Metal containing condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
View Patent ↗A composition is capable of curing via condensation reaction. The composition uses a new condensation reaction catalyst. The new condensation reaction catalyst is used to replace conventional tin catalysts. The composition can react to form a gum, gel, rubber, or resin.
1. A composition comprising:
(A) a catalytically effective amount of a catalytically active reaction product of a reaction of ingredients comprising
Ingredient i), a metal precursor of general formula M-A a , where M is one metal atom selected from the group consisting of Al, Bi, Ni, Ti, Mn, Fe, Co, Cu, Zn, Ga, Ge, Y, Mo, Zr, Hf, Ce, Nd, Sm, Er, and Yb, each A is independently a displaceable substituent, and subscript a is 1 to maximum valence number of the metal atom selected for M; and
Ingredient ii), a ligand selected from the group consisting of ligands of general formulae (i), (iii), (iv), (v) and combinations of two or more thereof, where
general formula (i) is
where each dashed line represents either a single bond or a double bond, R1 and R2 are each independently selected from a monovalent organic group and an inorganic group; each R3 is independently selected from H, a monovalent organic group, an inorganic group, and a halogen; subscript b is 1 or 2; each R20 is independently H or a monovalent organic group; subscript c is 0 or 1; subscript o is 1 or 2; and each R21 is independently H or a monovalent organic group;
general formula (iii) is
where R7 and R8 are each independently selected from a monovalent organic group and an inorganic group, R9 and R10 are each independently selected from H, a monovalent organic group and an inorganic group, subscript d and subscript e are each independently 1 or 2, each R32 is independently H or a monovalent organic group, and subscript p is 1 or 2;
general formula (iv) is
where R11 and R12 are each independently selected from a monovalent organic group and an inorganic group, R22 and R23 are each independently selected from H and a monovalent organic group, subscript f and subscript g are each independently 0 or 1, each R31 is independently H or a monovalent organic group, and subscript q is 1 or 2;
general formula (v) is
where R13 and R14 are each independently selected from a monovalent organic group and an inorganic group, each R24 and each R25 are each independently selected from a monovalent organic group and H, subscript h and subscript i are each independently 0 or 1, each R33 is independently selected from a monovalent organic group and H, and subscript k is 1 or 2; and
(B) a silicon containing base polymer having an average, per molecule, of one or more hydrolyzable substituents;
where ingredient (A) catalyzes condensation reaction of the hydrolyzable groups on ingredient (B).
2. The composition of claim 1 , where M is Fe and subscript a is 2 or 3.
3. The composition of claim 1 , where one of conditions (A) to (D) is satisfied, where:
Condition (A) is the ligand has general formula (i), and the ligand is selected from the group consisting of
and their isomers; or
Condition (B) is the ligand has general formula (iii), and the ligand is selected from the group consisting of
and their isomers; or
Condition (D) is the ligand has general formula (iv), and the ligand is selected from the group consisting of
and their isomers; or
Condition (D) is the ligand has general formula (v), and the ligand is selected from the group consisting of
and their isomers.
4. The composition of claim 1 , further comprising at least one additional ingredient distinct from ingredients (A) and (B), where the at least one additional ingredient is selected from the group consisting of: (C) a crosslinker; (D) a drying agent; (E) an extender, a plasticizer, or a combination thereof; (F) a filler; (G) a treating agent; (H) a biocide; (J) a flame retardant; (K) a surface modifier; (L) a chain lengthener; (M) an endblocker; (N) a nonreactive binder; (O) an anti-aging additive; (P) a water release agent; (Q) a pigment; (R) a rheological additive; (S) a vehicle; (T) a tackifying agent; (U) a corrosion inhibitor; and a combination thereof.
5. The composition of claim 1 , where condensation reaction of the composition produces a reaction product having a visual viscosity value ranging from 1000 cSt to a solid at room temperature when tested according to the method in which the composition is placed in a humidity chamber at room temperature and 50% relative humidity for 48 hours.
6. A method for making the composition of claim 1 comprising: mixing ingredients comprising ingredient (A) and ingredient (B) so as to make the composition.
7. A method comprising: exposing a composition to moisture to prepare a reaction product, where the composition comprises:
(A) a catalytically effective amount of a catalytically active reaction product of a reaction of ingredients comprising
Ingredient i), a metal compound containing one metal atom selected from the group consisting of Al, Bi, Ni, Ti, Mn, Fe, Co, Cu, Zn, Ga, Ge, Y, Mo, Zr, Hf, Ce, Nd, Sm, Er, and Yb, each A is independently a displaceable substituent, and subscript a is 1 to maximum valence number of the metal atom selected for M; and
Ingredient ii), a ligand selected from the group consisting of ligands of general formulae (i), (iii), (iv), (v) and combinations of two or more thereof, where
general formula (i) is
where each dashed line represents either a single bond or a double bond, R1 and R2 are each independently selected from a monovalent organic group and an inorganic group; each R3 is independently selected from H, a monovalent organic group, an inorganic group, and a halogen; subscript b is 1 or 2; each R20 is independently H or a monovalent organic group; subscript c is 0 or 1; subscript o is 1 or 2; and each R21 is independently H or a monovalent organic group;
general formula (iii) is
where R7 and R8 are each independently selected from a monovalent organic group and an inorganic group, R9 and R10 are each independently selected from H, a monovalent organic group and an inorganic group, subscript d and subscript e are each independently 1 or 2, each R32 is independently H or a monovalent organic group, and subscript p is 1 or 2;
general formula (iv) is
where R11 and R12 are each independently selected from a monovalent organic group and an inorganic group, R22 and R23 are each independently selected from H and a monovalent organic group, subscript f and subscript g are each independently 0 or 1, each R31 is independently H or a monovalent organic group, and subscript q is 1 or 2;
general formula (v) is
where R13 and R14 are each independently selected from a monovalent organic group and an inorganic group, each R24 and each R25 are each independently selected from a monovalent organic group and H, subscript h and subscript i are each independently 0 or 1, each R33 is independently selected from a monovalent organic group and H, and subscript k is 1 or 2; and
(B) a silicon containing base polymer having an average, per molecule, of one or more hydrolyzable substituents;
where ingredient (A) catalyzes condensation reaction of the hydrolyzable groups on ingredient (B).
8. The reaction product prepared by the method of claim 7 , where the reaction product has a form selected from a gum, a gel, a rubber, and a resin.