Amino acid generator and polysiloxane composition containing the same

Abstract

There is provided an amino acid generator comprising a protecting group for an amino group that is eliminated to generate an amino acid, and a coating film forming composition using the amino acid generator and a polysiloxane composition containing the amino acid generator. A coating film forming composition comprising: a component (A): an amino acid generator comprising a protecting group that is eliminated to generate an amino acid, which is a compound of Formula (1): D-A (1) where D is a protecting group for an amino group, and A is an organic group remaining after subtracting hydrogen atoms from an amino group of an amino acid; a component (B): a hydrolyzable silane, a hydrolysis product thereof, a hydrolysis-condensation product thereof, or a mixture thereof; and a component (C): a solvent.

1 . An amino acid generator comprising a protecting group that is eliminated to generate an amino acid. 
     
     
         2 . A thermo amino acid generator comprising a protecting group that is eliminated by heat to generate an amino acid. 
     
     
         3 . A photo amino acid generator comprising a protecting group that is eliminated by light to generate an amino acid. 
     
     
         4 . The amino acid generator according to  claim 1 , wherein the amino acid generator is a compound of Formula (1):
   D-A  Formula (1)
   (where D is a protecting group for an amino group, and A is an organic group remaining after subtracting hydrogen atoms from an amino group of an amino acid).   
     
     
         5 . The amino acid generator according to  claim 4 , wherein the amino acid generator is a compound of Formula (2): 
       
         
           
           
               
               
           
         
         (where D is a protecting group for an amino group; R 1  is a hydrogen atom (when n is 0) or an alkylene group; R 2  is a single bond, an alkylene group, or an arylene group; R 1  and R 2  together with a nitrogen atom of an amino group to which R 1  and R 2  are bonded optionally form a cyclic structure; T is a single bond or a (k+2L+n+m)-valent organic group that is a C 1-10  alkyl group or C 6-40  aryl group that optionally contains an amino group, a thiol group, or a carbonyl group; k is an integer of 1 to 4; L is an integer of 0 to 2; n is an integer of 0 to 2; and m is an integer of 1 to 4). 
       
     
     
         6 . The amino acid generator according to  claim 4 , wherein the protecting group D is an esterified carboxy residue having an alkoxycarbonyl structure. 
     
     
         7 . The amino acid generator according to  claim 4 , wherein the protecting group D is a tert-butoxycarbonyl group or a 9-fluorenylmethoxycarbonyl group. 
     
     
         8 . The amino acid generator according to  claim 1 , wherein the amino acid generator is at least one type of compound selected from compounds of Formula (2-1) to Formula (2-22): 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         (where D is a protecting group for an amino group). 
       
     
     
         9 . A coating film forming composition comprising the amino acid generator as claimed in  claim 1 . 
     
     
         10 . A coating film forming composition comprising:
 a component (A): the amino acid generator as claimed in  claim 1 ;   a component (B): a hydrolyzable silane, a hydrolysis product thereof, a hydrolysis-condensation product thereof, or a mixture thereof; and   a component (C): a solvent.   
     
     
         11 . The coating film forming composition according to  claim 10 , wherein the component (B) is at least one type of hydrolyzable silane selected from a group consisting of hydrolyzable silanes of Formula (3) and Formula (4):
   R 3   a Si(R 4 ) 4-a   Formula (3)
   (where R 3  is an alkyl group, an aryl group, a halogenated alkyl group, a halogenated aryl group, an alkenyl group, or an organic group having an epoxy group, an acryloyl group, a methacryloyl group, a mercapto group, an amino group, a carboxy group, a phosphate group, an amide group, a nitro group, an acyl group, a sulfonic group, a cyano group, or a combination thereof, where R 3  is bonded to a silicon atom through a Si—C bond; R 4  is an alkoxy group, an acyloxy group, or a halogen atom; and a is an integer of 0 to 3),
   [R 5   c Si(R 6 ) 3-c ] 2 Y b   Formula (4)
 
   (where R 5  is an alkyl group, an aryl group, a halogenated alkyl group, a halogenated aryl group, an alkenyl group, or an organic group having an epoxy group, an acryloyl group, a methacryloyl group, a mercapto group, an amino group, a carboxy group, a phosphate group, an amide group, a nitro group, an acyl group, a sulfonic group, a cyano group, or a combination thereof, where R 5  is bonded to a silicon atom through a Si—C bond; R 6  is an alkoxy group, an acyloxy group, or a halogen atom; Y is an alkylene group or an arylene group; b is an integer of 0 or 1; and c is an integer of 0 or 1),   
       a hydrolysis product thereof, a hydrolysis-condensation product thereof, or a mixture thereof. 
     
     
         12 . The coating film forming composition according to  claim 11 , wherein the component (B) is at least one type of hydrolyzable silane selected from a group consisting of hydrolyzable silanes of Formula (3) (where a is 0 to 2), a hydrolysis product thereof, a hydrolysis-condensation product thereof, or a mixture thereof. 
     
     
         13 . The coating film forming composition according to  claim 10 , further comprising a crosslinkable compound as a component (D). 
     
     
         14 . The coating film forming composition according to  claim 13 , wherein the component (D) comprises a crosslinkable compound having in the molecule thereof, at least two functional groups of Formula (D-1):
   —CH 2 —O—R 1   Formula (D-1)
   (where R 1  is a hydrogen atom or a C 1-10  alkyl group).   
     
     
         15 . The coating film forming composition according to  claim 13 , wherein the component (D) is a crosslinkable compound of Formula (D-2): 
       
         
           
           
               
               
           
         
         [where R 6  is a hydrogen atom, a C 1-10  alkyl group, an aryl group, an aralkyl group, an alkenyl group, or a functional group of Formula (D-3): 
       
       
         
           
           
               
               
           
         
         {where R 7  is a hydrogen atom or a functional group of Formula (D-1)}; 
       
       and R 7  is a hydrogen atom or a functional group of Formula (D-1), where the crosslinkable compound of Formula (D-2) has in the molecule thereof, two to six functional groups of Formula (D-1)] 
       or a crosslinkable compound of Formula (D-4): 
       
         
           
           
               
               
           
         
         {where R 8  is a hydrogen atom or a functional group of Formula (D-1), where the crosslinkable compound of Formula (D-4) has in the molecule thereof, two to four functional groups of Formula (D-1)}. 
       
     
     
         16 . An electronic device comprising a film formed from the coating film forming composition as claimed in  claim 9 . 
     
     
         17 . A solid state imaging device comprising a charge coupled device (CCD) or a complementary metal oxide film semiconductor (CMOS) that comprises a film formed from the coating film forming composition as claimed in  claim 9 . 
     
     
         18 . A solid state imaging device comprising a film formed from the coating film forming composition as claimed in  claim 9  as a planarization layer on a color filter. 
     
     
         19 . A solid state imaging device comprising a film formed from the coating film forming composition as claimed in  claim 9  as a planarization layer or a conformal layer on a microlens.