Patent GB-985484-A (GB)
Title: New triazine compounds
Inventor: ATKINSON JOHN REGINALD
IPC: C07D251/16
Filed: 1961-12-04
Abstract: The invention comprises triazine brightening agents of the formula <FORM:0985484/C2/1> wherein A represents a polycyclic aromatic group containing at least three condensed rings, R1 represents a chloro, substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group, and R2 represents a substituted amino, alkoxy, substituted alkoxy, aryloxy, alkythio, or substituted alkythio group.  The above compounds may be prepared by reacting a triazine of the formula <FORM:0985484/C2/2> with one or more molecular proportions of an amine or substituted amine in the presence of an acid binding agent (which may be excess of amine reactant), or of the sodium derivative of an alcohol, substituted alcohol, phenol, mercaptan or substituted mercaptan.  Specified polycyclic aromatic groups are those derived from pyrene, anthracene, acenaphthene and chrysene.  Substituted amino groups include hydroxyalkylamino, sulphoarylamino, morpholino, alkylamino, arylamino, sulphatoalkylamino and acetoxyalkylamino groups. Substituted alkoxy groups include hydroxyalkoxy groups.  Substituted alkylthio groups include carboxyalkylthio groups.  The dichlorotriazine starting materials are prepared by reacting an appropriate hydrocarbon A-H with cyanuric chloride in the presence of anhydrous aluminium chloride.ALSO:Polymeric materials such as polyamides (e.g. nylon), polyesters (e.g. polyethylene terephthalate) and polyurethanes, are brightened by addition to the molton or plasticized form thereof of triazines of the formula:- <FORM:0985484/C3/1> wherein A represents a polycyclic aromatic group containing at least three condensed rings, R1 represents a chloro, substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group, and R2 represents a substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group.ALSO:Soaps or detergents such as fatty alcohol ethylene oxide condensates or sulphonated alkylnaphthalenes may contain triazine brightening agents of the formula <FORM:0985484/C4-C5/1> wherein A represents a polycyclic aromatic group containing at least three condensed rings, R1 represents a chloro, substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group, and R2 represents a substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group.ALSO:Paper and fibres formed from cotton, silk, wool, secondary cellulose acetate, cellulose triacetate, regenerated cellulose, nylon, polyethylene terephthalate, polyurethanes, polyacrylonitrile, hydrolysed polyacrylonitrile, poly (methyl methacrylate), polystyrene, polyethylene and polypropylene are brightened by treatment at temperatures of between 60 DEG C. and 100 DEG C. with an aqueous suspension of a triazine compound of the formula:- <FORM:0985484/D1-D2/1> wherein A represents a polycyclic aromatic group containing at least three condensed rings, R1 represents a chloro, substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group, and R2 represents a substituted amino, alkoxy, substituted alkoxy, aryloxy, alkylthio or substituted alkylthio group, or a water-soluble salt thereof. The materials to be brightened may alternatively be padded at room temperature with the aqueous suspension of brightening agent and subsequently dried by heating to between 150 DEG  and 200 DEG C. in air for a short period such as 20 to 30 seconds.  Specified polycyclic aromatic groups are those derived from pyrene, anthracene, acenaphthene and chrysene.  Substituted amino groups include hydroxyalkyl-amino, sulphoarylamino, morpholino, alkylamino, arylamino, sulphatoalkylamino and acetoxyalkylamino. Substituted alkoxy groups include hydroxyalkoxy groups. Substituted alkylthio groups include carboxyalkylthio groups. The above brightening agents may be used in conjunction with other brightening agents, for example substituted 4,41-ditriazinylamino-stilbene-2, 21-disulphonic acids, and also in conjunction with soaps and detergents such as fatty alcohol ethylene oxide condensates and sulphonated alkylnaphthalenes.