5-membered Heterocyclic Ring Compound Contains At Least One Oxygen Atom Patents (Class 526/270)
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Patent number: 8653190Abstract: Disclosed is a curable silicone composition for preparing release layers and pressure sensitive adhesives, and to substrates bearing a layer of the cured composition. More specifically, this invention relates to a silicone composition, curable in the absence of both catalysts and actinic radiation comprising a cyclic anhydride copolymer and an amine-terminated polysiloxane.Type: GrantFiled: August 8, 2011Date of Patent: February 18, 2014Assignee: 3M Innovative Properties CompanyInventors: Joon Chatterjee, Timothy D. Filiatrault, Hae-Seung Lee, David S. Hays, Naimul Karim, Babu N. Gaddam
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Publication number: 20140045122Abstract: A positive resist composition comprises a polymer having a carboxyl group substituted with an acid labile group having formula (1) wherein R1 and R2 are alkyl or alkenyl, R3 and R4 are a single bond, methylene, ethylene or propylene, R5 and R6 are hydrogen or alkyl. The composition has a high dissolution contrast, high resolution, and suppressed acid diffusion rate, and forms a pattern of good profile and minimal edge roughness.Type: ApplicationFiled: August 1, 2013Publication date: February 13, 2014Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Koji Hasegawa
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Patent number: 8647808Abstract: A fluorinated monomer has formula (1) wherein R1 is H, F, methyl or trifluoromethyl, R2 and R3 are H or a monovalent hydrocarbon group, R4 to R6 each are a monovalent fluorinated hydrocarbon group, A is a divalent hydrocarbon group, and k1 is 0, 1 or 2. A polymer derived from the fluorinated monomer may be endowed with appropriate water repellency, water slip, acid lability and hydrolysis and is useful as an additive polymer in formulating a resist composition.Type: GrantFiled: April 6, 2011Date of Patent: February 11, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masayoshi Sagehashi, Koji Hasegawa, Takeshi Sasami
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Publication number: 20140024793Abstract: Provided is a polyester production process which provides the polyester with a suitable molecular weight capable of enduring various mold processings and which can inhibit the polymer from being colored due to side reactions in synthesis. The above polyester production process comprises: an esterification step of carrying out an esterification reaction of ethylene glycol and 2,5-furandicarboxylic acid to form an oligomer and a condensation polymerization step of carrying out a condensation polymerization reaction of the oligomer to produce polyester, wherein the esterification reaction is carried out at 200 to 250° C.Type: ApplicationFiled: July 19, 2013Publication date: January 23, 2014Inventors: Toshiaki MATSUO, Masayuki KAMIKAWA, Takeyuki KONDO, Norifumi MAEDA
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Publication number: 20130344442Abstract: A polymer comprising recurring units of butyrolactone (meth)acrylate, recurring units having a carboxyl or phenolic group which is substituted with an acid labile group, and recurring units having a phenol group or an adhesive group in the form of 2,2,2-trifluoro-1-hydroxyethyl is quite effective as a base resin for resist. A positive resist composition comprising the polymer is improved in such properties as a contrast of alkali dissolution rate before and after exposure, acid diffusion suppressing effect, resolution, and profile and edge roughness of a pattern after exposure.Type: ApplicationFiled: June 17, 2013Publication date: December 26, 2013Inventors: Masayoshi Sagehashi, Jun Hatakeyama, Koji Hasegawa
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Publication number: 20130331533Abstract: A copolymer obtained by polymerizing two or more types of monomers, wherein among fractions obtained by dividing an eluate showing peaks relative to the copolymer, in an elution curve obtained by gel permeation chromatography (GPC), into eight fractions in order of fractionation, such that each fraction has the same volume, a difference between a monomer composition ratio of a copolymer contained in a first eluted fraction and a monomer composition ratio of all copolymers is ?3 mol % to +3 mol % in any of the constitutional units derived from the respective monomers.Type: ApplicationFiled: August 15, 2013Publication date: December 12, 2013Applicant: MITSUBISHI RAYON CO., LTD.Inventors: Atsushi YASUDA, Tomoya Oshikiri, Daisuke Matsumoto, Keisuke Katou, Shinichi Maeda
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Patent number: 8603728Abstract: A copolymer comprises the polymerized product of a base-soluble monomer of formula (I): wherein Ra is H, F, C1-10 alkyl, or C1-10 fluoroalkyl, L1 is an m valent C2-30 alkylene, C3-30 cycloalkylene, C6-30 arylene, C7-30 aralkylene group, X1 is independently a base-soluble organic group comprising ?-diketone, ?-ester-ketone, ?-di-ester, or a combination comprising at least one of the foregoing; and an additional monomer copolymerizable with the base-soluble monomer of formula (I).Type: GrantFiled: May 29, 2012Date of Patent: December 10, 2013Assignee: Rohm and Haas Electronic Materials LLCInventors: Gregory P. Prokopowicz, Gerhard Polhers, Mingqi Li, Chunyi Wu, Cong Liu, Cheng-bai Xu
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Publication number: 20130323646Abstract: A polymer is obtained from copolymerization of a unit having a carboxyl and/or phenolic hydroxyl group substituted with an acid labile group with a hydroxyphenyl methacrylate unit having one acyl, acyloxy or alkoxycarbonyl group. The polymer is useful as a base resin in a positive resist composition. The resist composition comprising the polymer is improved in contrast of alkali dissolution rate before and after exposure, acid diffusion control, resolution, and profile and edge roughness of a pattern after exposure.Type: ApplicationFiled: May 9, 2013Publication date: December 5, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Masayoshi Sagehashi
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Publication number: 20130323647Abstract: A photo or heat-sensitive polymer comprising recurring units having polymerizable anion-containing sulfonium salt and phenolic hydroxyl-containing recurring units is useful as a base resin to formulate a resist composition having high sensitivity, high resolution and low LWR.Type: ApplicationFiled: May 24, 2013Publication date: December 5, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Masaki Ohashi, Jun Hatakeyama
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Publication number: 20130317192Abstract: Alcohols are catalytically oxidized to aldehydes, in particular to benzaldehyde and diformylfuran, which are useful as intermediates for a multiplicity of purposes. The invention also relates to the polymerization of the dialdehyde and to the decarbonylation of the dialdehyde to furan.Type: ApplicationFiled: July 25, 2013Publication date: November 28, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: Vladimir Grushin, Leo Ernest Manzer, Walter Partenheimer
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Publication number: 20130316286Abstract: Provided is a photoresist composition containing a polymer that contains, as a constituent unit, a specific methacrylic acid ester derivative. The photoresist composition can form a photoresist pattern with improved LWR and high resolution. More specifically, provided is an acrylic acid ester derivative represented by the following general formula (1): wherein R1 is a hydrogen atom or a methyl group; and A represents the following general formula (A-1) or (A-2): wherein R2 and R3 are each independently an alkyl group having 1 to 6 carbon atoms or a cyclic hydrocarbon group having 3 to 6 carbon atoms; Z is CH2 or —O—; and n is 0 or 1; with the proviso that in (A-1) there is no case where R2 is a methyl group and Z is CH2 and n is 1.Type: ApplicationFiled: January 18, 2012Publication date: November 28, 2013Applicant: KURARAY CO., LTD.Inventor: Osamu Nakayama
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Publication number: 20130317191Abstract: Alcohols are catalytically oxidized to aldehydes, in particular to benzaldehyde and diformylfuran, which are useful as intermediates for a multiplicity of purposes. The invention also relates to the polymerization of the dialdehyde and to the decarbonylation of the dialdehyde to furan.Type: ApplicationFiled: July 25, 2013Publication date: November 28, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: Vladimir Grushin, Leo Ernest Manzer, Walter Partenheimer
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Publication number: 20130316178Abstract: Providing a process for advantageously producing spherical particles of furfuryl alcohol resin using only furfuryl alcohol without using a harmful aldehyde as a starting material. In the process, furfuryl alcohol is subjected to a self-condensation reaction in the presence of an acid catalyst, whereby a fluidic condensation resin of furfuryl alcohol is obtained. The condensation resin of furfuryl alcohol is granulated and cured using water as a reaction medium in the presence of a dispersion stabilizer and an acid catalyst having a pKa of not more than 1.5, whereby spherical cured resin particles are formed.Type: ApplicationFiled: August 7, 2013Publication date: November 28, 2013Applicant: Asahi Organic Chemicals Industry Co., LTD.Inventors: Yasuhiro MATSUMOTO, Yuta MURAI
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Publication number: 20130309614Abstract: There is provided a resist composition which generates acid upon exposure and exhibits changed solubility in a developing solution by the action of acid, including a base component (A) which exhibits changed solubility in a developing solution by the action of acid, wherein the base component (A) contains a polymeric compound (A1) having a structural unit (a0) represented by general formula (a0) shown below. In the formula, A? represents an oxygen atom, a sulfur atom or an alkylene group of 1 to 5 carbon atoms which may contain an oxygen atom or a sulfur atom; R1 represents a lactone-containing cyclic group, an —SO2— containing cyclic group or a carbonate-containing cyclic group; and W2 represents a group which is formed by polymerization reaction of a group containing a polymerizable group.Type: ApplicationFiled: May 15, 2013Publication date: November 21, 2013Applicant: Tokyo Ohka Kogyo Co., Ltd.Inventors: Yoshiyuki Utsumi, Masatoshi Arai, Takahiro Dazai, Yoshitaka Komuro
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Publication number: 20130302735Abstract: Provided are monomers, polymers, photoresist compositions and coated substrates which find use in the formation of photolithographic patterns by negative tone development. The monomers are of the following general formula (I): wherein: R1 represents hydrogen or methyl. The methods find particular applicability in the manufacture of semiconductor devices.Type: ApplicationFiled: November 3, 2012Publication date: November 14, 2013Inventors: Jibin SUN, Young Cheol BAE, Jong Keun PARK, Seung-Hyun LEE, Cecily ANDES
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Patent number: 8580481Abstract: The resist polymer of the present invention comprises a specific constitutional unit having a cyano group, a constitutional unit having an acid-dissociable group, and a specific constitutional unit having a lactone skeleton. When the above polymer is used as a resist resin in DUV excimer laser lithography or electron beam lithography, it exhibits high sensitivity and high resolution, and provides a good resist pattern shape, having a small degree of occurrence of line edge roughness or generation of microgels.Type: GrantFiled: September 23, 2011Date of Patent: November 12, 2013Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hikaru Momose, Atsushi Ootake, Akifumi Ueda, Tadayuki Fujiwara, Masaru Takeshita, Ryotaro Hayashi, Takeshi Iwai
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Patent number: 8557474Abstract: A fluorosulfonyl group-containing monomer having a high polymerization reactivity and plural fluorosulfonyl groups, a fluorosulfonyl group-containing polymer and a sulfonic acid group-containing polymer, obtained by using the monomer.Type: GrantFiled: November 29, 2010Date of Patent: October 15, 2013Assignee: Asahi Glass Company, LimitedInventors: Atsushi Watakabe, Hiromasa Yamamoto, Masao Iwaya, Susumu Saito
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Publication number: 20130248839Abstract: There is provided an electroactive material having Formula I wherein: Q is the same or different at each occurrence and can be O, S, Se, Te, NR, SO, SO2, or SiR3; R is the same or different at each occurrence and can be hydrogen, alkyl, aryl, alkenyl, or alkynyl; and R1 through R6 are the same or different and can be hydrogen, alkyl, aryl, halogen, hydroxyl, aryloxy, alkoxy, alkenyl, alkynyl, amino, alkylthio, phosphino, silyl, —COR, —COOR, —PO3R2, —OPO3R2, or CN.Type: ApplicationFiled: May 20, 2013Publication date: September 26, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: HONG MENG, FANGPING SUN
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Publication number: 20130253157Abstract: This invention relates to solid polymer electrolyte materials for use in one or more electrode of a fuel cell. The solid polymer electrolyte materials comprise one or more ionomer which comprises polymerized units of monomers A and monomers B, wherein monomers A are perfluoro dioxole or perfluoro dioxolane monomers, and the monomers B are functionalized perfluoro olefins having fluoroalkyl sulfonyl, fluoroalkyl sulfonate or fluoroalkyl sulfonic acid pendant groups, CF2?CF(O)[CF2]nSO2X.Type: ApplicationFiled: December 20, 2011Publication date: September 26, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANY AND TOYOTA JIDOSHA KABUSHIKI KAISHAInventors: Masayoshi Takami, Toshihiko Yoshida, Misaki Kobayashi, Randal Lewis Perry, Mark Gerrit Roelofs, Robert Clayton Wheland, Ralph Munson Aten
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Patent number: 8535769Abstract: Since a polymerizable liquid crystal compound represented by the general formula (1) produces polymers exhibiting high optical anisotropy and high chemical resistance, and the optical anisotropy thereof exhibits low wavelength dependence, polymers obtained from a polymerizable liquid crystal composition comprising said polymerizable liquid crystal compound are useable as an optically anisotropic film for polarizers, wave plates, and the like, and are particularly best used in pattern formation that uses photolithography in air. (n represents an integer in the range of 3 to 10, m represents an integer in the range of 0 to 5, and q represents an integer in the range of 1 to 2.Type: GrantFiled: September 16, 2010Date of Patent: September 17, 2013Assignee: Nissan Chemical Industries, Ltd.Inventor: Daniel Antonio Sahade
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Publication number: 20130230802Abstract: To provide an acrylamide derivative which can form a structural unit of a polymer to be incorporated into a photoresist composition, a polymer produced through polymerization of a raw material containing the acrylamide derivative, and a photoresist composition which contains the polymer and which, as compared with the case of conventional ones, realizes formation of a high-resolution resist pattern having improved LWR. The invention provides an acrylamide derivative represented by the following formula (1): wherein R1 represents a hydrogen atom, a methyl group, or a trifluoromethyl group; W represents a C1 to C10 alkylene group or a C3 to C10 cycloalkylene group; R2 represents a cyclic group having 3 to 20 ring-forming atoms and represented by the following formula (2): wherein X represents an oxygen atom or >N—R3; R3 represents a hydrogen atom or a C1 to C5 alkyl group; Y represents >C?O or >S(?O)n; and n is an integer of 0 to 2.Type: ApplicationFiled: August 25, 2011Publication date: September 5, 2013Applicant: KURARAY CO., LTD.Inventors: Ichihiro Aratani, Takashi Fukumoto
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Publication number: 20130225778Abstract: Radiopaque polymer compositions and methods for making the compositions are provided. These radiopaque polymer compositions include shape memory polymer compositions comprising a crosslinked polymer network, the network comprising a first repeating unit derived from a monofunctional iodinated monomer and a second repeating unit derived from a multifunctional non-iodinated monomer wherein neither of the two monomers is fluorinated. Devices formed from radiopaque polymer compositions are also provided.Type: ApplicationFiled: August 5, 2011Publication date: August 29, 2013Inventors: Stephen Dean Goodrich, Michael Lyons, Jeffrey Paul Castleberry
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Publication number: 20130216951Abstract: A radiation-sensitive resin composition includes a polymer, an acid generating agent, and an organic solvent. The polymer includes a first structural unit derived from a compound represented by a formula (1), and a second structural unit derived from a compound represented by a formula (2). R1 represents an organic group having a valency of (a+2) that represents a ring structure having 3 to 8 carbon atoms together with the carbon atom constituting a lactone ring. R2 represents a fluorine atom, a hydroxyl group, an organic group having 1 to 20 carbon atoms or the like.Type: ApplicationFiled: March 29, 2013Publication date: August 22, 2013Applicant: JSR CORPORATIONInventor: JSR Corporation
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Publication number: 20130208344Abstract: This invention relates to coloured polymer particles preferably with surface functionality for charge retention, a process for their preparation, the use of these particles for the preparation of an electrophoretic device, colour electrophoretic displays comprising such particle, and new polymerisable dyes.Type: ApplicationFiled: July 26, 2011Publication date: August 15, 2013Applicant: Merck Patent GmbHInventors: Louise Diane Farrand, Mark James, Emily Jane Thomas, Claire Topping, Jonathan Henry Wilson
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Publication number: 20130209935Abstract: 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: ApplicationFiled: February 8, 2013Publication date: August 15, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventor: SHIN-ETSU CHEMICAL CO., LTD.
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Publication number: 20130189620Abstract: The present invention provides a polymerizable tertiary ester compound represented by the following general formula (1a) or (1b). There is provided a polymerizable ester compound useful as a monomer for a base resin of a resist composition having a high resolution and a reduced pattern edge roughness in photolithography using a high-energy beam such as an ArF excimer laser light as a light source, especially in immersion lithography, a polymer containing a polymer of the ester compound, a resist composition containing the polymer as a base resin, and a patterning process using the resist composition.Type: ApplicationFiled: January 16, 2013Publication date: July 25, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventor: SHIN-ETSU CHEMICAL CO., LTD.
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Publication number: 20130172503Abstract: An optical film including a polymer including a repeating unit A including a repeating unit represented by the following Chemical Formulas 1 to 3, or a combination thereof; and a repeating unit B derived from a monomer having an unsaturated bond copolymerizable with the repeating unit A, wherein the optical film has a short wavelength dispersion of an in-plane phase-difference value (Re) (450 nm/550 nm) ranging from about 0.81 to about 1.20, and a long wavelength dispersion of an in-plane phase-difference value (Re) (650 nm/550 nm) ranging from about 0.90 to about 1.18: wherein, in Chemical Formulas 1 to 3, the variables R1 to R21 are defined herein.Type: ApplicationFiled: December 27, 2012Publication date: July 4, 2013Applicants: CHEIL INDUSTRIES INC., SAMSUNG ELECTRONICS CO., LTD.Inventors: Samsung Electronics Co., Ltd., Cheil Industries Inc.
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Publication number: 20130171549Abstract: A monomer has the Formula I: wherein R1, R2, and R3 are each independently a C1-30 monovalent organic group, and R1, R2, and R3 are each independently unsubstituted or include a halogen, nitrile, ether, ester, ketone, alcohol, or a combination comprising at least one of the foregoing functional groups; R4 includes H, F, C1-4 alkyl, or C1-4 fluoroalkyl; A is a single bond or a divalent linker group, wherein A is unsubstituted or substituted to include a halogen, nitrile, ether, ester, ketone, alcohol, or a combination comprising at least one of the foregoing functional groups; m and n are each independently an integer of 1 to 8; and x is 0 to 2n+2, and y is 0 to 2m+2.Type: ApplicationFiled: December 21, 2012Publication date: July 4, 2013Applicant: ROHM AND HAAS ELECTRONIC MATERIALS LLCInventor: Rohm and Haas Electronic Materials LLC
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Patent number: 8476368Abstract: The invention relates to a dielectric layer with a permittivity of 3.5 or less comprising a dielectric obtainable by polymerizing at least one twin monomer comprising a) a first monomer unit which comprises a metal or semimetal, and b) a second monomer unit which is connected to the first monomer unit via a chemical bond, wherein the polymerization involves polymerizing the twin monomer with breakage of the chemical bond and formation of a first polymer comprising the first monomer unit and of a second polymer comprising the second monomer unit, and wherein the first and the second monomer unit polymerize via a common mechanism.Type: GrantFiled: April 28, 2009Date of Patent: July 2, 2013Assignee: BASF SEInventors: Andreas Klipp, Arno Lange, Hans-Joachim Haehnle
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Publication number: 20130164675Abstract: The invention provides a novel acrylic ester derivative which can form a structural unit of a polymer to be incorporated into a photoresist composition; a polymer produced through polymerization of a raw material containing the acrylic ester derivative; and a photoresist composition which contains the polymer and which, as compared with the case of conventional ones, realizes formation of a high-resolution resist pattern having improved LWR.Type: ApplicationFiled: September 2, 2011Publication date: June 27, 2013Applicant: KURARAY CO., LTD.Inventors: Osamu Nakayama, Manabu Yada
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Patent number: 8460583Abstract: There is provided an electroactive material having Formula I wherein: Q is the same or different at each occurrence and can be O, S, Se, Te, NR, SO, SO2, P, PO, PO2, and SiR2; R is the same or different at each occurrence and can be hydrogen, alkyl, aryl, alkenyl, or alkynyl; R1 through R10 are the same or different and can be hydrogen, alkyl, aryl, halogen, hydroxyl, aryloxy, alkoxy, alkenyl, alkynyl, amino, alkylthio, phosphino, silyl, —COR, —COOR, —PO3R2, —OPO3R2, or CN.Type: GrantFiled: September 12, 2012Date of Patent: June 11, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Hong Meng, Dengfu Wang
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Patent number: 8449954Abstract: The present invention relates to a specific photoreactive polymer that shows excellent alignment stability and thermal stability together with excellent liquid crystal alignment, thereby being desirably used in an alignment film of a liquid crystal display device, a compound having a photoreactive functional group that is used as a monomer for the preparation of the photoreactive polymer, and an alignment film.Type: GrantFiled: July 6, 2011Date of Patent: May 28, 2013Assignee: LG Chem, Ltd.Inventors: Dai-Seung Choi, Sung-Ho Chun, Young-Chul Won, Dong-Woo Yoo
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Patent number: 8445611Abstract: The invention generally relates to novel polymers (SMAMPs) and their syntheses and use. The polymers exhibit promising properties of AMPs. In particularly, for example, a ring-opening metathesis polymerization (ROMP) platform was developed that allows syntheses of SMAMPs that employ a minimum number of norbornene-based building blocks and/or enable easy and independent variation of hydrophobic and hydrophilic groups in the monomer units and/or along the polymeric backbone to finetune and select desirable properties of the polymers.Type: GrantFiled: April 6, 2012Date of Patent: May 21, 2013Assignee: University of MassachusettsInventors: Gregory N. Tew, Ahmad E. Madkour, Karen Lienkamp, Ashlan Marie Musante
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Patent number: 8440385Abstract: A positive resist composition including a base component (A?) which exhibits increased solubility in an alkali developing solution under the action of acid and generates acid upon exposure, the base component (A?) including a resin component (A1) having a structural unit (a0-1) represented by general formula (a0-1), a structural unit (a0-2) which generates acid upon exposure and a structural unit (a1) derived from an acrylate ester containing an acid dissociable, dissolution inhibiting group (wherein R1 represents a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms, R2 represents a divalent linking group, and R3 represents a cyclic group containing —SO2— within the ring skeleton thereof).Type: GrantFiled: December 27, 2010Date of Patent: May 14, 2013Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Tomoyuki Hirano, Daiju Shiono, Masatoshi Arai
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Publication number: 20130115554Abstract: A resist composition including a base component (A) which exhibits changed solubility in a developing solution under action of acid and an acid-generator component (B) which generates acid upon exposure, the base component (A) containing a polymeric compound (A1) having a structural unit (a5) represented by general formula (a5-0) shown below (R1 represents a sulfur atom or an oxygen atom; R2 represents a single bond or a divalent linking group; and Y represents an aromatic hydrocarbon group or an aliphatic hydrocarbon group having a polycyclic group, provided that the aromatic hydrocarbon group or the aliphatic hydrocarbon may have a carbon atom or a hydrogen atom thereof substituted with a substituent.Type: ApplicationFiled: November 6, 2012Publication date: May 9, 2013Applicant: Tokyo Ohka Kogyo Co., Ltd.Inventor: Tokyo Ohka Kogyo Co., Ltd.
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Publication number: 20130109822Abstract: The present invention relates to the polymeric reaction product of compounds according to Formula (I) and Formulae (II) or (III). Formula (I) has the following structure: where R1, R2, R3 and R4 are independently H, OH, optionally substituted C1-12alkyl, optionally substituted C1-12alkenyl, C1-12aldehyde, C3-12acetals, C2-12 ether, and/or C2-12 ester; where optionally at least one of R1, R2, R3 and R4 is H. Formulae (II) and (III) have the following structure: where X is H or C1-4alkyl; Y is OH or OR5 where R5 is C1-12alkyl, C3-12aryl, C4-12aralkyl or C3-12cycloalkyl; and Z is an electron-withdrawing group.Type: ApplicationFiled: December 19, 2012Publication date: May 2, 2013Applicant: DSM IP ASSETS B.V.Inventors: Rudolfus Antonius Theodorus Maria VAN BENTHEM, Stijn WITTERS
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Patent number: 8431323Abstract: A fluorinated monomer of cyclic acetal structure has formula (1) wherein R is a C1-C20 alkyl group which may be substituted with halogen or separated by oxygen or carbonyl, and Z is a divalent organic group which forms a ring with alkylenoxy and contains a polymerizable unsaturated group. A polymer derived from the fluorinated monomer may be endowed with appropriate water repellency, water sliding property, lipophilicity, acid lability and hydrolyzability and is useful in formulating a protective coating composition and a resist composition.Type: GrantFiled: October 29, 2009Date of Patent: April 30, 2013Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeru Watanabe, Satoshi Shinachi, Takeshi Kinsho, Koji Hasegawa, Yuji Harada, Jun Hatakeyama, Kazunori Maeda, Tomohiro Kobayashi
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Publication number: 20130084529Abstract: A positive resist composition comprising a polymer having carboxyl groups substituted with an acid labile group having formula (1), (2) or (3) exhibits a high contrast of alkaline dissolution rate before and after exposure, a high resolution, a reduced acid diffusion rate, and forms a pattern with good profile, minimal edge roughness, and etch resistance. In formula (1), R1, R2, R5, R6, R8, and R9 are alkyl, aryl, or alkenyl, R3, R4, R7, R10, and R11 are hydrogen, alkyl, alkoxy, acyloxy, halogen, cyano, nitro, hydroxyl or trifluoromethyl, M is methylene or ethylene, R is a single bond or linking group.Type: ApplicationFiled: September 13, 2012Publication date: April 4, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Koji Hasegawa
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Publication number: 20130078566Abstract: Disclosed are a low-environmental load toner for electrostatic image development and a production process of the toner. The toner for electrostatic image development includes toner particles containing a resin. The resin contains a vinyl polymer having a structural unit represented by the following general formula (1): [in the general formula (1), R1 is a hydrogen atom, —CH2OH, —CH2OR2, or —CH2O(C?O)R3, and R2 and R3 are each an alkyl group having 1 to 8 carbon atoms].Type: ApplicationFiled: September 12, 2012Publication date: March 28, 2013Applicant: KONICA MINOLTA BUSINESS TECHNOLOGIES, INC.Inventors: Mikio KOUYAMA, Ken OHMURA
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Patent number: 8399583Abstract: A polymer which has a radical polymerizable unsaturated group in a side chain and can be made a molecular design suitable for the purpose; a curable resin composition containing the polymer, which provides a cured product having high surface hardness after curing and hardly suffering from scratch; the cured product; and an article obtained by laminating the cured product are provided. The polymer (A) of the present invention is obtained by polymerizing, at least, a vinyl monomer represented by the following general formula (1) and a cyclic ether compound represented by the following general formula (2). The polymer (A) of the present invention is preferably obtained by polymerization of 1 wt % or more and 99.9 wt % or less of a vinyl monomer represented by the general formula (1), 0.1 wt % or more and 99 wt % or less of a cyclic ether compound represented by the general formula (2) and 0 wt % or more and 98.9 wt % or less of the other cationic polymerizable monomer.Type: GrantFiled: March 4, 2009Date of Patent: March 19, 2013Assignee: Nippon Shokubai Co., Ltd.Inventors: Yasuhiro Matsuda, Osamu Konosu
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Patent number: 8389202Abstract: A polymer includes a repeating unit shown by a general formula (1). R1 represents a hydrogen atom, a methyl group, a fluorine atom, or a trifluoromethyl group. R2 represents a substituted or unsubstituted aryl group having 6 to 22 carbon atoms. Y represents a carbon atom. X represents —X1Z1X2— which is an atomic group which forms a cyclic structure including a heteroatom together with Y. Z1 represents —O—, —S—, —CO—, —COO—, —SO—, or —SO2—. Each of X1 and X2 individually represents a single bond, a methylene group, or an alkylene group having 2 to 25 carbon atoms. Each of X1 and X2 is unsubstituted or substituted with a substituent, and optionally a carbon atom included in X1 and a carbon atom included in X2 are bonded via a divalent group.Type: GrantFiled: March 22, 2012Date of Patent: March 5, 2013Assignee: JSR CorporationInventors: Ken Maruyama, Toru Kimura
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Publication number: 20130045443Abstract: A polymer comprising: an anion part which generates acid upon exposure on at least one terminal of the main chain; and a structural unit (a1) containing an acid decomposable group that exhibits increased polarity by the action of acid, wherein the structural unit (a1) comprises two types of structural units, and a difference in an activation energy of the acid decomposable groups within the two types of structural units is at least 3.0 kJ/mol.Type: ApplicationFiled: August 6, 2012Publication date: February 21, 2013Applicant: TOKYO OHKA KOGYO CO., LTD.Inventors: Yoshiyuki Utsumi, Takahiro Dazai
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Publication number: 20130029269Abstract: A positive resist composition comprising a polymer having carboxyl groups substituted with an acid labile group having formula (1) exhibits a high contrast of alkaline dissolution rate before and after exposure, a high resolution, a good pattern profile and minimal edge roughness. In formula (1), A is —(CR22)m—, B is —(CR52)n—, R2 and R5 are hydrogen or alkyl, m and n are 1 or 2, R3 is alkyl, alkenyl, alkynyl or aryl, R6 is alkyl, alkoxy, alkanoyl, alkoxycarbonyl, hydroxyl, nitro, aryl, halogen, or cyano, and p is 0 to 4.Type: ApplicationFiled: July 25, 2012Publication date: January 31, 2013Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Koji Hasegawa
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Patent number: 8362170Abstract: Provided is a polymerizable compound represented by the following general formula (ca-1) or (cb-1): wherein the variables in the formulae are defined in the specification.Type: GrantFiled: June 18, 2012Date of Patent: January 29, 2013Assignee: FUJIFILM CorporationInventors: Shuji Hirano, Kaoru Iwato, Hiroshi Saegusa, Yusuke Iizuka
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Publication number: 20130011783Abstract: Provided are (meth)acrylate monomers containing acetal moieties, polymers containing a unit formed from such a monomer and photoresist compositions containing such a polymer. The monomers, polymers and photoresist compositions are useful in forming photolithographic patterns. Also provided are substrates coated with the photoresist compositions, methods of forming photolithographic patterns and electronic devices. The compositions, methods and coated substrates find particular applicability in the manufacture of semiconductor devices.Type: ApplicationFiled: December 31, 2011Publication date: January 10, 2013Applicants: Dow Global Technologies LLC, Rohm and Haas Electronic Materials LLCInventors: Matthias S. Ober, Young Cheol Bae, Yi Liu, Seung-Hyun Lee, Jong Keun Park
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Publication number: 20130001539Abstract: There is provided an electroactive material having Formula I wherein: Q is the same or different at each occurrence and can be O, S, Se, Te, NR, SO, SO2, P, PO, PO2, and SiR2; R is the same or different at each occurrence and can be hydrogen, alkyl, aryl, alkenyl, or alkynyl; R1 through R10 are the same or different and can be hydrogen, alkyl, aryl, halogen, hydroxyl, aryloxy, alkoxy, alkenyl, alkynyl, amino, alkylthio, phosphino, silyl, —COR, —COOR, —PO3R2, —OPO3R2, or CN.Type: ApplicationFiled: September 12, 2012Publication date: January 3, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: HONG MENG, Dengfu Wang
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Patent number: 8344045Abstract: An ink composition is provided that includes (A) a polymerizable silicone compound having an ethylenically unsaturated group and a silicone chain, (B) tetrahydrofurfuryl (meth)acrylate, and (C) a radical polymerization initiator. There are also provided an inkjet recording method that includes (a1) a step of discharging onto a recording medium the ink composition and (b1) a step of curing the ink composition by irradiating the discharged ink composition with actinic radiation, a printed material obtained by the inkjet recording method, and a process for producing a formed printed material that includes (a2) a step of forming an image on a support by discharging the ink composition by an inkjet method, (b2) a step of obtaining a printed material having a cured image on the support by irradiating the obtained image with actinic radiation so as to cure the ink composition, and (c2) a step of molding the printed material.Type: GrantFiled: March 17, 2010Date of Patent: January 1, 2013Assignee: FUJIFILM CorporationInventors: Hironori Ohnishi, Kazuhiro Yokoi
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Publication number: 20120319571Abstract: There is provided an electroactive material having Formula I wherein: Q is the same or different at each occurrence and can be O, S, Se, Te, NR, SO, SO2, or SiR3; R is the same or different at each occurrence and can be hydrogen, alkyl, aryl, alkenyl, or alkynyl; R1 through R8 are the same or different and can be hydrogen, alkyl, aryl, halogen, hydroxyl, aryloxy, alkoxy, alkenyl, alkynyl, amino, alkylthio, phosphino, silyl, —COR, —COOR, —PO3R2, —OPO3R2, or CN.Type: ApplicationFiled: August 30, 2012Publication date: December 20, 2012Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: HONG MENG
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Publication number: 20120316307Abstract: New polyols; oligomers, and polymers made from the polyols; and binders made from the new polyols, oligomers, or polymers that can be used in binders, where the binders typically include one or more polyols, and a polyfunctional acid or a polyfunctional nitrile.Type: ApplicationFiled: August 23, 2012Publication date: December 13, 2012Applicant: Battelle Memorial InstituteInventors: Herman P. Benecke, Daniel B. Garbark, Alex W. Kawczak, Michael C. Clingerman
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Patent number: 8329840Abstract: The present invention relates to a photo-reactive norbornene-based copolymer which has superior miscibility to various organic solvents or additives while exhibiting superior liquid crystal alignment property and can be preferably used to an alignment layer of liquid crystal display device, a method of preparing the same, and an alignment layer including the same.Type: GrantFiled: July 6, 2011Date of Patent: December 11, 2012Assignee: LG Chem, Ltd.Inventors: Dong-Woo Yoo, Sung-Ho Chun, Young-Chul Won, Dai-Seung Choi