IP Library › Granted Patent US 7,288,364
Granted Patent B2
US 7,288,364 · App. 11/177,738 · Granted Oct 30, 2007

Top anti-reflective coating composition and method for pattern formation of semiconductor device using the same

Assignee: Hynix Semiconductor Inc.
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Quick Facts
Patent No.
US 7,288,364
App. No.
11/177,738
Granted
Oct 30, 2007
Kind
B2
Abstract

Disclosed herein is a top anti-reflective coating composition which comprises a photoacid generator represented by Formula 1 below. wherein n is between 7 and 25. Since the top anti-reflective coating composition dissolves a portion of a photoacid generator present at the top of an underlying photosensitizer, particularly, upon formation of a top anti-reflective coating, it can prevent the top from being formed into a thick section. Therefore, the use of the anti-reflective coating composition enables the formation of a vertical pattern on a semiconductor device.

Claims (72)

1. A top anti-reflective coating composition, comprising:

a top anti-reflective coating polymer selected from the group consisting of:

poly(t-butylacrylate-acrylic acid-3-hydroxypropylmethacrylate) of Formula 1 below:

wherein a, b and c represent the mole fraction of each monomer and are in the range between about 0.05 and about 0.9, and the sum of a, b, and c equals one;

poly(t-butylacrylate-acrylic acid-N-isopropylacrylamide) of Formula 2 below:

wherein a, b and c are as defined in Formula 1; and,

poly(t-butylacrylate-acrylic acid-2-hydroxyethylmethacrylate) of Formula 3 below:

wherein a, b and c are as defined in Formula 1;

a photoacid generator represented by Formula 4 below:

wherein n is between 7 and 25; and,

an organic solvent.

2. The composition according to claim 1 , wherein the photoacid generator of Formula 4 is triphenylsulfonium perfluorooctanesulfonate.

3. The composition according to claim 1 , wherein the composition comprises about 0.05 to about 5 wt % of the photoacid generator, based on the weight of the top anti-reflective coating polymer.

4. The composition according to claim 1 , wherein the organic solvent is a primary alcohol.

5. The composition according to claim 4 , wherein the primary alcohol is n-butanol.

6. The composition according to claim 5 , wherein the composition is prepared by dissolving the top anti-reflective coating polymer in about 1,000 to about 10,000 wt % of n-butanol, based on the weight of the polymer.

7. The composition according to claim 1 , further comprising an acid diffusion inhibitor.

8. The composition according to claim 7 , wherein the acid diffusion inhibitor is L-proline.

9. The composition according to claim 8 , wherein the composition comprises about 1 to about 20 wt % of L-proline, based on the weight of the top anti-reflective coating polymer.

10. The composition according to claim 1 , wherein the composition has a refractive index between about 1.5 and about 1.65.

11. A semiconductor device comprising the top anti-reflective coating composition of claim 1 .

12. A method for forming a pattern of a semiconductor device, comprising:

(a) applying a photoresist to a semiconductor substrate on which an underlying structure is formed;

(b) applying a top anti-reflective coating composition on top of the photoresist to form a top anti-reflective coating;

(c) exposing the photoresist to light; and,

(d) developing the photoresist to form a photoresist pattern;

wherein the top anti-reflective coating composition comprises:

a top anti-reflective coating polymer;

a photoacid generator represented by Formula 5 below:

wherein n is between 7 and 25; and,

an organic solvent.

13. The method according to claim 12 , further comprising baking the substrate before and/or after the exposure.

14. The method according to claim 13 , wherein the baking is carried out in the range of about 70° C. to about 200° C.

15. The method according to claim 12 , wherein water is used as a medium for the light source in the exposure.

16. The method according to claim 12 , wherein the development is carried out using a 0.01 to about 5% (w/w) solution of tetramethylammoniumhydroxide (TMAH) in water as a developing solution.

17. A top anti-reflective coating composition, comprising:

a top anti-reflective coating polymer;

a photoacid generator represented by Formula 6 below:

wherein n is between 7 and 25; and,

a primary alcohol organic solvent.

18. The composition according to claim 17 , wherein the photoacid generator of Formula 6 is triphenylsulfonium perfluorooctanesulfonate.

19. The composition according to claim 17 , wherein the composition comprises about 0.05 to about 5 wt % of the photoacid generator, based on the weight of the top anti-reflective coating polymer.

20. The composition according to claim 17 , wherein the primary alcohol is n-butanol.

21. The composition according to claim 20 , wherein the composition is prepared by dissolving the top anti-reflective coating polymer in about 1,000 to about 10,000 wt % of n-butanol, based on the weight of the polymer.

22. The composition according to claim 17 , further comprising an acid diffusion inhibitor.

23. The composition according to claim 22 , wherein the acid diffusion inhibitor is L-proline.

24. The composition according to claim 23 , wherein the composition comprises about 1 to about 20 wt % of L-proline, based on the weight of the top anti-reflective coating polymer.

25. A semiconductor device comprising the top anti-reflective coating composition of claim 17 .

26. A top anti-reflective coating composition, comprising:

a top anti-reflective coating polymer;

a photoacid generator represented by Formula 7 below:

wherein n is between 7 and 25; and,

an organic solvent;

wherein the composition comprises about 0.05 to about 5 wt % of the photoacid generator, based on the weight of the top anti-reflective coating polymer.

27. The composition according to claim 26 , wherein the photoacid generator of Formula 7 is triphenylsulfonium perfluorooctanesulfonate.

28. The composition according to claim 26 , wherein the organic solvent is n-butanol.

29. The composition according to claim 28 , wherein the composition is prepared by dissolving the top anti-reflective coating polymer in about 1,000 to about 10,000 wt % of n-butanol, based on the weight of the polymer.

30. The composition according to claim 26 , further comprising an acid diffusion inhibitor.

31. The composition according to claim 30 , wherein the acid diffusion inhibitor is L-proline.

32. The composition according to claim 31 , wherein the composition comprises about 1 to about 20 wt % of L-proline, based on the weight of the top anti-reflective coating polymer.

33. A semiconductor device comprising the top anti-reflective coating composition of claim 26 .

34. A top anti-reflective coating composition, comprising:

a top anti-reflective coating polymer;

a photoacid generator represented by Formula 8 below:

wherein n is between 7 and 25;

an organic solvent; and,

L-proline as an acid diffusion inhibitor.

35. The composition according to claim 34 , wherein the photoacid generator of Formula 8 is triphenylsulfonium perfluorooctanesulfonate.

36. The composition according to claim 34 , wherein the organic solvent is n-butanol.

37. The composition according to claim 36 , wherein the composition is prepared by dissolving the top anti-reflective coating polymer in about 1,000 to about 10,000 wt % of n-butanol, based on the weight of the polymer.

38. The composition according to claim 34 , wherein the composition comprises about 1 to about 20 wt % of L-proline, based on the weight of the top anti-reflective coating polymer.

39. A semiconductor device comprising the top anti-reflective coating composition of claim 34 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2005
From: JUNG, JAE CHANG; BOK, CHEOL KYU; KIM, SAM YOUNG; LIM, CHANG MOON; MOON, SEUNG CHAN
To: HYNIX SEMICONDUCTOR INC.
Reel/Frame 016774/0290 →
Priority Claims (1)
KR 10-2004-0069044 · Aug 31, 2004 · national
Continuity (1)
Related Publication 20060046184A1 · Mar 2, 2006