Patent GB-1067519-A (GB)
Title: Improvements in or relating to acylamino-containing derivatives of urea
Inventor: HOFER KURT
IPC: C08F2/28
Filed: 1964-08-14
Abstract: The invention comprises compounds of the general formula R1R2N.CH2CH2.CO.NHR3 where R1 is C8-C22 alkyl or <FORM:1067519/C2/1> alkyl; R2 is hydrogen, -CONH2, -CON(R1)CH2CH2CONHR3, or -CH2CH2CONHR3; R3 is C1-C22 alkyl or -(CH2)nNR4R5; R4 is hydrogen, C1-C22 alkyl, -CONH2 or -CONH(CH2)nNHCOCH2CH2NR1R2; R5 is hydrogen or alkyl; or R4 and R5 form an imidazolidone ring; and n is 2 or 3; with the proviso that the entire molecule must contain at least one grouping <FORM:1067519/C2/2> , their acid addition salts and their quaternary ammonium compounds.  They may be prepared by forming at least one <FORM:1067519/C2/3> group by replacement, in manner known per se, of a hydrogen atom attached to an aminonitrogen atom of a corresponding b -aminopropionic acid amide by the relevant <FORM:1067519/C2/4> group, which nitrogen atom of said <FORM:1067519/C2/5> group may be that derived by removal of a hydrogen atom from an amino group of a molecule of the same b -amino propionic acid amide.  Specified methods for forming said <FORM:1067519/C2/6> group(s) are by reacting the b -amino propionic acid amide with urea at a temperature at which ammonia is split off, carbon dioxide, carbonic acid esters, e.g. alkyl carbonates, urethanes, cyanates, isocyanates, carbamic acid halide or ester or phosgene. The preparations of certain specified b -amino propionic acid amide reactants and of the corresponding b -amino propionic acid ethyl esters are described in the examples.ALSO:The polymerization of methyl methacrylate (Example 7) is effected by dropping methyl methacrylate into a solution of the quaternary salt emulsifier formed from dimethyl sulphate and the compound of the formula <FORM:1067519/C3/1> in the mole ratio of 1:1 and sodium bisulphite in demineralized water at 40 DEG  to 50 DEG  C.  The polymerization is initiated with ferrous sulphate and hydrogen peroxide and completed by heating at 50 DEG  to 55 DEG  C.  The resulting emulsion is suitable for rendering nylon stockings more resistant to laddering.ALSO:A dye bath liquor contains, in addition to the dying ingredients, a compound of the formula R1R2N.CH2CH2CO.NHR3 where R1 is C8-22 alkyl or <FORM:1067519/D1-D2/1> alkyl; R2 is hydrogen, -CONH2, -CON(R1)CH2CH2CONHR3, or -CH2CH2 CONHR3; R3 is C1-C22 alkyl or -(CH2)nNR4 R5. R4 is hydrogen, C1-C22 alkyl, -CONH2 or -CONH(CH2)nNHCOCH2 -CH3NR1R2; R5 is hydrogen or alkyl; or R4 and R5 form an imidazolidone ring; and n is 2 or 3; with the proviso that the entire molecule contains at least one <FORM:1067519/D1-D2/2> grouping, or acid addition salts or quaternary ammonium salts thereof.  Examples relate to the dyeing of knitted nylon material with acid dyes.  Synthetic polyamide fibres are treated by immersion in a bath containing a polymerizate prepared by an emulsion polymerization employing a compound of the above formula, or an acid addition salt or quaternary ammonium salt thereof as emulsifier.  An Example relates to immersing nylon stockings in an emulsion obtained by such an emulsion polymerization of methyl methacrylate.