Arch Chemicals, Inc.

Olin Corporation

John Joseph Jardas

Charles W Kaufman

George A Polson

David C Beaty

Saeed H Mohseni

Saeed M Mohseni

Rahim Hani

Murray A Ruggiero

Shoaib Arif

Saeed M Hosseini

Patrick Hobbs

David A Steele

Richard H Dumas

David Lei

Richard Dumas

Disclosed herein is a cost effective and environmentally friendly process to prepare 1-hydroxy-6-substituted pyridones from 2,6-dichloropyridine. The process includes the steps of (a) reacting 2,6-dichloropyridine with hydrogen peroxide in the presence of trifluoroacetic acid at a first temperature to produce a first intermediate containing (1) trifluoroacetic acid and (2) 2,6-dichloropyridine N-oxide and/or salts thereof; (b) adding sulfuric acid to the first intermediate to provide a second intermediate; (c) removing trifluoroacetic acid from the second intermediate to provide a composition containing 2,6-dichloropyridine N-oxide and/or salts thereof which is essentially free of trifluoroacetic acid; (d) reacting 2,6-dichloropyridine N-oxide and/or salts thereof from step (c) with RXH and a base wherein each R is independently a substituted or unsubstituted hydrocarbyl group having between 1 and 20 carbon atoms, X is oxygen or sulfur, to produce a corresponding 2,6-disubstituted-pyridine N-oxide; and (e) heating the disubstituted compound thereby producing the 1-hydroxy-6-substituted pyridone.

Process for the preparation of 1-hydroxy-6-substituted pyridones

The present invention generally relates to a novel process for preparing alkali metal pyrithione from pyridine N-oxide, using a sulfurination agent and a base agent. In particular, the present invention relates to an efficient process for preparing polyvalent metal complexes of sodium pyrithione from the alkali metal pyridine N-oxide described herein.

Process for preparing alkali metal pyrithione and its polyvalent metal complexes from pyridine oxide

A method for producing a suspension, emulsion or dispersion of de-agglomerated particles (advantageously submicron-sized particles) of pyrithione salts comprising contacting agglomerated pyrithione salt particles with a de-agglomerating agent to produce the desired de-agglomerated pyrithione salt particles. Also disclosed is a method for making de-agglomerated submicron-sized particles of pyrithione salts comprising a heating step. Also disclosed are the particles made by the above methods and compositions comprising the particles and a base medium.

Chemical method of making a suspension, emulsion or dispersion of pyrithione particles

A method for producing a suspension, emulsion or dispersion of de-agglomerated particles (advantageously submicron-sized particles) of pyrithione salts comprising contacting agglomerated pyrithione salt particles with a de-agglomerating agent to produce the desired de-agglomerated pyrithione salt particles. Also disclosed is a method for making de-agglomerated submicron-sized particles of pyrithione salts comprision a heating step. Also disclosed are the particles made by the above methods and compositions comprising the particles and a base medium.

A method for making a suspension, dispersion or emulsion of non-agglomerated particles comprising forming particles in a liquid medium, wherein sonic energy is applied to the liquid medium at the point of contact of the reactants during the particle forming step to produce the suspension, dispersion or emulsion of non-agglomerated particles. The invention is also directed to a method for making a suspension of non-agglomerated pyrithione salt particles, comprising the steps of forming pyrithione salt particles in a liquid medium, wherein sonic energy is applied to the liquid medium during the forming step to produce the suspension of non-agglomerated pyrithione salt particles.

Sonic method of enhancing chemical reactions to provide uniform, non-agglomerated particles

The present invention relates to non-spherical and/or non-platelet pyrithione particles. Also disclosed is a method for producing non-spherical and/or non-platelet particles of pyrithione salts, comprising reacting pyrithione acid or a water-soluble salt of pyrithione and a water-soluble polyvalent metal salt in the presence of an ionic surfactant composition at temperature from about 20&deg; C. to about 60&deg; C. and at a pH from 4-9 to produce non-spherical and/or non-platelet particles of pyrithione salts. The present invention further relates to particles made by the above methods and products, such as shampoos, soaps, and skin-care medicaments made using these particles.

Non-spherical and non-platelet forms of pyrithione salts and methods of making same

The present invention relates to non-spherical and/or non-platelet pyrithione particles. Also disclosed is a method for producing non-spherical and/or non-platelet particles of pyrithione salts, comprising reacting pyrithione or a water-soluble salt of pyrithione and a water-soluble polyvalent metal salt in the presence of a dispersant at a temperature from about 20.degree. C. to about 60.degree. C. to produce non-spherical and/or non-platelet particles of pyrithione salts. The present invention further relates to particles made by the above methods and products, such as shampoos, soaps, and skin-care medicaments made using these particles.

Non-spherical and non-platelet crystalline forms of pyrithione salts

The present invention relates to a process for producing a gel-free dispersion or solution of copper pyrithione employing at least one surfactant. Also claimed is the dispersion or solution itself, as well as a solid particulate copper pyrithione composition comprising copper pyrithione particles having a particle shape selected from the group consisting of rods, spheres, needles, platelets and combinations thereof, and optionally containing at least a trace amount of a surfactant on the outer surface of at least a portion of said particles.

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Rochester, NY, United States of America

John Joseph Jardas