Polyacetylene

Polyacetylene (IUPAC name: polyethyne) usually refers to an organic polymer with the repeating unit [C2H2]n. The name refers to its conceptual construction from polymerization of acetylene to give a chain with repeating olefin groups. This compound is conceptually important, as the discovery of polyacetylene and its high conductivity upon doping helped to launch the field of organic conductive polymers. The high electrical conductivity discovered by Hideki Shirakawa, Alan Heeger, and Alan MacDiarmid for this polymer led to intense interest in the use of organic compounds in microelectronics (organic semiconductors). This discovery was recognized by the Nobel Prize in Chemistry in 2000. Early work in the field of polyacetylene research was aimed at using doped polymers as easily processable and lightweight "plastic metals". Despite the promise of this polymer in the field of conductive polymers, many of its properties such as instability to air and difficulty with processing have led to avoidance in commercial applications.

Polyacetylene

Skeletal formula of trans-polyacetylene

Skeletal formula of cis-polyacetylene

Ball-and-stick models of the transoidal (top) and cisoidal (bottom) conformations of the trans isomer
Names
IUPAC name
Polyethyne
Other names
Polyacetylene, PAc
Identifiers
ChemSpider
  • none
Properties
[C2H2]n
insoluble
Related compounds
Related compounds
Ethyne (monomer)
Hazards
GHS labelling:
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Compounds called polyacetylenes also occur in nature, although in this context the term refers to polyynes, compounds containing multiple acetylene groups ("poly" meaning many), rather than to chains of olefin groups ("poly" meaning polymerization of).

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.