EP1395822A2 - Mass spectrometric multivariate analysis - Google Patents
Mass spectrometric multivariate analysisInfo
- Publication number
- EP1395822A2 EP1395822A2 EP01996212A EP01996212A EP1395822A2 EP 1395822 A2 EP1395822 A2 EP 1395822A2 EP 01996212 A EP01996212 A EP 01996212A EP 01996212 A EP01996212 A EP 01996212A EP 1395822 A2 EP1395822 A2 EP 1395822A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- crude
- molecular
- asphalt
- rheological
- sample
- 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- Withdrawn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
- 238000000491 multivariate analysis Methods 0.000 title description 2
- 239000010426 asphalt Substances 0.000 claims abstract description 76
- 239000000203 mixture Substances 0.000 claims abstract description 34
- 239000010779 crude oil Substances 0.000 claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- 238000005259 measurement Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 32
- 239000010454 slate Substances 0.000 claims description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- 239000001301 oxygen Substances 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 239000011593 sulfur Substances 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 230000035515 penetration Effects 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 238000012360 testing method Methods 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 6
- 238000004896 high resolution mass spectrometry Methods 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 238000001228 spectrum Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000004458 analytical method Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 238000010586 diagram Methods 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 238000001819 mass spectrum Methods 0.000 claims 3
- 238000009835 boiling Methods 0.000 claims 2
- 238000012935 Averaging Methods 0.000 claims 1
- 229910001882 dioxygen Inorganic materials 0.000 claims 1
- 238000012417 linear regression Methods 0.000 claims 1
- 238000010238 partial least squares regression Methods 0.000 claims 1
- 238000005070 sampling Methods 0.000 claims 1
- 230000003595 spectral effect Effects 0.000 claims 1
- 238000000547 structure data Methods 0.000 claims 1
- 239000011230 binding agent Substances 0.000 description 5
- 239000012634 fragment Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 101100202447 Drosophila melanogaster sav gene Proteins 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002283 diesel fuel Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- 241000854350 Enicospilus group Species 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 238000000540 analysis of variance Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011365 complex material Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 238000000556 factor analysis Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000012804 iterative process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- G01N33/2823—Raw oil, drilling fluid or polyphasic mixtures
-
- 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
- G01N33/42—Road-making materials
-
- 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
Definitions
- Multivariate models are the basis by which on-line infrared analyzers are used to estimate component concentrations such as benzene content, saturates content, aromatics content and olefm content for motor gasolines, diesel fuels, jet fuels and process streams, and properties such as research and motor octane number of gasolines and cetane number for diesel fuels from infrared spectra.
- Maggard describes the use of multivariate models for measuring paraffin, isoparaffin, aromatics, naphthene and olefm contents of motor gasolines and gasoline components (U.S. Patent 5,349,189).
- Maggard also describes the use of MLR for measuring octane and cetane numbers (U.S. Patents 4,963,745 and 5,349,188).
- Perry and Brown (U.S. Patent 5,817,517) describe the use of FT-IR for determining the composition of feeds to hydrocarbon conversion, separation and blending processes.
- Jaffe describes the use of gas chromatography to estimate octane numbers for gasolines (U.S. Patent 4,251,870).
- Roussis, Fedora, Felsky and Fitzgerald describe the use of gas chromatography/mass spectrometry (GC/MS) and multivariate modeling for predicting chemical or physical properties of crude oils (U.S. Patent 5,699,269).
- Cooper, Bledsoe, Wise, Sumner and Welch describe the use of Raman spectroscopy and multivariate modeling to estimate octane numbers and Reid vapor pressures of gasolines (U.S. Patent 5,892,228).
- the present invention uses a combination of conventional and rheological parameters to develop a composite rheological ranking which accurately predicts the relative field performance of the asphalts and that rheologically-similar asphalts and vacuum residua exhibit commonalties in molecular composition, preferably measured by high resolution mass spectrometry.
- the abundance of specific molecular structures is indicative of superior asphalt pavement performance.
- Figure 1 shows fingerprint spectra (intensity vs. mass) for Group I-
- Figure 2 shows fingerprint spectra (intensity vs. mass) for fractions from three representative crudes (MEN, CL, and BL);
- Figure 3 shows a fingerprint spectra (intensity vs. mass) for asphalt from three representative crudes (MEN, BCF-22, and CL); and
- Figure 4 shows carbon number, molecular weight, and intensity vs. mass for rheological groups (RG) for Groups I-V.
- a method has been developed to rapidly predict and to modify asphalt quality of an unknown crude oil.
- a definitive relationship between molecular composition and asphalt pavement performance is required in order to achieve that goal.
- HR/MS high-resolution mass spectroscopy
- Approximately 120 molecular groups were identified having the molecular structure [C n H (2n ⁇ Z) - R] where n was generally greater than ten; z ranged from zero to approximately 44; and R is a heteroatom or heteroatom combination containing sulfur, nitrogen, or oxygen.
- the molecular groups are used to distinguish between asphalts from different crude slates, and are relatively insensitive to distillation cut temperatures of residua from the same crude slate.
- the link between asphalt composition and pavement performance is established through empirical (specification) or mechanistic (rheological) measurements on asphalt binders in the laboratory.
- the present invention is a method to determine the suitability of crude oils, mixtures of different crude oils (crude slate) and crude oil fractions as feed for asphalt production based on the chemical concentration of one or more of a number of molecular fragments in HR/MS of a feed sample.
- a specific fingerprint range will include individual molecular components which are expected to perform adequately in asphalt.
- SUPERPAVETM performance parameters which may include Performance Grade (PG XX- YY), SUPERPAVETM spread (numerical difference between high and low specification temperatures XX and - YY), cross-over temperatures (Tmax, Tmin, and Tfat; the temperatures at which specification stiffness limits are met), and crossover temperature spread (Tmax-Tmin), etc.
- An ordinal or normalized nominal ranking system is used for parameters such as those in Table 1, based on values which optimize pavement performance in a generalized application.
- the performance parameters are measured or calculated for each vacuum residuum obtained at a given cut temperature from a given crude oil slate.
- the residua are assigned a ranking for each parameter.
- Duplicate rankings are permitted when parameters were equivalent or identical.
- a mean ranking is calculated for the residua based on the ranking of its individual parameters.
- An overall ranking for each crude slate is determined by calculating the mean of the mean rankings as determined in the previous step for all the residua from the crude slate ( Figure 1).
- Group I, II, III, and IV asphalts A 95% confidence interval predicts the range for each molecular group in Group I, II, III, and IV asphalts.
- Figure 1 shows representative data for groups I-IV.
- Group III and IV asphalts exhibit lower intensities for high-aromaticity oxygen molecular groups (22 ⁇ z ⁇ 32) than Group I, or II asphalts. For molecular groups where z > 32, there are no differences in intensity between the four asphalt groups. [0026] Fourteen molecular groups of the formula C n H (2n ⁇ z) -R where
- Group I, II, III, and IV asphalts are evaluated for Group I, II, III, and IV asphalts.
- the overall ordinal ranking for each crude slate was determined by taking the mean ordinal ranking for each vacuum residua from that crude slate and calculating the mean value of the means.
- Asphalts can be ranked for relative field performance based on their parent crude oil or crude oil blend.
- the rheological ranking system is based on a combination of performance parameters from empirical and mechanistic asphalt binder tests which accurately reflect and predict the performance of pavements incorporating the asphalt.
- Different asphalt groups i.e. Groups I, II, III, and IV
- the molecular composition of asphalts in a rheological group is similar.
- the differences in molecular composition between asphalt groups are consistent.
- the rheological performance and the field performance of an asphalt can be predicted by its molecular composition.
- the rheological performance and the pavement performance of an asphalt can be optimized by selecting asphalts and parent crudes or crude blends that maximize the concentration of components with beneficial properties, and that minimize the concentration of components with detrimental, or other non- beneficial properties.
- the HR MS fingerprints are shown in Figure 2 for fractions from three representative crudes. Data were analyzed for statistical significance using Excel 5.0 Two Factor Analysis of Variance (ANOVA) without Replication at a 0.05 Level of Significance. Analysis indicated that the HR/MS fingerprinting technique could differentiate between the three asphalts based on combination heteroatom fragments at a 0.05 Level of Significance.
- the MEN residuum exhibited higher intensity than the other two asphalts for each molecular species evaluated, indicating a more polar material.
- the CL and BL asphalts were differentiated by differences in sulfite intensity.
- the preliminary results demonstrated that asphalts can be fingerprinted and that asphalts of different quality exhibit different concentrations of molecular fragments. The significance of a particular fragment or its contribution to asphalt performance was not determined.
- the second generation HR/MS fingerprints was based on an expanded materials library of combination heteroatoms and included both aromatic and polar- 1 fractions, effectively increasing the proportion of asphalt evaluated to greater than 50 weight percent. Normalized molecular fragment distributions were used to construct the second generation HR/MS fingerprints. The fingerprints of all asphalts/residua belonging to a single penetration grade or SUPERPAVETM G grade were evaluated to determine which functional groups generated statistically-unique fingerprints.
- Residuum samples for HR/MS are preferably prepared using an apparatus which can accurately heat the whole crude at a selected temperature for a given period of time at constant low pressure. It is important that the apparatus demonstrates excellent long-term stability for both temperature and vacuum conditions.
- the temperature and vacuum of the apparatus may be variable although once the temperature corresponding to the target atmospheric equivalent temperature (AET) at a given pressure has been established, then both temperature and pressure are maintained constant throughout the experiment. Incorporation of sub-ambient (vacuum) pressure in the experiment prevents thermal cracking of the asphalt/residuum. To obtain the asphalt/residuum, it is necessary to determine the exact temperature-pressure combination which corresponds to the target AET.
- this method uses the distillation profiles of a set of known crudes to calibrate the apparatus for temperature-pressure conditions. Correlation of process temperature readout to AET is determined using the calibrant crudes distillation profiles.
- the preferred method is to place a weighed, frozen crude sample in a small closed chamber, that is then roughly pumped down by a mechanical pump, and then opening a passage from the small closed chamber to a chamber with at least 1 L volume (i.e., heated manifold) at a know vacuum level (e.g., 1 milliTorr).
- a know vacuum level e.g. 1 milliTorr.
- Intermediate products, resids, and aged asphalt can be used instead of or mixed with the crude.
- Preferred samples sizes are 10-40 mg, though 2-200 mg are envisioned as part of this invention.
- the resid remaining after equilibrium is then taken out and reweighed.
- the ratio of the first weighing to the second weighing gives the AET yield.
- Other information can be determined from analyzing gases from the vacuum pump line or the vacuum chamber depending on whether the vacuum chamber is continuously pumped down or closed off after reaching the required pressure and then exposed to the sample.
- the preferred apparatus has a sample oven, a sample holder, and an all-glass heated manifold.
- the apparatus is capable of achieving 1 milliTorr (10 "3 Torr) absolute pressure.
- the sample is weighed into a quartz tube boat and cooled in a liquid nitrogen bath. It is then placed in sample holder and attached to manifold. High temperature glass valves in the manifold are used to expose the sample to sub-ambient pressure. Other boats may be used, though quartz is preferred.
- the sample oven On exposure of the sample to vacuum pressure, the sample oven is heated from ambient to target temperature and maintained at that temperature for a selected time period.
- the manifold which is maintained at constant high temperature (300-350 °C) throughout sample preparation, permits a physical interface between the sample holder and the vacuum pressure generated by the apparatus. In this manner, it is not necessary to develop and disperse vacuum pressure for each crude to be reduced. This greatly decreases sample preparation time for asphalt/residuum from whole crude.
- sample formats are sheets, thin films, and drops. These sample forms allow for a high enough surface area to rapidly cool or heat the sample. A higher vacuum (lower pressure) in the oven allows a lower oven temperature and therefore less sample degradation.
- the preferred mode of this invention uses fixed temperature ovens with sample equilibration time of less than or equal to 15 minutes, a constant vacuum buffer, and a 0.2%> repeatability.
- freezing means cooling to a temperature low enough such that water does not vaporize enough in at least 30-60 seconds to cause sample damage.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Food Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Pathology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Investigating Or Analysing Materials By Optical Means (AREA)
- Working-Up Tar And Pitch (AREA)
Abstract
Description
Claims
Applications Claiming Priority (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US25890000P | 2000-12-15 | 2000-12-15 | |
US25612900P | 2000-12-15 | 2000-12-15 | |
US25889900P | 2000-12-15 | 2000-12-15 | |
US258899P | 2000-12-15 | ||
US256129P | 2000-12-15 | ||
US14361 | 2001-12-11 | ||
US10/014,361 US20020121462A1 (en) | 2000-12-15 | 2001-12-11 | Atmospheric equivalent temperature analysis |
US10/021,960 US6534318B2 (en) | 2000-12-15 | 2001-12-13 | Mass spectrometric multivariate analysis |
US21960 | 2001-12-13 | ||
PCT/US2001/047768 WO2002047460A2 (en) | 2000-12-15 | 2001-12-14 | Mass spectrometric multivariate analysis of asphalts |
US258900P | 2009-11-06 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1395822A2 true EP1395822A2 (en) | 2004-03-10 |
EP1395822A4 EP1395822A4 (en) | 2010-03-31 |
Family
ID=27533587
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01996212A Withdrawn EP1395822A4 (en) | 2000-12-15 | 2001-12-14 | Mass spectrometric multivariate analysis |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP1395822A4 (en) |
JP (1) | JP4009534B2 (en) |
CN (1) | CN1481502A (en) |
AU (1) | AU2002227355B2 (en) |
CA (1) | CA2430572A1 (en) |
WO (1) | WO2002047460A2 (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2472951B (en) * | 2004-11-29 | 2011-04-27 | Thermo Finnigan Llc | Method of processing mass spectrometry data |
EP1899703B1 (en) * | 2005-06-23 | 2009-06-03 | Bp Oil International Limited | Process for evaluating quality of coke and bitumen of refinery feedstocks |
ITMI20072329A1 (en) | 2007-12-13 | 2009-06-14 | Eni Spa | METHOD TO READ A PARAMETER OF A BITUMEN AND ITS FORECAST SYSTEM |
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 |
CN102507718B (en) * | 2011-10-25 | 2014-05-14 | 交通运输部公路科学研究所 | Asphalt analysis discriminating method |
WO2013181429A1 (en) * | 2012-05-31 | 2013-12-05 | Richard Jackson | System and method for determining the presence of spectral components in the spectra of mixture |
CN108287209B (en) * | 2013-01-31 | 2021-01-26 | 普度研究基金会 | Method for analyzing crude oil |
WO2015105663A1 (en) * | 2014-01-09 | 2015-07-16 | Exxonmobil Research And Engineering Company | Selection and blending of feeds for asphalt manufacture |
JP6351156B2 (en) * | 2014-03-19 | 2018-07-04 | 国立研究開発法人日本原子力研究開発機構 | Inspection method of recycled asphalt material |
CN105136836B (en) * | 2015-09-28 | 2017-10-10 | 中国石油大学(北京) | Low-field nuclear magnetic resonance determines the method and device of asphalt content |
WO2017153726A1 (en) * | 2016-03-07 | 2017-09-14 | Micromass Uk Limited | Spectrometric analysis |
KR102073856B1 (en) * | 2018-05-28 | 2020-02-05 | 부경대학교 산학협력단 | Method for simultaneous modeling and complexity reduction of bio-crudes for process simulation |
CN114112889B (en) * | 2021-12-31 | 2023-07-14 | 中国路桥工程有限责任公司 | Asphalt ageing resistance evaluation method based on phase angle main curve |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5602755A (en) * | 1995-06-23 | 1997-02-11 | Exxon Research And Engineering Company | Method for predicting chemical or physical properties of complex mixtures |
US5699269A (en) * | 1995-06-23 | 1997-12-16 | Exxon Research And Engineering Company | Method for predicting chemical or physical properties of crude oils |
-
2001
- 2001-12-14 AU AU2002227355A patent/AU2002227355B2/en not_active Ceased
- 2001-12-14 CA CA002430572A patent/CA2430572A1/en not_active Abandoned
- 2001-12-14 JP JP2002549049A patent/JP4009534B2/en not_active Expired - Fee Related
- 2001-12-14 EP EP01996212A patent/EP1395822A4/en not_active Withdrawn
- 2001-12-14 CN CNA018205895A patent/CN1481502A/en active Pending
- 2001-12-14 WO PCT/US2001/047768 patent/WO2002047460A2/en active Application Filing
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5602755A (en) * | 1995-06-23 | 1997-02-11 | Exxon Research And Engineering Company | Method for predicting chemical or physical properties of complex mixtures |
US5699269A (en) * | 1995-06-23 | 1997-12-16 | Exxon Research And Engineering Company | Method for predicting chemical or physical properties of crude oils |
Non-Patent Citations (2)
Title |
---|
PIERI N ET AL: "GC-MS identification of biomarkers in road asphalts and in their parent crude oils. Relationships between crude oil maturity and asphalt reactivity towards weathering" ORGANIC GEOCHEMISTRY, PERGAMON, vol. 25, no. 1-2, 1996, pages 51-68, XP008080229 ISSN: 0146-6380 * |
See also references of WO0247460A2 * |
Also Published As
Publication number | Publication date |
---|---|
EP1395822A4 (en) | 2010-03-31 |
CA2430572A1 (en) | 2002-06-20 |
WO2002047460A2 (en) | 2002-06-20 |
CN1481502A (en) | 2004-03-10 |
WO2002047460A3 (en) | 2003-02-13 |
JP2004538442A (en) | 2004-12-24 |
WO2002047460A8 (en) | 2004-05-13 |
AU2002227355B2 (en) | 2006-05-25 |
JP4009534B2 (en) | 2007-11-14 |
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