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Title: Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials

Abstract

Four new cross-conjugated small molecules based on a central benzo[1,2-d:4,5-d']bisoxazole moiety possessing semi-independently tunable HOMO and LUMO levels were synthesized and the properties of these materials were evaluated experimentally and theoretically. The molecules were thermally stable with 5% weight loss occurring well above 350 °C. The cruciforms all exhibited blue emission in solution ranging from 433–450 nm. Host–guest OLEDs fabricated from various concentrations of these materials using the small molecule host 4,4'-bis(9-carbazolyl)-biphenyl (CBP) exhibited deep blue-emission with Commission Internationale de L'Eclairage (CIE) coordinates of (0.15 ≤ x ≤ 0.17, 0.05 ≤ y ≤ 0.11), and maximum luminance efficiencies as high as ~2 cd A–1. Lastly, these results demonstrate the potential of benzobisoxazole cruciforms as emitters for developing high-performance deep blue OLEDs.

Authors:
 [1];  [2];  [1];  [3];  [2];  [4];  [3];  [1];  [2];  [1]
  1. Iowa State Univ., Ames, IA (United States)
  2. Ames Lab. and Iowa State Univ., Ames, IA (United States)
  3. Univ. of North Georgia, Dahlonega, GA (United States)
  4. Ames Lab. and Iowa State Univ., Ames, IA (United States); National Univ. of Science & Technology (NUST MISiS), Moscow (Russia)
Publication Date:
Research Org.:
Ames Laboratory (AMES), Ames, IA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1259481
Report Number(s):
IS-J-9011
Journal ID: ISSN 2050-7526; JMCCCX
Grant/Contract Number:  
AC02-07CH11358; 0116435; 0521063; 0849677; 1229354; 1413173
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Journal of Materials Chemistry C
Additional Journal Information:
Journal Volume: 4; Journal Issue: 17; Journal ID: ISSN 2050-7526
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Chavez, III, Ramiro, Cai, Min, Tlach, Brian, Wheeler, David L., Kaudal, Rajiv, Tsyrenova, Ayuna, Tomlinson, Aimee L., Shinar, Ruth, Shinar, Joseph, and Jeffries-EL, Malika. Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials. United States: N. p., 2016. Web. doi:10.1039/C5TC03622D.
Chavez, III, Ramiro, Cai, Min, Tlach, Brian, Wheeler, David L., Kaudal, Rajiv, Tsyrenova, Ayuna, Tomlinson, Aimee L., Shinar, Ruth, Shinar, Joseph, & Jeffries-EL, Malika. Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials. United States. doi:10.1039/C5TC03622D.
Chavez, III, Ramiro, Cai, Min, Tlach, Brian, Wheeler, David L., Kaudal, Rajiv, Tsyrenova, Ayuna, Tomlinson, Aimee L., Shinar, Ruth, Shinar, Joseph, and Jeffries-EL, Malika. Wed . "Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials". United States. doi:10.1039/C5TC03622D. https://www.osti.gov/servlets/purl/1259481.
@article{osti_1259481,
title = {Benzobisoxazole cruciforms: A tunable, cross-conjugated platform for the generation of deep blue OLED materials},
author = {Chavez, III, Ramiro and Cai, Min and Tlach, Brian and Wheeler, David L. and Kaudal, Rajiv and Tsyrenova, Ayuna and Tomlinson, Aimee L. and Shinar, Ruth and Shinar, Joseph and Jeffries-EL, Malika},
abstractNote = {Four new cross-conjugated small molecules based on a central benzo[1,2-d:4,5-d']bisoxazole moiety possessing semi-independently tunable HOMO and LUMO levels were synthesized and the properties of these materials were evaluated experimentally and theoretically. The molecules were thermally stable with 5% weight loss occurring well above 350 °C. The cruciforms all exhibited blue emission in solution ranging from 433–450 nm. Host–guest OLEDs fabricated from various concentrations of these materials using the small molecule host 4,4'-bis(9-carbazolyl)-biphenyl (CBP) exhibited deep blue-emission with Commission Internationale de L'Eclairage (CIE) coordinates of (0.15 ≤ x ≤ 0.17, 0.05 ≤ y ≤ 0.11), and maximum luminance efficiencies as high as ~2 cd A–1. Lastly, these results demonstrate the potential of benzobisoxazole cruciforms as emitters for developing high-performance deep blue OLEDs.},
doi = {10.1039/C5TC03622D},
journal = {Journal of Materials Chemistry C},
issn = {2050-7526},
number = 17,
volume = 4,
place = {United States},
year = {2016},
month = {1}
}

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Cited by: 11 works
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