IP Library Granted Patent US 12,617,969
Granted Patent B2
US 12,617,969 · App. 16/757,958 · Granted May 5, 2026

Layered product

Inventors: Yoshiaki Honda (Osaka, JP); Teruyuki Fukuda (Osaka, JP); Akiko Ohya (San Jose, CA)
Assignees: DAIKIN INDUSTRIES, LTD.; DAIKIN AMERICA, INC.
C09D171/00B32B7/12B32B17/06C09J7/10B32B2255/26C09J2427/00C09J2429/00C09J2433/00C09J2461/00C09J2463/00C09J2479/08C09J2483/00
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Quick Facts
Patent No.
US 12,617,969
App. No.
16/757,958
Granted
May 5, 2026
Kind
B2
Abstract

A laminated product in which a first base material layer, an adhesive layer and a second base material layer are stacked in this order, wherein an edge of the laminated product is covered with a layer formed by a curable composition including at least one perfluoropolyether group-containing compound.

Claims (98)

1 . A laminated product in which a first base material layer, an adhesive layer and a second base material layer are stacked in this order,

wherein the adhesive layer on an edge face of the laminated product is directly covered with a layer formed by a curable composition comprising a perfluoropolyether group-containing compound,

at least a part of a main surface of the laminated product is not covered with a layer formed by the curable composition comprising a perfluoropolyether group-containing compound,

the layer formed by a curable composition comprising a perfluoropolyether group-containing compound has a thickness of 10 μm or more and 1.0 mm or less, and

the thickness of the first base material layer and the second base material layer are each independently 0.01 mm or more and 10.0 mm or less.

2 . The laminated product according to claim 1 , wherein the perfluoropolyether group-containing compound is at least one perfluoropolyether group-containing silane compound represented by formula (A), (B), (C) or (D):

wherein:

PFPE, at each occurrence, is each independently a group represented by formula:

—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 X 10 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —

wherein a, b, c, d, e and f are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e and f is at least 1, the occurrence order of the respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula, and X 10 , at each occurrence, is each independently a hydrogen atom, a fluorine atom or a chlorine atom;

R 13 , at each occurrence, each independently represents a hydroxyl group or a hydrolyzable group;

R 14 , at each occurrence, each independently represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms;

R 11 , at each occurrence, each independently represents a hydrogen atom or a halogen atom;

R 12 , at each occurrence, each independently represents a hydrogen atom or a lower alkyl group;

R 11 ″, R 12 ″, R 13 ″ and R 14 ″ are as defined for R 11 , R 12 , R 13 and R 14 , respectively;

n1 with respect to each (—SiR 13 n1 R 14 3-n1 ) unit or each (—SiR 13″ n1 R 14″ 3-n1 ) unit is independently an integer of 0 to 3;

provided that at least two groups, at each occurrence, each independently selected from the group consisting of R 13 and R 13 ″ are present in formulae (A) and (B);

X 1 , at each occurrence, each independently represents a single bond or a 2-10 valent organic group;

X 2 , at each occurrence, each independently represents a single bond or a divalent organic group;

t, at each occurrence, is each independently an integer of 1 to 10;

α1, at each occurrence, is each independently an integer of 1 to 9;

X 3 , at each occurrence, each independently represents a single bond or a 2-10 valent organic group;

β1, at each occurrence, is each independently an integer of 1 to 9;

X 5 , at each occurrence, each independently represents a single bond or a 2-10 valent organic group;

γ1, at each occurrence, is each independently an integer of 1 to 9;

R a , at each occurrence, each independently represents —Z 3 —SiR 71 p1 R 72 q1 R 73 r1 ;

Z 3 , at each occurrence, each independently represents an oxygen atom or a divalent organic group;

R 71 , at each occurrence, each independently represents R a′ ;

R a′ is as defined for R a ;

the number of Si linearly linked via a Z 3 group in R a is at most 5;

R 72 , at each occurrence, each independently represents a hydroxyl group or a hydrolyzable group;

R 73 , at each occurrence, each independently represents a hydrogen atom or a lower alkyl group;

p1, at each occurrence, is each independently an integer of 0 to 3;

q1, at each occurrence, is each independently an integer of 0 to 3;

r1, at each occurrence, is each independently an integer of 0 to 3;

R a″ , at each occurrence, each independently represents —Z 3 —SiR 71 p1 R 72 ″ q1 R 73 r1 ;

R 72″ is as defined for R 72 ;

provided that the sum of p1, q1 and r1 with respect to each (—Z 3 —SiR 71 p1 R 72 q1 R 73 r1 ) or with respect to each (—Z 3 —SiR 71 p1 R 72 ″ q1 R 73 r1 ) is 3 and at least one q1 in formula (C) is an integer of 1 to 3;

R b , at each occurrence, each independently represents a hydroxyl group or a hydrolyzable group;

R c , at each occurrence, each independently represents a hydrogen atom or a lower alkyl group;

R b″ and R c″ are as defined for R b and R c , respectively;

k1, at each occurrence, is each independently an integer of 0 to 3;

l1, at each occurrence, is each independently an integer of 0 to 3;

m1, at each occurrence, is each independently an integer of 0 to 3;

provided that the sum of k1, l1 and m1 with respect to each (SiR a k1 R b l1 R c m1 ) or with respect to each (SiR a″ k1 R b″ l1 R c″ m1 ) is 3;

at least two groups selected from the group consisting of R b , R b″ , R 72 and R 72″ are present in formula (C);

X 7 each independently represents a single bond or a 2-10 valent organic group;

δ1 is each independently an integer of 1 to 9;

R d , at each occurrence, each independently represents —Z 4 —CR 81 p2 R 82 q2 R 83 r2 ;

Z 4 , at each occurrence, each independently represents an oxygen atom or a divalent organic group;

R 81 , at each occurrence, each independently represents R d′ ;

R d′ is as defined for R d ;

the number of C linearly bonded via a Z 4 group in R d is at most 5;

R 82 , at each occurrence, each independently represents —Y—SiR 85 n2 R 86 3-n2 ;

Y, at each occurrence, each independently represents a divalent organic group;

R 85 , at each occurrence, each independently represents a hydroxyl group or a hydrolyzable group;

R 86 , at each occurrence, each independently represents a hydrogen atom or a lower alkyl group;

R 83 , at each occurrence, each independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group;

p2, at each occurrence, is each independently an integer of 0 to 3;

q2, at each occurrence, is each independently an integer of 0 to 3;

r2, at each occurrence, is each independently an integer of 0 to 3;

R d″ , at each occurrence, each independently represents —Z 4 —CR 81 p2 R 82″ q2 R 83 r2 ;

R 82″ represents —Y—SiR 85″ n2 R 86″ 3-n2 ;

provided that the sum of p2, q2 and r2 with respect to each (—Z 4 —CR 81 p2 R 82 q2 R 83 r2 ) or with respect to each (—Z 4 —CR 81 P2 R 82″ q2 R 83 r2 ) is 3;

n2 with respect to each (—Y—SiR 85 n2 R 86 3-n2 ) unit or with respect to each (—Y—SiR 85″ n2 R 86″ 3-n2 ) unit independently represents an integer of 0 to 3;

R 85″ and R 86″ are as defined for R 85 and R 86 , respectively;

R e , at each occurrence, each independently represents —Y—SiR 85 n2 R 86 3-n2 ;

R e″ , at each occurrence, each independently represents —Y—SiR 85″ , R 86″ 3-n2 ;

R f , at each occurrence, each independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group;

R f″ is as defined for R f ;

k2, at each occurrence, is each independently an integer of 0 to 3;

l2, at each occurrence, is each independently an integer of 0 to 3; and

m2, at each occurrence, is each independently an integer of 0 to 3;

provided that the sum of k2, l2 and m2 with respect to each (CR d k2 R e l2 R f m2 ) or with respect to each (CR d″ k2 R e″ l2 R f″ m2 ) is 3, and two or more groups selected from the group consisting of a group represented by —Y—SiR 85 n2 R 86 3-n2 wherein n2 is 1 or more and a group represented by —Y—SiR 85″ n2 R 86″ 3-n2 wherein n2 is 1 or more are present in formula (D).

3 . The laminated product according to claim 1 , wherein the perfluoropolyether group-containing compound is a compound represented by the following formula:

CH 2 ═CH—R k1 -PFPE-R k1 —CH—CH 2   (I)

wherein:

PFPE, at each occurrence, is each independently a group represented by formula:

—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 X 10 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —

wherein a, b, c, d, e and f are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e and f is at least 1, the occurrence order of the respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula, and X 10 , at each occurrence, each independently represents a hydrogen atom, a fluorine atom or a chlorine atom; and

R k1 , at each occurrence, is each independently a single bond or a divalent organic group.

4 . The laminated product according to claim 1 , wherein the adhesive is an adhesive comprising a resin selected from an epoxy resin, an acrylic resin, a silicone resin, a phenol resin, a polyimide resin, an imide resin, a polyvinyl chloride resin, a polyvinyl butyral resin and an ethylene vinyl acetate resin.

5 . The laminated product according to claim 1 , wherein the first base material layer and the second base material layer are each independently a base material layer formed from a material selected from the group consisting of a resin, a metal, a metal oxide, a ceramic and glass.

6 . The laminated product according to claim 1 , wherein the thickness of the first base material layer and the second base material layer are each independently 0.5 mm or more and 10.0 mm or less.

7 . The laminated product according to claim 1 , wherein a thickness of the adhesive layer is 0.01 mm or more and 1.0 mm or less.

8 . The laminated product according to claim 1 , wherein

the laminated product has a first main surface and a second main surface opposite to each other,

a surface of the first base material layer is the first main surface of the laminated product,

a surface of the second base material layer is the second main surface of the laminated product,

at least a part of the first main surface of the laminated product and at least a part of the second main surface of the laminated product are not covered with a layer formed by the curable composition comprising a perfluoropolyether group-containing compound.

9 . An article comprising the laminated product according to claim 1 .

10 . A laminated product which has a first main surface and a second main surface opposite to each other,

wherein a first base material layer, an adhesive layer and a second base material layer are stacked in this order,

the adhesive layer on an edge face of the laminated product is directly covered with a layer formed by a curable composition comprising a perfluoropolyether group-containing compound,

a surface of the first base material layer is the first main surface of the laminated product,

a surface of the second base material layer is the second main surface of the laminated product,

at least a part of the first main surface of the laminated product and at least a part of the second main surface of the laminated product are not covered with a layer formed by the curable composition comprising a perfluoropolyether group-containing compound, and

the layer formed by a curable composition comprising a perfluoropolyether group-containing compound has a thickness of 10 μm or more and 1.0 mm or less.

Assignments (2)
CHANGE OF ADDRESS Recorded Jan 11, 2023
From: DAIKIN INDUSTRIES LTD.
To: DAIKIN INDUSTRIES LTD.
Reel/Frame 062355/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2020
From: HONDA, YOSHIAKI; FUKUDA, TERUYUKI; OHYA, AKIKO
To: DAIKIN INDUSTRIES, LTD.; DAIKIN AMERICA, INC.
Reel/Frame 052495/0832 →
Priority Claims (1)
JP 2017-211200 · Oct 31, 2017 · national
Continuity (1)
Related Publication 20200392369A1 · Dec 17, 2020
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