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Di(9-alkylcarbazol-3-yl)arylamines as Electroactive Amorphous Materials for Optoelectronics

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Summary.

Star-shaped molecules of di(9-alkylcarbazol-3-yl)arylamines were synthesized and found to constitute new glass-forming materials with glass transition temperatures ranging from 40 to 147°C. The electron photoemission spectra of the molecular glasses were recorded and ionisation potentials of 4.9–5.0 eV were established. Room temperature time of flight hole drift mobilities of the di(9-alkylcarbazol-3-yl)phenylamines molecularly dispersed in polycarbonate-Z approached 5 · 10−6 cm2/Vs at high electric fields. Some of the compounds were converted to cross-linkable derivatives, which are potential components for insoluble charge transport layers.

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References

  • JV Grazulevicius P Strohriegl (2001) Charge-transporting polymers and molecular glasses HS Nalwa (Eds) Handbook of advanced electronic and photonic materials and devices NumberInSeries10 Academic Press San Diego 233

    Google Scholar 

  • CW Tang SA Van Slyke (1987) Appl Phys Lett 51 913 Occurrence Handle1:CAS:528:DyaL2sXmtVynsLo%3D Occurrence Handle10.1063/1.98799

    Article  CAS  Google Scholar 

  • C Adachi T Tsutsui S Saito (1990) Appl Phys Lett 57 531 Occurrence Handle1:CAS:528:DyaK3cXls1aju7c%3D Occurrence Handle10.1063/1.103638

    Article  CAS  Google Scholar 

  • KM Coakley MD McGehee (2004) Chem Mater 16 4533 Occurrence Handle1:CAS:528:DC%2BD2cXmsFSgtrc%3D Occurrence Handle10.1021/cm049654n

    Article  CAS  Google Scholar 

  • BL Volodin B Kippelen K Meerholz B Javidi N Peyghambarian (1996) Nature 383 58 Occurrence Handle1:CAS:528:DyaK28XlsV2jsLY%3D Occurrence Handle10.1038/383058a0

    Article  CAS  Google Scholar 

  • CD Dimitrakopoulos PRL Malenfant (2002) Adv Mater 14 99 Occurrence Handle1:CAS:528:DC%2BD38XhtVartbY%3D Occurrence Handle10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO;2-9

    Article  CAS  Google Scholar 

  • A Kraft PL Burn AB Holmes DDC Bradley RH Friend JFH Martens (1993) Synth Met 55 4163 Occurrence Handle10.1016/0379-6779(93)90575-H

    Article  Google Scholar 

  • E Bellmann SE Shaheen S Thayumanavan S Barlow RH Grubbs SR Marder B Kippelen N Peyghambarian (1998) Chem Mater 10 1668 Occurrence Handle1:CAS:528:DyaK1cXjvFyrsr0%3D Occurrence Handle10.1021/cm980030p

    Article  CAS  Google Scholar 

  • Y Shirota (2000) J Mater Chem 10 1 Occurrence Handle1:CAS:528:DyaK1MXotVKgtbg%3D Occurrence Handle10.1039/a908130e

    Article  CAS  Google Scholar 

  • C Takahashi S Moriya H Sato N Fugono HC Lee (2002) Synth Met 129 123 Occurrence Handle1:CAS:528:DC%2BD38XlsV2gs7s%3D

    CAS  Google Scholar 

  • A Balionyte S Grigalevicius V Jankauskas G Garsva JV Grazulevicius (2004) J Photochem Photobiol A: Chem 162 249 Occurrence Handle1:CAS:528:DC%2BD2cXhs1CqurY%3D Occurrence Handle10.1016/j.nainr.2003.08.009

    Article  CAS  Google Scholar 

  • N Yoshimoto JI Hanna (2002) Adv Mater 14 988 Occurrence Handle1:CAS:528:DC%2BD38XlslKitb0%3D

    CAS  Google Scholar 

  • AEA Contoret SR Farrar SM Khan M O’Neill GJ Richards MP Aldred SM Kelly (2003) J Appl Phys 93 1465 Occurrence Handle1:CAS:528:DC%2BD3sXhtVKjs7k%3D Occurrence Handle10.1063/1.1533830

    Article  CAS  Google Scholar 

  • CD Muller A Falcou N Reckefuss M Rojahn V Wiederhirn P Rudati H Frohne O Nuyken H Becker K Meerholz (2003) Nature 421 829 Occurrence Handle10.1038/nature01390

    Article  Google Scholar 

  • T Braig DC Muller M Gross K Meerholz O Nuyken (2000) Macromol Rapid Commun 21 583 Occurrence Handle1:CAS:528:DC%2BD3cXltVCqsrs%3D Occurrence Handle10.1002/1521-3927(20000601)21:9<583::AID-MARC583>3.0.CO;2-O

    Article  CAS  Google Scholar 

  • B Domercq RD Hreha YD Zhang N Larribeau JN Haddock C Schultz SR Marder B Kippelen (2003) Chem Mater 15 1491 Occurrence Handle1:CAS:528:DC%2BD3sXitVemt78%3D Occurrence Handle10.1021/cm020862u

    Article  CAS  Google Scholar 

  • HJ Weingarten (1964) Org Chem 29 977 Occurrence Handle1:CAS:528:DyaF2cXptVWmtg%3D%3D

    CAS  Google Scholar 

  • AJ Paine (1987) J Am Chem Soc 109 1496 Occurrence Handle1:CAS:528:DyaL2sXhtVWmtrs%3D Occurrence Handle10.1021/ja00239a032

    Article  CAS  Google Scholar 

  • GR Kleczykowski RH Schlessinger (1978) J Am Chem Soc 100 1938 Occurrence Handle10.1021/ja00474a056

    Article  Google Scholar 

  • S Grigalevicius J Ostrauskaite G Blazys V Jankauskas V Gaidelis JV Grazulevicius (2004) J Photochem Photobiol A: Chem 162 249 Occurrence Handle10.1016/j.nainr.2003.08.009

    Article  Google Scholar 

  • Y Oda T Homma Y Fujimaki (1990) Electrophotography 29 250 Occurrence Handle1:CAS:528:DyaK3MXhsFersLY%3D

    CAS  Google Scholar 

  • Y Chigono T Kitamura (1993) Electrophotography 32 7 Occurrence Handle1:CAS:528:DyaK3sXmtlOkur4%3D

    CAS  Google Scholar 

  • T Nakazawa A Kawahara Y Mizuta E Miyamoto (1994) Electrophotography 33 127 Occurrence Handle1:CAS:528:DyaK2MXitFWgsLo%3D

    CAS  Google Scholar 

  • D Aoki M Kashiwabara M Okabe S Hikosaka E Inoe (2000) J Imaging Sci Techn 44 179 Occurrence Handle1:CAS:528:DC%2BD3cXktFWrsro%3D

    CAS  Google Scholar 

  • XT Tao YD Zhang T Wada H Sasabe H Suzuki T Watanabe S Miyata (1998) Adv Mater 10 226 Occurrence Handle1:CAS:528:DyaK1cXhtFKlsLc%3D Occurrence Handle10.1002/(SICI)1521-4095(199802)10:3<226::AID-ADMA226>3.0.CO;2-E

    Article  CAS  Google Scholar 

  • M Borsenberger DS Weiss (1993) Photoreceptors for Imaging Systems Marcel Dekker New York 273

    Google Scholar 

  • E Miyamoto Y Yamaguchi M Yokoyama (1989) Electrophotography 28 364 Occurrence Handle1:CAS:528:DyaK3cXksV2lsrY%3D

    CAS  Google Scholar 

  • S Grigalevicius G Blazys J Ostrauskaite JV Grazulevicius V Gaidelis V Jankauskas E Montrimas (2002) Synth Met 128 127 Occurrence Handle1:CAS:528:DC%2BD38XisV2nsb8%3D Occurrence Handle10.1016/S0379-6779(01)00546-X

    Article  CAS  Google Scholar 

  • Kalade J, Montrimas E, Jankauskas V (1994) The Physics and Chemistry of Imaging Systems: In: Proc. ICPS-94, Rochester, p 747

  • SM Vaezi-Nejad (1987) Int J Electronics 62 361 Occurrence Handle1:CAS:528:DyaL2sXitVGrt7o%3D

    CAS  Google Scholar 

  • SH Tucker (1926) J Chem Soc 1 548

    Google Scholar 

  • JM Rodriguez-Parada K Persec (1986) Macromolecules 19 55 Occurrence Handle1:CAS:528:DyaL28XovFCltg%3D%3D Occurrence Handle10.1021/ma00155a011

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Organic Technology, Kaunas University of Technology, Kaunas, Lithuania

    Vida Peciuraite, Violeta Vaitkeviciene, Saulius Grigalevicius & Juozas V. Grazulevicius

  2. Department of Solid State Electronics, Vilnius University, Vilnius, Lithuania

    Vygintas Jankauskas

Authors
  1. Vida Peciuraite
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  2. Violeta Vaitkeviciene
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  3. Saulius Grigalevicius
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  4. Juozas V. Grazulevicius
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  5. Vygintas Jankauskas
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Correspondence to Juozas V. Grazulevicius.

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Peciuraite, V., Vaitkeviciene, V., Grigalevicius, S. et al. Di(9-alkylcarbazol-3-yl)arylamines as Electroactive Amorphous Materials for Optoelectronics. Monatsh. Chem. 137, 1053–1062 (2006). https://doi.org/10.1007/s00706-006-0509-x

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  • DOI: https://doi.org/10.1007/s00706-006-0509-x

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