Patent GB-734134-A (GB)
Title: Improvements in the production of water-insoluble non-swelling, organic pigments
IPC: C09B63/00
Filed: 1952-12-23
Abstract: Water-insoluble, non-swelling organic pigments are made by treating high molecular natural products of starch or albuminous character with solutions or suspensions of organic compounds which contain one or more isocyanate groups, ethylene imino groups or quaternary ammonium groups of the formula Y-CH2-NR3X (where Y is an acylamino or alkoxy group and NR3X is a fully-substituted ammonium group) or two or more ethylene oxide groups and then heating the products thus treated for a short time to about 80 DEG  to 150 DEG  C.  Organic compounds specified are stearyl isocyanate, 1,6-hexamethylene di-isocyanate, toluylene di-isocyanate, propane - 1,3 - disulphonic acid-bis-(ethylene imide), oxalic acid-bis-(ethylene imide), N-stearyl,N1,N1-ethylene urea, stearoylamidomethyl pyridinium chloride, bis-quaternary ammonium compounds obtainable by the reaction of o ,o 1-dichlormethyl ethers of glycols with 2 mols. of tertiary amines, and reaction products of epichlorhydrin with polyhydric alcohols, amines, aminoalcohols or butadiene oxide.  Nitro groups or halogens may be present in the treating agent. Impregnation may take place in aqueous solution although especially advantageous is treatment in organic solvents, e.g. carbon tetrachloride, trichlorethylene, acetone or alcohol or mixtures thereof.  After treatment the products may be extracted and dried or heated optionally with the addition of substances such as dyestuffs or disinfectants.  In examples: (1) rice starch is treated at room temperatures for about 15 minutes with a solution of N-stearyl-N,N1-ethylene urea in carbon tetrachloride, dried and heated at 120-130 DEG  C., or with an aqueous suspension of the same urea dispersed by means of a reaction product of about 40 mols. of ethylene oxide on 1 mol. of castor oil, or with an aqueous solution of stearoylamidomethylpyridinium chloride, dried at 80 DEG  C. and heated for 20 minutes at about 140 DEG  C.; (2) maize starch is treated for 10 minutes at room temperature with a solution of 1,6-hexamethylene di-isocyanate in carbon tetrachloride, dried and heated for 30 minutes at about 120 DEG  C.; and (3) casein or purified herring sperm is treated for 10 minutes at room temperature with a solution of toluylene di-isocyanate in acetone and dried and heated for 10 minutes at about 110 DEG  C.ALSO:Pigments obtained by treating high molecular natural products of starch or albuminous character with solutions or suspensions of organic compounds which contain one or more isocyanate groups, ethylene imino groups or quaternary ammonium groups of the formula Y-CH2-NR3X (where Y is an acylamino or alkoxy group and NR3X is a fully substituted ammonium group) or two or more ethylene oxide groups with subsequent heating of the products thus treated for a short time at about 80-150 DEG C. are used in disinfectants, pesticides, pharmaceutical substances and toilet preparations such as body powders, baby powders, make-up powders and lipstick.  Organic compounds specified are stearyl isocyanate, 1,6-hexamethylene di-isocyanate, toluylene diisocyanate, propane-1,3-disulphonic acid bis-(ethylene imide), oxalic acid bis-(ethylene imide), N-stearyl-N1, N1-ethylene urea, stearoylamidomethyl pyridinium chloride, bis-quaternary ammonium compounds obtainable by reacting o ,o 1-dichloromethyl ethers of glycols with 2 mols. of tertiary amines, and reaction products of epichlorhydrin with polyhydric alcohols, amines, amino alcohols or butadiene oxide. Nitro groups of halogens may be present in the treating agent.  In examples: (1) rice starch treated with N-stearyl-N1, N1-ethylene urea or stearoylamidomethyl pyridinium chloride yields a pigment used as a body powder; (2) maize starch treated with 1,6-hexamethylene di-isocyanate yields a pigment which may be coloured and used in make-up powders and lipsticks; and (3) casein or purified herring sperm treated with toluylene di-isocyanate is used in the preparation of baby powders.