The Dow Chemical Company

Blue Cube IP LLC

David A Carr

Robert E Hefner, Jr

Maria I Villarreal

Thomas A Chamberlin

Daryoosh Beigzadeh

Anthony P Haag

David J Couling

Robert W Coyle

Robert E Hefner

A process for preparing an aliphatic or cycloaliphatic epoxy resin composition including the steps of: (I) reacting a mixture of the following components: (a) an aliphatic or cycloaliphatic hydroxyl-containing material, (b) an epihalohydrin, (c) a stoichiometric excess of a base compound or basic acting substance, (d) a catalyst, and (e) optionally, a solvent; wherein the reacting step (I) is carried out under reaction conditions sufficient to form a crude aliphatic or cycloaliphatic epoxy resin composition product in the resultant reaction mixture; (II) neutralizing the resultant reaction mixture of step (I) containing the crude aliphatic or cycloaliphatic epoxy resin composition product with a phosphate neutralizing agent sufficient to partially neutralize the base or basic acting substance and to form a neutralized fluid medium containing aliphatic or cycloaliphatic epoxy resin composition product; (III) removing at least a portion of unreacted epihalohydrin from the reaction mixture of step (II); and (IV) subjecting the reaction mixture of step (III) above to a separation process to recover the aliphatic or cycloaliphatic epoxy resin composition product from the neutralized fluid medium; wherein the aliphatic or cycloaliphatic epoxy resin composition product yield is greater than about 70 percent.

Epoxy resin compositions

A process which includes the step of heating a compound of Formula (I): ##STR1## wherein R.sup.1 is a hydroxyphenyl group or a group of Formula (II): ##STR2## and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently in each occurrence H or a C.sub.1-10 alkyl group; to a temperature in the range of from 100.degree. C. to 400.degree. C. under reaction conditions sufficient to form one or more 4,4'-dihydroxy-alpha-substituted stilbenes.

Process for the preparation and purification of

A process for preparing a 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene which includes the steps of (A) reacting at a temperature of from -20.degree. C. to 20.degree. C. a mixture of: (1) at least one alpha-haloketone; (2) at least one compound containing one phenolic hydroxyl group or aromatic alkoxy group per molecule such that the mole ratio of phenolic hydroxyl group-containing or aromatic alkoxy group-containing compound(s):alpha-haloketone(s) is at least 0.1:1; and (3) either (a) at least one strong protonic acid or (b) at least one Lewis acid, or (c) any combination thereof; thereby forming a reaction product containing at least one halogen-containing bisphenol compound which, upon being dehydrohalogenated, forms a 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha, alpha'-dialkylstilbene; (B) reducing the acid content of the product resulting from step (A) to less than 10,000 ppm; (C) dehydrohalogenating the product obtained from step (B), thereby forming a dehydrohalogenated product containing 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene; (D) adding water to the product of step (C) in amounts sufficient to crystallize at least a portion of the, 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene and recovering the crystals and the remaining organic phase separately; (E) independently repeating steps (A), (B), and (C) to obtain a dehydrohalogenated product; (F) mixing at least a portion of organic phase obtained in step (D) with the product obtained in step (E); and (G) adding water to the mixture obtained in step (F) in amounts sufficient to crystallize at least a portion of the 4,4'-dihydroxy-alpha-alkylstilbene or 4,4'-dihydroxy-alpha,alpha'-dialkylstilbene and recovering the crystals.

Process for preparing and recovering 4,4'-dihydroxy-alpha-alkylstilbene

4,4'-Dihydroxy-alpha-alkylstilbenes of high purity are prepared by reacting at a temperature of from about -20.degree. C. to about 20.degree. C. a mixture of (1) at least one alpha-haloketone, (2) at least one phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound, and (3) at least one strong protonic acid or Lewis acid; such that the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s) is from 0.1:1 to 1.9:1, and the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s):strong protonic acid or Lewis acid is from about 0.1:1:0.0026 to about 1.9:1:0.95. The high purity 4,4'-dihydroxy-alpha-alkylstilbenes are useful for the advancement of epoxy resins, for the preparation of phenoxy resins and for the preparation of epoxy resins.

Preparation of 4,4'-dihydroxy-alpha'-dialkylstilbenes and 4,

Preparation of 4,4'-dihydroxy-alpha-alkylstilbenes and

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Lake Jackson, TX, United States of America

David A Carr