Abstract: A composition is derived from an addition polymerizable organotitanium polymer which upon exposure to an oxygen plasma or baking in air, is converted to titanium dioxide (titania) or is converted to a mixed, titanium-containing metal oxide. The metal oxide formed in situ imparts etch-resistant action to a patterned photoresist layer. The composition may also be directly deposited and patterned into permanent metal oxide device features by a photolithographic process.
Type:
Grant
Filed:
March 1, 1999
Date of Patent:
October 16, 2001
Assignees:
The Curators of the University of Missouri, Brewer Science, Inc
Inventors:
Tony D. Flaim, Douglas J. Guerrero, Michelle R. Fowler, William J. James, Vladimir Petrovsky, Harlan U. Anderson
Abstract: Anti-reflective coating compositions having improved etch rate, inter alia, are prepared from certain acrylic polymers and copolymers, such as, glycidyl methacrylate reacted with non-polycyclic carboxylic acid dyes and non-polycyclic phenolic dyes, all light absorbing at a wavelength of 193 nm.
Abstract: Thermosetting, bottom-applied polymeric anti-reflective coatings exhibiting high optical density, rapid plasma etch rates, high solubility in preferred coating solvents, excellent feature coverage, and improved stability in solution are disclosed. The principal component of these new anti-reflective coatings is a polyester resin produced by the reaction of one or more difunctional aliphatic carboxylic acids with a stoichiometric excess of a di- and/or a trifunctional aliphatic primary alcohol, wherein at least one of the dicarboxylic acids may contain a reactive methylene (--CH.sub.2 --) group. The resulting polyester resin reaction product is further modified by attaching light-absorbing groups to some or all of the reactive methylene groups (if present) and/or hydroxy groups present on the resin. The dye-attached polyester resin is combined with an aminoplast crosslinking agent and acid catalyst in a suitable solvent system to form the final anti-reflective coating.
Type:
Grant
Filed:
June 8, 1999
Date of Patent:
June 27, 2000
Assignee:
Brewer Science, Inc.
Inventors:
Xie Shao, Colin Hester, Tony D. Flaim, Terry Lowell Brewer
Abstract: Thermosetting, bottom-applied polymeric anti-reflective coatings exhibiting high optical density, rapid plasma etch rates, high solubility in preferred coating solvents, excellent feature coverage, and improved stability in solution are disclosed. The principal component of these new anti-reflective coatings is a polyester resin produced by the reaction of one or more difunctional aliphatic carboxylic acids with a stoichiometric excess of a di- and/or a trifunctional aliphatic primary alcohol, wherein at least one of the dicarboxylic acids may contain a reactive methylene (--CH.sub.2 --) group. The resulting polyester resin reaction product is further modified by attaching light-absorbing groups to some or all of the reactive methylene groups (if present) and/or hydroxy groups present on the resin. The dye-attached polyester resin is combined with an aminoplast crosslinking agent and acid catalyst in a suitable solvent system to form the final anti-reflective coating.
Type:
Grant
Filed:
June 8, 1999
Date of Patent:
March 28, 2000
Assignee:
Brewer Science, Inc.
Inventors:
Xie Shao, Colin Hester, Tony D. Flaim, Terry Lowell Brewer
Abstract: A high optical density, i.e., .gtoreq.3.0, at 1 micron or less film thickness, black matrix is disclosed having improved stability and shelf life as a consequence of admixing Pigment Black 7 and organic dye or dye mixtures on a polyimide polymer vehicle.
Type:
Grant
Filed:
December 1, 1997
Date of Patent:
December 7, 1999
Assignees:
Brewer Science, Inc., Nissan Chemical Industries, Ltd.
Inventors:
Ram W. Sabnis, Terry L. Brewer, Robert E. Nichols, Edith G. Hays, Michael D. Stroder, Akira Yanagimoto, Yasuhisa Sone, Yoshitane Watanabe, Kiyomi Ema
Abstract: Thermosetting, bottom-applied polymeric anti-reflective coatings exhibiting high optical density, rapid plasma etch rates, high solubility in preferred coating solvents, excellent feature coverage, and improved stability in solution are disclosed. The principal component of these new anti-reflective coatings is a polyester resin produced by the reaction of one or more difunctional aliphatic carboxylic acids with a stoichiometric excess of a di- and/or a trifunctional aliphatic primary alcohol, wherein at least one of the dicarboxylic acids may contain a reactive methylene (--CH.sub.2 --) group. The resulting polyester resin reaction product is further modified by attaching light-absorbing groups to some or all of the reactive methylene groups (if present) and/or hydroxy groups present on the resin. The dye-attached polyester resin is combined with an aminoplast crosslinking agent and acid catalyst in a suitable solvent system to form the final anti-reflective coating.
Type:
Grant
Filed:
October 20, 1997
Date of Patent:
August 10, 1999
Assignee:
Brewer Science Inc.
Inventors:
Xie Shao, Colin Hester, Tony D. Flaim, Terry Lowell Brewer
Abstract: Anti-reflective coating compositions having improved etch rate, inter alia, are prepared from certain high molecular weight polymers and copolymers, particularly glycidyl methacrylate with grafted dyes.
Type:
Grant
Filed:
September 30, 1997
Date of Patent:
July 6, 1999
Assignee:
Brewer Science, Inc.
Inventors:
Jim Meador, Douglas J. Guerrero, Xie Shao, Vandana Krishnamurthy
Abstract: A method for making multilayer resist structures for microlithographic processing using a thermosetting anti-reflective coating is disclosed for a broad range of exposure wavelengths, said coating containing an active curing catalyst, ether or ester linkages derived from epoxy functionality greater than 3.0, a dye-grafted hydroxyl-functional oligomer, and an alkylated aminoplast crosslinking agent, all present in a low-to-medium alcohol-containing solvent.
Type:
Grant
Filed:
August 6, 1996
Date of Patent:
July 6, 1999
Assignee:
Brewer Science, Inc.
Inventors:
Tony D. Flaim, Jim D. Meador, Xie Shao, Terry Lowell Brewer
Abstract: Mid-UV dyes enabling ultra thin antireflection coatings for multi-layer i-line photoetching are produced from bichalcones; bis-a-cyanoacrylates/bis-cyanoacrylamides; and 1.4 divinylbenzenes. The dyes are nonsubliminal and differentially insoluble in standard photoresist solvents.
Type:
Grant
Filed:
February 8, 1996
Date of Patent:
April 6, 1999
Assignee:
Brewer Science, Inc.
Inventors:
Jim D. Meador, Xie Shao, Vandana Krishnamurthy, Earnest C. Murphy, Tony D. Flaim, Terry Lowell Brewer
Abstract: An organic black matrix having high resistivity (.gtoreq.10.sup.11 ohm/square), high optical density (.gtoreq.2.0) at ultra thin film thicknesses (.ltoreq.1.0 microns) for improved STN and TFT pixel display applications is made possible by combining polyimide/dye solutions and mixed metal oxide pigment dispersions at a weight/weight ratio of dye to pigment of 1:15 to 3:15. The need for low resistivity carbon black, as a replacement for sputtered chrome, is negated.
Type:
Grant
Filed:
September 27, 1996
Date of Patent:
July 14, 1998
Assignees:
Brewer Science, Inc., Nissan Chemical Industries, Ltd.
Inventors:
Ram W. Sabnis, Jonathan W. Mayo, Edith G. Hays, Terry L. Brewer, Michael D. Stroder, Akira Yanagimoto, Yasuhisa Sone, Yoshitane Watanabe, Kiyomi Ema
Abstract: Organic films are applied from solvent solution to a substrate, then are ion implanted to have resistivity in the kilohm/square to gigaohm/square range. The films are then patterned by standard lithographic procedures, with surprisingly little loss of conductivity, in spite of contact with organic solvents or acidic or basic etchant solutions during the patterning process. Both structures which contact the substrate, and freestanding conductive polymer bridges, can be formed. The invention provides a method of producing electrical devices which does not require the use of single crystal semiconductor substrates or deposition of inorganic semiconductors. The resulting devices are highly resistant to damage from abrasion, solvents, acids, bases, and moisture.
Type:
Grant
Filed:
November 21, 1994
Date of Patent:
May 19, 1998
Assignee:
Brewer Science, Inc.
Inventors:
Ryan E. Giedd, Mary G. Moss, James Kaufmann, Terry Lowell Brewer
Abstract: A thermosetting anti-reflective coating and method for making and using the same is disclosed for a broad range of exposure wavelengths, said coating containing an active curing catalyst, ether or ester linkages derived from epoxy functionality greater than 3.0, a dye-grafted hydroxyl-functional oligomer, and an alkylated aminoplast crosslinking agent, all present in a low-to-medium alcohol-containing solvent.
Type:
Grant
Filed:
August 21, 1995
Date of Patent:
December 2, 1997
Assignee:
Brewer Science, Inc.
Inventors:
Tony D. Flaim, Jim D. Meador, Xie Shao, Terry Lowell Brewer
Abstract: Mid-UV dyes enabling ultra thin antireflection coatings for multi-layer i-line photoetching are produced from bichalcones; bis-a-cyanoacrylates/bis-cyanoacrylamides; and 1.4 divinylbenzenes. The dyes are nonsubliminal and differentially insoluble in standard photoresist solvents.
Type:
Grant
Filed:
November 9, 1994
Date of Patent:
November 18, 1997
Assignee:
Brewer Science, Inc.
Inventors:
Jim D. Meador, Xie Shao, Vandana Krishnamurthy, Earnest C. Murphy, Tony D. Flaim, Terry Lowell Brewer
Abstract: A light absorbing medium to be interposed under photosensitive layers, such as a photo-resist for integrated circuit "chips" to eliminate defects caused by reflected light, has a polymer vehicle which can penetrate into small depressions of a substrate and form a thin, smooth and uniform coating. The coating includes a light absorbing dye. This light absorbing layer is imageable in the process. The light absorbing material eliminates many of the defects caused by reflected light resulting in increased sharpness of the images in the photo-resist. The material reduces the losses due to defects and increases the yield of useable product.
Type:
Grant
Filed:
June 1, 1995
Date of Patent:
October 7, 1997
Assignee:
Brewer Science, Inc.
Inventors:
Terry L. Brewer, John W. Arnold, Sumalee Punyakumleard
Abstract: An electrical type strain gauge for measuring both micro and macro deformations. The gauge may be constructed from thin films of homogeneously conductive polymers, including soluble polyaniline-based conducting polymers and ion-implanted organic polymers. The gauges are characterized by unexpected piezoresistivity from materials having high bulk resistivity, thermal stability, good flexibility, photoimageability and without adding carbon or metal particulate material to the polymer.
Type:
Grant
Filed:
November 21, 1994
Date of Patent:
April 9, 1996
Assignee:
Brewer Science, Inc.
Inventors:
Ryan E. Giedd, Yongqiang Wang, Mary G. Moss, James Kaufmann, Terry L. Brewer
Abstract: A photolithographic composition having improved processability and which eliminates the need for interlayering multiple special purpose coatings in the production of microelectronic devices is surprisingly made possible by selective dissolution of a polymer and an effective light attenuating material in critical solvents. The polymers which are used in the present invention include homopolymers and copolymers of poly(vinylpyridine).
Type:
Grant
Filed:
February 12, 1992
Date of Patent:
March 28, 1995
Assignee:
Brewer Science
Inventors:
Terry Brewer, James Lamb, III, J. Michael Mori
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.
Type:
Grant
Filed:
April 30, 1993
Date of Patent:
November 29, 1994
Assignee:
Brewer Science, Inc.
Inventors:
Tony D. Flaim, James E. Lamb, III, Kimberly A. Moeckli, Terry Brewer
Abstract: THFA (tetrahydrofurfuryl alcohol) is employed as the active component of edge bead removal compositions negating the need for N-methylpyrrolidone and providing unexpected effectiveness for multilayer microelectronic edge beads having at least one highly polar aromatic polymer layer, particularly when such layer is adjacent to an acid-catalyzed photoresist.
Type:
Grant
Filed:
August 24, 1992
Date of Patent:
November 8, 1994
Assignee:
Brewer Science, Inc.
Inventors:
Tony D. Flaim, James Lamb, III, Terry Brewer
Abstract: Color filter arrays containing one or more colors for liquid crystal displays and other optoelectronic devices are made by using a laser to ablate portions of a coating on either a colored or transparent substrate. Color filter materials are placed into the ablated openings and cured. The number of laser ablated openings in the coated substrate varies, depending on the quantity and types of colors desired.
Type:
Grant
Filed:
October 18, 1993
Date of Patent:
August 23, 1994
Assignee:
Brewer Science, Inc.
Inventors:
Yih-Wen Chen, Terry Brewer, Jeffery Hunninghake, Dan Hawley
Abstract: Positive working polyamic acid photoresist compositions are disclosed having improved high resolution upon image development and exhibiting stable photosensitivity and superior dielectric performance. The compositions comprise polyamic acid condensation products of an aromatic dianhydride and an aromatic di-primary amine wherein a percentage of the diamine comprises special dissolution inhibiting monomers. The compositions may be further improved by the presence of particular supplemental additives.
Type:
Grant
Filed:
January 29, 1992
Date of Patent:
August 9, 1994
Assignee:
Brewer Science, Inc.
Inventors:
Mary G. Moss, Terry Brewer, Ruth M. Cuzmar, Dan W. Hawley, Tony D. Flaim