1,2-Diaminocyclohexane
1,2-Diaminocyclohexane is an organic compound with the formula (CH2)4(CHNH2)2. Described by the registry number CAS Registry number (RN) 694-83-7, it is a mixture of the two diastereoisomers, trans-1,2-diaminocyclohexane (RN 1121-22-8) and cis-1,2-diaminocyclohexane (RN 1436-59-5). The mixture is a colorless, corrosive liquid, although older samples can appear yellow. It is often called DCH-99 and also DACH.
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IUPAC name
Cyclohexane-1,2-diamine | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
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PubChem CID |
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UN number | 2735 |
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Properties | |
C6H14N2 | |
Molar mass | 114.192 g·mol−1 |
Hazards | |
GHS pictograms | |
GHS Signal word | Danger |
GHS hazard statements |
H302, H312, H314, H317, H318, H332, H335 |
P260, P261, P264, P270, P271, P272, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+312, P304+340, P305+351+338, P310, P312, P321, P322, P330, P333+313, P363, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Manufacture
The product is available commercially as FlexaTram-DAM-950 and Dytek DCH-99. It is manufactured by the hydrogenation of o-phenylenediamine[1].
Uses
The product is an epoxy curing agent for use in Coatings, Adhesives, Sealants and Elastomers - CASE.[2] It may also be reacted with diethyl maleate utilizing the Michael reaction to produce a polyaspartic compound of CAS number 481040-92-0.[3] It may also be used in lubricants[4]. The product is also advertised as being useful as a chelating agent in a variety of applications including oil production.[5]. It also is used in downfield oil and gas wells where there is an acidic stream to prevent corrosion to the bore piles.[6]
References
- Kouklovsky, Cyrille; Langlois, Yves; Aguilar, Enrique; Fernández‐García, Jesús M.; Sikervar, Vikas (2014), "(1S,2S)-1,2-Diaminocyclohexane", Encyclopedia of Reagents for Organic Synthesis, American Cancer Society, pp. 1–23, doi:10.1002/047084289x.rn00145.pub3, ISBN 978-0-470-84289-8, retrieved 2020-04-13
- "Dytek® DCH-99 by INVISTA - Paint & Coatings". www.ulprospector.com. Retrieved 2020-04-13.
- "Dytek® DCH-99 | 1,2-Diaminocyclohexane". Dytek. Retrieved 2020-04-13.
- "US Patent for Non-aromatic based antioxidants for lubricants Patent (Patent # 9,273,266 issued March 1, 2016) - Justia Patents Search". patents.justia.com. Retrieved 2020-04-13.
- "Technical Data Sheet Dytek DCH 99" (PDF).
- Materials, Ascend. "FlexaTram™-DAM". Ascend Performance Materials. Retrieved 2020-05-21.