US2013320319A1PendingUtilityA1
Electroactive materials
Est. expiryDec 1, 2028(~2.3 yrs left)· nominal 20-yr term from priority
C09K 2211/1011C09B 57/008C07C 211/54H05B 33/10C09K 2211/1007C09K 11/06H05B 33/14C08G 73/02C09K 2211/1014H10K 85/631H10K 85/111H10K 50/14H10K 50/11H10K 85/20H01L 51/0045
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Claims
Abstract
There is provided a compound having Formula I or Formula II: In the Formulae: Ar 1 is an arylene having 6-30 carbons; Ar 2 is an aryl group; Ar 3 is an arylene; R 1 is selected from H, D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, and fluoroalkoxy groups; R 2 is selected from D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, or fluoroalkoxy groups; M is a conjugated moiety; a is an integer from 0 to 2; b is an integer from 0 to 3; n is an integer equal to or greater than 1; and x and y are mole fractions where x+y=1.0.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . A compound having Formula I or Formula II:
wherein:
Ar 1 is the same or different at each occurrence and is an arylene having 6-30 carbons;
Ar 2 is the same or different at each occurrence and is an aryl group;
Ar 3 is the same or different at each occurrence and is an arylene having 6-30 carbons;
R 1 is the same or different at each occurrence and is selected from the group consisting of H, D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, and fluoroalkoxy groups;
R 2 is the same or different at each occurrence and is selected from the group consisting of D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, and fluoroalkoxy groups;
M is the same or different at each occurrence and is a conjugated moiety;
a is an integer from 0 to 2;
b is an integer from 0 to 3;
n is an integer equal to or greater than 1; and
x and y are mole fractions such that x+y=1.0, with the proviso that x and y are not zero.
2 . The compound of claim 1 , wherein Ar 1 has Formula III
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4; and
m is an integer from 1 to 6.
3 . The compound of claim 1 , wherein Ar 1 is selected from the group consisting phenylene, p-biphenylene, p-terphenylene, naphthylene, phenylenenaphthylene, and naphthylenephenylene.
4 . The compound of claim 1 , wherein Formula IV
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4;
d is an integer from 0-5; and
m is an integer from 1 to 6.
5 . The compound of claim 1 , wherein Ar 3 is selected from the group consisting of naphthyl and a group having Formula III
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4; and
m is an integer from 1 to 6.
6 . The compound of claim 1 , wherein crosslinking substituents are present on at least one Ar 2 .
7 . The compound of claim 1 , wherein R 1 is selected from an alkyl group having 1-12 carbon atoms and an alkoxy group having 1-12 carbon atoms.
8 . The compound of claim 1 , wherein R 2 is selected from an alkyl group having 1-12 carbon atoms and an alkoxy group having 1-12 carbon atoms.
9 . The compound of claim 1 , wherein a and b are selected from the group consisting of 0 and 1.
10 . The compound of claim 1 , wherein a=b=0.
11 . The compound of claim 1 having Formula II, wherein x is at least 0.4.
12 . The compound of claim 1 having Formula II, wherein M is selected from the group consisting of an aromatic group having triarylamine units and an aromatic unit having a crosslinkable substituent.
13 . An organic electronic device comprising a first electrical contact layer, a second electrical contact layer and an active layer therebetween, wherein the active layer comprises a compound having Formula I or Formula II:
wherein:
Ar 1 is the same or different at each occurrence and is an arylene having 6-30 carbons;
Ar 2 is the same or different at each occurrence and is an aryl group;
Ar 3 is the same or different at each occurrence and is an arylene having 6-30 carbons;
R 1 is the same or different at each occurrence and is selected from the group consisting of H, D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, and fluoroalkoxy groups;
R 2 is the same or different at each occurrence and is selected from the group consisting of D, aryl groups, alkyl groups, silyl groups, siloxane groups, fluoroalkyl groups, alkoxy groups, and fluoroalkoxy groups;
M is the same or different at each occurrence and is a conjugated moiety;
a is an integer from 0 to 2;
b is an integer from 0 to 3;
n is an integer equal to or greater than 1; and
x and y are mole fractions such that x+y=1.0, with the proviso that x and y are not zero.
14 . The device of claim 13 , wherein Ar 1 has Formula III
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4; and
m is an integer from 1 to 6.
15 . The device of claim 13 , wherein Ar 1 is selected from the group consisting phenylene, p-biphenylene, p-terphenylene, naphthylene, phenylenenaphthylene, and naphthylenephenylene.
16 . The device of claim 13 , wherein Ar 2 is selected from the group consisting of naphthyl and a group having Formula IV
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4;
d is an integer from 0-5; and
m is an integer from 1 to 6.
17 . The device of claim 13 , wherein Ar 3 is selected from the group consisting of naphthylene and a group having Formula III
where:
R 3 is the same or different at each occurrence and is selected from the group consisting of alkyl, alkoxy, siloxane and silyl;
c is the same or different at each occurrence and is an integer from 0-4; and
m is an integer from 1 to 6.
18 . The device of claim 13 , wherein a crosslinking substituent is present on at least one Ar 2 .
19 . The device of claim 13 having Formula II, wherein x is at least 0.4.
20 . The device of claim 13 having Formula II, wherein M is selected from the group consisting of an aromatic group having triarylamine units and an aromatic unit having a crosslinkable substituent.
21 . The device of claim 13 , wherein the active layer is a hole transport layer and the layer consists essentially of a compound selected from the group consisting of compound of Formula I and a compound having Formula II.
22 . The device of claim 13 , wherein the active layer is a photoactive layer.
23 . The device of claim 22 , wherein the active layer further comprises a photoactive material.
24 . The device of claim 23 , wherein the photoactive layer consists essentially of the photoactive material and a compound selected from the group consisting of a compound of Formula I and a compound of Formula II.Join the waitlist — get patent alerts
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