Surface treatment liquid and hydrophilic treatment method

Patent metadata

Field	Value
Publication number	US-11066531-B2
Application number	US-201916503772-A
Country	US
Kind code	B2
Filing date	Jul 5, 2019
Priority date	Jul 10, 2018
Publication date	Jul 20, 2021
Grant date	Jul 20, 2021

Abstract

An object is to provide a surface treatment liquid which can firmly bond, while coating the surface of a treatment target with an extremely thin film, a coating whose hydrophilicity is unlikely to be lowered even when the coating is brought into contact with fats and the like to the surface of the treatment target and a surface treatment method using the surface treatment liquid described above. In a surface treatment liquid containing a resin (A) and a solvent (S), as the resin (A), a resin is used which includes a constituent unit (a1) that includes an organic group including a quaternary ammonium cation group and having a sulfonic acid anion group at a terminal and that is derived from an N-substituted (meth) acrylamide, and includes a reactive silyl group in at least one of molecular chain terminals, the concentration of the resin (A) in the surface treatment liquid is less than 2 mass % and the pH of the surface treatment liquid is 4 or less.

First claim

What is claimed is:

1. A surface treatment liquid comprising a resin (A) and a solvent (S),
wherein the resin (A) comprises a constituent unit (a1) comprising an organic group including a quaternary ammonium cation group and having a sulfonic acid anion group at a terminal and the unit (a1) being derived from an N-substituted (meth) acrylamide,
in at least one of terminals of a main chain of the resin (A), a terminal group comprising a silanol group and/or a reactive silyl group having a group to generate a silanol group by hydrolysis is bonded,
a ratio of a mass of the resin (A) to a mass of the surface treatment liquid is less than 2 mass %, and
a pH of the surface treatment liquid is 4 or less.

2. The surface treatment liquid according to claim 1 , wherein the constituent unit (a1) is a constituent unit derived from a monomer represented by formula (A1) below:
CH 2 ═CR 5 —CO—NH—R 1 —N + (R 2 )(R 3 )—R 4 —SO 3 −   (A1)

(wherein in formula (A1), R 1 and R 4 each independently represents a divalent hydrocarbon group which has 1 or more and 10 or less carbon atoms, R 2 and R 3 each independently represents a hydrocarbon group which may include a substituent and has 1 or more and 10 or less carbon atoms and R 5 represents a hydrogen atom or a methyl group.

3. The surface treatment liquid according to claim 1 , wherein the resin (A) comprises a constituent unit (a2) being a constituent unit other than the constituent unit (a1) and has a hydrophilic group.

4. The surface treatment liquid according to claim 3 , wherein the constituent unit (a2) comprises at least one selected from the group consisting of acrylamide and acrylic acid (polyethylene glycol) methyl ether.

5. The surface treatment liquid according to claim 1 , wherein a ratio of the constituent unit (a1) to all of the constituent units of the resin (A) is 70 mol % or more.

6. The surface treatment liquid according to claim 1 , comprising an electrolyte (B).

7. The surface treatment liquid according to claim 6 , wherein a content of the electrolyte (B) in the liquid is 10 parts by mass or more and 200 parts by mass or less with respect to 100 parts by mass of the resin (A).

8. The surface treatment liquid according to claim 7 , wherein the content of the electrolyte (B) in the liquid is 80 parts by mass or more and 200 parts by mass or less with respect to 100 parts by mass of the resin (A).

9. The surface treatment liquid according to claim 6 , wherein the electrolyte (B) comprises at least one selected from the group consisting of sodium chloride and sulfuric acid.

10. The surface treatment liquid according to claim 1 , wherein the terminal group is a group represented by formula (A-I) below:
—S—R a1 —SiR a2 a R a3 3−a   (A-I)

(wherein in formula (A-I), R a1 represents a divalent hydrocarbon group having 1 or more and 20 or less carbon atoms, R a2 represents a hydroxyl group, an alkoxy group having 1 or more and 4 or less carbon atoms, or a halogen atom, R a3 represents a hydrocarbon group which may include a substituent and has 1 or more and 10 or less carbon atoms, and a represents or 3.

11. A hydrophilic treatment method of making a surface of a treatment target hydrophilic, the hydrophilic treatment method comprising: forming a coating on the surface of the treatment target by applying the surface treatment liquid according to claim 1 .

12. The hydrophilic treatment method of making the surface of the treatment target hydrophilic according to claim 11 , the hydrophilic treatment method comprising: rinsing the surface of the treatment target with a rinse liquid after the application of the surface treatment liquid.

13. The hydrophilic treatment method of making the surface of the treatment target hydrophilic according to claim 11 , wherein a film thickness of the coating is 10 nm or less.

14. The surface treatment liquid according to claim 1 , wherein the constituent unit (a1) comprises a constituent unit derived from a N-substituted acrylamide compound represented by the formula below:

15. The surface treatment liquid according to claim 1 , wherein the terminal group of the main chain of the resin (A) is derived from (3-mercaptopropyl) trimethoxysilane.

16. The surface treatment liquid according to claim 1 , wherein the solvent (S) comprises water.

17. The surface treatment liquid according to claim 1 , wherein the ratio of the mass of the resin (A) to the mass of the surface treatment liquid is 1 mass % or less.

18. The surface treatment liquid according to claim 1 , wherein the pH of the surface treatment liquid is 1.5 or more and 2.0 or less.

19. The surface treatment liquid according to claim 1 , wherein a ratio of the constituent unit (a1) to all of the constituent units of the resin (A) is 89.1 mol % or more and 100 mol % or less.

20. The surface treatment liquid according to claim 1 , wherein the resin (A) comprises at least one selected from the group consisting of:
a homopolymer of a N-substituted acrylamide compound represented by the formula below:

and
a copolymer of the N-substituted acrylamide compound and at least one selected from the group consisting of acrylamide and acrylic acid (polyethylene glycol) methyl ether.

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Senzaki Takahiro
• Kamizono Takashi

Classifications

• C08J7/16 Primary

  with polymerisable compounds · CPC title

• C08F20/60 Primary

  containing nitrogen in addition to the carbonamido nitrogen · CPC title

• C08F220/606

  and containing other heteroatoms · CPC title

• B05D3/007

  After-treatment · CPC title

• C08J7/14

  with acids, their salts or anhydrides · CPC title