Development of oxazolidines derived from polyisobutylene succinimides as multifunctional stabilizers of asphaltenes in oil industry

Mena‐Cervantes, Violeta Y.; Hernández‐Altamirano, Raúl; Buenrostro-González, Eduardo; Beltrán, Hiram I.; Zamudio‐Rivera, Luis S.

doi:10.1016/j.fuel.2012.12.071

Cited by 25 publications

(13 citation statements)

References 30 publications

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“…Therefore, the degree of molecular association is directly related to the bitumen's rheological response. In this regard, the attachment of the non-polar tail of DSA to bitumen polar molecules hinders their stacking into larger structures, thus serving as a steric barrier against molecular attraction and agglomeration [32]. Consequently, DSA contributes to inhibit the grouping of asphaltenic structures, ultimately giving rise to a lower degree of microstructural complexity, which supports the reported softening [33].…”

Section: Chemical Reactions and Microstructuresupporting

confidence: 72%

Ageing Effects on a Softened Bitumen by the Addition of DSA (Dodecenyl Succinic Anhydride)

et al. 2022

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The softening of aged bitumen is necessary for a successful asphalt rejuvenation in road recycling operations. Thus, this study proposes a novel and successful approach by using Dodecenyl Succinic Anhydride (DSA), a reactive surfactant with a polar head capable of reacting with some polar compounds of bitumen. On this basis, this paper analyses the softening potential and ageing inhibition capability of the addition of 3 wt.% DSA before and after the application of standard laboratory ageing methods (rolling thin film oven, RTFOT and pressure aging vessel (PAV) tests). To that end, different modified bitumens were evaluated by analysing the linear viscoelastic behaviour, viscous flow properties, thin layer chromatography, Fourier transform infrared spectroscopy (FTIR), contact angle measurements and compactibility tests. The results obtained for DSA show its greater potential to soften a model bitumen, when compared to a diluent oil, through physico-chemical processes that bring about a lowering in the polarity along with the alteration of its colloidal stability. Even though ageing processes in bitumen negatively affect its softening capacity, the developed structures still retain the ability to partially compensate for the adverse hardening effects. Furthermore, DSA addition greatly enhances the binder’s wettability on a siliceous-type aggregate and favours asphalt compaction.

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Section: Chemical Reactions and Microstructuresupporting

confidence: 72%

Ageing Effects on a Softened Bitumen by the Addition of DSA (Dodecenyl Succinic Anhydride)

et al. 2022

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“…Therefore, these results show that the supramolecular complex has the capability to modify the porous medium through a probable adhesion to the mineral surface, altering its wettability conditions and thus inhibiting of this way the damage process by asphaltenes adsorption, as observed in Figures 11 and 12. Moreover, in order to maximize well productivity, one of the main goals is to diminish as much as possible the cleanup operations to the wellbore and formation when oil production declines; so that a chemical treatment that increases effectiveness of such clean-up operations has important technical-economic benefits as it has been pointed out 36 . In this way, Figure 13 shows an extrapolation of the data presented in Figure 11 considering the worst-case: a permeability fall in a straight line, where is evident the positive effect of the AMESUS chemical treatment on the control of organic damage to the mineral rock sample.…”

Section: Effect On Removal/control Of Organic Damagementioning

confidence: 99%

Multifunctional Evaluation of a New Supramolecular Complex in Enhanced Oil Recovery, Removal/Control of Organic Damage, and Heavy Crude Oil Viscosity Reduction

Alcázar-Vara

Zamudio‐Rivera

Buenrostro-González

2015

Ind. Eng. Chem. Res.

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The development of new technologies based in the design and application of new molecules to solve problems related to the removal and control of formation damage by organic deposition, viscosity reduction of heavy crude oils as well as to increase the oil recovery factor, is an important challenge in the oil industry. This experimental study reports the influence of a novel supramolecular complex on the removal/control of organic deposition and Enhanced oil recovery (EOR) processes through core displacements tests at reservoir pressure and temperature conditions. In addition, its capabilities as viscosity reducer for heavy crude oils are also reported. Three different Mexican brine-rock-crude oil systems were used to evaluate the multifunctional properties of the novel supramolecular complex. Results showed a good performance of the capabilities of the supramolecular complex tested to reduce viscosity, remediate organic damage as well as to enhance oil recovery factor. In order to explain the results obtained, an interaction mechanism between the new complex and crude oil heavy fractions on the porous medium, is suggested and discussed, in which phenomena such as oildisaggregation, wettability-alteration and viscosity reduction, take place to carry out the increasing of oil recovery factor and an efficient removal of organic damage.

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“…However, while a living cationic polymerization and appropriate functionalization can form PIB oligomers with near quantitative end group functionality, PIB oligomers that are predominantly terminated with carbon–carbon double bonds are also commercially available . Such alkene‐terminated PIB oligomers are used as substrates commercially in hydroformylation, electrophilic aromatic substitution, and ene reactions to form surfactants and fuel additives that are used in commerce on a large scale . Our group has found these inexpensive and readily available alkene‐terminated oligomers useful as precursors of ligands that are in turn used to form heptane phase selectively soluble homogeneous catalysts .…”

Section: Resultsmentioning

confidence: 99%

Polyolefin soluble polyisobutylene oligomer-bound metallophthalocyanine and azo dye additives

Priyadarshani

Benzine

Cassidy

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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Metallophthalocyanines prepared with polyisobutyl (PIB) substituents have very high solubility in organic solvents including saturated hydrocarbons, toluene, and other low polarity organic solvents. In heptane, PIB-bound metallophthalocyanines have solubility of about 0.1 g/mL at 25 C, solubility values that are significantly higher than other substituted metallophthalocyanines. PIB terminally functionalized with metallophthalocyanines as well as PIB containing terminal azo dye groups also dissolve in molten hydrocarbon polymers like polyethylene or polypropylene. Thus, these highly chromogenic PIB-bound dyes can be incorporated uniformly into the polyolefins to form colored polymer solids on cooling. Because only a low concentration of a highly hydrocarbon compatible dye is used, the crystallinity and thermal properties of the colored polyolefin products are not significantly affected.

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Development of oxazolidines derived from polyisobutylene succinimides as multifunctional stabilizers of asphaltenes in oil industry

Cited by 25 publications

References 30 publications

Ageing Effects on a Softened Bitumen by the Addition of DSA (Dodecenyl Succinic Anhydride)

Ageing Effects on a Softened Bitumen by the Addition of DSA (Dodecenyl Succinic Anhydride)

Multifunctional Evaluation of a New Supramolecular Complex in Enhanced Oil Recovery, Removal/Control of Organic Damage, and Heavy Crude Oil Viscosity Reduction

Polyolefin soluble polyisobutylene oligomer-bound metallophthalocyanine and azo dye additives

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