Boron Containing Patents (Class 548/405)
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Patent number: 5264585Abstract: The chiral catalyst of general structure 1, or its enantiomer ##STR1## is prepared by treating the corresponding N-carboxy anhydride of structure 2 ##STR2## with an aryl metal, especially a phenyl metal such as an aryl magnesium halide, aryl lithium, aryl zinc or aryl cesium, to form a 1,1-diaryl- methanol of structure 3 ##STR3## followed by treatment with a compound of structure, 4 ##STR4## The catalyst, wherein R is aromatic, is novel and in some cases superior to the catalyst wherein R is alkyl or aralkyl in directing the chirality of diborane, borane-dimethyl sulfide or borane-tetrahydrofuran reductions of ketones to secondary alcohols.Type: GrantFiled: October 26, 1992Date of Patent: November 23, 1993Assignee: Merck & Co., Inc.Inventors: Thomas J. Blacklock, Todd K. Jones, David J. Mathre, Lyndon C. Xavier
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Patent number: 5262545Abstract: Fluorescent compounds useful in the determination of chloramphenicol acetyltransferase (CAT) enzyme activity are described. The compounds are fluorescent derivatives related in structure to chloramphenicol comprising a base, ##STR1## substituted at one to five aromatic ring positions by substituents, which may be the same or different, that are alkyl-, hydroxy-, alkoxy-, aryl-, halo-, nitro-, amino-, alkylamido-, or arylamido-; and a fluorescent moiety linked to the base at --NH-- by an aliphatic chain of 1-12 atoms other than hydrogen, where such atoms are carbon, nitrogen, oxygen, or sulfur, or combinations thereof. The substrate compounds are acylated in the presence of CAT to produce fluorescent mono- and diacylated products, which are then physically separated from the reaction mixture and quantitated by means of their fluorescence and/or absorbance.Type: GrantFiled: June 18, 1991Date of Patent: November 16, 1993Assignee: Molecular Probes, Inc.Inventors: Richard P. Haughland, Hee C. Kang, Steven L. Young, Michael H. Melner
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Patent number: 5248782Abstract: This invention describes novel 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes containing heteroaryl substituents conjugated to the fluorophore and methods for their synthesis. The heteroaryl substituted compounds (heteroaryl dyes) generally have the structure: ##STR1## wherein any or all of the substituents R.sub.1 -R.sub.7, but at least one of such substituents, is a heteroaryl group, including 5- or 6-member rings, singly or fused, containing one or more heteroatoms. The new dyes that have spectral properties that are significantly shifted from those of the parent alkyl-substituted dyes, usually accompanied by an increase in photostability and in some cases by an increase in the extinction coefficient relative to the alkyl-substituted dyes. The general method of synthesis includes formation of pyrromethene salt intermediates followed by cyclization with boron trifluoride in the presence of a base to give heteroaryl-substituted dipyrrometheneboron difluoride dyes.Type: GrantFiled: December 18, 1990Date of Patent: September 28, 1993Assignee: Molecular Probes, Inc.Inventors: Richard P. Haugland, Hee C. Kang
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Patent number: 5220009Abstract: Novel 3,7-disubstituted phenothiazinium salts are active in the photochemical disinfection of aqueous effluents. The novel salts are of the general formula ##STR1## wherein: either R.sub.1 is a saccharide residue;R.sub.2 is alkyl, cycloalkyl, aryl, aralkyl or heterocyclyl, any alkyl or alkylene chain being optionally interrupted by one or more heteroatoms, and Y is alkylene optionally substituted by alkyl, cycloalkyl, aryl or aralkyl; orR.sub.1 and R.sub.2 are each methyl and Y is a bond; and when R.sub.1 is a saccharide residue X is an anion selected from halogen, R.sub.3 CO.sub.2.sup.-, R.sub.3 SO.sub.3.sup.- and R.sub.3 OSO.sub.3.sup.-, wherein R.sub.3 is alkyl, cycloalkyl, aryl, aralkyl or heterocyclyl, andwhen R.sub.1 and R.sub.2 are each methyl, X is an anion selected from R.sub.3 SO.sub.3.sup.-, R.sub.3 OSO.sub.3.sup.- wherein R.sub.3 is as defined above and R.sub.4 CO.sub.2.sup.-, wherein R.sub.4 is an aldose or ketose residue, an N-protected .alpha.-amino acid residue or a .omega.-carboxy-.alpha.Type: GrantFiled: April 25, 1991Date of Patent: June 15, 1993Assignee: Yeda Research and Development Company LimitedInventors: Yehuda Mazur, Aureliu Acher, Lea Shragina, Moshe Avramoff
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Patent number: 5189177Abstract: The chiral catalyst of general structure 1, or its enantiomer ##STR1## is prepared by treating the corresponding N-carboxy anhydride of structure 2 ##STR2## with an aryl metal, especially a phenyl metal such as an aryl magnesium halide, aryl lithium, aryl zinc or aryl cesium, to form a 1,1-diaryl- methanol of structure 3 ##STR3## followed by treatment with a compound of structure, 4 ##STR4## The catalyst, wherein R is aromatic, is novel and in some cases superior to the catalyst wherein R is alkyl or aralkyl in directing the chirality of diborane, borane-dimethyl sulfide or borane-tetrahydrofuran reductions of ketones to secondary alcohols.Type: GrantFiled: July 15, 1991Date of Patent: February 23, 1993Assignee: Merck & Co., Inc.Inventors: Thomas J. Blacklock, Todd K. Jones, David J. Mathre, Lyndon C. Xavier
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Patent number: 5187157Abstract: Peptides comprising C-terminal boronic acid derivatives of lysine, ornithine, and arginine, homoarginine and corresponding isothiouronium analogs thereof, are reversible inhibitors of trypsin-like serine proteases such as thrombin, plasma kallikrein and plasmin.Type: GrantFiled: April 6, 1988Date of Patent: February 16, 1993Assignee: Du Pont Merck Pharmaceutical CompanyInventors: Charles A. Kettner, Ashokkumar B. Shenvi
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Patent number: 5187288Abstract: This invention relates to ethenyl-substituted derivatives of dipyrrometheneboron difluoride dyes that have an absorption maximum at wavelengths longer than about 525 nm, and are electrically neutral, highly photostable and, in most cases, highly fluorescent with relatively narrow absorption and emission spectra. The ethenyl-substituted dyes generally have the structure: ##STR1## wherein at least one of the fluorophore substituents R.sub.1 -R.sub.7, is an ethenyl group of the formula --CX.sub.m .dbd.CY.sub.m --Z.sub.m, where m is any combination of locations 1, 2, 3, 4, 5, 6, and 7 corresponding to the location of parent fluorophore substituents R.sub.1-7. The initial ethenyl substituents X.sub.m, Y.sub.m, and Z.sub.m, which may be the same or different, are halogen, alkyl (containing 1-10 carbon atoms), cyano, ester, amide, ethenyl or polyethenyl, aryl or heteroaryl.Type: GrantFiled: May 22, 1991Date of Patent: February 16, 1993Assignee: Molecular Probes, Inc.Inventors: Hee C. Kang, Richard P. Haugland
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Patent number: 5126063Abstract: Lubricating oil and grease compositions contain borated hydroxyalkyl esters of amine or metal salts of diorganodithiocarbamic acid, such as N,N'-di-(2-ethylhexyl) dithiocarbamic acid, and hydrocarbylene oxie, such as propylene oxide, as antioxidant, load-carrying and friction modifying additives.Type: GrantFiled: September 27, 1990Date of Patent: June 30, 1992Assignee: Mobil Oil CorporationInventors: Angeline B. Cardis, Liehpao O. Farng, Abraham O. M. Okorodudu, Andrew G. Horodysky
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Patent number: 5114602Abstract: 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: GrantFiled: January 31, 1991Date of Patent: May 19, 1992Assignee: Amoco CorporationInventors: Dennis G. Petrille, Herbert S. Golinkin
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Patent number: 5087704Abstract: The present invention provides a cyanine compound represented by the formula ##STR1## wherein R.sup.1 is a hydrogen atom or a lower alkyl group, R.sup.2 is an optionally substituted lower alkyl group, X and Y are the same or different and each represent a methylene group or an oxygen atom, Z is an acidic residue, and n is 2 or 3. This cyanine compound is suitable for use as a near infrared light-absorbing organic dye useful as an optical disc recording medium for semiconductor laser recording.Type: GrantFiled: May 4, 1990Date of Patent: February 11, 1992Assignee: Asahi Chemical Co., Ltd.Inventors: Osamu Manabe, Shigeo Fujita, Shizuo Iwata, Morihiro Kamiyama
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Patent number: 5071998Abstract: Disclosed herein are additives which are useful as dispersants and detergents in lubricating oils. In particular, this invention is directed toward polyamino alkenyl or alkyl succinimides which have been modified by treatment with a compound of the formula: ##STR1## wherein W is oxygen or sulfur; X is oxygen, sulfur or R.sub.5 N< wherein R.sub.5 is hydrogen, and alkyl of from 1 to 20 carbon atoms; and R.sub.4 is an alkylene group of from 2 to 5 carbon atoms or an alkylene group of from 2 to 5 carbon atoms substituted with from 1 to 3 alkyl groups of from 1 to 2 carbon atoms each with the proviso that both W and X are not both oxygen. The modified polyamino alkenyl or alkyl succinimides of this invention have been found to possess dispersancy and detergency in lubricating oils. These modified succinimides are also useful as dispersants and detergents in fuels.Type: GrantFiled: February 9, 1990Date of Patent: December 10, 1991Assignee: Chevron Research CompanyInventor: Robert H. Wollenberg
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Patent number: 5039802Abstract: The chiral catalyst of general structure 1, or its enantiomer ##STR1## is prepared by treating the corresponding N-carboxy anhydride of structure 2 ##STR2## with an aryl metal, especially a phenyl metal such as an aryl magnesium halide, aryl lithium, aryl zinc or aryl cesium, to form a 1,1-diaryl-methanol of structure 3 ##STR3## followed by treatment with a compound of structure, 4 ##STR4## The catalyst, wherein R is aromatic, is novel and in some cases superior to the catalyst wherein R is alkyl or aralkyl in directing the chirality of borane-dimethyl sulfide reductions of ketones to secondary alcohols.Type: GrantFiled: April 18, 1990Date of Patent: August 13, 1991Assignee: Merck & Co., Inc.Inventors: Thomas J. Blacklock, Todd K. Jones, David J. Mathre, Lyndon C. Xavier
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Patent number: 4985156Abstract: A borated reaction product that is useful as a dispersancy enhancing lubricant additive. The product is produced from the maleic anhydride adduct of an olefinic alpha-olefin oligomer. The oligomer (HVI-PAO) comprises the product of the oligomerization of C.sub.2 to C.sub.24 alpha-olefin using a reduced valence state Group VIB metal as the oligomerization catalyst. This adduct of maleic anhydride and HVI-PAO is reacted with a secondary amine such as diphenylamine, an alkanol amine such as triethanolamine, and a borating agent such as boric acid or a borate ester.Type: GrantFiled: October 24, 1989Date of Patent: January 15, 1991Assignee: Mobil Oil CorporationInventors: Henry Ashjian, Henry A. Gawel
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Patent number: 4943635Abstract: Chiral 1,3,2-oxazaborolidines and tetrahydro-1,3,2-oxazaborines are effective catalysts for the borane reduction of prochiral ketones to optically active alcohols.Type: GrantFiled: July 29, 1988Date of Patent: July 24, 1990Assignee: President & Fellows of Harvard CollegeInventor: Elias J. Corey
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Patent number: 4857214Abstract: Oil-soluble reaction products of inorganic phosphorus containing acids or anhydrides with a boron compound and ashless dispersants such as alkenyl succinimides are useful as antiwear/EP additives in lubricants.Type: GrantFiled: September 16, 1988Date of Patent: August 15, 1989Assignee: Ethylk Petroleum Additives, Inc.Inventors: Andrew G. Papay, Rolfe J. Hartley
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Patent number: 4839274Abstract: Polymethine dyes and ultraviolet absorbers are disclosed containing a basic electron donating terminal nucleus and an acidic electron accepting terminal nucleus comprised of a triarylborylisocyano group. The dyes are useful in imaging materials.Type: GrantFiled: June 30, 1987Date of Patent: June 13, 1989Assignee: Eastman Kodak CompanyInventor: Margaret E. Logan
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Patent number: 4839260Abstract: Polymethine dyes and ultraviolet absorbers are disclosed containing a basic electron donating terminal nucleus and an acidic electron accepting terminal nucleus satisfying the formula: ##STR1## where Ar is independently in each occurrence an aromatic group andD is an oxy or amino group.These polymethines are useful in imaging materials.Type: GrantFiled: June 30, 1987Date of Patent: June 13, 1989Assignee: Eastman Kodak CompanyInventor: Margaret E. Logan
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Patent number: 4837235Abstract: This invention provides a series of novel keto sulfones of formula I ##STR1## in which the group .dbd.A-- is selected from .dbd.C(Ra)-- and .dbd.N-- and the other radicals have the meanings defined in the following specification.The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compound, or their salts, for use in the treatment of, for example, allergic or inflammatory diseases, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.Type: GrantFiled: October 16, 1986Date of Patent: June 6, 1989Assignee: ICI Americas Inc.Inventors: Peter R. Bernstein, Frederick J. Brown, Victor G. Matassa, Ying K. Yee
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Patent number: 4774339Abstract: Novel fluorescent dyes based on the dipyrrometheneboron difluoride structure are provided. The new reagents contain functional groups capable of forming a stable fluorescent product with functional groups typically found in biomolecules or polymers including amines, phenols, thiols, acids, aldehydes and ketones. Reactive groups in the dipyrrometheneboron difluoride dyes include activated esters, isocyanates, amines, hydrazines, sulfonyl halides, acids, aldehydes, alcohols and haloacetamides. The products are detected by their absorbance or fluorescence properties. The spectral properties of the fluorescent dyes are sufficiently similar in wavelengths and intensity to fluorescein as to permit use of the same euqipment. The dyes, however, have narrower spectral bandwidths than fluorescein, do not show appreciable sensitivity to pH, have higher solubility in non-polar solvents and have improved photostability.Type: GrantFiled: August 10, 1987Date of Patent: September 27, 1988Assignee: Molecular Probes, Inc.Inventors: Richard P. Haugland, Hee C. Kang
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Patent number: 4741848Abstract: A method of preparing boron-containing compositions is described which comprises reacting at least one hydroxy-substituted ester, amide or imide with a boron compound. Such boron-containing compositions are useful in lubricating oils and provide the lubricating oils with anti-wear and/or friction-reducing properties. The boron-containing compositions also are useful in fuel compositions.Type: GrantFiled: March 13, 1986Date of Patent: May 3, 1988Assignee: The Lubrizol CorporationInventors: Frederick W. Koch, Joseph W. Pialet, Daniel E. Barrer, Calvin W. Schroeck
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Patent number: 4713187Abstract: Disclosed herein are additives which are useful as dispersants and detergents in lubricating oils and fuels. In particular, this invention is directed toward polyamino alkenyl or alkyl succinimides wherein one or more of the amino nitrogens of the succinimide is substituted with ##STR1## wherein R.sub.4 is hydrocarbyl of from 1 to 30 carbon atoms; R.sub.5 is hydrocarbyl of from 2 to 30 carbon atoms or --R.sub.6 --(OR.sub.6).sub.p -- wherein R.sub.6 is alkylene of 2 to 5 carbon atoms and p is an integer from 1 to 100; and m is an integer of from 0 to 1.Type: GrantFiled: March 2, 1987Date of Patent: December 15, 1987Assignee: Chevron Research CompanyInventors: Thomas F. Buckley, III, Robert H. Wollenberg
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Patent number: 4710310Abstract: An electrolyte for electrolytic capacitor containing within an aprotic solvent a fluorocomplex acid salt of a N-heterocyclic compound as solute.An electrolyte for electrolytic capacitor according to the invention may conveniently be prepared by adding to an aqueous solution of fluorocomplex acid salt an equivalent amount of N-heterocyclic compound for reaction with subsequent dryness at reduced pressure to obtain an anhydrous salt which is then added to the aprotic solvent to prepare the resultant electrolyte having desired conductivity.Type: GrantFiled: January 21, 1987Date of Patent: December 1, 1987Assignee: Nippon Chemi-Con Corp.Inventors: Fumihiko Shinozaki, Yutaka Yokoyama
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Patent number: 4702851Abstract: Disclosed are additives which are useful as dispersants in lubricating oils, gasolines, marine crankcase oils and hydraulic oils. In particular, disclosed are additives prepared by (a) first reacting a polyamine with a cyclic carbonate; (b) reaction of this intermediate with an alkenyl or alkyl succinic anhydride; and (c) reaction of the product of (b) with a boron compound.Type: GrantFiled: October 8, 1986Date of Patent: October 27, 1987Assignee: Chevron Research CompanyInventor: Robert H. Wollenberg
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Patent number: 4698169Abstract: Products made by reacting (i) an alkenylsuccinic compound with (ii) an arylamine and (iii) an alkanolamine, an aminomethane or a hindered alcohol and borated reaction products thereof which provide superior dispersant and antioxidant activity to lubricant compositions when incorporated therein.Type: GrantFiled: May 1, 1986Date of Patent: October 6, 1987Assignee: Mobil Oil CorporationInventors: Harry J. Andress, Jr., Henry Ashjian
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Patent number: 4652387Abstract: Borated reaction products of alkenyl succinic compounds, aryl amines and aminoalcohols are highly effective dispersant and antioxidant/anticorrosion additives for lubricant compositions.Type: GrantFiled: July 30, 1986Date of Patent: March 24, 1987Assignee: Mobil Oil CorporationInventors: Harry J. Andress, Jr., Henry Ashjian
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Patent number: 4629578Abstract: Lubricating oils containing borated alkyl catechols-succinimide complex are effective in reducing fuel consumption in an internal combustion engine.Type: GrantFiled: June 17, 1985Date of Patent: December 16, 1986Assignee: Chevron Research CompanyInventor: Thomas V. Liston
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Patent number: 4455243Abstract: Lubricating oils containing borated fatty acid esters of glycerol-succinimide complex have been found to reduce fuel consumption in an internal combustion engine.Type: GrantFiled: February 24, 1983Date of Patent: June 19, 1984Assignee: Chevron Research CompanyInventor: Thomas V. Liston
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Patent number: 4341894Abstract: Sensitizers for photoconductive compositions and elements are disclosed. The sensitizers are 2,4,6 tri substituted pyrylium dye salts wherein at least one of said substituents is a 5 or 6 membered heterocyclic ring having at least one atom selected from the group consisting of N, O and S.Type: GrantFiled: April 26, 1979Date of Patent: July 27, 1982Assignee: Eastman Kodak CompanyInventors: Michael T. Regan, George A. Reynolds, Donald P. Specht, James A. VanAllan