Method for making UV-absorbing ophthalmic lenses
An absorbing, lens technology, applied in glasses/goggles, applications, home appliances, etc., can solve problems such as unstable photopolymerization, ineffectiveness, and reducing the amount of UV rays
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Embodiment 1
[0085] This example illustrates the preparation of amino-functionalized UV-absorbing compounds of the invention according to Michael addition as shown in Scheme 1 below:
[0086]
[0087] Preparation of amino-functionalized Norbloc.
[0088] Norbloc was obtained from Aldrich (Cat# 413437-100G). Cysteamine hydrochloride was obtained from Fluka (Cat# 30078). 0.1 N iodine in water was obtained from Acros (Cat# 124220010).
[0089] In a 2-liter three-neck round bottom flask, 40.0 g (123.7 mmol) of Norbloc were dissolved in 800 mL of THF. In a separate flask, 15.46 g (136.1 mmol) of cysteamine hydrochloride were dissolved in 25 mL of methanol. Using an addition funnel, the cysteamine HCl solution was added dropwise to the reaction flask with stirring. The reaction mixture was purged under nitrogen during the reaction time. When the addition was complete, the reaction mixture was heated to 35 °C. When the reaction mixture reached the desired temperature, a 0.25 mL sample wa...
Embodiment 2
[0095] This example yields the synthesis of a chain-extended polydimethylsiloxane vinyl macromer (CE-PDMS macromer) with terminal methacrylate groups:
[0096] In the first step, 49.85 g of α,ω-bis(2-hydroxyethoxypropyl)-polydimethylsiloxane was mixed with 11.1 g of isophorone diisocyanate (IPDI) in 150 g of dry methyl ethyl ketone ( α, ω-bis(2-hydroxyethoxypropyl)-polydimethylsiloxane (Mn=2000, Shin - Etsu, KF-6001a) blocked with isophorone diisocyanate. The reaction was maintained at 40 °C for 4.5 hours, forming IPDI-PDMS-IPDI. In the second step, 164.8 g of α,ω-bis(2-hydroxyethoxypropyl)-polydimethylsiloxane (Mn=3000, Shin-Etsu, KF-6002) and 50 g of dry MEK The mixture was added dropwise to the IPDI-PDMS-IPDI solution, to which an additional 0.063 g of DBTDL was added. The reactor was kept at 40 °C for 4.5 hours, forming HO-PDMS-IPDI-PDMS-IPDI-PDMS-OH. MEK was then removed under reduced pressure. In a third step, the terminal hydroxyl groups are capped with methacrylox...
Embodiment 3
[0099] This example illustrates the inventive method of incorporating typical compounds with amino groups into contact lenses.
[0100] Preparation of lens formulations. Lens formulations were prepared by dissolving the CE-PDMS macromer prepared in Example 2 and other components as listed in Table 1 in tert-amyl alcohol. NOTE: First add all components described below and allow to dissolve. VDMA was added to the formulation, rolled for ~1 hour, then immediately cast.
[0101] Table 1
[0102]
[0103] Preparation of lenses. The female portion of the polypropylene lens mold was filled with approximately 75 μL of the lens formulation prepared above, and the mold was closed with the male portion of the polypropylene lens mold (baseline mold). Contact lenses were assembled by placing closed molds with approximately 3.61 mW / cm 2 The top light intensity and about 3.54mW / cm 2 It was obtained by curing for about 5 minutes in a double-sided UV curing cabinet with a Phillips lamp ...
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