EP1078241A1 - Method for analyzing total reactive sulfur - Google Patents
Method for analyzing total reactive sulfurInfo
- Publication number
- EP1078241A1 EP1078241A1 EP99918639A EP99918639A EP1078241A1 EP 1078241 A1 EP1078241 A1 EP 1078241A1 EP 99918639 A EP99918639 A EP 99918639A EP 99918639 A EP99918639 A EP 99918639A EP 1078241 A1 EP1078241 A1 EP 1078241A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sulfur
- reactive sulfur
- fragment ions
- mass
- ion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 229910052717 sulfur Inorganic materials 0.000 title claims abstract description 54
- 239000011593 sulfur Substances 0.000 title claims abstract description 53
- 238000000034 method Methods 0.000 title claims abstract description 47
- 150000002500 ions Chemical class 0.000 claims abstract description 69
- 239000012634 fragment Substances 0.000 claims abstract description 39
- 239000010779 crude oil Substances 0.000 claims abstract description 17
- 239000007843 reactive sulfur species Substances 0.000 claims abstract description 16
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 31
- -1 aromatic sulfur compounds Chemical class 0.000 claims description 25
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 238000001819 mass spectrum Methods 0.000 claims description 11
- 238000009835 boiling Methods 0.000 claims description 9
- 239000007789 gas Substances 0.000 claims description 8
- 229920001021 polysulfide Polymers 0.000 claims description 7
- 239000005077 polysulfide Substances 0.000 claims description 7
- 150000008117 polysulfides Polymers 0.000 claims description 7
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 6
- 230000014759 maintenance of location Effects 0.000 claims description 6
- 239000000470 constituent Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 238000013375 chromatographic separation Methods 0.000 claims description 3
- 241000894007 species Species 0.000 description 20
- 238000001228 spectrum Methods 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 150000003464 sulfur compounds Chemical class 0.000 description 8
- 229930192474 thiophene Natural products 0.000 description 8
- 238000002098 selective ion monitoring Methods 0.000 description 7
- 150000003577 thiophenes Chemical class 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 230000000875 corresponding effect Effects 0.000 description 6
- 238000012417 linear regression Methods 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- 238000004885 tandem mass spectrometry Methods 0.000 description 5
- 238000001360 collision-induced dissociation Methods 0.000 description 4
- 230000003595 spectral effect Effects 0.000 description 4
- 238000013459 approach Methods 0.000 description 3
- 238000011088 calibration curve Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000002019 disulfides Chemical class 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 230000002452 interceptive effect Effects 0.000 description 3
- 238000012544 monitoring process Methods 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001793 charged compounds Chemical class 0.000 description 2
- 238000000451 chemical ionisation Methods 0.000 description 2
- 238000010668 complexation reaction Methods 0.000 description 2
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QQIIOKASUXUMMC-UHFFFAOYSA-N 2,3-dimethylthiophene Chemical compound CC=1C=[C]SC=1C QQIIOKASUXUMMC-UHFFFAOYSA-N 0.000 description 1
- GWQOOADXMVQEFT-UHFFFAOYSA-N 2,5-dimethyl thiophene Natural products CC1=CC=C(C)S1 GWQOOADXMVQEFT-UHFFFAOYSA-N 0.000 description 1
- RJJKOWNEOZAYHL-UHFFFAOYSA-N 2,5-dimethylthiophene Chemical compound CC1=C=C[C](C)S1 RJJKOWNEOZAYHL-UHFFFAOYSA-N 0.000 description 1
- HPEFYFPHOBNAST-UHFFFAOYSA-N 2-methylthiophene Chemical compound CC1=CC=[C]S1 HPEFYFPHOBNAST-UHFFFAOYSA-N 0.000 description 1
- 241001274237 Caranx latus Species 0.000 description 1
- CUDSBWGCGSUXDB-UHFFFAOYSA-N Dibutyl disulfide Chemical compound CCCCSSCCCC CUDSBWGCGSUXDB-UHFFFAOYSA-N 0.000 description 1
- CETBSQOFQKLHHZ-UHFFFAOYSA-N Diethyl disulfide Chemical compound CCSSCC CETBSQOFQKLHHZ-UHFFFAOYSA-N 0.000 description 1
- LZAZXBXPKRULLB-UHFFFAOYSA-N Diisopropyl disulfide Chemical compound CC(C)SSC(C)C LZAZXBXPKRULLB-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- QENGPZGAWFQWCZ-UHFFFAOYSA-N Methylthiophene Natural products CC=1C=CSC=1 QENGPZGAWFQWCZ-UHFFFAOYSA-N 0.000 description 1
- 238000004998 X ray absorption near edge structure spectroscopy Methods 0.000 description 1
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 1
- GOIGHUHRYZUEOM-UHFFFAOYSA-N [S].[I] Chemical compound [S].[I] GOIGHUHRYZUEOM-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 238000003965 capillary gas chromatography Methods 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000002539 daughter ion scan Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- ALVPFGSHPUPROW-UHFFFAOYSA-N dipropyl disulfide Chemical compound CCCSSCCC ALVPFGSHPUPROW-UHFFFAOYSA-N 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000005264 electron capture Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000010884 ion-beam technique Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- AEDVWMXHRPMJAD-UHFFFAOYSA-N n,n,1,1,2,2,3,3,4,4,4-undecafluorobutan-1-amine Chemical compound FN(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F AEDVWMXHRPMJAD-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 238000010200 validation analysis Methods 0.000 description 1
Classifications
-
- 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
- G01N33/287—Sulfur content
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/62—Detectors specially adapted therefor
- G01N30/72—Mass spectrometers
- G01N30/7206—Mass spectrometers interfaced to gas chromatograph
Definitions
- Figure 1 is a schematic showing reactions of parent molecular species which result in characteristic fragment ions.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Food Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US76539 | 1998-05-12 | ||
US09/076,539 US5905195A (en) | 1996-09-12 | 1998-05-12 | Method for analyzing total reactive sulfur |
PCT/US1999/008460 WO1999058951A1 (en) | 1998-05-12 | 1999-04-16 | Method for analyzing total reactive sulfur |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1078241A1 true EP1078241A1 (en) | 2001-02-28 |
EP1078241A4 EP1078241A4 (en) | 2007-07-25 |
Family
ID=22132660
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP99918639A Withdrawn EP1078241A4 (en) | 1998-05-12 | 1999-04-16 | Method for analyzing total reactive sulfur |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1078241A4 (en) |
JP (1) | JP2002514752A (en) |
CA (1) | CA2329818C (en) |
WO (1) | WO1999058951A1 (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0305796D0 (en) | 2002-07-24 | 2003-04-16 | Micromass Ltd | Method of mass spectrometry and a mass spectrometer |
US7075064B2 (en) * | 2004-05-24 | 2006-07-11 | Brigham Young University | System and method for extracting spectra from data produced by a spectrometer |
JP4626965B2 (en) * | 2004-11-16 | 2011-02-09 | Jx日鉱日石エネルギー株式会社 | Method for analyzing sulfur compounds |
US7623946B2 (en) * | 2005-09-12 | 2009-11-24 | Exxonmobil Research And Engineering Company | System and method that will synchronize data acquisition and modulation in a comprehensive two (multi) dimensional chromatography (separation) system to enable quantitative data analysis |
US8975084B2 (en) * | 2010-12-16 | 2015-03-10 | Exxonmobil Research And Engineering Company | Determination of cores or building blocks and reconstruction of parent molecules in heavy petroleums and other hydrocarbon resources |
US11971354B2 (en) | 2015-04-08 | 2024-04-30 | Molecular Devices, Llc | Methods and systems for fluorescence detection using infrared dyes |
US10379046B2 (en) * | 2015-04-08 | 2019-08-13 | Molecular Devices, Llc | Method and system for multiplexed time-resolved fluorescence detection |
US9494536B1 (en) | 2015-06-01 | 2016-11-15 | Chevron U.S.A. Inc. | Methods for predicting corrosion rate of crude oil derived samples using X-ray absorption spectroscopy |
CN108693263A (en) * | 2018-04-27 | 2018-10-23 | 北京英力精化技术发展有限公司 | The quantitative analysis method of trace elements sulphur in a kind of sulfur-bearing organic chemicals |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998011419A1 (en) * | 1996-09-12 | 1998-03-19 | Exxon Research And Engineering Company | Method for analyzing total reactive sulfur |
-
1999
- 1999-04-16 WO PCT/US1999/008460 patent/WO1999058951A1/en active Application Filing
- 1999-04-16 EP EP99918639A patent/EP1078241A4/en not_active Withdrawn
- 1999-04-16 JP JP2000548704A patent/JP2002514752A/en active Pending
- 1999-04-16 CA CA002329818A patent/CA2329818C/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998011419A1 (en) * | 1996-09-12 | 1998-03-19 | Exxon Research And Engineering Company | Method for analyzing total reactive sulfur |
Non-Patent Citations (1)
Title |
---|
See also references of WO9958951A1 * |
Also Published As
Publication number | Publication date |
---|---|
EP1078241A4 (en) | 2007-07-25 |
CA2329818C (en) | 2007-12-11 |
WO1999058951A1 (en) | 1999-11-18 |
JP2002514752A (en) | 2002-05-21 |
CA2329818A1 (en) | 1999-11-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5905195A (en) | Method for analyzing total reactive sulfur | |
Han et al. | Molecular characterization of sulfur-containing compounds in petroleum | |
US5602755A (en) | Method for predicting chemical or physical properties of complex mixtures | |
AU696178B2 (en) | Method for predicting chemical or physical properties of crude oils | |
Niyonsaba et al. | Recent advances in petroleum analysis by mass spectrometry | |
EP0871976B1 (en) | Method for preparing blend products | |
Mckenna et al. | Heavy petroleum composition. 1. Exhaustive compositional analysis of Athabasca bitumen HVGO distillates by Fourier transform ion cyclotron resonance mass spectrometry: A definitive test of the Boduszynski model | |
Vanini et al. | Characterization of nonvolatile polar compounds from Brazilian oils by electrospray ionization with FT-ICR MS and Orbitrap-MS | |
CA2329818C (en) | Method for analyzing total reactive sulfur | |
Yerabolu et al. | Molecular profiling of crude oil by using Distillation Precipitation Fractionation Mass Spectrometry (DPF-MS) | |
US5644129A (en) | Direct analysis of paraffin and naphthene types in hydrocarbon | |
Fafet et al. | New Developments in Mass Spectrometry for Group-Type Analysis of Petroleum Cuts (Second Part) | |
US20020086434A1 (en) | Direct determination of acid distributions crudes and crude fractions | |
CA2263109C (en) | Method for analyzing total reactive sulfur | |
Carbognani et al. | Determination of molecular masses for petroleum distillates by simulated distillation | |
Ashe et al. | Petroleum mass spectral hydrocarbon compound type analysis | |
Mendez et al. | Molecular characterization of petroleum and its fractions by mass spectrometry | |
WO2020257277A1 (en) | System and method for characterizing crude oil and its derivatives by combining total sulfur determination and ft-icr mass spectrometry | |
CN111829976A (en) | Method for predicting composition of gasoline fraction hydrocarbon group of crude oil by near infrared spectrum | |
Pavón et al. | Determination of benzene in gasoline using direct injection-mass spectrometry | |
Hsu | Molecular science, engineering and management | |
Gjelsvik et al. | Crude Oil Density Prediction Improved by Multiblock Analysis of Fourier Transform Ion Cyclotron Resonance Mass Spectrometry, Fourier Transform Infrared, and Near-Infrared Spectroscopy Data | |
Dong et al. | Application of High-Resolution Mass Spectrometry in the Analysis of Fossil Fuels | |
McIlroy | Effects of data pretreatment on the multivariate statistical analysis of chemically complex samples |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20001206 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): BE DE FR GB IT NL |
|
A4 | Supplementary search report drawn up and despatched |
Effective date: 20070622 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: G01N 30/72 20060101ALN20070619BHEP Ipc: G01N 33/28 20060101ALI20070619BHEP Ipc: G01D 18/00 20060101ALI20070619BHEP Ipc: G01N 11/00 20060101AFI19991122BHEP |
|
17Q | First examination report despatched |
Effective date: 20080215 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20080626 |