Patents by Inventor Milton B. Frankel

Milton B. Frankel 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: 5045132
    Abstract: High-energetic explosive and propellant compositions having decreased detonation sensitivity are provided. To enhance the specific impulse of these formulations and ensure detonation desensitization, the highly-energetic oxidizer 1,9-dinitrato-2,4,6,8-tetranitrazanonane is utilized.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: September 3, 1991
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Michael A. Cunningham
  • Patent number: 5013856
    Abstract: 1,5-Diazido-3-Nitrazapentane is disclosed as an energetic plasticizer, together with a method for producing same.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: May 7, 1991
    Assignee: Rockwell International Corporation
    Inventors: Joseph E. Flanagan, Edgar R. Wilson, Milton B. Frankel
  • Patent number: 4997497
    Abstract: A castable smoke-producing pyrotechnic composition comprising a hydroxy-terminated azido polymer binder with a polyisocyanate curative, an energetic plasticizer, and a dye in an amount sufficient to generate colored smoke.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: March 5, 1991
    Assignee: Rockwell International Corporation
    Inventors: Edgar R. Wilson, Milton B. Frankel, Joseph E. Flanagan, Louis R. Grant
  • Patent number: 4962213
    Abstract: Energetic azido curing agents are provided for curing hydroxy-terminated aliphatic polymers having pendant alkyl azide groups.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: October 9, 1990
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edgar R. Wilson, Dean O. Woolery, II
  • Patent number: 4900851
    Abstract: Provided herein are the compounds 4,4-dinitro-1-butanol, 4-azido-4,4-dinitro-1-butyl acetate and methods for preparing each compound.4,4-dinitro-1-butanol is prepared by reacting trinitromethane with acrolein, reducing the resulting trinitroaldehyde to provide the corresponding alcohol and reducing the alcohol.4-azido-4,4-dinitro-1-butyl acetate is prepared by reacting 4,4-dinitro-1-butanol with acetyl chloride to yield the corresponding acetate and reacting the acetate with an alkali metal azide in an electrolysis cell.
    Type: Grant
    Filed: August 5, 1987
    Date of Patent: February 13, 1990
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Milton B. Frankel, James F. Weber
  • Patent number: 4795593
    Abstract: There is provided the compound 4-azido-4,4-dinitro-1-butanol (ADNBOH) and a method for making same which comprises reacting trinitromethane and acrolein at a reduced temperature to provide 4,4,4-trinitro-butyraldehyde (TNBAl), reducing the TNBSl to provide 4,4-trinitro-1-butanol (TNBOH) which is further reduced to provide 4,4-dinitro-1-butanol (DNBOH), reacting the DNBOH with acetyl chloride to provide 4,4-dinitro-1-butyl acetate (DNBAc), reacting the DNBAc with an alkali metal azide in an electrolysis cell to provide 4-azido-4,4-dinitro-1-butyl acetate (ADNBAc) and reacting the ADNBAc with a lower alcohol and recovering the 4-azido-4,4-dinitro-1-butanol (ADNBOH).Also provided are several azidodinitro derivatives of 4-azido-4,4-dinitro-1-butanol and methods for making same.
    Type: Grant
    Filed: August 5, 1987
    Date of Patent: January 3, 1989
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Milton B. Frankel, James F. Weber
  • Patent number: 4781861
    Abstract: An energetic azide-terminated azido compound and a method for producing same is disclosed.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: November 1, 1988
    Assignee: Rockwell International Corporation
    Inventors: Edgar R. Wilson, Milton B. Frankel
  • Patent number: 4761250
    Abstract: A process for producing 1,5-diazido-3-nitrazapentane (DANPE) which comprises the steps of nitrating diethanolamine with nitric acid in a halogenated solvent such as methylene chloride to form 1,5-dinitrato-3-nitrazapentane (DINA) as intermediate, solvent transferring such intermediate from the halogenated solvent to dimethylsulfoxide, adding sodium azide to the resulting solution to form DANPE as product, and solvent transferring such product from the dimethylsulfoxide to another halogenated solvent, e.g. methylene chloride. Thus, both DINA intermediate and DANPE product are prepared in solution, and both can also be purified in solution, eliminating the necessity for isolating the neat, hazardous compounds. The DANPE product can be further solvent transferred from the halogenated solvent to ethyl acetate to form an ethyl acetate solution of DANPE, which can be used to furnish the DANPE as an energetic plasticizer, e.g. in the production of gun propellants.
    Type: Grant
    Filed: August 9, 1985
    Date of Patent: August 2, 1988
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edward F. Witucki
  • Patent number: 4701557
    Abstract: 1,9-Difluoro-1,1,3,5,5,7,9,9-octanitro-3,7-diazanonane, C.sub.7 H.sub.8 F.sub.2 N.sub.10 O.sub.16, is disclosed as a new energetic oxidizer for solid propellants. A method for producing the new oxidizer is also disclosed.
    Type: Grant
    Filed: August 11, 1982
    Date of Patent: October 20, 1987
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edward F. Witucki
  • Patent number: 4683085
    Abstract: Energetic plasticizers comprising 4,4,4-trinitrobutyryl and 1,3,5-benzene tricarboxylic acid esters of pentaerythritol triazide and pentaerythritol diazido mononitrate, prepared by reacting the appropriate acid chloride, e.g. 4,4,4-trinitrobutyryl chloride, with pentaerythritol triazide or pentaerythritol diazido mononitrate.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: July 28, 1987
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edgar R. Wilson
  • Patent number: 4683086
    Abstract: Diazido derivatives of pentaerythritol are prepared by reacting 3,3-bis(azidomethyl) oxetane with inorganic acids such as hydrobromic or nitric acid. The resulting diazido monobromide can be reacted with sodium azide to produce pentaerythritol triazide which can be subsequently nitrated to pentaerythritol triazido mononitrate. The pentaerythritol diazido mononitrate produced by the reaction of nitric acid with the above oxetane can be further nitrated with nitric acid to produce pentaerythritol diazido dinitrate. These diazido and triazido derivatives of pentaerythritol can be utilized as energetic azido plasticizers per se or can serve as intermediates for the production of such plasticizers.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: July 28, 1987
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edgar R. Wilson
  • Patent number: 4534895
    Abstract: A method of introducing N-azido alkyls into cyclic nitramines comprises reacting under non-basic conditions in an inert organic solvent a N-halo alkyl cyclic nitramine with the novel azidation agent acetyl azide to form the corresponding N-azido alkyl cyclic nitramine.
    Type: Grant
    Filed: September 22, 1983
    Date of Patent: August 13, 1985
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Dean O. Woolery, II
  • Patent number: 4499723
    Abstract: A new compound tris(2-azidoethyl)amine, N-(CH.sub.2 CH.sub.2 N.sub.3).sub.3, and its method of preparation is disclosed. The subject azido derivative of a tertiary amine has the empirical formula C.sub.6 H.sub.12 N.sub.10.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: February 19, 1985
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edgar R. Wilson
  • Patent number: 4472311
    Abstract: 1,1,1-azidodinitro compounds such as 1,1,1-azidodinitroethane are prepared by reacting the corresponding 1,1,1-trinitromethyl compound with lithium azide in the presence of a dipolar aprotic solvent. 1,1,1-azidodinitro compounds are also known as 1-azido-1,1-dinitro compounds.
    Type: Grant
    Filed: July 22, 1982
    Date of Patent: September 18, 1984
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edgar R. Wilson
  • Patent number: 4432815
    Abstract: This invention involves the synthesis of a novel family of azido fluorodinitro amines and their utilization as energetic plasticizers for advanced solid propellant compositions.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: February 21, 1984
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Milton B. Frankel, Edward F. Witucki
  • Patent number: 4432817
    Abstract: This invention involves the synthesis of a novel family of azido nitrocarbamates and their utilization as energetic liquid plasticizers for advanced solid propellant compositions. The novel family of plasticizers is represented specifically by the novel compound, 1,3-diazido-2-propyl-N-nitro-N-trinitropropyl carbamate.
    Type: Grant
    Filed: March 25, 1982
    Date of Patent: February 21, 1984
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Milton B. Frankel, Edward F. Witucki
  • Patent number: 4419285
    Abstract: This invention involves the synthesis of a novel family of azido fluorodinitro amines and their utilization as energetic plasticizers for advanced solid propellant compositions.
    Type: Grant
    Filed: February 19, 1982
    Date of Patent: December 6, 1983
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Milton B. Frankel, Edward F. Witucki
  • Patent number: 4406718
    Abstract: Novel tetraazido polyesters comprising compounds of the following generic formula ##STR1## and methods of preparation of these polyesters.
    Type: Grant
    Filed: July 16, 1981
    Date of Patent: September 27, 1983
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Milton B. Frankel, Edgar R. Wilson, Joseph E. Flanagan
  • Patent number: 4379894
    Abstract: An aqueous process for the quantitative conversion of polyepichlorodrin (PECH) to glycidyl azide polymer (GAP), using a phase transfer catalyst, is disclosed.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: April 12, 1983
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edward F. Witucki, Dean O. Woolery, II
  • Patent number: 4341712
    Abstract: Fluorodinitro compounds are proposed as new compositions of matter which are useful as energetic ingredients for propellant and explosive formulations.
    Type: Grant
    Filed: February 17, 1977
    Date of Patent: July 27, 1982
    Assignee: Rockwell International Corporation
    Inventors: Milton B. Frankel, Edward F. Witucki