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Polymers with intrinsic light-absorbing properties for anti-reflective coating applications in deep ultraviolet microlithography

Assignee: Brewer Science Inc
•
Filing: 1992-02-12
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Granted: 1993-08-10
•
Expires: 2012-02-12
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Abstract

Abstract A composition and a method for forming an anti-reflective layer for DUV microlithographic processes is disclosed. The compositions of the present invention includes a polymer dissolved in a suitable solvent. The polymers are polysulfone and polyurea polymers which possess inherent light absorbing properties at deep ultraviolet wavelengths. In accordance with the method of the present invention, these compositions are applied to a substrate to form an anti-reflective coating, and thereafter a photoresist material that is compatible with the anti-reflective coating is applied.

Inventors

  • 👤 Tony Flaim
  • 👤 James Lamb, III
  • 👤 Kimberly A. Moeckli
  • 👤 Terry Brewer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 14:24
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/09; G03F7/091; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3855; C08G18/3863; C08G18/3865; C08G18/3872; C08G75/00; C08G75/20; C08G75/23; C08G83/00; C08J; C08J3/00; C08J3/02; C08J3/09; C08J3/091

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 362 words
A composition for forming an anti-reflective layer for DUV microlithographic processes, comprising a polymer dissolved in a suitable solvent, said polymer being opaque at deep ultraviolet wavelengths and having a functional repeat unit selected from the group consisting of: ##STR17## and combinations thereof, wherein R a is selected from the group consisting of: ##STR18## wherein R 1 =R 4 ; R 2 =R 3 ; R 1 , R 2 , R 3 , R 4 , and R 5 are selected from the group consisting of hydrogen and methyl; and R 6 is selected from the group consisting of hydrogen, methyl and phenyl; ##STR19## wherein R 1 =R 2 =R 3 =R 4 and are selected from the group consisting of hydrogen and methyl; ##STR20## wherein R 1 =R 2 =R 3 =R 4 and are selected from the group consisting of hydrogen and methyl; ##STR21## wherein X is selected from the group consisting of: ##STR22## wherein R 1 =R 2 =R 3 =CH 3 and R 4 =H, or R 1 =R 2 =R 4 =CH 3 and R 3 =H; and (G) combinations thereof; wherein R b is selected from the group consisting of: ##STR23## wherein R 1 is selected from the group consisting of Cl, C.tbd.N, CH 3 , H, OCH 3 , and COOR 2 , wherein R 2 is --CH 3 or --CH 2 CH 3 ; ##STR24## wherein R 1 is selected from H and C.tbd.N; ##STR25## wherein R 1 =R 2 =R 3 =R 4 =H or CH 3 ; ##STR26## wherein R 1 =R 2 and are selected from consisting of H, CH 3 , OCH 3 , and R 3 =R 4 and are selected from consisting of H and CH 3 ; ##STR27## wherein R 1 =R 2 =R 3 =R 4 =H or CH 3 ; and (N) combinations thereof; wherein said suitable solvent is selected from the group consisting of cyclohexanone, cyclopentanone, 2-methoxyethyl ether, anisole, ethyl lactate, acetophenone, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate (EGMEA), propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate (PGMEA), gamma butrylolactone, tetrahydrofurfuryl alcohol, N-methylpyrrolidone, N,N-dimethylacetamide, 1,1,3,3-tetramethylurea, 1,2-dimethyl-2-imidazolidinone, and mixtures thereof.
Claim 2
Dependent Claim 362 words
A composition for forming an anti-reflective layer for DUV microlithographic processes, comprising a polymer dissolved in a suitable solvent, said polymer being opaque at deep ultraviolet wavelengths and having a functional repeat unit selected from the group consisting of: ##STR17## and combinations thereof, wherein R a is selected from the group consisting of: ##STR18## wherein R 1 =R 4 ; R 2 =R 3 ; R 1 , R 2 , R 3 , R 4 , and R 5 are selected from the group consisting of hydrogen and methyl; and R 6 is selected from the group consisting of hydrogen, methyl and phenyl; ##STR19## wherein R 1 =R 2 =R 3 =R 4 and are selected from the group consisting of hydrogen and methyl; ##STR20## wherein R 1 =R 2 =R 3 =R 4 and are selected from the group consisting of hydrogen and methyl; ##STR21## wherein X is selected from the group consisting of: ##STR22## wherein R 1 =R 2 =R 3 =CH 3 and R 4 =H, or R 1 =R 2 =R 4 =CH 3 and R 3 =H; and (G) combinations thereof; wherein R b is selected from the group consisting of: ##STR23## wherein R 1 is selected from the group consisting of Cl, C.tbd.N, CH 3 , H, OCH 3 , and COOR 2 , wherein R 2 is --CH 3 or --CH 2 CH 3 ; ##STR24## wherein R 1 is selected from H and C.tbd.N; ##STR25## wherein R 1 =R 2 =R 3 =R 4 =H or CH 3 ; ##STR26## wherein R 1 =R 2 and are selected from consisting of H, CH 3 , OCH 3 , and R 3 =R 4 and are selected from consisting of H and CH 3 ; ##STR27## wherein R 1 =R 2 =R 3 =R 4 =H or CH 3 ; and (N) combinations thereof; wherein said suitable solvent is selected from the group consisting of cyclohexanone, cyclopentanone, 2-methoxyethyl ether, anisole, ethyl lactate, acetophenone, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate (EGMEA), propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate (PGMEA), gamma butrylolactone, tetrahydrofurfuryl alcohol, N-methylpyrrolidone, N,N-dimethylacetamide, 1,1,3,3-tetramethylurea, 1,2-dimethyl-2-imidazolidinone, and mixtures thereof.
Claim 3
Dependent Claim 17 words
The composition of claim 1 wherein said functional repeat unit is a copolymer of 4,4'-isopropylidenediphenol and 4-chlorophenylsulfone.
Claim 4
Dependent Claim 12 words
The composition of claim 1 wherein said functional repeat unit is ##STR28##
Claim 5
Dependent Claim 57 words
The composition of claim 1 wherein said solvent is selected from the group consisting of cyclohexanone, 2-methoxyethyl ether, and combinations thereof, and said polymer is at least poorly soluble in at least one solvent selected from the group consisting of ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, anisole, ethyl lactate, xylene, or butyl acetate.
Claim 6
Dependent Claim 20 words
The composition of claim 1 wherein said polymer has an average molecular weight of 10 3 to 10 6 .
Claim 7
Dependent Claim 25 words
The composition of claim 1 wherein said polymer composition further includes an additive selected from the group consisting of 4,4,-bis(N,N-dimethylamino)benzophenone, 7-diethylamino-4-methylcoumarian, curcumin, 3-aminopropyltriethoxysilane and (3-glycidoxypropyl)trimethoxysilane.

References Cited (Backward Citations)

US4910122A Cited
EP0257255A2 Cited
US4950583A Cited
US5110697A Cited
US5057399A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-08-09 1997-02-08 1997-08-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-08-09 2001-02-08 2001-08-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-08-09 2005-02-08 2005-08-10 $7700.00 Window Closed / Lapsed

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