Thermal stability improvement of exo -tetrahydrodicyclopentadiene by 1,2,3,4-tetrahydroquinoxaline

Mechanism and kinetics

Sun Hee Park, Cheong Hoon Kwon, Joongyeon Kim, Jeong Hwan Chun, Wonkeun Chung, Byung Hee Chun, Jeong Sik Han, Byung Hun Jeong, Hogyu Han, Sung Hyun Kim

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

We investigated the thermal stability of exo-tetrahydrodicyclopentadiene (exo-THDCP, C10H16) in the absence and presence of three additives, 3,4-dihydro-2H-1,4-benzoxazine (Benzox), 1,2,3,4-tetrahydroquinoline (THQ), and 1,2,3,4-tetrahydroquinoxaline (THQox), which act as hydrogen donors (H donors). Conversion of exo-THDCP was slowed in the presence of the H donor. The order of the H-donor effects on the decrease in the conversion of exo-THDCP was Benzox ≪ THQ < THQox. The H-donor-induced decrease in the conversion of exo-THDCP was smaller at higher temperature. In addition, the H-donor-induced decrease in the rate of <C10 product formation was smaller than that of ≥C10. We proposed the mechanism for the thermal decomposition of exo-THDCP in the presence of the H donor. The proposed mechanism explains the unusual thermal decomposition kinetics of exo-THDCP and H donors: (i) exo-THDCP does not follow first-order kinetics and (ii) THQ and THQox show the S-shaped concentration-time curves. We also proposed the mechanism for H donations by Benzox, THQ, and THQox. The proposed mechanism elucidates that THQox performs faster H donation than THQ and has higher thermal stability than Benzox, which accounts for the more effective thermal stability improvement of exo-THDCP by THQox compared to THQ and Benzox.

Original languageEnglish
Pages (from-to)7399-7407
Number of pages9
JournalJournal of Physical Chemistry C
Volume117
Issue number15
DOIs
Publication statusPublished - 2013 Apr 18

Fingerprint

Benzoxazines
Thermodynamic stability
thermal stability
Hydrogen
Kinetics
kinetics
hydrogen
thermal decomposition
Pyrolysis
1,2,3,4-tetrahydroquinoline
curves
products

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Electronic, Optical and Magnetic Materials
  • Surfaces, Coatings and Films
  • Energy(all)

Cite this

Thermal stability improvement of exo -tetrahydrodicyclopentadiene by 1,2,3,4-tetrahydroquinoxaline : Mechanism and kinetics. / Park, Sun Hee; Kwon, Cheong Hoon; Kim, Joongyeon; Chun, Jeong Hwan; Chung, Wonkeun; Chun, Byung Hee; Han, Jeong Sik; Jeong, Byung Hun; Han, Hogyu; Kim, Sung Hyun.

In: Journal of Physical Chemistry C, Vol. 117, No. 15, 18.04.2013, p. 7399-7407.

Research output: Contribution to journalArticle

Park, Sun Hee ; Kwon, Cheong Hoon ; Kim, Joongyeon ; Chun, Jeong Hwan ; Chung, Wonkeun ; Chun, Byung Hee ; Han, Jeong Sik ; Jeong, Byung Hun ; Han, Hogyu ; Kim, Sung Hyun. / Thermal stability improvement of exo -tetrahydrodicyclopentadiene by 1,2,3,4-tetrahydroquinoxaline : Mechanism and kinetics. In: Journal of Physical Chemistry C. 2013 ; Vol. 117, No. 15. pp. 7399-7407.
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abstract = "We investigated the thermal stability of exo-tetrahydrodicyclopentadiene (exo-THDCP, C10H16) in the absence and presence of three additives, 3,4-dihydro-2H-1,4-benzoxazine (Benzox), 1,2,3,4-tetrahydroquinoline (THQ), and 1,2,3,4-tetrahydroquinoxaline (THQox), which act as hydrogen donors (H donors). Conversion of exo-THDCP was slowed in the presence of the H donor. The order of the H-donor effects on the decrease in the conversion of exo-THDCP was Benzox ≪ THQ < THQox. The H-donor-induced decrease in the conversion of exo-THDCP was smaller at higher temperature. In addition, the H-donor-induced decrease in the rate of <C10 product formation was smaller than that of ≥C10. We proposed the mechanism for the thermal decomposition of exo-THDCP in the presence of the H donor. The proposed mechanism explains the unusual thermal decomposition kinetics of exo-THDCP and H donors: (i) exo-THDCP does not follow first-order kinetics and (ii) THQ and THQox show the S-shaped concentration-time curves. We also proposed the mechanism for H donations by Benzox, THQ, and THQox. The proposed mechanism elucidates that THQox performs faster H donation than THQ and has higher thermal stability than Benzox, which accounts for the more effective thermal stability improvement of exo-THDCP by THQox compared to THQ and Benzox.",
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T1 - Thermal stability improvement of exo -tetrahydrodicyclopentadiene by 1,2,3,4-tetrahydroquinoxaline

T2 - Mechanism and kinetics

AU - Park, Sun Hee

AU - Kwon, Cheong Hoon

AU - Kim, Joongyeon

AU - Chun, Jeong Hwan

AU - Chung, Wonkeun

AU - Chun, Byung Hee

AU - Han, Jeong Sik

AU - Jeong, Byung Hun

AU - Han, Hogyu

AU - Kim, Sung Hyun

PY - 2013/4/18

Y1 - 2013/4/18

N2 - We investigated the thermal stability of exo-tetrahydrodicyclopentadiene (exo-THDCP, C10H16) in the absence and presence of three additives, 3,4-dihydro-2H-1,4-benzoxazine (Benzox), 1,2,3,4-tetrahydroquinoline (THQ), and 1,2,3,4-tetrahydroquinoxaline (THQox), which act as hydrogen donors (H donors). Conversion of exo-THDCP was slowed in the presence of the H donor. The order of the H-donor effects on the decrease in the conversion of exo-THDCP was Benzox ≪ THQ < THQox. The H-donor-induced decrease in the conversion of exo-THDCP was smaller at higher temperature. In addition, the H-donor-induced decrease in the rate of <C10 product formation was smaller than that of ≥C10. We proposed the mechanism for the thermal decomposition of exo-THDCP in the presence of the H donor. The proposed mechanism explains the unusual thermal decomposition kinetics of exo-THDCP and H donors: (i) exo-THDCP does not follow first-order kinetics and (ii) THQ and THQox show the S-shaped concentration-time curves. We also proposed the mechanism for H donations by Benzox, THQ, and THQox. The proposed mechanism elucidates that THQox performs faster H donation than THQ and has higher thermal stability than Benzox, which accounts for the more effective thermal stability improvement of exo-THDCP by THQox compared to THQ and Benzox.

AB - We investigated the thermal stability of exo-tetrahydrodicyclopentadiene (exo-THDCP, C10H16) in the absence and presence of three additives, 3,4-dihydro-2H-1,4-benzoxazine (Benzox), 1,2,3,4-tetrahydroquinoline (THQ), and 1,2,3,4-tetrahydroquinoxaline (THQox), which act as hydrogen donors (H donors). Conversion of exo-THDCP was slowed in the presence of the H donor. The order of the H-donor effects on the decrease in the conversion of exo-THDCP was Benzox ≪ THQ < THQox. The H-donor-induced decrease in the conversion of exo-THDCP was smaller at higher temperature. In addition, the H-donor-induced decrease in the rate of <C10 product formation was smaller than that of ≥C10. We proposed the mechanism for the thermal decomposition of exo-THDCP in the presence of the H donor. The proposed mechanism explains the unusual thermal decomposition kinetics of exo-THDCP and H donors: (i) exo-THDCP does not follow first-order kinetics and (ii) THQ and THQox show the S-shaped concentration-time curves. We also proposed the mechanism for H donations by Benzox, THQ, and THQox. The proposed mechanism elucidates that THQox performs faster H donation than THQ and has higher thermal stability than Benzox, which accounts for the more effective thermal stability improvement of exo-THDCP by THQox compared to THQ and Benzox.

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