IP Library Granted Patent US 10,189,947
Granted Patent B2
US 10,189,947 · App. 15/400,003 · Granted Jan 29, 2019

Composition of anti-reflective hardmask

Inventor: Sang Jun Choi (Seoul, KR)
C08G73/0672C09D179/04G03F7/091G03F7/162G03F7/168G03F7/2002G03F7/322
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Quick Facts
Patent No.
US 10,189,947
App. No.
15/400,003
Granted
Jan 29, 2019
Kind
B2
Abstract

An anti-reflective hardmask composition is provided. In an exemplary embodiment, the anti-reflective hardmask composition includes (a) a carbazole derivative polymer represented by the following Formula 1 or a polymer blend comprising the carbazole derivative polymer, and (b) an organic solvent:

Claims (47)

1. An anti-reflective hardmask composition comprising:

(a) a carbazole derivative polymer represented by the following Formula 1 or a polymer blend comprising the carbazole derivative polymer; and

(b) an organic solvent:

where R1 is hydrogen or an aromatic ring selected from the group consisting of the following substituents, R2 is an aromatic ring selected from the group consisting of the following substituents, and R1 and R2 may be the same or different:

where X is at least one selected from the following substituents:

where Z is an integer of 0 or 1,

m/(m+n) equals to a value in the range of between 0.1 and 0.8, and

a weight average molecular weight (Mw) of the polymer is between 1,000 and 30,000.

2. The hardmask composition of claim 1 , wherein R1 is hydrogen, R2 is at least one selected from the group consisting of the following substituents:

X is one selected from the group consisting of the following substituents:

and Z is 0.

3. The hardmask composition of claim 2 , wherein X is represented by:

4. The hardmask composition of claim 2 , further comprising:

a crosslinker; and

an acid catalyst.

5. The hardmask composition of claim 4 , wherein the crosslinker is at least one selected from the group consisting of a melamine resin, an amino resin, a glycoluril compound and a bis epoxy compound.

6. The hardmask composition of claim 4 , wherein the acid catalyst is at least one selected from the group consisting of p-toluenesulfonic acid monohydrate, pyridinium p-toluene sulfonate, 2,4,4,6-tetrabromocyclohexadienone, benzoin tosylate, 2-nitrobenzyl tosylate and alkyl esters of organic sulfonic acid.

7. The hardmask composition of claim 2 , comprising:

(a) 1 to 30% by weight of a polymer synthesized from the carbazole derivative or a polymer blend comprising the carbazole derivative polymer;

(b) 0.1 to 5% by weight of a crosslinker;

(c) 0.001 to 0.05% by weight of an acid catalyst; and

(d) a balance amount of an organic solvent, based on the total weight of the hardmask composition.

8. The hardmask composition of claim 1 , wherein R1 is hydrogen, R2 is at least one selected from the group consisting of the following substituents:

X is one selected from the group consisting of the following substituents:

and Z is 1.

9. The hardmask composition of claim 8 , wherein X is represented by:

10. The hardmask composition of claim 8 , further comprising:

a crosslinker; and

an acid catalyst.

11. The hardmask composition of claim 10 , wherein the crosslinker is at least one selected from the group consisting of a melamine resin, an amino resin, a glycoluril compound and a bis epoxy compound.

12. The hardmask composition of claim 10 , wherein the acid catalyst is at least one selected from the group consisting of p-toluenesulfonic acid monohydrate, pyridinium p-toluene sulfonate, 2,4,4,6-tetrabromocyclohexadienon, benzoin tosylate, 2-nitrobenzyl tosylate and alkyl esters of organic sulfonic acid.

13. The hardmask composition of claim 8 , comprising:

(a) 1 to 30% by weight of a polymer synthesized from the carbazole derivative or a polymer blend comprising the carbazole derivative polymer;

(b) 0.1 to 5% by weight of a crosslinker;

(c) 0.001 to 0.05% by weight of an acid catalyst; and

(d) a balance amount of an organic solvent, based on the total weight of the hardmask composition.

14. The hardmask composition of claim 1 , wherein X is represented by:

15. The hardmask composition of claim 1 , further comprising:

a crosslinker; and

an acid catalyst.

16. The hardmask composition of claim 15 , wherein the crosslinker is at least one selected from the group consisting of a melamine resin, an amino resin, a glycoluril compound and a bis epoxy compound.

17. The hardmask composition of claim 15 , wherein the acid catalyst is at least one selected from the group consisting of p-toluenesulfonic acid monohydrate, pyridinium p-toluene sulfonate, 2,4,4,6-tetrabromocyclohexadienone, benzoin tosylate, 2-nitrobenzyl tosylate and alkyl esters of organic sulfonic acid.

18. The hardmask composition of claim 1 , comprising:

(a) 1 to 30% by weight of a polymer synthesized from the carbazole derivative or a polymer blend comprising the carbazole derivative polymer;

(b) 0.1 to 5% by weight of a crosslinker;

(c) 0.001 to 0.05% by weight of an acid catalyst; and

(d) a balance amount of an organic solvent, based on the total weight of the hardmask composition.

Priority Claims (1)
KR 10-2016-0003275 · Jan 11, 2016 · national
Continuity (1)
Related Publication 20170198096A1 · Jul 13, 2017