IP Library Granted Patent US 7,989,144
Granted Patent B2
US 7,989,144 · App. 12/060,307 · Granted Aug 2, 2011

Antireflective coating composition

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Quick Facts
Patent No.
US 7,989,144
App. No.
12/060,307
Granted
Aug 2, 2011
Kind
B2
Abstract

The present invention relates to an antireflective composition comprising a thermal acid generator and an epoxy polymer comprising at least one unit of structure 1, at least one unit of structure 2, where, R 1 to R 12 are independently selected from hydrogen and C 1 -C 4 alkyl, structure 1 has a configuration selected from cis, trans or mixture thereof, and x and y are the mole % of the monomeric units in the polymer. The invention also relates to a process for manufacturing a microelectronic device.

Claims (32)

1. An antireflective composition comprising a thermal acid generator and an epoxy polymer comprising at least one unit of structure 1, and at least one unit of structure 2,

where, R 1 to R 12 are independently selected from a group consisting of hydrogen and C 1 -C 4 alkyl, and structure 1 has a configuration selected from a group consisting of cis, trans and mixture thereof, and x and y are the mole % of the monomeric units in the polymer, and where the composition further comprises a second absorbing polymer comprising fused aromatic unit in the backbone of the polymer and a multicyclic aliphatic unit in the backbone of the polymer.

2. The antireflective composition of claim 1 , where the second absorbing polymer has a carbon content greater than 80 weight %.

3. The antireflective composition of claim 1 , where the epoxy polymer further comprises at least one end unit selected from structures (3) and (4)

where, R 14 to R 25 is independently selected from a group consisting of hydrogen and C 1 -C 4 alkyl, and X is OH or H.

4. The antireflective composition of claim 1 , where the composition has a carbon content of greater than 75 weight %.

5. The antireflective composition of claim 1 , where the epoxy polymer has the structural units (3) and (4),

where, structure 4 has cis or trans configuration, and x and y are the mole % of the monomeric units in the polymer.

6. The antireflective composition of claim 1 , where the epoxy polymer is

where x and y are the mole % of the monomeric units in the polymer.

7. The antireflective composition of claim 1 , where the epoxy polymer has a carbon content of greater than 75 weight %.

8. The antireflective composition of claim 1 , where the epoxy polymer has a refractive index in the range of about 1.7 about 1.8 at 193 nm.

9. The antireflective composition of claim 1 , where the epoxy polymer has a absorbance in the range from about 0.15 to about 0.35 at 193 nm.

10. The antireflective composition of claim 1 , where the second polymer further comprises a unit selected from a group consisting of hydroxyphenylene, hydroxynaphthlene and mixtures thereof.

11. The antireflective composition of claim 1 , further comprising a crosslinker.

12. The antireflective composition of claim 11 , where the crosslinker is selected from a group consisting of melamines, methylols, glycolurils, polymeric gycolurils, hydroxy alkyl amides, epoxy resins, epoxy amine resins, blocked isocyanates, and divinyl monomers.

13. The antireflective composition of claim 1 , where the thermal acid generator is selected from a group consisting of iodonium salts, tosylates, derivatives of benzene sulfonic acid salts, and derivatives of naphthalene sulfonic acid salts.

14. 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;

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

15. The process of claim 14 , where the second antireflective coating comprises silicon.

16. The process of claim 14 , where the photoresist layer is imageable with radiation from about 240 nm to about 12 nm.

17. 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; and,

d) imaging the photoresist by nanoimprinting.

18. An antireflective composition comprising a thermal acid generator and an epoxy polymer comprising at least one unit of structure 1, and at least one unit of structure 2,

where, R 1 to R 12 are independently selected from a group consisting of hydrogen and C 1 -C 4 alkyl, and structure 1 has a configuration selected from a group consisting of cis, trans and mixture thereof, and x and y are the mole % of the monomeric units in the polymer, and where the composition further a second polymer which comprises a fused aromatic unit in the backbone of the polymer where the fused aromatic unit has in the range of about 3 to about 8 aromatic rings.

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 Feb 4, 2009
From: RAHMAN, M. DALIT; ABDALLAH, DAVID; ZHANG, RUZHI; MCKENZIE, DOUGLAS
To: AZ ELECTRONIC MATERIALS USA CORP.
Reel/Frame 022208/0218 →