Patent GB-975981-A (GB)
Title: Improvements relating to the production of fast wool dyeings and the resulting products
Filed: 1962-05-23
Abstract: Wool dyeing assistants comprise quaternized condensation products of a primary or secondary amine containing an alkyl or alkenyl radical of 8-19 carbon atoms with 7-30 equivalents of ethylene oxide, 1-2 equivalents of styrene oxide and, if desired, 1-2 equivalents of propylene oxide which condensation product is quaternized with an ester derived from a low alkanol and a strong acid.  Specified amines are octylamine, decylamine, dodecylamine, tetradecylamine and mixtures thereof, hexadecylamine, octadecylamine, oleylamine and mixtures thereof as well as dodecylbenzylamine.  Specified quaternizing agents are dimethyl sulphate, diethyl sulphate, ethyl chloride or bromide, p-toluene sulphonic acid methyl or ethyl ester, chloro- or bromoacetic acid methyl or ethyl ester and chloro- or bromo-propionic acid methyl or ethyl ester. The dyeing assistants may be prepared by first reacting the amine with the styrene oxide either alone or in solution, e.g. in chlorobenzene, then adding on the propylene oxide, if used, followed by the desired quantity of ethylene oxide and finally quaternizing. Examples of the preparation of several compounds are given.  U.S.A. Specification 2,089,212 is referred to.ALSO:Wool dyeing assistants quaternised condensation products of a primary or secondary amine containing an alkyl or alkenyl radical of 8-19 carbon atoms with 7-30 equivalents of ethylene oxide, 1-2 equivalents of styrene oxide and, if desired, 1-2 equivalents of propylene oxide which condensation product is quaternised with an ester derived from a low alkanol and a strong acid.  Specified amines are octylamine, decylamine, dodecylamine, tetradecylamine and mixtures thereof, hexadecylamine, octadecylamine, oleylamine and mixtures thereof as well as dodecylbenzylamine. Specified quaternising agents are dimethyl sulphate, diethyl sulphate, ethyl chloride or bromide, p-toluene sulphonic acid methyl or ethyl ester, chloro- or bromo-acetic acid methyl or ethyl ester and chloro- or bromo-propionic acid methyl or ethyl ester.  The dyeing assistants may be prepared by first reacting the amine with the styrene oxide either alone or in solution, e.g. in chlorobenzene, then adding on the propylene oxide, if used, followed by the desired quantity of ethylene oxide and finally quaternising. Examples of the preparation of several compounds are given. U.S.A.  Specification 2,089,212 is referred to.ALSO:Wool is dyed under the usual conditions with aqueous solutions of the salts of nickel or copper phthalocyanines which contain at least one aromatically bound sulphonic acid group or at least one sulphated sulphonic acid -b - or -g - hydroxyalkylamide group in the presence of at least one quaternised condensation product of a primary or secondary amine containing an alkyl or alkenyl radical, of 8-19 carbon atoms with 7-30 equivalents of ethylene oxide, 1-2 equivalents of styrene oxide and, if desired, 1-2 equivalents of propylene oxide which condensation product is quaternised with an ester derived from a low alkanol and a strong acid.  The phthalocyanine dyestuffs may contain 2-4 sulphonic acid or sulphuric acid monoester groups and may be further substituted with halogen atoms and/or sulphonic acid amide groups which may be N-substituted with methyl, ethyl, propyl, butyl, acylaminoethyl, acylaminopropyl, acylaminohexyl, 2-hydroxyethyl, 2-hydroxy-propyl, 3-hydroxypropyl, phenyl, sulphophenyl and acylaminophenyl groups. Any external aromatic radicals may also be substituted.  The dyestuffs are preferably employed as their alkali metal or ammonium salts.  The condensation products may be derived from octylamine, decylamine, dodecylamine, tetradecylamine, hexadecylamine, octadecylamine, oleylamine, dodecylbenzylamine and the appropriate amounts of ethylene oxide, styrene oxide and propylene oxide.  In the examples the styrene oxide is first attached to the nitrogen atom which condensate is then reacted with propylene oxide if employed and finally with ethylene oxide. The quaternisation may be effected with, inter alia, dimethyl sulphate, ethyl chloride or bromide (see also Divisions C2 and C3).  The dyebath may also contain condensation products of C8-C14 fatty acids or mixtures of such acids with 2 equivalents of dialkanolamine per fatty acid present as well as sodium sulphate, ammonium sulphate, ammonium acetate, acid alkali or ammonium phosphates methyl or ethyl lactate or tartrate or formic, acetic, hydrochloric or sulphuric acid.  The dyebath is advantageously weakly acidic.  The net-fastness may sometimes be improved by treatment with ammonia or hexamethylene tetramine at 80-100 DEG C., as well as netting agents.  Examples are given.  U.S.A. Specification 2,089,212 is referred to.