Diamine

From Wikipedia, the free encyclopedia
Jump to: navigation, search

A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides and polyureas. In terms of quantities produced, 1,6-diaminohexane, a precursor to Nylon 6-6, is most important, followed by ethylenediamine.[1] Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in organometallic chemistry [2]

Aliphatic diamines[edit]

Linear aliphatic diamines[edit]

Branched aliphatic diamines[edit]

Derivatives of ethylenediamine are prominent:

Xylylenediamines[edit]

Xylylenediamines are classified as alkylamines since the amine is not directly attached to an aromatic ring.

  • o-xylylenediamine or OXD
  • m-xylylenediamine or MXD
  • p-xylylenediamine or PXD

Aromatic diamines[edit]

Three phenylenediamines are known:[3]

Various N-methylated derivatives of the phenylenediamines are known:

Examples with two aromatic rings include derivatives of biphenyl and naphthalene:

References[edit]

  1. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005 Wiley-VCH Verlag, Weinheim. doi:10.1002/14356007.a02_001
  2. ^ Lucet, D., Le Gall, T. and Mioskowski, C. (1998), The Chemistry of Vicinal Diamines. Angew. Chem. Int. Ed., 37: 2580–2627. doi: 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO;2-L
  3. ^ Robert A. Smiley "Phenylene- and Toluenediamines" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a19_405

External links[edit]