Hydrosilylation reaction catalyst
AssigneesKyushu University, National University Corporation, Shin-Etsu Chemical Co., Ltd.
InventorsHideo NAGASHIMA, Yusuke SUNADA, Atsushi TAHARA, Daisuke NODA, Koji SAKUTA
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Abstract
A hydrosilylation reaction catalyst prepared from: a prescribed transition metal compound such as iron pivalate, cobalt pivalate, iron acetate, cobalt acetate, or nickel acetate; a ligand comprising t-butylisocyanide or another isocyanide compound; and a borane compound, Grignard reagent, alkoxysilane, or other prescribed promoter makes it possible to promote a hydrosilylation reaction under moderate conditions, and has exceptional handling properties and storage stability.
Claims25
A hydrosilylation reaction catalyst which is prepared from:
- (A) at least one metal compound selected from
- a neutral metal salt having the formula (1):
- (M)l+{(A)m−}n (1)
- wherein M is a transition metal element of Groups 7 to 11 in the Periodic Table exclusive of technetium, osmium, platinum and silver, which may be either a mononuclear species consisting of a single transition metal or a polynuclear species consisting of identical or different transition metals, when a compound consisting of an acid and a base is represented by {H+}m(A)m−, A corresponds to the conjugate base (A)m−, and where a plurality of A's are included, they may be identical or different, l is an integer of 1 to 8 and equal to the valence number of the transition metal M, m is an integer of 1 to 3, satisfying l=m×n,
- an anionic complex ion having the formula (2):
- {(B)j+}k(M)l+{(A)m−}n′ (2)
- wherein (B)j+ is at least one selected from a typical metal ion, inorganic ammonium ion, organic ammonium ion, and organic phosphonium ion, M and A are as defined in formula (1), j is an integer of 1 to 3, l and m are as defined in formula (1), n′ is an integer of 2 to 9, satisfying j×k+1=m×n′, the overall molecule being neutral, and
- a cationic complex ion having the formula (3):
- (M)l+(L)p{(A)m−}n (3)
- wherein M and A are as defined in formula (1), L is a neutral ligand, l, m and n are as defined in formula (1), p is an integer of 1 to 6,
- (B) at least one ligand selected from isocyanide compounds having the formula (4a) and the formula (4b):
- Y1—(NC)q (4a)
- wherein Y1 is an optionally substituted C1-C30 monovalent organic group which may be separated by at least one atom selected from oxygen, nitrogen, sulfur and phosphorus, q is an integer of 1 to 3,
- R—Si(R6)t{[(OSi(R6)2)]u—R6}v (4b)
- wherein R6 is each independently a monovalent organic group selected from an optionally substituted C1-C30 alkyl group which may be separated by at least one atom selected from oxygen, nitrogen, sulfur and phosphorus, alkoxy group, alkenyl group, alkynyl group, aryl group, aralkyl group, and an organic group having the formula (4c):
- —Y2—NC (4c)
- wherein Y2 is an optionally substituted C1-C30 divalent organic group which may be separated by at least one atom selected from silicon, oxygen, nitrogen, sulfur and phosphorus, one, two or three of the entire groups R6 being an organic group having formula (4c), t is an integer of 0 to 3, u is an integer of 0 to 3, satisfying t+u=3, v is an integer of 1 to 300, and
- (C) at least one promoter selected from a metal element selected from typical elements of Groups 1, 2, 12, 13 and 14 in the Periodic Table exclusive of hydrogen, cadmium and mercury, and transition metals of Groups 3 and 4 and silver, and an organometallic compound, metal hydride compound, metal alkoxide, and metal carboxylic acid salt containing said metal element.
Dependencies are inferred from the claim text.