Nitrogen Attached Directly Or Indirectly To The Five-membered Hetero Ring By Acyclic Nonionic Bonding Patents (Class 548/546)
  • Patent number: 5180418
    Abstract: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 19, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner, Eginhard Steiner
  • Patent number: 5175285
    Abstract: A conversion product of polysuccinimide useful as coating material for medicinal preparations and foodstuffs having the structure: ##STR1## wherein A is hydrogen or a straight or branched alkyl or alkylene group of 1 to 8 carbon atoms, optionally substituted by cycloaliphatic or aromatic groups, wherein the cyclic substituent can also contain heteroatoms, or by R--O--, ##STR2## or R.sub.3 R.sub.4 N groups, wherein R, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are hydrogen or branched alkyl or cycloalkyl groups each of which may contain oxygen and nitrogen atoms in the chain or in the ring of 1 to 10 carbon atoms;B is hydrogen or straight or branched chain alkyl or alkenyl, and is the same or different from A;D is hydrogen, NH.sub.4, ##STR3## wherein A and B have the aforementioned meanings, or an alkali metal ion; anda is 0.2 to 1 and b is 0.8 to 0.
    Type: Grant
    Filed: July 5, 1990
    Date of Patent: December 29, 1992
    Assignee: Rohm GmbH Chemische Fabrik
    Inventors: Klaus Lehmann, Rdiger Jelitte, Joachim Knebel
  • Patent number: 5175307
    Abstract: Disclosed is a diacetylene compound comprising, as structural units,(a) at least one member selected from diacetylene group-containing organic groups of the formulae (I) and (II):R.sup.I --C.tbd.C--C.tbd.C--R.sup.II -- (I)and--R.sup.III --C.tbd.C--C.tbd.C--R.sup.IV -- (II)wherein R.sup.I is hydrogen or a (Cl-16) monovalent organic group, and R.sup.II, R.sup.III and R.sup.IV are a (C1-13) divalent organic group,(b) at least one organic group having at least one carbon-to-carbon double bond, and (c) at least one connecting group connecting the units (a) and (b), which connecting group is selected from amide, imide, ester, ether, amino, imino, urethane, sulfonyl and carbonyl bonds. A cured shaped article made of this compound exhibits isotropically a high elastic modulus and has excellent mechanical properties.
    Type: Grant
    Filed: November 28, 1990
    Date of Patent: December 29, 1992
    Assignee: Agency of Industrial Science & Technology
    Inventors: Katsuyuki Nakamura, Satoru Yamazaki, Jinichiro Kato, Kensaku Tokushige
  • Patent number: 5169409
    Abstract: Reaction products which provide antioxidant properties to lubricants and fuels while serving as effective dispersants and detergents in these mediums. These products, of the reaction of a hydroxyalkylene substituted polyamines and substituted succinic anhydrides, contain mixtures of esters, amides and imides. Furthermore, preferred embodiments of the reaction products have pendent alcohol groups which provide extra dispersancy and detergency over traditional dispersants which typically do not have alcohol groups.
    Type: Grant
    Filed: May 17, 1990
    Date of Patent: December 8, 1992
    Assignee: Mobil Oil Corp.
    Inventors: David A. Blain, Angeline B. Cardis
  • Patent number: 5157126
    Abstract: A solution of stearamidopropyl dimethyl pyrrolidonyl methyl ammonium chloride in a polyhydric alcohol, suitably at a concentration of about 1-30% by weight, preferably 2-20%, and, optimally, about 5-15%, wherein said polyhydric alcohol is a di-, tri-, or tetra hydric alcohol, preferably glycerol, is prepared by(a) slurrying said compound into excess acetone,(b) filtering the slurry to provide a filter cake of said compound,(c) forming a solution of said filter cake in a polyhydric alcohol, and(d) dropping said solution into an evacuated reaction vessel at a suitable rate to minimize excessive foaming while residual acetone is removed therefrom, the solution remaining under substantial full vacuum until substantially all the solution has been added and substantially of the acetone has been removed.
    Type: Grant
    Filed: February 14, 1992
    Date of Patent: October 20, 1992
    Assignee: ISP Investments Inc.
    Inventors: Lowell R. Anderson, Ratan K. Chaudhuri, Robert B. Login
  • Patent number: 5147414
    Abstract: An improvement in a method of producing an ORI control additive which is the reaction product of a polybutenyl succinic anhydride and a polyoxyalkylene diamine, wherein the improvement comprises reacting solvent free the anhydride and diamine at an increased temperature and monitoring the absorbancy of the reaction product to determine the degree of reaction completion.
    Type: Grant
    Filed: August 3, 1989
    Date of Patent: September 15, 1992
    Assignee: Texaco Inc.
    Inventors: William J. Powers, III, Leonard A. Matthews, Marian F. Leong, Robert W. Erickson, Jr.
  • Patent number: 5145970
    Abstract: Compounds prepared by the addition of the mercaptan group of 3,5-dialkyl-4-aminobenzenethiol to activated ethylenic double bonds or the sulfenyl chloride of 3,5-dialkyl-4-aminobenzenethiol to trialkyl phosphites are effective stabilizers for organic material subject to oxidative and/or thermal degradation.
    Type: Grant
    Filed: October 24, 1990
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Stephen D. Pastor
  • Patent number: 5145984
    Abstract: A process for producing a lubricating oil dispersant additive comprises:step (1) reacting compound (A), wherein compound (A) is a hydrocarbyl-substituted or a substituted hydrocarbyl-substituted succinic acid or anhydride or ester thereof, with compound (B) of formula (I)H.sub.2 N(CHR.sup.1 CHR.sup.2 O).sub.n CHR.sup.3 CHR.sup.4 NH.sub.2 (I)wherein one R.sup.2 and R.sup.2 is hydrogen and the other is hydrogen or a lower alkyl group and n is an integer from 1 to 10 and one of R.sup.3 and R.sup.4 is hydrogen and the other is hydrogen or a lower alkyl group, each of the --(CHR.sup.1 CH.sup.2 O)--units being independently defined, to give a product (C) andstep(2) reacting product (C) with a diisocyanate (D) of formula (II)OCN--R.sup.5 --NCO (II)wherein R.sup.5 is a divalent organic group. Novel succinimides have been prepared by the disclosed process, lubricating oil compositions comprise 1-20% w/w of the modified succinimdes. The succinimides have dispersancy and VI improver properties.
    Type: Grant
    Filed: September 17, 1990
    Date of Patent: September 8, 1992
    Assignee: BP Chemicals (Additives) Limited
    Inventor: Stephen J. Cook
  • Patent number: 5142089
    Abstract: Dye corresponding to the following formula - ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represents substituted or unsubstituted amino, or R.sup.5 and R.sup.6 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus, including a heterocyclic nucleus with an aliphatic or aromatic ring fused-on;R.sup.7 and R.sup.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: August 25, 1992
    Assignee: Agfa-Gevaert, N.V.
    Inventor: Luc J. Vanmaele
  • Patent number: 5142062
    Abstract: A method of manufacturing polysuccinimides with molecular weights in the range 100,000 to about 200,000 by polycondensation of aspartic acid, with phosphoric acids as condensation agents, in at least two process stages, at temperatures of 100.degree.-250.degree. C. and under reduced pressure, where in the second stage the mixture containing aspartic acid and phosphoric acid undergoes subsequent condensation following comminution.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: August 25, 1992
    Assignee: Rohm GmbH Chemische Fabrik
    Inventors: Joachim Knebel, Klaus Lehmann
  • Patent number: 5124444
    Abstract: This invention relates to novel methods for the extraction of nucleic acid. In particular methods are described for isolating nucleic acid from a sample containing a complex biological mixture of nucleic acid and non-nucleic acids wherein the sample is combined with an extraction solution comprising a lactam and then the nucleic acid material is isolated from the resulting combined solution. The resulting combined solution is mixed and becomes biphasic and the nucleic acid material is isolated from the aqueous phase by precipitation with ethanol. The lactam is preferably about 5 to about 70% of the extraction solution and is most preferably 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone, N-methyl-2-pyrrolidone, N-hydroxyethyl-2-pyrrolidone, N-methyl-2-piperidone, 2-.epsilon.-caprolactam, N-methyl-2-caprolactam, 2-piperidone or N-(4-hydroxybenzyl)pyrrolidone. Methods for selectively isolating DNA, ribosomal RNA and plasmid DNA are also disclosed.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: June 23, 1992
    Assignee: MicroProbe Corporation
    Inventors: Jeffrey Van Ness, Nicolaas Vermuelen, B. Melina Cimler
  • Patent number: 5122616
    Abstract: Succinimides useful as detergents in fuels are prepared by reacting (a) at least one substituted succinic acid or acid derivative thereof containing an average of from 16 to about 50 carbon atoms in the molecule and having an acyclic aliphatic substituent group containing an average of at least 12 but less than 30 carbon atoms, with (b) at least one alkanol polyamine containing an average of at least 4 carbon atoms and containing at least one primary amino group.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: June 16, 1992
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventor: Dennis J. Malfer
  • Patent number: 5118704
    Abstract: Optically active or racemic compounds are provided having the formula ##STR1## where R.sub.2, R.sub.3, R.sub.4 and R.sub.6 are defined in the specification; R.sub.1 is selected from the group consisting of ##STR2## wherein Y is selected from the group consisting of hydroxy, nitro, cyano, azido, amino, acylamino, carboxyamido, trifluoromethyl, sulfate, sulfonamido, halogen, hydrocarbyl and hetero atom-substituted hydrocarbyl radicals, wherein said heteroatoms are selected from the group consisting of halogen, nitrogen, oxygen, sulfur and phosphorus and said hydrocarbyl radicals comprise from 1 to 12, preferably 1 to 6, carbon atoms, and a is an integer of from zero to 3, for instance zero to 2; and pharmaceutically acceptable salts thereof; as dopaminergics.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: June 2, 1992
    Assignee: Whitby Research, Inc.
    Inventors: Gevork Minaskanian, James V. Peck
  • Patent number: 5114602
    Abstract: A borated bis succinimide, containing a high level of boron (preferably 1.0 to 3.0 wt. percent) is prepared by heat reacting a corresponding bis succinimide in mineral oil solution with boric acid and water at an elevated temperature of at least about 177.degree. C. Superborated succinimides prepared in the foregoing manner are useful as borating agents for ashless nitrogen containing dispersants. Lubricating compositions which incorporate nitrogenous ashless dispersants borated with the superborated succinimide of the present invention show reduced tendency to degrade engine seals manufactured from fluorine containing elastomers.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: May 19, 1992
    Assignee: Amoco Corporation
    Inventors: Dennis G. Petrille, Herbert S. Golinkin
  • Patent number: 5112507
    Abstract: Novel copolymers of unsaturated acidic reactants and high molecular weight olefins wherein at least 20 percent of the total high molecular weight olefin comprises the alkylvinylidene isomer are useful as dispersants in lubricating oils and fuels and also may be used to prepare polysuccinimides and other post-treated additives useful in lubricating oils and fuels.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: May 12, 1992
    Assignee: Chevron Research and Technology Company
    Inventor: James J. Harrison
  • Patent number: 5112848
    Abstract: Substituted furan and pyrrole compounds which are useful in inhibiting lipoxygenase enzymes, particularly 5-lipoxygenase.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: May 12, 1992
    Assignee: Abbott Laboratories
    Inventors: Dee W. Brooks, Bruce P. Gunn, James H. Holms, James B. Summers
  • Patent number: 5106730
    Abstract: This invention relates to novel methods for the release of nucleic acids from cells in complex biological samples or specimens to prepare and make available the nucleic acid material present for a hybridization assay or for extraction. Novel methods for hybridization of nucleic acids are also presented. In particular methods are described for isolating nucleic acid from a sample containing a complex biological mixture of nucleic acid and non-nucleic acids wherein the sample is combined with a hybridization medium comprising a lactam which promotes and enables nucleic acid pairing when complementary nucleic acid is introduced. The lactam is preferably about 5 to about 70% of the hybridization medium and is most preferably 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone, N-methyl-2-pyrrolidone, N-hydroxyethyl-2-pyrrolidone, N-methyl-2-piperidone, 2-.epsilon.-caprolactam, N-methyl-2-caprolactam, 2-piperidone or N-(4-hydroxybenzyl)pyrrolidone.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: April 21, 1992
    Assignee: MicroProbe Corporation
    Inventors: Jeffrey Van Ness, Nicolaas M. J. Vermeulen
  • Patent number: 5102570
    Abstract: A lubricating oil composition having improved dispersancy and antioxidancy. The dispersant being prepared by coupling mono- and/or bis-alkenyl succinimides with an aldehyde and hydroxyaromatic amine. The resulting coupled succinimide is then acylated with an acylating agent to form a Mannich hydroxyaromatic amine coupled acylated mono and/or bis-alkenyl succinimide.
    Type: Grant
    Filed: December 31, 1990
    Date of Patent: April 7, 1992
    Assignee: Texaco Inc.
    Inventors: Cyril A. Migdal, Richard A. Abramshe, Theodore E. Nalesnik
  • Patent number: 5082780
    Abstract: A covalent conjugate of an enzyme, such as peroxidase, glucose oxidase, alkaline phosphatase and beta-galactosidase, and an oligonucleotide is herein disclosed. This conjugate can be used as a probe in hybridization assays and in polymerase chain reaction procedures.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: January 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Harold C. Warren, III, Fred T. Oakes
  • Patent number: 5068356
    Abstract: Phenolic N-(amido) imides are provided which are useful as antioxidant stabilizers for organic materials, including a large variety of synthetic polymers, typically subject to thermooxidative degradation. The antioxidant effectiveness of the phenolic N-(amido)imide stabilizers is enhanced by the deactivating potential of the amido-imide moiety towards metals or metal ions that frequently contaminate polymer compositions and serve to catalyze thermal degradation.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: November 26, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Jerome Wicher
  • Patent number: 5061291
    Abstract: A motor fuel composition which inhibits engine ORI and intake valve deposit formation comprises a mixture of hydrocarbons boiling in the range of 90.degree.-450.degree. F. and the reaction product of a hydrocarbyl-substituted dibasic acid anhydride and a polyoxyalkylene diamine; it may optionally additionally comprise a polymeric component which is a polyolefin polymer, copolymer, or the corresponding aminated or hydrogenated polymer or copolymer, or mixtures thereof, of a C.sub.2 -C.sub.10 hydrocarbon. Motor fuel compositions of the instant invention show improved ORI control in comparison with typical commercial fuel compositions. The instant invention is advantageous in that it may be produced and stored as a precipitation-resistant concentrate composition.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: October 29, 1991
    Assignee: Texaco Inc.
    Inventor: Rodney L. Sung
  • Patent number: 5053150
    Abstract: A compound useful as a dispersant additive in oleaginous compositions selected from fuels and lubricating oils comprising the reaction products of:(i) at least one intermediate adduct comprised of the reaction products of(a) at least one polyepoxide, and(b) at least one member selected from the group consisting of polyamines, polyols, and amino alcohols; and(ii) at least one of (a) hydrocarbyl substituted C.sub.4 -C.sub.10 dicarboxylic acid producing material or (b) an aldehyde and a hydrocarbyl substituted hydroxy aromatic compound.Also included is a process for preparing said compound and an oleaginous composition containing said compound.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: October 1, 1991
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5030369
    Abstract: An oil soluble dispersant comprising the reaction products of:(1)(i) oil soluble salts, amides, imides, oxazolines, esters, or mixtures thereof of long chain hydrocarbyl substituted mono- and dicarboxylic acids or their anhydrides; (ii) long chain hydrocarbon having a polyamine attached directly thereto; (iii) Mannich condensation product formed by condensing a long chain hydrocarbyl substituted hydroxy aromatic compound with an aldehyde and a polyamine; and (iv) Mannich condensation product formed by reacting long chain hydrocarbyl substituted mono or dicarboxylic acids or their anhydrides with an aminophenol, which may be optionally hydrocarbyl substituted, to form a long chain hydrocarbyl substituted amide or imide-containing phenol intermediate adduct, and condensing said long chain hydrocarbyl substituted amide or imide-containing phenol adduct with aldehyde and polyamine; said adduct containing at least one reactive group selected from reactive amino groups and reactive hydroxyl groups; and(2) at least
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: July 9, 1991
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg, Antonio Gutierrez
  • Patent number: 4987130
    Abstract: Substituted amino derivatives represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 each stand for an acyclic hydrocarbon residue or an alicyclic hydrocarbon residue; R.sup.3 and R.sup.4 each stand for hydrogen or a hydrocarbon residue optionally containing hetero-atom(s); A stands for a carbon chain having two or more carbon atoms optionally containing ether linkage or sulfide linkage, which may be substituted and which may per se form a ring; X.sup.1 and X.sup.2 each stand for oxygen atom or sulfur atom; and Y stands for amino group or an organic residue bonded through nitrogen atom, which may form a ring by combining with a carbon atom constituting A; and their salts have anti-arrhythmic activity and are useful for prevention and treatment of a variety of arrhythmias.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: January 22, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Susumu Tsushima, Muneo Takatani, Minoru Hirata
  • Patent number: 4981978
    Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide. The prepolymers are suitable for preparing composites.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: January 1, 1991
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4981979
    Abstract: Method for producing an immunoconjugate comprising the steps of reacting a toxin or protein with a heterobifunctional reagent having the following general formula: ##STR1## where R.sub.1 is: ##STR2## where n=1 to 10; and where R.sub.2 is selected from the group consisting of o- and p-nitrophenyl, 2-chloro-4-nitrophenyl, cyanomethyl, 2-mercaptopyridyl, hydroxybenztriazole, N-hydroxysuccinimide, trichlorophenyl, tetrafluorophenyl, 2-fluorophenyl, 4-fluoropheyl, 2,4-difluorophenyl, o-nitro-p-sulfophenyl, N-hydroxyphthalimide, N,N-diethylamino, N-hydroxypyrrolidone, tetrafluorothiophenyl, and 2,3,5,6-tetrafluorophenyl, under reactive conditions, thereby forming a derivatized toxin or protein.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: January 1, 1991
    Assignee: NeoRx Corporation
    Inventor: Gowsala Sivam
  • Patent number: 4973602
    Abstract: Novel N-aryl derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol and their acylated derivatives are disclosed. These compounds have useful antiviral activity.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: November 27, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Partis, Richard A. Mueller
  • Patent number: 4971711
    Abstract: Poly (C.sub.5 -C.sub.9 lactone) modified Mannich base adducts are made by reacting a C.sub.5 -C.sub.9 lactone, an amine, an aldehyde, an N-hydroxyarylamine, and a hydrocarbyl substituted C.sub.4 -C.sub.10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl, succinic anhydride, which, in turn, preferably is made by reacting a polymer of a C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a molecular weight of about 700 to 10,000 with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are about 0.7 to 2.00 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting adducts are useful per se as oil soluble dispersant additives. They are also useful in fuel and lubricating oil compositions, as well as in concentrates and additive packages.
    Type: Grant
    Filed: January 9, 1989
    Date of Patent: November 20, 1990
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Robert D. Lundberg, Antonio Gutierrez
  • Patent number: 4971598
    Abstract: An additive for fuel compositions. The additive comprises the reaction product of an alkenyl succinimide selected from the group consisting of mono-succinimides, bis-succinimides, and mixtures thereof, with iminodiacetic acid or an ethylenediamine carboxy acid. The reaction product finds particular utility as a fuel detergent.
    Type: Grant
    Filed: March 22, 1990
    Date of Patent: November 20, 1990
    Assignee: Mobil Oil Corporation
    Inventors: Harry J. Andress, Henry H. Ashjian, Frederick J. Hills
  • Patent number: 4964905
    Abstract: An N-substituted-phenylteraconimide compound represented by the formula ##STR1## wherein X and R are as defined in the disclosure, herbicidal composition and method for the destruction of undesirable weeds. The herbicides comprising the above compounds are capable of selectively controlling undesirable weeds among desirable crop plants.
    Type: Grant
    Filed: February 6, 1986
    Date of Patent: October 23, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiroyuki Kouji, Teruyuki Misumi
  • Patent number: 4958043
    Abstract: A composition useful for incorporation into polymer compositions employed for food packaging or the like comprising a bis- or tris-methine compound having the structural formula ##STR1## wherein A is selected from the radicals ##STR2## wherein R' and R" are each selected from chlorine, bromine, fluorine, alkyl, alkoxy, aryl, aryloxy and arylthio;each n is independently 0, 1, 2;R.sub.1 is selected from a large variety of radicals such as cycloalkyl, phenyl, and straight or branched alkyl which may be substituted;R.sub.2 is alkylene or the like;R.sub.3, R.sub.4, and R.sub.5 are each selected from hydrogen and alkyl; andP and Q and P.sup.1 and Q.sup.1 are selected from cyano, carbalkoxy, carbaryloxy, carbaralkyloxy, or the like.The invention compositions are especially useful in combination with molding or fiber-grade condensation polymer; most preferably such polymer having copolymerized therein a total of from 1.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: September 18, 1990
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4956003
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the disclosure, and the use thereof for combating unwanted plants, especially Gramineae.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: September 11, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Bruno Wuerzer
  • Patent number: 4954637
    Abstract: Coupling of biological materials is disclosed via 4-hydroxy-3-nitrobenzene sulfonic acid sodium salt (HNSA) esters. The novel activated esters are structured so as to react at one end with an amine group of a selected biological or non-biological material, thereby releasing the spectroscopically monitorable HNSA dianion, and at the other end with, typically, a sulfhydryl group of a second material which may or may not be biological. The esters provide for a cross-linking reaction that may be easily controlled and monitored.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: September 4, 1990
    Assignee: Cetus Corporation
    Inventors: Danute E. Nitecki, Lois Aldwin
  • Patent number: 4954638
    Abstract: Leukotrienes may be conjugated with various proteins such as Bovine Serum Albumin (BSA) and Hemocyanin from Giant Keyhole Limpets (KLH) using 1,5-difluoro-2,4-dinitrobenzene or 6-N-maleimidohexanoic acid chloride as coupling agents.These conjugates are useful as reagents in a newly developed immunoassay for leukotrienes, as well as having potential utility as chemical immunotherapeutic agents in the treatment of various allergic and chronic inflammatory diseases of the skin, lung, and airways, including asthma, allergic rhinitis, rheumatoid arthritis, and skin diseases such as psoriasis and eczema.
    Type: Grant
    Filed: August 1, 1988
    Date of Patent: September 4, 1990
    Assignees: Merck Frosst Canada, Inc., Merck & Co., Inc.
    Inventors: Robert N. Young, Joshua Rokach, Edward C. Hayes
  • Patent number: 4943382
    Abstract: Lactone modified adducts are made by first reacting a non-polymerizable lactone or thiolactone and then a polymerizable C.sub.5 -C.sub.9 lactone with an aminated hydrocarbyl substituted C.sub.4 -C.sub.10 monounsaturated dicarboxylic acid producing material, e.g. a polyisobutenyl succinimide, which, in turn, preferably is made by reacting a polymer of a C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a molecular weight of about 700 to 5,000 with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are about 0.7 to 2.0 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture, and then reacting the substituted acid, anhydride or ester with an amine. The resulting adducts are useful per se as oil soluble dispersant additives. They are also useful in fuel and lubricating oil compositions, as well as in concentrates and additive packages.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: July 24, 1990
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 4943636
    Abstract: Coupling of biological materials is disclosed via 4-hydroxy-3-nitrobenzene sulfonic acid sodium salt (HNSA) esters. The novel activated esters are structured so as to react at one end with an amine group of a selected biological or non-biological material, thereby releasing the spectroscopically monitorable HNSA dianion, and at the other end with, typically, a sulfhydryl group of a second material which may or may not be biological. The esters provide for a cross-linking reaction that may be easily controlled and monitored.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: July 24, 1990
    Assignee: Cetus Corporation
    Inventors: Danute E. Nitecki, Lois Aldwin
  • Patent number: 4940552
    Abstract: Dispersants containing basic amine groups are passivated toward fluorohydrocarbon compositions by reaction with a passivating amount of a dicarboxylic acid or anhydride.
    Type: Grant
    Filed: April 30, 1982
    Date of Patent: July 10, 1990
    Assignee: Amoco Corporation
    Inventors: John A. Cengel, Peter G. Pappas
  • Patent number: 4937007
    Abstract: A process for inhibiting the deposit of paraffins in crude oils and petroleum fractions incorporating additives of the family of N-substituted succinimide ethers. The additives according to the invention make it possible, on the one hand, to maintain in dispersion the whole range of paraffins improving the flowing properties of crude oils and, on the other, to prevent the deposit of the heavier paraffins on the walls. Therefore, the process is effective during both the storage and the transportation of crude petroleum.
    Type: Grant
    Filed: July 12, 1984
    Date of Patent: June 26, 1990
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Bernard Damin, Alain Faure, Paul Maldonado, Jean-Luc Volle
  • Patent number: 4927844
    Abstract: New N-substituted dichloromaleimides of the general formula (I) ##STR1## in which R stands for hydrogen or alkylAr stands for optionally substituted aryl,A.sup.1 and A.sup.2 independently of one another each stand for optionally substituted alkylene andn stands for a number 0 or 1,with the exception of the compound 2-(dichloromaleimido)acetanilide, have been found. These compounds are useful as pesticides, especially as fungicides and bactericides.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: May 22, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Wolfgang Kramer, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler
  • Patent number: 4927562
    Abstract: Disclosed are elastomer-compatible mono- and bis-alkenylsuccinimide oxamides dispersants prepared by reacting a polyalkyleneamine succinimide with an amount of oxalic acid sufficient to react with at least 30 percent of the reactive nitrogens on the succinimide chain.
    Type: Grant
    Filed: October 24, 1988
    Date of Patent: May 22, 1990
    Assignee: Texaco Inc.
    Inventors: Thomas J. Karol, Theodore E. Nalesnik
  • Patent number: 4914190
    Abstract: Disperse dyes of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 alkoxy, R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, together with the nitrogen atom and the two C atoms linking them, form a 5- or 6-ring, B is a straight-chain or branched C.sub.2 -C.sub.6 alkylene radical, Z is a bridge member of the formula ##STR2## or a direct bond and A is a radical of the formula ##STR3## which radicals are unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen or nitro are suitable in particular for dyeing textile material made of polyester fibers.
    Type: Grant
    Filed: March 11, 1988
    Date of Patent: April 3, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Angelo Della Casa
  • Patent number: 4913721
    Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein V is an oxygen or a sulphur atom; X and Y, which may be the same or different, are hydrogen or halogen atoms, or optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkynyl, haloalkyl, alkoxy, haloalkoxy, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted acyloxy, optionally substituted amino, acylamino, nitro, nitrile, --CO.sub.2 R.sup.3, --CONR.sup.4 R.sup.5, or --COR.sup.6 groups; or the groups X and Y, when they are in adjacent positions on the phenyl ring, may join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; and Z is optionally substituted methylene, optionally substituted amino, oxygen or sulphur and when Z is a substituted methylene group, the substituent may join the 2-position of the phenyl ring to form a non-aromatic fused ring; R.sup.1 and R.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: April 3, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey
  • Patent number: 4910319
    Abstract: A process for preparing a 3-amino-1-benzyl-pyrrolidine of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is H or alkyl, andPh is phenyl,comprising reacting a 1-benzyl-.DELTA..sup.3 -pyrroline-2,5-dione of the formula ##STR2## in which R.sup.3 and R.sup.4 each independently is H or alkyl, with a nitrogen nucleophile of the formulaR.sup.5 NH.sub.2 (III)in whichR.sup.5 is H, benzyl, naphthylmethyl or phenyl-CHR.sup.6, andR.sup.6 is C.sub.1 -C.sub.6 -alkyl or phenyl,to give an optionally substituted 3-amino-1-benzylpyrrolidine-2,5-dione of the formula ##STR3## and, if R.sup.5 .noteq.H, the protecting group R.sup.5 is subsequently cleaved off to give a 3-amino-1-benzylpyrrolidine-2,5-dione of the formula ##STR4## and completely reducing the carbonyl groups to form the 3-amino-1-benzylpyrrolidine of the formula (I).
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: March 20, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Krebs, Thomas Schenke
  • Patent number: 4906252
    Abstract: This invention is to a fuel oil composition containing polyolefinic succinimide polyamine alkyl acetoacetate adducts of the general following: ##STR1## wherein the variables are defined herein. The adduct additives are especially useful in concentrates and fuel oil compositions as dispersants. The formulations have excellent cold flow properties compared to similar formulations not containing the inventive adduct.
    Type: Grant
    Filed: April 7, 1989
    Date of Patent: March 6, 1990
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg, Robert A. Kleist, Ricardo Bloch
  • Patent number: 4904802
    Abstract: An imide of the formula: ##STR1## where R.sub.1 is hydrogen or C.sub.1-4 alkyl.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: February 27, 1990
    Assignee: Ajinomoto Co., Inc.
    Inventors: Satoji Takahashi, Tadashi Takemoto
  • Patent number: 4897086
    Abstract: Disclosed is an additive for liquid hydrocarbon fuel composition, particularly diesel fuels. The additive composition is the reaction product of polyalkenyl-substituted succinimides, aldehydes, and triazoles. It also finds use in lubricant compositions.
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: January 30, 1990
    Assignee: Mobil Oil Corporation
    Inventors: David A. Blain, Angeline B. Cardis, Sylvia S. McGonigle
  • Patent number: 4885158
    Abstract: The invention relates primarily to quaternized compounds having the formula ##STR1## wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C.sub.1 to C.sub.4 alkyl; R.sub.1, R.sub.2 and R.sub.3 are each independently selected from the group of alkyl, alkyloxyalkyl, alkyloxyalkenyl, hydroxyalkyl, aryl, aralkyl, alkaryl, alkyl amidoalkyl, alkyl carbamoylalkyl, aryl amido alkyl and aryl carbamoyalkyl radicals, and R.sub.2 and R.sub.3, together with the quaternized nitrogen atom can form a heterocyclic radical containing from 1 to 2 heteroatoms selected from the group of nitrogen, sulfur and oxygen, in which case R.sub.1 can represent a double bond in the heterocyclic structure or can be any of the aforementioned groups for R.sub.1, R.sub.2 and R.sub.3 ; said groups R.sub.1, R.sub.2 and R.sub.3 each having from 1 to 30 carbon atoms and at least one of R.sub.1, R.sub.2 and R.sub.3 is a radical having from 8 to 30 carbon atoms when R.
    Type: Grant
    Filed: April 29, 1988
    Date of Patent: December 5, 1989
    Assignee: GAF Corporation
    Inventors: David J. Tracy, Thomas Rizzo, Robert B. Login
  • Patent number: 4855074
    Abstract: A homogeneous concentrate suitable for use as an additive for lubricating oils is formed from a long chain succinimide and a benzotriazole by heating a mixture of these materials in the presence of water or alkoxylated amines or dihydrocarbylphosphites or dihydrocarbyl phosphonates (or mixtures of such materials) and then distilling the volatile component, from the resulting product. When this heating step is conducted in the additional presence of a boronating agent such as boric acid and the volatile component, is removed by distillation, not only is a compatible additive concentrate formed, but the long chain succinimide is boronated in the process.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: August 8, 1989
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventors: Andrew G. Papay, Joseph P. O'Brien
  • Patent number: 4851547
    Abstract: A method for the production of a maleimide by dehydration and ring-closure of maleinamic acid obtained by the reaction of maleic anhydride with an amine, which method is characterized by effecting ring-closure imidation of said maleinamic acid by heating said maleinamic acid in a water-insoluble or water-immiscible inert organic non-polar solvent in the presence of a catalyst of an amine salt produced from the amine and an acid, a mixture of the amine salt and the acid, or a supported catalyst on a solid carrier the catalyst or the acid.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: July 25, 1989
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Yuichi Kita, Koichi Nakagawa, Kentaro Sakamoto, Akio Fukui, Masao Baba, Yoichi Nakagawa
  • Patent number: 4839072
    Abstract: This invention is to polyolefinic succinimide polyamine alkyl acetoacetate of the general formula: ##STR1## wherein Z.sup.1 and Z.sup.3 are the same or different and are moieties of the formula: ##STR2## Z.sup.2 is a moiety of the formula: ##STR3## wherein R.sup.2, R.sup.3 and R.sup.4 are the same or different and are alkylene of from 1 to 6 carbon atoms, m is an integer of from 1 to 5, each A' is independently selected from the group consisting of H, A and the moiety: ##STR4## wherein A" is H or A, R.sup.3 is as defined above, R.sup.6 is alkylene of from 1 to 6 carbon atoms, T.sup.1 and T.sup.2 are the same or different and each comprises a member selected from the group consisting of moieties of the formula: ##STR5## wherein B' is substituted or unsubstituted alkyl or aryl-containing group, n.sup.1 is an integer of 0 to 10, n.sup.2 is an integer of 0 to 10, n.sup.3 is an integer of from 0 to 10, n.sup.4 is an integer of from 0 to 10, with the provisos that the sum of n.sup.1, n.sup.2, n.sup.3 and n.sup.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: June 13, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert A. Kleist