Identification | More | [Name]
1,10-DIAMINODECANE | [CAS]
646-25-3 | [Synonyms]
1,10-DECANEDIAMINE 1,10-DIAMINODECANE DECAMETHYLENEDIAMINE Decanediamine RARECHEM AL BW 0120 1,10-Decamethylenediamine 1,10-Decylenediamine Decyldiamine Decamethylenediamine~1,10-Decanediamine 1,10-DIAMINODECANE (DA10, DECAMETHYLENED 1,10-Diaminodecane,>98% Decane-1,10-diamine 1,10-Decanediamine, Decamethylenediamine | [EINECS(EC#)]
211-471-9 | [Molecular Formula]
C10H24N2 | [MDL Number]
MFCD00008151 | [Molecular Weight]
172.31 | [MOL File]
646-25-3.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow chunks or powder | [Melting point ]
62 °C | [Boiling point ]
140 °C12 mm Hg(lit.)
| [density ]
0.857 | [vapor pressure ]
0.02Pa at 20℃ | [refractive index ]
1.6210 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Chunks or Powder | [pka]
10.97±0.10(Predicted) | [color ]
White to light yellow | [Water Solubility ]
5.9g/L at 20℃ | [BRN ]
1738591 | [LogP]
0.3 at 25℃ | [CAS DataBase Reference]
646-25-3(CAS DataBase Reference) | [EPA Substance Registry System]
1,10-Decanediamine (646-25-3) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. R37:Irritating to the respiratory system. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3259 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
HD7175000
| [F ]
10-34 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29212900 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow chunks or powder | [Uses]
1,10-Diaminodecane is used in manufacturing method of polyimide powder. | [Synthesis]
The general procedure for synthesizing decanediamine from decanedinitrile is as follows:
Example 2: Hydrogenation of decanedinitrile
50 g of 1,12-decanediamine and 50 g of water were added to a 750 ml autoclave equipped with a self-priming turbine stirrer. Subsequently 10g of Raney nickel catalyst doped with 2 wt% Cr and alkalized with sodium hydroxide was added. The reactor was displaced first with nitrogen and then twice with hydrogen, the hydrogen pressure being maintained at 10 bar. The reaction mixture was heated to 90°C and the reaction was carried out at a hydrogen pressure of 20 bar. Decanedinitrile prepared in Example 1 was slowly added via a pump and a total of 400 g was injected over a period of 4 h. The heat generated during the reaction was maintained at a constant temperature by a cooling system. After the addition of sebacic nitrile was completed, the reaction was continued for 15 minutes at 20 bar hydrogen and 90°C. Upon completion of the reaction, the mixture was cooled to room temperature and the gas in the reactor was replaced with nitrogen. The catalyst was removed by filtration and part of the catalyst was recycled. The catalyst deactivation criterion was 1 g of nickel corresponding to 1 kg of hydrogenated decanedinitrile. Finally, the decanediamine is purified by distillation under reduced pressure to collect the fraction at 140 °C and 10 mmHg, which solidifies at 62 °C. The yield of this process was 95%.
Note: In order to ensure that the reaction yield is maximized, the dosing rate of sebacodinitrile needs to be controlled to avoid its accumulation in the reaction system. | [References]
[1] Patent: US2013/204001, 2013, A1. Location in patent: Paragraph 0060 [2] Patent: US2011/190541, 2011, A1. Location in patent: Page/Page column 5 [3] Iowa State College Journal of Science, 1940, vol. 15, p. 20 [4] Chem. Zentralbl., 1941, vol. 112, # II, p. 1270 [5] Org. Synth. Coll. Vol. III, <1955> 229, |
|
|