2- Ethyl-4-methylimidazole

Cyanoacetic acid, 2 138, 139 and esters, 2 7 244-245 Cyanoacrylate adhesives, 2 539-540 Cyanoacrylate vapors, 22 102 Cyanobacteria, in nitrogen fixation, 2 7 302 Cyanobacterial associations, in nitrogen fixation, 27 299-300 Cyanocobalamin, 7 238 25 803-804 Cyanoethene. See Acrylonitrile (AN) l-Cyanoethyl-2-ethyl-4-methylimidazole (2EMZ-CN) curing catalyst, 20 17 2V-Cyanoethylated toluenediamines, 25 197... 

Epoxynovolak resin and BPA/DC-BMI prepolymer, tert.butyl peroxide and Zn acetate [106, 107] or 2-phenylimidazole and other catalysts [108] were filled with wollastonite. Carbon-fiber reinforced composites were obtained using a binder, which consisted of BPA/DC, BMI, an epoxynovolak, 2-ethyl-4-methylimidazole and an organic solvent [109]. A BPA/DC-BMI prepolymer in methylethylketone was mixed with middle-molecular-weight epoxide resin (Epikote 1001), 2-ethyl-4-methyl-imidazole, Zn acetate and triethylenediamine thermal shock resistant GRP was thus obtained [110]. 

Two-layered GRPs for copper clad laminates are obtained with one layer consisting of the three-component system (e.g. BPA/DC, BMI, brominated epoxide resin, Zn octoate and triethylenediamine in methylethylketone). The other layer has the usual epoxy matrix (brominated epoxide resin, dicyandiamide as a hardener and 2-ethyl-4-methylimidazole as curing accelerator) [119]. As similar two-layered laminate contains BPA/DC, BMI, epoxynovolak resin, Zn acetate and triethylenediamine in the first layer and BPA/DC only with the same catalysts in the second layer [120]. 

When diethylamine reacts with acetonitrile and sulfur in the presence of zinc powder, 2-methylimidazoline is formed126 and may be dehydrogenated with nickel to 2-methylimidazole. Using the same method, 2-ethyl-, 2,4-dimethyl-, and 2-ethyl-4-methylimidazoles have been synthesized in yields of about 10%.126... 

Since N-acylation is a reversible process, it has allowed the regiospecific alkylation of imidazoles to give the sterically less-favored derivative, i.e., the 1,5-disubstituted derivative (e.g., 109 Scheme 22). ° The sequence followed is (1) acylation (2) alkylation (often with oxonium reagents) and (3) deacylation with alcohol, water, or base. The N-acylation of 2-substituted imidazoles using ethyl chloroformate, triethylamine, and acetonitrile gives JV-alkoxycarbonylimidazoles ° which can lose carbon dioxide to give the JV-alkyl derivatives. The reaction is of limited use in the synthesis of asymmetrically substituted imidazoles since, whereas 2-ethyl-4-methylimidazole gave >95% of l-carbethoxy-2-ethyl-4-methylimidazole, the subsequent decarboxylation afforded a 3 1 mixture of 1,2-diethyl-4-methyl and l,2-diethyl-5-methyl compounds. 

The 2,4-diamino-l,3,5-triazine (100) when heated in the presence of polymerization inhibitors, under reduced pressure, formed the vinyltriazine (101) 2-ethyl-4-methylimidazole was eliminated <85JAP60181077>. The same product (101) was obtained from (102) with aqueous sodium hydroxide <85JAP59216879>. The reaction can be reversed, in that vinyltriazine (101) reacts with 2-phenyl-imidazole to form the diaminotriazine (103) equivalent to (100) (Scheme 24) <85JAP6084283>. 

EINECS 213-234-5 EMl-24 2-Ethyl-4-methylimidazole Imidazole, 2-ethyl-4-methyl- IH-lmidazoie, 2-ethyi-4-methyl- 4-Methyi-2-ethylimidazole NSC 82315. A curing agent for epoxy resins used in low proportions thus improving chemical resistance. Crystals mp = 36-42° bp = 292-295° d 0,9750 soluble in H2O (18,0 g/100 ml), organic solvents. Lancaster Synthesis Co,... 

Cool to room temperature then add 0.5% (by weight of resin) of 2-ethyl 4-methylimidazole (Shikoku Chemical s Curezol 2E4MZ) and mix. Curezol is a registered tradename of Air Products and Chemical Company, Inc. 

As an example for an epoxy resin, diglycidyl ether of bisphenol-A (Epon 828 by Yuka Shell Epoxy Co. Ltd.) was cured with 2-ethyl -4-methylimidazole or N,N-dimethylbenzylamine. The concentration of the curing agent was changed from 0.05 to 0.2 molar ratio. The curing temperature was changed from 40 C to 80 C. 

Epoxy resins Figure 5 shows an example of RTPNMR results on epoxy resin cured with 2-ethyl-4-methylimidazole(5%) at 50 C(6). 

Methylenebis (3-chloro-2,6-diethylaniline) 4,4 -Methylenebis 2,6-diethylaniline curing agent, epoxies Adipic acid dihydrazide 1-[(2-Aminoethyl) aminol-2-propanol Aminoethylpiperazine Aniline 3,3, 4,4 -Benzophenone tetracarboxylic dianhydride Benzyl alcohol N-Benzyidimethylamine Bis (p-aminocyclohexyl) methane Bis-hexamethylenetriamine Boron trifluoride 1-(2-Cyanoethyl)-2-ethyl-4-methylimidazole 1,2-Diaminocyclohexane 3,4-Diaminotoluene Diazabicycloundecene Didecyl methylamine... 

Oxazolidone-isocyanurate polymers were prepared by reacting five glycidyl ethers with 4, 4 -diisocyanato-diphenylmethane in the presence of 2-ethyl-4-methylimidazole. The degree of cure of the resins was followed by IR spectroscopy by measuring the fraction of the isocyanurate to oxazolidone linkages (377). 

Synthesis of a Linear Polyoxazolidone from Bis(methyl-4-N-phenylene-carbamate)methane and N,N-Diglycidylaniline(Lekutherm X50). A mixture of bis(methyl-4-N-phenylenecarbamate) methane (15.7 g, 0.05 mole), Lekutherm X50 (10.25 g, 0.05 mole) and 2-ethyl-4-methylimidazole (0.16 g, or 1% of biscarbamate weight) were dissolved in DCB (50 ml) and refluxed for 90 minutes. The solution was cooled to 140 C, diluted with DMF (70 ml), and added slowly to a large excess of water. The resulting precipitate was collected, washed with water and with methanol, and dried in vacuo. The product, a light tan powder, yield 7.1 g (40%), was freely soluble in DMF. 

Imidazoles are known to display poor storage stability and, in the past, work has been directed at overcoming this prohlem (112]. Barton and coworkers [113—116] reported the use of copper complexes of the adducts of phenyl glycidyl ether (PGE) and 2-ethyl-4-methylimidazole (EMI),... 

Ethyl-4-Methylimidazole n (EMI) An epoxy resin curing agent with the heterocyclic structure. 

Compounds such as 2-methylimidazole 41, 2-undecylimidazole, 2-ethyl-4-methylimidazole 42 are highly reactive materials. It has been stated that soluble imidazoles are too reactive to permit their use in one-part adhesive systems stable at ambient temperature [12]. Among the other compounds, the less reactive 4-phenylimidazole 43 would be a convenient curing agent at elevated temperature, alfliough file reaction still occurs over a few days of storage at 25 C. 4-Methyl-... 

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