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US4912018A Expired / Lapsed US ⏱️ 0.0 years remaining

High resolution photoresist based on imide containing polymers

Assignee: Clariant Finance BVI Ltd
•
Filing: 1987-06-22
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Granted: 1990-03-27
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Expires: 2007-06-22
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Abstract

Abstract Photoresist compositions suitable for deep UV and excimer laser lithography are disclosed that are mixtures of a photoacid and a polymer having imide residues to which acid labile groups are attached. The imide group ##STR1## can be blocked with certain groups, X, to form compounds containing the structure ##STR2## which have solubility properties different from the unblocked imide. These groups, X, can be cleaved by acid under the proper conditions to regenerate the unblocked imide. Where the imide group is incorporated in a polymer, the polymer with blocked imide groups can be made to function as a resist when compounded with a substance capable of forming an acid upon exposure to radiation. Preferred polymers are those in which at least 80% of the imide groups are blocked. When less than 50% of the imide groups are blocked, performance in a photoresist becomes unacceptable. When the special T-shaped profile needed for the metal lift-off method is required, at least about 50% of the imide groups should be blocked but not more than about 75%.

Inventors

  • 👤 Christopher E. Osuch
  • 👤 Michael J. McFarland

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 22:41
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/022; G03F7/023; G03F7/0233; G03F7/039

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 69 words
A photoresist composition capable of forming a T-shaped profile comprising a mixture of: (a) 1 to 50% of a latent photoacid; and (b) 50 to 99% of a film forming imide containing polymer having at least about 50% and no more than about 75% of the imide groups blocked by acid labile groups, the composition being dissolved in a solvent which dissolves both the latent photoacid and the polymer.
Claim 2
Dependent Claim 69 words
A photoresist composition capable of forming a T-shaped profile comprising a mixture of: (a) 1 to 50% of a latent photoacid; and (b) 50 to 99% of a film forming imide containing polymer having at least about 50% and no more than about 75% of the imide groups blocked by acid labile groups, the composition being dissolved in a solvent which dissolves both the latent photoacid and the polymer.
Claim 3
Dependent Claim 14 words
The photoresist composition of claim 1 wherein the latent photoacid is an iodonium salt.
Claim 4
Dependent Claim 15 words
The photoresist composition of claim 2 wherein the iodonium salt is a diphenyl iodonium salt.
Claim 5
Dependent Claim 15 words
The photoresist composition of claim 2 wherein the iodonium salt is a 4-methylphenyl iodonium salt.
Claim 6
Dependent Claim 15 words
The photoresist composition of claim 2 wherein the iodonium salt is a 4-methoxyphenyl iodonium salt.
Claim 7
Dependent Claim 14 words
The photoresist composition of claim 3 wherein the iodonium salt is diphenyl iodonium triflate.
Claim 8
Dependent Claim 14 words
The photoresist composition of claim 4 wherein the iodonium salt is di-4-methylphenyl iodonium triflate.
Claim 9
Dependent Claim 14 words
The photoresist composition of claim 5 wherein the iodonium salt is (4-methoxyphenyl)phenyl iodonium triflate.
Claim 10
Dependent Claim 14 words
The photoresist composition of claim 1, wherein the latent photoacid is a sulfonium salt.
Claim 11
Dependent Claim 15 words
The photoresist composition of claim 9 wherein the sulfonium salt is a phenyl sulfonium salt.
Claim 12
Dependent Claim 15 words
The photoresist composition of claim 9 wherein the sulfonium salt is a methylphenyl sulfonium salt.
Claim 13
Dependent Claim 15 words
The photoresist composition of claim 9 wherein the sulfonium salt is a 4-methoxyphenyl sulfonium salt.
Claim 14
Dependent Claim 15 words
The photoresist composition of claim 10 wherein the sulfonium salt is a triphenyl sulfonium triflate.
Claim 15
Dependent Claim 13 words
The photoresist composition of claim 1 wherein the latent photoacid is a diazonaphthoquinone.
Claim 16
Dependent Claim 11 words
The photoresist composition of claim 14 wherein the diazonaphthoquinone is 2,4-bis(1,2-dihydro-1-oxo-2-diazonaphthalene-4-sulfonato)benzophenone.
Claim 17
Dependent Claim 14 words
The photoresist composition of claim 1 wherein the imide containing polymer contains succinimide residues.
Claim 18
Dependent Claim 13 words
The photoresist composition of claim 16 wherein the imide containing polymer is poly(maleimide-co-styrene).
Claim 19
Dependent Claim 17 words
The photoresist composition of claims 16 or 17 wherein the acid labile group is an oxycarbonyl group.
Claim 20
Dependent Claim 13 words
The photoresist composition of claim 18 wherein the oxycarbonyl group is tert-butoxy carbonyl.
Claim 21
Dependent Claim 13 words
The photoresist composition of claim 18 wherein the oxycarbonyl group is benzyloxy carbonyl.
Claim 22
Dependent Claim 15 words
The photoresist composition of claim 1 wherein the imide containing polymer contains acyclic imide residues.
Claim 23
Dependent Claim 15 words
The photoresist composition of claim 21 wherein the acid labile group is an oxycarbonyl group.
Claim 24
Dependent Claim 14 words
The photoresist composition of claim 1 wherein the imide containing polymer contains glutarimide residues.
Claim 25
Dependent Claim 15 words
The photoresist composition of claim 23 wherein the acid labile group is an oxycarbonyl group.
Claim 26
Dependent Claim 15 words
The photoresist composition of claim 16 wherein in the imide containing polymer is poly(maleimide-co-4-tert-butyl styrene).
Claim 27
Dependent Claim 15 words
The photoresist composition of claim 25 wherein the acid labile group is an oxycarbonyl group.
Claim 28
Dependent Claim 12 words
The photoresist composition of claim 26 wherein the oxycarbonyl group is tert-butoxycarbonyl.
Claim 29
Dependent Claim 20 words
The photoresist composition of claim 16 wherein the imide containing polymer is a copolymer of maleimide and a vinyl ether.
Claim 30
Dependent Claim 15 words
The photoresist composition of claim 28 wherein the acid labile group is an oxycarbonyl group.
Claim 31
Dependent Claim 22 words
The photoresist composition of claim 1 wherein a sensitizer capable of transferring energy to the latent photoacid is incorporated in the composition.
Claim 32
Dependent Claim 11 words
The photoresist composition of claim 20 wherein the sensitizer is perylene.
Claim 33
Dependent Claim 32 words
The photoresist composition of claims 2 or 9 wherein a sensitizer capable of transferring energy to the latent photoacid is incorporated in the composition as the counter ion of the onium salt.
Claim 34
Dependent Claim 75 words
A method of producing a positive tone relief image on a semiconductor substrate comprising forming the photoresist composition of claim 1, coating the composition on a semiconductor substrate, drying the composition, imagewise exposing the composition to imaging radiation, heating the composition for a sufficient time and at a sufficient temperature to deblock at least a portion of the imides, and developing the composition with an aqueous alkaline developer to thereby produce a positive relief image.
Claim 35
Dependent Claim 75 words
A method of producing a negative tone relief image on a semiconductor substrate, comprising forming the photoresist composition of claim 1, coating the composition on a semiconductor substrate, drying the composition, imagewise exposing the composition to imaging radiation, heating the composition for a sufficient time and at a sufficient temperature to deblock at least a portion of the imides, and developing the composition with an organic non-polar developer to thereby produce a negative relief image.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-03-26 1993-09-25 1994-03-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-03-26 1997-09-25 1998-03-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-03-26 2001-09-25 2002-03-27 $7700.00 Window Closed / Lapsed

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