Plural Chalcogens Bonded Directly To Ring Carbons Of Each Of The Two Five Membered Hetero Rings (e.g., Bisphthalimides, Etc.) Patents (Class 548/461)
  • Patent number: 4520204
    Abstract: The yield of aromatic ether imides prepared by reacting a substituted phthalimide (such as 4-nitro-N-methylphthalimide) with an alkali metal salt of a hydroxyaromatic compound (such as the disodium salt of bisphenol A) in the presence of a phase transfer catalyst is improved by conducting the reaction in o-dichlorobenzene as diluent. When the reaction mixture is subsequently extracted with water and/or aqueous alkali, o-dichlorobenzene can also be used in recovery of the phase transfer catalyst from the aqueous phase by extraction thereof. Such recovery is improved by dissolving a substantial amount of inorganic salt in the aqueous phase and by conducting the o-dichlorobenzene extraction at elevated temperatures.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: May 28, 1985
    Assignee: General Electric Company
    Inventor: Thomas L. Evans
  • Patent number: 4499285
    Abstract: A method for making diarylthioethers including thioetherbis(phthalic anhydrides) and thioetherbis(phthalimides) in the absence of a solvent medium by the interaction of sulfide compounds, including alkali metal sulfides and alkali metal hydrogen sulfides, with molten organo-substituted aromatic compounds including phthalic anhydrides and phthalimides mediated by a phase transfer catalyst.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: February 12, 1985
    Assignee: General Electric Company
    Inventor: Thomas L. Evans
  • Patent number: 4476309
    Abstract: A method for making aromatic ether imides is provided by effecting the displacement of reactive radicals on a phthalimide nucleus with a mono- or bis-alkali metal phenoxide in the presence of a nonpolar solvent and a phase transfer catalyst, such as a triorganoborate. The aromatic ether imide made by the present invention are useful intermediates for making aromatic ether anhydrides and aromatic bis(ether anhydrides).
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: October 9, 1984
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., Elbridge A. O'Neil, Jr.
  • Patent number: 4471125
    Abstract: A method is provided for making aromatic ether imides in the substantial absence of a solvent. A mixture of at least one halo-substituted phthalimide and at least one anhydrous alkali metal phenoxide salt is heated at a temperature at least sufficient to convert the halo-substituted phthalimide to the molten state and below the temperature at which the alkali metal phenoxide is thermally unstable.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: September 11, 1984
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., Brent A. Dellacoletta
  • Patent number: 4467097
    Abstract: A method is provided for making aromatic bis(etherimide)s by effecting reaction between an aromatic bisphenoxide salt and a nitro-substituted N-alkyl phthalimide in the presence of a non-polar organic solvent and an effective amount of a phase transfer catalyst. There is utilized as the phase transfer catalyst, a mixture of a dipolar aprotic solvent and a polyvalent metal salt such as zinc chloride.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: August 21, 1984
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., James A. Cella, Elbridge A. O'Neil, Jr.
  • Patent number: 4455431
    Abstract: A simplified method is provided for making aromatic bis-etherphthalimides by employing a polychlorinated C.sub.(1-3) alkane solution of nitro-N-organophthalimide directly with alkali metal bisphenoxide salt in a refluxing nonpolar organic solvent. After the polychlorinated C.sub.(1-3) alkane has completely distilled from the mixture, a phase transfer catalyst is added. As a result, the requirement for isolating and handling nitro-N-organophthalimide solids prior to condensation with alkali metal bisphenoxide salts is thereby eliminated.
    Type: Grant
    Filed: March 5, 1982
    Date of Patent: June 19, 1984
    Assignee: General Electric Company
    Inventors: Frank J. Williams, III, Brent A. Dellacoletta
  • Patent number: 4451402
    Abstract: Novel, unsaturated diacteylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: May 29, 1984
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4436662
    Abstract: The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, hydroxy, lower alkoxy or acyloxy and R.sub.2 and R.sub.4 are hydrogen or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 taken together are oxo groups with the proviso that at least one oxo group is present; R is selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino C.sub.2 to C.sub.7 alkyl or mono- or di-lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.5 is halogen or hydrogen; and R.sub.6 is halogen with the proviso that when R.sub.1 or R.sub.3 is hydroxy, lower alkoxy or acyloxy, then R is lower alkyl or hydrogen and the N-oxides and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: March 31, 1983
    Date of Patent: March 13, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Rodney I. Fryer, Eugene J. Trybulski, Armin Walser
  • Patent number: 4413131
    Abstract: Disclosed are compounds of formula I, ##STR1## in which the R.sub.1 's, independently, are chlorine or bromine, andR.sub.2 is fluorine, chlorine, bromine, methyl, ethyl, ethoxy or tri-fluoromethyl,their production and use as pigments.
    Type: Grant
    Filed: July 11, 1977
    Date of Patent: November 1, 1983
    Assignee: Sandoz Ltd.
    Inventor: Dimitrios Karanatsios
  • Patent number: 4409018
    Abstract: Novel compounds of the formula ##STR1## wherein R is a halogen, Q is hydrogen, a substituted or unsubstituted hydrocarbon, ##STR2## (wherein R.sub.1 is a substituted or unsubstituted hydrocarbon or ##STR3## R.sub.2 is hydrogen or a substituted or unsubstituted hydrocarbon, R.sub.3 is a substituted or unsubstituted hydrocarbon, R.sub.4 is a lower alkyl group, X is oxygen or an imino group which may be substituted by a lower alkyl, and each of Y and Z is oxygen or sulfur); which are useful as herbicides.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: October 11, 1983
    Assignee: Takeda Chemical Industries, Ltd.
    Inventor: Yasuo Ishida
  • Patent number: 4404361
    Abstract: An additive flame retardant bisimide containing halogen atoms and ammonium acid tetrahalophthalate, e.g. N,N'-bis(2-ethylene tetrabromophthalimide) ammonium acid tetrabromophthalate. These compounds are useful in a variety of polymeric compositions and demonstrate increased thermal stability. They also foam on decomposition with the evolution of gas thus readily lending themselves to the preparation of flame retardant coatings.
    Type: Grant
    Filed: January 11, 1982
    Date of Patent: September 13, 1983
    Assignee: Saytech, Inc.
    Inventor: Henry J. Barda
  • Patent number: 4402878
    Abstract: Novel, unsaturated diacteylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: September 6, 1983
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4402879
    Abstract: Novel, unsaturated diacteylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: September 6, 1983
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4400519
    Abstract: Benzil-di-(.beta.-succinimidoethyl)ketal of the following structural formula ##STR1## and novel benzil ketal derivatives thereof. The novel benzil ketal derivatives are characterized by having a structure in which a 5- or 6-membered cyclic imidecontaining group is bonded to each of the two oxygen atoms of ketal. Because these compounds have a high decomposition or sublimation temperature and the ability to initiate photopolymerization, they are useful as photopolymerization initiators in the production of photopolymerizable shaped articles from a molten blend of a photopolymerizable thermoplastic polymer composition.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: August 23, 1983
    Assignee: Teijin Limited
    Inventors: Tsuneo Hagiwara, Akihiro Horike
  • Patent number: 4377673
    Abstract: Novel, unsaturated diacteylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: March 22, 1983
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4377525
    Abstract: Novel, unsaturated diacetylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: March 22, 1983
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4339383
    Abstract: The invention relates to alkanolamido-.beta.-carboxylic acid esters of the formula I ##STR1## A full definition of the above formula will be found in claim 1 of the specification. These compounds are useful stabilizers for chlorinated thermoplastics.
    Type: Grant
    Filed: July 2, 1980
    Date of Patent: July 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wehner, Klaus-Peter Michaelis, Rainer Schneider
  • Patent number: 4334069
    Abstract: Chemiluminescent-labeled conjugates of the formula: ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --NR.sup.3 R.sup.4 ; R.sup.3 is hydrogen or straight chain alkyl containing 1-4 carbon atoms and R.sup.4 isL(CO--HN--CH.sub.2).sub.nwherein n=2-8 and L(CO)-- is a hapten bound through an amide bond. The labeled conjugates are useful as reagents in specific binding assays for determining haptens or their specific binding partners in liquid media.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: June 8, 1982
    Assignee: Miles Laboratories, Inc.
    Inventors: Robert T. Buckler, Hartmut R. Schroeder
  • Patent number: 4331601
    Abstract: Novel, unsaturated diacetylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: October 22, 1980
    Date of Patent: May 25, 1982
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: 4331794
    Abstract: Novel, unsaturated diacetylene-terminated polyimides and processes for their preparation are disclosed herein. These new polyimides are derivatives of anhydride-terminated aromatic polyimides from which they can be prepared by amidation to provide new unsaturated amide groups having a terminal group containing the structure --C.tbd.C--C.tbd.C--, hereinafter sometimes referred to as "conjugated diynes". These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation, thereby extending greatly the applications for which the aromatic polyimides can be employed. Moreover, these new polyimides can undergo can be employed. Moreover, these new polyimides can undergo the Diels-Alder type of addition with a large number of dienophiles. Certain monomeric materials are also described.
    Type: Grant
    Filed: October 22, 1980
    Date of Patent: May 25, 1982
    Assignee: Plastics Engineering Company
    Inventors: Gaetano F. D'Alelio, deceased, Phillip A. Waitkus
  • Patent number: RE30922
    Abstract: The products of the invention are vinyl end-capped oligomers which are prepared from 2,4-bis (p-aminobenzyl) aniline and a vinyl substituted aromatic monoamine, the principal component of which is the compound whose structure is shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound whose structure is shown in FIG. 2 and which is prepared from 2,4-bis (p-aminobenzyl) aniline, a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid (BTDA) and a vinyl substituted aromatic monoamine, such as 3-aminophenyl-ethylene (APE). The second precursor is a complex amine salt having the structure shown in FIG. 6 and which is prepared from 2,4-bis-(p-aminobenzyl) aniline, a dialkyl ester of BTDA and APE.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: May 4, 1982
    Assignee: Gulf Oil Corporation
    Inventors: William J. Heilman, Daniel J. Hurley