Features of Wax Appearance Temperature Determination of Waxy Crude Oil Using Attenuated Total Reflection Fourier Transform Infrared Spectroscopy Under Ambient and High Pressure

Abstract

The wax appearance temperature (WAT), being one of the key characteristics of waxy crude oil and other waxy substances, is used for the necessary assessment of the phase stability of materials during various technological processes. However, the determination of this parameter as well as peculiarities of wax formation under high gas pressure suffers from the lack of suitable techniques for this task. To address this issue, an attenuated total reflection Fourier transform infrared spectroscopy (ATR FT-IR) method has been applied for the first time to measure the WAT of waxy crude oil under high gas pressure. Carbon dioxide (CO₂), nitrogen, and natural gas were used in the study due to their widespread applicability as injection gases in enhanced oil recovery methods. The S2/S1 versus temperature method based on changes in the band of rocking vibrations of the CH₂ group was applied to determine WAT. It was found that the ATR FT-IR method based on the proposed dependence S2/S1 versus temperature gives lower WAT values compared to those observed by viscometry, magnetic resonance imaging inspection, and cross-polarized microscopy methods for the waxy crude oil studied. A detailed analysis was carried out using variable-temperature ATR FT-IR spectra of waxy crude oil in the temperature region near the WAT. Essentially different dynamics of wax crystal formation in waxy oil sample and model paraffin solution were demonstrated during the cooling process. The results obtained by high-pressure ATR FT-IR showed that CO₂ and natural gas reduce the WAT, while nitrogen has virtually no effect. In addition, for the studied oil, it was found that high pressure of CO₂ and natural gases leads to a visual decrease in the amount of wax crystals precipitated, but not to the complete disappearance of microcrystals at a certain temperature and pressure. The results obtained proved that ATR FT-IR can be an effective method for proper determinations of WAT under high-pressure conditions similar to those met in practice.

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Keywords

Wax appearance temperature WAT carbon dioxide natural gas high pressure attenuated total reflection Fourier transform infrared spectroscopy ATR FT-IR waxy crude oil

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References

Bahadori

. Fundamentals of Enhanced Oil and Gas Recovery From Conventional and Unconventional Reservoirs. Cambridge, Massachusetts: Gulf Professional Publishing, 2018. https://doi.org/10.1016/C2016-0-04615-6

Nobakht

Moghadam

. “Mutual Interactions Between Crude Oil and CO₂ Under Different Pressures”. Fluid Phase Equilib. 2008. 265(1–2): 94–103. https://doi.org/10.1016/J.Fluid.2007.12.009

Alagorni

A.H.

Bin Yaacob

Nour

A.H.

. “An Overview of Oil Production Stages: Enhanced Oil Recovery Techniques and Nitrogen Injection”. Int. J. Environ. Sci. Dev. 2015. 6(9): 693–701. https://doi.org/10.7763/Ijesd.2015.V6.682

Green

D.W.

Willhite

G.P.

. Enhanced Oil Recovery. Richardson, Texas: Society of Petroleum Engineers, 2018.

Blunt

Fayers

F.J.

Orr

F.M.

. “Carbon Dioxide in Enhanced Oil Recovery”. Energy Convers. Manag. 1993. 34(9–11): 1197–1204. https://doi.org/10.1016/0196-8904(93)90069-M

Farajzadeh

Andrianov

Bruining

Zitha

P.L.J.

. “Comparative Study of CO₂ and N₂ Foams in Porous Media at Low- and High-Pressure Temperatures”. Ind. Eng. Chem. Res. 2009. 48(9): 4542–4552. https://doi.org/10.1021/Ie801760u

Eskin

Mohammadzadeh

Akbarzadeh

Taylor

S.D.

, et al. “Reservoir Impairment by Asphaltenes: A Critical Review”. Can. J. Chem. Eng. 2016. 94(6): 1202–1217. https://doi.org/10.1002/Cjce.22476

Fan

Jiang

. “Modeling Asphaltene Precipitation and Flow Behavior in the Processes of CO₂ Flood for Enhanced Oil Recovery”. J. Pet. Sci. Eng. 2013. 109: 144–154. https://doi.org/10.1016/J.Petrol.2013.08.029

Jafari Behbahani

Ghotbi

Taghikhani

Shahrabadi

. “Investigation of Asphaltene Adsorption in Sandstone Core Sample During CO₂ Injection: Experimental and Modified Modeling”. Fuel. 2014. 133: 63–72. https://doi.org/10.1016/J.Fuel.2014.04.079s

10.

Aiyejina

Chakrabarti

D.P.

Pilgrim

Sastry

M.K.S.

. “Wax Formation in Oil Pipelines: A Critical Review”. Int. J. Multiph. Flow. 2011. 37(7): 671–694. https://doi.org/10.1016/J.Ijmultiphaseflow.2011.02.007

11.

Van Der Geest

Melchuna

Bizarre

Bannwart

A.C.

, et al. “Critical Review on Wax Deposition in Single-Phase Flow”. Fuel. 2021. 293: 120358. https://doi.org/10.1016/J.Fuel.2021.120358

12.

Huang

Zheng

Fogler

H.S.

. Wax Deposition. Boca Raton, Florida: CRC Press, 2016.

13.

Ruwoldt

Kurniawan

Oschmann

H.-J.

. “Non-Linear Dependency of Wax Appearance Temperature on Cooling Rate”. J. Pet. Sci. Eng. 2018. 165: 114–126. https://doi.org/10.1016/J.Petrol.2018.02.011

14.

Lamperti

Grenfell

Sangiorgi

Lantieri

, et al. “Influence of Waxes on Adhesion Properties of Bituminous Binders”. Constr. Build. Mater. 2015. 76: 404–412. https://doi.org/10.1016/J.Conbuildmat.2014.11.058

15.

Sasaki

Inayoshi

Tashiro

. “In Situ FT-IR-ATR Observation of Phase Transition Behavior of n-Alkane Molecules Induced by Friction Motion on a Metal Interface”. J. Phys. Chem. C. 2009. 113(8): 3287–3291. https://doi.org/10.1021/Jp809864m

16.

Pudney

P.D.A.

Mutch

K.J.

Zhu

. “Characterising the Phase Behaviour of Stearic Acid and Its Triethanolamine Soap and Acid–Soap by Infrared Spectroscopy”. Phys. Chem. Chem. Phys. 2009. 11(25): 5010. https://doi.org/10.1039/B819582j

17.

ASTM International. “ASTM D2500-17a. Standard Test Method for Cloud Point of Petroleum Products and Liquid Fuels”. https://www.astm.org/d2500-17a.html [accessed Nov 20 2023].

18.

Bacon

M.M.

Romero-Zerón

L.B.

Chong

K.K.

. “Using Cross-Polarized Microscopy to Optimize Wax-Treatment Methods”. Paper presented at: Society of Petroleum Engineers (SPE) Annual Technical Conference and Exhibition. New Orleans, Louisiana; 4–7 October 2009. https://doi.org/10.2118/124799-MS

19.

Coto

Martos

Espada

J.J.

Robustillo

M.D.

, et al. “Analysis of Paraffin Precipitation from Petroleum Mixtures by Means of DSC: Iterative Procedure Considering Solid–Liquid Equilibrium Equations”. Fuel. 2010. 89(5): 1087–1094. https://doi.org/10.1016/J.Fuel.2009.12.010

20.

Zhang

Huang

. “Advances in Rheology and Flow Assurance Studies of Waxy Crude”. Pet. Sci. 2013. 10(4): 538–547. https://doi.org/10.1007/S12182-013-0305-2

21.

Paso

Kallevik

Sjöblom

. “Measurement of Wax Appearance Temperature Using Near-Infrared (NIR) Scattering”. Energy Fuels. 2009. 23(10): 4988–4994. https://doi.org/10.1021/Ef900173b

22.

Zhu

Lei

Yao

, et al. “Experimental and Mechanism Investigation on Flowability and Wax Deposition of Waxy Crude Oil with Dissolved CH₄ by Pressurized Laboratory Apparatus”. Fuel. 2023. 343: 127907. https://doi.org/10.1016/J.Fuel.2023.127907

23.

Juyal

Cao

Yen

Venkatesan

. “Study of Live Oil Wax Precipitation with High-Pressure Micro-Differential Scanning Calorimetry”. Energy Fuels. 2011. 25(2): 568–572. https://doi.org/10.1021/Ef101213x

24.

Vieira

L.C.

Buchuid

M.B.

Lucas

E.F.

. “Effect of Pressure on the Crystallization of Crude Oil Waxes. II. Evaluation of Crude Oils and Condensate”. Energy Fuels. 2010. 24(4): 2213–2220. https://doi.org/10.1021/Ef900761t

25.

Chen

Yang

Nie

Zhang

, et al. “Ultrasonic Detection and Analysis of Wax Appearance Temperature of Kingfisher Live Oil”. Energy Fuels. 2014. 28(4): 2422–2428. https://doi.org/10.1021/Ef500036u

26.

Molla

Magro

Mostowfi

. “Microfluidic Technique for Measuring Wax Appearance Temperature of Reservoir Fluids”. Lab Chip. 2016. 16(19): 3795–3803. https://doi.org/10.1039/C6LC00755D

27.

Daridon

J.L.

Pauly

Milhet

. “High Pressure Solid–Liquid Phase Equilibria in Synthetic Waxes”. Phys. Chem. Chem. Phys. 2002. 4(18): 4458–4461. https://doi.org/10.1039/B205017J

28.

Quan

Ran

Yang

Gao

, et al. “The Effect of Pressure on Wax Deposition from Wax-Solvent Mixtures with Natural Gas”. J. Pet. Sci. Eng. 2018. 171: 1318–1325. https://doi.org/10.1016/J.Petrol.2018.08.040

29.

Gorce

J.-P.

Spells

S.J.

. “Structural Information from Progression Bands in the FT-IR Spectra of Long Chain N-Alkanes”. Polymer. 2002. 43(14): 4043–4046. https://doi.org/10.1016/S0032-3861(02)00169-6

30.

H.-W.

Strauss

H.L.

Snyder

R.G.

. “Differences in the IR Methylene Rocking Bands Between the Crystalline Fatty Acids and n-Alkanes: Frequencies, Intensities, and Correlation Splitting”. J. Phys. Chem. A. 2004. 108(32): 6629–6642. https://doi.org/10.1021/Jp049106x

31.

Lewis

R.N.A.H.

McElhaney

R.N.

. “Membrane Lipid Phase Transitions and Phase Organization Studied by Fourier Transform Infrared Spectroscopy”. Biochim. Biophys. 2013. 1828(10): 2347–2358. https://doi.org/10.1016/J.Bbamem.2012.10.018

32.

Yan

W.-H.

Strauss

H.L.

Snyder

R.G.

. “Conformation of the Acyl Chains in Diacylphospholipid Gels by IR Spectroscopy”. J. Phys. Chem. B. 2000. 104(17): 4229–4238. https://doi.org/10.1021/Jp993944n

33.

Singh

Wegmann

Albert

Müller

. “Variable Temperature FT-IR Studies of N- Alkyl Modified Silica Gels”. J. Phys. Chem. B. 2002. 106(4): 878–888. https://doi.org/10.1021/Jp012979w

34.

Smith

C.D.

Schuetz

C.C.

Hodgson

R.S.

. “Relationship Between Chemical Structures and Weatherability of Coating Asphalts as Shown by Infrared Absorption Spectroscopy”. Ind. Eng. Prod. Res. Dev. 1966. 5(2): 153–161. https://doi.org/10.1021/I360018a013

35.

Gupta

A.K.

Brouwer

Severin

. “Phase Transitions in Petroleum Waxes Determined by Infrared Spectroscopy”. Pet. Sci. Technol. 1998. 16(1–2): 59–69. https://doi.org/10.1080/10916469808949772

36.

Roehner

R.M.

Hanson

F.V.

. “Determination of Wax Precipitation Temperature and Amount of Precipitated Solid Wax Versus Temperature for Crude Oils Using FT-IR Spectroscopy”. Energy Fuels. 2001. 15(3): 756–763. https://doi.org/10.1021/Ef010016q

37.

. Prediction of Wax Appearance Temperature and Solid Wax Amount by Reduced Spectral Analysis Using FT-IR Spectroscopy. US Patent 8326548B2. Filed 2010. Issued 2012.

38.

Hagemann

Snyder

R.G.

Peacock

A.J.

Mandelkern

. “Quantitative Infrared Methods for the Measurement of Crystallinity and Its Temperature Dependence: Polyethylene”. Macromolecules. 1989. 22(9): 3600–3606. https://doi.org/10.1021/Ma00199a017

39.

Ding

Hesp

S.A.M.

. “Quantification of Crystalline Wax in Asphalt Binders Using Variable-Temperature Fourier-Transform Infrared Spectroscopy”. Fuel. 2020. 277: 118220. https://doi.org/10.1016/J.Fuel.2020.118220

40.

Ding

Zhang

Liu

, et al. “Separation of Wax Fraction in Asphalt Binder by an Improved Method and Determination of Its Molecular Structure”. Fuel. 2022. 322: 124081. https://doi.org/10.1016/J.Fuel.2022.124081

41.

Mashhadi Meighani

Ghotbi

Jafari Behbahani

Sharifi

. “A New Investigation of Wax Precipitation in Iranian Crude Oils: Experimental Method Based on FT-IR Spectroscopy and Theoretical Predictions Using PC-SAFT Model”. J. Mol. Liq. 2018. 249: 970–979. https://doi.org/10.1016/J.Molliq.2017.11.110

42.

Guadagno

Kazarian

S.G.

. “High-Pressure CO₂ -Expanded Solvents: Simultaneous Measurement of CO₂ Sorption and Swelling of Liquid Polymers with In-Situ Near-IR Spectroscopy”. J. Phys. Chem. B. 2004. 108(37): 13995–13999. https://doi.org/10.1021/Jp0481097

43.

Kazarian

S.G.

. “Applications of FT-IR Spectroscopy to Supercritical Fluid Drying, Extraction, and Impregnation”. Appl. Spectrosc. Rev. 1997. 32(4): 301–348. https://doi.org/10.1080/05704929708003318

44.

Gabrienko

A.A.

Martyanov

O.N.

Kazarian

S.G.

. “Behavior of Asphaltenes in Crude Oil at High-Pressure CO₂ Conditions: In Situ Attenuated Total Reflection–Fourier Transform Infrared Spectroscopic Imaging Study”. Energy Fuels. 2016. 30(6): 4750–4757. https://doi.org/10.1021/Acs.Energyfuels.6b00718

45.

Schädle

Pejcic

Mizaikoff

. “Monitoring Dissolved Carbon Dioxide and Methane in Brine Environments at High Pressure Using IR-ATR Spectroscopy”. Anal. Methods. 2016. 8(4): 756–762. https://doi.org/10.1039/C5AY02744F

46.

Shalygin

A.S.

Morozov

E.V.

Martyanov

O.N.

. “Application of in Situ ATR FT-IR Sресtrоsсору for Determination of Wax Aрреаrаnсе Tеmреrаturе at High-Prеssurе СО₂ Conditions”. Pet. Chem. 2022. 62(10): 1162–1170. https://doi.org/10.1134/S0965544122100176

47.

Burrows

L.C.

Haeri

Cvetic

Sanguinito

, et al. “A Literature Review of CO₂, Natural Gas, and Water-Based Fluids for Enhanced Oil Recovery in Unconventional Reservoirs”. Energy Fuels. 2020. 34(5): 5331–5380. https://doi.org/10.1021/Acs.Energyfuels.9b03658

48.

Sousa

A.M.

Ribeiro

T.P.

Pereira

M.J.

Matos

H.A.

. “How Do Methane, Carbon Dioxide, or Fatty Acids Affect Waxy Crude Oils?”. Energies. 2022. 16(1): 406. https://doi.org/10.3390/En16010406

49.

Trukhan

S.N.

Morozov

E.V.

Martyanov

O.N.

. “Resin–Paraffin Aggregation Processes in Waxy Oil Revealed by Vanadyl Porphyrin Spin Probe”. Energy Fuels. 2023. 37(16): 11797–11806. https://doi.org/10.1021/Acs.Energyfuels.3c01707

50.

Morozov

E.V.

Falaleev

O.V.

Martyanov

O.N.

. “New Insight into the Wax Precipitation Process: in Situ NMR Imaging Study in a Cold Finger Cell”. Energy Fuels. 2016. 30(11): 9003–9013. https://doi.org/10.1021/Acs.Energyfuels.6b01535

51.

Chibiryaev

A.M.

Kozhevnikov

I.V.

Shalygin

A.S.

Martyanov

O.N.

. “Transformation of Petroleum Asphaltenes in Supercritical Alcohols Studied via FT-IR and NMR Techniques”. Energy and Fuels. 2018. 32(2). https://doi.org/10.1021/Acs.Energyfuels.7b01630

52.

Berwanger

Henschel

Knorr

Huber

, et al. “Phase Transitions and Molecular Dynamics of n-Hexadecanol Confined in Silicon Nanochannels”. Phys. Rev. B. 2009. 79(12): 125442. https://doi.org/10.1103/Physrevb.79.125442

53.

Ding

Hesp

S.A.M.

. “Balancing the Use of Wax-Based Warm Mix Additives for Improved Asphalt Compaction with Long-Term Pavement Performance”. ACS Sustain. Chem. Eng. 2021. 9(21): 7298–7305. https://doi.org/10.1021/Acssuschemeng.1c01242

54.

Kazarian

S.G.

Vincent

M.F.

Bright

F.V.

Liotta

C.L.

, et al. “Specific Intermolecular Interaction of Carbon Dioxide with Polymers”. J. Am. Chem. Soc. 1996. 118(7): 1729–1736. https://doi.org/10.1021/Ja950416q

55.

Hosseinipour

Japper-Jaafar

A.B.

Yusup

. “The Effect of CO₂ on Wax Appearance Temperature of Crude Oils”. Procedia Eng. 2016. 148: 1022–1029. https://doi.org/10.1016/J.Proeng.2016.06.580

56.

Eniolorunda

O.V.

Chapoy

Burgass

. “Phase Equilibria of Waxy Live Oil Systems Containing CO₂: Experimental Measurements and Thermodynamic Modeling”. Energy Fuels. 2021. 35(5): 3731–3741. https://doi.org/10.1021/Acs.Energyfuels.0c02977

57.

Kovalev

E.P.

Shalygin

A.S.

Shubin

A.A.

Kozhevnikov

I.V.

, et al. “Interactions of C₂H₆ and C₂H₄ with the Homologous Series [C_nmim][BF₄] Ionic Liquids at High Pressure Studied by in Situ ATR FT-IR Spectroscopy”. J. Mol. Liq. 2022. 348: 118082. https://doi.org/10.1016/J.Molliq.2021.118082

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