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Synthesis of New Hydrazone Compounds from Natural Grease and Investigation as Flow Improver for Crude Oil

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Abstract

In this work, salicylaldehyde hydrazone (SAH), different from the traditional polymers, was synthesized from natural oils (castor, SAСH, rapeseed, SARH and soybean, SASH), hydrazine hydrate and salicylaldehyde. Firstly, natural grease reacts with hydrazine hydrate to produce hydrazide, and then salicylaldehyde reacts with hydrazide to synthesis salicylaldehyde hydrazone. In this work, SAH were evaluated as viscosity-reducers and pour point depressors for crude oil. The results show that the SAH can significantly reduce the pour point and viscosity of crude oil, with the increase of crude oil fluidity, the viscosity reduction rate of сrude oil from Jinghe Oilfield (QHO) reaches to 80.1% (40°С), the pour point decreases by 12.1°С, the viscosity reduction rate of сrude oil from Xinjiang Oilfield (STO) reaches to 87.5% (15°С), and the pour point decreases by 6.2°С. Based on the efficiency of different SAH, structure-function relationship was discussed. The mechanism of SAH effecting on crude oil is that the long alkyl chain is conducive to inhibiting the growth of crystals when eutectic with wax nuclei in heavy oil, and plays the role of pour point and viscosity reduction.

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REFERENCES

  1. Chen, G., Zhou, Z.C., Shi, X.D., Zhang, X.L., Dong, S.B., and Zhang, J., Fuel, 2021, vol. 288, pp. 119644. https://doi.org/10.1016/j.fuel.2020.119644

    Article  CAS  Google Scholar 

  2. Zheng, J.F., Zhang, Y.X., Wang, S.Q., Yang, X.-M., Bai, S.-T., Wang, J., Zhang, F., Zhang, G.-L., and Liu, F.A., Acta Chimica Sinica, 2007, vol. 65, pp. 553−556. https://doi.org/10.3321/j.issn:0567-7351.2007.06.013

    Article  CAS  Google Scholar 

  3. Chen, F., He, J., Guo, P., Xu, Y., and Zhong, C., Adv. Mat. Res., 2011, vol. 236, pp. 2650–2654. https://doi.org/10.4028/www.scientific.net/AMR.239-242.2650

    Article  CAS  Google Scholar 

  4. Yan, Y.L., He, F., Zhang, J.M., and Qu, C.T., Chem. J. Chinese Univ., 2008, vol. 29, pp. 2044–2048. https://doi.org/10.3321/j.issn:0251-0790.2008.10.028

  5. Chen, G., Lin, J., Hu, W.M., Cheng, C., Gu, X.F., Du, W.C., Zhang, J., and Qu, C.T., Fuel, 2018, vol. 218, pp. 213−217. https://doi.org/10.1016/j.fuel.2017.12.116

    Article  CAS  Google Scholar 

  6. Gu, X.F., Li, Y.F., Yan, J., Zhang, J., Wu, Y., Wang, M.X., Zhao, J.S., and Chen, G., Petrol. Chem., 2019, vol. 56, pp. 570–574. https://doi.org/10.1134/S0965544119060161

    Article  Google Scholar 

  7. Zhang, J., Guo, Z., Du, W.C., Gu, X.F., Wang, M.X., Zhang, Z.F., Du, B.W., and Chen, G., Petrol. Chem., 2018, vol. 58, pp. 1070–1075. https://doi.org/10.1134/S0965544118120046

    Article  Google Scholar 

  8. Nomoev, A.V., Torhov, N.A., Khartaeva, E.Ch., Syzrantsev, V.V., Yumozhapova, N.V., Tsyrenova, M.A., and Mankhirov, V.N., Chem. Phys. Lett., 2019, vol. 720, pp. 113−118. https://doi.org/10.1016/j.cplett.2019.02.015

    Article  CAS  Google Scholar 

  9. Zhao, M., Wu, D., and Wang, J., Sci. Technol. Eng., 2015, vol. 15, pp. 144–150. https://doi.org/10.3969/j.issn.1671-1815.2015.28.027

    Article  Google Scholar 

  10. Cao, G.Q., Zhou, J., Lu, Y.B., and Zhang, H., Appl. Chem. Ind., 2013, vol. 42, pp. 2045–2047. https://doi.org/10.16581/j.cnki.issn16713206.2013.11.042

  11. Eseva, E.A., Akopyan, A.V., Sinikova, N. A., and Anisimov, A.V., Petrol. Chem., 2021, vol. 61, pp. 472−482. https://doi.org/10.1134/S0965544121050133

  12. Zhang, J., Yang, L., and Zhang, Y., China Petrol. Chem., Standard and Quality, 2012, vol. 32, no. 5, pp. 73–74. https://doi.org/10.3969/j.issn.1673-4076.2012.05.064

  13. Pinklesh, A. Rakhi, S. Geetha, S., and Ajay, K.T., Tenside Surfact. Det., 2018, vol. 55, pp. 266–272. https://doi.org/10.3139/113.110570

  14. Chen, G., Yuan, W.H., Zhang, F., Gu, X.F., Du, W.C., Zhang, J., Li, J.L., and Qu, C.T., J. Petrol. Sci. Eng., 2018, vol. 165, pp. 1049–1053. https://doi.org/10.1016/j.petrol.2017.12.041

    Article  CAS  Google Scholar 

  15. Gu, X.F., Zhang, F., Li, Y.F., Zhang, J., Chen, S.J., Qu, C.T., and Chen, G., J. Petrol. Sci. Eng., 2018, vol. 164, pp. 87–90. https://doi.org/10.1016/j.petrol.2018.01.045

  16. Zhang, J., Yang, C.C., and Tang, Y., Petrochem. Industr. Applicat., 2012, vol. 31, no. 6, pp. 58–60. https://doi.org/10.3969/j.issn.1673-5285.2012.06.018

  17. Wang, Y., Wang, C., Niu, Z.X., Sun, C.J., and Wang, H., J. Petrochem. Univ., 2013, vol. 26, no. 5, pp. 50–54. https://doi.org/10.3969/j.issn.1006-396X.2013.05.012

    Article  CAS  Google Scholar 

  18. Peng, Z.L. and Zeng, H., Tenside. Surf. Det., 2016, vol. 53, pp. 127–133. https://doi.org/10.3139/113.110417

  19. Novitskii, E.G., Bazhenov, S.D., and Volkov, A.V., Petrol. Chem., 2021, vol. 61, pp. 407–423. https://doi.org/10.1134/S096554412105011X

  20. Rodríguez-López, L., Rincón-Fontán, M., Vecino, X., Cruz, J.M., and Belén Moldes, A., Tenside. Surf. Det., 2018, vol. 55, pp. 273–280. https://doi.org/10.3139/113.110574

    Article  CAS  Google Scholar 

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ACKNOWLEDGMENTS

The work was supported financially by the National Natural Science Foundation of China (51974252), the Natural Science Basic Research Plan in Shaanxi Province of China (2020JQ-775), the Youth Innovation Team of Shaanxi University and Postgraduate Innovation Fund Project of Xi’an Shiyou University ( YCS21211043). And we thank the work of Modern Analysis and Testing Center of Xi'an Shiyou University.

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Authors and Affiliations

  1. Shaanxi Province Key Laboratory of Environmental Pollution Control and Reservoir Protection Technology of Oilfields, Xi’an Shiyou University, 710065, Xi’an, China

    Shu Zhang, Xuefan Gu, Huani Zhang & Gang Chen

  2. Gas Production Plant, Changqing Oilfield Company, PetroChina, 017300, Inner Mongolia Autonomous, China

    Longyu Wang

  3. Changqing Oilfield Technical Monitoring Center, Changqing Oilfield Company, 710068, Xi’an, China

    Pengzhang Cao

  4. Shaanxi University Engineering Research Center of Oil and Gas Field Chemistry, Xi’an Shiyou University, 710065, Xi’an, China

    Gang Chen

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  1. Shu Zhang
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  2. Longyu Wang
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  3. Pengzhang Cao
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  4. Xuefan Gu
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  5. Huani Zhang
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  6. Gang Chen
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Correspondence to Gang Chen.

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Zhang, S., Wang, L., Cao, P. et al. Synthesis of New Hydrazone Compounds from Natural Grease and Investigation as Flow Improver for Crude Oil. Pet. Chem. 63, 553–560 (2023). https://doi.org/10.1134/S0965544123040060

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  • DOI: https://doi.org/10.1134/S0965544123040060

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