Blue electroluminescence from novel silicon-containing poly(cyanoterephthalylidene) copolymers

Ki Dong Kim, Jin Sung Park, Hwan Kyu Kim, Tae Bum Lee, Kyoung Tai No

Research output: Contribution to journalArticle

58 Citations (Scopus)

Abstract

A new class of silicon-containing poly(cyanoterephthalylidene) copolymers with a uniform π-conjugated segment was synthesized using the Knoevenagel reaction between the dialdehyde monomer and the appropriate diacetonitrile. The incorporation of organosilicon units with the flexible alkyl side group into the polymer rigid backbone would afford processable electroluminescent materials and interrupt the regular π-conjugated chains. The resulting polymers were highly soluble in common organic solvents. The Mn and Mw of the resulting polymers are in the range 3800-4200 and 5400-6000 with a polydispersity index range of 1.38-1.43, respectively. Their glass transition temperature was in the range of 82-87 $C. According to the molecular mechanical calculations for single chain models of SiBuPPV and SiBuCNPPV, trans conformations are more stable than cis conformations. The UV-visible absorbance of present polymers show strong absorption bands around 340-360 nm, since the π-conjugated system is regulated by organosilicon units. Their photoluminescence spectra appeared around 460-470 nm in the blue region. The threshold voltage of the SiHMCNPPV was about 7 V. Surprisingly, these polymers exhibit blue light-emitting diodes in the EL emissive band at 480 nm in the blue region, instead of red light-emitting diodes, when an operating voltage of higher than 7 V is applied. These copolymers show a relatively low operating voltage compared with a block copolymer having well-defined structures because the incorporation of electron-withdrawing cyano groups into the π-conjugated system increased the electron affinity of those polymers and decreased the LUMO energy level.

Original languageEnglish
Pages (from-to)7267-7272
Number of pages6
JournalMacromolecules
Volume31
Issue number21
DOIs
Publication statusPublished - 1998 Oct 20

Fingerprint

Electroluminescence
Silicon
Polymers
Copolymers
Light emitting diodes
Conformations
Electron affinity
Polydispersity
Electric potential
Threshold voltage
Organic solvents
Electron energy levels
Block copolymers
Absorption spectra
Photoluminescence
Monomers
Electrons

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Kim, Ki Dong ; Park, Jin Sung ; Kim, Hwan Kyu ; Lee, Tae Bum ; No, Kyoung Tai. / Blue electroluminescence from novel silicon-containing poly(cyanoterephthalylidene) copolymers. In: Macromolecules. 1998 ; Vol. 31, No. 21. pp. 7267-7272.
@article{baa844ebba7d44cf885700ea0004e5c2,
title = "Blue electroluminescence from novel silicon-containing poly(cyanoterephthalylidene) copolymers",
abstract = "A new class of silicon-containing poly(cyanoterephthalylidene) copolymers with a uniform π-conjugated segment was synthesized using the Knoevenagel reaction between the dialdehyde monomer and the appropriate diacetonitrile. The incorporation of organosilicon units with the flexible alkyl side group into the polymer rigid backbone would afford processable electroluminescent materials and interrupt the regular π-conjugated chains. The resulting polymers were highly soluble in common organic solvents. The Mn and Mw of the resulting polymers are in the range 3800-4200 and 5400-6000 with a polydispersity index range of 1.38-1.43, respectively. Their glass transition temperature was in the range of 82-87 $C. According to the molecular mechanical calculations for single chain models of SiBuPPV and SiBuCNPPV, trans conformations are more stable than cis conformations. The UV-visible absorbance of present polymers show strong absorption bands around 340-360 nm, since the π-conjugated system is regulated by organosilicon units. Their photoluminescence spectra appeared around 460-470 nm in the blue region. The threshold voltage of the SiHMCNPPV was about 7 V. Surprisingly, these polymers exhibit blue light-emitting diodes in the EL emissive band at 480 nm in the blue region, instead of red light-emitting diodes, when an operating voltage of higher than 7 V is applied. These copolymers show a relatively low operating voltage compared with a block copolymer having well-defined structures because the incorporation of electron-withdrawing cyano groups into the π-conjugated system increased the electron affinity of those polymers and decreased the LUMO energy level.",
author = "Kim, {Ki Dong} and Park, {Jin Sung} and Kim, {Hwan Kyu} and Lee, {Tae Bum} and No, {Kyoung Tai}",
year = "1998",
month = "10",
day = "20",
doi = "10.1021/ma980349v",
language = "English",
volume = "31",
pages = "7267--7272",
journal = "Macromolecules",
issn = "0024-9297",
publisher = "American Chemical Society",
number = "21",

}

Blue electroluminescence from novel silicon-containing poly(cyanoterephthalylidene) copolymers. / Kim, Ki Dong; Park, Jin Sung; Kim, Hwan Kyu; Lee, Tae Bum; No, Kyoung Tai.

In: Macromolecules, Vol. 31, No. 21, 20.10.1998, p. 7267-7272.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Blue electroluminescence from novel silicon-containing poly(cyanoterephthalylidene) copolymers

AU - Kim, Ki Dong

AU - Park, Jin Sung

AU - Kim, Hwan Kyu

AU - Lee, Tae Bum

AU - No, Kyoung Tai

PY - 1998/10/20

Y1 - 1998/10/20

N2 - A new class of silicon-containing poly(cyanoterephthalylidene) copolymers with a uniform π-conjugated segment was synthesized using the Knoevenagel reaction between the dialdehyde monomer and the appropriate diacetonitrile. The incorporation of organosilicon units with the flexible alkyl side group into the polymer rigid backbone would afford processable electroluminescent materials and interrupt the regular π-conjugated chains. The resulting polymers were highly soluble in common organic solvents. The Mn and Mw of the resulting polymers are in the range 3800-4200 and 5400-6000 with a polydispersity index range of 1.38-1.43, respectively. Their glass transition temperature was in the range of 82-87 $C. According to the molecular mechanical calculations for single chain models of SiBuPPV and SiBuCNPPV, trans conformations are more stable than cis conformations. The UV-visible absorbance of present polymers show strong absorption bands around 340-360 nm, since the π-conjugated system is regulated by organosilicon units. Their photoluminescence spectra appeared around 460-470 nm in the blue region. The threshold voltage of the SiHMCNPPV was about 7 V. Surprisingly, these polymers exhibit blue light-emitting diodes in the EL emissive band at 480 nm in the blue region, instead of red light-emitting diodes, when an operating voltage of higher than 7 V is applied. These copolymers show a relatively low operating voltage compared with a block copolymer having well-defined structures because the incorporation of electron-withdrawing cyano groups into the π-conjugated system increased the electron affinity of those polymers and decreased the LUMO energy level.

AB - A new class of silicon-containing poly(cyanoterephthalylidene) copolymers with a uniform π-conjugated segment was synthesized using the Knoevenagel reaction between the dialdehyde monomer and the appropriate diacetonitrile. The incorporation of organosilicon units with the flexible alkyl side group into the polymer rigid backbone would afford processable electroluminescent materials and interrupt the regular π-conjugated chains. The resulting polymers were highly soluble in common organic solvents. The Mn and Mw of the resulting polymers are in the range 3800-4200 and 5400-6000 with a polydispersity index range of 1.38-1.43, respectively. Their glass transition temperature was in the range of 82-87 $C. According to the molecular mechanical calculations for single chain models of SiBuPPV and SiBuCNPPV, trans conformations are more stable than cis conformations. The UV-visible absorbance of present polymers show strong absorption bands around 340-360 nm, since the π-conjugated system is regulated by organosilicon units. Their photoluminescence spectra appeared around 460-470 nm in the blue region. The threshold voltage of the SiHMCNPPV was about 7 V. Surprisingly, these polymers exhibit blue light-emitting diodes in the EL emissive band at 480 nm in the blue region, instead of red light-emitting diodes, when an operating voltage of higher than 7 V is applied. These copolymers show a relatively low operating voltage compared with a block copolymer having well-defined structures because the incorporation of electron-withdrawing cyano groups into the π-conjugated system increased the electron affinity of those polymers and decreased the LUMO energy level.

UR - http://www.scopus.com/inward/record.url?scp=0032182338&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032182338&partnerID=8YFLogxK

U2 - 10.1021/ma980349v

DO - 10.1021/ma980349v

M3 - Article

AN - SCOPUS:0032182338

VL - 31

SP - 7267

EP - 7272

JO - Macromolecules

JF - Macromolecules

SN - 0024-9297

IS - 21

ER -