Patents Represented by Attorney Robert A. Harman
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Electrically conducting compositions of doped polyphenylenes and shaped articles comprising the same
Patent number: 4440669Abstract: Electrically conducting doped poly(paraphenylene) compositions, and process of making such compositions, having direct current conductivities of at least 10.sup.-3 ohm.sup.-1 cm.sup.-1, at room temperature, and up to 100 ohm.sup.1 cm.sup.-1 and above; especially wherein the doping agent is a Group IA metal arene, a Group V halide, chlorine, bromine, or a mixture thereof; in particular potassium naphthalene, sodium naphthalene, AsF.sub.5, chlorine, or a mixture thereof. The polymers are useful as electronic devices, as substrates for electroplating, as materials for absorption of solar and of radio frequency radiation, and in general wherever electrical conductivity of the metallic type or of the semiconductor type, and light weight, are desired.Type: GrantFiled: February 17, 1981Date of Patent: April 3, 1984Assignee: Allied CorporationInventors: Dawn M. Ivory, Granville G. Miller, Ronald R. Chance, Ray H. Baughman -
Patent number: 4406825Abstract: Electrically conducting polyacetylene compositions are described having incorporated therein a fluorine-containing peroxide, such as FSO.sub.2 --O--O--SO.sub.2 F. Preferred compositions exhibit novel metal-like conductivity at temperatures above about 150.degree. K., and specific conductivities above about 10.sup.2 ohm.sup.-1 -cm.sup.-1 at room temperature, as measured by the standard four-probe method. A process for producing the compositions is also described in which polyacetylene is contacted with the peroxide, preferably in an inert liquid solvent at low temperatures.Type: GrantFiled: January 23, 1981Date of Patent: September 27, 1983Assignee: Allied CorporationInventors: Guido Pez, Lowell R. Anderson
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Patent number: 4402917Abstract: Uranium is extracted from phosphoric acid with organophosphorus extractants supported or impregnated on polymeric resins, and especially macroreticular resins. Suitable extractants include mono and dialkylphenyl esters of phosphoric acid. Uranium may be stripped from the supported or impregnated resins with hotter or more concentrated phosphoric acid, optionally with oxidation to hexavalent form, or with aqueous fluoride solutions.Type: GrantFiled: September 5, 1980Date of Patent: September 6, 1983Assignee: Allied Chemical CorporationInventors: Theodore Largman, Stylianos Sifniades
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Patent number: 4393233Abstract: The subject polymers are novel homopolymers and copolymers. The homopolymers are characterized by relatively high T.sub.g of about 120.degree. C. relative to their T.sub.m of about 250.degree. C., whereby they can readily be fabricated into fibers, films and like structures from the melt, and retain strength above 100.degree. C. The copolymers have T.sub.g 's intermediate between those of the homopolymers of the constituent monomers, and can be fabricated as for the subject homopolymers.Novel processes of obtaining the monomer, p-(1,1-dimethyl-2-hydroxyethyl)benzoic acid, are disclosed.Type: GrantFiled: January 7, 1982Date of Patent: July 12, 1983Assignee: Allied CorporationInventors: Herbert K. Reimschuessel, Bruce T. DeBona
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Patent number: 4392978Abstract: A method and reagent for the selective nitration of aromatic hydrocarbons which comprises contacting a complex of at least a catalytic amount of a polyether with a nitronium containing substance, e.g., NO.sub.2 BF.sub.4 with an aromatic hydrocarbon, e.g., toluene with at least one replaceable hydrogen. Nitration of toluene with these complexes at ambient temperature resulted in a reduction in meta substitution. In competitive studies, soluble crown ether complexes of NO.sub.2 BF.sub.4 in CH.sub.2 Cl.sub.2 nitrated toluene 45-59 times faster than they nitrated benzene.Type: GrantFiled: December 26, 1979Date of Patent: July 12, 1983Assignee: Allied CorporationInventors: Ronald L. Elsenbaumer, Edel Wasserman
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Patent number: 4362851Abstract: Crystalline adducts of the polyamides: poly-e-caproamide, poly(hexamethylene adipamide), poly-p-benzamide, poly(p-benzanilidene terephthalamide), and mixtures thereof; with the perfluorinated diacids: perfluorosuccinic acid, perfluoroglutaric acid, perfluoroadipic acid, and mixtures thereof. The polyamide components of the adducts contain at least 25 about amide groups in the polymer chain, preferably at least 75 amide groups for aliphatic polyamides and at least 50 amide groups for aromatic polyamides. The adducts can be formed into shaped objects from which diacid can be leached to produce a porous object useful for example as a filtration device.Type: GrantFiled: August 25, 1980Date of Patent: December 7, 1982Assignee: Allied CorporationInventors: Shaul M. Aharoni, Edel Wasserman
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Patent number: 4356138Abstract: Production of polyethylene filaments of tenacity at least 30 g/d from a hot, supersaturated solution of high viscosity polyethylene having intrinsic viscosity of at least 11 dl/g, by contacting a length of such filament (functioning as a seed) simultaneously with a stationary arcuate surface and with such polyethylene solution, and withdrawing the filament through the solution in sliding contact around the surface at a rate reaching at least 30 cm per minute thereby producing tension and inducing crystal growth from the solution onto the filament, with increase of tension up to a steady state tension of at least 70 grams. More particularly the polyethylene has intrinsic viscosity of 17-28 dl/g, the solvent is xylene, the surface is composed of PTFE, the polyethylene concentration is 0.1 to 0.5 wgt.Type: GrantFiled: January 15, 1981Date of Patent: October 26, 1982Assignee: Allied CorporationInventors: Sheldon Kavesh, Dusan C. Prevorsek, Donald G. Wang
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Patent number: 4326081Abstract: Hydrogenation of mononitroaromatic compounds, particularly nitrobenzene, nitrotoluene and their monochloro and monohydroxy ring substitution products, using hydrogen sulfide as reducing agent and a titanium dioxide catalyst at 200.degree.-400.degree. C. and atmospheric pressure.Type: GrantFiled: February 23, 1981Date of Patent: April 20, 1982Assignee: Allied CorporationInventors: Charles T. Ratcliffe, Stuart L. Soled, Anthony J. Signorelli, Irving L. Mador
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Patent number: 4310655Abstract: The subject polymers are novel homopolymers and copolymers. The homopolymers are characterized by relatively high T.sub.g of about 120.degree. C. relative to their T.sub.m of about 250.degree. C., whereby they can readily be fabricated into fibers, films and like structures from the melt, and retain strength above 100.degree. C. The copolymers have T.sub.g 's intermediate between those of the homopolymers of the constituent monomers, and can be fabricated as for the subject homopolymers.Novel processes of obtaining the monomer, p-(1,1-dimethyl-2-hydroxyethyl)benzoic acid, are disclosed.Type: GrantFiled: May 27, 1980Date of Patent: January 12, 1982Assignee: Allied CorporationInventors: Herbert K. Reimschuessel, Bruce T. DeBona
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Patent number: 4310702Abstract: Sulfuryl chloride is reacted in the liquid phase with an organic reactant which is a ketone or aromatic alcohol unsubstituted on both ortho carbons in the presence of a moderator selected from the group consisting of aliphatic alcohols of 1-3 carbons and aliphatic ethers of 2-6 carbons, with sufficient moderator being present to selectively produce a product substantially free of compounds with more than one chlorine atom per carbonyl or aromatic hydroxy. The products, such as monochloroacetone, monochlorocyclohexanone, monochlorophenol and 2,2-bis(3-chloro-4-hydroxyphenyl)propane, are useful as chemical intermediates and as monomers for flame retardant polymers.Type: GrantFiled: July 28, 1980Date of Patent: January 12, 1982Assignee: Allied CorporationInventors: Divakaran Masilamani, Milorad M. Rogic
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Patent number: 4289872Abstract: Formed from trifunctional units (M) having attached, to one of two terminal carbon atoms of an alkylene hydrocarbon diradical, the functional group A', and having attached, to the other terminal carbon atom, a different functional group B' reactive with A' to form a linkage AB; and having attached, to a third carbon of the skeleton of unit (M), the functional group A" (preferably the same as A') reactive with B' whereby a macromolecule is built up of successive layers of units (M). The process involves successive stages in the first of which, the functional groups A' are blocked and group B is blocked with a "source" unit (S); then groups A' are liberated to form Compound I. In the second stage, Compound II is formed from the starting material (such as lysine) by first blocking groups A', then converting group B' to a form reactive with A'.Type: GrantFiled: April 6, 1979Date of Patent: September 15, 1981Assignee: Allied CorporationInventors: Robert G. Denkewalter, Jaroslav Kolc, William J. Lukasavage
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Patent number: 4281194Abstract: An amorphous silica/alumina gel catalyst obtained by coprecipitating orthosilicate tetraester and aluminate triester in about 2.5:1 mole ratio, via rapid addition of about 0.4 to 5 moles of water per molecular equivalent of total ester groups, and drying at not over about 275.degree. C. is an effective catalyst for vapor phase reaction of cyclohexanone, ammonia and oxygen to form cyclohexanone oxime. This oxime can be rearranged to caprolactam, the starting material for nylon-6.Type: GrantFiled: February 28, 1980Date of Patent: July 28, 1981Assignee: Allied Chemical CorporationInventors: John N. Armor, Emery J. Carlson
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Patent number: 4276190Abstract: An improved process and device are described, for monitoring time-temperature histories of perishable articles, utilizing an inactive form of a diacetylene compound, incapable of undergoing a color change upon thermal annealing, but capable of conversion to an active form upon contacting an activating vapor. The active form is capable of undergoing a color change upon thermal annealing, as a result of solid state polymerization wherein the resulting color change is representative of the time-temperature history of thermal annealing. Specific active and inactive forms of diacetylenes useful in the improved process and device are also described.Type: GrantFiled: July 26, 1979Date of Patent: June 30, 1981Assignee: Allied Chemical CorporationInventor: Gordhanbhai N. Patel
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Patent number: 4273947Abstract: A process is described for the heterogeneous hydrogenation of fluorine-containing alkyl, cycloalkyl, and benzene carboxylic acids to the corresponding primary alcohols. The hydrogenation can be carried out in the liquid or vapor phase in the presence of a solid rhodium or iridium catalyst, employed as the metal, metallic oxide, or mixture thereof. In the liquid phase, the hydrogenation can be carried out batchwise under mild conditions of temperature and pressure, preferably at about 50.degree.-150.degree. C. and about 5-15 atmospheres, in an atmosphere containing hydrogen gas. A preferred embodiment is the hydrogenation of trifluoroacetic acid in the liquid phase to 2,2,2-trifluoroethanol, said alcohol being useful as an intermediate in the synthesis of the anesthetic, isoflurane, CF.sub.3 CHClOCHF.sub.2.Type: GrantFiled: January 31, 1979Date of Patent: June 16, 1981Assignee: Allied Chemical CorporationInventor: Miroslav Novotny
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Patent number: 4270864Abstract: A method and apparatus for spectroscopic material analysis are provided. Two coherent beams of monochromatic radiation are directed through a sample of material. A tuning mechanism adjusts the frequency difference between the radiation beams to equal substantially the rotational frequency of a preselected constituent of the material. Molecular energy of a preselected constituent of the material is increased, thereby producing a detectable signal in the form of a pressure wave. The signal is received by a detecting mechanism which indicates the magnitude thereof.Type: GrantFiled: March 14, 1979Date of Patent: June 2, 1981Assignee: Allied Chemical CorporationInventors: Joseph J. Barrett, Gary A. West
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Patent number: 4269509Abstract: A method and apparatus for spectroscopic material analysis are provided. Two coherent beams of monochromatic radiation are directed through a sample of material. A tuning mechanism adjusts the frequency difference between the radiation beams to equal substantially the vibrational frequency of a preselected constituent of the material. Molecular energy of a preselected constituent of the material is increased, thereby producing a detectable signal in the form of a pressure wave. The signal is received by a detecting mechanism which indicates the magnitude thereof.Type: GrantFiled: May 2, 1979Date of Patent: May 26, 1981Assignee: Allied Chemical CorporationInventors: Michael J. Berry, Joseph J. Barrett
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Patent number: 4269738Abstract: Electrically conducting polyacetylene compositions are described having incorporated therein a fluorine-containing peroxide, such as FSO.sub.2 --O--O--SO.sub.2 F. Preferred compositions exhibit novel metal-like conductivity at temperatures above about 150.degree. K., and specific conductivities above about 10.sup.2 ohm.sup.-1 -cm.sup.-1 at room temperature, as measured by the standard four-probe method. A process for producing the compositions is also described in which polyacetylene is contacted with the peroxide, preferably in an inert liquid solvent at low temperatures.Type: GrantFiled: November 3, 1978Date of Patent: May 26, 1981Assignee: Allied Chemical CorporationInventors: Guido Pez, Lowell R. Anderson
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Patent number: 4268454Abstract: A novel class of compounds, anionic Group VIII metal hydrides containing phosphorus, arsenic and antimony organoligands is described, such as potassium tris and bis(triphenylphosphine) ruthenium hydride. The compounds are useful as homogeneous catalysts in the hydrogenation of aldehydes, ketones, olefins or alkynes. Processes for producing the compounds are also described.Type: GrantFiled: August 29, 1979Date of Patent: May 19, 1981Assignee: Allied Chemical CorporationInventors: Guido P. Pez, Roger A. Grey
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Patent number: 4259527Abstract: A catalytic system for oxidation of organic compounds including olefins, cyclic ketones and secondary alcohols. Soluble peroxo or solid supported oxo or peroxo complexes of molybdenum or tungsten are used in the presence of hydrogen peroxide to effect the oxidation. The resulting products include lactones, hydroxy acids, ketoacids, hydroxy esters and ketoesters from cyclic ketones; ketones from secondary alcohols and polyols or derivatives thereof from allylic alcohols.Type: GrantFiled: May 18, 1979Date of Patent: March 31, 1981Assignee: Allied Chemical CorporationInventors: Frank Mares, Stephen E. Jacobson, Reginald T. Tang
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Patent number: 4259239Abstract: A racemic mixture of D- and L- forms of alpha-aminocaprolactam ("ACL") dissolved in e.g. ethanol is resolved, and preferably the undesired form remaining is solution is simultaneously racemized, by forming a supersaturated solution of the D,L-(ACL).sub.3 NiCl.sub.2. EtOH complex; providing an optically active form of lysine (e.g. L-lysine) as crystallization inhibitor of the undesired enantiomer of said complex (e.g. the D-form), and crystallizing a portion of the desired form of the complex from the solution. The undesired form remaining in solution can be simultaneously racemized by providing a strong base and an excess of ACL over the stoichiometric proportion required to form the complex. The recovered crystals of the desired form of the complex can be processed to afford the desired form of ACL, and to recover the nickel reagent. The ACL can be converted to the desired form of lysine, a nutritionally valuable amino acid.Type: GrantFiled: April 21, 1980Date of Patent: March 31, 1981Assignee: Allied Chemical CorporationInventors: Stylianos Sifniades, Meir Lahav, William J. Boyle, Jr.