Two Carbocyclic Rings, At Least One Of Which Is Benzene, Bonded Directly To The Same Nitrogen Patents (Class 564/431)
  • Publication number: 20010033944
    Abstract: A light-emitting material which serves to emit light having a high brightness and is almost free of deterioration in light emission, and an organic EL device for which the light-emitting material is adapted, the material having the formula (1) disclosed in claim 1, 2 or 3.
    Type: Application
    Filed: March 17, 1998
    Publication date: October 25, 2001
    Inventors: TOSHIKAZU ONIKUBO, MICHIKO TAMANO, SATOSHI OKUTSU, TOSHIO ENOKIDA
  • Patent number: 6280859
    Abstract: A light-emitting material which serves to emit light having a high brightness and is almost free of deterioration in light emission, and an organic EL device for which the light-emitting material is adapted, the material having the formula [1],
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: August 28, 2001
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Toshikazu Onikubo, Michiko Tamano, Satoshi Okutsu, Toshio Enokida
  • Publication number: 20010008711
    Abstract: An organic light-emitting device comprising a light-emitting layer or a plurality of organic compound thin layers including a light-emitting layer formed between a pair of electrodes, wherein at least one layer comprises at least one kind of compound represented by the following formula (1): 1
    Type: Application
    Filed: January 8, 2001
    Publication date: July 19, 2001
    Inventor: Tatsuya Igarashi
  • Patent number: 6235736
    Abstract: A 3-anilino-2-cycloalkenone derivative of the formula (I): wherein, R1 represents a C1 to C8 alkyl group, which may have a substituent, except for a methyl group, a C3 to C7 cycloalkyl group, a 3-tetrahydrofuryl group, an 2-indanyl group, etc., R2 represents a C1 to C4 alkyl group, R3 represents a hydrogen atom, a C3 to C7 alkyl group, which may have a substituent, a C3 to C7 cycloalkyl group, etc., R4 represents a hydrogen atom, a C1 to C5 alkyl group, which may have a substituent, a halogen atom, etc., R5, R6, R7, and R8 independently represent a hydrogen atom, a C1 to C5 alkyl group, which may have a substituent, etc., X represents —(CR11R12)n—, wherein n is 0 to 2, R11 and R12 independently represent a hydrogen atom, a C1 to C5 alkyl group, which may have a substituent, etc.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: May 22, 2001
    Assignee: Nikken Chemicals Co., Ltd.
    Inventors: Shinji Ina, Kenjirou Yamana, Kyoji Noda, Akane Takahama, Toshihiko Akiyama
  • Patent number: 6124503
    Abstract: A method of making an alkylaminoarylcarbonyl compound having Formula I: ##STR1## wherein R is an alkyl group;A is an aryl (including heteroaryl) ring;each R' is independently an alkyl group which may form a ring with Z or Z';p is 0, 1, 2, or 3;each Z, Z', and Y is independently hydrogen or a substituent; andn is 0, 1, or 2;comprising:(a) blocking the carbonyl function of an aminoarylcarbonyl compound via condensation with an active methylene compound(b) alkylating this blocked amniocarbonyl compound via reductive alkylation with an alkyl or aryl (including heteroaryl) carbonyl compound, and(c) deblocking of the blocked alkylaminoarylcarbonyl compound via base hydrolysis to regenerate the carbonyl function and give the desired alkylaminocarbonyl compound.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: September 26, 2000
    Assignee: Eastman Kodak Company
    Inventors: Chang-Kyu Kim, Jared B. Mooberry, David Hoke, James J. Seifert
  • Patent number: 6100430
    Abstract: An alicyclic polyamine of the formula (1) ##STR1## wherein Y.sub.1 represents a saturated aliphatic hydrocarbon group and R.sub.1 through R.sub.4 are the same or different and each represents hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group. The alicyclic polyamine can be obtained by subjecting a 3-formylcycloalkanone or 3-formylcycloalkenone to reductive amination reaction.
    Type: Grant
    Filed: September 10, 1998
    Date of Patent: August 8, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kenichi Yamamoto, Kazuyuki Matsuoka, Hiroshi Yagihara
  • Patent number: 6080790
    Abstract: Compounds of formula (1) ##STR1## are described wherein Y represents a halogen atom or a group --OR.sup.1, where R.sup.1 is an optionally substituted alkyl group; R.sup.2 represents an optionally substituted cycloalkyl or cycloalkenyl group; R.sup.3 is a monocyclic or bicyclic aryl group optionally containing one or more heteroatoms selected from oxygen or sulphur atoms or a group --N(R.sup.4)-- where R.sup.4 is a hydrogen atom or an alkyl group; X is --O--, --S--, or --N(R.sup.5)--, where R.sup.5 is a hydrogen or an alkyl group; with the proviso that when X is --O-- then R.sup.3 is not a 3-cyanamino-6-pyridazinyl or a 3-chloro-6-pyridazinyl group; and the salts, solvates, hydrates and N-oxides thereof.The compounds are selective and potent inhibitors of phosphodiesterase IV and are useful for the prophylaxis and treatment of inflammatory diseases and the alleviation of conditions associated with central nervous malfunction.
    Type: Grant
    Filed: May 30, 1997
    Date of Patent: June 27, 2000
    Assignee: Celltech Therapeutics, Limited
    Inventors: Ewan Campbell Boyd, Michael Anthony William Eaton, Graham John Warrellow
  • Patent number: 5665756
    Abstract: Novel aminoalkyloximes of the formula ##STR1## wherein: a. X is hydrogen, loweralkyl, loweralkoxy, halogen, trifluoromethyl, or a group of the formula ##STR2## wherein Y is hydrogen or loweralkyl, and p is 1 or 2; b. A is a group of the formula ##STR3## c. R.sup.1 and R.sup.2 are independently hydrogen or lowerakyl; and d. m is 2 to 6 and n is 0, or 2 to 6, inclusive, serotonin reuptake inhibitors, useful for treating depression and obsessive compulsive disorders are described. Also described are precursors of and processes for the preparation of such aminoakyloximes.
    Type: Grant
    Filed: August 3, 1994
    Date of Patent: September 9, 1997
    Assignee: Hoechst Marion Roussel, Inc.
    Inventors: Gregory M. Shutske, Brian S. Freed, John D. Tomer, IV, R. Richard L. Hamer
  • Patent number: 5648543
    Abstract: Disclosed is a process for producing a 4-nitrosodiphenylamine of the formula (2) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen atom, methyl group, ethyl group, cyclohexyl group, methoxy group, ethoxy group or chlorine or bromine atom, or a salt thereof, comprising treating a diphenylamine represented by the formula (1) ##STR2## wherein R.sub.1 and R.sub.2 are as defined above with (i) a mixture of nitrogen oxides, (ii) a hydrogen halide and (iii) an aliphatic alcohol, wherein the atomic ratio of oxygen to nitrogen of the mixture of nitrogen oxides is more than 1.0 and less than 2.0. This process produces 4-nitrosodiphenylamine of the formula (2) or a salt thereof conveniently and effectively, and is industrially advantageous.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: July 15, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tetsuo Murata, Hiroyuki Takagi, Yasumi Katayama
  • Patent number: 5633407
    Abstract: A process for preparing substituted aromatic azo compounds is provided which comprises contacting a nucleophilic compound and an azo containing compound in the presence of a suitable solvent system, and reacting the nucleophilic compound and the azo containing compound in the presence of a suitable base and a controlled amount of protic material at a temperature of about 10.degree. C. to about 150.degree. C. in a confined reaction zone wherein the molar ratio of protic material to base is 0:1 to about 5:1. In another embodiment, the substituted aromatic azo compounds are further reacted with a nucleophilic compound in the presence of a suitable solvent system, a suitable base and a controlled amount of protic material at a temperature of about 70.degree. C. to about 200.degree. C. in a confined reaction zone wherein the molar ratio of protic material to base is 0:1 to about 5:1 to produce a substituted aromatic amine.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: May 27, 1997
    Assignee: Flexsys America L. P.
    Inventors: Michael K. Stern, Brian K-M Cheng
  • Patent number: 5618979
    Abstract: A process for preparing substituted aromatic amines which comprises contacting a nucleophilic compound and a substituted aromatic azo compound in the presence of a suitable solvent system, and reacting the nucleophilic compound and the substituted aromatic azo compound in the presence of a suitable base and a controlled amount of protic material at a temperature of about 70.degree. C. to about 200.degree. C. in a confined reaction zone wherein the molar ratio of protic material to base is 0:1 to about 5:1. In another embodiment, the substituted aromatic amines of the invention are reductively alkylated to produce alkylated diamines or substituted derivatives thereof.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: April 8, 1997
    Assignee: Flexsys America L. P.
    Inventors: Michael K. Stern, Brian K-M Cheng
  • Patent number: 5550291
    Abstract: Disclosed herein is a stereospecific synthesis amenable to the large scale preparation of a hydrochloric acid addition salt of a chlorohydrin of the formula ##STR1## wherein R.sup.1 and R.sup.2 are amino protective groups and R.sup.3 is an amino acid side chain or a protected amino acid side chain. The synthesis involves reacting an aldehyde of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined hereinbefore with (chloromethyl)lithium at -20.degree. C. or below and contacting the resulting diastereoisomeric mixture of lithium alcoholates with aqueous hydrochloric acid to obtain a separable mixture of the hydrochloric acid addition salts of the chlorohydrin and its corresponding hydroxy diastereoisomer. The hydrochloric acid addition salt of the chlorohydrin is transformed readily into corresponding optionally amino-protected aminoepoxides; for example, 3(S)-(tert-butyloxycarbonylamino)-l,2(S)-epoxy-4-phenyl-butane.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: August 27, 1996
    Assignee: Bio-Mega/Boehringer Ingelheim Research, Inc.
    Inventors: Pierre L. Beaulieu, Yvan Guindon, Dominik M. Wernic
  • Patent number: 5468775
    Abstract: The present invention concerns enaminones having the formula: ##STR1## wherein R is from the group consisting of COOCH.sub.3 and COOC.sub.2 H.sub.5 ; R.sup.1 is from the group consisting of H and CH.sub.3 ; R.sup.2 is from the group consisting of H when R.sup.1 is CH.sub.3 and CH.sub.3 when R.sup.1 is H; and R.sup.3 is from the group of first radicals consisting of benzyl, phenethyl, disubstituted phenyl and trisubstituted phenyl. The substituted species are second radicals having positive lipophilicity selected from the group consisting of F, Cl, Br, and I.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: November 21, 1995
    Assignee: Howard University
    Inventors: Kenneth R. Scott, Jesse M. Nicholson, Ivan O. Edafiogho
  • Patent number: 5403853
    Abstract: The compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are, independently, hydrogen, straight or branched chain alkyl or mono- or bi-cyclic alkyl;A is a substituted phenyl group containing one or two substituents selected from cyano, nitro, alkyl, perfluoroalkyl, alkoxy, perfluoroalkoxy, amino, alkylamino, dialkylamino, sulfamyl, alkylsulfonamido, arylsulfonamido, alkylcarboxamido, arylcarboxamido, alkylsulfone, perfluoroalkylsulfone, arylsulfone, chloro, bromo, fluoro, iodo, 1-imidazolyl or carboxyl; or a pharmaceutically acceptable salt thereof, are smooth muscle relaxants.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: April 4, 1995
    Assignee: American Home Products Corporation
    Inventors: John A. Butera, Schuyler A. Antane
  • Patent number: 5395971
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 7, 1995
    Assignee: The Board of Regents of The University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5371294
    Abstract: Cyclohexylamine and dicyclohexylamine can be prepared as a mixture with one another by reaction of phenol with aniline, ammonia or a mixture of aniline and ammonia in the presence of hydrogen over a catalyst, the reaction being carried out according to the invention over a palladium catalyst which has a support of niobic acid or tantalic acid or a mixture of niobic acid and tantalic acid or a support containing such acids. The reaction is carried out at 100.degree.-220.degree. C. under an H.sub.2 partial pressure of 0.5-500 bar.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: December 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Immel, Hans-Josef Buysch, Gerhard Darsow
  • Patent number: 5349109
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: September 20, 1994
    Assignee: The Board of Regents of the University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5344987
    Abstract: Optionally substituted diphenylamines can be obtained by reacting optionally substituted anilines with optionally substituted cyclohexanones over a supported catalyst at 200.degree.-450.degree. C. and 0.1-20 bar, the supported catalyst containing one or more metals having a dehydrogenating action selected from the group Ru, Pd, Os, Ir, Pt, Fe, Co, Ni, Re, Mn, Cu, Ag, Cr and Ce.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: September 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Immel, Gerhard Darsow, Hans-Josef Buysch
  • Patent number: 5319143
    Abstract: There are disclosed certain bis(aminoethanethiols) and the salts thereof which find utility as intermediates in the preparation of certain dye-providing compounds useful in photographic imaging systems.
    Type: Grant
    Filed: July 31, 1992
    Date of Patent: June 7, 1994
    Assignee: Polaroid Corporation
    Inventors: David Messersmith, David P. Waller
  • Patent number: 5292957
    Abstract: A process for the preparation of N-alkylhalogenoanilines of the formula (I) 100.degree. ##STR1## in which X is a chlorine or bromine atom and n is the number 1 or 2, R.sup.1 is an alkyl (C.sub.1 -C.sub.4) radical, R.sup.2 an alkyl (C.sub.1 -C.sub.6) radical or R.sup.1 and R.sup.2 together with the carbon atom can form a five- or six-membered cycloalkane ring, by reacting a halogenonitrobenzene of the formula (II) ##STR2## in which X and n have the abovementioned meanings with an at least stoichiometric amount of a carbonyl compound of the formula (III) ##STR3## in which R.sup.1 and R.sup.2 have the meanings mentioned or R.sup.1 and R.sup.2 together with the carbon atom of the carbonyl group can form a five- or six-membered cycloalkane ring, in an inert organic solvent at temperatures of about 10 to about 100.degree. C., at a hydrogen superatmospheric pressure of about 0 to about 50 bar, in the presence of a platinum catalyst on activated carbon.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: March 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Brodt, Theodor Papenfuhs
  • Patent number: 5283248
    Abstract: The present invention relates to novel substituted pyrimidobenzimidazole derivatives of the formula ##STR1## wherein the substituents are as described in the specification, and pharmaceutically acceptable salts thereof.The products have an inhibitory action on the DNA-gyrase activity in bacteria. They can accordingly be used for the prevention or control of bacterial infections.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: February 1, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Christian Hubschwerlen, Ivan Kompis, Jean-Luc Specklin
  • Patent number: 5252737
    Abstract: A process for preparing N-aliphatic substituted p-phenylenediamine intermediates is provided which comprises contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system, and reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone. In one embodiment, the N-aliphatic substituted p-phenylenediamine intermediates are reduced to N-aliphatic substituted p-phenylenediamines and the N-aliphatic substituted p-phenylenediamines can be reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines. In another embodiment of the invention, N-aliphatic substituted p-phenylenediamine intermediates are reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: October 12, 1993
    Assignee: Monsanto Company
    Inventors: Michael K. Stern, Brian K. Cheng
  • Patent number: 5233091
    Abstract: This invention relates to a novel process for preparing novel N-cyclopropyl intermediates useful for preparing certain of the 1,7-disubstituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives of this invention which contain a cyclopropyl substituent at the 1 position as well as other 1,4-dihydroquinol-4-one-3-carboxylic acid derivatives so substituted with cyclopropyl.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: August 3, 1993
    Assignee: Pfizer Inc.
    Inventor: Paul R. McGuirk
  • Patent number: 5233089
    Abstract: A novel enamine derivative is effective as a charge transport material and can provide an electrophotographic plate excellent in sensitivity, photoresponse and durability.
    Type: Grant
    Filed: December 30, 1987
    Date of Patent: August 3, 1993
    Assignee: Hitachi, Ltd.
    Inventors: Yasuo Katsuya, Takayuki Akimoto, Yoshii Morishita, Yasushi Shinbo, Akira Kageyama, Shigeru Hayashida
  • Patent number: 5213699
    Abstract: N-Allyl substituted p-phenylenediamine compounds are very effective antioxidant stabilizers for organic material subject to oxidative or thermal degradation, particularly for lubricant compositions.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: May 25, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Joseph E. Babiarz, Thelma Spivack
  • Patent number: 5039682
    Abstract: This invention relates to novel 1,7-disubstituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and certain esters and cation salts thereof. This invention further relates to preparation of the compounds, antibacterial compositions containing the compounds and methods of using the compounds.This invention also relates to a novel process for preparing novel N-cyclopropyl intermediates useful for preparing certain of the 1,7-disubstituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives of this invention which contain a cyclopropyl substituent at the 1 position as well as other 1,4-dihydroquinol-4-one-3-carboxylic acid derivatives so substituted with cyclopropyl.
    Type: Grant
    Filed: June 21, 1988
    Date of Patent: August 13, 1991
    Assignee: Pfizer Inc.
    Inventor: Paul R. McGuirk
  • Patent number: 5011939
    Abstract: A hydroxy arylamine compound is disclosed represented by the formula: ##STR1## wherein: m is 0 or 1,Z is selected from the group consisting of: ##STR2## n is 0 or 1, Ar is selected from the group consisting of: ##STR3## R is selected from the group consisting of --CH.sub.3, --CH.sub.2 H.sub.5, --C.sub.3 H.sub.7, and --C.sub.4 H.sub.9,Ar' is selected from the group consisting of: ##STR4## X is selected from the group consisting of: ##STR5## s is 0, 1 or 2, the dihydroxy arylamine compound being free of any direct conjugation between the --OH groups and the nearest nitrogen atom through one or more aromatic rings. The dihydroxy arylamine compound may be employed in an electrophotographic imaging member and the member may be used in an electrophotographic imaging process.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: April 30, 1991
    Assignee: Xerox Corporation
    Inventors: William W. Limburg, John F. Yanus, Dale S. Renfer, Richard L. Schank, Beng S. Ong
  • Patent number: 4978787
    Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: December 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
  • Patent number: 4948794
    Abstract: Heterocyclic dihydroxyquinoxaline compounds having the formula ##STR1## wherein R.sup.1 is C.sub.1-12 -alkyl, which may optionally be substituted by hydroxy, formyl, carboxy, carboxylic esters, amides or amines, C.sub.3-8 -cycloalkyl, aryl, aralkyl; and wherein R.sup.6 is, hydrogen, halogen, CN, CF.sub.3, NO.sub.2, or OR', wherein R' is C.sub.1-4 -alkyl and R.sup.5, R.sup.7 and R.sup.8 is hydrogen, provided R.sup.6 is not CF.sub.3, OCH.sub.3, NO.sub.2, C.sup.1 or Br when R.sup.1 is CH.sub.3 ; orR.sup.6 and R.sup.7 independently are NO.sub.2, halogen, CN, CF.sub.3, or OR', wherein R' is C.sub.1-4 -alkyl, and R.sup.5 and R.sup.8 are each hydrogen; orR.sup.5 and R.sup.6 together form a further fused aromatic ring, which may be substituted with halogen, NO.sub.2, CN, CF.sub.3 or OR', wherein R' is C.sub.1-4 -alkyl, and R.sup.7 and R.sup.8 independently are hydrogen, halogen, CN, CF.sub.3, NO.sub.2 or OR', wherein R' is C.sub.1-4 -alkyl; orR.sup.7 and R.sup.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: August 14, 1990
    Assignee: A/S Ferrosan
    Inventors: Tage Honore, Poul Jacobsen, Flemming E. Nielsen, Lars Naerum
  • Patent number: 4812543
    Abstract: A novel metathesis catalyst polymerizable composition is provided which comprises at least one ring-opening metathesis catalyst polymerizable norbornene-type monomer and at least one ring-opening metathesis catalyst polymerizable amine antioxidant comonomer.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: March 14, 1989
    Assignee: Hercules Incorporated
    Inventors: Albert S. Matlack, Martin J. Paisner
  • Patent number: 4764534
    Abstract: 4-Substituted-N-[2,4-dinitro-6-(trifluoromethyl)phenyl]-1-naphthalenamine derivatives, useful as anticoccidial agents both alone and in combination with polyether antibiotics.
    Type: Grant
    Filed: July 17, 1984
    Date of Patent: August 16, 1988
    Assignee: Eli Lilly and Company
    Inventors: Albert J. Clinton, deceased, George O. P. O'Doherty
  • Patent number: 4724267
    Abstract: Bis(haloacylaromatic) compounds have been made by a new process in which monohaloacylated aromatic compounds have been reacted by a coupling reaction. These bis(haloacylaromatic) compounds can be employed as monomers in the preparation of polyesters and polyamides which have easy processability. The monohaloacylated compound is coupled by reacting two moles of the monomer with a carbon or sulfur compound containing at least two halogen atoms in the presence of a Friedel-Crafts catalyst.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: February 9, 1988
    Assignee: The Dow Chemical Company
    Inventors: George M. St. George, Marlin E. Walters
  • Patent number: 4664698
    Abstract: An ether compound represented by the following general formula (I), its production method and an insecticidal and acaricidal composition containing as an active ingredient: ##STR1## wherein X represents an oxygen atom or a group represented by the formula --NH--; when X represents an oxygen atom, Z represents a nitrogen atom or a group represented by the formula --CH.dbd.; when X represents --NH--, Z represents --CH.dbd.; when X represents an oxygen atom and Z represents a nitrogen atom, or when X represents --NH--, R.sub.1 represents a hydrogen or fluorine atom; when X represents an oxygen atom and Z represents --CH.dbd., R.sub.1 represents a fluorine atom; Y.sub.1 and Y.sub.2, which may be identical or different, represent a hydrogen or halogen atom or an alkyl, haloalkyl, alkoxyl or haloalkoxyl group; m and n represent an integer of 1 to 4 and the sum of them is not more than 5; R.sub.2 represents a methyl group or a chlorine atom; and R.sub.3 represents a methyl group, a halogen atom or a methoxy group.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: May 12, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazunori Tsushima, Noritada Matsuo, Hirosi Kisida, Toshihiko Yano
  • Patent number: 4591359
    Abstract: Acid nitrodyestuffs are prepared by treating aminonitrodiphenylaminesulfonic acids with an oxidizing agent in an aqueous medium, the oxidizing agent being hypochlorous acid or its alkali metal or alkaline earth metal salts and the reaction taking place at above pH 4 and at a temperature between 0.degree. and 100.degree. C. The dyestuffs thus obtainable dye even fresh full chrome grained leather in deep shades.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: May 27, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hasso Hertel
  • Patent number: 4423065
    Abstract: Substituted-N-[2,4-dinitro-6-(trifluoromethyl)phenyl]naphthalenamine derivatives useful as insecticides and ectoparasiticides.
    Type: Grant
    Filed: May 4, 1982
    Date of Patent: December 27, 1983
    Assignee: Eli Lilly and Company
    Inventors: Albert J. Clinton, deceased, George O. P. O'Doherty
  • Patent number: 4374291
    Abstract: Bis(ethynylphenyl) compounds are prepared by an improved synthesis process which increases yield and is suitable for large scale synthesis operations. Aromatic dianilines are diazotized to form aromatic halides that are subsequently coupled with an end-protecting group having acetylenic moieties. The end-protecting groups are subsequently removed leaving the desired diethynyl derivative in quantitative yields.
    Type: Grant
    Filed: November 6, 1981
    Date of Patent: February 15, 1983
    Assignee: Hughes Aircraft Company
    Inventor: Kreisler S. Y. Lau
  • Patent number: 4362893
    Abstract: C-Nitrosodiarylamines may be prepared in a single stage from diarylamines by adding alcoholic solutions of a hydrogen halide below the surface of a stirred mixture of the diphenylamine in an organic liquid containing water. The amount of water contained is critical, and amounts from about 1 to about 3 g per mole of diarylamine are preferred.
    Type: Grant
    Filed: June 3, 1981
    Date of Patent: December 7, 1982
    Assignee: UOP Inc.
    Inventor: Paul R. Kurek
  • Patent number: 4287336
    Abstract: Chromogenic compounds of the formula ##STR1## wherein each of Y.sub.1 and Y.sub.2 independently represents an amino-substituted phenyl radical of the formula ##STR2## a 3-indolyl radical of the formula ##STR3## or a 3-carbazolyl radical of the formula ##STR4## and Q represents alkyl of 1 to 12 carbon atoms or unsubstituted or substituted aryl or aralkyl, while each of X.sub.1 and X.sub.2 independently represents hydrogen, alkyl containing not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represents cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, or X.sub.1 and X.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical, X.sub.3 represents hydrogen, halogen, nitro, lower alkyl or lower alkoxy, each of R and Z.sub.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: September 1, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4268458
    Abstract: In a process for the preparation of an N-alkylated aromatic amine by contacting an aromatic amine with an aliphatic or cycloaliphatic alcohol at an elevated temperature and under increased pressure, in the presence of catalysts, the improvement wherein the reaction is carried out in the presence of a phosphorus oxyhalide.
    Type: Grant
    Filed: April 16, 1980
    Date of Patent: May 19, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Schulte-Huermann, Heinz P. Hemmerich