Catalysis Letters

, Volume 129, Issue 1–2, pp 189–193 | Cite as

The Nickel and Copper-Catalyzed Hydroformylation of Acetylene with Carbon Monoxide to Acrylic Acid

  • Congming Tang
  • Yi Zeng
  • Ping Cao
  • Xiangui Yang
  • Gongying Wang
Article

Abstract

A non-petroleum approach for the catalytic synthesis of acrylic acid by hydroformylation of acetylene with carbon monoxide has been studied under various conditions. Mixtures of nickel acetate tetrahydrate, cupric bromid, triphenylphosphine and methanesulfonic acid are used as catalysts, and tetrahydrofuran as solvent. The effect of cupric bromid, triphenylphosphine and methanesulfonic acid and water on the conversion of acetylene as well as the selectivity to acrylic acid has been studied. Triphenylphosphine is found to be effient for enhancement of the selectivity under the experimental conditions. When the reaction was carried out under the total initial pressure of 6.0 MPa at the temperature of 200 °C with the catalyst composition of 2.0 mmol Ni(OAc)2 4H2O, 0.9 mmol CuBr2, 2.0 mmol CH3SO3H and 4.0 mmol PPh3, 90% conversion of acetylene and 90% selectivity to acrylic acid were achieved.

Keywords

Non-petroleum synthesis Acrylic acid Nickel acetate tetrahydrate Cupric bromid Triphenylphosphine Methanesulfonic acid 

Notes

Acknowledgments

This work was supported by the National Key Technology R&D Program of China with project number 2006BAE02B01.

References

  1. 1.
    Jayasree S, Seayad A, Gupte SP, Chaudhari RV (1999) Catal Lett 58:213CrossRefGoogle Scholar
  2. 2.
    Bibhas RS, Chaudhari RV (2005) Catal Surv Asia 9:193CrossRefGoogle Scholar
  3. 3.
    Kiss G (2001) Chem Rev 101:3435CrossRefGoogle Scholar
  4. 4.
    Yangxian G, Zhangjia Q, Liuzhao T (1998) Appl Catal A 173:11CrossRefGoogle Scholar
  5. 5.
    De Angelis F, Sgamellotti A, Re N (2000) Organometallics 19:4104CrossRefGoogle Scholar
  6. 6.
    Bhattacharyya SK, Sen AK (1964) Ind Eng Chem Proc Des Dev 3:169CrossRefGoogle Scholar
  7. 7.
    Bhattacharyya SK, Sen AK (1963) J Appl Chem 13:498CrossRefGoogle Scholar
  8. 8.
    Bhattacharyya SK, Bhattacharyya DP (1966) J Appl Chem 16:202Google Scholar
  9. 9.
    Anyi Z, Qiujia M, Yangda H, Hede H, Wangzong S (1991) Nat Gas Chem Ind 16:17Google Scholar
  10. 10.
    Drent E, Arnoldy P, Budzelaar PHM (1994) J Org Chem 475:57CrossRefGoogle Scholar
  11. 11.
    Seayad A, Kelkar AA, Toniolo L, Chaudhari RV (2000) J Mol Catal A Chem 151:47CrossRefGoogle Scholar
  12. 12.
    Kunichika S, Sakakibara Y, Nakamura T (1968) Bull Chem Soc Japan 41:390CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2008

Authors and Affiliations

  • Congming Tang
    • 1
    • 2
    • 3
    • 4
  • Yi Zeng
    • 1
  • Ping Cao
    • 1
    • 3
    • 4
  • Xiangui Yang
    • 1
  • Gongying Wang
    • 1
    • 2
  1. 1.Chengdu Institute of Organic ChemistryChinese Academy of SciencesChengduPeople’s Republic of China
  2. 2.College of Chemistry and Chemical EngineeringChina West Normal UniversityNanchongPeople’s Republic of China
  3. 3.Changzhou Institute of ChemistryChangzhouPeople’s Republic of China
  4. 4.Graduate School of Chinese Academy of SciencesBeijingPeople’s Republic of China

Personalised recommendations