Polymerization by oxidative coupling: Discovery and commercialization of PPO� and Noryl� resins

Hay, Allan S.

doi:10.1002/(sici)1099-0518(199803)36:4<505::aid-pola1>3.0.co;2-o

Cited by 273 publications

(159 citation statements)

References 17 publications

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“…The complexes with the macrocycles [18]py2pz and [20]py2pz have been found to be the most active (see Fig. 7).…”

Section: Comparison Of the Activitiesmentioning

confidence: 99%

“…7). The ligands [18]py2pz and [20]py2pz differ from [22]py4pz in that one 'bispyrazole site' of the latter is replaced by an alkyl chain (hexyl in the case of [18]py2pz and octyl in the case of [20]py2pz). The difference in length of the alkyl chain does not seem to influence the catalytic activity.…”

Section: Comparison Of the Activitiesmentioning

confidence: 99%

“…The difference in length of the alkyl chain does not seem to influence the catalytic activity. Whereas going from a 2)/4 nitrogen donor ( [22]py4pz) to a 2 )/3 nitrogen donor ( [18]py2pz and [20]py2pz) appears to have a dramatic influence on the catalytic activity, with [22]py4pz having a significantly lower activity. Apparently, the copper complexes are more active when more positions are available for the coordination of the substrate DMP.…”

Section: Comparison Of the Activitiesmentioning

confidence: 99%

“…[22]pr4pz lacks the exocyclic pyridine groups of [22]py4pz, whereas in [18]py2pz and [20]py2pz one bispyrazole side of [22]py4pz is replaced by an alkyl chain, (hexyl in the case of [18]py2pz and octyl in the case of [20]py2pz).…”

Section: Introductionmentioning

confidence: 99%

“…This copper-catalyzed polymerization leads to poly(2,6-dimethyl-1,4-phenylene ether) (PPE), an amorphous industrial highperformance thermoplastic, and undesirable 4-(3,5-dimethyl-4-oxo-2,5-cyclohexadienylidene)-2,6-dimethyl-2,5-cyclohexadienone (DPQ) [20,21] (Fig. 2).…”

Section: Introductionmentioning

confidence: 99%

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Dinuclear copper(II) complexes of four new pyrazole-containing macrocyclic ligands are active catalysts in the oxidative coupling of 2,6-dimethylphenol

Schuitema

Aubel

Koval

et al. 2003

Inorganica Chimica Acta

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Four new macrocyclic ligands of varying ring size, [22] (D), show the pyrazole groups and the amine nitrogens all to be involved in the coordination of the copper(II) ions. In the mononuclear compound A the copper ion is in a distorted octahedral geometry, with the equatorial plane formed by four nitrogen donor atoms from the ligand and the axial positions occupied by two oxygen atoms from mono-coordinated perchlorate anions. In compound B each copper ion is in a distorted square pyramidal environment, with the three ligand nitrogens and a chloride atom in the equatorial plane and another chloride atom in the axial position. The cation of compound C contains four copper centers. Two bridging Cl atoms connect the two central copper atoms to form a centrosymmetric four membered ring. Two macrocyclic units are present in the cation, each containing two copper atoms bridged by a chloride atom. One copper is fivefold coordinated and the second copper is distorted octahedral. In compound D both copper(II) ions are in a distorted octahedral N 5 O environment, with the equatorial plane formed by the three ligand nitrogens and a nitrogen from an acetonitrile molecule. A second acetonitrile molecule and a mono-coordinated perchlorate anion are weakly bound in the axial positions. The copper nitrate compounds of these new ligands are to some degree active catalysts in the oxidative coupling of 2,6-dimethylphenol with molecular dioxygen to poly(2,6-dimethyl-1,4-phenylene ether). #

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“…The complexes with the macrocycles [18]py2pz and [20]py2pz have been found to be the most active (see Fig. 7).…”

Section: Comparison Of the Activitiesmentioning

confidence: 99%