Patent GB-919727-A (GB)
Title: Nitrogen derivatives of alkylene oxide condensates and their application to textiles
Inventor: BAIRD WILLIAM
IPC: D06M13/372
Filed: 1960-09-08
Abstract: Nitrogen derivatives of alkylene oxide condensates are prepared by heating an aliphatic amine containing at least one primary amino group with an alkylating ester derived from an alkylene oxide condensate containing at least 3 hydroxy groups and optionally with a salt containing bromide or iodide ions.  The condensate may be of ethylene oxide with polyhydric alcohols such as glycerol, pentaerythritol, sorbitol, or triethanolamine. The hydroxy groups may be replaced by ester groups including halogen, sulphate, methane sulphonate, benzene sulphonate and p-toluene sulphonate groups.  The amine may be a monoamine, including the alkylamines, allylamine and monoethanolamine, or, preferably, a polyamine such as ethylene diamine, diethylene triamine and bishexamethylene triamine.  The reaction is preferably effected in a solvent at elevated temperatures and an acid-binding agent such as sodium carbonate may be present. When used as antistatic agents for textiles, the process may be carried out in two stages, using first a part of the alkylating ester to give a soluble product which is applied in solution to the textile along with more of the same or different alkylating ester or with a bromide or iodide, e.g. of an alkali metal, and finally drying the textile and baking, preferably at 130 DEG -210 DEG C.  The examples describe the reaction of (1) bis-hexamethylene triamine and the trichloride derived by reaction of thionyl chloride with a glycerolethylene oxide condensate, and (4) monoethanolamine with a similar trichloride.  These are made up into aqueous solutions containing also a polyethylene glycol di-iodide or sodium iodide, applied to fabrics and baked.ALSO:Amine ethers are prepared by heating an aliphatic amine containing at least one primary amino group with an alkylating ester derived from an alkylene oxide condensate containing at least 3 hydroxy groups and optionally with a salt containing bromide or iodide ions.  The condensate may be of ethylene oxide with polyhydric alcohols such as glycerol, sorbitol, pentaerythritol or triethanolamine.  The hydroxy groups may be replaced by ester groups including halogen, sulphate, methanesulphonate, benzenesulphonate and p-toluenesulphonate groups. The amine may be a monoamine, including the alkylamines, allylamine and monoethanolamine, or, preferably, a polyamine such as ethylene diamine, diethylene triamine and bis-hexamethylene triamine.  The reaction is preferably effected in a solvent at elevated temperatures and an acid-binding agent such as sodium carbonate may be present. When used as antistatic agents for textiles, the process may be carried out in two stages, using first a part of the alkylating ester to give a soluble product which is applied in solution to the textile along with more of the same or different alkylating ester or with a bromide or iodide, e.g. of an alkali metal, and finally drying the textile and baking, preferably at 130 DEG -210 DEG C.  The examples describe the reaction of (1) bis-hexamethylene triamine and the trichloride derived by reaction of thionyl chloride with a glycerol-ethylene oxide condensate, and (4) monoethanolamine with a similar trichloride.