Synthesis and characterization of high molecular weight phthalocyanine-PPV copolymers through post-polymerization functionalization

Juan-Jose Cid, Jan Duchateau, Ineke Van Severen, Carolina R. Ganivet, Gema de la Torre, Purificacion Vazquez, Thomas Cleij, Laurence Lutsen, Dirk Vanderzande, Tomas Torres*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

High molecular weight poly(p-phenylenenevinylene) PPV copolymers laterally substituted with zinc (II) phthalocyanines ( Zn(II)Pc -PPV 1 and 2) have been synthesized by means of post-polymerization functionalization reactions through DCC-mediated esterifications between hydroxy-phthalocyanines 4 and 6 and carboxy-bearer PPV copolymers, comprising 2-methoxy-5-(3,7-dimethyloctyloxy)-1,4-phenylenevinylene (MDMO-PPV) and 1,4-(2-(5-carboxypentyloxy)-5-methoxyphenylenevinylene (CPM-PPV) units in a 9:1 (3) and 1:1 (5) ratio, respectively. The resulting copolymer 1 contains a 7 mol % of Pc molecules, while copolymer 2, which is isolated as the soluble fraction of the reaction with the starting 1:1 copolymer (namely having around 50% of COOH -containing monomeric units), holds a 9 mol % of zinc(II) phthalocyanines. 1 and 2 were fully characterized by 1 H NMR, UV-vis and FT-IR spectroscopies.
Original languageEnglish
Pages (from-to)659-666
JournalJournal of Porphyrins and Phthalocyanines
Volume15
Issue number7-8
DOIs
Publication statusPublished - 2011
Externally publishedYes

Keywords

  • conjugated polymers
  • poly(p-phenylenevinylene)
  • phthalocyanines
  • covalent functionalization

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