TWI810043B - Dyeing method of functional contact lenses - Google Patents

Dyeing method of functional contact lenses Download PDF

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TWI810043B
TWI810043B TW111132548A TW111132548A TWI810043B TW I810043 B TWI810043 B TW I810043B TW 111132548 A TW111132548 A TW 111132548A TW 111132548 A TW111132548 A TW 111132548A TW I810043 B TWI810043 B TW I810043B
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lens body
dyeing
contact lenses
functional contact
lens
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TW111132548A
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TW202409661A (en
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林文卿
李靜芳
陳季晴
林曉君
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望隼科技股份有限公司
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/38General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5264Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5285Polyurethanes; Polyurea; Polyguanides
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02After-treatment
    • GPHYSICS
    • G02OPTICS
    • G02CSPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00Optical parts
    • G02C7/02Lenses; Lens systems ; Methods of designing lenses
    • G02C7/04Contact lenses for the eyes

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Ophthalmology & Optometry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Eyeglasses (AREA)
  • Coloring (AREA)
  • Surface Treatment Of Optical Elements (AREA)

Abstract

A dyeing method of functional contact lenses, including the following steps: providing a dry lens body, including hydrogel with 0-90% water content, silicone hydrogel with 0-90% water content, or a combination thereof. Preparing amphoteric polymethyl ether prepolymer and combine it with hydrophilic monomer to form a masking ring material. The masking ring material is attached to an inner surface of the dry lens body to form a masking ring layer. Dropping a colorant onto the inner surface, the masking ring layer surrounds the colorant. The colorant is heated and fixed after being irradiated with ultraviolet light to form a colored layer on the inner surface. Putting the dry lens body into water to hydrate, and removing the masking ring layer to obtain a wet lens body.

Description

功能性隱形眼鏡的染色方法 Dyeing method of functional contact lens

本發明是有關一種隱形眼鏡的染色方法,尤其是一種功能性隱形眼鏡的精確染色方法。 The invention relates to a dyeing method for contact lenses, in particular to a precise dyeing method for functional contact lenses.

隱形眼鏡自1950年初發明後,經商品化至今已有60年之久,最初之隱形眼鏡係採用硬材(如:PMMA(Poly(methyl methacrylate),聚甲基丙烯酸甲酯))所製成,由於其材質較硬,加上其本體之透氧能力與親水性均不佳,致使該隱形眼鏡可配戴之時間較短,且會產生有明顯之異物不適感。於70年代中的軟式隱形眼鏡之發明,可謂一進步之改革,其是以一種HEMA(2-Hydroxylethyl methacrylate,2-甲基丙烯酸羥乙酯)為主之水凝膠材質所製成。由於該材質吸水性高,水化後形成軟式、高含水性之特性,大幅的增進了配戴之舒適性,但其透氧力仍低,每日僅能配戴8至12小時,久戴後常有發生角膜缺氧性水腫及新生血管增生之病變。台灣地小人稠,生活空間相對狹小,再加上繁重的升學壓力,使得視力異常人口急速增加,視力異常雖可經由佩戴眼鏡矯正視力,但配戴眼鏡常造成日常生活的不便,因此民眾常會利用隱形眼鏡進行視力矯正。隱形眼鏡是直接配戴在角膜及眼睛鄰近邊緣區或鞏膜區,用來矯正視力或作為角膜塑形的器材;產品的發展也逐漸從最早的玻璃及PMMA等硬式材質,到親水性的 HEMA材質,而未來的發展趨勢則朝向可久戴的矽水膠(Silicon Hydrogel)材質。 Contact lenses have been commercialized for 60 years since they were invented in early 1950. The initial contact lenses were made of hard materials (such as: PMMA (Poly(methyl methacrylate), polymethyl methacrylate)). Due to the hard material and the poor oxygen permeability and hydrophilicity of the contact lens, the wearable time of the contact lens is relatively short, and there will be obvious foreign body discomfort. The invention of soft contact lenses in the mid-1970s can be described as a progressive reform, which is made of a hydrogel material based on HEMA (2-Hydroxylethyl methacrylate, 2-hydroxyethyl methacrylate). Due to the high water absorption of this material, after hydration, it becomes soft and highly water-containing, which greatly improves the wearing comfort. However, its oxygen permeability is still low, and it can only be worn for 8 to 12 hours a day. Later, corneal hypoxic edema and neovascularization often occur. Taiwan is densely populated and the living space is relatively small. Coupled with the heavy pressure to go to school, the population with abnormal vision is increasing rapidly. Although vision abnormality can be corrected by wearing glasses, wearing glasses often causes inconvenience in daily life. Therefore, people often Vision correction with contact lenses. Contact lenses are worn directly on the cornea and near the edge of the eye or the sclera area to correct vision or as a device for corneal shaping; product development has gradually changed from the earliest hard materials such as glass and PMMA to hydrophilic ones. HEMA material, and the future development trend is towards the durable Silicon Hydrogel (Silicon Hydrogel) material.

科技發展日新月異,尤其電子產品如LED燈、平板電腦、電視、智慧型手機等3C產品都會釋放出藍光。使用3C產品時,眼睛會直視螢幕所發出的藍光。藍光是可見光中最靠近紫外線光波之能量較強的部分,波長介於380nm~530nm之間,其波長較短會提前在視網膜前聚焦,容易造成散射,因此眼睛需更用力聚焦而無法放鬆,長時間容易導致眼睛視物影像對比及清晰度降低而增加眼睛疲勞。再者,藍光射入眼睛時不會被角膜和水晶體吸收,可穿透角膜與水晶體直射入黃斑部。眼睛若吸收過多藍光,初期會產生刺痛、畏光等症狀,長期將使黃斑部發炎、水腫,可能會在黃斑部中央形成隱結,一旦隱結破裂導致出血,將造成中央視力缺損,無法正眼看清楚事物。因此隨著現代生活的改變以及長時間面對藍光的刺激,過去好發於老年人的黃斑部病變,年齡層有往下降的趨勢。抗藍光已經成為重要之課題。 With the rapid development of science and technology, especially electronic products such as LED lights, tablet computers, TVs, smart phones and other 3C products will emit blue light. When using 3C products, the eyes will look directly at the blue light emitted by the screen. Blue light is the most energy-intensive part of visible light that is closest to ultraviolet light. Its wavelength is between 380nm and 530nm. Its shorter wavelength will focus in front of the retina in advance, which is easy to cause scattering. Therefore, the eyes need to focus harder and cannot relax. Long-term Time tends to reduce the contrast and clarity of the eye's visual image and increase eye fatigue. Furthermore, when blue light enters the eyes, it will not be absorbed by the cornea and lens, but can penetrate the cornea and lens and directly enter the macula. If the eyes absorb too much blue light, symptoms such as tingling and photophobia will occur in the initial stage. In the long run, the macula will become inflamed and edematous, and a hidden knot may form in the center of the macula. Once the hidden knot ruptures and causes bleeding, it will cause central vision loss and cannot See things clearly. Therefore, with the change of modern life and the long-term exposure to blue light stimulation, macular degeneration, which was more common in the elderly in the past, tends to decline in age. Anti-blue light has become an important issue.

坊間所通稱的抗藍光隱形眼鏡有如中華民國專利第M487455號「具有濾藍光及抗UV功能之彩色隱形眼鏡」揭露的一種抗藍光及抗UV之隱形眼鏡,其由上、中間及下層鏡片所組成,且使用該上層鏡片內之濾藍光鍍膜劑來達成減低藍光穿透隱形眼鏡直射眼睛之功效,其中濾藍光鍍膜劑目前尚無合法添加於隱形眼鏡的美國FDA之安全許可範圍,而將有傷害眼睛之疑慮,且除了耗時、耗工及耗成本外無大量生產之效率。 The anti-blue light contact lens commonly known in the market is like the anti-blue light and anti-UV contact lens disclosed in the Republic of China Patent No. M487455 "Colored Contact Lens with Blue Light Filter and Anti-UV Function", which consists of upper, middle and lower lenses. , and use the blue light filter coating agent in the upper lens to achieve the effect of reducing the blue light penetrating contact lenses and direct eyes. Among them, the blue light filter coating agent is currently not legally added to the US FDA safety approval scope of contact lenses, and will cause harm Eyes are worried, and there is no efficiency in mass production except time-consuming, labor-consuming and cost-consuming.

夏天烈日當頭,380~390nm的紫外光,波長短、所攜帶的能量高,眼睛長時間暴露在太陽下可能造成黃斑部病變、白內障、視網膜病變、角膜炎(光害)等傷害。因此,選擇一副合適的運動太陽眼鏡成了夏日運動非常重要的裝備之一。配戴太陽眼鏡的好處是能夠防止陽光過度刺激眼 睛,過濾紫外線及紅外線,避免對視神經造成傷害,且有助於提高視覺對比敏感度、減少反射炫光、增加色彩對比。對於有眼睛畏光、「或是乾眼症、早期白內障、角結膜發炎的患者,戴太陽眼鏡能幫助改善。中華民國專利第I554803號揭露了一種可簡化製程並一貫化生產具抗藍光及抗紫外線的抗藍光隱形眼鏡製法。其係將一種或多種黃色、橘色、紅色、綠色等染料依染料顏色及添加比例作調整、或將藍光吸收劑加入隱形眼鏡水凝膠或矽水膠單體裡,然後進行模鑄成型或旋模成型等製程,待乾片固化成型後將其丟入水化槽裡進行顏色固色與水化萃取完成抗藍光隱形眼鏡成品。但此發明並不適用於高濃度染料,因為如此也阻隔UV-可見光起始反應(波長380~400nm)而無法聚合形成鏡片。 In the hot summer, the ultraviolet light of 380~390nm has a short wavelength and high energy. Prolonged exposure to the sun may cause macular degeneration, cataract, retinopathy, keratitis (light pollution) and other damage. Therefore, choosing a suitable pair of sports sunglasses has become one of the most important equipment for summer sports. The advantage of wearing sunglasses is that they can prevent excessive sunlight from irritating the eyes Eyes, filter ultraviolet and infrared rays, avoid damage to the optic nerve, and help to improve visual contrast sensitivity, reduce reflection glare, and increase color contrast. For patients with photophobia, "or dry eye syndrome, early cataracts, and corneal and conjunctival inflammation, wearing sunglasses can help improve. The Republic of China Patent No. I554803 discloses a method that simplifies the manufacturing process and consistently produces anti-blue light and anti-aging Ultraviolet anti-blue light contact lens preparation method. It is to adjust one or more dyes such as yellow, orange, red, and green according to the color of the dye and the addition ratio, or add a blue light absorber to the contact lens hydrogel or silicon hydrogel monomer Then carry out mold casting or rotary molding and other processes. After the dry film is solidified and formed, throw it into the hydration tank for color fixation and hydration extraction to complete the finished product of anti-blue light contact lenses. But this invention is not applicable to high Concentrated dyes, because this also blocks the UV-visible light initiation reaction (wavelength 380~400nm) and cannot be polymerized to form lenses.

本公司先前發明(中華民國專利第I697707號)因此提出如下染色方法及所製備的隱形眼鏡。運動專用隱形眼鏡採用了獨特的光線過濾技術,可阻擋90%的刺眼藍光以及95%不同波長的紫外線,不僅能有效降低光線的眩目感,同時還具有減輕視物變形程度以及突出顯示運動中關鍵物體(比如飛速運動的球)的功效,讓人們在運動時無論從任何角度都能獲得更清晰明亮的視野。與傳統的框架型運動護目鏡相比,配戴運動專用隱形眼鏡不僅更加舒適方便而且也更安全,人們不必再在運動時擔心因流汗而視物模糊或是由於激烈碰撞而造成眼部的意外傷害。明亮的陽光下比透明鏡片更快地恢復視力。此外,與透明鏡片相比,受試者在明亮的陽光下能夠獲得更好的視覺識別。與透明鏡片相比,鏡片允許受試者在明亮的和陰影下可更快速的聚焦。由上述可知,無論是製作抗藍光或運動太陽隱形眼鏡,染料/吸收劑的適當選用以及染色方法相當重要。 Our company's previous invention (Republic of China Patent No. I697707) therefore proposes the following dyeing method and the prepared contact lens. Sports-specific contact lenses use a unique light filtering technology, which can block 90% of glare blue light and 95% of ultraviolet rays of different wavelengths. It can not only effectively reduce the glare of light, but also reduce the degree of visual distortion and highlight the movement The function of key objects (such as a fast-moving ball) allows people to get a clearer and brighter view from any angle when exercising. Compared with traditional frame-type sports goggles, wearing sports-specific contact lenses is not only more comfortable and convenient but also safer. People no longer have to worry about blurred vision due to sweating or eye damage caused by intense collisions during sports. accidental damage. Restore vision faster in bright sunlight than with clear lenses. In addition, subjects were able to achieve better visual recognition in bright sunlight compared to clear lenses. Lenses allow subjects to focus more quickly in bright and shaded conditions than clear lenses. It can be seen from the above that whether it is making anti-blue light or sports sun contact lenses, the proper selection of dyes/absorbers and the dyeing method are very important.

然而,配戴上運動專用隱形眼鏡後,眼睛的虹膜全部會被經染色處理的深顏色鏡片所覆蓋,眼睛顏色因而改變影響外觀造成部分人士對此 鏡片排斥,但真正發揮功效僅在於整個瞳孔範圍,因此本發明再運用遮蔽環設計可產出光學區(瞳孔區)精確染色鏡片,並且得到快速更便利更穩定之染色製程。 However, after wearing sports-specific contact lenses, the iris of the eye will be completely covered by the dark-colored lens that has been dyed, and the color of the eye will change and affect the appearance. The lens repels, but the real effect is only in the entire pupil range. Therefore, the present invention can produce accurate tinted lenses in the optical zone (pupil zone) by using the shielding ring design, and obtain a faster, more convenient and more stable dyeing process.

本發明提供一種功能性隱形眼鏡的染色方法,可將活性染料固著於鏡片本體的表面部分,有助於提升鏡片外觀的顏色均勻性而不影響使用者佩戴時虹膜所呈現的顏色。並且,本發明的功能性隱形眼鏡的染色方法可精準地控制染色範圍、形狀及染色層之厚度。 The invention provides a dyeing method for functional contact lenses, which can fix reactive dyes on the surface of the lens body, which helps to improve the color uniformity of the lens appearance without affecting the color of the iris when the user wears it. Moreover, the dyeing method of the functional contact lens of the present invention can precisely control the dyeing range, shape and thickness of the dyed layer.

本發明所提供的功能性隱形眼鏡的染色方法包括以下步驟:提供鏡片本體乾片,包括含水量0-90%的水凝膠、含水量0-90%的矽氧烷矽酮水凝膠或其組合。製備雙性聚甲基醚預聚物並與親水性單體組合成遮蔽環材料,將遮蔽環材料附著於鏡片本體乾片的內表面上,以形成遮蔽環層。將染色劑滴至內表面上,遮蔽環層圍繞染色劑,染色劑經紫外光照射後進行加熱固色,以在內表面上形成染色層。置鏡片本體乾片於水中水化,去除遮蔽環層,以獲得鏡片本體濕片。 The dyeing method of the functional contact lens provided by the present invention comprises the following steps: providing a dry sheet of the lens body, including a hydrogel with a water content of 0-90%, a siloxane silicone hydrogel with a water content of 0-90%, or its combination. The amphoteric polymethyl ether prepolymer is prepared and combined with a hydrophilic monomer to form a shielding ring material, and the shielding ring material is attached to the inner surface of the dry sheet of the lens body to form a shielding ring layer. The dyeing agent is dropped onto the inner surface, the masking ring layer surrounds the dyeing agent, and the dyeing agent is heated and fixed after being irradiated with ultraviolet light, so as to form a dyed layer on the inner surface. Put the dry film of the lens body in water to hydrate, remove the shielding ring layer, and obtain the wet film of the lens body.

在本發明的一實施例中,上述之將遮蔽環材料附著於鏡片本體乾片的內表面上,以形成遮蔽環層的方法包括以移印方式及光聚合固化附著於鏡片本體乾片的內表面上。 In one embodiment of the present invention, the above method of attaching the shadow ring material to the inner surface of the lens body dry sheet to form the shadow ring layer includes pad printing and photopolymerization curing to adhere to the inner surface of the lens body dry sheet On the surface.

在本發明的一實施例中,上述之功能性隱形眼鏡的染色方法更包含置鏡片本體濕片於緩衝液,並進行滅菌的步驟。 In an embodiment of the present invention, the above-mentioned method for staining the functional contact lens further includes the step of placing the lens body wet sheet in a buffer solution and sterilizing it.

在本發明的一實施例中,上述之提供鏡片本體乾片的方法包括將含水量0-90%的水凝膠、含水量0-90%的矽氧烷矽酮水凝膠或其組合進行紫外光固化。 In an embodiment of the present invention, the above-mentioned method for providing a dry sheet of the lens body includes performing a hydrogel with a water content of 0-90%, a silicone hydrogel with a water content of 0-90%, or a combination thereof. UV curing.

在本發明的一實施例中,上述之遮蔽環材料的組成包括:約30-70重量百分比的聚甲基醚預聚物,分子量約為7,000~20,000;約30-70重量百分比的親水性單體水凝膠;以及0.1-2重量百分比的紫外光起始劑。 In one embodiment of the present invention, the composition of the above-mentioned shielding ring material includes: about 30-70 weight percent polymethyl ether prepolymer with a molecular weight of about 7,000-20,000; about 30-70 weight percent hydrophilic monomer body hydrogel; and 0.1-2 weight percent ultraviolet light initiator.

在本發明的一實施例中,上述之染色劑包括:0.01-5重量百分比的一或多種染料;約30-45重量百分比的聚甲基醚預聚物,分子量約為7,000~20,000;1-5重量百分比的一或多種鹼性溶液;以及0.1-2重量百分比的紫外光起始劑。 In one embodiment of the present invention, the above-mentioned dyeing agent includes: 0.01-5 weight percent of one or more dyes; about 30-45 weight percent of polymethyl ether prepolymer, molecular weight is about 7,000~20,000; 1- 5% by weight of one or more alkaline solutions; and 0.1-2% by weight of an ultraviolet light initiator.

在本發明的一實施例中,上述之染色劑經紫外光照射後進行加熱固色,以在內表面上形成染色層的方法包括在60-70℃下加熱並持續固色20-60分鐘。 In one embodiment of the present invention, the above-mentioned dyeing agent is irradiated with ultraviolet light and then heated and fixed to form a dyed layer on the inner surface, which includes heating at 60-70° C. and continuing to fix the color for 20-60 minutes.

在本發明的一實施例中,上述之置鏡片本體乾片於水中水化的方法包括將鏡片本體乾片浸泡於60-90℃的水溶液並持續30-60分鐘。 In an embodiment of the present invention, the method for hydrating the dry lens body in water includes immersing the dry lens body in an aqueous solution at 60-90° C. for 30-60 minutes.

在本發明的一實施例中,上述之遮蔽環層與鏡片本體乾片之間未產生交聯反應。 In an embodiment of the present invention, there is no cross-linking reaction between the above-mentioned shielding ring layer and the dry sheet of the lens body.

在本發明的一實施例中,上述之遮蔽環層於內表面上所對應的區域是對應於使用者的眼睛虹膜的區域的一部分,染色層對應於使用者的眼睛瞳孔的光學區。 In an embodiment of the present invention, the area corresponding to the inner surface of the above-mentioned shielding ring layer is a part of the area corresponding to the iris of the user's eye, and the dyed layer corresponds to the optical zone of the pupil of the user's eye.

本發明實施例的功能性隱形眼鏡的染色方法中,藉由將遮蔽環材料附著於鏡片本體乾片的內表面上,以形成遮蔽環層。再將染色劑滴至內表面上,遮蔽環層圍繞染色劑,染色劑加熱固色後形成染色層。最後置鏡片本體乾片於水中水化,去除遮蔽環層,可以藉由遮蔽環層達到精準地控制染色範圍、形狀及染色層之厚度,有助於提升鏡片外觀的顏色均勻性而不影響使用者佩戴時虹膜所呈現的顏色。 In the dyeing method of the functional contact lens according to the embodiment of the present invention, the shadow ring layer is formed by attaching the shadow ring material to the inner surface of the dry sheet of the lens body. Then the dyeing agent is dropped onto the inner surface, the masking ring layer surrounds the dyeing agent, and the dyeing agent is heated and fixed to form a dyed layer. Finally, put the dry film of the lens body in water to hydrate and remove the masking ring layer. Through the masking ring layer, the dyeing range, shape and thickness of the dyed layer can be precisely controlled, which helps to improve the color uniformity of the lens appearance without affecting the use The color of the iris when the wearer wears it.

為讓本發明之上述和其他目的、特徵和優點能更明顯易懂,下文特舉實施例,並配合所附圖式,作詳細說明如下。 In order to make the above and other objects, features and advantages of the present invention more comprehensible, the following specific embodiments are described in detail in conjunction with the accompanying drawings.

S101、S102、S103、S104、S105:步驟 S101, S102, S103, S104, S105: steps

圖1為本發明一實施例的功能性隱形眼鏡的染色方法的流程示意圖。 FIG. 1 is a schematic flow chart of a dyeing method of a functional contact lens according to an embodiment of the present invention.

圖2A及圖2B為本發明一實施例的功能性隱形眼鏡的成品示意圖。 2A and 2B are schematic diagrams of finished functional contact lenses according to an embodiment of the present invention.

圖1為本發明一實施例的功能性隱形眼鏡的染色方法的流程示意圖。請參考圖1,本實施例的功能性隱形眼鏡的染色方法包括以下步驟。步驟S101:提供鏡片本體乾片,包括含水量0-90%的水凝膠、含水量0-90%的矽氧烷矽酮水凝膠或其組合。步驟S102:製備雙性聚甲基醚預聚物並與親水性單體組合成遮蔽環材料,將遮蔽環材料附著於鏡片本體乾片的內表面上,以形成遮蔽環層。步驟S103:將染色劑滴至內表面上,遮蔽環層圍繞染色劑,染色劑經紫外光照射後進行加熱固色,以在內表面上形成染色層。步驟S104:置鏡片本體乾片於水中水化,去除遮蔽環層,以獲得鏡片本體濕片。任選地,可再進行步驟S105:置鏡片本體濕片於緩衝液,並進行滅菌。 FIG. 1 is a schematic flow chart of a dyeing method of a functional contact lens according to an embodiment of the present invention. Please refer to FIG. 1 , the dyeing method of the functional contact lens of the present embodiment includes the following steps. Step S101: Provide a dry sheet of the lens body, including hydrogel with a water content of 0-90%, silicone hydrogel with a water content of 0-90%, or a combination thereof. Step S102: Prepare an amphoteric polymethyl ether prepolymer and combine it with a hydrophilic monomer to form a shielding ring material, and attach the shielding ring material to the inner surface of the dry sheet of the lens body to form a shielding ring layer. Step S103: drop the dyeing agent onto the inner surface, the masking ring layer surrounds the dyeing agent, the dyeing agent is heated and fixed after being irradiated with ultraviolet light, so as to form a dyed layer on the inner surface. Step S104: Hydrate the dry film of the lens body in water, remove the shielding ring layer, and obtain the wet film of the lens body. Optionally, step S105 can be performed again: placing the lens body wet sheet in the buffer solution and sterilizing.

材料的製備 material preparation

聚矽氧烷預聚物的合成 Synthesis of polysiloxane prepolymer

本實施例提供一種雙性含矽預聚物之製備方法,其係以聚二甲基矽氧烷化合物為原料進行異氰酸反應後,再以羥類單體進行封端後所得,其包括有下列步驟:異氰酸反應:係以雙羥型聚二甲基矽氧烷化合物和異 氰酸化合物為原料,再添加稀釋劑下於中溫環境進行反應,以獲得第一生成物;將第一生成物加入親水擴鏈劑(鏈延長劑),依次進行末端羥基化反應、進而擴鏈反應以獲得第二生成物:係將第二生成物和丙烯酸酯類化合物在常溫繼續反應至少12小時以獲得雙性含矽預聚物為第三生成物。其中親水擴鏈劑主要為多元醇系列,其包括乙二醇、丙二醇、1,4-丁二醇、聚乙二醇、聚丙二醇、聚丙二醇二縮水甘油醚等。 This example provides a method for preparing an amphoteric silicon-containing prepolymer, which is obtained by reacting isocyanic acid with polydimethylsiloxane compound as a raw material, and then capping with a hydroxyl monomer, which includes There are the following steps: isocyanic acid reaction: system with bishydroxy polydimethylsiloxane compound and isocyanate The cyanic acid compound is used as the raw material, and the diluent is added to react in a medium temperature environment to obtain the first product; the first product is added to a hydrophilic chain extender (chain extender), and the terminal hydroxylation reaction is carried out in sequence, and then extended. Chain reaction to obtain the second product: continue to react the second product and the acrylate compound at room temperature for at least 12 hours to obtain the amphoteric silicon-containing prepolymer as the third product. Among them, the hydrophilic chain extenders are mainly polyol series, which include ethylene glycol, propylene glycol, 1,4-butanediol, polyethylene glycol, polypropylene glycol, polypropylene glycol diglycidyl ether, and the like.

其詳細實施例為以下說明:取50g含雙末端羥基的二甲基聚矽氧烷(商品名為KF-6001,購買自信越化學工業株式會社),於室溫氮氣條件下,加入10g異氟爾酮二異氰酸酯及0.02g二月桂酸二丁基錫,反應12小時後,再加入30g聚乙二醇(重量平均分子量為600)、100g四氫呋喃及0.02g二月桂酸二丁基錫,再反應24小時,以紅外線吸收光譜確認2250cm-1左右之-NCO特徵峰消失即完成反應。再次於室溫氮氣環境下,加入10g異氟爾酮二異氰酸酯及0.02g二月桂酸二丁基錫,反應24小時後,再加入12g的2-甲基-2-丙烯酸-2,3-二羥基丙酯、0.02g二月桂酸二丁基錫,60℃反應24小時,以紅外線吸收光譜確認2250cm-1左右之-NCO特徵峰消失即完成反應,獲得以二甲基聚矽氧烷為主架構之聚矽氧烷預聚物,其重量平均分子量為11,000~13,000(經GPC鑑定)。 Its detailed example is as follows: take 50g of dimethyl polysiloxane containing double-terminal hydroxyl groups (trade name KF-6001, purchased from Zixinyue Chemical Industry Co., Ltd.), add 10g of isofluorine under nitrogen at room temperature ketone diisocyanate and 0.02g dibutyltin dilaurate, after reacting for 12 hours, add 30g polyethylene glycol (weight average molecular weight is 600), 100g tetrahydrofuran and 0.02g dibutyltin dilaurate, react for 24 hours again, with Infrared absorption spectrum confirms that the -NCO characteristic peak at around 2250 cm-1 disappears and the reaction is completed. Add 10g of isophorone diisocyanate and 0.02g of dibutyltin dilaurate at room temperature under nitrogen again, and after 24 hours of reaction, add 12g of 2-methyl-2-acrylic acid-2,3-dihydroxypropyl Esters, 0.02g of dibutyltin dilaurate, reacted at 60°C for 24 hours, confirmed by infrared absorption spectrum that the -NCO characteristic peak at around 2250cm-1 disappeared and the reaction was completed, and polysiloxane with dimethylpolysiloxane as the main structure was obtained. The oxane prepolymer has a weight average molecular weight of 11,000~13,000 (identified by GPC).

聚甲基醚預聚物合成 Polymethyl ether prepolymer synthesis

本實施例提供一種雙性聚甲基醚預聚物之製備方法,其係以聚四亞甲基醚二醇PTMEG 1000(Polytetramethylene Ether Glycol)為原料進行異氰酸反應後,再以羥類單體進行封端後所得,其包括有下列步驟:異氰酸反應:係以雙羥型聚二甲基矽氧烷化合物和異氰酸化合物為原料,再添加稀釋劑下於中溫環境進行反應,以獲得第一生成物;將第一生成物加入親水擴鏈劑(鏈延長劑),依次進行末端羥基化反應、進而擴鏈反應以獲 得第二生成物:係將第二生成物和丙烯酸酯類化合物在常溫繼續反應至少12小時以獲得雙性聚甲基醚預聚物為第三生成物。其中親水擴鏈劑主要為多元醇系列,其包括乙二醇、丙二醇、1,4-丁二醇、聚乙二醇、聚丙二醇、聚丙二醇二縮水甘油醚等。 This example provides a method for preparing an amphoteric polymethyl ether prepolymer, which uses polytetramethylene ether glycol PTMEG 1000 (Polytetramethylene Ether Glycol) as a raw material for isocyanic acid reaction, and then reacts with hydroxyl mono It is obtained after the body is blocked, which includes the following steps: Isocyanic acid reaction: it uses bishydroxy polydimethylsiloxane compound and isocyanic acid compound as raw materials, and then adds a diluent to carry out the reaction in a medium temperature environment , to obtain the first product; the first product is added to a hydrophilic chain extender (chain extender), followed by terminal hydroxylation reaction, and then chain extension reaction to obtain Obtaining the second product: continue to react the second product and the acrylate compound at room temperature for at least 12 hours to obtain the amphoteric polymethyl ether prepolymer as the third product. Among them, the hydrophilic chain extenders are mainly polyol series, which include ethylene glycol, propylene glycol, 1,4-butanediol, polyethylene glycol, polypropylene glycol, polypropylene glycol diglycidyl ether, and the like.

其詳細實施例為以下說明:取50g聚四亞甲基醚二醇PTMEG 1000(Polytetramethylene Ether Glycol)為原料,於室溫氮氣條件下,加入10g異氟爾酮二異氰酸酯及0.02g二月桂酸二丁基錫,反應24小時後,再加入30g聚乙二醇(重量平均分子量為600)、100g四氫呋喃及0.02g二月桂酸二丁基錫,再反應24小時,以紅外線吸收光譜確認2250cm-1左右之-NCO特徵峰消失即完成反應。再次於室溫氮氣環境下,加入10g異氟爾酮二異氰酸酯及0.02g二月桂酸二丁基錫,反應24小時後,再加入12g的2-甲基-2-丙烯酸-2,3-二羥基丙酯、0.02g二月桂酸二丁基錫,60℃反應24小時,以紅外線吸收光譜確認2250cm-1左右之-NCO特徵峰消失即完成反應,獲得聚甲基醚預聚物,其重量平均分子量為約7,000~20,000(經GPC鑑定)。 The detailed examples are as follows: Take 50g of polytetramethylene ether glycol PTMEG 1000 (Polytetramethylene Ether Glycol) as raw material, add 10g of isophorone diisocyanate and 0.02g of dilauric acid diisocyanate under nitrogen at room temperature Butyltin, after reacting for 24 hours, add 30g of polyethylene glycol (weight average molecular weight: 600), 100g of tetrahydrofuran and 0.02g of dibutyltin dilaurate, react for another 24 hours, and confirm the -NCO of about 2250cm-1 by infrared absorption spectrum The reaction is complete when the characteristic peaks disappear. Add 10g of isophorone diisocyanate and 0.02g of dibutyltin dilaurate at room temperature under nitrogen again, and after 24 hours of reaction, add 12g of 2-methyl-2-acrylic acid-2,3-dihydroxypropyl Esters, 0.02g dibutyltin dilaurate, reacted at 60°C for 24 hours, confirmed by infrared absorption spectrum that the -NCO characteristic peak at about 2250cm-1 disappeared and the reaction was completed, and polymethyl ether prepolymer was obtained. The weight average molecular weight was about 7,000~20,000 (identified by GPC).

在本實施例中,親水性單體例如可以是2-羥基乙基甲基丙烯酸酯(2-hydroxyethyl methacrylate,HEMA);N,N-二甲基丙烯醯胺(N,N-dimethyl acrylamide,DMA)、N,N-二乙基丙烯醯胺(N,N-diethyl acrylamide,DEA)、N-乙烯基吡咯烷酮(N-vinyl pyrrolidone,NVP)、甲基丙烯酸甘油酯(glycerol methacrylate,GMA)、分子量400的聚乙二醇甲基丙烯酸甲醚(polyethylene glycol methacrylate mono methyl ether)或其組合,但不以此為限。 In this embodiment, the hydrophilic monomer can be, for example, 2-hydroxyethyl methacrylate (2-hydroxyethyl methacrylate, HEMA); N, N-dimethyl acrylamide (N, N-dimethyl acrylamide, DMA ), N,N-diethyl acrylamide (N,N-diethyl acrylamide, DEA), N-vinyl pyrrolidone (N-vinyl pyrrolidone, NVP), glycerol methacrylate (GMA), molecular weight 400 polyethylene glycol methacrylate mono methyl ether (polyethylene glycol methacrylate mono methyl ether) or a combination thereof, but not limited thereto.

在本實施例中,紫外光起始劑有利於進行UV光固化,紫外光起始劑的含量可為0.1重量百分比至2重量百分比。紫外光起始劑可為但不限於商品名Ciba®IRGACURE®1173,簡稱I-1173,以及商品名Ciba®IRGACURE®819,簡稱I-819。此外,紫外光起始劑可單獨使用或同 時使用兩種以上(含兩種)。前述親水性共聚物組成物可選擇性地更包含其他添加劑,以滿足實際需求,可使用的添加劑包含但不限於抗UV吸收劑以及流平劑等。 In this embodiment, the ultraviolet light initiator is beneficial to UV light curing, and the content of the ultraviolet light initiator may be 0.1 weight percent to 2 weight percent. The UV initiator can be but not limited to the trade name Ciba®IRGACURE®1173, referred to as I-1173, and the trade name Ciba®IRGACURE®819, referred to as I-819. In addition, the UV initiator can be used alone or together When using two or more (including two). The aforementioned hydrophilic copolymer composition may optionally further include other additives to meet actual needs, and the additives that may be used include but are not limited to anti-UV absorbers and leveling agents.

根據本發明之實施例,上述衍生含矽單體包含聚矽氧烷預聚物佔全部總重量之含量為30~80重量百分比,親水性單體的重複單元佔重量之含量為10~50重量百分比,阻隔紫外光單體為具有苯並三唑(benzotriazole)的單體。根據本發明之實施例,阻隔紫外光單體佔矽水膠組成物總重量之含量為0.1~1.5重量百分比;另外紫外光起始劑占整體重量0.1~2重量百分比。 According to an embodiment of the present invention, the above-mentioned derivatized silicon-containing monomer comprises polysiloxane prepolymer in an amount of 30-80% by weight, and the repeating unit of the hydrophilic monomer is in an amount of 10-50% by weight. Percentage, UV-blocking monomer is a monomer with benzotriazole (benzotriazole). According to an embodiment of the present invention, the UV-blocking monomer accounts for 0.1-1.5% by weight of the total weight of the silicone hydrogel composition; in addition, the UV-light initiator accounts for 0.1-2% by weight of the overall weight.

先加入聚矽氧烷預聚物攪拌0.5小時~1.5小時左右後,可一起加入親水性單體/起始劑與阻隔紫外光單體持續攪拌0.5小時~1.5小時左右後,即可成為本發明之矽水膠組成物。本發明之一態樣,提供一種上述矽水膠鏡片的製造方法。將上述任一實施方式或實施例之矽水膠組成物注入製備鏡片之模具內;對模具內之矽水膠組成物進行紫外光固化處理30~60分鐘,使其進行交聯固化反應,以形成矽水膠鏡片。 First add polysiloxane prepolymer and stir for about 0.5 hours to 1.5 hours, then add hydrophilic monomer/initiator and UV-blocking monomer together and continue stirring for about 0.5 hours to 1.5 hours, then it can become the present invention Silicone hydrogel composition. An aspect of the present invention provides a method for manufacturing the aforementioned silicone hydrogel lens. Inject the silicone hydrogel composition of any of the above-mentioned embodiments or examples into the mold for preparing the lens; perform ultraviolet curing on the silicone hydrogel composition in the mold for 30 to 60 minutes to allow it to undergo a cross-linking and curing reaction to Silicone hydrogel lenses are formed.

水凝膠材料製備可一起加入親水性單體/起始劑與阻隔紫外光單體持續攪拌0.5小時~1.5小時左右後,其中親水性單體的重複單元佔重量之含量為95~99重量百分比,阻隔紫外光單體為具有苯並三唑(benzotriazole)的單體。根據本發明之實施例,阻隔紫外光單體佔矽水膠組成物總重量之含量為0.1~1.5重量百分比;另外紫外光起始劑占整體重量0.1~2重量百分比。即可成為本發明之水凝膠組成物。 Hydrogel material preparation can be added together with hydrophilic monomers/initiators and UV-blocking monomers and continue to stir for about 0.5 to 1.5 hours, wherein the repeating units of hydrophilic monomers account for 95 to 99 weight percent , the UV-blocking monomer is a monomer with benzotriazole (benzotriazole). According to an embodiment of the present invention, the UV-blocking monomer accounts for 0.1-1.5% by weight of the total weight of the silicone hydrogel composition; in addition, the UV-light initiator accounts for 0.1-2% by weight of the overall weight. It can become the hydrogel composition of the present invention.

水凝膠的鏡片本體乾片製備 Hydrogel Lens Body Dry Sheet Preparation

本發明之一態樣,提供一種上述水凝膠的鏡片的製造方法。將上述任一實施方式水凝膠注入製備鏡片之模具內;對模具內之水凝膠組成物進行紫外光固化處理30~60分鐘,使其進行交聯固化反應,以形成鏡片本體 乾片。水膠或謂水凝膠,可包括任何習知的水膠成份例如:甲基丙烯酸羥乙酯(HEMA),甲基丙烯酸羥基丙酯(Hydroxy propyl methacrylate(HPMA))、甲基丙烯酸甲酯(壓克力單體)(Methyl methacrylate,MMA)、甲基丙烯酸甘油酯(Glyceryl methacrylate,GMA)、N-乙烯基咯烷酮(N-vinyl pyrrolidone,NVP)、N,N’-二甲基苯胺(N,N’-dimethylacrylamide,DMA)、N,N’-二乙基丙烯醯胺(N,N’-diethylacrylamide)、N-異丙烯醯胺(N-isopropylacrlamide)、2-羥乙基丙烯酸(2-hydroxyethyl acrylate)、乙酸乙烯(vinyl acetate)、N-丙烯醯基嗎啉(N-acryloymorpholine)、2-二甲基氨乙基丙烯酸(2-dimethlaminoethyl acrylate),或選自其之組合,但不以此為限。 One aspect of the present invention provides a method for manufacturing the above-mentioned hydrogel lens. Inject the hydrogel of any of the above-mentioned embodiments into the mold for preparing the lens; perform UV curing on the hydrogel composition in the mold for 30-60 minutes to allow it to undergo a cross-linking and curing reaction to form the lens body Dry flakes. Hydrogel or so-called hydrogel can include any conventional hydrogel ingredients such as: hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (Hydroxy propyl methacrylate (HPMA)), methyl methacrylate ( Acrylic monomer) (Methyl methacrylate, MMA), glyceryl methacrylate (Glyceryl methacrylate, GMA), N-vinyl pyrrolidone (N-vinyl pyrrolidone, NVP), N,N'-dimethylaniline (N,N'-dimethylacrylamide, DMA), N,N'-diethylacrylamide (N,N'-diethylacrylamide), N-isopropylacrylamide (N-isopropylacrlamide), 2-hydroxyethylacrylic acid ( 2-hydroxyethyl acrylate), vinyl acetate (vinyl acetate), N-acryloyl morpholine (N-acryloymorpholine), 2-dimethylaminoethyl acrylate (2-dimethylaminoethyl acrylate), or a combination thereof, but This is not the limit.

遮蔽環材料及運用 Shading ring material and application

本實施例的遮蔽環層包括一種用於對鏡片本體乾片的內表面以移印法附著特殊設計之遮蔽環材料,「遮蔽環層」意即類似一層同心環設計,保留中間的空心之區域待後續染色製程。具體而言,遮蔽環層於內表面上所對應的區域是對應於使用者的眼睛虹膜的區域的一部分,而染色層則是配置於內表面中間的空心之區域,其對應於使用者的眼睛瞳孔的光學區。其中遮蔽環材料包含有約30-70重量百分比一種分子量約為7,000~20,000的聚甲基醚預聚物,約30-70重量百分比親水性單體水凝膠的鏡片材料,及0.1-2重量百分比紫外光起始劑,如此形成遮蔽環材料組成。 The shadowing ring layer of this embodiment includes a specially designed shadowing ring material used to attach a specially designed shadowing ring material to the inner surface of the lens body dry sheet by pad printing. Wait for the subsequent dyeing process. Specifically, the area corresponding to the shielding ring layer on the inner surface is a part of the area corresponding to the iris of the user's eye, and the dyeing layer is a hollow area arranged in the middle of the inner surface, which corresponds to the user's eye. The optical zone of the pupil. Wherein the shadow ring material comprises about 30-70 weight percent of a polymethyl ether prepolymer with a molecular weight of about 7,000-20,000, about 30-70 weight percent of a hydrophilic monomer hydrogel lens material, and 0.1-2 weight percent % UV initiator, thus forming the shadow ring material composition.

遮蔽環材料及使用製程 Shading ring material and usage process

在本實施例中,一種優選的製備有色鏡片的方法是藉由如下所示的移印法(Pad-print)進行。首先提供一個被覆蓋了光阻材料的金屬板,優選由鋼或更優選由不銹鋼製造,光阻材料一旦固化之後變得不溶於水。選擇或設計遮蔽環的圖案與內外徑,然後使用許多種技術中的任何一種(如 攝影技術)將其減小到期望的尺寸,放置到金屬板上,將光阻材料固化。用於進行圖案蝕刻的條件對於本發明所屬技術領域中具通常知識者來說是已知的。在圖案形成之後,接下來用水溶液洗滌金屬板,所得到的圖像被蝕刻至金屬板上並達到適宜的深度,如約10-20微米,內徑為4-8mm且外徑為6-14mm,如此遮蔽環寬度約為2-10mm。 In this embodiment, a preferred method for preparing colored lenses is by pad-printing as shown below. There is first provided a metal plate, preferably made of steel or more preferably stainless steel, covered with a photoresist material which, once cured, becomes insoluble in water. Select or design the pattern and inner and outer diameters of the shadow ring, then use any of a number of techniques such as photography) to reduce it to the desired size, place it on a metal plate, and cure the photoresist. Conditions for pattern etching are known to those of ordinary skill in the art to which the present invention pertains. After patterning, the metal plate is next washed with an aqueous solution and the resulting image is etched into the metal plate to a suitable depth, such as about 10-20 microns, with an inner diameter of 4-8mm and an outer diameter of 6-14mm , so the width of the shielding ring is about 2-10mm.

流程先將遮蔽環材料被沉積到圖案上之填充凹陷處後,再以刮刀刮平多餘材料,再以一個具有適宜幾何形狀和變動硬度(一般約10 Shore A硬度計單位)的矽膠頭擠壓沾黏金屬板上的圖像之遮蔽環材料,然後再擠壓轉印到鏡片本體乾片的內表面,所移印之遮蔽環以紫外光起始聚合成型,完全固化附著於鏡片本體乾片的內表面。應理解的是,遮蔽環層雖附著於鏡片本體乾片的內表面,但遮蔽環層與鏡片本體乾片之間未產生交聯反應。因此,遮蔽環層可以藉由後續其他處理而被去除,在最終的鏡片本體產品中例如不會具有遮蔽環層。 The process first deposits the masking ring material on the filling depression on the pattern, then scrapes off the excess material with a scraper, and then extrudes it with a silicone head with a suitable geometry and variable hardness (generally about 10 Shore A durometer units) The masking ring material of the image on the metal plate is then squeezed and transferred to the inner surface of the lens body dry sheet. The printed masking ring is polymerized and formed by ultraviolet light, and is completely cured and attached to the lens body dry sheet of the inner surface. It should be understood that although the shielding ring layer is attached to the inner surface of the lens body dry sheet, there is no cross-linking reaction between the shielding ring layer and the lens body dry sheet. Therefore, the shadow ring layer can be removed by other subsequent treatments, and the final lens body product, for example, will not have the shadow ring layer.

染色劑材料及運用 Dye materials and their application

在本實施例中,染色劑包括一種或多種染料、一種或多種鹼性溶液。染料例如為有機染料,其包括活性染料、苯二甲藍染料、苯二甲綠染料、哢唑紫、vate orange#1等及其組合物,但不以此為限。具體而言,染色劑包括0.01-5重量百分比的一種或多種染料、約30-45重量百分比的聚甲基醚預聚物,分子量約為7,000~20,000、1-5重量百分比的一或多種鹼性溶液、以及0.1-2重量百分比的紫外光起始劑。鹼性溶液可為任何鹼性化合物例如NaOH、KOH、NaCO3、NaHCO3、三乙胺(Triethylamine,TEA)或乙醇胺(Ethanolamine,ETA)等。將染色劑滴至鏡片本體乾片的內表面上,並滴入遮蔽環層內徑,先經紫外光聚合反應1-10分鐘後使染色劑形成凝膠態後,再經60-70℃下的加熱持續固色20-60分鐘。活性染料為偶氮反應性染 料,無毒、符合隱形眼鏡製備要求,且通過美國食品藥物管理局(FDA)規定,如Reactive Blue 21、Reactive Blue No 19、Reactive Yellow 15、Reactive Orange 78、Reactive Black 5、C.I.Reactive Yellow 86、C.I.Reactive Red 11、C.I.Reactive Red 180、C.I.Reactive Blue163等,但不以此為限。活性染料還是一種在分子結構上帶有活性基團的水溶性染料,能與隱形眼鏡材料上的羥基、氨基、羧羥基發生共價鍵或氫鍵結合。以乙烯碸型活性染料而言,所含活性基團為乙烯碸基(D-SO2CH=CH2)或β-羥乙碸基的硫酸酯。染色時,β-羥乙碸基硫酸酯在鹼性介質中經消除反應生成乙烯碸基,然後與聚合物羥基或氨基經親核加成反應,形成共價鍵結合。活性染料組成之溶液可包含一種與多種活性染料。 In this embodiment, the staining agent includes one or more dyes, one or more alkaline solutions. The dyes are, for example, organic dyes, including reactive dyes, phthalene blue dyes, phthalene green dyes, zozoviolet, vate orange#1, etc., and combinations thereof, but not limited thereto. Specifically, the dyeing agent includes 0.01-5 weight percent of one or more dyes, about 30-45 weight percent of polymethyl ether prepolymer, molecular weight of about 7,000-20,000, and 1-5 weight percent of one or more alkalis neutral solution, and 0.1-2 weight percent of the ultraviolet light initiator. The alkaline solution can be any alkaline compound such as NaOH, KOH, NaCO 3 , NaHCO 3 , Triethylamine (TEA) or Ethanolamine (ETA) and the like. Drop the dyeing agent onto the inner surface of the lens body dry sheet, and drop it into the inner diameter of the shielding ring layer, first undergo ultraviolet light polymerization for 1-10 minutes to make the dyeing agent form a gel state, and then heat it at 60-70°C The heating continues to fix the color for 20-60 minutes. Reactive dyes are azo-reactive dyes, which are non-toxic, meet the requirements for contact lens preparation, and have passed the regulations of the US Food and Drug Administration (FDA), such as Reactive Blue 21, Reactive Blue No 19, Reactive Yellow 15, Reactive Orange 78, Reactive Black 5 , CIReactive Yellow 86, CIReactive Red 11, CIReactive Red 180, CIReactive Blue163, etc., but not limited thereto. Reactive dyes are also water-soluble dyes with active groups in the molecular structure, which can form covalent bonds or hydrogen bonds with hydroxyl, amino, and carboxyl hydroxyl groups on contact lens materials. In the case of vinylidene reactive dyes, the active group contained is vinylsulfate (D-SO 2 CH=CH 2 ) or β-hydroxyethylsulfate. When dyeing, β-hydroxyethylsulfate undergoes elimination reaction in alkaline medium to form vinyl group, and then reacts with polymer hydroxyl or amino group through nucleophilic addition reaction to form covalent bond. The solution composed of reactive dyes may contain one or more reactive dyes.

將以上經染色的鏡片本體乾片置於水中水化,使用之水較佳為RO水。具體而言,浸泡於60-90℃水溶液30-60分鐘後使乾片能完全吸水膨潤,並去除未進行交聯固化反應的水凝膠或染料殘留。此時,由於遮蔽環層僅附著於表面,遮蔽環層與鏡片本體乾片之間並未產生交聯反應,將會一併脫落去除,如此可得到穩定且集中於光學區染色之功能性隱形眼鏡濕片。最終,可選地再將上述功能性隱形眼鏡濕片置於pH值為7.1~7.5的磷酸或硼酸食鹽水的緩衝液中進行高溫高壓滅菌。 Hydrate the above dyed lens body dry sheet in water, the water used is preferably RO water. Specifically, after soaking in an aqueous solution at 60-90°C for 30-60 minutes, the dry sheet can completely absorb water and swell, and remove hydrogel or dye residues that have not undergone cross-linking and curing reactions. At this time, since the shielding ring layer is only attached to the surface, there is no cross-linking reaction between the shielding ring layer and the lens body dry sheet, and they will be removed together. In this way, a stable and functional invisible dyeing concentrated in the optical area can be obtained. Glasses wet film. Finally, optionally, the above-mentioned functional contact lens wet sheet is placed in a buffer solution of phosphoric acid or boric acid saline with a pH value of 7.1-7.5 for high temperature and high pressure sterilization.

活性染料可與鏡片本體的羥基、氨基、羧羥基形成共價鍵結而固著於鏡片本體。先鹼後染的方式亦有助提高活性染料的固著率,降低活性染料的釋出。鍵結於鏡片上之活性染料可吸收特定波長範圍的光。較佳而言,特定波長範圍在藍光波長區間,因此當可見光入射經染色之鏡片,具特定波長之光被鏡片吸收、屏障,穿透鏡片的量因而降低。 Reactive dyes can form covalent bonds with the hydroxyl group, amino group, and carboxyhydroxyl group of the lens body to be fixed on the lens body. The way of dyeing after alkali also helps to improve the fixation rate of reactive dyes and reduce the release of reactive dyes. Reactive dyes bonded to lenses absorb light in specific wavelength ranges. Preferably, the specific wavelength range is in the blue light wavelength range, so when visible light enters the tinted lens, the light with the specific wavelength is absorbed and blocked by the lens, reducing the amount of light passing through the lens.

應注意的是,活性染料雖然自鏡片表面進入鏡片本體,惟鏡片本體固著有活性染料的部分主要仍是表面部分。活性染料較佳沒有深入鏡片 本體的內部。基於活性染料進入鏡片本體之程度不同,染色層可具有不同的厚度。活性染料進入鏡片本體之程度以及染色層之厚度可透過離子鹽溶液濃度、滲透壓高低、活性染料濃度、鹼濃度進行調整。染色層之厚度可基於活性染料的種類以及欲達到的吸光效果來決定。 It should be noted that although the reactive dye enters the lens body from the lens surface, the part of the lens body where the reactive dye is fixed is mainly the surface part. Reactive dyes preferably do not penetrate into the lens The interior of the body. Depending on the extent to which the reactive dye enters the lens body, the dyed layer can have different thicknesses. The degree of reactive dyes entering the lens body and the thickness of the dyed layer can be adjusted through the concentration of ionic salt solution, osmotic pressure, reactive dye concentration, and alkali concentration. The thickness of the dyed layer can be determined based on the type of reactive dye and the light absorption effect to be achieved.

圖2A及圖2B為本發明一實施例的功能性隱形眼鏡的成品示意圖。請參考圖2A及圖2B,其中示意圖為在光學顯微鏡下以20X倍率拍攝而得的照片,具有顏色的區域即為染色層的區域,同時此區域也對應於使用者的眼睛瞳孔的光學區。從圖2A及圖2B中可看出,染色層的邊緣與鏡片本體乾片的內表面之間的輪廓清晰,不會有邊緣模糊化的現象,這是由於本發明實施例的功能性隱形眼鏡的染色方法中,藉由將遮蔽環材料附著於鏡片本體乾片的內表面上,以形成遮蔽環層(圖未示)。再將染色劑滴至內表面上,遮蔽環層圍繞染色劑,染色劑加熱固色後形成染色層。最後置鏡片本體乾片於水中水化,去除遮蔽環層,可以藉由遮蔽環層達到精準地控制染色層的區域大小(圖2A的染色層較小,圖2B的染色層較大)、形狀、顏色及染色層之厚度等,有助於提升鏡片外觀的顏色均勻性而不影響使用者佩戴時虹膜所呈現的顏色。 2A and 2B are schematic diagrams of finished functional contact lenses according to an embodiment of the present invention. Please refer to FIG. 2A and FIG. 2B , where the schematic diagrams are photos taken under an optical microscope at a magnification of 20X. The colored area is the area of the dyed layer, and this area also corresponds to the optical zone of the pupil of the user's eye. It can be seen from Fig. 2A and Fig. 2B that the outline between the edge of the dyed layer and the inner surface of the dry sheet of the lens body is clear, and there will be no blurring of the edge. This is because the functional contact lens of the embodiment of the present invention In the dyeing method of the present invention, the shadow ring layer (not shown) is formed by attaching the shadow ring material to the inner surface of the lens body dry sheet. Then the dyeing agent is dropped onto the inner surface, the masking ring layer surrounds the dyeing agent, and the dyeing agent is heated and fixed to form a dyed layer. Finally, put the dry film of the lens body in water to hydrate and remove the masking ring layer. By using the masking ring layer, the area size of the dyed layer can be precisely controlled (the dyed layer in Figure 2A is smaller, and the dyed layer in Figure 2B is larger), shape , color and the thickness of the dyed layer, etc., help to improve the color uniformity of the appearance of the lens without affecting the color of the iris when the user wears it.

此外,相較於習知技術中的染色方法,一般在濕片下染色時難以精準控制染色層的區域大小,容易將鏡片本體的整體都進行染色。而乾片下染色需要模具的配合,當想要調整染色層區域的大小、形狀、顏色或染色層之厚度,都必須更換新的模具或夾持器來達到想要的效果,在成本上花費過高,難以量產。而本發明實施例的功能性隱形眼鏡的染色方法所製作出的功能性隱形眼鏡,僅需簡單調整遮蔽環層,即可精準地控制染色層的區域大小、形狀、顏色及染色層之厚度等,不僅製作過程簡單,節省成本,也能應對於大規模量產。 In addition, compared with the dyeing method in the conventional technology, it is generally difficult to precisely control the area size of the dyed layer when dyeing under the wet film, and it is easy to dye the entire lens body. However, under-dyeing of dry film requires the cooperation of molds. When you want to adjust the size, shape, color or thickness of the dyed layer area, you must replace a new mold or holder to achieve the desired effect, which costs a lot of money. Too high to be mass-produced. However, the functional contact lenses produced by the dyeing method of functional contact lenses according to the embodiment of the present invention can precisely control the area size, shape, color and thickness of the dyed layer by simply adjusting the shielding ring layer. , not only the production process is simple and the cost is saved, but also it can be mass-produced.

雖然本發明已以實施例揭露如上,然其並非用以限定本發明,本發明所屬技術領域中具有通常知識者,在不脫離本發明之精神和範圍內,當可作些許之更動與潤飾,因此本發明之保護範圍當視後附之申請專利範圍所界定者為準。 Although the present invention has been disclosed above with the embodiments, it is not intended to limit the present invention. Those with ordinary knowledge in the technical field of the present invention can make some changes and modifications without departing from the spirit and scope of the present invention. Therefore, the scope of protection of the present invention should be defined by the scope of the appended patent application.

S101、S102、S103、S104、S105:步驟 S101, S102, S103, S104, S105: steps

Claims (10)

一種功能性隱形眼鏡的染色方法,包括:提供一鏡片本體乾片,包括含水量0-90%的水凝膠、含水量0-90%的矽氧烷矽酮水凝膠或其組合;製備一雙性聚甲基醚預聚物並與一親水性單體組合成一遮蔽環材料,將該遮蔽環材料附著於該鏡片本體乾片的一內表面上,以形成一遮蔽環層;將一染色劑滴至該內表面上,該遮蔽環層圍繞該染色劑,該染色劑經一紫外光照射後進行加熱固色,以在該內表面上形成一染色層;以及置該鏡片本體乾片於水中水化,去除該遮蔽環層,以獲得一鏡片本體濕片。 A method for dyeing functional contact lenses, comprising: providing a lens body dry sheet, including hydrogel with a water content of 0-90%, silicone hydrogel with a water content of 0-90%, or a combination thereof; An amphoteric polymethyl ether prepolymer and a hydrophilic monomer are combined to form a shielding ring material, and the shielding ring material is attached to an inner surface of the dry sheet of the lens body to form a shielding ring layer; a Dyeing agent is dropped onto the inner surface, the shielding ring layer surrounds the dyeing agent, and the dyeing agent is heated and fixed after being irradiated with ultraviolet light to form a dyed layer on the inner surface; and the lens body is dried Hydrate in water, remove the shielding ring layer, and obtain a wet film of the lens body. 如請求項1所述的功能性隱形眼鏡的染色方法,其中將該遮蔽環材料附著於該鏡片本體乾片的該內表面上,以形成該遮蔽環層的方法包括以移印方式及光聚合固化附著於該鏡片本體乾片的該內表面上。 The dyeing method of functional contact lenses as described in Claim 1, wherein the method of attaching the shadow ring material to the inner surface of the lens body dry sheet to form the shadow ring layer includes pad printing and photopolymerization Curing adheres to the inner surface of the lens body dry sheet. 如請求項1所述的功能性隱形眼鏡的染色方法,更包含置該鏡片本體濕片於一緩衝液,並進行滅菌的步驟。 The method for dyeing a functional contact lens as described in Claim 1 further includes the step of putting the wet film of the lens body in a buffer solution and sterilizing it. 如請求項1所述的功能性隱形眼鏡的染色方法,其中提供該鏡片本體乾片的方法包括將含水量0-90%的水凝膠、含水量0-90%的矽氧烷矽酮水凝膠或其組合進行紫外光固化。 The method for dyeing a functional contact lens as described in Claim 1, wherein the method for providing the dry sheet of the lens body includes adding hydrogel with a water content of 0-90%, siloxane silicone water with a water content of 0-90% Gels or combinations thereof are cured with UV light. 如請求項1所述的功能性隱形眼鏡的染色方法,其中該遮蔽環材料的組成包括:約30-70重量百分比的聚甲基醚預聚物,分子量約為7,000~20,000;約30-70重量百分比的親水性單體水凝膠;以及0.1-2重量百分比的紫外光起始劑。 The dyeing method of functional contact lenses as described in Claim 1, wherein the composition of the masking ring material includes: about 30-70 weight percent polymethyl ether prepolymer, molecular weight is about 7,000~20,000; about 30-70 Hydrophilic monomer hydrogel in weight percent; and ultraviolet light initiator in 0.1-2 weight percent. 如請求項1所述的功能性隱形眼鏡的染色方法,其中該染色劑包括:0.01-5重量百分比的一或多種染料;約30-45重量百分比的聚甲基醚預聚物,分子量約為7,000~20,000;1-5重量百分比的一或多種鹼性溶液;以及0.1-2重量百分比的紫外光起始劑。 The dyeing method of functional contact lenses as described in Claim 1, wherein the dyeing agent includes: 0.01-5 weight percent of one or more dyes; about 30-45 weight percent polymethyl ether prepolymer, molecular weight of about 7,000~20,000; 1-5% by weight of one or more alkaline solutions; and 0.1-2% by weight of an ultraviolet initiator. 如請求項1所述的功能性隱形眼鏡的染色方法,其中該染色劑經該紫外光照射後進行加熱固色,以在該內表面上形成該染色層的方法包括在60-70℃下加熱並持續固色20-60分鐘。 The dyeing method of functional contact lenses as described in claim 1, wherein the dyeing agent is heated and fixed after being irradiated with the ultraviolet light, and the method of forming the dyed layer on the inner surface includes heating at 60-70°C And continue to fix the color for 20-60 minutes. 如請求項1所述的功能性隱形眼鏡的染色方法,其中置該鏡片本體乾片於水中水化的方法包括將該鏡片本體乾片浸泡於60-90℃的水溶液並持續30-60分鐘。 The method for dyeing functional contact lenses according to claim 1, wherein the method of hydrating the dry lens body in water comprises soaking the dry lens body in an aqueous solution at 60-90°C for 30-60 minutes. 如請求項1所述的功能性隱形眼鏡的染色方法,其中該遮蔽環層與該鏡片本體乾片之間未產生交聯反應。 The method for dyeing functional contact lenses according to claim 1, wherein no cross-linking reaction occurs between the shielding ring layer and the dry sheet of the lens body. 如請求項1所述的功能性隱形眼鏡的染色方法,其中該遮蔽環層於該內表面上所對應的區域是對應於一使用者的眼睛虹膜的區域的一部分,該染色層對應於該使用者的眼睛瞳孔的光學區。 The dyeing method of functional contact lenses as described in claim 1, wherein the area corresponding to the inner surface of the shielding ring layer is a part of the area corresponding to the iris of a user's eye, and the dyed layer corresponds to the use The optical zone of the pupil of the eye.
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Citations (5)

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Publication number Priority date Publication date Assignee Title
TW200807057A (en) * 2006-03-27 2008-02-01 Johnson & Johnson Vision Care Methods for designing tinted contact lenses
CN103483507A (en) * 2013-10-14 2014-01-01 海昌隐形眼镜有限公司 Soft hydrophilic contact lens material and preparation method thereof
US20200114603A1 (en) * 2018-10-15 2020-04-16 ClearVision Sciences, Inc. Methods of forming contact lenses to reduce the transmittance of light
TWI697707B (en) * 2019-07-09 2020-07-01 望隼科技股份有限公司 Functional contact lens and method for dyeing functional contact lens
TW202225334A (en) * 2020-09-10 2022-07-01 英商庫博光學國際有限公司 Contact lens

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200807057A (en) * 2006-03-27 2008-02-01 Johnson & Johnson Vision Care Methods for designing tinted contact lenses
CN103483507A (en) * 2013-10-14 2014-01-01 海昌隐形眼镜有限公司 Soft hydrophilic contact lens material and preparation method thereof
US20200114603A1 (en) * 2018-10-15 2020-04-16 ClearVision Sciences, Inc. Methods of forming contact lenses to reduce the transmittance of light
TWI697707B (en) * 2019-07-09 2020-07-01 望隼科技股份有限公司 Functional contact lens and method for dyeing functional contact lens
TW202225334A (en) * 2020-09-10 2022-07-01 英商庫博光學國際有限公司 Contact lens

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