Single-end-capped organosiloxane oligomer, silicone hydrogel, corneal contact lens and preparation methods of single-end-capped organosiloxane oligomer, and corneal contact lens

An organosiloxane, contact lens technology, applied in glasses/goggles, instruments, optics, etc., can solve problems such as affecting the wearing comfort of lenses, limiting the oxygen permeability of materials, and reducing wearing comfort, etc. Beneficial to eye health, excellent hydrophilicity, and the effect of improving oxygen permeability

Active Publication Date: 2021-08-13
JIANGSU HORIEN CONTACT LENS +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the high hydrophobicity of PDMS, the compatibility with hydrophilic monomers is poor, and the addition amount is limited, which limits the improvement of the oxygen permeability value of the material; and the obtained silicone hydrogel has a strong surface hydrophobicity, which affects the performance of the lens. Wearing comfort
[0007] In addition, due to the low surface energy and hydrophobicity of PDMS, after the polymerization of silicone monomers and hydrophilic monomers, the silicon-containing groups easily migrate to the surface of the silicon hydrogel, resulting in higher lipid adsorption.
Excessive lipid adsorption on the lens can easily cause blurred vision, reduce wearing comfort, and cause inflammation when worn for a long time

Method used

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  • Single-end-capped organosiloxane oligomer, silicone hydrogel, corneal contact lens and preparation methods of single-end-capped organosiloxane oligomer, and corneal contact lens
  • Single-end-capped organosiloxane oligomer, silicone hydrogel, corneal contact lens and preparation methods of single-end-capped organosiloxane oligomer, and corneal contact lens
  • Single-end-capped organosiloxane oligomer, silicone hydrogel, corneal contact lens and preparation methods of single-end-capped organosiloxane oligomer, and corneal contact lens

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Preparation of Monoblocked Organosiloxane Oligomers

[0066] Take 50 g of polyether-modified polydimethylsiloxane (HO-PDMS) terminated by a single hydroxyl group, the number average molecular weight is about 1500, and the structural formula is as shown above, wherein m is about 8 and n is about 15, purchased from Nanjing Fu Qun Chemical Co., Ltd.), add 0.3g of dibutyltin dilaurate dropwise, stir evenly, gradually add 7.41g of IPDI, at the same time turn on the constant temperature water bath heating device, adjust the temperature to 70°C, start timing after the dropwise addition, and react for 4h. Cool down to 50°C, add 4.34 g of HEMA monomer dropwise, and stir for 24 hours to obtain the product, which is denoted as M1 (the structural formula is shown in the above formula (I), wherein m is about 8 and n is about 15), and sealed for storage. figure 1 It is the NMR spectrum of the single-terminated organosiloxane oligomer prepared in Example 1.

Embodiment 2

[0068] Preparation of Monoblocked Organosiloxane Oligomers

[0069]Take 50g of polyether-modified polydimethylsiloxane (HO-PDMS) terminated by a single hydroxyl group, the number average molecular weight is about 3000, the structural formula is as shown above, wherein m is about 10, n is about 35, purchased from Nanjing Fu Qun Chemical Co., Ltd.), add 0.2g dibutyltin dilaurate dropwise, stir evenly, gradually add IPDI 3.71g, turn on the constant temperature water bath heating device at the same time, adjust the temperature to 70°C, start timing after the dropwise addition, and react for 4h. Cool down to 50°C, add 2.17 g of HEMA monomer dropwise, and stir for 24 hours to obtain the product, which is denoted as M2 (the structural formula is shown in the above formula (I), wherein m is about 10 and n is about 35), and sealed for storage.

Embodiment 3

[0071] Preparation of Monoblocked Organosiloxane Oligomers

[0072] Take 50g of polyether-modified polydimethylsiloxane (HO-PDMS) terminated by a single hydroxyl group, the number average molecular weight is about 4000, the structural formula is as shown above, wherein m is about 12, n is about 45, purchased from Nanjing Fu Qun Chemical Co., Ltd.), add 0.2g of dibutyltin dilaurate dropwise, stir evenly, gradually add 2.78g of IPDI, and at the same time turn on the constant temperature water bath heating device, adjust the temperature to 70°C, start timing after the dropwise addition, and react for 4h. Cool down to 50°C, add 1.63 g of HEMA monomer dropwise, and stir for 24 hours to obtain the product, which is denoted as M3 (the structural formula is shown in the above formula (I), wherein m is about 12 and n is about 45), and it is sealed and stored.

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Abstract

The invention discloses a single-end-capped organosiloxane oligomer. The single-end-capped organosiloxane oligome can be well mixed with various hydrophilic monomers under the condition of no hydrotropy of a solvent, overcomes the problem of difficult mutual dissolution of the organosiloxane oligomer and hydrophilic monomers, and can be used for preparing a silicon hydrogel material with high oxygen permeability and high hydrophilicity. Meanwhile, the invention further provides the silicon hydrogel which is formed by polymerizing the single-end-capped organosiloxane oligomer, hydrophilic monomers and the like. No solvent is added in the formula of the silicon hydrogel, so large-scale industrial production of the silicon hydrogel is facilitated. The addition proportion of the organosiloxane oligomer in the silicon hydrogel is large, so the silicon hydrogel has high oxygen permeability, and meanwhile, the high hydrophilicity and flexibility of the gel are also maintained. The invention also provides a corneal contact lens. The corneal contact lens is prepared from the silicone hydrogel material and has the advantages of high oxygen permeability, strong hydrophilicity, good light transmission, less lipid precipitation, good flexibility, comfort in wearing and the like.

Description

technical field [0001] The invention relates to a single-terminated organosiloxane oligomer, silicon hydrogel, corneal contact lens and a preparation method, and belongs to the field of material preparation of contact lens lenses. Background technique [0002] Contact lenses, also known as contact lenses, are lenses that are worn directly on the human eyeball to correct vision. Compared with ordinary glasses, contact lenses are convenient, beautiful and comfortable. Contact lenses can be divided into rigid contact lenses and soft contact lenses. Rigid contact lenses, due to their hard material and poor wettability, may easily cause discomfort to the eyeballs when worn. Soft contact lenses have good chemical stability, light transmission, biocompatibility, ion permeability and mechanical properties, and are more comfortable to wear. [0003] In the development history of the soft contact lens industry, the hydrogel material made of acrylic acid first appeared. In the 1970s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/46C08F283/12C08F230/08C08F226/10C08F226/06C08F220/20C08F222/14G02C7/04
CPCC08G77/46C08F283/124G02C7/049C08F230/085C08F226/10C08F226/06C08F220/20C08F222/102
Inventor 张雪勤金诗萍杨洪陈平韩雪莲王玉东
Owner JIANGSU HORIEN CONTACT LENS
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