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Monocapped amphiphilic organosiloxane macromer, silicone hydrogel, contact lens and preparation method

A technology of organosiloxane and macromolecular monomers, which is applied in glasses/goggles, instruments, optics, etc. It can solve the problems of strong hydrophobicity on the surface of silicone hydrogel, affecting the wearing comfort of lenses, and limited dosage , to achieve the effects of being beneficial to eye health, excellent oxygen permeability and light transmission, and reducing the degree of crosslinking

Active Publication Date: 2022-06-17
JIANGSU HORIEN CONTACT LENS +1
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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, so the amount of PDMS added is limited, which limits the improvement of the oxygen permeability value of the lens material, and the surface of the obtained silicone hydrogel is relatively strong. , affecting the wearing comfort of the lens

Method used

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  • Monocapped amphiphilic organosiloxane macromer, silicone hydrogel, contact lens and preparation method
  • Monocapped amphiphilic organosiloxane macromer, silicone hydrogel, contact lens and preparation method
  • Monocapped amphiphilic organosiloxane macromer, silicone hydrogel, contact lens and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] Preparation of Mono-terminated Amphiphilic Organosiloxane Macromers

[0073] Get HO-PDMS (number average molecular weight is about 1500, wherein m is about 7, n is about 16, purchased from Nanjing Fuqun Chemical Co., Ltd.) 30g, add 50mL dichloromethane (CH 2 Cl 2 ) and 0.1 g of dibutyltin dilaurate, stir and mix well. Then weigh the corresponding proportions of IEM and CH 2 Cl 2 Mix, add a constant pressure dropping funnel, add IEM and CH to the reaction dropwise 2 Cl 2 mixture. At the same time, the constant temperature water bath heating device was turned on, the temperature was adjusted to 55 °C, and the reaction was carried out for 10 h. After the reaction, rotary steam at 50°C for 30 min to obtain an organosiloxane macromonomer, denoted as M1-w1. figure 1 It is the nuclear magnetic spectrum of the single-end-capped amphiphilic organosiloxane macromonomer (M1-w1) prepared in Example 1.

[0074]

Embodiment 2

[0076] Preparation of Mono-terminated Amphiphilic Organosiloxane Macromers

[0077]Get HO-PDMS (number average molecular weight is about 5500, wherein m is about 11, n is about 50, purchased from Nanjing Fuqun Chemical Co., Ltd.) 50g, add 80mL CH 2 Cl 2 and 0.2g dibutyltin dilaurate, stir and mix well. Then weigh the corresponding proportions of IEM and CH 2 Cl 2 Mix, add a constant pressure dropping funnel, add IEM and CH to the reaction dropwise 2 Cl 2 mixture. At the same time, the constant temperature water bath heating device was turned on, the temperature was adjusted to 55 °C, and the reaction was carried out for 10 h. After the reaction, the reaction was completed by rotary steaming at 50 °C for 30 min to obtain an organosiloxane macromonomer, denoted as M1-w2. figure 2 is the nuclear magnetic spectrum of the single-end-capped amphiphilic organosiloxane macromonomer (M1-w2) prepared in Example 2.

[0078]

Embodiment 3-4

[0080] A silicone hydrogel prepared by polymerization of the following components:

[0081] 40 parts of mono-terminated amphiphilic organosiloxane macromonomers,

[0082] Methyl-bis(trimethylsiloxane)-silyl

[0083] 20 parts of propyl glycerol methacrylate (SIGMA),

[0084] 20 parts of hydroxyethyl methacrylate (HEMA),

[0085] 5 parts of N-vinylacetamide (NVA),

[0086] 15 parts of hydroxypropyl methacrylate (HPMA),

[0087] 0.5 part of 2-hydroxy-2-methylpropiophenone (D1173),

[0088] 0.5 part of ethylene glycol dimethacrylate (EGDMA),

[0089] Among them, the single-end-capped amphiphilic organosiloxane macromonomer was prepared by Example 1 and Example 2, respectively.

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Abstract

The invention discloses a single-capped amphiphilic organosiloxane macromonomer, which is excellent in mixing with various hydrophilic monomers under the condition of solvent-free solubilization, and can prepare high oxygen permeability, high Hydrophilic silicone hydrogel material. The present invention also provides a silicone hydrogel, which comprises the single-capped amphiphilic organosiloxane macromer and the following components and is prepared by polymerization: mono-capped amphiphilic organosiloxane macromolecule 5-60 parts of monomers, 0-30 parts of small molecular silicon monomers, 10-70 parts of hydrophilic monomers, initiators and cross-linking agents; the silicon hydrogel has good hydrophilic properties and high light transmission properties and high oxygen permeability. At the same time, the invention also provides a corneal contact lens made of the silicon hydrogel material, which has the advantages of good oxygen permeability, light transmission, strong hydrophilicity and wearing comfort.

Description

technical field [0001] The invention relates to a single-end-capped amphiphilic organosiloxane macromonomer, a silicon hydrogel, a corneal contact lens and a preparation method, and belongs to the field of material preparation of contact lens lenses. Background technique [0002] Traditional hydrogel contact lenses are copolymerized with hydrophilic monomers such as hydroxyethyl methacrylate, N-vinylpyrrolidone, etc. There is a general low oxygen permeability, and long-term wearing will cause corneal hypoxia. , resulting in ocular surface problems such as dry eyes, conjunctival hyperemia, and corneal edema. [0003] Silicon hydrogel is a material obtained by introducing silicone structural units into hydrogels. It combines the high oxygen permeability of silicone and the softness of hydrogels, and has a higher oxygen permeability than hydrogels. , which has been used as one of the materials for contact lenses in recent years. For those who wear contact lenses for a long ti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G77/46C08F290/06C08F230/08C08F220/28C08F226/02C08F222/14C08J3/075G02C7/04C08L51/08
CPCC08G77/46C08F290/068C08J3/075G02C7/049C08J2351/08C08F230/085C08F220/281C08F226/02C08F222/102
Inventor 张雪勤吴姝陈平韩雪莲王玉东
Owner JIANGSU HORIEN CONTACT LENS
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