Palladium-catalyzed phosphonation of polyphenylsulfone

Kai Jakoby; K. V. Peinemann; Suzana P. Nunes

doi:10.1002/macp.200290066

Palladium-catalyzed phosphonation of polyphenylsulfone

Kai Jakoby, K. V. Peinemann, Suzana P. Nunes

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

An efficient synthetic procedure for the phosphonation of aromatic polymers was developed and is here exemplified for polyphenylsulfone. This procedure involved the bromination of the polymer and the subsequent brominephosphorus exchange by means of a Pd(0)-catalyzed P-C coupling reaction. In the resulting product, the phosphonate ester pendant groups were attached to aromatic rings of the polymer chain without alkylene spacer units. A substitution degree of almost one phosphonate moiety per repeating unit of the polymer was achieved in the presence of Pd₂(dba)₃ · CHCl₃ as catalyst at 120°C. Polymers with free phosphonic acid groups were prepared by ester hydrolysis.

Original language	English (US)
Pages (from-to)	61-67
Number of pages	7
Journal	Macromolecular Chemistry and Physics
Volume	204
Issue number	1
DOIs	https://doi.org/10.1002/macp.200290066
State	Published - Jan 30 2003
Externally published	Yes

Keywords

Phosphonation
Polymer functionalization
Polyphenylsulfone

ASJC Scopus subject areas

Condensed Matter Physics
Materials Chemistry
Polymers and Plastics
Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/macp.200290066

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abstract = "An efficient synthetic procedure for the phosphonation of aromatic polymers was developed and is here exemplified for polyphenylsulfone. This procedure involved the bromination of the polymer and the subsequent brominephosphorus exchange by means of a Pd(0)-catalyzed P-C coupling reaction. In the resulting product, the phosphonate ester pendant groups were attached to aromatic rings of the polymer chain without alkylene spacer units. A substitution degree of almost one phosphonate moiety per repeating unit of the polymer was achieved in the presence of Pd2(dba)3 · CHCl3 as catalyst at 120°C. Polymers with free phosphonic acid groups were prepared by ester hydrolysis.",

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AU - Jakoby, Kai

AU - Peinemann, K. V.

AU - Nunes, Suzana P.

PY - 2003/1/30

Y1 - 2003/1/30

N2 - An efficient synthetic procedure for the phosphonation of aromatic polymers was developed and is here exemplified for polyphenylsulfone. This procedure involved the bromination of the polymer and the subsequent brominephosphorus exchange by means of a Pd(0)-catalyzed P-C coupling reaction. In the resulting product, the phosphonate ester pendant groups were attached to aromatic rings of the polymer chain without alkylene spacer units. A substitution degree of almost one phosphonate moiety per repeating unit of the polymer was achieved in the presence of Pd2(dba)3 · CHCl3 as catalyst at 120°C. Polymers with free phosphonic acid groups were prepared by ester hydrolysis.

AB - An efficient synthetic procedure for the phosphonation of aromatic polymers was developed and is here exemplified for polyphenylsulfone. This procedure involved the bromination of the polymer and the subsequent brominephosphorus exchange by means of a Pd(0)-catalyzed P-C coupling reaction. In the resulting product, the phosphonate ester pendant groups were attached to aromatic rings of the polymer chain without alkylene spacer units. A substitution degree of almost one phosphonate moiety per repeating unit of the polymer was achieved in the presence of Pd2(dba)3 · CHCl3 as catalyst at 120°C. Polymers with free phosphonic acid groups were prepared by ester hydrolysis.

KW - Phosphonation

KW - Polymer functionalization

KW - Polyphenylsulfone

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DO - 10.1002/macp.200290066

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JO - Macromolecular Chemistry and Physics

JF - Macromolecular Chemistry and Physics

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ER -

Palladium-catalyzed phosphonation of polyphenylsulfone

Abstract

Keywords

ASJC Scopus subject areas

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