IP Library Granted Patent US 9,545,624
Granted Patent B2
US 9,545,624 · App. 14/232,965 · Granted Jan 17, 2017

Nickel containing hydrosilylation catalysts and compositions containing the catalysts

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Quick Facts
Patent No.
US 9,545,624
App. No.
14/232,965
Granted
Jan 17, 2017
Kind
B2
Abstract

A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.

Claims (41)

1. A composition comprising:

(A) a product prepared by a method comprising

(1) combining ingredients comprising an Ni precursor and a ligand, thereby preparing a reaction product, where

the Ni precursor has formula (i) Ni-A 2 , where each A is independently a monovalent organic group containing at least one silicon atom, and

the ligand is general formula (xviii), where general formula (xviii) is

where A 132 , A 133 , and A 134 are each independently selected from a monovalent organic group, hydrogen, a halogen, or an inorganic heteroatom containing group, and A 131 and A 135 are independently selected from a monovalent organic group, hydrogen, and an inorganic heteroatom containing group; and

(B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction; and

(c) a polyorganohydrogensiloxane.

2. The composition of claim 1 , where the composition further comprises one or more additional ingredients, which are distinct from ingredients (A), (B), and (C), and which are selected from the group consisting of (D) a spacer; (E) an extender, a plasticizer, or a combination thereof; (F) a filler; (G) a filler treating agent; (H) a biocide; (I) a stabilizer, (J) a flame retardant; (K) a surface modifier; (L) a chain lengthener; (M) an endblocker; (N) a flux agent; (O) an anti-aging additive; (P) a pigment; (Q) an acid acceptor; (R) a rheological additive; (S) a vehicle; (T) a surfactant; (U) a corrosion inhibitor; and a combination thereof.

3. A method for making the composition of claim 1 , comprising: mixing ingredients comprising ingredients (A), (B), and (C).

4. The composition of claim 1 , where the ligand is

5. A composition comprising:

(A) a product prepared by a method comprising

1) combining ingredients comprising an Ni precursor and a ligand, thereby preparing a reaction product, where

the Ni precursor is a nickel metal compound comprising a monovalent organic group containing at least one halogen atom, and

the ligand is general formula (xviii), where general formula (xviii) is

where A 132 , A 133 , and A 134 are each independently selected from a monovalent organic group, hydrogen, a halogen, or an inorganic heteroatom containing group, and A 131 and A 135 are independently selected from a monovalent organic group, hydrogen, and an inorganic heteroatom containing group; and

(2) combining the reaction product with an ionic activator;

(B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction; and

(C) a silane of formula R 4 e SiH f , where subscript e is 0, 1, 2, or 3; subscript f is 1, 2, 3, or 4, with the proviso that a sum of (e+f) is 4, and each R 4 is independently a halogen atom or a monovalent organic group.

6. The composition of claim 5 , where the composition further comprises one or more additional ingredients, which are distinct from ingredients (A), (B), and (C), and which are selected from the group consisting of (D) a spacer; (E) an extender, a plasticizer, or a combination thereof; (F) a filler; (G) a filler treating agent; (H) a biocide; (I) a stabilizer, (J) a flame retardant; (K) a surface modifier; (L) a chain lengthener; (M) an endblocker; (N) a flux agent; (O) an anti-aging additive; (P) a pigment; (Q) an acid acceptor; (R) a rheological additive; (S) a vehicle; (T) a surfactant; (U) a corrosion inhibitor; and a combination thereof.

7. The composition of claim 5 , where the ligand is

8. A composition comprising:

(A) a product prepared by a method comprising

(1) combining ingredients comprising an Ni precursor and a ligand, thereby preparing a reaction product, where

the Ni precursor has formula (i) Ni-A 2 , where each A is independently a monovalent organic group containing at least one silicon atom, and

the ligand general formula (xviii) is

where A 132 , A 133 , and A 134 are each independently selected from a monovalent organic group, hydrogen, a halogen, or an inorganic heteroatom containing group, and A 131 and A 135 are independently selected from a monovalent organic group, hydrogen, and an inorganic heteroatom containing group; and

comprising (2) combining the reaction product with a reducing agent; and

(B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction; and

(c) a polyorganohydrogensiloxane.

9. The composition of claim 8 , where the ligand is

10. A composition comprising:

(A) a product prepared by a method comprising

(1) combining ingredients comprising an Ni precursor and a ligand, thereby preparing a reaction product, where

the Ni precursor has formula (i) Ni-A 2 , where each A is independently a monovalent organic group containing at least one silicon atom, and

the ligand is general formula (xviii), where general formula (xviii) is

where A 132 , A 133 , and A 134 are each independently selected from a monovalent organic group, hydrogen, a halogen, or an inorganic heteroatom containing group, and A 131 and A 135 are independently selected from a monovalent organic group, hydrogen, and an inorganic heteroatom containing group; and

(2) combining the reaction product with a reducing agent;

(B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction; and

(C) a silane of formula R 4 e SiH f , where subscript e is 0, 1, 2, or 3; subscript f is 1, 2, 3, or 4, with the proviso that a sum of (e+f) is 4, and each R 4 is independently a halogen atom or a monovalent organic group.

Assignments (1)
CHANGE OF NAME Recorded Feb 27, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045460/0278 →