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Ultraviolet light absorbing materials for intraocular lens and uses thereof

A technology of intraocular lens and lens, applied in the direction of intraocular lens, prosthesis, instrument, etc., can solve the problem of not being able to provide UV absorption, etc., and achieve the effect of increasing water solubility

Active Publication Date: 2014-07-16
BENZ RES & DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Existing IOL products that contain UV-absorbing moieties within the polymeric compound, such as those that include benzophenone moieties, may be possible without substantially increasing the concentration of benzophenone moieties from currently developed compositions. case does not provide sufficient UV absorption at specific wavelengths

Method used

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  • Ultraviolet light absorbing materials for intraocular lens and uses thereof
  • Ultraviolet light absorbing materials for intraocular lens and uses thereof
  • Ultraviolet light absorbing materials for intraocular lens and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Embodiment 1: the synthesis of HPTZ

[0064]

[0065] 10.8g (31.7mmol) 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-1,3,5-triazine, 5.8g (39.1mmol) 2-chloroethyl methacrylate A solution of the ester and 5.8 g (42.0 mmol) of anhydrous potassium carbonate in 200 ml of DMSO was heated in an oil bath preheated to 82°C for 17.5 hours. The final bath temperature was 87°C. In two systems (silica gel, hexane:acetone::3:1 (v / v) and CH 2 Cl 2 ) showed no starting material. After cooling to room temperature, 3100 ml DI water was added. A thick slurry was obtained at first, which thinned with each addition of water. A significant exotherm was observed on the first two additions of water, but on the third addition, the exotherm was minimal. Transfer the contents of the flask to a 1 L separatory funnel and use 100 ml of DI water to rinse the flask. 2×200ml CH for aqueous suspension 2 Cl 2 and finally with 100ml CH 2 Cl 2 Extraction and the combined organic extracts were concent...

Embodiment 2

[0066] Example 2: Hydrophobic polymers suitable for use in IOLs 1

[0067] Mix 35.0g EOEMA with 2.0g HEA, 2.0g LMA, 1.0g GMA, 0.040g HPTZ, 0.021g2,2'-azobis(2,4-dimethylvaleronitrile), 0.08g2,2'-azo Bis(2-methylbutyronitrile) and 1.1 g TMPTMA were mixed. The mixture was degassed while vigorous stirring was applied. The mixture was dispensed into molds, polymerized at 70°C for 8 hours, and post-cured at 95°C for 10 hours. Allow the mold to cool to room temperature. The mold was opened and the polymer disk was removed and inspected.

Embodiment 3

[0068] Example 3: Hydrophobic polymers suitable for use in IOLs 2

[0069] Mix 35.0g EOEMA with 2.0g HEA, 2.0g LMA, 1.0g GMA, 0.050g HPTZ, 0.021g2,2'-azobis(2,4-dimethylvaleronitrile), 0.08g2,2'-azo Bis(2-methylbutyronitrile) and 1.1 g TMPTMA were mixed. The mixture was degassed while vigorous stirring was applied. The mixture was dispensed into molds, polymerized at 70°C for 8 hours, and post-cured at 95°C for 10 hours. Allow the mold to cool to room temperature. The mold was opened and the polymer disk was removed and inspected.

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PUM

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Abstract

A method for reducing the transmittance of ultraviolet radiation through an intraocular lens to 10% or less at 370 nm by (a) polymerizing a mixture comprising: at least one first monomer and a second monomer comprising a trisaryl-1,3,5-triazine moiety, (b) forming an optic portion from the copolymer wherein the second monomer is present in about 0.10 to about 0.20 percent by weight of the overall polymer and wherein the optic portion of the intraocular lens displays essentially the same physical properties such as, for example, refractive index as the optic portion of the intraocular lens formed from the polymerized mixture of (a) without the second monomer, but otherwise identical conditions. Additionally, a method for preventing the transmittance of at least 90% of ultraviolet radiation at 370 nm through a foldable intraocular lens comprising: (a) incorporating a monomer comprising a 4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy moiety into at least one polymer and (b) forming the polymer into a material suitable for use as an intraocular lens, wherein the monomer comprising a 4-(4,6-diphenyl-1,3,5-triazin-2-yl)-3-hydroxyphenoxy moiety comprises 0.10 to 0.15 weight percent of the overall dry polymer.

Description

[0001] related application [0002] This application claims priority to U.S. Provisional Application Serial No. 61 / 535,849, filed September 16, 2011, and U.S. Provisional Application Serial No. 61 / 599,756, filed February 16, 2012, the entire disclosures of each of which are incorporated herein by It is incorporated by reference in its entirety. Background technique [0003] Various polymeric compositions are known for forming intraocular lenses (IOLs). Forming these polymeric compositions from various monomers with different functions can significantly affect the properties of the resulting IOL. Typically, monomers capable of absorbing ultraviolet (UV) radiation are incorporated into the polymeric composition. The addition of UV-absorbing monomers can change the overall composition of the polymer and thus can significantly affect the properties of the resulting IOL. For examples of IOL materials and methods of manufacture, see, eg, US Patent Nos. 7,947,796, 7,387,642, 7,067...

Claims

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Application Information

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IPC IPC(8): C08F220/28C08F220/36
CPCA61F2/16C08F220/36G02B1/043A61F2002/16965A61F2/1659A61F2002/16905A61F2240/001C08F220/281C08F220/1812C08L33/26C08F220/325C08F220/282C08F222/1035A61L27/14C08G61/12A61L27/00A61F2/1613A61F2002/169053C08F126/06A61L27/16A61L2430/16
Inventor 亚当·勒布耳帕特里克·H·宾视
Owner BENZ RES & DEV
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