Patents by Inventor Fred E. Arnold

Fred E. Arnold 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).

  • Thermally stable aromatic enyne polyimides
    Patent number: 4220750
    Abstract: High molecular weight aromatic enyne polyimide thermoplastics are prepared by reacting an aromatic dianhydride with (E)-3,3'-(1-buten-3-ynylene) dianiline alone or in admixture with an aromatic diamine. Because of the presence of the enyne moiety in the polymer backbone, the polymers can be lightly crosslinked to provide solvent-resistant thermoplastics. The polymers are particularly useful in fabricating graphite-reinforced, thermoplastic composites for structural applications.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: September 2, 1980
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Bruce A. Reinhardt, Fred E. Arnold
  • Aromatic heterocyclic polymer alloys and products produced therefrom
    Patent number: 4207407
    Abstract: Rod-like aromatic heterocyclic polymers are used as reinforcement in coil-like heterocyclic polymer matrices to provide composites at the molecular level that are analogous to chopped fiber composites.
    Type: Grant
    Filed: May 3, 1978
    Date of Patent: June 10, 1980
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thaddeus E. Helminiak, Charles L. Benner, Fred E. Arnold, George E. Husman
  • Thermally stable enyne polysulfone polymers
    Patent number: 4178428
    Abstract: High molecular weight enyne polysulfone thermoplastics are prepared by the reaction of alkali metal salts of 1,4-bis(3-hydroxyphenyl)-buta-1-ene-3-yne and various aromatic diols with aromatic dihalosulfones. Because of the presence of the enyne moiety in the polymer backbone, the polymer can be lightly crosslinked to provide solvent resistant thermoplastics. The polymers are useful in fabricating graphite thermoplastic composites for structural applications.
    Type: Grant
    Filed: September 27, 1978
    Date of Patent: December 11, 1979
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Bruce A. Reinhardt
  • Aromatic enyne compounds and their synthesis
    Patent number: 4162265
    Abstract: Difunctional aromatic enyne compounds are prepared by the catalytic coupling of substituted monoethynyl compounds. The compounds are useful as monomers in polycondensation reactions for the preparation of high molecular weight, thermally stable thermoplastic polymers. On thermal treatment of the polymers, the enyne groups along the polymer backbones react by interchain reactions to provide the solvent and craze resistance required for application as structural materials.
    Type: Grant
    Filed: September 27, 1978
    Date of Patent: July 24, 1979
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Bruce A. Reinhardt, Frederick L. Hedberg
  • Ethynyl-substituted bis-naphthalimides
    Patent number: 4151358
    Abstract: As new compositions of matter, ethynyl-substituted aromatic `peri` anhydrides. The compounds are useful as endcapping agents for thermally stable heterocyclic imide compositions.
    Type: Grant
    Filed: January 19, 1978
    Date of Patent: April 24, 1979
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • Acetylene-substituted aromatic benzils and acetylene-terminated quinoxaline compositions
    Patent number: 4147868
    Abstract: Acetylene-terminated quinoxaline compositions are prepared by reacting an aromatic bisbenzil with an excess of a bis(o-diamine) to provide an ortho-diamino endcapped quinoxaline oligomer which is then converted to the acetylene endcapped composition by reacting with an acetylenic benzil.
    Type: Grant
    Filed: January 19, 1978
    Date of Patent: April 3, 1979
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • P-Terphenylene-dicarboxylic acids and their synthesis
    Patent number: 4131748
    Abstract: p-Terphenylene-dicarboxylic acids in which aromatic groups are attached to the middle phenyl group of the terphenylene moiety. The compounds are useful as monomers in the preparation of rod-like, para-ordered aromatic heterocyclic polymers.
    Type: Grant
    Filed: June 29, 1977
    Date of Patent: December 26, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, James F. Wolfe
  • 4,4'-Bis(3-ethynylphenoxy)diphenylsulfone
    Patent number: 4131625
    Abstract: The new composition 4,4'-bis(3-ethynylphenoxy)diphenylsulfone is prepared by the nucleophilic displacement reaction of m-hydroxy-phenyl acetylene with various disubstituted diphenylsulfones. The composition is useful as a composite resin and also as a reactive plasticizer for polysulfone thermoplastic resins. A reactive plasticizer is a material that remains fluid and acts as a plasticizer during early stages of fabrication and then polymerizes to a rigid resin.
    Type: Grant
    Filed: January 19, 1978
    Date of Patent: December 26, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Gerard A. Loughran, Anthony Wereta, Jr.
  • Phenylated aromatic heterocyclic polymers
    Patent number: 4108835
    Abstract: Para-ordered aromatic heterocyclic polymers containing pendant phenyl groups along the polymer chain backbones. The polymers possess a high degree of thermal stability that renders them particularly useful in high temperature applications such as in the fabrication of plastics, composites and fibrous materials.
    Type: Grant
    Filed: June 29, 1977
    Date of Patent: August 22, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, James F. Wolfe
  • Reactive plasticizer for thermoplastic polysulfone resins
    Patent number: 4108926
    Abstract: The new composition 4,4'-bis(3-ethynylphenoxy)diphenylsulfone is prepared by the nucleophilic displacement reaction of m-hydroxyphenyl acetylene with various disubstituted diphenylsulfones. The composition is useful as a composite resin and also as a reactive plasticizer for polysulfone thermoplastic resins. A reactive plasticizer is a material that remains fluid and acts as a plasticizer during early stages of fabrication and then polymerizes to a rigid resin.
    Type: Grant
    Filed: October 28, 1976
    Date of Patent: August 22, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Gerard A. Loughran, Anthony Wereta, Jr.
  • Acetylene-substituted aromatic benzils and acetylene-terminated quinoxaline compositions
    Patent number: 4098825
    Abstract: As new compositions of matter, acetylene-substituted aromatic benzils. The benzils are particularly useful in the synthesis of acetylene-terminated quinoxaline compositions which cure by nonvolatile addition reactions.
    Type: Grant
    Filed: January 24, 1977
    Date of Patent: July 4, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • Bis-ethynyl heterocyclic compositions and method of synthesis
    Patent number: 4086232
    Abstract: Bis-ethynyl quinoxaline compositions are prepared by the condensation reaction of an aromatic diglyoxyl or dibenzil with an ethynyl-substituted aromatic ortho-diamine. The compositions are useful as polymerizable plasticizers for heterocyclic thermoplastic resins in the fabrication of composites. Polymerizable plasticizers are materials that remain fluid and act as a plasticizer during early stages of fabrication and then polymerize to a rigid resin.
    Type: Grant
    Filed: December 23, 1976
    Date of Patent: April 25, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Robert F. Kovar, Fred E. Arnold
  • Ethynyl-substituted aromatic anhydrides
    Patent number: 4086248
    Abstract: As new compositions of matter, ethynyl-substituted aromatic `peri` anhydrides. The compounds are useful as endcapping agents for thermally stable heterocyclic imide compositions.
    Type: Grant
    Filed: December 15, 1976
    Date of Patent: April 25, 1978
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • Preparation of films and coatings of para ordered aromatic heterocyclic polymers
    Patent number: 4051108
    Abstract: Films and coatings are prepared from a dispersion of microscopic sheets of para ordered aromatic heterocyclic polymers by collecting the sheets from the dispersion either by filtration on a porous surface or by drawing a metal surface through the dispersion, and allowing the dispersion medium to evaporate. Upon drying the microscopic sheets coalesce to form the films or coatings. This procedure makes possible the fabrication of high quality, thermally stable films and coatings without the use of high temperature cures or other severe conditions.
    Type: Grant
    Filed: December 5, 1975
    Date of Patent: September 27, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thaddeus E. Helminiak, Fred E. Arnold
  • Thermally stable, highly fused imide compositions
    Patent number: 4045409
    Abstract: Thermally stable, highly fused imide polymers are prepared by reacting 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl or 2,2'-bis-(phenylethynyl)-5,5'-diaminobiphenyl with an aromatic dianhydride. The polyimides are particularly suitable for use in high temperature applications, such as in the fabrication of fiber reinforced structural composites, fibrous materials and protective coatings.
    Type: Grant
    Filed: April 19, 1976
    Date of Patent: August 30, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • Phenylethynyl substituted aromatic diamines
    Patent number: 4038320
    Abstract: As new compositions of matter, 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl and 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl. The compounds are useful as monomers suitable for the preparation of thermally stable polymer systems such as polyimides, polyamides and poly-Schiff bases.
    Type: Grant
    Filed: April 19, 1976
    Date of Patent: July 26, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Frederick L. Hedberg
  • Bis-ethynyl heterocyclic compositions and method of snythesis
    Patent number: 4022746
    Abstract: Bis-ethynyl quinoxaline compositions are prepared by the condensation reaction of an aromatic diglyoxyl or dibenzil with an ethynyl-substituted aromatic ortho-diamine. The compositions are useful as polymerizable plasticizers for heterocyclic thermoplastic resins in the fabrication of composites. Polymerizable plasticizers are materials that remain fluid and act as a plasticizer during early stages of fabrication and then polymerize to a rigid resin.
    Type: Grant
    Filed: September 10, 1975
    Date of Patent: May 10, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Robert F. Kovar, Fred E. Arnold
  • Thermally stable benzimidazonaphthyridine compositions
    Patent number: 4021409
    Abstract: Thermally stable benzimidazonaphthyridine polymers are synthesized by the polycondensation of an aromatic tetraamine and 4,4',5,5'-tetracarboxy-8,8'-biquinoline dianhydride. The polymers are useful in high temperature applications such as in the fabrication of plastics, composites, fibrous materials, protective coatings and films.
    Type: Grant
    Filed: June 19, 1975
    Date of Patent: May 3, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventor: Fred E. Arnold
  • Ethynyl-substituted aromatic ortho diamines and method of synthesis
    Patent number: 4005144
    Abstract: As new compositions of matter, ethynyl-substituted aromatic ortho-diamines. The compounds are useful as endcapping agents for thermally stable heterocyclic oligomeric compositions.
    Type: Grant
    Filed: April 9, 1976
    Date of Patent: January 25, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Robert F. Kovar, Fred E. Arnold
  • Preparation of polybenzimidazoles
    Patent number: 4002679
    Abstract: A process for preparing polybenzimidazoles is disclosed in which aromatic bis-orthoaminosulfonamides and aromatic dicarboxylic acids or derivatives thereof are polymerized in polyphosphoric acid. The process provides thermally stable heterocyclic polymers of very high molecular weight that are especially useful in forming films and fibers.
    Type: Grant
    Filed: March 27, 1975
    Date of Patent: January 11, 1977
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventor: Fred E. Arnold