JPS61141711A - contact lens materials - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to contact lens materials. [Prior Art] Conventionally, plastic contact lenses have been made of materials whose main component is polymethyl methacrylate (PMMA). It was getting worse. However, since PMMA has oxygen permeability and flexibility, it gives a strong foreign body sensation when inserted into the eye for a long period of time. In order to improve this, fluoroalkyl methacrylate resins or silicone rubbers that have good oxygen permeability and flexibility have been proposed (Japanese Patent Application Laid-Open No. 15546/1982 and Japanese Patent Publication No. 46614/1989).

However, all of the materials listed in L are brittle and easily scratched, and do not have sufficient strength for processing such as polishing.
Furthermore, oxygen permeability and flammability were still insufficient.

The present inventors have discovered that the polymer according to the invention, which is currently being filed as Japanese Patent Application No. 104500/1980, satisfies the above characteristics and has completed the present invention.

[I-Ming's purpose]

An object of the present invention is to provide a contact lens material with excellent processability, oxygen permeability, visibility, etc.

[M-formation of invention]

The gist of the present invention is the formula: (wherein zl and 2. are the same or different hydrogen,
fluorine or lower fluoroalkyl group, m is 0 to 10,
n represents an integer of 1 to 4. ) The contact lens material consists of a polymer having the structural unit represented by:

The above polymer usually has a weight average molecular weight of 10,000 to 5,000,000.

In addition to the structural units shown, the and polymers include structural units represented by the formula: (wherein, R represents a lower alkyl group) and/or the formula: (wherein, X is a hydroxyl group or a carboxyl group, 9 represents an integer of 1 to 4.

Structural unit (a) mainly increases oxygen permeability and lowers the refractive index, and structural unit (b) mainly increases hardness and increases structural unit (C
) mainly works to improve water wettability.

When the structural unit Φ) is contained in a large amount in the polymer,
Since the water absorption rate and refractive index of the polymer increase, materials containing a large amount of polymer are not preferred as contact lens materials. The preferable quantitative ratio range of structural units (a), (b) and (C) is 10 to 95/20 to 60/2 by weight.
It is 0-80.

Structural unit (a) K# has zl and Z! When the group is a lower fluoroalkyl group, it is preferably a trifluoromethyl group.

The R group contained in structural unit (b) is preferably a methyl or ethyl group.

X contained in the structural unit (C)K is preferably a hydroxyl group.

The above polymer is usually produced by homopolymerizing monomers represented by the formula: (wherein Zl, Z2, Tn and 11 are the same as above) or by homopolymerizing the monomers represented by the formula: and/or the formula: (wherein, X and 9 is the same as above.) It can be obtained by copolymerizing a monomer represented by the following with a monomer represented by the formula (a). In addition, other monomers such as methacrylates, acrylates, vinyl ethers, vinyl chloride, vinyl acetate, and difunctional dimethacrylates, diacrylates, di- α-fluoroacrylates and the like may be copolymerized.

Is the chassis method known to use fluorine-containing methacrylate? A method of l-polymerization can be applied. This is, for example, Tokuseki Showa 58-1
It is described in Publication No. 93501.

〔Example〕

Example 1 Two monomers: CH,=CC00CH,CF, CF31
00 f, dodecylmergabutane 1.31 and 2.2′-azobisisoputiloni)! j/I10.05
The mixture of N was placed in a 16-inch Sebawopur flask and kept at 65"C under a nitrogen stream for 3 hours to carry out polymerization. After the reaction mixture was cooled to room temperature, it was kept at 130°C under reduced pressure for 24 hours to dry.

The obtained polymer was pulverized with a cutter mill, and the particle size was 0.5~
5 m of powder was obtained. This powder was compression molded at 240°C to obtain a film with a thickness of 0.5 ff. The oxygen permeability coefficient, refractive index, absorption rate, and Rockwell hardness of the obtained film were measured by the following methods. The results are shown in Table 1.

Oxygen permeability coefficient (measured under the conditions shown below according to the ASTM D 1434 V method) Gas used: Standard mixed gas of 79% by volume of nitrogen and 21% by volume of oxygen Test pressure Cany secondary pressure s kg/d, secondary pressure 1 phantom/d Gas permeation amount: 4 cc Test time: J: Time required for permeation (seconds) → 1 cc
Raw area: 135 d The gas composition analysis was performed using gas chromatography.

Refractive index: Measured with an Atsube refraction needle.

The water absorption rate was determined using the method of JIS K6911.

Rockwell hardness was measured by the method of JISK7202.

Examples 2 to 9 and Comparative Examples 1 to 4 Polymers were prepared in the same manner as in Example 1, except that the monomers shown in Table 1 were used, and the E-memory properties were measured. The results are shown in Table 1.

(↓゛Under #9', missing 1-piercing) In addition, a molded article of 25Jflll*XX1005II was made by compression molding using the polymer material of Example 1 and the polymer material of Comparative Example 1, and the bite was When cutting was performed under the following cutting conditions: rake angle of 20°, cutting speed of 10 ff/min, and depth of cut of 0.1 fl, the cut surface of the polymer material of Example 1 was smooth, but that of Comparative Example 1 The cut surface of the one made with the polymer material chipped in some places, and the cut surface was not smooth.

In addition, when the fracture angle was measured using a Charpy impact tester, the sample made from the polymer material of Example 10 (50gwx
13 m) < 5) was 75°, whereas that of the sample made with the polymer material of Comparative Example 1 (same size as above) was only 50°, and the polymer material of Example 10 had a failure angle of 75°. I found it to be excellent.

〔Effect of the invention〕

As shown in the above Examples and Comparative Examples, the contact lens material of the present invention is superior to conventional materials in terms of oxygen permeability, burnability, workability, etc.

Further, the material of the present invention has a refractive index of (1,336) K
Another feature is that they have similar refractive indices.

(that's all)

Claims (1)

[Claims] 1. Formula: ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, Z_1 and Z_2 are the same or different, hydrogen, fluorine or lower fluoroalkyl group, m is 0 to 10, n is A contact lens material consisting of a polymer having a structural unit represented by (representing an integer from 1 to 4).