Hexamethylenediamine

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hexamethylenediamine

[‚hek·sə′meth·ə‚lēn′dī·ə‚mēn]
(organic chemistry)
H2N(CH2)6NH2 Colorless solid boiling at 205°C; slightly soluble in water, alcohol, and ether; used to make nylon and other high polymers.

Hexamethylenediamine

 

the organic compound NH2(CH2)6NH2; colorless crystals. Melting point, 42° C; boiling point, 204°-205° C; readily soluble in water, alcohol, ether, and other organic solvents; distilled by steam.

With prolonged exposure, hexamethylenediamine vapors can cause disturbances of the central and autonomic nervous systems and other disorders in man. Hexamethylenediamine is a very important intermediate in the production of polyamide fibers (nylon). Worldwide production of the compound approaches several hundred thousand tons per year. A widespread industrial method for hexamethylenediamine production consists of adipodinitrile reduction on copper-cobalt catalysts (125° C, 60-62.5 meganewtons per sq m, 600-625 kilograms-force per sq cm), cobalt on silica gel, or other catalysts:

N≡C−(CH2)4−C≡N + 4H2→NH2(CH2)6NH2

References in periodicals archive ?
Meanwhile, these results indicate that carboxylic acid groups were formed on the opened MWNTs, and the weight percentage of the hexamethylene diamine grafted on the MWNTs was approximately 2 wt% of the total weight.
After grafting with hexamethylene diamine, the MWNTs could take part in the curing process of epoxy resin.
Several were opened at both ends, some were filled with Ag, and others were grafted with hexamethylene diamine.
Dimethylterephthalate was reacted with hexamethylene diamine in a glass reactor equipped with a stirrer, a reflux condenser, a temperature controller, and a thermometer.
The polycondensation of hexamethylene diamine and a mixture of terephthalic and isophthalic acid (T:I = 7:3) to the polyphthalamide PA6T6I (poly[imino-(l,4-co-l, 3-dioxophenylene)-iminohexamethylenel]) was studied.
BMe was amidated with hexylamine (A) and hexamethylene diamine (DA).
m] = 265[degrees]C was used, and hexamethylene diamine (Aldrich) and trimethylhexamethylene diamine (2,2,4- and 2,4,4-trimethyl mixed in the ratio 2:3, hub-Chemie).
The reactions in the model system BEt-DA of ethylbenzoate and hexamethylene diamine were carried out, measured, and interpreted as in Part I.
Finally, hexamethylene diamine was replaced to avoid problems with the high crystallinity of the product PA6T (which melts at 370[degrees]C and tends to crystallize from solutions).
The products generated during this process include hexamethylene diamine (HMD), 5-cyanovaleramide (CVAM), adiponitrile (ADN), caprolactam (CL), 6-aminocaproamide (6-ACAM) and 6-aminocapronitrile (6-ACN).
In a process developed by Moran for DuPont [20], such catalysts are used for the depolymerization of polyamide mixtures, and efficiently produce caprolactam from nylon 6 and hexamethylene diamine from nylon 6,6.
To carry out continuous reaction on long fibers, the fibers were immersed first in the adipoyl chloride solution for 30 min and then passed successively through solutions containing hexamethylene diamine and adipoyl chloride in a continuous reaction lab set-up which is schematized in Fig.