Water-soluble silicone macromer

Patent metadata

Field	Value
Publication number	US-10793659-B2
Application number	US-201815888100-A
Country	US
Kind code	B2
Filing date	Feb 5, 2018
Priority date	May 25, 2017
Publication date	Oct 6, 2020
Grant date	Oct 6, 2020

Abstract

The present invention provides a water-soluble silicone macromer. The water-soluble silicone macromer has a general formula: E-(M 1 ) x -(M 2 ) y , wherein M 1 is a repeating unit which is derived from a silicone containing monomer, M 2 is a repeating unit which is derived from a first hydrophilic monomer, and E is an ethylenically unsaturated group. The amount of M 1 is in a range of 30-60 wt % based on the total weight of the water-soluble silicone macromer, and the amount of M 2 is in a range of 40-70 wt % based on the total weight of the water-soluble silicone macromer. A silicone hydrogel composition containing the water-soluble silicone macromer and a silicone hydrogel lens made of the silicone hydrogel composition are also provided herein.

First claim

What is claimed is:

1. A water-soluble silicone macromer having a structure presented by formula (1) below:
E-(M 1 ) x -(M 2 ) y   formula (1);

wherein M 1 is a repeating unit comprises

 or a combination thereof, wherein formula (8) and formula (9) has a number-averaged molecular weight of less than 1500, p is an integer of 0-4, q is 0 or 1, k is an integer of 4-20, and R 2 is C1-C10 alkyl group;
M 2 is a repeating unit comprises

 of molecular weight less than 1000, or a combination thereof, wherein a is an integer of 1-21, and a weight ratio of (M 1 ) x to (M 2 ) y is from 30:70 to 50:50;
E is a terminal group comprises

 wherein a symbol “*” in formula (20)-(23) indicates a position to be linked to M 1 ;
x is an integer of 1-20;
y is an integer of 1-20;
a number-average molecular weight (Mn) of the water-soluble silicone macromer ranges from 2000 to 5000; and
an aqueous solution composed of 0.5 wt % of the water-soluble silicone macromer and water has a light transmittance of greater than 20% at a wavelength of 450 nm.

2. The water-soluble silicone macromer of claim 1 , wherein M 2 is

having a molecular weight of less than 1000, and a is an integer of 1-21; and
M 1 comprises

 or a combination thereof.

3. The water-soluble silicone macromer of claim 1 , wherein M 2 is

having a molecular weight of less than 500, and a is an integer of 1-21; and
M 1 comprises

 or a combination thereof.

4. The water-soluble silicone macromer of claim 1 , wherein M 2 is

and
M 1 comprises

 or a combination thereof, wherein formula (8) and formula (9) has a number-averaged molecular weight of less than 1500, p is an integer of 0-4, q is 0 or 1, k is an integer of 4-20, R 2 is C1-C10 alkyl group.

5. The water-soluble silicone macromer of claim 1 , wherein M 2 is

and
M 1 comprises

 or a combination thereof, wherein formula (8) and formula (9) has a number-averaged molecular weight of less than 1500, p is an integer of 0-4, q is 0 or 1, k is an integer of 4-20, R 2 is C1-C10 alkyl group.

6. The water-soluble silicone macromer of claim 1 , wherein M 2 is

and
M 1 comprises

 or a combination thereof, wherein formula (8) and formula (9) has a number-averaged molecular weight of less than 1500, p is an integer of 0-4, q is 0 or 1, k is an integer of 4-20, R 2 is C1-C10 alkyl group.

7. The water-soluble silicone macromer of claim 1 , wherein M 2 is

and
M 1 comprises

 or a combination thereof, wherein formula (8) and formula (9) has a number-averaged molecular weight of less than 1500, p is an integer of 0-4, q is 0 or 1, k is an integer of 4-20, R 2 is C1-C10 alkyl group.

8. The water-soluble silicone macromer of claim 1 , wherein M 2 is a collection of

having a molecular weight of less than 500 and

and
M 1 comprises

 or a combination thereof.

9. The water-soluble silicone macromer of claim 1 , wherein M 2 is selected from the group consisting of

and a combination thereof; and
M 1 comprises a combination of

 formula (8) having a number-averaged molecular weight of less than 1500,

 having a number-averaged molecular weight of less than 1500, and either

 or

 wherein
p is an integer of 0-4; q is 0 or 1, k is an integer of 4-20, and R 2 is C1-C10 alkyl group.

Assignees

• Pegavision Corp

Inventors

• Lai Yu-Chin
• Kuan Ting-Chun
• Kung Hsiang-Ho
• Yeh Min-Tzung
• Yang Ching-Wen
• Hsu Tsung-Kao

Classifications

• C08F290/046 Primary

  Polymers of unsaturated carboxylic acids or derivatives thereof · CPC title

• C08F230/08

  containing silicon · CPC title

• C08F290/062 Primary

  Polyethers · CPC title

• C08F290/068

  Polysiloxanes · CPC title

• C08L51/085

  on to polysiloxanes · CPC title