Polymers containing an acetoacetate moiety

Abstract

The present invention provides polymers containing an acetoacetate moiety. The polymers may be readily functionalized and the functionalized polymers may be further derivatized to provide a wide variety of useful polymers having desirable chemical and physical properties. The polymers of the present invention may be employed in a wide variety of compositions, wherein R 1 -R 6 , w, y, and z are described herein.

We claim: 
     
         1 . A polymer containing an acetoacetate moiety having the following structure: 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are each independently selected from the group consisting of hydrogen and C 1 -C 30  functionalized and unfunctionalized alkyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 3  is independently selected from the group consisting of hydrogen and C 1 -C 6  functionalized and unfunctionalized alkyl, amide, carbonyl, and carboxyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkenyl, alkoxy, alkyl, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from trialkoxyvinyl silanes, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 5  is independently selected from the group consisting of C 1 -C 12  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; w, y, and z are mole percent, the sum of which=100%, with the proviso that z may be 0% mole percent. 
     
     
         2 . The polymer according to  claim 1 , wherein each R 1  and R 2  are independently hydrogen or methyl. 
     
     
         3 . The polymer according to  claim 1 , wherein —R 3 — is —C(O)OCH 2 CH 2 —. 
     
     
         4 . The polymer according to  claim 1 , wherein each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkoxy, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from triethoxyvinyl silane, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         5 . The polymer according to  claim 1 , wherein each R 5  is independently selected from the group consisting of C 1 -C 8  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         6 . The polymer according to  claim 1 , wherein x ranges from 1-98%, y ranges from 1-98%, and w ranges from 0-98%. 
     
     
         7 . The polymer according to  claim 1 , wherein the polymer has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
         8 . A polymer containing an acetoacetate moiety having the following structure: 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are each independently selected from the group consisting of hydrogen and C 1 -C 30  functionalized and unfunctionalized alkyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 3  is independently selected from the group consisting of hydrogen and C 1 -C 6  functionalized and unfunctionalized alkyl, amide, carbonyl, and carboxyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkenyl, alkoxy, alkyl, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from trialkoxyvinyl silanes, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 5  is independently selected from the group consisting of C 1 -C 12  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; y and z are mole percent, the sum of which=100%. 
     
     
         9 . The polymer according to  claim 8 , wherein each R 1  and R 2  are independently hydrogen or methyl. 
     
     
         10 . The polymer according to  claim 8 , wherein —R 3 — is —C(O)OCH 2 CH 2 —. 
     
     
         11 . The polymer according to  claim 8 , wherein each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkoxy, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from triethoxyvinyl silane, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         12 . The polymer according to  claim 8 , wherein each R 5  is independently selected from the group consisting of C 1 -C 8  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         13 . The polymer according to  claim 8 , wherein y ranges from 1-99% and z ranges from 1-99%. 
     
     
         14 . The polymer according to  claim 8 , wherein the polymer has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         15 . A composition comprising a polymer containing an acetoacetate moiety having the following structure: 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are each independently selected from the group consisting of hydrogen and C 1 -C 30  functionalized and unfunctionalized alkyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 3  is independently selected from the group consisting of hydrogen and C 1 -C 6  functionalized and unfunctionalized alkyl, amide, carbonyl, and carboxyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkenyl, alkoxy, alkyl, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from trialkoxyvinyl silanes, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 5  is independently selected from the group consisting of C 1 -C 12  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; w, y, and z are mole percent, the sum of which=100%, with the proviso that z may be 0% mole percent. 
     
     
         16 . The composition according to  claim 15 , wherein each R 1  and R 2  are independently hydrogen or methyl. 
     
     
         17 . The composition according to  claim 15 , wherein —R 3 — is —C(O)OCH 2 CH 2 —. 
     
     
         18 . The composition according to  claim 15 , wherein each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkoxy, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from triethoxyvinyl silane, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         19 . The composition according to  claim 15 , wherein each R 5  is independently selected from the group consisting of C 1 -C 8  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         20 . The composition according to  claim 15 , wherein x ranges from 1-98%, y ranges from 1-98%, and w ranges from 0-98%. 
     
     
         21 . The composition according to  claim 15 , wherein the polymer has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
         22 . A composition containing an acetoacetate moiety having the following structure: 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are each independently selected from the group consisting of hydrogen and C 1 -C 30  functionalized and unfunctionalized alkyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 3  is independently selected from the group consisting of hydrogen and C 1 -C 6  functionalized and unfunctionalized alkyl, amide, carbonyl, and carboxyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkenyl, alkoxy, alkyl, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from trialkoxyvinyl silanes, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; each R 5  is independently selected from the group consisting of C 1 -C 12  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; y and z are mole percent, the sum of which=100%. 
     
     
         23 . The composition according to  claim 22 , wherein each R 1  and R 2  are independently hydrogen or methyl. 
     
     
         24 . The composition according to  claim 22 , wherein —R 3 — is —C(O)OCH 2 CH 2 —. 
     
     
         25 . The composition according to  claim 22 , wherein each R 4  is independently selected from the group consisting of functionalized and unfunctionalized alkoxy, amide, aryl, carbonyl, carboxyl, cycloalkyl groups, and moieties derived from triethoxyvinyl silane, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         26 . The composition according to  claim 22 , wherein each R 5  is independently selected from the group consisting of C 1 -C 8  functionalized and unfunctionalized alkyl and alkenyl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof. 
     
     
         27 . The composition according to  claim 22 , wherein y ranges from 1-99% and z ranges from 1-99%. 
     
     
         28 . The composition according to  claim 22 , wherein the polymer has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         29 . The composition according to  claim 15 , wherein the composition comprises adhesives, aerosols, agricultural compositions, anti-soil redeposition agents, batteries, beverages, biocides, block copolymers, branch/comb copolymers, cementing compositions, cleaning compositions, coating compositions, conductive materials, cosmetic compositions, cross-linkers, dental compositions, decorated pigments, detergents, dispersants, drugs, electronics, encapsulations, foods, hair sprays, household-industrial-institutional, inks and coatings, interlaminate adhesives, lithographic solutions, membrane additive compositions, metal working fluids, oilfield compositions, paints, paper, personal care compositions, pharmaceuticals, pigment additives, plasters, plastics, printing, reactive biocides, refractive index modifiers, sequestrants, soil release compositions, static control agents, and wood-care compositions. 
     
     
         30 . The composition according to  claim 22 , wherein the composition comprises adhesives, aerosols, agricultural compositions, anti-soil redeposition agents, batteries, beverages, biocides, block copolymers, branch/comb copolymers, cementing compositions, cleaning compositions, coating compositions, conductive materials, cosmetic compositions, cross-linkers, decorated pigments, dental compositions, detergents, dispersants, drugs, electronics, encapsulations, foods, hair sprays, household-industrial-institutional, inks and coatings, interlaminate adhesives, lithographic solutions, membrane additive compositions, metal working fluids, oilfield compositions, paints, paper, personal care compositions, pharmaceuticals, pigment additives, plasters, plastics, printing, reactive biocides, refractive index modifiers, sequestrants, soil release compositions, static control agents, and wood-care compositions.