Patent GB-302666-A (GB)
IPC: C14C3/18
Filed: 1928-12-19
Abstract: 302,666. I. G. Farbenindustrie Akt.- Ges. Dec. 19, 1927, [Convention date]. Emulsions, making; fungicides; insecticides.- Phenolic condensation products, particularly condensation products of phenols with aldehydes, ketones, or substances having a reactive halogen atom are converted into water soluble products by treatment at temperatures of 70-130‹ C. with sulphonic acids of aromatic or hydroaromatic hydrocarbons or condensation .products of such acids in a state of high concentration. The condensation of the phenolic compounds may be wholly or partly effected during the solubilization process. The sulphonating agent may be retained in the mixture to assist solubilization and condensation. The products are employed as emulsifying agents or in the preparation of fungicides and insecticides. The sulphonic acids employed do not include sulphonated cumarone resin or sulphonated phenol-formaldehyde condensation products. Examples of the invention are as follow:-(1) a clear acid emulsion, stable on addition of caustic soda is prepared by slowly adding, to a mixture of 106 parts of tetrahydronaphthalene and 144 parts of 98 per cent sulphuric acid, 70 parts of heated resin obtained by treating 63 parts of phenol with 17.2 parts of chloracetone. (2) A similar emulsion comprising 138 parts of commercial cresol condensed with 51 parts dichlorether at 90-100‹ C. is prepared by treatment at 100‹ C. with 222 parts of tetrahydronaphthalene and 301 parts of 98 per cent sulphonic acid. (3) 98 parts of liquid resin, obtained by treating phenol and formaldehyde in molecular proportions 2 : 1 with an alkaline condensing agent and subsequent salting, are addled at 90‹ C. to a sulphonic acid obtained by sulphonating 50 parts of crude benzene with 140 parts of 100 per cent sulphuric acid, cooling, adding 26.4 parts of tetrahydronaphthalene and heating to 100‹ C. The soluble product may be neutralized with 181 parts of 20 per cent caustic soda solution to form a tanning agent which produces a soft, light coloured leather and which in use may be mixed with a vegetable tanning agent such as quebracho. (4) 57 parts of the liquid resin in (3) are slowly stirred, at 95-97‹ C., into 78 parts of a-chloronaphthalene sulphonated at 130-180‹ C. with 122 parts of 5 per cent fuming sulphuric acid. The product may be partly neutralized with 20 per cent caustic soda solution to form a tanning agent. (5) The sulphonated compound in (4) is replaced by 206 parts of butylated naphthalene sulphonic acid prepared by sulphonating 128 parts of naphthalene at 165‹ C. with 205 parts of 94 per cent sulphuric acid, adding 148 parts of n-butyl alcohol and 200 parts of 98 per cent sulphuric acid at 120‹ C. and separating the unused acid. The product may be partly or wholly neutralized for use in dyeing. (6) A tanning agent is produced by partly neutralizing an emulsion of a phenol-formaldehyde resin (molecular proportions 2 : 1.2) prepared with a-methyl naphthalene and 98 per cent sulphuric acid. (7) 105 parts of fluid resin, prepared by reacting 108 parts of commercial cresol with 50 parts of 30 per cent formaldehyde in the presence of 230 parts of 13 per cent phosphoric acid solution at 100‹ C. and separation of water, are stirred drop by drop, at 90-100‹ C., into 250 parts of the sulphonated compound prepared as in (1). The product may be used as a resist in dyeing. (8) The product obtained by treating 140 parts of tetrahydronaphthalene with 180 parts of concentrated sulphuric acid is fused by heating to 70‹ C. and '70 parts of methylenediphenylether are slowly added with stirring, the temperature being kept at 95‹-100‹ C. A resinous compound soluble in water is produced. (9) A solution of 14 parts of paraformaldehyde in 40 parts of commercial cresol and 26 parts of phenol is stirred slowly at 90‹-95‹ C. into 150 parts of melted naphthalene sulphonic acid the temperature being prevented from rising above 100‹ C. and the stirring being continued for about one hour after mixing. A condensation product giving a clear solution in water is produced. Specification 251.294 is referred to.