IP Library › Granted Patent US 9,175,188
Granted Patent B2
US 9,175,188 · App. 14/407,776 · Granted Nov 3, 2015

Moisture-curable polysiloxane coating composition

Inventors: Richard S. Buckanin (Woodbury, MN); Richard M. Flynn (Mahtomedi, MN)
Assignee: 3M Innovative Properties Company
C09D183/04C08G77/08C09D183/08C08G77/045C08G77/12C08K5/29C08K5/31C08K5/5399
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Quick Facts
Patent No.
US 9,175,188
App. No.
14/407,776
Granted
Nov 3, 2015
Kind
B2
Abstract

A moisture-curable polysiloxane composition consists essentially of (a) at least one polyorganosiloxane, fluorinated polyorganosiloxane, or combination thereof comprising reactive silane functionality comprising at least one hydrosilyl moiety; and (b) at least one base selected from amidines, guanidines, phosphazenes, proazaphosphatranes, and combinations thereof; wherein the curable composition is non-foaming and has an average condensation-curable, reactive silane functionality greater than two.

Claims (39)

1. A curable composition consisting essentially of

(a) at least one polyorganosiloxane, fluorinated polyorganosiloxane, or combination thereof comprising reactive silane functionality comprising at least one hydrosilyl moiety; and

(b) at least one base selected from amidines, guanidines, phosphazenes, proazaphosphatranes, and combinations thereof;

wherein said curable composition is non-foaming and has an average condensation-curable, reactive silane functionality greater than two; and wherein the curable composition is substantially anhydrous.

2. The composition of claim 1 , wherein said component (a) comprises at least one polyorganosiloxane.

3. The composition of claim 2 , wherein said polyorganosiloxane comprises cyclic polymethyl(hydro)siloxane, acyclic polymethyl(hydro)siloxane, copolymer comprising methyl(hydro)siloxane units and dimethylsiloxane units, or a combination thereof.

4. The composition of claim 1 , wherein said component (a) comprises at least one fluorinated polyorganosiloxane.

5. The composition of claim 4 , wherein said fluorinated polyorganosiloxane comprises fluoroalkyl-substituted polyorganosiloxane, fluoroalkylether-substituted polyorganosiloxane, or a combination thereof.

6. The composition of claim 1 , wherein said component (a) has an average condensation-curable, reactive silane functionality of at least three.

7. The composition of claim 1 , wherein said component (a) has an equivalent weight of less than 1000, based upon said condensation-curable, reactive silane functionality.

8. The composition of claim 1 , wherein said component (a) comprises at least one acyclic polysiloxane that is represented by the following general formula:

R′ 2 R″SiO(R′ 2 SiO) r (HR′SiO) s SiR″R′ 2   (I)

wherein each R′ is independently selected from alkyl, alkenyl, fluoroalkyl, aryl, fluoroaryl, cycloalkyl, fluorocycloalkyl, heteroalkyl, heterofluoroalkyl, heteroaryl, heterofluoroaryl, heterocycloalkyl, heterofluorocycloalkyl, and combinations thereof; each R″ is independently hydrogen or R′; r is an integer of 0 to 150; and s is an integer of 1 to 150.

9. The composition of claim 1 , wherein said component (a) comprises at least one cyclic polysiloxane that is represented by the following general formula:

cyclo-[(R′ 2 SiO) t (HR′SiO) v ]  (II)

wherein each R′ is independently selected from alkyl, alkenyl, fluoroalkyl, aryl, fluoroaryl, cycloalkyl, fluorocycloalkyl, heteroalkyl, heterofluoroalkyl, heteroaryl, heterofluoroaryl, heterocycloalkyl, heterofluorocycloalkyl, and combinations thereof; t is an integer of 0 to 60; and v is an integer of 3 to 10.

10. The composition of claim 1 , wherein said component (b) is selected from

(1) amidine compounds that are represented by the following general formula:

(2) guanidine compounds that are represented by the following general formula:

(3) phosphazene compounds that are represented by the following general formula:

(4) proazaphosphatrane compounds that are represented by the following general formula:

and combinations thereof;

wherein R1, R2, R3, R4, R5, R6, and R7 are each independently selected from hydrogen, monovalent organic groups, monovalent heteroorganic groups, and combinations thereof; and

wherein any two or more of R1, R2, R3, R4, R5, R6, and R7 of said amidine, guanidine, and/or phosphazene compounds optionally can be bonded together to form a ring structure.

11. The composition of claim 1 , wherein said component (b) is selected from 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU), 1,5-diazabicyclo[4.3.0]-5-nonene (DBN), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), 2-tert-butyl-1,1,3,3-tetramethylguanidine, 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine, phosphazene base P1-t-Bu-tris(tetramethylene), phosphazene base P4-t-Bu, 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, and combinations thereof.

12. The composition of claim 1 , wherein said base is selected from amidines, guanidines, and combinations thereof.

13. The composition of claim 12 , wherein said base is selected from amidines and combinations thereof.

14. The composition of claim 13 , wherein said amidine is selected from 1,8-diazabicyclo[5.4.0]-7-undecene (DBU), 1,5-diazabicyclo[4.3.0]-5-nonene (DBN), and combinations thereof.

15. The composition of claim 1 , wherein said composition has been cured.

16. A curable composition consisting essentially of

(a) at least one polyorganosiloxane, fluorinated polyorganosiloxane, or combination thereof comprising reactive silane functionality comprising at least three hydrosilyl moieties; and

(b) at least one base selected from 1,8-diazabicyclo[5.4.0]-7-undecene (DBU), 1,5-diazabicyclo[4.3.0]-5-nonene (DBN), and combinations thereof.

17. A coating process comprising

(a) viding the curable polysiloxane composition of claim 1 ;

(b) providing at least one substrate having at least one major surface;

(c) applying said curable polysiloxane composition to at least a portion of at least one said major surface of said substrate; and

(d) allowing or inducing said curable polysiloxane composition to cure to form a coating.

18. The process of claim 17 , wherein said allowing or inducing is carried out by exposing said curable polysiloxane composition to adventitious moisture.

19. An article comprising at least one substrate having at least one major surface, said substrate bearing, on at least a portion of at least one said major surface, a coating prepared by the coating process of claim 17 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2015
From: BUCKANIN, RICHARD S.; FLYNN, RICHARD M.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 034978/0079 →
Continuity (2)
Provisional Application 61665146 · Jun 27, 2012
Related Publication 20150141570A1 · May 21, 2015