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A diamine is an organic compound with 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 coordination chemistry.[2]

Contents

Aliphatic diaminesEdit

LinearEdit

BranchedEdit

Derivatives of ethylenediamine are prominent:

CyclicEdit

XylylenediaminesEdit

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


Aromatic diaminesEdit

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:

ReferencesEdit

  1. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001.CS1 maint: Uses authors parameter (link)
  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

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