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Synthesis and characterization of modified polyisobutylene-based dispersants from polyisobutylene succinimides

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Abstract

In this study, Alkenyl succinimides with different alkyl chain lengths were synthesized using polyisobutylene (PIB) with the molecular weights of 1000 and 1300, which displayed the best functional properties. The secondary amines found in b-Polyisobutylene succinimide (b-PIBSI) dispersants were prepared by attaching PIB chains to a polyamine core via two succinimide moieties. In this work, detergent/dispersant type additives were synthesized based on polyisobutylene succinic anhydride (PIBSA) and its aminated compounds (PIBSI) with tetraethylenepentamine (TEPA). The resulting PIBSA and PIBSI characterized by Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), and gel permeation chromatography (GPC) spectroscopies were greatly complicated because of the interactions between the carbonyls of the succinimide groups and unreacted secondary amines of the Mb-PIBSI dispersants. The viscoelasticity of obtained PIBSI indicated the increase in storage modulus with time which illustrated the increase in the solid-like properties of PIBSI. Therefore, an alternative procedure was developed based on fluorescence quenching of the succinimides by secondary amines and urethane groups.

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References

  1. Singh RK, Pandey S et al (2015) Study of cystine schiff base esters as new environmentally benign multifunctional biolubricant additives. J Ind Eng Chem 26:149–156. https://doi.org/10.1016/j.jiec.2014.11.027

    Article  CAS  Google Scholar 

  2. Singh RK, Kukrety A et al (2014) Use of an acylated chitosan schiff base as an ecofriendly multifunctional biolubricant additive. Ind Eng Chem Res 53:18370–18379. https://doi.org/10.1021/ie502441z

    Article  CAS  Google Scholar 

  3. Latha PP, Singh RK et al (2016) Poultry chicken feather derived biodegradable multifunctional additives for lubricating formulations. ACS Sustain Chem Eng 4:999–1005

    Article  CAS  Google Scholar 

  4. JaoTC, Passut CA (2006) Handbook of detergents, Part D: formulation. In: Showell MS (ed) CRC Press, Taylor and Francis Group, Boca Raton, FL, pp 437–471

  5. Myers D (2006) Surfactant science and technology, 3rd edn. Wiley, New York

    Google Scholar 

  6. Wang S, Yu S, Feng J, Liu S (2020) Multifunctional lubricant additive derived from polyisobutylene succinimide dispersant. J Dispersion Sci Technol. https://doi.org/10.1080/01932691.2020.1729172

    Article  Google Scholar 

  7. Pirouz S, Wang Y et al (2014) Characterization of the chemical composition of polyisobutylene-based oil-soluble dispersants by fluorescence. J Phys Chem B 118:3899–3911. https://doi.org/10.1021/jp5009576

    Article  CAS  PubMed  Google Scholar 

  8. Marina MM, Marile L et al (2016) Structural assignment of commercial polyisobutylene succinic anhydride-based surfactants. J Surfact Deterg. https://doi.org/10.1007/s11743-016-1893-9

    Article  Google Scholar 

  9. Pirouz S, Wang Y et al (2015) Chemical modification of polyisobutylene succinimide dispersants and characterization of their associative properties. J Phys Chem 119:12202–12211. https://doi.org/10.1021/acs.jpcb.5b04515

    Article  CAS  Google Scholar 

  10. Kim Y, Kim J et al (2015) Development of PIBSI type dispersants for carbon deposit from thermal oxidative decomposition of Jet A-1. Fuel 158:91–97. https://doi.org/10.1016/j.fuel.2015.05.008

    Article  CAS  Google Scholar 

  11. Zbigniew S, Michał W (2020) Effect of PIBSI chemical structures of various molecular masses on the IDID formation in engine-dynamometer testing. J Energy Eng. https://doi.org/10.1061/(ASCE)EY.1943-7897.0000667

    Article  Google Scholar 

  12. Balzano F, Pucci A et al (2012) Alder-ene addition of maleic anhydride to polyisobutene: nuclear magnetic resonance evidence for an unconventional mechanism. Polym Int 61(8):1256–1262. https://doi.org/10.1002/pi.4228

    Article  CAS  Google Scholar 

  13. Rabie SF, Hosni AG, Hassan IH, Sherif M (2019) Comparative analytical study of polyisobutylene succinic anhydride modified triethanolamine emulsifier. Al-Azhar Bull Sci 30:21–35

    Article  Google Scholar 

  14. Wood J (2012) canadian environmental indicators-air quality. Stud Environ Policies Fraser Inst 23:1–69

    Google Scholar 

  15. Zhang K, Ouqi N (2014) Effect of PIBSA-based surfactants on the interfacial interaction, rheology, and stability of highly concentrated water-in-oil emulsion. J Dispersion Sci Technol 36(4):556–562

    Article  Google Scholar 

  16. Wang Y (2010) Synthesis and characterization of ethylene carbonate modified polyisobutylene succinimide dispersants. M. Sc. thesis, University of Waterloo

  17. Tessier M, Marechal E (1998) Kinetic investigations on the photo-polymerization of di- and tetra-functional methacrylic monomers in polymeric matrices. ESR and calorimetric studies. II. Post polymerization reactions. J Polym Sci Part A: Polym Chem 26:2785–2810

    Article  Google Scholar 

  18. Chance RR, Baniukiewicz SP et al (1995) Characterization of low-molecular-weight polymers: failure of universal calibration in size exclusion chromatography. Int J Polym Anal Charact 1(1):3–34. https://doi.org/10.1080/10236669508009704

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Polymer Engineering, Science and Research Branch, Islamic Azad University, Tehran, Iran

    Sahar Amiri

  2. Deputy of Technology, Iran Polymer and Petrochemical Institute, Tehran, Iran

    Shahrnaz Mokhtari

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  1. Sahar Amiri
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  2. Shahrnaz Mokhtari
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Correspondence to Shahrnaz Mokhtari.

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Amiri, S., Mokhtari, S. Synthesis and characterization of modified polyisobutylene-based dispersants from polyisobutylene succinimides. Polym. Bull. 79, 1069–1079 (2022). https://doi.org/10.1007/s00289-021-03538-8

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  • DOI: https://doi.org/10.1007/s00289-021-03538-8

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