Tricyclo Ring System Patents (Class 568/733)
  • Patent number: 10787416
    Abstract: Stable crystalline Form I and Form II of compound (I) and methods for preparation thereof are provided, which present advantages in storage, formulation, shipment and handling for commercial considerations.
    Type: Grant
    Filed: May 7, 2020
    Date of Patent: September 29, 2020
    Assignee: CHIROGATE INTERNATIONAL INC.
    Inventors: Shih-Yi Wei, Jian-Bang Jheng
  • Publication number: 20150017227
    Abstract: Disclosed are methods and compositions for treating skin diseases or conditions with a composition containing a lipid component as an active ingredient.
    Type: Application
    Filed: July 11, 2014
    Publication date: January 15, 2015
    Inventors: Byung Eui Kim, Donald Y.M. Leung
  • Publication number: 20140299864
    Abstract: A polymer, a luminescent material, and the likes are provided, wherein a film can be formed by a wet film-forming method, the film formed has a high stability, and is capable of being laminated with other layers by a wet film-forming method or another method, which are less decrease in charge transportation efficiency or luminescent efficiency, and attain an excellent driving stability. The polymer has a thermally dissociable and soluble group.
    Type: Application
    Filed: June 20, 2014
    Publication date: October 9, 2014
    Applicant: Mitsubishi Chemical Corporation
    Inventors: Toshiyuki URANO, Masayoshi Yabe, Koichiro IIDA, Kumiko Takenouchi
  • Patent number: 8658837
    Abstract: Novel processes for preparing optically active cyclopentanones 1 which are useful for the preparation of benzindene Prostaglandins and novel cyclopentanones are provided. The invention also provides novel processes of preparing benzindene Prostaglandins and novel intermediates for benzindene Prostaglandins.
    Type: Grant
    Filed: July 30, 2013
    Date of Patent: February 25, 2014
    Assignee: Chirogate International Inc.
    Inventors: Shih-Yi Wei, Min-Kuan Hsu, Ming-Kun Hsu
  • Publication number: 20130317245
    Abstract: Novel processes for preparing optically active cyclopentanones 1 which are useful for the preparation of benzindene Prostaglandins and novel cyclopentanones are provided. The invention also provides novel processes of preparing benzindene Prostaglandins and novel intermediates for benzindene Prostaglandins.
    Type: Application
    Filed: July 30, 2013
    Publication date: November 28, 2013
    Applicant: CHIROGATE INTERNATIONAL INC.
    Inventors: Shih-Yi WEI, Min-Kuan HSU, Ming-Kun HSU
  • Patent number: 8524939
    Abstract: Novel processes for preparing optically active cyclopentanones 1 which are useful for the preparation of benzindene Prostaglandins and novel cyclopentanones are provided. The invention also provides novel processes of preparing benzindene Prostaglandins and novel intermediates for benzindene Prostaglandins.
    Type: Grant
    Filed: August 24, 2011
    Date of Patent: September 3, 2013
    Assignee: Chirogate International Inc.
    Inventors: Shih-Yi Wei, Min-Kuan Hsu, Ming-Kun Hsu
  • Publication number: 20130053581
    Abstract: Novel processes for preparing optically active cyclopentanones 1 which are useful for the preparation of benzindene Prostaglandins and novel cyclopentanones are provided. The invention also provides novel processes of preparing benzindene Prostaglandins and novel intermediates for benzindene Prostaglandins.
    Type: Application
    Filed: August 24, 2011
    Publication date: February 28, 2013
    Inventors: Shih-Yi WEI, Min-Kuan Hsu, Ming-Kun Hsu
  • Publication number: 20120172339
    Abstract: Novel resorcinol derivatives and methods of preparation and use are presented. These compounds can stimulate angiogenesis as a biological function triggered by the activation of one cannabinoid receptor distinct from CB1 and CB2. Thus, these compounds are specific ligands for one cannabinoid receptor distinct from CB1 and CB2. The invented compounds, when administered in a therapeutically effective amount to an individual or animal, results in a sufficiently high level of that compound in the individual or animal to cause a physiological response. The physiological response may be useful to treat a number of physiological conditions.
    Type: Application
    Filed: July 9, 2010
    Publication date: July 5, 2012
    Applicant: Northeastern University
    Inventors: Alexandros Makriyannis, Spyridon P. Nikas, Shariku O. Alapafuja
  • Patent number: 8173351
    Abstract: A compound shown by the following formula (1) can be used as a material for a radiation-sensitive composition capable of forming a resist film which effectively responds to electron beams or the like, exhibits low roughness, and can form a high precision minute pattern in a stable manner.
    Type: Grant
    Filed: January 8, 2008
    Date of Patent: May 8, 2012
    Assignee: JSR Corporation
    Inventors: Daisuke Shimizu, Ken Maruyama, Toshiyuki Kai, Tsutomu Shimokawa
  • Patent number: 7932014
    Abstract: A photosensitive compound has two or more structural units, in a molecule, represented by the following general formula (1): wherein R1 to R8 are selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an acetoxy group, a phenyl group, a naphthyl group, and an alkyl group in which some or all of the hydrogen atoms are optionally replaced by fluorine atoms; R9 is a hydrogen atom or a hydroxyl group; X is a substituted or unsubstituted phenylene group or a substituted or unsubstituted naphthalene group; and Y is an oxygen atom or a single bond.
    Type: Grant
    Filed: February 14, 2008
    Date of Patent: April 26, 2011
    Assignee: Canon Kabushiki Kaisha
    Inventor: Toshiki Ito
  • Publication number: 20100217036
    Abstract: Novel catalytic processes for the production of carnosol from carnosic acid are presented. The carnosic acid may be in pure form, in an impure form, part of a plant extract, or may be present in rosemary needles. The catalyst may be iron, iron salts, a minor amount of water, rosemary needles, or a mixture thereof.
    Type: Application
    Filed: September 30, 2008
    Publication date: August 26, 2010
    Inventor: Christof Wehrli
  • Patent number: 7678876
    Abstract: Hydroxy-aromatic compounds of formula (I) are provided: wherein at least one of the set consisting of R1, R3, and R5 is a group of formula (II); any remaining one or two of the set consisting of R1, R3, and R5 being H, OH, a C1-C12 alkyl group or an oligomeric or polymeric system; R2 and R4 are H, OH, a C1-C12 alkyl group or an oligomeric or polymeric system; wherein formula (II) is the following group: wherein EWG is an electron-withdrawing group.
    Type: Grant
    Filed: December 1, 2005
    Date of Patent: March 16, 2010
    Assignee: DSM IP Assets B.V.
    Inventors: Rudolfus A T M Van Benthem, Renier H M Kierkels
  • Publication number: 20100056663
    Abstract: The present invention is an adamantane derivative which provides optical characteristics such as transparency, (long term) light resistance and the like, long term heat resistance, electric characteristics such as dielectric constant and the like, and good mechanical properties; a production method thereof; and a resin composition containing the above-mentioned adamantane derivative that is an adamantane derivative represented by general formulae (I) to (III); for example, a production method of an adamantane derivative represented by the general formula (III) by reacting an adamantane derivative represented by the general formula (II) with acrylates, a resin composition containing an adamantane derivative represented by the general formula (II) and an epoxy resin curing agent, and a resin composition containing an adamantane derivative represented by the general formula (III) and a thermopolymerization initiator or a photopolymerization initiator.
    Type: Application
    Filed: November 21, 2007
    Publication date: March 4, 2010
    Applicant: IDEMITSU KOSAN CO., LTD.
    Inventors: Katsuki Ito, Yasunari Okada, Hideki Yamane, Akio Kojima
  • Publication number: 20090099251
    Abstract: The present invention refers to tricyclic diterpenes and their derivatives of the formulae (I) and (II), wherein R1 is hydrogen or C1-6-alkyl; R2 is hydroxy, C3-5-acyloxy, hydroxymethyl, 1,3-dihydroxypropyl or C1-6-alkyl; R3 and R4 independently from each other are hydrogen, hydroxy, hydroxymethyl, C1-5-acyloxy or C1-6-alkoxy; R5 is C1-6-alkyl, hydroxymethyl carboxy or methoxycarbonyl; R9 is hydrogen, hydroxymethyl, methoxy, oxo or C1-5-acyloxy; R10 is hydrogen, or R5 and R9 taken together are —CH2—O— or —O—CH2—; or R5 and R10 taken together are —CO—O—, —O—CO—, —CH2—O— or —O—CH2—; R6 is hydrogen, or R5 and R6 together form a bond; R7 and R8 independently from each other are C1-6-alkyl, carboxy, x-hydroxy-Cx-alkyl (with x being an integer from 1 to 6), or C1-6-alkoxycarbonyl with the proviso that at least one of R7 and R8 is C1-6-alkyl; R11 and R12 are both hydrogen or R11 and R12 together are oxo, with the further proviso for formula (I) that if R2 is hydroxy R1 is C1-6-alkyl, for use as medicaments for the t
    Type: Application
    Filed: November 22, 2007
    Publication date: April 16, 2009
    Inventors: Antoine De Saizieu, Ann Fowler, Regina Goralczyk, Claus Kilpert, Goede Schueler, Christof Wehrli
  • Patent number: 7135502
    Abstract: The invention relates to the use of compounds of formula (I): wherein X is —C(O)—, —C(S)—, —C?NOH, or —CH(R7)— wherein R7 is hydrogen, hydroxy, C1-7alkoxy, —OR8 or —NR8R9 (wherein R8 is a group —Y1R10 (wherein Y1 is a direct bond, —C(O)—, —C(S)—, —S—, —C(O)O, —C(O)NR11—, —SO2— or —SO2NR12— (wherein R11 and R12, which may be the same or different, each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl) and R10 is as defined herein, and R9 includes hydrogen; R1, R2 and R3 are as defined herein and are preferably methyl; R4, R5 and R6 are as defined herein with the proviso that R5 is not hydroxy, alkoxy, substituted alkoxy, —OPO3H2, —O—C1-7alkanoyl or benzyloxy; and salts thereof in the manufacture of a medicament for use in the production of a vascular damaging effect in warm-blooded animals such as humans.
    Type: Grant
    Filed: December 24, 1999
    Date of Patent: November 14, 2006
    Assignee: Angiogene Pharmaceuticals Ltd.
    Inventors: Peter D Davis, Jean-Claude Arnould, Francis T Boyle
  • Patent number: 7087599
    Abstract: The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restinosis, gynacomastia, vascular smooth muscle cell proliferation, obesity, incontinence, and cancer, in particular of the breast, uterus and prostate.
    Type: Grant
    Filed: February 14, 2001
    Date of Patent: August 8, 2006
    Assignee: Merck & Co., Inc.
    Inventors: Dann LeRoy Parker, Jr., Ronald W. Ratcliffe, Robert R. Wilkening, Kenneth J. Wildonger
  • Publication number: 20040082819
    Abstract: A process is provided for the purification of 4,4′-(9-fluorenylidene)diallylphenol. With an inclusion-compound-forming solvent which contains an inclusion-compound-forming compound capable of forming an inclusion compound with 4,4′-(9-fluorenylidene) diallylphenol, crude 4,4′-(9-fluorenylidene)diallylphenol is dissolved to form the inclusion compound in the form of a solution. The inclusion compound is then caused to deposit, for example, by charging the solution of the inclusion compound into a poor solvent for the inclusion compound, for example, an aliphatic hydrocarbon solvent such as n-hexane, n-heptane, cyclohexane or a mixture thereof.
    Type: Application
    Filed: October 15, 2003
    Publication date: April 29, 2004
    Applicant: JFE CHEMICAL CORPORATION
    Inventors: Hiroaki Mori, Shigeki Inatomi
  • Patent number: 6723870
    Abstract: Disclosed is a method for producing anthracene of formula (II) below by mixing a reaction mixture with a primary alcohol, wherein the reaction mixture is a reaction mixture obtained by reacting a metal hydride with an anthraquinone of formula (I):
    Type: Grant
    Filed: September 24, 2002
    Date of Patent: April 20, 2004
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Kamikawa, Junji Morimoto
  • Publication number: 20040014808
    Abstract: Incubations with Nocardia sp., NRRL 5646 were conducted to produce new derivatives of the abietane-diterpene chemoprotectant and antioxidant, carnosic acid. Reduction of the C-20 carboxylic acid functional group followed by methylation at the C-12 phenol afforded the novel compound 11,20-dihydroxy-12-methoxy-abiet-8,11,13-triene. Oxidative cyclization of carnosic acid to carnosol followed by dihydroxylation at the isopropyl moiety afforded the novel compound 11,12,16,17-tetrahydroxy-7-10-(epoxymethano)-abiet-8,11,13-triene-20-one. The metabolites are new carnosic acid derivatives whose structures were confirmed by mass spectrometry and NMR spectroscopic analysis. The radical quenching properties of the new metabolites using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging assay showed activities improved over that of mixed tocopherols and carnosic acid.
    Type: Application
    Filed: April 8, 2003
    Publication date: January 22, 2004
    Inventors: John P.N. Rosazza, Mohammed Hosny, Holly Ann Johnson
  • Publication number: 20030069443
    Abstract: Disclosed is a method for producing anthracene of formula (II) below by mixing a reaction mixture with a primary alcohol, wherein the reaction mixture is a reaction mixture obtained by reacting a metal hydride with an anthraquinone of formula (I): 1
    Type: Application
    Filed: September 24, 2002
    Publication date: April 10, 2003
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Takashi Kamikawa, Junji Morimoto
  • Patent number: 6444860
    Abstract: The invention relates to novel naphthopyran- and phenanthropyran-type compounds having a carbobicycle annelated in 5,6- position. These compounds have formula (I) given below: These compounds (I) have interesting photochromic properties. The invention also relates to their preparation, to their applications as photochromes, as well as to the compositions and (co)polymer matrices containing them.
    Type: Grant
    Filed: December 29, 2000
    Date of Patent: September 3, 2002
    Assignee: Corning S.A.
    Inventors: You-Ping Chan, Patrick Jean
  • Patent number: 6423877
    Abstract: The present invention is directed to a new synthetic route to pseudopterosin aglycone (3): a key intermediate for the synthesis of a group of antiinflammatory natural products including pseudopterosin A (1) and E (2). The pathway of synthesis starts with the abundant and inexpensive (S)-(−)-limonene and its long-known cyclic hydroboration product (4) and leads to the chiral hydroxy ketone (6). Conversion of (6) to (10) followed by a novel aromatic annulation produced (15) which underwent highly diastereoselective cyclization to afford the protected pseudopterosin aglycone (16). The naturally occurring pseudopterosins such as (1) and (2) are readily available from this key intermediate.
    Type: Grant
    Filed: November 15, 2000
    Date of Patent: July 23, 2002
    Assignee: President and Fellows of Harvard College
    Inventor: Elias J. Corey
  • Patent number: 6423753
    Abstract: Colchinol derivatives of formula wherein R1, R2, R3 and R6 are each independently H, optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, alkanoyl, PO3H2; X is carbonyl (CO), thiocarbonyl (CS), methylene (CH2) or a group CHR4; R4 is OH, O-alkyl or NR8R9; R5 and R7 are each independently H, alkyl, halogen, hydroxy, alkoxy, nitro or amino; R8 is H, optionally substituted alkyl, cycloalkyl, alkanoyl, thioalkanoyl, aryl, heteroaryl, arylcarbonyl, heteroarylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl, alkylsulphonyl, arylsulphonyl, aminosulphonyl, alkylaminosulphonyl, dialkylaminosulphonyl or arylaminosulphonyl; and R9 is H, alkyl or cycloalkyl; and the pharmaceutically acceptable salts, solvates, and hydrates thereof have been found to be useful for treatment of diseases involving angiogenesis. Some of these compounds are novel. Particularly preferred are those compounds in which R6 is PO3H2.
    Type: Grant
    Filed: January 5, 2000
    Date of Patent: July 23, 2002
    Assignee: Angiogene Pharmaceuticals Ltd.
    Inventor: Graeme Dougherty
  • Patent number: 6395904
    Abstract: The subject invention provides a binuclear metal complex having structure (I) wherein M1, and M2 are independently selected from the group consisting of Fe, Co, Mn and Ru; wherein m and n are independently +2 or +3; wherein R1, R2, R3, R4, R5 and R6 are independently a linear C1-C6 alkyl, C5-C6 cycloalkyl, phenyl, etc.; wherein (i) R1 and R2, (ii) R3 and R4, or (iii) R5 and R6 independently and optionally are linked covalently and together with the respective adjoining C atom comprise a spirocyclic ring; wherein i, j and k are integers such that 2≦i+j+k≦4; wherein p is 1 or 2, and q is 0, 1 or 2 such that m+n−4=p×q; wherein (i) R1 or R2 and R3 or R4, (ii) R3 or R4 and R4 or R5, or (iii) R1 or R2 and R5 or R6 independently and optionally are linked covalently and together with the respective adjoining C atoms comprise a fused ring; wherein Ar is 1,2-phenylene, 1,2- or 2,3-naphthylene, etc.
    Type: Grant
    Filed: June 6, 2000
    Date of Patent: May 28, 2002
    Assignee: Yale University
    Inventors: John P. Caradonna, Subhasish Mukerjee, Adonis Stassinopoulos
  • Publication number: 20010039365
    Abstract: A method and composition are disclosed for the hydroxylation of aromatic substrates in the presence of oxygen, hydrogen, and a catalyst. In a preferred embodiment, benzene is oxidized to phenol in the presence of oxygen, a vanadium catalyst, and hydrogen. The method is economical, safe, and amenable to commercial scale-up.
    Type: Application
    Filed: January 16, 2001
    Publication date: November 8, 2001
    Inventor: Terence Michael Barnhart
  • Patent number: 6291723
    Abstract: A catalyst composition comprising trifluoromethanesulfonic acid (also referred to as triflic acid) and a sufficient quantity of a substance (also referred to as a retarder) to decrease but not eliminate the catalytic activity of the acid is disclosed. Also disclosed, is a method and composition for condensing a hydroxyaryl with a diene by use of the catalyst composition. The method is capable of producing condensates having: a mole ratio of 1 mole of the diene to one mole of the hydroxyaryl; one mole of diene to two moles of the hydroxyaryl as well as higher molecular weight products such as resins by changes in temperature, time of reaction, type and quantity of retarder and other variables.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: September 18, 2001
    Assignee: Borden Chemical, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 5945561
    Abstract: Certain novel substituted (5,6)-dihydroanthracenyl compounds of the general formula ##STR1## wherein A, n, p, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are as defined in the specification exhibit retinoid-like properties and are particularly useful in the prevention of post-surgical adhesions.
    Type: Grant
    Filed: April 24, 1998
    Date of Patent: August 31, 1999
    Assignee: Bristol-Myers Squibb Company
    Inventors: John E. Starrett, Jr., Kenneth M. Tramposch, Xina Nair, Peter R. Reczek, Anna Ericsson, Anne Marinier, Alain Martel, Fred C. Zusi
  • Patent number: 5414153
    Abstract: Phenolic compounds, e.g., the phenols and phenol ethers, are selectively hydroxylated whereby the amounts of the final product para isomer are enhanced, for example in favor of hydroquinone versus pyrocatechol in the event of the hydroxylation of phenol, by reacting such phenolic compounds with hydrogen peroxide, advantageously in a polar, aprotic, organic solvent reaction medium, in the presence of a catalytically effective amount of a sulfonated polymer and a cocatalytically effective amount of an aromatic ketone compound.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: May 9, 1995
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Costantini, Dominique Laucher
  • Patent number: 5382713
    Abstract: A phenolic compound is provided which can be described by the formula ##STR1## in which Ar is a C.sub.6-20 aromatic moiety, L is a cyclohexanenorbornane linking moiety, L' is a divalent cycloaliphatic moiety, and each of m and n is a number within the range of 0 to about 10. Such phenols include the product of the addition reaction of phenol with a cyclohexenenorbornene compound such as 5-(3-cyclohexen-1-yl)bicyclo[2.2.1]hept-2-ene.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: January 17, 1995
    Assignee: Shell Oil Company
    Inventors: Pen C. Wang, Donald R. Kelsey
  • Patent number: 5208263
    Abstract: Disclosed are novel classes of anti-androgen including dihydrophenanthrene derivatives, their method of synthesis and their use in treating disorders associated with excessive androgenic activities.
    Type: Grant
    Filed: September 27, 1989
    Date of Patent: May 4, 1993
    Assignee: Arch Development Corporation
    Inventors: Shutsung Liao, John Pataki, Ronald G. Harvey
  • Patent number: 5198567
    Abstract: A compound of formula (I) ##STR1## its isomers and its salts in which R.sub.1, R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, halogen, C.sub.1 -C.sub.8 -acyloxy or hydroxyl;R' is hydrogen or C.sub.1 -C.sub.6 -alkyl;R" is either a polyene chain or a benzene ringare useful in cosmetics and in the treatment of various dermatological and other complaints.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: March 30, 1993
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Maignan, Serge Restle, Braham Shroot
  • Patent number: 5171915
    Abstract: It is disclosed that aromatic compounds can be alkylated with mono-olefinic HVI-PAO dimer in contact with an acidic catalyst to produce novel alkylated aromatic compositions. It has been found that the novel HVI-PAO dimer alkylated aromatic compositions exhibit an extraordinary combination of properties relating to low viscosity with high viscosity index and low pour point which renders them very useful as lubricant basestock. Further, it has been found that the novel alkylaromatic compositions of the present invention show improved oxidative stability. Depending upon the substituent groups on the aromatic nucleus, useful lubricant additives can be prepared for improved antiwear, antioxidant and other properties. HVI-PAO dimer is prepared as a product or by-product from 1-alkene oligomerization using reduced chromium oxide on solid support.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 15, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Thomas R. Forbus, Bruce P. Pelrine
  • Patent number: 5169990
    Abstract: In the production of 9,9-bis-(4-hydroxphenyl)-fluorene by condensation by fluorenone and phenol in a molar ratio of 1:4 to 1:8 at 30.degree. to 90.degree. C. in the presence of gaseous hydrogen chloride and .beta.-mercapto-propionic acid as catalyst, the improvement comprising mixing the completed reaction mixture with a polyalkylene glycol, distilling excess phenol from the mixture, and mixing the distillation residue with a solvent miscible with the polyalkylene glycol, recovering the crystallized product, suspending the crystallized product in water and heating the suspension to obtain highly pure 9,9-bis-(4-hydroxyphenyl)-fluorene as white crystals.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: December 8, 1992
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Emmerich Pastorek, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 5157164
    Abstract: This invention is addressed to antioxidants which are polymerizable using the Ziegler catalyst system. The antioxidant of the present invention has the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each aryl groups containing a hindered antioxidant structure imparting antioxidant properties to the compounds. The compounds of the present invention are useful in the polymerization of olefin compounds using Ziegler catalyst systems whereby the antioxidant of the invention becomes chemically bound to the polymer while, at the same time, imparting antioxidant properties thereto.
    Type: Grant
    Filed: May 8, 1991
    Date of Patent: October 20, 1992
    Assignee: Copolymer Rubber & Chemical Corp.
    Inventor: Errol J. Olivier
  • Patent number: 5017727
    Abstract: This invention is addressed to antioxidants which are polymerizable using the Ziegler catalyst system. The antioxidant of the present invention has the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each aryl groups containing a hindered antioxidant structure imparting antioxidant properties to the compounds. The compounds of the present invention are useful in the polymerization of olefin compounds using Ziegler catalyst systems whereby the antioxidant of the invention becomes chemically bound to the polymer while, at the same time, imparting antioxidant properties thereto.
    Type: Grant
    Filed: July 10, 1990
    Date of Patent: May 21, 1991
    Assignee: Copolymer Rubber & Chemical Corporation
    Inventor: Errol J. Olivier
  • Patent number: 5015758
    Abstract: A process for the preparation of 1-adamantane derivatives characterized by the fact that a 1-acyloxyadamantane, in which the acyl group contains 1 to 4 carbon atoms, is reacted with a receptor compound in a linear aliphatic or cycloaliphatic type solvent in the presence of concentrated sulfuric acid and at ambient temperature.
    Type: Grant
    Filed: September 6, 1989
    Date of Patent: May 14, 1991
    Assignee: Centre International de Recherches Dermatologiques (CIRD)
    Inventors: William R. Pilgrim, Joel Lagiere
  • Patent number: 4990703
    Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 5, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 4599464
    Abstract: Novel compositions useful as antioxidants are formed by the reaction of resorcinol with an alkenylbenzene.
    Type: Grant
    Filed: October 17, 1985
    Date of Patent: July 8, 1986
    Assignee: Koppers Company, Inc.
    Inventor: Hans Dressler
  • Patent number: 4576964
    Abstract: Tricyclic benzo fused compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, wherein n is zero, 1 or 2, and t is 1 or 2; M is CH or N, R.sub.1 is H or certain acyl groups; Q is CO.sub.2 R.sub.4, COR.sub.5, C(OR.sub.7)R.sub.5 R.sub.6, CN, CONR.sub.9 R.sub.10, CH.sub.2 NR.sub.9 R.sub.10, CH.sub.2 NHCOR.sub.11, CH.sub.2 NHSO.sub.2 R.sub.12, 5-tetrazolyl or when n is 1, Q and OR.sub.1 together form a lactone or certain reduced derivatives thereof; and Z is certain alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl groups, are valuable central nervous system active agents, methods for their use, pharmaceutical compositions containing them and certain intermediates therefor.
    Type: Grant
    Filed: June 7, 1984
    Date of Patent: March 18, 1986
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4551562
    Abstract: The nuclear hydroxylation of phenol with organic solutions of hydrogen peroxide in the presence of a catalyst is carried out in improved manner by employing both (1) a special, practically water free solution of hydrogen peroxide in an organic solvent which does not form an azeotrope with water or whose highest azeotrope with water, boil near or above the boiling point of hydrogen peroxide, and (2) employing as a catalyst XO.sub.2 where X is sulfur, selenium, or tellurium. Besides increasing the yield and the ability to carry out the reaction in a simpler manner when selenium dioxide is employed as a catalyst, there can also be controlled the ortho-para ratio, respectively, the ortho-ortho ratio of the product.
    Type: Grant
    Filed: March 13, 1984
    Date of Patent: November 5, 1985
    Assignee: Degussa Aktiengesellschaft
    Inventors: Karlheinz Drauz, Axel Kleemann
  • Patent number: 4533766
    Abstract: The known nuclear hydroxylation of substituted phenols or phenol ethers with organic solutions of hydrogen peroxide in the presence of a catalyst is carried out in improved manner by employing both (1) a special, practically water free solution of hydrogen peroxide in an organic solvent which forms an azeotrope with water, which azeotrope boils below the boiling point of hydrogen peroxide, and (2) sulfur dioxide as a catalyst. Through this, the nuclear hydroxylation is substantially simpler than previously; difficult separations, e.g., from water-phenol, or the separation and recovery of the catalyst are eliminated. Besides, the yields are increased.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: August 6, 1985
    Assignee: Degussa Aktiengesellschaft
    Inventors: Karlheinz Drauz, Axel Kleemann
  • Patent number: 4447656
    Abstract: Products from the heterogeneously catalyzed oxidative coupling of 2,6-ditertiarybutylphenol are prepared in high yield by the use of an unreactive, non-polar liquid reactive medium.
    Type: Grant
    Filed: February 24, 1983
    Date of Patent: May 8, 1984
    Assignee: The Dow Chemical Company
    Inventors: Larry D. Kershner, Leonard R. Thompson, Robert M. Strom
  • Patent number: 4370505
    Abstract: 1,1,3,3-substituted hydroxyindanes of the formula ##STR1## wherein R.sup.1 is selected from the group of hydrogen, halogen and optionally substituted alkyl, cycloalkyl, aralkyl and aryl and the group ##STR2## wherein X is sulphur or the group ##STR3## R.sup.2 and R.sup.3 can be the same or different and are selected from the group of hydrogen, halogen and optionally substituted alkyl, cycloalkyl, aralkyl and aryl group, or, ifR.sup.2 and R.sup.3 are in the ortho position to each other, they may form a condensed carbocyclic 5-membered ring together with the carbon atoms of the benzene ring to which they are attached as substituents,R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 are the same or different and are selected from the group of optionally substituted alkyl, cycloalkyl, aralkyl and aryl orR.sup.4 and R.sup.5 and/or R.sup.6 and R.sup.7 and/or R.sup.8 and R.sup.9 can form a cycloaliphatic ring together with the carbon atom to which they are attached as substituents orR.sup.6 and/or R.sup.
    Type: Grant
    Filed: December 21, 1977
    Date of Patent: January 25, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfons Klein, Karlfried Wedemeyer, Jurgen Thies
  • Patent number: 4365100
    Abstract: A process for the preparation of 1,2,3,4-tetrahydro-9,10-anthracene-diol, in which catalytic hydrogenation of 1,4,4a,9a-tetrahydro-anthraquinone is carried out in the liquid phase to give 1,2,3,4,4a,9a-hexahydro-9,10-anthracene-dione followed by isomerization of the latter in the presence of an acid to give 1,2,3,4-tetrahydro-9,10-anthracene-diol.
    Type: Grant
    Filed: June 26, 1979
    Date of Patent: December 21, 1982
    Assignee: PCUK - Produits Chimiques Ugine Kuhlmann
    Inventors: Serge Y. DeLavarenne, Pierre Tellier
  • Patent number: 4320235
    Abstract: 1-(Aralkyl)-2-naphthols are prepared by reacting a 2-naphthol with a styrene in the presence of a carboxylic acid.The 1-(aralkyl)-2-naphthols obtainable by the process according to the invention are valuable starting materials for the preparation of dyes, pest control agents, drugs, ointments, emulsifiers, dispersants, stabilizers, hydraulic fluids, plasticizers, corrosion inhibitors, disinfectants, crop protection agents and scents.
    Type: Grant
    Filed: November 21, 1980
    Date of Patent: March 16, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Gerhard Nestler
  • Patent number: 4188495
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: February 12, 1980
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4094912
    Abstract: Aromatic aldehydes wherein the aldehyde group is directly attached to the aromatic ring are oxidized directly to phenolic compounds in the vapor phase. Tar and carbonaceous product formation are minimized by the method of preheating and mixing the reactants and by a rapid reaction temperature quench of the reaction mixture to below 0.degree. C. Mixing temperature is 300.degree.-350.degree. C. and reaction temperature is 400.degree.-600.degree. C. at 1-10 atmosphere pressure.
    Type: Grant
    Filed: November 2, 1976
    Date of Patent: June 13, 1978
    Assignee: Standard Oil Company (Indiana)
    Inventors: Allen I. Feinstein, Shantaram G. Kane, Ellis K. Fields
  • Patent number: 4087410
    Abstract: 2,6-Dimethoxyphenol reacts with a tertiary carbinol in the presence of an acid to provide exclusively a 1-hydroxy-2,6-dimethoxy-4-tertiary alkyl)benzene, which when reacted with a halogenated disubstituted phosphite affords a 2,6-dimethoxy-4-tertiary alkyl)phenyl disubstituted phosphate. Reduction of the phenyl phosphate derivative by reaction with an alkali metal affords a 1-(tertiary alkyl)-3,5-dimethoxybenzene, which upon reaction with a demethylating agent provides a 5-(tertiary alkyl)resorcinol.
    Type: Grant
    Filed: June 14, 1976
    Date of Patent: May 2, 1978
    Assignee: Eli Lilly and Company
    Inventors: Samuel J. Dominianni, Charles W. Ryan