IP Library Granted Patent US 11,846,885
Granted Patent B2
US 11,846,885 · App. 14/577,473 · Granted Dec 19, 2023

Topcoat compositions and photolithographic methods

Inventors: Cong Liu (Shrewsbury, MA); Doris H. Kang (Shrewsbury, MA); Deyan Wang (Hudson, MA); Cheng-Bai Xu (Southboro, MA); Mingqi Li (Marlborough, MA); Chunyi Wu (Shrewsbury, MA)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS, LLC
G03F7/2041C08F220/10C08L101/12C09D7/20C09D133/14C09D201/00C09D201/02G03F7/11G03F7/16G03F7/20G03F7/32C08K5/05C08K5/101C09D133/16H01L21/0271
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Quick Facts
Patent No.
US 11,846,885
App. No.
14/577,473
Granted
Dec 19, 2023
Kind
B2
Abstract

Topcoat compositions are provided that can be used in immersion lithography to form photoresist patterns. The topcoat compositions include a solvent system that comprises 1) a first organic solvent represented by formula (I), wherein R1 and R2 are alkyl groups of 3-8 carbons and the total number of carbons of R1 and R2 is greater than 6; and 2) a second organic solvent that is a C4 to C10 monovalent alcohol.

Claims (21)

1. A method of forming a photolithographic pattern, comprising:

(a) applying a photoresist layer over a substrate;

(b) applying over the photoresist composition layer a layer of a topcoat composition;

(c) exposing the photoresist layer to actinic radiation; and

(d) contacting the exposed photoresist layer with a developer to form a photoresist pattern,

wherein the topcoat composition comprises 1) a polymer system and 2) a solvent system, the solvent system comprising:

(i) a first organic solvent that comprises propyl pentanoate, isopropyl pentanoate, isopropyl 3-methylbutanoate, isopropyl 2-methylbutanoate, isopropyl pivalate, isobutyl isobutyrate, 2-methylbutyl isobutyrate, 2-methylbutyl 2-methylbutanoate, 2-methylbutyl 2-methylhexanoate, 2-methylbutyl heptanoate, hexyl heptanoate, n-butyl n-butyrate, isoamyl n-butyrate, or isoamyl isovalerate; and

(ii) a second organic solvent that comprises n-butanol, isobutanol, 2-methyl-1-butanol, isopentanol, 2,3-dim ethyl-1-butanol, 4-methyl-2-pentanol, isohexanol, or isoheptanol, isomers thereof or mixtures thereof,

wherein the first solvent is present in the composition in an amount of 20 to 30 wt %, based on weight of the solvent system.

2. The method of claim 1 wherein the second solvent is present in the composition in an amount of 30 to 80 wt %, based on weight of the solvent system.

3. A method of forming a photolithographic pattern, comprising:

(a) applying a photoresist layer over a substrate;

(b) applying over the photoresist composition layer a layer of a topcoat composition;

(c) exposing the photoresist layer to actinic radiation; and

(d) contacting the exposed photoresist layer with a developer to form a photoresist pattern,

wherein the topcoat composition comprises: 1) a polymer system that comprises three different polymers, wherein the polymer system of the topcoat composition comprises a matrix polymer and a surface active polymer, wherein the matrix polymer is present in the composition in a larger proportion by weight than the surface active polymer, and wherein the surface active polymer has a lower surface energy than a surface energy of the matrix polymers and 2) a solvent system, the solvent system comprising:

(i) a first organic solvent that comprises n-butyl n-butyrate, isoamyl n-butyrate, or isoamyl isovalerate,

wherein the first solvent is present in the composition in an amount of 20 to 30 wt %, based on weight of the solvent system; and

(ii) a second organic solvent is 4-methyl-2-pentanol,

wherein the second solvent is present in the composition in an amount of 30 to 80 wt %, based on weight of the solvent system.

4. The method of claim 3 wherein the polymer system of the topcoat composition comprises a matrix polymer and a surface active polymer, wherein the matrix polymer is present in the composition in a larger proportion by weight than the surface active polymer, and wherein the surface active polymer has a lower surface energy than a surface energy of the matrix polymer.

Assignments (4)
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
CHANGE OF NAME Recorded Oct 29, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 069272/0383 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 16, 2016
From: LIU, CONG; KANG, DORIS H., MR.; WANG, DEYAN; XU, CHENG-BAI; LI, MINGQI; WU, CHUNYI, MS.
To: ROHM AND HAAS ELECTRONIC MATERIALS, LLC
Reel/Frame 037742/0268 →