Preparing From Alkenol Patents (Class 568/848)
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Publication number: 20140371492Abstract: Process for the chlorination of an organic compound comprising at least one aliphatic hydroxyl group, said process comprising the steps of actively adding to said organic compound (i) hydrogen chloride and (ii) a HCl desolubilizer or a precursor thereof, and heating the resulting mixture at a reaction temperature in the range 20°-160° C., wherein said chlorination is performed in the presence of a catalyst selected from the group consisting of (a) ketones, (b) aldehydes, (c) carboxylic acids with 1-8 carbon atoms, (d) organic compounds comprising a ?-diketone moiety or a ?-keto aldehyde moiety, and (e) organic polymers comprising at least one carbonyl group, having a vapour pressure at the reaction temperature of less than 1 mbar, a weight average molecular weight Mw of 500 g/mole or more, and are soluble in the reaction mixture at the reaction temperature, and wherein the HCl desolubilizer is an alkali metal chloride salt, an alkaline earth metal chloride salt, or an acid.Type: ApplicationFiled: September 6, 2012Publication date: December 18, 2014Applicant: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Antoon Jacob Berend Ten Kate, André Michiel Koolaard, Eilertdina Henderika Renkema, Carolina Anna Maria Christina Dirix, Luc Louis Théophile Vertommen
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Publication number: 20110282080Abstract: A method of preparing dichloropropanol using glycerol. The method includes: chlorination of glycerol including a plurality of chlorination reaction stages using a catalyst; and a water-removing stage performed between the reaction stages, independently of the reaction stages.Type: ApplicationFiled: February 18, 2009Publication date: November 17, 2011Applicant: SAMSUNG FINE CHEMICALS CO., LTD.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Sung Jin Park, Hong Tae Song, Myong Suk Kwon
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Publication number: 20110028766Abstract: The present invention relates to a process for converting at least one multihydroxylated-aliphatic hydrocarbon and/or an ester thereof to at least one chlorohydrin and/or an ester thereof, comprising at least one reaction step in which the multihydroxylated-aliphatic hydrocarbon and/or ester thereof is contacted with hydrogen chloride under reaction conditions to produce the chlorohydrin and/or ester thereof, followed by at least one downstream processing step in which the effluents of the reaction step are processed, wherein the downstream processing step is performed in such conditions that the effluents containing the chlorohydrin and/or ester thereof are kept at a temperature of less than 120° C. The invention allows to minimize the liberation of hydrogen chloride from the products of the hydrochlorination reaction, hence reducing the corrosion of the downstream equipment and reducing the need to use costly corrosion resistant materials.Type: ApplicationFiled: March 18, 2009Publication date: February 3, 2011Inventors: John R. Briggs, Bruce D. Hook, William J. Kruper Jr., Anil Mehta, Robert M. Alvarado, Sascha Noormann, Perry S. Basile
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Patent number: 5486627Abstract: Described herein is a method for producing epoxides which is continuous, inhibits formation of chlorinated byproducts, and eliminates or substantially reduces waste water discharge. The method includes:(a) forming a low chlorides aqueous hypochlorous acid solution;(b) contacting the low chlorides aqueous hypochlorous acid solution with at least one unsaturated organic compound to form an aqueous organic product comprising at least olefin chlorohydrin;(c) contacting at least the olefin chlorohydrin with an aqueous alkali metal hydroxide to form an aqueous salt solution product containing at least epoxide; and(d) isolating the epoxide from the aqueous salt solution;wherein water is recovered from the product of at least Step (b) and recycled into Step (a) for use in forming the low chlorides aqueous hypochlorous acid solution.Type: GrantFiled: December 2, 1994Date of Patent: January 23, 1996Assignee: The Dow Chemical CompanyInventors: George J. Quarderer, Jr., Curtis N. Swisher, David L. Trent
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Patent number: 5306835Abstract: A method for producing octadienols, which comprises reacting 1,3-butadiene with water in the presence of a palladium compound, a phosphine compound and carbon dioxide, wherein a compound of the formula (I): ##STR1## wherein each of R.sup.1, R.sup.5 and R.sup.9 which may be the same or different, is a hydrocarbon group, and each of R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, R.sup.10, R.sup.11 and R.sup.12 which may be the same or different, is hydrogen or a substituent, provided that at least one of them is an electron donative substituent, is used as the phosphine compound.Type: GrantFiled: September 3, 1993Date of Patent: April 26, 1994Assignee: Mitsubishi Kasei CorporationInventors: Keiichi Sato, Iwao Nakajima, Yoko Misu
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Patent number: 5284982Abstract: The invention relates to a method of cyclooligomerization of 3-hydroxy-1-alkynes having 4-20 C atoms, particularly cyclooligomerization of 3-methyl-1-butyne-3-ol to yield 1,3,5-tris(.alpha.-hydroxyisopropyl)-benzene, with the aid of nickel-containing catalysts formed from a nickel compound, a phosphite of an ortho-substituted phenol, and an organoaluminum compound of formulaA1R.sub.(3-n) X.sub.s,whereR represents alkyl,X represents hydrogen or chlorine, andn=0 or 1,or an alkyllithium or alkylmagnesium compound, in the presence ofan aprotic diluent,(optionally) an unconjugated diene, and(optionally) a portion of the given 3-hydroxy-1-alkyne being oligomerized.Type: GrantFiled: February 4, 1993Date of Patent: February 8, 1994Assignee: Huels AktiengesellschaftInventors: Friedrich-Wilhelm Kupper, Wolfgang Schroder, Heinz-Werner Voges
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Patent number: 5254754Abstract: An adduct of an unsaturated alcohol and an iodinated fluoroalkane is produced at a high conversion and high yield by reacting the unsaturated alcohol and the iodinated fluoroalkane in the presence of a radical catalyst and at least one additive selected from the group consisting of water, basic compounds, metal oxides, silver compounds and epoxy compounds.Type: GrantFiled: July 14, 1991Date of Patent: October 19, 1993Assignee: Daikin Industries Ltd.Inventors: Yoshio Amimoto, Masaru Hirai, Sueyoshi Ishikawa, Tatsuya Ohtsuka
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Patent number: 4788351Abstract: Improved process for the production of 2,3-dichloro-1-propanol in high yield by chlorinating allyl alcohol with chlorine, which is characteristic in that the chlorination reaction proceeds by introducing simultaneously allyl alcohol and chlorine gas and optionally hydrogen chloride gas into the reaction system containing aqueous hydrochloric acid without necessity of extreme cooling and/or pressure.Type: GrantFiled: August 10, 1987Date of Patent: November 29, 1988Assignee: Osaka Soda Co., Ltd.Inventors: Sadao Takakuwa, Tetsuya Nakada, Keishiro Nagao
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Patent number: 4560811Abstract: Novel methods for making chlorohydrins are provided using a Lewis acid catalyst with an olefin and peroxy compound or where an enantiomer is desired, a Lewis acid catalyst in combination with a chiral alcohol, particularly glycol, and a combination of a peroxy compound and alkenol. In certain situations, an epoxide may be employed.Type: GrantFiled: January 18, 1984Date of Patent: December 24, 1985Assignee: Massachusetts Institute of TechnologyInventors: Karl B. Sharpless, Roy A. Johnson
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Patent number: 4475003Abstract: 1,1,1-Trichloromethyl compounds are prepared by a process in which chloroform is reacted with an olefin in the presence of a free-radical initiator and of a weakly basic alkali metal salt or alkaline earth metal salt, and are useful intermediates for the preparation of dyes, drugs and pesticides.Type: GrantFiled: September 13, 1982Date of Patent: October 2, 1984Assignee: BASF AktiengesellschaftInventor: Martin Fischer
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Patent number: 4288374Abstract: Tetrahydrofuran is prepared by reacting propylene and aqueous formaldehyde stabilized with alcohol in the presence of silica sand to form 3-buten-1-ol and chlorinating the 3-buten-1-ol in the presence of Group IA or IIA chloride to form 3,4-dichlorobutan-1-ol which is then treated with a Group IA or IIA base to form 3-chlorotetrahydrofuran which is then hydrogenated to form tetrahydrofuran.Type: GrantFiled: July 28, 1980Date of Patent: September 8, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Edward N. Squire
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Patent number: 4261901Abstract: Tetrahydrofuran is prepared by reacting propylene and aqueous formaldehyde stabilized with alcohol in the presence of silica sand to form 3-buten-1-ol and chlorinating the 3-buten-1-ol in the presence of Group IA or IIA chloride to form 3,4-dichlorobutan-1-ol which is then treated with a Group IA or IIA base to form 3-chlorotetrahydrofuran which is then hydrogenated to form tetrahydrofuran.Type: GrantFiled: September 10, 1979Date of Patent: April 14, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Edward N. Squire
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Patent number: 4215050Abstract: Halogenovinyl-.gamma.-butyralactones, used as intermediates in the preparation of insecticidally active cyclopropanecarboxylic acid esters, and of the formula ##STR1## in which Hal represents F, Cl or Br,X represents H, F, Cl or Br andR.sup.1 and R.sup.2, which may be identical or different, each represents C.sub.1-4 -alkyl or R.sup.1 and R.sup.2, together with the adjacent C atom, form a cycloaliphatic ring with up to 7 C atoms,are produced by basic de-acetylation of the novel corresponding .alpha.-acetyl compounds.Type: GrantFiled: October 6, 1978Date of Patent: July 29, 1980Assignee: Bayer AktiengesellschaftInventor: Reinhard Lantzsch