IP Library Granted Patent US 7,314,703
Granted Patent B2
US 7,314,703 · App. 11/409,207 · Granted Jan 1, 2008

Chemically amplified resist material and pattern formation method using the same

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Quick Facts
Patent No.
US 7,314,703
App. No.
11/409,207
Granted
Jan 1, 2008
Kind
B2
Abstract

In a pattern formation method, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal or hemiketal is formed on a substrate. Then, with a liquid provided on the resist film, pattern exposure is performed by selectively irradiating the resist film with exposing light. After the pattern exposure, the resist film is developed so as to form a resist pattern made of the resist film.

Claims (156)

1. A chemically amplified resist material for use in immersion lithography comprising:

a polymer having hemiacetal and acetal.

2. A chemically amplified resist material for use in immersion lithography comprising:

a polymer having hemiacetal and ketal.

3. A chemically amplified resist material for use in immersion lithography comprising:

a polymer having hemiketal and acetal.

4. A chemically amplified resist material for use in immersion lithography comprising:

a polymer having hemiketal and ketal.

5. A chemically amplified resist material for use in immersion lithography comprising:

a first polymer having hemiacetal and a second polymer having acetal.

6. A chemically amplified resist material for use in immersion lithography comprising:

a first polymer having hemiacetal and a second polymer having ketal.

7. A chemically amplified resist material for use in immersion lithography comprising:

a first polymer having hemiketal and a second polymer having acetal.

8. A chemically amplified resist material for use in immersion lithography comprising:

a first polymer having hemiketal and a second polymer having ketal.

9. The chemically amplified resist material of claim 1 , 3 , 5 , or 7 ,

wherein said acetal is methoxymethyl carboxylate, ethoxymethyl carboxylate, methoxyethyl carboxylate, ethoxyethyl carboxylate, adamantoxymethyl carboxylate or adamantoxyethyl carboxylate.

10. The chemically amplified resist material of claim 2 , 4 , 6 , or 8 ,

wherein said ketal is methoxyisopropyl carboxylate, ethoxyisopropyl carboxylate or adamantoxyisopropyl carboxylate.

11. The chemically amplified resist material of claim 1 , 2 , 5 or 6 ,

wherein said hemiacetal is hydroxymethyl carboxylate or hydroxyethyl carboxylate.

12. The chemically amplified resist material of claim 3 , 4 , 7 or 8 ,

wherein said hemiketal is hydroxyisopropyl carboxylate.

13. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and acetal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

14. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and ketal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

15. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and acetal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

16. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and ketal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

17. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having acetal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

18. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having ketal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

19. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having acetal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

20. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having ketal;

performing pattern exposure by selectively irradiating said resist film with exposing light with a liquid provided on said resist film; and

forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

21. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

22. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

23. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

24. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

25. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

26. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

27. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

28. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure.

29. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and acetal;

forming a barrier film on said resist film;

perfonning pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

30. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiacetal and ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

31. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

32. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer having hemiketal and ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

33. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

34. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiacetal and a second polymer having ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

35. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having acetal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

36. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a first polymer having hemiketal and a second polymer having ketal;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film; and

forming a resist pattern made of said resist film by developing said resist film having been subjected to the pattern exposure after removing said barrier film.

37. The chemically amplified resist material of claim 13 , 15 , 17 , 19 , 21 , 23 , 25 , 27 , 29 , 31 , 33 or 35 ,

wherein said acetal is methoxymethyl carboxylate, ethoxymethyl carboxylate, methoxyethyl carboxylate, ethoxyethyl carboxylate, adamantoxymethyl carboxylate or adamantoxyethyl carboxylate.

38. The chemically amplified resist material of claim 14 , 16 , 18 , 20 , 22 , 24 , 26 , 28 , 30 , 32 , 34 or 36 ,

wherein said ketal is methoxyisopropyl carboxylate, ethoxyisopropyl carboxylate or adamantoxyisopropyl carboxylate.

39. The chemically amplified resist material of claim 13 , 14 , 17 , 18 , 21 , 22 , 25 , 26 , 29 , 30 , 33 or 34 ,

wherein said hemiacetal is hydroxymethyl carboxylate or hydroxyethyl carboxylate.

40. The chemically amplified resist material of claim 15 , 16 , 19 , 20 , 23 , 24 , 27 , 28 , 31 , 32 , 35 or 36 ,

wherein said hemiketal is hydroxyisopropyl carboxylate.

41. The pattern formation method of any one of claims 13 - 36 ,

wherein said liquid is water or an acidic solution.

42. The pattern formation method of claim 41 ,

wherein said acidic solution is a cesium sulfate aqueous solution or a phosphoric acid aqueous solution.

Assignments (9)
PATENT SECURITY AGREEMENT Recorded Aug 6, 2024
From: RPX CORPORATION; RPX CLEARINGHOUSE LLC
To: BARINGS FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 068328/0674 →
RELEASE OF LIEN ON PATENTS Recorded Aug 5, 2024
From: BARINGS FINANCE LLC
To: RPX CORPORATION
Reel/Frame 068328/0278 →
RELEASE OF SECURITY INTEREST Recorded Oct 26, 2020
From: JEFFERIES FINANCE LLC
To: RPX CORPORATION
Reel/Frame 054486/0422 →
PATENT SECURITY AGREEMENT Recorded Oct 23, 2020
From: RPX CLEARINGHOUSE LLC; RPX CORPORATION
To: BARINGS FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054244/0566 →
PATENT SECURITY AGREEMENT Recorded Oct 23, 2020
From: RPX CLEARINGHOUSE LLC; RPX CORPORATION
To: BARINGS FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054198/0029 →
SECURITY INTEREST Recorded Jun 29, 2018
From: RPX CORPORATION
To: JEFFERIES FINANCE LLC
Reel/Frame 046486/0433 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 5, 2013
From: PANASONIC CORPORATION
To: RPX CORPORATION
Reel/Frame 029756/0053 →
CHANGE OF NAME Recorded Nov 12, 2012
From: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
To: PANASONIC CORPORATION
Reel/Frame 029283/0318 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2006
From: ENDO, MASAYUKI; SASAGO, MASARU
To: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
Reel/Frame 018199/0528 →