Isocyanate composition with improved stability and reactivity, and optical lens using same

An isocyanate composition, which comprises a chlorine-based storage stabilizer and hydrogenated xylylene diisocyanate (H6XDI),

• wherein the amount of H6XDI in the isocyanate composition is 90% by weight or more,
• wherein the content of the NCO groups contained in the entire composition is 42 to 45% by weight;
• wherein the chlorine-based storage stabilizer comprises at least one selected from the group consisting of a chlorine ion, benzotrichloride, benzyl chloride, benzoyl chloride, and a C1-10 alkanoyl chloride, and
• wherein when the isocyanate composition is left at a temperature of 80° C. for 6 months, the amount of precipitates generated is 1% by weight or less based on the total weight of the composition, and
• wherein the difference in the content of the NCO groups between the initial composition and the composition left at a temperature of 80° C. for 6 months is 5% by weight or less.

A process for preparing an isocyanate composition, which comprises (1) producing a composition that comprises hydrogenated xylylene diisocyanate (H6XDI) from cyclohexyldi(methylamine) by a process for synthesizing an isocyanate;

• and
• (2) adjusting the content of chlorine contained in the composition that comprises hydrogenated xylylene diisocyanate to 22 to 500 ppm,
• wherein when the isocyanate composition is sealed and left at a temperature of 80° C. for 6 months, the amount of precipitates generated is 1% by weight or less based on a total weight of the composition, and a difference in the content of the NCO groups between the initial composition and the composition left at a temperature of 80° C. for 6 months is 5% by weight or less,
• wherein the amount of H6XDI in the isocyanate composition is 90% by weight or more,
• wherein the isocyanate composition comprises a chlorine-based storage stabilizer,
• wherein the chlorine-based storage stabilizer comprises at least one selected from the group consisting of a chlorine ion, benzotrichloride, benzyl chloride, benzoyl chloride, and a C1-10 alkanoyl chloride.

A polymerizable composition, which comprises an isocyanate composition and a thiol-based compound,

• wherein the isocyanate composition comprises a chlorine-based storage stabilizer and hydrogenated xylylene diisocyanate (H6XDI),
• wherein the amount of H6XDI in the isocyanate composition is 90% by weight or more,
• wherein the content of chlorine in the isocyanate composition is 22 to 500 ppm,
• wherein the chlorine-based storage stabilizer comprises at least one selected from the group consisting of a chlorine ion, benzotrichloride, benzyl chloride, benzoyl chloride, and a C1-10 alkanoyl chloride, and
• wherein the content of the NCO groups contained in the isocyanate composition is 42 to 45% by weight,
• wherein when the isocyanate composition is left at a temperature of 80° C. for 6 months, the amount of precipitates generated is 1% by weight or less based on the total weight of the composition, and
• wherein the difference in the content of the NCO groups between the initial composition and the composition left at a temperature of 80° C. for 6 months is 5% by weight or less.

An optical lens, which comprises a polythiourethane formed by curing a polymerizable composition that comprises an isocyanate composition and a thiol-based compound,

• wherein the isocyanate composition comprises a chlorine-based storage stabilizer and hydrogenated xylylene diisocyanate (H6XDI),
• wherein the amount of H6XDI in the isocyanate composition is 90% by weight or more,
• wherein the content of chlorine in the isocyanate composition is 22 to 500 ppm,
• wherein the chlorine-based storage stabilizer comprises at least one selected from the group consisting of a chlorine ion, benzotrichloride, benzyl chloride, benzoyl chloride, and a C1-10 alkanoyl chloride,
• wherein the content of the NCO groups contained in the isocyanate composition is 42 to 45% by weight,
• wherein when the isocyanate composition is left at a temperature of 80° C. for 6 months, the amount of precipitates generated is 1% by weight or less based on the total weight of the composition, and
• wherein the difference in the content of the NCO groups between the initial composition and the composition left at a temperature of 80° C. for 6 months is 5% by weight or less.

A process for producing an optical lens, which comprises:

• (A) providing an isocyanate composition,
• (B) providing a thiol-based compound,
• (C) providing a polymerizable composition that comprises the isocyanate composition and the thiol-based compound, and
• (D) curing the polymerizable composition,
• wherein the isocyanate composition comprises a chlorine-based storage stabilizer and hydrogenated xylylene diisocyanate (H6XDI),
• wherein the amount of H6XDI in the isocyanate composition is 90% by weight or more,
• wherein the content of chlorine in the isocyanate composition is 22 to 500 ppm,
• wherein the chlorine-based storage stabilizer comprises at least one selected from the group consisting of a chlorine ion, benzotrichloride, benzyl chloride, benzoyl chloride, and a C1-10 alkanoyl chloride, and
• wherein the content of the NCO groups contained in the isocyanate composition is 42 to 45% by weight,
• wherein when the isocyanate composition is left at a temperature of 80° C. for 6 months, the amount of precipitates generated is 1% by weight or less based on the total weight of the composition, and
• wherein the difference in the content of the NCO groups between the initial composition and the composition left at a temperature of 80° C. for 6 months is 5% by weight or less.