Organic N-n Or N=n Containing Compound Also Contains At Least One S Or O Chemically Bound Therein Patents (Class 526/219)
  • Patent number: 6391995
    Abstract: Described are preferred processes for preparing quaternary amine polymers of good color, comprising preparing a free base amine polymer by polymerizing a free base amine monomer in the presence of a water-soluble azo initiator, and subjecting the resultant polymer to quaternization conditions. Also described are unique, water-soluble quaternary amine polymers obtainable by such processes, and dye complexing polymer blends useful in the manufacture of detergents.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: May 21, 2002
    Assignee: Reilly Industries, Inc.
    Inventors: Ramiah Murugan, Eric F. V. Scriven, James R. Stout, Stephanie Syler Metrick
  • Publication number: 20020058771
    Abstract: Control agents that have a nitrogen-nitrogen bond covalently bonded to a thiocarbonyl moiety are provided for living-type free radical polymerization of a wide variety of monomers. These control agents provide superior properties for control of the polymerization and/or the properties of the polymers obtained and/or the monomers that may be polymerized. In some embodiments, a bulky group is pendant off the activated thiocarbonyl portion of the control agents. Multifunctional control agents provide the opportunity for a variety of structurally unique polymers, including block copolymers, stars and hyper-branched polymers.
    Type: Application
    Filed: September 25, 2001
    Publication date: May 16, 2002
    Inventors: Han Ting Chang, Dominique Charmot, Yunxiao Li
  • Patent number: 6335431
    Abstract: A method of separation of a racemic isomer and a meso isomer from a mixture of a racemic isomer and a meso isomer of a compound shown by the general formula [1] (wherein R1 and R2 are each independently a lower alkyl group or a cyano group, which are different from each other, R3 and R4 are each independently a lower alkyl group, and R5 is a hydrogen atom or a lower alkoxy group), which comprises treating the mixture with a water soluble organic solvent.
    Type: Grant
    Filed: January 10, 2001
    Date of Patent: January 1, 2002
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventor: Toshiyasu Ito
  • Patent number: 6303723
    Abstract: A process for preparing polymers of allylic amine compounds comprising: a) preparing a reaction mixture comprising: i) a polar reaction solvent; ii) at least one salt of an allylic amine compound; and iii) a free radical initiator comprising a water soluble non-ionic diazo compound represented by: wherein: R1, R2, R3 and R4 are the same or different lower alkyl groups; R5 and R6 are each independently selected from the group consisting of hydroxyalkyl amide or hydroxyalkyl ester; and b) polymerizing the reaction mixture.
    Type: Grant
    Filed: October 27, 1999
    Date of Patent: October 16, 2001
    Assignee: Penn State Research Foundation
    Inventors: Ayusman Sen, Shengsheng Liu
  • Patent number: 6268452
    Abstract: Provided is an industrially advantageous process for producing allylamine polymers from various allylamines in an organic solvent with ease and at high yields, and the process comprises polymerizing allylamines in a medium containing an organic solvent in the presence of an azo compound selected from azo compounds of the formulae (I) and (II), wherein symbols are as defined in the specification.
    Type: Grant
    Filed: April 14, 1999
    Date of Patent: July 31, 2001
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Tadashi Kato, Yasuhito Nakata, Tadao Endo, Ikuo Hayashi
  • Patent number: 6258901
    Abstract: There is provided a process for efficiently and economically producing a polymer which is superior in transmittances of visible light and far-ultraviolet light, has a high molecular weight and is light-colored. A process for producing a light-colored vinylphenol-based polymer by subjecting p-vinylphenol to homopolymerization or subjecting p-vinylphenol and a vinyl compound copolymerizable with p-vinylphenol to copolymerization, in the presence of a cationic polymerization catalyst or a radical polymerization initiator, which process comprises subjecting a p-vinylphenol-containing raw material to vacuum flash distillation in the presence of a phenolic compound having no unsaturated side chain and water and subjecting the resulting p-vinylphenol-containing fraction to polymerization.
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: July 10, 2001
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Masao Kaneko, Tadashi Matsumoto, Nobuyuki Oka, Kunishige Ohtsu
  • Patent number: 6174977
    Abstract: Disclosed is a cold curable resin composition comprising at least a block copolymer in which a polymer portion having an epoxy group, a hydroxyl group and a hydrolytic silyl group and a polyorganosiloxane portion exist in the same molecular chain. A base material coated with the curable resin composition is also disclosed herein. The resin composition of the present invention has high performance in application to, for instance, an inorganic base material such as a plastic plate, e.g., an acrylic plate and glass, and has excellent cold curing properties, possesses high de-staining ability and excellent adhesive properties, and further can form a smooth and transparent coating film.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: January 16, 2001
    Assignee: Toyo Ink Mfg. Co., Ltd.
    Inventors: Yasushi Ariyoshi, Takehiro Suzuki
  • Patent number: 5886109
    Abstract: An azo group-containing high molecular weight compound including --COHN--, an ester linkage, or an amido linkage and a monomer units of 10 to 1000 derived from .alpha.,.beta.-ethylenically unsaturated monomer is effective for producing a block copolymer having two or more polymer segments different in structure by one-step reaction.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: March 23, 1999
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Hiromi Kitano, Kazuo Shiraki, Yoshihisa Yamashita
  • Patent number: 5849888
    Abstract: Azoamide compounds shown by the general formula ?1 ! ##STR1## (Wherein R.sup.1 and R.sup.2 are independently a lower alkyl group, and R.sup.3 is a saturated alkyl group having 2 or more carbon atoms) and their use.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: December 15, 1998
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Seiji Hirose, Kazuo Shiraki
  • Patent number: 5847091
    Abstract: A fluorine-containing azo compound having a fluorine segment at a molecular terminal is useful as a polymerization initiator for producing, for example, fluorine-containing polymers.
    Type: Grant
    Filed: May 27, 1997
    Date of Patent: December 8, 1998
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Kazuo Shiraki, Nobutaka Shimamura
  • Patent number: 5783646
    Abstract: A styrene base polymer superior and well-balanced in mechanical strength and fluidity and also superior in heat resistance is industrially advantageously produced by a radical polymerization process comprising;(a) subjecting styrene or a styrene compound and a radical scavenger to thermal polymerization,(1) a concentration of the radical scavenger to styrene or the styrene compound being from 3.0.times.10.sup.-3 to 5.0.times.10.sup.-2 mol %, and(2) a polymerization temperature ranging from 100.degree. C. to 140.degree. C., provided that the concentration of the radical scavenger (C) and the polymerization temperature (T) satisfy the following formula,100C +0.088T.ltoreq.13.8,and(b) continuing the polymerization to a polymerization conversion of from 40 to 85%.
    Type: Grant
    Filed: July 24, 1997
    Date of Patent: July 21, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hayato Kihara, Masayuki Fujita
  • Patent number: 5744560
    Abstract: A free radical polymerization process for the preparation of a polymer comprising heating a mixture of a free radical initiator, a stable free radical agent, a metal catalyst, or a metal stable free radical complex catalyst, and at least one polymerizable monomer; cooling said mixture; and optionally isolating said polymer.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: April 28, 1998
    Assignee: Xerox Corporation
    Inventors: Daniel A. Foucher, Paula J. MacLeod, Michael K. Georges, Timothy E. Burrow
  • Patent number: 5744559
    Abstract: A macro-azo initiator obtained by reacting a compound (A) having an azo group in the molecule and having a reactive functional group at each end of the molecule with a compound (B) having an azo group in the molecule and having at each end of the molecule a functional group reactive with the reactive functional groups of the compound (A), is effective for a polymerization process of one or more vinyl monomers and a production process of a block polymer.
    Type: Grant
    Filed: September 8, 1997
    Date of Patent: April 28, 1998
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Susumu Nagai, Hisato Takahashi, Akira Ueda
  • Patent number: 5723554
    Abstract: There is provided a process for producing a styrenic polymer having a weight average molecular weight (Mw) of 200,000-500,000, a number average molecular weight (Mn) of 100,000-450,000 and a molecular weight distribution (Mw/Mn) of from 1.1 to 2 by free radical polymerization.There is also provided a styrenic polymer, a styrenic resin composition comprising such polymer and a molded article comprising such composition.Said styrenic polymer and said resin composition have excellent flowability during molding and also excellent mechanical strength.
    Type: Grant
    Filed: September 6, 1996
    Date of Patent: March 3, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masayuki Fujita, Hayato Kihara, Takahiro Ishii
  • Patent number: 5663252
    Abstract: A free radical polymerization process for producing a branched polymer from a vinyl aromatic monomer comprising polymerizing a vinyl aromatic monomer in the presence of a free radical initiator of the formula: ##STR1## wherein R is H, alkyl, or aralkyl, and R' is alkyl or aryl.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: September 2, 1997
    Assignee: The Dow Chemical Company
    Inventors: William C. Pike, Duane B. Priddy, Peter H. T. Vollenberg
  • Patent number: 5610249
    Abstract: The present invention provides a process for producing a styrene or styrene derivative polymer of narrow molecular weight distribution, which comprises (co)polymerizing a styrene or styrene derivative monomer using, as the catalyst system, a mixture of a free radical compound, a radical polymerization initiator and a phosphorus compound. With the present process, the polymerization speed is very high and a monodisperse polymer of narrow molecular weight distribution can be obtained easily.
    Type: Grant
    Filed: January 24, 1996
    Date of Patent: March 11, 1997
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Tetsuo Ogawa
  • Patent number: 5563276
    Abstract: Acrylic acid or water-soluble derivatives thereof can be polymerized effectively in a short time using as a polymerization initiator an inorganic acid salt or organic acid salt of 2,2'-azobis(2-methylpropionamidoxime).
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: October 8, 1996
    Assignee: Waco Pure Chemical Industries, Ltd.
    Inventors: Hideo Takeuchi, Toshiyasu Ito, Yutaka Kojima
  • 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: 5523365
    Abstract: The invention relates to crosslinked organopolysiloxanes which contain groups which form free radicals and are built up from units of the formula[R.sub.a Si(O.sub.(3-a)/2)-R.sup.1 -X-(R.sup.1 -Si(O.sub.(3-a)/2)).sub.b R.sub.a ] (1),in whichX is a radical from the group consisting of --N.dbd.N--, --O--O--, --S--S-- and --C(C.sub.6 H.sub.5).sub.2 --C(C.sub.6 H.sub.5).sub.2 --, andR is monovalent SiC-bonded, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon radicals,R.sup.1 is divalent SiC-bonded, optionally substituted C.sub.1 - to C.sub.18 -hydrocarbon radicals which can be interrupted by divalent radicals, bonded to carbon atoms on both sides, from the group consisting of --O--, --COO--, --OOC--, --CONR.sup.2 --, --NR.sup.2 CO-- and --CO--,R.sup.2 is a hydrogen atom or a radical R,a has the values 0, 1 or 2 andb has the values 0 or 1,and further organosiloxane units. The organopolysiloxanes are used as free radical macroinitiators for grafting polymerization of ethylenically unsaturated monomers.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: June 4, 1996
    Assignee: Wacker-Chemie GmbH
    Inventors: Michael Geck, Jochen Dauth, Bernward Deubzer, Helmut Oswaldbauer, Manfred Schmidt, Frank Baumann
  • Patent number: 5523387
    Abstract: This invention relates to dyes in salt form which are useful for mass dyeing of synthetic polymers. In particular, this invention relates to ammonium or immonium salt-containing dyes that display good polymer affinity, and the methods for using those dyes to color polymeric substrates.
    Type: Grant
    Filed: June 14, 1994
    Date of Patent: June 4, 1996
    Assignee: Sandoz Ltd.
    Inventors: Jurgen Goldmann, Bansi L. Kaul
  • 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: 5358976
    Abstract: Curable norbornene-thiol compositions are stabilized by addition of a non-acidic Nitroso compound.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: October 25, 1994
    Assignee: Loctite (Ireland) Limited
    Inventors: Joseph P. Dowling, Sarah C. Richardson, Killian Quigley
  • Patent number: 5324802
    Abstract: What is disclosed is an improved method for making substantially colorless polymethyl methacrylate by bulk polymerizing methyl methacrylate with an initiator which is an azo compound free of nitrile groups.
    Type: Grant
    Filed: June 22, 1993
    Date of Patent: June 28, 1994
    Assignee: Rohm GmbH
    Inventor: Manfred Krieg
  • Patent number: 5296577
    Abstract: There is disclosed a process for producing an acrylamide polymer which comprises polymerizing acrylamide monomer alone or a monomer mixture composed of 50 mole % or more of acrylamide monomer and a monomer capable of copolymerizing with acrylamide monomer in the presence of an azo series polymerization initiator and 0.1% by weight or more of 2-mercaptobenzothiazole or a salt thereof based on the weight of the monomer in an aqueous medium having a pH of 6 or higher at a temperature range of 5 to 100.degree. C., and then drying the resulting material.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: March 22, 1994
    Assignees: Diafloc Co., Ltd., Nitto Chemical Industry Co., Ltd.
    Inventors: Hitoshi Tamura, Teruzo Otsuka, Shoichi Kanda, Masaharu Nagahama
  • Patent number: 5270411
    Abstract: A process for making a biodegradable aliphatic polyester and the polyester so formed is disclosed. The process comprises copolymerizing a cyclic ketene acetal having the structural formula ##STR1## where R is a bivalent moiety, and an olefin. This copolymerization occurs in a solution of a tertiary alcohol and in the presence of a free radical initiating effective amount of a compound having the structural formula ##STR2## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different and are C.sub.1 -C.sub.20 hydrocarbyl, C.sub.1 -C.sub.20 hydrocarbyloxy, cyano, halogen, carboxy, carboalkoxy, carbonyl or formyl. The copolymerization occurs at a temperature in the range of between in excess of ambient temperature and less than 100.degree. C. and at a pressure in excess of about 2,000 psi.
    Type: Grant
    Filed: April 9, 1992
    Date of Patent: December 14, 1993
    Assignee: Quantum Chemical Corporation
    Inventors: Biau-Hung Chang, Thomas S. Brima
  • Patent number: 5244988
    Abstract: Copolymers of aliphatic monoethylenically unsaturated dicarboxylic acids and unsaturated monomers have been formed by gradually and simultaneously adding monomers and initiator, in the presence of a metal salt activator, to a reaction vessel initially containing water at a temperature suitable for polymerization. These copolymers have consistent compositions and superior properties as antiscalants, dispersants and incrustation inhibitors.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: September 14, 1993
    Assignee: Rohm and Haas Company
    Inventors: Kathleen A. Hughes, Graham Swift
  • Patent number: 5173551
    Abstract: A free-radical retrograde polymerization process for forming a polymer. An admixture of reactants including predetermined amounts of a monomer, a solvent, and a free-radical-initiator is reacted. A precipitation polymerization reaction occurs such that a polymer-rich phase is at a temperature generally above the lower critical solution temperature (LCST) of the admixture.
    Type: Grant
    Filed: March 9, 1990
    Date of Patent: December 22, 1992
    Assignee: Board of Control of Michigan Technological University
    Inventor: Gerard T. Caneba
  • Patent number: 5145953
    Abstract: A biscyclobutarene monomer is prepared having two cyclobutarene moieties bridged by a divalent radical having at least one azo linkage. The monomers can be polymerized to form polymers exhibiting outstanding thermooxidative stability at high temperatures for prolonged time periods.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: September 8, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Kirchhoff, Alan K. Schrock
  • Patent number: 5116611
    Abstract: This invention is directed to an antifouling paint that contains a polymer having organosilyl groups and/or organosiloxane groups in side claims.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: May 26, 1992
    Assignee: Nippon Oil and Fats Company Limited
    Inventors: Shigeru Masuoka, Yoshihiro Honda
  • Patent number: 5109036
    Abstract: Improved anaerobic adhesive compositions are described which contain an alkylsulfonylphenylhydrazine as the accelerator. The compositions are remarkably stable in storage but nevertheless set quickly upon anaerobic contact on the most diverse materials. They are particularly advantageous for the retention and making tight of threadings and smooth fitting made of treated steel, e.g., zinc-coated or bichromated steel.
    Type: Grant
    Filed: February 12, 1991
    Date of Patent: April 28, 1992
    Assignee: CECA, S.A.
    Inventor: Bruno Charriere
  • Patent number: 5086137
    Abstract: A process in which selected vinyl monomers, such as acrylic esters and acids, and chloroprene are polymerized by contacting them with an aryl diazotate or a metal cyanate in the presence of certain halogenated organic compounds. The process is especially useful for preparing block copolymers.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: February 4, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joe D. Druliner, Michael Fryd
  • Patent number: 5059657
    Abstract: A process for the polymerization of selected acrylic and maleimide monomers by contacting the monomers with a diazotate, cyanate or hyponitrite, and N-chlorosuccinimide, N-bromosuccinimide or a diazonium salt. The polymers produced can themselves initiate further polymerization. Block copolymers can be produced.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: October 22, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Joe D. Druliner, Michael Fryd
  • Patent number: 5037963
    Abstract: The preparation of symmetrical azodinitriles prepared from keto acids is disclosed. A keto acid of the formula ##STR1## is reacted with M(CN).sub.x and an ammonia source to obtain an aminonitrile metal carboxylate of the formula ##STR2## The aminonitrile metal carboxylate is reacted with M.sub.1 (OCl).sub.x with the proviso that no alcohol or surface active agent is utilized to form a metal salt of an azo compound. This metal salt is reacted with mineral acid to give the symmetrical azodinitrile compound of the formula ##STR3## R.sub.1 is an alkyl group containing from 1 to about 12 carbon atoms and R.sub.2 is an alkylene group containing from 1 to about 12 carbon atoms. M is a metal comprising lithium, sodium, potassium, magnesium or calcium; M.sub.1 is a metal comprising sodium, potassium or calcium; and x is the valence of M and M.sub.1.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: August 6, 1991
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 5037961
    Abstract: Aryldiazosulphonates having polymerizable ethylenically unsaturated groups are excellent starting materials for water-soluble homopolymers and copolymers, which can be converted to water-soluble polymers by irradiation. Thus, the polymers can be utilized for the preparation of aqueous coating compositions.
    Type: Grant
    Filed: April 12, 1989
    Date of Patent: August 6, 1991
    Inventors: Oskar Nuyken, Thomas Knepper, Brigitte Voit, Stephen D. Pask
  • Patent number: 5010177
    Abstract: Disclosed are processes for the preparation of an azonitrile initiator having both a low salt and low water content of the formula ##STR1## This initiator is prepared by reacting a keto acid of the formula ##STR2## with M(CN).sub.x, a hydrazine source, and hydrochloric acid to form ##STR3## The hydrazo intermediate is reacted with chlorine gas in the presence of acetone to oxidize the hydrazo intermediate to the azonitrile initiator. After oxidation, the reaction mixture is permitted to separate into layers. The bottom aqueous layer is removed and discarded. The upper acetone-azonitrile initiator level is treated with solid calcium chloride or a saturated calcium chloride or sodium chloride solution. This salting out procedure generates an additional water layer that further contains (M(Cl).sub.x. The final acetone-azonitrile initiator solution has a low salt and low water content.R.sub.1 is an alkyl group containing from about 1 to about 12 carbon atoms, R.sub.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: April 23, 1991
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Deborah S. Filla
  • Patent number: 5010178
    Abstract: Disclosed are processes for the preparation of mixed azodinitriles initiators of the formulae ##STR1## These initiators are prepared by reacting a keto acid of the formula ##STR2## with M(CN).sub.x, a hydrazine source, a ketone of the formula ##STR3## and hydrochloric acid to form ##STR4## The hydrazo intermediates are reacted with chlorine gas in the presence of acetone solvent to oxidize the mixture of hydrazo intermediates to the mixed azonitrile initiators. R.sub.1 is an alkyl group containing from about 1 to about 12 carbon atoms, R.sub.2 is non-existent or an alkylene group containing from 1 to about 12 carbon atoms, or a cycloalkylene or alkyl cycloalkylene group containing from about 3 to about 12 carbon atoms, R.sub.3 and R.sub.4 are alkyl groups containing from 1 to about 12 carbon atoms, or one of R.sub.3 and R.sub.4 is an alkoxy group containing from 1 to about 4 carbon atoms and M is a metal comprising lithium, sodium, potassium, magnesium, or calcium.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: April 23, 1991
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 5010179
    Abstract: The preparation of mixed, symmetrical azonitrile initiators prepared from keto acids and aminonitrile is disclosed. A keto acid of the formula ##STR1## is reacted with M(CN).sub.x and an ammonia source to obtain an aminonitrile metal carboxylate of the formula ##STR2## The aminonitrile metal carboxylate is reacted with M.sub.1 (OCl).sub.x in the presence of a surfactant to form an azonitrile metal carboxylate. The excess M.sub.1 (OCl).sub.x is reacted with an aminonitrile of the formula ##STR3## in the presence of the surfactant to form a symmetrical azonitrile initiator ##STR4## The aminonitrile metal carboxylate is reacted with mineral acid to give the symmetrical azonitrile compound of the formula ##STR5## R.sub.1 is an alkyl group containing from about 1 to about 12 carbon atoms and R.sub.2 is an alkylene group containing from 1 to about 12 carbon atoms. M is a metal comprising lithium, sodium, potassium, magnesium or calcium; M.sub.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: April 23, 1991
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4943616
    Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charged in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. In another preferred embodiment the monomer charge comprises the sequential addition of isobutylene and vinylidene aromatic or diolefin monomers. In a further preferred embodiment said reaction vessel is additionally charged with an electron door having an electron door number of from about 22 to about 50 the amount of said electron door being from about 10.sup.-4 to about 10.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: July 24, 1990
    Assignee: Polysar Limited
    Inventors: Munmaya K. Mishra, Akhtar Osman
  • Patent number: 4910274
    Abstract: A method for preparing hydroxyl-containing polymers comprising polymerizing at least one free radical-polymerizable monomer in the presence of at least one monohydroxy-containing chain transfer agent and at least one hydroxy-containing free radical initiator. The method results in monohydroxy-functional polymers in yields in excess of 90%.
    Type: Grant
    Filed: February 7, 1989
    Date of Patent: March 20, 1990
    Assignee: The Dow Chemical Company
    Inventor: Duane B. Priddy
  • Patent number: 4908421
    Abstract: A polymerization process is provided for producing a terminally functional polymer which comprises introducing a monomer charge, a Lewis acid and an organic peroxy compound into a suitable reaction vessel and polymerizing the monomer charge at a temperature of from about 0.degree. to about -80.degree. C. to form the terminally functional polymer, wherein the monomer charge comprises isobutylene and the organic peroxy compound is charge in an amount of from about 10.sup.-4 to about 10.sup.-1 moles per mole of the isobutylene. In a preferred embodiment, the monomer charge additionally comprises vinylidene aromatic or diolefin monomers. The invention also provides a novel catalyst system comprising an organic peroxy compound and a Lewis acid for the polymerization of isobutylene or monomer mixtures containing isobutylene.
    Type: Grant
    Filed: July 26, 1988
    Date of Patent: March 13, 1990
    Assignee: Polysar Limited
    Inventors: Munmaya K. Mishra, Akhtar Osman
  • Patent number: 4853447
    Abstract: A homogeneous free radical copolymerization process for the formation of a copolymer of acrylamide and an cationic monomer derive from allyl halide and N,N-dimethyl alkylamines which comprises the steps of:(a) forming a mixture of acrylamide monomer and the cationic monomer derive from allyl halide and N,N-dimethyl alkylamines and under a nitrogen atmosphere;(b) adding deoxygenated water to said mixture to form a homogeneous reaction solution;(c) adding a free radical initiator to said homogeneous reaction solution to initiate polymerization of said acrylamide monomer and said cationic monomer derived from allyl halide and N,N-dimethylalkylamines; and(d) copolymerizing said acrylamide monomer and said cationic monomer derive from said allyl halide and said N,N-dimethyl alkylamines at a sufficient temperature and for a sufficient period of time to form said copolymer of acrylamide without the formation of substantial amounts of particulates or phase separation occurring, said copolymer having an intrinsic visc
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: August 1, 1989
    Assignee: Exxon Research and Engineering Company
    Inventor: Dennis G. Peiffer
  • Patent number: 4820767
    Abstract: This invention relates to a process for the production of poly(vinyl alcohol) having a weight average molecular weight of at least about 0.4.times.10.sup.6 by polymerizing vinyl acetate at a temperature of from about 0.degree. C. to about 40.degree. C. in the presence of an azo free radical polymerization initiator essentially in the absence of ultraviolet radiation to form an essentially linear poly(vinyl acetate) having a weight average molecular weight of at least about 1.0.times.10.sup.6 and thereafter hydrolyzing the poly(vinyl acetate) to form the desired poly(vinyl alcohol).
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: April 11, 1989
    Assignee: Allied-Signal Inc.
    Inventor: Tse C. Wu
  • Patent number: 4812497
    Abstract: An anaerobically curable composition having a good stability and suitable for use primarily as an adhesive, which comprises a radically polymerizable acrylate and/or methacrylate monomer, and a naphthyl azoxine. The composition is satisfactorily stable even if a large amount of an inorganic filler is used therein.
    Type: Grant
    Filed: November 4, 1987
    Date of Patent: March 14, 1989
    Assignee: Three Bond Co. Ltd.
    Inventor: Shuji Mochizuki
  • Patent number: 4812540
    Abstract: A monoallylamine-diallylamine derivative copolymer with a high degree of polymerization can be obtained in a high yield by using a radical initiator containing an azo group and a group having cationic nitrogen atom in the molecule.
    Type: Grant
    Filed: May 12, 1987
    Date of Patent: March 14, 1989
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Kenji Kageno, Toshio Ueda, Susumu Harada
  • Patent number: 4748220
    Abstract: Pulverulent crosslinked copolymers are prepared by polymerizing monomer mixtures consisting of(a) from 70 to 99.99% by weight of monoethylenically unsaturated carboxylic acids, their amides and/or esters of such carboxylic acids and aminoalcohols,(b) from 0.001 to 10% by weight of a diethylenically or polyethylenically unsaturated monomer and(c) from 0 to 20% by weight of other monoethylenically unsaturated monomersin supercritical carbon dioxide under superatmospheric pressure in the presence of a free radical initiator.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: May 31, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinrich Hartmann, Walter Denzinger
  • Patent number: 4709091
    Abstract: A polymer or copolymer of maleic acid is produced by neutralizing (I) maleic acid in an aqueous medium with (III) an alkali metal hydroxide or ammonia at a molar ratio of (I) to (III) in the range of 100:0 to 100:90, polymerizing (I) with a polymerization initiator, adding (III) a further amount of the alkali metal hydroxide or ammonia at a molar ratio of (I) to (III) in the range of 100:100 to 100:130 in total through the previous addition and this addition and continuing the polymerization to the complete effect.
    Type: Grant
    Filed: March 27, 1985
    Date of Patent: November 24, 1987
    Assignee: Kao Corporation
    Inventors: Yasuhisha Fukumoto, Moboru Moriyama
  • Patent number: 4684718
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone and/water to the concentrated aqueous solution to form a solution of the hydrazo compounds, adding chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, adding acetone to the obtained reaction mixture during or after the oxidation if necessary, and separating and recovering the supernatant layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4684717
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone or acetone and water to the concentrated aqueous solution to form an acetone-water solution of the hydrazo compound, adding an oxidant such as chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, forming at least two transparent liquid layers by adding acetone and/or water to the obtained reaction mixture during or after oxidation if necessary, and further adding sodium chloride to the reaction mixture if necessary, and separating and recovering the upper layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4644020
    Abstract: Water-soluble polymers comprising an N-vinyl lactam are found to be useful in processes wherein the polymer is introduced into a subterranean wellbore.Polymers useful in the recovery of natural resources are prepared by polymerizing an N-vinyl lactam by free radical initiation, with polymerization conducted in an aqueous solution polymerization medium preferably containing a mixture of dissolved electrolytes, or in a polymerization medium consisting essentially of a tertiary alkanol. Copolymers of such N-vinyl lactams with unsaturated amides, and terpolymers prepared by polymerizing an N-vinyl lactam and an unsaturated amide with a selected termonomer compound are also useful when prepared by these methods.
    Type: Grant
    Filed: January 28, 1983
    Date of Patent: February 17, 1987
    Assignee: Phillips Petroleum Company
    Inventor: G. Allan Stahl
  • Patent number: 4644042
    Abstract: N-substituted secondary monoallylamine salts can be easily polymerized in a polar solvent by using as catalyst a water-soluble radical initiator containing azo group in the molecule, and polymers with a high degree of polymerization can be obtained therefrom in a high yield.
    Type: Grant
    Filed: August 27, 1985
    Date of Patent: February 17, 1987
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Toshio Ueda, Kenji Kageno, Kiyoshi Shimizu, Sakuro Hasegawa, Susumu Harada