Reactant Contains Three Or More Carboxylic Acid Groups Or Is Derivative Thereof Patents (Class 528/188)
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Patent number: 12060457Abstract: A resin composition for display substrates includes the following: the resin (a): a resin containing, as a main component, a repeating unit represented by the chemical formula (1), wherein the resin contains the total of 95 mass % or more of a tetracarboxylic acid residue A, having 2 or more carbon atoms and an SP value of 15 or more and 17 or less and a diamine residue having an SP value of 11 or more and 13 or less with respect to the total of 100 mass % of A and B contained in the resin; the solvent (b): a solvent having an SP value of 7.5 or more and less than 9.5; and the solvent (c): a solvent having an SP value of 9.5 or more and 14.0 or less; wherein R1 and R2 independently represent a hydrogen atom, hydrocarbon group having 1 to 10 carbon atoms, alkylsilyl group having 1 to 10 carbon atoms, alkali metal ion, ammonium ion, imidazolium ion, or pyridinium ion.Type: GrantFiled: January 9, 2019Date of Patent: August 13, 2024Assignee: Toray Industries, Inc.Inventors: Tomoki Ashibe, Daichi Miyazaki
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Patent number: 11899364Abstract: This disclosure relates to a dry film structure that includes a carrier substrate, and a polymeric layer supported by the carrier substrate. The polymeric layer includes at least one fully imidized polyimide polymer.Type: GrantFiled: March 18, 2020Date of Patent: February 13, 2024Assignee: Fujifilm Electronic Materials U.S.A., Inc.Inventors: Binod B. De, Sanjay Malik, Raj Sakamuri, William A. Reinerth, Ognian N. Dimov, Ahmad A. Naiini
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Patent number: 11674242Abstract: Provided is a method of manufacturing fiber with aligned porous structure, an apparatus, and applications of the fiber. The apparatus comprises: a fiber extrusion unit, a freezing unit, and a collection unit for collecting the frozen fibers, wherein fibers extruded from the fiber extrusion unit pass through the freezing unit. Continuous and large scale preparation of such fiber with aligned porous structure is achieved by combining directional freezing and solution spinning.Type: GrantFiled: March 13, 2020Date of Patent: June 13, 2023Assignee: ZHEJIANG UNIVERSITYInventors: Hao Bai, Ying Cui, Yujie Wang, Weiwei Gao
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Patent number: 10662555Abstract: The method for producing a polyimide fiber includes a coagulation step of forming a polyimide precursor fiber by extruding a polyimide precursor solution containing a polyimide precursor and a compound having an acid dissociation constant (pKa) of a conjugate acid in water at 25° C. of 6.0 to 10 inclusive and an octanol-water partition coefficient (Log P) at 25° C. of ?0.75 to 0.75 inclusive into a poor solvent or nonsolvent for the polyimide precursor; and a heat drawing step of forming the polyimide fiber by drawing the polyimide precursor fiber while heating same. The polyimide fiber of the present disclosure has a physical property such that the coefficient of thermal expansion thereof is in the range of ?15 ppm/K to 0 ppm/K inclusive.Type: GrantFiled: February 6, 2017Date of Patent: May 26, 2020Assignee: I.S.T. CORPORATIONInventors: Ryuta Nakagaki, Katsuki Morishima, Koji Moriuchi
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Patent number: 9873767Abstract: A polyimide resin containing a repeating structural unit represented by the following formula (1) and a repeating structural unit represented by the following formula (2), a content ratio of the repeating structural unit of formula (1) with respect to the total of the repeating structural unit of formula (1) and the repeating structural unit of formula (2) being 20 mol % or more and less than 40 mol %, and the polyimide resin satisfying predetermined conditions: wherein R1 represents a divalent group having from 6 to 22 carbon atoms containing at least one alicyclic hydrocarbon structure; R2 represents a divalent chain aliphatic group having from 5 to 16 carbon atoms; and X1 and X2 each independently represent a tetravalent group having from 6 to 22 carbon atoms containing at least one aromatic ring.Type: GrantFiled: March 10, 2016Date of Patent: January 23, 2018Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventor: Yuuki Sato
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Patent number: 9617669Abstract: A polyimide fiber assembly of the present invention includes polyimide fibers having curved shapes with an average fiber diameter falling within a range of greater than 1 ?m to not greater than 100 ?m, the polyimide fiber assembly having a bulk density falling within a range of not less than 1 kg/m3 to not greater than 30 kg/m3. This makes it possible to realize a polyimide fiber assembly that is both excellent in thermal insulation performance and sound absorbency and light in weight.Type: GrantFiled: October 20, 2008Date of Patent: April 11, 2017Assignee: KANEKA CORPORATIONInventor: Kan Fujihara
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Patent number: 9321017Abstract: A novel gas separation membrane having excellent gas permeability and gas separation performance, particularly carbon dioxide (CO2) permeability and excellent separation performance of carbon dioxide to methane (CH4) is provided. Moreover, a novel gas separation membrane having excellent heat resistance, chemical resistance and strength etc. is preferably provided. A gas separation membrane comprising a resin comprising a branched polybenzoxazole has excellent gas permeability and gas separation performance, particularly excellent carbon dioxide (CO2) permeability and excellent separation performance of carbon dioxide to methane (CH4). The resin comprising a branched polybenzoxazole preferably has a cross-linked structure. Furthermore, the resin comprising a branched polybenzoxazole is preferably a hybrid with silica.Type: GrantFiled: January 22, 2013Date of Patent: April 26, 2016Assignee: NAGOYA INDUSTRIAL SCIENCE RESEARCH INSTITUTEInventors: Yasuharu Yamada, Mikako Takenaka, Tomoyuki Suzuki, Masako Miki
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Patent number: 9200116Abstract: A water soluble binder composition for preparing an electrode of a rechargeable battery includes a binder and a conductive agent, the binder including a water soluble polyamic acid having an acid equivalent of about 300 to about 600 g/eq.Type: GrantFiled: August 9, 2012Date of Patent: December 1, 2015Assignee: SAMSUNG SDI CO., LTD.Inventors: Hyesun Jeong, Beomwook Lee, Hyeran Lee
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Patent number: 9161440Abstract: An article comprises a solvent cast film comprising a polyetherimide comprising structural units derived from a dianhydride component selected from the group consisting of 3,4?-oxydiphthalic anhydride, 3,3?-oxydiphthalic anhydride, 4,4?-oxydiphthalic anhydride, and combinations thereof, and a diamine component. The polyetherimide has a glass transition temperature that is at least 190° C. The film has a coefficient of thermal expansion of less than 60 ppm/° C., a thickness from 0.1 to 250 micrometers, and less than 5% residual solvent by weight. The film has less than 15 molar % of a member selected from the group consisting of biphenyltetracarboxylic acid, dianhydrides of biphenyltetracarboxylic acid, esters of biphenyltetracarboxylic acid, and combinations thereof.Type: GrantFiled: June 6, 2007Date of Patent: October 13, 2015Assignee: SABIC GLOBAL TECHNOLOGIES B.V.Inventors: Kwok Pong Chan, Erik Hagberg, Tara J. Mullen, Roy Ray Odle
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Patent number: 9023976Abstract: The Michael reaction is employed, for example, to condense methyl acrylate with diethyl malonate to prepare the corresponding tetra-ester. Subsequent reaction with primary amines followed by thermal condensation results in spiroimides. A similar series of reaction steps can be performed starting with malonamides.Type: GrantFiled: May 1, 2013Date of Patent: May 5, 2015Inventor: Robert Bernard Login
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Patent number: 8975365Abstract: A cage 1,2,3,4-cyclopentanetetracarboxylic acid (1,3:2,4)-dianhydride compound represented by formula [1], and a polyimide obtained by condensing the compound with a diamine. With the compound, it is possible to provide a polyimide which shows no absorption in the ultraviolet region and is highly transparent to light, has high insulating properties, has improved heat resistance and processability, and has excellent solubility in organic solvents. (In formula [1], R1 and R2 each independently represents a hydrogen atom, a halogen atom, or a C1-10 alkyl.Type: GrantFiled: December 31, 2013Date of Patent: March 10, 2015Assignee: Nissan Chemical Industries, Ltd.Inventors: Hideo Suzuki, Takahiro Noda
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Publication number: 20150045502Abstract: The invention aims to provide polyamic acid that can form a varnish with a low viscosity and serves to produce, through curing, coat film with good mechanical characteristics and further aims to produce cured coat film with good mechanical characteristics regardless of whether the molar concentration of the acid anhydride group in the acid dianhydride monomer and that of the amino group in the multivalent amine compound or diamine compound are identical to or different from each other. This objective is met by polyamic acid including a structure as represented by chemical formula (1) given below: (In chemical formula (1), ? represents an oxygen or sulfur atom and W represents an electron-withdrawing group, and R11 and R12 represent independently a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms.Type: ApplicationFiled: March 28, 2013Publication date: February 12, 2015Applicant: TORAY Industries, Inc.Inventors: Daichi Miyazaki, Masao Tomikawa
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Patent number: 8927678Abstract: A thermoplastic polyimide resin containing a repeating structural unit represented by the following formula (1) and a repeating structural unit represented by the following formula (2), a content ratio of the repeating structural unit of formula (2) with respect to the total of the repeating structural unit of formula (1) and the repeating structural unit of formula (2) being from 40 to 70% by mol: wherein R1 represents a divalent group having from 6 to 22 carbon atoms containing at least one alicyclic hydrocarbon structure; R2 represents a divalent chain aliphatic group having from 5 to 12 carbon atoms; and X1 and X2 each independently represent a tetravalent group having from 6 to 22 carbon atoms containing at least one aromatic ring.Type: GrantFiled: February 5, 2013Date of Patent: January 6, 2015Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yuuki Sato, Jun Mitadera
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Publication number: 20140296362Abstract: The present invention relates to a novel polyamic acid introduced with an imidazolyl group in the polymer chain, a photosensitive resin composition including the polyamic acid and that is capable of providing a photosensitive material that satisfies the characteristics of an excellent bending property and low stiffness and also exhibits excellent heat resistance and coating resistance, a dry film obtained from the photosensitive resin composition, and a circuit board including the dry film.Type: ApplicationFiled: May 3, 2013Publication date: October 2, 2014Applicant: LG CHEM, LTD.Inventors: Jung-Hak Kim, You-Jin Kyung, Hee-Jung Kim, Kwang-Joo Lee
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Publication number: 20140200325Abstract: A thermoplastic polyimide resin containing a repeating structural unit represented by the following formula (1) and a repeating structural unit represented by the following formula (2), a content ratio of the repeating structural unit of formula (1) with respect to the total of the repeating structural unit of formula (1) and the repeating structural unit of formula (2) being from 40 to 70% by mol: wherein R1 represents a divalent group having from 6 to 22 carbon atoms containing at least one alicyclic hydrocarbon structure; R2 represents a divalent chain aliphatic group having from 5 to 12 carbon atoms; and X1 and X2 each independently represent a tetravalent group having from 6 to 22 carbon atoms containing at least one aromatic ring.Type: ApplicationFiled: February 5, 2013Publication date: July 17, 2014Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Yuuki Sato, Jun Mitadera
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Publication number: 20140144325Abstract: A gas separation membrane having a polyimide structure.Type: ApplicationFiled: April 23, 2013Publication date: May 29, 2014Inventor: Central Glass Company, Limited
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Publication number: 20140114027Abstract: A cage 1,2,3,4-cyclopentanetetracarboxylic acid (1,3:2,4)-dianhydride compound represented by formula [1], and a polyimide obtained by condensing the compound with a diamine. With the compound, it is possible to provide a polyimide which shows no absorption in the ultraviolet region and is highly transparent to light, has high insulating properties, has improved heat resistance and processability, and has excellent solubility in organic solvents. (In formula [1], R1 and R2 each independently represents a hydrogen atom, a halogen atom, or a C1-10 alkyl.Type: ApplicationFiled: December 31, 2013Publication date: April 24, 2014Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.Inventors: Hideo Suzuki, Takahiro Noda
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Publication number: 20140093715Abstract: Objects of the present invention are: to obtain a polyimide that is excellent in heat resistance, transparency, and optical isotropy and is soluble in an organic solvent; to provide, by using either a polyimide or a polyamic acid which is a precursor or the polyimide, a product or a member that is highly required to have heat resistance and transparency; and particularly to provide a product and a member both of which are obtained by applying a polyamic acid solution and a polyimide solution of the present invention to the surface of an inorganic substance such as glass, metal, metal oxide, or a single crystal silicon. These objects can be attained by a polyimide acid and a polyimide which are each prepared from an alicyclic tetracarboxylic dianhydride and a monomer having a fluorene structure.Type: ApplicationFiled: June 12, 2012Publication date: April 3, 2014Applicant: KANEKA CORPORATIONInventors: Mari Fujii, Shinji Ozawa
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Patent number: 8658743Abstract: A cage 1,2,3,4-cyclopentanetetracarboxylic acid (1,3:2,4)-dianhydride compound represented by formula [1], and a polyimide obtained by condensing the compound with a diamine. With the compound, it is possible to provide a polyimide which shows no absorption in the ultraviolet region and is highly transparent to light, has high insulating properties, has improved heat resistance and processability, and has excellent solubility in organic solvents. (In formula [1], R1 and R2 each independently represents a hydrogen atom, a halogen atom, or a C1-10 alkyl.Type: GrantFiled: April 6, 2010Date of Patent: February 25, 2014Assignee: Nissan Chemical Industries, Ltd.Inventors: Hideo Suzuki, Takahiro Noda
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Publication number: 20120108759Abstract: A cage 1,2,3,4-cyclopentanetetracarboxylic acid (1,3:2,4)-dianhydride compound represented by formula [1], and a polyimide obtained by condensing the compound with a diamine. With the compound, it is possible to provide a polyimide which shows no absorption in the ultraviolet region and is highly transparent to light, has high insulating properties, has improved heat resistance and processability, and has excellent solubility in organic solvents. (In formula [1], R1 and R2 each independently represents a hydrogen atom, a halogen atom, or a C1-10 alkyl.Type: ApplicationFiled: April 6, 2010Publication date: May 3, 2012Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.Inventors: Hideo Suzuki, Takahiro Noda
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Publication number: 20120016076Abstract: In a method for preparing a polyimide resin by reacting diamine and dianhydride, the polyimide resin is polymerized under the presence of a solvent having a boiling point ranging from 130° C. to 180° C. so as to be curable at a low temperature ranging from 150° C. to 250° C. Because the polyimide is curable even at a low temperature, when the polyimide resin is used as an electronic material, damage to equipment due to an otherwise high temperature process can be minimized, and in addition, the polyimide resin can be extensively used as an electronic material such as for a plastic substrate, or the like.Type: ApplicationFiled: July 13, 2011Publication date: January 19, 2012Applicant: LG CHEM. LTD.Inventors: Sang Woo KIM, Se Jin SHIN, Dong Hyun OH, Kyung Jun KIM
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Publication number: 20120012366Abstract: The present invention relates to a polyamic acid or polyimide comprising a heat-polymerizable or photo-polymerizable functional group, a photosensitive resin composition comprising the polyamic acid or the polyimide, a photosensitive resin composition being capable of providing a cured film that can be used for patterning at a high resolution and that has an excellent developing property in an alkaline aqueous solution, flexibility, adhesion strength, resistance to welding heat, and pressure cooker test (PCT) resistance, and a dry film prepared from the composition.Type: ApplicationFiled: September 23, 2011Publication date: January 19, 2012Applicant: LG CHEM, LTD.Inventors: Kwang-Joo LEE, You-Jin Kyung, Joo-Eun Ko, Heon-Sik Song, Jung-Jin Shim, Hee-Jung Kim
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Patent number: 8030437Abstract: A method for forming a polyimide composite article utilizes a polyimide resin system including at least a first prepolymer component and a second prepolymer component. A preform structure is tackified with the first prepolymer component. Using resin infusion or resin transfer molding techniques, the tackified preform structure is contacted with the second prepolymer component. The polyimide resin system is cured under suitable cure conditions so that the first and second prepolymer components mix and react to produce the polyimide composite structure.Type: GrantFiled: December 27, 2007Date of Patent: October 4, 2011Assignee: General Electric CompanyInventors: Stephen Mark Whiteker, Lisa Vinciguerra Shafer, Warren Rosal Ronk
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Publication number: 20110230605Abstract: Disclosed herein are polymer compounds and a method for preparing thereof. More specifically, provided are polymer compounds with well-connected, narrow size distribution free-volume element and a method for preparing the polymer compounds by thermal rearrangement for aromatic polyimides containing ortho-positioned functional groups in the solid state.Type: ApplicationFiled: May 20, 2011Publication date: September 22, 2011Applicant: Industry-University Cooperation Foundation, HANYANG UNIVERSITYInventors: Young-Moo Lee, Ho-Bum Park, Chul-Ho Jung, Sang-Hoon Han
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Patent number: 7989578Abstract: The present invention relates to a negative photosensitive polyimide polymer having a repeating unit of formula (1) as a polymerized unit: wherein G, Q and P* are as defined in the specification. The polyimide polymer of the present invention is developable in an aqueous alkaline solution, and has the properties associated with an insulating layer and photoresist.Type: GrantFiled: October 30, 2007Date of Patent: August 2, 2011Assignee: Eternal Chemical Co., Ltd.Inventor: Chung-Jen Wu
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Patent number: 7964698Abstract: The benefits of liquid crystal polymers and polyetherimides are combined in an all-aromatic thermoplastic liquid crystalline polyetherimide. Because of the unique molecular structure, all-aromatic thermotropic liquid crystal polymers exhibit outstanding processing properties, excellent barrier properties, low solubilities and low coefficients of thermal expansion in the processing direction. These characteristics are combined with the strength, thermal, and radiation stability of polyetherimides.Type: GrantFiled: November 5, 2007Date of Patent: June 21, 2011Assignee: United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Erik S. Weiser, Theodorus J. Dingemans, Terry L. St. Clair, Jeffrey A. Hinkley
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Publication number: 20110136061Abstract: A novel polyimide which retains the characteristics of polyimides, that is, excellent heat resistance, electrical insulation and chemical resistance, of which dielectric constant is lower than those of the known polyimides, as well as a composition containing the same and a process for producing the same, is disclosed. The polyimide of the present invention is a cross-linked polyimide having a dielectric constant of not more than 2.7, which was produced by polycondensing (a) tetramine(s), (a) tetracarboxylic dianhydride(s) and (an) aromatic diamine(s) in the presence of a catalyst.Type: ApplicationFiled: December 6, 2010Publication date: June 9, 2011Inventor: Hiroshi ITATANI
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Patent number: 7825211Abstract: A process for synthesizing formulations for polyimides suitable for use in high-temperature composites in which all reactions other than chain-extension have already taken place prior to making a composite is described, wherein the resulting oligomers comprise a backbone and at least one difunctional endcap. The resulting resin systems have only the single step of endcap-to-endcap reactions during composite processing. Prior to the initiation temperature of these endcap-to-endcap reactions, the resins are stable affording the composite manufacturer a very large processing window.Type: GrantFiled: June 22, 2007Date of Patent: November 2, 2010Assignee: The Boeing CompanyInventors: Hyman Ralph Lubowitz, Thomas Karl Tsotsis
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Patent number: 7669720Abstract: Membranes comprising functional polyarylether having structural units of formula I are useful for hemodialysis and hemofiltration: wherein X is selected from Br, NR4R5, OOCR6, OR7, NR4CONR5R6, NR4COOR5R6 and combinations thereof; R1, R2 and R3 are independently at each occurrence CH2X, H, halo, cyano, nitro, a C1-C12aliphatic radical, a C3-C12cycloaliphatic radical, a C3-C12aromatic radical or a combination thereof; R4 and R5 are independently H, a C1-10 aliphatic radical, a C3-C12cycloaliphatic radical, a C3-C12 aromatic radical, or a combination thereof; R6 is H, a C2-10 aliphatic radical, a C3-C12 cycloaliphatic radical, a C3-C12 aromatic radical or a combination thereof; R7 is OCH2CH2(OCH2CH2)nOH or OOCCH2(OCH2CH2)nCH3; Z is a direct bond, O, S, SO, SO2, CO, phenylphospinyl oxide, alkenyl, alkynyl, a C1-C12aliphatic radical, a C3-C12cycloaliphatic radical, a C3-C12 aromatic radical or a combination thereof; a, b, and c are independently 1 or 2; and m, n and p are independently 0 or 1.Type: GrantFiled: December 15, 2006Date of Patent: March 2, 2010Assignee: General Electric CompanyInventors: Yanshi Zhang, Daniel Steiger, Joseph Anthony Suriano, Gary William Yeager
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Patent number: 7459518Abstract: A thermoplastic polyimide composition, comprising a silane-modified polyimide (A); and a polar solvent (B), wherein the silane-modified polyimide (A) is obtained by reacting a polyimide (a) and an epoxy-containing silane (b). The polyimide (a) contains repeating units represented by the general formulae I and II, wherein the molar fraction of the repeating unit of formula II is at least 10%, X represents a quadrivalent aromatic group, Ar1 represents a bivalent aromatic group, and Ar2 represents a bivalent aromatic group containing an OH or COOH group.Type: GrantFiled: October 5, 2006Date of Patent: December 2, 2008Assignee: Industrial Technology Research InstituteInventors: Shu-Chu Shih, Charng-Shing Lu, Jinn-Shing King
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Publication number: 20080142443Abstract: Membranes for use in methods and apparatuses for hemodialysis and hemofiltration are composed of at least one membrane comprising a polyarylethernitrile having structural units of formula 1, 2, 3 and 4 wherein Z is a direct bond, O, S, CH2, SO, SO2, CO, RPO, CH2, alkenyl, alkynyl, a C1-C12aliphatic radical, a C3-C12cycloaliphatic radical, a C3-C12aromatic radical or a combination thereof; R is a C6-12aromatic radical or a C1-12aliphatic radical; R1 and R2 are independently H, halo, nitro, a C1-C12aliphatic radical, a C3-C12cycloaliphatic radical, a C3-C12aromatic radical, or a combination thereof; a is 0, 1, 2 or 3; b is 0, 1, 2, 3 or 4; m and n are independently 0 or 1; and Q and Z are different.Type: ApplicationFiled: December 15, 2006Publication date: June 19, 2008Applicant: GENERAL ELECTRICInventors: Daniel Steiger, Gary William Yeager, Yanshi Zhang
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Patent number: 7361727Abstract: A polymerization process to derive a thermal-stabilized poly(1,4-dioxan-2-one) and cyclic ester monomer copolymer using a coordination-insertion catalyst/initiator. 1,4-dioxan-2-one and cyclic ester monomer, each containing less than 100-ppm water and having an acid value less than 0.5 mg KOH/g, and preferably less than 0.2 mg KOH/g, are copolymerized. Preferably the cyclic ester monomer is ?-caprolactone and the reaction is in an extruder.Type: GrantFiled: August 8, 2005Date of Patent: April 22, 2008Assignee: Board of Trustees of Michigan State UniversityInventors: Ramani Narayan, Jean-Marie Raquez, Sunder Balakrishnan, Philippe Dubois, Philippe Degee
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Patent number: 7186454Abstract: A material for dielectric films is a polymerizable composition containing an organic solvent, and an adamantanepolycarboxylic acid derivative represented by following Formula (1): wherein X is hydrogen atom, a hydrocarbon group or R4; R1, R2, R3 and R4 and are each independently a protected or unprotected carboxyl group, etc.; and Y1, Y2, Y3 and Y4 are each independently a single bond or a bivalent aromatic cyclic group; and an aromatic polyamine derivative represented by following Formula (2): wherein Ring Z is a monocyclic or polycyclic aromatic ring; and R5, R6, R7 and R8 are each a substituent bound to Ring Z and are each independently a protected or unprotected amino group, etc., dissolved in the organic solvent.Type: GrantFiled: March 24, 2004Date of Patent: March 6, 2007Assignee: Daicel Chemical Industries, Ltd.Inventors: Shinya Nagano, Jiichiro Hashimoto, Kiyoharu Tsutsumi, Yoshinori Funaki
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Patent number: 7169878Abstract: A diamine compound represented by the formula (1): wherein R1 is a trivalent organic group, each of X1 and X2 is a bivalent organic group, X3 is an alkyl or fluoroalkyl group having from 1 to 22 carbon atoms, or a cyclic substituent selected from aromatic rings, aliphatic rings, heterocyclic rings and their substituted groups, and n is an integer of from 2 to 5. And, a polyimide precursor and a polyimide synthesized by using the diamine compound; and a treating agent for liquid crystal alignment containing the polyimide precursor and/or the polyimide.Type: GrantFiled: December 26, 2001Date of Patent: January 30, 2007Assignee: Nissan Chemical Industries, Ltd.Inventors: Kazuyoshi Hosaka, Hideyuki Nawata
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Patent number: 7129318Abstract: Polyimide resins that are suitable for processing by resin transfer molding (RTM) and resin infusion (RI) methods at reduced processing temperatures are provided. The inventive RTM and RI processable polyimide resins exhibit melting at temperatures of less than about 200° C. and melt viscosities at 200° C. of less than about 3000 centipoise. A process for synthesizing the inventive resins is also provided, as is a fiber-reinforced composite material. The fiber-reinforced composite material employs the inventive polyimide resin as its resin matrix and demonstrates good heat resistance and mechanical properties.Type: GrantFiled: August 30, 2004Date of Patent: October 31, 2006Assignee: I.S.T. (MA) CorporationInventors: Gary L. Deets, Jianming Xiong
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Patent number: 7105211Abstract: A liquid crystal alignment treating agent for optical alignment treatment, whereby it is possible to obtain a liquid crystal alignment film which presents a high and stable tilt angle of liquid crystal and which is excellent in an accumulated charge property by a DC voltage, is provided.Type: GrantFiled: May 20, 2003Date of Patent: September 12, 2006Assignee: Nissan Chemical Industries, Ltd.Inventors: Tetsuya Imamura, Hideyuki Nawata, Hideyuki Endo
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Patent number: 7090925Abstract: A material for dielectric films is a polymerizable composition containing an adamantanepolycarboxylic acid represented by following Formula (1): wherein X is a hydrogen atom, a carboxyl group or a hydrocarbon group; and Y1, Y2, Y3 and Y4 are the same as or different from one another and are each a single bond or a bivalent aromatic cyclic group; an aromatic polyamine represented by following Formula (2): wherein Ring Z is a monocyclic or polycyclic aromatic ring; and R1 and R2 are each a substituent bound to Ring Z, are the same as or different from each other and are each an amino group, a mono-substituted amino group, a hydroxyl group or a mercapto group; and a solvent other than ketones and aldehydes, in which the adamantanepolycarboxylic acid and aromatic polyamine are dissolved in the solventType: GrantFiled: March 24, 2004Date of Patent: August 15, 2006Assignee: Daicel Chemical Industries, Ltd.Inventors: Shinya Nagano, Jiichiro Hashimoto, Kiyoharu Tsutsumi, Yoshinori Funaki
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Patent number: 7090900Abstract: A liquid crystal alignment treating agent containing a polyamic acid which is represented by the following formula (I) and exhibits a reduced viscosity of from 0.05 to 5.0 dl/g (in N-methyl-2-pyrrolidone at 30° C. at a concentration of 0.5 g/dl) or a polyimide obtained by cyclodehydration thereof: wherein R1 represents a tetravalent organic group, at least 20 mol % of which has a fused alicyclic structure composed of two to five rings, and all of the carbonyl groups are directly bonded to the alicyclic structure and that any two carbonyl groups are not bonded to adjacent carbon atoms of the alicyclic structure; R2 is a bivalent organic group, from 20 to 100 mol % of which has in the side-chain structure at least one structural unit selected from the group consisting of C5-20 long-chain alkyl, C5-20 fluoroalkyl, alicyclic structures and aromatic ring structures; and L is a positive integer.Type: GrantFiled: November 15, 2002Date of Patent: August 15, 2006Assignee: Nissan Chemical Industries, Ltd.Inventors: Go Ono, Kio Mizuno, Hideyuki Endo
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Patent number: 7074880Abstract: A preparation process of polyimide aerogels that composed of aromatic dianhydrides and aromatic diamines or a combined aromatic and aliphatic diamines is described. Also descried is a process to produce carbon aerogels derived from polyimide aerogel composed of a rigid aromatic diamine and an aromatic dianhydride. Finally, the processes to produce carbon aerogels or xerogel-aerogel hybrid, both of which impregnated with highly dispersed transition metal clusters, and metal carbide aerogels, deriving from the polyimide aerogels composed of a rigid aromatic diamine and an aromatic dianhydride, are described. The polyimide aerogels and the polyimide aerogel derivatives consist of interconnecting mesopores with average pore size at 10 to 30 nm and a mono-dispersed pore size distribution. The gel density could be as low as 0.008 g/cc and accessible surface area as high as 1300 m2/g.Type: GrantFiled: July 22, 2003Date of Patent: July 11, 2006Assignee: Aspen Aerogels, Inc.Inventors: Wendell Rhine, Jing Wang, Redouane Begag
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Patent number: 7074882Abstract: The present invention provides a polyimide resin for an electrical insulating material which comprises a polyimide resin having a repeating unit represented by general formula (I): wherein R1 represents a bivalent organic group.Type: GrantFiled: July 2, 2004Date of Patent: July 11, 2006Assignee: Nitto Denko CorporationInventors: Takami Hikita, Hisae Sugihara, Amane Mochizuki
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Patent number: 7071282Abstract: Disclosed herein are polyetherimide compositions comprising structural units of the formula: derived from at least one benzimidazole diamine, wherein R1 and R2 are independently selected from hydrogen and C1–C6 alkyl groups; “A” comprises structural units of the formulae: or mixtures of the foregoing structural units; wherein “D” is a divalent aromatic group, R3 and R10–R12 are independently selected from hydrogen, halogen, and C1–C6 alkyl groups; “q” is an integer having a value of 1 up to the number of positions available on the aromatic ring for substitution; and “W” is a linking group; and “B” comprises substituted and unsubstituted arylene groups having from about 6 to about 25 carbon atoms. Methods for producing the polyetherimide compositions are also disclosed herein.Type: GrantFiled: June 3, 2003Date of Patent: July 4, 2006Assignee: General Electric CompanyInventors: Havva Acar, Daniel Joseph Brunelle
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Patent number: 7053168Abstract: A method for preparing a polyimide includes introducing a mixture of an oligomer and a solvent to an extruder, removing solvent via at least one extruder vent, and melt kneading the oligomer to form a polyimide. The polyimide has a low residual solvent content. The method is faster than solution polymerization of polyimides, and it avoids the stoichiometric inaccuracies associated with reactive extrusion processes that use monomers as starting materials.Type: GrantFiled: October 10, 2003Date of Patent: May 30, 2006Assignee: General Electric CompanyInventors: Norberto Silvi, Mark Howard Giammattei, Paul Edward Howson, Farid Fouad Khouri
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Patent number: 7041778Abstract: A novel polyimide resin consisting essentially of 3,3?,4,4?-benzophenonetetracarboxylic dianhydride (BTDA), 3,4,3?,4?-biphenyltetracarboxylic dianhydride (BPDA), 2,2 bis (3?,4?-dicarboxy phenyl) hexafluoro propane dianhydride (6FDA), 2-(3,4-dicarboxyphenyl)-1-phenylacetylene anhydride (4-PEPA) and an aromatic diamine.Type: GrantFiled: May 18, 2004Date of Patent: May 9, 2006Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: David B. Curliss, Jason E. Lincoln, Katie E. Thorp
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Patent number: 7041773Abstract: Polyimide sulfone resins are provided with a glass transition temperature of from 200–350° C., residual volatile species concentration of less than 500 ppm and a total reactive end group concentration of less than about 120 milliequivalents/kilogram resin. The resins have high heat capability and good melt stability. Methods to prepare the said resins and articles made from the resins are also provided.Type: GrantFiled: September 26, 2003Date of Patent: May 9, 2006Assignee: General Electric CompanyInventors: Robert R Gallucci, Roy Ray Odle
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Patent number: 7026436Abstract: The present invention relates to a polyimide adhesive composition having a polyimide derived from an aromatic dianhydride and a diamine component, where the diamine component is preferably about 50 to 90 mole % of an aliphatic diamine and about 10 to 50 mole % of an aromatic diamine. In one embodiment, the aliphatic diamine has the structural formula H2N—R—NH2 wherein R is hydrocarbon from C4 to C16 and the polyimide adhesive has a glass transition temperature in the range of from 150° C. to 200° C. The present invention also relates to compositions comprising the polyimide adhesive of the present invention, including polyimide metal-clad laminate useful as flexible circuit when metal traces are formed out of the metal used in flexible, rigid, or flex-rigid circuit applications.Type: GrantFiled: November 26, 2002Date of Patent: April 11, 2006Assignee: E.I. du Pont de Nemours and CompanyInventor: Kuppusamy Kanakarajan
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Patent number: 7022809Abstract: The present invention relates to novel polyimides derived from 6FDA and from 3,3-dihydroxy-4,4?-diaminobiphenyl and novel polyimides derived from PMDA and from Bis-AP-AF, having alkyl, arylalkyl, heteroarylalkyl, (cycloalkyl)alkyl, fluoroalkyl or siloxane side groups. The present invention also relates to a method of producing nematic liquid-crystal devices, which comprises the steps consisting in: depositing one of the polyimides according to the invention on a substrate; annealing the polyimide in one or more steps; and defining an azimuthal orientation of the polyimide coating.Type: GrantFiled: May 30, 2002Date of Patent: April 4, 2006Assignee: NemopticInventors: Sandrine Lamarque, Jean-Claude Dubois, Didier Gallaire
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Patent number: 7019103Abstract: A terminal-crosslinkable polyamic acid oligomer having 1) heat resistance indicated by Tg of 300° C. or more and a pyrolysis temperature of 500° C. or more, 2) toughness, and 3) capability of allowing an increase in concentration. The polyamic acid oligomer is obtained by reacting an aromatic tetracarboxylic dianhydride including 2,2?,3,3?-biphenyltetracarboxylic dianhydride, an aromatic diamine compound, and a reactive crosslinking agent including an amino group or acid anhydride group and a crosslinkable group in the molecule, and includes a crosslinkable group at the molecular terminal.Type: GrantFiled: May 5, 2004Date of Patent: March 28, 2006Assignees: JSR Corporation, Ube Industries, Ltd.Inventors: Rikio Yokota, Kohei Goto, Hideki Ozawa
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Patent number: 7015304Abstract: This invention relates to the composition and a solvent-free process for preparing novel imide oligomers and polymers specifically formulated with effective amounts of a dianhydride such as 2,3,3?,4-biphenyltetra carboxylic dianydride (a-BPDA), at least one aromatic diamine and an endcapped of 4-phenylethynylphthalic anhydride (PEPA) or nadic anhydride to produce imide oligomers that possess a low-melt viscosity of 1–60 poise at 260–280° C. When the imide oligomer melt is cured at about 371° C. in a press or autoclave under 100–500 psi, the melt resulted in a thermoset polyimide having a glass transition temperature (Tg) equal to and above 310° C. A novel feature of this process is that the monomers; namely the dianhydrides, diamines and the endcaps, are melt processable to form imide oligomers at temperatures ranging between 232–280° C. (450–535° F.) without any solvent.Type: GrantFiled: July 23, 2004Date of Patent: March 21, 2006Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: Chun-Hua Chuang
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Patent number: 6998464Abstract: The present invention relates to a method of preparing a solution of a polymer comprising recurring azole units, which comprises dissolving a sufficiently dried polymer comprising recurring azole units of the formula where the radicals Ar, Ar1 and Ar2 are tetravalent, divalent or trivalent aromatic or heteroaromatic groups and the radicals X, which are identical within a repeating unit, are each an oxygen atom, a sulfur atom or an amino group bearing a hydrogen atom, a group having 1–20 carbon atoms, preferably a branched or unbranched alkyl or alkoxy group, or an aryl group as further radical, in N,N-dimethylacetamide having a sufficiently low water content at a temperature above room temperature under an inert gas atmosphere, wherein a sufficiently dried polymer comprising recurring azole units of the formula (1) or (2) of which 90% by weight based on the total weight of the polymer comprising recurring azole units has a particle size of less than 1 mm is used.Type: GrantFiled: October 20, 2001Date of Patent: February 14, 2006Assignee: PEMEAS GmbHInventors: Thomas Guth, Jürgen Pawlik, Reiner Tiefenstädter, Peter Brendel, Frauke Jordt
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Patent number: RE43880Abstract: This invention relates to the composition and a solvent-free process for preparing novel imide oligomers and polymers specifically formulated with effective amounts of a dianhydride such as 2,3,3?,4-biphenyltetra carboxylic dianydride (a-BPDA), at least one aromatic diamine and an endcapped of 4-phenylethynylphthalic anhydride (PEPA) or nadic anhydride to produce imide oligomers that possess a low-melt viscosity of 1-60 poise at 260-280° C. When the imide oligomer melt is cured at about 371° C. in a press or autoclave under 100-500 psi, the melt resulted in a thermoset polyimide having a glass transition temperature (Tg) equal to and above 310° C. A novel feature of this process is that the monomers; namely the dianhydrides, diamines and the endcaps, are melt processable to form imide oligomers at temperatures ranging between 232-280° C. (450-535° F.) without any solvent.Type: GrantFiled: May 8, 2006Date of Patent: December 25, 2012Assignee: The United States of America as Represented by the Administrator of National Aeronautics and Space AdministrationInventor: Chun-Hua Chuang