Sulfur-containing Ring Contains Additional Hetero Atom, I.e., N, O, Se, Te Patents (Class 526/257)
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Patent number: 11491472Abstract: Disclosed are a preparation method and application of a 4-methyl-5-vinylthiazolyl polymerized spherical ionic liquid catalyst. The method comprises: preparing a functional ionic liquid monomer successfully by taking 4-methyl-5-vinylthiazole as the matrix, and preparing the polymerized spherical ionic liquid from the monomer. The catalyst combines the advantages of both ionic liquid and the polymer, and has the characteristics of large specific surface area, high catalytic activity, high mass transfer rate, good selectivity, high stability, easy recycling and separating, environmental friendliness, wide industrial application prospect, etc.Type: GrantFiled: June 22, 2017Date of Patent: November 8, 2022Assignee: FU ZHOU UNIVERSITYInventors: Ting Qiu, Dongren Cai, Changshen Ye, Ling Li, Xiaoda Wang, Jinbei Yang, Zhixian Huang, Chen Yang, Hongxing Wang
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Patent number: 11207417Abstract: A polymer-prostaglandin conjugate comprising: a polymer backbone comprising a plurality of moieties of formula (I): where: T represents a triazole moiety; Q is independently selected at each occurrence and may be present or absent and when present represents a linking group; R is selected from the group consisting of linear or branched hydrocarbon; D is selected from prostaglandins; and L is a group of formula (II) wherein R5 is selected from hydrogen and C1 to C6 alkyl; (R) indicates the end of the group bonded to the R group; and (D) indicates the end of the group attached to the group D.Type: GrantFiled: March 14, 2018Date of Patent: December 28, 2021Assignee: POLYACTIVA PTY LTDInventors: Stephen Lonsdale Birkett, Andrew Craig Donohue, Asha Marina D'Souza, Sarah Man Yee Ng, Adrian Sulistio, Russell John Tait, David Valade, Alan Naylor, Jason Watling
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Patent number: 11203716Abstract: Disclosed is a mixture containing polymerizable compounds having Formulas (III) and (IV) wherein Ar1 and Ar2 are divalent aromatic hydrocarbon or heteroaromatic ring group having D1 or D2 as a substituent; D1 and D2 are C1-C20 organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon ring and heteroaromatic ring; A11-A22 and B11-B22 are alicyclic or aromatic group which may have a substituent, Y11-Y22 and L11-L22 are single bond, —O—, —CO—, —CO—O—, —O—CO—, —NR21—CO—, —CO—NR22—, —O—CO—O—, —NR23—CO—O—, —O—CO—NR24— or —NR25—CO—NR26— where R21—R26 are hydrogen or C1-C6 alkyl group; R4—R9 are hydrogen, methyl group or chlorine; one of f and k is integer of 1 to 3 with the other being integer of 0 to 3; g, j, m and q are integer of 1 to 20; and h, i, n and p are 0 or 1.Type: GrantFiled: May 13, 2019Date of Patent: December 21, 2021Assignee: ZEON CORPORATIONInventors: Kei Sakamoto, Kumi Okuyama, Satoshi Kiriki
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Patent number: 11193065Abstract: A liquid crystal composition is provided containing a polymerizable liquid crystal compound, the composition having high preservation stability when dissolved in a solvent and also having the ability to restrain the development of orientation defects of the liquid crystal compound. A method of producing such a liquid crystal composition is also provided with ease. The liquid crystal composition includes a first polymerizable liquid crystal compound having five or more ring structures on its principal chain and represented by the following formula (A) and a second polymerizable liquid crystal compound having five or more ring structures and represented by the following formula (B).Type: GrantFiled: April 20, 2017Date of Patent: December 7, 2021Assignee: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Daichi Fujimoto, Haruki Okawa, Shinnosuke Yoshioka, Tatsuaki Kasai
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Patent number: 11152131Abstract: The present disclosure provides compositions including a conductive polymer; and a fiber material comprising one or more metals disposed thereon. The present disclosure further provides a component, such as a vehicle component, including a composition of the present disclosure disposed thereon. The present disclosure further provides methods for manufacturing a component including: contacting a metal coated fiber material with an oxidizing agent and a monomer to form a first composition comprising a metal coated fiber material and a conductive polymer; and contacting the first composition with a polymer matrix or resin to form a second composition.Type: GrantFiled: June 20, 2018Date of Patent: October 19, 2021Assignee: THE BOEING COMPANYInventor: Patrick J. Kinlen
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Patent number: 11111321Abstract: Various photocrosslinkable electrochromic polymers are disclosed. The polymers are suitable for an electrochromic layer of an electrochromic device. The polymers are formed with a two-step synthesis method that includes forming a polymer precursor with one or more chromophore blocks, and mixing the polymer precursor with photocrosslinkable monomer units to form the polymer.Type: GrantFiled: July 29, 2020Date of Patent: September 7, 2021Assignee: AMBILIGHT INC.Inventors: Liyan You, Jiazhi He, Jianguo Mei
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Patent number: 11029600Abstract: A resist composition including a resin component having more than 30 mol % of a structural unit represented by formula (a0-1), and an acid generator represented by formula (b1) in which R01 represents a hydrogen atom, an alkyl group or a halogenated alkyl group; Va01 represents an alkylene group; Ra01 represents an acid dissociable group; Rb01 represents an cyclic hydrocarbon group; Lb01 represents —O—C(?O)— or —C(?O)—O—; Yb01 represents a divalent linking group or a single bond; Vb01 represents a fluorinated alkylene group; Rb02 represents a fluorine atom or a hydrogen atom; provided that the total number of fluorine atoms contained in Vb01 and Rb02 is 2 or 3; and Mm+ represents an m-valent organic cation.Type: GrantFiled: August 8, 2019Date of Patent: June 8, 2021Assignee: TOKYO OHKA KOGYO CO., LTD.Inventors: Takehito Seo, Tomoyuki Hirano, Yuta Iwasawa, Yusuke Itagaki
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Patent number: 10968189Abstract: The present invention provides a novel method for producing a 2-hydrazinobenzothiazole derivative. The present invention also provides a method for producing a compound by using the 2-hydrazinobenzothiazole derivative obtained by the production method, and a composition that contains the compound. The present invention also provides a polymerizable composition that is useful in producing film-shaped polymers and contains the compound obtained by the production method. The invention of the present application provides a method for producing a compound represented by general formula (I-C), the method including a step of reacting a compound represented by general formula (I-B) with a compound represented by general formula (I-A) in the presence of at least one compound selected from the group consisting of metal amides, metal hydrides, metal alkoxides, and organic alkali metals. A compound derived from the compound produced by the production method, and a composition that contains the compound are also provided.Type: GrantFiled: March 16, 2017Date of Patent: April 6, 2021Assignee: DIC CORPORATIONInventors: Masahiro Horiguchi, Junichi Mamiya
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Patent number: 10927263Abstract: An object of the present invention is to provide a polymerizable composition with which a polymer having a high degree of hardness can be produced. Another object is to provide, for example, an optically anisotropic body, a phase retardation film, an optical compensation film, an antireflection film, a lens, and a lens sheet that are composed of the polymerizable composition and a liquid crystal display element, an organic light-emitting display element, a lighting element, an optical component, a coloring agent, a security marker, a laser emission member, a polarizing film, a coloring material, and a printed item that are produced using the polymerizable composition. The present invention provides a polymerizable composition including a polymerizable compound represented by General Formula (IA) which has a specific structure including a plurality of polymerizable groups.Type: GrantFiled: July 13, 2017Date of Patent: February 23, 2021Assignee: DIC CORPORATIONInventors: Kouichi Endo, Yasuhiro Kuwana, Mika Takasaki
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Patent number: 10669482Abstract: A liquid crystal composition including a polymerizable liquid crystal compound capable of expressing birefringence with reverse wavelength distribution and a surfactant containing a fluorine atom, a 1-octanol/water partition coefficient of the surfactant being less than 5.0.Type: GrantFiled: February 23, 2017Date of Patent: June 2, 2020Assignee: ZEON CORPORATIONInventors: Akira Ikeda, Shunpei Nakajima, Masaya Miyamura, Yuki Tamura
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Patent number: 10597371Abstract: The present invention provides a polymerizable compound having high storage stability without causing crystal precipitation when added to a polymerizable composition. The present invention also provides a polymerizable composition containing the compound. When the filmy polymer produced through polymerization of the polymerizable composition is irradiated with UV light, it hardly discolors or peels from substrate. Further, the present invention provides a polymer produced through polymerization of the polymerizable composition and an optically anisotropic body using the polymer.Type: GrantFiled: February 16, 2016Date of Patent: March 24, 2020Assignee: DIC CORPORATIONInventors: Masahiro Horiguchi, Yutaka Kadomoto
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Patent number: 10508072Abstract: The present disclosure provides a method for producing an acid halide solution that is useful as a production intermediate or the like that allows industrially advantageous production of a polymerizable liquid crystal compound. The method for producing an acid halide solution of the present disclosure includes a step ? of reacting a halogenating agent and a dicarboxylic acid compound in a water-immiscible organic solvent in the presence of a tetraalkylammonium salt to obtain a water-immiscible organic solvent solution including an acid halide, and a step ? of concentrating the obtained water-immiscible organic solvent solution.Type: GrantFiled: September 29, 2016Date of Patent: December 17, 2019Assignee: ZEON CORPORATIONInventors: Kumi Okuyama, Kei Sakamoto, Kanako Sanuki, Hiroki Iwaki
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Patent number: 10428032Abstract: The present invention provides a compound represented by the general formula (I), and a polymerizable composition containing the compound. When the polymerizable composition containing the compound represented by the formula (I) is used to form a filmy product, the resulting filmy product exhibits less change over time in phase difference and reverse wavelength dispersion and when the filmy polymer is irradiated with UV light, peeling from a substrate is unlikely to be caused. Further, the invention provides a polymer obtained through polymerization of the polymerizable composition and an optically anisotropic body obtained using the polymer.Type: GrantFiled: August 25, 2016Date of Patent: October 1, 2019Assignee: DIC CORPORATIONInventors: Masahiro Horiguchi, Junichi Mamiya, Yoshio Aoki
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Patent number: 10392343Abstract: The present invention is a polymerizable compound represented by a general formula (I), a polymerazable composition, a polymer, and an optically anisotropic product.Type: GrantFiled: February 9, 2015Date of Patent: August 27, 2019Assignee: ZEON CORPORATIONInventors: Kei Sakamoto, Kumi Okuyama
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Patent number: 10351643Abstract: An object of the invention is to provide polymerizable compounds having excellent optical characteristics and suited as materials for optically anisotropic articles, compositions containing the polymerizable compounds, polymers obtained by polymerizing the polymerizable compounds, optically anisotropic articles formed of the polymers, and liquid crystal display devices including the optically anisotropic articles.Type: GrantFiled: November 27, 2014Date of Patent: July 16, 2019Assignee: DIC CORPORATIONInventors: Hiroshi Hasebe, Yoshio Aoki, Kunihiko Kotani, Akihiro Koiso, Hidetoshi Nakata
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Patent number: 9908963Abstract: This invention relates to polymer particles, a process for their preparation, the use of these particles for the preparation of an electrophoretic device, electrophoretic displays comprising such particle, and new copolymer stabilizers.Type: GrantFiled: March 18, 2014Date of Patent: March 6, 2018Assignee: Mereck Patent GmbHInventors: Louise D. Farrand, Claire Topping, Kate Belsey, Simon Holder
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Patent number: 9902708Abstract: One embodiment of the present invention can provide an optical material composition that includes a cyclic compound that is represented by formula (1) and an episulfide that is represented by formula (2). Another embodiment of the present invention can provide an optical material production method that includes a step wherein, with respect to the total amount of the optical material composition, 0.0001-10 mass % of a polymerization catalyst is added to the optical material composition and the optical material composition is polymerization cured. (In formula (2), m is an integer from 0 to 4, and n is an integer from 0 to 2.Type: GrantFiled: March 1, 2016Date of Patent: February 27, 2018Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Kazuki Kariyazono, Takashi Aoki
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Patent number: 9856333Abstract: The present invention relates to: a polymerizable compound (I), wherein Y1 to Y6 are a chemical single bond, —O—C(?O)—, —C(?O)—O— or the like, G1 and G2 are a divalent aliphatic group, Z1 and Z2 are an alkenyl group, Ax is a fused ring group represented by a formula (II), wherein X is —NR3—, an oxygen atom, a sulfur atom or the like, R3 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and D is a substituted or unsubstituted ring having 1 to 20 carbon atoms that includes at least one nitrogen atom, Ay is a hydrogen atom, an alkyl group, A1 is a trivalent aromatic group or the like, A2 and A3 are a divalent aromatic group having 6 to 30 carbon atoms or the like, and Q1 is a hydrogen atom, or an alkyl group having 1 to 6 carbon atoms.Type: GrantFiled: October 31, 2016Date of Patent: January 2, 2018Assignee: ZEON CORPORATIONInventors: Kei Sakamoto, Kumi Okuyama
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Patent number: 9638849Abstract: An optical film of the present invention includes an optically anisotropic layer containing a compound represented by the following general formula (1) or an optically anisotropic layer formed by the curing of a polymerizable composition containing a compound represented by the following general formula (1):Type: GrantFiled: March 30, 2015Date of Patent: May 2, 2017Assignee: FUJIFILM CORPORATIONInventors: Hiroshi Matsuyama, Shinichi Morishima, Yuki Nakazawa
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Publication number: 20150147697Abstract: A resist composition comprising a polymer comprising recurring units (a) of formula (1) and having a Mw of 1,000-500,000 as base resin is provided. R1 is H or methyl, X is a single bond or —C(?O)—O—R5—, R2 is a single bond or C1-C4 alkylene, R3 is C2-C8 alkylene, R4 is an acid labile group, R5 is a single bond or C1-C4 alkylene, and 0<a?1.0. The composition is of dual-tone type in that an intermediate dose region of resist film is dissolved in a developer, but unexposed and over-exposed regions of resist film are insoluble.Type: ApplicationFiled: November 25, 2014Publication date: May 28, 2015Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Masayoshi Sagehashi
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Publication number: 20150147696Abstract: Provided is a method for producing a polymer compound that has very low contents of impurities such as metal components and exhibits excellent storage stability. The production method gives such a polymer compound. The polymer compound is incorporated into a photoresist resin composition. The method for producing a polymer compound includes the step of filtering a resin solution containing a polymer compound through a filter. The filter is approximately devoid of strongly acidic cation-exchange groups and develops a positive zeta potential. The polymer compound includes a monomer unit (a) and a monomer unit (b). The monomer unit (a) includes at least one monomer units represented by Formulae (a1) to (a3). The monomer unit (b) contains a group capable of releasing a moiety thereof by the action of an acid to develop solubility in an alkali.Type: ApplicationFiled: July 26, 2013Publication date: May 28, 2015Applicant: DAICEL CORPORATIONInventors: Akira Eguchi, Masamichi Nishimura
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Publication number: 20150147698Abstract: A negative resist composition comprising a polymer comprising recurring units (a) of formula (1) and having a Mw of 1,000-500,000 as base resin is provided. R1 is H or methyl, X is a single bond or —C(?O)—O—R4—, R2 is a single bond or C1-C4 alkylene, R3 is C2-C8 alkylene, R4 is a single bond or C1-C4 alkylene, and 0<a?1.0. The composition exhibits a high resolution due to controlled acid diffusion and forms a resist film which is unsusceptible to swell in the developer and hence to pattern collapse.Type: ApplicationFiled: November 25, 2014Publication date: May 28, 2015Applicant: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Masayoshi Sagehashi
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Publication number: 20150140497Abstract: A resist composition which generates acid upon exposure and exhibits changed solubility in a developing solution under action of acid, and which includes a base component (A) which exhibits changed solubility in a developing solution under action of acid, the base component (A) including a polymeric compound (A1) having a structural unit (a0) represented by general formula (a0-0) shown below (wherein V11 represents an aliphatic cyclic group with or without a substituent; R1 represents a lactam-containing cyclic group or a sultam-containing cyclic group; Y1 represents an oxygen atom (—O—), an ester bond (—C(?O)—O—) or a single bond; and W2 represents a group formed by a polymerization reaction of a polymerizable group-containing group).Type: ApplicationFiled: November 13, 2014Publication date: May 21, 2015Inventors: Masatoshi Arai, Yoshiyuki Utsumi
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Publication number: 20150132698Abstract: A resin containing a structural unit derived from a compound represented by the formula (aa) wherein T, R1 and Z1 are defined in the specification.Type: ApplicationFiled: January 23, 2015Publication date: May 14, 2015Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Koji ICHIKAWA, Yusuke FUJI, Satoshi YAMAGUCHI
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Patent number: 9023964Abstract: The present invention relates to conjugated polymers. In various embodiments, the present invention provides a conjugated polymer including a repeating unit including a benzene ring conjugated with the polymer backbone, wherein the benzene ring is fused to two 5-membered rings, wherein each fused 5-membered ring includes N and at least one of O and S. In various embodiments, the present invention provides semiconductor devices including the polymer, and methods of making the polymer.Type: GrantFiled: March 12, 2014Date of Patent: May 5, 2015Assignee: Iowa State University Research Foundation, Inc.Inventors: Malika Jeffries-EL, Jeremy J. Intermann, Brian C. Tlach
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Patent number: 9023581Abstract: A resist composition which can form a very fine resist pattern with excellent lithography properties, a new polymeric compound useful for the resist composition, and a compound useful as a monomer for the polymeric compound. The resist composition contains a polymeric compound containing a structural unit (a0) represented by general formula (a0) shown below. In the formula (a0), A is an anion represented by the general formula (1) or (2).Type: GrantFiled: June 14, 2011Date of Patent: May 5, 2015Assignee: Tokyo Ohka Kogyo Co., LtdInventors: Akiya Kawaue, Kazushige Dohtani, Yoshiyuki Utsumi, Jun Iwashita, Kenri Konno, Daiju Shiono, Daichi Takaki
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Patent number: 9017918Abstract: A polymer is obtained from a hydroxyphenyl methacrylate monomer having an acid labile group substituted thereon. A positive resist composition comprising the polymer as a base resin has a very high contrast of alkaline dissolution rate before and after exposure, a high resolution, a good profile and minimal line edge roughness of a pattern after exposure, a retarded acid diffusion rate, and good etching resistance.Type: GrantFiled: June 1, 2011Date of Patent: April 28, 2015Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Jun Hatakeyama, Seiichiro Tachibana, Koji Hasegawa
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Publication number: 20150099119Abstract: This invention relates to coloured polymer, a process for their preparation, electrophoretic fluids comprising such particles, and electrophoretic display devices comprising such fluids.Type: ApplicationFiled: May 7, 2013Publication date: April 9, 2015Inventors: Louise Diane Farrand, Nils Greinert, Claire Topping, Jonathan Henry Wilson, Simon Biggs, Olivier Cayre, Simon Lawson, Alexandre Richez, Simone Stuart-Cole
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Patent number: 9000111Abstract: An optical part comprising a thermoplastic resin having a recurring unit represented by the following formula (1): wherein R represents a hydrogen atom, an alkyl group, or an aryl group; G represents a divalent linking group; A represents an oxygen atom, a sulfur atom, or —N(R1)—; R1 represents a hydrogen atom, an alkyl group, or an aryl group; Q represents an atomic group of forming a hetero ring; and l indicates 0 or 1.Type: GrantFiled: August 28, 2009Date of Patent: April 7, 2015Assignee: FUJIFILM CorporationInventors: Ryo Suzuki, Rie Okutsu, Hiroaki Mochizuki, Tatsuhiko Obayashi
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Publication number: 20150076418Abstract: The invention relates to novel conjugated polymers comprising in their backbone one or more divalent donor units, like for example benzo[1,2-b:4,5-b?]dithiophene-2,6-diyl (BDT), that are linked on both sides to an acceptor unit, to methods of preparing the polymers and educts or intermediates used in such preparation, to polymer blends, mixtures and formulations containing the polymers, to the use of the polymers, polymer blends, mixtures and formulations as semiconductors organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising these polymers, polymer blends, mixtures or formulations.Type: ApplicationFiled: February 15, 2013Publication date: March 19, 2015Applicant: MERCK PATENT GMBHInventors: Nicolas Blouin, Amy Phillips, Lana Nanson, Steven Tierney, Toby Cull, Priti Tiwana, Stephane Berney, Miguel Carrasco-Orozco, Frank Egon Meyer
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Publication number: 20150065670Abstract: Asymmetric bifunctional silyl (ABS) monomers comprising covalently linked pharmaceutical, chemical and biological agents are described. These agents can also be covalently bound via the silyl group to delivery vehicles for delivering the agents to desired targets or areas. Also described are delivery vehicles which contain ABS monomers comprising covalently linked agents and to vehicles that are covalently linked to the ABS monomers. The silyl modifications described herein can modify properties of the agents and vehicles, thereby providing desired solubility, stability, hydrophobicity and targeting.Type: ApplicationFiled: September 10, 2014Publication date: March 5, 2015Inventors: Joseph M. DeSimone, Mathew Finniss, Mary Napier, Ashish Pandya, Matthew Parrott
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Publication number: 20150064626Abstract: A positive resist composition is provided comprising a polymer comprising recurring units having a carboxyl and/or phenolic hydroxyl group substituted with an acid labile group and recurring units of tert-butyl or tert-amyl-substituted hydroxyphenyl methacrylate and having a weight average molecular weight of 1,000-500,000. The resist composition has a satisfactory effect of suppressing acid diffusion and a high resolution, and forms a pattern of good profile and minimal edge roughness after exposure.Type: ApplicationFiled: July 14, 2014Publication date: March 5, 2015Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Koji Hasegawa
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Publication number: 20150065671Abstract: A compound represented by the formula (1). A polymer compound comprising the compound. An organic semiconductor material comprising the compound or the polymer compound. An organic semiconductor device comprising an organic layer comprising the organic semiconductor material. An organic transistor comprising a source electrode, a drain electrode, a gate electrode and an active layer, wherein the active layer comprises the organic semiconductor material.Type: ApplicationFiled: April 16, 2013Publication date: March 5, 2015Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Hiroki Terai
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Publication number: 20150034161Abstract: Organic molecule semi-conducting chromophores containing a halogen-substituted core structure are disclosed. Such compounds can be used in organic heterojunction devices, such as organic molecule solar cells and transistors.Type: ApplicationFiled: February 19, 2013Publication date: February 5, 2015Inventors: Arnold B. Tamayo, Corey V. Hoven, Thomas K. Wood, Braden Smith
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Publication number: 20150037733Abstract: Provided is an acrylic acid ester derivative which, when used as a constituent unit of a polymer which is included in a photoresist composition for a semiconductor, exhibits excellent lithography characteristics such as LWR and the like. Specifically, provided is an acrylic acid ester derivative represented by the following general formula (1). Furthermore, provided are an intermediate of the acrylic acid ester derivative and a process for producing the same; a polymer containing the acrylic acid ester derivative as a constituent unit; and a photoresist composition for a semiconductor containing the polymer. wherein, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, m, x, and y are as defined in the text of Description.Type: ApplicationFiled: February 25, 2013Publication date: February 5, 2015Applicant: KURARAY CO., LTD.Inventors: Akinobu Takeda, Takashi Fukumoto, Osamu Nakayama
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Patent number: 8940856Abstract: The present invention provides a heterocyclic compound of the following general formula (I): wherein X and Y are different from each other and represent a halogen atom selected from among a chlorine atom, bromine atom and iodine atom, or CF3SO3?, CH3SO3?, C6H5SO3? or CH3C6H4SO3?; R1 represents an optionally substituted monovalent aliphatic hydrocarbon group having two or more carbon atoms; one of A1 and A2 represents —S—, —O—, —Se— or Te—, while the other represents —N?, —P? or —Si(R2)?, wherein R2 represents a hydrogen atom, an optionally substituted monovalent hydrocarbon group, a halogen atom, an amino group or a carbonyl group; and one of two linkages each represented by a solid line and a dashed line is a single bond, while the other is a double bond.Type: GrantFiled: December 11, 2013Date of Patent: January 27, 2015Assignee: Sumitomo Chemical Company, LimitedInventors: Kenta Tanaka, Hideyuki Higashimura, Kazuei Ohuchi, Akio Tanaka, Masato Ueda
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Publication number: 20150017586Abstract: A positive resist composition is provided comprising a polymer comprising recurring units having a carboxyl or phenolic hydroxyl group substituted with an acid labile group and recurring units of hydroxyanthraquinone or hydroxy-2,3-dihydro-1,4-anthracenedione methacrylate, and having a Mw of 1,000-500,000. The resist composition has a satisfactory effect of suppressing acid diffusion and a high resolution, and forms a pattern of good profile and minimal edge roughness after exposure.Type: ApplicationFiled: July 3, 2014Publication date: January 15, 2015Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Masayoshi Sagehashi
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Publication number: 20140363772Abstract: A resist composition including a high-molecular weight compound having a constituent unit represented by general formula (a0-1), a constituent unit (a1) containing a group containing a monocyclic group or a chain group among acid decomposable groups whose polarity increases by action of acid, a constituent unit (a1?) containing a group containing a polycyclic group among acid decomposable groups whose polarity increases by the action of an acid, and a constituent unit (a2) containing a lactone-containing monocyclic group, with a proportion of the constituent unit (a1) being equal to a proportion of the constituent unit (a1?) or more; and a method for forming a resist pattern using the resist composition.Type: ApplicationFiled: May 29, 2014Publication date: December 11, 2014Applicant: Tokyo Ohka Kogyo Co., Ltd.Inventors: Junichi Tsuchiya, Yuta Iwasawa
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Publication number: 20140346400Abstract: A method for the synthesis and use of transparent bulk conjugated polymers prepared from liquid monomers via bulk polymerization. The liquid monomer contains pi-electron conjugated moieties and polymerizable moieties. The monomer solution may also have functionalizing additives such as a luminescence additive that includes organic dyes, luminescent molecules, fluorescent compounds, phosphorescent compounds, and luminescent quantum dots. The monomer solution may also have sensitizing additives such as high-energy photo sensitizing compounds, nanoparticles of compounds containing atoms with atomic numbers greater than 52 and neutron sensitizing additives. The monomer solution is polymerized by heating to an elevated temperature with or without addition of an initiator. Alternatively, the monomer is polymerized by photo-induced polymerization. A photoinitiator may be employed to initiate the photopolymerization. Scintillation materials with significant light yields are illustrated.Type: ApplicationFiled: June 2, 2014Publication date: November 27, 2014Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Qibing Pei, Qi Chen
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Publication number: 20140342390Abstract: There is provided a method for introducing a temperature-sensitive probe comprising a copolymer, which comprises a thermoresponsive unit and a fluorescent unit, into a cell, and the method using the copolymer further comprising a cationic unit as the temperature-sensitive probe, and the method comprising the step of mixing the copolymer with the cell in a solvent. The copolymer can be preferably used as a fluorescence temperature sensor which measures intracellular temperature since the copolymer has a cationic group and thus enters into a cell without using a special method.Type: ApplicationFiled: May 20, 2014Publication date: November 20, 2014Applicants: THE UNIVERSITY OF TOKYO, KIRIN HOLDINGS KABUSHIKI KAISHAInventors: Toshikazu TSUJI, Kumiko IKADO, Seiichi UCHIYAMA, Kyoko KAWAMOTO
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Patent number: 8883954Abstract: A photovoltaic cell is provided that includes a first electrode, a second electrode, and a photoactive layer disposed between the first and second electrodes. The photoactive layer includes a photoactive polymer containing a first monomer repeat unit, which contains a moiety of formula (1): in which A and R are defined in the specification.Type: GrantFiled: October 9, 2013Date of Patent: November 11, 2014Assignee: Merck Patent GmbHInventors: Paul Byrne, Li Wen, David P. Waller, Taizoon Canteenwala, Patrick Foyle, Edward Jackson
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Patent number: 8877424Abstract: A polymer is prepared from an adamantane methacrylate monomer whose alcoholic hydroxyl group is protected with an alicyclic-containing tertiary alkyl group. A photoresist composition comprising the polymer displays a high sensitivity and a high dissolution contrast during both alkaline development and organic solvent development.Type: GrantFiled: February 8, 2013Date of Patent: November 4, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masayoshi Sagehashi, Jun Hatakeyama, Koji Hasegawa, Kazuhiro Katayama
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Patent number: 8877344Abstract: The present invention is directed to phenothiazine-based macromonomer compounds and methods of making the same.Type: GrantFiled: September 23, 2011Date of Patent: November 4, 2014Assignee: Bayer HealthCare LLCInventors: Jiangfeng Fei, Henry Arndt, Steven Fowler
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Publication number: 20140308614Abstract: A negative pattern is formed by applying a resist composition onto a substrate, prebaking, exposing to high-energy radiation, PEB, and developing the exposed resist film in an organic solvent developer to dissolve the unexposed region of resist film. The resist composition is based on a polymer comprising recurring units (a1) of formula (1) wherein R1 is H or CH3, R2 and R3 are H, F or a monovalent hydrocarbon group, R4 is H or a monovalent hydrocarbon group, R5 and R6 are a monovalent hydrocarbon group, X1 is a divalent hydrocarbon group, and k1=0 or 1. A fine hole or trench pattern can be formed therefrom.Type: ApplicationFiled: March 14, 2014Publication date: October 16, 2014Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Koji Hasegawa, Masayoshi Sagehashi, Tomohiro Kobayashi, Kazuhiro Katayama
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Patent number: 8859717Abstract: Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).Type: GrantFiled: March 3, 2011Date of Patent: October 14, 2014Assignees: Sumitomo Chemical Company, Limited, Osaka UniversityInventors: Yutaka Ie, Masashi Ueta, Yoshio Aso, Masato Ueda
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Patent number: 8841410Abstract: It is an object of the present invention to provide a nitrogen-containing condensed ring compound, which can be used as an organic n-type semiconductor having an excellent electron transport property and which is also excellent in terms of solubility in an organic solvent. The nitrogen-containing condensed ring compound of the present invention has a structural unit represented by the following formula (1-1) or formula (1-2): wherein Ar1 represents an aromatic ring; one of Y1 and Y2 represents a single bond, and the other represents —C(R11)(R12)— or —C(?X1)—; one of Y3 and Y4 represents a single bond, and) the other represents —C(R21)(R22)— or —C(?X2)—, and one of Y1 to Y4 represents —C(R11)(R12)— or —C(R21)(R22)—; at least one of W1 and W2 represents —N?; and Z1 and Z2 each represent any one of the groups represented by the formula (i) to the formula (ix).Type: GrantFiled: January 30, 2012Date of Patent: September 23, 2014Assignees: Sumitomo Chemical Company, Limited, Osaka UniversityInventors: Yoshio Aso, Yutaka Ie, Masashi Ueta, Masato Ueda
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Publication number: 20140272727Abstract: A method of producing a copolymer, including copolymerizing a monomer (am0) containing a partial structure represented by formula (am0-1) shown below, a monomer (am1) containing an acid decomposable group which exhibits increased polarity by the action of acid and a monomer (am5) containing an —SO2— containing cyclic group in the presence of a nitrogen-containing compound (X) having a conjugated acid with an acid dissociation constant of less than 10 (in the formula, *0 to *4 each represents a valence bond).Type: ApplicationFiled: March 12, 2014Publication date: September 18, 2014Applicant: Tokyo Ohka Kogyo Co., Ltd.Inventors: Tomoyuki Hirano, Yoshiyuki Utsumi, Junichi Tsuchiya, Yoichi Hori
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Patent number: 8835579Abstract: The present invention relates to a process for polymerizing (hetero)aromatic compounds under formation of aryl-aryl C—C couplings for preparing conjugated polymers with high molecular weight and high regioregularity, and to novel polymers obtainable by this process. The invention further relates to the use of the novel polymers as semiconductors or charge transport materials in optical, electrooptical or electronic devices including field effect transistors (FETs), thin film transistors (TFT), electroluminescent, photovoltaic and sensor devices.Type: GrantFiled: May 18, 2010Date of Patent: September 16, 2014Assignee: BASF SEInventors: Pascal Hayoz, Mathias Dueggeli, Martin Elbs, Olivier Frederic Aebischer, Achim Lamatsch
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Publication number: 20140242519Abstract: A polymer for resist use is obtainable from a monomer having formula (1) wherein R1 is H, CH3 or CF3, R2 and R3 are a monovalent hydrocarbon group, R4 to R9 are hydrogen or a monovalent hydrocarbon group, R10 is a monovalent hydrocarbon group or fluorinated hydrocarbon group, A1 is a divalent hydrocarbon group, k1 is 0 or 1, and n1A is 0, 1 or 2. A resist composition comprising the polymer displays a high dissolution contrast during organic solvent development.Type: ApplicationFiled: February 3, 2014Publication date: August 28, 2014Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Masayoshi Sagehashi, Koji Hasegawa, Kazuhiro Katayama
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Publication number: 20140220492Abstract: A resist composition which generates acid upon exposure and exhibits changed solubility in a developing solution under action of acid, including a base component containing a polymeric compound having a structural unit derived from a compound represented by general formula (a0-1). R1 and R2 each independently represents a group represented by general formula (a0-2) or a functional group; V1 and V2 each represents a single bond or an alkylene group of C1 to C10 which may have a substituent; Y1 represents a single bond or a divalent linking group; Y2 represents a fluorinated alkylene group of C1 to C4 which may have a substituent; L1 represents O or a group represented by —NR?1—(R?1 represents H or an alkyl group of C1 to C5); Mm+ represents an organic cation having a valency of m; and m represents an integer of 1 or more.Type: ApplicationFiled: February 3, 2014Publication date: August 7, 2014Applicant: Tokyo Ohka Kogyo Co., Ltd.Inventors: Takaaki Kaiho, Yoshitaka Komuro