Reaction Kinetics, Mechanisms and Catalysis

, Volume 119, Issue 2, pp 523–535 | Cite as

A high performance co-precipitation CdAl2O4 catalyst for the isomerization of dipotassium 1,8-naphthalenedicarboxylate

  • Guoqiang Wu
  • Wenjun Wang
  • Lei Cai
  • Yanping Hong
  • Yan Jiang
  • Chunrong Wang
Article
First Online:
Received:
Accepted:

Abstract

CdO and co-precipitation CdAl2O4 (PreCdAl2O4) catalysts were prepared and used in the isomerization reaction of dipotassium 1,8-naphthalenedicarboxylate. The catalyst samples were characterized by X-ray powder diffraction, scanning electron microscopy, inductively coupled plasma, nitrogen physical adsorption, Fourier transform infrared, X-ray photoelectron spectrum and NH3-temperature programmed desorption. The results reveal that the crystal structure of all samples is almost unchanged. However, compared with CdO, the PreCdAl2O4 catalysts exhibit a smaller particle size and stronger acid. This feature may be attributed to the fact that a small amount of Al atoms are introduced into the catalyst structure in the synthesis process of CdAl2O4 by co-precipitation method. Furthermore, the effects of different catalyst, calcination temperature of catalyst, Cd/Al molar ratio of PreCdAl2O4 catalysts and reaction temperature on the isomerization reaction were investigated. The experimental results show that the optative catalyst was PreCdAl2O4-0.95 of calcination at 673 K. Meanwhile, a dipotassium 2,6-naphthalenedicarboxylate selectivity of 90.6 % and dipotassium 1,8-naphthalenedicarboxylate conversion of 98.0 % was obtained when this reaction was carried out at 723 K for 2 h in 1.5 MPa CO2 atmosphere.

Keywords

Dipotassium 1,8-naphthalenedicarboxylate Isomerization Co-precipitation CdAl2O4 
This is a preview of subscription content, log in to check access.

Notes

Acknowledgments

This work is supported by the Ph.D. Starting Foundation of Jiangxi Agricultural University (09004712) and Jiangxi Provincial Department of Education Fund (GJJ150432).

Supplementary material

11144_2016_1071_MOESM1_ESM.docx (798 kb)
Supplementary material 1 (DOCX 797 kb)

References

  1. 1.
    Lillwitz LD (2001) Production of dimethyl-2,6-naphthalenedicarboxylate: precursor to polyethylene naphthalate. Appl Catal A 221:337–358CrossRefGoogle Scholar
  2. 2.
    Shiraishi Y, Toshima N (1999) Colloidal silver catalysts for oxidation of ethylene. J Mol Catal A 141:187–192CrossRefGoogle Scholar
  3. 3.
    Hardy L, Stevenson I, Fritz A, Boiteux G, Seytre G, Schönhals A (2003) Dielectric and dynamic mechanical relaxation behaviour of poly(ethylene 2,6-naphthalene dicarboxylate). II. Semicrystalline oriented films. Polymer 44:4311–4323CrossRefGoogle Scholar
  4. 4.
    Yuan B, Li ZS, Liu YJ, Zhang SS (2008) Liquid phase acylation of 2-methylnaphthalene catalyzed by H-beta zeolite. J Mol Catal A 280:210–218CrossRefGoogle Scholar
  5. 5.
    Roupakias CP, Bikiaris DN, Karayannidis GP (2005) Synthesis, thermal characterization, and tensile properties of alipharomatic polyesters derived from 1,3-propanediol and terephthalic, isophthalic, and 2,6-naphthalenedicarboxylic acid. J Polym Sci Pol Chem 43:3998–4011CrossRefGoogle Scholar
  6. 6.
    Guo MM, Brittain WJ (1998) Structure and properties of naphthalene containing polyesters, 4. new insight into the relationship of transesterification and miscibility. Macromolecules 31:7166–7171CrossRefGoogle Scholar
  7. 7.
    Ishiharada M, Hayashi M, Saito S (1986) Electrical conduction in poly(ethylene-2,6-naphthalate) films of varying crystallinity. Polymer 27:349–352CrossRefGoogle Scholar
  8. 8.
    Zhang H, Wu J, Zhang J, He JS (2005) 1-allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose. Macromolecules 38:8272–8277CrossRefGoogle Scholar
  9. 9.
    Kim SH, Kang SW, Park JK, Park YH (1998) Effect of composition and molecular structure on the LC phase of PHB–PEN–PET ternary blend. J Appl Polym Sci 70:1065–1073CrossRefGoogle Scholar
  10. 10.
    Buchner S, Wiswe D, Zachmann HG (1989) Kinetics of crystallization and melting behaviour of poly(ethylene naphthalene-2,6-dicarboxylate). Polymer 30:480–488CrossRefGoogle Scholar
  11. 11.
    Miller M, Macdonald WA, Adam R (2012) Adhesion of UV-cured laminates of poly(ethylene-2,6-naphthalate) (PEN) and poly(ethylene terephthalate) (PET) films. J Adhes Sci Technol 26:55–78Google Scholar
  12. 12.
    Yang P, Tian FQ, Ohki Y (2014) Dielectric properties of poly(ethylene terephthalate) and poly(ethylene 2, 6-naphthalate). IEEE Trans Dielectr Electr Insul 21:2310–2317CrossRefGoogle Scholar
  13. 13.
    Mourey TH, Slater LA, Galipo RC, Janes DL, Moody RE (2012) Size-exclusion chromatography of poly(ethylene 2,6-naphthalate). J Chromatogr A 1256:129–135CrossRefGoogle Scholar
  14. 14.
    Sonnauer A, Hoffmann F, FrÖba M, Kienle L, Duppel V, Thommes M, Serre C, Férey G, Stock N (2009) Giant pores in a chromium 2,6-naphthalenedicarboxylate open-framework structure with MIL-101 topology. Angew Chem 121:3791–3794CrossRefGoogle Scholar
  15. 15.
    Heininger C, Kampschulte L, Heckl WM, Lackinger M (2009) Distinct differences in self-assembly of aromatic linear dicarboxylic acids. Langmuir 25:968–972CrossRefGoogle Scholar
  16. 16.
    Dinca M, Long JR (2005) Strong H2 binding and selective gas adsorption within the microporous coordination solid Mg3(O2C-C10H6-CO2)3. J Am Chem Soc 127:9376–9377CrossRefGoogle Scholar
  17. 17.
    Takeuchi G, Shimoura Y, Hara T (1996) Selective transalkylation of naphthalene and ethylnaphthalene over solid acid catalysts. Catal Lett 41:195–197CrossRefGoogle Scholar
  18. 18.
    Fujishiro K, Mitamura S (1989) The zinc(II)-catalyzed Henkel reaction of dipotassium 1,8-naphthalenedicarboxylate in a dispersion medium. Bull Chem Soc Jpn 62:786–790CrossRefGoogle Scholar
  19. 19.
    Khlestkin RN, Davydov AA, Khlestkina VL, Efremov AA (1980) Investigation of catalysts for thermal conversion of alkaline salts of benzenecarboxylic acids. Reac Kinet Catal Lett 14:105–111CrossRefGoogle Scholar
  20. 20.
    Diaz Z, Brownscombe TF (2002) Method for increasing the yield of 2,6-NDA. US Patent 6,426,431. 30 Jul 2002Google Scholar
  21. 21.
    Wu ZB, Tang N, Xiao L, Liu Y, Wang HQ (2010) MnOx/TiO2 composite nanoxides synthesized by deposition-precipitation method as a superior catalyst for NO oxidation. J Colloid Interface Sci 352:143–148CrossRefGoogle Scholar
  22. 22.
    Haq IU, Akhtar K (2000) Preparation and characterization of uniform coated particles (Cobalt compounds on cadmium compounds). J Mater Sci 35:2565–2571CrossRefGoogle Scholar
  23. 23.
    Okumura M, Masuyama N, Konishi E, Ichikawa S, Akita T (2002) CO oxidation below room temperature over Ir/TiO2 catalyst prepared by deposition precipitation method. J Catal 208:485–489CrossRefGoogle Scholar
  24. 24.
    Dakhel AA (2011) Structural, optical and electrical measurements on boron-doped CdO thin films. J Mater Sci 46:6925–6931CrossRefGoogle Scholar
  25. 25.
    Wang WS, Zhen L, Xu CY, Shao WZ (2008) Aqueous solution synthesis of Cd(OH)2 hollow microspheres via ostwald ripening and their conversion to CdO hollow microspheres. J Phys Chem C 112:14360–14366CrossRefGoogle Scholar
  26. 26.
    Verma S, Pandey SK, Gupta M, Mukherjee S (2014) Influence of ion-beam sputtering deposition parameters on highly photosensitive and transparent CdZnO thin films. J Mater Sci 49:6917–6929CrossRefGoogle Scholar
  27. 27.
    Moholkar AV, Agawane GL, Sim K, Kwon Y, Choi DS, Rajpure KY, Kim JH (2010) Temperature dependent structural, luminescent and XPS studies of CdO: Ga thin films deposited by spray pyrolysis. J Alloys Compd 506:794–799CrossRefGoogle Scholar
  28. 28.
    Gulino A, Castelli F, Dapporto P, Rossi P, Fragala I (2002) Synthesis and characterization of liquid MOCVD precursors for thin films of cadmium oxide. Chem Mater 14:4955–4962CrossRefGoogle Scholar
  29. 29.
    Tadjarodi A, Imani M (2011) Synthesis and characterization of CdO nanocrystalline structure by mechanochemical method. Mater Lett 65:1025–1027CrossRefGoogle Scholar
  30. 30.
    Askarinejad A, Morsali A (2008) Syntheses and characterization of CdCO3 and CdO nanoparticles by using a sonochemical method. Mater Lett 62:478–482CrossRefGoogle Scholar
  31. 31.
    Bazargan AM, Fateminia SMA, Ganji ME, Bahrevar MA (2009) Bahrevar, Electrospinning preparation and characterization of cadmium oxide nanofibers. Chem Eng J 155:523–527CrossRefGoogle Scholar
  32. 32.
    Li XL, Li YH (2014) Molybdenum modified CeAlOx catalyst for the selective catalytic reduction of NO with NH3. J Mol Catal A 386:69–77CrossRefGoogle Scholar
  33. 33.
    Wang L, Li W, Qi GS, Weng D (2012) Location and nature of Cu species in Cu/SAPO-34 for selective catalytic reduction of NO with NH3. J Catal 289:21–29CrossRefGoogle Scholar
  34. 34.
    Seol G, Jeong HS (1996) Skeletal isomerization of 1-butene over ferrierite and ZSM-5 zeolites: influence of zeolite acidity. Catal Lett 36:249–253CrossRefGoogle Scholar
  35. 35.
    Pines H, Haag WO (1960) Alumina: catalyst and support. I. Alumina, its intrinsic acidity and catalytic activity. J Am Chem Soc 82:2471–2483CrossRefGoogle Scholar
  36. 36.
    Oliveira KD, Santana RC, Ávila-Neto CN, Cardoso D (2015) Isomerization of n-hexane with Pt/Ni-based catalysts supported on Al-rich zeolite beta and correlation with acidity and oxidation state of metal crystallites. Appl Catal A 495:173–183CrossRefGoogle Scholar
  37. 37.
    McNelis E (1965) Reactions of aromatic carboxylates. II. the Henkel reaction. J Org Chem 30:1209–1213CrossRefGoogle Scholar

Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2016

Authors and Affiliations

  • Guoqiang Wu
    • 1
  • Wenjun Wang
    • 1
  • Lei Cai
    • 1
  • Yanping Hong
    • 1
  • Yan Jiang
    • 1
  • Chunrong Wang
    • 1
  1. 1.School of Food Science and EngineeringJiangxi Agricultural UniversityJiangxiPeople’s Republic of China

Personalised recommendations