WO2012052779A1 - Method of identifying a material - Google Patents
Method of identifying a material Download PDFInfo
- Publication number
- WO2012052779A1 WO2012052779A1 PCT/GB2011/052050 GB2011052050W WO2012052779A1 WO 2012052779 A1 WO2012052779 A1 WO 2012052779A1 GB 2011052050 W GB2011052050 W GB 2011052050W WO 2012052779 A1 WO2012052779 A1 WO 2012052779A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sers
- sample
- internal standard
- raman spectroscopy
- taggant compound
- Prior art date
Links
- 239000000463 material Substances 0.000 title claims abstract description 75
- 238000000034 method Methods 0.000 title claims abstract description 63
- 150000001875 compounds Chemical class 0.000 claims abstract description 85
- 238000001069 Raman spectroscopy Methods 0.000 claims abstract description 61
- 230000004044 response Effects 0.000 claims abstract description 49
- 239000000758 substrate Substances 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 238000004416 surface enhanced Raman spectroscopy Methods 0.000 claims abstract description 14
- 239000000523 sample Substances 0.000 claims description 91
- 239000000446 fuel Substances 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 29
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 15
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 14
- 239000000084 colloidal system Substances 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 229910052737 gold Inorganic materials 0.000 claims description 8
- 239000010931 gold Substances 0.000 claims description 8
- 239000012925 reference material Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 239000013074 reference sample Substances 0.000 claims description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 5
- 239000004332 silver Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000012454 non-polar solvent Substances 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 239000003905 agrochemical Substances 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 2
- 239000002480 mineral oil Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- -1 pharmaceutical Substances 0.000 claims 1
- 238000004611 spectroscopical analysis Methods 0.000 description 59
- 238000001228 spectrum Methods 0.000 description 22
- 238000004458 analytical method Methods 0.000 description 17
- 239000003550 marker Substances 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 7
- 238000001237 Raman spectrum Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 230000002776 aggregation Effects 0.000 description 5
- 238000004220 aggregation Methods 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000002923 metal particle Substances 0.000 description 5
- 239000002105 nanoparticle Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 230000004931 aggregating effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000011259 mixed solution Substances 0.000 description 4
- 238000000638 solvent extraction Methods 0.000 description 4
- 238000000479 surface-enhanced Raman spectrum Methods 0.000 description 4
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 3
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000002082 metal nanoparticle Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000013598 vector Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 239000003989 dielectric material Substances 0.000 description 2
- 239000002283 diesel fuel Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 239000002816 fuel additive Substances 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 239000011344 liquid material Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 238000005192 partition Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 150000004032 porphyrins Chemical class 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CJIJXIFQYOPWTF-UHFFFAOYSA-N 7-hydroxycoumarin Natural products O1C(=O)C=CC2=CC(O)=CC=C21 CJIJXIFQYOPWTF-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 108091034117 Oligonucleotide Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009396 hybridization Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000729 poly(L-lysine) polymer Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000003753 real-time PCR Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000001022 rhodamine dye Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 229940063675 spermine Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- ORHBXUUXSCNDEV-UHFFFAOYSA-N umbelliferone Chemical compound C1=CC(=O)OC2=CC(O)=CC=C21 ORHBXUUXSCNDEV-UHFFFAOYSA-N 0.000 description 1
- HFTAFOQKODTIJY-UHFFFAOYSA-N umbelliferone Natural products Cc1cc2C=CC(=O)Oc2cc1OCC=CC(C)(C)O HFTAFOQKODTIJY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/65—Raman scattering
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/65—Raman scattering
- G01N21/658—Raman scattering enhancement Raman, e.g. surface plasmons
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y15/00—Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/27—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands using photo-electric detection ; circuits for computing concentration
- G01N21/274—Calibration, base line adjustment, drift correction
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/22—Fuels; Explosives
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/26—Oils; Viscous liquids; Paints; Inks
- G01N33/28—Oils, i.e. hydrocarbon liquids
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/26—Oils; Viscous liquids; Paints; Inks
- G01N33/28—Oils, i.e. hydrocarbon liquids
- G01N33/2835—Specific substances contained in the oils or fuels
- G01N33/2882—Markers
Definitions
- the present invention relates to the analysis of a material to measure the amount of a taggant and identification of a product by adding a known taggant compound to the product and then later analysing a sample of the product or a similar material to determine whether the taggant is present.
- taggants for liquid and solid materials. Fluorescent dyes have been used in many applications, the fluorescence characteristics of a sample of the marked material being used to determine the presence and concentration of the taggant in the material.
- Other known taggants include biological compounds, especially DNA and oligonucleotides, and also halogenated chemicals such as perfluorocarbons.
- a typical application of these taggants is in the tagging of liquids such as hydrocarbon fuels in order to identify the liquid at a subsequent point in the supply chain. This may be done for operational reasons, e.g.
- a problem with the method of detecting fluorescent compounds used as markers arises when the material which is marked interferes with the fluorescence of the marker, by absorbing the excitation or emitted light, by exhibiting its own background fluorescence, or by changing the fluorescent characteristics of the marker.
- This is a particular problem in the marking of coloured liquids such as petroleum derived products with fluorescent dyes because hydrocarbon based liquids, such as fuels, exhibit a broad fluorescent emission.
- the fluorescent background tends to add to any fluorescent signal of the dye but the inherent absorbance of the liquid diminishes the fluorescence of the dye.
- the marking of such fuels, especially gasoline and diesel is an important use of marker compounds and the ability to detect single or multiple marker compounds with a high degree of certainty is critical to the use of such markers in such valuable and widespread products.
- US 5,358,873 describes and claims a method of detecting gasoline adulteration by tagging with a rhodamine dye and then shaking a small sample of the suspected fuel in a vial containing a small quantity of un-bonded flash chromatography-grade silica. The presence of the rhodamine marker dye in the suspect sample colours the silica red.
- US 4,659,676 describes a fluorescently labelled complex hydrophobic fluid produced by dissolving therein a porphyrin.
- the fluorescently labelled complex hydrophobic fluid is identified by observation of the characteristic fluorescence upon irradiation.
- the porphyrin may be first extracted into an acidic aqueous solution for determination of fluorescence.
- US 2,392,620 describes the use of umbelliferone or a derivative as a fluorescent marker for petroleum with detection by determination of the characteristic fluorescence after extraction into an aqueous alkaline solution.
- fuels are marked with certain substituted anthraquinones which are subsequently detected in a marked sample of fuel by extraction into an immiscible alkaline reagent.
- DNA has been described for use as a taggant for hydrocarbon fuels
- the quantitative detection of nucleic acids is not sufficiently reproducible to encourage its use as a marker for fuels, where detection of dilution or adulteration of the fuel by detection of relatively small differences in the concentration of the taggant is required.
- WO2008/019161 describes a method of fuel identification with surface enhanced Raman spectroscopy (SERS) tags. This method includes the association of a substance having a known Raman spectrum with a quantity of fuel.
- a nanoparticle including a SERS active core may be mixed into a fuel supply.
- a SERS active dye including a Raman active reporter molecule may be mixed with a quantity of fuel. If the quantity of fuel is tagged with a dye having Raman active reporter molecules, the process of identifying the quantity of fuel may include mixing into a sample of the fuel a colloid of Raman enhancing metal particles and then acquiring the Raman spectrum of the Raman active reporter molecule associated with the tag.
- Suitable metals include, but are not limited to, silver or gold.
- a portion of the sample may be associated with a SERS active substrate.
- SERS response of the tags tend to vary such that the results include a significant uncertainty due to non-reproducibility.
- a method of measuring the amount of a particular SERS-active compound in a sample of a material comprises the steps of:- a) adding to said sample an internal standard comprising an isotopically-altered version of said SERS-active taggant compound;
- a method of identifying a material comprises the steps of:- a. adding to a first material a SERS-active taggant compound;
- a method of comparing a material to a reference material comprising the steps of:- a. obtaining a sample of said material;
- a method of marking a first material and subsequently identifying whether a sample of a second material is a sample of said marked first material comprising the steps of adding to said first material a SERS-active taggant compound and later
- the concentration of the SERS-active taggant compound in the reference material preferably being the same as or having a known relationship to the concentration of SERS-active taggant compound in the marked first material.
- the reference material may be a sample of the first material.
- the method is suitable for identifying a variety of types of materials, including organic liquids, water, aqueous solutions, powdered solids, particulate solids, solid objects or a plurality of objects.
- materials for which the method of the invention may be desirably practised include hydrocarbons, fuels, mineral oils, vegetable oils, liquids that are known to be used to adulterate fuels and oils such as organic solvents, alcohols, pharmaceuticals, agrochemicals, cosmetics, perfumes and other high value or highly-taxed products.
- the method has been found to be particularly applicable to identifying hydrocarbon fuels by marking the fuels with a taggant and then measuring the concentration of taggant in a sample of fuel to determine whether the sample is a sample of the marked fuel and also whether the fuel has been diluted with an unmarked or differently marked liquid.
- the material may be dissolved or dispersed in a liquid before analysis if required. This is especially useful if the material is a solid but may also be used for liquid or semi-liquid materials.
- a taggant is a compound present in a material by means of which the material may be identified.
- a sample of the distributed material may be identified by analysing the material to determine the presence, absence or the concentration of the taggant compound and comparison with the concentration of taggant in the material before distribution.
- Adulteration of the distributed material for example by dilution with an un-tagged material, may also be detected by comparison of the concentration of taggant in the material before and after distribution.
- SERS surface enhanced spectroscopy
- SERRS surface-enhanced resonance Raman spectroscopy
- the SERS-active taggant compound is a chemical compound which can be identified by its Raman signal when in contact with a SERS substrate. Suitable taggants are therefore capable of adsorption to a SERS substrate in order that they exhibit surface-enhanced Raman scattering. Suitable taggants produce an enhanced Raman signal when in contact with a SERS substrate compared with the Raman signal produced in the absence of a SERS substrate.
- the taggant is preferably soluble in the liquid which is to be marked with the taggant up to the concentration which is to be used.
- the taggant is preferably soluble in the fuel up to a concentration which is measurable using SERS analysis.
- the taggant may be less soluble in the material to be marked than it is in a solvent used to extract the taggant prior to SERS analysis.
- the SERS substrate is an aqueous solution of a metal colloid
- the taggant may be capable of adsorbing onto the metal surface whilst maintaining the ability of the colloidal particles to partition into the aqueous phase after mixing with the sample.
- the choice of taggant must therefore take into consideration its capability of producing an enhanced Raman signal through use of SERS methods, its affinity to a SERS substrate surface, and solubility and partitioning properties.
- the taggant must also be available as an isotopically-altered version for use as an internal standard in the method.
- Methods of producing isotopically altered molecules are well known and typically include replacing at least one hydrogen atom in the taggant molecule with deuterium or replacing a carbon atom with C 3 .
- the isotopically altered version of the SERS-active taggant must itself be SERS-active and must produce a SERS Raman signal which is resolvable from the signal produced by the taggant.
- the SERS substrate is a substrate having a surface which is capable of enhancing the spectroscopic response of a molecule which is close to or in contact with the surface, i.e. it is capable of promoting surface-enhanced spectroscopy (SES).
- the SERS substrate may be any material showing surface plasmon enhancement.
- SERS substrates typically comprise metals such as silver, gold and copper.
- the use of other SERS substrates, particularly metals, may be possible, including Na and Al and transition metals such as Pt, Ni, Ru, Rh, Pd, Co, Fe, Cr.
- SES-promoting substrates may become available and may be useful for the method of the invention.
- the SERS substrate may take the form of small particles, usually nanoparticles, typically used as colloidal solutions, especially aqueous colloidal solutions.
- the SERS substrate may take the form of a planar material having a metallic surface comprising microstructure in the form of an immobilised metal colloid or a patterned surface made from or coated with a metal such as gold, silver or copper.
- Suitable SERS substrates are widely available commercially, either as colloidal gold or silver solutions or as specialist planar materials for SERS having plasmonic surfaces, such as KlariteTM.
- the SERS-active taggant compound and / or the internal standard may be incorporated in a "nanotag" including a SERS substrate.
- Suitable nanotags include SERS-active composite nanoparticles which are described, for example, in WO01/25758 and comprise a SES (surface enhanced spectroscopy) metal nanoparticle, a layer of a SES-active species in close proximity to the metal surface and an encapsulating shell comprising a polymer, glass or another dielectric material.
- the internal standard may comprise a nanotag incorporating an isotopically-altered version of the SERS-active taggant compound.
- the internal standard may comprise a SES metal nanoparticle, a layer of a SES-active species in close proximity to the metal surface and an encapsulating shell comprising a polymer, glass or another dielectric material in which the SES-active species is an isotopically-altered version of the SERS-active taggant compound.
- the taggant is added to the material to be marked by standard means, for example when the material is held in bulk volumes at a manufacturing or distribution location. Different taggants may be added to different volumes of material of the same bulk composition which are intended for different purposes or for use in different territories or which originate from different batches of material. Alternatively, different taggants may be added to different bulk volumes of material having different compositions, for example to distinguish between fuels of different grades.
- the concentration of taggant in the material is preferably in the range from 1 ppb (i.e. 0.001 ppm) to 100 ppm, more preferably from 10 ppb to 10 ppm.
- the taggant is normally added to the material in amounts less than 10 ppm.
- ppb means parts per billion
- ppm means parts per million. More than one taggant may be added to a single material and the use of combinations of different taggants in varying relative amounts may provide a large number of uniquely tagged materials using relatively few taggant compounds.
- the taggant may be added to a component of the material to be marked.
- the taggant may be added to one ingredient of the composition, such as a dispersing agent, for example.
- the taggant may be added to a fuel additive which is then incorporated into the bulk fuel before it is distributed. In these cases, the material becomes marked with the taggant when the ingredient incorporating the taggant is added to the material composition during preparation or
- the taggant may be added to or mixed with a solvent before it is mixed with the material to be marked.
- the method of the invention is used.
- SERS-active compound in an organic liquid sample by a standard prior art SERS method using an aqueous gold colloid
- This variation is unacceptable for detecting fuel adulteration by dilution because the difference between the amount of taggant detected in the sample and that added to the original liquid is used to indicate the presence of an untagged liquid.
- SERS is very dependent on the adsorption of the SERS active compound to the SERS substrate, aggregation of the gold particles to which they have adsorbed and, in the case of analysis of organic liquids, on the partitioning of the SERS active compound and the gold nanoparticles between organic and aqueous phases.
- the internal standard must be as chemically similar to the SERS-active taggant compound as possible, so that it behaves in the same way.
- the internal standard used in the present method is therefore an isotopically altered (or "isotopically edited") version of the taggant compound.
- the concentration of internal standard added to the sample may be greater or less than the concentration of SERS-active taggant expected to be present in the sample.
- the concentration of internal standard added to the sample is preferably in the range from 1 ppb (i.e. 0.001 ppm) to 100 ppm, more preferably from 10 ppb to 10 ppm.
- the concentration of internal standard added to the sample is the same as the concentration of internal standard in the reference sample.
- the amount of sample used for analysis by the method of the invention must be accurately known. Suitable methods of sampling are known and may involve the use of volumetric flasks or a sampling loop. The internal standard is added to the sample in an accurately known quantity and mixed thoroughly.
- the sample may be diluted with a suitable solvent or with a further volume of the liquid comprising the bulk of the sample.
- a suitable solvent such as an alkane, for example iso-octane, n-octane, decane or dodecane.
- the volume ratio of sample to solvent used is typically in the range 1 : 1 - 50.
- the use of a solvent may enhance the partitioning of the taggant and metal nanoparticles into an aqueous phase.
- the SERS substrate is a metal colloid in solution
- the contact of the SERS-active taggant compound and the internal standard in the sample with the SERS substrate is carried out by mixing, e.g. by shaking, the colloid solution with the sample for sufficient time to allow the molecules in the sample to adsorb on the metal surfaces.
- the time allowed for this mixing should be kept constant between samples.
- the colloidal metal particles partition into the aqueous phase.
- the metal particles carrying the adsorbed SERS-active molecules normally form aggregates.
- the sample and SERS substrate is then subjected to Raman spectroscopy to obtain the Raman spectrum of the aqueous portion of the mixture using known methods.
- the colloidal metal particles it is normally beneficial for the colloidal metal particles to form aggregates comprising several particles in the presence of the SERS-active taggant compound. Aggregation may take place spontaneously, depending on the nature of the colloid and the compounds present in the mixture to be analysed. As an option, one or more aggregating agents may be used in order to improve the aggregation of the colloidal metal particles in the presence of the SERS-active taggant compound. Suitable aggregating agents may be selected according to the nature of the colloidal metal and/or the SERS-active taggant compound.
- aggregating agents which may be useful include compounds which affect the ionic concentration in the colloid, such as active or passive salts, acids and bases; polymers or long-chain ions which may affect the surface charge of the colloid or otherwise alter the colloidal properties e.g. by affecting steric interaction or stability of the colloid by displacement of or interaction with colloidal stabilisers.
- Typical examples of aggregating agents include sodium chloride, sodium sulphate, sodium nitrate, potassium nitrate, potassium chloride, calcium chloride, nitric acid, sulphuric acid, sulphurous acid, hydrochloric acid, spermine, and poly(L)lysine.
- the relative amount of the SERS-active taggant compound and the internal standard may be calculated from the ratio of (i) the Raman spectroscopy detector response to the SERS-active taggant compound to (ii) the Raman spectroscopy detector response to the internal standard.
- the detector response ratio may be the ratio of selected peaks (peak height, peak area) of the SERS spectrum.
- concentration of said SERS-active taggant compound in said sample is calculated from the ratio calculated in step (d) of the method.
- the ratio calculated in step (d) is preferably compared with a reference value representing the ratio of (i) the Raman spectroscopy detector response to the SERS-active taggant compound to (ii) the Raman spectroscopy detector response to the internal standard from a reference sample containing a known concentration of SERS-active taggant compound.
- the SERS spectrum obtained from a reference sample containing only the target SERS-active taggant or the internal standard may be used to identify suitable peaks which are characteristic of either the taggant or the internal standard, which may be selected for comparing the relative response of the compounds.
- the relative response may be calculated from the relative intensity of one peak attributable to each compound or from more than one peak.
- the whole spectrum, or a portion of it, obtained from the Raman spectroscopy of the sample in contact with the SERS substrate may be compared, preferably in vector form, to a spectrum obtained from a reference sample containing a known concentration the SERS-active taggant compound in contact with the SERS substrate and a spectrum obtained from a reference sample containing a known concentration the internal standard compound in contact with the SERS substrate.
- a calculated property of the spectrum such as the relative response compared to a reference spectrum of one or each compound present, may be used to represent the detector response due to the SERS-active taggant and/or the internal standard. It is not always necessary to collect and display a Raman spectrum.
- the identity of the taggant and internal standard are known, it may be sufficient to measure the detector response at one or more predetermined Raman shift wavenumbers or ranges of wavenumbers and calculate a concentration of the taggant from the measured response.
- the result of the calculation may be displayed to the user as a concentration value, a "pass/fail" result or as an arbitrary value of quality or similarity based upon a value for a solution containing a standard amount of the taggant.
- Methods of comparing spectra and calculating relative response and peak ratios are well-known and are typically carried out using a suitable computer programmed with spectroscopic data handling software.
- the relationship between the concentration of the SERS-active taggant compound and the Raman detector response ratio is linear and may be determined by calibration.
- the analysis of the detector responses may be carried out using the following method, in which we assume that the spectrum to be analysed comes from a mixture of known SERS active components. From the physics of Raman spectroscopy, the analysed spectrum of a mixed solution is, at least approximately, a weighted linear combination of the pure spectra, i.e. the taggant and the internal standard. Therefore, by treating the spectra as vectors we can represent this algebraically as:
- R the Residual (In ideal mixture analysis, R will be noise and therefore tend to zero).
- the weight assignment of each component within the recorded SERS spectrum of the mixture is calculated and recorded. If the same amount of internal standard is added to each of the samples, the concentration of the internal standard in each sample should be the same, within experimental error of the addition. The measured amount of internal standard found in the samples is then indicated by the intensity of the weight assignment computed against the stored internal standard reference spectra. This could also be expressed as: [TAGGANT1 a STAGGANT / C TA GGANT
- a preferred embodiment of the method of the invention is a method for determining the amount of a SERS-active taggant compound in a sample of a liquid hydrocarbon, comprising the steps of:- mixing the sample with a quantity of a non-polar solvent; adding an internal standard comprising an isotopically-altered version of said SERS-active taggant compound to the mixture; contacting said mixture containing said internal standard with a SERS substrate;
- Fig 1 Raman spectra obtained from DPY and DPY-d8.
- Fig 2 Graph of ratio DPY to DPY-d8 vs. DPY concentration (Example 1 ).
- Fig 3 Graph of mean of the reference peak of the DPY vs. DPY concentration (Example 1 ).
- Fig 4 Graph of ratio DPY to DPY-d8 vs. DPY concentration (Example 2).
- the taggant used in the examples is dipyridine (DPY).
- the internal standard is deuterated dipyridine (DPY-d8).
- Fig 1 shows that the Raman spectra obtained from DPY (dashed line) and DPY-d8 (solid line) are resolvable and show a similar pattern of peaks but at a relative Raman shift of approximately 100 cm "1 .
- the analysis assumes that the spectrum to be analysed comes from a mixture of known SERS active components. From the physics of Raman spectroscopy, the analysed spectrum of the mixed solution is, at least approximately, a weighted linear combination of the pure spectra (in this case DPY and DPY-d8). Therefore, by treating the spectra as vectors we can represent this algebraically as:
- R the Residual (In ideal mixture analysis, R will be noise and therefore tend to zero).
- Ref peak DPY-d8 for all 24 samples in Table 1 is 0.768 with a standard deviation of 0.160. This gives a calculated reference standard deviation of 20.83%, indicating that a simple comparison of a measured SERS reference peak with a calibration of peak intensity vs concentration for DPY-d8 would produce an error which is not acceptable for determining taggant concentration to detect fuel dilution.
- the mean ratio of reference peaks of DPY to DPY-d8 is plotted vs DPY concentration in Fig 2 together with the error (calculated as +/- 2x standard deviations).
- the tagged material for this example was a diesel fuel containing a fuel additive pack.
- six different mixtures of DPY in the diesel fuel were prepared at different concentrations between 0 and 100 ppb as shown in Table 2. Each mixture was analysed as follows:
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- General Health & Medical Sciences (AREA)
- Immunology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Pathology (AREA)
- Nanotechnology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Food Science & Technology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Mathematical Physics (AREA)
- Theoretical Computer Science (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Composite Materials (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Materials Engineering (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/880,596 US9618454B2 (en) | 2010-10-22 | 2011-10-21 | Method of identifying a material |
BR112013009646-2A BR112013009646B1 (en) | 2010-10-22 | 2011-10-21 | METHOD OF MARKING A FUEL WITH AN ACTIVE SERS MARKER COMPOUND AND SUBSEQUENTLY IDENTIFYING IF A FUEL SAMPLE IS A SAMPLE OF THE MARKED FUEL |
CA2814587A CA2814587C (en) | 2010-10-22 | 2011-10-21 | Method of identifying a material |
EP11778662.4A EP2630472B1 (en) | 2010-10-22 | 2011-10-21 | Method of identifying a fuel |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1017875.4 | 2010-10-22 | ||
GBGB1017875.4A GB201017875D0 (en) | 2010-10-22 | 2010-10-22 | Method of identifying a material |
US41297010P | 2010-11-12 | 2010-11-12 | |
US61/412,970 | 2010-11-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2012052779A1 true WO2012052779A1 (en) | 2012-04-26 |
Family
ID=43334248
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB2011/052050 WO2012052779A1 (en) | 2010-10-22 | 2011-10-21 | Method of identifying a material |
Country Status (6)
Country | Link |
---|---|
US (1) | US9618454B2 (en) |
EP (1) | EP2630472B1 (en) |
BR (1) | BR112013009646B1 (en) |
CA (1) | CA2814587C (en) |
GB (2) | GB201017875D0 (en) |
WO (1) | WO2012052779A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013144657A1 (en) * | 2012-03-30 | 2013-10-03 | Johnson Matthey Public Limited Company | Tracer and method of identifying tracer in product |
WO2016059429A1 (en) * | 2014-10-17 | 2016-04-21 | Johnson Matthey Public Limited Company | Analytical method using surface enhanced raman spectroscopy and composition for the method |
GB2550479A (en) * | 2016-05-19 | 2017-11-22 | Johnson Matthey Plc | Method of identifying a material |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10254229B2 (en) | 2007-04-18 | 2019-04-09 | Ondavia, Inc. | Portable water quality instrument |
US11867631B2 (en) | 2014-03-05 | 2024-01-09 | Ondavia, Inc. | Portable water quality instrument |
US9678002B2 (en) * | 2014-10-29 | 2017-06-13 | Chevron U.S.A. Inc. | Method and system for NIR spectroscopy of mixtures to evaluate composition of components of the mixtures |
US9631152B2 (en) | 2015-03-20 | 2017-04-25 | Authentix, Inc. | Fuel markers and methods of producing and using same |
EP3070149B1 (en) * | 2015-03-20 | 2017-07-12 | Authentix, Inc. | Method for detecting adulteration of a fuel |
GB201508668D0 (en) * | 2015-05-20 | 2015-07-01 | Johnson Matthey Plc | Identifiable chemical product |
US9863924B2 (en) | 2015-09-16 | 2018-01-09 | Ondavia, Inc. | Measuring concentration of analytes in liquid samples using surface-enhanced raman spectroscopy |
HUE061913T2 (en) * | 2016-07-29 | 2023-08-28 | Fmc Corp | Marker system to confirm proper agrochemical compositions and formulations |
US10962481B2 (en) * | 2016-09-08 | 2021-03-30 | Baker Hughes, A Ge Company, Llc | Amine detection using surface enhanced Raman spectroscopy with functionalized nanoparticles |
US11002682B2 (en) | 2018-03-12 | 2021-05-11 | Ondavia, Inc. | Aldehyde detection and analysis using surface-enhanced Raman spectroscopy |
JP7075285B2 (en) | 2018-05-29 | 2022-05-25 | 株式会社堀場製作所 | Calibration curve setting method used for drug analysis |
US10739269B2 (en) * | 2018-10-18 | 2020-08-11 | Baker Hughes, A Ge Company, Llc | Detection of trace chemicals in oil and gas applications |
CN112285089B (en) * | 2020-09-23 | 2022-04-01 | 嘉兴学院 | Method for introducing internal standard molecules into surface enhanced Raman scattering substrate |
US11994455B2 (en) | 2021-04-01 | 2024-05-28 | Ondavia, Inc. | Analyte quantitation using Raman spectroscopy |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2392620A (en) | 1942-08-20 | 1946-01-08 | Standard Oil Co | Identifying petroleum products |
US4659676A (en) | 1985-04-17 | 1987-04-21 | Rhyne Jr Richard H | Fluorescent tracers for hydrophobic fluids |
US4735631A (en) | 1983-12-16 | 1988-04-05 | Morton Thiokol, Inc. | Colored petroleum markers |
US5358873A (en) | 1992-07-27 | 1994-10-25 | Atlantic Richfield Company | Method for determining adulteration of gasolines |
WO2001025758A1 (en) | 1999-10-06 | 2001-04-12 | Surromed, Inc. | Surface enhanced spectroscopy-active composite nanoparticles |
WO2008019161A2 (en) | 2006-01-10 | 2008-02-14 | Oxonica, Inc. | Fuel identification with surface enhanced raman spectroscopy tags |
US20090053818A1 (en) * | 2004-09-27 | 2009-02-26 | Dongmao Zhang | Quantitative proteomics with isotopic substituted raman active labeling |
US20090219526A1 (en) * | 2007-12-27 | 2009-09-03 | Vincent Jo Davisson | Reagents for biomolecular labeling, detection and quantification employing raman spectroscopy |
WO2010057212A1 (en) * | 2008-11-17 | 2010-05-20 | Oxonica Materials, Inc. | Melamine assay methods and systems |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6770488B1 (en) * | 1999-03-19 | 2004-08-03 | The University Of Wyoming | Practical method and apparatus for analyte detection with colloidal particles |
US20040258617A1 (en) * | 2002-06-17 | 2004-12-23 | Pearl Technology Holdings, Llc. | Physical, chemical, and isotopic (atomic) labels |
US20060038979A1 (en) * | 2004-08-05 | 2006-02-23 | Michael Natan | Nanoparticles as covert taggants in currency, bank notes, and related documents |
US9494581B2 (en) * | 2004-08-24 | 2016-11-15 | University Of Wyoming | System and method for Raman spectroscopy assay using paramagnetic particles |
EP2032986A2 (en) | 2006-06-15 | 2009-03-11 | Koninklijke Philips Electronics N.V. | Increased specificity of analyte detection by measurement of bound and unbound labels |
EP1992938A1 (en) | 2007-05-14 | 2008-11-19 | Koninklijke Philips Electronics N.V. | Improved methods of SE(R)RS detection using multiple labels |
US8173784B2 (en) * | 2008-03-13 | 2012-05-08 | Perkinelmer Health Sciences, Inc. | Enzymatic substrates for multiple detection systems |
US20100291599A1 (en) | 2009-05-18 | 2010-11-18 | Bruker Optics, Inc. | Large area scanning apparatus for analyte quantification by surface enhanced raman spectroscopy and method of use |
WO2010138914A1 (en) | 2009-05-29 | 2010-12-02 | Oxonica Materials Inc. | Sers-active particles or substances and uses thereof |
-
2010
- 2010-10-22 GB GBGB1017875.4A patent/GB201017875D0/en not_active Ceased
-
2011
- 2011-10-21 EP EP11778662.4A patent/EP2630472B1/en active Active
- 2011-10-21 WO PCT/GB2011/052050 patent/WO2012052779A1/en active Application Filing
- 2011-10-21 GB GB1118180.7A patent/GB2484826B/en active Active
- 2011-10-21 BR BR112013009646-2A patent/BR112013009646B1/en active IP Right Grant
- 2011-10-21 US US13/880,596 patent/US9618454B2/en active Active
- 2011-10-21 CA CA2814587A patent/CA2814587C/en not_active Expired - Fee Related
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2392620A (en) | 1942-08-20 | 1946-01-08 | Standard Oil Co | Identifying petroleum products |
US4735631A (en) | 1983-12-16 | 1988-04-05 | Morton Thiokol, Inc. | Colored petroleum markers |
US4659676A (en) | 1985-04-17 | 1987-04-21 | Rhyne Jr Richard H | Fluorescent tracers for hydrophobic fluids |
US5358873A (en) | 1992-07-27 | 1994-10-25 | Atlantic Richfield Company | Method for determining adulteration of gasolines |
WO2001025758A1 (en) | 1999-10-06 | 2001-04-12 | Surromed, Inc. | Surface enhanced spectroscopy-active composite nanoparticles |
US20090053818A1 (en) * | 2004-09-27 | 2009-02-26 | Dongmao Zhang | Quantitative proteomics with isotopic substituted raman active labeling |
WO2008019161A2 (en) | 2006-01-10 | 2008-02-14 | Oxonica, Inc. | Fuel identification with surface enhanced raman spectroscopy tags |
US20090219526A1 (en) * | 2007-12-27 | 2009-09-03 | Vincent Jo Davisson | Reagents for biomolecular labeling, detection and quantification employing raman spectroscopy |
WO2010057212A1 (en) * | 2008-11-17 | 2010-05-20 | Oxonica Materials, Inc. | Melamine assay methods and systems |
Non-Patent Citations (2)
Title |
---|
MARZ A ET AL: "The implementation of an isotope-edited internal standard for quantification of lowest drug concentrations using surface enhanced Raman spectroscopy (SERS) in a lab on a chip device", PROCEEDINGS OF THE SPIE - THE INTERNATIONAL SOCIETY FOR OPTICAL ENGINEERING SPIE - THE INTERNATIONAL SOCIETY FOR OPTICAL ENGINEERING USA, vol. 7368, 2009, pages 73680R-1 - 73680R-7, XP002666788, ISSN: 0277-786X * |
ZHANG DONGMAO ET AL: "Isotope edited internal standard method for quantitative surface-enhanced Raman spectroscopy", ANALYTICAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 77, no. 11, 1 June 2005 (2005-06-01), pages 3563 - 3569, XP002451687, ISSN: 0003-2700, DOI: 10.1021/AC050338H * |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013144657A1 (en) * | 2012-03-30 | 2013-10-03 | Johnson Matthey Public Limited Company | Tracer and method of identifying tracer in product |
AU2013239411B2 (en) * | 2012-03-30 | 2016-08-04 | Johnson Matthey Public Limited Company | Tracer and method of identifying tracer in product |
EA027876B1 (en) * | 2012-03-30 | 2017-09-29 | Джонсон Мэтти Паблик Лимитед Компани | Tracer and method of identifying tracer in product |
US10267740B2 (en) | 2012-03-30 | 2019-04-23 | Johnson Matthey Public Limited Company | Tracer and method of identifying tracer in product |
WO2016059429A1 (en) * | 2014-10-17 | 2016-04-21 | Johnson Matthey Public Limited Company | Analytical method using surface enhanced raman spectroscopy and composition for the method |
US10365223B2 (en) | 2014-10-17 | 2019-07-30 | Johnson Matthey Public Limited Company | Analytical method using surface enhanced Raman spectroscopy and composition for the method |
GB2550479A (en) * | 2016-05-19 | 2017-11-22 | Johnson Matthey Plc | Method of identifying a material |
WO2017198993A1 (en) * | 2016-05-19 | 2017-11-23 | Johnson Matthey Public Limited Company | Method of identifying a material |
CN109154573A (en) * | 2016-05-19 | 2019-01-04 | 庄信万丰股份有限公司 | Confirm the method for material |
GB2550479B (en) * | 2016-05-19 | 2019-11-06 | Johnson Matthey Plc | Measuring a SERS-active taggant in a sample of organic liquid |
Also Published As
Publication number | Publication date |
---|---|
CA2814587C (en) | 2018-11-06 |
US20130271758A1 (en) | 2013-10-17 |
GB201118180D0 (en) | 2011-12-07 |
BR112013009646A2 (en) | 2017-07-11 |
GB2484826A (en) | 2012-04-25 |
US9618454B2 (en) | 2017-04-11 |
GB201017875D0 (en) | 2010-12-01 |
GB2484826B (en) | 2014-02-19 |
EP2630472A1 (en) | 2013-08-28 |
EP2630472B1 (en) | 2020-02-12 |
BR112013009646B1 (en) | 2020-03-10 |
CA2814587A1 (en) | 2012-04-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2814587C (en) | Method of identifying a material | |
EP2831569B1 (en) | Method for identifying a liquid composition comprising a tracer compound | |
Walekar et al. | Functionalized fluorescent nanomaterials for sensing pollutants in the environment: A critical review | |
US9005988B2 (en) | Method to assess multiphase fluid compositions | |
EP3207360B1 (en) | Analytical method using surface enhanced raman spectroscopy | |
Lockett et al. | Analyzing forensic evidence based on density with magnetic levitation | |
GB2550479B (en) | Measuring a SERS-active taggant in a sample of organic liquid | |
WO2005119218A2 (en) | Method for quantitative surface-enhanced raman spectroscopy using a chemical reference | |
Sahu et al. | A simple and cost-effective paper-based and colorimetric dual-mode detection of arsenic (iii) and lead (ii) based on glucose-functionalized gold nanoparticles | |
Shen et al. | On-site separation and identification of polycyclic aromatic hydrocarbons from edible oil by TLC-SERS on diatomite photonic biosilica plate | |
Gavrilenko et al. | Transparent polymer sensor for visual and photometrical detection of thiocyanate in oilfield water | |
Tang et al. | Salt-triggered liquid phase separation and facile nanoprecipitation of aqueous colloidal gold dispersion in miscible biofluids for direct chromatographic measurement | |
CN105424677A (en) | Method for detecting residual organics on fire scene based on surface enhancing raman spectrum | |
El-Zahry et al. | " Off/On” Fluorescent Probe based on Aggregation-Induced Quenching of ZnO-Quantum dots for Determination of Ara-C: Pharmacokinetic Applications, Adsorption Kinetics & Green Profile Assessment | |
Paul | Basic Principles and Applications of Simple Analytical Methods |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 11778662 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2814587 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2011778662 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 13880596 Country of ref document: US |
|
REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: 112013009646 Country of ref document: BR |
|
ENP | Entry into the national phase |
Ref document number: 112013009646 Country of ref document: BR Kind code of ref document: A2 Effective date: 20130419 |