Boron Containing Patents (Class 549/213)
  • Patent number: 5702952
    Abstract: The invention provides novel labelled boronic acid conjugates of formula ##STR1## (wherein V is a reporter moiety; W.sup.2 is a bond or an organic linker moiety;W.sup.1 is a *SO.sub.2 NR.sup.2, *CONR.sup.2 or *CH.sub.2 N.sup..sym. R.sup.2.sub.2 group bound at the *-marked atom to the phenyl ring;R.sup.1 is hydrogen or an electron withdrawing substituent group; andeach R.sup.2 independently is hydrogen or an optionally hydroxylated and optionally C.sub.1-6 -alkoxylated C.sub.1-6 -alkyl group) and salts thereof, e.g. for use in assays for cis-diols such as glycated blood proteins, having enhanced water-solubility and storage stability.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: December 30, 1997
    Assignee: Axis Biochemicals ASA
    Inventors: Erling Sundrehagen, Frank Frantzen
  • Patent number: 5686608
    Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium as catalyst comprises adding to the reactiona) at least one water-soluble complexing ligand andb) sufficient water for the reaction mixture to form an aqueous phase.The reaction of the invention proceeds chemoselectively so that even electrophilic groups such as esters or nitriles do not have an adverse effect on the course of the reaction.The use according to the invention of a water-soluble complexing ligand in an aqueous phase enables polycyclic aromatic compounds to be prepared in very good yields and at the same time very high purity, in particular without contamination by the complexing ligands.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: November 11, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Steffen Haber, Javier Manero
  • Patent number: 5679818
    Abstract: The present invention is a compound having the formula:R.sup.1 --Ac.sup.1 --Ar.sup.1 --M--Ar.sup.2 --Ac.sup.2 --R.sup.2where R.sup.1 and R.sup.2 are independently selected from the group consing of hydrogen, unsubstituted alkyl groups, substituted alkyl groups, unsubstituted aryl groups, and substituted aryl groups, where Ac.sup.1 and Ac.sup.2 are independently selected alkynyl groups having at least 1 carbon-carbon triple bond, where Ar.sup.1 and Ar.sup.2 are independently selected substituted or unsubstituted aromatic diradicals, and where M has the structure ##STR1## where m is a positive integer, wherein x, p, y, r, n, and z are independently selected integers, where z.noteq.0 when n.noteq.0, and where R.sup.3 through R.sup.14 are independently selected from the group consisting of hydrogen, unsubstituted alkyl groups, substituted alkyl groups, unsubstituted aryl groups, and substituted aryl groups.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: October 21, 1997
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Daniel Bucca, Teddy M. Keller
  • Patent number: 5631364
    Abstract: The invention provides novel labelled boronic acid conjugates of formula ##STR1## (wherein V is a reporter moiety; W.sup.2 is a bond or an organic linker moiety;W.sup.1 is a *SO.sub.2 NR.sup.2, *CON.sup.2 or *CH.sub.2 N.sym.R.sup.2 .sub.2 group bound at the *-marked atom to the phenyl ring;R.sup.1 is hydrogen or an electron withdrawing substituent group; andeach R.sup.2 independently is hydrogen or an optionally hydroxylated and optionally C.sub.1-6 -alkoxylated C.sub.1-6 -alkyl group) and salts thereof, e.g. for use in assays for cis-diols such as glycated blood proteins, having enhanced water-solubility and storage stability.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: May 20, 1997
    Assignee: AXIS Biochemicals ASA
    Inventors: Erling Sundrehagen, Frank Frantzen
  • Patent number: 5614649
    Abstract: Disclosed herein are inhibitors of the multicatalytic protease enzyme which are represented by the general formula: ##STR1## Constituent members and preferred constituent members are disclosed herein. Methodologies for making and using the disclosed compounds are also set forth herein.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: March 25, 1997
    Assignee: Cephalon, Inc.
    Inventors: Mohamed Iqbal, James L. Diebold, Robert Siman, Sankar Chatterjee, James C. Kauer
  • Patent number: 5563127
    Abstract: Novel boronic acid and ester and carboxyl-modified amino acid compounds of the Formula I, which are inhibitors of trypsin-like enzymes, are disclosed :R.sup.1 --Z--CHR.sup.2 --A,where R.sup.1, Z, R.sup.2 and A are defined within.
    Type: Grant
    Filed: December 27, 1994
    Date of Patent: October 8, 1996
    Assignee: The DuPont Merck Pharmaceutical Company
    Inventors: Eugene C. Amparo, William H. Miller, Gregory J. Pacofsky, John Wityak, Patricia C. Weber, John J. V. Duncia, Joseph B. Santella, III
  • Patent number: 5514816
    Abstract: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being C1 or Br, or is --COOR.sup.2, --SiR.sup.2.sub.3 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkylphenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: May 7, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Ackermann, Hans-Ruedi Kanel, Bruno Schaub
  • Patent number: 5493046
    Abstract: The novel process of the invention for the preparation of a compound of the formula ##STR1##
    Type: Grant
    Filed: October 27, 1994
    Date of Patent: February 20, 1996
    Assignee: Roussel-Uclaf
    Inventors: Neerja Bhatnagar, Jean Buendia, Christine Griffoul
  • Patent number: 5493032
    Abstract: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 in which Z.sup.
    Type: Grant
    Filed: March 6, 1995
    Date of Patent: February 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Ackermann, Hans-Ruedi Kanel, Bruno Schaub
  • Patent number: 5442100
    Abstract: A compound having the formula: ##STR1## where R.sub.1, R.sub.2, and R.sub.3 are independently hydrogen or C.sub.1-C.sub.4 alkyl; n is 2-4; X is aryl, substituted aryl or C.sub.1-C.sub.6 alkyl; Y is selected from the group consisting of hydrogen, amino acid, dipeptide or tripeptide linked through the C-terminal carboxylic acid, and amine protecting group is presented.
    Type: Grant
    Filed: August 14, 1992
    Date of Patent: August 15, 1995
    Assignee: The Procter & Gamble Company
    Inventors: David W. Bjorkquist, Rajan K. Panandiker
  • Patent number: 5420301
    Abstract: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being Cl or Br, or is --COOR.sup.2, --SiR.sub.3.sup.2 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkyl-phenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: November 5, 1993
    Date of Patent: May 30, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Ackermann, Hans-Ruedi Kanel, Bruno Schaub
  • Patent number: 5340487
    Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Robert D. Lundberg
  • Patent number: 5229526
    Abstract: A metal alkoxide having the following formula: ##STR1## wherein T.sub.1 is hydrogen or a hydroxy protecting group, Z is --OT.sub.2, or --OCOCH.sub.3, T.sub.2 is hydrogen or a hydroxy protecting group, and M is selected from the group comprising Group IA, IIA and transition metals are useful in the preparation of biologically active derivatives of baccatin III and 10-deacetyl baccatin III.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: July 20, 1993
    Assignee: Florida State University
    Inventor: Robert A. Holton
  • Patent number: 5169841
    Abstract: The invention relates to compounds of the formula 1 ##STR1## in which A.sup.1 denotes a radical of the formulae ##STR2## A.sup.2 is absent or represents a radical of the formula ##STR3## R.sup.2, R.sup.3 and R.sup.4 are as defined in the specification, and X and Y, independently of one another, represent --O-- or --NR.sup.13 --, and to the salts thereof. Also described is a process for the preparation of the compounds of the formula 1, corresponding pharmaceutical products, and the use thereof as medicines, and intermediates for the preparation of these compounds.
    Type: Grant
    Filed: November 3, 1988
    Date of Patent: December 8, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz-Werner Kleeman, Hansjorg Urbach, Dieter Ruppert, Bernward Scholkens
  • Patent number: 5151520
    Abstract: A cationic dye-borate anion compound represented by the formula: ##STR1## where D+ is a cationic dye moiety selected from the group consisting of cationic cyanine, carbocyanine, hemicyanine, rhodamine, and azamethine dyes; R.sup.1 is alkyl; and R.sup.2, R.sup.3, and R.sup.4 are aryl. Such cationic dye-borate anion compounds are useful photoinitiators of free radical addition reactions.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: September 29, 1992
    Assignee: The Mead Corporation
    Inventors: Peter Gottschalk, Douglas C. Neckers, Gary B. Schuster
  • Patent number: 5061695
    Abstract: An antitumor substance BE-12406 or a pharmaceutically acceptable salt thereof, which is represented by the general formula ##STR1## and a method of producing the novel substance.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: October 29, 1991
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Hiroyuki Suda, Katuhisa Kojiri, Akira Okura, Koutaro Funaishi, Kenji Kawamura, Masanori Okanishi
  • Patent number: 5039795
    Abstract: An improved process for preparation of compounds of the formula ##STR1## as disclosed. These compounds are useful as intermediates in the preparation of boronic acid adducts of technetium 99m dioxime complexes of the formula.sup.99m Tc X(Y).sub.3 Zwhich are useful as imaging agents.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: August 13, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Richard H. Mueller
  • Patent number: 5037811
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 is H or alkyl of 1 to 20 carbons, CO--R.sub.1.sup.* CO--O--R.sub.1.sup.* CO--NH--R.sub.1.sup.* or PO(OR.sub.1.sup.*).sub.2 or PO(OR.sub.1.sup.*)R.sub.1.sup.* where R.sub.1.sup.* independently is H, alkyl of 1 to 20 carbons, phenyl, or substituted phenyl; X is O, S, SO--, SO.sub.2, NH--, or NR.sub.2 where R.sub.2 is phenyl, substituted phenyl or alkyl of 1 to 20 carbons, and Y is alkyl having at least 6 carbon atoms, arylalkyl, aryl, substituted aryl, substituted arylalkyl, alkenyl containing one or more olephinic bonds and at least 6 carbon atoms, CO--R.sub.3, CO--OR.sub.3, CONHR.sub.3, SO.sub.2 R.sub.3, SO.sub.2 NHR.sub.3 where R.sub.3 is aryl, substituted aryl, substituted arylalkyl, alkyl, alkenyl containing one or more olephinic bonds, further Y is (CH.sub.2).sub.n --O--R.sub.4, or (CH.sub.2).sub.n --O--(CH.sub.2).sub.m --O--R.sub.4, where n, and m, are integers and are independently 1 to 25 and R.sub.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: August 6, 1991
    Assignee: Allergan, Inc.
    Inventor: Gary C. M. Lee
  • Patent number: 4963655
    Abstract: A method of inhibiting protease activity, growth, and colony formation in mammalian tumor cells by boronic acid analogs of amino acids, dipeptides and tripeptides. A method of coupling a boronic acid analog of an amino acid to other N-protected amino acids or N-protected dipeptides and compositions formed from the coupled products.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: October 16, 1990
    Assignee: Mayo Foundation for Medical Education and Research
    Inventors: David H. Kinder, Matthew M. Ames
  • Patent number: 4963568
    Abstract: Novel compounds which are selective dopamine agonists are useful for treating disorders characterized by abnormal dopamine levels, such as Parkinson's Disease, as well as cardiovascular disorders.
    Type: Grant
    Filed: May 31, 1989
    Date of Patent: October 16, 1990
    Assignee: Abbott Laboratories
    Inventors: Robert W. Schoenleber, John W. Kebabian, Yvonne C. Martin, Michael P. DeNinno, Richard J. Perner, David M. Stout, Chi-Nung W. Hsiao, Stanley DiDomenico, Jr., John F. DeBernardis, Fatima Z. Basha, Michael D. Meyer, Biswanath De
  • Patent number: 4913830
    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, and a hydrocarbyl substituted, hydroxy aromatic compound, e.g. a polyisobutenyl phenol 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 hydroxy aromatic compound. 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: April 3, 1990
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Robert D. Lundberg, Antonio Gutierrez
  • Patent number: 4910321
    Abstract: This invention provides a novel catalyst composed of a complex of an organic acid or its ester and a Lewis acid, preferably boron trichloride that can add olefin monomers to increase the molecular weight of the complex from as low as 200 to in excess of a million, with the complex being active viz., living, until the complex dies, viz., is decomposed or destroyed so that polymers in the liquid or easily liquefiable range of 300 to about 20,000 can be made or those more difficult to be liquefied or unliquefiable, viz., those of over 10,000 up to 100,000 or in some cases 500,000 and then those in the range of the elastomers, or moldable or extrudable plastics range having very high molecular weights, generally in excess of 100,000 up to in excess of 500,000 and having useful end groups such as the halogens and specifically chloride, allyl, acryl or methacryl, acetate or formate to name some of the more useful ones.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: March 20, 1990
    Assignee: University of Akron
    Inventors: Joseph P. Kennedy, Rudolf Faust
  • Patent number: 4870177
    Abstract: Improved processes for liberating boronic, RB(OR').sub.2, and borinic, RR'BOR', esters from their "ate" complexes, free of alcohol are provided. Pyrolysis of lithium organylborates LiRB(OR').sub.3 and LiRR'BOR', wherein R is an organyl group and R' is straight or branched-chain lower alkyl, directly yields the relatively volatile boronic and borinic esters in high purity, leaving behind a residue of lithium alkoxide. Treatment of the lithium organylborates with an appropriate acid halide cleanly liberates either volatile or non-volatile boronic or borinic esters, readily separated from the lower alkyl ester produced as a by-product. The novel compound lithium dimethylborohydride is also provided.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: September 26, 1989
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4839274
    Abstract: 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: Grant
    Filed: June 30, 1987
    Date of Patent: June 13, 1989
    Assignee: Eastman Kodak Company
    Inventor: Margaret E. Logan
  • Patent number: 4839260
    Abstract: 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: Grant
    Filed: June 30, 1987
    Date of Patent: June 13, 1989
    Assignee: Eastman Kodak Company
    Inventor: Margaret E. Logan
  • Patent number: 4833263
    Abstract: An electron-accepting compound represented by the formula (I): ##STR1## wherein R represents a hydrogen atom or --B(Mes).sub.2 and Mes represents a mesityl group.A method for preparing an electron-accepting compound represented by the above-described formula (I), which comprises condensing a benzophenone derivative represented by the following formula (II) with malononitride, ##STR2## wherein R and Mes have the same meanings as defined for the formula (I).
    Type: Grant
    Filed: January 13, 1988
    Date of Patent: May 23, 1989
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Yutaka Akasaki, Katsuhiro Sato, Hiroyuki Tanaka, Katsumi Nukada, Hidemi Sudo
  • Patent number: 4724099
    Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metaloid or other metal compound and even further contain sulfur, such as a sulfide group.The boron-containing heterocyclic compound provides extreme pressure anti-wear properties when provided in a lubricating composition. The lubricating composition may also comprise anti-oxidants, copper corrosion inhibitors, and lead corrosion inhibitors. The anti-wear properties of a lubricating composition can be enhanced using the borates of the present invention in conjunction with a copper compound.The boron-containing heterocyclic compound may be used in automatic transmission fluids alone, further reacted with an ester of a polyhydric alcohol or mixed with said ester.Automatic transmission fluid compositions are provided.
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: February 9, 1988
    Assignee: Union Oil Company of California
    Inventors: Richard A. Holstedt, Michael C. Croudace
  • Patent number: 4713187
    Abstract: 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: Grant
    Filed: March 2, 1987
    Date of Patent: December 15, 1987
    Assignee: Chevron Research Company
    Inventors: Thomas F. Buckley, III, Robert H. Wollenberg
  • Patent number: 4708811
    Abstract: An electrolyte for electrolytic capacitor containing within an aprotic solvent a tetrafluoroboric acid salt of a pyrylium or thiopyrylium compound as solute.An electrolyte for electrolytic capacitor according to the invention may conveniently be prepared by dissolving a tetrafluoroboric acid salt of a pyrylium or thiopyrylium compound to an aprotic solvent until a desired conductivity is obtained, for example, as an approximately 10% by weight solution.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: November 24, 1987
    Assignee: Nippon Chemi-Con Corporation
    Inventors: Fumihiko Shinozaki, Yutaka Yokoyama
  • Patent number: 4702851
    Abstract: 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: Grant
    Filed: October 8, 1986
    Date of Patent: October 27, 1987
    Assignee: Chevron Research Company
    Inventor: Robert H. Wollenberg
  • Patent number: 4658051
    Abstract: The present invention relates to novel organocyanohydroborate compounds which may be employed as reducing agents. For example, organocyanohydroborates having the following general formula are contemplated:M.sup.+ BH.sub.3 CR.sub.1 R.sub.2 CN.sup.-In this formula, R.sub.1 and R.sub.2 may be, for example, H, CH.sub.3, or C.sub.6 H.sub.5, or may be represented jointly, for example by C.sub.5 H.sub.10, while M.sup.+ is a cation wh ich is capable of forming a slat. The organocyanohydroborate compounds of the present invention include a --CR.sub.1 R.sub.2 -- moiety between the BH.sub.3 moiety and CN moiety to provide a new class of hydroborate reducing agents.
    Type: Grant
    Filed: April 9, 1985
    Date of Patent: April 14, 1987
    Assignee: Utah State University Foundation
    Inventors: Karen W. Morse, John L. Peters
  • Patent number: 4652635
    Abstract: A method for converting ether groups such as alkyl or aryl ether groups including hydroquinone ether groups to hydroxyl groups and ester groups such as alkyl or aryl ester groups to carboxylic acid groups which comprises reacting a compound including at least one ether and/or ester group with a 2-halo-1,3,2-benzodioxaborole to form an intermediate and hydrolyzing the intermediate such as by quenching it into water to form the desired final product.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: March 24, 1987
    Assignee: Polaroid Corporation
    Inventor: Patrick F. King
  • Patent number: 4617406
    Abstract: Tocopherol homologues found in a tocopherol-containing feed material can be purified by forming a borate tocopherol ester and then distilling the material containing the esterified tocopherol to remove the materials boiling at temperatures lower than the esterified tocopherol. The borate tocopherol esters remaining after distillation are then reacted with a member selected from the group consisting of: Water, methanol, and ethanol to form tocopherol homologues from the borate tocopherol ester, and the boron by product from this reaction is removed. The tocopherol is then recovered by collecting it, distilling it or by any other convenient collection method.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: October 14, 1986
    Assignee: Henkel Corporation
    Inventor: Stephen M. Willging
  • Patent number: 4568756
    Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-5-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template reagents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additives in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: February 4, 1986
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4522734
    Abstract: Borate esters of hydrolyzed hydrocarbyl alkoxides are effective friction modifiers which also provide effective multifunctional properties for lubricants when incorporated therein.
    Type: Grant
    Filed: October 25, 1982
    Date of Patent: June 11, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Henry Ashjian, Henry A. Gawel
  • Patent number: 4476313
    Abstract: A method is disclosed for preparing pyrylium and thiapyrylium salts having the formula represented below (where X is O,S or Se): ##STR1## and where R.sup.1 and R.sup.2 represents a branched or unbranched alkyl radical having up to about 15 carbon atoms, an aromatic group having as substituents alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms, substituted amino radicals have 1 to 2 carbon radicals containing 1 to about 4 carbon atoms, an heterocyclic group having as substitute alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms and amino radicals having 1 or 2 carbon radicals containing 1 to about 4 carbons, thiophene radicals and furan radical containing a variety of substituents; R.sup.3 represents a thioalkyl radical having 1 to about 4 carbon atoms thiobenzyl, thioaryl and thiocycloalkyl, as well as thiohetaryl radicals such as thiohydridyl and related 5-and-membered systems; and Z.sup.- is an anionic function.
    Type: Grant
    Filed: May 13, 1983
    Date of Patent: October 9, 1984
    Assignee: Rensselaer Polytechnic Institute
    Inventor: Kevin T. Potts
  • Patent number: 4410438
    Abstract: Lubricant and liquid fuel compositions containing a product made by reacting a boronating agent with a hydrocarbyl epoxide are provided. The invention also provides the product per se.
    Type: Grant
    Filed: December 11, 1981
    Date of Patent: October 18, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4376712
    Abstract: Borated sorbitan esters provide effective friction reducing properties for lubricating fluids when incorporated therein.
    Type: Grant
    Filed: October 15, 1981
    Date of Patent: March 15, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Joan M. Kaminski
  • Patent number: 4341894
    Abstract: 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: Grant
    Filed: April 26, 1979
    Date of Patent: July 27, 1982
    Assignee: Eastman Kodak Company
    Inventors: Michael T. Regan, George A. Reynolds, Donald P. Specht, James A. VanAllan
  • Patent number: RE32246
    Abstract: Lubricant and liquid fuel compositions containing a product made by reacting a boronating agent with a hydrocarbyl epoxide are provided. The invention also provides the product per se.
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: September 9, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky