Synthesis, characterization, and evaluation of allyl polymeric additives as pour point depressant

Document Type : Original Article


1 The petroleum projects and technical consultations company (Petrojet), New Cairo, Egypt

2 Department of Chemistry, Faculty of Science, Al-Azhar University, Nasr City, Cairo, Egypt

3 Egyptian Petroleum Research Institute (EPRI), Cairo, Egypt


Pour point depressants (PPDs) are commonly used as chemical wax inhibitors and rheological property improvers in the oil and gas industry in order to improve the flow ability of crude oil. In this study, polymeric additives based on stearyl acrylate (StA)-acrylic acid (AA)-allyl oleate (AO) were prepared via the free radical polymerization method. The obtained polymers were characterized by FTIR, 1H-NMR,GPC, TGA, and DTA. The results indicated the successful formation of the copolymers. The prepared polymers were investigated as PPDs and rheology modifiers for the Egyptian waxy North Qattara crude oils, and the results indicated that the pour point depression had a direct relationship with the concentrations of the prepared additives. The StA/AA additive (polymer I) achieved the greatest pour point reduction at 1500 ppm dose from 18 °C to 0 °C. In addition, the prepared polymeric additives reduced the yield stress and viscosity of the tested crude oil as compared to untreated crude oil. It can be concluded that the prepared copolymers could be used as effective pour point depressants.


Main Subjects

[1]    El-Dalatony MM, Jeon B-H, Salama E-S, Eraky M, Kim WB, Wang J, et al. Occurrence and characterization of paraffin wax formed in developing wells and pipelines. Energies. 2019;12(6):967.
[2]    Ragunathan T, Husin H, Wood CD. Wax formation mechanisms, wax chemical inhibitors and factors affecting chemical inhibition. Applied Sciences. 2020;10(2):479.
[3]    Mohyaldinn ME, Husin H, Hasan N, Elmubarak MM, Genefid AM, Dheeb ME. Challenges During Operation and Shutdown of Waxy Crude Pipelines. Processing of Heavy Crude Oils: Challenges and Opportunities. 2019:153.
[4]    Santos R, Loh W, Bannwart A, Trevisan O. An overview of heavy oil properties and its recovery and transportation methods. Brazilian Journal of Chemical Engineering. 2014;31:571-90.
[5]    Azzam EM, Ahmed SA, Abd El-Salam HM, Abd Allha OA, Gad EA. Synthesis and characterization of N-alkyl-2-aminopyridinum oligomers as pour point depressants for crude oil. Egyptian journal of petroleum. 2018;27(4):1337-44.
[6]    Ashmawy AM, Elnaggar E-SM, Mohamed MG, Hamam MF. Novel allyl-ester-based polymers as flow improvers for waxy crude oil. Chemical Industry and Chemical Engineering Quarterly. 2021(00):8-.
[7]    Deshmukh S, Bharambe DP. Synthesis of polymeric pour point depressants for Nada crude oil (Gujarat, India) and its impact on oil rheology. Fuel processing technology. 2008;89(3):227-33.
[8]    Hafiz AA, Khidr TT. Hexa-triethanolamine oleate esters as pour point depressant for waxy crude oils. Journal of Petroleum Science and Engineering. 2007;56(4):296-302.
[9]    Ashmawy AM, Elnaggar E-SM, Mohamed MG, Hamam MC. Preparation and evaluation of new liquid crystal compounds as flow improvers for waxy crude oil. Journal of Dispersion Science and Technology. 2020:1-15.
[10] Sivakumar P, Sircar A, Deka B, Anumegalai AS, Moorthi PS, Yasvanthrajan N. Flow improvers for assured flow of crude oil in midstream pipeline-A review. Journal of Petroleum Science and Engineering. 2018;164:24-30.
[11] Ahmed M, Mohammed A, Ahamad M. Synthesis, characterization and performance evaluation of poly octadecyl methacrylate and poly octadecyl methacrylate-comethylmethacrylate as an additive for lubricating oil. IOSR journal of applied chemistry. 2017;10:50-8.
[12] Al-Sabagh A, Khidr T, Moustafa H, Mishrif M, Al-Damasy M. Synergistic effect between surfactants and polyacrylates-maleicanhydride copolymers to improve the flow properties of waxy crude oil. Journal of Dispersion Science and Technology. 2017;38(7):1055-62.
[13] Patel MR, Chitte PS, Bharambe D. Oleic acid based polymeric flow improvers for Langhnaj (North Gujarat, India) crude oil. Egyptian Journal of Petroleum. 2017;26(4):895-903.
[14] Soni HP, Bharambe DP. Synthesis and evaluation of polymeric additives as flow improvers for Indian crude oil. 2006.
[15] Singh RK, Kukrety A, Kumar A, Chouhan A, Saxena RC, Ray SS, et al. Synthesis, characterization, and performance evaluation of N, N‐Dimethylacrylamide–alkyl acrylate copolymers as novel multifunctional additives for lube oil. Advances in Polymer Technology. 2018;37(6):1695-702.
[16] Ghosh P, Hoque M, Karmakar G, Das MK. Dodecyl methacrylate and vinyl acetate copolymers as viscosity modifier and pour point depressant for lubricating oil. International Journal of Industrial Chemistry. 2017;8(2):197-205.
[17] Al-Sabagh AM, Abdel_Hai F, Abd El Rhman AM, El-Shafie MM, Mohammedy MM. Studies on the efficiently of some polymers based on octadecyl acrylate as crude oil additives. Life Science Journal. 2014;11(11s).
[18] Lee JL, Pearce EM, Kwei TK. Side-chain crystallization in alkyl-substituted semiflexible polymers. Macromolecules. 1997;30(22):6877-83.
[19] Mete S, Goswami KG, Ksendzov E, Kostjuk SV, De P. Modulation of side chain crystallinity in alternating copolymers. Polymer Chemistry. 2019;10(48):6588-99.
[20] Soliman EA, Elkatory MR, Hashem AI, Ibrahim HS. Synthesis and performance of maleic anhydride copolymers with alkyl linoleate or tetra-esters as pour point depressants for waxy crude oil. Fuel. 2018;211:535-47.
[21] Lomège J, Lapinte V, Negrell C, Robin J-J, Caillol S. Fatty acid-based radically polymerizable monomers: from novel poly (meth) acrylates to cutting-edge properties. Biomacromolecules. 2018;20(1):4-26.
[22] Elarbe B, Elganidi I, Ridzuan N, Abdullah N, Yusoh K. Influence of poly (stearyl acrylate co-behenyl acrylate) as flow improvers on the viscosity reduction of Malaysian crude oil. Materials Today: Proceedings. 2021;42:201-10.
[23] AlSabagh A, Abdel-Hamid TM, Helal MH, Abdelrahman AM, Abdallah AE, EL-Rayes M. Synthesis and evaluation of a new compound based on salicylaldehyde as flow improver for waxy crude oil. Journal of Dispersion Science and Technology. 2020:1-13.
[24] Helsper S, Ali AA, Liberatore MW. Shear alters wax appearance in mineral oil+ paraffin wax mixtures. Rheologica Acta. 2021;60(9):521-9.