Three-membered Ring Containing Two Carbon And One Chalcogen Atom Patents (Class 525/286)
  • Patent number: 4585833
    Abstract: This invention is directed to curable molding compositions containing a mixture of a poly(acrylate), a polymerizable ethylenically unsaturated monomer which serves to crosslink the poly(acrylate) to a thermoset product, a thermoplastic polymer low profile additive, and a free radical initiator mixture containing at least one initiator with a 10-hour half-life temperature (t.sub.1/2) of greater than about 90.degree. C. and at least one initiator with a 10-hour half-life temperature (t.sub.1/2) of less than about 90.degree. C. The curable molding compositions exhibit improved shrink control during the curing reaction. This invention is also directed to fiber reinforced thermoset resin articles which exhibit generally improved surface appearance quality and can be produced by a rapid injection molding process from the curable molding compositions.
    Type: Grant
    Filed: May 26, 1983
    Date of Patent: April 29, 1986
    Assignee: Union Carbide Corporation
    Inventor: Linda A. Domeier
  • Patent number: 4578429
    Abstract: The present invention relates to a thermally stable modified selectively hydrogenated high 1,2 content block copolymer wherein at least one acid compound is grafted to the block copolymer at a secondary or tertiary carbon position.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: March 25, 1986
    Assignee: Shell Oil Company
    Inventors: William P. Gergen, Robert G. Lutz, Richard Gelles
  • Patent number: 4556686
    Abstract: Improved stable crosslinked dispersion which is further stabilized with butylated melamine formaldehyde resin. The dispersion to which the improvement of the invention applies is formed by addition polymerization of selected monomers in the presence of an organic liquid which is a solvent for the monomers, but a non-solvent for the polymer and a polymeric dispersion stabilizer having solvated and non-solvated segments.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: December 3, 1985
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4554301
    Abstract: There is provided a modified two-part type adhesive composition comprising liquid I composed of an acrylic monomer, an organic peroxide, and, if necessary, a gelation stabilizer and liquid II composed of an acrylic monomer, a curing accelerator, and, if necessary, a gelation stabilizer, at least one of the liquids containing a modified nitrile rubber in an amount of 2 to 50% by weight, and said modified nitrile rubber having carboxyl groups and the carboxyl groups being bonded to a (meth)acrylic group-containing acid phosphate through partially a covalent bond and partially an ionic bond.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: November 19, 1985
    Assignee: Okura Kogyo Kabushiki Kaisha
    Inventors: Hidemi Dohi, Hideaki Matsuda
  • Patent number: 4548993
    Abstract: Process for cross-linking polypropylene, propylene copolymers, polyethylene, ethylene/propylene and ethylene/propylene/diene elastomeric copolymers and mixtures of said elastomers with above said thermoplastic polyolefins, which consists in modifying the polymer in the molten state, by the addition of 0.01%-10% by weight of carboxylic acid, possibly in the presence of a generator of radicals and by the subsequent salification with metal ions of the thus grafted carboxylic groups. The polymer products thus obtained display considerably improved characteristics under heating. In particular, there are obtained improved processability and elastic recovery characteristics for thermoplastic rubbers.
    Type: Grant
    Filed: February 9, 1983
    Date of Patent: October 22, 1985
    Assignee: Montedison S.p.A.
    Inventors: Enea Garagnani, Alessandro Moro, Roberto Marzola
  • Patent number: 4540742
    Abstract: Under particular conditions, a cationic ring-opening polymerization of an oxirane monomer selected from the group consisting of an acyclic glycidyl ether, a cyclic glycidyl ether, and a haloalkyl epoxide, in the presence of a hydroxyl-containing backbone of a polymer ("HCB") and a particular catalyst, produces a polymerization having `living polymerization` characteristics, provided the OH groups are aliphatic OH groups and not aromatic OH groups. The result is a graft copolymer the molecular weight (mol wt) of which is directly proportional to the conversion of the monomer. The HCB, which may have from 1 to about 400 pendant OH groups, and more preferably at least 7 pendant OH groups, provides grafting sites for the grafting segments. Where a grafted segment contains halogen, the segment may be aminated. If the HCB is hydrophobic, the aminated block copolymer is amphiphilic.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: September 10, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Yoshihisa Okamoto
  • Patent number: 4537667
    Abstract: Radiation-curable linear addition polymers or copolymers are disclosed having a weight average molecular weight of from about 1,500 to about 15,000 of polymerized monoethylenically unsaturated monomers, which may include up to 25% by weight of an hydroxy-functional monomer, and which carries an hydroxyl group at most of its ends, reacted with a monoethylenically unsaturated monomer carrying a single functional group reactive with the hydroxyl group, so that the polymer carries monoethylenically unsaturated groups bonded to an average of from 1.6 to 5 of the hydroxyl groups per polymer molecule. The preferred radiation-curable polymers are liquid to slowly flowable at room temperature in the absence of organic solvent, and the monoethylenically unsaturated groups are preferably acrylate groups to enable an ultraviolet cure.
    Type: Grant
    Filed: April 25, 1984
    Date of Patent: August 27, 1985
    Assignee: DeSoto, Inc.
    Inventors: Timothy E. Bishop, George Pasternack, John M. Zimmerman
  • Patent number: 4526927
    Abstract: A thermoplastic molding material contains a styrene polymer, a polyphenylene ether and, as a component for improving the impact strength, a block copolymer obtained by reacting an ethylene copolymer with an active polymeric anion.
    Type: Grant
    Filed: June 30, 1983
    Date of Patent: July 2, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Hambrecht, Franz Brandstetter, Walter Ziegler, Wolfgang F. Muller, Klaus Bronstert, Adolf Echte
  • Patent number: 4508785
    Abstract: An FRP molding can be in-mold coated using a free radical peroxide initiated thermosetting composition of at least one polymerizable epoxy based oligomer having at least two acrylate groups, at least one copolymerizable ethylenically unsaturated monomer, at least one copolymerizable monoethylenically unsaturated compound having a --CO-- group and a --NH.sub.2, --NH-- and/or --OH group, polyvinyl acetate, at least one zinc salt of a fatty acid having at least 10 carbon atoms, at least one accelerator for a peroxide initiator, conductive carbon black, a filler such as talc and a copolymerizable or cocurable compound selected from the group consisting of(I) at least one polyoxyalkylene glycol oligomer having two acrylate groups and(II) at least one polyurethane oligomer having two acrylate groups and mixtures of (I) and (II).Optionally and desirably, there additionally can be added to the foregoing composition at least one calcium salt of a fatty acid.
    Type: Grant
    Filed: March 26, 1984
    Date of Patent: April 2, 1985
    Assignee: The General Tire & Rubber Company
    Inventors: David S. Cobbledick, Donald F. Reichenbach, Henry Shanoski
  • Patent number: 4483959
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: November 20, 1984
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4465803
    Abstract: An aqueous emulsion composition which is the product of emulsion polymerization in water of at least one radical-polymerizable unsaturated monomer in the presence of a water-soluble resin having a graft-polymerizable unsaturated group in the side chain.
    Type: Grant
    Filed: December 24, 1980
    Date of Patent: August 14, 1984
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Yasuharu Nakayama
  • Patent number: 4443584
    Abstract: Method for preparing a polyolefin modified by grafting, in which in a first phase, peroxides are grafted in known manner onto a polyolefin chain with a mixture of oxygen and ozone, wherein, in a second phase, a vinyl monomer with at least one epoxy function is added to the resulting peroxidized polyolefin, and in a third phase, the resulting mixture is polymerized.The invention finds an application in the preparation of polypropylene with excellent adhesive properties especially with iron, leather and glassfibers.
    Type: Grant
    Filed: December 2, 1982
    Date of Patent: April 17, 1984
    Assignee: Centre National de la Recherche Scientifique
    Inventor: Alain Michel
  • Patent number: 4434256
    Abstract: Paint binders which are water soluble upon neutralization with bases comprising the reaction product of a polyepoxide containing reactive oxirane groups with phosphonic acids containing hydroxyl and/or vinyl groups. The paint binders when stoved at low temperatures have increased chemical resistance.
    Type: Grant
    Filed: August 10, 1982
    Date of Patent: February 28, 1984
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Gert Dworak, Werner Staritzbichler
  • Patent number: 4434267
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: February 28, 1984
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4425450
    Abstract: Coating compositions comprising hydroxy functional film formers, crosslinking agent therefor and a novel flow control additive. Flow control additive comprises stable crosslinked dispersion formed by addition polymerization of selected monomers in the presence of (i) organic liquid which is a solvent for the monomers, but a non-solvent for the polymer and (ii) polymeric dispersion stabilizer having solvated and non-solvated segments, wherein the dispersion is stabilized further by inclusion therein of a butylated melamine formaldehyde resin.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: January 10, 1984
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4415681
    Abstract: A stable crosslinked dispersion formed by addition polymerization of selected monomers in the presence of a novel polymeric dispersion stabilizer. Improvement of invention comprises further stabilization of the dispersion by inclusion therein of a butylated melamine formaldehyde resin.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: November 15, 1983
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4414353
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: November 8, 1983
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4413084
    Abstract: Coating compositions comprising hydroxy functional film formers, crosslinking agent therefor and flow control additive comprising stable crosslinked dispersion formed by addition polymerization of selected monomers in the presence of novel polymeric dispersion stabilizer, wherein, the dispersion is stabilized further by inclusion therein of a butylated melamine formaldehyde resin.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: November 1, 1983
    Assignee: Ford Motor Company
    Inventor: Stanley K. Horvath
  • Patent number: 4404310
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: October 13, 1981
    Date of Patent: September 13, 1983
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4403062
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: October 13, 1981
    Date of Patent: September 6, 1983
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4401650
    Abstract: Polymers containing alkoxylated nitrogen salts of sulfonic acids are useful for imparting good conditioning properties such as improved feel to skin, and skin irritation reduction, and humectancy. The polymers may also comprise neutral, anionic, and/or cationic monomers.
    Type: Grant
    Filed: September 15, 1981
    Date of Patent: August 30, 1983
    Assignee: Thiokol Corporation
    Inventor: Ann B. Salamone
  • Patent number: 4370450
    Abstract: A process for the production of modified polypropylene particles by polymerizing vinyl monomers in aqueous suspension wherein (a) an aqueous suspension is prepared which, based on 100 to 2000 parts by weight of water, contains 100 parts by weight of polypropylene particles, 4 to 30 parts by weight of a polar vinyl monomer and based on 100 parts by weight of the monomer, 0.1 to 10 parts by weight of a radical chain polymerization initiator which has a half life of at least 2 h at a temperature of 80.degree. to 135.degree. C. and 10 to 1200 parts by weight of an organic solvent which is capable of swelling polypropylene, of which the boiling point at 760 Torr is at least 100.degree. C. and which is miscible with the monomers in any proportion; (b) the aqueous suspension is heated without decomposition of the initiator, the polypropylene being swollen and the monomer penetrating into the polypropylene, after which (c) the aqueous suspension is kept at temperatures of .gtoreq.85.degree. C.
    Type: Grant
    Filed: May 26, 1981
    Date of Patent: January 25, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Grigo, Josef Merten, Rudolf Binsack
  • Patent number: 4311809
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: January 19, 1982
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4308360
    Abstract: In a process for the mass polymerization of vinyl aromatic monomer wherein vinyl aromatic monomer is polymerized in successive stages of increasing temperature, the improvement which narrows the molecular weight distribution of the resulting polymer comprising incorporating a crosslinking agent into a polymerizing mass at a point where about 60 to about 95% of monomer is converted to polymer.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: December 29, 1981
    Assignee: Standard Oil Company (Indiana)
    Inventor: Richard A. Hall
  • Patent number: 4304701
    Abstract: Ungelled, stable aqueous dispersions of acrylic polymers, containing carboxyl and epoxy functionality, and their method of preparation are disclosed. The dispersions are useful in water-based coating compositions. As long as the polymeric product remains dispersed in aqueous medium, stable, curable, one-package coating compositions result. However, when the dispersions are applied to a substrate as a film and the water evaporated, a curing reaction occurs as evidenced by the film becoming harder and more solvent resistant with the passage of time.
    Type: Grant
    Filed: June 1, 1979
    Date of Patent: December 8, 1981
    Assignee: PPG Industries, Inc.
    Inventors: Suryya K. Das, Charles M. Kania
  • Patent number: 4304698
    Abstract: An epoxy-modified polyolefin wax, which consists of a low-molecular-weight polyolefin grafted, copolymerized and modified with an epoxy group-containing, ethylenically unsaturated compound and has a number average molecular weight of from 600 to 10,000 and an epoxy equivalent of from 200 to 100,000, is disclosed.This epoxy-modified polyolefin wax is very valuable as a modifier for improving brittleness or adhesion (adhesiveness) in various resins, especially thermosetting resins.
    Type: Grant
    Filed: June 17, 1980
    Date of Patent: December 8, 1981
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Akihiro Tachi, Toru Tomoshige, Harumi Furuta, Norio Matsuzawa
  • Patent number: 4281082
    Abstract: Disclosed are novel organic pigments adapted particularly for use as fillers for paper. The organic pigments are finely divided particles obtained by graft copolymerizing an ethylenically unsaturated monomer, such as styrene, onto a water-soluble cationic prepolymer in an aqueous solution and in the presence of a free-radical polymerization initiator.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: July 28, 1981
    Assignee: Hercules Incorporated
    Inventors: William W. Maslanka, Gavin G. Spence
  • Patent number: 4272589
    Abstract: Two members, at least one member being permeable to ultraviolet radiation are glued together by means of a photopolymerizable substance deposited in layer form on and exposed to radiation through the permeable member. This substance comprises various vinyl monomers, soluble reactive polymers and a photosensitive catalyst, whereby at least one of the monomers or reactive polymers has a thi-irane cycle as part of its structure.
    Type: Grant
    Filed: December 12, 1979
    Date of Patent: June 9, 1981
    Assignee: Thomson-CSF
    Inventors: Jean-Claude Dubois, Armand Eranian, Paul Paimblant
  • Patent number: 4245061
    Abstract: An epoxy-modified polyolefin wax, which consists of a low-molecular-weight polyolefin grafted, copolymerized and modified with an epoxy group-containing, ethylenically unsaturated compound and has a number average molecular weight of from 600 to 10,000 and an epoxy equivalent of from 200 to 100,000, is disclosed.This epoxy-modified polyolefin wax is very valuable as a modifier for improving brittleness or adhesion (adhesiveness) in various resins, especially thermosetting resins.
    Type: Grant
    Filed: December 11, 1978
    Date of Patent: January 13, 1981
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Akihiro Tachi, Toru Tomoshige, Harumi Furuta, Norio Matsuzawa
  • Patent number: 4238578
    Abstract: A chlorinated polyethylene elastomer or resin is modified by graft copolymerization with acrylic ester type of monomeric material, whose homopolymers have a glass transition temperature of not greater than 6.degree. C., in an amount sufficient to provide an ester group (--COO--) content of from 25 to 40% by weight, to yield a mixed copolymerizate vulcanizable to a heat and oil resistant elastomeric state.
    Type: Grant
    Filed: May 21, 1979
    Date of Patent: December 9, 1980
    Assignee: Uniroyal, Inc.
    Inventors: Yong S. Rim, Walter Nudenberg, Robert Miller, Phillip J. Cangelosi
  • Patent number: 4238577
    Abstract: A vulcanizable elastomeric composition comprising(a) from about 89-40%, by weight, based on the total weight of the composition, of an acrylic acid ester, or mixture thereof, having the formula ##STR1## wherein R is an alkyl (C.sub.1 -C.sub.4) radical, --CH.sub.2 CH.sub.2 OR', wherein R' is an alkyl (C.sub.1 -C.sub.4) radical, or --CH.sub.2 CH.sub.2 CN;(b)from about 10-45%, by weight, same basis, of bis(2-methoxyethyl)fumarate, bis(2-methoxyethyl)maleate, or mixtures thereof,(c) from about 1-10%, by weight, same basis, of an unsaturated monomer containing a halogen atom or an epoxy group, and(d) from 0 to 5%, by weight, of polybutadiene, polychloroprene or polyisoprene.
    Type: Grant
    Filed: December 8, 1978
    Date of Patent: December 9, 1980
    Assignee: American Cyanamid Company
    Inventor: Volker D. Arendt
  • Patent number: 4228062
    Abstract: Disclosed is a rapid setting adhesive of low toxicity having high bond strength to a variety of metals and plastics, and particularly to stainless steel, polycarbonate plastics and tooth enamel. The composition consists essentially of (A) a resin which is formed from an ester of methacrylic acid with a monoalcohol containing at least one epoxy group and (B) a filler which may be any of a plurality of finely divided materials that are insoluble in ambient fluids or a mixture of such fillers, parts (A) and (B) being present in a weight ratio such that the initial mixture at ambient temperature and pressure is a viscous liquid or paste. Also included are minor amounts of a conventional polymerization catalyst and a conventional polymerization accelerator. Preferably parts (A) and (B) are packaged separately, with polymerization catalyst included in only one package.
    Type: Grant
    Filed: May 2, 1978
    Date of Patent: October 14, 1980
    Assignee: Lee Pharmaceuticals
    Inventors: Henry L. Lee, Jr., Jan A. Orlowski
  • Patent number: 4167539
    Abstract: A polyanhydride copolymer is made having styrene grafted onto the linear backbone chain of a styrene-maleic anhydride copolymer or a 1-alkene-maleic anhydride copolymer. This graft copolymer is also prepared in the presence of an epoxy compound such as monoepoxide or an epoxy resin for subsequent curing.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: September 11, 1979
    Assignee: Gulf Oil Corporation
    Inventors: William J. Heilman, Frank C. Peterson, Mical C. Renz, Leslie P. Theard
  • Patent number: 4165418
    Abstract: A pigment dispersant suitable for use in making a series of paints, the dispersant being a copolymer of defined proportions of ethylenically unsaturated monomers containing hydroxy and/or amide groups, straight or branched chain alkyl groups of from 7 to 22 carbon atoms and optionally also groupings which can promote association of the copolymer with a pigment surface. A millbase made with the aid of such a dispersant can be combined in either loading or tinting operations with a wide range of different film-forming polymers.
    Type: Grant
    Filed: February 8, 1977
    Date of Patent: August 21, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventor: Derek N. A. Speakman