Ppg Industries Ohio, Inc.

Prc De Soto International, Inc.

Nina Vassileva Bojkova

Marvin Jerome Graham

Gregory J McCollum

Robert A Smith

Federico Menta

Matthew J Kryger

Robert D Herold

Charles R Hickenboth

Lawrence G Anderson

Thomas G Rukavina

Hongying Zhou

Chandra B Rao

Thomas R Hockswender

William H Retsch, Jr

Howard L Senkfor

Chester J Szymanski

William H McDonald

John R Gilmore

Paul P Greigger

Provided is a method of preparing a transparent, non-elastomeric optical article including (1) combining to form a reaction mixture free of urethanation catalysts (a) a polyisocyanate component; and (b) an active hydrogen component of polyol and/or polythiol, and at least one compound containing both amine and hydroxyl functional groups; (2) allowing the polyisocyanate component to react with amine functional groups in the active hydrogen component to form an intermediate product including a polyurea prepolymer having hydroxyl functional groups in admixture with the polyol and/or polythiol and, optionally, the compound containing both amine and hydroxyl functional groups; (3) mixing the intermediate product with additional polyisocyanates and optionally a urethanation catalyst to form a second reaction mixture; (4) introducing the second reaction mixture to a mold to form a thermoset polymerizate; and (5) releasing the polymerizate from the mold. Optical films and articles prepared by the method also are provided.

Methods for preparing optical articles and optical articles prepared therefrom

Provided is a transparent, non-elastomeric optical article prepared by (1) combining to form a reaction mixture (a) a polyisocyanate component; and (b) an active hydrogen component including (b1) a first component free of amino groups including at least one first polyol; and (b2) a second component containing (i) a second polyol and/or a polythiol and (ii) a compound containing both amine and hydroxyl functional groups; (2) introducing the reaction mixture to a mold at a temperature and for a time sufficient to form a thermoset polymerizate; and (3) releasing the polymerizate from the mold to yield a transparent, non-elastomeric optical article. Also provided is a method for preparing a transparent optical film. Optical films and articles prepared by the methods also are provided.

Optical articles and methods for preparation of same

A composition for the preparation of a transparent, non-elastomeric optical article is provided, the composition including: Multi-step and one-pot methods of preparing a cured, non-elastomeric polyurethane-containing optical article are also provided.

Polyurethane urea-containing compositions and optical articles and methods for preparing them

Provided is a thioepoxide functional polymerizable composition comprising a reaction product of thiourea and an epoxide functional, polymerizable composition. The epoxide functional, polymerizable composition comprises a reaction product prepared from a reaction mixture comprising: The reactants (a) and (b) are reacted via a Michael addition reaction in the presence of a base to form an epoxide functional reaction product. Also provided are methods of preparing an optical article using the polymerizable compositions.

Epoxide and thioepoxide functional, polymerizable composition and methods of preparing optical articles therefrom

Provided is a polymerizable composition including (meth)acrylate monomers having at least two sulfide (&#x2014;S&#x2014;) linkages in the monomer. The polymerizable compositions include a first (meth)acrylate monomer represented by the following Formula (I), where Lis selected from a multivalent optionally substituted hydrocarbyl group optionally interrupted with at least one of &#x2014;C(O)&#x2014;, &#x2014;S&#x2014;, &#x2014;O&#x2014; and combinations thereof, and a divalent linking group represented by the following Formula (A).  In Formula (A), Y is O or S. Also in Formula (I), Lis independently for each n a divalent optionally substituted hydrocarbyl group optionally interrupted with at least one of &#x2014;O&#x2014; and &#x2014;S&#x2014;, Ris independently selected for each n from hydrogen and methyl, and n is from 2 to 6. The polymerizable compositions also may include a polymerization moderator. Also provided are polymerizates including photochromic articles and optical elements prepared from such polymerizable compositions.

Polymerizable compositions containing (meth)acrylate monomers having sulfide linkages

Provided is a thioepoxide functional polymerizable composition comprising a reaction product of thiourea and an epoxide functional, polymerizable composition. The epoxide functional, polymerizable composition comprises a reaction product prepared from a reaction mixture comprising:

Epoxide and thioepoxide functional, polymerizable compositions and methods of preparing optical articles therefrom

Provided is a polymerizable composition of (a) a monomer composition including ethylenically unsaturated monomer having a &#x3b2;-epithiopropyl functional group; (b) optionally, a compound having two or more &#x3b2;-epithiopropyl functional groups but no polymerizable ethylenically unsaturated groups; (c) an isourea functional polymerization initiator; and (d) a catalyst for reaction between the &#x3b2;-epithiopropyl functional groups. Also provided is a method of reducing the yellowness index of a sulfur-containing polymerizate prepared by addition polymerization, the method including reacting in the presence of an isourea functional polymerization initiator and a catalyst for reaction between &#x3b2;-epithiopropyl functional groups, a polymerizable composition of: (a) a monomer composition including ethylenically unsaturated monomer having a &#x3b2;-epithiopropyl functional group; and, optionally, (b) a compound having two or more &#x3b2;-epithiopropyl functional groups but no polymerizable ethylenically unsaturated groups.

Polymerizable compositions containing ethylenically unsaturated monomers having episulfide functional groups and related methods

Polyurea/polythiourea compositions comprising the reaction product of a first component comprising isocyanate and a second component comprising an amine, wherein the first component further comprises an isocyanate functional polythioether-polyurethane and/or polythiourethane, and/or the second component further comprises an amine/hydroxy functional polythioether, are disclosed. Methods for using the coating, and substrates coated therewith, are also disclosed.

Polyurea/polythiourea coatings

The present invention provides polythiol oligomer formed by the reaction of at least two or more different dienes and at least one or more dithiol wherein stoichiometric ratio of the sum of the number of equivalents of all polythiols to the sum of the number of equivalents of all dienes used to form the polythiol oligomer is greater than 1.0:1.0; and wherein the two or more different dienes comprise

Sulfur-containing oligomers and high index polyurethanes prepared therefrom

Sealant and potting formulations comprising a thioether-functional, oligomeric polythiol prepared by reacting together:

Compositions comprising thioether-functional oligomeric polythiols

Provided is a composition including a reaction product of:

Compositions and articles prepared from the thioether functional oligomeric polythiols

Provided is a thioether-functional, oligomeric polythiol having pendant hydroxyl functional groups, prepared by reacting together: (a) a compound having at least two thiol functional groups; and (b) a hydroxyl functional compound having triple bond functionality. Also provided are optical articles prepared from the reaction product of: (A) a reactive compound having functional groups that are reactive with active hydrogens; (B) a thioether-functional, oligomeric polythiol; and, optionally, (C) a compound different from (B) containing active hydrogens.

Thioether functional oligomeric polythiols and articles prepared therefrom

Provided is a thioether-functional, oligomeric polythiol having pendant hydroxyl functional groups, prepared by reacting together: Further provided is a thioether-functional, oligomeric polythiol having pendant hydroxyl functional groups, prepared by reacting together: Optical articles prepared from the thioether-functional, oligomeric polythiols are also provided.

The present invention relates to sulfide-containing polythiols and their methods of preparation. Sulfide-containing polythiols can have a variety of uses and applications. The sulfide-containing polythiols of the present invention can be especially useful in polyurethane compositions for the manufacture of ophthalmic lenses.

Sulfide-containing polythiols

Provided are methods of preparing sulfide-containing polythiol including (a) introducing asym-dichloroacetone together with a polymercaptan to form a reaction product; and (b) introducing the reaction product of (a) with a material chosen from polymercaptoalkylsulfide, polymercaptan and mixtures thereof.

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Monroeville, PA, United States of America

Nina Vassileva Bojkova