Derived From Carboxylic Acid Containing At Least One Atom Of Nitrogen Patents (Class 526/215)
  • Patent number: 4460754
    Abstract: A process is described for the two-stage mass polymerization of vinyl chloride, in which 0.1 to 3% by weight, relative to the monomer employed, of one or more of the following compounds which are known as heat stabilizers for polyvinyl chloride: monoalkyltin-IV or dialkyltin-IV compounds in which the residual valencies of the tin are attached to organic radicals via sulfur atoms, and/or aminocrotonic acid esters, are added to the polymerization mixture when a conversion of 65 to 85% has been reached. After thorough removal of the unreacted vinyl chloride from the resulting polymer, preferably at temperatures above the glass transition point of the polymer, products are obtained which have an improved color in comparison with polyvinyl chloride produced by conventional mass polymerization.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: July 17, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Robert Redinger, Walter Berngruber
  • Patent number: 4423198
    Abstract: The preparation of synthetic rubbers characterized by high green strength and tack in which a polymerizable unsaturated tertiary amine and a polymerizable cross linking agent in the form of an organic compound containing active halogen groups are copolymerized with the rubber forming monomers.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: December 27, 1983
    Assignee: Copolymer Rubber & Chemical Corporation
    Inventor: Tom Tsai
  • Patent number: 4404345
    Abstract: Adhesive compositions are described which consist of an adhesive base as a first part and an initiator portion as a second part, said first part consisting essentially of (a) 100 parts by weight of a polymerizable monomer having at least one .alpha.,.beta.-unsaturated carboxyl functionality; (b) about 0.05 to 20 parts by weight of a halogenated organic compound as an accelerator; and (c) an inhibitor of free-radical polymerization; and the second part comprising a condensation reaction product of an aldehyde and a primary or secondary amine. These compositions may be formulated as adhesives which, for example, exhibit pressure-sensitive properties, which are particularly suitable in hot-melt applications, or which are particularly suitable as structural adhesives. Bonding methods are also described herein.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: September 13, 1983
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Edward W. Janssen
  • Patent number: 4388448
    Abstract: Homopolymers of glycidyl methacrylate (GMA) and copolymers of GMA with other methacrylate comonomers; their preparation employing an anionic initiator which is the adduct of a selected organo(alkali metal) compound and at least one mole of methyl methacrylate or another lower alkyl methacrylate; as well as solvolyzed forms of the GMA polymers.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: June 14, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Lester R. Melby
  • Patent number: 4340708
    Abstract: The present invention is directed to anaerobically hardening adhesives, sealing compounds, and the like. More particularly, the present invention is directed to an anaerobically hardening adhesive and sealing composition comprising methacrylic or acrylic acid esters, organic peroxides, nitrogen containing compounds as accelerators for polymerization, and customary adjuvant substances, wherein a content of cyanoacetic acid or an ester or an amide thereof is also present.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: July 20, 1982
    Assignee: Henkel Komanditgesellschaft auf Aktien
    Inventor: Werner Gruber
  • Patent number: 4321349
    Abstract: Curable acrylate ester compositions having as an accelerator for the polymerization a hydrazine derivative of the formula R.sup.1 --HN--NH--CO--R.sup.2. Typical of the monomers are the polyalkyleneglycol dimethacrylates and the so-called urethane acrylates. Polymerization is preferably initiated by a peroxy compound such as cumene hydroperoxide, such a composition having anaerobic curing characteristics.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: March 23, 1982
    Assignee: Loctite Corporation
    Inventor: Richard D. Rich
  • Patent number: 4292420
    Abstract: A method for drying a polymer latex comprising mixing with said latex a partially fugitive gas producing electrolyte and filtering said latex to recover the polymer.
    Type: Grant
    Filed: December 20, 1979
    Date of Patent: September 29, 1981
    Assignee: The B. F. Goodrich Company
    Inventors: James W. Turner, Bela K. Mikofalvy
  • Patent number: 4287330
    Abstract: Curable acrylate ester compositions having as an accelerator for the polymerization a hydrazine derivative of the formula R.sup.1 --HN--NH--CO--R.sup.2. Typical of the monomers are the polyalkylene-glycol dimethacrylates and the so-called urethane acrylates. Polymerization is preferably initiated by a peroxy compound such as cumene hydroperoxide, such a composition having anaerobic curing characteristics.
    Type: Grant
    Filed: May 23, 1975
    Date of Patent: September 1, 1981
    Assignee: Loctite Corporation
    Inventor: Richard D. Rich
  • Patent number: 4286081
    Abstract: There is disclosed a process for preparing vinyl dispersion resins by conducting the polymerization reaction of the vinyl monomer or monomers in an aqueous alkaline medium, using an oil-soluble polymerization initiator, at low temperatures, in the presence of an emulsifier and, optionally, at least one long straight chain alcohol containing from 14 to 24 carbon atoms, and in the presence of an electrolyte, such as for example, ammonium carbonate ((NH.sub.4).sub.2 CO.sub.3), and wherein the reaction ingredients are thoroughly mixed, or homogenized, prior to polymerization. The aqueous emulsion of the polymer(s) so produced are capable of being dried into friable aggregates of individual spheres of polymer particles. The dried resin can easily be formulated into plastisols of high North Fineness and high gloss. In addition, polymer buildup in the reactor is reduced.
    Type: Grant
    Filed: December 20, 1979
    Date of Patent: August 25, 1981
    Assignee: The BF Goodrich Company
    Inventors: Bela K. Mikofalvy, James W. Turner
  • Patent number: 4260713
    Abstract: Water-soluble polymers having high molecular weight with little branching and good water solubility, particularly acrylamide series polymers having excellent flocculation effect can be obtained when 2,2'-azobis-(N,N'-dimethyleneisobutylamidine) or an acid addition salt thereof or a mixture of 2,2'-azobis(N,N'-dimethyleneisobutylamidine) or an acid addition salt thereof and another azo compound is used as polymerization initiator.
    Type: Grant
    Filed: April 9, 1979
    Date of Patent: April 7, 1981
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Motoaki Tanaka, Tsutomu Miyagawa, Takashi Nakata
  • Patent number: 4243763
    Abstract: Tertiary aromatic amines derived from aminoglutethimide or para-aminophenylacetic acid act as accelerators for the peroxide catalyzed polymerization of acrylic resins, especially methacrylates, acrylates and unsaturated polyesters. The amines are characterized by good hardening, strength, color and toxicity characteristics, and are thereby particularly suited for use in the filling and restoration of human teeth and the cementing of bone.
    Type: Grant
    Filed: March 10, 1978
    Date of Patent: January 6, 1981
    Assignee: American Dental Association Health Foundation
    Inventor: Harold Argentar
  • Patent number: 4230839
    Abstract: This invention relates to adducts of salts of polymerizable tertiary amines with acrylic compounds illustrated by acrylamide and acrylonitrile; to polymers and copolymers containing said adducts and to processes for preparing them. This invention also relates to the use of said polymers and copolymers, particularly in the clarification of turbid waters by flocculation or flotation of oil and/or suspended solids. In the preferred embodiment, the quaternary adduct monomer is: ##STR1## where X is an anion, preferably halide such as chloride or carboxylate such as acetate; and polymers and copolymers containing units thereof.
    Type: Grant
    Filed: October 27, 1978
    Date of Patent: October 28, 1980
    Assignee: Petrolite Corporation
    Inventors: Rudolf S. Buriks, Allen R. Fauke, David W. Griffiths
  • Patent number: 4219626
    Abstract: Amines, amides and amidines work as accelerators for polymerization reactions with initiators of the 1.2-diphenyl ethane type.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: August 26, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Wolfers, Hans J. Rosenkranz
  • Patent number: 4188349
    Abstract: Poly- or vinyl-ester resin compositions containing ethylenic unsaturation and susceptible to free radical polymerization may be further polymerized by contacting the with an initiating compound having the formula: ##STR1## wherein R.sub.1 is a substituted or unsubstituted aryl radical.
    Type: Grant
    Filed: June 21, 1977
    Date of Patent: February 12, 1980
    Assignee: ICI Americas Inc.
    Inventors: Kenneth H. Markiewitz, Alfred J. Restaino
  • Patent number: 4170699
    Abstract: The production of polymer beads by a suspension polymerization process in which a vinyl aromatic monomer having a free-radical generating catalyst dissolved therein is suspended in an aqueous medium with the aid of from 0.1 to 2.0 percent by weight, based on monomer, of a finely divided phosphate suspending agent in the presence of a modifier and heated to cause the monomer to polymerize into polymer beads is improved by the addition to the suspension of at least about 0.01 percent by weight based on monomer of an adjunct modifier, glutamic acid. Although the process of the invention is especially applicable in the preparation of large polymer beads, the glutamic acid also makes it possible to prepare the smaller polymer beads having narrow particle size distribution, also.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: October 9, 1979
    Assignee: Arco Polymers, Inc.
    Inventor: Harold A. Wright
  • Patent number: 4095019
    Abstract: Ethylenically unsaturated monomers susceptible to free radical polymerization may be polymerized by contacting the monomers with an initiating compound having the formula: ##STR1## wherein R.sub.1 is a substituted or unsubstituted aryl radical.
    Type: Grant
    Filed: April 5, 1976
    Date of Patent: June 13, 1978
    Assignee: ICI Americas Inc.
    Inventors: Kenneth H. Markiewitz, Alfred J. Restaino
  • Patent number: 4072810
    Abstract: A new class of compounds: R-W-R' where R and R' are identical oxy radicals containing peroxide functions such as dialkyl or diaralkyl peroxide, peroxyketal, peroxyester, or monoperoxycarbonate, and W is a carbonyl group, or carbonyl containing group, or an alkylidene or aralkylidene group, or a phosphorus containing group.Examples:Di[1,3-dimethyl-3-(t-butylperoxy)butyl] carbonate;Di[1,3-dimethyl-3-(n-butoxycarbonylperoxy)butyl] carbonate;2,2-Bis[3,3-di(t-butylperoxy)butoxy] propane;Di[1,3-dimethyl-3-(t-butylperoxy)butyl] ethyl phosphate.They are free radical affording compounds useful in crosslinking of polyolefins and unsaturated polymers, and for the polymerization of vinyl monomers and diolefinic monomers.
    Type: Grant
    Filed: March 16, 1973
    Date of Patent: February 7, 1978
    Assignee: Pennwalt Corporation
    Inventors: Antonio J. D'Angelo, Orville L. Mageli, Chester S. Sheppard
  • Patent number: 4063012
    Abstract: New aliphatic azo compounds containing an .alpha.-hydroperoxy group and the alkali metal and alkaline earth metal salts thereof as represented by the general structure ##STR1## processes for preparing I where M is H and R is t-aliphatic by reacting t-aliphatic azo compounds having an .alpha.-halo substituent with about an equimolar amount of sodium or hydrogen peroxide; processes for converting I where M is H to its alkali or alkaline earth metal salt by reaction with aqueous solutions of the corresponding base or with calcium or sodium hydride; and the use of these novel compounds as polymerization initiators for vinyl monomers and as curing agents for resins. For example, 2-t-butylazo-2-hydroperoxy-4-methylpentane is prepared from sodium peroxide and 2-t-butylazo-2-chloro-4-methylpentane and used to polymerize vinyl chloride and to cure unsaturated polyester resin.
    Type: Grant
    Filed: April 19, 1976
    Date of Patent: December 13, 1977
    Assignee: Pennwalt Corporation
    Inventors: Ronald Edward MacLeay, Chester Stephen Sheppard
  • Patent number: 4058656
    Abstract: Initiating compounds having the following formula: ##STR1## wherein R.sub.1 in an substituted or unsubstituted aryl radical and wherein R.sub.2 is hydrogen or alkyl are useful in initiating polymerization reaction of ethylenically unsaturated monomers susceptible to free radical polymerization.
    Type: Grant
    Filed: April 5, 1976
    Date of Patent: November 15, 1977
    Assignee: ICI United States Inc.
    Inventors: Kenneth H. Markiewitz, Alfred J. Restaino
  • Patent number: 4055714
    Abstract: Compounds which contain azo or peroxide linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.
    Type: Grant
    Filed: April 27, 1976
    Date of Patent: October 25, 1977
    Assignee: Pennwalt Corporation
    Inventors: Chester S. Sheppard, Ronald E. MacLeay
  • Patent number: 4048423
    Abstract: Unsymmetrical azo compounds (R").sub.3 C--N.dbd.N--R' where (R").sub.3 C-- is tert.-aliphatic and R' is --C(R.sub.1)(R.sub.2)(Z) or ##STR1## e.g., 1-t-butylazo-1-chlorocyclohexane, their use as vinyl polymerization initiators and polyester resin curing agents, and methods for preparing same from t-aliphatic hydrazones and t-aliphatic .alpha.-halo-substituted azoalkanes.
    Type: Grant
    Filed: March 29, 1976
    Date of Patent: September 13, 1977
    Assignee: Pennwalt Corporation
    Inventors: Ronald Edward MacLeay, Chester Stephen Sheppard
  • Patent number: 4042773
    Abstract: Compounds which contain azo or peroxide linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.
    Type: Grant
    Filed: April 27, 1976
    Date of Patent: August 16, 1977
    Assignee: Pennwalt Corporation
    Inventors: Chester S. Sheppard, Ronald E. MacLeay
  • Patent number: 3992369
    Abstract: A new compound, 2-[(1-cyano-1-methylethyl)azo]-2-methylpropionamide, has been found which is useful as an initiator in the polymerization of ethylenically unsaturated compounds.
    Type: Grant
    Filed: September 18, 1975
    Date of Patent: November 16, 1976
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Earl Phillip Moore, Jr.
  • Patent number: 3965145
    Abstract: A new class of compounds: R--W--R' were R and R' are identical oxy radicals containing peroxide functions such as dialkyl or diaralkyl peroxide, peroxyketal, peroxyester, or monoperoxycarbonate, and W is a carbonyl group, or carbonyl containing group, or an alkylidene or aralkylidene group, or a phosphorus containing group.ExamplesDi[1,3-dimethyl-3-(t-butylperoxy)butyl]carbonate;Di[1,3-dimethyl-3-(n-butoxycarbonylperoxy)butyl]carbonate;2,2-Bis[3,3-di(t-butylperoxy)butoxy]propane;Di[1,3-dimethyl-3-(t-butylperoxy)butyl]ethyl phosphate.They are free radical affording compounds useful in crosslinking of polyolefins and unsaturated polymers, and for the polymerization of vinyl monomers and diolefinic monomers.
    Type: Grant
    Filed: January 16, 1974
    Date of Patent: June 22, 1976
    Assignee: Pennwalt Corporation
    Inventors: Antonio Joseph D'Angelo, Orville Leonard Mageli, Chester Stephen Sheppard