Granted Patent
B2
US 12,372,503 · App. 18/465,669 · Granted Jul 29, 2025
Multifunctional magnetic tags for mud logging
Assignee:
Saudi Arabian Oil Company
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Abstract
Compositions and methods for determining the origin location of a subterranean sample are provided. Compositions include a nanoparticle tag including a superparamagnetic iron oxide core, an intermediate layer including a fluorescent dye, and a polymer shell. The nanoparticles can be synthesized by functionalizing a superparamagnetic iron oxide nanoparticle core and covalently bonding a fluorescent dye to the functionalized nanoparticle core. In some implementations, a polymer is covalently bonded to the functionalized, fluorescent superparamagnetic iron oxide nanoparticle core. The nanoparticle tag can be used to determine the origin location of a subterranean sample by mixing the nanoparticle tag into a fluid, flowing the fluid into a subterranean formation, recovering subterranean samples from the subterranean formation, and separating tagged samples from untagged samples using a magnet. The origin location of the subterranean sample can be determined by analyzing the fluorescent signal of the nanoparticle tag.
Claims (28)
1. A method of making a nanoparticle tag, comprising:
providing a superparamagnetic iron oxide nanoparticle core;
functionalizing the surface of the superparamagnetic iron oxide nanoparticle core with polyethylenimine groups to yield a functionalized nanoparticle core; and
covalently bonding a fluorescent dye to the functionalized nanoparticle core, wherein the fluorescent dye comprises an isothiocyanate functional group and wherein the fluorescent dye is covalently bound to the polyethylenimine through the isothiocyanate function group to yield a thiourea.
2. The method of claim 1 , further comprising covalently bonding a polymer to the functionalized nanoparticle core.
3. The method of claim 2 , wherein the polymer comprises styrene-based monomers, methacrylate-based monomers, or amine-based monomers, or any combination thereof.
4. The method of claim 3 , wherein the polymer comprises monomers selected from the group consisting of styrene, p-methylstyrene, p-methoxystyrene, 2,4-dimethylstyrene, 2,4,6-trimethylstyrene, 4-chlorostyrene, 3-chlorostyrene, 2-chlorostyrene, 4-bromostyrene, 3-bromostyrene, 2-bromostyrene, 4-fluorostyrene, 3-fluorostyrene, 2-fluorostyrene, 4-(trifluoromethyl)styrene, 3-(trifluoromethyl)styrene, 2-(trifluoromethyl)styrene, 2,3,4,5,6-pentafluorostyrene, allylbenzene, allylpentafluorobenzene, phenyl methacrylate, hexyl methacrylate, butyl methacrylate, isobutyl methacrylate, propyl methacrylate, vinyl methacrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, pentafluorophenyl methacrylate, allylamine, 3-buten-1-amine, N-allylmethylamine, allylmethylamine, N-vinylformamide, 2-methyl-2-propen-1-amine, and 2-methylallylamine, or any combination thereof.
5. The method of claim 2 , wherein the weight ratio of the superparamagnetic iron oxide core to the polymer is from 9:1 to 1:9.
6. The method of claim 5 , wherein the weight ratio of the superparamagnetic iron oxide core to the polymer is 1:1.
7. The method of claim 1 , wherein the superparamagnetic iron oxide nanoparticle core comprises Fe 3 O 4 .
8. The method of claim 1 , wherein the superparamagnetic iron oxide nanoparticle core comprises γ-Fe 2 O 3 .
9. The method of claim 1 , wherein the superparamagnetic iron oxide nanoparticle core comprises CoFe 2 O 4 , NiFe 2 O 4 , or MnFe 2 O 4 .
10. The method of claim 1 , wherein functionalizing the surface of the superparamagnetic iron oxide nanoparticle core further comprises functionalizing the surface of the superparamagnetic iron oxide core with allyl groups, or epoxy groups, or any combination thereof.
11. The method of claim 1 , wherein functionalizing the surface of the superparamagnetic iron oxide core with polyethylenimine groups comprises functionalizing the surface of the superparamagnetic iron oxide core with trimethoxysilylpropyl modified polyethylenimine.
12. The method of claim 1 , wherein the fluorescent dye comprises fluorescein isothiocyanate, Rhodamine B isothiocyanate, tetramethylrhodamine isothiocyanate, or NIR-797, or any combination thereof.
13. The method of claim 1 , wherein the nanoparticle tag further comprises a second fluorescent dye, wherein the second fluorescent dye comprises an amine functional group.
14. The method of claim 13 , wherein the second fluorescent dye comprises Rhodamine 123, Congo Red, or Evans Blue, or any combination thereof.
15. A method of determining the origin location of a subterranean sample, comprising:
mixing a nanoparticle tag into a fluid, wherein the nanoparticle tag comprises a superparamagnetic iron oxide core wherein the superparamagnetic iron oxide core is functionalized with polyethylenimine, an intermediate layer comprising a fluorescent dye wherein the fluorescent dye comprises an isothiocyanate function group and the fluorescent dye is covalently bound to the polyethylenimine through the isothiocyanate functional group to yield a thiourea, and a polymer shell;
flowing the fluid through a work string into a subterranean formation;
recovering subterranean samples from the subterranean formation;
separating tagged samples from untagged samples using a magnet; and
determining an origin location of the subterranean sample by analyzing the fluorescent signal of the nanoparticle tag.
16. The method of claim 15 , further comprising analyzing the polymer shell of the nanoparticle tag with mass spectroscopy.
17. The method of claim 16 , wherein analyzing the polymer shell with mass spectroscopy comprises analyzing the polymer shell with pyrolysis-gas chromatography-mass spectrometry.
18. The method of claim 15 , further comprising washing the subterranean sample with water before determining the origin location of the subterranean sample.
19. The method of claim 15 , further comprising removing unbound tags from the fluid using a magnet.
20. The method of claim 10 , wherein functionalizing the surface of the superparamagnetic iron oxide core with allyl groups, or epoxy groups, or any combination thereof further comprises functionalizing the surface of the superparamagnetic iron oxide core with 3-(trimethoxysilyl)propyl methacrylate, or glycidoxypropyltrimethoxysilane, or any combination thereof.
Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Feb 1, 2024
From: WANG, WEI; CHANG, SEHOON; OW, HOOISWENG
To: ARAMCO SERVICES COMPANY
Reel/Frame 066326/0419 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Feb 1, 2024
From: ARAMCO SERVICES COMPANY
To: SAUDI ARAMCO UPSTREAM TECHNOLOGY COMPANY
Reel/Frame 066326/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Feb 1, 2024
From: SAUDI ARAMCO UPSTREAM TECHNOLOGY COMPANY
To: SAUDI ARABIAN OIL COMPANY
Reel/Frame 066326/0871 →
Continuity (2)
References Cited (282)
US 4772563A
· Evangelista et al.
· 1988
[cited by applicant]
US 5124268A
· Dakubu
· 1992
[cited by applicant]
US 5168927A
· Stegenneier
· 1992
[cited by applicant]
US 6250848B1
· Moridis et al.
· 2001
[cited by applicant]
US 6590647B2
· Stephenson
· 2003
[cited by applicant]
US 6691780B2
· Nguyen et al.
· 2004
[cited by applicant]
US 7032662B2
· Malone
· 2006
[cited by applicant]
US 7485471B1
· Sun et al.
· 2009
[cited by applicant]
US 7588827B2
· Nie et al.
· 2009
[cited by applicant]
US 7879625B1
· Boss
· 2011
[cited by applicant]
US 8269501B2
· Schmidt et al.
· 2012
[cited by applicant]
US 8337783B2
· Locascio et al.
· 2012
[cited by applicant]
US 8627902B2
· Hammer
· 2014
[cited by applicant]
US 8638104B2
· Barber et al.
· 2014
[cited by applicant]
US 8877954B2
· Giesenberg et al.
· 2014
[cited by applicant]
US 9080097B2
· Gupta et al.
· 2015
[cited by applicant]
US 9133709B2
· Huh et al.
· 2015
[cited by applicant]
US 9366099B2
· Ly
· 2016
[cited by applicant]
US 20060105052A1
· Acar et al.
· 2006
[cited by applicant]
US 20060293430A1
· Wang et al.
· 2006
[cited by applicant]
US 20080110253A1
· Stephenson et al.
· 2008
[cited by applicant]
US 20080111064A1
· Andrews et al.
· 2008
[cited by applicant]
US 20090087911A1
· Rogerio
· 2009
[cited by applicant]
US 20090087912A1
· Ramos et al.
· 2009
[cited by applicant]
US 20090277625A1
· Bai et al.
· 2009
[cited by applicant]
US 20100092865A1
· Kanno et al.
· 2010
[cited by applicant]
US 20110012331A1
· Kim
· 2011
[cited by applicant]
US 20110257887A1
· Cooper et al.
· 2011
[cited by applicant]
US 20120115128A1
· Miller
· 2012
[cited by applicant]
US 20130087329A1
· Hewitt et al.
· 2013
[cited by applicant]
US 20130109261A1
· Koene
· 2013
[cited by applicant]
US 20130244914A1
· Wu et al.
· 2013
[cited by applicant]
US 20130312970A1
· Lafitte et al.
· 2013
[cited by applicant]
US 20140260694A1
· Szlendak
· 2014
[cited by applicant]
US 20140323363A1
· Perriat
· 2014
[cited by applicant]
US 20150038347A1
· Johnson et al.
· 2015
[cited by applicant]
US 20150132543A1
· Nouzille et al.
· 2015
[cited by applicant]
US 20150159079A1
· Huh et al.
· 2015
[cited by applicant]
US 20150376493A1
· Huh et al.
· 2015
[cited by applicant]
US 20160040514A1
· Rahmani et al.
· 2016
[cited by applicant]
US 20160097750A1
· Van Herzen et al.
· 2016
[cited by applicant]
US 20160215030A1
· Bressner
· 2016
[cited by applicant]
US 20180171782A1
· Cox et al.
· 2018
[cited by applicant]
US 20180275114A1
· Kosynkin et al.
· 2018
[cited by applicant]
US 20190382648A1
· Murugesan et al.
· 2019
[cited by applicant]
US 20220305472A1
· Baker et al.
· 2022
[cited by applicant]
US 20230144199A1
· Wang et al.
· 2023
[cited by applicant]
EP 0171978
· 1990
[cited by applicant]
EP 1721603
· 2006
[cited by applicant]
EP 2040075
· 2009
[cited by applicant]
EP 2480625
· 2013
[cited by applicant]
EP 2480626
· 2013
[cited by applicant]
GB 2489714
· 2012
[cited by applicant]
JP 2005524849
· 2005
[cited by applicant]
JP 2007514169
· 2007
[cited by applicant]
JP 2008505259
· 2008
[cited by applicant]
JP 2008524602
· 2008
[cited by applicant]
JP 2009535060
· 2009
[cited by applicant]
JP 2009540326
· 2009
[cited by applicant]
JP 2015523073
· 2015
[cited by applicant]
WO WO2010138914
· 2010
[cited by applicant]
WO WO2011035292
· 2011
[cited by applicant]
WO WO2011035294
· 2011
[cited by applicant]
WO WO2011063023
· 2011
[cited by applicant]
WO WO2012154332
· 2012
[cited by applicant]
WO WO2012158478
· 2012
[cited by applicant]
WO WO2013142869
· 2013
[cited by applicant]
WO WO2014014919
· 2014
[cited by applicant]
WO WO2014066793
· 2014
[cited by applicant]
WO WO2014207075
· 2014
[cited by applicant]
WO WO2015044446
· 2015
[cited by applicant]
WO WO2015058206
· 2015
[cited by applicant]
WO WO2015097116
· 2015
[cited by applicant]
WO WO2015200060
· 2015
[cited by applicant]
WO WO2016015027
· 2016
[cited by applicant]
WO WO2016087397
· 2016
[cited by applicant]
WO WO2017011328
· 2017
[cited by applicant]
WO WO2017136641
· 2017
[cited by applicant]
WO WO2017164822
· 2017
[cited by applicant]
WO WO2018085504
· 2018
[cited by applicant]
WO WO2018175763
· 2018
[cited by applicant]
U.S. Appl. No. 17/454,176, filed Nov. 9, 2021, Wang et al.
[cited by applicant]
Agenet et al., “SPE 157019: Fluorescent Nanobeads: a First Step Toward Intelligent Water Tracers” Society of Petroleum Engineers, SPE International Oilfield Nanotechnology conference, Jun. 12-14, 2012, 13 pages.
[cited by applicant]
Anisimov, “SPE 118862: The Use of Tracers for Reservoir Characterization” Society of petroleum Engineers (SPE), presented at SPE Middle East Oil and Gas Show and Conference, Mar. 15-18, 2009, 8 pages.
[cited by applicant]
Armelao et al., “Design of luminescent lanthanide complexes: From molecules to highly efficient photo-emitting materials” Coordination Chemistry Reviews, vol. 254, Mar. 5-6, 2010, 19 pages.
[cited by applicant]
Aslan et al., “Fluorescent Core—Shell AG@SiO
[cited by applicant]
Badgett et al., “Totalsynthese eines Neobetanidin-Derivates und des Neobetenamins” Helvetica Chimica Acta, 1970, 53(2): 433-448, 16 pages (English Abstract).
[cited by applicant]
Bagaria et al., “Iron Oxide Nanoparticles Grafted with Sulfonated Copolymers are Stable in Concentrated Brine at Elevated Temperatures and Weakly Adsorb on Silica” ACS Applied Materials & Interfaces, vol. 5, No. 8, Mar.…
[cited by applicant]
Bala et al., “Interaction of Different Metal Ions with Carboxylic Acid Group: A Quantitative Study” The Journal of Physical Chemistry A, vol. 111, No. 28, Jun. 2007, 6183-6190, 8 pages.
[cited by applicant]
Bao et al., “Luminescence properties of the co-luminescence groups of Sm—La-pyridyl carboxylic acids” Journal of Rare Earths, 30(4), Apr. 2012, 320-324, 5 pages.
[cited by applicant]
Blachier et al., “Adsorption of polyamine on clay minerals” Journal of Colloid and Interface Science, 336, Aug. 2009, 599-606, 8 pages.
[cited by applicant]
Borrini et al., “Water Soluble PDCA Derivatives for Selective Ln(III)/An(III) and Am(III)/Cm(III) Separation” Solvent Extraction and Ion Exchange, 33(3), Oct. 2014, 224-235, 30 pages.
[cited by applicant]
Brichart et al., “The Use of Fluorescent Tracers for Inhibitor Concentration Monitoring Useful for Scale Inhibitor” International Petroleum Technology Conference, IPTC-17933-MS, presented at the International Petroleum …
[cited by applicant]
Bunzil et al., “Taking advantage of luminescent lanthanide ions” Chemical Society Reviews, Dec. 2005, 29 pages.
[cited by applicant]
Chang et al., “Magnetic SERS Composite Nanoparticles for Microfluidic Detection” 251st ACE National Meeting, Mar. 13-17, 2016, 1 page.
[cited by applicant]
Chen et al., “Aggregation Kinetics of Alginate-Coated Hematite Nanoparticles in Monovalent and Divalent Electrolytes” Environmental Science & Technology, vol. 40, No. 5, Mar. 2006, 1516-1523, 9 pages.
[cited by applicant]
Chen et al., “Analysis of the solution conformations of T4 lysozyme by paramagnetic NMR spectroscopy” Physical Chemistry Chemical Physics, 2016, 18(8), 5850-5859, 10 pages.
[cited by applicant]
Chen et al., “Impact of Irreversible Retention on Tracer Deployments; Constraining Novel Material Deployments” SPE 188890-MS, in SPE Abu Dhabi International Petroleum Exhibition and Conference, Society of Petroleum Engi…
[cited by applicant]
Chen et al., “Improved Reservoir History Matching and Prudction Optimization with Tracer Data” SPE 191523-MS, in SPE Annual Technical Conference and Exhibition, Society of Petroleum Engineers, Sep. 2018, 15 pages.
[cited by applicant]
Chen et al., “Upconversion Nanoparticles: Design, Nanochemistry, and Applications in Theranostics” Chem. Rev, 114(10), Mar. 2014, 5161-5214, 54 pages.
[cited by applicant]
Chen et al., “FITC functionalized magnetic core-shell Fe
[cited by applicant]
Chen et al.; “Hydration Repulsion between Carbohydrate Surfaces Mediated by Temperature and Specific Ions” Scientific Reports, vol. 6, Jun. 23, 2016, 10 pages.
[cited by applicant]
Cheraghian, “Application of nano-particles of clay to improve drilling fluid” Int. J. Nanosci. Nanotechnol., Jun. 13, 2017, 177-186, 10 pages.
[cited by applicant]
Chuang et al., “Ultra-sensitive in-situ detection of novel near-infrared persistent luminescent tracer nanoagents in crude oil-water mixtures” a natureresearch journal, Scientific Reports, Jun. 15, 2016, 5 pages.
[cited by applicant]
Coates et al, “Enhancement of luminescence of europium(m) ions in water by use of synergistic chelation. Part 1.1 : 1 and 2 : 1 complexes” J. Chem. Soc, Perkin Trans., Jan. 1996, 1275-1282, 8 pages.
[cited by applicant]
Cole et al.; “Polyethylene Glycol Modified, Cross-Linked Starch-Coated Iron Oxide Nanoparticles for Enhanced Magnetic tumor Targeting” Biomaterials, vol. 32, No. 8, Mar. 1, 2011, 2183-2193, 11 pages.
[cited by applicant]
Cox et al., “Pyrolyzable Nanoparticle Tracers for Environmental Interrogation and Monitoring” ACS Appl. Mater. Interfaces, 2017, 9(15), 13111-13120, 10 pages.
[cited by applicant]
Cubillos et al., “SPE 174394-MS: The Value of Inter-well and Single Well Tracer Technology for De-Risking and Optimizing a CEOR Process—Caracara Field Case” Society of Petroleum Engineers (SPE), presented at EUROPEC 201…
[cited by applicant]
Das et al., “Molecular Fluorescence, Phosphorescence, and Chemiluminescence Spectrometry” Analytical Chemistry, Nov. 3, 2011, 29 pages.
[cited by applicant]
Deans, “SPE 7076: Using Chemical Tracers To Measure Fractional Flow And Saturation In-Situ” Society of Petroleum Engineers (SPE), presented at SPE Symposium on improved Methods of Oil Recovery, Apr. 16-17, 1978, 10 page…
[cited by applicant]
Deschamps et al., “Drilling to the Extreme: the Micro-Coring Bit Concept” IADC/SPE 115187, presented at the IADC/SPE Asai Pacific Drilling Technology Conference and Exhibition, Aug. 25-27, 2008, 12 pages.
[cited by applicant]
Desmette et al., “Drilling Hard and Abrasive Rock Efficiently, or Generating Quality Cuttings? You No Longer Have to Choose . . . ” SPE 116554, Society of Petroleum Engineers, 2008 SPE Annual Technical Conference and Ex…
[cited by applicant]
Du et al., “SPE 93140: Interwell Tracer Tests: Lessons Learned from past Field Studies” Society of Petroleum Engineers (SPE), presented at SPE Asia Pacific Oil and Gas Conference and Exhibition, Apr. 5-7, 2005, 9 pages.
[cited by applicant]
Dugstad, “Chapter 6: Well-to-well tracer tests” in Petroleum Engineering Handbook, 2007, 651-683, 31 pages.
[cited by applicant]
Dung et al., “Structural and magnetic properties of starch coated magnetite nanoparticles” Journal of Experimental Nanoscience, Sep. 4, 2009, 259-267, 9 pages.
[cited by applicant]
Edwards et al., “Extending the distance range accessed with continuous wave EPR with Gd3+ spin probes at high magnetic fields” Physical Chemistry Chemical Physics, 15(27), 2013, 11313-11326, 14 pages.
[cited by applicant]
El-Aneed et al., “Mass Spectrometry, Review of the Basics: Electrospray, MALDI, and Commonly Used Mass Analyzers” Applied Spectroscopy Reviews, Mar. 16, 2009, 22 pages.
[cited by applicant]
Fichtel et al., “A highly sensitive HPLC method for determination of nanomolar concentrations of dipicolinic acid, a characteristic constituent of bacterial endospores” Journal of Microbiological Methods, 2007, 70, 319-…
[cited by applicant]
Freeze and Cherry, “Chapter 9: Groundwater Contamination” in Groundwater, Englewood Cliffs, NJ: Prentice-Hall, Inc., 1979, 80 pages.
[cited by applicant]
Galdiga and Greibrokk, “Ultra-trace determination of flurinated aromatic carboxylic acids in aqueous reservoir fluids using solid-phase extraction in combination with gas chromatography-mass spectrometry” Journal of Chr…
[cited by applicant]
Gao et al., “A Surface Functional Monomer-Directing Strategy for Highly Dense Imprinting of TNT at Surface of Silica Nanoparticles” Journal of American Chemical Society, vol. 129, No. 25, Jun. 2007, 7859-7866, 8 pages.
[cited by applicant]
Gardiner et al., “Practical Raman Spectroscopy” Springer-Verlag, 1989, 9 pages.
[cited by applicant]
Ge et al., “Fluorescence modified chitosan coated magnetic nanoparticles for high-efficient cellular imaging” Nanoscale Res. Lett, 4, Jan. 2009, 287-295, 9 pages.
[cited by applicant]
George et al., “Modified Dipicolinic Acid Ligands for Sensitization and Europium (III) Luminescence” Inorganic Chemistry, vol. 45, No. 4, Feb. 1, 2006, 6 pages.
[cited by applicant]
Georgi, et al., “Advances in Cuttings Collection and Analysis” SPWLA 34th Annual Logging Symposium, Jun. 13-16, 1993, 20 pages.
[cited by applicant]
Gordon-Grossman et al., “W-Band pulse EPR distance measurements in peptides using Gd3+-dipicolinic acid derivatives as spin labels” Physical Chemistry Chemical Physics, 13(22), 2011, 10771-10780, 10 pages.
[cited by applicant]
Grutzke et al., “Heptacoordinate Heteroleptic Salan (ONNO) and Thiosalan (OSSO) Titanium(IV) Complexes: Investigation of Stability and Cytotoxicity” Inorganic Chemistry 54(14), Jul. 2015, 6697-6706, 10 pages.
[cited by applicant]
Hagoot, “The response of interwell tracer tests in watered-out reservoirs” SPE 11131-MS, in SPE Annual Technical Conference and Exhibition, Society of Petroleum Engineers, Jan. 1982, 21 pages.
[cited by applicant]
Han et al., “Application of Silver-Coated Magnetic Microspheres to a SERS-Based Optofluidic Sensor” The Journal of Physical Chemistry (JPCC), Mar. 7, 2011, 7 pages.
[cited by applicant]
Hardy et al., “A novel fluorescent tracer for real-time tracing of clay transport over soil surfaces” Catena, 141, Jun. 2016, 39-45, 7 pages.
[cited by applicant]
He et al., “Luminescent Europium Chelates Synthesis and Fluorescence Properties” Sensors and Materials (2007), 19(2), 123-132, 10 pages.
[cited by applicant]
Hindle et al., “Dipicolinic acid (DPA) assay revisited and appraised for spore detection” Analyst, 1999, 124: 1599-1604, 6 pages.
[cited by applicant]
Hu et al., “Smart Liquid SERS Substrates based on Fe
[cited by applicant]
Huseby et al., “Assessing EOR potential from partitioning tracer data” SPE 172808-MS, in SPE Middle East Oil and Gas Show and Conference, Society of Petroleum Engineers, Mar. 2015, 15 pages.
[cited by applicant]
Huseby et al., “SPE-169183-MS: High Quality Flow Information from Tracer Data” Society of Petroleum Engineers (SPE), presented at the SPE Bergen One Day Seminar, Apr. 2, 2014, 9 pages.
[cited by applicant]
Hutchins et al., “SPE-21049: Aqueous Tracers for Oilfield Applications” Society of Petroleum Engineers (SPE), presented at SPE International Symposium on Oilfield Chemistry, Feb. 20-22, 1991, 9 pages.
[cited by applicant]
Invitrogen, “Fluorophores and Their Amine-Reactive Derivatives” Molecular Probs Handbook, A Guide to Fluorescent Probes and Labeling Technologies, 11th Edition, 2010, 88 pages.
[cited by applicant]
Jenkins et al., “Ultratrace Determination of Selected Lanthanides by Luminescence Enhancement” Analytical Chemistry, vol. 68, No. 17, Jan. 1, 1996, 7 pages.
[cited by applicant]
Jun et al., “Multifunctional Silver-Embedded Magnetic Nanoparticles as SERS Nanoprobes and Their Applications” Wiley-VCH Verlag GmbH& Co. KGaA, Weinheim, Jan. 4, 2010, 7 pages.
[cited by applicant]
Kaewsaneha et al., “Immobilization of fluorescein isothiocyanate on magnetic polymeric nanoparticle using chitosan as spacer,” Journal of Colloid and Interface Science, 2012, 377:145-152, 8 pages.
[cited by applicant]
Kaushik et al., “Gd(III) and Mn(II) complexes for dynamic nuclear polarization: small molecular chelate polarizing agents and applications with site-directed spin labeling of proteins” Physical Chemistry Chemical Physic…
[cited by applicant]
Khan et al., “Optimizing waterflood management in a giant UAE carbonate oil field using simulation-based streamlines” SPE 171777-MS, in Abu Dhabi International Petroleum Exhibition and Conference, Society of Petroleum E…
[cited by applicant]
Kneipp et al., “Single Molecule Detection Using Surface-Enhanced Raman Scattering (SERS)” Physical Review Letters, American Physical Society vol. 78, No. 9, Mar. 3, 1997, 4 pages.
[cited by applicant]
Kornberger and Thiele, “Experiences with an Efficient Rate-Management Approach for the 8th Tortonian Reservoir in the Vienna Basin” SPE 166393-PA, SPE Reservoir Evaluation and Engineering, vol. 17, No. 2, May 2014, 12 p…
[cited by applicant]
Kosynkin and Alaskar, “Oil Industry First Interwell Trial of Reservoir Nanoagent Tracers” SPE 181551-MS, in SPE Annual Technical Conference and Exhibition, Society of Petroleum Engineers, Sep. 2016, 15 pages.
[cited by applicant]
Kramer, “Water-Soluble Dendritic Architectures with Carbohydrate Shells for the Templation and Stabilization of Catalytically Active Metal Nanoparticles” published by ACS, Macromolecules, vol. 38, No. 20, Aug. 27, 2005,…
[cited by applicant]
Labbe et al., “Development of metal-chelating inhibitors for the Class II fructose 1,6-bisphosphate (FBP) aldolase” Journal of Inorganic Biochemistry, 112, Jul. 2012, 49-58, 10 pages.
[cited by applicant]
Lachowicz et al., “Biocompatible and fluorescent superparamagnetic iron oxide nanoparticles with superior magnetic properties coates with charged polysaccharide derivatives” Colloids and Surfaces B: Biointerfaces, 2017,…
[cited by applicant]
Larsen et al, “Efficient Synthesis of 4,7-Diamino Substituted 1,10-Phenanthroline-2,9-dicarboxamides” Organic Letters, vol. 13, No. 13, Jul. 2011, 3546-3548, 3 pages.
[cited by applicant]
Li et al., “Long persistent phosphors—from fundamentals to applications” Chem. Soc. Rev., 45(8), Apr. 2016, 2090-2136, 48 pages.
[cited by applicant]
Li et al., “Magic Angle Spinning NMR Structure Determination of Proteins from Pseudocontact Shifts” Journal of the American Chemical Society, 135(22), May 2013, 8294-8303, 10 pages.
[cited by applicant]
Li et al., “Superparamagnetic Iron Oxide Nanoparticles as MRI contrast agents for Non-invasive Stem Cell Labeling and Tracking” Theranostics, Jul. 2013, 3(8):595-615, 21 pages.
[cited by applicant]
Li et al., “Thiol-ene reaction: a versatile tool in site-specific labelling of proteins with chemically inert tags for paramagnetic NMR” Chemical Communications, Cambridge, United Kingdom, 48(21), 2704-2706, 2012, 18 pa…
[cited by applicant]
Liu et al., “Photostimulated near-infrared persistent luminescence as a new optical read-out from Cr3+-doped LiGa5O8” Scientific Reports 3, Article 1554, Mar. 2013, 9 pages.
[cited by applicant]
Lomstein and Jorgensen, “Pre-column liquid chromatographic determination of dipicolinic acid from bacterial endospores” Limnology and Oceanography: Methods, Apr. 2012, 10:4, 227-233, 14 pages.
[cited by applicant]
Mahdavi et al., “Preparation, Characterization, and Application of Polyacrylamide-Polystyrene/Bentonite Nanocomposite as an Effective Immobilizing Adsorbent for Remediation of Soil” Chemistry Select, Apr. 5, 2020, 4538-…
[cited by applicant]
Mahmoudi et al., “Superparamagnetic iron oxide nanoparticles development surface modification and applications in chemotherapy” Advanced Drug Delivery Reviews, Jan. 2011, 63, 24-46, 23 pages.
[cited by applicant]
Manna et al., “Complexation behavior of trivalent actinides and lanthanides with 1,10-phenanthroline-2,9-dicarboxylic acid based ligands: insight from density functional theory” Physical Chemistry Chemical Physics, vol.…
[cited by applicant]
Marais, A., et al. “Time-Resolved Fluorescence for Real-Time Monitoring of Both Scale and Corrosion Inhibitors: A Game-Changing Technique” SPE International Oilfield Scale Conference and Exhibition. OnePetro, May 2016, …
[cited by applicant]
Marchetti et al., “Fluorous affinity chromatography for enrichment and determination of perfluoroalkyl substances” Annual Review of Analytical Chemistry vol. 84, Jul. 19, 2012, 8 pages.
[cited by applicant]
Martinez et al., “Polysaccharide-based Nanoparticles for Controlled Release Formulations” The Delivery of Nanoparticles, Published May 2012, 185-222, 40 pages.
[cited by applicant]
Martini et al., “How to Monitor Scale Inhibitor Squeeze using Simple TRF Tracers” Society of Petroleum Engineers, presented at the SPE International Symposium on Oilfield Chemistry held in the Woodlands, Texas, Apr. 13-…
[cited by applicant]
Melton et al, “Complexes of Greatly Enhanced Thermodynamic Stability and Metal Ion Size-Based Selectivity, Formed by the Highly Preorganized Non-Macrocyclic Ligand 1,10-Phenanthroline-2,9-dicarboxylic Acid: A Thermodyna…
[cited by applicant]
Moyner et al., “The Application of Flow Diagnostics for Reservoir Management” Society of Petroleum Engineers (SPE), Apr. 2015, 18 pages.
[cited by applicant]
Muller and Seubert, “Ultra trace determination of fluorobenzoic acids in tap and reservoir water using solid-phase extraction and gas chromatography-mass spectrometry” Journal of Chromatography A, 1260, Oct. 2012, 7 pag…
[cited by applicant]
Nie et al., “Probing Single Molecules and Single Nanoparticles by Surface-Enhanced Raman Scattering” Science, vol. 275, No. 5303, Feb. 1997, 1102-1106, 6 pages.
[cited by applicant]
Ogden et al., “Complexation of Am(III) and Nd(in) by 1,10-Phenanthroli ne-2,9-Di carboxylic Acid” Journal of Solution Chemistry, vol. 42, No. 1, pp. 211-225, 2013, 15 pages.
[cited by applicant]
Ouali et al., “Analysis of Paramagnetic NMR Spectra of Triple-Helical Lanthanide Complexes with 2,6-Dipicolinic Acid Revisited: A New Assignment of Structural Changes and Crystal-Field Effects 25 Years Later” Inorganic …
[cited by applicant]
Pallenberg et al. “Synthesis and Characterization of Some Copper(I) Phenanthroline Complexes” Inorg. Chem. 1995, 34, 2833-2840, 8 pages.
[cited by applicant]
Park et al., “Application of montmorillonite in bentonite as a pharmaceutical excipient in drug delivery systems” Journal of Pharmaceutical Investigation, 46, May 2016, 363-375, 13 pages.
[cited by applicant]
Parker and Williams, “Getting excited about lanthanide complexation chemistry” Journal of the Chemical Society, Dalton Transactions, vol. 18, 1996, 16 pages.
[cited by applicant]
Parker et al., “Being excited by lanthanide coordination complexes: aqua species, chirality, excited-state chemistry, and exchange dynamics” Chemical Reviews, vol. 102, Issue 6, May 2002, 34 pages.
[cited by applicant]
Petoud et al., “Brilliant SM, Eu, Tb, and Dy Chiral Lanthanide Complexes with Strong Circularly Polarized Luminescence” Journal fo the American Chemical Society (JACS), Dec. 15, 2006, 7 pages.
[cited by applicant]
Potapov et al., “Nanometer-Scale Distance Measurements in Proteins Using Gd3+ Spin Labeling” Journal of the American Chemical Society, 132(26), Jun. 2010, 9040-9048, 9 pages.
[cited by applicant]
Qianming et al., “Bspda Synthesis and its Europium (III) Complexes' Fluorescence” Chemical Industry Times, Jul. 2005, 19(7): 38-41, 4 pages (English Abstract).
[cited by applicant]
Rashdan et al., “Effect of the preparation route, PEG and annealing on the phase stability of Fe3O4 nanoparticles and their magnetic properties” Journal of Experimental Nanoscience, vol. 8, No. 2, 2013, 210-222, 13 page…
[cited by applicant]
Rovani, “Enhanced Oil Recovery: Aqueous Flow Tracer Measurement” WRI-09-R002, OSTI.Gov, Technical Report, U.S. Department of Energy, Feb. 2009, 1-18, 25 pages.
[cited by applicant]
Rowan et al., “Dynamic Covalent Chemistry” Angewante Chemie International Edition, Mar. 15, 2002, 55 pages.
[cited by applicant]
Sabbatini et al., “Luminescent lanthanide complexes as photochemical supramolecular devices” Coordination Chemistry Reviews, vol. 123, issue 1-2, Feb. 1993, 28 pages.
[cited by applicant]
Saeki et al., “Upper and lower critical solution temperatures in poly (ethylene glycol) solutions” Polymer, vol. 17, No. 8, Aug. 1976, 685-689, 5 pages.
[cited by applicant]
Sammes and Yshioglu, “Modern bioassays using metal chelates as luminescent probes” Natural Product Reports, vol. 31, No. 1, 1996, 28 pages.
[cited by applicant]
Sanni et al., “A field case study of inter-well chemical tracer test” in SPE International Symposium on Oilfield Chemistry, Society of Petroleum Engineers, Apr. 2015, 17 pages.
[cited by applicant]
Sanni et al., “Pushing the envelope of residual oil measurement: A field case study of a new class of inter-well chemical tracers” Journal of Petroleum Science and Engineering, vol. 163, 2018, 19 pages.
[cited by applicant]
Santarelli et al., “Formation Evaluation From Logging on Cuttings” SPE Reservoir Evaluation and Engineering, presented at the 1996 SPE Permian Basin Oil and Gas Recovery Conference, Mar. 27-29, 1996, published Jun. 1998…
[cited by applicant]
Schmidt et al., “Copper dipicolinates as peptidomimetic ligands for the Src SH2 domain” Bioorganic & Medicinal Chemistry Letters, 14(16), 4203-4206, Aug. 2004, 4 pages.
[cited by applicant]
Schmidt et al., “Synthesis of Mono- and Dinuclear Vanadium Complexes and Their Reactivity toward Dehydroperoxidation of Alkyl Hydroperoxides” Inorganic Chemistry 56(3), 2017, 1319-1332, 14 pages.
[cited by applicant]
Selvin et al., “Principles and biophysical applications of lanthanide-based probes” Annual Review of Biophysics and Biomolecular Structure, Jun. 2002, 28 pages.
[cited by applicant]
Serres-Piole et al., “Direct sensitive simultaneous determination of fluorinated benzoic acids in oil reservoir waters by ultra high-performance liquid chromatography-tandem mass spectrometry” Journal of Chromatography …
[cited by applicant]
Serres-Piole et al., “Water tracers in oilfield applications: Guidelines” Elsevier Ltd., Journal of Science and Engineering, Nov. 2012, 18 pages.
[cited by applicant]
ShamsiJazeyi et al., “Polymer-Coated Nanoparticles for Enhance Oil Recovery” Journal of Applied Polymer Science, vol. 131, No. 15, Aug. 5, 2014, 13 pages.
[cited by applicant]
Shook et al., “SPE 124614: Determining Reservoir Properties and Flood Performance from Tracer Test Analysis” Society of petroleum Engineers (SPE), presented at SPE Annual Technical Conference and Exhibition, Oct. 4-7, 2…
[cited by applicant]
Solomon et al., “Synthesis and Study of Silver Nanoparticles” Journal of Chemical Education vol. 84, No. 2, 2007, 332-325, 4 pages.
[cited by applicant]
Song et al., “SERS-Encoded Nanogapped Plasmonic Nanoparticles: Growth of Metallic Nanoshell by Templating Redox-Active Polymer Brushes” Journal of the American Chemical Society (JACS), Apr. 28, 2014, 4 pages.
[cited by applicant]
Stiles et al., “Surface-Enhanced Raman Spectroscopy” Annual Review of Analytical Chemistry, vol. 1, No. 1, Jul. 2008, 601-626, 29 pages.
[cited by applicant]
Stryer et al., “Diffusion-enhanced fluorescence energy transfer” Annual Review of Biophysics and bioengineering, vol. 11, Issue 1, 1982, 21 pages.
[cited by applicant]
Su et al., “A Dipicolinic Acid Tag for Rigid Lanthanide Tagging of Proteins and Paramagnetic NMR Spectroscopy” Journal of the American Chemical Society, 130(32), Jul. 2008, 10486-10487, 2 pages.
[cited by applicant]
Tang et al., “Synthesis and fluorescence properties of Tb(III) complexes with pyridine-2,6-dicarboxylic acid derivatives” Journal of Central South University of Technology (English Edition), 15(5), Oct. 2008, 599-605, 7…
[cited by applicant]
Tang et al., “Synthesis of Novel Derivatives of Pyridine-2,6-dicarboxylic Acid” Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry, 36(14), Jun. 2006, 2027-2034, 9 …
[cited by applicant]
Tang et al., “Synthesis of Eu(III) and Tb(III) Complexes with Novel Pyridine-2,6-Dicarboxylic Acid Derivatives and Their Fluorescence Properties” Front. Chem. China, 2006, 4:, 408-413, 6 pages.
[cited by applicant]
Thomas et al., “Deployment and Detection of a Novel Barcoded Advanced Tracers System for the Optimization of Improved Waterflood Recovery in Hydrocarbon Reservoirs” SPE-194872-MS, SPE Middle East Oil and Gas Show and Co…
[cited by applicant]
Tian et al., “Off-Resonant Gold Superstructures as Ultrabright Minimally Invasive Surface-Enhanced Raman Scattering (SERS) Probes” American Chemical Society, Jul. 2015, 7 pages.
[cited by applicant]
Toulhoat, “Experimentation and Modelling of U, Th and Lanthanides Transport in Fissured Rocks: Influence of Complexation” MRS Proceedings, vol. 50, Jan. 1, 1985, 8 pages.
[cited by applicant]
Wahajuddin et al., “Superparamagnetic iron oxide nanoparticles: Magnetic nanoplatforms as drug carriers” International Journal of Nanomedicine, 7, Jul. 2012, 3445-3471, 27 pages.
[cited by applicant]
Wang et al., “The Design and Implementation of a Full Field Inter-Well Tracer Program on a Giant UAE Carbonate Oil Field” in Abu Dhabi International Petroleum Exhibition and Conference, Society of Petroleum Engineers, S…
[cited by applicant]
Wu et al., “A reusable biosensor chip for SERS-fluorescence dual mode immunoassay” Proc. SPIE 9543, Third International Symposium on Laser Interaction with Matter, 954317, May 4, 2015, 6 pages.
[cited by applicant]
Wu et al., “A SERS-Assisted 3D Barcode Chip for High-Throughput Biosensing” Small Journal vol. 11, No. 23, Jun. 11, 2015, 9 pages.
[cited by applicant]
Xu et al., “Superparamagnetic Photonic Crystals” Adv. Mater., Nov. 2001, 13, 1681-1683, 4 pages.
[cited by applicant]
Xu et al., “Synthesis and Utilization of Monodisperse Superparamagnetic Colloidal Particles for Magnetically Controllable Photonic Crystals” Chem. Mater., 14(3), 2002, 1249-1256, 8 pages.
[cited by applicant]
Xu et al.., “Measurement of two-photon excitation cross sections of molecular fluorophores with data from 690 to 1050 nm” Journal of the Optical Society of America B, Mar. 1996, 11 pages.
[cited by applicant]
Yang et al., “The Co-Luminescence Groups of Sm—La-pyridyl Carboxylic Acids and the Binding Characteristics between the Selected Doped Complex and Bovine Serum Albumin” Bulletin of the Korean Chemical Society 33(4), Apr.…
[cited by applicant]
Yang et al., “Paramagnetic labeling of proteins and pseudocontact shift in structural biology” Chinese Journal of Magnetic Resonance, 2014, 31(2):155-171, 12 pages (English Abstract).
[cited by applicant]
Yu et al., “Adsorption of proteins and nucleic acids on clay minerals and their interactions: A review” Applied Clay Science, 80-81, Aug. 2013, 443-452, 10 pages.
[cited by applicant]
Zamberi et al., “SPE 166005: Improved Reservoir Surveillance Through Injected Tracers In A Saudi Arabian Field: Case Study” Society of Petroleum Engineers (SPE), presented at SPE Reservoir Characterization and Simulatio…
[cited by applicant]
Zemel, “Chapter 3: Interwell Water Tracers” Tracers in the Oil Field, vol. 43, 1st Edition, Elsevier Science, Jan. 13, 1995, 47 pages.
[cited by applicant]
Zhang et al., “Water adsorption on kaolinite and illite after polyamine adsorption” Journal of Petroleum Science and Engineering, 142, Jun. 2016, 13-20, 8 pages.
[cited by applicant]
Zhao et al., “Chromatographic Separation of Highly Soluble Diamond Nanoparticles Prepared by Polyglycerol Grafting” Angewandte Chemie International Edition, vol. 50, No. 6, Feb. 7, 2011, 1388-1392, 5 pages.
[cited by applicant]
Zhou et al., “Upconversion luminescent materials: advances and applications” Chem Rev., Jan. 14, 2015, 71 pages.
[cited by applicant]
Arora et al., “Hydrophobically modified sodium alginate conjugated plasmonic magnetic nanocomposites for drug delivery & magnetic resonance imaging,” Materials Today Communications, Dec. 2020, 25(101470), 12 pages.
[cited by applicant]
Iordache et al., “Magnetic chitosan grafted (alkyl acrylate) composite particles: Synthesis, characterization and evaluation as adsorbents,” Arabian Journal of Chemistry, Dec. 29, 2015, 11:1032-1043, 12 pages.
[cited by applicant]
Pandey et al., “On the Weak Intrinsic Luminescence from Paclitaxel Dissolved in Nonelectrolyte Solvents,” Applied Spectroscopy, Aug. 1999, 53(8):991-999, 9 pages.
[cited by applicant]
Rippe et al., “Synthesis and magnetic manipulation of hybrid nanobeads based on Fe3O4 nanoclusters and hyaluronic acid grafted with an ethylene glycol-based copolymer,” Applied Surface Science, Apr. 30, 2020, 510(145354…
[cited by applicant]