Patents Represented by Attorney G. R. Plotecher
  • Patent number: 4166915
    Abstract: The title compound is prepared by contacting 6-oxatricyclo[3.2.1.1.sup.3,8 ]nonan-7-one with a stoichiometric amount of a reducing agent, such as lithium aluminum hydride, at reducing conditions, such as reflux temperature and pressure. This difunctional, endo-specific product is useful in the preparation of various polymer systems illustrated by polyesters, polyurethanes, polycarbonates, etc.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: September 4, 1979
    Assignee: The Dow Chemical Company
    Inventor: Fredric L. Buchholz
  • Patent number: 4153605
    Abstract: Bispicolylamines are prepared by reacting (a) cyanopyridine with (b) hydrogen in the presence of a catalytic amount of (c) a palladium on .alpha.-alumina catalyst. The reaction is normally conducted under autogeneous or superatmospheric pressure at a temperature of from about 20.degree. C. to about 75.degree. C. in a lower alkanol (e.g., isopropanol) as the reaction medium.
    Type: Grant
    Filed: May 30, 1978
    Date of Patent: May 8, 1979
    Assignee: The Dow Chemical Company
    Inventor: Philip E. Garrou
  • Patent number: 4153581
    Abstract: A method of producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone, or a mixture thereof, with an aminating agent in the presence of a catalyst, is improved by employing as the catalyst a composition comprising cobalt, copper and a third component selected from the group consisting of iron, zinc, zirconium and mixtures thereof. For example, polypropylene glycol is quantitatively aminated by contacting it with ammonia at about 175.degree. C. and in the presence of a catalyst comprising (metal basis) 30 mole percent cobalt, 63 mole percent copper and about 7 mole percent iron.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: May 8, 1979
    Assignee: The Dow Chemical Company
    Inventor: Clarence E. Habermann
  • Patent number: 4153466
    Abstract: The title compositions impart fire retardancy to and are not readily leached from various cellulosic substrates. For example, wood treated with a composition comprising a phosphate salt of poly(2-ethyl-2-oxazoline) and a 40:60 mixture of mono- and diammonium phosphate is not only rendered fire retardant but the phosphates exhibit good resistance to leaching.
    Type: Grant
    Filed: October 25, 1977
    Date of Patent: May 8, 1979
    Assignee: The Dow Chemical Company
    Inventor: William L. Smith
  • Patent number: 4152353
    Abstract: A method of producing amines, the method comprising contacting at reactive conditions at least one alcohol, aldehyde or ketone or a mixture thereof with an aminating agent in the presence of a catalyst, is improved by employing as the catalyst a composition comprising nickel, copper and a third component selected from the group consisting of iron, zinc, zirconium and mixtures thereof. For example, polypropylene glycol is quantitatively aminated by contacting it with ammonia at about 175.degree. C. and in the presence of a catalyst comprising (metal basis) 30 mole percent nickel, 63 mole percent copper and about 7 mole percent iron.
    Type: Grant
    Filed: August 29, 1977
    Date of Patent: May 1, 1979
    Assignee: The Dow Chemical Company
    Inventor: Clarence E. Habermann
  • Patent number: 4151190
    Abstract: Hydrocarbons of two to four carbon atoms are prepared by an improved Fischer-Tropsch process, the improvement comprising the use of a catalyst comprising:(A) at least one material selected from the group consisting of the sulfide, oxide or metal of Mo, W, Re, Ru, Ni and Pt;(B) at least one material selected from the group consisting of the hydroxide, oxide or salt of Li, Na, K, Rb, Cs, Mg, Ca, Sr, Ba and Th; and(C) a support.The catalyst demonstrates good C.sub.2 -C.sub.4 selectivity, is resistant to sulfur poisoning and is regenerable.
    Type: Grant
    Filed: July 11, 1977
    Date of Patent: April 24, 1979
    Assignee: The Dow Chemical Company
    Inventors: Craig B. Murchison, Dewey A. Murdick
  • Patent number: 4147725
    Abstract: A vapor-phase process for preparing aniline or a substituted aniline, the process comprising contacting vaporous benzamide or a vaporous substituted benzamide with a metal catalyst, is improved by using rhodium as the metal catalyst.
    Type: Grant
    Filed: March 22, 1978
    Date of Patent: April 3, 1979
    Assignee: The Dow Chemical Company
    Inventors: Kathryn A. Eickholt, Robert H. Grubbs
  • Patent number: 4144191
    Abstract: Olefins are converted to alcohols by a one-step, hydroformylation process comprising contacting an olefin, such as 1-hexene, with a gaseous mixture of carbon monoxide and hydrogen in the presence of a catalyst prepared by loading a bimetallic cluster of the formula: Rh.sub.x Co.sub.y CO.sub.12 wherein both x and y are independently integers 1-3 with the proviso that .SIGMA. (x+y)=4, onto an amine resin, such as Dowex.RTM. MWA-1.
    Type: Grant
    Filed: June 6, 1977
    Date of Patent: March 13, 1979
    Assignee: The Dow Chemical Company
    Inventors: George E. Hartwell, Philip E. Garrou
  • Patent number: 4136013
    Abstract: In the catalytic hydrogenation of a substance in a water-immiscible organic liquid medium, a metallic hydrogenation catalyst is conveniently and effectively dispersed in the reaction mixture by addition as an emulsion of an aqueous solution of a salt of the metal in the liquid medium. The method is particularly applicable to the liquefaction of coal.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: January 23, 1979
    Assignee: The Dow Chemical Company
    Inventors: Norman G. Moll, George J. Quarderer
  • Patent number: 4132831
    Abstract: Novel laminates are prepared by a process comprising applying to a surface of a first substrate a binding amount of a linear, acylated polyalkylenepolyamine having a weight average molecular weight of at least about 10,000 as an intermediate binding layer and subsequently applying to the layer a surface of a second substrate. For example, polyethylene film is bonded to paper by an intermediate binding layer of poly(N-propionyl)ethylenimine.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: January 2, 1979
    Assignee: The Dow Chemical Company
    Inventors: Yancey J. Dickert, Anthony M. DeRoo
  • Patent number: 4127497
    Abstract: High yields of the title adducts are obtained from an essentially salt-free process comprising contacting at subambient temperature cyclopentadiene or a substituted cyclopentadiene with an aliphatic or an inertly-substituted aliphatic ester of an .alpha.,.beta.-ethylenically unsaturated carboxylic acid, such as methyl acrylate, in the presence of a catalytic amount of base, such as tri-n-butylmethylammonium hydroxide. A novel class of Diels-Alder adducts are readily obtained by warming these Michael adducts; polyester compositions comprising the Diels-Alder adducts demonstrate good physical properties.
    Type: Grant
    Filed: May 9, 1977
    Date of Patent: November 28, 1978
    Assignee: The Dow Chemical Company
    Inventor: Robert L. Reierson
  • Patent number: 4117020
    Abstract: Valuable alkylated aromatic hydrocarbons are produced from a tar comprising that fraction of an alkylation reaction product distilling above about 240.degree. C by a method comprising contacting the tar with benzene and/or toluene in the presence of a catalytic amount of a crystalline aluminosilicate molecular sieve catalyst. For example, tar obtained from the alkylation product resulting from alkylating benzene with ethylene in the presence of aluminum chloride, the tar comprising that fraction of the alkylation reaction product distilling above about 240.degree. C, is converted to a reaction product comprising valuable mono- and diethylbenzene by contacting the tar with benzene in the presence of a catalytic amount of a rare earth exchange zeolite Y molecular sieve at a temperature of at least about 240.degree. C and at a pressure of at least about 200 psi.
    Type: Grant
    Filed: April 8, 1977
    Date of Patent: September 26, 1978
    Assignee: The Dow Chemical Company
    Inventor: Yun Chung Sun
  • Patent number: 4117007
    Abstract: Bis-chloromethyl ether (CME) and 1,1,1,2-tetrachloroethane (TCE) impurities are efficiently eradicated from chloroacetyl chloride (CAC) by a process comprising contacting the CAC, containing about 100 to about 250 ppm CME and about 1 weight percent, based on the weight of the CAC, of TCE, with a catalytic amount of ferric and/or aluminum cations at a temperature at least about 50.degree. C. This process does not require hydrochloric acid and yields CAC containing less than detectable (<0.5 ppm CME, <0.05 wt. % TCE) amounts of the impurities.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: September 26, 1978
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Bredeweg, Yog R. Dhingra
  • Patent number: 4113674
    Abstract: Modified, regenerated cellulosics having good receptivity to acid dyes are prepared by introducing a poly-2-alkyl-2-oxazoline, such as poly-2-ethyl-2-oxazoline, having a weight average molecular weight of at least about 10,000 into an aged, cellulose-xanthate solution and forming modified, regenerated cellulosics therefrom. These cellulosics exhibit rapid and quantitative acid-dye absorption and good dye fastness.
    Type: Grant
    Filed: December 27, 1976
    Date of Patent: September 12, 1978
    Assignee: The Dow Chemical Company
    Inventors: Stephen L. Miller, Yancey J. Dickert
  • Patent number: 4105026
    Abstract: Bowless eyeglasses are fixed to a mask, such as a gas mask, by a bowless eyeglasses holder. A preferred holder has a U-shaped configuration formed from a single, generally rod-shaped, resilient, elongated element. The legs of the U are adapted to engage the mask at the inner surface of the mask housing and the base of the U contains a hook-shaped configuration adapted to engaging the bowless eyeglasses.
    Type: Grant
    Filed: November 26, 1976
    Date of Patent: August 8, 1978
    Assignee: The Dow Chemical Company
    Inventor: Robert A. Hay, II
  • Patent number: 4104228
    Abstract: Tannin migration through a latex paint applied to a tannin-containing wood surface is inhibited by applying to the wood surface a linear, partially deacylated poly(N-acyl)alkylenimine, such as poly(N-propionyl)ethylenimine. The poly(N-acyl)alkylenimine can be applied to the wood surface either prior to or concurrently with the latex paint.
    Type: Grant
    Filed: December 27, 1976
    Date of Patent: August 1, 1978
    Assignee: The Dow Chemical Company
    Inventors: Victor E. Meyer, Kenneth M. Kem
  • Patent number: 4102775
    Abstract: Solid, hydrocarbonaceous materials, such as coal, are converted to valuable liquid and gaseous products by an efficient process comprising:(1) preparing a slurry from slurry oil, a hydrogenation catalyst and the hydrocarbonaceous material;(2) hydrogenating the hydrocarbonaceous material to liquid and gaseous hydrogenation products, the liquid hydrogenation product containing suspended particles of ash and catalyst;(3) gravitationally separating the liquid hydrogenation product into a first stream and a second stream, the first stream having both a lower ash concentration than the liquid hydrogenation product and a greater catalyst:ash ratio than the second stream;(4) recycling at least a portion of the first stream for use as at least a portion of the slurry oil and thereby recycling at least a portion of the catalyst.
    Type: Grant
    Filed: August 15, 1977
    Date of Patent: July 25, 1978
    Assignee: The Dow Chemical Company
    Inventors: George J. Quarderer, Norman G. Moll
  • Patent number: 4093672
    Abstract: Indene is recovered in ultrahigh purity from a liquid hydrocarbon mixture comprising indene and organic impurities of which at least one has a melt point above indene and of which at least one has a melt point below indene by a process comprising (1) crystallizing a substantial portion of indene from the mixture and (2) separating the mother liquor from the crystalline indene by passing a non-reactive gas through the crystalline indene.
    Type: Grant
    Filed: July 15, 1977
    Date of Patent: June 6, 1978
    Assignee: The Dow Chemical Company
    Inventor: Yun Chung Sun
  • Patent number: 4092364
    Abstract: The process of preparing diphenyl oxide from caustically hydrolyzing chlorobenzene, wherein phenol is a by-product, is improved by recycling the phenol. The improvement not only maximizes the yield of diphenyl oxide while minimizing the yield of phenol, but it also increases the yield of desirable by-products, such as phenylphenols and biphenylylphenyl ethers.
    Type: Grant
    Filed: June 14, 1976
    Date of Patent: May 30, 1978
    Assignee: The Dow Chemical Company
    Inventor: William E. Smith
  • Patent number: 4087413
    Abstract: The title compounds are prepared by contacting a linear, acylated polyalkylenepolyamine, such as poly(N-propionyl)ethylenimine, and a diisocyanate, such as toluene diisocyanate, at a temperature of about 30.degree.-200.degree. C. These novel, crosslinked polyalkylenepolyamines are useful water absorbants and bleach Kraft-pulp effluent decolorants.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: May 2, 1978
    Assignee: The Dow Chemical Company
    Inventor: Jacqueline S. Kelyman