IP Library Granted Patent US 12,607,933
Granted Patent B2
US 12,607,933 · App. 17/970,130 · Granted Apr 21, 2026

Polymer compositions having photoacid generators and photoresists

Inventors: Yongqiang Zhang (Dayton, OH); Qiu Dai (Centerville, OH); Michael Thomas Sheehan (Liberty Hill, TX); Murali Ganth Theivanayagam (Dayton, OH)
Assignee: DUPONT ELECTRONICS, INC.
G03F7/039C08F220/1806C08L33/10G03F7/0392G03F7/0395G03F7/0397
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Quick Facts
Patent No.
US 12,607,933
App. No.
17/970,130
Granted
Apr 21, 2026
Kind
B2
Abstract

In a first aspect, a polymer composition includes 0.5 to 99 mol % of a hydroxystyrene repeat unit, 0.5 to 99 mol % of a sulfonated photoacid generator repeat unit and 0.5 to 99 mol % of an acid labile repeat unit. In a second aspect, a photoresist composition includes the polymer composition of the first aspect.

Claims (22)

1 . A polymer composition comprising:

0.5 to 99 mol % of a hydroxystyrene repeat unit having the formula (A):

0.5 to 99 mol % of a sulfonated photoacid generator repeat unit having the formula (B):

and

0.5 to 99 mol % of an acid labile repeat unit having the formula (C):

wherein:

each of R 1 , R 2 , and R 3 independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, a halogen atom, a cyano group or an alkoxycarbonyl group;

R 4 represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, or a cyano group, and m represents an integer in a range of from 1 to 4, wherein when m is 2 or more, each R 4 independently represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, or a cyano group;

each of Q 1 and Q 2 independently represents a hydrogen atom, a fluorine atom or a perfluoro alkyl group with 1 to 4 carbon atoms, and n represents an integer in a range of from 0 to 4, wherein when n is 2 or more, each Q 1 and Q 2 independently represents a hydrogen atom, a fluorine atom or a perfluoro alkyl group with 1 to 4 carbon atoms;

L 1 represents a single bond or a divalent saturated hydrocarbon group having from 1 to 20 carbon atoms, wherein one or more methylene groups in the divalent saturated hydrocarbon group is replaced by an oxygen, a sulfur, a carbonyl group, or a sulfonyl group;

Z + represents an organic cation; and

G 1 represents an organic group comprising an acid labile group, wherein the acid labile repeat unit having the formula (C) is derived from an acrylate having an acid-labile group in its side chain or a methacrylate having an acid-labile group in its side chain.

2 . The polymer composition of claim 1 , wherein the hydroxystyrene repeat unit having the formula (A) is derived from 4-hydroxystyrene.

3 . The polymer composition of claim 2 , wherein the sulfonated photoacid generator repeat unit having the formula (B) is given by:

4 . The polymer composition of claim 1 , wherein the organic cation of Z + is selected from the group consisting of sulfonium cations and iodonium cations.

5 . The polymer composition of claim 1 , further comprising 0 to 98.5 mol % of a repeat unit having the formula (D) not containing an acid labile group:

wherein:

R 5 represents a hydrogen atom, an alkyl group, a cycloalkyl group, a halogen atom, a cyano group or an alkoxycarbonyl group; and

G 2 represents an organic group not containing an acid labile group.

6 . The polymer composition of claim 5 , wherein the repeat unit having the formula (D) not containing an acid labile group is derived from a styrene, an acrylate or a methacrylate.

7 . A photoresist composition comprising the polymer composition of claim 1 .

8 . The photoresist composition of claim 7 , wherein the photoresist composition is an EUV photoresist or a KrF photoresist.

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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 14, 2023
From: ZHANG, YONGQIANG; DAI, QIU; SHEEHAN, MICHAEL THOMAS; THEIVANAYAGAM, MURALI GANTH
To: DUPONT ELECTRONICS, INC.
Reel/Frame 062688/0152 →