IP Library Granted Patent US 6,936,405
Granted Patent B2
US 6,936,405 · App. 09/745,350 · Granted Aug 30, 2005

Organic polymeric antireflective coatings deposited by chemical vapor deposition

Assignee: Brewer Science Inc.
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 6,936,405
App. No.
09/745,350
Granted
Aug 30, 2005
Kind
B2
Abstract

An improved method for applying organic antireflective coatings to substrate surfaces and the resulting precursor structures are provided. Broadly, the methods comprise chemical vapor depositing (CVD) an antireflective compound on the substrate surface. In one embodiment, the compound is highly strained (e.g., having a strain energy of at least about 10 kcal/mol) and comprises two cyclic moieties joined to one another via a linkage group. The most preferred monomers are [2.2](1,4)-naphthalenophane and [2.2](9,10)-anthracenophane. The CVD processes comprise heating the antireflective compound so as to vaporize it, and then pyrolizing the vaporized compound to form stable diradicals which are subsequently polymerized on a substrate surface in a deposition chamber. The inventive methods are useful for providing highly conformal antireflective coatings on large substrate surfaces having super submicron (0.25 μm or smaller) features.

Claims (28)

1. A method of forming a precursor for use in manufacturing integrated circuits comprising the steps of:

providing a quantity of an antireflective compound and a substrate having a surface onto which said compound is to be applied, said antireflective compound having the formula

wherein:

each R is individually selected from the group consisting of alkyl groups; and

each X is individually selected from the group consisting of hydrogen, the halogens, nitro groups, amino groups, acetamido groups, substituted and unsubstituted cyclic and heterocyclic groups, and COR 1 , where R 1 is selected from the group consisting of hydrogen, substituted and unsubstituted phenyl groups, substituted and unsubstituted alkyl groups, cinnamoyl, naphthoyl, acryloyl, methacryloyl, furoyl, and thiophenecarbonyl groups; and

subjecting said antireflective compound to a chemical vapor deposition process so as to deposit said antireflective compound in a layer on said substrate surface, said antireflective compound layer deposited on said substrate surface absorbing at least about 90% of light at a wavelength of from about 150-500 mm.

2. The method of claim 1 , further including the step of applying a photoresist layer to said antireflective compound layer.

3. The method of claim 2 , wherein said antireflective compound layer has a thickness after said depositing step, and said thickness will change by less than about 10% in solvents utilized in said photoresist layer.

4. The method of claim 2 , further including the steps of:

exposing at least a portion of said photoresist layer to activating radiation;

developing said exposed photoresist layer; and

etching said developed photoresist layer to an etching process.

5. The method of claim 1 , wherein at least one of said cyclic moieties is heterocyclic or aromatic.

6. The method of claim 5 , wherein said cyclic moieties are selected from the group consisting of benzene, naphthalene, anthracene, phenanthrene, pyrene, pyridine, pyridazine, pyrimidine, pyrazine, thiazole, isothiazole, oxazole, isooxazole, thiophene, furan, and pyrrole.

7. The method of claim 1 , wherein the strain energy of said antireflective compound is at least about 10 kcal/mol.

8. The method of claim 1 , wherein said substrate comprises a silicon wafer.

9. The method of claim 1 , wherein said chemical vapor deposition process comprises the steps of:

(a) subjecting said antireflective compound to a sufficient temperature and pressure to form said antireflective compound into a vapor;

(b) cleaving the resulting vaporized compound; and

(c) depositing said cleaved compound onto said substrate surface.

10. The method of claim 9 , wherein said subjecting step (a) is carried out at a temperature of from about 35-160° C. and a pressure of from about 2-50 mTorr.

11. The method of claim 9 , wherein said cleaving step (b) comprises breaking a bond between two of the atoms of each R.

12. The method of claim 9 , wherein said cleaving step (b) comprises pyrolizing said antireflective compound.

13. The method of claim 12 , wherein said pyrolizing step comprises heating said antireflective compound to a temperature of from about 580-700° C.

14. The method of claim 9 , wherein said depositing step (c) comprises subjecting said cleaved compound to a temperature of from about 20-25° C.

15. The method of claim 1 , wherein the antireflective compound layer deposited on said substrate surface will be subjected to light of a predetermined wavelength and has a k value of at least about 0.1 at said predetermined wavelength.

16. The method of claim 1 , wherein the antireflective compound layer deposited on said substrate surface has a percent conformality of at least about 85%.

17. The method of claim 1 , wherein said substrate comprises raised features and structure defining contact or via holes, and said subjecting step comprises depositing a quantity of said antireflective compound in a layer on said features and said hole-defining structure.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 8, 2010
From: BREWER SCIENCE, INC.
To: U.S. GOVERNMENT AS REPRESENTED BY THE SECRETARY OF THE ARMY
Reel/Frame 024501/0250 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2000
From: SABNIS, RAM W.; GUERRERO, DOUGLAS J.; BREWER, TERRY; SPENCER, MARY J.
To: BREWER SCIENCE, INC.
Reel/Frame 011401/0376 →
Continuity (2)
Continuation In Part 0951142100 · Feb 22, 2000
Related Publication 20010021481A1 · Sep 13, 2001