JPS61211382A - Ink for marking of soft contact lens - Google Patents

Abstract

PURPOSE:To obtain the titled ink having excellent follow-up properties for a soft contact lens, by incorporating a specific photopolymerizable component with a pigment or a UV ink and a photopolymerization initiator and a diluent and/or a photosensitizer. CONSTITUTION:100pts.wt. photopolymerizable component comprising 30-70pts. wt. urethane acrylate oligomer having a molecular weight of 10,000 or less and 700-30pts.wt. hydrophilic monomer (e.g.: 2-hydroxyethyl acrylate) is incorporated with 1-5pts.wt. pigment (e.g.: isoindolinone yellow) or 5-15pts.wt. UV ink (e.g.: FLASH DRY FDS), 5-15pts.wt. photopolymerization initiator (e.g.: benzoin), a diluent in an amount of 50wt% or less based on the hydrophilic monomer (e.g.: succinic acid mono-2-hydroxyethyl acrylate) and/or 1-3pts.wt. photosensitizer [e.g.: 4,4'-bis(diethylamino)benzophenone].

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an ink for printing symbols, characters, etc. on soft contact lenses.

[Conventional technology and its problems]

A method of printing symbols and characters on soft contact lenses is to stamp an aqueous solution of a photosensitive dye and then irradiate it with ultraviolet rays to make the dye water-insoluble and develop the color (Japanese Patent Application Laid-Open No. 13673/1989, 53-114876
(Japanese Patent Application Laid-Open No. 54-58508), or U
A method is known in which characters and symbols are printed using V ink and then irradiated with ultraviolet light. However, the former method has drawbacks such as there are restrictions on the types of dyes, and when printed on soft contact lenses in a swollen state, the dye may bleed and the printed characters and symbols may lack sharpness. . Also, when printing using UV ink,
It does not have followability for soft contact lenses, and when the lenses are repeatedly sterilized by boiling, there are drawbacks such as distortion of the markings on the lenses or peeling of the markings.

[Purpose of the invention]

An object of the present invention is to provide a marking ink with excellent followability for soft contact lenses.

[Structure of the invention]

The present invention uses urethane acrylate oligomer 30 to 70
A soft contact made by blending a photopolymerizable component consisting of 70 to 30 parts by weight of a hydrophilic heptamer with a pigment or UV ink, a photopolymerization initiator, and optionally a diluent and a photosensitizer. This is ink for marking lenses.

The inventors of the present invention have conducted various studies on marking inks for soft contact lenses that do not have the above-mentioned problems in the prior art. We have discovered that when marking is applied and cured with ultraviolet rays, the resulting ink polymer has sufficient ability to follow the swelling of the lens and has excellent adhesion to the lens, leading to the creation of the present invention. Ta.

The urethane acrylate oligomer used in the present invention is an acrylate oligomer having a urethane bond with a molecular weight of about IQ and 000 or less, and has an incyanate group (-
It is produced by reacting an acrylate (such as HICA) with a hydroxyl group (-○H) to one having N(30).

In this case, the central part of the molecule has a polyester structure, and inquanate groups are often placed at both ends for acrylation. Specifically, Visco Tona 8 manufactured by Osaka Organic Co., Ltd.
12 can be given.

An example of the urethane acrylate oligomer is one having the following structural formula, which has an average molecular weight of 5300, is solid at room temperature, and has excellent polymerization curability and adhesion to soft contact lenses.

T, D, Eng.

-H, D, OT, DJ, -legal H, ni, mu, -2-hydroquine ethyl acrylate T,
D.-Tolylene diisocyanate I1. D, O
, -1,6 hexanediol A, D, human, -adipic acid As mentioned earlier, urethane acrylate oligomer is a solid substance and cannot be used as it is as a vehicle for printing ink, so it is added with a hydrophilic monomer. By blending, it is possible to adjust the viscosity, act as a solvent for the photopolymerization initiator, improve the curability of the ink, and improve the adhesive strength to soft contact lenses.

In addition, as hydrophilic monomers, acrylate monomers such as 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, diethylene glycol monoacrylate, triethylene glycol monoacrylate,
Examples include vinyl monomers such as N-vinylpyrrolidone, acrylamide, dimethylacrylamide, and N-methylolacrylamide.

One or more of these hydrophilic monomers are used to adjust the viscosity of the ink, and the proportion used is 7 to 70 parts by weight of the urethane acrylate oligomer.
It is used in a proportion of 0 to 30 parts by weight, preferably 60 to 40 parts by weight based on 40 to 60 parts by weight of the urethane acrylate oligomer. When a hydrophilic monomer is used on a 70 weight plate, the viscosity of the ink is too low, and when it is used below 30% by weight, the viscosity of the ink is too high, resulting in poor transferability.

Any pigment can be used in the present invention, but organic pigments such as isoindolinone yellow, phthalocyanine blue, phthalocyanine/green/, inksin yellow, Regi red, Brilliant Carmino 6B, and Permanent Red 2B can be used. You can use your favorite color from among them.

In addition, UV ink such as F'LA8HDR is used instead of pigment.
Y IFDB Indigo 2 (manufactured by Toyo Ink ■) may also be used.

The blending ratio of the pigment is 1 part photopolymerizable component (urethane acrylate oligomer + a water i monomer).

The amount by weight is preferably 1 to 5 parts by weight, and when U4 ink is used, it is preferably 5 to 15 parts by weight.

Pigment and [7 Fink may be used together.

As the photopolymerization initiator, any of benzoin type, acetophenone type, benzyl type, benzophenone type, etc. may be used. Examples include benzoin, benzoin methyl ether, benzoin isoflovir ether, benzoin isobutyl ether, 2,2-jethoxyacetophenone,
Examples include p-tart-butyltrichloroacetophenone, benzyl, perzyl dimethyl ketal, benzyl-(0-ethoxycarbonyl)-α-monoxime, and beysiphenone.

Further, as a photosensitizer, it is preferable to use 4,4'-bis(diethylamino)benzophenone, 2-diethylaminoethyl methacrylate, p-dimethylaminoacetophenone, etc. together with a photopolymerization initiator.

The proportion of the photopolymerization initiator is 5 to 15 parts by weight per 100 parts by weight of the photopolymerizable component, and preferably 8 to 12 parts by weight, and the photosensitizer is 1 to 12 parts by weight per 100 parts by weight of the photopolymerizable component. It is sufficient to mix 3 parts by weight.

In addition to the above components, for the purpose of adjusting the viscosity or curability of the ink, nonylphenoxy polyethylene glycol acrylate (Aloex M-111, manufactured by Toagosei ■) or 2-hydroxy-3-phenoxycpropyl acrylate ( Aronix M-5700% manufactured by Toagosei ■), nonylphenoxy polypropylene glycol acrylate (Aroex M-117 (manufactured by Toagosei ■)
A diluent such as 2-(3-carboxypropionyloxy)ethyl acrylate (Aroex M-5500 (manufactured by Toagosei) or succinic acid mono-2-hydroxyethyl acrylate is added to a hydrophilic top layer at 50% by weight). Example of the present invention will now be described below.

Examples 1 to 4 The inks shown in the following table were prepared and printed on a dry soft contact lens (trade name: Menicon Soft, manufactured by Toyo Contact Lenses) using normal tacho printing, followed by aV irradiation for 9 minutes. Then, the following tests were conducted regarding the properties of i-King.

For comparison, marking was performed in the same manner using blue aV ink, and the properties thereof were also tested.

(1) Marking Properties Test The marked soft contact lenses were immersed in physiological saline to sufficiently swell, and then the properties of the i-marking portion were observed using a projector.

(2) Durability test A soft contact lens with markings was immersed in physiological saline, boiled for 2 hours continuously three times, and then the properties of the marked portion were observed using a projector.

The results are shown in the table below.

Note 1) Distortion was observed in a part of the marking part of the lens.

, Note 2) Distortion occurred in a part of the marking part of the lens, and some peeling of the marking was observed.

Note that the numbers in the table indicate parts by weight.

From the results of the marking property test and durability test shown in the table above, it can be seen that the ink of the present invention is superior to ordinary UV inks in followability and adhesion to soft contact lenses.

In other words, soft contact lenses have the property that the lenses themselves absorb water and swell, and if the markings are applied in a dry state and then absorb water and reach a saturated swelling state, the area of the lens expands (lens If the size of the lens is large and the markings are not able to follow the swelling of the lens, the markings on the lens may become distorted, and the markings and letters may crack, creating an unfavorable condition. The ink vehicle of the present invention has sufficient followability even when the lens is swollen after curing, and has good adhesion.
There are no cases where the markings on the lens are distorted or peeled off.

Claims (1)

[Claims] 1. A photopolymerizable component consisting of 30 to 70 parts by weight of urethane acrylate oligomer and 70 to 30 parts by weight of hydrophilic monomer, a pigment or UV ink, a photoinitiator, and optionally a diluent and/or An ink for marking soft contact lenses containing a photosensitizer. 2. The ink for marking soft contact lenses according to claim 1, wherein the photopolymerizable component comprises 40 to 60 parts by weight of a urethane acrylate oligomer and 60 to 40 parts by weight of a hydrophilic monomer. 3. The ink for marking soft contact lenses according to claim 1 or 2, which contains 1 to 5 parts by weight of a pigment per 100 parts by weight of the photopolymerizable component. 4. Claims 1 and 2 in which 5 to 15 parts by weight of UV ink is blended with 100 parts by weight of the photopolymerizable component.
Ink for marking soft contact lenses according to item 1 or 3. 5. The ink for marking soft contact lenses according to any one of claims 1 to 4, which contains 5 to 15 parts by weight of a photopolymerization initiator per 100 parts by weight of the photopolymerizable component. . 6. The ink for marking soft contact lenses according to claim 5, which further contains 1 to 3 parts by weight of a photosensitizer per 100 parts by weight of the photopolymerizable component. 7. The ink for marking soft contact lenses according to any one of claims 1 to 6, which contains a diluent in an amount of 50% by weight or less based on the amount of the hydrophilic monomer.