Polytriazinyl Compounds as Flame Retardants and Light Stabilizers

Abstract

Compounds consisting of an oligomer or a polymer of a 1,3,5-triazine derivative, having the general formula I: wherein: X is selected from: or X is a heterocyclic radical containing in the ring at least one nitrogen atom which radical is linked to the triazine ring through one of such nitrogen atoms, R 2 is alkyl or cycloalkyl, R 1 is a divalent radical of piperazine of the formula or R 2 is a divalent radical according to the formula or R 2 is a radical according to the formula Y n is an integer from 2 to 30, inclusive, m is an integer from 2 to 6, inclusive, p is an integer from 2 to 12, inclusive, and X 1 ═OH, NH 2 or X whereby X and X 1 may be the same or different, and, X 2 ═H or is a C 1 -C 4 alkyl group, and a solvent-free process for the production of the compounds of Formula I as well as the use of the self-extinguishing oligomeric or polymeric compounds as flame retardants and light stabilizers in thermoplastic polymers such as polypropylene or regenerated cellulose or polyester.

1 . A halogen-free polymer comprising oligomers of a 1,3,5-triazine derivative, having the general formula I: 
       
         
           
           
               
               
           
         
         wherein: 
         X is selected from: 
       
       
         
           
           
               
               
           
         
         or X is a heterocyclic radical containing in the ring at least one nitrogen atom which radical is linked to the triazine ring through one of such nitrogen atoms, 
         R 2  is alkyl or cycloalkyl, R 1  is a divalent radical of piperazine of the formula 
       
       
         
           
           
               
               
           
         
         or R 2  is a divalent radical according to the formula 
       
       
         
           
           
               
               
           
         
         n is an integer in the range of 8 to 20, 
         m is an integer in the range of 2 to 6, 
         p is an integer in the range of 2 to 12, and 
         X 1 ═OH, NH 2  or X and wherein X and X 1  may be the same or different. 
       
     
     
         2 . A polymer of formula I according to  claim 1  wherein R I  is a divalent radical of piperazine or a divalent radical of a diamine wherein m is an integer from 2 to 6. 
     
     
         3 . A polymer according to  claim 1  wherein R 2  is an alkyl radical containing from 1 to 20 carbon atoms or is a cycloalkyl radical containing from 6 to 20 carbon atoms. 
     
     
         4 . A polymer according to  claim 1  wherein
 R 1 =hexamethylenediamine, piperazine or an alkyl-substituted piperazine. 
 
     
     
         5 . A polymer according to  claim 1  wherein X 1  and X are identical and are selected from morpholino, piperidino or piperazino moieties. 
     
     
         6 . A process for the production of halogen-free polymers comprising oligomers of a 1,3,5-triazine derivative, having the general formula I: 
       
         
           
           
               
               
           
         
         wherein: 
         X is selected from: 
       
       
         
           
           
               
               
           
         
         or X is a heterocyclic radical containing in the ring at least one nitrogen atom which radical is linked to the triazine ring through one of such nitrogen atoms, 
         R 2  is alkyl or cycloalkyl, R 1  is a divalent radical of piperazine of the formula 
       
       
         
           
           
               
               
           
         
         or R 2  is a divalent radical according to the formula 
       
       
         
           
           
               
               
           
         
         or R 2  is a radical according to the formula Y 
       
       
         
           
           
               
               
           
         
         n is an integer in the range of 8 to 20, 
         m is an integer in the range of 2 to 6, 
         p is an integer in the range of 2 to 12, and 
         X 1 ═OH, NH 2  or X and wherein X and X 1  may be the same or different,
 said process comprising the steps of: 
 reacting the compounds of formula I in which X is a halogen with the compounds of formula HX 1  in the presence of a base, which base is selected from one or more of an excess of HX 1  or at least one alkali metal hydroxide. 
 
       
     
     
         7 . A process for the preparation of a self-extinguishing polymeric composition based on polymers according to  claim 1  which process comprises the step of:
 incorporating a polymer compound of formula I according to  claim 1  into a synthetic polymer containing composition. 
 
     
     
         8 . A self-extinguishing synthetic polymeric composition comprising a thermoplastic polymer and a polymer according to  claim 1 . 
     
     
         9 . A composition according to  claim 8  in which the thermoplastic polymer is an olefinic polymer or copolymer. 
     
     
         10 . A composition according to  claim 8  in which the thermoplastic polymer is a polyester material. 
     
     
         11 . A process according to  claim 6  wherein the process is performed in the absence of organic solvents.