Solid Polymer Derived From Compound Containing More Than Two Amine Groups Patents (Class 525/435)
  • Patent number: 4933397
    Abstract: This invention discloses a unique process for the preparation of N-substituted phenyl polybenzimidazole polymers from unsubstituted polybenzimidazole polymers. An unsubstituted polybenzimidazole polymer is first reacted with an alkali hydride to produce a polybenzimidazole anion which is then reacted with a substituted or an unsubstituted phenyl fluoride to produce N-substituted phenyl polybenzimidazole polymer. The N-substituted phenyl polybenzimidazole polymer produced by this process can be formed into a wide range of products, such as membranes, films resins or fibers. The produce can be designed to meet special applications by the choice of the substitutent. These N-substituted phenyl polybenzimidazole polymers can be utilized for numerous applications including reverse osmosis, ultrafiltration, microfiltration, electrodialysis, ion exchange and affinity chromatography.
    Type: Grant
    Filed: February 27, 1989
    Date of Patent: June 12, 1990
    Assignee: Hoechst Celanese Corp.
    Inventors: Michael J. Sansone, Mark S. Kwiatek
  • Patent number: 4912176
    Abstract: Sinterd molded article having improved thermal resistance and strength formed from a homogeneous mixture comprising from about 5 to 75 percent by weight polybenzimidazole and from about 95 to 25 percent by weight of a polyaryleneketone.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: March 27, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: Edwardo Alvarez, Lorenzo P. DiSano, Bennett C. Ward
  • Patent number: 4898917
    Abstract: This invention discloses a unique process for the preparation of N-substituted polybenzimidazole polymers from unsubstituted polybenzimidazole polymers. An unsubstituted polybenzimidazole polymer is first reacted with an alkali hydride to produce a polybenzimidazole anion which is then reacted with a substituted or an unsubstituted alkyl, aryl or alkenyl methyl halide to produce an N-substituted alkyl, alkenyl or aryl polybenzimidazole polymer. The substituted polybenzimidazole polymer produced by this process can be formed into a wide range of products, such as membranes, films, resins or fibers. The product can be designed to meet special applications by the choice of the substituent. These substituted polybenzimidazole polymers can be utilized for numerous applications including reverse osmosis, ultrafiltration, microfiltration, electrodialysis, ion exchange and affinity chromatography.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: February 6, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Michael J. Sansone
  • Patent number: 4877849
    Abstract: This invention discloses a process for the preparation of substituted polybenzimidazole polymers by reacting an unsubstituted polybenzimidazole polymer with a pyrocarbonate to produce an oxyformulated polybenzimidazole polymer. The oxyformulated polybenzimidazole polymer can be heated to convert it to an N-substituted polybenzimidazole polymer. Membranes, fibers and other products produced from the products of these reactions are highly resistant to chemical reactions with broad utility as fibers or membranes.
    Type: Grant
    Filed: August 17, 1987
    Date of Patent: October 31, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Joseph J. Rafalko
  • Patent number: 4868249
    Abstract: A process for producing cyanoethyl derivatives of hydroxyethylated polybenzimidazole is provided. The process comprises the steps of preparing an hydroxyethylated polybenzimidazole solution, mixing with that solution a base with a pka of at least 9 to form an hydroxyethylated polybenzimidazole anion and reacting the anion with acrylonitrile to produce a cyanoethyl derivative of the hydroxyethylated polybenzimidazole polymer. The derivative can be formed into ultrafilters, ion exchange membranes and for other such separatory articles.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: September 19, 1989
    Assignee: Hoechst Celanese Corp.
    Inventor: Michael J. Sansone
  • Patent number: 4866159
    Abstract: Polyaminoamides of formula: ##STR1## in which A.sub.1 represents a divalent radical of structure: ##STR2## in which a and b=0 or 1 ##STR3## in which c and d=0 or 1 or ##STR4## B.sub.1 represents: (1) in the proportions of 60 to 100% (in moles), the radical ##STR5## in which x.sub.1 =2 and n.sub.1 =1 or 2, or alternatively, x.sub.1 =3 and n.sub.1 =1 and e=0 or 1(2) in the proportions of 0 to 40% (in moles), the radical (II) above in which x.sub.1 =2 and n.sub.1 =0 or the radical ##STR6## (3) in the proportions of 0 to 20% (in moles), the radical--NH--(CH.sub.2).sub.6 --NH--;in radicals A.sub.1 and B.sub.1, Y represents a residue of an ultraviolet radiation-absorbing molecule, anda+b+c+d+e.gtoreq.1,it being understood that when a, b, c, d or e are zero, the nitrogen atom is then bound to a hydrogen atom;the ratio m/p is between 0.05 and 0.5;A.sub.2 represents a bivalent radical which has one of the following structures: ##STR7## B.sub.
    Type: Grant
    Filed: August 25, 1986
    Date of Patent: September 12, 1989
    Assignee: L'Oreal
    Inventors: Serge Forestier, Gerard Lang, Edith Sainte Beuve
  • Patent number: 4864014
    Abstract: Polyester amides and polyether thioether ester amides of the formula ##STR1## wherein A is a polyamide sequence,R.sub.1 and R.sub.2 can be the same or different and each represents a linear or branched C.sub.2 to C.sub.98 alkyl radical,m is an integer between 1 and 50, andn is one or greater; and the process of making such amides by reacting specific diols with a dicarboxylic polyamide having terminal acid functional groups.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: September 5, 1989
    Assignee: Atochem
    Inventors: Daniel Cuzin, Didier Judas
  • Patent number: 4855353
    Abstract: A radioactive diagnostic or therapeutic agent, which comprises a metallic element-labeled high molecular compound which comprises one unit of (1) a polyamine compound having at least three amino groups in the side chains per molecule, at least two units of (2) a chelate-forming compound having a carboxyl group, at least one unit of (3) a physiologically active substance and (4) at least two radioactive metallic elements, each unit of the chelate-forming compound (2) and the physiologically active substance (3) being combined to any of the amino groups in the side chains of the polyamine compound (1) and each of the radioactive metallic element (4) being chelate-bonded to the chelate-forming compound (2).
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: August 8, 1989
    Assignee: Nihon Medi-Physics Co., Ltd.
    Inventors: Miki Kurami, Yoshifumi Shirakami, Keietsu Takahashi, Nobuo Ueda
  • Patent number: 4814400
    Abstract: The invention discloses substituted polybenzimidazole esters produced by reacting a polybenzimidazole polymer with a halogenated ester. It also discloses substituted polybenzimidazole carboxylic acids produced by hydrolyzing the polybenzimidazole ester previously provided with a strong hydroxyl base. These substituted polybenzimidazole products may be formed into separatory media with greater use then conventional polybenzimidazole polymer articles such as to form ultrafilters. Further, the polybenzimidazole carboxylic acids may be useful as weak cation exchange resins.
    Type: Grant
    Filed: April 13, 1987
    Date of Patent: March 21, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Michael J. Sansone
  • Patent number: 4814399
    Abstract: A substituted polybenzimidazole polymer is disclosed wherein sulfoalkyl derivatives of polybenzimidazole are produced by the reaction of a polybenzimidazole polymer with a sultone. Beta sultones may be directly reacted with the polybenzimidazole polymer to produce a sulfoethyl derivative of polybenzimidazole. However, when gamma, delta or eta sultones are used, the polybenzimidazole polymer preferably is first reacted with an alkali hydride to produce the polyanion of polybenzimidazole. The polybenzimidazole polyanion is then reacted with the sultone to produce a sulfoalkyl derivative of polybenzimidazole polymer. These derivatives may find great use as ion exchange devices or for reverse osmosis or ultrafiltration devices.
    Type: Grant
    Filed: July 24, 1987
    Date of Patent: March 21, 1989
    Assignee: Hoechst Celanese Corporation
    Inventors: Michael J. Sansone, Balaram Gupta, Robert W. Stackman
  • Patent number: 4778859
    Abstract: A curable composition comprising (a) a curable polyimide soluble in organic solvents and (b) a polymerization initiator as essential components, said polyimide consisting of recurring units represented by the formula ##STR1## wherein, each of X, X.sub.1, X.sub.2, X.sub.3 and X.sub.4 is a tetravalent carbocyclic or heterocyclic residue, each of Y.sub.1, Y.sub.2, and Y.sub.3 is a divalent carbocylic or heterocyclic residue, at least one of Z.sub.1 and Z.sub.2 is a residue having a reactive carbon-carbon double bond, and each of l, m, and n is an integer from 0 to 20, preferably from 0 to 10. The polyimide may include (a) polyacrylate compounds (b) bis-imide compounds (c) photosensitive polyimide precursors (d) oxime initiators (e) a 3 component sensitizer of a phenone compound, a mercapto compound, and an arylamine-alkanol, or mixtures of a,b,c,d, and e.
    Type: Grant
    Filed: April 28, 1986
    Date of Patent: October 18, 1988
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Ai, Akihiko Ikeda, Kan-ichi Yokota
  • Patent number: 4769424
    Abstract: Block copolymers of polyarylene sulfide with either polyimide, or polydiorgano siloxane are provided. Various methods for making such block copolymers are shown which are useful as compatabilizers for blends of polyarylene sulfide with polyimides and polydiorgano siloaxanes.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: September 6, 1988
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Patricia P. Anderson
  • Patent number: 4761434
    Abstract: The present invention is directed to a stable dispersion of a polyurea and/or a polyhydrazodicarbonamide having a solids content of from 5 to 40%, by weight, in a relatively high molecular weight, hydroxyl group-containing polyether, obtained by continuously reacting:(a) an organic di- and/or polyisocyanate withan amine-functional material selected from the group consisting of (i) primary and/or secondary amino group-containing di- and/or polyamines, (ii) hydrazines, (iii) hydrazides and (iv) mixtures thereof in(c) said polyetherat an equivalent ratio of components (a) to (b) of from 1.051:1 to 1.50:1 in a throughflow mixer in such a quantity that the average residence time of the reaction components in the mixer is less than 10 minutes and collecting the reaction product issuing from the throughflow mixer in a receiver optionally with heating to from 50.degree. to 150.degree. C. and optionally with subsequent stirring. The invention also relates to the production and use of such dispersions.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: August 2, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dietrich, Klaus Konig
  • Patent number: 4722964
    Abstract: This invention describes an improved cationic wet strength resin prepared from: an epichlorohydrin-ammonia intermediate reaction product; polyalkyleneamine-amide, and epichlorohydrin. This resin is not only efficient in imparting wet strength to paper but also provides that the treated paper is easier to repulp than paper treated with conventional epoxidized polyalkyleneamine-amide.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: February 2, 1988
    Assignee: Borden, Inc.
    Inventors: Lock-lim Chan, Patrick W. Lau
  • Patent number: 4689374
    Abstract: A product formed by reacting a polymeric polyamidoamine with a low molecular weight polyamine under reactions conditions to cause transamidation and then further reacting the transamidation product with a compound which is polyfunctional with respect to amino groups present in the transamidation product. The resultant material is useful in paper making processes as a retention and drainage aid.
    Type: Grant
    Filed: March 28, 1986
    Date of Patent: August 25, 1987
    Assignee: W. R. Grace & Co.
    Inventors: Per E. A. Hansson, Felek Jachimowicz
  • Patent number: 4675366
    Abstract: An improved method for preparing cross-linked polymers is disclosed, in which at least one alkyl or alicyclic substituent attached to an aromatic radical in the polymer acts as a functional site for oxidative cross-linking. The polymer may be extruded or solvent-deposited directly onto electrical conductors prior to cross-linking. The polymer film may then be cross-linked when exposed to an oxidizing agent and heated at a temperature within the range from the polymer's glass transition temperature to just below its degradation temperature.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: June 23, 1987
    Assignee: General Electric Company
    Inventors: Thomas L. Evans, Marsha M. Grade
  • Patent number: 4666996
    Abstract: Disclosed herein is a process for crosslinking polybenzimidazole polymers which comprise reacting said polymers with a divinylsulfone in the presence of a strong base catalyst.
    Type: Grant
    Filed: January 24, 1986
    Date of Patent: May 19, 1987
    Assignee: Celanese Corporation
    Inventor: Michael J. Sansone
  • Patent number: 4628067
    Abstract: Novel microporous particles of polybenzimidazole (PBI) resin, characterized by a reduced bulk density, a surface area of at least 10 m.sup.2 /g, a porosity of at least about 10%, and an average pore diameter of from about 50 to 500 Angstroms are provided by emulsification-precipitation or atomizing-non-solvent quenching techniques. The disclosed microporus PBI particles are particularly suitable for use as substrates in chromatographic processes such as ion-exchange, separations, purifications, etc., as well as catalysts or chemical reagents in polymer supported reactions. Microporous PBI particles of varying acidity/basicity and/or anionic/cationic exchange characteristics, and/or containing various functional groups for use in chemical conversions, may be obtained by treatment of the PBI resin with various organic and inorganic acids, either during particle formation or subsequent thereto.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: December 9, 1986
    Assignee: Celanese Corporation
    Inventors: Paul N. Chen, Sr., Richard O. Tucker
  • Patent number: 4617355
    Abstract: A nylon block copolymer prepared from acyl lactam functionalized materials and lactam monomer and cross-linked by a polyfunctional amine.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: October 14, 1986
    Assignee: DSM RIM Nylon VOF
    Inventors: James D. Gabbert, Ross M. Hedrick
  • Patent number: 4605709
    Abstract: Disclosed are novel wet strength resins for paper, said resins being derived by reacting an epihalohydrin, such as epichlorohydrin, with a polyamino-copolyamide derived by reacting methylbisaminopropylamine with (a) a diester of oxalic acid and (b) a diester of a saturated dicarboxylic acid containing at least 4 carbon atoms, the mole ratio of (a) to (b) being from about 0.25:1 to about 10:1.
    Type: Grant
    Filed: January 8, 1985
    Date of Patent: August 12, 1986
    Assignee: Hercules Incorporated
    Inventor: William W. Maslanka
  • Patent number: 4596853
    Abstract: Polymerizable solutions of mixtures containing a bicyclic amide acetal, a polymer which does not react with the bicyclic amide acetal and a monomer or polymer capable of undergoing condensation polymerization with the bicyclic amide acetal, a process for polymerization of such solutions and the novel polymers resulting from the polymerization are described.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: June 24, 1986
    Assignee: Ashland Oil, Inc.
    Inventors: Anil B. Goel, Peggy A. Blackburn
  • Patent number: 4579915
    Abstract: In one embodiment this invention provides a nonlinear optical substrate which comprises a transparent film of (4-nitrophenyl)-substituted poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole: ##STR1##
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: April 1, 1986
    Assignee: Celanese Corporation
    Inventor: Eui W. Choe
  • Patent number: 4578435
    Abstract: Thermally stable aromatic heterocyclic block copolymers are prepared by reacting a diamino monomer and terephthalic acid to form a carboxy-terminated rigid rod segment and then polymerizing a carboxy-monoamine monomer therewith to form flexible segments grafted onto the rigid rod segments.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: March 25, 1986
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4578434
    Abstract: Thermally stable aromatic heterocyclic block copolymers are prepared by reacting a diamino monomer and terephthalic acid to form a carboxy-terminated rigid rod segment and then polymerizing a carboxy-monoamine monomer therewith to form flexible segments grafted onto the rigid rod segments.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: March 25, 1986
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4574144
    Abstract: Sulfonated polyimides and polyamic acids, particularly polyetherimides, are prepared by reacting the unsulfonated polymer with a mild sulfonating agent. Illustrative sulfonating agents are the complexes of sulfur trioxide and trialkyl or triaryl phosphates, especially the sulfur trioxide-triethyl phosphate complex having a molar ratio of sulfur trioxide to triethyl phosphate of 2:1.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: March 4, 1986
    Assignee: General Electric Company
    Inventors: John B. Yates, III, David J. Smith
  • Patent number: 4550157
    Abstract: Novel polyamide block copolymers are provided which comprise a central block of a soft segment derived from the residue of a polymeric polyol or polyamine joined to terminal hard segment polyamide blocks. The linkages which join the blocks are of a novel type and are the opened form of certain bis azetidine-2,4-dione rings.The block copolymers can be prepared very rapidly via anionically polymerizing lactams on to prepolymer soft segments containing terminal azetidine-2,4-dione rings.The speed with which the polymerizations can be carried out make the block copolymers particularly useful for the RIM preparation of molded parts.
    Type: Grant
    Filed: May 7, 1984
    Date of Patent: October 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Shenghong A. Dai, Steven J. Grossman, Kemal Onder
  • Patent number: 4536266
    Abstract: Method for the fluorination of a surface layer of articles molded from plastic, vulcanized rubber or other such macromolecular substances by the exposure of at least a part of the article's surface to a fluorine-yielding liquid in a controllable reaction, the liquid consisting of a solvent or solvent mixture containing dissolved elemental fluorine. Suitable solvents are especially halogen hydrocarbons in accordance with DIN 8962, which are liquid within a temperature range from -30.degree. C. to +10.degree. C., but also water and solvents having perfluoroalkyl groups. The liquid, in which a fluorine concentration between 0.5.times.10.sup.-3 and 1.times.10.sup.-2 mol/l is established by the introduction of fluorine diluted with inert gas, is used to treat the articles for about 20 seconds to 30 minutes; the fluorine can be activated if desired. The liquid can additionally contain sulfur dioxide, oxygen, carbon monoxide, chlorine, bromine, or mixtures thereof.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: August 20, 1985
    Assignee: Hewing GmbH & Co.
    Inventors: Claus Bliefert, Hans-Michael Boldhaus, Manfred Hoffmann
  • Patent number: 4533524
    Abstract: What are disclosed are plastisols comprising a finely divided vinyl chloride polymer and the usual fillers, additives, and plasticizers, to which plastisols is added, as an adhesion promoter, the condensation product formed between (1) a polyaminoamide, comprising polymerized fatty acids and an excess of a polyalkylene polyamine and (2) a carboxylic acid or an ester thereof, and methods for coating or adhering a substrate with such plastisols by applying said plastisols to the substrate and baking at temperatures of 90.degree. C. and up.
    Type: Grant
    Filed: December 30, 1982
    Date of Patent: August 6, 1985
    Assignee: Schering AG.
    Inventors: Christian Burba, Ulrich Goeke, Norbert Esper
  • Patent number: 4520159
    Abstract: Disclosed is a novel process for producing water-soluble, cationic resins containing halohydrin functionality from basic polyaminopolyamides containing secondary amine functionality without the use of epihalohydrin. The process of this invention comprises reacting the basic polyaminopolyamide in aqueous medium with an allyl halide to form allyl substituents on tertiary nitrogen atoms, converting the allyl substituents to halohydrin moieties by reaction with hypohalous acid and then maintaining the resulting solution at a pH of at least 7.0 until the Gardner-Holdt viscosity of the solution at 24% solids and 25.degree. C. reaches at least B.
    Type: Grant
    Filed: March 21, 1984
    Date of Patent: May 28, 1985
    Assignee: Hercules Incorporated
    Inventor: William W. Maslanka
  • Patent number: 4507462
    Abstract: Biphenylene end-capped low molecular weight thermally stable aromatic polymers and the process for their preparation. The invention is further directed to crosslinked biphenylene end-capped aromatic polymers and to the process for their preparation. The process for preparing the biphenylene end-capped low molecular weight thermally stable aromatic polymers comprises carrying out a misbalanced polymerization reaction of a suitable aromatic aminoketone compound and a suitable aromatic ketomethylene compound and thereafter adding a monofunctional biphenylene compound.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: March 26, 1985
    Assignee: Polymer Science
    Inventor: John K. Stille
  • Patent number: 4501862
    Abstract: Disclosed are novel wet strength resins for paper. The resins are produced by reacting an epihalohydrin, such as epichlorohydrin, with an aminopolyamide-polyureylene intermediate derived by reacting methylbisaminopropylamine with oxalic acid or a diester of oxalic acid and with urea.
    Type: Grant
    Filed: August 26, 1983
    Date of Patent: February 26, 1985
    Assignee: Hercules Incorporated
    Inventor: Gerald I. Keim
  • Patent number: 4487884
    Abstract: Disclosed are novel wet strength resins for paper. The resins are produced by reacting an epihalohydrin, such as epichlorohydrin, with a polyaminopolyamide derived by reacting methylbisaminopropylamine with oxalic acid or mixture containing oxalic acid and one or more different saturated dicarboxylic acids or their esters.
    Type: Grant
    Filed: April 27, 1983
    Date of Patent: December 11, 1984
    Assignee: Hercules Incorporated
    Inventor: William W. Maslanka
  • Patent number: 4444959
    Abstract: Water-soluble benzylated polyamidoamines which contain from 0.1 to 0.9 mole of benzyl groups per equivalent of nitrogen, and onto which from 20 to 400 parts by weight of ethyleneimine or propyleneimine have been grafted per 100 parts by weight of polyamidoamine, processes for the preparation of the materials, and the use of the materials as cationic assistants in processes for coloring paper with acid dyes and/or direct dyes in an aqueous medium. The papers obtained show a high color strength, with substantially no two sidedness of the coloration.
    Type: Grant
    Filed: February 19, 1982
    Date of Patent: April 24, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Frey, Werner Streit, Rolf Fikentscher, Hans-Juergen Degen, Wolf Guender
  • Patent number: 4419498
    Abstract: Described is a novel process for producing quaternary ammonium compounds containing halohydrin functionality from tertiary amines without the use of epihalohydrin as the quaternization agent. The process of this invention comprises reacting an amino compound containing at least one tertiary amine group with an allyl halide to quaternize the amine and then reacting the quaternized product with hypohalous acid to convert the allyl substituents to halohydrin moieties.
    Type: Grant
    Filed: August 12, 1982
    Date of Patent: December 6, 1983
    Assignee: Hercules Incorporated
    Inventor: Ralph A. Bankert
  • Patent number: 4407994
    Abstract: Disclosed is a method for sizing paper wherein the sizing agent employed is a hydrophobic cellulose reactive sizing agent such as a ketene dimer sizing agent. There is employed in combination with the sizing agent a novel sizing accelerator. Disclosed also is a novel sizing composition comprised of the sizing agent and the accelerator, the accelerator being a water-soluble nitrogen-containing reaction product of (1) a water-soluble polyaminopolyamide, such as that derived by reaction of adipic acid and diethylene-triamine; (2) an epihalohydrin, such as epichlorohydrin; and (3) a composition comprising, by weight, from about 20% to about 65% bis(hexamethylene)triamine, said composition being the residue obtained after recovery of hexamethylenediamine from its manufacture by hydrogenation of adiponitrile.
    Type: Grant
    Filed: July 2, 1981
    Date of Patent: October 4, 1983
    Assignee: Hercules Incorporated
    Inventors: Ralph A. Bankert, David H. Dumas
  • 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: 4403075
    Abstract: Highly fire resistant composites or laminates particularly applicable as structural components in aircraft, e.g. in the engine nacelle, as part of the acoustic panel-fire wall structure, and capable of withstanding a 2,000.degree. F. flame temperature, comprising incorporating an additive in the form of a polymeric phosphorylated amide, into a resin, e.g., a polyimide or an epoxy resin, such additive being soluble in the resin. The resulting resin containing the additive is then applied to or impregnated into a substrate such as glass fiber cloth or graphite fiber, to form a composite structure which is then cured. The resulting cured composite when subjected to high temperatures of the order of, e.g., a 2,000.degree. F. flame temperature, forms a resin char of reduced thermal conductivity which holds the fibers of the laminate together and maintains the structural stability and integrity of the laminate.
    Type: Grant
    Filed: September 25, 1980
    Date of Patent: September 6, 1983
    Assignee: McDonnell Douglas Corporation
    Inventors: Norman R. Byrd, Daniel C. Peek
  • Patent number: 4397999
    Abstract: The present invention relates to oligomeric and/or polymeric precursor stages of polyimidazoles and polyimidazopyrrolones, as well as to a method for preparing these new precursor stages. The invention provides addition products of olefinically unsaturated monoepoxides on amino group-containing polycondensation products of aromatic and/or heterocyclic tetraamino compounds with dicarboxylic-acid chlorides or esters or on amino group-containing polyaddition products of the tetraamino compounds and tetracarboxylic-acid dianhydrides. The radiation-reactive precursor stages according to the invention are suited, for example, for the preparation of highly heat-resistant relief structures.
    Type: Grant
    Filed: August 19, 1980
    Date of Patent: August 9, 1983
    Assignee: Siemens Aktiengesellschaft
    Inventors: Hellmut Ahne, Eberhard Kuhn, Roland Rubner
  • Patent number: 4391945
    Abstract: The present invention relates to an amphoteric resin obtained by condensation of polyethylenepolyamine and butane-1,2,3,4-tetra-carboxylic acid. The present invention can provide several forms of amphoteric resins such as linear structure, somewhat cross-linked water insoluble and water swellable structure and water insoluble and cross-linked structure, since the resin contains in its repeating units an imino group, a carboxylic radical and an amido group. The resin can form a chelate with several kinds of metal ions. Furthermore, the resin can also be modified by introducing several kinds of functional groups to bestow upon the resin particular chelating ability. Therefore the invention can provide novel resins, which have a strong chelating faculty and are suitably used for removing and recovering agents of heavy metals and noble metals.
    Type: Grant
    Filed: April 7, 1981
    Date of Patent: July 5, 1983
    Assignee: Mitsi Toatsu Inorganic Chemicals, Inc.
    Inventors: Fujio Mashio, Shuji Kitamura
  • Patent number: 4371674
    Abstract: Process for the production of water-soluble auxiliaries for the papermaking industry by reacting(a) 1 part by weight of a polyamidoamine obtained by condensing 1 mole of a dicarboxylic acid having from 4 to 10 carbon atoms with from 0.8 to 1.4 moles of a polyalkylene polyamine having from 3 to 10 alkyleneamine units and containing up to 8 ethyleneimine units per basic nitrogen atom with (b) 0.1 to 4 parts by weight of an .alpha.,.omega.-dichloro polyalkylene oxide obtained by reacting a polyalkylene oxide having from 8 to 100 alkylene oxide units with a compound selected from the group consisting of a thionyl chloride and phosgene and then cleaving the reaction products by heating them to a temperature of from 70.degree. to 150.degree. C. in the presence of a tertiary amine as catalyst,as crosslinking agent, at a temperature above 20.degree. C.
    Type: Grant
    Filed: July 30, 1980
    Date of Patent: February 1, 1983
    Inventors: Otto Hertel, Emil Scharf, Jaroslav Melzer, Rolf Fikentscher
  • Patent number: 4328069
    Abstract: A process for the elimination of the fluorescence effect resulting from the treatment of fibrous materials with optical anionic agents is described which consists of treating the fibrous materials with a water soluble salt of a polymer containing the imidazoline ring of formula I ##STR1## wherein X is in the position meta or para with respect to the imidazoline ring and X is ##STR2## or --CO--NH-- The imidazoline-containing compounds prepared by reacting diethylenetriamine or triethylenetetramine with terephthalic or isophthalic acid followed by cyclization are reacted with dicyandiamide. The water soluble salt is an acid addition salt or a quaternary ammonium salt. The new polymers are described.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: May 4, 1982
    Assignee: Apital Produzioni Industriall S.p.A.
    Inventor: Giuseppe Raspanti
  • Patent number: 4299750
    Abstract: The products of the invention are partial acetylene end-capped oligomers which have the structure as shown in FIG. 3 in which terminal R" group is derived from a mixture consisting of about 14-40 mol % of an aromatic monoamine and the balance an acetylene substituted aromatic monoamine. The products are prepared from either of two (2) precursors. The first precursor has the structure shown in FIG. 2. The second precursor is a complex amine salt having the structure shown in FIG. 5.
    Type: Grant
    Filed: May 3, 1979
    Date of Patent: November 10, 1981
    Assignee: Gulf Oil Corporation
    Inventors: Patricia A. Antonoplos, William J. Heilman
  • Patent number: 4277581
    Abstract: A cosmetic composition for the hair comprises at least one water-soluble crosslinked polymer obtained by crosslinking a polyamino-polyamide with a crosslinking agent, said polyamino-polyamide being prepared by the polycondensation of (a) an acidic compound selected from the group consisting of (i) organic dicarboxylic acid, (ii) ethylenically unsaturated aliphatic mono- or di-carboxylic acid, (iii) ester of said acids of (i) and (ii), and (iv) mixtures of (i), (ii) and (iii) on (b) a polyamine selected from the group consisting of bis-primary and mono- and bis-secondary polyalkylene polyamines, said polyamine (b) being replaceable by a member selected from the group consisting of (1) 0-20 mole percent hexamethylene diamine, (2) 0-40 mole percent bis-primary amine and (3) 0-40 mole percent bis-secondary amine, said crosslinking agent being selected from the group consisting of (a') simple bi-functional compounds selected from bis-halohydrins, bis-azetidinium, bis-haloacyl diamine and alkyl bis-halides, (b') ol
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: July 7, 1981
    Assignee: L'Oreal
    Inventors: Guy Vanlerberghe, Henri Sebag, Jean-Francois Grollier, Alexandre Zysman
  • Patent number: 4254255
    Abstract: Water-soluble condensation products which are not self-crosslinking and are prepared from polyacidic amines and compounds which are polyfunctional towards amino groups, in an aqueous medium at temperatures from 0.degree. to 120.degree. C. and pH values above 6 in the presence of emulsifiers are used in the production of paper.
    Type: Grant
    Filed: January 19, 1979
    Date of Patent: March 3, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Lobach, Wolfgang Lehmann, Friedhelm Muller
  • Patent number: 4247429
    Abstract: The invention relates to polymeric coating compositions which are at least partially soluble in water.Polyesterimides, polyesteramideimides, polyesterimidehydantoins and polyesterimide urethanes are prepared which have enhanced solubility in water. The reactants which form the various polymers are reacted to essentially a zero acid number with essentially no free carboxyl groups or those which are not part of the formed imide moiety or linkages. At least some of the imide rings are then cleaved or split with amine material to enhance solubility in water. The compositions are particularly useful as electrical insulating coatings or wire enamels and can also be used in preparing laminates and composites and for general coating purposes.
    Type: Grant
    Filed: July 11, 1978
    Date of Patent: January 27, 1981
    Assignee: General Electric Company
    Inventors: Denis R. Pauze, Richard J. Jablonski
  • Patent number: 4228259
    Abstract: A dye for keratinic material comprises a water-soluble cationic polymer having a molecular weight ranging between about 800 and 10,000 and having secondary, tertiary or quaternary ammonium amine groups wherein said amine groups are either a part of, or aid in the direct or indirect linking to the polymer chain, an aryl or arylaliphatic chromophore or chromogen group carrying compound, with the proviso that when the main chain of the polymer has amine groups derived from the said chromophore or chromogen group carrying compound, the said main chain must also have at least 10 percent aliphatic amine groups relative to the total number of amine groups of the said chain.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: October 14, 1980
    Assignee: L'Oreal
    Inventors: Gregoire Kalopissis, Alexandre Zysmann, Henri Sebag, Guy Vanlerberghe, Jean-Louis Huron, Andree Bugaut
  • 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
  • Patent number: 4206106
    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: April 5, 1979
    Date of Patent: June 3, 1980
    Assignee: Gulf Oil Corporation
    Inventors: William J. Heilman, Daniel J. Hurley
  • Patent number: 4189468
    Abstract: A cosmetic composition for the hair comprises at least one water-soluble crosslinked polymer obtained by crosslinking a polyamino-polyamide with a crosslinking agent, said polyamino-polyamide being prepared by the polycondensation of (a) an acidic compound selected from the group consisting of (i) organic dicarboxylic acid, (ii) ethylenically unsaturated aliphatic mono- or di-carboxylic acid, (iii) ester of said acids of (i) and (ii), and (iv) mixtures of (i), (ii) and (iii) on (b) a polyamine selected from the group consisting of bis-primary and mono- or bis-secondary polyalkylene polyamines, said polyamine (b) being replaceable by a member selected from the group consisting of (1) 0-20 mole percent hexamethylene diamine, (2) 0-40 mole percent bis-primary amine and (3) 0-40 mole percent bis-secondary amine, said crosslinking agent being selected from the group consisting of (a') simple bi-functional compounds selected from bis-halohydrins, bis-azetidinium, bis-haloacyl diamine and alkyl bis-halides, (b') oli
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: February 19, 1980
    Assignee: L'Oreal
    Inventors: Guy Vanlerberghe, Henri Sebag, Jean-Francois Grollier, Alexandre Zysman
  • 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