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Prepolymer containing silicon and silicon-containing glue and contact lens prepared therefrom

A technology of prepolymer and silicone hydrogel, applied in glasses/goggles, instruments, optics, etc., can solve the problems of time-consuming, poor production, by-products, etc.

Inactive Publication Date: 2009-07-01
FAR EASTERN NEW CENTURY COPRRATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

As for the stoichiometry of the composition that the symbols m and n mean, λ means that the composition forms a nanostructure, and # means the number of silicon atoms in the nanostructure, and the # value is usually m+n, the general POSS compound It is directly prepared by hydrolysis and condensation polymerization of silanes containing three chlorines or three alkoxy groups, but this preparation method is not only time-consuming, but also the yield is not good because of the large amount of by-products
In addition, according to the ASTM-D 790M-86 standard, the modulus obtained by measuring the 0.5mm disc-shaped samples of the embodiments disclosed in the previous document is greater than 1000MPa, and the oxygen permeability measured according to ISO 9913-1.2 is 17Dk , 23Dk and 35Dk, it can be seen that there is still room for improvement in the oxygen permeability and wearing discomfort of contact lenses made of the copolymer disclosed in this case

Method used

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  • Prepolymer containing silicon and silicon-containing glue and contact lens prepared therefrom
  • Prepolymer containing silicon and silicon-containing glue and contact lens prepared therefrom
  • Prepolymer containing silicon and silicon-containing glue and contact lens prepared therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0074] The present invention will be further described with reference to the following examples, but it should be understood that the examples are only for illustration purposes and should not be construed as limitations on the implementation of the present invention.

[0075]

[0076] 1. Polyethylene glycol (referred to as PEG): purchased from Fluka; the product code is CAS: 25322-68-3; the molecular weight is 1000.

[0077] 2.3-isocyanatopropyltriethoxysilane (3-isocyanatopropyltriethoxysilane; referred to as IPTS): purchased from GE silicones; product name A-link(TM) 25silane; the product code is CAS: 24801-88-5.

[0078] 3. Dibutyltin dilaurate: purchased from TCI; the product code is CAS: 77-58-7.

[0079] 4. Tetraethoxysilane (tetraethoxysilane; TEOS for short): purchased from SHOWA; the product code is CAS: 78-10-4.

[0080] 5. Quaternary amine salt silane (trialkoxyl silane; represented by AB-silane in Table 1 below): purchased from Zhanyu; product code is AB-8638; ...

preparation example 1

[0093] 1. Preparation steps:

[0094] Order about 30g polyethylene glycol, and 14.82g of 3-isocyanate propyltriethoxysilane, reacted at a temperature of 70°C and under nitrogen conditions, and added 0.3wt% of dilauric acid dilaurate at the same time Butyl tin is used as a catalyst, and the reaction takes 1 to 3 hours, and is confirmed by infrared spectrum IR, and then extracted with hexane to remove unreacted monomers. Finally, it is dried at a temperature between 40° C. and 60° C. under a vacuum condition to obtain a dried hydrophilic silicon-containing precursor represented by the aforementioned formula (S).

[0095] 2. Structural identification:

[0096] Structural identification of the silicon-containing precursor prepared in Preparation Example 1 was carried out with NMR and FT-IR: the results of its NMR were: 1 H-NMR (300MHz, CDCl 3 ), δ 5.02(br, 1H, NH), 4.2~4.12(m, 2H, -CH 2 of urethane), 3.78 (Quat, J=6.9Hz, 6H, -OCH 2 -), 3.61(s, 40H, -OCH 2 CH 2 O-of PEG),...

Embodiment 1

[0099] 1. Preparation steps:

[0100] The operation steps of this embodiment are as follows:

[0101] (1) At room temperature, put 6.9 g of the dried hydrophilic silicon-containing precursor prepared in Preparation Example 1 and 4.6 g of TEOS into a round bottom bottle and mix them, and add an appropriate amount of isopropanol to obtain a Presents a clear and transparent reaction solution.

[0102] (2) The reaction solution in the step (1) was heated to 40° C., and 1080 μl of aqueous hydrochloric acid (HCl (aq)) with a pH of 2 to 3 was added to carry out the first hydrolysis condensation polymerization reaction, and the reaction lasted for 3 hours.

[0103] (3) Slowly add 6.3 g of vinyltrimethoxysilane to the reaction liquid after the first hydrolysis condensation polymerization reaction in step (2), and add 1140 μl of aqueous hydrochloric acid solution with pH=2 to 3 to carry out the second step. The second hydrolysis condensation polymerization reaction lasted for 6 hours ...

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Abstract

The invention relates to a hydrolytic condensation-polymerization reaction product of a first mixture containing the following silicon prepolymer: tetra-alkoxysilane having a chemical formula as the right formula (I), silicon-oxygen coupling agent having a chemical formula as the right formula (II), and a hydrophilic silicon-containing precursor having a chemical formula as the right formula (III), wherein R11, R12, R13 and R14 in the formula (I), R21, R22, R23 and R24 in the formula (II), and Y, d, Z1, Z2, R31, R32, R33, R34, R35 and R36 in the formula (III) are defined as description and application range; and in terms of mole number, the content ratio of the hydrophilic silicon-containing precursor to the tetra-alkoxysilane to the silicon-oxygen coupling agent in the first mixture is 1:2-22:2-40.

Description

technical field [0001] The present invention relates to a silicon-containing prepolymer, in particular to a silicon-containing prepolymer with a three-dimensional (3D) network structure, and a silicon-containing hydrogel and a silicon-containing hydrogel prepared by using it. contact lenses. Background technique [0002] Contact lenses were originally made of glass, but because they were extremely uncomfortable to wear, they were not easy to popularize. It was not until 1937 that hard contact lenses made of polymethylmethacrylate (PMMA) appeared. However, Although it has the advantages of high light transmission, not easy to wear, and not easy to absorb secretions, its oxygen permeability is not good, which may easily cause corneal hypoxia and even corneal lesions. In addition, due to its high hardness, it may still be uncomfortable to wear. A matter of comfort. In 1971, it was proposed to use poly(hydroxyethylmethacrylate); HEMA as the material for the preparation of cont...

Claims

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Application Information

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IPC IPC(8): C08G77/46C08G77/20C08F230/08G02B1/04G02C7/04
Inventor 黄锦平吴汝瑜张根源
Owner FAR EASTERN NEW CENTURY COPRRATION
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