Material Contains Organic Nitrogen Compound Patents (Class 526/217)
  • Patent number: 5599889
    Abstract: Disclosed herein is a method of forming cross-linked polymer microspheres, comprising the steps of:forming a reaction mixture essentially free of stabilizer and comprising a polymerization medium, a di-vinyl cross-linking agent, a functional co-monomer which is copolymerizable with said cross-linking agent and a radical initiator, with said cross-linking agent, said functional co-monomer and said initiator being soluble in said polymerization medium;subjecting said reaction mixture to conditions selected to form microspheres with two modes of stabilization, a first being provided by cross-linking, and a second being provided by short stabilizing chains extending outwardly from the microsphere and into said medium, said stabilizing chains having a sufficient concentration of said functional co-monomer to have steric stability in said medium.
    Type: Grant
    Filed: August 16, 1994
    Date of Patent: February 4, 1997
    Inventors: Harald D. H. Stover, Kai Li, Wen H. Li
  • Patent number: 5587441
    Abstract: A process for preparing hyperbranched polymers from AB monomers using a self constructing approach is disclosed. Hyperbranched polymers of a living-like character produced by such process are also disclosed.
    Type: Grant
    Filed: November 8, 1994
    Date of Patent: December 24, 1996
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Jean M. J. Frechet, Sadahito Aoshima
  • Patent number: 5578542
    Abstract: An acyclic alkane soluble anionic polymerization initiator includes a mixture of from about 90 to about 10 parts by weight of a lithio amine having the general formula A.sub.1 Li and from about 10 to about 90 parts by weight of at least one other lithio amine having the general formula A.sub.2 Li. A.sub.1 and A.sub.2 are selected from the dialkyl, alkyl, cycloalkyl and dicycloalkyl amine radicals and cyclic amine radicals. There is also provided a method of forming a mixture of anionic polymerization initiators, a functionalized polymer and a method of forming a functionalized polymer.
    Type: Grant
    Filed: March 30, 1994
    Date of Patent: November 26, 1996
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, James E. Hall, Yoichi Ozawa
  • Patent number: 5578740
    Abstract: Epoxy-containing compounds which are essentially free of organic halides are prepared by (I) reacting an allyl derivative of an active hydrogen-containing compound with (II) a peroxygen-containing compound. The epoxy-containing compounds are useful in coatings, castings, laminates etc.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: November 26, 1996
    Assignee: The Dow Chemical Company
    Inventors: Andrew T. Au, J. Lowell Nafziger
  • Patent number: 5552501
    Abstract: A method for the accelerated free radical copolymerization of acrylamide monomers and diacetone acrylamide monomers in an aqueous solution to form copolymers which may be combined with photosensitizers and utilized in the color picture tube or photoengraving industries as a polymeric component of the light sensitive photoresists comprises admixing an aqueous acrylamide and diacetone acrylamide monomer solution with an effective amount of a free radical initiator and an effective amount of a tetramethylamine catalyst to form a mixture and maintaining the mixture at ambient temperature until the polymerization is complete. A 0.1 to 15% weight solution of the two monomers having an acrylamide to diacetone acrylamide weight ratio of between about 0.4:1 to 100:1 is completely polymerized in less than an hour when the weight ratio of free radical initiator to monomers is between about 1:6 to 1:300 and the weight ratio of tetramethylamine catalyst to monomers is about 1:20 and 1:400.
    Type: Grant
    Filed: June 13, 1995
    Date of Patent: September 3, 1996
    Inventor: Kamala D. Patel
  • Patent number: 5548046
    Abstract: Thermally stabilized initiator compositions comprising:(a) at least one dialkyl peroxydicarbonate, and(b) a stabilizing effective amount of a compound of Structure I: ##STR1## wherein R.sub.1, R.sub.2 and Z are as defined in the summary of the invention section, processes for their preparation and use are disclosed.
    Type: Grant
    Filed: February 16, 1994
    Date of Patent: August 20, 1996
    Assignee: Elf Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 5530079
    Abstract: A polymerization process comprising: heating a mixture comprised of a free radical initiator, a stable free radical agent, at least one polymerizable monomer compound, and optionally a solvent, to form a polymer with a high monomer to polymer conversion and a narrow polydispersity, wherein said polymer is comprised of a covalently bound free radical initiator fragment at one end and a covalently bound stable free radical compound at the other end of the polymer, and wherein said stable free radical agent has high thermal, acidic, and photochemical stability.
    Type: Grant
    Filed: January 3, 1995
    Date of Patent: June 25, 1996
    Assignee: Xerox Corporation
    Inventors: Richard P. N. Veregin, Peter M. Kazmaier, Michael K. Georges, Gordon K. Hamer
  • Patent number: 5527870
    Abstract: An isobutylene is polymerized in the presence of an aromatic initiator and a catalyst under the conditions that either a chlorinated hydrocarbon or an aromatic hydrocarbon is used singly or in admixture with an aliphatic hydrocarbon so that the reaction solution has a dielectric constant of 1 to 5 and a solubility parameter of 7.5 to 9.0.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: June 18, 1996
    Assignee: Kanagafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Takuya Maeda, Hideo Kawachi, Masanobu Tamura, Shun Wachi
  • Patent number: 5523347
    Abstract: A one-part, air-activatable, polymerizable composition comprising:(a) at least one free-radically polymerizable monomer, and(b) an activator system for effective polymerization of the free-radically polymerizable monomer, said activator system comprising at least one auto-oxidizable compound of a formula which includes the structure I: ##STR1## where x is 0 or 1, and where the lines representing unfilled valencies indicate bonds to carbon, hydrogen or hetero atoms, alone or in combination with a weak acid;with the proviso that:when x=0, the nitrogen atom in structure I is not bonded to a second nitrogen atom;and when x=1 there is a structure I in the compound in which the >C.dbd.C< moiety does not form part of a phenyl ring;with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: June 4, 1996
    Assignee: Loctite (Ireland) Limited
    Inventors: Brendan Kneafsey, John Guthrie, David P. Melody
  • Patent number: 5508366
    Abstract: A process is disclosed for the continuous production, with reduced gel formation, of free radical addition polymers from ethylenically unsaturated monomers containing at least one free hydroxyl group such as 2-hydroxyethyl methacrylate, from about 0 to about 5% by weight of an alpha-beta unsaturated carboxylic acid such as acrylic acid or methacrylic acid, and the remainder of the monomers used are free radical addition copolymerizable compounds such as styrene, methyl methacrylate and butyl acrylate. The free radical addition polymerization is conducted at from about 150.degree. C. to about 310.degree. C. under superatmospheric pressure in the presence of one or more solvents. The solvent or the volume average of the solvent mixture has an overall calculated root mean square value of the hydrogen bonding and polar contributions of each solvent's solubility parameters in the range of from about 6 to about 15.
    Type: Grant
    Filed: October 18, 1994
    Date of Patent: April 16, 1996
    Assignee: S. C. Johnson & Son, Inc.
    Inventors: Kevin M. Andrist, J. David Campbell, Richard W. Chylla, Rakesh K. Popli
  • Patent number: 5498643
    Abstract: An etchant/primer composition is provided which includes (a) a compound having the formulaRN(CH.sub.2 YCO.sub.2 M).sub.2 (I)wherein R=R.sup.1 or R.sup.2 ;R.sup.1 =an aromatic group;R.sup.2 =a conjugated aliphatic group;Y=a single bond, CH.sub.2, CHCH.sub.3 or C.dbd.CH.sub.2 ; andeach M is independently H, an alkali metal, an alkaline earth metal, aluminum, a transition or redox metal or an alkyl group having 1 to 18 carbon atoms, with the proviso that when both M groups are alkyl groups, the compound corresponding to formula I be capable of being easily hydrolyzed, displaced or exchanged with other reagents present in the etchant/primer composition and (b) a polar solvent system. An etchant/primer/adhesive monomer composition is also provided which includes the etchant/primer composition and an adhesive monomer system. One and two step simplified methods for adhering and for preparing a substrate surface, such as a dental substrate surface, to a polymeric material are also provided.
    Type: Grant
    Filed: February 1, 1994
    Date of Patent: March 12, 1996
    Assignee: The United States of America as represented by the Secretary of Commerce
    Inventors: Joseph M. Antonucci, Patricia A. Bennett
  • Patent number: 5498674
    Abstract: A process for forming dielectric particles includes admixing a vinyl halide monomer and a crosslinker in a liquid dispersion medium to form a first mixture. A second mixture of an initiator and a stabilizer is prepared and added to the first mixture to form a third mixture in which the monomer polymerizes to form white crystalline polymer particles which are sonified for uniformity. The particles may be stained by exposure to a dehydrohalegenation reagent and dispersed in an electrophoretic fluid for use in an electrophoretic display.
    Type: Grant
    Filed: May 11, 1994
    Date of Patent: March 12, 1996
    Assignee: Copytele, Inc.
    Inventors: Wei-Hsin Hou, Thomas B. Lloyd, Frederic E. Schubert
  • Patent number: 5494983
    Abstract: A process for anionic polymerization of acrylic and/or methacrylic acid derivatives or their ammonium salts with easily produced initiators. Specifically, the initiators are ammonium salts of resonance-stabilized nitrogen anions. The introduction of such initiators provides a maximum amount of structural variation, while inducing the controlled anionic polymerization of monomers at room temperature. The anionic polymerization is also applicable to acrylonitrile or methacrylonitrile or their derivatives. The polymerization process of the present invention provides polymers with definite molecular weight and limited molecular weight distribution.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: February 27, 1996
    Assignee: Manfred T. Reetz
    Inventors: Manfred T. Reetz, Thomas Knauf
  • Patent number: 5486544
    Abstract: A polymerizable composition comprising:(a) a monomer; and(b) a sulfinate represented by the formula (I): ##STR1## wherein R.sup.1 and R.sup.5 each represents a substituent having 2 to 6 carbon atoms, R.sup.2, R.sup.3 and R.sup.4 each represents an atom or substituent inert to the monomer (a), M.sup.n+ represents a n-valent cation, and n represents an integer of 1 to 4.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: January 23, 1996
    Assignee: Kuraray Co., Ltd.
    Inventors: Mitsunobu Kawashima, Ikuo Omura
  • Patent number: 5478905
    Abstract: Disclosed herein are novel amorphous tetrafluoroethylene/hexafluoropropylene (TFE/HFP) copolymers, which are more random than previous amorphous TFE/HFP copolymers, as well as a novel high productivity continuous process for making these polymers. The polymers are particularly useful in the form of coatings, films and encapsulants.
    Type: Grant
    Filed: February 6, 1995
    Date of Patent: December 26, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Colin Anolick, Viacheslav A. Petrov, Bruce E. Smart, Charles W. Stewart, Robert C. Wheland
  • Patent number: 5464914
    Abstract: A liquid hydrocarbon soluble difunctional organolithium initiator (DFI) is reacted with an anionically polymerizable monomer, such as isoprene or 1,3-butadiene, in the presence of a diamine or a triamine to form a polymer having low polydispersity and high tensile strength. The DFI is prepared by reacting a dialkenylarylene compound with an alkyllithium in a nonpolar solvent and in the presence of sufficient quantities of a trisubstituted amine to prevent precipitation of the DFI in the solvent.
    Type: Grant
    Filed: June 29, 1994
    Date of Patent: November 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Grace Y. Lo, Arnold L. Gatzke
  • Patent number: 5463004
    Abstract: A method for preparing a polymer having low hysteresis loss value, good breaking properties and good processability with good productivity is provided by adding a tin compound during the propagation step of polymerization of a conjugated diene and/or an aromatic vinyl hydrocarbon. Polymers produced in accordance with this method have high molecular weight and star-shaped structures with branches having the same or different molecular weight.
    Type: Grant
    Filed: March 25, 1994
    Date of Patent: October 31, 1995
    Assignee: Bridgestone Corporation
    Inventor: Yasuo Horikawa
  • Patent number: 5463017
    Abstract: A process is provided for preparing polysuccinimides by forming a polymerization mixture of poly(alkylene glycol), maleamic acid and, optionally one or more other amic acids, heating the mixture to an elevated temperature, and maintaining the mixture at the elevated temperature to form polysuccinimides.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: October 31, 1995
    Assignee: Rohm and Haas Company
    Inventors: Yi H. Paik, Ethan S. Simon, Graham Swift
  • Patent number: 5463003
    Abstract: A method for preparing a polymer having low hysteresis loss value and good breaking properties using a novel lithium initiator compound for polymerization of a conjugated diene and/or an aromatic vinyl hydrocarbon. Polymers produced in accordance with this method contain tin in an amount more than usual, and can be manufactured with good productivity.
    Type: Grant
    Filed: December 28, 1993
    Date of Patent: October 31, 1995
    Assignee: Bridgestone Corporation
    Inventors: Yasuo Horikawa, Toshiki Takizawa, Taro Akazawa
  • Patent number: 5457162
    Abstract: This invention relates to novel reactive amino or hydrazino peroxides (hereinafter generally referred to as "AHP's") and derivatives all having a Structure A: ##STR1## in which the definitions of P, R11, R22, X, Q and x, y and z are given in the Summary Of The Invention section, for example, 4,4-di-(t-butylperoxy)pentanohydrazide (I-1), and the use of these novel compounds in curing unsaturated polyester resins, in initiating polymerization of ethylenically unsaturated monomers, for modifying rheology, for crosslinking and curing olefin polymers and elastomers, for producing novel graft and block copolymers, and for producing novel polymers with covalently bound performance additive functions.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: October 10, 1995
    Assignee: Elf Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 5428115
    Abstract: An activator for cyanoacrylate adhesives based on N,N-dialkyl aniline derivatives is provided. The activators are characterized by a molecular weight of more than 200 and by at most 3 carbon atoms for both N,N-dialkyl substituents together. Also provided are methods of production and use of the activator and to the combination product of the activator and the cyanoacrylate adhesive.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: June 27, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Huver, Christian Nicolaisen, Susanne Camp
  • Patent number: 5420187
    Abstract: A pigment-dispersing agent obtained by polymerizing an addition-polymerizable monomer having an acidic functional group and other addition-polymerizable monomer in the presence of a polymerization initiator, the polymerization initiator being a diazotization product prepared by diazotizing at least one compound selected from the group consisting of an anthraquinone derivative having an aromatic amino group, an acridone derivative having an aromatic amino group and an organic dyestuff having an aromatic amino group. The above pigment-dispersing agent provides a water-based pigment dispersion which forms a water-based coating composition or water-based ink having excellent gloss, excellent clearness and high tinting strength, and the gloss, clearness and tinting strength of the water-based coating composition are comparable to those of existing oil coating compositions.
    Type: Grant
    Filed: September 1, 1993
    Date of Patent: May 30, 1995
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Atsushi Endo, Akimitsu Mochizuki, Michichika Hikosaka, Tsutomu Fujigamori
  • Patent number: 5418303
    Abstract: A carbocationic catalyst composition comprising an initiator of water, a tertiary alkyl or aralkyl halide, ester, ether, carboxylic acid, acid halide or a polymeric halide and a co-initiator of an alkoxy metal halide, is used to produce narrow molecular weight distribution olefin polymers particularly isobutylene/para-methyl-styrene copolymers.
    Type: Grant
    Filed: June 21, 1994
    Date of Patent: May 23, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Timothy D. Shaffer
  • Patent number: 5401804
    Abstract: Disclosed is a free radical polymerization process for the preparation of a thermoplastic resin or resins comprising heating a mixture of a free radical initiator, a stable free radical agent, and at least one polymerizable monomer compound to form a thermoplastic resin or resins with a high monomer to polymer conversion; cooling said mixture; optionally isolating the thermoplastic resin or resins; and optionally washing and drying thermoplastic resin or resins.Related free radical processes are also disclosed for the preparation of mixtures and block copolymer thermoplastic resins. Resins prepared by the disclosed processes possesses a narrow polydispersity and a modality that is controlled by the selection of a free radical initiator and stable free radical agent addition step or steps.
    Type: Grant
    Filed: January 13, 1994
    Date of Patent: March 28, 1995
    Assignee: Xerox Corporation
    Inventors: Michael K. Georges, Richard P. N. Veregin, Peter M. Kazmaier, Gordon K. Hamer
  • Patent number: 5399646
    Abstract: The present invention discloses an alkylidenenorbornene polymer comprising as the essential constituent at least one kind of the structural unit represented by the formula ##STR1## wherein R.sub.1 denotes an alkyl group of 1-4 carbon atoms and R.sub.2 denotes a hydrogen atom or an alkyl group of 1-5 carbon atoms, and a process for producing the same.According to the present invention, an alkylidenenorbornene polymer is obtained which is excellent in light resistance, transparency, heat resistance and moisture resistance and is useful as an optical polymeric material.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: March 21, 1995
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Teiji Kohara, Shin-ichiro Tahara, Yoshitsugu Hirokawa, Tadao Natsuume
  • Patent number: 5393721
    Abstract: The present invention is directed toward artionic polymerization employing lithio amines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio amines have the general formula (A)Li(SOL)y, where SOL is a solubilizing component, A is an alkyl, dialkyl, cycloalkyl or dicycloalkyl amine radical or a cyclic amine, and y is 0 or is from about 0.5 to about 3. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: February 28, 1995
    Assignee: Bridgestone Corporation
    Inventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
  • Patent number: 5384373
    Abstract: A homogeneous, random interpolymer of ethylene and an alpha-olefinically unsaturated carboxylic acid or ester having a melt flow rate in the range of about 0.1 to about 300 g/10 minutes, as determined by ASTM D-1238 (190.degree. C./2160 g), is improved during its manufacture when made in a substantially constant environment in a stirred autoclave under substantially steady-state conditions of temperature, pressure, and flow rates, said temperature and pressure being sufficient to produce a single phase reaction, using a free-radical initiator, said improvement being obtained by the use of a minor amount of a telogenic modifier in the reaction mixture, the process being further characterized by the use of either, or both, of (a) a temperature which is lower than that which would be required without the presence of the telogen, or (b) a pressure which is higher than that which would be required without the presence of the modifier.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: January 24, 1995
    Assignee: The Dow Chemical Company
    Inventors: Osborne K. McKinney, David A. Eversdyk, Michael E. Rowland
  • Patent number: 5378773
    Abstract: Aqueous polymerization of vinyl monomer is conducted in a vessel with an internal coating. This coating is composed of the condensation reaction of an aliphatic diamine and a quinone, with the addition of a reaction stopper when reaction is 70-99% complete. Reaction stopper is an inorganic compound of sodium or sulfur.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: January 3, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshihide Shimizu, Mikio Watanabe
  • Patent number: 5371151
    Abstract: A curable composition comprising a crosslinkable copolymer, wherein the copolymer is the free radical polymerization product of a mixture of monomers in the presence of a terminally unsaturated oligomeric chain transfer catalyst. Such compositions have advantageous properties when used in a variety of products including high performance coatings.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: December 6, 1994
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Charles T. Berge, Michael J. Darmon, Joseph A. Antonelli
  • Patent number: 5371177
    Abstract: A process is provided for preparing polysuccinimides by forming a polymerization mixture of poly(alkylene glycol), maleamic acid and, optionally one or more other amic acids, heating the mixture to an elevated temperature, and maintaining the mixture at the elevated temperature to form polysuccinimides.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: December 6, 1994
    Assignee: Rohm and Haas Company
    Inventors: Yi H. Paik, Ethan S. Simon, Graham Swift
  • Patent number: 5362826
    Abstract: A method of preparing macromonomer compositions of a limited average molecular weight containing an olefinic polymerizable end group. The macromonomers may suitably comprise the polymerization product of methacrylate, methacrylonitrile, and methacrylamide monomers, derivatives thereof, and mixtures of such monomers.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: November 8, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Charles T. Berge, Michael J. Darmon, Joseph A. Antonelli
  • Patent number: 5354821
    Abstract: The invention relates to moldable, radically polymerizable multicomponent mixtures, which may even be present in the form of storable multicomponent systems, containingethylenically unsaturated, polymerizable compounds, if desired in admixture with soluble and/or insoluble fillers and/or other auxiliaries, andan activator system initiatable by contact with oxygen,characterized in that, in their in-use form, the multi-component mixtures are present as at leastly slightly thickened material and contain an activator system based on the following principal components which can be initiated by contact with ambient air:N-alkyl-substituted tert.-arylamines containing at least one aliphatic CH bond in the .alpha.-position,metal compounds at least partly soluble in the system to accelerate the drying of unsaturated oils, andweakly acidic carboxylic acids having pK.sub.s values no lower than about 0.9.In their in-use form, the multicomponent mixtures preferably have a minimum viscosity of at least about 50 to 100 mPa.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: October 11, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Huver, Herbert Fischer, Winfried Emmerling
  • Patent number: 5350819
    Abstract: A living carbocationic catalyst composition comprising an initiator of a tertiary alkyl halide, a tertiary aralkyl halide or polymeric halide a co-initiator of an alkyl aluminum or alkyl boron, a proton scavenger and a solvent medium with a dielectric constant between 2.5 and 3.25 is used to produce narrow molecular weight distribution polymers particularly isobutylene polymers.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: September 27, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Timothy D. Shaffer
  • Patent number: 5346769
    Abstract: A solventless thermosettable composition comprising a dialkenylbenzene and an effective amount of an alkylbenzenesul fonic acid curina aqent exhibits reduced tendency to gel during cure with the addition of a polyarylamine. The cured material, which is particularly useful in electrical/electronic applications, exhibits low dielectric constant and good fracture toughness.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: September 13, 1994
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5344902
    Abstract: An improved polymerization process wherein starting material such as monomer, a mixture of monomers, a partially polymerized product, or a mixture of fully polymerized product and monomer or monomer mixture is reacted with an initiator such as an organic peroxide, hydroperoxide or perester and a quaternary ammonium salt under polymerization conditions wherein polymerization or further polymerization of the starting material is initiated. The initiator and quaternary ammonium salt are miscible with the polymerization mixture in the absence of solvent. An improved polymerization process is also provided wherein a crosslinked polymer structure is formed from an unsaturated polymer in a polymerizable monomer.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: September 6, 1994
    Assignee: Occidental Research Corporation
    Inventors: H. James Harwood, Daniel H. Jones, Andrew W. Talkington, Stephen D. Goodrich
  • Patent number: 5336725
    Abstract: A method for preparing a graft copolymer is here disclosed which is characterized by comprising the step of carrying out a living polymerization of at least one (meth)acrylic ester by the use of a polymeric compound as an initiator having one or more units represented by the following formula (I) in a molecular chain substantially in the absence of water in the presence of a Lewis acid or a donor compound of an anion selected from the group consisting of HF.sub.2.sup.-, (CH.sub.3).sub.3 SiF.sub.2.sup.- and F.sup.- : ##STR1## wherein R is hydrogen or an alkyl group having 1 to 6 carbon atoms, and R' is an alkyl group having 1 to 12 carbon atoms.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: August 9, 1994
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Seiji Tone, Akira Nakata, Naoki Yamamoto
  • Patent number: 5336745
    Abstract: A method is provided for the direct synthesis of novel polymeric materials functionalized with desirable nitrogen-containing functional groups such as terminal azido, cyano, carbonylamino or thiocarbonylamino groups. Polymerization and functionalization occur in a substantially simultaneous manner. All necessary reactants for the functionalization are present when polymerization is initiated. The nitrogen-containing functional group is provided as a part of a molecule having a release moiety which is preferably resonance stabilized or of tertiary alkyl type and which acts to aid the nitrogen-containing species in functioning as a leaving group.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: August 9, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Herve M. Cheradame, Robert D. Lundberg, Frank J. Chen, Jean de la Crois Habimana
  • Patent number: 5332810
    Abstract: The present invention is directed toward anionic polymerization initiators which are soluble in acyclic alkane solvents. The initiators include a solubilized lithio amine having the general formula (A)Li(SOL).sub.y. SOL is a solubilizing component and A is an alkyl, dialkyl or cycloalkyl amine radical or a cyclic amine and y is from about 1 to 4. The invention is also directed toward polymers and other products made using the initiator, and methods therefore. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: July 26, 1994
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Mark L. Stayer, Jr., H. James Harwood
  • Patent number: 5329005
    Abstract: The present invention is directed toward anionic polymerization initiators which are soluble in hydrocarbon solvents. The initiators include a lithio amine having the general formula ALi. The component A is a dialkyl or dicycloalkyl amine radical or a cyclic amine. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: July 12, 1994
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Koichi Morita, Yoichi Ozawa, Mark L. Stayer, Jr., Ryota Fujio
  • Patent number: 5322912
    Abstract: Disclosed is a free radical polymerization process for the preparation of a thermoplastic resin or resins comprising heating a mixture of a free radical initiator, a stable free radical agent, and at least one polymerizable monomer compound to form a thermoplastic resin or resins with a high monomer to polymer conversion; cooling said mixture; optionally isolating the thermoplastic resin or resins; and optionally washing and drying thermoplastic resin or resins.Related free radical processes are also disclosed for the preparation of mixtures and block copolymer thermoplastic resins. Resins prepared by the disclosed processes possesses a narrow polydispersity and a modality that is controlled by the selection of a free radical initiator and stable free radical agent addition step or steps.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: June 21, 1994
    Assignee: Xerox Corporation
    Inventors: Michael K. Georges, Richard P. N. Veregin, Peter M. Kazmaier, Gordon K. Hamer
  • Patent number: 5302681
    Abstract: The premature free-radical polymerization of a non-linear, readily polymerizable organic monomer under conditions where the monomer would otherwise polymerize is inhibited by incorporating within the non-linear, readily polymerizable monomer a polymerization inhibiting amount of a fullerene or a derivative thereof.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: April 12, 1994
    Assignee: Nalco Chemical Company
    Inventor: Robert D. McClain
  • Patent number: 5288794
    Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a mono, poly or hetero aromatic compound characterized by at least three substitutions on an aromatic ring thereof, two or more of said substitutions being electron withdrawing groups selected from the group consisting of NO.sub.2, CN, CF.sub.3, NR.sup.1.sub.3.sup.+, SR.sup.1.sub.2.sup.+, C(.dbd.O)R.sup.1, C(.dbd.O)OR.sup.1, NO, CCl.sub.3, SO.sub.2, S(.dbd.O), SO.sub.3, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1 and F, one or more of said substitutions being leaving groups selected from the group consisting of F, Br, Cl, I, NO.sub.2, CN, SOR.sup.1, SO.sub.2 R.sup.1 and SO.sub.2 OR.sup.1, and R.sup.1 is an optionally substituted hydrocarbon group. Example such compounds have the formula: ##STR1## where L is the leaving group and the W groups are the electron withdrawing groups.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: February 22, 1994
    Assignee: Loctite Corporation
    Inventor: Shabbir Attarwala
  • Patent number: 5268436
    Abstract: The invention relates to moldable, radically polymerizable multicomponent mixtures containingethylenically unsaturated, polymerizable compounds, if desired in admixture with soluble and/or insoluble fillers andan activator system initiatable by contact with oxygen,and is characterized in that these multicomponent mixtures contain an activator system based on the following principal components which can be initiated by contact with oxygen and water and, in particular, by contact with ambient air:N-alkyl-substituted tert-arylamines containing at least one aliphatic CH bond in the .alpha.-positionmetal compounds at least partly soluble in the system to accelerate the drying of unsaturated oils andcompounds of weakly acidic carboxylic acids having pK.sub.a values of no less than about 0.9 which can be hydrolyzed to the free carboxylic acid on contact with moisture.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: December 7, 1993
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Huver, Herbert Fischer, Winfried Emmerling
  • Patent number: 5264530
    Abstract: A improved method of free radical polymerization in an aqueous system, such as an emulsion or suspension process. The polymerization is conducted in the presence of a relatively low molecular weight macromonomer such as can be made with a metal chelate chain transfer catalyst. This method is useful for reducing the molecular weight of a variety of polymers and copolymers, including acrylic and olefinic polymers.
    Type: Grant
    Filed: May 1, 1992
    Date of Patent: November 23, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Michael J. Darmon, Charles T. Berge, Joseph A. Antonelli
  • Patent number: 5242964
    Abstract: A process for the preparation of aqueous dispersions of magnetizable polymer particles with a narrow distribution from aqueous dispersions with a wide distribution. The amount of water in the aqueous dispersion with a wide distribution is adjusted so that the proportion by weight of magnetizable polymer particles is between about 1 and 40% of said dispersion. The surfactant concentration of the dispersion after the water adjustment is increased until two phases are obtained: a so-called liquid phase and a so-called solid phase. After separation of these two phases is accomplished, these steps are repeated as desired. An aqueous dispersion with a narrow size distribution is recovered.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: September 7, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jerome Bibette, Dominique Charmot, Gilbert Schorsch
  • Patent number: 5237030
    Abstract: Photographic elements are described containing a polymeric dye-forming coupler that has been formed by emulsion polymerization of ethylenically unsaturated monomers in the presence of a high-boiling organic coupler solvent. Couplers of high activity are obtained.
    Type: Grant
    Filed: March 2, 1990
    Date of Patent: August 17, 1993
    Assignee: Eastman Kodak Company
    Inventors: Ping-Wah Tang, Philip T. S. Lau, Stanley W. Cowan
  • Patent number: 5229465
    Abstract: Oxygen-permeable polymeric membranes, intended for use in processes for producing oxygen- or nitrogen-enriched air for industrial, medical, and other applications, are characterized by a complex which comprises (a) a copolymer of a vinyl aromatic amine and either (i) a fluoroalkyl acrylate or (ii) a fluoroalkyl methacrylate, and (b) a ligand taken from the group consisting of (1) porphyrins, (2) Schiff bases, (3) cyclidenes, and (4) amine-like macrocycles, and (c) a transition metal (II) ion.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: July 20, 1993
    Assignee: Praxair Technology, Inc.
    Inventors: Eishun Tsuchida, Hiroyuki Nishide, Hiroyoshi Kawakami
  • Patent number: 5229480
    Abstract: In the aqueous polymerization of vinyl fluoride, the use of perfluoroalkylpropylamine salts as emulsifiers permits high yields and excellent polymer color.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: July 20, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald E. Uschold
  • Patent number: 5218066
    Abstract: The invention is an improved process for polymerization of vinyl monomers under polymerization conditions with hydrazone initiators at a temperature range of from -10.degree. C. to about 98.degree. C. in the substantial absence of a peroxide to prepare an addition polymer thereof. The process is especially useful for preparation of polymers of acrylic acid, C.sub.1-4 esters of acrylic acid and acrylamide.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: June 8, 1993
    Assignee: The Dow Chemical Company
    Inventors: Richard A. Wolf, John M. Warakomski
  • Patent number: 5194537
    Abstract: An improved process is disclosed for the preparation of nitrile group containing polymers which comprises reacting a nitrile group containing vinyl monomer with an initiator of the general formula [ArCR.sub.1 R.sub.2 ].crclbar.[N(R.sub.3 R.sub.4 R.sub.5 R.sub.6)].sym. wherein Ar=phenyl, substituted phenyl or a heterocyclic compound, R.sub.1 =R.sub.2 =H, ester, cyano, alkyl, aryl, 1,3-oxazoline, N,N-dimethyl amide and other similar alpha activating groups, or combination of them, or one of R.sub.1 or R.sub.2 together with Ar, where Ar is phenyl or substituted phenyl, is a nitrogen atom containing heterocyclic compound and the other being a nitrile group, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be same or different and represent substituted alkyl, cycloalkyl, arylalkyl or aryl or two of the R.sub.3, R.sub.4, R.sub.5 and R.sub.6 together with nitrogen atom form a heterocycle with the condition that the sum of all carbon atoms or all R.sub.3, R.sub.4, R.sub.5 and R.sub.
    Type: Grant
    Filed: September 19, 1990
    Date of Patent: March 16, 1993
    Assignee: Council of Scientific & Industrial Research
    Inventors: Durairaj Bhaskaran, Pradeep K. Dhal, Sanjay P. Kashikar, Ratnaprabha S. Khisti, Babanrao M. Shinde, Swaminathan Sivaram