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  • 1 Center for Applications in Polymer Science and Department of Chemistry, Central Michigan University, Mount Pleasant, MI, 48859-0001, USA
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Abstract

The thermal degradation of a series of 1,1,2,2-tetraaryl-1,2-ethanediols has been examined using thermogravimetry (TG) and gas chromatography/mass spectrometry (GC/MS). These compounds are smoothly converted to the corresponding diaryl ketone and diaryl carbinol, i.e., the compounds undergo disproportionation arising from homolytic cleavage of the central carbon–carbon bond. Presumably, cleavage of the carbon–carbon bond generates a radical pair which disproportionates to provide the observed products.

  • 1. Howell, BA, Uzibor, J. Thermal stability of poly(styrene) containing phosphorus in the main chain. J Therm Anal Calorim. 2006;85:4551. .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 2. Howell, BA, Feng, Z-R, Cho, Y-J. Dioxoheteroatom cyclics as initiators for radical polymerization. Macromol Symp. 2010;297:3342. .

  • 3. Howell BA , Cho Y-J. Halogenated dioxasilates as precursors to flame retardant polymers, Chap. 10. Proceedings, 21st annual conference on recent advances in flame retardancy of polymeric materials. BCC Research 2010. Wellesley.

    • Search Google Scholar
    • Export Citation
  • 4. Crivello, V, Lee, JL, Conlon, DA. Cyclic silyl pinacol esters. A new class of multifunctional free radical initiators. Polym Bull. 1986;16:95102. .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 5. McMurry, JE. Carbonyl-coupling reactions using low-valent titanium. Chem Rev. 1989;89:15131524. .

  • 6. Tanaka, K, Kishigam, S, Toda, F. A new method for coupling aromatic aldehydes and ketones to produce glycols using Zn–ZnCl2 and sunlight in aqueous solution and in the solid state. J Org Chem. 1990;55:29812983. .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 7. Hekmatshoar, R, Yavar, I, Beheshtiha, YS, Heravi, MM. Reductive coupling of carbonyl compounds to pinacols with zinc in THF-saturated aqueous ammonium chloride. Mon Chem. 1969;6:186189.

    • Search Google Scholar
    • Export Citation
  • 8. Braun, D, Becker, KH. Aromatische pinakole als polymerisationinitatoren. Angew Makromol Chem. 1989;89:15131524.

  • 9. Braun, D, Becker, KH. Kinetic der polymerizationsauslosung mit aromatischen pinakolen. Makromol Chem. 1971;147:9199. .

  • 10. Braun, D, Becker, KH. Aromatic pinacols as polymerization initiators. Ind Eng Chem Prod Res Dev. 1971;10:386388. .

  • 11. Braun D . Origins and development of initiation of free radical polymerization processes. Int J Polym Sci. 2009; 110.

Manuscript Submission: HERE

  • Impact Factor (2019): 2.731
  • Scimago Journal Rank (2019): 0.415
  • SJR Hirsch-Index (2019): 87
  • SJR Quartile Score (2019): Q3 Condensed Matter Physics
  • SJR Quartile Score (2019): Q3 Physical and Theoretical Chemistry
  • Impact Factor (2018): 2.471
  • Scimago Journal Rank (2018): 0.634
  • SJR Hirsch-Index (2018): 78
  • SJR Quartile Score (2018): Q2 Condensed Matter Physics
  • SJR Quartile Score (2018): Q2 Physical and Theoretical Chemistry

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Journal of Thermal Analysis and Calorimetry
Language English
Size A4
Year of
Foundation
1969
Volumes
per Year
4
Issues
per Year
24
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 1388-6150 (Print)
ISSN 1588-2926 (Online)