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Reactivity of quinones for the dehydrogenation of poly(1,3‐cyclohexadiene)
Author(s) -
Natori Itaru,
Sato Hisaya
Publication year - 2007
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.2214
Subject(s) - dehydrogenation , reactivity (psychology) , steric effects , benzoquinone , chemistry , reagent , medicinal chemistry , photochemistry , polymer chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
The reactivity of three types of quinones (3,4,5,6‐tetrachloro‐1,2‐( o ‐)‐benzoquinone (TOQ), 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ), and 2,3,5,6,‐tetrachloro‐1,4‐( p ‐)‐benzoquinone (TCQ)) was examined for the dehydrogenation of poly(1,3‐cycohexadiene) (PCHD) composed of 1,2‐cyclohexadiene and 1,4‐cyclohexadiene units. The order of reactivity was TOQ > DDQ > TCQ. The steric hindrance of CO groups in the quinones appeared to be an important factor in determining their reactivity. DDQ was found to be an appropriate dehydrogenation reagent for PCHD. The reactivity of TCQ was considerably low for PCHD containing 1,2‐cyclohexadiene units. The reactivity of TOQ was too high and side reactions occurred, causing the formation of structural defects. Copyright © 2007 Society of Chemical Industry