IP Library Granted Patent US 11,977,331
Granted Patent B2
US 11,977,331 · App. 17/619,433 · Granted May 7, 2024

Composition containing a dicyanostyryl group, for forming a resist underlayer film capable of being wet etched

Inventors: Takafumi Endo (Toyama, JP); Yuki Endo (Toyama, JP)
Assignee: NISSAN CHEMICAL CORPORATION
G03F7/11G03F7/0045G03F7/422H01L21/0274H01L21/3081
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Quick Facts
Patent No.
US 11,977,331
App. No.
17/619,433
Granted
May 7, 2024
Kind
B2
Abstract

A resist underlayer film that exhibits removability and preferably solubility only in wet etching reagent solutions, while exhibiting good resistance to resist developers that are resist solvents or aqueous alkali solutions. The composition for forming a resist underlayer film includes a dicyanostyryl group-bearing polymer (P) or dicyanostyryl group-bearing compound (C) and includes solvent, and does not contain a protonic acid curing catalyst and does not contain an alkylated aminoplast crosslinking agent derived from melamine, urea, benzoguanamine, or glycoluril.

Claims (35)

1. A resist underlayer film-forming composition comprising a polymer (P) having a dicyanostyryl group or a compound (C) having a dicyanostyryl group,

wherein the composition comprises a solvent,

wherein the composition is free from an alkylated aminoplast crosslinking agent derived from melamine, urea, benzoguanamine, or glycoluril,

wherein the composition is free from a protonic acid curing catalyst, and

wherein polymer (P) having a dicyanostyryl group or compound (C) having a dicyanostyryl group is a reaction product of an active proton compound and a polymer precursor (PP) containing an epoxy group or a compound precursor (PC) containing an epoxy group, respectively.

2. The resist underlayer film-forming composition according to claim 1 , wherein the dicyanostyryl group is represented by the following formula (1):

wherein X represents an alkyl group, a hydroxy group, an alkoxy group, an alkoxycarbonyl group, a halogen atom, a cyano group, or a nitro group; R represents a hydrogen atom, an alkyl group, or an arylene group; n represents an integer of 0 to 4; and * indicates a bonding site to part of polymer (P) or compound (C).

3. The resist underlayer film-forming composition according to claim 1 , wherein polymer (P) having a dicyanostyryl group or compound (C) having a dicyanostyryl group is represented by the following formula (2):

wherein Q is a group resulting from eliminating m quantity of end atom or atoms from the polymer or compound, wherein m is between 1 and a number of repeating unit of the polymer when Q is the polymer, and m is an integer of 1 to 4 when Q is the compound, each of m quantity of A is independently a direct bond or an optionally branched or substituted alkylene group having 1 to 10 carbon atoms optionally interrupted with an ether linkage, a thioether linkage, or an ester linkage,

each of m quantity of B independently represents a direct bond, an ether linkage, a thioether linkage, or an ester linkage,

m quantity of R 1 represents a hydrogen atom, a methyl group, an ethyl group, or a propyl group, and is optionally bonded to Q to form a ring, and each of m quantity of R 2 and R 3 independently represents a hydrogen atom, a methyl group, or an ethyl group, and each of m quantity of L is independently represented by the following formula (3):

wherein Y represents an ether linkage, a thioether linkage, or an ester linkage,

R represents a hydrogen atom, an alkyl group, or an arylene group,

n represents an integer of 0 to 4, and

each of n quantity of X independently represents an alkyl group, a hydroxy group, an alkoxy group, an alkoxycarbonyl group, a halogen atom, a cyano group, or a nitro group.

4. The resist underlayer film-forming composition according to claim 1 , wherein polymer (P) having a dicyanostyryl group or compound (C) having a dicyanostyryl group has an aromatic ring or an aliphatic ring.

5. The resist underlayer film-forming composition according to claim 3 , wherein Q in formula (2) has an aromatic ring or an aliphatic ring.

6. The resist underlayer film-forming composition according to claim 2 , wherein R in formula (1) and/or formula (3) is a hydrogen atom.

7. The resist underlayer film-forming composition according to claim 3 , wherein Y in formula (3) represents an ether linkage or an ester linkage.

8. The resist underlayer film-forming composition according to claim 1 , for use on a substrate having copper on the surface.

9. An uncured resist underlayer film provided by removing a solvent from an applied film comprising the resist underlayer film-forming composition according to claim 1 .

10. The uncured resist underlayer film according to claim 9 , which is formed on a substrate having copper on the surface.

11. A method for producing a patterned substrate, comprising the steps of:

applying the resist underlayer film-forming composition according to claim 1 onto a substrate having copper on the surface and removing a solvent to form a resist underlayer film;

applying a resist onto the resist underlayer film and baking the applied resist to form a resist film;

subjecting the semiconductor substrate covered with the resist underlayer film and the resist to exposure; and

subjecting the resist film obtained after exposure to development and patterning.

12. A method for producing a semiconductor device, comprising the steps of:

forming an uncured resist underlayer film comprising the resist underlayer film-forming composition according to claim 1 on a substrate having copper on the surface;

forming a resist film on the uncured resist underlayer film;

irradiating the resist film with a light or an electron beam and subjecting the resultant resist film to development to form a resist pattern;

then removing the resist underlayer film exposed in the resist pattern;

performing copper plating in the formed resist pattern; and

removing the resist pattern and the resist underlayer film present under the resist pattern.

13. The method according to claim 12 , wherein at least one of the steps of removing the resist underlayer film is conducted by a wet treatment.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2021
From: ENDO, TAKAFUMI; ENDO, YUKI
To: NISSAN CHEMICAL CORPORATION
Reel/Frame 058398/0915 →
Priority Claims (1)
JP 2019-111916 · Jun 17, 2019 · national
Continuity (1)
Related Publication 20220397828A1 · Dec 15, 2022