Tertiary Hydroxyl Functional Alkoxysilanes and Methods for Preparing Thereof

Abstract

wherein R1 is selected from the group consisting of hydrogen and a linear or branched, substituted or unsubstituted hydrocarbon residue having 1 to 20 carbon atoms; R2 and R3 are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted hydrocarbon residue having 1 to 20 carbon atoms; R4 is selected from a linear or branched, substituted or unsubstituted hydrocarbon residue having 1 to 20 carbon atoms; R5 is selected from a linear or branched, substituted or unsubstituted hydrocarbon residue having 1 to 20 carbon atoms; R6 and R7 are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted hydrocarbon residue having 1 to 20 carbon atoms; and n is 1, 2 or 3, a method for preparing thereof, and the use of the tertiary hydroxyl functional alkoxysilane of the general formula (I).

1 . A tertiary hydroxyl functional alkoxysilane of the general formula (I) 
       
         
           
           
               
               
           
         
         wherein
 R 1  is selected from the group consisting of hydrogen and a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; 
 R 2  and R 3  are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; 
 R 4  is selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; 
 R 5  is selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; 
 R 6  and R 7  are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; and 
 n is 1, 2 or 3. 
 
       
     
     
         2 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 1  is selected from hydrogen or a C 1 -C 8  alkyl residue. 
     
     
         3 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 2  and R 3  are independently selected from a linear or branched, substituted or unsubstituted, C 1 -C 20  alkyl or C 6 -C 18  aryl residue. 
     
     
         4 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 2  and R 3  are independently selected from a linear or branched, substituted or unsubstituted, methyl, ethyl, or n-propyl residue; and n is 3. 
     
     
         5 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 4  is selected from a linear or branched, substituted or unsubstituted, C 1 -C 20  alkylene. 
     
     
         6 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 4  is selected from a linear or branched, substituted or unsubstituted, methylene, ethylene, 1,3-propylene, 2-methyl-1,3-propylene, 1,4-butylene, 3-methyl-1,4-butylene, or 3,3-dimethyl-1,4-butylene residue. 
     
     
         7 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 5  is selected from a linear or branched, substituted or unsubstituted, C 1 -C 20  alkylene. 
     
     
         8 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 5  is selected from a linear or branched, substituted or unsubstituted, methylene, ethylene or 1,3-propylene, 2-methyl-1,3-propylene, 1,4-butylene, 3-methyl-1,4-butylene, or 3,3-dimethyl-1,4-butylene residue. 
     
     
         9 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 6  and R 7  are independently from one another selected from a linear or branched, substituted or unsubstituted C 1 -C 20  alkyl, alkenyl, or alkynyl, or C 6 -C 18  aryl residue. 
     
     
         10 . The tertiary hydroxyl functional alkoxysilane according to  claim 1 , wherein R 6  and R 7  are independently from one another selected from a linear or branched, substituted or unsubstituted a C 1 -C 8  alkyl or C 1 -C 8  alkenyl residue. 
     
     
         11 . A method for preparing the tertiary hydroxyl functional alkoxysilane according to  claim 1 , comprising reacting at least one di-substituted lactone compound and at least one aminosilane having at least one primary amino group or secondary amino group. 
     
     
         12 . The method according to  claim 11 , wherein the di-substituted lactone compound has the general formula (II) 
       
         
           
           
               
               
           
         
         wherein
 R 5  is selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; and 
 R 6  and R 7  are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms. 
 
       
     
     
         13 . The method according to  claim 11 , wherein the aminosilane is an aminoalkylenealkoxysilane having the general formula (III) 
       
         
           
           
               
               
           
         
         wherein
 R 1  is selected from the group consisting of hydrogen and a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; 
 R 2  and R 3  are same or different and are, independent from one another, selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms; and 
 R 4  is selected from a linear or branched, substituted or unsubstituted, hydrocarbon residue having 1 to 20 carbon atoms. 
 
       
     
     
         14 . The method according to  claim 11 , wherein the reaction is carried out at a temperature in the range of from −50 to 200° C. 
     
     
         15 . The method according to  claim 11 , wherein the reaction is carried out in the presence of a Lewis acid catalyst. 
     
     
         16 . A material selected from an adhesion promoter, a urethane coupling agent, an end-capping agent, a surface treatment agent, a water scavenger, a fiber treatment agent, a paint additive, and/or a monomer for a polymer preparation comprising the tertiary hydroxyl functional alkoxysilane of the general formula (I) according to  claim 1 . 
     
     
         17 . An end-capping agent for a moisture curable composition comprising the tertiary hydroxyl functional alkoxysilane of the general formula (I) according to  claim 1 .