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Chemical structure of polyethylenimine

Chemical structure of polyethylenimine

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Several crosslinked polymer gels have been developed over the last 5 decades to address the different technical challenges in oil reservoirs especially conformance control operations. Among these systems, polyethylenimine (PEI) crosslinked polymer gels, which have gained a huge interest thanks to their eco-friendly aspect and thermal stability at e...

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... is a low molecular weight branched polymer with molecular weights varying between 0.8 and 750 kDa. PEI, as shown in Fig. 1, consists essentially of amino groups: (1) primary amine end groups (NH 2 ), (2) secondary amine linear units (NH), (3) tertiary amine branched (i.e., dendritic) units and is characterized by a degree of branching (DB) defined as: DB = 2D/(2D + L), where D is the dendritic unit and L is the linear unit [28]. Some of the primary and ...
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... attempt to examine new acrylamide-based polymers that can give relevant gelation times at extreme temperatures as high as 170 °C, Vasquez et al. [9] investigated the crosslinking of acrylamide/AMPSA copolymer shown in Fig. 10 with PEI. Excellent gelation times, that vary between 2 and 20 h, were obtained in the temperature range of 132.2-176.6 °C, compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. ...
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... compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. Further investigations by Vasquez et al. [10] led to the acrylamide, AMPSA, N,N-dimethyl acrylamide (N,N-DMA) terpolymer as shown in Fig. 11. The added ,N-DMA groups were supposed to further delay the crosslinking rate via their steric hindrance. However, gelation times were very sensitive to the pH of the solution and the salinity of mixing brine. For example, the gelation time decreased from 24 h to only 2 h when the pH of the solution passed from 11 to 8 at 135 °C. ...
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... using amine bases activators. Alkanolamines such as ethanolamine (EA), diethanolamine (DEA) and triethanolamine (TEA) and olgomeric polyamines such as ethylenediamine (EDA), diethylenetriamine (DETA), triethylenetetraamine (TETA) and tetraethylenepentaamine (TEPA) were all examined to activate the PEI through reaction pathways shown in Fig. 12. These chemical activators effectively reduced the gelation time for the PHPA/PEI gel at 26.6 °C and for the PAtBA/PEI gel at 71.1 °C. They allowed also to reduce 30 to 50% the needed amount of reactants for a given gelation time. This was the case for a specific amount of activators; higher amounts acted inversely as in the case for ...
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... and the net oil production increased initially by 2500 BOPD (barrels of oil per day) then stabilized at 1000 BOPD during 1 year of production, while the water cut decreased from 63 to 25%. The production in the second well (144 °C) was sadly lost. The gel/cement mixture showed some drawbacks such as the interaction between cement retarders Fig. 12 Two potential ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its ...
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... ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its inert nature as shown in Fig. 13 [72], similar particle distribution, cheaper price and availability. The effect of temperature, permeability and silica flour percentage on the leakoff and sealing abilities of a gel/silica flour mixture were thus investigated [73]. The percentage of silica flour was found to have the greater effect on leakoff percentage, while the ...
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... efforts by Adewunmi et al. [74] led to coal fly ash (CFA) as a potential additive to reinforce PAM/PEI gels. CFA is an inorganic waste material constituted essentially of silica and alumina [75]. Gelation kinetics and the viscoelastic behavior of PAM/PEI + CFA gels were evaluated at 90 °C, where the results showed a delayed gelation times and an Fig. 13 Silica flour (filtrate) effect on gelation time [72] improved viscoelastic behavior of these systems. More recently, Chen et al. investigated the reinforcing performance of nanosilica on PAM/PEI gels through core flooding tests in sandpack. The gel strength and stability were highly improved thanks to the hydrogen bonding between the ...
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... is a low molecular weight branched polymer with molecular weights varying between 0.8 and 750 kDa. PEI, as shown in Fig. 1, consists essentially of amino groups: (1) primary amine end groups (NH 2 ), (2) secondary amine linear units (NH), (3) tertiary amine branched (i.e., dendritic) units and is characterized by a degree of branching (DB) defined as: DB = 2D/(2D + L), where D is the dendritic unit and L is the linear unit [28]. Some of the primary and ...
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... attempt to examine new acrylamide-based polymers that can give relevant gelation times at extreme temperatures as high as 170 °C, Vasquez et al. [9] investigated the crosslinking of acrylamide/AMPSA copolymer shown in Fig. 10 with PEI. Excellent gelation times, that vary between 2 and 20 h, were obtained in the temperature range of 132.2-176.6 °C, compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. ...
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... compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. Further investigations by Vasquez et al. [10] led to the acrylamide, AMPSA, N,N-dimethyl acrylamide (N,N-DMA) terpolymer as shown in Fig. 11. The added ,N-DMA groups were supposed to further delay the crosslinking rate via their steric hindrance. However, gelation times were very sensitive to the pH of the solution and the salinity of mixing brine. For example, the gelation time decreased from 24 h to only 2 h when the pH of the solution passed from 11 to 8 at 135 °C. ...
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... using amine bases activators. Alkanolamines such as ethanolamine (EA), diethanolamine (DEA) and triethanolamine (TEA) and olgomeric polyamines such as ethylenediamine (EDA), diethylenetriamine (DETA), triethylenetetraamine (TETA) and tetraethylenepentaamine (TEPA) were all examined to activate the PEI through reaction pathways shown in Fig. 12. These chemical activators effectively reduced the gelation time for the PHPA/PEI gel at 26.6 °C and for the PAtBA/PEI gel at 71.1 °C. They allowed also to reduce 30 to 50% the needed amount of reactants for a given gelation time. This was the case for a specific amount of activators; higher amounts acted inversely as in the case for ...
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... and the net oil production increased initially by 2500 BOPD (barrels of oil per day) then stabilized at 1000 BOPD during 1 year of production, while the water cut decreased from 63 to 25%. The production in the second well (144 °C) was sadly lost. The gel/cement mixture showed some drawbacks such as the interaction between cement retarders Fig. 12 Two potential ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its ...
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... ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its inert nature as shown in Fig. 13 [72], similar particle distribution, cheaper price and availability. The effect of temperature, permeability and silica flour percentage on the leakoff and sealing abilities of a gel/silica flour mixture were thus investigated [73]. The percentage of silica flour was found to have the greater effect on leakoff percentage, while the ...
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... efforts by Adewunmi et al. [74] led to coal fly ash (CFA) as a potential additive to reinforce PAM/PEI gels. CFA is an inorganic waste material constituted essentially of silica and alumina [75]. Gelation kinetics and the viscoelastic behavior of PAM/PEI + CFA gels were evaluated at 90 °C, where the results showed a delayed gelation times and an Fig. 13 Silica flour (filtrate) effect on gelation time [72] improved viscoelastic behavior of these systems. More recently, Chen et al. investigated the reinforcing performance of nanosilica on PAM/PEI gels through core flooding tests in sandpack. The gel strength and stability were highly improved thanks to the hydrogen bonding between the ...
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... is a low molecular weight branched polymer with molecular weights varying between 0.8 and 750 kDa. PEI, as shown in Fig. 1, consists essentially of amino groups: (1) primary amine end groups (NH 2 ), (2) secondary amine linear units (NH), (3) tertiary amine branched (i.e., dendritic) units and is characterized by a degree of branching (DB) defined as: DB = 2D/(2D + L), where D is the dendritic unit and L is the linear unit [28]. Some of the primary and ...
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... attempt to examine new acrylamide-based polymers that can give relevant gelation times at extreme temperatures as high as 170 °C, Vasquez et al. [9] investigated the crosslinking of acrylamide/AMPSA copolymer shown in Fig. 10 with PEI. Excellent gelation times, that vary between 2 and 20 h, were obtained in the temperature range of 132.2-176.6 °C, compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. ...
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... compared to only 0.2 to 0.3 h at 130 °C for PAtBA/PEI and PAM/PEI gels. This delayed crosslinking was essentially caused by the steric hindrance provided by the methyl-propane sulfonic acid functional groups [17]. Further investigations by Vasquez et al. [10] led to the acrylamide, AMPSA, N,N-dimethyl acrylamide (N,N-DMA) terpolymer as shown in Fig. 11. The added ,N-DMA groups were supposed to further delay the crosslinking rate via their steric hindrance. However, gelation times were very sensitive to the pH of the solution and the salinity of mixing brine. For example, the gelation time decreased from 24 h to only 2 h when the pH of the solution passed from 11 to 8 at 135 °C. ...
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... using amine bases activators. Alkanolamines such as ethanolamine (EA), diethanolamine (DEA) and triethanolamine (TEA) and olgomeric polyamines such as ethylenediamine (EDA), diethylenetriamine (DETA), triethylenetetraamine (TETA) and tetraethylenepentaamine (TEPA) were all examined to activate the PEI through reaction pathways shown in Fig. 12. These chemical activators effectively reduced the gelation time for the PHPA/PEI gel at 26.6 °C and for the PAtBA/PEI gel at 71.1 °C. They allowed also to reduce 30 to 50% the needed amount of reactants for a given gelation time. This was the case for a specific amount of activators; higher amounts acted inversely as in the case for ...
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... and the net oil production increased initially by 2500 BOPD (barrels of oil per day) then stabilized at 1000 BOPD during 1 year of production, while the water cut decreased from 63 to 25%. The production in the second well (144 °C) was sadly lost. The gel/cement mixture showed some drawbacks such as the interaction between cement retarders Fig. 12 Two potential ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its ...
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... ways for PEI activation using amine-based activators [29] and the gel, the need to drill out a part of the system from the well, the difficulty of treatment design at high temperatures. These drawbacks encouraged to replace the cement by other inert materials. The choice was rapidly fixed on silica flour because of its inert nature as shown in Fig. 13 [72], similar particle distribution, cheaper price and availability. The effect of temperature, permeability and silica flour percentage on the leakoff and sealing abilities of a gel/silica flour mixture were thus investigated [73]. The percentage of silica flour was found to have the greater effect on leakoff percentage, while the ...
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... efforts by Adewunmi et al. [74] led to coal fly ash (CFA) as a potential additive to reinforce PAM/PEI gels. CFA is an inorganic waste material constituted essentially of silica and alumina [75]. Gelation kinetics and the viscoelastic behavior of PAM/PEI + CFA gels were evaluated at 90 °C, where the results showed a delayed gelation times and an Fig. 13 Silica flour (filtrate) effect on gelation time [72] improved viscoelastic behavior of these systems. More recently, Chen et al. investigated the reinforcing performance of nanosilica on PAM/PEI gels through core flooding tests in sandpack. The gel strength and stability were highly improved thanks to the hydrogen bonding between the ...

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... However, the most successful applications of PEI crosslinked polymer gel systems have been observed in extreme conditions such as high temperatures and severe formation leakages, which require high polymer concentrations (2.0-7.0 wt.%) [24][25][26][27]. High polymer concentrations lead to the high viscosity of the gelant, resulting in exceptionally high injection pressures in field tests and limiting access to deep reservoirs, especially in low-permeability reservoirs [28,29]. Meanwhile, the high cost associated with high polymer concentrations is also an important reason limiting their widespread application. ...
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... Its cationic property is due to its primary and secondary amino groups protonated to ammonium ions (Reddy et al., 2013). PEI was shown to effectively crosslink with various acrylamide-based polymers through different mechanisms (nucleophilic attack, transamidation reaction, acid-base interaction) (Ghriga et al., 2019). The gelation kinetics, the viscoelastic properties, and the performance of PEI with polymer gels in porous media have been investigated in multiple studies (Al-Muntasheri et al., 2008;G.A. Al-Muntasheri et al., 2006). ...
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... 14,15 Polyethyleneimine (PEI) is a non-toxic and environmentally friendly organic crosslinker that is approved for food contact in the USA. 16 It has been extensively applied to the cross-linking of polyacrylamides at high temperatures. 16,17 However, only a few studies state the gelation behavior of PAM by using PEI as a cross-linker at a mild temperature. ...
... 16 It has been extensively applied to the cross-linking of polyacrylamides at high temperatures. 16,17 However, only a few studies state the gelation behavior of PAM by using PEI as a cross-linker at a mild temperature. 18,19 Alisson and Purkaple, 20 for example, showed that a viscous gel can be quickly formed at room temperature by mixing 0.1% polyacrylamide and 2.5% PEI. ...
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