Material Contains Aldehyde Or Ketone Or Polymeric Reaction Product Thereof, E.g., Urea-formaldehyde, Etc. Patents (Class 526/208)
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Patent number: 4556700Abstract: Cyanoacrylate adhesive compositions which employ calixarene compounds as additives give substantially reduced fixture and cure times on de-activating substrates such as wood. The calixarene compounds are preferably employed at levels of about 0.1-1% by weight of the composition.The calixarene compounds particularly useful in this invention may be represented by the formula: ##STR1## where R.sup.1 is alkyl, alkoxy, substituted alkyl or substituted alkoxy; R.sup.2 is H or alkyl; and n=4, 6 or 8.Type: GrantFiled: November 21, 1984Date of Patent: December 3, 1985Assignee: Loctite LimitedInventors: Stephen J. Harris, M. Anthony McKervey, David P. Melody, John Woods, John M. Rooney
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Patent number: 4542184Abstract: A process for the preparation of aqueous polymer dispersions comprising polymerizing compounds with unsaturated ethylenic bonds at a temperature of 10.degree. to 100.degree. C. in the presence of an at least partially water-soluble free-radical initiator and at least one water-soluble protein and optionally present conventional adjuvants with the starting mixture containing not more than 40% of the total monomers and the remaining monomer being added by metering during the polymerization, the initiators being at least one member of the group consisting of ketone peroxides and organic hydroperoxides in an amount of at least 30 mmol per kg of total monomer mixture and optionally present water-soluble reducing agents and the amount of protein being at least 3% by weight based on the total monomer weight and at least 30% by weight is added during the polymerization and the isoelectric point of the protein is not reached or exceeded during polymerization.Type: GrantFiled: June 28, 1984Date of Patent: September 17, 1985Assignee: Wacker-Chemie GmbHInventors: Herbert Eck, Reinhard Jira
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Patent number: 4532293Abstract: .alpha.-cyanoacrylate instant adhesive compositions obtained by adding benzophenonetetracarboxylic acid or anhydride thereof to .alpha.-cyanoacrylate and showing superior heat resistance of the degree of 150.degree. C. with keeping instant adhesive capacity.Type: GrantFiled: October 9, 1984Date of Patent: July 30, 1985Assignee: Kabushiki Kaisha Alpha GikenInventors: Takayuki Ikeda, Kazuo Kouhara, Minoru Sasaki
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Patent number: 4532295Abstract: A process for the preparation of aqueous polymer dispersions comprising polymerizing vinyl esters and up to 50% by weight of the total monomer of compounds with unsaturated ethylenic bonds at a temperature of 10.degree. to 100.degree. C. in the presence of an at least partially water-soluble free-radical initiator and at least one starch member of the group consisting of cyanalkylated starch, hydroxyalkylated starch and carboxyalkylated starch and optionally present conventional adjuvants with the starting mixture containing not more than one-third of the total monomers and the remaining monomers being added by metering during the polymerization, the initiators being at least one member of the group consisting of hydrogen peroxide and organic hydroperoxides in an amount of at least 30 mmol per kg of total monomer mixture and optionally present water-soluble reducing agent and the amount of starch being at least 1% by weight based on the total monomer weight.Type: GrantFiled: June 28, 1984Date of Patent: July 30, 1985Assignee: Wacker-Chemie GmbHInventors: Hartmut Brabetz, Herbert Eck, Reinhard Jira, Heinrich Hopf
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Patent number: 4501868Abstract: According to the present invention, an improved method for providing acrylic copolymer resins is provided in which the polymerization solvent comprises a blend of methyl isobutyl ketone and certain alkyl-substituted benzene solvents. The monomers comprise hydroxy-substituted alkyl (meth)acrylate monomers and non-hydroxy substituted alkyl (meth)acrylate monomers, and the process provides an improved method for forming low molecular weight acrylic resins useful as components in acrylic coatings. The polymerization solvent can remain in the resin to become a solvent employed in the higher solids coating containing the thus-formed acrylic resins and provides improved electrical resistivity, improved solvency and decreased surface tensions over prior art polymerization solvents.Type: GrantFiled: June 28, 1982Date of Patent: February 26, 1985Assignee: Exxon Research & Engineering Co.Inventors: Constantine J. Bouboulis, Irving Kuntz
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Patent number: 4471100Abstract: A copolymer represented by the general formula: ##STR1## [wherein, A denotes an alkylene group of 2 to 4 carbon atoms, the --A--O--.sub.a chain may have at least one oxy-alkylene unit bonded in any possible order, a denotes an integer of the value of 1 to 100, R.sup.1 and R.sup.2 independently denote a hydrogen atom or a methyl group, X and Y independently denote a monovalent metal atom, a divalent metal atom, an ammonium group, an organic amine group, or --B--O--.sub.b R.sup.3 (wherein, B denotes an alkylene group of 2 to 4 carbon atoms. the --B--O--.sub.b chain may have at least one oxy-alkylene unit bonded in any possible order, b denotes 0 or an integer of the value of 1 to 100, and R.sup.3 denotes a hydrogen atom or an alkyl group of 1 to 20 carbon atoms), Z denotes a structural unit derived from a copolymerizable vinyl monomer, m and n each denote 1 where X and Y are each a monovalent metal atom, an ammonium group, an organic amine group, or --B--O--.sub.b R.sup.Type: GrantFiled: January 15, 1982Date of Patent: September 11, 1984Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Tsuneo Tsubakimoto, Masahiro Hosoido, Hideyuki Tahara
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Patent number: 4459193Abstract: A visible light cure fluid dental composition which comprises at least one polymerizable ethylenically unsaturated material, from 40% to 90% by weight of the composition of at least one particulate filler, and a catalyst which comprises at least one ketone having photosensitive catalytic action selected from fluorenone and .alpha.-diketones and their derivatives, and at least one organic peroxide, and a method for their preparation and use.Type: GrantFiled: March 4, 1982Date of Patent: July 10, 1984Assignee: Imperial Chemical Industries PLCInventors: Maurice J. Ratcliffe, Derek J. Shaw
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Patent number: 4455411Abstract: Acrylamide polymers having remarkably high molecular weights can be obtained by polymerizing acrylamide or a monomer mixture comprising a preponderant quantity of acrylamide in an aqueous medium with the use of a specific redox initiator and a specific azo compound initiator. The polymerization initiator used in this porcess comprises a combination of a persulfate, formaldehyde sodium sufoxylate and 2,2'-azobis-2-amidinopropane.Type: GrantFiled: June 14, 1983Date of Patent: June 19, 1984Assignees: Nitto Kagaku Kogyo Kabushiki Kaisha, Mitsubishi Rayon Co., Ltd., Diafloc Co., Ltd.Inventors: Ryoji Handa, Jun Hosoda, Kenzo Ariyama, Osamu Okushima, Nobuo Kurashige
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Patent number: 4452957Abstract: Homo- and copolymers of quaternary ammonium monomers are prepared directly in dry form by a process which comprises forming a solution of the monomer(s), solvent and a free-radical initiator and simultaneously polymerizing the monomers and drying the solution at a temperature above the boiling point of the solvent.Type: GrantFiled: August 11, 1982Date of Patent: June 5, 1984Assignee: National Starch and Chemical CorporationInventor: Dennis Neigel
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Patent number: 4417035Abstract: Water-emulsifiable hard waxes consisting of homogeneous copolymers of ethylene with from 1 to 8% by weight, based on copolymer, of one or more .alpha.-olefinically unsaturated C.sub.3 -C.sub.8 -carboxylic acids, and having the following characteristic data:Melt index=1,500 to 20 MFI units, measured at 160.degree. C. under 325 g loadAcid number=10-60Hoppler hardness=400-800 bar, measured at 23.degree. C. by DGF standard method M-III 9a (57).Type: GrantFiled: November 13, 1981Date of Patent: November 22, 1983Assignee: BASF AktiengesellschaftInventors: Dieter Oeder, Wolfram Dietsche, Stefan Weiss, Walter Ziegler, Peter Kueppers, Albert Hettche
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Patent number: 4404044Abstract: Aqueous quenching baths containing as an essential constituent a water-soluble salt of a copolymer of maleic, citraconic, or itaconic anhydride and a long chain alpha olefin are useful in quenching metal at cooling rates which are slower than that of water, and may be as slow as or slower than those obtained using a hydrocarbon oil as the quenching medium.Type: GrantFiled: September 8, 1981Date of Patent: September 13, 1983Assignee: E. F. Houghton & Co.Inventor: Joseph F. Warchol
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Patent number: 4404345Abstract: 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: GrantFiled: September 16, 1981Date of Patent: September 13, 1983Assignee: Minnesota Mining and Manufacturing CompanyInventor: Edward W. Janssen
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Patent number: 4396737Abstract: Disclosed is a liquid composition of a polyol(allyl carbonate) monomer; a first, low initiation temperature, short half life, polymerization initiator; and, a second, high initiation temperature, long half life, polymerization initiator. Optionally, a photochromic agent may be present. Also disclosed is a method of polymerizing the composition, and the polymerizate prepared thereby.Type: GrantFiled: November 19, 1981Date of Patent: August 2, 1983Assignee: PPG Industries, Inc.Inventor: Ivan R. Leatherman
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Patent number: 4393183Abstract: An adhesive composition comprising 2-cyanoacrylate and at least one compound selected from the group consisting of R.sub.1 --CH.sub.2 OH, ##STR1## R.sub.1 --CHO, R.sub.1 --CHO hydrate, ##STR2## pentafluorophenol, hexachloroacetone, hexachloroacetone hydrate, chloral and chloral hydrate as cationic-polymerization inhibitor. In the above formulas, R.sub.1 is a fluorinated alkyl or aryl group having up to 12 carbon atoms, and R.sub.2 and R.sub.3 are fluorinated or non-fluorinated alkyl or aryl groups having up to 12 carbon atoms. The above adhesive composition has an excellent storage stability and an improved bonding strength.Type: GrantFiled: December 11, 1981Date of Patent: July 12, 1983Assignee: Toagosei Chemical Industry Co., Ltd.Inventors: Kaoru Kimura, Kyoji Sugiura
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Patent number: 4391960Abstract: An improvement in the process for the polymerization of vinyl halide polymers comprising polymerizing at least one vinyl halide and, optionally, other olefinically-unsaturated monomers copolymerizable with vinyl halides, in an aqueous dispersion in the presence of free-radical-forming polymerization initiators, dispersants and, optionally, other additives in the presence of an inhibitor of polymer deposits and recovering said vinyl halide polymers, the improvement consisting essentially of adding to the reaction mixture from 10 to 1,000 ppm, based on the monomers, of at least one carbonyl compound having the formula: ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen and a hydrocarbon having from 1 to 9 carbon atoms selected from the group consisting of alkyl, aryl, alkaryl and aralkyl; R.sup.Type: GrantFiled: June 4, 1981Date of Patent: July 5, 1983Assignee: Wacker-Chemie GmbHInventors: Willi Kleine, Werner Frey
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Patent number: 4356003Abstract: Copolymers are described of at least 75% by weight of tert-butyl styrene, from 1% to 24% by weight of a copolymerizable second monomer and from 1% to 10% by weight of methacrylic acid, the copolymers having certain specified solubility and rheological characteristics in AVTUR 50 aviation kerosene. A process for making the copolymers by aqueous emulsion polymerization of the monomers under certain defined conditions is also described. The copolymers are useful as additives to liquid hydrocarbon aircraft fuels for the purpose of reducing the tendency of such fuels to form inflammable mists under shock conditions.Type: GrantFiled: February 25, 1980Date of Patent: October 26, 1982Assignee: Imperial Chemical Industries LimitedInventors: Herbert Brooks, Frederick A. Waite
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Patent number: 4352723Abstract: This invention is diected to dual UV and heat activated compositions comprising(1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH.sub.3, R.sub.1 is an organic moiety and n is 2 to 4, hereinafter referred to as the ethylenically unsaturated compound,(2) a photoinitiator, and(3) a substituted or unsubstituted pinacol.The exposure to UV radiation and heat in seriatim or simultaneously results in a cured solid product which can be utilized as coatings, gaskets, sealants, resists and the like.Type: GrantFiled: March 16, 1981Date of Patent: October 5, 1982Assignee: W. R. Grace & Co.Inventor: Charles R. Morgan
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Patent number: 4347111Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R.sub.2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R.sub.3 and R.sub.4, which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R.sub.5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R.sub.6 is hydrogen or methyl, with the proviso that not all of R.sub.1 to R.sub.6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.Type: GrantFiled: November 26, 1979Date of Patent: August 31, 1982Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Jurgen Gehlhaus, Manfred Kieser
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Patent number: 4340453Abstract: A coating composition is disclosed which is curable under the influence of ultraviolet light and which comprises a U.V.-curable binder, a photoinitiator and as accelerator a polycyclic condensation product of formaldehyde or acetaldehyde and an aliphatic or cycloaliphatic diprimary 1,2-diamine. The U.V.-curable binder is preferably an adduct containing at least one isocyanate group of (a) an acrylic or methacrylic hydroxy ester having 5 to 20 carbon atoms and (b) a polyisocyanate having 4 to 44 carbon atoms and 2 to 4 isocyanate groups.Type: GrantFiled: April 9, 1980Date of Patent: July 20, 1982Assignee: Akzo N.V.Inventor: Arie Noomem
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Patent number: 4339567Abstract: Substances (I) capable of being converted into higher-molecular weight materials under the influence of a cationic catalyst, such as 1,2-epoxides, aminoplasts, vinyl monomers or prepolymers, or phenoplasts, are so converted by exposure to actinic radiation in the presence of a sulphoxonium salt (II) of formula ##STR1## where P denotes zero or 1,R.sup.6 denotes an arylene or aralkylene group,R.sup.7 denotes --H or a group of formula ##STR2## R.sup.8 denotes an alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aryl, or aralkyl group,R.sup.9 has the same meaning as R.sup.8 but may alternatively represent a dialkylamino group or, if R.sup.8 represents an alkyl group, R.sup.9 may represent an arylamino group,R.sup.10 and R.sup.11 each independently have the same meaning as R.sup.8 but may also each denote --H,r represents 1, 2, or 3,Z.sup.r- denotes an r-valent anion of a protic acid, and q denotes zero when p denotes zero, or zero or 1 when p denotes 1.Type: GrantFiled: February 23, 1981Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: George E. Green, Edward Irving
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Patent number: 4321118Abstract: Aromatic-aliphatic ketones of the formulae I, II, III or IV ##STR1## wherein n is 1 or 2, Ar is an aryl radical, R.sup.1 and R.sup.2 are monovalent aliphatic, cycloaliphatic or araliphatic radicals, R.sup.3 is a direct bond or a divalent organic radical, X is a hydroxyl or amino group or the monovalent etherification or silylation products thereof, and X' is a divalent amino, ether or silyloxy group, Y is a direct bond or CH.sub.2 and Z is O, S, SO.sub.2, CH.sub.2 or C(CH.sub.3).sub.2, are suitable sensitizers for the photopolymerization of unsaturated compounds and for the photochemical crosslinking of polyolefins. Some of these compounds are novel and can be obtained by methods analogous to those for obtaining the known compounds of this type.Type: GrantFiled: December 19, 1979Date of Patent: March 23, 1982Assignee: Ciba-Geigy CorporationInventors: Louis Felder, Rudolf Kirchmayr, Rinaldo Husler
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Patent number: 4318791Abstract: Aromatic-aliphatic ketones of the formulae I, II, III or IV ##STR1## wherein n is 1 or 2, Ar is an aryl radical, R.sup.1 and R.sup.2 are monovalent aliphatic, cycloaliphatic or araliphatic radicals, R.sup.3 is a direct bond or a divalent organic radical, X is a hydroxyl or amino group or the monovalent etherification or silylation products thereof, and X' is a divalent amino, ether or silyloxy group, Y is a direct bond or CH.sub.2 and Z is O, S, SO.sub.2, CH.sub.2 or C(CH.sub.3).sub.2, are suitable sensitizers for the photopolymerization of unsaturated compounds and for the photochemical crosslinking of polyolefins. Some of these compounds are novel and can be obtained by methods analogous to those for obtaining the known compounds of this type.Type: GrantFiled: December 18, 1978Date of Patent: March 9, 1982Assignee: Ciba-Geigy CorporationInventors: Louis Felder, Rudolf Kirchmayr, Husler
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Patent number: 4315807Abstract: Aromatic-aliphatic ketones of the formulae I, II, III or IV ##STR1## wherein n is 1 or 2, Ar is an aryl radical, R.sup.1 and R.sup.2 are monovalent aliphatic, cycloaliphatic or araliphatic radicals, R.sup.3 is a direct bond or a divalent organic radical, X is a hydroxyl or amino group or the monovalent etherification or silylation products thereof, and X' is a divalent amino, ether or silyloxy group, Y is a direct bond or CH.sub.2 and Z is O, S, SO.sub.2, CH.sub.2 or C(CH.sub.3).sub.2, are suitable sensitizers for the photopolymerization of unsaturated compounds and for the photochemical crosslinking of polyolefins. Some of these compounds are novel and can be obtained by methods analogous to those for obtaining the known compounds of this type.Type: GrantFiled: December 28, 1979Date of Patent: February 16, 1982Assignee: Ciba-Geigy CorporationInventors: Louis Felder, Rudolf Kirchmayr, Rinaldo Husler
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Patent number: 4315089Abstract: Abstract of the disclosure: Novel polymers which have K values of from 20 to 140 and which contain structural units of the general formula--CH.sub.2 --C(R.sup.1 A)--where R.sup.1 is H or CH.sub.3 and A is an aromatic radical which contains aldehyde groups and has the formula ##STR1## where R.sup.2 is H, OH, O-alkyl, alkoxyalkyl or O--Si(CH.sub.3).sub.3. The polymers are prepared by polymerizing the corresponding monomers CH.sub.2 .dbd.C(R.sup.1 A) in the presence of free-radical initiators.Type: GrantFiled: November 13, 1979Date of Patent: February 9, 1982Assignee: BASF AktiengesellschaftInventors: Herbert Naarmann, Guenter Wulff, Ahmed Akelah
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Patent number: 4295948Abstract: A photohardenable adhesive comprising, as a photopolymerizable agent, acrylic acid.Type: GrantFiled: September 20, 1979Date of Patent: October 20, 1981Assignee: Battelle Memorial InstituteInventors: Alain Roman, Pierre Chevreux, Manfred Wust, Jacques Ehretsmann
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Patent number: 4296224Abstract: A water and oil repellent essentially consisting of a copolymer comprising units of (a) at least one of fluoroalkyl group-containing polymerizable compounds and of (b) at least one of 2-hydroxy-3-chloropropyl acrylate and methacrylate of the formula:CH.sub.2 .dbd.CRCOOCH.sub.2 CH(OH)CH.sub.2 Clwherein R is hydrogen or methyl, which is highly resistant to laundering and dry cleaning.Type: GrantFiled: September 26, 1979Date of Patent: October 20, 1981Assignee: Daikin Kogyo Co., Ltd.Inventors: Shosin Fukui, Tadashi Akazawa
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Patent number: 4279718Abstract: Compounds added to initiate photopolymerization of monomers to produce polymeric coatings include compounds of the formula ##STR1## wherein Ar is phenyl or naphthyl,R is hydrogen, alkyl with 1-4 carbon atoms, alkoxy with 1-4 carbon atoms, halogen, dialkylamino with 1-4 carbon atoms in each alkyl group, carboxyl, or alkoxycarbonyl with 1-4 carbon atoms in the alkoxy group,X is alkylene having 3 to 6 carbon atoms or alkylene having 6 to 72 carbon atoms interrupted by at least one member selected from the group consisting of ##STR2## and the precursor of X being a polyol having 3 to 6 hydroxyls and having a hydroxyl number of from 100 to 1850,R.sub.1 is hydrogen or methyl,n is a number with a value from about 2 to about 5, andn+m is a number with a value from about 3 to about 6.Type: GrantFiled: October 1, 1979Date of Patent: July 21, 1981Assignee: Bayer AktiengesellschaftInventors: Karl-Ernst Schuster, Hans Rudolph, Wolfram Mayer, Hans J. Rosenkranz
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Patent number: 4279721Abstract: Mixtures of (A) a mercaptophenyl ketone of the formula I ##STR1## in which n is 1 or 2, Ar is an unsubstituted or substituted aryl radical or a hetero-aromatic radical, R.sup.1 is hydrogen, alkyl or, if n is 1, also --SCH.sub.2 X and X, if n is 1, is one of the groups --CH(R.sup.2)--OH, --CH(R.sup.2)--O--CO--R.sup.5, --CH.sub.2 SH or --(CH.sub.2).sub.1-3 --NR.sup.3 R.sup.4, in which R.sup.2 is hydrogen, methyl, phenyl or one of the groups --CH.sub.2 OH, --CH.sub.2 --NR.sup.3 R.sup.4 or --CH.sub.2 --OR.sup.6, R.sup.3 and R.sup.4 independently of one another are hydrogen, alkyl or hydroxyalkyl, or R.sup.3 and R.sup.4 together are 1,4-butylene, 1,5-pentylene or 3-oxa-1,5-pentylene, and R.sup.5 and R.sup.6 are monovalent hydrocarbon radicals, and X, if n is 2, is alkylene, vinylene, phenylene or one of the divalent groups --CH.sub.2 S--SCH.sub.2 --, --CH(R.sup.2)--O--CO--O--CH(R.sup.2)--, --CH(R.sup.2)--O--CO--R.sup.7 --CO-- OCH(R.sup.2)--, --CO--O--R.sup.8 --O--CO--, --CH.sub.2 COO--R.sup.8 --OOCCH.sub.Type: GrantFiled: May 16, 1979Date of Patent: July 21, 1981Assignee: Ciba-Geigy CorporationInventors: Rudolf Kirchmayr, Louis Felder
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Patent number: 4267103Abstract: Carboxyl or carboxyl salt containing polymers are prepared by polymerizing carboxyl containing monomers wherein greater than one percent of the carboxyl groups are neutralized with an alkali, ammonia or an amine, optionally copolymerized with other vinylidene monomers containing at least one terminal CH.sub.2 .dbd.CH< group dissolved in a solvent for the monomers which is a non-solvent for the polymer with a free radical catalyst, so that the resulting polymer is obtained suspended as a fine, readily recoverable substantially non-swollen fine powder. The solvents used are moderately to strongly hydrogen bonded and have solubility parameters of from about 8 to 15.Type: GrantFiled: December 7, 1978Date of Patent: May 12, 1981Assignee: The B. F. Goodrich CompanyInventor: Louis Cohen
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Patent number: 4259454Abstract: Curable organic resin compositions, such as epoxy resins, are provided, based on the use of dialkyl hydroxy arylsulfonium salts in combination with certain orgainc oxidants such as iodosoaromatic esters, or the use of certain amines or transition metals in combination with organic peroxides. The curable compositions can provide flexible or rigid organic resin foam when used with a volatile organic solvent as a result of exothermic heat of cure.Type: GrantFiled: June 9, 1980Date of Patent: March 31, 1981Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4257859Abstract: Quaternary ammonium compounds of the formula ##STR1## where R.sup.1 and R.sup.2 are identical or different and each is H, halogen, phenyl, alkyl, alkoxy or alkylthio,R.sup.3 is H or alkyl, hydroxyalkyl, cycloalkyl or aralkyl,R.sup.4 and R.sup.5 are identical or different and each is alkyl, phenyl, cycloalkyl or aralkyl orR.sup.4 and R.sup.5 together are a --(CH.sub.2).sub.4 -- bridge, a --(CH.sub.2).sub.5 -- bridge or a --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 -- bridge,R.sup.6 is alkyl andX.sup..crclbar. is Cl.sup..crclbar., Br.sup..crclbar., I.sup..crclbar., CH.sub.3 SO.sub.4.sup..crclbar. or C.sub.2 H.sub.5 SO.sub.4.sup..crclbar., a process for their preparation from Mannich bases of the formula ##STR2## and alkylating agents, and the use of these quaternary ammonium compounds as initiators for the photopolymerization of polymerizable mixtures containing olefinically unsaturated compounds, especially for the preparation of aqueous polymer dispersions or polymer solutions.Type: GrantFiled: July 12, 1979Date of Patent: March 24, 1981Assignee: BASF AktiengesellschaftInventors: Martin Fischer, Werner Kuesters, Erich Penzel, Wolfgang Rehder, Walter Trautmann
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Patent number: 4254247Abstract: An initiator for the anionic polymerization of vinyl monomers and dienic monomers comprises the product from the association of an alkali metal amide and the salt from at least one hydroxylated compound with the same alkali metal in an aprotic solvent. The hydroxylated compound is a primary, secondary, or tertiary alcohol. The hydroxylated compound may be a member selected from the group consisting of an alcohol substituted by an heterocyclic group, alcohols containing ethylenic unsaturation, alcohols substituted by an aromatic group, alicyclic alcohols, aromatic alcohols, polyhydroxy compounds, ether-alcohols, polyether-alcohols, and enols from ketones and amino acids.Type: GrantFiled: May 24, 1977Date of Patent: March 3, 1981Assignee: Societe Nationale des Poudres et ExplosifsInventors: Sylvie L. Boileau, Paul J. Caubere, Serge L. Lecolier, Serge F. Raynal
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Patent number: 4251651Abstract: An amphoteric polyelectrolyte which is useful as a paper additive capable of imparting dry strength to paper, a high molecular flocculant, a high molecular dehydrating agent or the like is prepared by copolymerizing a cationic vinyl monomer such as .beta.-methacryloxyethyl trimethylammonium chloride, an anionic vinyl monomer such as acrylic acid and a vinyl monomer such as acrylamide, optionally with a nonionic vinyl monomer such as acrylonitrile, in a solvent in the presence of a catalyst.Type: GrantFiled: May 19, 1978Date of Patent: February 17, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Shigenao Kawakami, Shigeru Ura, Naoyoshi Jinno, Shin-Ichi Isaoka, Wataru Tohoma
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Patent number: 4237253Abstract: Copolymers having the formula ##STR1## where B represents Na, K, NH.sub.4, ##STR2## or 2-amino-2-methylpropanol-1, R.sub.1 and R.sub.2 represent hydrogen or -(X) OH; X represents an alkylene having 1-3 carbon atoms or alkylene substituted by at least one hydroxy methyl, M represents at least one unsaturated monomer selected from acrylamides or methacrylamides substituted on the nitrogen by alkyl, the acrylates or methacrylates of monoalkyl ether of ethylene glycol or of polyethylene glycol, and N-vinylpyrrolidone, x is 22-64 mole percent, y is 13-71 mole percent, z is 6-23 mole percent, v is 0-22 mole percent and x+y+z+v is equal to 100 mole percent, can be produced by copolymerizing N,N-dimethylamino-2 ethyl methacrylate, methyl methacrylate, methacrylic acid and optionally at least one other monomer corresponding to M.Type: GrantFiled: April 18, 1978Date of Patent: December 2, 1980Assignee: L'OrealInventors: Bernard Jacquet, Claude Mahieu, Christos Papantoniou
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Patent number: 4229547Abstract: This invention relates to a new and improved quiescent polymerization process which produces spherical beads of polymer having excellent porosity and unusually high bulk density. The process comprises polymerizing discrete droplets of liquid monomer containing a monomer-soluble free radical type catalyst while suspended in an aqueous mucilage having plastic flow properties and in the presence of a nonionic surfactant having the proper Hydrophile-Lipophile Balance (HLB), such as, for example, sorbitan monooleate. The porous bead polymers have the advantage of providing for lower cost bulk shipping, better extrusion feed, and for easy monomer stripping.Type: GrantFiled: March 19, 1979Date of Patent: October 21, 1980Assignee: The B. F. Goodrich CompanyInventors: Louis Cohen, Pijus K. Basu
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Patent number: 4226966Abstract: A method for suspension polymerizing vinyl chloride monomer, or a mixture thereof with copolymerizable monomers, employs as a suspension stabilizer a partially saponified polyvinyl alcohol having a degree of saponification between about 60 and about 90 mol percent, and a solubility-in-methanol index at 55.degree. C. in a range of up to about 60 percent.Type: GrantFiled: February 23, 1978Date of Patent: October 7, 1980Assignee: Kurara Co., Ltd.Inventors: Makoto Shiraishi, Hiroshi Uchida, Yoshinori Koizumi, Akira Saito
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Patent number: 4223120Abstract: Terpolymers of maleic anhydride, acrylamide or methacrylamide and a third monomer consisting of octene, styrene and the like.Copolymers of maleic anhydride and acrylamide or methacrylamide.Use of the hydrolyzed form of the terpolymer as a scale control agent.Novel process employing a mixture of aromatic and ketonic solvent and a temperature of at least 120.degree. C. which renders the polymers of the invention insoluble in water at ambient temperature.Type: GrantFiled: December 8, 1978Date of Patent: September 16, 1980Assignee: Pfizer Inc.Inventor: Stephen R. Kurowsky
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Patent number: 4211730Abstract: A polymer having as a component thereof a moiety corresponding to a monomer having the following formula ##STR1## wherein n=0 or 1, X is bromine, chlorine or a mixture thereof and R represents hydrogen or methyl, a method of preparing the same and the use of such a polymer, including a copolymer thereof in a plastic composition containing a normally flammable plastic.Type: GrantFiled: July 10, 1978Date of Patent: July 8, 1980Assignee: Dynamit Nobel AktiengesellschaftInventors: Norbert Vollkommer, Egon N. Petersen, Herbert Klinkenberg, Werner Schmidt
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Patent number: 4200720Abstract: Low molecular weight polymers of an unsaturated dicarboxylic anhydride monomer (e.g., maleic anhydride) and a copolymerizable monomer (e.g., styrene) are prepared by an improved process which comprises polymerizing the monomers in the presence of the hydroxide or a nucleophilic salt of a monovalent cation (e.g., a nucleophilic salt or the hydroxide of the ammonium cation, a quaternary ammonium compound, a protonated primary, secondary or tertiary amine, a sulfonium compound, a phosphonium compound or an alkali metal cation). By the practice of this process, low molecular weight polymers are conveniently and economically obtained without the use of high catalyst concentrations, high temperatures, conventional chain transfer agents, high boiling chain transfer solvents or combinations thereof.Type: GrantFiled: August 24, 1978Date of Patent: April 29, 1980Assignee: The Dow Chemical CompanyInventors: Syamalarao Evani, Russell J. Raymond
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Patent number: 4195147Abstract: The preparation of water dispersible amine-functional copolymers is disclosed in which a mixture of ethylenically unsaturated material including amine-functional monomer is slowly added to a heated heel of water miscible organic solvent containing a solubilizing acid in an amount to neutralize from 25% to 90% of the amine functionality in the copolymer, but insufficient to provide a pH below 5 when the copolymer is dispersed in aqueous medium.Type: GrantFiled: February 22, 1979Date of Patent: March 25, 1980Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Raj Shah
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Patent number: 4187363Abstract: A method of achieving chain transfer in the polymerization of a vinyl chloride monomer to polyvinyl chloride, utilizing aldehydes of 3 to 6 carbon atoms as the chain transfer agent and treating the polymerization mixture with an alkali bisulfite, such as sodium bisulfite or potassium bisulfite solution after the vinyl chloride monomer has been stripped from the polymerization mixture to obtain modified polyvinyl chloride having improved compounded physical properties.Type: GrantFiled: May 24, 1978Date of Patent: February 5, 1980Assignee: The Goodyear Tire & Rubber CompanyInventors: Richard A. Marshall, Edwin S. Smith, Frank A. Cich
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Patent number: 4180637Abstract: Low molecular weight polymers of an unsaturated dicarboxylic anhydride monomer (e.g., maleic anhydride) and a copolymerizable monomer (e.g., styrene) are prepared by an improved process which comprises polymerizing the monomers in the presence of the hydroxide or a nucleophilic salt of a monovalent cation (e.g., a nucleophilic salt or the hydroxide of an ammonium compound or of an alkali metal). By the practice of this process, low molecular weight polymers are conveniently and economically obtained without the use of high catalyst concentrations, high temperatures, conventional chain transfer agents, high boiling chain transfer solvents or combinations thereof.Type: GrantFiled: November 7, 1977Date of Patent: December 25, 1979Assignee: The Dow Chemical CompanyInventors: Syamalarao Evani, Russell J. Raymond
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Patent number: 4168359Abstract: Novel copolymers of maleic anhydride and dimers of cyclic conjugated dienes such as cyclopentadiene in which the maleic anhydride/dimer mole ratio ranges from 1/1 to 2/1. The copolymers are prepared by heating the dimer and maleic anhydride at a temperature of 50.degree.-170.degree. C., in the presence of a polar solvent and a free radical precursor which has a half-life of no more than 2 hours at the reaction temperature.Type: GrantFiled: April 21, 1977Date of Patent: September 18, 1979Assignee: Borg-Warner CorporationInventor: Norman G. Gaylord
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Patent number: 4163091Abstract: The polymerization of chloroprene in the presence of an inorganic peroxy compound, anthraquinone-2-sulphonic acid-alkali salt and formamidine sulphinic acid.Type: GrantFiled: June 14, 1977Date of Patent: July 31, 1979Assignee: Bayer AktiengesellschaftInventors: Hans-Jurgen Pettelkau, Gerhard Hohmann
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Patent number: 4155937Abstract: Benzoyl peroxide compounds containing reactive substituents are used to initiate the formation of telechelic polymers.Type: GrantFiled: May 2, 1969Date of Patent: May 22, 1979Assignee: Polaroid CorporationInventor: Howard C. Haas
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Patent number: 4147850Abstract: By conducting solution polymerization in the presence of minor amounts of water, higher molecular weight polymers are obtained.Type: GrantFiled: May 18, 1977Date of Patent: April 3, 1979Assignee: Rohm and Haas CompanyInventors: Thomas W. Hutton, Pamela J. Rogers
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Patent number: 4145494Abstract: In the aqueous emulsion free radical polymerization of dienes and copolymerization of dienes and vinyl monomers using mercaptan modifiers there is added at at least 75% conversion a large amount of mercaptan modifier as compared to that previously added and the polymerization is stopped at about 90-99+% conversion to provide processable polymers having a reduced amount of or no gel.Type: GrantFiled: May 10, 1978Date of Patent: March 20, 1979Assignee: The General Tire & Rubber CompanyInventor: Terry C. Neubert
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Patent number: 4129704Abstract: A diperoxyester mixture composition is provided comprising at least two symmetrical diperoxyesters and at least one unsymmetrical diperoxyester, a method of preparing such a composition, and the use of such a composition in vinyl monomer polymerization and in curing unsaturated polyester resin.Type: GrantFiled: January 25, 1978Date of Patent: December 12, 1978Assignee: Pennwalt CorporationInventor: Jose Sanchez
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Patent number: 4128709Abstract: A polymer having as a component thereof a moiety corresponding to a monomer having the following formula ##STR1## WHEREIN N = 0 OR 1, X is bromine, chlorine or a mixture thereof and R represents hyrogen or methyl, a method of preparing the same and the use of such a polymer, including a copolymer thereof in a plastic composition containing a normally flammable plastic.Type: GrantFiled: June 17, 1976Date of Patent: December 5, 1978Assignee: Dynamit Nobel AktiengesellschaftInventors: Norbert Vollkommer, Egon N. Petersen, Herbert Klinkenberg, Werner Schmidt
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Patent number: RE29871Abstract: A fatty composition for use in producing cosmetic compositions comprising a mixture of at least one cosmetic fatty body and at least one non-toxic copolymer of the formula: ##STR1## wherein R.sub.1 represents a saturated hydrocarbon chain, linear or branched, having from 1-19 carbon atoms;R.sub.2 represents a member selected from the group consisting ofA. ##STR2## wherein R.sub.4 has the same meaning as R.sub.1 but is different from R.sub.1 in the same copolymer,B. --CH.sub.2 --R.sub.5, wherein R.sub.5 represents a saturated hydrocarbon chain, linear or branched, having from 5-25 carbon atoms,C. --O--R.sub.6, wherein R.sub.6 is a saturated hydrocarbon chain having from 2 to 18 carbon atoms, andD. ##STR3## wherein R.sub.7 is a saturated hydrocarbon chain, linear or branched, having from 1-19 carbon atoms, andR.sub.3 represents hydrogen when R.sub.2 represents (a), (b), or (c) or R.sub.3 represents .Iadd.hydrogen or .Iaddend.methyl when R.sub.2 represents (d).Type: GrantFiled: March 11, 1977Date of Patent: December 26, 1978Assignee: L'OrealInventors: Christos Papantoniou, Jean Boulogne