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).

  • Patent number: 5247057
    Abstract: A polymer which can undergo thermally-induced transformation to provide a reinforcing component and a matrix component. This polymer has repeating units of the formula: ##STR1## wherein Z is selected from the group consisting of dialkyl amino thermoplastic moieties and dialkyl amino moieties which can undergo insitu reaction to form a thermoset. Dialkyl amino moieties which can undergo insitu reaction to form thermosets include the following: ##STR2## wherein Q is ##STR3## R is --CH.sub.3 or Q and a has a value of 1 to 3. Dialkyl amino thermoplastic moieties include the following: ##STR4##The invention described herein may be manufactured and used by or for the Government of the United States for all governmental purposes without the payment of any royalty.
    Type: Grant
    Filed: March 23, 1992
    Date of Patent: September 21, 1993
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 5233073
    Abstract: Provided are the dialkyl amines: ##STR1## wherein Q is ##STR2## R is --CH.sub.3 or Q and a has a value of 1 to 3.
    Type: Grant
    Filed: March 23, 1992
    Date of Patent: August 3, 1993
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 5200495
    Abstract: Rigid-rod aromatic heterocyclic polymers having repeating units of the formula: ##STR1## wherein Ba is a benzobisazole moiety of the formula: ##STR2## wherein X is --O--, --S-- or --NH.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: April 6, 1993
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Jom P. Chen
  • Patent number: 5175232
    Abstract: Rigid-rod aromatic heterocyclic copolymers having repeating units of the formula: ##STR1## wherein n has a value of about 0.10 to 0.99, m is 1.0-n, Ar is a para-ordered divalent aromatic moiety, as defined hereinafter, and wherein Ba is a benzobisazole moiety of the formula: ##STR2## wherein X is --O--, --S-- or --NH. Ar can be any para-ordered divalent moiety such as, for example, 1,4-phenylene, 4,4'-biphenylene, 4,4"-terphenylene, and the like, as well as substituted divalent moieties, such as, for example: ##STR3## wherein R is Q or an alkyl group having 1 to 4 carbon atoms, wherein Q is ##STR4## wherein Z is --O-- or --S--; ##STR5## wherein R is as defined above, or ##STR6## wherein R.sup.1 and R.sup.3 are --H or -phenyl, R.sup.2 is --H or ##STR7## wherein Q is as defined above, and R.sup.4 is R.sup.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: December 29, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Jom P. Chen
  • Patent number: 5140092
    Abstract: Provided is a para-ordered aromatic heterocyclic polymer having repeating units of the formula --(--Q--Ar--)-- wherein Q is ##STR1## wherein X is --O--, --NH-- or --S--, and wherein Ar is ##STR2##
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: August 18, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Loon-Seng Tan, Thuy D. Dang
  • Patent number: 5136012
    Abstract: There are provided novel rod-like heterocyclic aromatic copolymers having peating groups of the formula: ##STR1## wherein n has a value of 0.01 to 0.50, wherein Ar is a para-oriented aromatic group and Q is an aromatic heterocyclic group of the formula: ##STR2## wherein Y is --S--, --O-- or --NR--, wherein R is selected from the group consisting of --H, alkyl having 1 to 4 carbon atoms, and aromatic having 1 or 2 aromatic rings.
    Type: Grant
    Filed: June 3, 1991
    Date of Patent: August 4, 1992
    Assignee: United States of America as Represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Hoe H. Chuah, Loon S. Tan, Fred E. Arnold
  • Patent number: 5128443
    Abstract: Provided is a para-ordered aromatic heterocyclic copolymer having repeating units of the formula --(--Q--Ar--).sub.m --(--Q--Ph--).sub.n -- wherein Q is ##STR1## wherein X is --O--, --NH-- or --S--, m is 0.05 to 0.50 and n is 1.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: July 7, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Loon-Seng Tan, Thuy D. Dang
  • Patent number: 5106940
    Abstract: There are provided novel rod-like heterocyclic aromatic polymers having repeating groups of the formula: ##STR1## wherein Y is --S--, --O-- or --NR--, R is -H, an alkyl group having 1 to 4 carbon atoms or an aromatic group having 1 or 2 aromatic rings, and the bullet symbol (.cndot.) indicates hydrogen bonding.
    Type: Grant
    Filed: June 3, 1991
    Date of Patent: April 21, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Hoe H. Chuah, Loon S. Tan, Fred E. Arnold
  • Patent number: 5098988
    Abstract: There are provided para-ordered aromatic heterocyclic copolymers having repeating groups of the following formulas: ##STR1## wherein a, b, c, d, and e are positive integers, each representing an average number of the respective different recurring units present in the repeating group, m and n are 1 or 2, R and R' are alkyl groups having 1 to 4 carbon atoms, and Q is a benzobisazole group of the formula: ##STR2## wherein Y is --O--, --S--, or --NH--. In the copolymers wherein m or n is 2, the R or R' groups can be the same or different. In copolymer I, the ratio a:b can be about 1:1 to 99:1. In copolymer II, the ratio c:(d+e) can be about 1:1 to 99:1, and the ratio d:e can be about 1:99 to 99:1.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: March 24, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 5098987
    Abstract: There are provided crosslinkable, para-ordered aromatic heterocyclic polymers having repeating groups of the following formula ##STR1## wherein Y is --O--, --S--, or --NH--, n is 1 or 2, and R is an alkyl group having 1 to 4 carbon atoms. In polymers having two pendant R groups, the R groups can be the same or different.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: March 24, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 5095075
    Abstract: Provided is a molecular composite comprising a rigid-rod aromatic heterocyclic polymer, a flexible, coil-like thermoplastic polymer and a thermosetting polymer.Also provided is a method for fabricating a molecular composite film or fiber which comprises the steps of forming a biphasic, stir opalescent solution of a rigid-rod aromatic heterocyclic polymer, a thermoplastic polymer, a thermosetting polymer and a solvent which is common to the three polymers, adding solvent to the solution until the solution becomes isotropic and stir opalescence has ceased to determine the critical concentration of polymers in the solvent, adding additional solvent to the solution so that the polymer concentration is below the critical concentration, extruding the solution into a non-solvent for the polymers to form the desired film or fiber, drying the film or fiber and hot drawing the film or fiber at a temperature above the Tg of the thermoplastic, but below the polymerization temperature (Tpoly) of the thermosetting resin.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: March 10, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Thaddeus E. Helminiak, Donald R. Wiff, Loon S. Tan, Wen F. Hwang, Hoe Chuah
  • Patent number: 5086120
    Abstract: A molecular composite system consisting essentially of a para-oriented benzobisazole polymer and a matrix polymer, poly(2-acrylamido-2-methylpropanesulfonic acid).
    Type: Grant
    Filed: February 8, 1991
    Date of Patent: February 4, 1992
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 5081256
    Abstract: 2-Benzimidazole terephthalic acid, 4,4'-dicarboxy-2,2'-bisbenzimidazole benyl and 4,4"-dicarboxy-2'-phenyl-3'-[2-(4-phenylbenzthiazole)]-6'-[2-(3-phenylbenz imidazole]-p-terphenyl are provided.Also provided are methods for preparing these dicarboxylic acids. 2-benzimidazole terephthalic acid is prepared by reacting trimellitic anhydride with o-phenylenediamine in a suitable solvent. 4,4'-dicarboxy-2,2'-bisbenzimidazole biphenyl is prepared by diazotizing 2-amino-5-bromobenzoic acid to prepare 4,4'-dibromodiphenic acid, reacting the 4,4'-dibromodiphenic acid with o-phenylenediamine in trimethylsilyl polyphosphate solution to prepare 4,4'-dibromo-2,2'-bisbenzimidazolyl biphenyl, reacting the 4,4'-dibromo-2,2'-bisbenzimidazolyl biphenyl with cuprous cyanide to prepare the corresponding dicyano compound, and hydrolyzing the dicyano compound.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: January 14, 1992
    Assignee: United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Loon-Seng Tan
  • Patent number: 5041522
    Abstract: There are provided novel rod-like heterocyclic aromatic polymers having repeating groups of the formula: ##STR1## wherein Y is --S--, --O-- or --NR--, R is --H, an alkyl group having 1 to 4 carbon atoms or an aromatic group having 1 or 2 aromatic rings, and the bullet symbol (.cndot.) indicates hydrogen bonding.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: August 20, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Hoe H. Chuah, Loon S. Tan, Fred E. Arnold
  • Patent number: 5039778
    Abstract: There are provided novel rod-like heterocyclic aromatic copolymers having repeating groups of the formula: ##STR1## wherein n has a value of 0.01 to 0.50, wherein Ar is a para-oriented aromatic group and Q is an aromatic heterocyclic group of the formula: ##STR2## wherein Y is --S--, --O-- or --NR--, wherein R is selected from the group consisting of --H, alkyl having 1 to 4 carbon atoms, and aromatic having 1 or 2 aromatic rings.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: August 13, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Hoe H. Chuah, Loon S. Tan, Fred E. Arnold
  • Patent number: 5003035
    Abstract: There are provided para-ordered aromatic heterocyclic copolymers having repeating groups of the following formulas: ##STR1## wherein a, b, c, d, and e are positive integers, each representing an average number of the respective different recurring units present in the repeating group, m and n are 1 or 2, R and R' are alkyl groups having 1 to 4 carbon atoms, and Q is a benzobisazole group of the formula: ##STR2## wherein Y is --O--, --S--, or --NH--. In the copolymers wherein m or n is 2, the R or R' groups can be the same or different. In copolymer I, the ratio a:b can be about 1:1 to 99:1. In copolymer II, the ratio c:(d+e) can be about 1:1 to 99:1, and the ratio d:e can be aobut 1:99 to 99:1.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 26, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 5001217
    Abstract: There are provided crosslinkable, para-ordered aromatic heterocyclic polymers having repeating groups of the following formula ##STR1## wherein Y is --O--, --S--, or --NH--, n is 1 or 2, and R is an alkyl group having 1 to 4 carbon atoms. In polymers having two pendant R groups, the R groups can be the same or different.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 19, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4977223
    Abstract: Provided is a molecular composite comprising a rigid-rod aromatic heterocyclic polymer, a flexible, coil-like thermoplastic polymer and a thermosetting polymer.Also provided is a method for fabricating a molecular composite film or fiber which comprises the steps of forming a biphasic, stir opalescent solution of a rigid-rod aromatic heterocyclic polymer, a thermoplastic polymer, a thermosetting polymer and a solvent which is common to the three polymers, adding solvent to the solution until the solution becomes isotropic and stir opalescence has ceased to determine the critical concentration of polymers in the solvent, adding additional solvent to the solution so that the polymer concentration is below the critical concentration, extruding the solution into a non-solvent for the polymers to form the desired film or fiber, drying the film or fiber and hot drawing the film or fiber at a temperature above the Tg of the thermoplastic, but below the polymerization temperature (Tpoly) of the thermosetting resin.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: December 11, 1990
    Assignee: The United State of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Thaddeus E. Helminiak, Donald R. Wiff, Loon S. Tan, Wen F. Hwang, Hoe Chuah
  • Patent number: 4960854
    Abstract: There are provided aromatic heterocyclic polymers having repeating units of the formula ##STR1## wherein R.sub.1 is --H or R.sub.2 is ##STR2## R.sub.3 is ##STR3## and R.sub.4 is R.sub.2 or ##STR4## and B is ##STR5## wherein X is --S--, --O--, or --NH--.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: October 2, 1990
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Jerry L. Burkett
  • Patent number: 4960859
    Abstract: There are provided copolymers having repeating units of the formula ##STR1## wherein X is --S--, --O-- or --NH--; and wherein y ranges from about 0.02 to 0.20 and z is 1.0-y.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: October 2, 1990
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Fred E. Arnold, Jerry L. Burkett