1992
DOI: 10.1021/ma00032a031
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Synthesis of functional poly(p-phenylene)s from substituted hydroquinones via nickel-catalyzed coupling of their bistriflates

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Cited by 68 publications
(47 citation statements)
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“…GPC analysis indicated that P w was in the range of 44 -150 for poly(2-alkoxycarbonyl-p-phenylene)s and of 47 -87 for poly(5-alkoxycarbonyl-m-phenylene)s. The polymerization degree decreased with the increase in the number of methylene units of the side groups. The features of the aromatic regions in the 1 H NMR spectra of poly(2-alkoxycarbonyl-p-phenylene)s 1 -3 were similar to those obtained for poly(2-methoxycarbonyl-p-phenylene), indicating that the polymers contained regioirregular head-to-head bondings of benzene rings in addition to the regioregular head-to-tail bondings 12) . The 1 H and 13 C NMR spectra of polymer 7 are Polymer Yield in% Measured by GPC in chloroform, polystyrene standards.…”
Section: Resultssupporting
confidence: 66%
“…GPC analysis indicated that P w was in the range of 44 -150 for poly(2-alkoxycarbonyl-p-phenylene)s and of 47 -87 for poly(5-alkoxycarbonyl-m-phenylene)s. The polymerization degree decreased with the increase in the number of methylene units of the side groups. The features of the aromatic regions in the 1 H NMR spectra of poly(2-alkoxycarbonyl-p-phenylene)s 1 -3 were similar to those obtained for poly(2-methoxycarbonyl-p-phenylene), indicating that the polymers contained regioirregular head-to-head bondings of benzene rings in addition to the regioregular head-to-tail bondings 12) . The 1 H and 13 C NMR spectra of polymer 7 are Polymer Yield in% Measured by GPC in chloroform, polystyrene standards.…”
Section: Resultssupporting
confidence: 66%
“…In addition to high thermal and thermooxidative stability, films and molded samples exhibit isotropic (i.e., no orientation) tensile and flexural moduli of 1-1. 5 Msi, comparable to liquid crystalline polymers which have been oriented along the machine direction. They also possess surprisingly low glass transition temperatures and solubility in a number of common organic solvents, making them readily processible.…”
Section: Introductionmentioning
confidence: 93%
“…Alternative approaches to make poly(paraphenylenes) substituted by such groups as long chain alkyl, 2 aryl, 3 carboxyl, 4 and ester groups 5 have yielded soluble polymers, but with low to moderate molecular weights (e.g., intrinsic viscosity less than 1.0 dL/g). Many of the synthetic hurdles have recently been overcome, resulting in the preparation of high molecular weight, substituted poly(paraphenylenes).…”
Section: Introductionmentioning
confidence: 99%
“…Hückel molecular orbital calculations performed using another azomethine monomer containing a 1-substituted naphthalene group, that is N-pyrrolylmethylene-1-aminonaphthalene, have shown that the most probable polymer structure results from participation of the naphthalene group by its 4-position and the pyrrole ring by its a-posi- tion. [34] Also, chemical polymerization (FeCl 3 as oxidant) of bis(1-naphthoxy)aryls [35] and bis(1-naphthyl)aryl [36] monomers led to polymer structures containing a naphthalene group as a 1,4-disubstituted ring. The major feature of the synthesized polyazomethines is their good solubility in aprotic organic solvents (DMSO, DMF, DMAc) unlike most aromatic poly(Schiff base)s which are insoluble.…”
Section: Resultsmentioning
confidence: 99%