Über molekulareinheitliche phenol‐formaldehyd‐kondensate mit einheitlicher konstitution. III. (vorläufige) mitteilung

Kämmerer, Von Hermann; Lenz, Hans-Joachim

doi:10.1002/macp.1958.020270114

Cited by 13 publications

(1 citation statement)

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“…The stepwise synthesis of cyclic phenolic oligomers, called calixarenes, was first developed by Hayes and Hunter 29 and thoroughly studied and extended by Kämmerer, Happel et al . Many dehalogenation routes have been performed successfully under very mild conditions, at room temperature and atmospheric pressure. , Other stepwise synthetic strategies include the use of bromomagnesium salts and stereospecific coordination reaction mechanisms. − Although these procedures proved to be effective in traditional phenol/formaldehyde oligomer systems, many of these reactions are not directly applicable to polybenzoazine chemistry. In this work, many of the same strategies have been modified and developed for the polybenzoxazine system.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine

Ishida

Krus

1998

Macromolecules

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The controlled synthesis of a series of polybenzoxazine model oligomers is described. A synthetic strategy is developed in which bromine is used as an ortho position blocking group allowing a stepwise synthesis of structurally uniform compounds. Debromination and subsequent hydrogenation is achieved in high yields by using activated Raney nickel catalyst in a methanol/aqueous base reaction medium. An effective hydrogenation procedure that does not require the addition of hydrogen gas is described. Polybenzoxazine oligomers as large as the model tetramer are synthesized. Applications for these strategies and procedures toward the synthesis of a variety of polybenzoxazine structures are described. Model oligomeric compounds of polybenzoxazines have been characterized by Fourier transform infrared spectroscopy (FT-IR), UV−visible spectroscopy, nuclear magnetic resonance spectroscopy (NMR), high performance liquid chromatography (HPLC), and size exclusion chromatography (SEC). Those oligomers used are the dimer, trimer, and tetramer of a monofunctional benzoxazine resin. Additional model compounds have also been synthesized. They are 2,6-bis(dimethylaminomethyl)-4-methylphenol and 2,6-bis(N-ethyl-N-methylaminomethyl)-4-methylphenol, which were used as model compounds to aid infrared band assignments.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine

Ishida

Krus

1998

Macromolecules

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Physical Data of Oligomers

Rothe

1999

The Wiley Database of Polymer Properties

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Synthese und anwendung polymerer redoxsysteme

Manecke

1968

Angew. Makromol. Chem.

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In dieser Übersicht werden die Synthesemöglichkeiten für Polymere, die reversible organische Redoxsysteme enthalten, beschrieben. An ausgewählten Beispielen werden ihre Eigenschaften erlätert. Zur Deutung des elektrochemischen Verhaltens werden molekulareinheitliche niedermolekulare Modellverbindungen herangezogen. Die polymeren Redoxsysteme lassen sich als unlösliche regenerierbare Reduktions‐ bzw. Oxydationsmittel einsetzen. This review describes various possibilities of synthesizing polymers having incorporated reversible organic redox systems. The properties of these polymers are discussed for selected examples. Low and uniform molecular weight model compounds were synthesized in order to study the electrochemical properties. The redox resins can be employed as insoluble regenerative oxidation and reduction agents.

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Über molekulareinheitliche phenol‐formaldehyd‐kondensate mit einheitlicher konstitution. III. (vorläufige) mitteilung

Cited by 13 publications

References 9 publications

Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine

Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine

Physical Data of Oligomers

Synthese und anwendung polymerer redoxsysteme

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