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Dithiophosphoric Acids for Polymer Functionalization.
Bao, Jianhua; Kang, Kyung-Seok; Molineux, Jake; Bischoff, Derek J; Mackay, Michael E; Pyun, Jeffrey; Njardarson, Jon T.
Afiliación
  • Bao J; Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA.
  • Kang KS; Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA.
  • Molineux J; Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA.
  • Bischoff DJ; Department of Materials Science and Engineering, University of Delaware, Newark, DE 19716, USA.
  • Mackay ME; Department of Materials Science and Engineering, University of Delaware, Newark, DE 19716, USA.
  • Pyun J; Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA.
  • Njardarson JT; Department of Chemistry and Biochemistry, The University of Arizona, Tucson, AZ 85721, USA.
Angew Chem Int Ed Engl ; 63(7): e202315963, 2024 Feb 12.
Article en En | MEDLINE | ID: mdl-38225715
ABSTRACT
Dithiophosphoric acids (DTPAs) are an intriguing class of compounds that are sourced from elemental sulfur and white phosphorus and are prepared from the reaction of phosphorus pentasulfide with alcohols. The electrophilic addition of DTPAs to alkenes and unsaturated olefinic substrates is a known reaction, but has not been applied to polymer synthesis and polymer functionalization. We report on the synthesis and application of DTPAs for the functionalization of challenging poly-enes, namely polyisoprene (PI) and polynorbornene (pNB) prepared by ring-opening metathesis polymerization (ROMP). The high heteroatom content within DTPA moieties impart intriguing bulk properties to poly-ene materials after direct electrophilic addition reactions to the polymer backbone introducing DTPAs as side chain groups. The resulting materials possess both enhanced optical and flame retardant properties vs the poly-ene starting materials. Finally, we demonstrate the ability to prepare crosslinked polydiene films with di-functional DTPAs, where the crosslinking density and thermomechanical properties can be directly tuned by DTPA feed ratios.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania