TY - JOUR
T1 - Non-uniformly substituted phthalocyanines and related compounds
T2 - Alkylated tribenzo-imidazolo[4,5]-porphyrazines
AU - Bakboord, J. V.
AU - Cook, M. J.
AU - Hamuryudan, E.
PY - 2000
Y1 - 2000
N2 - The synthesis and properties of '3:1' phthalocyanines, in which three of the benzenoid rings are similarly substituted whereas the fourth is differently substituted or is replaced by a heteroaromatic ring, are overviewed with an emphasis on contributions from the group at the University of East Anglia. The synthesis of novel hepta-alkylated tribenzo-imidazolo[4,5]-porphyrazines as metal-free derivatives by cross-condensation of 3,6-dialkylphthalonitrile and 1-alkyl-4,5-dicyanoimidazole is described. The compounds show Q band absorption at 701 and 660 nm. The Q band is thus hypsochromically shifted relative to the Q band absorption of the corresponding metal-free octa-alkylphthalocyanines and the metal-free hexa-alkylated derivatives of tribenzo-pyridino[3,4]porphyrazines, tribenzo-thiopheno[2,3]porphyrazines and tribenzo-thiopheno[3,4]porphyrazines. Examples of the tribenzo-imidazolo[4,5]porphyrazines have been deposited as smooth, even and transparent spin-coated films with broad-band absorption in the region 600-750 nm. Copyright (C) 2000 John Wiley and Sons, Ltd.
AB - The synthesis and properties of '3:1' phthalocyanines, in which three of the benzenoid rings are similarly substituted whereas the fourth is differently substituted or is replaced by a heteroaromatic ring, are overviewed with an emphasis on contributions from the group at the University of East Anglia. The synthesis of novel hepta-alkylated tribenzo-imidazolo[4,5]-porphyrazines as metal-free derivatives by cross-condensation of 3,6-dialkylphthalonitrile and 1-alkyl-4,5-dicyanoimidazole is described. The compounds show Q band absorption at 701 and 660 nm. The Q band is thus hypsochromically shifted relative to the Q band absorption of the corresponding metal-free octa-alkylphthalocyanines and the metal-free hexa-alkylated derivatives of tribenzo-pyridino[3,4]porphyrazines, tribenzo-thiopheno[2,3]porphyrazines and tribenzo-thiopheno[3,4]porphyrazines. Examples of the tribenzo-imidazolo[4,5]porphyrazines have been deposited as smooth, even and transparent spin-coated films with broad-band absorption in the region 600-750 nm. Copyright (C) 2000 John Wiley and Sons, Ltd.
KW - Discotic liquid crystals
KW - Heterocyclic analogues of phthalocyanines
KW - Spin-coated films
KW - Tribenzo-imidazolo[4,5]porphyrazines
UR - http://www.scopus.com/inward/record.url?scp=0033660528&partnerID=8YFLogxK
U2 - 10.1002/1099-1409(200008)4:5<510::AID-JPP278>3.0.CO;2-4
DO - 10.1002/1099-1409(200008)4:5<510::AID-JPP278>3.0.CO;2-4
M3 - Article
AN - SCOPUS:0033660528
SN - 1088-4246
VL - 4
SP - 510
EP - 517
JO - Journal of Porphyrins and Phthalocyanines
JF - Journal of Porphyrins and Phthalocyanines
IS - 5
ER -