IP Library Granted Patent US 10,421,876
Granted Patent B2
US 10,421,876 · App. 15/735,130 · Granted Sep 24, 2019

Coatings

Inventors: Stephen Richard Coulson (Abingdon, GB); Delwyn Evans (Abingdon, GB); Angeliki Siokou (Abingdon, GB); Clive Telford (Abingdon, GB)
Assignee: P2i Ltd
C09D133/16B05D1/62B05D5/08B05D5/083C09D5/00H01J37/32082H01J37/32467H01J2237/332H01J2237/3382H01L21/02118H01L21/02274H01L21/56H01L23/293H01L23/564H05K3/285
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Quick Facts
Patent No.
US 10,421,876
App. No.
15/735,130
Granted
Sep 24, 2019
Kind
B2
Abstract

The present invention provides an electronic or electrical device or component thereof comprising a cross-linked polymeric coating on a surface of the electronic or electrical device or component thereof; wherein the cross-linked polymeric coating is obtainable by exposing the electronic or electrical device or component thereof to a plasma comprising a monomer compound and a crosslinking reagent for a period of time sufficient to allow formation of the cross-linked polymeric coating on a surface thereof, wherein the monomer compound has the following formula: where R 1 , R 2 and R 4 are each independently selected from hydrogen, optionally substituted branched or straight chain C 1 -C 6 alkyl or halo alkyl or aryl optionally substituted by halo, and R 3 is selected from: where each X is independently selected from hydrogen, a halogen, optionally substituted branched or straight chain C 1 -C 6 alkyl, halo alkyl or aryl optionally substituted by halo; and n 1 is an integer from 1 to 27; and wherein the crosslinking reagent comprises two or more unsaturated bonds attached by means of one or more linker moieties and has a boiling point at standard pressure of less than 500° C.

Claims (33)

1. An electronic or electrical device or electronic or electrical component thereof comprising a protective cross-linked polymeric coating on a surface of said device or component;

wherein the protective cross-linked polymeric coating is obtained by exposing said device or component to a plasma comprising a monomer compound and a crosslinking reagent for a period of time sufficient to allow formation of the protective cross-linked polymeric coating on a surface thereof,

wherein the monomer compound is a compound of formula I(a):

wherein each of R 1 , R 2 , R 4 and R 5 to R 10 is independently selected from hydrogen or an optionally substituted C 1 -C 6 branched or straight chain alkyl group; each X is independently hydrogen or halogen; a is from 0-10; b is from 3 to 7; and c is 0 or 1;

and wherein the crosslinking reagent comprises two or more unsaturated bonds attached by means of one or more linker moieties and has a boiling point of less than 500° C. at standard pressure, the crosslinking reagent having one of the following structures:

where Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 and Y 8 are each independently selected from hydrogen, optionally substituted cyclic, branched or straight chain C 1 -C 6 alkyl or aryl; and L is a linker moiety;

wherein for compound (i) L is of formula A having one of the following structures:

and Y 10 is selected from optionally substituted cyclic, branched or straight chain C 1 -C 8 alkylene and a siloxane group;

or wherein for compound (i) L is of formula B having the following formula:

where each Y 9 is independently selected from, a bond, —O—, —O—C(O)—, —C(O)—O—, —Y 11 —O—C(O)—, —C(O)—O—Y 11 —, —OY 11 —, and —Y 11 O—, where Y 11 is an optionally substituted cyclic, branched or straight chain C 1 -C 8 alkylene; and

wherein Y 10 has the following formula:

and each Y 15 is independently selected from optionally substituted branched or straight chain C 1 -C 6 alkyl;

or wherein Y 10 has the following formula:

and Y 16 to Y 19 are each independently selected from H and optionally substituted branched or straight chain C 1 -C 8 alkyl or alkenyl.

2. The device or component according to claim 1 , wherein the protective cross-linked polymeric coating is a physical barrier to mass and electron transport.

3. The device or component according to claim 1 , wherein the protective cross-linked polymeric coating forms a liquid repellent surface defined by a static water contact angle (WCA) of at least 90°.

4. The device or component according to claim 1 , wherein when for compound (i) L is of the formula B, L has one of the following structures:

5. The device or component according to claim 1 , wherein when for compound (i) L is of formula A, Y 10 has the following formula:

wherein each Y 12 and Y 13 is independently selected from H, halo, optionally substituted cyclic, branched or straight chain alkyl, or —OY 14 , where Y 14 is selected from optionally substituted branched or straight chain C 1 -C 8 alkyl or alkenyl, and n is an integer from 1 to 10.

6. The device or component according to claim 5 , wherein each Y 12 is H and each Y 13 is H.

7. The device or component according to claim 5 , wherein each Y 12 is fluoro and each Y 13 is fluoro.

8. The device or component claim 5 , wherein n is from 4 to 6.

9. The device or component according to claim 1 , wherein when for compound (i) L is of formula B and Y 10 has the following formula:

each Y 15 is methyl, and each Y 9 is a bond.

10. The device or component according to claim 1 , wherein when for compound (i) L is of formula B and Y 10 has the following formula:

Y 18 is H or vinylene, and Y 16 , Y 17 and Y 19 are each H.

11. The device or component according to claim 1 , wherein the crosslinking reagent is selected from divinyl adipate (DVA), 1,4-butanediol divinyl ether (BDVE), 1,4-cyclohexanedimethanol divinyl ether (CDDE), 1,7-octadiene (17OD), 1,2,4-trivinvlcyclohexane (TVCH), 1,3-divinyltetramethyldisiloxane (DVTMDS), diallyl 1,4-cyclohexanedicarboxylate (DCHD), 1,6-divinylperfluorohexane (DVPFH), 1H,1H,6H,6H-perfluorohexanediol diacrylate (PFHDA) and glyoxal bis (diallyl acetal) (GBDA).

12. The device or component according to claim 1 , wherein the compound of formula I(a) has the following formula:

where n is from 2 to 10.

13. The device or component according to claim 12 , wherein the compound of formula I(a) is selected from 1H,1H,2H,2H-perfluorohexyl acrylate (PFAC4), 1H,1H,2H,2H-perfluorooctyl acrylate (PFAC6), 1H,1H,2H,2H-perfluorodecyl acrylate (PFAC8) and 1H, 1H,2H,2H-perfluorododecyl acrylate (PFAC10).

14. The device or component according to claim 1 , wherein the compound of formula I(a) has the following formula:

where n is from 2 to 10.

15. The device or component according to claim 14 , wherein the compound of formula I(a) is selected from 1H,1H,2H,2H-pefluorohexyl methacrylate (PFMAC4), 1H,1H,2H,2H-perfluorooctyl methacrylate (PFMAC6) and 1H,1H,2H,2H-perfluorodecyl methacrylate (PFMAC8).

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 20, 2022
From: CLYDESDALE BANK PLC
To: P2I LTD.
Reel/Frame 061480/0861 →
SECURITY INTEREST Recorded Jul 2, 2020
From: P2I LTD
To: CLYDESDALE BANK PLC
Reel/Frame 053111/0780 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 14, 2019
From: COULSON, STEPHEN RICHARD; EVANS, DELWYN; SIOKOU, ANGELIKI
To: P2I LTD
Reel/Frame 048594/0149 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 14, 2019
From: TELFORD, CLIVE
To: P2I LTD
Reel/Frame 048594/0191 →
Priority Claims (1)
EP 15386017 · Jun 9, 2015 · regional
Continuity (1)
Related Publication 20180171171A1 · Jun 21, 2018
Cited By (2)
US 12,252,789 US 12,528,966