IP Library › Granted Patent US 11,319,446
Granted Patent B2
US 11,319,446 · App. 16/635,157 · Granted May 3, 2022

Moisture curable compositions

Inventors: William Johnson (Midland, MI); Christine Marchand (Midland, MI)
Assignee: DOW SILICONES CORPORATION
C08L83/04C08G77/08C08G77/16C08K3/013C08K3/26C08K3/36C08K5/5419C08K5/5445C08G2150/00C08K2003/265C08L2312/08
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Quick Facts
Patent No.
US 11,319,446
App. No.
16/635,157
Granted
May 3, 2022
Kind
B2
Abstract

A two-part moisture cure organosiloxane composition is disclosed. The two-part moisture cure organosiloxane composition comprises a base component and a catalyst package. The catalyst package undergoes minimal phase separation during storage.

Claims (62)

1. A two-part moisture curing composition having:

a base component; and

a catalyst package component;

wherein the catalyst package component comprises:

(i) 40 to 65 wt. % of a polydialkylsiloxane having the general formula:

R 3 3 Si—O—((R 2 ) 2 SiO) d —SiR 3 3 ,

where each R 2 is an alkyl group or a phenyl group, each R 3 is individually selected from R 2 , alkyl, phenyl, alkenyl or alkynyl groups, and d is an integer such that the polydialkylsiloxane (i) has a viscosity of from about 5 to about 100,000 mPa·s at 25° C.;

(ii) 15 to 30 wt. % of at least one dipodal silane in accordance with the general formula:

(R 4 O) m (Y 1 ) 3-m Si—(CH 2 ) x —((NHCH 2 CH 2 ) t -Q(CH 2 ) x ) n —Si(OR 4 ) m (Y 1 ) 3-m ,

where each R 4 is independently a C 1-10 alkyl group, each Y 1 is independently a C 1-8 alkyl group, Q is a heteroatom containing moiety with a lone pair of electrons, each x is independently an integer of from 1 to 6, t is 0 or 1, each m is independently 1, 2 or 3, and n is 0 or 1;

(iii) 2 to 20 wt. % of a cross-linker; and

(iv) 0.01 to 3 wt. % of a tin based catalyst;

each based on the total weight of the catalyst package; and

wherein the base component comprises:

(a) 20 to 80 wt. % of a siloxane polymer having at least two terminal hydroxyl or hydrolysable groups and a viscosity of from about 1,500 to about 150,000 mPa·s at 25° C.;

(b) 20 to 70 wt. % of at least one reinforcing filler; and

(c) 0 to 20 wt. % of at least one non-reinforcing filler;

each based on the total weight of the base component.

2. The two-part moisture curing composition in accordance with claim 1 , wherein the dipodal silane (ii) is selected from the group consisting of

bis (trimethoxysilyl)hexane, 1,2-bis (triethoxysilyl)ethane, bis (alkoxysilylalkyl)amines,

bis (dialkoxyalkylsilylalkyl)amines, bis (trialkoxysilylalkyl)N-alkylamines,

bis (dialkoxyalkylsilylalkyl)N-alkylamines, bis (trialkoxysilylalkyl)ureas,

bis (dialkoxyalkylsilylalkyl)ureas, and combinations thereof.

3. The two-part moisture curing composition in accordance with claim 1 , wherein the dipodal silane (ii) is selected from the group consisting of

bis (3-trimethoxysilylpropyl)amine, bis (3-triethoxysilylpropyl)amine,

bis (4-trimethoxysilylbutyl)amine, bis (4-triethoxysilylbutyl)amine,

bis (3-trimethoxysilylpropyl)N-methylamine, bis (3-triethoxysilylpropyl)N-methylamine,

bis (4-trimethoxysilylbutyl)N-methylamine, bis (4-triethoxysilylbutyl)N-methylamine,

bis (3-trimethoxysilylpropyl)urea, bis (3-triethoxysilylpropyl)urea,

bis (4-trimethoxysilylbutyl)urea, bis (4-triethoxysilylbutyl)urea,

bis (3-dimethoxymethylsilylpropyl)amine, bis (3-diethoxymethyl silylpropyl)amine,

bis (4-dimethoxymethylsilylbutyl)amine, bis (4-diethoxymethyl silylbutyl)amine,

bis (3-dimethoxymethylsilylpropyl)N-methylamine,

bis (3-diethoxymethyl silylpropyl)N-methylamine,

bis (4-dimethoxymethylsilylbutyl)N-methylamine,

bis (4-diethoxymethyl silylbutyl)N-methylamine,

bis (3-dimethoxymethylsilylpropyl)urea, bis (3-diethoxymethyl silylpropyl)urea,

bis (4-dimethoxymethylsilylbutyl)urea,

bis (4-diethoxymethyl silylbutyl)urea, bis (3-dimethoxyethylsilylpropyl)amine,

bis (3-diethoxyethyl silylpropyl)amine, bis (4-dimethoxyethylsilylbutyl)amine,

bis (4-diethoxyethyl silylbutyl)amine, bis (3-dimethoxyethylsilylpropyl)N-methylamine,

bis (3-diethoxyethyl silylpropyl)N-methylamine,

bis (4-dimethoxyethylsilylbutyl)N-methylamine,

bis (4-diethoxyethyl silylbutyl)N-methylamine, bis (3-dimethoxyethylsilylpropyl)urea,

bis (3-diethoxyethyl silylpropyl)urea, bis (4-dimethoxyethylsilylbutyl)urea,

bis (4-diethoxyethyl silylbutyl)urea, and combinations thereof.

4. The two-part moisture curing composition in accordance with claim 1 , wherein the dipodal silane (ii) has the general formula:

(R 4 O) 3 Si—(CH 2 ) x —(NHCH 2 CH 2 ) t —NH(CH 2 ) x —Si(OR 4 ) 3 ,

where each of R 4 , x, and t is as defined above.

5. The two-part moisture curing composition in accordance with claim 3 , wherein the dipodal silane (ii) is selected from the group consisting of

bis (3-tripropyloxysilypropyl)amine, bis (3-methyldiethoxysilypropyl)amine,

bis (3-methyldimethoxysilypropyl)amine, bis (3-triethoxysilylpropyl)amine,

bis (3-trimethoxysilylpropyl)amine, N,N′-bis [(3-trimethoxysilyl)propyl]ethylenediamine, and combinations thereof.

6. The two-part moisture curing composition in accordance with claim 1 , wherein ingredients (i), (ii), (iii), and (iv) of the catalyst package component are substantially or completely miscible.

7. The two-part moisture curing composition in accordance with claim 1 , wherein the siloxane polymer (a) is present in the composition in an amount of from about 10 to about 70 weight % based on the total weight of the base component.

8. The two-part moisture curing composition in accordance with claim 1 , wherein the reinforcing filler (b) is selected from the group consisting of fumed silicas, precipitated silicas, precipitated calcium carbonate, and combinations thereof.

9. The two-part moisture curing composition in accordance with claim 1 , wherein the weight ratio of the base component to the catalyst package component, when mixed, is between about 15:1 and about 1:1.

10. A one-part moisture curing composition comprising a mixture of the base component and the catalyst package component in accordance with the two-part moisture curing composition of claim 1 .

11. An article comprising a composition or a reaction product thereof, wherein the composition is the two-part moisture curing composition in accordance with claim 1 .

12. The article in accordance with claim 11 , wherein the composition or reaction product thereof is further defined as a material selected from the group consisting of coating materials, caulking materials, mold making materials, encapsulating materials, and combinations thereof.

13. The two-part moisture curing composition in accordance with claim 1 , wherein the polydialkylsiloxane (i) is unreactive with the siloxane polymer (a).

14. The two-part moisture curing composition in accordance with claim 1 , wherein the catalyst package further comprises from 1 to 20 wt. % of a colored filler or pigment based on the total weight of the catalyst package.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2022
From: MARCHAND, CHRISTINE; JOHNSON, WILLIAM
To: DOW SILICONES CORPORATION
Reel/Frame 059496/0014 →
Continuity (2)
Provisional Application 62538847 · Jul 31, 2017
Related Publication 20210087396A1 · Mar 25, 2021