IP Library Granted Patent US 8,343,381
Granted Patent B1
US 8,343,381 · App. 12/467,531 · Granted Jan 1, 2013

Hole transport composition

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Quick Facts
Patent No.
US 8,343,381
App. No.
12/467,531
Granted
Jan 1, 2013
Kind
B1
Abstract

There is provided a hole transport composition having (i) a first hole transport polymer having crosslinkable groups, and (ii) a second hole transport polymer having substantially no crosslinkable groups. There is also provided a crosslinked hole transport layer and an electronic device containing the crosslinked hole transport layer.

Claims (41)

1. A hole transport composition comprising (i) a first hole transport polymer made from at least one first monomer selected from A1, A2, and A3

where:

R is the same or different at each occurrence and is selected from the group consisting of H, D, alkyl, fluoroalkyl, aryl, fluoroaryl, alkoxy, aryloxy, NR″ 2 , R′,

R′ is a crosslinkable group;

R″ is independently selected from the group consisting of H, alkyl, fluoroalkyl, aryl, fluoroaryl, and R′;

X can be the same or different at each occurrence and is a leaving group;

Z is C, Si, or N;

Q is the same or different at each occurrence and is (ZR″ n ) b ;

a is an integer from 0 to 5;

b is an integer from 0 to 20;

c is an integer from 0 to 4;

q is an integer from 0 to 7; and

n is an integer from 1 to 2;

wherein there is at least one crosslinkable group;

and (ii) a second hole transport polymer having substantially no crosslinkable groups, wherein said second hole transport polymer is selected from the group consisting of a polymer having Formula (IX), and a polymer having Formula X:

wherein:

Ar 1 is the same or different at each occurrence and is selected from the group consisting of phenylene and naphthylene;

Ar 2 is the same or different at each occurrence and is an aryl group;

M is the same or different at each occurrence and is a conjugated moiety;

T 1 and T 2 are independently the same or different at each occurrence and are conjugated moieties which are connected in a non-planar configuration;

d is an integer from 1 to 6;

e, f, and g are mole fractions such that e+f+g=1.0, with the proviso that f is not zero, and at least one of e and g is not zero, and when e is zero, M comprises at least two triarylamine units; and

m is an integer greater than 5.

2. The hole transport composition of claim 1 , wherein the polymer is a copolymer of at least one monomer selected from A1 through A5 and at least one monomer selected from B1 through B6 or C1 through C6:

where:

R and Y are independently selected from the group consisting of H, D, alkyl, fluoroalkyl, aryl, fluoroaryl, alkoxy, aryloxy, NR″2, R′,

R′ is a crosslinkable group;

R″ is independently selected from the group consisting of H, alkyl, fluoroalkyl, aryl, fluoroaryl, and R′;

X can be the same or different at each occurrence and is a leaving group;

Z is C, Si, or N;

E is the same or different at each occurrence and is (ZR″ n ) b , O, S, Se, or Te;

Q is the same or different at each occurrence and is (ZR″ n ) b ;

a is an integer from 0 to 5;

b is an integer from 0 to 20;

c is an integer from 0 to 4;

q is an integer from 0 to 7; and

n is an integer from 1 to 2;

with the proviso that at least one of the monomers contains a crosslinkable group.

3. The hole transport composition of claim 1 , wherein T 1 and T 2 are selected from the group consisting of phenylene, napthylene, and anthracenyl groups.

4. A crosslinked hole transport layer made from the composition of claim 1 .

5. An electronic device comprising the crosslinked hole transport layer of claim 4 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: LG CHEM, LTD.
Reel/Frame 050150/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2009
From: CHESTERFIELD, REID JOHN
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 023026/0777 →