Two Of The Cyclos Share At Least Three Ring Members (i.e., Bridged) Patents (Class 549/237)
  • Patent number: 11725014
    Abstract: The invention is directed to a process for the continuous preparation of a cycloadduct product from the reaction of a furanic with a dienophile, comprising heating a first liquid feed stream comprising the dienophile and a solvent in which the dienophile is dissolved; providing a second liquid feed stream comprising the furanic; leading the first liquid feed stream and the second liquid feed stream into a continuous reactor to produce a product solution stream comprising the cycloadduct product; and leading the product solution stream to an product isolation zone to produce an isolated cycloadduct product. A further aspect of the invention is an apparatus for carrying out this reaction.
    Type: Grant
    Filed: October 3, 2018
    Date of Patent: August 15, 2023
    Assignee: Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO
    Inventors: Marc Crockatt, Leonard Ferdinand Gerard Geers, Johan Urbanus, Rudolf Gijsbertus Van Someren, Jan Cornelis Van Der Waal
  • Patent number: 10328423
    Abstract: The invention relates to perfluoroalkyl group-containing bismuth compounds as Lewis acid catalysts, to specific compounds, and to the method for the production thereof.
    Type: Grant
    Filed: September 16, 2016
    Date of Patent: June 25, 2019
    Assignee: MERCK PATENT GMBH
    Inventors: Berthold Theo Hoge, Sven Joerg-Ruediger August Solyntjes, Anne Julia Bader, Nikolai Ignatiev
  • Publication number: 20150086753
    Abstract: A norbornane-2-spiro-?-cycloalkanone-??-spiro-2?-norbornane-5,5?,6,6?-tetracarboxylic dianhydride represented by the following general formula (1): wherein the formula (1), n represents an integer of 0 to 12, and R1s, R2, R3 each independently represents a hydrogen atom or the like.
    Type: Application
    Filed: June 12, 2014
    Publication date: March 26, 2015
    Applicant: JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Toshihiko MATSUMOTO, Shinichi KOMATSU
  • Publication number: 20140234759
    Abstract: According to one embodiment, there is provided an actinic ray- or radiation-sensitive resin composition containing (A) a resin containing a repeating unit represented by general formula (1) below and a repeating unit that is decomposed by an action of an acid to generate an alkali-soluble group, and (B) a compound that generates the acid when exposed to actinic rays or radiation, where L represents a bivalent connecting group, R1 represents a hydrogen atom or an alkyl group, and Z represents a cyclic acid anhydride structure.
    Type: Application
    Filed: March 28, 2014
    Publication date: August 21, 2014
    Applicant: FUJIFILM Corporation
    Inventors: Shohei KATAOKA, Akinori SHIBUYA, Junichi ITO, Tomoki MATSUDA, Toshiaki FUKUHARA, Naohiro TANGO, Kaoru IWATO, Masahiro YOSHIDOME, Shinichi SUGIYAMA, Yoko TOKUGAWA
  • Publication number: 20130324688
    Abstract: The preparation of cyclohexadienes from one or more plant oils is disclosed. The cyclohexadiene can be used to form polymers or derivatized to form other monomers that can be used to form polymeric materials.
    Type: Application
    Filed: April 9, 2013
    Publication date: December 5, 2013
    Inventor: Robert T. MATHERS
  • Patent number: 8524921
    Abstract: The invention relates to a tetracarboxylic dianhydride represented by the following formula (1). [In formula (1) R1, R2, R3 and R4 each independently represent an alkyl group having from 1 to 5 carbon atoms, m represents a number from 1 to 30, all of the silicon atoms bonding to the norbornane rings are in an exo-configuration with respect to the norbornane rings, and all of the dicarboxylic anhydride groups bonding to the norbornane rings are in an exo-configuration with respect to the norbornane rings.
    Type: Grant
    Filed: December 8, 2009
    Date of Patent: September 3, 2013
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Tooru Kikuchi, Hayato Kotani, Katsuyuki Masuda, Toshihiko Takasaki
  • Publication number: 20130079490
    Abstract: A norbornane-2-spiro-?-cycloalkanone-??-spiro-2?-norbornane-5,5?,6,6?-tetracarboxylic dianhydride represented by the following general formula (1): [in the formula (1), n represents an integer of 0 to 12, and R1s, R2, R3 each independently represents a hydrogen atom or the like].
    Type: Application
    Filed: February 9, 2011
    Publication date: March 28, 2013
    Applicants: TOKYO POLYTECHNIC UNIVERSITY, JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Toshihiko Matsumoto, Shinichi Komatsu
  • Patent number: 7700802
    Abstract: A method of efficiently extracting a high-purity stereoisomer from a mixture comprising the endo isomer and the exo isomer of a dicarboxylic acid having a norbornene or norbornane structure, or a derivative thereof. The present invention relates to a method of separating the endo isomer and the exo isomer of a dicarboxylic acid represented by a general formula (1) or (2) or a derivative thereof, and includes the step of stirring and mixing a mixture comprising mainly the endo isomer of the dicarboxylic acid represented by the general formula (1) or (2) or a derivative thereof, and the exo isomer of the dicarboxylic acid represented by the general formula (1) or (2) or a derivative thereof, with a basic compound and a solvent. (wherein, R1 to R8 represent a hydrogen atom, methyl group, ethyl group, or butyl group), (wherein, R?1 to R?10 represent a hydrogen atom, methyl group, ethyl group, or butyl group).
    Type: Grant
    Filed: September 3, 2004
    Date of Patent: April 20, 2010
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Toru Suzuki, Tetsuo Yamanaka
  • Publication number: 20090258321
    Abstract: The present invention relates to a light absorbent for organic anti-reflection coating formation, and an organic anti-reflection film composition containing the same.
    Type: Application
    Filed: June 13, 2008
    Publication date: October 15, 2009
    Applicant: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Joo-Hyeon Park, Ji-Young Kim, Jun-Ho Lee
  • Publication number: 20090182114
    Abstract: Disclosed is a novel tetracarboxylic acid compound having excellent characteristics such as high transparency, low dielectric property, low water absorption, low thermal expansion, solvent solubility and etching characteristics, while exhibiting high heat resistance at the same time. This tetracarboxylic acid compound is useful as a raw material monomer for producing a polyesterimide or a polyamideimide. Specifically disclosed is a tetracarboxylic acid compound represented by the general formula (1) or (2) below. In the formulae, A represents a divalent group; X1, X2 and X3 respectively represent a hydrogen atom or the like; R1, R2, R3 and R4 respectively represent a carboxyl group or an acid anhydride group; n represents 1 or 2; and ring B represents a cyclic group.
    Type: Application
    Filed: November 14, 2006
    Publication date: July 16, 2009
    Inventors: Haruhiko Kusaka, Yuji Ohgomori, Masashi Yamanashi
  • Patent number: 5505931
    Abstract: Novel compounds, their preparation and their use as bifunctional acid-labile crosslinking agents which are cleavable in an acid environment at a pH of below about 5.0 allowing for the controlled release of nucleophilic groups attached thereto are disclosed.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: April 9, 1996
    Assignee: The Dow Chemical Company
    Inventor: James R. Pribish
  • Patent number: 5198554
    Abstract: A novel compound 5-(2,4-dioxotetrahydro-3-furanylmethyl)norbornane-2,3-dicarboxylic acid anhydride has been provided. The compound is prepared by hydrogenating 5-(2,4-dioxotetrahydro-3-furanylmethyl)-5-norbornene-2,3-di-carboxylic acid anhydride. The compound may be used as a hardening agent for epoxy resins, a raw material of producing polyimides, polyamides and polyesters, and a raw material for a plasticizer for vinyl chloride polymers.
    Type: Grant
    Filed: January 9, 1992
    Date of Patent: March 30, 1993
    Assignee: Tonen Corporation
    Inventors: Hiroyuki Inagaki, Hiroshi Furukawa, Takayoshi Kimura, Hiroshi Ueno
  • Patent number: 5149831
    Abstract: Methylnorbornene dicarboxylic anhydride is produced from a C.sub.6 -C.sub.7 fraction containing 5-methylcyclopentadiene by carrying out the reaction in the presence of a maleic anhydride and a protonic acid at a temperature of 0.degree.-50.degree.C., whereby the 5-methylcyclopentadiene is isomerized to 1-MCPD and 2-MCPD which undergo a Diels-Alder reaction to form methylnorbornene dicarboxylic anhydride.
    Type: Grant
    Filed: March 19, 1991
    Date of Patent: September 22, 1992
    Assignee: Tonen Corporation
    Inventors: Hiroshi Furukawa, Hiroyuki Inagaki, Masaharu Ishii, Hiroshi Ueno
  • Patent number: 5118819
    Abstract: A process for the preparation of a carene-dienophile diadduct in high yield is provided. Delta-3-carene is reacted with a Diels-Adler dienophile, preferably maleic anhydride, at a dienophile:carene molar ratio of at least 1.5:1 and a temperature of at least 150.degree. C. The diadduct produced by the reaction of delta-3-carene and a Diels Alder dienophile, preferably maleic anhydride, is useful as a curing agent in epoxy resin systems.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: June 2, 1992
    Assignee: Union Camp Corporation
    Inventors: David W. Parker, Walter C. Frank
  • Patent number: 5041561
    Abstract: Diadducts of gamma-terpinene and Diels-Alder dienophiles are prepared in high yield by contacting dienophile and gamma-terpinene in a preferred molar ratio of at least about 2:1 at elevated temperatures. The resulting reaction product generally comprises at least about 80% diadducts and no more than about 20% monoadducts. Preferred dienophiles include maleic anhydride.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: August 20, 1991
    Assignee: Union Camp Corporation
    Inventor: David W. Parker
  • Patent number: 4946969
    Abstract: Diadducts of gamma-terpinene and Diels-Alder dienophiles are prepared in high yield by contacting dienophile and gamma-terpinene in a preferred molar ratio of at least about 2:1 at elevated temperatures. The resulting reaction product generally comprises at least about 80% diadducts and no more than about 20% monoadducts. Preferred dienophiles include maleic anhydride.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: August 7, 1990
    Assignee: Union Camp Corporation
    Inventor: David W. Parker
  • Patent number: 4822878
    Abstract: Novel chromophor derivatives of cyclic anhydrides are provided which have the ability to react with a variety of organic substrates forming adducts which are useful in analytical techniques for the detection and measurement of biological compounds.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: April 18, 1989
    Assignee: Viomedics, Inc.
    Inventor: Spyros Theodoropulos
  • Patent number: 4661630
    Abstract: Described herein are novel carboxylic acid amide compounds or carboximide compounds represented by the general formula: ##STR1## wherein Z represents either the monoamido radical of an aromatic or cycloaliphatic ortho dicarboxylic acid or the amide of the corresponding anhydride, and their pharmaceutically acceptable salts; processes for the production thereof; and medicines containing the same. The novel compounds are useful as treating, preventing and improving agents for diseases attended with cerebral dysfunction as well as various symptoms caused by the said diseases.
    Type: Grant
    Filed: December 2, 1985
    Date of Patent: April 28, 1987
    Assignee: Eisai Co., Ltd.
    Inventors: Yasuji Harigaya, Hiroo Ogura, Mitsuo Mihara, Motosuke Yamanaka, Kiyomi Yamatsu
  • Patent number: 4634755
    Abstract: A method is provided for making norbornane anhydride substituted organosiloxane by equilibrating norbornane anhydride organosiloxane with cyclopolydiorganosiloxane, organopolysiloxane and mixtures thereof under neat conditions in the presence of an acidic equilibration catalyst followed by quenching the resulting mixture with a silazane and thereafter devolatilizing the resulting equilibrated product.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: January 6, 1987
    Assignee: General Electric Company
    Inventors: John E. Hallgren, Diane V. Brezniak
  • Patent number: 4598135
    Abstract: A method is provided for making norbornane anhydride substituted organosiloxane by equilibrating norbornane anhydride organosiloxane with cyclopolydiorganosiloxane, organopolysiloxane and mixtures thereof under neat conditions. A reduction in the amount of cyclopolydiorganosiloxane generated in the mixture is realized compared to solvent equilibration procedures.
    Type: Grant
    Filed: October 31, 1985
    Date of Patent: July 1, 1986
    Assignee: General Electric Company
    Inventor: Mark A. Buese
  • Patent number: 4515640
    Abstract: Fluoroaliphatic-thio,-sulfinyl and -sulfonyl substituted bicycloaliphatic amic acid amine salts of the formula: ##STR1## where R.sub.f is perfluoroalkyl, R' is alkylene optionally interrupted by --O--, --S-- or ##STR2## where R.sub.a is hydrogen or alkyl, Y is lower alkylene or --O--, n is 0-2, R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, hydroxy lower alkyl or together with the nitrogen to which they are attached, represented morpholino, R.sub.3, R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or hydroxy lower alkyl, R.sub.6 is lower alkyl, carboxy lower alkyl, sulfo lower alkyl, hydroxy lower alkyl, benzyl or together with R.sub.5 and the nitrogen to which they are attached represent morpholino, and R is hydrogen or methyl are provided. These salts applied in the form of aqueous solutions, dispersions or emulsions are useful in rendering cellulosic and natural and synthetic polyamide materials oil and water repellent.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: May 7, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Jurgen Kaschig, Eduard K. Kleiner, Karl F. Mueller, Thomas W. Cooke
  • Patent number: 4410686
    Abstract: Polyesteramides modified by having at least one terminal norbornene radical have improved physical and chemical properties, such as enhanced corrosion resistance, electrical properties, and heat stability. The modified polyesteramides are prepared by a process of reacting a dicarboxylic acid, a diamine, a polyol and a norbornene compound.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: October 18, 1983
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., James C. Uroda
  • Patent number: 4409371
    Abstract: Dicyclopentadiene modified polyesteramides containing endomethylenetetrahydrophthalyl functionality within the esteramide chain show improved reactivity during cure. The process for preparing the modified polyesteramides provides for improved hydrocarbon modifier efficiency.
    Type: Grant
    Filed: April 8, 1982
    Date of Patent: October 11, 1983
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4381396
    Abstract: Silylnorbornane anhydrides are provided by effecting reaction between a silicon hydride and a norbornene carboxylic acid anhydride in the presence of a platinum catalyst. The resulting silicon functionalized norbornane monoanhydrides or dianhydrides can be used to synthesize a variety of tough organosilicon polyimide copolymers and polydiorganosiloxane polyimide block polymers.
    Type: Grant
    Filed: July 7, 1982
    Date of Patent: April 26, 1983
    Assignee: General Electric Company
    Inventor: Hong-Son Ryang
  • Patent number: 4358582
    Abstract: Novel polyimides and molding compositions are prepared from novel tricyclo[4.2.1.0.sup.2,5 ] nonane-3,4 dimethyl-3,4,7,8-tetracarboxylic acid dianhydride. The dianhydride is useful for the manufacture of polyimides which are useful as engineering plastics.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Tayseer S. Nimry, Ellis K. Fields