Tert-butylphenyl sulfonate compound, nonaqueous electrolyte solution for lithium secondary battery using the same, and lithium secondary battery using the same

Abstract

The disclosed subject matter relate to a di-tert-butylphenyl alkylsulfonate compound, tertbutylphenyl alkylsulfonate compound, di-tert-butylphenyl arylsulfonate compound or tertbutylphenyl arylsulfonate compound useful as an intermediate raw material of a pharmaceutical, agricultural chemical, electronic material or polymer material and the like, or as a battery material, and also provides a nonaqueous electrolytic solution for a lithium secondary battery having superior cycle performance and other battery properties through the use thereof, and a lithium secondary battery. The disclosed embodiments further relate to a nonaqueous electrolytic solution for use as in a lithium secondary battery containing, in a nonaqueous electrolytic solution in which an electrolyte salt is dissolved in a nonaqueous solvent, 0.01 to 10% by weight of a di-tert-butylphenyl alkylsulfonate compound, tert-butylphenyl alkylsulfonate compound, ditert-butylphenyl arylsulfonate compound or tert-butylphenyl arylsulfonate compound, and to a lithium secondary battery and a compound.

What is claimed is: 
     
         1 . A nonaqueous electrolytic solution for a lithium secondary battery, in which an electrolyte salt is dissolved in a nonaqueous solvent, wherein 0.01 to 10% by weight of a tert-butylphenyl alkylsulfonate compound or a tert-butylphenyl arylsulfonate compound represented by general formula (II) is contained based on the weight of the nonaqueous electrolytic solution
 [C2]   
       
         
           
           
               
               
           
         
         (wherein, R 2  represents a substituted or non-substituted alkyl group or substituted or non-substituted aryl group, and n represents an integer of 1 to 2, provided that in the case n=2, the substitution positions of the  t Bu group are any of the 2,4 position, 2,5 position, 2,6 position or 3,5 position). 
       
     
     
         2 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 1 , wherein the electrolyte salt is at least one type selected from LiPF 6 , LiBF 4 , LiN(SO 2 CF 3 ) 2 , and LiN(SO 2 C 2 F 5 ) 2 . 
     
     
         3 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 1 , wherein the electrolyte salt comprises LiPF 6  and additionally comprises at least one type selected from LiBF 4 , LiN(SO 2 CF 3 ) 2 , and LiN(SO 2 C 2 F 5 ) 2 . 
     
     
         4 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 1 , wherein the nonaqueous solvent contains a cyclic carbonate and a chain carbonate. 
     
     
         5 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 4 , wherein the cyclic carbonate is at least one type selected from ethylene carbonate, propylene carbonate, butylene carbonate, fluoroethylene carbonate, vinylene carbonate, and vinylethylene carbonate. 
     
     
         6 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 4 , wherein the chain carbonate contains an asymmetric carbonate selected from methyl ethyl carbonate, methyl propyl carbonate, methyl isopropyl carbonate, methyl butyl carbonate, and ethyl propyl carbonate. 
     
     
         7 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 4 , wherein the ratio between the cyclic carbonate and chain carbonate is 10:90 to 40:60 as the volume ratio. 
     
     
         8 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 1 , wherein the substitution positions of the  t Bu groups in the tert-butylphenyl alkylsulfonate compound or tert-butylphenyl arylsulfonate compound represented by general formula (II) are any of the 2,4-position, 2,6-position or 3,5-position. 
     
     
         9 . The nonaqueous electrolytic solution for a lithium secondary battery according to  claim 1 , wherein the tert-butylphenyl alkylsulfonate compound or tert-butylphenyl arylsulfonate compound represented by general formula (II) is at least one type selected from 2,4-di-tert-butylphenyl methanesulfonate, 2,4-di-tert-butylphenyl ethanesulfonate, 2,4-di-tert-butylphenyl benzenesulfonate, and 2,4-di-tert-butylphenyl p-toluenesulfonate. 
     
     
         10 . A lithium secondary battery comprising a positive electrode, a negative electrode and a nonaqueous electrolytic solution in which an electrolyte salt is dissolved in a nonaqueous solvent, wherein 0.01 to 10% by weight of a tert-butylphenyl alkylsulfonate compound or a tert-butylphenyl arylsulfonate compound represented by general formula (II) is contained based on the weight of the nonaqueous electrolytic solution
 [C3]   
       
         
           
           
               
               
           
         
         (wherein, R 2  represents a substituted or non-substituted alkyl group or substituted or non-substituted aryl group, and n represents an integer of 1 to 2, provided that in the case n=2, the substitution positions of the  t Bu group are any of the 2,4 position, 2,5 position, 2,6 position or 3,5 position). 
       
     
     
         11 . The lithium secondary battery according to  claim 10 , wherein the positive electrode contains, as a positive electrode active material, at least one type selected from a composite metal oxide with lithium containing cobalt, manganese, or nickel, and a lithium-containing olivine-type phosphate. 
     
     
         12 . The lithium secondary battery according to  claim 10 , wherein the negative electrode contains, as a negative electrode active material, at least one type selected from carbon material, tin, tin compounds, silicon, and silicon compounds capable of occluding and releasing lithium. 
     
     
         13 . The lithium secondary battery according to  claim 12 , wherein the carbon material is graphite.