IP Library Granted Patent US 12677620
Granted Patent B2
US 12677620 · App. 17/999,361 · Granted Jul 7, 2026

Surface treatment method for semiconductor substrate and surface treatment agent composition

Inventors: Yuzo Okumura (Ube, JP); Yuki Fukui (Ube, JP); Saori Shiota (Ube, JP); Yoshiharu Terui (Ube, JP); Soichi Kumon (Ube, JP)
Assignee: CENTRAL GLASS COMPANY, LIMITED
H10P70/23C09D7/20C09D183/08
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Quick Facts
Patent No.
US 12677620
App. No.
17/999,361
Granted
Jul 7, 2026
Kind
B2
Abstract

A surface treatment method for a semiconductor substrate of the present invention is a treatment method of treating a main surface of a semiconductor substrate that has, on the main surface of the substrate, a pattern formation region in which a pattern having a concave-convex structure with a pattern dimension of 30 nm or less is formed and a pattern non-formation region in which no pattern is formed, the method including a surface treatment step of bringing a surface treatment agent composition including a silylating agent into contact with the pattern formation region and the pattern non-formation region on the main surface of the semiconductor substrate, in which, with respect to a surface of the pattern non-formation region after the surface treatment step, an IPA contact angle with 2-propanol is 2° or more at a room temperature of 25° C. and/or a water contact angle with pure water is 50° or more at the room temperature of 25° C.

Claims (53)

1 . A treatment method of treating a main surface of a semiconductor substrate that has, on the main surface of the substrate, a pattern formation region in which a pattern having a concave-convex structure with a pattern dimension of 30 nm or less is formed and a pattern non-formation region in which no pattern is formed, the method comprising:

a surface treatment step of bringing a surface treatment agent composition including a silylating agent and a solvent into contact with the pattern formation region and the pattern non-formation region on the main surface of the semiconductor substrate, and

an evaluation step of determining whether or not, with respect to a surface of the pattern non-formation region after the surface treatment step, an IPA contact angle with 2-propanol is 2° or more at a room temperature of 25° C. and/or a water contact angle with pure water is 50° or more at the room temperature of 25° C., which is obtained by dropping 1 μl of droplets of 2-propanol or pure water on the substrate surface of the pattern non-formation region at the room temperature of 25° C. in a state in which the semiconductor substrate is stood on a horizontal table, and then measuring after 5 seconds.

2 . The treatment method according to claim 1 ,

wherein the surface treatment step is a step of forming a surface treatment agent layer on an entire main surface of the semiconductor substrate, and

on a surface of the surface treatment agent layer, the IPA contact angle is 2° or more at the room temperature of 25° C. and/or the water contact angle is 55° or more at the room temperature of 25° C.

3 . The treatment method according to claim 1 ,

wherein the solvent includes an aprotic solvent.

4 . The treatment method according to claim 3 ,

wherein the solvent includes the aprotic solvent in a content of 100% by mass in 100% by mass of the solvent.

5 . The treatment method according to claim 3 ,

wherein the aprotic solvent includes one or two or more kinds selected from the group consisting of hydrocarbons, esters, ethers, ketones, halogen element-containing solvents, sulfoxides, carbonate solvents, derivatives of polyhydric alcohol, nitrogen element-containing solvents, and silicone solvents.

6 . The treatment method according to claim 3 ,

wherein the solvent includes at least one of following (i), (ii) and (iii),

(i) a carbonate solvent or a lactone,

(ii) propylene carbonate or γ-butyrolactone, and

(iii) one or two or more kinds selected from the group consisting of derivatives of polyhydric alcohol, hydrocarbons, and ethers.

7 . The treatment method according to claim 1 ,

wherein the silylating agent includes a silicon compound represented by General Formula [1],

R 1 a Si(H) b X 4-a-b   [1]

(in General Formula [1], R 1 's each independently represent an organic group including a hydrocarbon group having 1 to 18 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, X's each independently represent a monovalent functional group in which an element bonded to an Si element is nitrogen, oxygen, carbon, or halogen, a represents an integer of 1 to 3, b represents an integer of 0 to 2, and a sum of a and b is 1 to 3).

8 . The treatment method according to claim 1 ,

wherein the silylating agent has a trialkylsilyl group, or an element bonded to an Si element, or both are nitrogen.

9 . The treatment method according to claim 1 ,

wherein a content of the silylating agent is 0.1% by mass or more and 50% by mass or less in 100% by mass of the surface treatment agent composition.

10 . The treatment method according to claim 1 ,

wherein the surface treatment agent composition includes a catalyst.

11 . The treatment method according to claim 10 ,

wherein the catalyst includes one or two or more kinds selected from the group consisting of trimethylsilyltrifluoroacetate, trimethylsilyltrifluoromethanesulfonate, dimethylsilyltrifluoroacetate, dimethylsilyltrifluoromethanesulfonate, butyldimethylsilyltrifluoroacetate, butyldimethylsilyltrifluoromethanesulfonate, hexyldimethylsilyltrifluoroacetate, hexyldimethylsilyltrifluoromethanesulfonate, octyldimethylsilyltrifluoroacetate, octyldimethylsilyltrifluoromethanesulfonate, decyldimethylsilyltrifluoroacetate, decyldimethylsilyltrifluoromethanesulfonate, a sulfonic acid represented by General Formula [3], an anhydride of the sulfonic acid, a salt of the sulfonic acid, a sulfonic acid derivative represented by General Formula [4], a sulfonate represented by General Formula [5], a sulfonimide represented by each of General Formulae [6] and [7], a sulfonimide derivative represented by each of General Formulae [8] and [9], a sulfonmethide represented by General Formula [10], a sulfonmethide derivative represented by General Formula [11], an acid imidized product, a nitrogen-containing compound, a nitrogen-containing heterocyclic compound, and a silylated heterocyclic compound,

R 8 —S(═O) 2 OH  [3]

[in General Formula [3], R 8 represents a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a hydroxyl group]

R 8′ —S(═O) 2 O—Si(H) 3-r (R 9 ) r   [4]

[in General Formula [4], R 8′ represents a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, R 9 's each independently represent at least one group selected from monovalent hydrocarbon groups having 1 to 18 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and r represents an integer of 1 to 3]

R 10 —S(═O) 2 OR 11   [5]

[in General Formula [5], R 10 represents a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a fluorine element, and R 11 represents a monovalent alkyl group having 1 to 18 carbon atoms]

(R 12 —S(═O) 2 ) 2 NH  [6]

[in General Formula [6], R 12 's each independently represent a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a fluorine element]

[in General Formula [7], R 13 represents a divalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements]

((R 14 —S(═O) 2 ) 2 N) 5 Si(H) t (R 15 ) 4-s-t   [8]

[in General Formula [8], R 14 's each independently represent a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a fluorine element, R 15 's each independently represent a monovalent hydrocarbon group having 1 to 18 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, s represents an integer of 1 to 3, t represents an integer of 0 to 2, and a sum of s and tis 3 or less]

[in General Formula [9], R 16 's each independently represent a divalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, R 17 's each independently represent a monovalent hydrocarbon group having 1 to 18 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, u represents an integer of 1 to 3, v represents an integer of 0 to 2, and a sum of u and v is 3 or less]

(R 18 —S(═O) 2 ) 3 CH  [10]

[in General Formula [10], R 18 's each independently represent a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a fluorine element]

((R 19 —S(═O) 2 ) 3 C) w Si(H) x (R 20 ) 4-w-x   [11]

[in General Formula [11], R 19 's each independently represent a group selected from the group consisting of a monovalent hydrocarbon group having 1 to 8 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, and a fluorine element, R 20 's each independently represent a monovalent hydrocarbon group having 1 to 18 carbon atoms, in which a part or all of hydrogen elements may be replaced with fluorine elements, w represents an integer of 1 to 3, x represents an integer of 0 to 2, and a sum of w and x is 3 or less].

12 . The treatment method according to claim 10 ,

wherein a content of the catalyst is 0.005% by mass or more and 20% by mass or less in 100% by mass of the surface treatment agent composition.

13 . The treatment method according to claim 1 ,

wherein the surface treatment agent composition does not contain water or contains water in a content of 2% by mass or less in 100% by mass of the surface treatment agent composition.

14 . The treatment method according to claim 1 , further comprising, after the surface treatment step:

a drying step of drying the main surface of the semiconductor substrate.

15 . The treatment method according to claim 1 , further comprising, after the surface treatment step:

a removal step of removing a surface treatment agent layer formed on the main surface of the semiconductor substrate from the main surface, the surface treatment agent layer being formed by the surface treatment step.