IP Library › Granted Patent US 11,542,409
Granted Patent B2
US 11,542,409 · App. 17/183,184 · Granted Jan 3, 2023

Curable polysiloxane compositions and slippery materials and coatings and articles made therefrom

Inventors: Philseok Kim (Waltham, MA); Teluka Pasan Galhenage (Chestnut Hill, MA); Joseph Lomakin (Arlington, MA)
Assignee: Adaptive Surface Technologies, Inc.
C09D183/04B32B3/26B32B7/12B32B9/04B32B25/04B32B25/06B32B25/10B32B25/20B32B27/06B32B27/10B32B27/12B32B27/20B32B27/283B32B27/285B32B27/30C08G77/28C08L83/04C08L83/08C09D5/1675C10M107/50B32B2250/03B32B2250/04B32B2255/02B32B2255/12B32B2255/26B32B2270/00B32B2307/41B32B2307/412B32B2307/414B32B2307/538B32B2307/714B32B2307/7145B32B2307/728B32B2307/732B32B2307/746B32B2307/752B32B2405/00B32B2419/00B32B2439/00B32B2439/46B32B2457/00B32B2535/00B32B2597/00B32B2605/12C08G77/12C08G77/16C08G77/20C08G77/70C10M2229/0525C10N2050/08
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Quick Facts
Patent No.
US 11,542,409
App. No.
17/183,184
Granted
Jan 3, 2023
Kind
B2
Abstract

The present teachings generally provide curable polysiloxane compositions including a base resin including a surface active polymer. Articles of manufacture including the curable polysiloxane compositions and slippery coatings and materials also are provided. The compositions may be used to provide slippery, lubricious, or repellent materials and coatings and may provide anti-fouling function. The compositions can provide anti-fouling or foul-release function on open surfaces, internal surfaces, membranes; to provide pinning free or low contact angle hysteresis surfaces; to provide homogeneous interface to suppress nucleation; to provide a barrier layer such as anti-corrosion; to provide anti-stain, anti-smudge, anti-fingerprint, anti-soil function.

Claims (34)

1. A curable polysiloxane composition comprising:

(a) a base resin composition capable of a condensation reaction for curing, the base resin composition comprising:

(i) a compound comprising hydrolyzable alkoxy, enoxy, oxime, amine, ethoxy, methoxy, or acetoxy silane groups;

(ii) a polysiloxane comprising one or more silanol groups capable of undergoing a condensation reaction with the hydrolysable groups of the compounds of (i); and

(iii) a surface active polymer comprising 3-{2-[acetoxy(polyethylenoxy)propyl]}heptamethyltrisiloxane.

2. The curable polysiloxane composition according to claim 1 , wherein the composition is capable of curing to form a slippery coating; and

wherein the polysiloxane composition further comprises (b) a lubricating liquid, wherein the lubricating liquid is chemically and physically matched with the base resin in such a way that, when cured therewith to form a cured polysiloxane composition, the lubricating liquid spontaneously provides an overlayer of the lubricating liquid at an exposed surface of the cured polysiloxane composition to form the slippery surface.

3. The curable polysiloxane composition according to claim 2 , wherein the lubricating liquid comprises at least one of a fluorosiloxane and a partially fluorinated polysiloxane.

4. The curable polysiloxane composition according to claim 2 , wherein the lubricating liquid comprises at least one of a polyethyleneglycol-modified silicone, a polypropyleneglycol-modified silicone, and a hydrocarbon oil.

5. The curable polysiloxane composition according to claim 2 , wherein the lubricating liquid is present in the composition at a weight percent greater than about 30% of the total weight of the curable polysiloxane composition.

6. A coating made by a process comprising:

applying a curable polysiloxane composition to a substrate; and

curing the polysiloxane composition to form the coating;

wherein the curable polysiloxane composition comprises:

(a) a base resin composition capable of a condensation reaction for curing, wherein the base resin composition comprises:

(i) a compound comprising hydrolyzable alkoxy, enoxy, oxime, amine, ethoxy, methoxy, or acetoxy silane groups;

(ii) a polysiloxane comprising one or more silanol groups capable of undergoing a condensation reaction with the hydrolysable groups of the compounds of (i); and

(iii) a surface active polymer comprising 3-{2-[acetoxy(polyethylenoxy)propyl]}heptamethyltrisiloxane.

7. The coating according to claim 6 , further comprising a lubricating liquid, wherein the lubricating liquid is chemically and physically matched with the base resin in such a way that the lubricating liquid spontaneously wets the coating to provide an overlayer of the lubricating liquid at an exposed surface of the cured polysiloxane composition to form a slippery coating.

8. The coating according to claim 7 , wherein the surface active polymer is reactive with the silanol groups in the polysiloxane so that they are incorporated into the cured polysiloxane composition upon curing and extend into the overlayer of the lubricating liquid at the exposed surface of the cured polysiloxane composition to form the slippery coating.

9. The coating according to claim 6 , wherein the substrate is on an article selected from the group consisting of a marine vessel and other marine structures, an optical lens, a camera, a pipe, a cable, a building, and an adhesive film;

wherein the curable polysiloxane composition is combined with fillers and pigments to form a paint applied to the substrate; and

wherein the slippery coating prevents or delays accumulation of a marine organism on the substrate.

10. The curable polysiloxane composition according to claim 2 , wherein the lubricating liquid comprises at least one of PEG-dimethylsiloxane copolymer, PEG-8 diemthicone, PEG-10 dimethicone, PEG-12 dimethicone, PEG/PPG-18/18 dimethicone, dimethylsiloxane-(x % ethylene oxide) block copolymer (x=30-70%), ethoxylated dimethylsiloxane-(x % ethylene oxide) block copolymer (x=30-70%), and allyloxy(polyethylene oxide) methyl ether.

11. The curable polysiloxane composition according to claim 10 , wherein the lubricating liquid comprises ethoxylated dimethylsiloxane-(x % ethylene oxide) block copolymer; and wherein x is 30% ethylene oxide.

12. The curable polysiloxane composition according to claim 2 , wherein the lubricating liquid is present in an amount of about 10-20% of the total weight of the curable polysiloxane composition.

13. The curable polysiloxane composition according to claim 1 , wherein the polysiloxane comprising one or more silanol groups capable of undergoing a condensation reaction with the hydrolysable groups of the compounds of (i) is a silanol terminated polydimethyl siloxane.

14. The curable polysiloxane composition according to claim 1 , wherein the surface active polymer is present in an amount of about 0.25-15 wt % of the total weight of the curable polysiloxane composition.

15. The curable polysiloxane composition according to claim 1 , wherein the surface active polymer is present in an amount of about 1-5 wt % of the total weight of the curable polysiloxane composition.

16. The coating according to claim 7 , wherein the lubricating liquid comprises at least one of PEG-dimethylsiloxane copolymer, PEG-8 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, PEG/PPG-18/18 dimethicone, dimethylsiloxane-(x % ethylene oxide) block copolymer (x=30-70%), ethoxylated dimethylsiloxane-(x % ethylene oxide) block copolymer (x=30-70%), and allyloxy(polyethylene oxide) methyl ether.

17. The coating according to claim 16 , wherein the lubricating liquid comprises ethoxylated dimethylsiloxane-(x % ethylene oxide) block copolymer; and wherein x is 30% ethylene oxide.

18. The coating according to claim 7 , wherein the lubricating liquid is present in an amount of about 10-20% of the total weight of the polysiloxane composition.

19. The coating according to claim 6 , wherein the polysiloxane comprising one or more silanol groups capable of undergoing a condensation reaction with the hydrolysable groups of the compounds of (i) is a silanol terminated polydimethyl siloxane.

20. The coating according to claim 6 , wherein the surface active polymer is present in an amount of about 0.25-15 wt % of the total weight of the curable polysiloxane composition.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2022
From: KIM, PHILSEOK; GALHENAGE, TELUKA PASAN; LOMAKIN, JOSEPH
To: ADAPTIVE SURFACE TECHNOLOGIES, INC.
Reel/Frame 060661/0828 →
Continuity (4)
Continuation 15959835 · Apr 23, 2018
Continuation PCTUS2017025889 · Apr 4, 2017
Provisional Application 62318480 · Apr 5, 2016
Related Publication 20210179889A1 · Jun 17, 2021
Cited By (1)
US 12,442,469