Diethylenetriamine reaction products

Table I. Physical Properties of Diethylenetriamine Reaction Products...

The two-part epoxy adhesive, readily available in hardware stores or other consumer outlets, comes in two tubes. One tube contains the epoxy resin, the other contains an amine hardener. Common diamine room temperature epoxy curing agents are materials such as the polyamides, available under the trade name Versamid. These polyamides are the reaction products of dimer acids and aUphatic diamines such as diethylenetriamine [111-40-0] ... 

In highly acidic environments a reaction product of an isobutyraldehyde and an alkylene amine compound with an alkylsulfopropionic amide group is recommended [1888,1889]. The alkylene amine compound can be the product of a reaction of equimolar amounts of N-dodecylmercaptan, methyl methacrylate, and diethylenetriamine. 

This work describes the application of a previous study which dealt primarily with organic synthesis and physical properties of reaction products of pure fatty acids with BETA. Derivatives to amplify the previous study were prepared from various industrial fatty materials. The reaction product, from 1 mole diethylenetriamine (BETA) with 2 moles fatty acid, was thought to be the primary amine, RC0N(CH2CH2NH2) CH2CH2NHCOR, rather than the secondary amine, as cited in the literature. The amine was readily dehydrated to the imidazoline,... 

Glycidyl Adducts of Aliphatic Amines. An aliphatic amine such as diethylenetriamine can be partially reacted with an epoxy, such as a DGEBA resin, to produce a low-volatility adduct. In a typical reaction, the epoxy is added slowly to a large excess of DETA. The reaction is maintained at 75°C by cooling. The reaction products are continuously agitated effectively to provide for good contact and uniform concentration effects. At the end of the reaction, excess DETA is vacuum-distilled away from the adduct. 

Two curing agents that have found their way into many epoxy adhesive formulations are the polyamides and amidoamines. These are commonly used in the hardware store variety two-part epoxy resins that cure at room temperature. Both are reaction products of aliphatic amines, such as diethylenetriamine, and should be included under the subclassification of modified amines. However, these products have such widespread and popular use, they are addressed here as a separate classification. 

Polyamide curing agents are the reaction products of dimerized fatty acids and aliphatic amines such as diethylenetriamine. This introduces a bulky, oil-compatible, C36 carbon group between the amine sites. Similar to the diglycidyl ether adducts of aliphatic amine, they are manufactured by adding the fatty acid to an excess of amine. They are available in a range of viscosities that can be achieved by varying the amine/acid molar ratio in the reaction. 

Diethylenetriamine, tall oil fatty acids reaction product... 

Tall oil fatty acids, reaction product with diethylene-triamine. Diethylenetriamine, tall oil fatty acids reaction product EINECS 263-160-2 Fatty acids, tail-oil, reaction products with diethylenetriamine Tall oil fatty acids, reaction product with diethylenetriamine. 

Tall oil fatty xids, reaction product with diethylenetriamine 1266 Tangantangan oil 707... 

Other complex mixtures involving Mannich reaction products of use as anti-rust additives in lubricating oils have included the reaction of fatty acids (RCO2H), nonylphenol, with diethylenetriamine or triethylenetriamine and aqueous formaldehyde. It would appear that the primary amine groups result in amide formation at 160-180°C and the residual secondary amine group then undergoes a Mannich reaction in the usual way with t-octyllphenol and... 

Such adducts from diethylenetriamine appear free of skin sensitizing effects. A hardener consisting of a blend of the reaction products II and III is a low-viscosity liquid giving a pot life (for a 500-g batch) of 16-18 min at room temperature. 

Adipic acid-diethylenetriamine copolymer, reaction product with epichlorohydrin. Wet strength resin (30)... 

A similar argument can be applied to the results of later work by Idelson et al.i9 In this they prepared the chromium complex (133) by interaction of the 1 1 chromium complex of 1-phenyl-3-methyl-4-(2-hydroxy-4-cyanonaphth-l-ylazo)-5-pyrazolone and diethylenetriamine and by reaction of the azo compound with [Cr(CO)3dien]. Identical products were obtained and, since the diethylenetriamine occupies9 a facial position in [Cr(CO)3dien], it was concluded that the complex (133) had a facial configuration. Similarly, the reported77 separation of isomeric 2 1 chromium complexes of 2-amino-6-(2-hydroxy-6-nitro-4-sulfonaphth-l-ylazo)-5-naphthol-7-sulfonic acid is... 

In the first process EDC reacts with an excess of aqueous ammonia at about 180°C and 10 to 20 atmospheres. Diethylenetriamine and triethylenetetramine are also formed in secondary reactions of the ethylenediamine with EDC. Caustic is added to neutralize the crude product and free the ethylenediamine, the higher amines and the ammonia from the amine hydrochloride and ammonium chloride. The chloride salts are a waste that must be properly handled. The crude product is refined by fractionation. The unreacted ammonia is recycled, and the amines are purified. The yield of EDA is about 609c46. 

Diphenyl triazonine 52 is a product of UV irradiation of benzyl and diethylenetriamine in the presence of oxygen. It can be thermally converted into bicyclic derivative 53 (Scheme 2), which is the major product of the thermal reaction between benzyl and triamine <2000NJC719>. 

Diketone, for example, benzyl, can serve as a dielectrophile in its reaction with diethylenetriamine giving triazonine 52 as a product under UV irradiation in the presence of oxygen (Scheme 2, Section 14.10.5.1) <2000NJC719>). 

Selective production of enzymatically active NADH by visible light and without formation of dimers has been achieved by the photoreduction of NAD using [Ru(bipy>3]S04 and [Ru(bipy)3]2(S04)3 as sensitizers, and triethanolamine as electron donor.The synthesis, photophysical properties, and excited-state redox behaviour of [(CN)(bipy)2Ru(CN)Pt(dien)X 104 and [(dien)PtNC Ru(bipy)2 CNPt(dien)]C104 (dien = diethylenetriamine) have been reported, as have the light-induced electron-transfer reactions between [Ru(bipy) (thpy)3 f [where thpy = 2-(thiazol-2 -yl)pyridine, n=2,1, or 0] and methyl viologen. ... 

A general route to tri- and hexa-aza-macrocycles has been reported, using monotosylated ethylenediamine with TV -tosylaziridine. The product was treated with benzoyl chloride, and was converted into the disodium salt. The cyclization was effected by reaction with bisulphonate esters. Hexa-aza-macrocycles have also been prepared by condensing disulphonamide salts of the tritosylated diethylenetriamine with disulphonate esters. ... 

Piperazine is obtained with a yield up to 60% based on the decomposed ethanolamine when the initial substance reacts practically quantitatively, the composition of products is complicated. The optimal conditions for obtaining the piperazine proved to be the following 200°, 220-270 atm the ratio of monoethanolamine to ammonia is 1 2.5. The course of the reaction may be illustrated by Fig. 28. Ethylenedia-mine and diethylenetriamine are formed. 

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