Plastic lens and manufacturing method of plastic lens

1. A plastic lens, comprising:

a plastic lens base material;

a primer layer formed on the plastic lens base material;

a hard coat layer formed on the primer layer; and

an organic antireflection film formed on the hard coat layer, wherein

the plastic lens base material contains at least a sulfur atom,

the hard coat layer is a coating film formed of a coating composition containing at least Component A and Component B below,

the organic antireflection film is a coating film formed of a coating composition containing at least Component C, Component D and Component E, a refractive index of the antireflection film being lower than that of the hard coat layer by 0.10 or more,

Component A to Component E being as follows:

Component A: fine metal oxide particles containing a titanium oxide with a rutile type crystalline structure;

Component B: an organosilicon compound represented by a general formula of R 1 SiX 1 3 , wherein R 1 represents an organic group with carbon number of 2 or more and having a polymerizable reactive group; and X 1 represents a hydrolyzable group;

Component C: an organosilicon compound represented by a general formula of X m R 2 3−m Si—Y—SiR 2 3−m X m , wherein R 2 represents a monovalent hydrocarbon group with carbon number of 1 to 6; Y represents a divalent organic group containing one or more fluorine atom; X represents a hydrolyzable group; and m represents an integer of 1 to 3;

Component D: an epoxy group-containing organic compound containing one or more epoxy group in a molecule, Component D containing at least one type selected from the group consisting of: a compound represented by a general formula of R 3 nR 4 pSiZ 4−[n+p] , wherein R 3 and R 4 each represent an organic group with carbon number of 1 to 16, at least one of R 3 and R 4 containing an epoxy group; Z represents a hydrolyzable group; and n and p each represent an integer of 0 to 2, an equation 1≦n+p≦3 being satisfied; and a compound represented by a general formula (1) below:

wherein, R 5 to R 16 each represent an organic group, at least one of R 5 to R 16 containing an epoxy group; and q, r, s and t each represent an integer of 0 to 12; and

Component E: fine silica particles with average particle size of 1 to 150 nm.

2. The plastic lens according to claim 1 , wherein

the primer layer is a coating film formed of a coating composition containing Component F and Component G below:

Component F: an organic resin polymer having a polar group; and

Component G: fine metal oxide particles containing a titanium oxide.

3. The plastic lens according to claim 2 , wherein Component F is a polyester resin.

4. The plastic lens according to claim 2 , wherein the primer layer contains fine metal oxide particles that are obtained by modifying surfaces of Component G with an organosilicon compound having an epoxy group.

5. The plastic lens according to claim 1 , wherein the plastic lens base material contains a thiourethane resin and/or an episulfide resin.

6. The plastic lens according to claim 1 , wherein

a stainproof layer is formed on an upper surface of the antireflection film.

7. A manufacturing method of a plastic lens, comprising:

polymerizing a polymerized composition containing a monomer having a sulfur atom in a molecule by cast-polymerization to obtain a plastic lens base material;

forming a primer layer on the plastic lens base material;

forming a hard coat layer on the primer layer using a coating composition containing at least Component A and Component B below; and

forming an organic antireflection film on the hard coat layer using a coating composition containing at least Component C, Component D and Component E below, a refractive index of the antireflection film being lower than that of the hard coat layer by 0.10 or more, Component A to Component E being as follows:

Component A: fine metal oxide particles containing a titanium oxide with a rutile type crystalline structure;

Component B: an organosilicon compound represented by a general formula of R 1 SiX 1 3 , wherein R 1 represents an organic group with carbon number of 2 or more and having a polymerizable reactive group; and X 1 represents a hydrolyzable group;

Component C: an organosilicon compound represented by a general formula of X m R 2 3−m Si—Y—SiR 2 3−m X m , wherein R 2 represents a monovalent hydrocarbon group with carbon number of 1 to 6; Y represents a divalent organic group containing one or more fluorine atom; X represents a hydrolyzable group; and m represents an integer of 1 to 3;

Component D: an epoxy group-containing organic compound containing one or more epoxy group in a molecule, Component D containing at least one type selected from the group consisting of: a compound represented by a general formula of R 3 nR 4 pSiZ 4−[n+p] , wherein R 3 and R 4 each represent an organic group with carbon number of 1 to 16, at least one of R 3 and R 4 containing an epoxy group; Z represents a hydrolyzable group; and n and p each represent an integer of 0 to 2, an equation 1≦n+p≦3 being satisfied; and a compound represented by a general formula (1) below:

wherein, R 5 to R 16 each represent an organic group, at least one of R 5 to R 16 containing an epoxy group; and q, r, s and t each represent an integer of 0 to 12; and

Component E: fine silica particles with an average particle size of 1 to 150 nm.