Abstract: A method of preparing a halophthalic acid is disclosed which comprises the steps of contacting in a liquid phase reaction mixture at least one halogen-substituted ortho-xylene with oxygen and acetic acid at a temperature in a range between about 120° C. and about 220° C. in the presence of a catalyst system yielding a product mixture comprising less than 10 percent halogen-substituted ortho-xylene starting material, a halophthalic acid product, and less than about 10,000 ppm halobenzoic acid and less than about 1000 ppm halophthalide by-products based on a total amount of halophthalic acid present in the product mixture. In addition methods for the preparation of halophthalic anhydride, and recovery of high purity acetic acid from an aqueous acetic acid stream comprising HCl, which is generated during the preparation of the halophthalic acid are also disclosed.

Abstract: A method of preparing a halophthalic acid is disclosed which comprises the steps of contacting in a liquid phase reaction mixture at least one halogen-substituted ortho-xylene with oxygen and acetic acid at a temperature in a range between about 120° C. and about 220° C. in the presence of a catalyst system yielding a product mixture comprising less than 10 percent halogen-substituted ortho-xylene starting material, a halophthalic acid product, and less than about 10,000 ppm halobenzoic acid and less than about 1000 ppm halophthalide by-products based on a total amount of halophthalic acid present in the product mixture. In addition methods for the preparation of halophthalic anhydride, and recovery of high purity acetic acid from an aqueous acetic acid stream comprising HCl, which is generated during the preparation of the halophthalic acid are also disclosed.

Abstract: A method of preparing a halophthalic acid is disclosed which comprises the steps of contacting in a liquid phase reaction mixture at least one halogen-substituted ortho-xylene with oxygen and acetic acid at a temperature in a range between about 120° C. and about 220° C. in the presence of a catalyst system yielding a product mixture comprising less than 10 percent halogen-substituted ortho-xylene starting material, a halophthalic acid product, and less than about 10,000 ppm halobenzoic acid and less than about 1000 ppm halophthalide by-products based on a total amount of halophthalic acid present in the product mixture. In addition methods for the preparation of halophthalic anhydride, and recovery of high purity acetic acid from an aqueous acetic acid stream comprising HCl, which is generated during the preparation of the halophthalic acid are also disclosed.

Abstract: Disclosed is a method for removing impurities from products derived from oxidation of an ortho-dialkylaromatic compound which comprises at least one step selected from the group consisting of extraction of an aqueous solution comprising aromatic dicarboxylic acid product with an organic solvent and extraction of an organic solution comprising aromatic anhydride product with an aqueous bicarbonate solution for a time period insufficient to allow hydrolysis of anhydride to acid.

Abstract: A method for the manufacture of halophthalic acid by liquid phase oxidation of halo-ortho-xylene is disclosed. The halophthalic acid may be dehydrated to form halophthalic anhydride which is useful in the synthesis of polyetherimide.

Abstract: A method for the manufacture of chlorophthalic acid by liquid phase oxidation of chloro-ortho-xylene is disclosed. The chlorophthalic acid may be dehydrated to form chlorophthalic anhydride which is useful in the synthesis of polyetherimide.

Abstract: Methods for treating conditions associated with hyperglycemia, especially Type II diabetes, with novel naphthylsulfonic acids and related compounds. These compounds, as single stereoisomers or mixtures of stereoisomers, or their pharmaceutically acceptable salts, are useful in methods of stimulating the kinase activity of the insulin receptor, enhancing the activation of the insulin receptor by insulin, and stimulating the uptake of glucose into cells. A variety of antidiabetic compounds and pharmaceutical compositions comprising the antidiabetic compounds are also disclosed.

Abstract: A method for the manufacture of halophthalic acid by liquid phase oxidation of halo-ortho-xylene is disclosed. The halophthalic acid may be dehydrated to form halophthalic anhydride which is useful in the synthesis of polyetherimide.

Abstract: A method for the synthesis of substituted phthalic anhydrides (IV) wherein R′ is a halogen, aromatic or aliphatic group comprising 1-18 carbons, hydrogen or nitro group is the transimidation between a substituted N-alkyl phthalimide (V) wherein R is an alkyl having from 1 to 18 carbons, and a substituted tetrahydrophthalic anhydride (VI): The by-product of this reaction, a substituted N-alkyl tetrahydrophthalimide (VII), may be converted by aromatization to the substituted N-alkyl phthalimide (V).

Abstract: The present invention relates to halogen-containing aromatic compounds and methods thereof. The present invention relates a halogen-containing aromatic acid dianhydride, halogen-containing aromatic tetranitrile compound, halogen-containing m-phenylenediamine compound and fluorine compound, and a method thereof.

Abstract: A bis(trisubstitutedtrimellitic anhydride) derivative and a polyesterimide for optical communications, the polyesterimide being formed therefrom. The polyesterimide has a high refractive index, so that when using such polyesterimide as a material for a core of an optical fiber, the range of materials that can be selected for the cladding becomes wide. Also, a coating property and adhesion to a substrate are improved, thereby providing a good film forming property and thermal stability. Also, because the polyesterimide can minimize optical loss at a near infrared wavelength range, the polyesterimide is very useful as an optical material in the optical communications field adopting the light of near infrared wavelength.

Abstract: The invention relates to the preparation of halogenated imides derived from hydrazine, a halogen and a dicarboxylic acid anhydride and capable of being employed as fireproofing agents for plastics.A dicarboxylic acid anhydride is halogenated with bromine, chlorine or a mixture thereof and then the product thus obtained is subsequently reacted with hydrazine. No prior purification or isolation of the intermediate halogenated anhydride is required.

Abstract: A process for producing tetrafluorophthalic anhydride, which comprises chlorinating tetrachlorophthalic anhydride to obtain 3,3,4,5,6,7-hexachloro-1-[3H]-isobenzofuranone, then fluorinating it to obtain 3,4,5,6-tetrafluorophthaloyldifluoride and/or 3,3,4,5,6,7-hexafluoro-1-[3]-isobenzofuranone, and further reacting the tetrafluorophthalolyldifluoride and/or the hexafluoro-1-[3H]-isobenzofuranone with an inorganic base or an organic acid to obtain tetrafluorophthalic anhydride.

Abstract: The disclosure describes a process for producing halogenated phthalic anhydride, which comprises reacting phthalic anhydride with a molecular halogen in vapor phase in the presence of a catalyst containing zeolite as active component.

Abstract: A process for producing tetrafluorophthalic anhydride, which comprises chlorinating tetrachlorophthalic anhydride to obtain 3,3,4,5,6,7-hexachloro-1-[3H]-isobenzofuranone, then fluorinating it to obtain 3,4,5,6-tetrafluorophthaloyldifluoride and/or 3,3,4,5,6,7-hexafluoro-1-[3H]-isobenzofuranone, and further reacting the tetrafluorophthalolyldifluoride and/or the hexafluoro-1-[3H]-isobenzofuranone with an inorganic base or an organic acid to obtain tetrafluorophthalic anhydride.

Abstract: In the purification of crude tetrachlorophthalic anhydride containing hexachlorobenzene as impurities, this invention relates to purification by decomposition in which crude tetrachlorophthalic anhydride is contacted with chlorine gas in fuming sulfuric acid or sulfuric anhydride in the presence of iodine or iodine trichloride to decompose the impurities and remove them or purification by washing in which hexachlorobenzene is separated by washing with a chlorinated solvent. This invention also relates to a process for purifying crude tetrachlorophthalic anhydride containing iodotrichlorophthalic anhydrides as impurities by applying a radical reaction treatment in a chlorinated solvent to convert iodotrichlorophthalic anhydrides to tetrachlorophthalic anhydride. Moreover, it relates to high-purity tetrachlorophthalic anhydride containing 10 ppm or less of hexachlorobenzene.

Abstract: Disclosed are novel compounds having the formula ##STR1## where A is O or NR, each R' independently selected from hydrogen, R, or M, R is alkyl, aryl, alkaryl, or aralkyl from C.sub.1 to C.sub.12, and M is a cation. Also disclosed is a method of making those compounds and a method of making a mixture of 3,5-difluorobenzoic acid and 1,3-difluorobenzene by reacting 3,5-dichlorophthalic anhydride with a fluorinating agent to produce 3,5-difluorophthalic anhydride, reacting the 3,5-difluorophthalic anhydride with water to produce 3,5-difluorophthalic acid, and decarboxylating the 3,5-difluorophthalic acid.

Abstract: The present invention relates to a process for the preparation of tetrafluorophthalic acid and/or tetrafluorophthalic anhydride by reacting a compound of the formula ##STR1## in which X is a radical ##STR2## which is optionally mono- or polysubstituted on the aromatic nucleus by fluorine and/or chlorine and/or alkyl groups having 1 to 4 carbon atoms, or is a radical ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 are as defined, with water, and subsequently removing the water still present by azeotropic distillation or extracting the tetrafluorophthalic acid and/or its anhydride with a water-insoluble solvent or solvent mixture.

Abstract: Disclosed is a method of making a 4-substituted phthalic anhydride. A halomaleic (including halofumaric anhydride (or the acid or ester thereof) is made by the reaction of-maleic anhydride with chlorine or bromine. The halomaleic anhydride is reacted with a conjugated diene to form a first cycloadduct having the formula ##STR1## The first cycloadduct is heated to eliminate HX and produce a second cycloadduct having the formula ##STR2## The second cyclo adduct is dehydrogenated to produce a 4substituted phthalic anhydride which has the formula ##STR3## where R.sub.1, R.sub.2, and R.sub.4 are preferably H and R.sub.3 is preferably Cl or F.

Abstract: This invention relates to an improvement in a process for preparing tetrabromophthalic anhydride whereby there is a substantial recovery of reactants such as halogen and SO.sub.3 from a vent stream exiting the reaction vessel. The improvement comprises contacting the vent stream with a fluid having a first oleum concentration and recovering a halogen stream and a second stream, having a second oleum concentration wherein the second oleum concentration is greater than the first oleum concentration.

Abstract: Halophthalic anhydrides are prepared by the liquid phase reaction of a brominating agent with halogen substituted hexa- or tetra-hydrophthalic anhydrides.

Abstract: Tetrabromophthalic anhydride and the corresponding free acid are propared by oxidizing in the liquid phase a compound of the formula ##STR1## each of A and A' is independently selected from oxygen, OH or acetoxy; each of R and R' is independently selected from H, OH, alkyl, alkylidene or oxygen;x is 0 or 1; y is 3-x; and R.sub.y and R'.sub.y may together form a closed alicyclic or heterocyclic ring structure.Mixtures of two or more compounds of formula (I), optionally in the presence of an oxidation catalyst, can also be employed as the starting material.

Abstract: A process for the preparation of a halophthalic anhydride, such as chlorophthalic anhydride, comprising the liquid phase reaction of bromine with a halogen substituted hexa- or tetra-hydrophthalic anhydride to produce halophthalic anhydride and gaseous HBr, and reacting the gaseous HBr with chlorine to regenerate bromine.

Abstract: Process for the preparation of 3,4,6-tetrafluorophthalic acid of the formula (1) ##STR1## or the anhydride thereof in good yields and in an advantageous manner, by dehalogenating tetrafluorophthalic anhydride of the formula (2) ##STR2## or tetrafluorophthalic acid in aqueous-alkaline medium using zinc at temperatures of approximately 20.degree. C. to approximately 160.degree. C. and, if appropriate, converting the resulting 3,4,6-trifluorophthalic acid into the anhydride in a known manner by dehydrating it.

Abstract: Symmetrical diaryl-acetylenes can be prepared by reacting an aryl halide with acetylene in the presence of a palladium catalyst and a base. If the acetylene is introduced into the liquid reaction mixture using a high intensity gas dispersion means, the aryl halide used can be an aryl bromide.

Abstract: Plychlorophthalimides, specifically, N-substituted tetrachlorophthalimides and N-substituted trichlorophthalimides may be treated with zinc and a base in aqueous soluction to yield, after acidification, the product 3,5-dichlorophthalic acid or salts thereof.

Abstract: A process for the aromatization of 4-chlorotetrahydrophthalic anhydride and 4,5-dichlorotetrahydrophthalic anhydride which comprises heating a solution of either substance in the presence of activated carbon and in the partial absence of air.

Abstract: Halophthalic anhydrides are prepared by the liquid phase reaction of a brominating agent with halogen substituted hexa- or tetra-hydrophthalic anhydrides.

Abstract: Halophthalic anhydrides are prepared by reaction of chlorine with a saturated or partially saturated halophthalic anhydride at a temperature of 200.degree. to 500.degree. Celsius.

Abstract: A process for the preparation of halogen substituted phthalic anhydrides of the formula: ##STR1## wherein x is a halogen, by the reaction of a halogen substituted tetrahydrophthalic phthalic anhydride of the formula ##STR2## or a geminal dihalogen substituted hexahydrophthalic anhydride of the formula ##STR3## in a vapor or liquid phase while mixed with an air flow and an activated carbon catalyst at an elevated temperature.

Abstract: A process for the production of 4-bromophthalic anhydride which comprises the reaction of 4-chlorotetrahydrophthalic anhydride with elemental bromine, in the presence of a catalytically effective amount of iron or an iron salt is disclosed.

Abstract: A process for chlorinating compounds containing a carbon atom bonded to a hetero-atom selected from the group consisting of oxygen, nitrogen and sulfur; said process comprises contacting the carbon hetero-atom containing compound with a chloro phosphorus complex of the formulaRP.sup..sym. CL.sub.3 P.sup..crclbar. Cl.sub.6wherein R is selected from the group consisting of aryl, substituted aryl, alkyl and substituted alkyl, so that the hetero-atom is replaced by at least one chlorine atom; compounds capable of being chlorinated can include, for example, carboxylic acids, acid chlorides, ketones, aldehydes, alcohols, epoxides, esters, anhydrides, ethers, thiols, and aromatic nitro groups; the reaction can be extended to compounds containing the carbon to chlorine bond alpha to a carbon atom containing at least one hydrogen atom, it can be further dehydrochlorinated, e.g., by either heating to a temperature ranging from about 50.degree. C. to about 300.degree. C. or by reaction with a base selected, e.g.

Abstract: Quinophthalone dyes of the formula ##STR1## where X is O or NC--C--R, where R is cyano, unsubstituted or N-substituted carbamyl, carboalkoxy, quinazolonyl, quinoxalinonyl, benzimidazolyl or benzothiazolyl and the rings A, B, the quinoline system and/or the fused benzo systems may be substituted by insolubilizing groups, in surface finishes, printing inks and plastics, in particular in thermoplastics, gives bright hues having good fastness properties coupled with high thermostability.

Abstract: A process for selectively substituting an aromatic nitro group of a nitrophthalic anhydride with a halo group which comprises contacting the nitroaromatic-containing compound with a phosphorus halide of formula:R.sub.n PX.sub.5-nwherein n is selected from 0, 1, 2 and 3; R is selected from the group consisting of C-6 to C-10 aryl and substituted aryl wherein the substituents are selected from the group consisting of: straight and branched chain alkyl, alkoxy, and haloalkyl; halogen, sulfonate and mixtures thereof; and X is a halogen. The process can take place in the presence of an arylphosphorusoxydihalide solvent or without using a solvent. The use of an arylphosphorustetrahalide and particularly phenylphosphorustetrachloride is preferred. The arylphosphorustetrahalide can be prepared in situ by contacting a solution of the corresponding arylphosphorusdihalide in an arylphosphorusoxydihalide solvent with a halogen.

Abstract: 4,4-dihalohexahydrophthalic anhydrides of the formula ##STR1## where Y is chlorine or fluorine, are prepared by the reaction of hydrogen fluoride with 4-chlorotetrahydrophthalic anhydride.The 4,4-dihalohexahydrophthalic anhydrides of this invention can be dehydrohalogenated by reaction with basic alumina to prepare a mixture of 4-fluorotetrahydrophthalic anhydride isomers of the formula ##STR2## The 4-fluorotetrahydrophthalic anhydrides can then be dehydrogenated by reaction with a dehydrogenation catalyst to prepare 4-fluorophthalic anhydride.

Abstract: A process for producing a substituted phthalic acid which comprises heating a substituted tetrahydrophthalic acid compound having a substituent in at least one of the 3-, 4-, 5- and 6-positions in the presence of sulfur to dehydrogenate it, and heat-treating the product in the presence of water optionally together with an organic solvent. As required, the heat-treated product is dehydrocyclized to form a substituted phthalic acid anhydride.

Abstract: A process for purifying crude substituted phthalic anhydrides, e.g. 4-methylphthalic anhydride, derived from the dehydrogenation in the presence of bromine of a Diels-Alder addition product of a conjugated diene, e.g. isoprene, and maleic anhydride. In this process, a mixture of the crude, liquid substituted phthalic anhydride, e.g. 4-methylphthalic anhydride, and an alkali is heated to a temperature effective to reduce the impurities present in the crude substituted phthalic anhydride. Suitable alkalis can include sodium hydroxide and sodium carbonate. Mild alkalis are heated to a higher temperature, e.g. 130.degree. C. for sodium carbonate, whereas stronger alkalis are heated to a lower temperature, e.g. 90.degree. C. for sodium hydroxide.

Abstract: 5-Fluorobenzoxazinones (I) ##STR1## where R is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, or trifluoromethyl, trifluoromethoxy, chlorodifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluoromethylmercapto or chlorodifluoromethylmercapto in the m- or p-position, are prepared by reacting the corresponding benzoxazinone (II) ##STR2## in particular one which is 5-chloro-substituted or 5-bromo-substituted, with a fluoride, in particular potassium fluoride, in the presence or absence of a solvent, by a process in which the reaction is carried out in the absence of water or using previously dried starting materials, and in the presence or absence of a decomposition inhibitor, drying preferably being carried out by treatment with an acid halide, e.g. thionyl chloride, and the inhibitor used being a metal iodide, e.g. sodium iodide, or iodine.

Abstract: A process for preparing substituted phthalic anhydrides, e.g. 4-methylphthalic anhydride, in which the Diels-Alder addition product of a conjugated diene, e.g. isoprene, and maleic anhydride is reacted with bromine in the presence of an acid acceptor. Typical acid acceptors include dimethylformamide and pyridine.

Abstract: This invention relates to a process for the preparation of 4-fluorophthalic anhydride which comprises contacting a dihalohexahydrophthalic anhydride of the formula ##STR1## where X is Cl or F, with a dehydrogenation catalyst. Advantageously, the process of the invention may be carried out in the presence of a hydrogen acceptor. The preferred hydrogen acceptor is a halocarbon hydrogen acceptor of the formula ##STR2## where Y is Cl, Br, or I; Z is Cl, Br or I; m is 0 to 4, n is 0 to 3, p is 0 to 3, and m+n is at least 1; with the proviso that when m is 0, p is at least 1.

Abstract: Fluorophthalic anhydrides containing 1 or 2 fluorine atoms are prepared by a process in which a chlorophthalic anhydride containing 1 or 2 chlorine atoms is treated with an acid chloride of sulfurous acid or of carbonic acid in the presence of an aliphatic sulfone, and the reaction mixture is then reacted with potassium fluoride.

Abstract: Halo-(carbonyldioxyaryl)ethylenes are prepared by a catalytic process which comprises contacting a halo-bis(hydroxyaryl)ethylene, carbon monoxide, an oxidant, a base, and a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum. The resulting halo-(carbonyldioxyaryl)-ethylenes are useful as flame retardents for thermoplastic polymeric materials.