Abstract: The present invention provides novel clathrate compounds using tetrakisphenols as host. The clathrate compounds are obtained easily and efficiently by reacting tetrakisphenols represented by the general formula [I] as host and various organic compounds such as alcohol, ether, ester, ketone, heterocyclic compounds containing nitrogen, essential oil, perfume and the like as guest under the condition of solvent-free or diluted with solvent if required. ##STR1## wherein X represents (CH.sub.2)n, n represents 0-3, and R.sup.1 and R.sup.2 represents each independently hydrogen atom, a lower alkyl group, a pheny group optionally having substituents, a halogen atom or a lower alcoxy group.The clathrate compounds specified in the present invention are useful in the technological field of selective separation, chemical stabilization, conversion to non-volatility, powder processing and the like.

Abstract: An aqueous resol solution produced by an alkaline condensation of a phenolic compound with an aldehyde in a molar ratio of 1:1.5 to 2.5 with an alkali metal content of 1 to 5.0% by weight of the reaction solution, neutralizing the solution after the end of condensation at least partially with an aromatic hydroxy carboxylic acid at a temperature not greater than 50.degree. C. and then concentrating the reaction mixture which is readily dilutable with water.

Abstract: Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.

Abstract: This invention includes an improved process of converting a phenate to a phenol using acid in which a two phase system having an aqueous phase containing phenate and an organic, phenol-containing, phase are present, the improvement comprising adding the acid to enter the aqueous phase while avoiding contact of the acid and phenol phase. Preferably, with sufficient mixing to substantially surround the organic phase with the aqueous phase. The addition is preferably accomplished by mixing the two phases sufficiently to disperse a small organic (phenol) phase in a (bulk) aqueous phase. Such a process conveniently comprises the steps of: (a) mixing a system containing an organic phenol-containing phase and an aqueous phase sufficiently to substantially surround regions of organic phase with aqueous phase; and (b) adding acid to the aqueous phase; and, optionally, (c) maintaining sufficient mixing to prevent contact of concentrated acid with the organic or phenol phase.

Abstract: Fluorine-modified thermosetting reins are available as phenolic or epoxy resins having trifluoromethyl groups and a naphthalene skeleton in a molecule. They are useful as components of resin compositions or resin modifiers and cure to products having low water pickup, low coefficient of thermal expansion, and adhesion as well as heat resistance and mechanical strength. Thermosetting resin compositions having such a thermosetting resin blended therein are useful in semiconductor element packaging.

Abstract: A method for preparing 1,1,2,2-tetrakis(4-hydroxy-3,5-dimethylphenyl)ethane (TKXE) comprising subjecting two molecules of bis(3,5-dimethyl-4-hydroxyphenyl) methane to dehydration-condensation under oxidizing conditions, an epoxy resin prepared by epoxidating TKXE obtained by the method and an epoxy resin composition comprising TKXE obtained by the method as a hardener and an epoxy resin as well as methods for preparing the resin and composition. The method makes it possible to prepare highly pure TKXE in the form of crystals. Moreover, the epoxy resin and the epoxy resin composition can provide hardened products excellent in physical properties such as heat resistance and mechanical strength.

Abstract: Novel 4-substituted acetophenone anils and methods for preparing 1,3,5-tris(4'-hydroxyphenyl)benzenes from 4-substituted acetophenones such as 4-hydroxyacetophenones or, from substituted 4-hydroxyacetophenone-anils such as 4-hydroxyacetophenone-anil by reacting the 4-substituted acetophenone or corresponding anil with an aniline derivative.

Abstract: A 1,3,5-trimethyl-2,4,6-tris(3,5-dialkyl-4-hydroxybenzyl)benzene is prepared in high yield by reacting a 2,6-dialkyl-4-methoxymethylphenol with mesitylene in a hydrocarbon solvent and in the presence of at least about 10 mol %, based on the amount of mesitylene, of a hydrocarbon-soluble acid (e.g., an alkylbenzenesulfonic acid having 12-18 carbons in the alkyl group, a carboxylic acid, or a dialkylsulfosuccinate) as a catalyst or co-catalyst while distilling methanol by-product out of the reaction mixture as it is formed. The process may be conducted so as to provide a substantially pure product or a product, such as 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, having fairly high purity (e.g., about 98-98%) and a melting point much lower than would be expected of a product having such high purity.

Abstract: A radiation-sensitive composition comprising an admixture in a solvent of: at least one alkali-soluble binder resin, at least one photoactive compound and an effective sensitivity enhancing amount of at least one compound of formula (I): ##STR1## wherein each R is individually selected from the group consisting of hydrogen and a lower alkyl group having 1-4 carbon atoms and each n is 0, 1, or 2; the amount of said binder resin being about 60 to 95% by weight, the amount of said photoactive component being about 5% to about 40% by weight, based on the total solids content of said radiation-sensitive composition.

Abstract: Additives for improving the low temperature flow properties and oxidative stability of hydrocarbon oils are disclosed, which comprise the condensation reaction product of alkylated phenol and sulfurizing agent, wherein:(a) the polymer composition has a number average molecular weight of at least about 3,000 and a molecular weight distribution of at least about 1.5;(b) in the alkylated phenol reactant the alkyl groups (i) are essentially linear; (ii) have between 6 and 50 carbon atoms; and (iii) have an average number of carbon atoms between about 12 and 26; and(c) not more than about 10 mole percent of the alkyl groups on the alkylated phenol have less than 12 carbon atoms and not more than about 10 mole percent of the alkyl groups on the alkylated phenol have more than 26 carbon atoms. The additives may also be produced in a branched backbone form in which monomer reactants are compolymerized with certain tri- or tetrafunctional comonomers.

Abstract: A process for alkylating an aromatic polyol, such as catechol, with an alpha olefin oligomer of alpha olefins having from about 8 to 14 carbon atoms or mixtures thereof using an organic sulfonic acid catalyst which is soluble under the alkylation reaction conditions. The liquid alkyl aromatic polyol product is useful as a lubricating oil additive or lubricating oil base stock.

Abstract: Tetraphenolic compounds such as the tetraphenol of ethane and the tetraphenol of xylene can be prepared in a ketone/alcohol solvent medium using a cation exchange resin catalyst.

Abstract: A compound is a condensate of 1,2,3-trihydroxybenzene with an aldehyde. The condensate is a macrocyclic compound such as a cyclic tetramer. The aldehyde is preferably a long-chain aldehyde such as hexanal, dodecanal or tetradecanal. The condensate can be used as an anti-wear additive in hydrocarbon liquids such as liquid paraffin or as an anti-corrosion additive. The condensate can be prepared by reacting 1,2,3-trihydroxybenzene with an equimolar quantity of an aldehyde in the presence of an acid.

Abstract: Herein provided are a method for preparing 1,1,2,2-tetrakis(4-hydroxy-3,5-dimethylphenyl)ethane (TKXE) comprising subjecting two molecules of bis(3,5-dimethyl-4-hydroxyphenyl) methane to dehydration-condensation under oxidizing conditions, an epoxy resin prepared by epoxidating TKXE obtained by the method and an epoxy resin composition comprising TKXE obtained by the method as a hardener and an epoxy resin as well as methods for preparing the resin and composition. The method makes it possible to prepare highly pure TKXE in the form of crystals. Moreover, the epoxy resin and the epoxy resin composition can provide hardened products excellent in physical properties such as heat resistance and mechanical strength.

Abstract: In a process for the preparation of 9,9-bis-(4-hydroxyphenyl)-fluorene by condensing fluorenone and phenol in a molar ratio of 1:4 to 1:8 at 30.degree. to 90.degree. C. in the presence of gaseous hydrogen chloride and .beta.-mercapto-propionic acid catalyst, the improvement comprising distilling water of reaction and dissolved hydrochloric acid from the completed reaction mixture, dissolving the distillation residue in a nitrile, separating the crystallized adduct of nitrile and 9,9-bis-(4-hydroxphenyl)- fluorene from the nitrile and optionally dissociating the adduct to recover high purity 9,9-bis-(4-hydroxphenyl)- fluorene.

Abstract: A process is disclosed for preparing a tetrakisphenol by the reaction of a dialdehyde with a phenolic compound in the presence of a cationic exchange resin catalyst, and then subjecting a solution of the condensation product to conditions suitable for crystallization of the polyphenolic product relatively high in the tetrakisphenol species.

Abstract: A. parasiticus is employed to hydroxylate 2'-hydroxyterphenyl compounds to terphenyltriols, which can be used to form branched polycarbonates. The hydroxylation reaction is enhanced by maintaining a sufficient amount of a carbon source in the culture medium-reaction medium to maintain the ammonium level below 300 ppm. during the bioconversion phase. Employment of a mutant strain of A. parasiticus which was isolated following ultraviolet light mutagenesis to reduce its tendency to produce aflatoxins is preferred.

Abstract: A process for producing an allyl-substituted phenol compound is described, which comprises a combination of a first step in which a phenol is reacted with an allyl halide in the presence of an alkaline aqueous medium to allyl-etherify the phenol and a second step in which the reaction product obtained in the first step and containing the allyl-etherified phenol is subjected to a Claisen rearangement reaction in the absence of a medium. Also, a compound obtained by the above process is described.

Abstract: Additives for improving the low temperature flow properties of hydrocarbon oils are disclosed, which comprise the condensation reaction product of alkylated phenol and aldehyde, wherein:(a) the polymer composition has a number average molecular weight of at least about 3,000 and a molecular weight distribution of at least about 1.5;(b) in the alkylated phenol reactant the alkyl groups (i) are essentially linear; (ii) have between 6 and 50 carbon atoms; and (iii) have an average number of carbon atoms between about 12 and 26; and(c) not more than about 10 mole % of the alkyl groups on the alkylated phenol have less than 12 carbon atoms and not more than about 10 mole % of the alkyl groups on the alkylated phenol have more than 26 carbon atoms. The additives may also be sulfurized, or produced in a branched backbone form in which monomer reactants are copolymerized with certain tri- or tetrafunctional comonomers.

Abstract: Additives for improving the low temperature flow properties of hydrocarbon oils are disclosed, which comprise the condensation reaction product of alkylated phenol and aldehyde, wherein:(a) the polymer composition has a number average molecular weight of at least about 3,000 and a molecular weight distribution of at least about 1.5;(b) in the alkylated phenol reactant the alkyl groups (i) are essentially linear; (ii) have between 6 and 50 carbon atoms; and (iii) have an average number of carbon atoms between about 12 and 26; and(c) not more than about 10 mole % of the alkyl groups on the alkylated phenol have less than 12 carbon atoms and not more than about 10 mole % of the alkyl groups on the alkylated phenol have more than 26 carbon atoms. The additives may also be sulfurized, or produced in a branched backbone form in which monomer reactants are copolymerized with certain tri- or tetrafunctional comonomers.

Abstract: Tetraphenolic compounds such as the tetraphenol of ethane and the tetraphenol of xylene can be prepared in a heterogeneous reaction mixture using an acidic cationic exchange resin catalyst. A continuous process can be most effectively carried out in the presence of an alcohol cosolvent for the reaction mixture.

Abstract: 3,5-dialkyl-4-hydroxybenzyl-substituted benzene compounds are made by reacting 2,6-dialkyl-4-methoxymethyl phenols with a benzene compound having an unsubstituted nuclear position in an inert solvent and in the presence of sulfuric acid catalyst while distilling methanol by-product from the reaction mixture as it forms.

Abstract: A process for the purificationof 1,1,1-tris(4'-hydroxyphenyl)ethane by washing a crude admixture containing both it and impurities with a saturated solution of 1,1,1-tris(4'-hydroxyphenyl)ethane in water and methanol; and isolating the washed crude admixture from the effluent and dissolving the washed crude admixture in methanol, and adding water and sodium borohydride to the dissolved, washed crude admixture to form a precipitate of 1,1,1-tris(4'-hydroxyphenyl)ethane, and filtering the precipitate to form a resultant purified 1,1,1-tris(4'-hydroxyphenyl)ethane and a filtrate. Another embodiment of the invention provides iteratively repeating the process by washing an additional crude admixture batch with the filtrate from a prior purification.

Abstract: 3,5-dialkyl-4-hydroxybenzyl-substituted benzene compounds are made by reacting 2,6-dialkyl-4-methoxymethyl phenols with a benzene compound having an unsubstituted nuclear position in an inert solvent and in the presence of an organic sulfonic acid catalyst while distilling methanol by-product from the reaction mixture as it forms.

Abstract: A trinuclear novolak oligomer of the formula (I): ##STR1## wherein each X is selected from the group consisting of hydroxyl group and halide group and Y is selected from the group consisting of a lower alkyl group having 1-4 carbon atoms and halogen atom.

Abstract: Thermoplastic, branched, high-molecular-weight polycarbonates endowed with flame-proof properties (self-extinguishing properties) are characterized in that they contain in their macromolecule carbonate units, units deriving from a di-hydroxy-aromatic compound having the formula: ##STR1## wherein: R is a single bond; orR is a linear or branched, either substituted or non-substituted, alkylene radical of from 1 to 5 carbon atoms; orR is selected from the group consisting of O, S, SO.sub.2, CO;X, Y which may be either equal to, or different from, each other, are either H or CH.sub.3 ;m, n which may be either equal to, or different from, each other, are integers comprised within the range of from 1 to 4;and units deriving from a halogenated macrocyclic compound having the formula: ##STR2## wherein: R.sub.1 is H or OH or chlorine or bromine, andR.sub.2 is chlorine or bromine.

Abstract: Thermally stable methylene-bridged polyphenols such as 2,4-bis(4-hydroxy-3,5-dimethyl)-3,5-dibromo-6-methylphenol are prepared by contacting (1) a substituted phenol having at least one halogen substituted on the aromatic ring in a position meta to the phenolic hydroxyl and at least one halomethyl group substituted on the aromatic ring in a position ortho or para to the phenolic hydroxyl with (2) and o,o-dialkylphenol having hydrogen on the aromatic ring position which is para to the phenolic hydroxyl under alkylation conditions.

Abstract: A polyalkenylphenol compound represented by formula (I): ##STR1## wherein R represents a hydrogen atom or a methyl group; X represents a hydrogen atom or a halogen atom; and n represents 0 or an integer of from 1 to 10. The compound is useful as a curing agent for epoxy resins or maleimide resins or a starting material for epoxy resins.

Abstract: 3,5-di-alkyl-4-hydroxybenzyl-substituted aromatics are made in improved yield by co-feeding 2,6-di-alkyl-4-alkoxymethyl phenol and sulfuric acid to a benzene compound, e.g. mesitylene, in an inert solvent at -10.degree. to 50.degree. C.

Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.

Abstract: Antioxidant compounds having the structure: ##STR1## in which p is 1 or 2 and + is a tert-butyl group provide excellent oxidation stability, melt flow index and yellow index, especially in polypropylene.

Abstract: A noncrystalline 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane having an amorphous X-ray defraction pattern and a melt transition temperature of 113.degree.-119.degree. C. is made by an improved process and offers improvements over crystalline materials as a stabilizer of resins made from at least one ethylenically unsaturated monomer such as polypropylene.

Abstract: A triphenol type compound represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 independently represent hydrogen, a halogen, a C.sub.1 -C.sub.5 alkyl group or a C.sub.1 -C.sub.5 alkoxy group.The triphenol type compound can be used, as a branching agent for the production of a polycarbonate comprising (A) a carbonic acid component unit, (B) a divalent phenol component unit, and (C) a tripenol type compound component unit derived from the above-mentioned triphenol type compound. The triphenol type compound unit (C) is used in an amount of 0.01 to 10 mole %, based on the divalent phenol component unit (B) and the intrinsic viscosity [.eta.], determined at 25.degree. C. in methylene chloride, of the polycarbonate is 0.4 to 1.0 dl/g and the glass transition temperature (Tg), determined by a differential scanning type calorimeter is 150.degree. C. to 300.degree. C.

Abstract: A process for making a 2,6-di-hydrocarbyl-4-alkoxyalkylphenol, e.g. 2,6-di-tert-butyl-4-methoxymethylphenol, by reacting a 2,6-dihydrocarbylphenol with formaldehyde in a stoichiometric excess of alcohol and in the presence of a Mannich base catalyst preferably formed in situ by adding a catalyst-forming amount of a secondary amine, e.g. dimethylamine, to the mixture of 2,6-di-hydrocarbylphenol, formaldehyde and alcohol. Unreacted alcohol and amine are distilled out and the 2,6-di-hydrocarbyl-4-alkoxyalkylphenol is reacted with a benzene-type compound, e.g. mesitylene, to make a hindered phenolic antioxidant, e.g. 1,3,5-trimethyl-2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.

Abstract: Titled materials and their preparation. The materials contain a moiety such as, for example, 4-oxy-3,5-dimethyl-2,6-dibromobenzyl which can impart a high degree of thermal and hydrolytic stability to the materials, for example, epoxy thermosets such as in electronic encapsulations. For example, when used in electronic encapsulation formulations, these materials can provide a substantial increase in electronic device reliability. Their preparation involves an alkylation of an aromatic ring, for example, such as a Friedel-Crafts alkylation with 4-bromomethyl-3,5-dibromo-2,6-dimethylphenol or with 4-hydroxymethyl-3,5-dibromo-2,6-dimethylphenol.

Abstract: Novel o-bridged polynuclear polyphenols of the formula I ##STR1## which contain at least one organic radical, such as alkyl, cycloalkyl or aryl, per phenyl nucleus and are formed by condensation of the monomeric phenolic components with customary bridging reagents, such as formaldehyde, acetone or sulfur dichloride, or by oxidative coupling of the monomeric phenolic components, and which, depending on the reaction procedure, can contain between 2 and 50 monomer units, are described.The substances according to the invention can be used for stabilizing plastics from oxidative degradation and have a good resistance to extraction.

Abstract: A composition comprising an aromatic polycarbonate branched or crosslinked with a residue of a compound of the formula ##STR1## wherein X, Y, X' and Y' are the same or different and are hydrogen or alkyl of one to about six carbon atoms, inclusive; W, W', Z and Z' are the same or different and are alkyl of one to about six carbon atoms, inclusive, and E is alkylene or alkylidene of two to about twelve carbon atoms, inclusive.

Abstract: Disclosed are a polynuclear polyhydric phenol represented by the following general formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 stand for a hydrogen atom or a lower alkyl group, R.sup.3 stands for a hydrogen atom, an alkyl group, an aryl group or a halogen atom, and n is an integer of from 0 to 10,and a polyepoxy compound consisting of a polyglycidyl ether of this polynuclear polyhydric ether. When this polyepoxy compound is combined with a curing agent, a curable epoxy resin composition excellent in the heat resistance characteristics is provided.

Abstract: Novel hydroxybenzyl substituted hexaalkyldiphenylmethane derivatives are provided which are useful as stabilizers of resins made from at least one ethylenically unsaturated monomer.

Abstract: Compounds of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined in the main claim, are suitable for use as stabilizers for organic material, such as polymers or lubricants. In addition to high activity, they are distinguished, in particular, by good color behavior and good compatibility with the substrates to be protected.

Abstract: The invention bis((aryl)vinyl)benzenes wherein the aryl and benzene moieties may be substituted, and the vinyl carbon alpha to the central benzene ring may be further substituted with an aliphatic group.

Abstract: The invention relates to phenols which contain a number of aromatic nuclei and in which the bridge formation of these nuclei is in the meta-position to the OH groups. These phenols have the formula I, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined in claim 1.The novel phenols are most suitable for use as stabilizers for organic polymers and lubricants and have particularly good color properties.

Abstract: The invention relates to phenols which contain a number of aromatic nuclei and in which the bridge formation of these nuclei is in the meta-position to the OH groups. These phenols have the formula I, ##STR1## or ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, A and n are as defined in claim 1.The novel phenols are most suitable for use as stabilizers for organic polymers and lubricants and have particularly good color properties.

Abstract: In a process for the preparation of phenol-aromatic ketone condensation products by reaction of phenols and ketones in the presence of a gaseous hydrogen halide, the improvement comprising adding in catalytic amounts up to less than molar amounts based on the ketone as an additional condensation agent at least one bivalent, trivalent or tetravalent metal halide, introducing the gaseous hydrogen halide and after termination of the condensation reaction, adding water to the reaction mixture and recovering the purified condensation product and to the novel monomers of 9,9-bis-(4-hydroxyphenyl)-fluorene with a melting point of at least 226.degree. C. and 1,1-bis-(4-hydroxyphenyl)-1-phenylethene with a melting point of at least 189.degree. C. which are useful for the preparation of improved polyester resins.

Abstract: This invention relates to phenolic compounds that have utility as branching agents for the manufacture of randomly branched polycarbonates.

Abstract: A process of purifying tris(1-hydroxy-3-methyl-6-tert. butyl phenyl) butane comprises crystallizing it from an aromatic hydrocarbon having 6 to 9 carbon atoms to produce a product containing said hydrocarbon and removing at least part of the hydrocarbon from the product by washing it with a liquid consisting essentially of at least one water miscible alcohol and water.

Abstract: [1.1.1.1.]metacyclophane is a cyclic compound consisting of two alkane bisphenol molecules coupled through their available ortho positions by a methylene moiety. The cyclic compound is initially formed as a dihydrate by reaction of a 2,2'-di-substituted alkane bisphenol such as a 2,2'-di-t.butylated alkane bisphenol with paraformaldehyde at about 170.degree. C. in an aromatic solvent. The dihydrate may be dehydrated under select conditions. The cyclic compound is an excellent antioxidant in mineral filled natural rubber, and in polyolefins, particularly in polypropylene.

Abstract: The invention sets forth novel telechelic (terminally functional) prepolymers which may be reacted to form curable epoxides. On account of the incorporation of saturated elastomer chains into the prepolymers improved epoxides arise having increased moisture resistance and less brittleness than conventional epoxides. These prepolymers may be straight chain or three-armed star, emanating from a common phenyl ring nucleus. Molecular weights of the prepolymers range from about 700 to 50,000 (linear) and from about 1000 to about 75,000 (three-arm star). The epoxides are useful as coatings, in adhesives, as additives, and the like.

Abstract: This invention relates to tetraphenolic compounds that have utility as branching agents for the manufacture of novel randomly branched polycarbonates. The polycarbonates are useful in the fabrication of blow molded articles.

Abstract: This invention relates to triphenolic compounds that may be used as branching agents for the manufacture of novel randomly branched polycarbonates. The polycarbonates are useful for the fabrication of blow molded articles.