IP Library Granted Patent US 8,486,609
Granted Patent B2
US 8,486,609 · App. 12/646,191 · Granted Jul 16, 2013

Antireflective coating composition and process thereof

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Quick Facts
Patent No.
US 8,486,609
App. No.
12/646,191
Granted
Jul 16, 2013
Kind
B2
Abstract

The invention relates to an antireflective coating composition comprising a crosslinker and a crosslinkable polymer capable of being crosslinked by the crosslinker, where the crosslinkable polymer comprises a unit represented by structure (1): A-B n   (1) where A is a fused aromatic ring and B has a structure (2), where R 1 is C 1 -C 4 alkyl and R 2 is C 1 -C 4 alkyl. The invention further relates to a process for forming an image using the composition.

Claims (34)

1. An antireflective coating composition comprising a crosslinker and a crosslinkable polymer capable of being crosslinked by the crosslinker, where the crosslinkable polymer comprises a unit represented by structure (1):

A-B   (1)

where A is a fused aromatic ring comprising 3 to 5 fused aromatic rings and which further is unsubstituted or substituted with one or more organo constituents selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, haloalkyls, hydroxyl, amino, aminoalkyl, and alkoxy, and B has a structure (2),

where R 1 is C 1 -C 4 alkyl and R 2 is C 1 -C 4 alkyl, and where the composition further comprises an acid generator.

2. The composition of claim 1 , where the polymer in the composition is free of aliphatic polycyclic moieties.

3. The composition of claim 1 , where R 1 is methyl and R 2 is methyl.

4. The composition of claim 1 , where the acid generator is a thermal acid generator.

5. The composition of claim 1 , wherein the polymer has a weight average molecular weight of 1,200 to 10,000.

6. The composition of claim 1 further comprising a surfactant.

7. The composition of claim 1 further comprising a second polymer, where the second polymer comprises a hydroxyaromatic moiety.

8. The composition of claim 1 further comprising a second polymer, where the second polymer comprises a hydroxyaromatic moiety and is free of aliphatic polycyclics.

9. The composition of claim 1 having a carbon content of greater than 80 weight % by solid content.

10. The composition of claim 1 , where A in structure 1 is selected from the group consisting of

wherein one or more of these structures is present.

11. A process for manufacturing a microelectronic device, comprising;

a) providing a substrate with a first layer of an antireflective coating composition from claim 1 ;

b) optionally, providing at least a second antireflective coating layer over the first antireflective coating composition layer;

c) coating a photoresist layer above the antireflective coating layers;

d) imagewise exposing the photoresist layer with radiation in the deep and extreme ultraviolet (uv) region;

e) developing the photoresist layer with an aqueous alkaline developing solution.

12. The process of claim 11 , where the first antireflective coating layer has k value as measured by ellipsometry in the range of about 0.05 to about 1.0.

13. The process of claim 11 , where the second antireflective coating comprises silicon.

14. The process of claim 11 , where the second antireflective coating layer has k value as measured by ellipsometry in the range of about 0.05 to about 0.5.

15. The process of claim 11 , where the photoresist is imageable with radiation from about 240 nm to about 12 nm.

16. The process of claim 11 where the developing solution is an aqueous solution comprising a hydroxide base.

17. A process for manufacturing a microelectronic device, comprising:

a) providing a substrate with a first layer of an antireflective coating composition comprising a crosslinker and a crosslinkable polymer capable of being crosslinked by the crosslinker, where the crosslinkable polymer comprises a unit represented by structure (1):

A-B   (1)

where A is a fused aromatic ring comprising 3 to 5 fused aromatic rings and which further is unsubstituted or substituted with one or more organo constituents selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, haloalkyls, hydroxyl, amino, aminoalkyl, and alkoxy, and B has a structure (2),

where R 1 is C 1 -C 4 alkyl and R 2 is C 1 -C 4 alkyl,

b) optionally, providing at least a second antireflective coating layer over the first antireflective coating composition layer;

c) coating a photoresist layer above the antireflective coating layers;

d) imagewise exposing the photoresist layer with radiation in the deep and extreme ultraviolet (uv) region;

e) developing the photoresist layer with an aqueous alkaline developing solution.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2015
From: AZ ELECTRONIC MATERIALS USA CORP.
To: MERCK PATENT GMBH
Reel/Frame 034742/0206 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2010
From: RAHMAN, M. DALIL; MCKENZIE, DOUGLAS; YAO, HUIRONG; CHO, JOONYEON; YI, YI; LIN, GUANYANG
To: AZ ELECTRONIC MATERIALS USA CORP.
Reel/Frame 025237/0612 →