USRE47000EActiveUtility

Optical element compound, optical material, and optical element

67
Assignee: CANON KKPriority: May 24, 2010Filed: Oct 29, 2015Granted: Aug 21, 2018
Est. expiryMay 24, 2030(~3.9 yrs left)· nominal 20-yr term from priority
Inventors:Terunobu Saitoh
G02B 1/04C07C 69/602C07C 69/73G02B 1/041C08L 81/00C08L 33/10C08F 22/24C08F 20/38
67
PatentIndex Score
1
Cited by
13
References
20
Claims

Abstract

An optical material organic compound having characteristics that the dispersion characteristic (Abbe number (ν d )) and the secondary dispersion characteristic (θg,F) of the refractive index are high, the transmittance in the visible light region is high, and the chromatic aberration correction function delivers high performance, which represented by the general formula (1) or (2) is provided.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. An optical material organic A compound represented by the following general formula (1): 
       
         
           
           
               
               
           
         
       
       in the formula (1),
 X and Y represent individually a substituent selected from the following substituents, 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 1  or R 2 ,
 R 1  and R 2  represent individually a substituent selected from the group consisting of a hydrogen atom, an alkyl group having the carbon number of 1 or 2, and a (meth)acryloyl group, 
 Z 1  and Z 2  represent individually a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, a methyl group, an ethyl group and a substituted or unsubstituted alkyl group having the carbon number of 1 or 2, a methyl or ethyl group having a substituent selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4 and R represents hydrogen or a methyl group, 
         a and b represent individually an integer of 0 to 2, 
         two Z 1 s may be the same or different when a is 2, and 
         two Z 2 s may be the same or different when b is 2. 
       
     
     
       2. The optical material organic compound according to  claim 1 , wherein X and Y represent individually a substituent selected from the following substituents: 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 1  or R 2 . 
     
     
       3. The optical material organic compound according to  claim 1 , wherein X and Y represent individually a substituent selected from the following substituents: 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 1  or R 2 . 
     
     
       4. The optical material organic compound according to  claim 1 ,
 wherein R 1  and R 2  represent individually hydrogen or a (meth)acryloyl group, 
 X and Y represent individually a substituent selected from the following substituents: 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 1  or R 2 , and
 Z 1  and Z 2  represent individually a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, and an alkyl group having the carbon number of 1 or 2. 
 
     
     
       5. The optical material organic compound according to  claim 1 ,
 wherein X and Y represent individually —S— or —O—, 
 R 1  and R 2  represent individually hydrogen or an alkyl group having the carbon number of 1 or 2, and 
 Z 1  and Z 2  represent individually a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, a methyl group, an ethyl group and a substituted or unsubstituted alkyl group having the carbon number of 1 or 2 a methyl or ethyl group having a substituent selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, and n represents an integer of 2 to 4 and R represents hydrogen or a methyl group. 
       
     
     
       6. The optical material organic compound according to  claim 1 ,
 wherein X and Y represent individually —S— or —O—, 
 R 1  and R 2  represent individually hydrogen or an alkyl group having the carbon number of 1 or 2, and 
 Z 1  and Z 2  represent individually a hydrogen atom or a substituted or unsubstituted alkyl group having the carbon number of 1 or 2 a methyl or ethyl group having a substituent selected from the group consisting of a methyl group, an ethyl group, a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4 and R represents hydrogen or a methyl group. 
       
     
     
       7. The optical material organic compound according to  claim 1 ,
 wherein X and Y represent individually —S— or —O—, 
 R 1  and R 2  represent individually an alkyl group having the carbon number of 1 or 2, and 
 Z 1  and Z 2  represent individually a hydrogen atom, a methyl group, an ethyl group, or a substituted or unsubstituted alkyl group having the carbon number of 1 or 2 a methyl or ethyl group having a substituent selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, and n represents an integer of 2 to 4 and R represents hydrogen or a methyl group. 
       
     
     
       8. The optical material organic compound according to  claim 1 ,
 wherein Z 1  and/or Z 2  represents an alkyl group which has the carbon number of 1 or 2 and which may have a substituent and 
 the substituent is represented is represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
       
       in the formula (2), a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4, and R represents hydrogen or a methyl group. 
     
     
       9. The optical material organic compound according to  claim 8 , wherein m is 0. 
     
     
       10. An optical A material comprising the optical material organic compound according to claim  8  1. 
     
     
       11. An optical element produced by molding the optical material according to claim  9  10. 
     
     
       12. An optical material organic A compound represented by the following general formula (3): 
       
         
           
           
               
               
           
         
       
       in the formula (3), X represents a substituent selected from the following substituents, 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 11 ,
 Y represents a substituent selected from the following substituents, 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 12 ,
 R 11  and R 12  represent individually a substituent selected from the group consisting of a hydrogen atom, an alkyl group having the carbon number of 1 or 2, and a (meth)acryloyl group, 
 Z 3  represents a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, a methyl group, an ethyl group, and a substituted or unsubstituted alkyl group having the carbon number of 1 or 2 a methyl or ethyl group having a substituent selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
 
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4 and R represents hydrogen or a methyl group, 
         c represents an integer of 0 to 2, and 
         two Z 3 s may be the same or different when c is 2. 
       
     
     
       13. The optical material organic compound according to  claim 12 ,
 wherein X represents a substituent selected from the following substituents: 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 11 , and
 Y represents a substituent selected from the following substituents, 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 12 . 
     
     
       14. The optical material organic compound according to  claim 12 ,
 wherein X represents a substituent selected from the following substituents: 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 11 , and
 Y represents a substituent selected from the following substituents, 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 12 . 
     
     
       15. The optical material organic compound according to  claim 12 ,
 wherein X represents a substituent selected from the following substituents: 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 11 ,
 Y represents a substituent selected from the following substituents, 
 
       
         
           
           
               
               
           
         
       
       where a symbol * represents an end bonded to R 12 ,
 R 11  and R 12  represent individually a hydrogen atom or a (meth)acryloyl group, and 
 Z 3  represents a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, and an alkyl group having the carbon number of 1 or 2. 
 
     
     
       16. The optical material organic compound according to  claim 12 ,
 wherein Z 3  represents an alkyl group which has the carbon number of 1 or 2 and which may have a substituent and 
 the substituent is represented is represented by the following general formula (4 2): 
 
       
         
           
           
               
               
           
         
       
       in the formula (4 2), a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4, and R represents hydrogen or a methyl group. 
     
     
       17. The optical material organic compound according to  claim 16 , wherein m is 0. 
     
     
       18. An optical A material comprising the optical material organic compound according to  claim 12 . 
     
     
       19. An optical element produced by molding the opticalmaterial according to  claim 18 . 
     
     
       20. An optical material comprising a polymer and a compound contained in the polymer,
 wherein the compound is represented by the following general formula (1):   
       
         
           
           
               
               
           
         
          in the formula (1), 
         X and Y represent individually a substituent selected from the following substituents, 
       
       
         
           
           
               
               
           
         
          where a symbol * represents an end bonded to R 1  or R 2 , 
         R 1  and R 2  represent individually a substituent selected from the group consisting of a hydrogen atom, an alkyl group having the carbon number of 1 or 2, and a (meth)acryloyl group, 
         Z 1  and Z 2  represent individually a substituent selected from the group consisting of a hydrogen atom, a halogen atom, an alkoxy group having the carbon number of 1 or 2, an alkylthio group having the carbon number of 1 or 2, a methyl group, an ethyl group, and a methyl or ethyl group having a substituent selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloyloxyethoxy group, a 2-hydroxyethoxy group, a 2-mercaptoethoxy group, a 2-mercaptoethylthio group, a (meth)acryloyloxypropoxy group, a 3-hydroxypropoxy group, a 3-mercaptopropoxy group, a 3-mercaptopropylthio group, a (meth)acryloyloxybutoxy group, a 4-hydroxybutoxy group, a 4-mercaptobutoxy group, a 4-mercaptobutylthio group, an allyloxy group, an allylthio group, a 4-vinylbenzyloxy group, an oxiranyl methoxy group, an oxiranyl ethoxy group, a thiiranyl methoxy group, a thiiranyl ethoxy group, a methylthio group, an ethylthio group, a methoxy group, and an ethoxy group, or a substituent represented by the following general formula (2): 
       
       
         
           
           
               
               
           
         
          where a symbol ** represents a bond, m represents 0 or 1, n represents an integer of 2 to 4 and R represents hydrogen or a methyl group, 
         a and b represent individually an integer of 0 to 2, 
         two Z 1 s may be the same or different when a is 2, and 
         two Z 2 s may be the same or different when b is 2.

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