Alkoxylated diamines

MAZEEN 173, 174, and 174-75 are alkoxylated diamines which are exceptionally stable to heat. MAZEEN 175 and 176 exhibit very low foam, even below their cloud points. 

Chert). Descrip. Alkoxylated diamine torric Nature Cationic... 

Chem. Descrip. High m.w, alkoxylated diamine Ionic Nature Cationic... 

Dichloro-s-triazine and its 6-alkyl analogs are as easily hydrolyzed by water as trichloro-s-triazine and, on suspension in aqueous ammonia (25°, 16 hr), the first is diaminated in good yield. 2,4-Bistrichloromethyl-6-methyl- and -6-phenyl-s-triazines (321) require a special procedure for mono-alkoxylation (0-20°, 16 hr, alcoholic triethylamine) disubstitution occurs at reflux temperature (8 hr). Aqueous triethylamine (100°, 3 hr) causes complete hydroxy-lation of 2,4,6-tris-trichloromethyl-s-triazine which can be mono-substituted with ammonia, methylamine, or phenoxide ion at 20°. 

H. Wirtz, H. Hoffmann, W. Ritschel, M. Hofinger, M. Mitzlafif, and D. Wolter. Optionally quatemized fatty esters of alkoxylated alkyl-alkylene diamines (Gegebenenfalls quatemierte Fettsaureester von oxyalkylierten Alkyl-Alkylendiaminen). Patent EP 320769, 1989. 

Aminic polyols are low molecular weight adducts of propylene oxide (PO) [and/or ethylene oxide (EO)] made from aliphatic or aromatic polyamines such as ethylenediamine (EDA), diethylene triamine (DETA) [1, 2], ortho-toluene diamine (o-TDA) [3, 4] or diphenylmethanediamine (MDA) [2, 5, 6]. Because these starters are liquid at room temperature (EDA, DETA) or low melting point solids (o-TDA, MDA), they are alkoxylated in the absence of solvents. 

The effect on the viscosity decrease by the introduction of EO units in the polyetheric chains is more significant in the case of aromatic diamine alkoxylation, such as the alkoxylation of o-TDA [4]. 

By the hydrolysis of a flexible foam based on toluene diisocyanate (TDI) one obtains toluene diamine (2,4 and 2,6 isomers), the polyether triol and, of course, carbon dioxide. The difficulty of the process is the separation of the amine. The amine may be used for TDI synthesis (after a previous purification), or be transformed into a valuable rigid polyol (aminic polyol) by alkoxylation with PO and EO. 

The diamine (for example diphenylmethane diamine) is transformed into a rigid polyether polyol by alkoxylation with PO and EO (reaction 20.18). 

The recovered polyols shown in Table 20.2 have a lower acidity due to the alkoxylation of acidic groups, lower hydroxyl numbers and higher viscosities (due to the alkoxylation of diphenylmethane diamine, which leads to high viscosity polyols) compared to the polyols resulting directly from glycolysis (Table 20.1). 

FIGURE 29.26 Example synthesis of a diamine alkoxylate block copolymer. (Reproduced from Nace, V.M., Nonionic Surfactants Polyoxyalkylene Block Copolymers, Marcel Dekker, New York, 1996. With permission.)... 

Polymeric amido-amine alkoxylated trietylene tetramine Adducts of aliphatic amines with mono- and diepoxides and ketones (i.e. amine-epoxy adducts) Diethylenetriamine-ethylene oxide adduct Ethylene diamine adduct to solid epoxy Triethylenetetramine-propylene oxide adduct... 

A spatially addressable electrolysis platform has been used for parallel electrosynthesis. For example, the anodic a-alkoxylation of carbamates and sulfonamides is carried out using a Teflon block with 16 wells and a set of 16 glass vials under the constant-current conditions to obtain the corresponding products in a parallel fashion (Fig. 1) [4]. The parallel electrosynthesis can also be applied to reduction. The electrochemical reductive hydrocoupling of aldimines using sacrificial A1 anodes gives the corresponding 1,2-diamine derivatives [5]. 

Rigid PUR foam wastes were simultaneously aminolyzed with NH, ethylene diamine, diethylene triamine, hexamethylenediamine, or ethanolamine and alkoxylated by ethylene oxide, propylene oxide, butylene oxide, phenyl glycidyl ether, or styrene oxide optionally in the presence of a hydroxyl containing tert-amine (dimethyl ethanol... 

Primary amines can be reacted [5,7] with acrylonitrile to form an aminoni-trile, which can be hydrogenated to a diamine. The sequence can be repeated if desired and these polyamines can be alkoxylated [4] to form another class of nonionics, polyalkoxylated polyamines (Fig. 2). 

Hydrophobic quats such as di(hydrogenated tallow)dimethyl ammonium chloride have been claimed to provide waterproofing [71] and improvements in copper leach resistance in pressure-treated lumber [72], as have amine oxides [73]. Alkoxylated amines and diamines can also be used to improved water repellency in pressure-treated lumber [74]. 

---