Trimethylhexamethylenediamine
Appearance
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Preferred IUPAC name
2,2,4-Trimethylhexane-1,6-diamine | |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C9H22N2 | |
Molar mass | 158.289 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Names | |
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Preferred IUPAC name
2,4,4-Trimethylhexane-1,6-diamine | |
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3D model (JSmol)
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Properties | |
C9H22N2 | |
Molar mass | 158.289 g·mol−1 |
Hazards | |
GHS labelling: | |
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H302, H314, H317, H412 | |
P260, P261, P264, P270, P272, P273, P280, P301 P312, P301 P330 P331, P302 P352, P303 P361 P353, P304 P340, P305 P351 P338, P310, P321, P330, P333 P313, P363, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trimethylhexamethylenediamine is the name used to refer to a mixture of two isomers of trimethyl-1,6-hexanediamine. The mixture is used as a monomer in nylon TMDT. It is available commercially under the trade name Vestamin TMD from the company Evonik Industries.
Trimethylhexamethylenediamine is synthesized from isophorone.[2] Isophorone is reduced by hydrogenation to the trimethylcyclohexanol, which is then oxidized with nitric acid (in the same fashion as adipic acid is synthesized from cyclohexane). The diacid, again a mixture of two "trimethyladipic acids", is converted to the diamine via the dinitrile.[3]
Uses
[edit]TMD is used as a component in certain curing agents for epoxy resins.[4]
References
[edit]- ^ a b "TRIMETHYLHEXAMETHYLENEDIAMINE". chemicalbook.com. Retrieved 19 April 2015.
- ^ Hardo Siegel; Manfred Eggersdorfer (2005). "Ketones". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a15_077. ISBN 978-3-527-30673-2.
- ^ U. Rohde-Liebenau (1995). "13.10 PA-TMDT". In Kohan, Melvin (ed.). Nylon Plastics Handbook. Munich: Hanser. p. 570. ISBN 1-56990-189-9.
- ^ "Vestamin TMD" (PDF).