Laminate, display including the same, and article including the display

Patent metadata

Field	Value
Publication number	US-11931775-B2
Application number	US-202117323921-A
Country	US
Kind code	B2
Filing date	May 18, 2021
Priority date	Dec 11, 2020
Publication date	Mar 19, 2024
Grant date	Mar 19, 2024

Abstract

A laminate, a display device including the laminate, and an article including the display, the laminate including a substrate, a protective layer, and an intermediate layer provided between the substrate and the protective layer, wherein the protective layer includes a fluorine-containing (poly)ether amide silane compound represented by Formula 1 and having a molecular weight greater than 2,000 Da, and the intermediate layer includes at least one Si—O bond and having a density greater than about 2.0 g/cm 3 and less than about 2.5 g/cm 3 ,

Rf-(L1) p1 -Q1-(L2) p2 -Si(R 1 )(R 2 )(R 3 )  Formula 1
wherein, in Formula 1, Rf, L1, p1, Q1, L2, p2, R 1 to R 3 are the same as described in the specification.

First claim

What is claimed is:

1. A laminate comprising:
a substrate,
a protective layer, and
an intermediate layer provided between the substrate and the protective layer,
wherein the protective layer comprises a fluorine-containing (poly)ether amide silane compound represented by Formula 1 and having a weight average molecular weight greater than about 2,000 Dalton, and
the intermediate layer comprises at least one Si—O bond and has a density greater than about 2.0 grams per cubic centimeter and less than about 2.5 grams per cubic centimeter
Rf-(L1) p1 -Q1-(L2) p2 -Si(R 1 )(R 2 )(R 3 )  Formula 1

wherein, in Formula 1,
Rf is a fluorine-containing (poly)ether group,
Q1 is —N(R a )—C(═O)O—, —C(═O)—N(R a )—, —N(R a )—S(═O)O—, —S(═O)—N(R a )—, —OS(═O)—N(R a )—C(═O)O—, or —OC(═O)—N(R a )—S(═O)O—,
R a is -(L3) p3 -Si(R 4 )(R 5 )(R 6 ),
L1, L2, and L3 are each independently a substituted or unsubstituted C1-C20 alkylene group, a substituted or unsubstituted C1-C20 oxyalkylene group, or a combination thereof,
p1, p2, and p3 are each independently an integer of 1 to 10,
R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently hydrogen, a substituted or unsubstituted C1-C20 alkoxy group, a halogen atom, a hydroxy group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkylthio group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C6-C20 aryloxy group, a substituted or unsubstituted C6-C20 arylthio group, or a combination thereof, and
at least one of R 1 , R 2 , and R 3 is a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C1-C20 alkylthio group, a halogen atom, or a hydroxy group, and
at least one of R 4 , R 5 , and R 6 is a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C1-C20 alkylthio group, a halogen atom, or a hydroxy group.

2. The laminate of claim 1 , wherein Rf is a perfluoro(poly)ether group.

3. The laminate of claim 1 , wherein
the fluorine-containing (poly)ether group has:
a structure having a CF 3 (CF 2 ) h O group at a terminal end with —(CF 2 CF 2 O) i —, —(CF 2 O) j — or —(CH 2 O) k — bound to the CF 3 (CF 2 ) h O group,
h and k are each independently an integer of 0 to 10, and
i and j are each independently an integer of 1 to 100.

4. The laminate of claim 1 , wherein, in Formula 1, Rf is:
CF 3 O—(CF 2 CF 2 O) i —(CF 2 O) j —(CH 2 O) k —,
CF 3 O—(CF 2 O) j —(CF 2 CF 2 O) i —(CH 2 O) k —,
CF 3 CF 2 O—(CF 2 CF 2 O) i —(CF 2 O) j —(CH 2 O) k —,
CF 3 CF 2 O—(CF 2 O) j —(CF 2 CF 2 O) i —(CH 2 O) k —,
CF 3 CF 2 CF 2 O—(CF 2 CF 2 ) i —(CF 2 O) j —(CH 2 O) k —, or
CF 3 CF 2 CF 2 O—(CF 2 O) j —(CF 2 CF 2 O) i —(CH 2 O) k —,
wherein, k is an integer of 0 to 10, and
i and j are each independently an integer of 1 to 100.

5. The laminate of claim 1 , wherein the fluorine-containing (poly)ether amide silane compound represented by Formula 1 is a silane compound having a fluorine-containing (poly)ether group represented by Formula 2:
CF 3 (CF 2 ) h O(CF 2 CF 2 O) i (CF 2 O) j (CH 2 O) k —(CR 13 R 14 ) p1 —C(═O)—N(R a )—(CH 2 ) p2 —Si(R 1 )(R 2 )(R 3 )  Formula 2

wherein, in Formula 2,
R a is —(CH 2 ) p3 —Si(R 4 )(R 5 )(R 6 ),
R 13 and R 14 are each independently hydrogen, a C1-C5 alkyl, fluorine, or a fluorinated C1-C5 alkyl group,
p1, p2, and p3 are each independently an integer of 1 to 10,
h and k are each independently an integer of 0 to 10,
i and j are each independently an integer of 1 to 100,
R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently hydrogen, a substituted or unsubstituted C1-C20 alkoxy group, halogen atom, a hydroxy group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C6-C20 aryl group, or a combination thereof, and
wherein at least one of R 1 , R 2 , and R 3 is a substituted or unsubstituted C1-C20 alkoxy group, a halogen atom, or a hydroxy group, and at least one of R 4 , R 5 , and R 6 is a substituted or unsubstituted C1-C20 alkoxy group, a halogen atom, or a hydroxy group.

6. The laminate of claim 1 , wherein the fluorine-containing (poly)ether amide silane compound represented by Formula 1, is
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 2 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(OCH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 ,
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CH 2 OCH 2 )—C(═O)N(—(CH 2 ) 3 —Si(OCH 3 )(OCH 3 )(CH 3 )) 2 , or
CF 3 CF 2 CF 2 O(CF 2 CF 2 O) i (CF 2 O) j —(CF 2 )—C(═O)N(—(CH 2 ) 3 —S

Assignees

• Samsung Electronics Co Ltd

Inventors

• Han Jungim
• Kong Hyeyoung
• Park Byungha
• Kalinina Fedosya

Classifications

• B05D7/52 Primary

  Two layers · CPC title

• B05D1/60

  Deposition of organic layers from vapour phase (vapour phase deposition in general C23C14/00, C23C16/00) · CPC title

• B05D3/007

  After-treatment · CPC title

• C09D171/00 Primary

  Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09D159/00; based on epoxy resins C09D163/00; based on polythioether-ethers C09D181/02; based on polyethersulfones C09D181/06); Coating compositions based on derivatives of such polymers · CPC title

• C23C14/10

  Glass or silica · CPC title