A fully substituted 3-silolene functions as promising building block for hyperbranched poly(silylenevinylene)

Macromol Rapid Commun. 2012 Jun 27;33(12):1074-9. doi: 10.1002/marc.201200085. Epub 2012 Mar 19.

Abstract

A 3-silolene derivative, 2,2,5,5-tetrakis(dimethylsilyl)-1,1-dimethyl-3,4-diphenyl-3-silolene (TDMSHS), is first synthesized and characterized by X-ray diffraction crystallography and spectroscopic methods. Hydrosilylation polymerization of TDMSHS with 1,1-dimethyl-2,5-bis(4-ethynylphenyl)-3,4-diphenylsilole in the presence of Karstedt's catalyst generates a stereoregular silole-containing hyperbranched poly(silylenevinylene) (hb-SPSV) with a high molecular weight (M(w) = 146,000, M(w)/M(n) = 1.5) in high yield (≈95%). hb-SPSV exhibits excellent thermal stability and strong fluorescence, and the emission of its aggregates in aqueous mixture can be quenched efficiently by picric acid with large quenching constants K(SV) up to 414400 M(-1).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Crystallography, X-Ray
  • Molecular Weight
  • Organosilicon Compounds / chemical synthesis*
  • Organosilicon Compounds / chemistry
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Silanes / chemistry*
  • X-Ray Diffraction

Substances

  • Organosilicon Compounds
  • Polymers
  • Silanes
  • silole