Optische Aufhellungsmittel

摘要

Thienyl coumarins of the general formula where R is hydrogen or methyl, R1 is halogen or alkyl, which may be substituted by hydroxyl, amino, ammonium or sulphonic groups, a sulphonic acid or carboxylic acid group, which may be esterified, a carboxylic acid amide, an acyloxy or a carbamyloxy group, m is 0, 1 or 2, n is 0, 1 or 2 and R2 is chlorine or bromine or methyl when n is 1 or -CH=CH-CH=CH- when n is 2, and two R1 substitutents may represent a fused ring, and especially the following-coumarins, 3 - thienyl - (21)-; 3 - [51-bromothienyl] - (21)-; 7 - phenyl - carbamyloxy - 3 - thienyl - (21)-; 5,7 - dichloro - 3 - thienyl-(21)-; 7 - acetoxy - 3 - thienyl - (21)-; 5,7 - dimethyl - 3 - thienyl - (21)-, are made by heating the appropriately substituted 2-hydroxy benzaldehyde or acetophenone, with the alkali metal salt of the appropriately substituted thienyl acetic acid in the presence of a lower aliphatic acid anhydride, especially acetic anhydride, or by using thienyl acetonitrile to give the cyanomethine intermediate which is then hydrolysed and cyclized.ALSO:Natural and synthetic fibres such as cellulose acetate, polyacrylonitrile, polyethylene terephthalate, polyamides, polymethanes, polystyrene or wool are brightened by treatment in aqueous or organic solution with a thienyl coumarin of the formula. where R is H or Me1R1 is halogen or alkyl, optionally substituted by hydroxyl, amino, ammonium or sulphonic acid groups, a sulphonic acid group, a carboxylic acid group, which may be esterfied, a carboxylic amide group, an acyloxy or a carbamyloxy group, m is 0, 1, or 2, n is 0, 1, or 2, and R2 is chlorine or bromine or methyl when n = 1 or -CH=CH-CH=CH- when n is 2 and two R1 substituents may represent a fused ring in m particular 3-thienyl-(21)-coumarins, 3-[51-bromo thienyl-(21)-]-coumarin, 7-phenyl-carbamyloxy-3-thienyl-(21)-coumarin 7-acetoxy-3-thienyl-(21)-coumarin, 517-dichloro-3-thienyl-(21)-coumarin, 517-dimethyl-3-thienyl-(21)-coumarin optionally in the presence of formaldehyde naphthalene sulphonic acid condensation products, oleyl alcohol or paraffin sulphonates, or formic acid, followed by squeezing, drying and heating for a short time to above 100 DEG C. The fibres may be subsequently treated in a chlorite-containing bleach.