Derived From Carboxylic Acid Containing At Least One Atom Of Halogen Or Sulfur Patents (Class 526/214)
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Patent number: 6555638Abstract: A process for the preparation of styrene polymers containing water as the sole expanding agent by polymerization of styrene in aqueous suspension in the presence of an amphiphilic organic emulsifier which carries both hydrophilic and hydrophobic groups, or a polar group-containing, water-miscible polymer.Type: GrantFiled: December 28, 2001Date of Patent: April 29, 2003Assignee: BASF AktiengesellschaftInventors: Achim Datko, Peter Dodel, Klaus Hahn
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Patent number: 6444768Abstract: The invention relates to a new improved catalyst to produce random copolymers of one or more iso-olefin monomers and one or more para-alkylstyrene monomers. The invention also relates to an improved continuous slurry polymerization process to produce random copolymers using the improved catalyst system. The process is carried out in an anhydrous polymerization system containing a mixture of the monomers in a polar solvent along with a Lewis acid and a stabilizing initiator.Type: GrantFiled: October 6, 2000Date of Patent: September 3, 2002Assignee: ExxonMobil Chemical Patents Inc.Inventors: Robert N. Webb, Kenneth W. Powers, Michael F. McDonald, Ralph Howard Schatz
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Publication number: 20020091212Abstract: Use of surfactants in the suspension polymerization of fluorinated monomers for preparing fluoropolymers containing hydrogen, said surfacants having the general formula:Type: ApplicationFiled: November 8, 1999Publication date: July 11, 2002Inventors: JULIO A. ABUSLEME, PAOLO LAZZARI
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Patent number: 6395848Abstract: Aqueous dispersion polymerization of fluoromonomers is improved by using a combination of fluorosurfactants, one of which is a perfluoropolyether carboxylic acid or sulfonic acid or salt of either.Type: GrantFiled: November 2, 2000Date of Patent: May 28, 2002Assignee: E. I. du Pont de Nemours and CompanyInventors: Richard Alan Morgan, Clay Woodward Jones, Theodore Treat, Jeffrey A. Hrivnak
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Patent number: 6391983Abstract: A crosslinkable polymeric casting composition comprises an aromatic polyvinyl monomer such as divinyl benzene, a polythiol such as pentaerythritol tetrakis-(3-mercaptopropionate), an epoxide strain-reducing agent such as hexanediol diglycidyl ether, and, optionally, a polymerizable comonomer such as polyethylene glycol dimethacrylate.Type: GrantFiled: October 22, 1999Date of Patent: May 21, 2002Assignee: Sola International Holdings, Ltd.Inventors: Ian Roger Bateman, Huan Kiak Toh, David Robert Diggins, Helena Kloubek
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Patent number: 6291620Abstract: Process for the synthesis of block polymers, homopolymers and copolymers of narrow polydispersity having formula (1) by contacting selected vinyl monomer(s), vinyl-terminated compound(s) and free radicals in which effective control of production of polymer is achieved by controlling the mole ratio of vinyl monomer(s), vinyl-terminated compound(s) and free radicals relative to one another; and polymers produced therebyType: GrantFiled: November 20, 1997Date of Patent: September 18, 2001Assignees: E. I. du Pont de Nemours and Company, Commonwealth Scientific Industrial Research OrganizationInventors: Graeme Moad, Catherine Louise Moad, Julia Krstina, Ezio Rizzardo, Thomas Robert Darling, Charles Thomas Berge
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Patent number: 6281310Abstract: A methyacryloyl or acryloyl derivative of an ester of cyanoacetic acid may be of the formula: CN—CH2—COOR2OCOCR1═CH2. R1 may be H or CH3, and R2 may be one of the group of moieties including alkyl, alkenyl, alkynyl, alkoxyalkyl, poly (oxyalkyl), aryl, cycloalkyl, and heterocyclyc radical, or substitited combinations thereof. Further, R2 may include between 1 and 16 carbon atoms or heteroatom ring members.Type: GrantFiled: August 10, 1998Date of Patent: August 28, 2001Assignee: Chemence, Inc.Inventor: Dimiter Lubomirov Kotzev
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Patent number: 6271184Abstract: A copolymer comprising units derived from (a) methaciylic acid esters containing from about 9 to about 25 carbon atoms in the ester group and (b) methacrylic acid esters containing from 7 to about 12 carbon atoms in the ester group, said ester groups having 2-(C1-4 alkyl)-substituents, and optionally (c) at least one monomer selected from the group consisting of methacrylic acid esters containing from 2 to about 8 carbon atoms in the ester group atoms and which are different from methacrylic acid esters (a) and (b), vinyl aromatic compounds, and nitrogen-containing vinyl monomers with the proviso that no more than 60% by weight of the esters contain not more than 11 carbon atoms in the ester group. Also described are additive concentrates and lubricating oil compositions containing the copolymers and processes for preparing copolymers.Type: GrantFiled: June 30, 2000Date of Patent: August 7, 2001Assignee: The Lubrizol CorporationInventors: Joseph G. Seebauer, Charles P. Bryant
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Patent number: 6248839Abstract: The invention relates to polymethacrylate acid-polyalkylene oxide block copolymers, to a process for their preparation and to their use as dispersants or suspension stabilizers for pigments and fillers, e.g. for metal oxides in ceramic materials, for pigments in inks used in ink jet printing and for fillers in thermosplastic and thermoset polymers.Type: GrantFiled: February 3, 1998Date of Patent: June 19, 2001Assignee: Th. Goldschmidt AGInventors: Eberhard Esselborn, Jürgen Fock, Arno Knebelkamp
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Patent number: 6207771Abstract: A process for forming a hydrophobically modified water soluble or water dispersible polymer by utilizing a micellar polymerization technique comprising the steps of: (1) providing a reaction medium including one or more water soluble or water dispersible monomers and one or more surface active agents or protective colloids; (2) incrementally adding one or more ethylenically unsaturated monomers having hydrophobic properties to said reaction medium; (3) initiating polymerization of said one or more water soluble or water dispersible monomers with said one or more ethylenically unsaturated monomers having hydrophobic properties; and (4) continuing polymerization of said one or more water soluble or water dispersible monomers with said one or more ethylenically unsaturated monomers having hydrophobic properties while incrementally adding said one or more ethylenically unsaturated monomers having hydrophobic properties to said reaction medium is provided.Type: GrantFiled: October 21, 1999Date of Patent: March 27, 2001Assignee: Rhodia ChimieInventor: Eric H. Larson
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Patent number: 6127494Abstract: A process for forming a hydrophobically modified water soluble or water dispersible polymer by utilizing a micellar polymerization technique comprising the steps of: (1) providing a reaction medium including one or more water soluble or water dispersible monomers and one or more surface active agents or protective colloids; (2) incrementally adding one or more ethylenically unsaturated monomers having hydrophobic properties to said reaction medium; (3) initiating polymerization of said one or more water soluble or water dispersible monomers with said one or more ethylenically unsaturated monomers having hydrophobic properties; and (4) continuing polymerization of said one or more water soluble or water dispersible monomers with said one or more ethylenically unsaturated monomers having hydrophobic properties while incrementally adding said one or more ethylenically unsaturated monomers having hydrophobic properties to said reaction medium is provided.Type: GrantFiled: July 14, 1998Date of Patent: October 3, 2000Assignee: Rhodia ChimieInventor: Eric H. Larson
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Patent number: 6013747Abstract: Use of surfactants in the suspension polymerization of fluorinated monomers for preparing fluoropolymers containing hydrogen, said surfacants having the general formula:R.sub.f --[L--(OCHR.sub.1 --CHR.sub.2).sub.m --OZ)].sub.iwherein:i is equal to 1 or 2;m is an integer comprised between 4 and 60;L can be chosen between: --(CFY--CO--O).sub.p R'-- and --(CFY--CO--NH).sub.p R'--wherein p is an integer equal to 0 or to 1;Y=F, CF.sub.3 ; R'=alkylic radical C.sub.1 -C.sub.5, linear or branched when possible;R.sub.1, R.sub.2 can be both H or the former H and the latter CH.sub.3 ;Z can be H, alkyl radical C.sub.1 -C.sub.3, linear or branched when possible; or (CH.sub.2).sub.n OH with n an integer from 1 to 6;R.sub.f is a perfluoroalkylic radical or a perfluoropolyether radical, having a number average molecular weight comprised between 250 and 1500.Type: GrantFiled: July 7, 1997Date of Patent: January 11, 2000Assignee: Ausimont, S.p.A.Inventors: Julio A. Abusleme, Paolo Lazzari
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Patent number: 6013746Abstract: This invention relates to a process for controlling the molecular weight distribution of high 1,4-cis polybutadiene and more particularly, to a process of easily controlling the molecular weight distribution of polybutadiene which is concerned directly with the physical properties such as processability, in such a manner that preparation of high 1,4-cis polybutadiene is made available via polymerization of 1,3-butadiene in the presence of Ziegler-Natta catalyst, adding carboxylic acid represented by following formula I for the controlling of the molecular weight distribution of polybutadiene based on the contents of carboxylic acid, may be easily controlled, without any alternation in the 1,4-cis contents. ##STR1## Wherein R is selected from the group consisting of alkyl, cycloalkyl and arylalkyl groups substituted or unsubstituted with at least one or more halogen atoms, or alkyl, cycloalkyl and arylalkyl groups with at least one or more double bonds containing from 5 to 20 carbon atoms.Type: GrantFiled: June 9, 1998Date of Patent: January 11, 2000Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young-Chan Jang, Gwang-Hoon Kwag, Dong-Il Yoon, A-Ju Kim, Kyung-Nam Lim
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Patent number: 5962577Abstract: An aqueous resin composition for coating a metal, which can form a coating film having excellent water resistance and also having high hardness and excellent workability even after being subjected to a pressurized steam treatment is provided. The aqueous resin composition comprises (A) an aqueous copolymer obtained by neutralizing with a base carboxyl groups in a copolymer which is obtained by copolymerizing (a) a macromonomer which is a copolymer of N-alkoxymethyl (meth)acrylamide monomer units and other .alpha.,.beta.-ethylenically unsaturated monomer units, having a radically polymerizable group at one end thereof, (b) .alpha.,.beta.-ethylenically unsaturated carboxylic acid, (c) hydroxyalkyl (meth)acrylate, and (d) other .alpha.,.beta.-ethylenically unsaturated monomers, in specific proportions, and (B) an amino resin.Type: GrantFiled: March 17, 1997Date of Patent: October 5, 1999Assignee: Toagosei Co., Ltd.Inventors: Yoshio Mori, Shiro Kojima
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Patent number: 5948874Abstract: The present invention is an improvement in a free radical bulk polymerization process for preparing a high molecular weight polymer from a vinyl aromatic monomer characterized in that the polymerization is conducted in the presence of an acid catalyst having a pKa at 25.degree. C. of less than 2, or salt thereof, wherein the improvement comprises dispersing the acid catalyst, or salt thereof, in a (meth)acrylic acid or ester thereof, prior to contact with the vinyl aromatic monomer. The (meth)acrylic acid or ester allows the acid catalyst to be dispersed within the vinyl aromatic monomer without causing cationic polymerization. The acid catalyst, or salt thereof, catalyzes the free radical polymerization reaction such that high molecular weight polymers are produced in reasonable reaction times.Type: GrantFiled: April 24, 1998Date of Patent: September 7, 1999Assignee: The Dow Chemical CompanyInventors: William C. Pike, Duane B. Priddy
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Patent number: 5932671Abstract: A process for producing a water-soluble polymer which can be useful in a subterranean formation is provided. The process comprises contacting a an olefinic compound and a thiol under a solution polymerization process for producing the water-soluble polymer.Type: GrantFiled: June 4, 1997Date of Patent: August 3, 1999Assignee: Phillips Petroleum CompanyInventors: Howard F. Efner, Earl Clark, Jr., Michael L. Stephens
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Patent number: 5925716Abstract: Polymers having amine-thiol terminal moieties are provided. The amine-thiol terminal moieties are imparted by using amine-thiols as chain transfer agents in aqueous addition polymerizations.The polymers are useful as mineral dispersants, as water-treatment additives for boiler waters, cooling towers, reverse osmosis applications, sugar refining, paper production, geothermal processes and oil wells, and as detergent additives acting as builders, anti-filminig agents, dispersants, sequestering agents and encrustation inhibitors.Type: GrantFiled: January 17, 1997Date of Patent: July 20, 1999Assignee: Rohm and Haas CompanyInventors: Zhenwen Fu, Lorraine Holowach Keller, Barry Weinstein
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Patent number: 5916985Abstract: The invention relates to a functionalised polymer of formula:(P)--S--X--F (1)in which:(P) is a hydrophobic polymer chain obtained by radical polymerisation of at least one monomer,S represents sulphur,X represents:a saturated or unsaturated linear or branched hydrocarbon chain having 1 to 6 carbon atoms and substituted with at least one COOH or NH.sub.2 group in the free or salified forma peptide chain constituted of 2 to 4 amino acids, particularly natural amino acids,F represents a COOH or NH.sub.2 group, in the free or salified form,with the exception of the .omega.-dicarboxylic macromonomers resulting from the radical polymerisation of a monomer in the presence of a chain transfer agent constituted of thiomalic acid.Type: GrantFiled: March 28, 1997Date of Patent: June 29, 1999Assignee: LVMH RechercheInventors: Carole Tondeur, Catherine Garel, Henri-Gerard Riess, Alain Meybeck, Jean-Francois Tranchant
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Patent number: 5847062Abstract: Copolymers of vinyl or vinylidene halides and vinyl esters of fatty acids having low molecular weights, good particle characteristics, and improved melt flow are made by aqueous polymerization utilizing an effective amount of a mercaptan as a chain transfer agent, wherein the chain transfer agent is admixed with the vinyl esters to form a chain transfer composition, and the composition be added before the start of the polymerization.Type: GrantFiled: February 12, 1992Date of Patent: December 8, 1998Assignee: The Geon CompanyInventor: Zaev Sharaby
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Patent number: 5847061Abstract: A process for producing polymers having terminal functional group which may be protected, comprises polymerizing a radical-polymerizable monomer with a polymerization initiator comprising at least one member selected from the group (A) consisting of thio-S-carboxylic acids represented by the following general formula (1) and dithiocarboxylic acids represented by the following general formula (2) and at least one member selected from the group (B) consisting of polysulfides represented by the following general formula (3), polysulfides represented by the following general formula (4) and sulfoxides:. ##STR1## wherein R.sup.1 represents a hydrocarbon group which may have a substituent including functional group; ##STR2## wherein R.sup.2 represents a hydrocarbon group which may have a substituent including functional group; ##STR3## wherein R.sup.3 and R.sup.4 each represents a hydrocarbon group which may have a substituent including functional group and n is an integer of 2 or more; andR.sup.5 --(S)m-R.sup.Type: GrantFiled: November 21, 1995Date of Patent: December 8, 1998Assignee: Kuraray Co., Ltd.Inventors: Kazuhiko Maekawa, Toshiaki Sato
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Patent number: 5789506Abstract: A polymeric monomer (A) having as a main component thereof a (meth)acryl type monomer which is subjected to aqueous suspension polymerization in the presence of a compound (B) which is substantially insoluble in water and sparingly soluble in the polymeric monomer (A). The compound (B) has at least one, preferably two or more, structural units, selected from the group consisting of --SH, --S--S--, --COOH, --NO.sub.2, and --OH. The use of compound (B), in the suspension polymerization of the (meth)acryl type monomer, represses of the production of by-produced minute particles due to sympathetic emulsion polymerization. The suspension polymerization permits production of (meth)acryl type polymer particles having high heat stability and a small range of particle diameters.Type: GrantFiled: October 28, 1996Date of Patent: August 4, 1998Assignee: Nippon Shokubai Co., Ltd.Inventors: Hironobu Toribuchi, Nobuaki Urashima, Yoshikuni Mori
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Patent number: 5773543Abstract: A process for the free radical initiated polymerization of unsaturated species characterized by the use of compound of Formula (I) as chain transfer agents: ##STR1## wherein: X is selected from hydrogen; CN; optionally substituted aryl; COOH; COOR; C(O)NHR.sup.6 ; C(O)NR.sup.7 R.sup.8 ; and halogen;Q is selected from COOR.sup.1 ; CN; and C(O)NR.sup.7 R.sup.8 ;Y is selected from hydrogen; C.sub.1 to C.sub.6 alkyl; C.sub.1 to C.sub.6 alkyl substituted with one or more substituents selected from hydroxy, amino, C.sub.1 to C.sub.6 alkoxy, C.sub.1 to C.sub.6 alkoxycarbonyl, halogen, CN and optionally substituted aryl; C.sub.1 to C.sub.6 alkenyl; and C.sub.1 to C.sub.6 alkynyl;Z is selected from COOR.sup.2 ; CN; and optionally substituted aryl;R.sup.3 and R.sup.4 are the same or different and are selected from hydrogen C.sub.1 to C.sub.4 alkyl and halogen; or R.sup.3 and R.sup.Type: GrantFiled: August 1, 1996Date of Patent: June 30, 1998Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Ezio Rizzardo, San Hoa Thang, Graeme Moad, Charles Thomas Berge
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Patent number: 5767210Abstract: This process is characterized by the fact that at least one of the said monomers is polymerized or copolymerized in bulk, solution, emulsion or suspension, at a temperature that can be as low as 0.degree. C., in the presence of an initiation system including: at least one compound generating radicals, other than bromofluorene, and at least one catalyst consisting of a complex of palladium in the 0 oxidation state, denoted by the following formula (I): Pd(0)L.sup.1 L.sup.2 L.sup.3 L.sup.4 in which each of L.sup.1, L.sup.2, L.sup.3 and L.sup.4, which are identical or different, denotes a ligand which may be a chiral ligand, which is chosen from PRR'R", P(OR)(OR')(OR"), NRR'R", ORR', SRR', SeRR', AsRR'R", SbRR'R", where each of R, R' and R" independently denotes a C.sub.1 -C.sub.14 alkyl group, optionally substituted, or an optionally substituted aromatic group, it being possible for at least two of these ligands to be joined to one another by one or more divalent radicals.Type: GrantFiled: March 27, 1997Date of Patent: June 16, 1998Assignee: Elf Atochem, S.A.Inventors: Philippe Lecomte, Philippe Dubois, Robert Jerome, Philippe Teyssie, Thierry Senninger
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Patent number: 5763552Abstract: A partially-fluorinated surfactant having internal methylene groups and having the formula R.sub.f --(CH.sub.2).sub.m --R'.sub.f --COOM wherein m is 1-3, R.sub.f is perfluoroalkyl or perfluoroalkoxy, containing 3-8 carbon atoms, R'.sub.f is linear or branched perfluoroalkylene containing 1-4 carbon atoms, and M is NH.sub.4, Li, Na, K, or H is useful in polymerization of fluorinated monomers. High molecular weight can be achieved in homopolymerization of tetrafluoroethylene.Type: GrantFiled: July 1, 1997Date of Patent: June 9, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Andrew E. Feiring, Ming-Hong Hung, Jose M. Rodriguez-Parada, Roger J. Zipfel
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Patent number: 5739228Abstract: A process for the production of low molecular weight polymers by free radical polymerization of one or more monomers in the presence of a chain transfer agent, wherein the chain transfer agent comprises one or more compounds of the general formula I ##STR1## wherein R.sup.1 is a hydrogen atom, an alkyl group, or a group capable of activating the carbon-sulfur double bond towards free radical addition; andR.sup.2 represents an optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, or optionally substituted saturated, unsaturated or aromatic carbocyclic or heterocyclic ring.Type: GrantFiled: June 23, 1995Date of Patent: April 14, 1998Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: Gordon Francis Meijs, Ezio Rizzardo
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Patent number: 5728786Abstract: Styryl-modified acrylate polymer pressure sensitive adhesive beads, adhesive films made therefrom and methods of making the same. Surprisingly, the polymerization of styryl-functional monomer into bead formulations provides beads that can be easily extruded and made into adhesive films having high shear strength. The polymerization of styryl-functional monomer into bead formulations comprising methacrylic acid also obviates the need to use a modifier moiety.Type: GrantFiled: July 15, 1996Date of Patent: March 17, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Albert I. Everaerts, Stephen E. Krampe
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Patent number: 5631314Abstract: A liquid coating composition for forming an anti-interference film over a photoresist film is prepared by combining a water-soluble, film-forming component with a specified fluorosurfactant or by combining said water-soluble, film-forming component with a fluoro-surfactant and a specified anionic surfactant. A coating film is formed from said liquid coating composition over a photoresist film to produce a photoresist material of a dual structure. The photoresist material is particularly effective in lessening the multiple-interference effect of light, thereby enabling the formation of very fine resist patterns having high fidelity to mask patterns.Type: GrantFiled: April 26, 1995Date of Patent: May 20, 1997Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Kazumasa Wakiya, Masakazu Kobayashi, Toshimasa Nakayama
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Patent number: 5618898Abstract: A process for producing a polymer of excellent weatherability, which comprises reacting a polymer having a thioether bond, with a peroxide to oxidize the sulfur atom in the bond to convert it into a sulfone.Type: GrantFiled: October 5, 1994Date of Patent: April 8, 1997Assignees: Toagosei Chemical Industry Co., Ltd., Toyota Jidosha Kabushiki Kaisha, Toyota Technological InstituteInventors: Mitsuru Nagasawa, Kazuyuki Kuwano, Takeshi Kawakami, Mamoru Sugiura, Hiroshi Hibino, Shiro Kojima, Kishiro Azuma
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Patent number: 5504170Abstract: Polytetrafluoroethylene (PTFE) structures are described which are prepared by polymerizing liquid tetrafluoroethylene in an aqueous microemulsion region to obtain small particles of PTFE.Type: GrantFiled: January 18, 1995Date of Patent: April 2, 1996Assignee: W. L. Gore & Associates, Inc.Inventor: Huey S. Wu
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Patent number: 5420218Abstract: A polymeric monomer (A) having as a main component thereof a (meth)acryl type monomer which is subjected to aqueous suspension polymerization in the presence of a compound (B) which is substantially insoluble in water and sparingly soluble in the polymeric monomer (A). The compound (B) has at least one, preferably two or more, structural units, selected from the group consisting of --SH, --S--S--, --COOH, --NO.sub.2, and --OH. The use of compound (B), in the suspension polymerization of the (meth)acryl type monomer, represses of the production of by-produced minute particles due to sympathetic emulsion polymerization. The suspension polymerization permits production of meth)acryl type polymer particles having high heat stability and a small range of particle diameters.Type: GrantFiled: June 15, 1993Date of Patent: May 30, 1995Assignee: Nippon Shokubai Co., Ltd.Inventors: Hironobu Toribuchi, Nobuaki Urashima, Yoshikuni Mori
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Patent number: 5403899Abstract: A method for preparing powder of a vinyl chloride polymer comprises the steps of polymerizing vinyl chloride monomer or a vinyl monomer mixture mainly comprising vinyl chloride monomer in an aqueous medium and adding, to the polymerization system, a fluorine atom-containing nonionic surfactant in an amount ranging from 0.0001 to 0.5 part by weight per 100 parts by weight of the vinyl chloride monomer or the vinyl monomer mixture mainly comprising vinyl chloride monomer after the rate of polymerization reaches at least 70% or fine powder of at least one inorganic substance having a particle size ranging from 0.001 to 50 .mu.m in an amount ranging from 0.001 to 1.0 part by weight per 100 parts by weight of the vinyl chloride monomer or the vinyl monomer mixture mainly comprising vinyl chloride monomer after the rate of polymerization reaches at least 70%.Type: GrantFiled: January 27, 1994Date of Patent: April 4, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Tadashi Amano, Toshimichi Koga
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Patent number: 5403900Abstract: Novel polytetrafluoroethylene structures are described, which were prepared by polymerizing liquid tetrafluoroethylene in aqueous dispersion. The novel structures include continuous three-dimensional networks of fibrils and bundles of fibrils.Type: GrantFiled: May 18, 1994Date of Patent: April 4, 1995Assignee: W. L. Gore & Associates, Inc.Inventors: Huey S. Wu, Jack Hegenbarth, David E. Hazlebeck
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Patent number: 5401804Abstract: 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: GrantFiled: January 13, 1994Date of Patent: March 28, 1995Assignee: Xerox CorporationInventors: Michael K. Georges, Richard P. N. Veregin, Peter M. Kazmaier, Gordon K. Hamer
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Patent number: 5399642Abstract: This invention relates to latent thiol mercaptan chain transfer agents and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and block copolymers formed using these latent thiol mercaptan chain transfer agents.Type: GrantFiled: December 13, 1993Date of Patent: March 21, 1995Assignee: Rohm & Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5399640Abstract: Novel polytetrafluoroethylene structures are described, which were prepared by polymerizing liquid tetrafluoroethylene in aqueous dispersion. The novel structures include continuous three-dimensional networks of fibrils and bundles of fibrils.Type: GrantFiled: May 18, 1994Date of Patent: March 21, 1995Assignee: W. L. Gore & Associates, Inc.Inventor: David E. Hazlebeck
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Patent number: 5395903Abstract: Odorless functional (co)polymers are prepared by polymerizing, for example via aqueous emulsion, bulk or organic solution polymerization, at least one olefinically unsaturated monomer, e.g.Type: GrantFiled: November 10, 1993Date of Patent: March 7, 1995Assignee: Rhone-Poulenc ChimieInventors: Dominique Charmot, Nicole Oger, Heinz Viehe
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Patent number: 5378780Abstract: Paste-forming polymers of vinyl chloride are produced by discontinuous polymerization in the presence of a conventional predispersion of emulsifier, dispersion acid, water and optional monomer-soluble catalyst. The predispersion is prepared only with 30-80% by weight of the amount of emulsifier required in total. The remainder of the emulsifier, or a component forming the emulsifier, is added in metered amounts as an aqueous solution batchwise or continously to the polymerization mixture after a conversion of 10-60% by weight.The thus-obtained polymers lead to pastes of an especially low viscosity, even under high shear stress, and result in open-cell plasticized foam materials having a good elastic memory capacity.Type: GrantFiled: June 11, 1992Date of Patent: January 3, 1995Assignee: Huls AktiengesellschaftInventors: Wolfgang A. Kruse, Burkhard Boeke
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Patent number: 5349008Abstract: Disclosed herein is a process for suspension polymerization of a vinyl polymer which comprises using as the suspending agent a polyvinyl ester polymer having an ionic group at an end thereof or a polyvinyl alcohol polymer having a degree of hydrolysis of 90 mol % or less which is obtained by hydrolysis of the above polyvinyl ester polymer.According to the above-mentioned process, vinyl polymer granules having a sharp granulometric dispersion, high bulk density, high plasticizer absorption and low vinyl monomer residue are obtained.Type: GrantFiled: December 4, 1991Date of Patent: September 20, 1994Assignee: Kuraray Co., Ltd.Inventors: Shigeki Takada, Ken Yuki, Hitoshi Maruyama, Taku Tanaka, Kazunari Igarashi
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Patent number: 5349035Abstract: A process for preparing a copolymer suitable for use in an optical element which comprises the step of radically-polymerizing a composition which comprises at least one first monomer represented by formula (I), at least one second monomer represented by any one of formulas (II, III, and IV), and 0,005 to 1.0 weight percent of said polymerizable composition of an organic chain transfer agent having a chain transfer coefficient at 50.degree.-60.degree. C. of greater than 0.6 with acrylic monomer or styrenic monomer; in the presence of a radical polymerization initiator, is disclosed. Also disclosed is a copolymer suitable for use as an optical element obtained by the foregoing process and an optical element comprising this copolymer. The process of the disclosure provides essentially striation-free polymers which can be used to fabricate optical elements including thick lenses for glasses.Type: GrantFiled: April 16, 1993Date of Patent: September 20, 1994Assignee: Akzo Nobel N.V.Inventors: Johannes Brand, Wilfridus M. Brouwer
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Patent number: 5294728Abstract: This invention relates to latent thiol mercaptan chain transfer agents and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and block copolymers formed using these latent thiol mercaptan chain transfer agents.Type: GrantFiled: November 4, 1991Date of Patent: March 15, 1994Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5288794Abstract: 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: GrantFiled: October 23, 1992Date of Patent: February 22, 1994Assignee: Loctite CorporationInventor: Shabbir Attarwala
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Patent number: 5277978Abstract: The process of producing a stable polymer dispersion by aqueous emulsion polymerization of an ethylenically unsaturated monomer in the presence of a stabilizer selected from a polyester or polyamide containing a sulfate or sulfonate group.Type: GrantFiled: June 2, 1992Date of Patent: January 11, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Dieter Feustel, Karl-Heinz Stritzke
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Patent number: 5254649Abstract: This invention relates to a process for producing a polymer predominating in terminal unsaturation by cationically polymerising a 1-olefin in the liquid phase at a temperature from -100.degree. to +100.degree. C. in the presence of a catalyst composition comprising tin tetrachloride and a co-catalyst which is a source of cations and which is substantially free of organometallic compounds. The process is particularly suited to producing polybutenes having high vinylidene content which have high reactivity, especially towards forming maleic anhydride adducts.Type: GrantFiled: November 28, 1990Date of Patent: October 19, 1993Assignee: BP Chemicals LimitedInventors: Colin D. Miln, Douglas Stewart
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Patent number: 5219943Abstract: A process for producing monodispersed fine particles of a vinyl polymer is disclosed, which comprises polymerizing monomers containing at least one vinyl monomer selected from the group consisting of aromatic vinyl compounds, acrylic esters, and a methacrylic ester in the presence of (1) a surface active agent represented by formula (I) ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents a substituted or unsubstituted alkyl group having from 4 to 8 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted cyclohexyl group and M represents an alkali metal, (2) from 10.sup.-3 to 10.sup.-1 mol/l of a persulfate as a polymerization initiator, and (3) from 10.sup.-4 to 10.sup.-2 mol/l of a divalent metal sulfate as an electrolyte. Monodispersed vinyl polymer fine particles having a particle size of 1 .mu.m or greater with a very narrow size distribution are obtained.Type: GrantFiled: July 29, 1991Date of Patent: June 15, 1993Assignee: Fuji Xerox Co., Ltd.Inventors: Yutaka Akasaki, Naoya Yabuuchi, Tatsuro Ohki
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Patent number: 5180803Abstract: A method for the stabilization and isolation of a fluoropolymer bearing carboxylic acid (--CO.sub.2 H) groups and prepared as an aqueous dispersion using a dispersion polymerization process which employs a dispersing agent whose dispersion-stabilizing effect is removable by heating the dispersion and an initiator (or initiator system) which yields carboxylic acid groups on the fluoropolymer, which method comprises, after preparing an aqueous dispersion of the fluoropolymer using dispersion polymerization, converting the carboxylic acid groups on the fluoropolymer in the aqueous dispersion to carboxylate anion groups (--CO.sub.2 --) using a base and then heating the so-modified fluoropolymer dispersion to cause simultaneously:1) substantial removal of carboxylate anion groups, thereby to yield stable groups in their place, and2) isolation of the fluoropolymer from the dispersion by coagulation (agglomeration) of the fluoropolymer dispersion.Type: GrantFiled: August 1, 1991Date of Patent: January 19, 1993Assignee: Imperial Chemical Industries PLCInventor: Howard C. Gibbard
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Patent number: 5179158Abstract: A process for producing an aqueous resin dispersion is disclosed, which comprises dissolving a macromonomer having a radical polymerizable group at the terminal thereof and an oil-soluble radical polymerization initiator in a hydrophobic vinyl monomer copolymerizable with the macromonomer to form a solution, emulsifying the solution in an aqueous medium in the presence of an emulsifying agent selected from (A) an alkali sulfosuccinate anionic surfactant and (B) a surfactant comprising from 2 to 98% by weight of (i) an alkali sulfonate anionic surfactant other than (A) or (ii) an alkali sulfuric ester anionic surfactant, and from 98 to 2% by weight of a nonionic surfactant having an HLB value of 10 or more, and copolymerizing the macromonomer and the vinyl monomer at an elevated temperature. The aqueous resin dispersion has a high content of a graft polymer with a reduced content of unreacted macromonomer.Type: GrantFiled: August 9, 1990Date of Patent: January 12, 1993Assignee: Toagosei Chemical Industry Co., Ltd.Inventors: Kishiro Azuma, Yoshio Mori, Masayoshi Okubo
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Patent number: 5109036Abstract: 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: GrantFiled: February 12, 1991Date of Patent: April 28, 1992Assignee: CECA, S.A.Inventor: Bruno Charriere
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Patent number: 5091489Abstract: This invention provides novel azlactone-functional oligomers of 2-alkenyl azlactones in which oligomerization has occurred predominantly via the 2-alkenyl group. Oligomerization of the 2-alkenyl group provides oligomers having 2 to 15 mer units with predominantly carbon-carbon backbone segments. Oligomerized in this fashion, the novel compositions possess azlactone groups which can be reacted with nucleophiles in the normal ring-opening sense. The oligomers are prepared by a novel process in which both Lewis and Bronsted acidic catalysts are effective. The reactive oligomers find utility as crosslinking agents for polymers containing azlactone-reactable nucleophilic groups.Type: GrantFiled: July 24, 1991Date of Patent: February 25, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Heilmann, Dean M. Moren, Jerald K. Rasmussen, Larry R. Krepski, Sadanand V. Pathre
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Patent number: 5086137Abstract: 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: GrantFiled: August 6, 1990Date of Patent: February 4, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joe D. Druliner, Michael Fryd
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Patent number: 5084535Abstract: Pulverulent polymers of acrylic acid and methacrylic acid are prepared by polymerizing (a) from 100 to 70% by weight of acrylic acid, methacrylic acid or a mixture thereof and (b) from 0 to 30% by weight of vinylsulfonic acid or an alkali metal salt thereof in a monohydric C.sub.1 -C.sub.8 -alcohol, water or a mixture thereof in a pulverulent bed in the presence of a polymerization initiator and from 0.05 to 10 mol % of thiocarboxylic acid and/or a mercaptoalcohol and from 0.05 to 10 mol % of propionic acid or formic acid as regulators, each percentage being based on the monomers used in the polymerization, by maintaining the pulverulent state during the polymerization, removing the heat of polymerization by distilling off the solvent and recirculating the reaction mixture.Type: GrantFiled: November 20, 1989Date of Patent: January 28, 1992Assignee: BASF AktiengesellschaftInventors: Karl Hennig, Heinrich Hartmann, Hans-Juergen Raubenheimer, Hermann Fischer, Walter Denzinger