), but they can be removed by double recrystallization of the monomer prior to polymerization. When impurities containing methylene bridges participate in a Gilch polymerization, the methylene bonds formed in the main chains are prone to break at 200 °C, that is, at least 150 °C below the major degradation temperature of defect‐free MEH‐PPV. Interestingly, the thermal treatment used to break the methylene bonds present reduces the chain aggregation of MEH‐PPV during film formation and induces its blends with poly(2,3‐diphenyl‐5‐octyl‐ p ‐phenylene‐vinylene) (DPO‐PPV) to form a morphology similar to that of block copolymers. Both significantly enhance the luminescence properties. Copyright © 2006 Society of Chemical Industry