Aromatic Alcohol Moiety Patents (Class 560/221)
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Patent number: 4612386Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.Type: GrantFiled: December 17, 1981Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4607082Abstract: Disclosed are novel catalyst systems and method for curing a peroxide-curable ethylenically unsaturated (e.g. acrylic or vinyl) composition wherein the catalyst system is a combination of the peroxide curing agent and a Cu.sup.+1 activator or a combination of a peroxide curing agent and an activator system comprising a furfuryl alcohol and an acid catalyst. Also disclosed is a new catalyst system for curing ring compounds (e.g. epoxides) which comprises a combination of ferrocene and a diazonium salt of a Lewis acid. Preferred curable compositions are adhesives and especially acrylic adhesives and epoxy adhesives. Also disclosed is a new adhesion promoter which improves the adhesion of acrylic adhesive.Type: GrantFiled: July 2, 1984Date of Patent: August 19, 1986Assignee: Three Bond Co., Ltd.Inventor: Vincent D. McGinniss
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Patent number: 4578508Abstract: A fluoroacrylate ester monomer having the formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of saturated aliphatic hydrocarbons having from 1 to about 3 carbon atoms and R.sub.3 is selected from the group consisting of hydrogen and methyl. The monomer has a water-repellent "umbrella" of 3 gem bis trifluoromethyl groups around the acrylate monomer which do not interfere with the acrylate properties. Polymerization of the monomer results in a stable, exceptionally hydrophobic, linear thermoplastic polymer. The invention also includes processes for making the monomer from a diether halide and certain novel intermediates.Type: GrantFiled: February 26, 1985Date of Patent: March 25, 1986Assignee: Geo-Centers, Inc.Inventors: James R. Griffith, Jacques G. O'Rear
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Patent number: 4555574Abstract: A methacrylic ester which functions as the main unit of a polymer or copolymer which is useful as an agent to optically resolve racemic mixtures of compounds.Type: GrantFiled: July 11, 1984Date of Patent: November 26, 1985Assignee: Daicel Chemical Industries, Ltd.Inventors: Heimei Yuki, Yoshio Okamoto
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Patent number: 4511732Abstract: Photocurable polyacrylate or methacrylate compounds which exhibit extremely low, neat viscosities while at the same time maintaining the high cure response of other related photocurable materials may be represented by the general formula: ##STR1## wherein R is hydrogen or methyl, R' is C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 alkyl ether alkyl and A is the residue of a diol or dicarboxylic acid, preferably a diphenol such as Bisphenol A. The process for preparing these materials involves reacting a C.sub.1 -C.sub.8 aliphatic alcohol or C.sub.3 -C.sub.8 aliphatic ether alcohol with a diglycidyl ether or ester and esterifying the remaining hydroxyl groups with acrylic or methacrylic acid.Type: GrantFiled: April 25, 1983Date of Patent: April 16, 1985Assignee: Celanese CorporationInventor: Darrell D. Hicks
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Patent number: 4477640Abstract: Novel polymers having high activity as cationic surface-active agents are prepared by the addition polymerization of ethylenically unsaturated aromatic sulfonium salts, e.g., ##STR1## When such polymers are heated and/or dried, they are irreversibly converted to inert, nonionic residues without the elimination of odorous by-products. The novel sulfonium salt polymers having relatively low molecular weight and low charge density are particularly useful as surfactants or emulsifiers in the emulsion polymerization of ethylenically unsaturated monomers such as styrene, butadiene, alkyl acrylates and the like. The polymers having high molecular weight and high charge density are useful as thickeners and flocculants.Type: GrantFiled: September 24, 1982Date of Patent: October 16, 1984Assignee: The Dow Chemical CompanyInventors: Donald L. Schmidt, Thomas C. Klingler, Ritchie A. Wessling
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Patent number: 4474982Abstract: 1-Halomethyl-2-alkoxyethyl acrylates and methacrylates useful for making acrylate and methacrylate polymers and copolymers. Preferred monomers are used to prepare fluorochemical copolymers which impart oil and water repellency to cellulosic materials and textile fibers. The fluorochemical copolymers are derived (by weight) from about 1 to 30% of the preferred monomers, 60 to 80% fluorochemical acrylate, 1 to 15% glycidyl acrylate or methacrylate, 1 to 6% of certain cationic acrylates or methacrylates, and 0 to 20% vinylidene chloride.Type: GrantFiled: October 13, 1982Date of Patent: October 2, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventor: Richard D. Howells
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Patent number: 4468524Abstract: This invention pertains to an acrylate or methacyrate of monohydric or dihydric, mononuclear or binuclear phenols which are substituted by allyl, methallyl or 1-propenyl groups, or hydroxyalkyl ethers thereof.The acrylates or methacrylates of the invention can be used in compositions useful in a casting or impregnating resin, adhesive, lacquer and binder which can be cured by irradiation and/or heat.Type: GrantFiled: September 16, 1982Date of Patent: August 28, 1984Assignee: Ciba-Geigy CorporationInventors: Sheik A. Zahir, Sameer H. Eldin
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Patent number: 4452998Abstract: A diacrylate monomer represented by the formula: ##STR1## wherein R represent CF.sub.3 or C.sub.2 F.sub.5, R' represents --H or --sub.3, R" represents H or --(CF.sub.2).sub.n F, and n is an integer from 1 to 10, and polymer therefrom.Type: GrantFiled: August 6, 1982Date of Patent: June 5, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventors: James R. Griffith, Jacques G. O'Rear
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Patent number: 4452993Abstract: Novel heat-curable acrylic-terminated monomers are provided which exhibit an optically anisotropic melt phase at a temperature which enables it to undergo melt processing in the formation of molded articles, etc. The monomers are capable of being heat-cured at temperatures in excess of the melt processing temperatures to produce a thermoset self-reinforced composite. The monomer may, for example, consist essentially of the reaction product of p-acryloyloxybenzoic acid and a difunctional aromatic moiety in a molar ratio of about 2:1.Type: GrantFiled: May 24, 1982Date of Patent: June 5, 1984Assignee: Celanese CorporationInventors: Anthony B. Conciatori, Eui W. Choe, Gerald Farrow
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Patent number: 4438278Abstract: Compounds useful in making crosslinkable polymers having the formula (I): ##STR1## wherein R is hydrogen or methyl; R.sup.1 is cyano or ##STR2## wherein R.sup.2 is alkyl; Z is --X--R.sup.3 --X--or ##STR3## wherein each --X-- is --O-- or --NR.sup.4 --, provided at least one --X-- is --NR.sup.4 -- wherein R.sup.4 is hydrogen or alkyl, R.sup.3 is divalent hydrocarbon and D.sub.1 and D.sub.2 together are the carbon atoms necessary to complete a 5 to 7 membered ring. These compounds can be homopolymerized or copolymerized with each other or with other polymerizable ethylenically unsaturated monomers to give crosslinkable polymers. Such polymers can be purified by conventional purification techniques such as dialysis, diafiltration, ultrafiltration without losing their capability of crosslinking. The resulting purified polymers are particularly useful in photographic materials as gelatin extenders, binders or polymeric color couplers.Type: GrantFiled: April 19, 1982Date of Patent: March 20, 1984Assignee: Eastman Kodak CompanyInventors: Ignazio S. Ponticello, Kenneth R. Hollister, Richard C. Tuites
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Patent number: 4422870Abstract: 2-Aryl-1, 3-cyclohexanedione enol ester compounds exhibit outstanding miticidal,mite ovicidal and herbicidal activity.Type: GrantFiled: March 28, 1977Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4423064Abstract: This invention relates to novel ester compounds derived from alkynoic acids and to their preparation. This invention is also directed to insecticidal and miticidal compositions comprising an acceptable carrier and an insecticidally or miticidally effective amount of a novel ester compound of this invention as well as a method of controlling pests by subjecting them to an insecticidally or miticidally effective amount of a novel ester compound of this invention.Type: GrantFiled: June 29, 1981Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4415748Abstract: Intermediates and Process For Insecticidal Synthetic Pyrethroids Compounds of the formulas ##STR1## and their use in a process for preparing a pyrethroid insecticide of the formula ##STR2## wherein R is a substituted or unsubstituted biphenylmethyl radical or 4-phenyl-2-indanyl radical are disclosed and exemplified.Type: GrantFiled: August 6, 1981Date of Patent: November 15, 1983Assignee: FMC CorporationInventors: William G. Scharpf, Michael S. Glenn
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Patent number: 4390714Abstract: Tertiary aromatic amines derived from aminoglutethimide or para-aminophenylacetic acid act as accelerators for the peroxide catalyzed polymerization of acrylic resins, especially methacrylates, acrylates and unsaturated polyesters. The amines are characterized by good hardening, strength, color and toxicity characteristics, and are thereby particularly suited for use in the filling and restoration of human teeth and the cementing of bone.Type: GrantFiled: July 7, 1980Date of Patent: June 28, 1983Assignee: American Dental Association Health FoundationInventor: Harold Argentar
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Patent number: 4388421Abstract: Novel compounds used as polymerizable monomers in a dental adhesive composition, and having a general formula (1): ##STR1## wherein R.sup.2 is a carboxyl group and R.sup.3 is a hydrogen atom when R.sup.1 is a methyl group, and R.sup.2 is a hydroxyl group and R.sup.3 is a carboxyl group when R.sup.1 is a hydrogen atom, that is, N-methyl-N-(2-hydroxy-3-methacryloyloxypropyl)-m-aminobenzoic acid and 2-hydroxy-4-[(2-hydroxy-3-methacryloyloxypropyl)amino]benzoic acid are disclosed.Type: GrantFiled: December 14, 1981Date of Patent: June 14, 1983Assignee: Lion CorporationInventors: Shin-ichi Suzuki, Shinya Kitoh, Haruhiko Toda, Moriaki Higo
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4365032Abstract: A monoester compound of a 2,2'-alkylidene bis(4,6-di-substituted phenol) useful as an antioxidant in synthetic polymers having good resistant to oxides of nitrogen fumes, represented by the formula (I), ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents a C.sub.1-4 alkyl group, a C.sub.5-6 cycloalkyl group or a methyl-substituted C.sub.5-6 cycloalkyl group; and one of R.sub.3 and R.sub.4 represents a hydrogen atom and the other represents a hydrogen atom or a C.sub.1-10 alkyl group or both of them represent a methyl group; R.sub.5 represents a C.sub.4-9 alkyl group, a C.sub.3-7 cycloalkyl group, a C.sub.2-4 alkenyl group, a phenyl group, a C.sub.1-4 alkyl-substituted phenyl group, a C.sub.1-4 alkoxy-substituted phenyl group, a mono- or di- C.sub.1-4 alkyl-substituted hydroxyphenyl group, a styryl group, a benzyl group or a pyridyl group, and a method of preparing such a monoester compound.Type: GrantFiled: November 4, 1981Date of Patent: December 21, 1982Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Akihiko Yosizato, Yoshinori Morifuji, Kunio Kondo, Masatsugu Yoshino
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Patent number: 4363817Abstract: Disclosed are C-9 enol acylate analogs of E.sub.1 and E.sub.2 prostaglandins which are variously useful as bronchodilators, gastric anti-secretory agents and cyto-protective agents.Type: GrantFiled: August 27, 1981Date of Patent: December 14, 1982Assignee: Miles Laboratories, Inc.Inventor: William G. Biddlecom
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Patent number: 4362889Abstract: A family of polyfunctional surface-active comonomers which act to improve the adhesion between a resin or composite material and solid surfaces capable of binding polyvalent cations is described. These polyfunctional surface-active comonomers, or "PolySACs", are preferably the reaction product of an epoxy acrylate or methacrylate and an aminobenzoate. The adhesion of the resin or composite material to certain solid surfaces is also improved by the preparatory treatment of these surfaces with a monobasic acid of intermediate strength followed by treatment with a mordant.In its most preferred form the invention is employed in reconstructive dental work to improve the adhesion between a resin or composite material and dentin. The dentin is cleansed with isotonic formic acid, treated with an isotonic ferric chloride mordant and then treated with a PolySAC which is the reaction product of an oligomeric diglycidyl ether, acrylic acid and lithium ortho-aminobenzoate. The resin or composite material is then applied.Type: GrantFiled: October 27, 1980Date of Patent: December 7, 1982Assignee: The American Dental Association Health FoundationInventor: Rafael L. Bowen
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Patent number: 4356296Abstract: A diacrylate monomer represented by the formula: ##STR1## wherein R represent CF.sub.3 or C.sub.2 F.sub.5, R' represents --H or --sub.3, R" represents H or --(CF.sub.2).sub.n F, and n is an integer from 1 to 10, and polymer therefrom.Type: GrantFiled: February 25, 1981Date of Patent: October 26, 1982Assignee: The United States of America as represented by the Secretary of the NavyInventors: James R. Griffith, Jacques G. O'Rear
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Patent number: 4336400Abstract: Mono-, di- and tri-esters of 3-(hydroxy or hydroxymethyl)-4-hydroxy-alpha-(aminomethyl)benzyl alcohols, obtained by methods involving reduction of the corresponding mono- and di-ester ketones, are useful for producing sympathomimetic effects, such as bronchodilation, of long duration with low cardiovascular stimulating effect, in warm-blooded mammals.Type: GrantFiled: August 30, 1978Date of Patent: June 22, 1982Assignee: Sterling Drug Inc.Inventors: Hiroaki Minatoya, Benjamin F. Tullar, Walter D. Conway
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Patent number: 4335246Abstract: Substituted arylamine dye intermediates and their preparation are disclosed.Type: GrantFiled: September 24, 1979Date of Patent: June 15, 1982Assignee: Aziende Colori Nazionali Affini ACNA S.p.A.Inventors: Francesco De Feo, Giovanni Burei, Roberto Cipolli
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Patent number: 4310687Abstract: This invention relates to copolymerizable ultraviolet light monomers which are acrylate esters of 2-hydroxy, alkoxy, methylolbenzophenones having the formula: ##STR1## where R is alkyl C.sub.1 -C.sub.8,n is 1 or 2, andY is a copolymerizable radical selected from acryloyl and alkylacryloyl.Type: GrantFiled: July 10, 1980Date of Patent: January 12, 1982Assignee: GAF CorporationInventors: Eugene S. Barabas, Prakash Mallya, Stanley J. Gromelski, Jr.
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Patent number: 4310688Abstract: The level of hydrolyzable chloride-containing impurities in an isocyanatoalkyl ester of an organic carboxylic acid is reduced by reacting the impurities with a vicinal epoxide-containing compound and then fractionally distilling the mixture to recover the isocyanatoalkyl ester. As an example, crude 2-isocyanatoethyl methacrylate (IEM) in a methylene chloride solution containing 0.084 weight percent of hydrolyzable chloride is contacted with a diglycidyl ether of bisphenol A at 23.degree. C. This reaction mixture is then fractionally distilled to separate the IEM from the methylene chloride first cut and the epoxy resin residue. The hydrolyzable chloride level of the distilled IEM product is only 0.03 weight percent.Type: GrantFiled: October 22, 1979Date of Patent: January 12, 1982Assignee: The Dow Chemical CompanyInventor: Abel Mendoza
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Patent number: 4301267Abstract: This invention relates to ultraviolet light stable copolymer compositions comprising:(a) a monomer which is an .alpha.,.beta.-unsaturated dicarboxylic half-ester of a 2-hydroxy, alkoxy, methylolbenzophenone, and,(b) a comonomer which is styrene or styrene-butadiene, is described.Type: GrantFiled: August 26, 1980Date of Patent: November 17, 1981Assignee: GAF CorporationInventors: Eugene S. Barabas, Prakash Mallya, Stanley J. Gromelski, Jr.
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Patent number: 4297471Abstract: A crosslinkable compound obtained by reacting an aromatic hydrocarbon-formaldehyde resin with an .alpha.,.beta.-unsaturated monocarboxylic acid or an ester thereof has no odor or very slight odor. Said crosslinkable compound can be radical polymerized at a low temperature to give a cured article having excellent electrical insulating properties. Said crosslinkable compound can also be used as one component of a resin composition containing an unsaturated polyester resin or a polybutadiene resin modified with acrylic or methacrylic acid to give an odorless or low-odor resin composition suitable for producing reinforced plastics, paints and varnishes, adhesives, electrical parts, etc.Type: GrantFiled: April 10, 1980Date of Patent: October 27, 1981Assignee: Hitachi Chemical Company, Ltd.Inventors: Tohru Koyama, Toshikazu Narahara, Yuji Aimono
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Patent number: 4296220Abstract: A method for preparing vinyl ester resins comprises reacting mono-, di- or polyhydroxy functional phenols with a tertiary alkyl glycidyl ether in the presence of a catalyst, e.g., triphenyl phosphine, followed by dealkylating and esterifying the adduct with an olefinically unsaturated aliphatic acid, e.g., acrylic acid, in the presence of a strong acidic catalyst, e.g., p-toluene sulfonic acid.Type: GrantFiled: June 2, 1980Date of Patent: October 20, 1981Assignee: The Dow Chemical CompanyInventors: Harold O. Seeburger, Ralph G. Beattie, Violete L. Stevens
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Patent number: 4291057Abstract: Novel esters of halo-4-alkenoic acid compounds having pesticidal activity and methods of their preparation.Type: GrantFiled: July 2, 1979Date of Patent: September 22, 1981Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4291059Abstract: Compounds are disclosed of general formula (I) ##STR1## in which R.sub.1 represents a hydrogen atom, a halogen atom or a group OR.sub.2, in which R.sub.2 represents a hydrogen atom, an alkyl group or an acyl group, R.sub.3 represents hydrogen or an alkyl, alkenyl or aryl group, R.sub.4 and R.sub.5 which may be the same or different, each represents a hydrogen atom or an alkyl, alkenyl or alkynyl group optionally substituted by an aryl or cycloalkyl group;or R.sub.4 and R.sub.5 together with the nitrogen atom may form a saturated four to seven membered ring,with the provisos that, when R.sub.4 and R.sub.5 simultaneously represent hydrogen atoms then (i) when R.sub.1 is hydrogen then R.sub.3 is not methyl and (ii) the compounds are the .beta.-isomers;and their physiologically acceptable salts.Compounds of formula (I) may be prepared from the corresponding .alpha.- or .beta.-configuration alcohols, from an aziridine intermediate or by a variety of alkylation procedures whereby the group R.sub.4 and/or R.sub.Type: GrantFiled: October 19, 1979Date of Patent: September 22, 1981Assignee: Glaxo Group LimitedInventor: Derek P. Reynolds
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Patent number: 4282250Abstract: The present invention provides a composition suitable for external application against skin injuries and diseases, such as ulcera, [e.g., Ulcus Cruris (indolent leg ulcer)], burns, scalds, open skin wounds, and the like, and having as its active ingredient a compound of the general formula ##STR1## wherein Y is hydrogen or --OX in which X represents hydrogen, a carboxylic acid residue, or a derivative of a carboxylic acid residue, and R.sub.1 and R.sub.2 are alkyl groups, e.g., lower alkyl groups such as methyl, and mixtures of these compounds. The most active of these ingredients is the compound of the above formula wherein X is the acetyl ester of the 3-methyl-3-hydroxy-butanecarboxylic acid residue. When mixtures of compounds including said most active compound of said general formula are employed against the aforesaid skin injuries and diseases, a synergistic effect is obtained.Type: GrantFiled: January 6, 1978Date of Patent: August 4, 1981Inventor: Vassilios P. Papageorgiou
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Patent number: 4260809Abstract: This invention relates to copolymerizable ultraviolet light absorber compounds having the formula ##STR1## where R is alkyl C.sub.1 --C.sub.6, substituted alkyl C.sub.1 --C.sub.6 or alkoxy C.sub.1 --C.sub.6 ; andY is a copolymerizable radical selcted from acryloylC.sub.3 --C.sub.12, acryloxyalkyl C.sub.3 --C.sub.12, acryloxyhydroxyalkylC.sub.3 --C.sub.12, and alkylacryloxyhydroxyalkyl C.sub.3 --C.sub.12.Type: GrantFiled: March 20, 1980Date of Patent: April 7, 1981Assignee: GAF CorporationInventors: Bruce A. Gruber, Donald H. Lorenz
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Patent number: 4247714Abstract: This invention relates to copolymerizable ultraviolet light absorber compounds having the formula: ##STR1## where R is hydrogen or alkyl C.sub.1 -C.sub.6 ; and Y is a copolymerizable radical selected from acryloyl C.sub.3 -C.sub.12, acryloyloxyalkyl C.sub.3 -C.sub.12, acryloyloxyhydroxyalkyl C.sub.3 -C.sub.12, and alkylacryloyloxyhydroxyalkyl C.sub.3 -C.sub.12.Type: GrantFiled: February 27, 1980Date of Patent: January 27, 1981Assignee: GAF CorporationInventors: Bruce A. Gruber, Donald H. Lorenz
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Patent number: 4243682Abstract: 4-(6-Substituted naphthyl)butan-2-ols,-butan-2-ones,-pentan-2-ols and -pentan-2-ones bearing a fluoro group in the naphthyl ring, and pro-drugs thereof, are anti-inflammatory agents. A typical embodiment is 4-(4-fluoro-6-methoxy-2-naphthyl)-butan-2-one.Type: GrantFiled: October 23, 1978Date of Patent: January 6, 1981Assignee: Beecham Group LimitedInventors: Alexander C. Goudie, Laramie M. Gaster
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Patent number: 4233206Abstract: A process for the production of a colored polyolefin molded articles comprising adding to a polyolefin either a compound of the formula D--CH.sub.2 O.OC--R]).sub.n as a colorant wherein D is the residue of a common organic pigment, R is an alkyl, alkenyl or aryl group having up to 20 carbon atoms and n is an integer of 1-4, or a mixture of the compound of the above formula with at least one usual pigment, to form a mixture, and then molding the mixture thereby producing the desired colored articles. This invention also relates to the compound of said formula and to a mixture thereof with at least one common pigment.Type: GrantFiled: November 6, 1975Date of Patent: November 11, 1980Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Hiromitsu Katsura, Morihiko Endo, Takashi Kanno
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Patent number: 4233209Abstract: Hindered phenol hydrazones of the formula ##STR1## wherein R.sub.1 and R.sub.2 are alkyl of 1 to 8 carbons or R.sub.1 can also be hydrogen, n is 1 to 6, R' is hydrogen or alkyl, R.sub.3 is alkyl, phenyl, substituted phenyl, alkylenethioalkyl or alkylenethioether ester of a carboxylic acid or a group ##STR2## where T is a direct bond, alkylene, sulfur or oxygen interrupted alkylene or phenylene, said compounds being useful as diene rubber stabilizers.Type: GrantFiled: November 15, 1978Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, David H. Steinberg
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Patent number: 4227979Abstract: Radiation-curable coating compositions are disclosed which contain one or more amide acrylate compounds of the general formula: ##STR1## wherein X, Y and Z may each independently be H, alkyl, aryl, acrylyloxyalkyl, acrylyloxy aliphatic ester or acrylyloxy aliphatic ether, provided that X, Y and Z together have two, three or four acrylyloxy groups. The compositions are highly radiation-sensitive and very fast curing and form mar-resistant protective and decorative film coatings which are particularly useful as UV-cured overprint varnishes.Type: GrantFiled: October 5, 1977Date of Patent: October 14, 1980Assignee: PPG Industries, Inc.Inventors: Byron M. Humke, Gerald W. Gruber, Rostyslaw Dowbenko, Charles B. Friedlander
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Patent number: 4224050Abstract: Chloroacetanilides are disclosed having the general formula: ##STR1## wherein R.sup.1 =H, or alkyl with 1-5 carbon atoms, or X;X=alkenyl, and preferably ##STR2## in which the various R.sup.2, which may be equal to or different from each other, are H or an alkyl with 1-3 carbon atoms;A=alkylene, optionally substituted, of the formula: ##STR3## in which the various R.sup.2, which may be equal to or different from each other, have the meanings specified above; andY=H; alkyl with 1-5 carbon atoms; alkenyl with 2-5 carbon atoms; alkinyl with 2-5 carbon atoms; phenyl; cycloalkyl with 3-8 carbon atoms; halogen; ##STR4## wherein R=H; alkyl with 1-5 carbon atoms; alkenyl or alkinyl with 2-5 carbon atoms; cycloalkyl with 3-8 carbon atoms; phenyl;The chloroacetanilide derivatives are useful in combatting infestations of infesting monocotyledons and dicotyledons during pre-emergence, by spreading the chloroacetanilide derivative on the soil adjacent thereto in quantities ranging from 0.25 kg/ha upwards.Type: GrantFiled: February 7, 1978Date of Patent: September 23, 1980Assignee: Montedison S.p.A.Inventors: Roberto Colle, Franco Gozzo, Giovanni Camaggi, Giorgio Siddi
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Patent number: 4212996Abstract: Process for the side-chain chlorination of aromatic compounds completely halogenated in the nucleus, containing methyl groups, and having the general formulas: ##STR1## wherein y=1 or 2, z=0 to 1, x=6-(y+z), n=0 to 8 and k=(8-n) and the methyl groups are, respectively, in the ortho, meta or para position to one another and in the p-position to the oxygen bridge, by thermal chlorination in the liquid phase. The bis-monochloromethyl compounds of formula (II) are novel compounds. The chlorination products are useful as intermediates.Type: GrantFiled: May 15, 1978Date of Patent: July 15, 1980Assignee: Dynamit Nobel AktiengesellschaftInventors: Egon N. Petersen, Hermann Richtzenhain, Klaus Schrage
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Patent number: 4209604Abstract: Polymerizable acrylic monomers, and anaerobic adhesives which contain such monomers, wherein the acrylic monomers contain internal chain unsaturation in addition to terminal acrylic unsaturation.Type: GrantFiled: January 7, 1976Date of Patent: June 24, 1980Assignee: Estech Specialty Chemicals CorporationInventor: Gerhardt P. Werber
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Patent number: 4201869Abstract: A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.Type: GrantFiled: February 21, 1978Date of Patent: May 6, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Noal Cohen, Gabriel Saucy
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Patent number: 4194052Abstract: A sulfonic acid salt of an acyloxyalkylamine is prepared by reaction of an organic acid or amino-acid with a sulfonic acid salt of an alkanolamine. Isocyanates are prepared therefrom by reaction with phosgene.Type: GrantFiled: May 1, 1969Date of Patent: March 18, 1980Assignee: Rohm and Haas CompanyInventors: Sheldon N. Lewis, Jerome F. Levy
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Patent number: 4177122Abstract: A process for preparing photopolymerizable photosensitizing compounds which comprises addition reacting a specific benzophenone derivative with an alkylene oxide to obtain a hydroxyl group-containing reaction product which is then esterified with an unsaturated carboxylic acid or addition reacted with glycidyl acrylate; the photopolymerizable photosensitizing compounds; and photocurable compositions comprising the photopolymerizable photosensitizing compound.Type: GrantFiled: December 19, 1978Date of Patent: December 4, 1979Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Kozi Sato
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Patent number: 4173574Abstract: Phenolic age resistors such as 4-(3,5-ditertiary butyl-4-hydroxyphenyl)-2-butyl 2-methyl-4-thia-6-octanoyloxyhexanoate are used as antioxidants in diene rubbers, such as butadiene-styrene types and in polyolefins, such as polypropylene.Type: GrantFiled: October 11, 1977Date of Patent: November 6, 1979Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4154753Abstract: Surface-active products containing a highly fluorinated aliphatic substituent are prepared by nucleophilic attack of an oligomer of tetrafluoroethylene with an organic hydroxy compound in association with a proton acceptor.Type: GrantFiled: January 3, 1972Date of Patent: May 15, 1979Assignee: Imperial Chemical Industries LimitedInventor: Harold C. Fielding
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Patent number: 4149008Abstract: Halogen-containing bis-acrylates and bis-methacrylates corresponding to the formula ##STR1## in which R represents hydrogen or a methyl group and X represents chlorine and/or bromine, are provided as well as a process for producing such compounds. The compounds are useful for the formation of polymers and copolymers and as a cross-linking agents. Also included in the invention are the polymers and copolymers based on the above-described halogen-containing bis-acrylates and bis-methacrylates, methods for the production of said polymers and the use of said polymers as flame proofing agents, etc.Type: GrantFiled: March 23, 1977Date of Patent: April 10, 1979Assignee: Dynamit Nobel AktiengesellschaftInventors: Egon N. Petersen, Norbert Vollkommer, Georg Blumenfeld, Hermann Richtzenhain, Wilhelm Vogt
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Patent number: 4147881Abstract: Tetrahaloxylene diesters of formulas 1 and 2: ##STR1## wherein R= hydrogen or a methyl group, and each X is bromo, with the proviso that some of the X's can be chloro. The compounds are useful as flame retardants for plastics.Type: GrantFiled: August 19, 1976Date of Patent: April 3, 1979Assignee: Dynamit Nobel AktiengesellschaftInventors: Georg Blumenfeld, Egon N. Petersen, Hermann Richtzenhain, Wilhelm Vogt, Norbert Vollkommer
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Patent number: 4144283Abstract: A curable coating composition for paints and printing inks, which contains an acrylic or methacrylic acid ester prepared by addition reacting a monocyclic phenolic compound such as resorcine with ethylene or propylene oxide to produce an adduct and then esterifying the thus-produced adduct with acrylic or methacrylic acid to prepare the acrylic or methacrylic acid ester.Type: GrantFiled: February 27, 1978Date of Patent: March 13, 1979Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Toru Matsubara
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Patent number: 4144157Abstract: A self-adhesive composition comprising a crosslinked copolymer of 0.01 to 5% by weight based on said composition of a compound taken from the class consisting of acrylic and methacrylic-[(2-alkoxy-2-phenyl-2-benzoyl) ethyl] esters and at least one monomer capable of producing a self-adhesive polymer. A method of preparation of the composition is also disclosed.Type: GrantFiled: August 27, 1975Date of Patent: March 13, 1979Assignee: Beiersdorf AktiengesellschaftInventors: Gunter Guse, Ernst Lukat, Peter Jauchen, Wolfdieter Lenck, Hanns Pietsch
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Patent number: T102909Abstract: Compounds of formulae II, III and IV: ##STR1## are useful intermediates for preparation of an insecticidal compound of formula (I) ##STR2## in which R.sub.a and R.sub.b are independently hydrogen, halogen, or alkyl. The intermediate II is prepared by reacting 3,3-dimethyl-4-pentenoic acid, a salt thereof, a lower alkyl ester or an acid chloride thereof with a compound of the formula ##STR3## in which X is hydroxy or a good leaving group. Intermediate III is prepared by reacting II with 1,1,1-trichloro-2,2,2-trifluoroethane in the presence of a solvent and catalyst. Intermediate III is then dehydrohalogenated in the presence of base to remove 2 moles of halogen halide per mole of III in one or two steps to produce I.Type: GrantFiled: September 7, 1982Date of Patent: April 5, 1983Inventors: Philip A. Cruickshank, Anthony J. Martinez