Preparing By Alkylation Of Benzene Ring Patents (Class 568/628)
  • Patent number: 5157158
    Abstract: A process is described for the alkylation of benzene (in general, aromatic hydrocarbons), with C.sub.2 -C.sub.20 monoolefins in the presence of an aluminum-magnesium silicate catalyst, to give linear alkylbenzenes of detergent range, basic product in the manufacture of biodegradable detergents.The process is continuously carried out in a fixed bed, the alkylation taking place in a liquid phase.The alkylation catalyst is mainly made up of aluminum silicate and/or magnesium silicate and is conveniently modified to improve its activity and attain an adequate yield and selectivity in the alkylation for the desired product.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: October 20, 1992
    Assignee: Petroquimica Espanola, S.A. Petresa
    Inventors: Jose L. Berna Tejero, Alfonso Moreno Danvila
  • Patent number: 5072017
    Abstract: Para-substituted o-benzylphenols are prepared by reacting p-substituted phenols with benzylating agents in the presence of zeolites of the faujasite type at elevated temperature.
    Type: Grant
    Filed: April 6, 1990
    Date of Patent: December 10, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Gunter Klug, Peter Mues, Lothar Puppe
  • Patent number: 4952736
    Abstract: This invention is a process for production of an alkoxyalkyl group substituted phenol represented by the following formula (1) in high yields and at high selectivity: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represents a hydrogen atom or an alkyl group; and R.sup.4 represents an alkyl group by reacting a phenol, an alcohol and an aldehyde in the presence of a catalyst selected from the group consisting of a tertiary alkylamine, a tertiary unsubstituted benzylamine, a mixture of a tertiary alkylamine and a tertiary unsubstituted benzylamine, a carbonate of alkali metal, a hydrogencarbonate of alkali metal and a mixture of a carbonate of alkali metal and a hydrogencarbonate of alkali metal, and recovering said alkoxyalkyl substituted phenol from said reaction product.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: August 28, 1990
    Assignee: Idemitsu Petrochmeical Company, Limited
    Inventor: Masahiro Iwahara
  • Patent number: 4891448
    Abstract: Polycyclic aromatic compounds, such as biphenyl, are alkylated with an alkylating agent, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted polycyclic aromatic compounds enriched in the para alkylated isomers, such as p,p'-di(isopropyl)biphenyl. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of polycyclic aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: January 2, 1990
    Assignee: The Dow Chemical Company
    Inventors: Juan Garces, Joseph J. Maj, G. John Lee, Stephen C. Rocke
  • Patent number: 4800186
    Abstract: A method of regenerating a deactivated fluorocarbonsulfonic acid polymer catalyst by contacting the deactivated catalyst with a solvent combination wherein a first solvent swells the structure of the polymer and the other acts as a diluent to modify the swelling action of the first. The combination dissolves the deactivating components.
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: January 24, 1989
    Assignee: The Dow Chemical Company
    Inventor: Emmett L. Tasset
  • Patent number: 4740630
    Abstract: A chiral phenylether compound having the formula ##STR1## wherein X is a halogen atom; m is an integer from 3 to 5, n is an integer from 3 to 12 and * designates an asymmetric carbon is disclosed. The chiral phenylether compounds are useful to prepare chiral smectic phase pyrimidine phenylether liquid crystal compounds of the formula. ##STR2## The reaction is carried by reacting (I) with butylithium, dissolving in ether and reacting with a 1-bromoalkane to yield (IV). Compounds (IV) are particularly well suited to broaden the useful temperature range of ferroelectric liquid crystal materials.
    Type: Grant
    Filed: December 19, 1986
    Date of Patent: April 26, 1988
    Assignee: Seiko Epson Corporation
    Inventors: Yoshio Shionozaki, Toshihiro Shibata
  • Patent number: 4668296
    Abstract: An alkylated diphenyloxide composition is prepared by reacting diphenyloxide with isobutylene in the presence of sulfuric acid and applications for the composition.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: May 26, 1987
    Assignee: Phillips Petroleum Company
    Inventors: R. Lynn Cobb, Michael D. Mitchell
  • Patent number: 4542243
    Abstract: The present invention relates to a process for producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers having excellent insecticidal and acaricidal activities which are represented by formula (IV): ##STR1## wherein R is a lower alkyl group and X.sub.1 and X.sub.2 are each a hydrogen or fluorine atom, which comprises reacting a 3-halogeno-4-alkoxyneophyl halide represented by the formula (I): ##STR2## wherein Y.sub.1 and Y.sub.2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, R has the same meaning as above and X is a halogen atom, with a 3-phenoxybenzyl alcohol represented by the formula (II): ##STR3## wherein X.sub.1 and X.sub.2 have the same meaning as above, in the presence of a base to obtain a 3-phenoxybenzyl 2-(4-alkoxy-3-halogenophenyl)-2-methylpropyl ether represented by the formula (III): ##STR4## wherein Y.sub.1, Y.sub.2, R, X.sub.1 and X.sub.
    Type: Grant
    Filed: October 7, 1983
    Date of Patent: September 17, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Mitsumasa Umemoto, Tamotsu Asano, Teruyuki Nagata, Satoshi Numata
  • Patent number: 4489212
    Abstract: Arenes are reacted with allyl chloride to produce allylarenes and 2-chloropropyl- or propenylarenes using a catalyst comprising a metal oxide substrate having tantalum (V) halide/oxide bound to the surface of the substrate.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: December 18, 1984
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4484007
    Abstract: There is provided an improved process for producing biologically active arylterpenoid compounds useful to inhibit eclosion of pupae, e.g., fly pupae or mosquito pupae. The process is characterized by reacting a terpenoid material having a terminal unsaturated linkage, e.g., dihydromyrcene (3,7-dimethylocta-1,6-diene) with a lower alkyl Grignard reagent, e.g., n-propyl magnesium chloride to form a Grignard exchange product. The exchange product is then benzylated. Either a benzyl halide, e.g., p-isopropylbenzyl chloride, or a benzaldehyde, e.g., p-isopropylbenzaldehyde may be used. These compounds are specifically described in U.S. Pat. No. 4,002,769. They contain also a lower alkoxy group, e.g., methoxy. This can be introduced prior to the formation of the Grignard exchange product or at a later stage in the operation. Use of the exchange-type Grignard reaction enables elimination of several steps when producing the arylterpenoids from pinene as the terpene source, and consequent costs.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: November 20, 1984
    Assignee: SCM Corporation
    Inventors: Carlos G. Cardenas, Tse-Lok Ho, Shing-Hou Liu
  • Patent number: 4406780
    Abstract: Properties of phenol-containing hydrocarbonaceous streams are improved by first treating the stream with a C.sub.1 to C.sub.10 alcohol and an acid. If enough alcohol and acid are employed, two liquid phases are formed, an alcohol/acid phase and a hydrocarbonaceous phase. The alcohol/acid phase, which now contains phenols, can be separated and contacted with a C.sub.1 to C.sub.16 olefin or the olefin can be added in situ. In any case, oxygen-alkylation of the phenolic groups occurs.
    Type: Grant
    Filed: August 18, 1981
    Date of Patent: September 27, 1983
    Assignee: Exxon Research and Engineering Co.
    Inventors: Kenneth A. Gould, Robert B. Long
  • Patent number: 4395372
    Abstract: A process is disclosed for alkylation of benzenes with lower olefins which comprises contacting the benzene and lower olefin with a rare earth exchanged X or Y zeolite catalyst in the presence of sulfur dioxide.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: July 26, 1983
    Assignee: Shell Oil Company
    Inventors: Robert Q. Kluttz, Lynn H. Slaugh
  • Patent number: 4371714
    Abstract: A process for the selective alkylation of phenol or its alkyl ethers, in the presence of a particular type of zeolite catalyst, to produce a product rich in 4-alkyl phenyl alkyl ethers (e.g. 4-methylanisole). The zeolite is characterized by a Constraint Index of 1 to 12 and a silica to alumina mole ratio of at least 12, and may optionally contain a minor amount of a difficultly reducible oxide.
    Type: Grant
    Filed: December 30, 1980
    Date of Patent: February 1, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Lewis B. Young
  • Patent number: 4189614
    Abstract: A process for the stereoselective preparation of sexual pheromones is disclosed. The process involves reacting a compound of the formula ##STR1## in which the conjugated diene is of the trans-trans (E--E) stereochemical configuration with a compound of the formulaXMg--(CH.sub.2).sub.n --CH.sub.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: February 19, 1980
    Assignee: Institut National de la Recherche Agronomique
    Inventors: Daniel Samain, Charles Descoins, Gerhard Kunesch
  • Patent number: 4163864
    Abstract: 2-METHYL-3-PRENYL-4,5,6-TRIMETHOXYPHENOL OF THE FORMULA: ##STR1## wherein R represents a group of the formula: ##STR2## WHEREIN N IS AN INTEGER OF 0 TO 9 AND A and B represent hydrogen atom or A--B may form a bond,Is prepared by reacting 6-methyl-2,3,4-trimethoxyphenol with a prenol or isoprenol substituted by the group R as defined above in the presence of a complex catalyst comprising Lewis acid and a silica-alumina compound.
    Type: Grant
    Filed: February 16, 1978
    Date of Patent: August 7, 1979
    Assignee: Eisai Co., Ltd.
    Inventors: Eiichi Morita, Hirosaburo Ejiri, Keizo Takayanagi, Yukio Morita, Yasuhide Tanaka, Shizumasa Kijima, Kimio Hamamura, Isao Yamatsu
  • Patent number: 4154769
    Abstract: The invention concerns a new process for the production of 2-alkoxy-4-propen-1-yl phenols of the formula ##STR1## in which R represents the methyl or ethyl radical wherein 2-alkoxy phenols of the formula ##STR2## in which R is as defined above, are initially condensed with propionaldehyde in the presence of acid catalysts, and the resulting condensation product is subsequently split by heating in the presence of a basic catalyst to form the phenols of formula I.
    Type: Grant
    Filed: March 21, 1977
    Date of Patent: May 15, 1979
    Assignee: Haarmann & Reimer GmbH
    Inventors: Kurt Bauer, Reiner Molleken, Rudolf Hopp
  • Patent number: 4137272
    Abstract: A new process, which can be carried out on the technical scale, had been found for the preparation of 2-alkoxy-6-bromo-naphthalenes, especially suitable as starting compounds for the synthesis of estrogens, which comprises brominating 2-hydroxy-naphthalene-1-carboxylic acid with bromine, decarboxylating the 6-bromo-2-hydroxynaphthalene-1-carboxylic acid by heating the reaction mixture at 100 - 125.degree. C, and alkylating the 6-bromo-2-hydroxy-naphthalene formed. The process can be conducted easily and with high yields.
    Type: Grant
    Filed: April 28, 1977
    Date of Patent: January 30, 1979
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Theodor Papenfuhs, Kurt Gengnagel