Compounds for coordinating with a metal, compositions containing such compounds, and methods of catalyzing reactions
AssigneePPG Industries Ohio, Inc.
InventorsRobert W. Walters, Scott J. Moravek, Sujit Mondal, Ian Michael Jones, Anthony T. Gestrich
Life of this patent
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Abstract
A compound capable of coordinating with a metal includes a chemical structure as shown in claim 1, in which: EPD represents a group having an electron pair donor atom; B and B′ are each independently an aryl group, a heteroaryl group, an alkenyl group, or alkynyl group, or B and B′ form a spirocyclic group; and R1, R2, and R3 are selected from various substituents.
Claims20
A compound comprising a chemical structure represented by Formula (II)-B that can coordinate with a metal,
- wherein, EPD represents a group comprising an electron pair donor atom;
- B and B′ are each independently an aryl group, a heteroaryl group, an alkenyl group, or alkynyl group, or B and B′ taken together form a spirocyclic group comprising a nitrogen or a sulfur atom directly bonded to the 2-position;
- R1 and R2 each independently comprise a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arylthio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, a spirocyclic group, or any combination thereof, or R1 and R2 together form a cycloalkyl group or a heterocyclic group;
- and
- each R3 independently comprises a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arylthio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, or any combination thereof;
- m and n are each independently a number selected from 0 to 2;
- and
- p is a number selected from 0 to 3.
A composition comprising:
- a). a reactive material comprising at least one of:
- i). one or more cationic polymerizable components;
- and
- ii). an active hydrogen functional first component, and a second component reactive with the active hydrogen groups of the first component to form a polymer;
- and
- b). a latent catalyst comprising a reaction product formed from components comprising:
- i. a ligand derived from a compound comprising a chemical structure represented by Formula (1)-B,
- wherein, EPD represents a group comprising an electron pair donor atom;
- Z comprises carbon or nitrogen;
- B and B′ are each independently an aryl group, a heteroaryl group, an alkenyl group, or alkynyl group, or B and B′ taken together form a spirocyclic group comprising a nitrogen or a sulfur atom directly bonded to the 2-position;
- R1 and R2 each independently comprise a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arylthio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, a spirocyclic group, or any combination thereof, or Ri and R2 together form a cycloalkyl group, a heterocyclic group, an aromatic, or a heteroaromatic group;
- each R3 independently comprises a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arythio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, or any combination thereof:
- a bond between positions 3 and 4 is a single bond or a double bond, with the proviso that Z is carbon when the bond between positions 3 and 4 is a single bond;
- and
- m and n are each independently a number selected from 0 to 2;
- p is a number selected from 0 to 3;
- and
- ii. a metal compound sufficient to catalyze the reaction of the reactive material.
A method of catalyzing a reaction comprising irradiating a composition comprising:
- a). a reactive material comprising at least one of:
- i). one or more cationic polymerizable components;
- and
- ii). an active hydrogen functional first component, and a second component reactive with the active hydrogen groups of the first component;
- and
- b). a latent catalyst comprising a reaction product formed from components comprising:
- i. a ligand derived from a compound represented by Formula (1)-B,
- wherein, EPD represents a group comprising an electron pair donor atom;
- Z comprises carbon or nitrogen;
- B and B′ are each independently an aryl group, a heteroaryl group, an alkenyl group, or alkynyl group, or B and B′ taken together form a spirocyclic group;
- R1 and R2 each independently comprise a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arylthio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, a spirocyclic group, or any combination thereof, or R1 and R2 together form a cycloalkyl group, a heterocyclic group, an aromatic, or a heteroaromatic group;
- each R3 independently comprises a hydroxyl group, an alkyl group, an aryl group, a haloalkyl group, an alkoxy group, an amino group, a nitrogen-containing heterocycle group, an alkylthio group, an arylthio group, an aryloxy group, an aralkyl, a nitrile group, a nitro group, a formyl group, a carboxylic acid group, a ketone group, an ester group, a carboxylate group, a halo group, a group comprising a siloxane, an alkenyl group, an alkynyl group, or any combination thereof;
- a bond between positions 3 and 4 is a single bond or a double bond, with the proviso that Z is carbon when the bond between positions 3 and 4 is a single bond;
- and
- m and n are each independently a number selected from 0 to 2
- p is a number selected from o to 3;
- and
- ii. a metal compound sufficient to catalyze the reactive material,
- wherein the composition is irradiated with actinic radiation such that the ligand is disassociated from the reaction product.
Dependencies are inferred from the claim text.