Polymer Of Unsaturated Acid Or Ester Patents (Class 430/910)
-
Patent number: 6861200Abstract: A negative working photosensitive lithographic printing plate is disclosed, which comprises a support having thereon at least one photosensitive layer containing a polymeric binder having repeating units represented by formula (I): wherein R1 represents a hydrogen atom or a methyl group; R2 represents a hydrocarbon group which has an alicyclic structure and has 3 to 30 carbon atoms and a valence of n+1; A represents an oxygen atom or —NR3—, wherein R3 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 10 carbon atoms; and n is an integer of 1 to 5. The negative working photosensitive lithographic printing plate can attain both high productivity and high printing durability. It is especially suitable for drawing with laser light.Type: GrantFiled: July 19, 2001Date of Patent: March 1, 2005Assignee: Fuji Photo Film Co., Ltd.Inventor: Yasuhito Oshima
-
Patent number: 6858370Abstract: A positive photosensitive composition comprises: (A) an acid generator capable of generating an acid upon irradiation with one of an actinic ray and a radiation; and (B) a resin having a monocyclic or polycyclic alicyclic hydrocarbon structure and capable of decomposing by the action of an acid to increase the solubility in an alkali developer, wherein the acid generator (A) comprises at least two compounds of a sulfonium salt compound not having an aromatic ring, a triarylsulfonium salt compound, and a compound having a phenacylsulfonium salt structure.Type: GrantFiled: February 22, 2002Date of Patent: February 22, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Kunihiko Kodama, Kenichiro Sato
-
Patent number: 6855480Abstract: Disclosed are photoimageable compositions having improved stripping properties as well as methods for manufacturing printed wiring boards using such photoimageable compositions.Type: GrantFiled: April 6, 2002Date of Patent: February 15, 2005Assignee: Shipley Company, L.L.C.Inventors: Stephen H. Wheeler, Randall W. Kautz, Robert K. Barr
-
Patent number: 6849378Abstract: A resist composition includes a photoacid generator (PAG) and a photosensitive polymer. The photosensitive polymer includes a comonomer having an acid-labile substituent group or a polar functional group, and a copolymer of alkyl vinyl ether and maleic anhydride. The copolymer is represented by the following structure: where k is an integer of 3 to 8, and where X is tertiary cyclic alcohol having 7 to 20 carbon atoms.Type: GrantFiled: April 17, 2002Date of Patent: February 1, 2005Assignee: Samsung Electronics Co., Ltd.Inventors: Sangjun Choi, Hyunwo Kim, Joontae Moon, Sanggyun Woo
-
Patent number: 6849381Abstract: The present invention includes polymers and photoresist compositions that comprise the polymers as a resin binder component. Photoresists of the invention include chemically-amplified positive-acting resists that can be effectively imaged at short wavelengths such as sub-200 nm, particularly 193 nm. Polymers of the invention suitably contain 1) photoacid labile groups that preferably contain an alicyclic moiety; 2) a polymerized electron-deficient monomer; 3) a polymerized cyclic olefin moiety. Particularly preferred polymers of the invention are tetrapolymers or pentapolymers, preferably with differing polymerized norbornene units.Type: GrantFiled: April 7, 2003Date of Patent: February 1, 2005Assignee: Shipley Company, L.L.C.Inventors: George G. Barclay, Stefan J. Caporale, Wang Yueh, Zhibiao Mao, Joseph Mattia
-
Patent number: 6849376Abstract: The invention includes polymers that contain a polymers of the invention contain one or more 1) carbonate units and/or 2) a lactone provided by a monomer having a ring oxygen adjacent to the monomer vinyl group. The invention also provides photoresists that contain such polymers, particularly for imaging at short wavelengths such as sub-200 nm.Type: GrantFiled: February 25, 2002Date of Patent: February 1, 2005Assignee: Shipley Company, L.L.C.Inventors: George G. Barclay, Stefan J. Caporale
-
Patent number: 6849382Abstract: A photosensitive polymer including silicon and a resist composition using the same are disclosed. The photosensitive polymer has the following formula 1. In formula 1, R1 of the first monomer and R3 of the third monomer are an alkyl group. R2 of the first monomer is hydrogen, alkyl, alkoxy, or carbonyl. The X of the first monomer is an integer selected from 1 to 4. Further, m/(m+n+p) is about 0.1 to about 0.4, n/(m+n+p) is about 0.1 to about 0.5, and p/(m+n+p) is about 0.1 to about 0.4.Type: GrantFiled: November 25, 2003Date of Patent: February 1, 2005Assignee: Samsung Electronics Co., LTDInventor: Sang-Jun Choi
-
Patent number: 6846607Abstract: A carbazole derivative of the following formula (1), wherein R1 and R2 individually represent a hydrogen atom or a monovalent organic group, or R1 and R2 form, together with the carbon atom to which R1 and R2 bond, a divalent organic group having a 3-8 member carbocyclic structure or a 3-8 member heterocyclic structure, and R3 represents a hydrogen atom or a monovalent organic group. The carbazole derivative is suitable as an additive for increasing sensitivity of a chemically amplified resist. A chemically amplified radiation-sensitive resin composition, useful as a chemically amplified resist, comprising the carbazole derivative is also disclosed.Type: GrantFiled: March 5, 2002Date of Patent: January 25, 2005Assignee: JSR CorporationInventors: Tomoki Nagai, Jun Numata, Shirou Kusumoto, Eiichi Kobayashi
-
Patent number: 6846609Abstract: A chemical amplification type positive resist composition is provided, comprising a resin which has at least one polymerization unit selected from a polymerization unit of 3-hydroxy-1-adamantyl acrylate and a polymerization unit of 3,5-dihydroxy-1-adamantyl (meth)acrylate, a polymerization unit of hydroxystyrene and a polymerization unit having a group uhstable to an acid, is itself insoluble or poorly soluble in an alkali but becomes alkali-soluble after said group unstable to an acid is dissociated by the action of an acid; and an acid generator, the composition being excellent in various abilities such as sensitivity, resolution, heat resistance, film retention ratio, applicability, exposure clearance, dry etching resistance and the like, particularly having further improved resolution and exposure clearance.Type: GrantFiled: March 21, 2001Date of Patent: January 25, 2005Assignee: Sumitomo Chemical Company, LimitedInventors: Yasunori Uetani, Takakiyo Terakawa, Kaoru Araki
-
Patent number: 6846610Abstract: Provided is a positive photosensitive resin composition comprising (A) a polymer which has alicyclic hydrocarbon skeleton and decomposes under the action of an acid to be rendered soluble in alkali, (B) a compound which generates an acid upon irradiation with actinic rays, (C) a nitrogen-containing basic compound, (D) at least one of a fluorine-containing surfactant and a silicon-containing surfactant and (E) a solvent. The composition can exhibit better characteristics when the solvent (E) is a combination of specified solvents.Type: GrantFiled: December 10, 2002Date of Patent: January 25, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasumasa Kawabe, Kenichiro Sato, Toshiaki Aoai
-
Patent number: 6844134Abstract: A photosensitive polymer comprises a fluorinated ethylene glycol group and a chemically amplified resist composition including the photosensitive polymer. The photosensitive polymer has a weight average molecular weight of about 3,000-50,000 having a repeating unit as follows: wherein R1 is a hydrogen atom or methyl group, and R2 is a fluorinated ethylene glycol group having 3 to 10 carbon atoms.Type: GrantFiled: November 5, 2002Date of Patent: January 18, 2005Assignee: Samsung Electronics Co., Ltd.Inventors: Sang-Jun Choi, Joo-Tae Moon, Sang-Gyun Woo, Kwang-Sub Yoon, Ki-Yong Song
-
Patent number: 6844133Abstract: A polymer comprising recurring units of formula (1) wherein R1 is H or methyl, R2 is H or C1-8 alkyl, R3 is CO2R4, and R4 is C1-15 alkyl and recurring units having a carboxylic acid protected with an acid-decomposable protecting group containing an adamantane structure or tetracyclo-[4.4.0.12,5.17,10]dodecane structure and having a Mw of 1,000-500,000 is novel.Type: GrantFiled: August 29, 2002Date of Patent: January 18, 2005Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Koji Hasegawa, Takeshi Kinsho
-
Patent number: 6838222Abstract: A photopolymerizable composition that is cured with visible light or an infrared laser and is used as a recording layer in a negative planographic printing plate precursor. The photopolymerizable composition is cured by exposure and includes (A) a polymerizable compound that is solid at 25° C. and has at least one radical-polymerizable ethylenically unsaturated double bond in a molecule, (B) a radical polymerization initiator, (C) a binder polymer and, as required, (D) a compound generating heat by infrared exposure.Type: GrantFiled: February 14, 2002Date of Patent: January 4, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Keitaro Aoshima, Kazuhiro Fujimaki
-
Patent number: 6838224Abstract: A chemical amplification, positive resist composition is provided comprising (A) a photoacid generator and (B) a resin which changes its solubility in an alkali developer under the action of acid and has substituents of the formula: C6H11—(CH2)nOCH(CH2CH3)— wherein C6H11 is cyclohexyl and n=0 or 1. The composition has many advantages including improved focal latitude, improved resolution, minimized line width variation or shape degradation even on long-term PED, minimized defect left after coating, development and stripping, and improved pattern profile after development and is suited for microfabrication by any lithography, especially deep UV lithography.Type: GrantFiled: March 6, 2001Date of Patent: January 4, 2005Assignee: Shi-Etsu Chemical Co., Ltd.Inventors: Youichi Ohsawa, Jun Watanabe, Takanobu Takeda, Akihiro Seki
-
Patent number: 6838225Abstract: A radiation-sensitive resin composition comprising: (A) an acid-dissociable group-containing resin, insoluble or scarcely soluble in alkali but becoming soluble in alkali when the acid-dissociable group dissociates, and containing recurring units with specific structures and (B) a photoacid generator of the formula (3), wherein R5 represents a monovalent aromatic hydrocarbon group, m is 1-8, and n is 0-5. The resin composition is suitable as a chemically-amplified resist responsive to deep ultraviolet rays such as a KrF excimer laser and ArF excimer laser, exhibits high transparency, excellent resolution, dry etching resistance, and sensitivity, produces good pattern shapes, and well adheres to substrates.Type: GrantFiled: January 16, 2002Date of Patent: January 4, 2005Assignee: JSR CorporationInventors: Yukio Nishimura, Masafumi Yamamoto, Atsuko Kataoka, Toru Kajita
-
Patent number: 6835528Abstract: A photoresist which has high transparency at a wavelength of 157 nm and which therefore permits a greater layer thickness in photolithographic processes for the production of microchips. The photoresist includes a polymer that is prepared from a first fluorinated comonomer that includes a group cleavable under acid catalysis, a second comonomer that includes an anchor group, and a third comonomer whose degree of fluorination is tailored to the second comonomer so that at least one of the comonomers acts as an electron donor and the others act as electron acceptors in the free radical polymerization. Thus, in spite of a high degree of fluorination, the polymer can be prepared in a simple manner and in high yield.Type: GrantFiled: January 31, 2003Date of Patent: December 28, 2004Assignee: Infineon Technologies AGInventor: Jörg Rottstegge
-
Patent number: 6835527Abstract: A resist composition excellent in balance of performance of resolution and sensitivity as well as in solubility and, particularly, suitable for use as a positive photo resist which comprises a resin having a alicyclic lactone structure unit that is insoluble in alkali by itself but becomes soluble due to the action of an acid, a solvent containing 2-heptanone and an acid generating agent, wherein a content of 2-heptanone in the solvent is in a weight ratio of from about 5 to about 95% is provided.Type: GrantFiled: March 26, 2002Date of Patent: December 28, 2004Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiyuki Takata, Hiroshi Moriuma
-
Patent number: 6835529Abstract: A polymer having a repeating unit comprising a copolymer of butadiene sulfone and maleic anhydride, and a chemically amplified resist composition comprising the polymer. The resist composition includes a photosensitive polymer having a first repeating unit comprising a copolymer of butadiene sulfone and maleic anhydride, the first repeating unit represented by a formula: and a second repeating unit copolymerized with the first repeating unit.Type: GrantFiled: March 11, 2003Date of Patent: December 28, 2004Assignee: Samsung Electronics Co., Ltd.Inventors: Sang-jun Choi, Woo-sung Han, Sang-gyun Woo
-
Patent number: 6835525Abstract: A novel polymer is obtained by copolymerizing a (meth)acrylic acid derivative with a vinyl ether compound, an allyl ether compound and an oxygen-containing alicyclic olefin compound. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation, has excellent sensitivity, resolution, etching resistance, and minimized swell and lends itself to micropatterning with electron beams or deep-UV.Type: GrantFiled: February 13, 2002Date of Patent: December 28, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Mutsuo Nakashima, Seiichiro Tachibana, Kenji Funatsu
-
Patent number: 6835530Abstract: There is provided a base material for lithography that is capable of achieving superior film formation characteristics, while maintaining good light absorption characteristics. The base material for lithography comprises (a) a cross linking agent formed from a specific nitrogen containing compound, (b) a copolymer comprising two types of (meth)acrylate ester units as represented by the general formulas (1) and (2) shown below, and (c) an organic solvent: wherein, R1 represents a hydroxyl group or a carboxyl group or the like, and X represents an alkyl chain of 1 to 4 carbon atoms; and wherein, R2 represents a hydroxyl group or a carboxyl group or the like, Y represents —SO2—, —CO— or —SO—; and n represents a number from 1 to 4.Type: GrantFiled: August 26, 2003Date of Patent: December 28, 2004Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Etsuko Nakamura, Jun Koshiyama, Takeshi Tanaka
-
Patent number: 6833230Abstract: A photosensitive polymer includes a copolymer containing adamantylalkyl vinyl ether, and a resist composition includes the photosensitive polymer. For example, the photosensitive polymer may include a copolymer having a formula: wherein x is an integer between 1 and 4 inclusive, R1 is a hydrogen atom or a methyl group, R2 is an acid-labile C4 to C20 hydrocarbon group, p/(p+q+r)=0.1 to 0.4, q/(p+q+r)=0.1 to 0.5, and r/(p+q+r)=0.1 to 0.4.Type: GrantFiled: March 21, 2003Date of Patent: December 21, 2004Assignee: Samsung Electronics Co., Ltd.Inventor: Sang-jun Choi
-
Patent number: 6830870Abstract: A polymer comprises an acetal-containing monomer unit having the general structure I and at least one of the fluorine-containing monomer units having the general structures II and III: wherein R1, R4, R5 and R6 are each independently H, lower alkyl, CH2CO2R10, cyano, CH2CN, or halogen, wherein R10 is any alkyl, cycloalkyl, aryl, arylalkyl, alkylenecycloalkyl, silyl or siloxy or linear or cyclic polysiloxane group; R2 is CHR11R12 where R11 and R12 are each independently H, lower alkyl, cycloalkyl or aryl; A is a substituted or unsubstituted alkylene, cycloalkylene, alkylenecycloalkylene, or alkylenearylene; and R3 is linear, branched or cyclic fluoroalkyl group or SiR13R14R15 where R13, R14, and R15 are each independently alkyl, cycloalkyl, aryl, arylalkyl, alkylenecycloalkyl, silyl, siloxy, linear or cyclic polysiloxane or silsesquioxane alkyl group; B is an aryl, C(═O)—O—(CH2)x where x=0-4, lower alkyl, cycloalkyl, alkene cycloalkyl, silyl, siloxyl, or linear or cyclType: GrantFiled: May 28, 2003Date of Patent: December 14, 2004Assignee: Arch Speciality Chemicals, Inc.Inventors: Sanjay Malik, Stephanie J. Dilocker, Binod B. De
-
Patent number: 6830869Abstract: A pattern formation material of this invention contains a base polymer including a first unit represented by Chemical Formula 1 and a second unit represented by Chemical Formula 2 and, and an acid generator: wherein R1 and R3 are the same or different and are a hydrogen atom, a chlorine atom, a fluorine atom, an alkyl group or an alkyl group including a fluorine atom; R2 is an atom or a group that is not released by an acid and is selected from the group consisting of a hydrogen atom, an alkyl group, a cyclic aliphatic group, an aromatic group, a heterocycle, an ester group and an ether group; R4 is a protecting group released by an acid; m is an integer of 0 through 5; and a and b satisfy 0<a<1, 0<b<1 and 0<a+b≦1.Type: GrantFiled: April 29, 2003Date of Patent: December 14, 2004Assignee: Atsushita Electric Industrial Co., Ltd.Inventors: Shinji Kishimura, Masayuki Endo, Masaru Sasago, Mitsuru Ueda, Tsuyohiko Fujigaya
-
Patent number: 6828083Abstract: Compositions and methods of the invention provide for a controlled flow of resist into device contact (via) holes during a post-exposure, post-development hard-bake step. Resists of the invention are positive-acting and contain one or more components that are preferably substantially stable (i.e. no substantial crosslinking) during: 1) soft-bake, pre-exposure thermal treatment to remove solvent carrier of the applied resist, and 2) post-exposure, pre-development thermal treatment to promote or enhance the acid-promoted reaction in exposed regions (typically a de-blocking reaction). However, resists of the invention will crosslink during a post-development more stringent thermal treatment (thermal flow hard-bake step).Type: GrantFiled: April 3, 2001Date of Patent: December 7, 2004Assignee: Shipley Company, L.L.C.Inventor: Timothy G. Adams
-
Publication number: 20040241569Abstract: A chemically-amplified resist composition is disclosed, which comprises a polymer of formula (I) below: 1Type: ApplicationFiled: May 28, 2003Publication date: December 2, 2004Applicant: Everlight USA, Inc.Inventors: Chi-Sheng Chen, Chan-Chan Tsai, Bin Jian, Hsin-Ming Liao
-
Patent number: 6824956Abstract: A positive resist composition comprising: (A) a resin which comprises a repeating unit represented by the following formula (I): wherein R1 represents a hydrogen atom or an alkyl group, A1 represents a single bond or a linking group, R2 represents an alkylene group, and X represents an alkoxy group or a hydroxyl group, and exhibits an increased rate of dissolution in an alkali developing solution by an action of an acid; and (B) a compound capable of generating an acid on exposure to active light rays or a radiation.Type: GrantFiled: February 21, 2003Date of Patent: November 30, 2004Assignee: Fuji Photo Film Co., Ltd.Inventor: Kenichiro Sato
-
Patent number: 6824955Abstract: A resist composition comprising a copolymer of an acrylic ester monomer containing fluorine at &agr;-position with a norbornene derivative containing oxygen or sulfur within the norbornene ring as a base resin is sensitive to high-nergy radiation below 200 nm, has excellent sensitivity, transparency and dry etching resistance, and is suited for lithographic microprocessing.Type: GrantFiled: December 26, 2002Date of Patent: November 30, 2004Assignees: Shin-Etsu Chemical Co., Ltd., Matsushita Electric Industrial Co., Ltd., Central Glass Co., Ltd.Inventors: Yuji Harada, Jun Hatakeyama, Yoshio Kawai, Masaru Sasago, Masayuki Endo, Shinji Kishimura, Kazuhiko Maeda, Michitaka Ootani, Haruhiko Komoriya
-
Patent number: 6824951Abstract: A photoresist composition for a resist flow process and a method for forming a contact hole using the same. When a photoresist composition comprising a crosslinking agent of following Formula 1 or Formula 2, is used for a photoresist pattern formation process, it improves resist flow properties, L/S pattern resolution and contrast ratio. wherein R1, R2, R3 and R4 individually represent H or substituted or unsubstituted linear or branched (C1-C10) alkyl. wherein R5, R6 and R7 individually represent H, substituted or unsubstituted linear or branched (C1-C10) alkyl or substituted or unsubstituted linear or branched (C1-C10) alkoxy.Type: GrantFiled: September 6, 2001Date of Patent: November 30, 2004Assignee: Hynix Semiconductor Inc.Inventors: Geun Su Lee, Jin Soo Kim, Jae Chang Jung, Min Ho Jung, Ki Ho Baik
-
Patent number: 6818376Abstract: The present invention provides a cross-linker monomer of formula 1, a photoresist polymer derived from a monomer comprising the same, and a photoresist composition comprising the photoresist polymer. The cross-linking unit of the photoresist polymer can be hydrolyzed (or degraded or broken) by an acid generated from a photoacid generator on the exposed region. It is believed that this acid degradation of the cross-linking unit increases the contrast ratio between the exposed region and the unexposed region. The photoresist composition of the present invention has improved pattern profile, enhanced adhesiveness, excellent resolution, sensitivity, durability and reproducibility. where A, B, R1, R2, R3, R4, R5, R6 and k are as defined herein.Type: GrantFiled: April 9, 2002Date of Patent: November 16, 2004Assignee: Hynix Semiconductor Inc.Inventors: Geun Su Lee, Jae Chang Jung, Ki Ho Baik
-
Patent number: 6818377Abstract: A positive photosensitive composition comprising (A) a compound which generates an acid upon irradiation with an actinic ray or radiation, and (B-1) a resin having a group which is decomposed by the action of an acid to increase solubility in an alkaline developing solution and containing at least one structure represented by formulae (I), (II) and (III) as described in the specification or (B-2) a resin having at least one monovalent polyalicyclic group represented by formula (Ib) as described in the specification and a group which is decomposed by the action of an acid to increase solubility in an alkaline developing solution. The positive photosensitive composition containing the resin according to the present invention has high transmittance to far ultraviolet light particularly having a wavelength of 220 nm or less and exhibits good dry etching resistance.Type: GrantFiled: June 21, 2002Date of Patent: November 16, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Kunihiko Kodama, Kenichiro Sato, Toshiaki Aoai
-
Patent number: 6815145Abstract: A radiation sensitive resin composition including a photo-acid generator and an aliphatic polymer having one or more electron withdrawing groups adjacent to or attached to a carbon atom bearing a protected hydroxyl group, wherein the protecting group is labile in the presence of in situ generated acid is described. The radiation sensitive resin composition can be used as a resist suitable for image transfer by plasma etching and enable one to obtain an etching image having high precision with high reproducibility with a high degree of resolution and selectivity.Type: GrantFiled: October 16, 2002Date of Patent: November 9, 2004Assignee: Massachusetts Institute of TechnologyInventor: Theodore H. Fedynyshyn
-
Patent number: 6815144Abstract: Disclosed is a novel positive-working chemical-amplification photoresist composition capable of giving an extremely finely patterned resist layer in the manufacturing process of semiconductor devices. The photoresist composition comprises: (A) 100 parts by weight of a copolymeric resin consisting of from 50 to 85% by moles of (a) hydroxyl group-containing styrene units, from 15 to 35% by moles of (b) styrene units and from 2 to 20% by moles of (c) acrylate or methacrylate ester units each having a solubility-reducing group capable of being eliminated in the presence of an acid; and (B) from 1 to 20 parts by weight of a radiation-sensitive acid-generating agent which is an iodonium salt containing a fluoroalkyl sulfonate ion having 3 to 10 carbon atoms as the anion such as bis(4-tert-butylphenyl) iodonium nonafluorobutane sulfonate.Type: GrantFiled: January 31, 2002Date of Patent: November 9, 2004Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Katsumi Oomori, Hiroto Yukawa, Ryusuke Uchida, Kazufumi Sato
-
Publication number: 20040219457Abstract: A photopolymerisable system is disclosed which can be polymerised by exposure to UV light, for example, to form a solid, light-transmitting sheet material having volume refractive index variations defining an optical diffuser or a hologram, for example. The system includes a silicone monomer, prepolymer, macromonomer or co-monomer capable of undergoing free radical initiated polymerization and further includes a photoinitiator.Type: ApplicationFiled: October 16, 2003Publication date: November 4, 2004Inventors: Robin J.T. Clabburn, Rifat Iqbal, Stephen Moratti
-
Patent number: 6811960Abstract: The present invention provides photoresist monomers, photoresist polymers derived from the same, processes for producing such photoresist polymers, photoresist compositions comprising such polymers, and processes for producing a photoresist pattern using such photoresist compositions. In particular, photoresist monomers of the present invention comprise a moiety of Formula 4: where R1, R2, R3 and R4 are those defined herein. Photoresist polymers of the present invention have a relatively high etching resistance, and therefore are useful in a thin resist process and a bilayer photoresist process. Moreover, photoresist polymers of the present invention have a high contrast ratio between an exposed region and a non-exposed region.Type: GrantFiled: May 12, 2003Date of Patent: November 2, 2004Assignee: Hyundai Electronics Industries Co., Ltd.Inventors: Geun Su Lee, Jae Chang Jung, Min Ho Jung, Ki Ho Baik
-
Patent number: 6806032Abstract: Disclosed is a negative-type photosensitive resin composition comprising component (A) that is a product of the Michael addition reaction between an amino group-containing compound (a-1) represented by the general formula (I): (wherein n is an integral number of 1-4), and a polyethyleneglycol di(meth)acrylate (a-2) represented by the general formula (II): (wherein R1 is a hydrogen or a methyl, and m is an integral number of 4-14). The composition of the invention is broadly be applicable in the technical fields of photo masks for etching use in the fabrication of CRT shadow masks, and lead frames for the mounting of IC chips; phosphor patterning of CRT; and further those of photosensitive resin plates, dry films, aqueous photosensitive paints, and aqueous photosensitive adhesives, etc.Type: GrantFiled: February 4, 2003Date of Patent: October 19, 2004Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Hiroshi Takanashi, Tomoya Kudo, Takekazu Obata
-
Patent number: 6803170Abstract: A resist composition comprises: at least one type of a first compound having two or more intramolecular adamantyl structures represented by the chemical formula 1 below; a base resin; and a second compound which generates an acid by active beam irradiation. wherein X is —(OCO)m—(CH2)n—(COO)m—, where m=0 or 1 and n=0, 1, 2 or 3 provided when n=0, m=0; and Y and Z are H, OH, F, Cl, Br, R or COOR, where Y may be Z, or Y and Z may be introduced in a single adamantyl structure and R represents a straight or branched alkyl group having 1 to 8 carbon atoms.Type: GrantFiled: August 10, 2001Date of Patent: October 12, 2004Assignees: Semiconductor Leading Edge Technologies, Inc., Idemitsu Petrochemical Co., Ltd.Inventors: Minoru Toriumi, Isao Satou, Hiroyuki Watanabe, Shunji Katai, Shintaro Suzuki
-
Patent number: 6803171Abstract: Disclosed are photoimageable compositions containing silsesquioxane binder polymers and photoactive compounds, methods of forming relief images using such compositions and methods of manufacturing electronic devices using such compositions. Such compositions are useful as photoresists and in the manufacture of optoelectronic devices.Type: GrantFiled: May 8, 2002Date of Patent: October 12, 2004Assignee: Shipley Company L.L.C.Inventors: Dana A. Gronbeck, George G. Barclay, Leo L. Linehan, Kao Xiong, Subbareddy Kanagasabapathy
-
Patent number: 6800415Abstract: The invention relates to a novel negative, aqueous photoresist composition comprising a polyvinylacetal polymer, a water-soluble photoactive compound and a crosslinking agent. The water-soluble photoactive compound is preferably a sulfonium salt. The invention also relates to forming a negative image from the novel photoresist composition.Type: GrantFiled: September 28, 2001Date of Patent: October 5, 2004Assignee: Clariant Finance (BVI) LtdInventors: Ping-Hung Lu, Mark O. Neisser, Ralph R. Dammel, Hengpeng Wu
-
Patent number: 6800414Abstract: A radiation-sensitive resin composition comprising an acid-labile group-containing resin and a photoacid generator is disclosed. The resin has a structure of the formula (1), wherein R1 represents a hydrogen atom, a monovalent acid-labile group, an alkyl group having 1-6 carbon atoms which does not have an acid-labile group, or an alkylcarbonyl group having 2-7 carbon atoms which does not have an acid-labile group, X1 represents a linear or branched fluorinated alkyl group having 1-4 carbon atoms, and R2 represents a hydrogen atom, a linear or branched alkyl group having 1-10 carbon atoms, or a linear or branched fluorinated alkyl group having 1-10 carbon atoms. The resin composition exhibits high transmittance of radiation, high sensitivity, resolution, and pattern shape, and is useful as a chemically amplified resist in producing semiconductors at a high yield.Type: GrantFiled: June 14, 2001Date of Patent: October 5, 2004Assignee: JSR CorporationInventors: Yukio Nishimura, Noboru Yamahara, Masafumi Yamamoto, Toru Kajita, Tsutomu Shimokawa, Hiroshi Ito
-
Patent number: 6800420Abstract: A photosensitive thick film composition. The photosensitive thick film composition can produce electrode material with high resolution and high contrast. The photosensitive thick film composition includes an acrylic copolymer, a photoinitiator, a reactive monomer, a conductive metal, glass powder, an additive, and an organic solvent.Type: GrantFiled: December 4, 2002Date of Patent: October 5, 2004Assignee: Industrial Technology Research InstituteInventors: Tsing-Tang Song, Weir-Torn Jiang, Shung-Jim Yang, Sheng-Min Wang, Kom-Bei Shiu
-
Patent number: 6800423Abstract: There is provided a negative radiation-sensitive composition, which is suitable for exposure of a far ultraviolet light comprising a wavelength 193 nm of ArF excimer-laser, freed from causes of resolution deterioration such as swelling due to permeation of a developer and residual of a resist film between lines of the pattern, and capable of forming a high resolution pattern. The radiation-sensitive composition comprises a polymer of an acrylic acid ester having a &ggr;-hydroxycarboxylic acid in its ester moiety and a photo-acid generator.Type: GrantFiled: November 15, 2002Date of Patent: October 5, 2004Assignee: Renesas Technology Corp.Inventors: Yoshiyuki Yokoyama, Takashi Hattori
-
Patent number: 6800419Abstract: A radiation-sensitive resin composition comprising: (A) an alkali insoluble or scarcely alkali-soluble resin having an acid-dissociable protecting group of the following formula [I], wherein R1 groups are monovalent alicyclic hydrocarbon groups or alkyl groups, provided that at least one of the R1 groups is the monovalent alicyclic hydrocarbon group, or any two of the R1 groups and the carbon atom form a divalent alicyclic hydrocarbon group, (B) a photoacid generator, and (C) propylene glycol monomethyl ether acetate, &ggr;-butyrolactone, and cyclohexanone as solvents. The resin composition is useful as a chemically-amplified resist for microfabrication utilizing deep ultraviolet rays and exhibits excellent film thickness uniformity and storage stability.Type: GrantFiled: February 21, 2003Date of Patent: October 5, 2004Assignee: JSR CorporationInventors: Akimasa Soyano, Hiroyuki Ishii, Hidemitsu Ishida, Motoyuki Shima, Yukio Nishimura
-
Patent number: 6797451Abstract: The present invention provides a resin of the formula: where R1, R2, R3, x and y are those defined herein. The present invention also provides methods for using the above described resin to inhibit reflection of light from the lower layer of a wafer substrate during a photoresist pattern formation process.Type: GrantFiled: July 3, 2002Date of Patent: September 28, 2004Assignee: Hynix Semiconductor Inc.Inventors: Sung Eun Hong, Min Ho Jung, Hyeong Soo Kim, Jae Chang Jung, Ki Ho Baik
-
Patent number: 6794108Abstract: The present invention provides a positive photoresist composition for far ultraviolet exposure, which comprises a polymer having at least one of a repeating unit represented by formula (Ia) and a repeating unit represented by formula (Ib), and a repeating unit represented by formula (II), and having a group capable of decomposing by the action of an acid: wherein R1 and R2 each represents hydrogen atom, a cyano group, a hydroxyl group, —COOH, —COOR5, —CO—NH—R6, —CO—NH—SO2—R6, an alkyl group, an alkoxy group, a cyclic hydrocarbon group or a —Y group, X represents —O—, —S—, —NH—, —NHSO2— or —NHSO2NH—, A represents a single bond or a divalent linking group, Z2 represents —O— or —N(R3)—, R11 and R12 each represents a hydrogen atom, a cyano group, a halogen atom or an alkyl group, Z1 represents an atomic group necessary for forming an alicyclic structureType: GrantFiled: April 3, 2000Date of Patent: September 21, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Kenichiro Sato, Yutaka Adegawa, Toshiaki Aoai, Kunihiko Kodama
-
Patent number: 6794111Abstract: A polymer comprising recurring units of formula (1-1) or (1-2) wherein R1, R2, R3 and R4 are H or alkyl, or R1 and R2, and R3 and R4 taken together may form a ring with each pair being alkylene, and k is 0 or 1 and having a Mw of 1,000-500,000 is novel. A resist composition comprising the polymer as a base resin is sensitive to high-energy radiation, has excellent sensitivity, resolution, etching resistance, and minimized swell and lends itself to micropatterning with electron beams or deep-UV.Type: GrantFiled: April 22, 2002Date of Patent: September 21, 2004Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tsunehiro Nishi, Takeshi Kinsho, Seiichiro Tachibana, Takeru Watanabe, Koji Hasegawa, Tomohiro Kobayashi
-
Publication number: 20040180288Abstract: A positive resist composition comprising (A) a resin having a specific structure and capable of decomposing under action of an acid to increase solubility in an alkali developer, and (B) a compound capable of generating an acid upon irradiation with an actinic ray or radiation.Type: ApplicationFiled: March 4, 2004Publication date: September 16, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventor: Yutaka Adegawa
-
Patent number: 6790596Abstract: A photoreactive resin composition having high sensitivity and causing less gelation, and methods of manufacturing a circuit board and a ceramic multilayer substrate having a high-resolution wiring pattern and via holes by a photolithography process using the photoreactive resin composition are described. The photoreactive resin composition contains an inorganic powder containing a polyvalent metal powder and/or a polyvalent metal oxide powder, an alkali-soluble first polymer having an ethylenically unsaturated double bond, a monomer having an ethylenically unsaturated double bond, a photoreaction initiator, an organic solvent, and a second polymer having a pyrrolidone ring in a side chain.Type: GrantFiled: October 11, 2002Date of Patent: September 14, 2004Assignee: Murata Manufacturing Co., LtdInventors: Masahiro Kubota, Michiaki Iha, Shizuharu Waatanabe
-
Patent number: 6790589Abstract: A radiation sensitive material comprising a copolymer including itaconic anhydride and methods of using such radiation sensitive materials in methods for forming a pattern.Type: GrantFiled: December 21, 2001Date of Patent: September 14, 2004Assignee: Fujitsu LimitedInventors: Satoshi Takechi, Makoto Takahashi, Yuko Kaimoto
-
Publication number: 20040175659Abstract: A photosensitive composition for sandblasting comprising the components of: (A) a photopolymerizable urethane (meth)acrylate oligomer comprising (meth)acryloyl group; (B) an acrylic copolymer; and (C) a photopolymerization initiator, wherein the component (B) comprises, as a monomer unit, one of copolymerizable monomers comprising one of a benzene ring and a cyclohexyl group.Type: ApplicationFiled: March 16, 2004Publication date: September 9, 2004Applicant: Tokyo Ohka Kogyo Co., Ltd., a Japan corporationInventors: Akira Kumazawa, Ryuma Mizusawa, Syunji Nakazato, Hiroyuki Obiya
-
Patent number: 6787282Abstract: A positive resist composition comprising (A) a resin, which increases a solubility rate in an alkali developing solution by the action of an acid, containing a repeating unit represented by formula (I) defined in the specification, a repeating unit represented by formula (II) defined in the specification and a repeating unit represented by formula (III) defined in the specification, and (B) a compound that generates an acid upon irradiation of an actinic ray or radiation.Type: GrantFiled: September 25, 2002Date of Patent: September 7, 2004Assignee: Fuji Photo Film Co., Ltd.Inventor: Kenichiro Sato