IP Library › Granted Patent US 11,579,531
Granted Patent B2
US 11,579,531 · App. 16/583,182 · Granted Feb 14, 2023

Organometallic cluster photoresists for EUV lithography

Inventors: Hsu-Kai Chang (Hsinchu, TW); Chi-Ming Yang (Hsinchu, TW); Jui-Hsiung Liu (Taipei, TW); Jui-Hung Fu (Kaohsiung, TW); Hsin-Yi Wu (Taichung, TW)
Assignee: Taiwan Semiconductor Manufacturing Co., Ltd.
G03F7/30C07F7/2224G03F7/0042G03F7/36G03F7/2004G03F7/325
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Quick Facts
Patent No.
US 11,579,531
App. No.
16/583,182
Granted
Feb 14, 2023
Kind
B2
Abstract

The present disclosure is directed to organotin cluster compounds having formula (I) and their use as photoresists in extreme ultraviolet lithography processes.

Claims (54)

1. A method for forming a patterned structure, comprising:

depositing a photoresist layer over a material layer, wherein the photoresist layer comprises a hexameric cluster having the following structure:

wherein:

R 1 is alkyl or optionally substituted aryl,

Y is carbonyl or optionally substituted alkylene, and

R 2 is substituted aryl or optionally substituted heteroaryl;

exposing the photoresist layer to a predetermined pattern to create a plurality of exposed regions and unexposed regions; and

developing the photoresist layer to form a patterned photoresist layer.

2. The method of claim 1 , wherein depositing the photoresist layer comprises applying a photoresist composition over the material layer, wherein the photoresist composition comprises the hexameric cluster and a solvent.

3. The method of claim 1 , wherein:

R 1 is butyl;

Y is carbonyl or methylene; and

R 2 has one of the following structures:

4. The method of claim 1 , wherein exposing the photoresist layer to the predetermined pattern comprises exposing the photoresist layer to a radiation beam.

5. The method of claim 1 , wherein exposing the photoresist layer to the predetermined pattern comprises exposing the photoresist layer to an extreme ultraviolet radiation beam.

6. The method of claim 1 , wherein developing the photoresist layer comprises applying a developer comprising methanol, xylene, 4-methyl-2-pentanol, or 2-heptanone.

7. The method of claim 1 , further comprising etching the material layer using the patterned photoresist layer as an etch mask.

8. The method of claim 1 , further comprising removing the patterned photoresist layer by a dry etch using a Cl 2 gas.

9. A method for lithograph patterning, comprising:

applying a photoresist composition over the material layer disposed on a substrate to form a photoresist layer, wherein the photoresist composition comprises a solvent and a hexameric cluster having the following structure:

wherein:

R 1 is alkyl or optionally substituted aryl,

Y is carbonyl or optionally substituted alkylene, and

R 2 is substituted aryl or optionally substituted heteroaryl;

patterning the photoresist layer to form a patterned photoresist layer; and

etching the material layer using the patterned photoresist layer as a mask.

10. The method of claim 9 , wherein:

R 1 is butyl;

Y is carbonyl or methylene; and

R 2 has one of the following structures:

11. The method of claim 9 , wherein the solvent comprises methanol, 4-methyl-2-pentano, toluene, xylene, or combinations thereof.

12. The method of claim 9 , wherein an amount of the compound in the photoresist composition is from 0.5 wt. % to about 10 wt. %.

13. The method of claim 9 , wherein patterning the photoresist layer comprising:

exposing the photoresist layer to a radiation beam through a photomask having a predefined pattern; and

applying a developer to a surface of the photoresist layer.

14. The method of claim 13 , wherein exposing the photoresist layer to a radiation beam comprises exposing the photoresist layer to an extreme ultraviolet beam.

15. The method of claim 9 , wherein etching the material layer comprises performing an etching process using a fluorine-containing gas, a bromine-containing gas, an oxygen-containing gas, an iodine-containing gas or combinations thereof.

16. The method of claim 9 , further comprising performing a bake process to remove the solvent from the photoresist layer.

17. A method for lithography patterning, comprising:

depositing a material layer on a substrate;

depositing a photoresist layer on the material layer, wherein the photoresist layer comprises a hexameric cluster having the following structure:

wherein:

R 1 is alkyl or optionally substituted aryl,

Y is carbonyl or optionally substituted alkylene, and

R 2 is substituted aryl or optionally substituted heteroaryl;

exposing the photoresist layer to an extreme ultraviolet radiation beam to create a plurality of exposed regions and unexposed regions;

developing the photoresist layer to form a patterned photoresist layer; and

removing portions of the material layer not covered by the patterned photoresist layer.

18. The method of claim 17 , wherein:

R 1 is butyl;

Y is carbonyl or methylene; and

R 2 has one of the following structures:

19. The method of claim 17 , wherein exposing the photoresist layer to the extreme ultraviolet radiation beam forms tin oxide in the exposed regions.

20. The method of claim 17 , wherein the material layer comprises silicon dioxide, silicon nitride, silicon oxynitride, silicon carbonitride, silicon boronitride, silicon borocarbide, a spin-on-carbon (SOC), or combinations thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 13, 2019
From: CHANG, HSU-KAI; YANG, CHI-MING; LIU, JUI-HSIUNG; FU, JUI-HUNG; WU, HSIN-YI
To: TAIWAN SEMICONDUCTOR MANUFACTURING CO., LTD.
Reel/Frame 050997/0342 →
Continuity (1)
Related Publication 20210087210A1 · Mar 25, 2021
Cited By (1)
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