Soluble polyarylenes containing alternating binaphthylene and biphenylene structural units

Percéc, Virgil; Okita, Shigeru

doi:10.1002/pola.1992.080300609

Cited by 19 publications

(23 citation statements)

References 45 publications

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“…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%

Poly(Schiff base)s Containing 1,1′-Binaphthyl Moieties: Synthesis and Characterization

Grigoraş¹,

Catanescu²,

Colotin³

2001

Macromol. Chem. Phys.

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Section: Resultsmentioning

confidence: 99%

Poly(Schiff base)s Containing 1,1′-Binaphthyl Moieties: Synthesis and Characterization

Grigoraş¹,

Catanescu²,

Colotin³

2001

Macromol. Chem. Phys.

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“…The polymerization of u,u>-bis( 1-naphth0xy)alkanes under Scholl reaction conditions led to the synthesis of polyethers with both aromatic and aliphatic segments (20,21). The synthesis of soluble aromatic polyethers by Scholl reaction was achieved in our laboratory only recently (22)(23)(24)(25)(26).…”

Section: Single-electron Transfermentioning

confidence: 99%

“…The cation-radical polymerization of bis(1-naphthoxy) substituted monomers is presented in eq 26. The central units of the monomers are summarized in Table 2.…”

Section: Cation-radical Dolvmerization Of Bis(l-nauhthoxv) S W T U T mentioning

confidence: 99%

“…bis(phenylsu1fonyl)perfluoroalkane (24), diphenylmethane (26), 1,3-and 1,4bis(phenylmethy1)benzene (26), 1,3-and 1,4-bis(phenylcarbonyl)benzene (26), 2,2bis(pheny1)propane (31), 44'-, 2,2'-, 3,3'-biphenyl, and 1.3-phenylene groups (32). Cation-radical polymerization reactions were also carried out with a variety of other inorganic oxidants such as AlC13/CuC12, AlC13/CuC1/02, AlC13/FeC13, and FeC13:tris(3,6-dioxahepty1)amine complex (36).…”

Section: Aromatic Pol Yethers Synthesized By This Polymerization Contmentioning

confidence: 99%

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Synthesis of aromatic polyethers by cation‐radical polymerization

Percéc

Wang

1992

Makromolekulare Chemie. Macromolecular Symposia

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w : This paper discusses the synthesis of aromatic polyethers including poly(ether sulfone)s, poly(ether ether ketone)s, fully aromatic polyethers and polyarylenes by the cation-radical polymerization (Scholl reaction) of bisaryl monomers. The polymerizability of various monomers is discussed with respect to the effects of the monomer structure on the reactivity of both the monomers and of the cation-radical growing species. Examples are provided for the synthesis of polymers of unique structure by the cation-radical polymerization reactions. The cation-radical polymerization reactions have been studied under a variety of experimental conditions. The oxidants used as initiators include various Lewis acids and their combinations such as FeC13. AlC13/CuCl2, AlC13/CuC1/02, AlClfleC13, FeC13:tris(3,6-dioxaheptyl)amine complex, and organic electronacceptor compounds such as 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ).This polymerization proceeds in electrophilic solvents such as nitrobenzene, methylene chloride, etc. The cation-radical polymerization initiated by a catalytic amount of oxidant is demonstrated by using vanadyl acetylacetonate as oxidant. An example in which the polymerization proceeds by both a cation-radical reaction and an electrophilic transalkylation reaction is provided by the polymerization of 2,2-bis[4-( 1 -naphthoxy)phenyl]propane initiated with FeC13.

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“…Percec et al carried out pioneering work in the field of molecular engineering of main chain and side chain liquid crystalline polymers. In most of their liquid crystal molecular engineering studies, 1-(4hydroxyphenyl)-2-(2-methyl-4-hydroxyphenyl) ethane was employed as mesogen (based on conformational isomerism) in the main chain polymers [48][49][50][51][52][53][54][55][56][57] and biphenyl based structures were employed as mesogens in side chain polymers. [58][59][60][61][62][63][64][65][66][67] They investigated the tolerated limits of flexibility of nematic state in polyethers not only by introducing flexible spacers but also by the degree of flexibility provided by the mesogen.…”

Section: Introductionmentioning

confidence: 99%

Molecular engineering of photoactive liquid crystalline polyester epoxies containing benzylidene moiety

Rao

Samui

2008

J. Polym. Sci. A Polym. Chem.

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A series of photoactive liquid crystalline polyester epoxies incorporating bisbenzylidene segments as photoactive mesogenic cores were synthesized by polyaddition of diepoxy monomers and terephthalic acid/trimesic acid. To investigate the influence of structural parameters such as, molecular architecture, structural rigidity of mesogenic unit and substituents on thermal, mesogenic, and photoactive properties, the bisbenzylidene segment was incorporated into one acyclic and two cycloalkanone units with two and four substituents, respectively in both linear and hyperbranched architectures. Degree of branching of hyperbranched polymers was found to be in the range of 0.49–0.62. All polymers exhibited nematic mesophase (nematic droplets). Photo induced (2π + 2π) cycloaddition reaction, upon exposure to light at 365 nm, was examined. Inter molecular photocycloaddition was confirmed by photoviscosity measurement of UV irradiated polymer solutions. Faster photo induced reactivity of polymers in hyperbranched architecture was observed when compared to linear structure. Acyclic units facilitated photocycloaddition, and five‐membered ring showed higher photoactivity compared to six‐membered ring. The steric hindrance caused by substituents decreased the photoactivity of polymers. Refractive index change was found to be in the range of 0.015–0.024. Substantial variation of refractive index indicates that these polymers could be used for optical recording. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7637–7655, 2008

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Soluble polyarylenes containing alternating binaphthylene and biphenylene structural units

Cited by 19 publications

References 45 publications

Poly(Schiff base)s Containing 1,1′-Binaphthyl Moieties: Synthesis and Characterization

Poly(Schiff base)s Containing 1,1′-Binaphthyl Moieties: Synthesis and Characterization

Synthesis of aromatic polyethers by cation‐radical polymerization

Molecular engineering of photoactive liquid crystalline polyester epoxies containing benzylidene moiety

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