IP Library Granted Patent US 11,796,916
Granted Patent B2
US 11,796,916 · App. 17/227,511 · Granted Oct 24, 2023

Pattern formation methods and photoresist pattern overcoat compositions

Inventors: Xisen Hou (Lebanon, NH); Cong Liu (Shrewsbury, MA); Irvinder Kaur (Northborough, MA)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS LLC
G03F7/11C08F212/24C08F220/68C09D133/02C09D133/16G03F7/0035G03F7/0048G03F7/039G03F7/094G03F7/168G03F7/40G03F7/405H01L21/0274
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Quick Facts
Patent No.
US 11,796,916
App. No.
17/227,511
Granted
Oct 24, 2023
Kind
B2
Abstract

A pattern formation method, comprising: (a) providing a semiconductor substrate; (b) forming a photoresist pattern over the semiconductor substrate, wherein the photoresist pattern is formed from a photoresist composition comprising: a first polymer comprising acid labile groups; and a photoacid generator; (c) coating a pattern overcoat composition over the photoresist pattern, wherein the pattern overcoat composition comprises a second polymer and an organic solvent, wherein the organic solvent comprises one or more ester solvents, wherein the ester solvent is of the formula R 1 —C(O)O—R 2 , wherein R 1 is a C3-C6 alkyl group and R 2 is a C5-C10 alkyl group; (d) baking the coated photoresist pattern; and (e) rinsing the coated photoresist pattern with a rinsing agent to remove the second polymer. The methods find particular applicability in the manufacture of semiconductor devices.

Claims (11)

1. A photoresist pattern overcoat composition, comprising: a matrix polymer comprising a repeat unit comprising a —C(CF 3 ) 2 OH group and/or a repeat unit comprising an acid group; and an organic solvent comprising one or more ester solvents and one or more monoether solvents, wherein the ester solvent is of the formula R 1 —C(O)O—R 2 , wherein R 1 is a C3-C6 alkyl group and R 2 is a C5-C10 alkyl group, and wherein the one or more monoether solvents are present in a combined amount of from 50 to 99 wt % based on total solvents of the photoresist pattern overcoat composition.

2. The photoresist pattern overcoat composition of claim 1 , wherein the ester solvent is isoamyl isobutyrate.

3. The photoresist pattern overcoat composition of claim 1 , further comprising an alcohol solvent.

4. The photoresist pattern overcoat composition of claim 1 , wherein the matrix polymer comprises a repeat unit comprising a —C(CF 3 ) 2 OH group.

5. The photoresist pattern overcoat composition of claim 1 , wherein the matrix polymer comprises a repeat unit comprising an acid group.

6. The photoresist pattern overcoat composition of claim 1 , wherein the pattern overcoat composition is free of non-polymeric acids and non-polymeric acid generators.

7. A coated substrate, comprising: a semiconductor substrate; a photoresist pattern over the substrate; and a photoresist pattern overcoat composition of claim 1 over and in contact with the photoresist pattern.

8. The coated substrate of claim 7 , wherein the photoresist pattern is formed from a photoresist composition comprising: a first polymer comprising acid labile groups; and a photoacid generator; wherein the first polymer comprises a repeat unit of the following formula (III):

wherein: R 4 is hydrogen or methyl; R 5 is one or more groups chosen from hydroxyl, C1-C8 alkoxy, C5-C12 aryloxy, C2-C10 alkoxycarbonyloxy, C1-C4 alkyl, C5-C15 aryl and C6-C20 aralkyl, wherein one or more carbon hydrogens are optionally substituted with a halogen atom; b is an integer of from 1 to 5; wherein at least one R 5 is independently chosen from hydroxyl, C1-C8 alkoxy, C5-C12 aryloxy and C2-C10 alkoxycarbonyloxy.

9. A coated substrate, comprising: a semiconductor substrate; a photoresist pattern over the substrate; and a photoresist pattern overcoat composition over and in contact with the photoresist pattern, wherein the photoresist pattern overcoat composition comprises: a matrix polymer comprising a repeat unit comprising a —C(CF 3 ) 2 OH group and/or a repeat unit comprising an acid group; and an organic solvent comprising one or more ester solvents and one or more monoether solvents, wherein the ester solvent is of the formula R 1 —C(O)O—R 2 , wherein R 1 is a C3-C6 alkyl group and R 2 is a C5-C10 alkyl group, and wherein the one or more monoether solvents are present in a combined amount of from 50 to 99 wt % based on total solvents of the photoresist pattern overcoat composition.

10. A coated substrate, comprising: a semiconductor substrate; a photoresist pattern over the substrate, wherein the photoresist pattern comprises an upper surface and a sidewall surface; and a photoresist pattern overcoat composition over and in contact with the upper surface and the sidewall surface of the photoresist pattern, wherein the photoresist pattern overcoat composition comprises: a matrix polymer comprising a repeat unit comprising a —C(CF 3 ) 2 OH group and/or a repeat unit comprising an acid group; and an organic solvent comprising one or more ester solvents and one or more monoether solvents, wherein the ester solvent is of the formula R 1 —C(O)O—R 2 , wherein R 1 is a C3-C6 alkyl group and R 2 is a C5-C10 alkyl group.

Assignments (3)
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 →
Continuity (3)
Division 15960825 · Apr 24, 2018
Provisional Application 62492943 · May 1, 2017
Related Publication 20210232047A1 · Jul 29, 2021