Curable resin composition containing siloxane resin having polysilsesquioxane structure, optical member set, method of producing the same, and solid state imaging device using the same
A curable resin composition, for forming a first optical member of an optical member set, the optical member having the first optical member and a second optical member covered with the first optical member, the first optical member being formed by curing a siloxane resin, comprising: a siloxane resin, a surfactant, and a solvent, the siloxane resin and the surfactant being contained in the solvent, the surfactant having a polyoxyalkylene structure, the siloxane resin being defined in 65% by mass to 100% by mass thereof having a particular polysilsesquioxane structure.
1. A curable resin composition, for forming a first optical member of an optical member set, the optical member set having the first optical member and a second optical member covered with the first optical member set, the first optical member being formed by curing a siloxane resin, the curable resin composition comprising:
a siloxane resin, a surfactant, and a solvent,
the siloxane resin and the surfactant being contained in the solvent,
the surfactant having a polyoxyalkylene structure, and
100% by mass of the total amount of the siloxane resin contained in the resin composition having a polysilsesquioxane structure represented by formula (1):
—(R 1 SiO 3/2 ) n — Formula (1)
wherein R 1 represents an alkyl group having 1 to 3 carbon atom(s); and n represents an integer of 20 to 1,000, and the siloxane resin being a resin obtained by hydrolytic condensation of an alkyltrialkoxysilane represented by formula (2) as a raw material,
R 2 Si(OR 3 ) 3 Formula (2)
wherein R 2 represents an alkyl group having 1 to 3 carbon atom(s); and R 3 represents an alkyl group, and
wherein the surfactant having a polyoxyalkylene structure is represented by the following formula (4):
R 5 O(R 6 O) m R 7 Formula (4)
wherein, in formula (4), R 5 represents an alkyl group having 1 to 20 carbon atom(s); R 6 represents an alkylene group having 1 to 4 carbon atom(s); R 7 represents a hydrogen atom, a carboxyl group, —PO 3 H 2 , or —NH 2 ; and m represents an integer of 1 to 8.
2. The curable resin composition according to claim 1 ,
wherein the content of the surfactant is within a range from 1 part by mass to 30 parts by mass, relative to 100 parts by mass of the siloxane resin.
3. The curable resin composition according to claim 1 , wherein the solvent is an organic solvent.
4. The curable resin composition according to claim 1 , wherein R 7 represents a carboxyl group, —PO 3 H 2 , or —NH 2 .
5. The curable resin composition according to claim 1 , wherein R 7 represents a carboxyl group or —PO 3 H 2 .
6. The curable resin composition according to claim 1 , wherein R 7 represents a carboxyl group.
7. The curable resin composition according to claim 1 , further containing a hardener comprising Al, Mg, Mn, Ti, Cu, Co, Zn, Hf, or Zr, or a combination thereof.
8. The curable resin composition according to claim 1 , wherein the weight average molecular weight of the siloxane resin is from 3,000 to 25,000.
9. An optical member set, comprising:
a first optical member and a second optical member covered with the first optical member, the first optical member formed by curing the curable resin composition according to claim 1 .
10. The optical member set according to claim 9 , wherein the first optical member has a refractive index of 1.36 to 1.44.
11. The optical member set according to claim 9 , wherein the second optical member has a refractive index of 1.85 to 1.95.
12. The optical member set according to claim 9 , wherein the first optical member has a film shape and the film thickness thereof is from 0.5 μm to 3.0 μm.
13. The optical member set according to claim 9 , wherein the second optical member is a microlens member.
14. A solid state imaging device, comprising the optical member set according to claim 9 , and a semiconductor light-receiving unit.
15. A method of producing an optical member set, the optical member set having a first optical member and a second optical member coated with the first optical member, the first optical member being formed by curing the curable resin composition according to claim 1 , the method comprising the steps of:
preparing a coating liquid comprising the curable resin composition according to claim 1 ;
applying the coating liquid on the second optical member; and
curing the coating liquid and thereby forming the first optical member of a light-transmissive cured film.
16. The method of producing an optical member set according to claim 15 , comprising the steps of: heating the cured first optical member; and thereby conducting a postbake.