Polymerizable composition, and resin and optical part using the same

Abstract

A polymerizable composition including a compound represented by following General Formula (1): (in Formula (1), M represents a metal atom; X 1 and X 2 each independently represents a sulfur atom or an oxygen atom; R 1 represents a divalent organic group; m represents an integer of 0 or 1 or greater; p represents an integer of 1 to n; n represents a valence of a metal atom M; and Y's each independently represents an inorganic or organic residue, where when n-p is 2 or greater, Y's may be bonded to each other to form a ring containing a metal atom M), and a thiol compound.

1 . A polymerizable composition comprising a compound represented by General Formula (1): 
       
         
           
           
               
               
           
         
         (wherein, in General Formula 1, M represents a metal atom; X 1  and X 2  each independently represents a sulfur atom or an oxygen atom; R 1  represents a divalent organic group; m represents an integer of 0 or 1 or greater; p represents an integer of 1 to n; n represents a valence of a metal atom M; and Y's each independently represents an inorganic or organic residue where when n-p is 2 or greater, Y's may be bonded to each other to form a ring containing a metal atom M), and 
         a thiol compound. 
       
     
     
         2 . The polymerizable composition as set forth in  claim 1 , wherein in the compound represented by General Formula (1), m is 0. 
     
     
         3 . The polymerizable composition as set forth in  claim 1 , wherein in the compound represented by General Formula (1), m is 0 and X 1  is a sulfur atom. 
     
     
         4 . The polymerizable composition as set forth in  claim 3 , wherein said thiol compound is at least one selected from the group consisting of 3-mercaptothietane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 2,5-bis(mercaptomethyl)-1,4-dithiane. 
     
     
         5 . The polymerizable composition as set forth in  claim 3 , wherein the compound represented by General Formula (1) is a compound represented by following General Formula (13): 
       
         
           
           
               
               
           
         
         (wherein, in General Formula (13), M is a Group 14 element in a long form of the Periodic Table, n's are each the same as in General Formula (1), and p is an integer of 2 to (n−1), where 
         if n-p is 1, R 2  represents an optionally substituted, linear or branched alkyl group having 1 to 3 carbon atom(s); and 
         if n-p is 2 or greater, a plurality of R 2 's each independently represents an optionally substituted, linear or branched alkyl group having 1 to 3 carbon atom(s); further, a plurality of R 2 's may be bonded to each other to form a M-containing ring, in which the alkyl chain forming the ring has 1 to 3 carbon atom(s), and the moiety constituting the ring contains no sulfur atom). 
       
     
     
         6 . The polymerizable composition as set forth in  claim 5 , wherein said thiol compound is at least one selected from the group consisting of 3-mercaptothietane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 2,5-bis(mercaptomethyl)-1,4-dithiane. 
     
     
         7 . The polymerizable composition as set forth in  claim 5 , wherein in the compound represented by General Formula (13), said metal atom is a Sn atom. 
     
     
         8 . The polymerizable composition as set forth in  claim 3 , further comprising an episulfide compound. 
     
     
         9 . The polymerizable composition as set forth in  claim 8 , wherein said episulfide compound is any of bis(2,3-epithiopropyl)sulfide and bis(2,3-epithiopropyl)disulfide. 
     
     
         10 . The polymerizable composition as set forth in  claim 3 , further comprising sulfur as a monomer. 
     
     
         11 . The polymerizable composition as set forth in  claim 3 , further comprising a thietane compound containing no metal atom in the molecular structure. 
     
     
         12 . The polymerizable composition as set forth in  claim 11 , wherein said thietane compound containing no metal atom in the molecular structure is bis(3-thietanyl)disulfide. 
     
     
         13 . The polymerizable composition as set forth in  claim 3 , further comprising an epoxy compound. 
     
     
         14 . The polymerizable composition as set forth in  claim 13 , wherein said epoxy compound is any of cyclohexanedimethanol diglycidyl ether and bisphenol F/glycidyl ether. 
     
     
         15 . The polymerizable composition as set forth in  claim 3 , further comprising an iso(thio)cyanate compound. 
     
     
         16 . The polymerizable composition as set forth in  claim 15 , wherein said iso(thio)cyanate compound is 2,5-bis(isocyanatomethyl)bicyclo[2.2.1]heptane, 2,6-bis(isocyanatomethyl)bicyclo[2.2.1]heptane, or a mixture thereof. 
     
     
         17 . The polymerizable composition as set forth in  claim 3 , further comprising a compound having a carbon-carbon double bond. 
     
     
         18 . The polymerizable composition as set forth in  claim 17 , wherein said compound having a carbon-carbon double bond is triallyl isocyanurate. 
     
     
         19 . The polymerizable composition as set forth in  claim 1 , wherein in said compound represented by General Formula (1), n=p, m=0, and X 1  is a sulfur atom. 
     
     
         20 . The polymerizable composition as set forth in  claim 19 , wherein in said compound represented by General Formula (1), said metal atom is a Sn atom. 
     
     
         21 . The polymerizable composition as set forth in  claim 19 , wherein said thiol compound is at least one selected from the group consisting of 3-mercaptothietane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 2,5-bis(mercaptomethyl)-1,4-dithiane. 
     
     
         22 . The polymerizable composition as set forth in  claim 1 , wherein in said compound represented by General Formula (1), said metal atom is any one of Groups 4, 12, 13, 14 and 15 elements in a long form of the Periodic Table. 
     
     
         23 . The polymerizable composition as set forth in  claim 22 , wherein in said compound represented by General Formula (1), said metal atom is a Sn atom. 
     
     
         24 . The polymerizable composition as set forth in  claim 23 , wherein said thiol compound is at least one selected from the group consisting of 3-mercaptothietane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 2,5-bis(mercaptomethyl)-1,4-dithiane. 
     
     
         25 . The polymerizable composition as set forth in  claim 1 , wherein said thiol compound is at least one selected from the group consisting of 3-mercaptothietane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 2,5-bis(mercaptomethyl)-1,4-dithiane. 
     
     
         26 . The polymerizable composition as set forth in  claim 1 , wherein the content of said compound represented by General Formula (1) is 50% by weight or more. 
     
     
         27 . The polymerizable composition as set forth in  claim 1 , wherein the molar ratio of thiol groups in the polymerizable composition is 0.7 or more with respect to the total amount of the iso(thio)cyanate groups, the epoxy groups, the episulfide groups, the carbon-carbon double bonds, and the thietanyl groups in the thietane compound containing no metal atom. 
     
     
         28 . A method for preparing a resin, comprising a step of casting polymerization of the polymerizable composition as set forth in  claim 1 . 
     
     
         29 . A resin obtained by polymerization of the polymerizable composition as set forth in  claim 1 . 
     
     
         30 . An optical part comprising the resin as set forth in  claim 29 .