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US4675270A Expired / Lapsed US ⏱️ 0.0 years remaining

Imaging method for vapor deposited photoresists of anionically polymerizable monomer

Assignee: Henkel Loctite Ireland Ltd
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Filing: 1986-02-10
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Granted: 1987-06-23
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Expires: 2006-02-10
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Abstract

Abstract A method for imaging vapor deposited photoresists of cyanoacrylates or related anionically polymerizable monomers without the use of solvent development. This method consists of treating the substrate with a compound which releases acid when exposed to high-energy radiation. In certain cases when the surface of the substrate is slightly acidic or neutral, it is necessary to activate the surface with a basic liquid or vapor which must be chosen so as not to react with the radiation-sensitive acid precursor. The substrate is exposed to actinic or ionizing radiation through a mask or to steered high-energy beams. Finally, the substrate is exposed to a vapor of cyanoacrylate monomer which condenses and polymerizes on the unirradiated regions forming a relief image.

Inventors

  • 👤 John G. Woods
  • 👤 John M. Rooney

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 10:52
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/26; G03F7/40; G03F7/004; G03F7/16; G03F7/167

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 126 words
An imaging method comprising (a) providing a substrate having a surface reactive to activate polymerization of a monomer defined by the formula: CHR═CXY where X and Y are strong electron withdrawing groups and R is H or, provided X and Y are both cyano grops, C 1 -C 4 alkyl; (b) treating the surface of the substrate with a photosensitive compound which releases an acid when exposed to actinic or ionizing radiation; (c) subsequently image wise exposing the substrate to radiation of an energy effective to release said acid from said photosensitive compound; and then (d) exposing the substrate to vapors of one of said monomers for sufficient time to form a polymeric coating over the substrate in the areas thereof not exposed to the radiation.
Claim 2
Dependent Claim 126 words
An imaging method comprising (a) providing a substrate having a surface reactive to activate polymerization of a monomer defined by the formula: CHR═CXY where X and Y are strong electron withdrawing groups and R is H or, provided X and Y are both cyano grops, C 1 -C 4 alkyl; (b) treating the surface of the substrate with a photosensitive compound which releases an acid when exposed to actinic or ionizing radiation; (c) subsequently image wise exposing the substrate to radiation of an energy effective to release said acid from said photosensitive compound; and then (d) exposing the substrate to vapors of one of said monomers for sufficient time to form a polymeric coating over the substrate in the areas thereof not exposed to the radiation.
Claim 3
Dependent Claim 84 words
A method as in claim 1 where the monomer is selected from the group consisting of 2-cyanoacrylate esters, vinylidene cyanide and its C 1 -C 4 alkyl homologs, dialkyl methylene malonates, acylacrylonitriles, and vinyl sulfinates of sulfonates of the formula CH 2 ═CXY where X is --SO 2 R 2 or SO 3 R 2 and Y is selected from --CN, --COOR 2 , --COCH 3 , --SO 2 R 2 or SO 3 R 2 , and R 2 is H or hydrocarbyl.
Claim 4
Dependent Claim 12 words
A method as in claim 2 where the monomer is cyanoacrylate ester.
Claim 5
Dependent Claim 14 words
A method as in claim 3 where the monomer is ethyl or isobutyl cyanoacrylate.
Claim 6
Dependent Claim 14 words
A method as in claim 1 wherein the substrate is SiO 2 coated silicon.
Claim 7
Dependent Claim 47 words
An imaging method as in claim 1 wherein the substrate surface is activated prior to the irradiation step (c), to induce polymerization of said monomer by treatment with an initiator of anionic or Zwitterionic polymerization of alkyl cyanoacrylates before, during or after treatment with the photosensitive compound.
Claim 8
Dependent Claim 16 words
A method as in claim 6 wherein the said initiator is an amine or phosphine compound.
Claim 9
Dependent Claim 37 words
A method as in claim 1 further comprising etching the substrate by an acid or plasma etching technique after exposing the substrate to the monomer vapors whereby the said polymeric coating is employed as an etching mask.
Claim 10
Dependent Claim 28 words
A method as in claim 8 further comprising removing the imaged polymeric coating from the substrate after etching by heating to a temperature above the polymer depolymerization temperature.
Claim 11
Dependent Claim 13 words
A method as in claim 9 where the monomer is a cyanoacrylate ester.
Claim 12
Dependent Claim 23 words
A method as in claim 10 where the heating step comprises heating the coating to a temperature between 150° C. and 200° C.
Claim 13
Dependent Claim 19 words
An article having a surface bearing a polymeric image thereon, the image prepared by the method of claim 1.
Claim 14
Dependent Claim 17 words
An article as in claim 12 wherein the polymeric image is a polymer of a cyanoacrylate monomer.
Claim 15
Dependent Claim 16 words
An article as in claim 12 where the polymer image is less than 0.1 micron thick.
Claim 16
Dependent Claim 15 words
An article as in claim 12, the article comprising a SiO 2 coated silicon wafer.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-06-22 1990-12-22 1991-06-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-06-22 1994-12-22 1995-06-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-06-22 1998-12-22 1999-06-23 $7700.00 Window Closed / Lapsed

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