Patent GB-692346-A (GB)
Title: Process for the manufacture of new optical brightening agents and new compounds produced
IPC: D06L4/60
Filed: 1949-06-23
Abstract: The invention comprises blue-fluorescent compounds of the general formula <FORM:0692346/IV (b)/1> in which R is a low molecular hydroxyl-substituted alkyl radical and X is hydrogen or a methyl group, and their preparation by reacting 4,41-diaminostilbene-2,21-disulphonic acid with an acylating derivative of salicylic acid or m- or p-cresotic acid acylated at the hydroxy group, saponifying the acyloxy groups to hydroxy groups, and oxyalkylating the hydroxy groups.  In examples: (1) 4,41-diaminostilbene - 2,21 - disulphonic acid is reacted with acetyl salicylic acid chloride and the acetyl group hydrolysed off to give 4,41-disalicylylamino - stilbene - 2,21 - disulphonic acid, which is then heated with ethylene chlorohydrin and caustic soda to yield 4,41-di-(211-b  - hydroxyethoxy - benzoylamino) - stilbene - 2,21-disulphonic-in this example the acetyl salicylic acid chloride may be replaced by 4- or 5-methyl-2-acetyloxybenzoyl chloride, and the ethylene chlorohydrin by propylene chlorohydrin or glycerol chlorohydrin to give the corresponding stilbene derivatives, e.g. 4,41-di - (211 - b g  - dihydroxypropyloxy - benzoylamino) - stilbene - 2,21 - disulphonic acid and 4,41 - di - (211 - b  - hydroxypropyloxy - benzoylamino) - stilbene - 2,21 - disulphonic acid; (2) 4,41 - di - (salicylamino) - stilbene - 2,21 - disulphonic acid is heated with ethylene oxide and caustic soda in solution to yield 4,41-di-(211-b -hydroxyethoxy - benzoylamino) - stilbene - 2,21 - disulphoni acid; and (3) 4,41-di-(211-hydroxy-411-methylbenzoylamino) - stilbene - 2,21 - disulphonic acid is heated with caustic soda solution and ethylene oxide to give 4,41-di-(211 - b  - hydroxyethoxy - 411 - methylbenzoylamino) - stilbene - 2,21 - disulphonic acid.  The first and second Provisional Specifications refer also to compounds of the above general formula in which R is methoxyethyl, ethoxyethyl, b -chloroethyl or b -chloroethoxyethyl.  Specification 692,407 is referred to.ALSO:Textile materials are brightened by treatment with a fluorescent compound of the general formula <FORM:0692346/IV (c)/1> in which R is a low molecular hydroxyl-substitured alkyl radical and X is hydrogen or a methyl group.  Compounds specified are 4,41-di - (211 - b  - hydroxyethoxy - benzoyl - amino) - stilbene - 2,21 - disulphonic acid, 4,41 - di - (211 - b g  - dihydroxypropyloxy - benzoylamino) - stilbene - 2,21 - disulphonic acid, 4,41 - di - (211 - b  - hydroxypropyloxy - benzoylamino) - stilbene - 2,21 - disulphonic acid, and 4,41 - di - (211 - b  - hydroxyethoxy - 411 - methylbenzoylamino) - stilbene - 2,21 - disulphonic acid.  In examples: (4) white textile goods are washed in a liquor containing soap, sodium carbonate and 4,41-di-(211 - b  - hydroxyethoxy - 411 - methylbenzoylamino) - stilbene - 2,21 - disulphonic acid; and (5) white cotton material is treated with a solution containing 4,41 - di - (211 - b  - hydroxyethoxy - benzoylamino) - stilbene - 2,21 - disulphonic acid in the presence of Glauber salt, rinsed and dried. The first and second Provisional Specifications refer also to the use of compounds of the above general formula in which R is methoxyethyl, ethoxyethyl, b -chloroethyl or b  - chloroethoxyethyl.  Specification 692,407 is referred to.