Vitreoretinal tamponades based on fluorosilicone fluids

A vitreoretinal and filler technology, applied in the direction of silicon compound active ingredient, drug combination, drug delivery, etc., can solve the problems of retinal detachment, tendency to move to the anterior chamber and contact with corneal endothelial cells, low density, etc. synthetic effect

Inactive Publication Date: 2007-03-28
BAUSCH & LOMB INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the density of silicone oil is less than 1 (0.98g / cm 3 ) and therefore apply only to retinal detachments in the upper part of the eye
Silicone oil in the vitreous will only migrate to the upper position of the vitreous and therefore is not acceptable in cases of inferior retinal detachment or a possible risk of vitreoretinopathy in the lower vitreous
Also, in aphakic eyes, during sleep the silicone oil tends to migrate to the anterior chamber and come into contact with the corneal endothelium, producing many serious eye defects

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1-ring-opening / hydrosilation process:

[0028] Trimethylsilyl-terminated poly(25mol% methylsiloxane)-co-(75mol% dimethylsiloxane) (T 2 D. 75 D. 25 H) Synthesis

[0029] Under nitrogen atmosphere, add octamethylcyclotetrasiloxane (D 4 (371.9g, 1.25mol)), tetramethylcyclotetrasiloxane (D 4 H (100.4g, 0.42mol)) and hexamethyldisiloxane (T 2 (0.7 mol)). Trifluoromethanesulfonic acid (0.25%, 1.25 g, 8.3 mmol) was added as an initiator. The reaction mixture was stirred vigorously at room temperature for 24 hours. Sodium bicarbonate (10 g, 0.119 mol) was then added and the reaction mixture was stirred again for 24 hours. The resulting solution was filtered through a 0.3 [mu]Teflon(R) (E.I. DuPont de Nemours and Company, Wilmington, Delaware) filter. The filtrate was vacuum stripped and placed under vacuum (>0.1 mmHg) at 50°C to remove unreacted siloxane rings. The resulting silane-functionalized siloxane was a viscous, clear liquid (70% yield; SEC: Mn = 75...

Embodiment 2

[0030] The general process of embodiment 2-fluorine side chain siloxane synthesis

[0031] Poly(25 mol% (3-(2,2,3,3,4,4,5,5-octafluoropentyloxy)propylmethylsiloxane)-co-(75 mol% dimethylsilyl oxane) synthesis

[0032] Under a nitrogen blanket, add T to a 500 mL round bottom flask equipped with a magnetic stirrer and water condenser 2 D. 75 D. 25 H (0.002 mol), allyloxyoctafluoropentane (27.2 g, 0.1 mol), tetramethyldisiloxane platinum complex (2.5 mL of a 10% solution in xylene), 75 mL of dioxygen Hexacyclic and 150 mL of anhydrous tetrahydrofuran. The reaction mixture was heated to 75 °C and the IR and 1 H-NMR measures the loss of silane to monitor the reaction. The reaction was complete after 4 to 5 hours at reflux. The resulting solution was placed on a rotary evaporator to remove THF and dioxane. The obtained crude product was diluted with 300 mL of 20% dichloromethane in pentane, and passed through a 15 g silica gel column with dichloromethane in pentane as the el...

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PUM

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Abstract

Fluorosilicone fluids useful as high-density fluid ocular tamponades and methods of producing, purifying and using the fluorosilicone fluids in an ocular surgical procedure for retinal treatment.

Description

technical field [0001] The present invention relates to a novel fluorinated silicone resin liquid. More specifically, the present invention relates to fluorinated silicone fluids for use as high-density liquid intraocular fillers, methods of making the same, and methods of using the fluorinated silicone fluids during vitreoretinal surgery. Background technique [0002] Intraocular fillers are vitreous substitutes used to reseat the retina in the eye when natural healing or laser photocoagulation is not possible. The purpose of a vitreous substitute is to provide a long-term retinal filler, ie, exhibit the ideal tamponade pressure (force / area) to position and maintain the retina in place without damaging the retina. Filling pressure is a function of the density of the filling polymer and the volume it occupies in the vitreous. The ideal filler is non-toxic, chemically inert and highly transparent. Fillers currently used commercially include perfluorinated compounds, balanc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/765A61P27/02A61P41/00A61K9/00A61K31/695
CPCA61K9/0048A61K31/695A61K31/765A61P27/02A61P41/00
Inventor 杰伊·F.·孔茨勒约瑟夫·C.·萨拉莫内理查德·M.·沃扎克
Owner BAUSCH & LOMB INC
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