Electret materials

Abstract

Disclosed are electret materials with outstanding thermal and charge stability. The electret materials comprise a melt blend of a thermoplastic polymer and one or more compounds selected from the aromatic trisamides. The aromatic trisamides are for example of the formula The melt blends are subjected to an electret treatment, for example a corona treatment. The electret materials are for example nonwoven polyolefin webs and are employed as filter materials, wipes, absorbent materials, filter masks, acoustic materials, printing substrates, measuring devices or contactless switches. The present electret materials may also comprise a further additive selected from the hindered amine light stabilizers and the hydroxyphenylalkylphosphonic esters or monoesters.

1 . An electret material with enhanced thermal and charge stability, which material has been subjected to an electret treatment, comprising
 a thermoplastic polymer and   incorporated therein,   an effective stabilizing amount of one or more aromatic trisamide compounds of formula I   
       
         
           
           
               
               
           
         
       
       wherein
 R 1 , R 2 , R 3 , R 4 , R 5  and R 6 , independently of one another, are hydrogen, 
 C 1 -C 20 alkyl, 
 C 2 -C 20 alkyl substituted by C 1 -C 10 alkylamino, di(C 1 -C 10 alkyl)amino, C 1 -C 10 alkyloxy or hydroxy; 
 C 3 -C 20 alkenyl, 
 C 5 -C 12 cycloalkyl, 
 C 5 -C 12 cycloalkyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 cyclohexylmethyl; 
 cyclohexylmethyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 C 5 -C 9 cycloalkenyl, 
 C 5 -C 9 cycloalkenyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 phenyl substituted by 1, 2 or 3 radicals selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkyloxy, hydroxy, halogen, trihalogenmethyl, trihalogenmethoxy, benzoyl, phenylamino, acylamino and phenylazo; 
 C 7 -C 9 phenylalkyl, 
 C 7 -C 9 phenylalkyl which is substituted on the phenyl by 1, 2 or 3 radicals selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy and hydroxy; 
 naphthyl, 
 naphthyl substituted by C 1 -C 10 alkyl; 
 adamantyl, or 
 a 5 to 6 membered heterocyclic group;
 or an effective stabilizing amount of one or more aromatic trisamide compounds of the formula IIa, IIb or IIc 
 
 
       
         
           
           
               
               
           
         
       
       wherein
 R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  independently of one another are C 1 -C 20 alkyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkenyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkyl interrupted by oxygen or sulfur; 
 C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 (C 3 -C 12 cycloalkyl)-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 bis[C 3 -C 12 cycloalkyl]-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a bicyclic or tricyclic hydrocarbon radical with 5 to 20 carbon atoms unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 phenyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 1 -C 20 alkylamino, di(C 1 -C 20 alkyl)amino, hydroxy and nitro; 
 phenyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl, phenyl, C 1 -C 20 alkoxy and hydroxy; 
 phenylethenyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 biphenyl-(C 1 -C 10 alkyl) unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthoxymethyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 biphenylenyl, flourenyl, anthryl; 
 a 5- to 6-membered heterocyclic radical unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a C 1 -C 20 hydrocarbon radical containing one or more halogen; or 
 tri(C 1 -C 10 alkyl)silyl(C 1 -C 10 alkyl); 
 with the proviso that at least one of the radicals R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  is 
 branched C 3 -C 20 alkyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkyl interrupted by oxygen or sulfur; 
 C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 (C 3 -C 12 cycloalkyl)-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a bicyclic or tricyclic hydrocarbon radical with 5 to 20 carbon atoms unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 phenyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 1 -C 20 alkylamino, di(C 1 -C 20 alkyl)amino, hydroxy and nitro; 
 phenyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl, phenyl, C 1 -C 20 alkoxy and hydroxy; 
 biphenyl-(C 1 -C 10 alkyl) unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; or 
 tri(C 1 -C 10 alkyl)silyl(C 1 -C 10 alkyl). 
 
     
     
         2 . An electret material according to  claim 1  comprising one or more trisamide compounds of formula I. 
     
     
         3 . An electret material according to  claim 1  comprising one or more trisamide compounds of formula IIa, IIb or IIc. 
     
     
         4 . An electret material according to  claim 1  in which the thermoplastic polymer is polypropylene. 
     
     
         5 . An electret material according to  claim 1  in which the thermoplastic polymer is a nonwoven polypropylene web. 
     
     
         6 . An electret material according to  claim 1  where in the compounds of formula IIa, IIb and IIc, that
 at least one of the radicals R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  is branched C 3 -C 20 alkyl, or is C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl.   
     
     
         7 . An electret material according to  claim 1  where the electret treatment is a corona treatment. 
     
     
         8 . An electret material according to  claim 1  wherein the thermoplastic polymer further has incorporated therein an additive selected from the group consisting of the hindered amine light stabilizers. 
     
     
         9 . An electret material according to  claim 1  wherein the thermoplastic polymer further has incorporated therein an additive selected from the group consisting of the hydroxyphenylalkylphosphonic esters or monoesters. 
     
     
         10 . An electret material according to  claim 1  wherein the aromatic trisamide compounds are present from about 0.005 to 0.5% by weight, based on the weight of the thermoplastic polymer. 
     
     
         11 . A method for preparing an electret material with enhanced thermal and charge stability, which method comprises
 melt blending a thermoplastic polymer with an effective stabilizing amount of one or more aromatic trisamide compounds of formula I   
       
         
           
           
               
               
           
         
       
       wherein
 R 1 , R 2  and R 3 , independently of one another, are C 1 -C 20 alkyl, 
 C 2 -C 20 alkyl substituted by C 1 -C 10 alkylamino, di(C 1 -C 10 alkyl)amino, C 1 -C 10 alkyloxy or hydroxy; 
 C 3 -C 20 alkenyl, 
 C 5 -C 12 cycloalkyl, 
 C 5 -C 12 cycloalkyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 cyclohexylmethyl; 
 cyclohexylmethyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 C 5 -C 9 cycloalkenyl, 
 C 5 -C 9 cycloalkenyl substituted by 1, 2 or 3 C 1 -C 10 alkyl; 
 phenyl substituted by 1, 2 or 3 radicals selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkyloxy, hydroxy, halogen, trihalogenmethyl, trihalogenmethoxy, benzoyl, phenylamino, acylamino and phenylazo; 
 C 7 -C 9 phenylalkyl, 
 C 7 -C 9 phenylalkyl which is substituted on the phenyl by 1, 2 or 3 radicals selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy and hydroxy; 
 naphthyl, 
 naphthyl substituted by C 1 -C 10 alkyl; 
 adamantyl, or 
 a 5 to 6 membered heterocyclic group;
 or an effective stabilizing amount of one or more aromatic trisamide compounds of formula IIa, IIb or IIc 
 
 
       
         
           
           
               
               
           
         
       
       wherein
 R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  independently of one another are C 1 -C 20 alkyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkenyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkyl interrupted by oxygen or sulfur; 
 C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 (C 3 -C 12 cycloalkyl)-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 bis[C 3 -C 12 cycloalkyl]-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a bicyclic or tricyclic hydrocarbon radical with 5 to 20 carbon atoms unsubstituted or substituted by one or more C 1 -C 20 alkyl; phenyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 1 -C 20 alkylamino, di(C 1 -C 20 alkyl)amino, hydroxy and nitro; 
 phenyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl, phenyl, C 1 -C 20 alkoxy and hydroxy; 
 phenylethenyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 biphenyl-(C 1 -C 10 alkyl) unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthoxymethyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 biphenylenyl, flourenyl, anthryl; 
 a 5- to 6-membered heterocyclic radical unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a C 1 -C 20 hydrocarbon radical containing one or more halogen; or 
 tri(C 1 -C 10 alkyl)silyl(C 1 -C 10 alkyl); 
 with the proviso that at least one of the radicals R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  is branched C 3 -C 20 alkyl unsubstituted or substituted by one or more hydroxy; 
 C 2 -C 20 alkyl interrupted by oxygen or sulfur; 
 C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 (C 3 -C 12 cycloalkyl)-C 1 -C 10 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 a bicyclic or tricyclic hydrocarbon radical with 5 to 20 carbon atoms unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 phenyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 1 -C 20 alkylamino, di(C 1 -C 20 alkyl)amino, hydroxy and nitro; 
 phenyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more radicals selected from C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl, phenyl, C 1 -C 20 alkoxy and hydroxy; 
 biphenyl-(C 1 -C 10 alkyl) unsubstituted or substituted by one or more C 1 -C 20 alkyl; 
 naphthyl-C 1 -C 20 alkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl; or 
 tri(C 1 -C 10 alkyl)silyl(C 1 -C 10 alkyl) and
 subjecting the blend to an electret treatment. 
 
 
     
     
         12 . A method according to  claim 11  comprising melt blending the thermoplastic polymer with one or more trisamide compounds of formula I. 
     
     
         13 . A method according to  claim 11  comprising melt blending the thermoplastic polymer with one or more trisamide compounds of formula IIa, IIb or IIc. 
     
     
         14 . A method according to  claim 11  in which the thermoplastic polymer is polypropylene. 
     
     
         15 . A method according to  claim 11  in which the blend is a nonwoven polypropylene web. 
     
     
         16 . A method according to  claim 11  where in the compounds of formula IIa, IIb and IIc, at least one of the radicals R 1 , R 2  and R 3 , or Y 1 , Y 2  and Y 3 , or Z 1 , Z 2  and Z 3  is branched C 3 -C 20 alkyl, or is C 3 -C 12 cycloalkyl unsubstituted or substituted by one or more C 1 -C 20 alkyl. 
     
     
         17 . A method according to  claim 11  where the electret treatment is a corona treatment. 
     
     
         18 . A method according to  claim 11  which comprises melt blending the thermoplastic polymer with a further additive selected from the group consisting of the hindered amine light stabilizers. 
     
     
         19 . A method according to  claim 11  which comprises melt blending the thermoplastic polymer with a further additive selected from the group consisting of the hydroxyphenylalkylphosphonic esters or monoesters. 
     
     
         20 . A method according to  claim 11  where the aromatic trisamides are present from about 0.005 to 0.5% by weight, based on the weight of the thermoplastic polymer.