Synthesis and Characterization of New Petroleum Demulsifies from Poly Acryl Amide with Poly Vinyl Alcohol and Studying Photolysis

Authors

  • Zaynab Hussein Fadel Department of Chemistry, College of Science for women, University of Baghdad, Baghdad, Iraq. https://orcid.org/0000-0002-8547-4031
  • Sura K. Ibrahim Department of Chemistry, College of Science for women, University of Baghdad, Baghdad, Iraq.
  • Sana Hitur Awad Department of Chemistry, College of Science for women, University of Baghdad, Baghdad, Iraq.
  • Faris Hamood Mohammed Department of Chemistry, College of Science, University of Babylon, Babyl, Iraq.

DOI:

https://doi.org/10.21123/bsj.2024.10649

Keywords:

Acrylamide, Demulsifies, Petroleum, Photolysis, Poly vinyl alcohol

Abstract

One of the most important problems associated with oil production is the formation of stable (water-in-oil) emulsions, and these emulsions greatly affect the process of treating the oil and ridding it of water.

The creation of these emulsions throughout the oil production process is an expensive state, and the low water level of crude oil emulsions enhances performance while lowering the risk of equipment and pipeline deterioration. One technique to lower the water content is to break down crude oil emulsions chemically by demulsification. The water droplets quickly collide because the emulsifier renders the thin film separating the water droplets and the crude oil emulsion fragile. The current research includes the synthesis and characterization of novel demulsifiers for acrylamide based on Schiff bases and polyvinyl alcohol, which are both beneficial to the environment and highly effective in comparison to imported emulsifiers from other countries. Due to the application of highly hazardous industrial emulsifiers, new ecologically friendly demulsifiers were developed in this study that help reduce river water pollution. Employing nuclear magnetic resonance and infrared spectroscopy, the produced compounds were investigated. All of the polymer's spectrum signals corresponded well with the compounds' chemical structures. The photodegradation of the emulsions used was also studied and it was found that they are characterized by high disintegration and have the ability to reduce surface tensions. The thermal stability of the prepared compounds was also measured.

References

Ali HA. Preparation and evaluation of demulsifiers agents for Basra crude oil. Appl Petrochem Res. 2012 Mar;1: 29-33.

https://doi.org/10.1007/s13203-011-0003-1

Ezzat AO, Atta AM, Al-Lohedan HA. One-step synthesis of amphiphilic nonylphenol polyethyleneimine for demulsification of water in heavy crude oil emulsions. ACS omega. 2020 Apr 16; 5(16): 9212-23.

https://doi.org/10.1021/acsomega.0c00002

Maji B, Maiti S. Chemical modification of xanthan gum through graft copolymerization: Tailored properties and potential applications in drug delivery and wastewater treatment. Carbohydr Polym. 2021 Jan 1; 251: 117095.

https://doi.org/10.1016/j.carbpol.2020.117095

Dawood AA, Mohammed SR, Mahmoud M. Synthesis, identification and biological activity of new heterocyclic compounds from reaction of new schiff-bases with phathalic anhydride. Sci j Univ Zakho. 2020 Mar 30; 8(1): 12-8.

https://doi.org/10.25271/sjuoz.2020.8.1.641

Wijker S, Deng L, Eisenreich F, Voets IK, Palmans AR. En Route to Stabilized Compact Conformations of Single-Chain Polymeric Nanoparticles in Complex Media. Macromolecules. 2022 Jul 13; 55(14): 6220-30. https://doi.org/10.1021/acs.macromol.2c00930

Boulechfar C, Ferkous H, Delimi A, Djedouani A, Kahlouche A, Boublia A, et al. Schiff bases and their metal Complexes: A review on the history, synthesis, and applications. Inorg Chem Commun. 2023 Apr 1; 150: 110451.

https://doi.org/10.1016/j.inoche.2023.110451

Azeez HN, Al-kadhimi AA, Tapabashi NO. Synthesis, Characterization and Biological Evaluation of Some Azo and Azo-Schiff Compounds. Kirkuk J Sci. 2019 Mar 28; 14(1): 97-119. http://doi.org/10.32894/kujss.2019.14.1.8

Yonguep E, Kapiamba KF, Kabamba KJ, Chowdhury M. Formation, stabilization and chemical demulsification of crude oil-in-water emulsions: A review. Pet Sci. 2022 Dec 1; 7(4): 459-72.

https://doi.org/10.1016/j.ptlrs.2022.01.007

Thao NT, Wijerathna HM, Kumar RS, Choi D, Dananjaya SH, Attanayake AP. Preparation and characterization of succinyl chitosan and succinyl chitosan nanoparticle film: In vitro and in vivo evaluation of wound healing activity. Int J Biol Macromol. 2021 Dec 15; 193: 1823-34.

https://doi.org/10.1016/j.ijbiomac.2021.11.015

Abdullah MM, Ezzat AO, Al-Lohedan HA, Aldalbahi A, Atta AM. New amphiphilic ionic liquids for the demulsification of water-in-heavy crude oil emulsion. Molecules. 2022 May 18; 27(10): 3238.

https://doi.org/10.3390/molecules27103238

Abdulredha MM, Aslina HS, Luqman CA. Overview on petroleum emulsions, formation, influence and demulsification treatment techniques. Arab J Chem. 2020 Jan 1; 13(1): 3403-28.

https://doi.org/10.1016/j.arabjc.2018.11.014

Petroni S, Tagliaro I, Antonini C, D’Arienzo M, Orsini SF, Mano JF, et al. Chitosan-based biomaterials: insights into chemistry, properties, devices, and their biomedical applications. Mar Drugs. 2023 Feb 24; 21(3): 147.

https://doi.org/10.3390/md21030147

Bussiere PO, Gardette JL, Rapp G, Masson C, Therias S. New insights into the mechanism of photodegradation of chitosan. Carbohydr Polym. 2021 May 1; 259: 117715.

https://doi.org/10.1016/j.carbpol.2021.117715

Marvel CS, Bonsignore PV. Heat Stability Studies on Chelates from Schiff Bases and Polyazines of Salicylaldehyde Derivatives1. J Am Chem Soc. 1959 Jun; 81(11): 2668-70.

https://doi.org/10.1021/ja01520a018

Ahmed AA, Mekky AE, Sanad SM. Effective synthesis of new benzo-fused macrocyclic and heteromacrocyclic bis (Schiff bases). J Iran Chem Soc. 2022 May 1: 1-2.

https://doi.org/10.1007/s13738-021-02409-3

Alharbi RA, Alminderej FM, Al-Harby NF, Elmehbad NY, Mohamed NA. Design, synthesis, and characterization of novel bis-uracil chitosan hydrogels modified with zinc oxide nanoparticles for boosting their antimicrobial activity. Polymers. 2023 Feb 16; 15(4): 980.

https://doi.org/10.3390/polym15040980

Abdelaty MS. A facile method for the preparation of hydrophilic-hydrophobic functional thermo-pH responsive terpolymers based on poly (NIPAAm-co-DMAA-co-DMAMVA) and post-polymerization. J Polym Environ. 2021 Oct; 29: 3227-41. https://doi.org/10.1007/s10924-021-02117-2

Xu L, Chen Y, Yu M, Hou M, Gong G, Tan H, et al. NIR light-induced rapid self-healing hydrogel toward multifunctional applications in sensing. Nano Energy. 2023 Mar 1; 107: 108119.

https://doi.org/10.1016/j.nanoen.2022.108119

Liu Y, Li Z, Shen Y, Li D, Chen Z. Self-templated poly schiff base-Fe derived Fe-N co-doped porous carbon nanosheets for efficient electrocatalysis. Chem Eng J. 2022 Feb 15; 430: 132315.

https://doi.org/10.1016/j.cej.2021.132315

Shu G, Bu K, Zhao B, Zheng S. Evaluation of newly developed reverse demulsifiers and cationic polyacrylamide flocculants for efficient treatment of oily produced water. Colloids Surf A Physicochem Eng Asp. 2021 Feb 5; 610: 125646.

https://doi.org/10.1016/j.colsurfa.2020.125646

Yeganeh-Salman E, Alinezhad H, Amiri A, Maleki B. Poly Schiff-base based on polyimides functionalized with magnetic nanoparticles as novel sorbent for magnetic solid-phase extraction of non-steroidal anti-inflammatory drugs in environmental water samples. Microchem J. 2022 Dec 1; 183: 108000.

https://doi.org/10.1016/j.microc.2022.108000

Mighani H. Schiff Base polymers: synthesis and characterization. J Polym Res. 2020 Jun; 27: 1-8. https://doi.org/10.1007/s10965-020-02080-x

Fadel Z, Al-Azzawi AM. Design, synthesis and antimicrobial activity evaluation of new bisimidyl sulfonamido ketone comprising drug component. Chem Methodol. 2021; 5(6): 464-70. https://doi.org/10.22034/chemm.2021.137365

Bi Y, Tan Z, Wang L, Li W, Liu C, Wang Z, et al. The demulsification properties of cationic hyperbranched polyamidoamines for polymer flooding emulsions and microemulsions. Processes. 2020 Feb 4; 8(2): 176.

https://doi.org/10.3390/pr8020176

Ceramella J, Iacopetta D, Catalano A, Cirillo F, Lappano R, Sinicropi MS. A review on the antimicrobial activity of Schiff bases: Data collection and recent studies. Antibiotics. 2022 Feb 1; 11(2): 191.

https://doi.org/10.3390/antibiotics11020191

Kandasamy S, Yoo J, Yun J, Kang HB, Seol KH, Kim HW, et al. Application of whey protein-based edible films and coatings in food industries: An updated overview. Coatings. 2021 Aug 31; 11(9): 1056. https://doi.org/10.3390/coatings11091056

Ge H, Ding K, Guo F, Wu X, Zhai N, Wang W. Green and superior adsorbents derived from natural plant gums for removal of contaminants: a review. Materials. 2022 Dec 25; 16(1): 179.

https://doi.org/10.3390/ma16010179

Abdulredha MM, Aslina HS, Luqman CA. Overview on petroleum emulsions, formation, influence and demulsification treatment techniques. Arab J Chem. 2020 Jan 1; 13(1): 3403-28.

https://doi.org/10.1016/j.arabjc.2018.11.014

Anna B, Solaiman D, Alexey S, Sali D. Pharmacological and biological effects of chitosan. Res J Pharm Technol. 2020; 13(2): 1043-9.

http://dx.doi.org/10.5958/0974-360X.2020.00192.4

Tong YZ, Zhao WJ, Wu W, Zhang DL, He GJ, Yang ZT, et al. Realizing enhanced dielectric and mechanical performance of polyvinylidene fluoride/SiC nanocomposites through a bio-inspired interface design. Adv Compos Hybrid Mater. 2022 Mar; 5(1): 263-77.

https://doi.org/10.1007/s42114-021-00333-x

Abdullah MM, Al-Lohedan HA. Novel amphiphilic gemini ionic liquids based on consumed polyethylene terephthalate as demulsifiers for Arabian heavy crude oil. Fuel. 2020 Apr 15; 266: 117057.

https://doi.org/10.1016/j.fuel.2020.117057

Shokri Z, Seidi F, Saeb MR, Jin Y, Li C, Xiao H. Elucidating the impact of enzymatic modifications on the structure, properties, and applications of cellulose, chitosan, starch and their derivatives: a review. Mater Today Chem. 2022 Jun 1; 24: 100780.

https://doi.org/10.1016/j.mtchem.2022.100780

Meikle JL. American plastic: a cultural history. American Plastic: A Cultural History - Jeffrey L. Meikle - Google Books. Rutgers University Press; 1995. Chap 8, p. 245-246.

Afshar HA, Ghaee A. Preparation of aminated chitosan/alginate scaffold containing halloysite nanotubes with improved cell attachment. Carbohydr Polym. 2016 Oct 20; 151: 1120-31.

https://doi.org/10.1016/j.carbpol.2016.06.063

Awad SH, Saeed RS, Hussein FA. Synthesis and Polymerization of New Maleamic Linked to Schiff Base and Substituted with Different Drugs. Biochem Cell Arch. 2020 Oct 1; 20(2): 6317-6321.

Sarı N, Özcan S. Synthesis, characterization and selectivity studies of poly (acrylamide) incorporating schiff bases. Chin J Polym Sci. 2009 Sep; 27(05): 675-83.

https://doi.org/10.1142/S0256767909004370

Awad SH, Yousif SA, Mahmood WA, Mahmood TA. Synthesis and characterization of chitosan-G-phthalic anhydride with different drugs. AIP Conf Proc. 2020 May 4. 2235(1). AIP Publishing.

https://doi.org/10.1063/5.0007635

Mohyaldinn ME, Rammudo L, Ayoub M. Experimental investigation of polyvinylpyrrolidone for application as a demulsifier for water-in-oil emulsion. TOPEJ. 2017 Nov 30; 10(1).

http://dx.doi.org/10.2174/1874834101710010263

Pokhrel S, Adhikari R, Yadav PN. Assessment of Biodegradable Blends of Poly (Vinyl Alcohol) and Chitosan for Food Industry and Biomedical Application. Curr Topics Chem Biochem. 2022; 1: 49-64.

https://doi.org/10.9734/bpi/ctcb/v1/1903B

Al-Daffaay RK. Preparation-and Spectroscopic Characterization of Transition Metal Complexes with Schiff base 2-[1-(1H-indol-3-yl) ethylimino) methyl] naphthalene-1-ol. Baghdad Sci J. 2022 Oct 1; 19(5): 1036-1044.

https://doi.org/10.21123/bsj.2022.6162

Saeed RS, Attiya HG, Obead KA. Synthesis and Characterization of Grafted Chitosan Blending with Polyvinyl alcohol/Nanocomposite and Study Biological Activity. Baghdad Sci J. 2023 Oct 1; 20(5): 1692-1700.

https://doi.org/10.21123/bsj.2023.7574

Downloads

Issue

Section

article

How to Cite

1.
Synthesis and Characterization of New Petroleum Demulsifies from Poly Acryl Amide with Poly Vinyl Alcohol and Studying Photolysis. Baghdad Sci.J [Internet]. [cited 2024 Nov. 21];22(6). Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/10649