Glycidyl Ether Formed By Bonding Oxygen Directly To An Acyclic Carbon Which Is Bonded Directly To An Oxirane Ring Patents (Class 549/516)
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Patent number: 9394265Abstract: A production method by which an alkyldiol monoglycidyl ether can be efficiently produced without requiring a complex purification step is provided. A method for producing an alkyldiol monoglycidyl ether, including a step of reacting a vinyl ether-containing alcohol with an epihalohydrin to form a vinyl ether-containing glycidyl ether, conducting a devinylation reaction in the presence of an acid catalyst and water, and further conducting an acetal decomposition reaction by adding an acid aqueous solution.Type: GrantFiled: July 17, 2012Date of Patent: July 19, 2016Assignee: HITACHI CHEMICAL COMPANY, LTD.Inventor: Junichi Kamei
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Publication number: 20150094478Abstract: Provided is a production method which is capable of efficiently producing an alkanediol glycidyl ether (meth)acrylate with high purity and high yield without requiring a troublesome purification process. A method for producing an alkanediol glycidyl ether (meth)acrylate, which comprises: a step wherein a vinyloxyalkyl glycidyl ether is subjected to a devinylation reaction in the presence of an acid catalyst and water; and a subsequent step wherein an esterification reaction is carried out.Type: ApplicationFiled: April 25, 2013Publication date: April 2, 2015Inventor: Junichi Kamei
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Patent number: 8981127Abstract: The present invention relates to a process for the preparation of nebivolol and, more particularly, to an improved process of synthesizing an alpha-haloketone of formula a key intermediate in the preparation of nebivolol.Type: GrantFiled: September 22, 2009Date of Patent: March 17, 2015Assignee: Zach SystemInventors: Yvon Derrien, Eric Chenard, Alain Burgos
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Publication number: 20140163246Abstract: A production method by which an alkyldiol monoglycidyl ether can be efficiently produced without requiring a complex purification step is provided. A method for producing an alkyldiol monoglycidyl ether, including a step of reacting a vinyl ether-containing alcohol with an epihalohydrin to form a vinyl ether-containing glycidyl ether, conducting a devinylation reaction in the presence of an acid catalyst and water, and further conducting an acetal decomposition reaction by adding an acid aqueous solution.Type: ApplicationFiled: July 17, 2012Publication date: June 12, 2014Inventor: Junichi Kamei
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Patent number: 8697902Abstract: A process for the hydrocyanation of a hydrocarbon-based compound having at least one site of ethylenic unsaturation into a nitrile compound includes reaction thereof, in a liquid medium, with hydrogen cyanide in the presence of a catalyst containing a metal element selected from among the transition metals and an organophosphorus ligand, wherein the organophosphorus ligand is a compound of formula (I): The subject process is particularly useful for the synthesis of adiponitrile from butadiene.Type: GrantFiled: June 5, 2009Date of Patent: April 15, 2014Assignee: Rhodia OperationsInventor: Sergio Mastroianni
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Patent number: 8399692Abstract: Product containing epichlorohydrin, wherein the amount of trichloropropane is of less than 0.01 g of trichloropropane per kg of product, a process for manufacturing the product and its use in various applications.Type: GrantFiled: June 11, 2008Date of Patent: March 19, 2013Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Noel Boulos
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Patent number: 8378130Abstract: Product containing epichlorohydrin and at least one alkyl glycidyl ether in an amount of less than 0.1 g/kg of product. Use of the product containing epichlorohydrin in the manufacture of epoxy resins, of glycidyl ethers, of glycidyl esters, of glycidyl amides, of glycidyl imides, of products that will be used in food and drink applications, of cationization agents, and of flame retardants, of products which will be used as detergent ingredient and of epichlorohydrin oligomers.Type: GrantFiled: June 11, 2008Date of Patent: February 19, 2013Assignee: SOLVAY (Societe Anonyme)Inventors: Noel Boulos, Philippe Krafft, Patrick Gilbeau, Dominique Balthasart
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Publication number: 20120245301Abstract: Disclosed is a method for activating a solid support material with epoxy groups and for immobilising ligands thereon, utilising phase transfer catalytic conditions. The method permits the introduction of epoxy groups and specific nucleophilic ligands on the support material with a high level of substitution. Furthermore, the invention provides a general method for immobilising a ligand for use in a wide variety of chromatographic separation procedures such as ion exchange chromatography, hydrophobic interaction chromatography (HIC), reverse phase chromatography (RPC), or affinity chromatography.Type: ApplicationFiled: June 6, 2012Publication date: September 27, 2012Applicant: GE HEALTHCARE BIO-SCIENCES ABInventors: GUNNAR GLAD, JEAN-LUC MALOISEL, NICOLAS THEVENIN
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Patent number: 8273853Abstract: Disclosed is a process for the preparation of emulsifiers E1 which are obtained by (a) reacting a polyol with propylene oxide or a mixture of ethylene oxide and propylene oxide, to give an intermediate Z1, (b) reacting the intermediate Z1 with epichlorohydrin, forming an intermediate Z2, (c) reacting the intermediate Z2 with an adduct of ethylene oxide or a mixture of ethylene oxide and propylene oxide, with a C1-C22 monoalcohol, provided that on average at least one epoxide function of the intermediate Z2 is reacted and on average at least one epoxide function originating from the intermediate Z2 is retained. Compounds E1 are suitable as emulsifiers for preparing aqueous emulsions or dispersions of epoxy resins.Type: GrantFiled: April 3, 2009Date of Patent: September 25, 2012Assignee: Cognis IP Management GmbHInventors: Paul Birnbrich, Hans-Josef Thomas, Giorgio Sabbadini, Ulrich Nagorny, Georg Bourscheidt
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Patent number: 7829639Abstract: A composition for conductive materials comprises a compound represented by the following general formula (A1): wherein: R1 is the same or different and each independently represents a C2-C8 straight-chain alkyl group; R2 is the same or different and each independently represents a hydrogen atom, a methyl group or an ethyl group; Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring, or substituted or unsubstituted heterocyle; and X1 is the same or different and each represents a substituent represented by the following general formula (A2): wherein n1 is an integer of from 2 to 8.Type: GrantFiled: September 2, 2005Date of Patent: November 9, 2010Assignee: Seiko Epson CorporationInventors: Koichi Terao, Yuji Shinohara, Takashi Shinohara
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Patent number: 7468415Abstract: It was found that glycidyloxystyrenes, including glycidyloxystyrene and substituted glycidyloxystyrene, can be synthesized from hydroxycinnamic acid or substituted hydroxycinnamic acids in a one-pot, two-step process. The substrate can be thermally decarboxylated and then without purification, reacted in the presence of a halomethyl-oxirane and a base. The resulting product can be polymerized or coppolymerized to a fully substituted product.Type: GrantFiled: December 20, 2007Date of Patent: December 23, 2008Assignee: E. I. du Pont de Nemours and CompanyInventors: Keith Kunitsky, Mukesh C. Shah, Steven W. Shuey, Mark E. Wagman
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Patent number: 7012120Abstract: This invention relates to thermosetting resin compositions useful for mounting onto a circuit board semiconductor devices, such as CSPs, BGAs, LGAs and the like, each of which having a semiconductor chip, such as LSI, on a carrier substrate. The compositions of this invention are reworkable when subjected to appropriate conditions.Type: GrantFiled: March 27, 2001Date of Patent: March 14, 2006Assignee: Henkel CorporationInventors: Philp T. Klemarczyk, Andrew D. Messana, Afranio Torres-Filho, Erin K. Yaeger, Takahisa Doba
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Patent number: 6982349Abstract: The present invention relates to an improved process for producing optically active (S)-atenolol of formula (1) in high optical purity by reacting a phenol with an epichlorohydrin.Type: GrantFiled: November 5, 2003Date of Patent: January 3, 2006Assignee: Emcure Pharmaceuticals LimitedInventors: Satish Ramanlal Mehta, Baburao Manikroa Bhawal, Vishnu Hari Deshpande, Mukund Keshav Gurjar
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Patent number: 6399767Abstract: A process for preparing a compound having structure (I) wherein n is an integer from 1-5; each of R1 and R2 independently is optionally substituted C1-C6 alkyl; each of W and X is independently hydrogen or C1-C6 alkyl; Y is O, S or NR3 where R3 is hydrogen, C1-C6 alkyl or a protective group; and Z is a CD ring structure, a steroid structure, or a vitamin D structure, each of which optionally having structure (IV) wherein W, X, Y and Z are defined above, in the presence of a base, with a compound having structure (V) or (v′) wherein n, R1 and R2 are as defined above, and E is an eliminating group.Type: GrantFiled: May 22, 2000Date of Patent: June 4, 2002Assignees: The Trustees of Columbia University in the City of New York, Chugai Seiyaku Kabushiki KaishaInventors: David A. Horne, Noboru Kubodera, Hiroshi Suzuki, Hitoshi Shimizu
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Patent number: 6392064Abstract: The present invention relates to a method of synthesizing glycidyl ether compounds without the addition of solvent. In particular, the present invention provides the improved preparation of the glycidyl ethers by using fatty alcohols with epichlorohydrin in the presence of alkali metal hydroxide and phase-transfer catalysts in the appropriate molar ratios of them without water and organic solvents.Type: GrantFiled: March 29, 2001Date of Patent: May 21, 2002Assignee: Korea Research Institute of Chemical TechnologyInventors: Byung Min Lee, Ho-Cheol Kang, Jong-mok Park, Jung Ho Yoon
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Patent number: 6372923Abstract: The present invention provides a process for preparing an alcohol derivative, where the alcohol derivative is an ester, acetal, ketal, ether glycoside, or alkyl glycoside, by reacting an alcohol with a carbonyl compound, alcohol, olefin, epoxy compound or saccharide, where C2-4 vicinal alkylene oxides are excluded, in the presence of (A) an aluminum alkoxide and (B) sulfuric acid or phosphoric acid.Type: GrantFiled: May 31, 2000Date of Patent: April 16, 2002Assignee: Kao CorporationInventors: Mitsuru Uno, Munehisa Okutsu, Tomohito Kitsuki
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Publication number: 20020004605Abstract: The present invention relates to a method of synthesizing glycidyl ether compounds without the addition of solvent. In particular, the present invention provides the improved preparation of the glycidyl ethers by using fatty alcohols with epichlorohydrin in the presence of alkali metal hydroxide and phase-transfer catalysts in the appropriate molar ratios of them without water and organic solvents.Type: ApplicationFiled: March 29, 2001Publication date: January 10, 2002Applicant: KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGYInventors: Byung Min Lee, Ho-Cheol Kang, Jong-mok Park, Jung Ho Yoon
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Patent number: 6288248Abstract: Epichlorohydrin-based product containing at least 99.9% by weight of epichlorohydrin and a total amount of chloro impurities of less than or equal to 150 ppm by weight, and process for manufacturing this product by reaction of allyl chloride with a peroxide compound in the presence of water, a catalyst and a diluent in at least one reactor, and separation of the epichlorohydrin formed.Type: GrantFiled: November 25, 1998Date of Patent: September 11, 2001Assignee: Solvay (Société Anonyme)Inventors: Michel Strebelle, Patrick Gilbeau, Jean-Pierre Catinat
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Patent number: 6222054Abstract: The method for producing an epoxy resin involving the steps of: reacting at least one phenol compound with at least one aldehyde compound to obtain a novolak resin; storing the novolak resin in a molten state in an inert gas atmosphere; feeding the stored novolak resin into an epoxidation reactor; and reacting the stored novolak resin with an epihalohydrin compound, which prevents generation of dust improving the working environment, increases production efficiency reducing production cost, and further suppresses quality degradation such as coloring of the epoxy resin.Type: GrantFiled: November 23, 1999Date of Patent: April 24, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Morimoto, Hideshi Sakamoto, Masakazu Takahashi
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Patent number: 6218430Abstract: The present invention relates to non-secosteroidal compounds which activate and modulate the vitamin D receptor (VDR). Because compounds of the present invention display many of the beneficial properties of 1,25(OH)2D3, but with reduced calcium mobilization effects, they may be used advantageously to treat and prevent conditions that show vitamin D sensitivity. Such disease states typically show abnormal calcium regulatory, abnormal immune responsive, hyperproliferative, and/or neurodegenerative characteristics.Type: GrantFiled: August 24, 1998Date of Patent: April 17, 2001Assignee: Ligand Pharmaceuticals IncorporatedInventors: Elizabeth A. Allegretto, Marcus F. Boehm, Alex M. Nadzan
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Patent number: 6207845Abstract: An aluminum compounds represented by the following general formula (1): Al(R1—SO3)1(R2)m(R3)n (1) wherein R1 is a hydrocarbon group which may be substituted, R2 is a hydrocarbon group which may be substituted, an aliphatic hydrocarbonoxy group which may be substituted, or a halogen atom, R3 is an aromatic hydrocarbonoxy group which may be substituted, and 1, m and n are independently a number of 0 to 3, with the proviso that 1+m+n equals 3, and 1 is not 0, an acid catalyst comprising the aluminum compound, and a process for producing an ester, acetal, ketal, ether or alkyl glycoside making use of the catalyst. The catalyst is suitable for use in a variety of acid-catalyzed reactions of alcohols, i.e., reactions with carbonyl compounds, such as esterification, transesterification, acetalization and ketalization, etherification, ring-opening reactions of epoxy compounds, etc.Type: GrantFiled: November 1, 1999Date of Patent: March 27, 2001Assignee: Kao CorporationInventors: Munehisa Okutsu, Tomohito Kitsuki, Katsumi Kita
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Patent number: 6087512Abstract: A process for preparation of a glycidyl ether which is characrelized in reacting an epoxy compound of the formula ##STR1## wherein X is halogen or sulfonyloxy in the presence of a fluoride salt, with an alcohol. According to the above method, glycigyl ethers or their optically active compounds important as intermediates for synthesis of medicines are easily obtained in good yield and especially the optically active compounds are obtained with highly optical purity.Type: GrantFiled: April 29, 1999Date of Patent: July 11, 2000Assignee: Daiso Co., Ltd.Inventors: Yoshiro Furukawa, Kazuhiro Kitaori, Tetsuya Yanagimoto, Masafumi Mikami, Hiroshi Yoshimoto, Junzo Otera
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Patent number: 5728796Abstract: A process reaction between: (1) a compound that contains one or more epoxide moieties per molecule, and (2) a compound that contains one or more primary aliphatic hydroxyl groups per molecule; is catalyzed by: (3) a catalyst compound containing one or more trifluoromethanesulfonate moieties and one or more silyl moieties and run at a temperature of no more than 130.degree. C., such that the catalyst preferably catalyzes reaction at the primary aliphatic hydroxyl group, so that the resulting resin does not gel.Type: GrantFiled: May 31, 1996Date of Patent: March 17, 1998Assignee: The Dow Chemical CompanyInventors: Zeng K. Liao, James L. Bertram
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Patent number: 5616800Abstract: This invention relates to novel dicationic and polycationic monoprimary alcohol compounds and their derivatives, represented by the formula ##STR1## wherein each alk is independently alkyl of 1-8 carbon atoms; each ALK is independently alkyl of 1-8 carbon atoms; each R.sub.1, R.sub.2, R.sub.3, R.sub.4 or R.sub.5 is independently H or alkyl of 1-8 carbon atoms; n is 2-5; G is H, CR.sub.1 R.sub.2 CR.sub.3 OHCR.sub.4 R.sub.5 X or ##STR2## X is Cl, Br or I; An.sup.- is an anion and p is 1-10; provided that the compound is soluble in water.Type: GrantFiled: May 31, 1995Date of Patent: April 1, 1997Assignee: The Dow Chemical CompanyInventors: Dorothy L. Roerden, R. Keith Frank
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Patent number: 5420312Abstract: A process for the production of glycidyl ether of an aliphatic, cycloaliphatic or araliphatic primary or secondary alcohol, comprising:A) reacting epichlorohydrin with a molar excess of the alcohol in the presence of a Lewis acid catalyst; optionallyB) dehydrochlorinating the product so obtained; andC) reacting the product from step A) or B) with a molar excess of epichlorohydrin in the presence of alkali and a phase transfer catalyst, and then isolating the glycidyl ether product so obtained.Type: GrantFiled: November 20, 1992Date of Patent: May 30, 1995Assignee: Ciba-Geigy CorporationInventors: Christopher M. Andrews, Bryan Dobinson, William M. Rolfe, Michael R. Thoseby
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Patent number: 5342903Abstract: A process for the preparation of adducts by reacting an alcohol with an epoxy compound in the presence of a catalyst, which comprises reacting an alcohol of formula I ##STR1## wherein A is an aliphatic, cycloaliphatic or araliphatic radical and r is a number from 1 to 10, with a mono- or diepoxide in the equivalent ratio of 1:20 to 20:1, based on the hydroxyl and epoxy groups, in the presence of a metal complex of formula II as catalyst[M.sup.n+ (L.sub.1).sub.x (L.sub.2).sub.y (L.sub.3.sup.m-).sub.z ][X.sup.k- ].sub.(n-zm)/k (II),whereinM is a metal of the main groups or subgroups of the Periodic Table of the Elements,L.sub.1 and L.sub.2 are weakly bonded, neutral, unidentale or multidentate ligands,L.sub.3 is a strongly bonded, non-replaceable neutral or anionic unidentale or multidentate ligand,X is an anion of the following formulae BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, ClO.sub.4.sup.-, IO.sub.4.sup.-, NO.sub.3.sup.Type: GrantFiled: April 30, 1993Date of Patent: August 30, 1994Assignee: Ciba-Geigy CorporationInventors: Heinz Wolleb, Andreas Hafner, William M. Rolfe
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Patent number: 5245048Abstract: A process for the production of a glycidyl ether of an alcohol, comprising reacting an alcohol with epichlorohydrin, in substantially the stoichiometric proportions required to produce the 1:1 adduct, in the presence, as catalyst, of a salt of perchloric acid or trifluoromethane sulphonic acid with a metal of Group IIIA of the Periodic Table of Elements (according to the IUPAC 1970 convention); and then dehydrochlorinating the product so obtained.Type: GrantFiled: December 11, 1991Date of Patent: September 14, 1993Assignee: Ciba-Geigy CorporationInventors: William M. Rolfe, Michael R. Thoseby
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Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5239093Abstract: The present invention relates to the preparation of di-secondary alcohols comprising the reaction of an alcohol and a diglycidyl ether of a dihydric phenol in the presence of a catalyst of the formula (IV):MX (IV)wherein M is a metal from Groups IB to VIIIB or a metal or metalloid from Groups IIA to VA of the Periodic Chart of Elements or an ammonium ion or H.sup.+ or a hydronium ion and X is an anion selected from the group consisting of BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, AlF.sub.4.sup.-, TiF.sub.6.sup.2-, SiF.sub.6.sup.2- and ZrF.sub.6.sup.2- to produce the di-secondary alcohol, which can then be subjected to glycidylation to produce a glycidyl ether; orthe reaction of an alcohol or diol and epichlorohydrin in the presence of the foregoing catalyst, followed by ring closure employing an alkali to produce a mono- or polyglycidyl ether.Type: GrantFiled: August 14, 1992Date of Patent: August 24, 1993Assignee: Ciba-Geigy CorporationInventor: Chi-Wen F. Cheng
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Patent number: 5227502Abstract: Novel fluorinated unsaturated glycidyl ethers are prepared by reacting 1,1,1-trifluoro-2-trifluoromethyl-3-buten-2-ol or 1,1,1-trifluoro-2-trifluoromethyl-4-propen-2-ol with chloromethyloxirane in the presence of onium salts. The fluorinated unsaturated glycidyl ethers are, in turn, subject to addition reaction with hydrosilanes in the presence of transition metal catalysts, obtaining novel silicon-modified glycidyl ethers or fluorinated organic silicon compounds.Type: GrantFiled: July 31, 1992Date of Patent: July 13, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Takago, Hiroshi Inomata, Yasuo Tarumi, Hiromasa Yamaguchi, Kenichi Fukuda
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Patent number: 5162547Abstract: An improved process for the preparation of glycidyl ethers of formula I ##STR1## wherein Q is an aliphatic, cycloaliphatic or araliphatic radical of a valency m, R is --H or --CH.sub.3, and m is an integer from 1 to 10,by reacting an alcohol of formula Q--(OH).sub.m with m mol of an epihalohydrin of formula II ##STR2## in the presence of a catalyst to the corresponding halohydrin ether, and dehydrohalogenating said halohydrin ether with an alkali metal hydroxide to give a compound of formula I, wherein Q, m and R are as defined above and Hal is halogen,which process comprises using as catalysta) tin difluoride orb) a divalent tin halide in conjunction with a co-catalyst.Type: GrantFiled: December 9, 1991Date of Patent: November 10, 1992Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Heinz Wolleb, Marc-Andre Truffer
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Patent number: 5128491Abstract: The present invention relates to a process for the preparation of a glycidyl ether of a di-secondary alcohol with a monomer content of about 80% to about 90% of the formula (I) ##STR1## comprising the steps of: (a) reacting a di-secondary alcohol of the formula (II) ##STR2## with epichlorohydrin in the presence of an alkali and a phase transfer catalyst to produce a glycidyl ether with a monomer content of about 60% to about 75%; and(b) reacting said glycidyl ether with a monomer content of about 60% to about 75% with epichlorohydrin in the presence of an alkali and benzyltrimethylammonium chloride to produce a glycidyl ether of a di-secondary alcohol with a monomer content of about 80% to about 90%.Type: GrantFiled: July 30, 1991Date of Patent: July 7, 1992Assignee: Ciba-Geigy CorporationInventor: Chi-Wen F. Cheng
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Patent number: 5117010Abstract: The present invention relates to the preparation of di-secondary alcohols comprising the reaction of an alcohol and a diglycidyl ether of a dihydric phenol in the presence of a catalyst of the formula (IV):MX (IV)wherein M is a metal from Groups IB to VIIIB or a metal or metalloid from Groups IIA to VA of the Periodic Chart of Elements or an ammonium ion and X is an anion selected from the group consisting of BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, AlF.sub.4.sup.-, TiF.sub.6.sup.2-, SiF.sub.6.sup.2-, and ZrF.sub.6.sup.2- to produce the di-secondary alcohol, which can then be subjected to glycidylation to produce a glycidyl ether, orthe reaction of an alcohol, glycol or polyol and epichlorohydrin in the presence of the foregoing catalyst, followed by ring closure employing an alkali to produce a mono- or polyglycidyl ether. The monoglycidyl ether can be further reacted with a dihydric phenol to produce a di-secondary alcohol which is then glycidylized to produce a glycidyl ether.Type: GrantFiled: August 15, 1991Date of Patent: May 26, 1992Assignee: Ciba-Geigy CorporationInventor: Chi-Wen F. Cheng
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Patent number: 4924013Abstract: A process for the reduction of free epichlorohydrin in epoxy compounds which involves the treatment of an epoxy compound with an alkali metal sulfite, preferably sodium sulfite.Type: GrantFiled: July 22, 1988Date of Patent: May 8, 1990Assignee: Hi-Tek Polymers, Inc.Inventor: Joe M. Hunter
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Patent number: 4810808Abstract: A process for preparing a polyglycidyl compound in which an aromatic hydroxycarboxylic acid having phenolic hydroxyl group is reacted with an epihalohydrin in the presence of a phase transfer catalyst and the dehydrohalogenation is then conducted by acting an aqueous alkali solution on the reaction mixture obtained in the first step.Type: GrantFiled: July 27, 1987Date of Patent: March 7, 1989Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Haruo Tomita, Kazuya Yonezawa
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Patent number: 4778863Abstract: Glycidyl derivatives of compounds containing --OH, --NH.sub.2 and/or --COOH groups are prepared by reacting in the presence of a mixture of solvents, at least one of which is a polar aprotic solvent, an excess of an epihalohydrin with a compound containing --OH, --NH.sub.2 and/or --COOH groups while continuously or incrementally adding an alkali metal hydroxide to the mixture and removing water from the reaction by codistillation with epihalohydrin and the solvents.Type: GrantFiled: August 13, 1987Date of Patent: October 18, 1988Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Zeng-kun Liao
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Patent number: 4661644Abstract: Novel ring-brominated derivatives of the diepoxides of tetraalkyl dihydroxydiaromatic compounds, e.g., the diglycidyl ether of 3,5-dibromo-4-(2-(2-bromo-4-hydroxy-3,5-dimethylphenyl)ethyl)-2,6-dimethyl phenol.Type: GrantFiled: December 23, 1985Date of Patent: April 28, 1987Assignee: The Dow Chemical CompanyInventors: Harry C. Silvis, Abel Mendoza
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Patent number: 4624975Abstract: The hydrolyzable halide content of glycidyl ethers prepared by dehydrohalogenating a halohydrin ether intermediate product in the presence of an organic solvent, washing the resultant product with water and distilling the solvent from the organic phase from the water wash step is stabilized when the distillation step is conducted in the presence of a sulfonic acid, sulfonic acid ester, organic sulfate or any combination thereof such as p-toluene sulfonate.Type: GrantFiled: September 20, 1985Date of Patent: November 25, 1986Assignee: The Dow Chemical CompanyInventor: Ha Q. Pham
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Patent number: 4623701Abstract: Multifunctional epoxy resins are prepared by reacting (1) a polyglycidyl ether of a polyhydroxyl-containing material said glycidyl ether having an average of at least 0.Type: GrantFiled: July 10, 1985Date of Patent: November 18, 1986Assignee: The Dow Chemical CompanyInventor: John L. Massingill
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Patent number: 4474944Abstract: An epoxidized polyether, characterized by containing oxytetramethylene units and having in one molecule 0.9 or more epoxy groups on the average represented by the general formula (I): ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are hydrogen atoms or alkyl groups. An epoxy resin obtained from said epoxidized polyether alone or in admixture with an ordinary epoxy compound has a high flexibility.Type: GrantFiled: April 7, 1983Date of Patent: October 2, 1984Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Kenji Yasuda, Yasuaki Yokoyama, Shuichi Matsumoto, Kunihiro Harada
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Patent number: 4465815Abstract: A novel polyhydroxy oligomer crosslinkable with amine-aldehyde to form a coating composition adapted for use as an automotive topcoat which upon curing forms a hard, glossy, durable coating with outstanding weatherability and excellent resistance to solvents and water. The coating composition comprises:(A) a polyhydroxy oligomer having a number average (M.sub.n) molecular weight of between about 300-2000 and being the reaction product of:(i) an acid ester made by reacting(a) a C.sub.3 -C.sub.10 aliphatic branched diol, and(b) an alkyl hexahydrophthalic anhydride, wherein (a) and (b) are combined in the reaction mixture in amounts and under conditions sufficient to result in reaction in a molar ratio of greater than 1:1 up to 1:2; and(ii) a monoepoxide C.sub.2 -C.sub.10 monomer, the monomer is included in an amount sufficient to provide reaction of about 1.0 epoxide groups for each acid group of the acid ester;(B) an amine-aldehyde crosslinking agent; and(C) optionally a hydroxy functional additive.Type: GrantFiled: December 28, 1981Date of Patent: August 14, 1984Assignee: Ford Motor CompanyInventor: Mohinder S. Chattha