Drier composition and use thereof

Abstract

The invention provides a drier composition for an air-drying alkyd based coating composition, comprising: a) at least one metal complex comprising a metal and at least one monodentate, bidentate, tridentate, tetradentate, pentadentate and/or hexadentate nitrogen donor ligand, wherein the metal is selected from Fe and Mn, and wherein the metal complex is present in the drier composition in an amount of 0.005 to 99.5 percent by weight metal, based on the total weight of metal and potassium in the drier composition; and b) at least one K salt of octoic acid, naphthenic acid, neodecanoic acid, and/or 2-ethylhexanoic acid; wherein the K salt is present in the drier composition in an amount of 0.5 to 99.995 percent by weight potassium, based on the total weight of metal and potassium in the drier composition. The present invention also relates to a coating composition comprising said drier composition and the use thereof.

1 . A drier composition for an autoxidizable alkyd based coating composition, comprising:
 a) at least one metal complex comprising a metal and at least one nitrogen donor ligand, wherein the metal is selected from Fe and Mn, and wherein said at least one nitrogen donor ligand comprises one or more monodentate, bidentate, tridentate, tetradentate, pentadentate and/or hexadentate nitrogen donor ligands, and wherein the metal complex is present in the drier composition in an amount of 0.005 to 99.5 percent by weight metal, based on the total weight of metal and potassium in the drier composition; and   b) at least one K salt of an organic acid, wherein said organic acid comprises octoic acid, naphthenic acid, neodecanoic acid, 2-ethylhexanoic acid; or a mixture of these acids; and wherein the K salt of an organic acid is present in the drier composition in an amount of 0.5 to 99.995 percent by weight potassium, based on the total weight of metal and potassium in the drier composition.   
     
     
         2 . The drier composition according to  claim 1 , wherein said at least one nitrogen donor ligand comprises one or more of the compounds of formula (I), (II), (III), (IV), (V), (VI), (VII), N-heterocyclic compounds and/or N-hetero-aromatics, 
       
         
           
           
               
               
           
         
         wherein 
         R 1  and R 2  are independently C 1-24 alkyl, C 6-10 aryl, heteroaryl, heteroarylC 1-6 alkyl, and/or —CH 2 —CH 2 -N(CH 3 ) 2 , wherein heteroaryl comprises pyridyl, pyrazinyl, pyrazolyl, pyrrolyl, imidazolyl, benzimidazolyl, pyrimidinyl, triazolyl and/or thiazolyl; 
         R 3  and R 4  are independently —H, C 1-8 alkyl, C 1-8 alkyl-O—C 1-8 alkyl, C 1-8 alkyl-O—C 6-10 aryl, C 6-10 aryl, C 1-8 hydroxyalkyl, and/or —(CH 2 ) m C(O)OR 5 ; 
         R 5  is —H and/or C 1-4 alkyl, m is an integer in the range of 0 to 4; 
         each R 6  and R 7  are independently —H, —F, —Cl, —Br, —OH, C 1-4 alkoxy, —NH—C(O)—H, —NH—C(O)—C 1-4 alkyl, —NH 2 , —NH—C 1-4 alkyl, and/or C 1-4 alkyl; and, 
         X 1  is —C(O)— or —[C(R 8 ) 2 ] n —; wherein n is an integer in the range of 0 to 3, and each R 8  is independently —H, —OH, C 1-4 alkoxy and/or C 1-4 alkyl; 
         R 11  and R 12  are each independently a group of formula —R 14 —R 15 ; 
         R 13  comprises —H, —R 14 —R 15 , and/or an optionally substituted group comprising C 1-6  alkyl, C 6-10 aryl and/or C 6-10 aryl-C 1-6 alkyl; 
         each R 14  is independently a single covalent bond or an optionally substituted group comprising C 1-6 alkylene, C 2-6 alkenylene, C 1-6 oxyalkylene, C 1-6 aminoalkylene, C 2-6 alkylene ether, carboxylic ester and/or carboxylic amide; and, 
         each R 15  is independently an optionally N-substituted aminoalkyl group and/or an optionally substituted heteroaryl group comprising pyridyl, pyrazinyl, pyrazolyl, pyrrolyl, imidazolyl, benzimidazolyl, pyrimidinyl, triazolyl and/or thiazolyl; 
         each R 20  is independently C 1-6 alkyl, C 3-8 cycloalkyl, heterocycloalkyl, heteroaryl, C 6-10 aryl and/or C 6-10 arylC 1-6 alkyl, optionally substituted with a substituent comprising —OH, C 1-6 alkoxy, phenoxy, carboxylate, carboxamide, carboxylic ester, sulfonate, amine, and/or C 1-6 alkylamine and —N + (R 21 ) 3 ; 
         each R 21  comprises —H, C 1-6 alkyl, C 2-6 alkenyl, C 6-10 aryl-C 1-6 alkyl, C 6-10 aryl-C 2-6 alkenyl, C 1-6 alkyloxy, C 2-6 alkenyloxy, aminoC 1-6 alkyl, aminoC 2-6 alkenyl, C 1-6 alkyl ether, C 2-6 alkenyl ether, and/or —CX 2   2 —R 22 ; 
         each X 2  is —H or Ci-3alkyl and wherein each R 22  independently comprises an optionally substituted heteroaryl group comprising pyridyl, pyrazinyl, pyrazolyl, pyrrolyl, imidazolyl, benzimidazolyl, pyrimidinyl, triazolyl and/or thiazolyl; and, at least one of R 21  is —CX 2   2 —R 22 ; 
         each X 3  is independently 
       
       
         
           
           
               
               
           
         
         p is 4; 
         each R 37  is independently —H, C 1-6 alkyl, —CH 2 CH 2 OH, pyridin-2-ylmethyl and/or —CH 2 C(O)OH; and, 
         each R 31 , R 32 , R 33 , R 34 , R 35  and R 36  are independently —H, —C1-4alkyl and/or C 1-4 -hydroxyalkyl; 
         wherein each R 40  is independently —H or an optionally substituted group comprising C 1-20 alkyl, C 1-6 alkyl-C 6-10 aryl, C 2-6 alkenyl and/or C 2-6 -alkynyl; and all nitrogen atoms in the macropolycyclic rings are coordinated with the transition metal; 
         X 4  is —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and/or —CH 2 C(OH)HCH 2 —; 
         each R 50  is independently —H, C 1-6 alkyl, C 3-8 cycloalkyl, heterocycloalkyl, heteroaryl, C 6-10 aryl and/or C 6-10 aryl-C 1-6 alkyl, optionally substituted with a substituent comprising —OH, C 1-6 alkoxy, phenoxy, carboxylate, carboxamide, carboxylic ester, sulfonate, amine, C 1-6 alkylamine and/or —N + (R 51 ) 3 ; 
         each R 51  comprises —H, C 1-6 alkyl, C 2-6 alkenyl, C 6-10 aryl-C 1-6 alkyl, C 6-10 aryl-C 2-6 alkenyl, C 1-6 alkyloxy, C 2-6 alkenyloxy, aminoC 1-6 alkyl, aminoC 2-6 alkenyl, C 1-6 alkyl ether, C 2-6 alkenyl ether, and/or —C(X 5 ) 2 —R 52 ; 
         each X 5  is independently —H or C 1-3 alkyl and wherein each R 52  is independently an optionally substituted heteroaryl group comprising pyridyl, pyrazinyl, pyrazolyl, pyrrolyl, imidazolyl, benzimidazolyl, pyrimidinyl, triazolyl and/or thiazolyl; and, 
         at least two of R 50  comprise —C(X 5 ) 2 —R 52 ; and 
         each R 60  is independently —H, C 1-6 alkyl, C 6-10 aryl, C 1-6 alkyl-C 6-10 aryl and/or C 2-6 alkenyl. 
       
     
     
         3 . The drier composition according to  claim 1 , wherein said at least one nitrogen donor ligand comprises a compound of formula (XI), (XII), (XIII), (XIV), and/or (XV), 
       
         
           
           
               
               
           
         
       
     
     
         4 . A coating composition, comprising:
 a) at least one autoxidizable alkyd based binder; and   b) a drier composition according to  claim 1 .   
     
     
         5 . The coating composition according to  claim 4 , wherein said at least one autoxidizable alkyd based binder is a medium or long oil unmodified alkyd, a silicone modified alkyd, a polyurethane modified alkyd, or a combination thereof. 
     
     
         6 . The coating composition according to  claim 4 , wherein said at least one autoxidizable alkyd based binder is present in an amount ranging from 20 to 98 weight %, based on the total weight of the composition. 
     
     
         7 . The coating composition according to  claim 4 , wherein said composition is a solvent-borne composition. 
     
     
         8 . A method of coating a substrate, comprising applying the coating composition of  claim 4  to at least a portion of the substrate. 
     
     
         9 . A substrate having applied thereon a coating composition according to  claim 4 . 
     
     
         10 . The method of  claim 8 , wherein the substrate comprises a floor covering. 
     
     
         11 . A method of reducing drying time at 5° C. of an autoxidizable alkyd based coating composition, comprising adding the drier composition of  claim 1  to the autoxidizable alkyd based coating composition.