2003
DOI: 10.1021/ja0292546
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Mechanically Linked Polycarbonate

Abstract: The synthesis, by solid-state copolymerization, and characterization of the first polycatenanes based on a commercial polymer are reported. Various amounts of a benzylic amide [2]catenane, the corresponding macrocycle, and a rigid bisphenol fluorene derivative have been quantitatively and homogeneously incorporated into bisphenol A polycarbonate. The resulting copolymers were characterized by size exclusion chromatography coupled with viscosimetry, (1)H NMR, differential scanning calorimetry, and dynamic mecha… Show more

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Cited by 70 publications
(71 citation statements)
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“…Meanwhile, there is few report on polyrotaxane with the backbone consisting of mechanical bonds, i.e., topologically linked polymer backbone, in contrast to poly [2]catenanes. [36][37][38][39][40][41][42][43][44][45][46] We previously reported the synthesis of poly [3]rotaxane utilizing the reversible cleavage-recombination process of the disulfide bond in the precense of a catalystic amount of thiol under thermodynamic control. 34 Further, we have recently disclosed the synthesis of poly [2]rotaxane by the polymerization of a bifunctional rotaxane monomer via the Sonogashira coupling reaction, 47 while a few poly [2]rotaxanes were synthesized by the thermaldynamic process.…”
mentioning
confidence: 99%
“…Meanwhile, there is few report on polyrotaxane with the backbone consisting of mechanical bonds, i.e., topologically linked polymer backbone, in contrast to poly [2]catenanes. [36][37][38][39][40][41][42][43][44][45][46] We previously reported the synthesis of poly [3]rotaxane utilizing the reversible cleavage-recombination process of the disulfide bond in the precense of a catalystic amount of thiol under thermodynamic control. 34 Further, we have recently disclosed the synthesis of poly [2]rotaxane by the polymerization of a bifunctional rotaxane monomer via the Sonogashira coupling reaction, 47 while a few poly [2]rotaxanes were synthesized by the thermaldynamic process.…”
mentioning
confidence: 99%
“…Phenol derivatives 3a and 3b which have both epoxy and tertiary ester units were obtained by protection of phenol unit with allyl unit 21,23 and palladium-catalyzed deprotection. 21,23 The reaction of the phenol derivatives and bis-or tris(bromomethyl)benzene proceeded in good yields (85-98%) under mild conditions, i.e., relatively low temperatures and without strong acids or bases. The mild reaction conditions are essentially important for the synthesis of compounds having acid-or base-labile units.…”
Section: Synthesis and Thermal Properties Of Crosslinkersmentioning
confidence: 99%
“…Although polymerization was not exam- ined, alkylation of bifunctional catenane having sulfonamide groups led to various oligomeric [2]catenanes [245]. Polycarbonate containing the [2]catenane subunit was prepared using bisphenol [2]catenane [246]. The typical structures of these poly [2]catenanes are listed in Table 2.…”
Section: Poly[2]catenanementioning
confidence: 99%
“…Poly [2]catenane reference Physical properties of these poly [2]catenanes have been explored in expectation of unique properties based on the catenane structure [239,246]. While various interesting physical properties were found in polyrotaxane, no characteristic property has been reported in [2]catenanes so far.…”
Section: Poly[2]catenanementioning
confidence: 99%