Organometallic compositions and coating compositions
AssigneeKing Industries, Inc.
InventorsBing Hsieh, Ramanathan Ravichandran, Farouk Abi-Karam
Life of this patent
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Abstract
The present invention is directed to novel organometallic complexes as catalysts for the reaction of compounds with isocyanate and hydroxyl functional groups to form urethane and/or polyurethane and the process employing such catalysts. More particularly, the present invention is directed to novel complexes of zinc(II) with substituted amidines. These novel catalysts are useful for the production of urethanes and polyurethanes which are important in many industrial applications.
Claims61
-71. (canceled)
A composition comprising a complex of formula M(amidine)2(carboxylate)x, wherein:
- a. “M” is a metal selected from the group consisting of zinc, bismuth, aluminum, and zirconium;
- b. “amidine” is an amidine compound of formula I, II or III;
- wherein R1 is hydrogen, an organic group attached through a carbon atom, an amine group which is optionally substituted, or a hydroxyl group which is optionally etherified with a hydrocarbyl group having up to 8 carbon atoms;
- R2 and R3 are each independently hydrogen or an organic group attached through a carbon atom or are joined to one another by an N═C—N linkage to form a heterocyclic ring with one or more hetero atoms or a fused bicyclic ring with one or more heteroatoms;
- R4 is hydrogen, an organic group attached through a carbon atom or a hydroxyl group which can be optionally etherified with a hydrocarbyl group having up to 8 carbon atoms;
- R5, R6, R7, and R8 are independently hydrogen, alkyl, substituted alkyl, hydroxyalkyl, aryl, aralkyl, cycloalkyl, heterocyclics, ether, thioether, halogen, —N(R)2, polyethylene polyamines, nitro groups, keto groups, ester groups, or carbonamide groups optionally alkyl substituted with alkyl, substituted alkyl, hydroxyalkyl, aryl, aralkyl, cycloalkyl, heterocycles, ether, thioether, halogen, —N(R)2, polyethylene polyamines, nitro groups, keto groups or ester groups;
- R9, R10 and R11 are independently hydrogen, alkyl, alkenyl or alkoxy of 1 to 36 carbons, cycloalkyl of 6 to 32 carbons, alkylamino of 1 to 36 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenyl, hydroxyalkyl, hydroxycycloalkyl of 1 to 20 carbon atoms, methoxyalkyl of 1 to 20 carbon atoms, aralkyl of 7 to 9 carbon atoms, the aralkyl wherein the aryl group is further substituted by alkyl of 1 to 36 carbon atoms, ether, thioether, halogen, —N(R)2, polyethylene polyamines, nitro groups, keto groups, ester groups, or carbonamide groups optionally alkyl substituted with alkyl, substituted alkyl, hydroxyalkyl, aryl, aralkyl, cycloalkyl, heterocyclics, ether, thioether, halogen, —N(R)2, polyethylene polyamines, nitro groups, keto groups or ester groups;
- and R represents alkyl, alkylene, aryl, aralkyl, cycloalkyl or heterocyclic radical, optionally substituted with halogen, nitro, alkyl, alkoxy or amino, and, when m=1, R is hydrogen or a plurality of radicals optionally joined by hetero atoms O, N or S;
- m=1 or 2;
- and
- n=2 or 3;
- c. “carboxylate” is an aliphatic, aromatic or polymeric carboxylate with an equivalent weight of about 45 to about 465;
- and
- d. “x” is the oxidation state of the metal.
The composition of claim 1, further comprising:
- a. a binder having hydroxyl groups;
- and
- b. a blocked isocyanate hardener.
Dependencies are inferred from the claim text.