JPS58224301A - Synthetic resin lens - Google Patents

Abstract

PURPOSE:To obtain a lens having a high refractive index and a high Abbe number, by using a polymer prepared by radically polymerizing a specified monomer or a monomer capable of radical polymn. in a mold. CONSTITUTION:A monomer represented by general formula I in which X is H or CH3, and n is 0, 1, or 2, or a radically polymerizable monomer, such as ethylene glycol dimethacrylate, is radically polymerized in a mold. The present lens is obtained by introducing a mixed soln. of said monomer and a polymn. initiator into a mold, and polymerizing by heating, or irradiating it with UV rays after addition of a sensitizer, too.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a high refractive index synthetic resin lens with little chromatic aberration.

Conventionally, inorganic glass has been used as lenses for spectacles, but in recent years, synthetic resins such as polymers of diethylene glycol bisallyl carbonate (hereinafter abbreviated as CR-69) have come to be used. Synthetic resin lenses are superior in lightness, dyeability, impact resistance (safety), etc., compared to inorganic glass lenses. However, 0R-
The refractive index of the 39 polymer is 1.50, which is lower than the refractive index of general inorganic glass, which is 1.523. Therefore, it has the disadvantage that the wall thickness and edge thickness of the lens become large.Therefore, recently, as seen in JP-A-54-77686, JP-A-56-166214, JP-A-57-54901, etc., the lens has a high refractive index. Various synthetic resin lenses have been proposed. Since such a synthetic resin lens has a high refractive index, the lens thickness and edge thickness are thinner than conventional synthetic resin lenses (for example, made of 0R39 polymer), and the drawbacks of conventional products have been improved. However, although the refractive index is increased, the Abbe'e number, which indicates dispersion ability, is significantly lower. This causes a problem that the chromatic aberration of the lens increases, and the lens performance is insufficient for practical use. Incidentally, the Atsube number is expressed by the formula np -1 VD - nF - n□ (where nD, nF and n represent the refractive index for the sodium D line, hydrogen F line and hydrogen C line of the spectrum, respectively). . As a result of intensive research to improve the above-mentioned drawbacks, we found that when lenses are made using a specific (meth)acrylate polymer containing dicyclopentadienyl groups, synthetic resin lenses with a high refractive index and a large Atsube number can be produced. The object of the present invention is to provide a synthetic resin lens having a high refractive index and a high Abbe number. Another object of the present invention is to provide excellent transparency required for eyeglass lenses.
The purpose of the present invention is to provide a synthetic resin lens that satisfies light resistance, workability, etc.

The object of the present invention is achieved by radically polymerizing one or more monomers represented by the general formula LI and/or one or more radically polymerizable monomers in a mold.

The synthetic resin lens according to the present invention can be obtained by injecting a liquid mixture consisting of the monomer and a polymerization initiator into a mold made of glass or metal, and then heating and curing it. It can also be obtained by adding a sensitizer and then irradiating it with ultraviolet light.

As the radically polymerizable monomer according to the present invention, crosslinkable monomers such as ethylene darecol di-methacrylate are preferred. The polymerization initiator is not particularly limited and any known one can be used, but representative examples include benzoyl peroxide, lauroyl peroxide, acetyl peroxide, diisopropyl peroxydicarbonate, Tasha IJ = butyl peroxy 2- Examples include ethylhexanate and azo♂suisoptilonitrile. The amount of such a polymerization initiator to be used varies depending on the polymerization conditions and the type of monomer, and is generally not limited to a range of 0.001 to 1 weight percent based on the total amount of monomers.

Moreover, the synthetic resin lens according to the present invention is not based on the above method,
Monomer [I] produced by solution polymerization method or suspension polymerization method
The polymer can also be obtained by compression molding, transfer molding, injection molding, etc. When producing lenses by the cast polymerization method, it is of course possible to pre-mix ultraviolet absorbers, antioxidants, antistatic agents, dyes, etc. with monomers as necessary before polymerizing.

The polymerization conditions in the present invention vary depending on the type of monomer and the type of polymerization initiator and cannot be unambiguously determined, but generally the polymerization temperature is in the range of 60°C to 90°C, and the polymerization time is 60°C. A range of ˜72 hours is used.

The thus obtained synthetic resin lens of the present invention has both a high refractive index and a high Abbe's number, and has lens performance that could not be satisfied by conventional high refractive index lenses.

Furthermore, one of the features of the present invention is that it satisfies the practicality as a spectacle lens in terms of transparency, light resistance, processability, etc. Next, Examples and Comparative Examples are shown to explain the present invention in more detail.

Example 1 100 parts by weight of dicyclopentadienyl acrylate,
2-Hydroxy-4-n-octoxybenzophenone 0
．． After injecting a mixture consisting of 1 part by weight and 0.2 parts by weight of benzoyl peroxide into a chamber made of two lath moldings and a vinyl chloride gasket, 600GK
It was held at 80° C. for 6 hours for 10 hours. After the polymerization was completed, the lens was removed from the mold and annealed at loLl°C for 1 hour. The obtained lens has a transmittance of 92% and a refractive index of 1.5.
It had excellent optical properties of 40° and Abbe number 54. Furthermore, it had excellent workability using a Tamazuri machine and weather resistance as measured by a Unizu meter.

Example 2゜Dicyclopentadienyloxyethyl acrylate 50
parts by weight, 50 parts by weight of dicyclopentagenyl methacrylate, 51 parts by weight of ethylene glycol dimethacrylate,
A mixed solution consisting of 0.1 part by weight of 2-(hydroxy-5-1-octylphenyl)benzotria and 0.6 part by weight of diisopropyl peroxydicarbonate was placed in a mold consisting of two glass molds and a vinyl chloride gasket. After injecting into the solution, the solution was kept at 40°C for 10 hours, at 60°C for 4 hours, and at 80°C for 2 hours. After the polymerization was completed, the lens was removed from the mold and annealed at 100° C. for 1 hour. The obtained lens had excellent optical properties such as a transmittance of 92, a refractive index of 1.536, and an Atsube's number of 55. Furthermore, it had excellent workability using a Tamazuri machine and weather resistance using a Unizu meter.

Example 6゜ Attach a stirrer, cooling tube, and thermometer to the three-ring flask.

Add 40 parts of water, 4 parts of sodium dodecylbenzenesulfonate, and 0.04 part of ammonium persulfate to this flask. While stirring the solution slowly, add 1-160 parts of dicyclopentenyl acrylate and 4 parts of methyl methacrylate.
Add 0 parts of the mixture.

The reaction vessel was heated to 60°C. After stirring at 60°C for 2 hours, the white precipitate formed was separated and thoroughly washed with hot water at 80°C. The air-dried polymer powder was filled into a compression mold at a temperature of 170°C.

It was held for 6 minutes under a pressure of 150 klil/cmz. After cooling the mold to room temperature, the molded lens was removed. The obtained lens has a transmittance of 92% and a refractive index of 1.53.
It had excellent optical properties of 0.0 and Atsube's number of 55, and was also excellent in processability using a polishing machine.

Comparative Example 1 A liquid mixture consisting of 60 parts by weight of styrene, 60 parts by weight of 2,2-bis(4-methacryloyloxy, 3.5 dibromphenyl)propane, 10 parts by weight of allylcinname), and 2 parts by weight of diisopropyl peroxydicarbonate [J. Cast polymerization was carried out in the same manner as in Example 1. The obtained lens had a high refractive index of 1.592, but a slightly low transmittance of 90%, and an Abbe number of 60, which was significantly smaller than that of Example 1. Therefore, when used as an eyeglass lens, large chromatic aberrations occurred, making it extremely difficult to see.

Agent: Asamura Kogai, 4-person procedural amendment group (July 1982) 30 Commissioner of the Japan Patent Office 1, Table of 11; Relationship with Sodeyama person/1r I'l 1 system 11'1 Applicant 4, agent 5, January of Sodeyama order] Showa (January II 6, number of inventions increased by Supplement 11 7, Sodeyama Column 8 of Detailed Description of the Invention in the Subject Specification of Section 11°, Contents of the Amendment As shown in Attachment 1, Specification, page 3, lines 14 to 13 from the bottom, [dicyclopentadienyl group] has been replaced with [dicyclopentadienyl group] Corrected to "pentenyl group".

2. Same, page 6, line 8, "dicyclopentagenyl" is corrected to "dicyclopentenyl."

6. Same page, second line from the bottom, "weather resistance" is corrected to "light resistance."

4 Same, page 7, lines 1 and 2, [dicyclopentagenyl] is corrected to "dicyclopentenyl".

5. Same page, 6th line from the bottom, "weather resistance" is corrected to "light resistance."

Claims (1)

[Claims] General formula (in the formula, X ViH)! +20H3 and n is 0,1
A synthetic resin lens obtained by radically polymerizing one or more monomers represented by I72 and/or one or more radically polymerizable monomers in a mold.