IP Library › Granted Patent US 10,256,410
Granted Patent B2
US 10,256,410 · App. 15/318,396 · Granted Apr 9, 2019

Compositions comprising oxygen substituted benzocyclobutenes and dienophiles, and electronic devices containing the same

Inventors: Liam P. Spencer (Manvel, TX); Liang Hong (Schwenksville, PA); Chun Liu (Midland, MI); Minrong Zhu (Shanghai, CN); Jichang Feng (Shanghai, CN); Jing Jing Yan (Shanghai, CN); Zhengming Tang (Shanghai, CN); Shaoguang Feng (Shanghai, CN); Peter Trefonas, III (Medway, MA); David D. Devore (Midland, MI); Nolan T. McDougal (Houston, TX)
Assignees: Dow Global Technologies LLC; Rohm and Haas Electronic Materials LLC
H01L51/0043C08G61/12C08G61/128C08L65/00H01L51/0034H01L51/0039C08G2261/122C08G2261/135C08G2261/312C08G2261/314C08G2261/3142C08G2261/3162C08G2261/3241C08G2261/344C08G2261/46C08G2261/51C08G2261/512C08G2261/76C08G2261/95H01L51/0003H01L51/5012H01L51/5056H01L51/5072H01L51/5088
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Quick Facts
Patent No.
US 10,256,410
App. No.
15/318,396
Granted
Apr 9, 2019
Kind
B2
Abstract

A light emitting device comprising a polymeric charge transfer layer, wherein the polymeric charge transfer layer is formed from a composition comprising a polymer, said polymer comprising one or more polymerized units derived from Structure A, and one or more polymerized units derived from Structure (B), each as follows: A) a monomer having the Structure (A), as defined herein: and B) a monomer that comprises one or more dienophile moieties.

Claims (31)

1. A light emitting device comprising a polymeric charge transfer layer, wherein the polymeric charge transfer layer is formed from a composition comprising a polymer,

said polymer comprising one or more polymerized units derived from Structure A, and one or more polymerized units derived from Structure B, each as follows:

A) a monomer having the Structure A:

wherein, for Structure A, A is a substituted or unsubstituted aromatic moiety or a substituted or unsubstituted heteroaromatic moiety; and

wherein R 1 through R 3 are each independently selected from the following: hydrogen, deuterium, a hydrocarbyl, a substituted hydrocarbyl, a heterohydrocarbyl, a substituted heterohydrocarbyl, a halogen, a cyano, an aryl, a substituted aryl, a heteroaryl, a substituted heteroaryl; and

wherein n is from 1 to 10; and each R 4 s independently selected from the following: hydrogen, deuterium, a hydrocarbyl, a substituted hydrocarbyl, a heterohydrocarbyl, a substituted heterohydrocarbyl, a halogen, a cyano, an aryl, a substituted aryl, a heteroaryl, a substituted heteroaryl; and wherein each R 4 group is independently bonded to A; and

wherein O is oxygen; and

wherein Q is selected from the following: hydrogen, deuterium, a hydrocarbyl, a substituted hydrocarbyl, a heterohydrocarbyl, a substituted heterohydrocarbyl, a halogen, a cyano, an aryl, an substituted aryl, a heteroaryl, a substituted heteroaryl; and

wherein two or more of R 1 through R 4 may optionally form one or more ring structures; and

B) a monomer of Structure B comprising one or more dienophile moieties and selected from

2. The device of claim 1 , wherein the polymer further comprises one or more polymerized units derived from a cross-linking agent having Structure C:

wherein, for Structure C, C is an aromatic moiety, a heteroaromatic moiety, a C 1 -C 50 hydrocarbyl, a C 1 -C 50 substituted hydrocarbyl, a C 1 -C 50 heterohydrocarbyl, or a C 1 -C 50 substituted heterohydrocarbyl; and

wherein R 8 through R 10 are each independently selected from the following: hydrogen, deuterium, a C 1 -C 50 hydrocarbyl, a C 1 -C 50 substituted hydrocarbyl, a C 1 -C 50 heterohydrocarbyl, a C 1 -C 50 substituted heterohydrocarbyl, halogen, cyano, a C 5 -C 50 aryl, a C 5 -C 50 substituted aryl, a C 5 -C 50 heteroaryl, a C 5 -C 50 substituted heteroaryl; and

wherein n is from 1 to 25; and wherein each chemical group comprising L, R 8 , R 9 and R 10 ″ is independently boned to C;

wherein L is selected from an aromatic moiety, a heteroaromatic moiety, a C 1 -C 100 hydrocarbyl, a C 1 -C 100 substituted hydrocarbyl, a C 1 -C 100 heterohydrocarbyl, or a C 1 -C 100 substituted heterohydrocarbyl, or wherein L is not present; and

wherein two or more of R 8 through R 10 may optionally form one or more ring structures.

3. The device of claim 2 , wherein the cross-linking agent is selected from the following C1-C8:

4. The device of claim 1 , wherein Structure A is selected from the following A1 through A8:

5. The device of claim 1 , wherein Structure A is selected from the following A9 through A14:

wherein for each structure A9 through A14, L is independently selected from hydrogen, a hydrocarbon, or a substituted hydrocarbon; and each Ar is independently a substituted or unsubstituted aromatic moiety or a substituted or unsubstituted heteroaromatic moiety.

6. The device of claim 1 , wherein Structure A is selected from the following A15 through A20:

7. A light emitting device comprising a polymeric charge transfer layer, wherein the polymeric charge transfer layer is formed from a composition comprising a polymer, said polymer comprising one or more polymerized units derived from A, and one or more polymerized units derived from B, each as follows:

A) a monomer having the Structure A1 to A8:

wherein O is oxygen; and Q is selected from the following: hydrogen, deuterium, a hydrocarbyl, a substituted hydrocarbyl, a heterohydrocarbyl, a substituted heterohydrocarbyl, a halogen, a cyano, an aryl, an substituted aryl, a heteroaryl, a substituted heteroaryl; and

B) a monomer comprising one or more dienophile moieties.

8. A light emitting device comprising a polymeric charge transfer layer, wherein the polymeric charge transfer layer is formed from a composition comprising a polymer, said polymer comprising one or more polymerized units derived from A, and one or more polymerized units derived from B, each as follows:

A) a monomer having the Structure A9 to A20:

wherein O is oxygen; L is independently selected from hydrogen, a hydrocarbon, or a substituted hydrocarbon; and each Ar is independently a substituted or unsubstituted aromatic moiety or a substituted or unsubstituted heteroaromatic moiety; and

B) a monomer comprising one or more dienophile moieties.

9. The device of claim 8 wherein Structure B is selected from the following B1 through B6:

10. The device of claim 7 , wherein B is selected from the following structures B1 through B6:

Priority Claims (1)
WO PCT/CN2014/084918 · Aug 21, 2014 · international
Continuity (1)
Related Publication 20170170400A1 · Jun 15, 2017