Patents by Inventor Allan S. Hay

Allan S. Hay has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5194563
    Abstract: Linear aromatic polymeric species, particularly oligomers and polymers are produced under mild conditions in good yield by reacting an at least binuclear aromatic compound with an alkylidene bisphenol in the presence of a non C-alkylatable hydroxy substituted aromatic compound effective to stabilize a generated carbonium ion intermediate; the alkylidene bisphenol may be formed in situ from a ketone or aldehyde in the presence of a catalytic amount of a hydroxy substituted aromatic compound effective to generate a carbonium ion with the ketone or aldehyde; carrying out the reaction under reduced pressure, particularly high vacuum permits direct production of high polymers; the oligomers are useful in the manufacture of high molecular weight engineering or industrial plastics; the polymers may be used directly as such plastics.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: March 16, 1993
    Inventor: Allan S. Hay
  • Patent number: 5182358
    Abstract: Polymers and copolymers having high glass transition temperature and which are soluble in organic solvents are produced from highly hindered biphenols, in particular polyetherketones, polyethersulfones, polyesters and polyetherimides, as well as copolymers based on these polymers may be produced for a variety of applications.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: January 26, 1993
    Inventors: Allan S. Hay, Whan Gi Kim
  • Patent number: 5177183
    Abstract: Aromatic sulfides including diarylsulfides and poly(arylene sulfides) are produced in a novel synthesis in high yield under moderate conditions by heating an aromatic disulfide in the presence of aromatic halide, in which the halide is chloride, bromide or iodide; the diaryl sulfides are useful precursors and starting materials for a range of compounds and the poly(arylene sulfides) are important high temperature engineering thermoplastics.
    Type: Grant
    Filed: August 30, 1990
    Date of Patent: January 5, 1993
    Inventors: Allan S. Hay, Zhi Y. Wang
  • Patent number: 5169923
    Abstract: Bisphenols having a pendent imide moiety, of formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, are selected from hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, alkoxy of 1 to 6 carbon atoms and aryloxy of 6 to 10 carbon atoms; R.sub.5 is selected from fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, and m is 0, 1, 2, 3 or 4; and R.sub.7 is alkyl of 1 to 18 carbon atoms, aryl of 6 to 10 carbon atoms, unsubstituted or substituted one or more times by a substituent selected from fluorine, chlorine, trifluoromethyl, alkyl of 1 to 6 carbon atoms, and phenyl, or heteroaryl; are useful in producing poly(imidoarylether ketone)s and poly(-imidoarylether sulfone)s which are amorphous and are soluble in readily available solvents, while displaying high glass transition temperatures and good thermo-oxidative stability.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: December 8, 1992
    Inventors: Allan S. Hay, Marko Strukelj
  • Patent number: 5117062
    Abstract: A novel synthesis of aromatic tertiary amines involves reacting an aromatic anil and an aromatic ether in a molar ratio of 1:1; adjusting the ratio to 2:1 produces novel enamines and by employing a two step process for enamine production, various unsymmetrically substituted enamines can be obtained which are readily hydrolyzed to corresponding deoxybenzoins which in turn are readily oxidized to benzils, the aromatic tertiary amines may be used to produce charge transport layers in xerography, while the benzils may be used to produce a variety of desired polymers.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: May 26, 1992
    Inventors: Allan S. Hay, Martino Paventi
  • Patent number: 5110993
    Abstract: 9,9-Bis(3,5-diphenyl-4-hydroxyphenyl)fluorene a novel compound can be used to produce amorphous poly(arylene ethers) which have high glass transition temperatures and good thermo-oxidative stability and which are soluble in aromatic and chlorinated solvents; the novel fluorene derivative is produced by transalkylation of 9,9-bis(4-hydroxyphenyl)fluorene or 9,9-bis(4-methoxyphenyl)fluorene with 2,6-diphenylphenol.
    Type: Grant
    Filed: February 8, 1991
    Date of Patent: May 5, 1992
    Inventors: Allan S. Hay, Zhi Y. Wang
  • Patent number: 5110934
    Abstract: Bisphenols having a pendent imide moiety, of formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, are selected from hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, alkoxy of 1 to 6 carbon atoms and aryloxy of 6 to 10 carbon atoms; R.sub.5 is selected from fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, and m is 0, 1, 2, 3 or 4; and R.sub.7 is alkyl of 1 to 18 carbon atoms, aryl of 6 to 10 carbon atoms, unsubstituted or substituted one or more times by a substituent selected from fluorine, chlorine, trifluoromethyl, alkyl of 1 to 6 carbon atoms, and phenyl, or heteroaryl; are useful in producing poly(imidoarylether ketone)s and poly(imidoarylether sulfone)s which are amorphous and are soluble in readily available solvents, while displaying high glass transition temperatures and good thermo-oxidative stability.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: May 5, 1992
    Inventors: Allan S. Hay, Marko Strukelj
  • Patent number: 5011998
    Abstract: A novel synthesis of aromatic tertiary amines involves reacting an aromatic anil and an aromatic ether in a molar ratio of 1:1; adjusting the ratio to 2:1 produces novel enamines and by employing a two step process for enamine production, various unsymmetrically substituted enamines can be obtained which are readily hydrolyzed to corresponding deoxybenzoins which in turn are readily oxidized to benzils, the aromatic tertiary amines may be used to produce charge transport layers in xerography, while the benzils may be used to produce a variety of desired polymers.
    Type: Grant
    Filed: January 6, 1990
    Date of Patent: April 30, 1991
    Inventors: Allan S. Hay, Martino Paventi
  • Patent number: 5001294
    Abstract: Aromatic alkenes, especially diarylbutadienes are produced in a simple economic process by reaction of an anil with an organic compound having a non-aromatic unsaturated system conjugated with an aromatic system, and a terminal methyl group pendent from the non-aromatic unsaturated system; in particular the organic compound is a propenyl-substituted aromatic compound.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: March 19, 1991
    Inventor: Allan S. Hay
  • Patent number: 4374974
    Abstract: There are provided linear aromatic polyformal compositions and cyclic polyformals. A method is also provided for making linear aromatic polyformals having reduced aromatic cyclic polyformal content to provide transparent films having improved Notched Izod Impact. The cyclic aromatic polyformals can be used as intermediates for making solvent resistant organic wire coating formulations.
    Type: Grant
    Filed: November 6, 1978
    Date of Patent: February 22, 1983
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4254252
    Abstract: Cyclic polyformals of 2,2'-bis(4-hydroxyphenyl)-1,1-dichloroethylene are provided and method for making such materials. The cyclic polyformals are useful as flame retardants, plasticizers and for making wire coated formulations in a variety of organic polymers, such as polycarbonates, polyesters, etc.
    Type: Grant
    Filed: May 15, 1978
    Date of Patent: March 3, 1981
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4082808
    Abstract: Novel thiobis-2,6-disubstituted phenols are described which are useful as monomers in the synthesis of polycarbonates, polyesters, epoxy resins, among many others chemicals synthesized from polyhydric phenols. In addition, the thiobisphenols are also useful as antioxidants.
    Type: Grant
    Filed: January 19, 1976
    Date of Patent: April 4, 1978
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4064179
    Abstract: A novel organomercaptophenol is described.
    Type: Grant
    Filed: January 16, 1976
    Date of Patent: December 20, 1977
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4064158
    Abstract: A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the organomercaptophenols are also useful as antioxidants.
    Type: Grant
    Filed: June 18, 1976
    Date of Patent: December 20, 1977
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4061617
    Abstract: Novel redox diphenoquinone-diphenohydroquinone polymers and derivatives thereof are described. The novel redox polymers are useful as oxidizing and reducing agents, antioxidants, stabilizers in dielectric compositions, semiconductor polymeric ingredients as well as redox ion exchange resins.
    Type: Grant
    Filed: April 14, 1976
    Date of Patent: December 6, 1977
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4048143
    Abstract: A process is disclosed which provides for the reduction of the occurrence of oxidative and/or thermal degradation of polyphenylene oxides by contacting the oxides with a capping agent in the presence of a water soluble base, a catalytic phase transfer agent, and, optionally, an effective organic phase reducing agent. The resulting capped polyphenylene oxides can be used to prepare improved articles of manufacture using conventional techniques such as molding, vacuum forming, extrusion, etc.
    Type: Grant
    Filed: September 15, 1975
    Date of Patent: September 13, 1977
    Assignee: General Electric Company
    Inventors: Allan S. Hay, Dwain M. White
  • Patent number: 4033982
    Abstract: A process for the preparation of 3,4,5-trithiapolycyclo compounds is described which comprises the reaction of sulfur with bicyclo[2.2.1]hept-2-ene compounds carried out in the presence of (1) a phenol, and (2) a base. The process can be carried out either in the absence or presence of an inert organic solvent. The trithiapolycyclic compounds produced by this process are useful as monomers in the synthesis of polymers which can be employed as additives for lubricants, to produce effective coatings on solid substrates, or to produce fibers and films.
    Type: Grant
    Filed: January 21, 1976
    Date of Patent: July 5, 1977
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 4028341
    Abstract: An improved process for the preparation of high molecular weight polyphenylene oxides by oxidatively coupling a di-ortho-substituted phenol with an oxygen-containing gas under polymer-forming reaction conditions in a liquid reaction system is provided by using a specific copper-amine complex soluble in the reaction mixture comprising copper ion, bromide ion, a specific class of hindered secondary diamines and a specific group of tertiary monoamines. The process is characterized by a reaction system which (1) results in the formation of higher molecular weight polymer in a given reaction time or polymer of comparable molecular weight in substantially decreased reaction time, (2) permits the use of extremely low copper-to-phenol ratio, and (3) permits the reaction to be carried out in a solvent system where the water of reaction forms a separate phase without the necessity of removing the water phase.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: June 7, 1977
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 3979460
    Abstract: A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the oganomercaptophenols are also useful as antioxidants.
    Type: Grant
    Filed: July 1, 1974
    Date of Patent: September 7, 1976
    Assignee: General Electric Company
    Inventor: Allan S. Hay
  • Patent number: 3959223
    Abstract: Novel redox diphenoquinone-diphenohydroquinone polymers and derivatives thereof are described. The novel redox polymers are useful as oxidizing and reducing agents, antioxidants, stabilizers in dielectric compositions, semi-conductor polymeric ingredients as well as redox ion exchange resins.
    Type: Grant
    Filed: January 21, 1974
    Date of Patent: May 25, 1976
    Assignee: General Electric Company
    Inventor: Allan S. Hay