IP Library › Granted Patent US 11,319,459
Granted Patent B2
US 11,319,459 · App. 16/484,586 · Granted May 3, 2022

Curable composition and coated substrate

Inventors: Pierre Chevalier (Lille, FR); Zhanjie Li (Midland, MI)
Assignee: DOW SILICONES CORPORATION
C09D183/04C08K3/11C08L83/04C09D5/20C09J7/401C09J2483/005
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Quick Facts
Patent No.
US 11,319,459
App. No.
16/484,586
Granted
May 3, 2022
Kind
B2
Abstract

A curable composition is disclosed. The curable composition comprises: (A) an organopolysiloxane containing at least two silicon-bonded aliphatically unsaturated groups per molecule; (B) an organohydrogensiloxane containing at least two silicon-bonded hydrogen atoms per molecule; (C) a hydrosilylation-reaction catalyst; (D) a hydrosilylation-reaction inhibitor; and (E) a catalyst different from component (C) and capable of deactivating the (D) hydrosilylation-reaction inhibitor at an elevated temperature of from 50 to 120 C such that components (A) and (B) react in the presence of at least component (C) at the elevated temperature. A process of preparing a coated substrate with the curable composition is also disclosed.

Claims (18)

1. A curable composition, comprising:

(A) an organopolysiloxane containing at least two silicon-bonded aliphatically unsaturated groups per molecule;

(B) an organohydrogensiloxane containing at least two silicon-bonded hydrogen atoms per molecule;

(C) a hydrosilylation-reaction catalyst;

(D) a hydrosilylation-reaction inhibitor; and

(E) a catalyst different from component (C) and capable of deactivating the (D) hydrosilylation-reaction inhibitor at an elevated temperature of from 50 to 120° C. such that components (A) and (B) react in the presence of at least component (C) at the elevated temperature;

wherein component (E) comprises a metal-ligand complex having general formula (i) [YML1L2L3]+[X]− or (ii) [YML3L2L1L1L2L3MY]2+[X]2−; where Y is a substituted or unsubstituted cyclopentadienyl group of formula C5R10R11R13R13R14, where each of R10-R14 is independently selected from H, substituted or unsubstituted hydrocarbyl groups, silyl groups, siloxy groups, and alkoxy groups; M is a metal selected from Rh, Pt, Fe, Co, Ni, Ti, Y, Pd, Au and Ru; each of L1-L3 is an independently selected ligand; and X is an anion; and wherein in general formula (ii), two or more ligands may form a single bridge complexed with each M.

2. The curable composition of claim 1 , wherein component (D) comprises: (i) an alkene group; (ii) an alkyne group; (iii) an unsaturated ester; or (iv) any combination of (i) to (iii).

3. The curable composition of claim 1 , wherein component (D) comprises the alkyne group, and component (D) is an alkyne alcohol.

4. The curable composition of claim 1 , wherein: (i) component (C) comprises a Group VIII to Group XI transition metal; (ii) component (E) comprises Ru; or (iii) both (i) and (ii).

5. The curable composition of claim 1 , wherein component (E) comprises Ru having an oxidation state of from −2 to +6.

6. The curable composition of claim 1 , wherein (i) M is Ru, each of L 1 -L 3 is an independently selected neutral monodentate ligand, and X is selected from a halide, trifluoromethylsulfonate (OTf − ), tetrafluoroborate (BF 4 − ), hexafluorophosphate (PF 6 − ), and hexafluoroantimonate (SbF 6 − ) or (ii) M is Ru, each of L 1 -L 3 is a nitrile of formula Y 1 CN, where Y 1 is selected from a substituted or unsubstituted hydrocarbyl group, a silyl group, a siloxy group, and an alkoxy group, and X is selected from a halide, trifluoromethylsulfonate (OTf − ), tetrafluoroborate (BF 4 − ), hexafluorophosphate (PF 6 − ), tetrakis(pentafluorophenyl)borate ((F 5 C 6 ) 4 B − ), tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (({3,5-(CF 3 ) 2 C 6 H 3 } 4 B] − ), and hexafluoroantimonate (SbF 6 − ).

7. A process of preparing a coated substrate with a curable composition, said process comprising:

disposing the curable composition on the substrate; and

curing the curable composition on the substrate at an elevated temperature of from 50 to 120° C. to give the coated substrate;

wherein the curable composition is the curable composition of claim 1 .

8. The process of claim 7 , wherein curing the curable composition has a dwell time of from 1 and 50 seconds.

9. A release liner comprising the coated substrate prepared in accordance with the method of claim 7 for coating, packaging, or adhesive applications.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2022
From: CHEVALIER, PIERRE
To: DOW SILICONES BELGIUM S.P.R.L.
Reel/Frame 059387/0065 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2022
From: DOW SILICONES BELGIUM S.P.R.L.
To: DOW SILICONES CORPORATION
Reel/Frame 059387/0075 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2022
From: LI, ZHANJIE
To: DOW SILICONES CORPORATION
Reel/Frame 059387/0087 →
Priority Claims (1)
EP 17305156 · Feb 10, 2017 · regional
Continuity (1)
Related Publication 20190367744A1 · Dec 5, 2019