Patent GB-442135-A (GB)
Title: Improvements in or relating to the treatment of textiles and other fibrous materials
IPC: C11D1/88
Filed: 1934-07-21
Abstract: Textiles, leather, fur, and other fibrous materials are treated with aqueous liquids which comprise compounds having the formula R(AcNX),R<1>.(AcNY)R<11>.G in which R is an aliphatic or cycloaliphatic residue having at least six carbon atoms, R<1> an aromatic residue, R<11> an aliphatic, cycloaliphatic, aromatic or heterocyclic residue, AcN an acid amide group, X and Y hydrogen or any substituent, and G a water solubilizing group, namely, a carboxylic, sulphonic, thiosulphuric, amino, ammonium, phosphoric ester or N-sulphonic group.  These compounds are stated to have wetting, foaming, emulsifying, impregnating, stabilizing and dissolving properties, and may be prepared by reacting the acid halides, e.g. carboxylic or sulphonic acid halides with the appropriate amino compounds or with the nitro compounds followed by reduction.  Thus, 5-nitro-isophthalyl chloride may be condensed with two molecular proportions of N-methyltaurine and the product after reduction reacted with a fatty acid chloride.  Substituents such as oxy, ether, ester and halogen groups may be present, and the carbon chain may be interrupted by oxygen, sulphur or nitrogen.  Such compounds are 3-octyloxyacetylaminobenzene sulphonylmethylaminoethanesulphonic acid or the corresponding 3-octylthio compound which may be prepared by reacting N-methyltaurine with m-nitrobenzenesulphonic acid chloride, reducing and coupling with octyloxyacetic acid chloride or with octylthioacetic acid chloride. b -(3-undecylaminoacetylamino)benzoyl methylaminoethanesulphonic acid may also be used and may be prepared by reacting methyl taurine with m-nitrobenzoylchloride, reducing, condensing with chloracetyl chloride and replacing the chlorine in the product by reacting with undecylamine.  In examples: (1) the sodium salt of b  - 3 - lauroylaminobenzenesulphonylmethylaminoethanesulphonic acid is mixed with sodium pyrosulphate to obtain a washing agent. The acid of the said sodium salt may be made by reacting N-methyltaurine with m-nitrobenzenesulphonic acid chloride, reducing and acylating with lauroyl chloride; (2) the sodium salt of b -(3-oleylamino)benzoylmethylaminoethanesulphonic acid is added to a bath for washing wool; the acid corresponding to the sodium salt may be made by condensing N-methyltaurine with m-nitrobenzoylchloride, reducing and acylating with oleyl chloride.  The products which may be used in dyeing with substantive dyestuffs and for brightening and fixing, for making water repelling finishes and for tanning may be used in conjunction with wetting, washing, cleansing, emulsifying and dispersing agents, perborates, persulphates, percarbonates, soda, trisodium phosphate, pyro, poly and metaphosphates, waterglass, borax, acid sodium sulphate, superfatting agents, hydrocarbons, alcohols, urease and pancreatin.  Further specified products are the sodium salts of 1 - (3<1> - lauroylaminobenzoylamino)benzene2 : 4 - disulphonic acid, 1 - (3<1> - oleylaminocinnamoylamino)naphthalene-5 : 7 - disulphonic acid, 2-(3<1>-oleylaminobenzenesulphonylamino) naphthalene - 5 : 7 - disulphonic acid, 2-[3<1>(3<11>-oleylaminobenzenesulphonylamino) benzoylamino]naphthalene-3 : 6 : 8-trisulphonic acid, 2 - [3<1>(3<11>oleylaminobenzenesulphonylamino) benzenesulphonylamino] 8 - oxynaphthalene-3 : 6-disulphonic acid, 3-caproylaminobenzenesulphonylaminophthalic acid, 1 - (3<1> - oleylaminobenzoylamino)naphthalene3 : 6 : 8 - trisulphonic acid, 2[3<1>(3<11> - oleylaminobenzoylamino) benzoylamino] naphthalene - 4 : 6 : 8 - trisulphonic, bis - 1 : 5 - [3<1>(3<11>-oleylaminobenzenesulphonylamino) benzenesulphonylamino]naphthalene - 3 : 7 - disulphonic acid, bis-4 : 4<1> - [3<1> - (3<11> - oleylaminobenzenesulphonylamino) benzenesulphonylamino]diphenyl-3 : 3<1>-disulphonic acid, b -(3-oleylaminobenzenesulphonyl)methylamino - ethanesulphonic acid, g -(3-oleylaminobenzenesulphonyl)methylamino - b  - b  - oxypropanesulphonic acid, 3[3<1>-(lauroylaminobenzene) sulphonylamino]phenyltrimethylammoniumchloride and the products obtained by condensing pyridine with 1-chloracetylaniline-3-sulphonic undecylamide.  A product containing the 3-lauroylaminobenzenesulphonyl residue combined with protalbinic or lysalbinic acid or other albumen decomposition product is also mentioned.ALSO:Compounds having the following formula are stated to be emulsifying agents: R(AcNX).R<1>.(AcNY).R<11>.G in which R is an aliphatic or cycloaliphatic residue having at least six carbon atoms, R<1> an aromatic residue, R<11> an aliphatic, cycloaliphatic, aromatic or heterocyclic residue, AcN an acid amide group, X and Y, hydrogen or any substituent and G a water solubilizing group, namely, a carboxylic, sulphonic, thiosulphuric, amino, ammonium, phosphoric ester or N-sulphonic group.  Substituents such as oxy, ether, ester and halogen groups may be present, and the carbon chain may be interrupted by oxygen, sulphur or nitrogen.  Such compounds are 3-octyloxy-acetylaminobenzenesulphonylmethylaminoethanesulphonic acid or the corresponding 3-octylthio compound.  The products may be used in conjunction with wetting, cleansing, emulsifying and dispersing agents, perborates, persulphates, percarbonates, soda, trisodium phosphate, pyro, poly and metaphosphates, waterglass, borax, acid sodium sulphate, super-fatting agents, hydrocarbons, alcohols, urease and pancreatin.  The following compounds are used in examples or are specified: the sodium salts of b -(3-oleylamino)benzoylmethylaminoethanesulphonic acid, b -3-laurylaminobenzenesulphonylmethylaminoethanesulphonic acid, 1 - (3<1> - lauroylaminobenzoylamino) benzene-2 : 4 - disulphonic acid, 1 - (3<1> - oleylaminocinnamoylamino)naphthalene - 5 : 7 - disulphonic acid, 2-(3<1>-oleylaminobenzenesulphonylamino)-naphthalene - 5 : 7 - disulphonic acid, 2 - [3<1>(3<11>-oleylaminobenzenesulphonylamino) benzoylamino]naphthalene - 3 : 6 : 8 - trisulphonic acid, 2 - [3<1>(3<11> - oleylaminobenzenesulphonylamino)-benzenesulphonylamino [8 - oxynaphthalene-3 : 6-disulphonic acid, 3-caproylaminobenzenesulphonylaminophthalic acid, 1-(3<1>-oleylaminobenzoylamino)naphthalene-3 : 6 : 8-trisulphonic acid, 2[3<1>(3<11>-oleylaminobenzoylamino) benzoylamino]naphthalene - 4 : 6 : 8 - trisulphonic, bis - 1 : 5 - [3<11> - oleylaminobenzenesulphonylamino) benzenesulphonylamino]naphthalene-3 : 7-disulphonic acid, bis-4 : 4<1>-[3<1>-(3<11>-oleylaminobenzenesulphonylamino) benzenesulphonylamino] diphenyl-3 : 3<1>-disulphonic acid, b  - (3 - oleylaminobenzenesulphonyl) methylaminoethanesulphonic acid, g -(3-oleylaminobenzenesulphonyl) methylamino - b  - b  - oxypropanesulphonic acid, 3[3<1>-(lauroylamino benzene) sulphonylamino] phenyltrimethylammonium chloride, b -(3-undecylaminoacetylaminoethanesulphonic acid and the products obtained by condensing pyridine with 1-chloracetylaniline-3-sulphonicundecylamide.  A product containing the 3-lauroylaminobenzenesulphonyl residue combined with protalbinic or lysalbinic acid or other albumen decomposition product is also mentioned.