Cyclic Alcohol Moiety Patents (Class 560/220)
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Publication number: 20130171429Abstract: 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 11, 2012Publication date: July 4, 2013Applicant: ROHM AND HAAS ELECTRONIC MATERIALS LLCInventor: Rohm and Haas Electronic Materials LLC
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Patent number: 8466310Abstract: Disclosed is a process for producing ?-substituted norbornanyl acrylates efficiently on an industrial scale while suppressing the formation of by-products derived from intramolecular cyclization, excessive addition to acrylic acid etc. The ?-substituted norbornanyl acrylates are useful as norbornene resist monomers. In the disclosed process, an ?-substituted acrylic acid is directly reacted with a substituted norbornene in the presence of at least one acid catalyst selected from methanesulfonic acid and camphorsulfonic acid. It is possible in this reaction to suppress the formation of the by-products derived from intramolecular cyclication, excessive addition of the acid to the reaction product etc.Type: GrantFiled: August 27, 2009Date of Patent: June 18, 2013Assignee: Central Glass Company, LimitedInventors: Makoto Matsuura, Ryo Nadano, Takeo Komata
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Patent number: 8431325Abstract: A compound of the present invention is represented by the formula (A); wherein R1 represents a hydrogen atom or a C1 to C6 alkyl group; Z1 represents a single bond, —CO—O—* or —CO—O—(CH2)k—CO—O—*; Z2 represents a single bond, *—O—CO—, *—CO—O—, *—O—(CH2)k—CO—, *—CO—(CH2)k—O—, *—O—(CH2)k—CO—O—, *—O—CO—(CH2)k—O— or *—O—CO—(CH2)k—O—CO—; k represents an integer of 1 to 6; * represents a binding position to W; W represents a C4 to C36 (n+1) valent alicyclic hydrocarbon group or a C6 to C18 (n+1) valent aromatic hydrocarbon group, one or more hydrogen atoms contained in the alicyclic hydrocarbon group and the aromatic hydrocarbon group may be replaced by a halogen atom, a C1 to C12 alkyl group, a C1 to C12 alkoxy group, a C2 to C4 acyl group or —OR10; R10 represents a hydrogen atom or a group represented by the formula (R2-2); R2 represents a hydrogen atom, a group represented by the formula (R2-1) or (R2-2); n represents an integer of 1 to 3; R4, R5 and R6 independently represent a C1 to C12 hydrocarbon groupType: GrantFiled: September 1, 2010Date of Patent: April 30, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuhiko Hashimoto, Koji Ichikawa
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Patent number: 8420853Abstract: Disclosed is tonovel cyclic derivatives having potent inhibiting effect on melanin formation and skin hyper-pigmentation activity with no adverse response to skin. They can be used as the therapeutics for treating and preventing the skin disease caused by over-reproduced melanin.Type: GrantFiled: July 2, 2007Date of Patent: April 16, 2013Assignees: Wonkisopharm Co., LtdInventors: Hyunchul Cho, Yonghyun Choi, Jonghan Yhei
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Patent number: 8420854Abstract: The present invention provides an optical anisotropic material having a good light stability, and provides a di(meth)acrylate compound represented by the following formula (1) and a polymerizable liquid crystalline composition that are suitable for the production of the optical anisotropic material. Further, the present invention provides an optical element having a good light stability and an optical information writing/reading device using the same.Type: GrantFiled: January 5, 2012Date of Patent: April 16, 2013Assignee: Asahi Glass Company, LimitedInventors: Satoshi Okada, Makoto Hasegawa, Hiroshi Kumai, Hiromichi Nagayama
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Patent number: 8420290Abstract: An acetal compound of formula (1) is provided wherein R1 is H, methyl or trifluoromethyl, R2 is a monovalent C1-C10 hydrocarbon group, R3 and R4 are H or a monovalent C1-C10 hydrocarbon group, R2 and R3 may together form an aliphatic hydrocarbon ring, and X1 is a single bond or a divalent C1-C4 hydrocarbon group. A polymer comprising recurring units derived from the acetal compound is used as a base resin to formulate a resist composition which exhibits a high resolution when processed by micropatterning technology, especially ArF lithography.Type: GrantFiled: November 25, 2009Date of Patent: April 16, 2013Assignee: Shin-Etsu Chemical Co., LtdInventors: Koji Hasegawa, Masaki Ohashi, Takeshi Kinsho, Tsunehiro Nishi, Masayoshi Sagehashi
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Patent number: 8372307Abstract: The invention relates to new cyclohexylene reactive mesogens (RM), polymers derived thereof, liquid crystal (LC) media comprising them, and the use of the compounds, polymers and liquid crystalline media in optical, electrooptical, electronic, semiconducting or luminescent components or devices, in decorative, security, cosmetic or diagnostic applications, especially in the polymer stabilised blue phase.Type: GrantFiled: October 26, 2007Date of Patent: February 12, 2013Assignee: Merck Patent GmbHInventors: Louise Diane Farrand, Kevin Adlem, Andreas Taugerbeck, John Patrick, Christopher John Dunn, Janice McCreary
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Publication number: 20130023638Abstract: Provided according to the present invention are an adamantyl (meth)acrylate represented by formula (1), having a formazin standard turbidity of less than 1.7 NTU (Nephelometric Turbidity Unit) in methylethylketone or tetrahydrofuran, and also a (meth)acrylic copolymer comprising the adamantyl (meth)acrylate as a repeating unit: (in the formula, R1 represents hydrogen or a methyl group; R2 through R4 each independently represent a hydrogen atom, a hydroxyl group, an alkyl group having a carbon number of 1 to 3, an aryl group, an alkoxy group, an aryloxy group, a halogen group, an alkyl halide group, or a hydroxyalkyl group; and n1 represents 0 or 1).Type: ApplicationFiled: March 29, 2011Publication date: January 24, 2013Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Kikuo Furukawa, Toshiharu Yamashita, Yoshio Nishimura
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Publication number: 20130023693Abstract: Provided are an alicyclic structure-containing compound, a (meth)acrylate, and a method for producing the ester. The compound and the ester are useful as a monomer and the like for a photoresist used in semiconductor manufacturing and excellent in solubility, compatibility, defect reduction, roughness improvement, and the like, realized by using an alicyclic structure-containing compound containing a linking group having an ester bond and/or a linking group having an ether bond, a (meth)acrylate derived from the alicyclic structure-containing compound, and a method for producing the ester.Type: ApplicationFiled: September 28, 2012Publication date: January 24, 2013Applicant: IDEMITSU KOSAN CO., LTD.Inventor: IDEMITSU KOSAN CO., LTD.
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Patent number: 8304164Abstract: The present invention provides a photoresist composition comprising: at least one selected from the group consisting of a monomer represented by the formula (I): wherein R1 represents a hydrogen atom or a methyl group, W1 represents a C3-C20 divalent saturated cyclic hydrocarbon group, A1 represents a single bond or *-O—CO—W1— wherein * represents a binding position to W1?N— and W1 represents a C1-C10 divalent saturated hydrocarbon group, a polymer consisting of a structural unit derived from the monomer represented by the formula (I) and a polymer consisting of a structural unit derived from the monomer represented by the formula (I) and a structural unit derived from a monomer represented by the formula (II): wherein R3 represents a hydrogen atom or a methyl group, A2 represents a single bond or *-O—CO—(CH2)n— wherein * represents a binding position to R4—, n represents an integer of 1 to 7 and R4 represents a C3-C20 saturated cyclic hydrocarbon group, a resin having an acid-labile groupType: GrantFiled: January 3, 2011Date of Patent: November 6, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Tatsuro Masuyama, Yuichi Mukai, Masahiko Shimada
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Publication number: 20120277308Abstract: This invention provides a method of synthesizing new active compounds for pharmaceutical uses including cancer treatment, wherein the cancers comprise breast, leukocytic, liver, ovarian, bladder, prostatic, skin, bone, brain, leukemia, lung, colon, CNS, melanoma, renal, cervical, esophageal, testicular, spleenic, kidney, lymphatic, pancreatic, stomach and thyroid cancers. This invention is an anti adhesion therapy which uses the compound as a mediator or inhibitor of adhesion proteins and angiopoietins. It inhibits excess adhesion and inhibits cell attachment. It modulates angiogenesis. The compounds also use as mediator of cell adhesion receptor, cell circulating, cell moving and inflammatory diseases.Type: ApplicationFiled: July 15, 2011Publication date: November 1, 2012Applicant: PACIFIC ARROW LIMITEDInventors: Pui-Kwong Chan, May Sung Mak
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Publication number: 20120276482Abstract: A radiation sensitive resin composition includes a first polymer having a group represented by a following formula (1), and a radiation sensitive acid generator. n is an integer of 2 to 4. X represents a single bond or a bivalent organic group. A represents a (n+1) valent linking group. Each Q independently represents a group that includes an alkali-dissociable group.Type: ApplicationFiled: April 27, 2012Publication date: November 1, 2012Applicant: JSR CorporationInventors: Takakazu Kimoto, Mitsuo Sato, Yusuke Asano, Tomohiro Kakizawa
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Publication number: 20120258402Abstract: A photoresist composition includes a polymer that includes a structural unit shown by the following formula (1), and a photoacid generator. R1 in the formula (1) represents a hydrogen atom, a fluorine atom, a methyl group, or a trifluoromethyl group, Z represents a group that forms a divalent alicyclic group having 3 to 20 carbon atoms together with a carbon atom bonded to X, X represents an alkanediyl group having 1 to 6 carbon atoms, Y represents a hydrogen atom or —CR2R3(OR4), and R2 to R4 independently represent a hydrogen atom or a monovalent hydrocarbon group, provided that R3 and R4 optionally bond to each other to form a cyclic ether structure together with a carbon atom bonded to R3 and an oxygen atom bonded to R4.Type: ApplicationFiled: April 4, 2012Publication date: October 11, 2012Applicant: JSR CorporationInventors: Mitsuo SATO, Masafumi Yoshida
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Patent number: 8283488Abstract: The invention relates to a continuous process for preparing radiation-curable prepolymers containing urethane groups, more particularly urethane acrylates.Type: GrantFiled: July 17, 2009Date of Patent: October 9, 2012Assignee: Bayer MaterialScience AGInventors: Björn Henninger, Ursula Tracht, Sigurd Buchholz, Claudia Willems, Rolf Bachmann, Michael Ludewig, Wolfgang Fischer
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Patent number: 8252389Abstract: The invention relates to novel mesogenic dimeric compounds which are especially suitable for use in birefringent films with negative optical dispersion, to novel liquid crystal (LC) formulations and polymer films comprising them, and to the use of the dimers, formulations and films in optical, electrooptical, electronic, semiconducting or luminescent components or devices.Type: GrantFiled: August 29, 2008Date of Patent: August 28, 2012Assignee: Merck Patent Gesellschaft mit Beschränkter HaftungInventors: Kevin Adlem, Owain Llyr Parri, Karl Skjonnemand, David Wilkes
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Publication number: 20120156612Abstract: A radiation-sensitive resin composition includes a first polymer that includes a repeating unit having an acid-labile group and becomes alkali-soluble upon dissociation of the acid-labile group, and a radiation-sensitive acid-generating agent. The acid-labile group has a structure shown by a general formula (1). R1 represents a methyl group or the like, R2 represents a hydrocarbon group that forms a cyclic structure, R3 represents a fluorine atom or the like, R4 represents a carbon atom, and n1 is an integer from 1 to 7.Type: ApplicationFiled: December 14, 2011Publication date: June 21, 2012Applicant: JSR CorporationInventors: Yuusuke ASANO, Takanori KAWAKAMI
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Patent number: 8198475Abstract: The present invention provides an efficient production method suitable to industrial-scale production not requiring column purification for adamantyl (meth)acrylates having an adamantine skeleton having utility in crosslinked resins, optical fibers, optical waveguides, optical disc substrates and other optical materials.Type: GrantFiled: December 16, 2009Date of Patent: June 12, 2012Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kikuo Furukawa, Yoshihisa Arai
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Publication number: 20120123149Abstract: A monomer compound that contains at least one polymerizable functional group per molecule, and at least one bicycloheptyl-, bicycloheptenyl-, or branched (C5-C42)alkyl-polyether radical per molecule, wherein the bicycloheptyl- or bicycloheptenyl-polyether radical may optionally be substituted on one or more of the ring carbon atoms by one or two (C1-C6)alkyl groups per ring carbon atom is useful in making polymers, particularly pH responsive polymers.Type: ApplicationFiled: November 7, 2011Publication date: May 17, 2012Applicant: RHODIA OPERATIONSInventors: Hui Shirley YANG, Derek PAKENHAM, Herve ADAM, Pierre HENNAUX, Brian CHUNG, Subramanian KESAVAN, Seren FRANTZ
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Patent number: 8158748Abstract: The invention provides hetero-functional compound compounds useful in a variety of adhesive applications. More particularly, the invention provides compounds bearing at least one electron rich olefinic bond and at least one electron poor olefinic bond, wherein the two olefinic bonds are separated by a C3 to about C500 aliphatic, cycloaliphatic, or aromatic spacer.Type: GrantFiled: August 13, 2009Date of Patent: April 17, 2012Assignee: Designer Molecules, Inc.Inventors: Stephen M. Dershem, Farhad G Mizori
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Publication number: 20120082959Abstract: Novel polymerizable compounds comprising a polyalicyclic structure element and certain functional groups, mixtures comprising one or a plurality of these compounds and corresponding curable blends and products as well as their respective use as dental material or for the preparation of a dental material are described. A method for preparing these compounds or mixtures and a method for preparing a product, preferably a product suitable for dentistry, are also described.Type: ApplicationFiled: September 29, 2011Publication date: April 5, 2012Applicant: VOCO GmbHInventors: Tobias Blömker, Manfred Stepputtis, Manfred Thomas Plaumann, Reinhard Maletz, Nils Fontein
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Patent number: 8148567Abstract: An object of the present invention is to provide a process for producing a urethane (meth)acrylate safely with good productivity, and for achieving the object, the invention provides a process for continuously producing a urethane (meth)acrylate, containing causing a mixed liquid of a compound (A) having a hydroxyl group and a (meth)acryloyl group and a compound (B) having an isocyanate group to pass continuously and densely through a tubular microchannel formed in a heat-conducting reaction device, and reacting the hydroxyl group of the compound (A) with the isocyanate group of the compound (B), in which the tubular microchannel in the reaction device has a space size making a fluid cross-sectional area, through which the mixed liquid passes densely, of from 0.1 to 4.0 mm2, and the process contains heating the heat-conducting reaction device to a temperature of from 100 to 250° C.Type: GrantFiled: March 12, 2009Date of Patent: April 3, 2012Assignee: DIC CorporationInventors: Fumihiko Ishiyama, Takeshi Hizawa, Hideki Watanabe
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Patent number: 8134033Abstract: To provide a novel polymerizable fluorocompound having a highly fluorinated norbornane structure, and a polymer obtained from the compound. Further, their production processes and a novel intermediate useful for the processes. A novel compound (1) such as a compound (11) or a compound (12), and its polymer. A compound (2) such as a compound (21) or (22), and a compound (3) such as a compound (31) or (32M), which are useful as an intermediate for the production of the compound (1), and its production process. However, each of ZA to ZE represents such as —CH(—OC(O)C(CH3)?CH2)— or —CF2, Each of WA and WB represents such as F, each of YA to YE represents such as —CH(—OH)— or —CF(CH2OH), and each of XA to XE represents such as —C(O)— or —CF2—.Type: GrantFiled: January 12, 2009Date of Patent: March 13, 2012Assignee: Asahi Glass Company, LimitedInventors: Yasuhisa Matsukawa, Daisuke Shirakawa, Eisuke Murotani, Naoko Shirota, Yoko Takebe
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Publication number: 20110318690Abstract: The present invention provides a compound represented by the formula (I): wherein R1 represents a hydrogen atom or a methyl group, A1 represents a single bond or *—(CH2)m—CO—O— in which m represents an integer of 1 to 4 and * represents a binding position to —O—, B1 represents —O— or —S—, B2 represents —CH2—, —O— or —S— and W1 represents an optionally substituted aromatic ring, a resin comprising a structural unit derived from the compound and a photoresist composition comprising the resin.Type: ApplicationFiled: June 24, 2011Publication date: December 29, 2011Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Yuko YAMASHITA, Hyungjoo KIM
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Patent number: 8053165Abstract: A hydroxyl-containing monomer of formula (1) is provided wherein R1 is H, F, methyl or trifluoromethyl, R2 and R3 are monovalent C1-C15 hydrocarbon groups, or R2 and R3 may form an aliphatic ring. The monomers are useful for the synthesis of polymers which have high transparency to radiation of up to 500 nm and the effect of controlling acid diffusion so that the polymers may be used as a base resin to formulate radiation-sensitive resist compositions having a high resolution.Type: GrantFiled: March 17, 2009Date of Patent: November 8, 2011Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Masaki Ohashi, Koji Hasegawa, Takeru Watanabe
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Publication number: 20110257262Abstract: The present invention relates to a novel crystalline form of ingenol mebutate, methods of preparation thereof, and to its use. More specifically, the invention relates to the conversion of amorphous ingenol mebutate (ingenol-3-angelate, PEP005) to a crystalline form, which was characterized by single crystal X-Ray crystallography (XRC), attenuated total reflectance Fourier transform infrared (FTIR-ATR) spectroscopy and Differential Scanning calorimetry (DSC).Type: ApplicationFiled: April 18, 2011Publication date: October 20, 2011Applicant: LEO PHARMA A/SInventor: Steven Martin OGBOURNE
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Publication number: 20110244188Abstract: Disclosed is a polymerizable fluoromonomer represented by the following general formula (1). In the formula, R1 represents a hydrogen atom, methyl group, fluorine atom, or trifluoromethyl group. n is an integer of 0 or 1, and m is that of from 1 to (3+n). R2 and R3 each independently represents a hydrogen atom or a protective group. A resist containing a fluoropolymer obtained by polymerizing or copolymerizing the monomer is suitable for use in microfabrication by immersion exposure or by a double patterning process based on immersion exposure.Type: ApplicationFiled: December 3, 2009Publication date: October 6, 2011Applicant: Central Glass Company , LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Kenjin Inomiya, Takashi Mori, Takamasa Kitamoto, Yusuke Kanto
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Publication number: 20110236826Abstract: A pattern is formed by applying a resist composition comprising a polymer comprising recurring units having an acid labile group-substituted hydroxyl group, an acid generator, and an organic solvent onto a substrate, prebaking the composition to form a resist film, exposing the resist film to high-energy radiation to define exposed and unexposed regions, baking, and developing the exposed film with an organic solvent developer to form a negative pattern wherein the unexposed region of film is dissolved and the exposed region of film is not dissolved.Type: ApplicationFiled: March 22, 2011Publication date: September 29, 2011Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Takeshi Nagata, Koji Hasegawa
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Publication number: 20110236831Abstract: The invention provides an acetal compound containing an adamantane ring having an alcoholic hydroxyl group which is protected with an acetal group having a carbonyl moiety of branched structure. A photoresist film comprising a polymer comprising recurring units derived from the acetal compound and an acid generator is characterized by a high dissolution contrast when it is subjected to exposure and organic solvent development to form an image via positive/negative reversal.Type: ApplicationFiled: March 23, 2011Publication date: September 29, 2011Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Koji HASEGAWA, Jun HATAKEYAMA, Takeshi NAGATA, Seiichiro TACHIBANA, Takeshi KINSHO
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Patent number: 8013091Abstract: Provided are a resin for an optical component, which has heat resistance, does not suffer from yellowing because of its stability against heat, and is excellent in transparency and workability; a raw material composition used for the resin for an optical component; and an optical component. Specifically, provided is a resin for an optical component containing a (meth)acrylate compound unit (A1), in which a hydrocarbon group containing an adamantane structure is ester-bonded, and a (meth)acrylate compound unit (B1) having a polyfunctional group, which is other than the unit (A1). Also, provided is a raw material composition used for a resin for an optical component, which contains a (meth)acrylate compound (A2) in which a hydrocarbon group containing an adamantane structure is ester-bonded, and a (meth)acrylate compound (B2) having a polyfunctional group, which is other than the compound (A2). Further, provided is an optical component which is obtained by polymerizing and molding the raw material composition.Type: GrantFiled: June 30, 2008Date of Patent: September 6, 2011Assignee: Idemitsu Kosan Co., Ltd.Inventors: Yutaka Obata, Takeshi Iwasaki, Tomoaki Takebe
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Publication number: 20110190388Abstract: Several ursolic acid derivatives and pharmaceutical compositions thereof are provided. The ursolic acid derivatives and the pharmaceutical compositions thereof have at least one of an anticancer and an anti-inflammatory effects. A method for increasing a reactive oxygen species in a cell is also provided. The method comprises a step of providing the cell with a pharmaceutical composition including an ursolic acid derivative.Type: ApplicationFiled: May 18, 2010Publication date: August 4, 2011Applicant: KAOHSIUNG MEDICAL UNIVERSITYInventors: Chun-Nan Lin, Huang-Yao Tu, A-Mei Huang, Bai-Luh Wei, Kim-Hong Gan, Tzyh-Chyuan Hour, Shyh-Chyun Yang, Yeong-Shiau Pu, Shen-Jeu Won
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Publication number: 20110137073Abstract: Disclosed is a process for producing ?-substituted norbornanyl acrylates efficiently on an industrial scale while suppressing the formation of by-products derived from intramolecular cyclization, excessive addition to acrylic acid etc. The ?-substituted norbornanyl acrylates are useful as norbornene resist monomers. In the disclosed process, an ?-substituted acrylic acid is directly reacted with a substituted norbornene in the presence of at least one acid catalyst selected from methanesulfonic acid and camphorsulfonic acid. It is possible in this reaction to suppress the formation of the by-products derived from intramolecular cyclication, excessive addition of the acid to the reaction product etc.Type: ApplicationFiled: August 27, 2009Publication date: June 9, 2011Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Makoto Matsuura, Ryo Nadano, Takeo Komata
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Publication number: 20110069241Abstract: A liquid crystal compound having a good durability against light, a polymerizable liquid crystal composition and an optically anisotropic material are provided. Further, an optical element having a good durability against light and an optical information writing/reading device employing such an element are provided. The liquid crystal compound is represented by a general formula CH2?CR1—COO-(L)k-E1-E2-(E3)m-R2. E1 is preferably a trans-2,6-decahydronaphthalene group and E2 is preferably a trans-1,4-cyclohexylene group. A phase difference plate 4 produced by employing the compound has a good durability against light, and accordingly, it is possible to achieve an optical head device employing a blue laser as a light source 1 and being suitable for large capacity writing/reading.Type: ApplicationFiled: December 2, 2010Publication date: March 24, 2011Applicant: ASAHI GLASS COMPANY, LIMITEDInventors: Satoshi Okada, Makoto Hasegawa, Hiroshi Kumai
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Patent number: 7910768Abstract: This invention relates to iodonium salts, acetal copolymers and polymer binders comprising functional groups capable of undergoing cationic or radical polymerization, their method of preparation and their use in the preparation of coating solutions and coatings. This invention also relates to coatings containing the iodonium salts, acetal copolymers and/or polymer binders and to negative working lithographic printing plates comprising these coatings.Type: GrantFiled: May 9, 2007Date of Patent: March 22, 2011Assignee: American Dye Source, Inc.Inventors: My T. Nguyen, Marc-Andre Locas
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Patent number: 7902385Abstract: Novel ester compounds having formulae (1) to (4) wherein A1 is a polymerizable functional group having a carbon-carbon double bond, A2 is oxygen, methylene or ethylene, R1 is a monovalent hydrocarbon group, R2 is H or a monovalent hydrocarbon group, any pair of R1 and/or R2 may form an aliphatic hydrocarbon ring, R3 is a monovalent hydrocarbon group, and n is 0 to 6 are polymerizable into polymers. Resist compositions comprising the polymers as a base resin are thermally stable and sensitive to high-energy radiation, have excellent sensitivity and resolution, and lend themselves to micropatterning with electron beam or deep-UV.Type: GrantFiled: July 5, 2007Date of Patent: March 8, 2011Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Masaki Ohashi, Takeshi Kinsho, Takeru Watanabe
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Publication number: 20110039206Abstract: Provided are new resins that comprise multi-ring, aromatic and/or multi-cyclic ester unit which preferably are photoacid-labile. Also provided are chemically-amplified positive photoresist that comprise such resins as well as multi-ring, aromatic and/or multi-cyclic ester monomers.Type: ApplicationFiled: May 18, 2010Publication date: February 17, 2011Applicant: Rohm and Haas Electronic Materials LLCInventors: Cong LIU, Cheng-Bai Xu
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Patent number: 7880030Abstract: An ester derivant having a crystal structure in which the molecules in two adjacent molecule planes are antiparallel is created from a carboxylic acid having carbon-carbon double bond and a compound having a functional group that can react to a carboxyl group of the carboxylic acid. The crystal of the ester derivant is then subjected to light irradiation or heating.Type: GrantFiled: May 8, 2008Date of Patent: February 1, 2011Assignee: Japan Science and Technology AgencyInventors: Akikazu Matsumoto, Toshihiro Tanaka
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Patent number: 7867690Abstract: (1) A polymer compound for photoresist compositions which is high in storage stability and small swelling at the development and (2) a compound which is a raw material for such a polymer compound are provided; and (3) a photoresist composition with improved LWR containing the subject polymer compound are further provided. In detail, [1] a tertiary alcohol derivative represented by the following general formula (1) is provided. (In the formula, wherein R1 represents a linear alkyl group having from 1 to 6 carbon atoms, a branched alkyl group having from 3 to 6 carbon atoms or a cyclic alkyl group having from 3 to 6 carbon atoms; R2 represents a hydrogen atom or a methyl group; W represents a linear alkylene group having from 1 to 10 carbon atoms, a branched alkylene group having from 3 to 10 carbon atoms or a cyclic alkylene group having from 3 to 10 carbon atoms; n represents 0 or 1; and p represents 1 or 2.Type: GrantFiled: February 16, 2007Date of Patent: January 11, 2011Assignee: Kuraray Co., Ltd.Inventors: Osamu Nakayama, Ichihiro Aratani
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Publication number: 20100304295Abstract: An acid-labile ester monomer of spirocyclic structure has formula (1) wherein Z is a monovalent group having a polymerizable double bond, X is a divalent group which forms a cyclopentane, cyclohexane or norbornane ring, R2 is H or monovalent hydrocarbon, R3 and R4 are H or monovalent hydrocarbon, or R3 and R4, taken together, stand for a divalent group which forms a cyclopentane or cyclohexane ring, and n is 1 or 2. A polymer obtained from the acid-labile ester monomer has so high reactivity in acid-catalyzed elimination reaction that the polymer may be used to formulate a resist composition having high resolution.Type: ApplicationFiled: May 25, 2010Publication date: December 2, 2010Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Takeshi Kinsho, Tomohiro Kobayashi, Masayoshi Sagehashi, Takeru Watanabe, Koji Hasegawa, Seiichiro Tachibana
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Polymerizable liquid crystal compound, polymerizable liquid crystal composition, and polymer thereof
Publication number: 20100304148Abstract: A compound represented by the formula (1) is provided. A polymerizable liquid crystal composition containing the compound can be controlled in birefringence and is excellent in stability of a liquid crystal phase. An anisotropic polymer excellent in uniformity of alignment is obtained by coating and polymerizing the composition on a supporting substrate. In the formula (1), at least one of Ra represents a polymerizable group, A represents a ring group, Y and Z each represent a single bond or alkylene; in which —CH2— in the alkylene may be replaced by another group, and m and n each represent an integer of from 0 to 5.Type: ApplicationFiled: March 17, 2010Publication date: December 2, 2010Inventors: Yoshiharu Hirai, Ryushi Shundo, Takashi Kato -
Patent number: 7833694Abstract: Lactone-containing compounds having formula (1) are novel wherein R1 is H, F, methyl or trifluoromethyl, R2 and R3 are H or monovalent hydrocarbon groups, or R2 and R3 may together form an aliphatic hydrocarbon ring, R4 is H or CO2R5, R5 is a monovalent hydrocarbon group, W is CH2, O or S, and k1 is 3, 4 or 5. They are useful as monomers to produce polymers which are transparent to radiation ?500 nm. Radiation-sensitive resist compositions comprising the polymers as base resin exhibit excellent properties including resolution, LER, pattern density dependency and exposure margin.Type: GrantFiled: March 12, 2009Date of Patent: November 16, 2010Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Koji Hasegawa, Satoshi Shinachi, Katsuhiro Kobayashi, Tsunehiro Nishi, Takeshi Kinsho
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Publication number: 20100273683Abstract: A monomer compound that contains at least one polymerizable functional group per molecule, and at least one bicycloheptyl-, bicycloheptenyl-, or branched (C5-C42)alkyl-polyether radical per molecule, wherein the bicycloheptyl- or bicycloheptenyl-polyether radical may optionally be substituted on one or more of the ring carbon atoms by one or two (C1-C6)alkyl groups per ring carbon atom is useful in making polymers, particularly pH responsive polymers.Type: ApplicationFiled: June 25, 2010Publication date: October 28, 2010Inventors: Hui Shirley Yang, Derek Pakenham, Herve Adam, Pierre Hennaux, Brian Chung, Subramanian Kesavan, Seren Frantz
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Publication number: 20100273801Abstract: The invention relates to compouns derived from betulin, and to the use thereof as antibacterial agents in pharmaceutical and cosmetic applications.Type: ApplicationFiled: June 6, 2007Publication date: October 28, 2010Applicant: Valition teknillinen tutikimuskeskusInventors: Jari Yli-Kauhaluoma, Salme Koskimies, Sami Alakurtti, Taru Mäkelä, Päivi Tammela
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Patent number: 7820360Abstract: There are provided a polymer compound which can form a resist pattern with excellent resolution, and a negative resist composition containing the polymer compound and a resist pattern-forming method thereof. The present invention is a polymer compound containing a structural unit (a0) represented by a general formula (a0-1) shown below. (wherein, R represents a hydrogen atom, a halogen atom, an alkyl group or a halogenated alkyl group; and R0 represents an alkyl group containing a hydroxyl group.) Also, the present invention is a negative resist composition, including: an alkali soluble resin component (A), an acid generator component (B) that generates acid upon exposure, and a cross-linking agent (C), wherein the alkali soluble resin component (A) contains a polymer compound (A1) having a structural unit (a0) represented by the general formula (a0-1) shown above.Type: GrantFiled: August 17, 2006Date of Patent: October 26, 2010Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Jun Iwashita, Ayako Kusaka
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Publication number: 20100266954Abstract: An adamantane derivative capable of affording a cured product which is excellent in optical characteristics such as transparency and light resistance, durability such as long-term heat resistance, and electrical characteristics such as dielectric constant, a process for producing such an adamantane derivative, and a curable composition containing such an adamantane derivative, the adamantane derivative being represented by the general formula (I) shown below and having a group selected from an acrylate group, a methacrylate group and a trifluoromethacrylate group, where R1 represents a group selected from a hydroxyl group, an acrylate group, a methacrylate group and a trifluoromethacrylate group, R2 represents a group selected from a hydrogen atom, a methyl group and a trifluoromethyl group, k is an integer of 0 to 4 and n is an integer of 1 to 6.Type: ApplicationFiled: November 10, 2008Publication date: October 21, 2010Applicant: Idemitsu Kosan Co., Ltd.Inventors: Katsuki Ito, Shinji Tanaka, Naoya Kawano, Hideki Yamane, Hidetoshi Ono
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Patent number: 7812105Abstract: A radiation-sensitive resin composition is provided which has high transparency to radiation, excelling in basic properties as a resist such as sensitivity, resolution, and pattern shape, and, in particular, a high resolution radiation-sensitive resin composition providing a wide DOF and excelling in LER. Also provided are a polymer which can be used in the composition and a novel compound useful for synthesizing the polymer. The novel compound is shown by the following formula (2), wherein R4 represents a methyl group, a trifluoromethyl group, or a hydrogen atom, at least one of the Rfs represents a fluorine atom or a linear or branched perfluoroalkyl group having 1 to 10 carbon atoms, A represents a divalent organic group or a single bond, G represents a divalent organic group having a fluorine atom or a single bond, Mm+ represents a metal ion or an onium cation, m represents an integer of 1 to 3, and p is an integer of 1 to 8.Type: GrantFiled: May 11, 2006Date of Patent: October 12, 2010Assignee: JSR CorporationInventors: Tomoki Nagai, Eiji Yoneda, Takuma Ebata, Takanori Kawakami, Makoto Sugiura, Tsutomu Shimokawa, Makoto Shimizu
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Publication number: 20100217033Abstract: The present invention discloses a method for producing a polymerizable hydroxydiamantyl ester compound, which comprises di-halogenating a raw material compound having a diamantane skeleton, such as diamantane or the like, then hydrolyzing the di-halogenation product to produce a 4,9-diamantanediol compound, thereafter esterifying the 4,9-diamantanediol compound in a mixture of a polymerizable unsaturated carboxylic acid and a polymerizable unsaturated carboxylic acid anhydride in the presence of a polymerization inhibitor and an acid catalyst, to obtain a polymerizable hydroxydiamantyl ester compound.Type: ApplicationFiled: December 13, 2006Publication date: August 26, 2010Inventor: Takayuki Maehara
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Publication number: 20100204422Abstract: The present invention relates to, for example, a fluorine-containing cyclic compound represented by the following general formula (1). In the general formula (1), R1a is a C1-C25 cyclic alkyl group, cyclic alkenyl group or cyclic alkynyl group; each of R2 and R3 is independently a hydrogen atom, a halogen atom, or a C1-C25 straight-chain, branched or cyclic alkyl group; and each of R1a, R2 and R3 may contain fluorine atom, oxygen atom, sulfur atom, nitrogen atom or an atomic group containing a carbon-carbon double bond.Type: ApplicationFiled: April 22, 2010Publication date: August 12, 2010Applicant: Central Glass Company, LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Michitaka Ootani, Takeo Komata, Kazuhiko Maeda
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Patent number: 7750178Abstract: The present invention relates to a polymerizable acrylate compound represented by the general formula (1): (in the formula, R1 represents a hydrogen atom, halogen atom, hydrocarbon group or fluorine-containing alkyl group, R2 and R3 may be different or identical, and each of them independently is a hydrogen atom, fluorine atom, hydrocarbon group optionally branched, fluorine-containing alkyl group, aromatic group, or cyclic structure containing an aliphatic group and may contain oxygen or carbonyl bond) and a polymer compound obtained by using the same.Type: GrantFiled: February 5, 2004Date of Patent: July 6, 2010Assignee: Central Glass Company, LimitedInventors: Satoru Miyazawa, Satoru Kobayashi, Takeo Komata, Kei Matsunaga
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Publication number: 20100136485Abstract: An acetal compound of formula (1) is provided wherein R1 is H, methyl or trifluoromethyl, R2 is a monovalent C1-C10 hydrocarbon group, R3 and R4 are H or a monovalent C1-C10 hydrocarbon group, R2 and R3 may together form an aliphatic hydrocarbon ring, and X1 is a single bond or a divalent C1-C4 hydrocarbon group. A polymer comprising recurring units derived from the acetal compound is used as a base resin to formulate a resist composition which exhibits a high resolution when processed by micropatterning technology, especially ArF lithography.Type: ApplicationFiled: November 25, 2009Publication date: June 3, 2010Inventors: Koji HASEGAWA, Masaki Ohashi, Takeshi Kinsho, Tsunehiro Nishi, Masayoshi Sagehashi
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Patent number: 7723007Abstract: The present invention provides a polymer compound which can constitute a photoresist composition which is capable of having an excellent resolution, forming a fine pattern with a good rectangularity, obtaining favorable resist characteristics even when acid strength of a acid generated from an acid generator is weak, and having favorable sensitivity; a photoresist composition including the polymer compound; and a resist pattern formation method using the photoresist composition.Type: GrantFiled: January 28, 2005Date of Patent: May 25, 2010Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Toshiyuki Ogata, Syogo Matsumaru, Yohei Kinoshita, Hideo Hada, Daiju Shiono, Hiroaki Shimizu, Naotaka Kubota