Polyimide precursor composition, use thereof and polyimide made therefrom

Abstract

The present disclosure relates to a polyimide precursor composition comprising an antic acid ester oligomer of formula (I): wherein r, R x , G, P and R are as defined in the specification. Also, a use of the polyimide precursor composition and a polyimide made from the polyimide precursor composition.

What is claimed is: 
     
         1 . A method for metalizing polyimide surface, which sequentially includes the following steps:
 (a) reacting a polyimide precursor composition to form a polyimide, the polyimide precursor composition comprising an amic acid ester oligomer of formula (I):   
       
         
           
           
               
               
           
         
         wherein: 
         r is an integer ranging from 1 to 200; 
         Each R x  is independently H, C 1 -C 14 alkyl or a moiety bearing an ethylenically unsaturated group; 
         Each R is independently C 1 -C 14 alkyl, C 6 -C 14 aryl or aralkyl, or a moiety bearing an ethylenically unsaturated group; 
         Each G is independently a tetravalent organic group; and 
         Each P is independently a divalent organic group, wherein based on the total moles of the divalent organic groups P present in the composition, about 0.5 mol % to about 25 mol % of the divalent organic group P is an divalent organic group that is capable of forming a coordinate bond with a metal ion; 
         (b) activating a portion of the polyimide surface to form an active zone; 
         (c) contacting the polyimide in the active zone with metal ions to form a coordination bond(s); and 
         (d) plating metal in the active zone through electroplating. 
       
     
     
         2 . The method according to  claim 1 , wherein r is an integer ranging from 5 to 150. 
     
     
         3 . The method according to  claim 1 , wherein the divalent organic group that is capable of forming a coordinate bond with a metal ion is selected from:
 (i) 5 or 6-membered nitrogen-containing heterocyclyl;   (ii)   
       
         
           
           
               
               
           
         
         (iii) 
       
       
         
           
           
               
               
           
         
         (iv) 
       
       
         
           
           
               
               
           
         
         (v) 
       
       
         
           
           
               
               
           
         
       
       and
 (vi) any combination of the above radicals, 
 wherein: 
 D is a bond, —NH—, —S—, —O—, phenylene or 
 
       
         
           
           
               
               
           
         
         E is 5 or 6-membered nitrogen-containing heterocyclyl, 
       
       
         
           
           
               
               
           
         
         F is phenylene or 
       
       
         
           
           
               
               
           
         
          and 
         X is —NH—, —S— or —O—. 
       
     
     
         4 . The method according to  claim 1 , wherein the divalent organic group that is capable of forming a coordinate bond with a metal ion is selected from: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
       or a combination thereof wherein X is —NH—, —S— or —O—. 
     
     
         5 . The method according to  claim 1 , wherein based on the total moles of the divalent organic groups P present in the composition, about 1 mol % to about 15 mol % of the divalent organic group P is an divalent organic group that is capable of forming a coordinate bond with a metal ion. 
     
     
         6 . The method according to  claim 1 , wherein the remaining divalent organic groups P are each independently a divalent aromatic group or divalent heterocyclic group other than the radicals listed in (i) to (v) and are selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
       and a combination thereof, 
       wherein 
       each R 9  is independently H, C 1 -C 4 alkyl, C 1 -C 4 perfluoroalkyl, C 1 -C 4 alkoxyl or halogen; 
       each a is independently an integer from 0 to 4; 
       each b is independently an integer from 0 to 4; 
       R 10  is a covalent bond, or selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
       wherein c and d are each independently an integer from 1 to 20, R 12  is —S(O) 2 —, a covalent bond, C 1 -C 4 alkylene or C 1 -C 4 perfluoroalkylene. 
     
     
         7 . The method according to  claim 1 , wherein G is selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
       and a combination thereof, 
       wherein each X′ is independently H, halogen, C 1 -C 4 perfluoroalkyl, C 1 -C 4 alkyl; and A and B are independently, at each occurrence, a covalent bond, C 1 -C 4 alkylene unsubstituted or substituted with one or more radicals selected from C 1 -C 4 alkyl, C 1 -C 4 perfluoroalkylene, C 1 -C 4 alkoxylene, silylene, —O—, —S—, —C(O)—, —OC(O)—, —S(O) 2 —, —C(═O)O—(C 1 -C 4 alkylene)-OC(═O)—, phenylene, biphenylene or 
       
         
           
           
               
               
           
         
       
       wherein K is —O—, —S(O) 2 —, C 1 -C 4 alkylene or C 1 -C 4 perfluoroalkylene. 
     
     
         8 . The method according to  claim 1 , wherein each R is independently is selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
       and a combination thereof. 
     
     
         9 . The method according to  claim 1 , wherein the polyimide precursor composition further comprises a cyclization promoter having the following formula: 
       
         
           
           
               
               
           
         
       
       wherein: 
       R 1  and R 2  are the same or different and are each independently H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, or C 1 -C 6 alkyl substituted with one or more C 6 -C 14 aryl, 
       
         
           
           
               
               
           
         
       
       R A  is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 8 alkoxy unsubstituted or substituted with one or more C 6 -C 14 aryl, or —NR E R F ; R B , R C , R D , R E  and R F  are the same or different, and are each independently H, C 1 -C 14 alkyl unsubstituted or substituted with one or more C 6 -C 14 aryl, or C 6 -C 14  aryl; 
       R 3 , R 4  and R 5  are the same or different, and are each independently H, straight or branched C 1 -C 6 alkyl unsubstituted or substituted with one or more C 6 -C 14 aryl, straight or branched C 1 -C 6 hydroxyalkyl, straight or branched C 1 -C 6 cyanoalkyl, or C 6 -C 14 aryl; and 
       Y θ  is an anionic group. 
     
     
         10 . The method according to  claim 1 , wherein the amic acid ester oligomer is in an amount of about 10 wt % to about 70 wt %, based on the total weight of the polyimide precursor composition. 
     
     
         11 . The method according to  claim 9 , wherein the cyclization promoter is in an amount of about 0.1 parts by weight to about 2 parts by weight, based on 100 parts by weight of the amic acid ester oligomer of formula (I). 
     
     
         12 . The method according to  claim 1 , wherein the divalent organic group that is capable of forming a coordinate bond with a metal ion is selected from: 
       
         
           
           
               
               
           
         
       
       or a combination thereof, wherein X is —NH—, —S— or —O—. 
     
     
         13 . The method according to  claim 1 , wherein the polyimide is activated by plasma or laser. 
     
     
         14 . The method according to  claim 1 , wherein the metal ion is copper ion. 
     
     
         15 . The method according to  claim 1 , wherein the plated metal is copper. 
     
     
         16 . The method according to  claim 1 , wherein in step (d) a patterned metal layer or circuit is formed.