Contact lens capable of visually monitoring water content as well as preparation method and application of contact lens

The contact lens with photonic crystal films addresses the inconvenience of conventional water content detection by providing real-time monitoring through color changes, ensuring comfort and safety while maintaining optical properties.

CN119192464APending Publication Date: 2024-12-27JINLING INST OF TECH
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Patent Information

Application Number
CN202411263084.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-09-10
Publication Date
2024-12-27

AI Technical Summary

Technical Problem

Conventional methods for detecting the water content of contact lenses require removal for testing, which is inconvenient and does not allow for real-time monitoring, potentially leading to wearing discomfort due to lack of water during use.

Method used

A contact lens with integrated photonic crystal films that monitor water content in real-time by changing color based on water content changes, prepared by dispersing silica particles, mixing monomers and initiators, and polymerizing the mixture on the photonic crystal film.

Benefits of technology

Enables real-time monitoring of water content without additional instruments or harmful chemicals, maintaining good light transmittance and optical properties, with the contact lenses meeting water content requirements and being reusable.

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Abstract

The invention discloses a contact lens capable of visually monitoring water content and a preparation method and application thereof, and belongs to the technical field of contact lenses. The method comprises the following steps: step 1, preparing an anisotropic photonic crystal film by adopting silicon dioxide particles; and 2, uniformly mixing a contact lens monomer, a cross-linking agent and an initiator, spreading the mixture on the photonic crystal film, polymerizing, and cutting to obtain the contact lens. A real-time monitoring unit is introduced on the basis of a traditional contact lens, the real-time monitoring unit is designed on the basis of photonic crystals, changes of the water content in the contact lens are monitored through changes of colors, and the contact lens can be repeatedly used and has the advantages of being simple, real-time, safe and the like.
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Description

Technical Field

[0001] The present invention belongs to the technical field of contact lenses, and relates to an intelligent contact lens, and in particular to a contact lens with visualized water content monitoring, a preparation method, and an application thereof. Background Art

[0002] From the Italian Leonardo da Vinci's idea of ​​using contact lenses to change human vision to the launch of the 30-day long-wear disposable Pure Vison by an American company, contact lenses have gone through nearly 500 years of development, which can be divided into three stages. The first stage is the stage of concept formation: in 1508, Leonardo da Vinci wrote in a manual that the refractive power of the eye changes when the head is put into a container of water, and he accidentally discovered the basic principle of corneal contact lenses. The second stage is the stage of concept realization. In 1937, Moren and O'Brien made the first iris contact lens with PMMA material, preparing a real contact lens. However, problems such as the hardness and oxygen permeability of the material caused some eye diseases, which also restricted its development. The third stage is the stage of vigorous development. Starting from 1960, Czech scientist Wichterle prepared hydrogels with methyl methacrylate (HEMA) to provide materials for large-scale industrial production of contact lenses. After a period of research, he successfully prepared the world's first pair of soft contact lenses in 1971.

[0003] While contact lenses can achieve their beauty and therapeutic functions, they also have certain problems. For example, during the wearing process, lack of water will affect the wearing comfort and even cause dry eyes. Therefore, it is very important to detect the water content of the contact lens surface in contact with the cornea. Conventional detection methods require the contact lenses to be removed for testing, which brings inconvenience to the wearer and cannot achieve "real-time monitoring" to prevent the occurrence of wearing discomfort. Summary of the invention

[0004] The present invention provides a contact lens with visualized water content monitoring, a preparation method and an application thereof, so as to overcome the defects of the prior art.

[0005] To achieve the above object, the present invention adopts the following technical solutions:

[0006] A method for preparing a contact lens with visual water content monitoring comprises the following steps: step 1, preparing anisotropic photonic crystal films using silicon dioxide particles; step 2, uniformly mixing contact lens monomers, crosslinking agents and initiators, spreading them on the photonic crystal film, and cutting them after polymerization to obtain the contact lens.

[0007] To optimize the above technical solutions, the specific measures taken also include:

[0008] Furthermore, in step 1, the specific method for preparing the photonic crystal film is: dispersing the silicon dioxide particles in a solvent, ultrasonically crushing them in an ice water bath, and then ultrasonically dispersing them, and then pouring them into a mold and letting them stand until the solvent is completely evaporated to obtain the photonic crystal film.

[0009] Furthermore, in step 1, the particle size of the silica particles is 50 to 500 nm, preferably 100 to 300 nm, and optimally 180 to 220 nm; the solvent is anhydrous ethanol, anhydrous methanol, deionized water or tetrahydrofuran, preferably anhydrous ethanol or anhydrous methanol, and optimally anhydrous ethanol; the concentration of the silica particles dispersed in the solvent is 0.1 to 10 mg / mL, preferably 1 to 10 mg / mL, and optimally 4 to 5 mg / mL.

[0010] Furthermore, in step one, ultrasonic crushing is performed using a cell crusher with a power of 900 W for 10 s to 3 min, preferably 30 s to 2 min, and optimally 1 min; ultrasonic dispersion is performed using an ultrasonic cleaning machine for 5 min; the material of the mold is polytetrafluoroethylene with a thickness of 10 μm to 1 mm, preferably 50 to 500 μm, and optimally 100 to 200 μm; and the standing process is performed in a closed space with a stable air flow rate at 25°C.

[0011] Further, in step 2, the contact lens monomer is one or more of hydroxyethyl methacrylate (HEMA), N-vinyl pyrrolidone (NVP), acrylamide, methacrylic acid, sulfobetaine methacrylate (SBMA), 3-acrylamidophenylboronic acid (AAPBA), preferably one or more of hydroxyethyl methacrylate (HEMA), N-vinyl pyrrolidone (NVP), sulfobetaine methacrylate (SBMA), and the most preferred is hydroxyethyl methacrylate (HEMA). ; The cross-linking agent is N,N-methylenebisacrylamide (MBA); the molar ratio of the contact lens monomer to the cross-linking agent is 20 to 500:1, preferably 50 to 200:1, and optimally 80 to 120:1; the initiator includes tetramethylethylenediamine (TEMED) and ammonium persulfate (APS); the molar ratio of tetramethylethylenediamine to ammonium persulfate is 1:1; the molar ratio of the contact lens monomer to the initiator is 500 to 10000:1, preferably 1000 to 5000:1, and optimally 2000 to 3000:1.

[0012] Furthermore, in step 2, the specific method of mixing the contact lens monomer, the crosslinking agent and the initiator is: mixing the contact lens monomer with the crosslinking agent, then mixing the monomer crosslinking agent mixture with water, adding the initiator after the contact lens monomer is completely dissolved, and then placing the mixed solution on a vortex instrument to mix evenly; when the monomer crosslinking agent mixture is mixed with water, the molar concentration (the total molar concentration of the contact lens monomer and the crosslinking agent) is 1 to 5M, preferably 2 to 4M, and optimally 3M.

[0013] Furthermore, in step 2, the specific method of spreading the mixed liquid of contact lens monomer, crosslinking agent and initiator on the photonic crystal film is: using a dropper to suck the mixed liquid and slowly dripping it on the mold with the photonic crystal film, so that the mixed liquid is evenly spread on the photonic crystal film; in order to ensure that there are no bubbles between the mixed liquid and the photonic crystal film, slowly cover the slide at an angle of 45°, and remove any bubbles that may exist through appropriate operations.

[0014] Furthermore, in step 2, the specific method of polymerization is: polymerizing in a vacuum drying oven at 50° C. for 2 hours.

[0015] The present invention also provides a contact lens with visualized water content monitoring obtained by the above preparation method.

[0016] The present invention also provides the use of the contact lens in monitoring the water content of the contact lens.

[0017] The beneficial effects of the present invention are as follows: the present invention introduces a real-time monitoring unit on the basis of traditional contact lenses. The real-time monitoring unit is based on the design of photonic crystals, monitors the change of water content in the contact lenses through the change of color, and can be reused many times. Specifically, when the water content of the contact lenses decreases, the gap of the photonic crystals decreases, which leads to the blue shift of the diffraction wavelength and the change of color, thereby realizing the function of real-time monitoring of water content. The present invention fixes the photonic crystals in the contact lenses, and while realizing real-time monitoring of its water content, it has good light transmittance, does not affect any optical properties of the contact lenses, and the water content of the manufactured contact lenses meets the relevant requirements. Compared with other water content monitoring methods, the monitoring of the present invention does not require any instruments, does not introduce any harmful chemicals, and has the advantages of simplicity, real-time, and safety. BRIEF DESCRIPTION OF THE DRAWINGS

[0018] Figure 1 are photos of the contact lens of Example 1 before (a) and after (b) drying;

[0019] Figure 2 This is a photograph of the contact lens of Example 1 being repeatedly dried and swelled for cyclic use. DETAILED DESCRIPTION

[0020] The present invention is further described below in conjunction with specific embodiments.

[0021] Example 1

[0022] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0023] Step 1: Disperse monodisperse silica particles with a particle size of 200 nm into anhydrous ethanol at a concentration of 5 mg / mL. After dispersion, place the solution in an ice-water bath for ultrasonic crushing for 1 min (cell crusher, power 900w), and then place it in an ultrasonic cleaner for ultrasonication for 5 min to make it evenly dispersed. Pour the silica particle dispersion into a 200 μm thick long polytetrafluoroethylene mold and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely volatilized to obtain a photonic crystal film.

[0024] Step 2: Mix hydroxyethyl methacrylate (HEMA) and crosslinker (N,N-methylenebisacrylamide (MBA)) at a molar ratio of 100:1, and then mix with water to a concentration of 3M. After HEMA is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.05% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly. Use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2h to finally form a composite hydrogel, which is cut and processed to obtain a contact lens.

[0025] Example 2

[0026] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0027] Step 1: Disperse monodisperse silica particles with a particle size of 180 nm into anhydrous ethanol at a concentration of 3 mg / mL. After dispersion, place the solution in an ice water bath for ultrasonic crushing for 2 minutes (cell crusher, power 900w), and then place it in an ultrasonic cleaning machine for ultrasonication for 5 minutes to make it evenly dispersed. Pour the silica particle dispersion into a 100 μm thick long polytetrafluoroethylene mold and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely evaporated to obtain a photonic crystal film.

[0028] Step 2: Mix hydroxyethyl methacrylate (HEMA) and crosslinker (N,N-methylenebisacrylamide (MBA)) at a molar ratio of 100:1, and then mix with water to a concentration of 3M. After HEMA is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.05% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly. Use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2h to finally form a composite hydrogel, which is cut and processed to obtain a contact lens.

[0029] Example 3

[0030] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0031] Step 1: Disperse monodisperse silica particles with a particle size of 300 nm into anhydrous ethanol at a concentration of 5 mg / mL. After dispersion, place the solution in an ice water bath for ultrasonic crushing for 30 seconds (cell crusher, power 900w), and then place it in an ultrasonic cleaning machine for ultrasonication for 5 minutes to make it evenly dispersed. Pour the silica particle dispersion into a long strip of polytetrafluoroethylene mold with a thickness of 500 μm and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely volatilized to obtain a photonic crystal film.

[0032] Step 2: Mix hydroxyethyl methacrylate (HEMA) and crosslinker (N,N-methylenebisacrylamide (MBA)) at a molar ratio of 100:1, and then mix with water to a concentration of 3M. After HEMA is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.05% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly. Use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2h to finally form a composite hydrogel, which is cut and processed to obtain a contact lens.

[0033] Example 4

[0034] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0035] Step 1: Disperse monodisperse silica particles with a particle size of 200 nm into anhydrous ethanol at a concentration of 5 mg / mL. After dispersion, place the solution in an ice water bath for ultrasonic crushing for 1 min (cell crusher, power 900w), and then place it in an ultrasonic cleaning machine for ultrasonication for 5 min to make it evenly dispersed. Pour the silica particle dispersion into a 200 μm thick long strip polytetrafluoroethylene mold and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely volatilized to obtain a photonic crystal film.

[0036] Step 2: Mix hydroxyethyl methacrylate (HEMA) and N-vinyl pyrrolidone (NVP) monomers (molar ratio of 7.4:2), then mix with crosslinker (N,N-methylene-bisacrylamide (MBA)) at a molar ratio of 100:1, and then mix with water to a concentration of 5M. After the monomer is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.05% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly, use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film, so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered on it at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2h to finally form a composite hydrogel, which is cut and processed to obtain a contact lens.

[0037] Example 5

[0038] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0039] Step 1: Disperse monodisperse silica particles with a particle size of 200 nm into anhydrous ethanol at a concentration of 5 mg / mL. After dispersion, place the solution in an ice water bath for ultrasonic crushing for 1 min (cell crusher, power 900w), and then place it in an ultrasonic cleaning machine for ultrasonication for 5 min to make it evenly dispersed. Pour the silica particle dispersion into a 200 μm thick long strip polytetrafluoroethylene mold and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely volatilized to obtain a photonic crystal film.

[0040] Step 2: Mix hydroxyethyl methacrylate (HEMA) and crosslinker (N,N-methylene-bisacrylamide (MBA)) at a molar ratio of 80:1, and then mix with water to a concentration of 4M. After HEMA is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.01% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly. Use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2h to finally form a composite hydrogel, which is then cut and processed to obtain a contact lens.

[0041] Example 6

[0042] This embodiment provides a contact lens with visual water content monitoring, and the preparation method thereof comprises the following steps:

[0043] Step 1: Disperse monodisperse silica particles with a particle size of 200 nm into anhydrous ethanol at a concentration of 5 mg / mL. After dispersion, place the solution in an ice water bath for ultrasonic crushing for 1 min (cell crusher, power 900w), and then place it in an ultrasonic cleaning machine for ultrasonication for 5 min to make it evenly dispersed. Pour the silica particle dispersion into a 200 μm thick long strip polytetrafluoroethylene mold and place it in a closed space with a stable air flow rate at 25°C until the solvent is completely volatilized to obtain a photonic crystal film.

[0044] Step 2: Mix sulfobetaine methacrylate (SBMA) and a crosslinker (N,N-methylenebisacrylamide (MBA)) at a molar ratio of 200:1, and then mix with water to a concentration of 2M. After SBMA is completely dissolved, add initiator tetramethylethylenediamine (TEMED) and ammonium persulfate (APS) at 0.1% of the monomer molar number. Place the mixed solution on a vortex instrument and mix evenly. Use a dropper to draw an appropriate amount of the mixed solution and slowly drip it on the mold with the photonic crystal film so that the mixed solution is evenly spread on the photonic crystal film. In order to ensure that there are no bubbles between the mixed solution and the photonic crystal layer, a glass slide is slowly covered on it at an angle of 45°, and any bubbles that may exist are removed by appropriate operations. After completing the above steps, the glass slide assembly is placed in a vacuum drying oven and polymerized at 50°C for 2 hours to finally form a composite hydrogel, which is then cut and processed to obtain a contact lens.

[0045] Detect the water content of the contact lenses prepared in each embodiment: measure the change in water content by the change in weight. Specifically, first weigh the purified and dried contact lenses, record it as w0; then weigh the contact lenses after absorbing water, record it as w1; the water content is calculated as follows:

[0046]

[0047] Finally, it was measured that the water content of the contact lenses prepared in Examples 1 to 6 was between 44% and 60%, which met the requirements for the water content of contact lenses. The water content of Examples 1 to 5 was between 44% and 50%, and the water content of Example 6 was between 55% and 60%.

[0048] The light transmittance of the contact lenses prepared in various embodiments was tested: the UV-visible spectrum showed that the transmittance at wavelengths above 400 nm was greater than 90%, indicating that the contact lenses prepared in the present invention all had good light transmittance.

[0049] The contact lens provided by the present invention has a water content indication function, that is, the contact lens itself can be used for real-time monitoring of the water content of the contact lens. Figure 1 As shown, the contact lens prepared in Example 1 is pink when the water content is high and yellow when the water content is low, and can be used repeatedly. During the 50 cycles of use, the color is only related to the water content, as shown in FIG. Figure 2 The contact lenses prepared in Examples 2 to 5 also have similar color change characteristics.

[0050] In the present invention, unless otherwise specified, the scientific and technical terms used herein have the meanings commonly understood by those skilled in the art. In addition, the reagents, materials and operating procedures used herein are reagents, materials and conventional procedures widely used in the corresponding fields.

[0051] Finally, it should be noted that the above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art can still modify the technical solutions described in the aforementioned embodiments or replace some of the technical features therein by equivalents. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention shall be included in the protection scope of the present invention.

Claims

1. A method for preparing a contact lens with visual water content monitoring, characterized in that: The following steps are involved: Step 1: using silicon dioxide particles to prepare anisotropic photonic crystal films; Step 2: Evenly mix the contact lens monomer, the crosslinking agent and the initiator, spread them on the photonic crystal film, and cut them after polymerization to obtain the contact lens.

2. The method for preparing contact lenses with visual water content monitoring according to claim 1, characterized in that: In step 1, the specific method for preparing the photonic crystal film is: dispersing the silicon dioxide particles in a solvent, ultrasonically crushing them in an ice water bath, and then ultrasonically dispersing them, and then pouring them into a mold and letting them stand until the solvent is completely evaporated to obtain the photonic crystal film.

3. The method for preparing contact lenses with visual water content monitoring according to claim 2, characterized in that: In step 1, the particle size of the silicon dioxide particles is 50 to 500 nm; The solvent is anhydrous ethanol, anhydrous methanol, deionized water or tetrahydrofuran; The concentration of the silica particles dispersed in the solvent is 0.1 to 10 mg / mL.

4. The method for preparing contact lenses with visual water content monitoring according to claim 2, characterized in that: In step 1, ultrasonic disruption is performed using a cell disruptor for 10 seconds to 3 minutes; Ultrasonic dispersion was performed using an ultrasonic cleaning machine for 5 min; The material of the mold is polytetrafluoroethylene, with a thickness of 10μm to 1mm; The static process is carried out in a closed space at 25°C with a stable air flow rate.

5. The method for preparing contact lenses with visual water content monitoring according to claim 1, characterized in that: In step 2, the contact lens monomer is one or more of hydroxyethyl methacrylate, N-vinyl pyrrolidone, acrylamide, methacrylic acid, sulfobetaine methacrylate, and 3-acrylamidophenylboronic acid; The cross-linking agent is N,N-methylene-bisacrylamide; The molar ratio of the contact lens monomer to the crosslinking agent is 20 to 500:1; The initiator includes tetramethylethylenediamine and ammonium persulfate; the molar ratio of tetramethylethylenediamine to ammonium persulfate is 1:1; The molar ratio of the contact lens monomer to the initiator is 500 to 10000:

1.

6. The method for preparing contact lenses with visual water content monitoring according to claim 1, characterized in that: In step 2, the specific method of mixing the contact lens monomer, the crosslinking agent and the initiator is: mixing the contact lens monomer with the crosslinking agent, then mixing the monomer crosslinking agent mixture with water, adding the initiator after the contact lens monomer is completely dissolved, and then placing the mixture on a vortex instrument to mix evenly; When the monomer cross-linking agent mixture is mixed with water, the molar concentration is 1 to 5M.

7. The method for preparing contact lenses with visual water content monitoring according to claim 1, characterized in that: In step 2, the specific method of spreading the mixed solution of contact lens monomer, crosslinking agent and initiator on the photonic crystal film is: using a dropper to suck the mixed solution and slowly dripping it on the mold with the photonic crystal film, so that the mixed solution is evenly spread on the photonic crystal film; slowly covering it with a glass slide at an angle of 45°.

8. The method for preparing contact lenses with visual water content monitoring according to claim 1, characterized in that: In step 2, the specific method of polymerization is: polymerizing in a vacuum drying oven at 50° C. for 2 h.

9. A contact lens with visual water content monitoring obtained by the preparation method according to any one of claims 1 to 8.

10. Use of the contact lens as claimed in claim 9 in monitoring the water content of a contact lens.