Surface zwitterionized silicone antifouling coating and preparation method thereof

Patent metadata

Field	Value
Publication number	US-2024132731-A1
Application number	US-202318475634-A
Country	US
Kind code	A1
Filing date	Sep 27, 2023
Priority date	Oct 6, 2022
Publication date	Apr 25, 2024
Grant date	—

Abstract

Provided are a surface zwitterionized silicone antifouling coating and a preparation method thereof. In the disclosure, hydroxyl-terminated polydimethylsiloxane and N-aminoethyl-3-aminopropyl methyl dimethoxysilane are used as raw materials, and tetramethylammonium hydroxide pentahydrate is used as a catalyst, thereby preparing a series of polydimethylsiloxane resins containing amino side chains in different proportions; then side chain amino modified polydimethylsiloxane is crosslinked and cured by using 3-glycidyloxypropyltrimethoxysilane as a curing agent; after that, the cured silicone coating is soaked in a solution of 1,3-propane sultone in acetone for ionization.

First claim

What is claimed is:

1 . A method for preparing a surface zwitterionized silicone antifouling coating, comprising the following steps:
step 1, preparation of a hydroxyl-terminated side chain amino-containing polydimethylsiloxane resin: adding N-aminoethyl-3-aminopropyl methyl dimethoxy silane and deionized water into a three-necked flask, and hydrolyzing the N-aminoethyl-3-aminopropyl methyl dimethoxy silane to obtain a hydrolyzed product; subjecting the hydrolyzed product to first reduced pressure distillation to remove low-boiling substances generated by the hydrolyzing to obtain a distilled product; adding hydroxyl-terminated polydimethylsiloxane to the distilled product, and adding tetramethylammonium hydroxide pentahydrate as a catalyst thereto to obtain a first mixture, and subjecting the first mixture to grafting reaction while introducing nitrogen to obtain a resin, wherein during the grafting reaction, a reaction system changes from white to transparent; adjusting a viscosity of the resin with water as a terminator, and then rapidly heating the resin until tetramethylammonium hydroxide in the reaction system is removed to obtain a heated resin; and subjecting the heated resin to second reduced pressure distillation to remove low-boiling substances to obtain the hydroxyl-terminated side chain amino-containing polydimethylsiloxane resin which is colorless, recorded as component A, wherein the component A has a structure represented by the following formula:

where N-aminoethyl-3-aminopropyl methyl dimethoxy silane is used in an amount of 5-20% by mass, based on a mass of hydroxyl-terminated polydimethylsiloxane; hydroxyl-terminated polydimethylsiloxane has a viscosity of 5000 cs; and the catalyst tetramethylammonium hydroxide pentahydrate is used in an amount of 0.1-0.2% by mass, based on a total mass of a system,
step 2, crosslinking and curing of the hydroxyl-terminated side chain amino-containing polydimethylsiloxane resin:
adding the component A into a 50 mL beaker, and adding component B 3-glycidyloxypropyltrimethoxysilane thereto; stirring the component A and the component B to be uniform to obtain a second mixture; evenly coating the second mixture onto a substrate; and curing the second mixture by standing at ambient temperature for 24 h to obtain a cured hydroxyl-terminated side chain amino-containing polydimethylsiloxane coating, where the component B is used in an amount of 5-10% by mass, based on a mass of the component A, and the curing is performed for 24 h; and
step 3, preparation of the surface zwitterionized silicone antifouling coating:
soaking the cured hydroxyl-terminated side chain amino-containing polydimethylsiloxane coating in a solution of propane sultone in acetone for surface zwitter-ionization.

2 . The method of claim 1 , wherein hydrolyzing N-aminoethyl-3-aminopropyl methyl dimethoxy silane is performed at a temperature of 70° C., the first reduced pressure distillation is performed for 1 h, the grafting reaction is performed at a temperature of 105-110° C. for 4-5 h, and tetramethylammonium hydroxide is removed at a temperature of 145° C. for 1 h.

3 . The method of claim 1 , wherein in step 3, propane sultone is used in an amount of 10-20% by mass, based on a mass of acetone.

4 . A surface zwitterionized silicone antifouling coating, which is prepared by the method of claim 1 .

5 . The surface zwitterionized silicone antifouling coating of claim 4 , wherein hydrolyzing N-aminoethyl-3-aminopropyl methyl dimethoxy silane is performed at a temperature of 70° C., the first reduced pressure distillation is performed for 1 h, the grafting reaction is performed at a temperature of 105-110° C. for 4-5 h, and tetramethylammonium hydroxide is removed at a temperature of 145° C. for 1 h.

6 . The surface zwitterionized silicone antifouling coating of claim 4 , wherein in step 3, propane sultone is used in an amount of 10-20% by mass, based on a mass of acetone.

Assignees

• Univ Harbin Eng

Inventors

• Wang Jun
• Wang Zhixin
• Song Dalei
• Chen Rongrong
• Liu Qi
• Liu Jingyuan
• Yu Jing
• Zhu Jiahui
• Sun Gaohui

Classifications

• C09D5/1637 Primary

  Macromolecular compounds · CPC title

• C09D5/1681

  Antifouling coatings characterised by surface structure, e.g. for roughness effect giving superhydrophobic coatings or Lotus effect · CPC title

• C09D183/08 Primary

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C09D5/1675

  Polyorganosiloxane-containing compositions · CPC title