NO328017B1 - Mono- og polybenzyl-1,2,3,4-tetrahydronaftalenblandinger, anvendelse av blandingene eller en blanding av monobenzyl-1,2,3,4-tetrahydronaftalenisomerer som varmeoverforingsfluid, samt fremgangsmate for fremstilling av blandingene - Google Patents
Mono- og polybenzyl-1,2,3,4-tetrahydronaftalenblandinger, anvendelse av blandingene eller en blanding av monobenzyl-1,2,3,4-tetrahydronaftalenisomerer som varmeoverforingsfluid, samt fremgangsmate for fremstilling av blandingene Download PDFInfo
- Publication number
- NO328017B1 NO328017B1 NO20024654A NO20024654A NO328017B1 NO 328017 B1 NO328017 B1 NO 328017B1 NO 20024654 A NO20024654 A NO 20024654A NO 20024654 A NO20024654 A NO 20024654A NO 328017 B1 NO328017 B1 NO 328017B1
- Authority
- NO
- Norway
- Prior art keywords
- tetrahydronaphthalene
- mixture
- compounds
- monobenzyl
- weight
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 74
- LIJPUYWRAJPDLJ-UHFFFAOYSA-N 1-benzyl-1,2,3,4-tetrahydronaphthalene Chemical class C1CCC2=CC=CC=C2C1CC1=CC=CC=C1 LIJPUYWRAJPDLJ-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 239000013529 heat transfer fluid Substances 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims abstract description 46
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229940073608 benzyl chloride Drugs 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims description 38
- MTZFOCOZXPUVIC-UHFFFAOYSA-N 5-benzyl-1,2,3,4-tetrahydronaphthalene Chemical compound C=1C=CC=2CCCCC=2C=1CC1=CC=CC=C1 MTZFOCOZXPUVIC-UHFFFAOYSA-N 0.000 claims description 8
- 229910001502 inorganic halide Inorganic materials 0.000 claims description 8
- HUWLTXHUXZFUHP-UHFFFAOYSA-N 6-benzyl-1,2,3,4-tetrahydronaphthalene Chemical compound C=1C=C2CCCCC2=CC=1CC1=CC=CC=C1 HUWLTXHUXZFUHP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000004508 fractional distillation Methods 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000013312 flour Nutrition 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 238000004821 distillation Methods 0.000 description 19
- 229910052757 nitrogen Inorganic materials 0.000 description 15
- 239000012530 fluid Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- TXOHWLOHKUPUKO-UHFFFAOYSA-N 5-(1-phenylethyl)-1,2,3,4-tetrahydronaphthalene Chemical compound C=1C=CC=2CCCCC=2C=1C(C)C1=CC=CC=C1 TXOHWLOHKUPUKO-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- UHOVQNZJYSORNB-MZWXYZOWSA-N benzene-d6 Chemical compound [2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1[2H] UHOVQNZJYSORNB-MZWXYZOWSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- GDPISEKNRFFKMM-UHFFFAOYSA-N 1,3-diphenylpropan-2-ylbenzene Chemical class C=1C=CC=CC=1CC(C=1C=CC=CC=1)CC1=CC=CC=C1 GDPISEKNRFFKMM-UHFFFAOYSA-N 0.000 description 1
- APBBTKKLSNPFDP-UHFFFAOYSA-N 1-methyl-1,2,3,4-tetrahydronaphthalene Chemical compound C1=CC=C2C(C)CCCC2=C1 APBBTKKLSNPFDP-UHFFFAOYSA-N 0.000 description 1
- -1 5-benzyl-1,2,3,4-tetrahydronaphthalene radical cation Chemical class 0.000 description 1
- ATZAQOQMJXMCHK-UHFFFAOYSA-N 6-(1-phenylethyl)-1,2,3,4-tetrahydronaphthalene Chemical compound C=1C=C2CCCCC2=CC=1C(C)C1=CC=CC=C1 ATZAQOQMJXMCHK-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 229910015449 FeCU Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- ZCILODAAHLISPY-UHFFFAOYSA-N biphenyl ether Natural products C1=C(CC=C)C(O)=CC(OC=2C(=CC(CC=C)=CC=2)O)=C1 ZCILODAAHLISPY-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000005839 radical cations Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/08—Materials not undergoing a change of physical state when used
- C09K5/10—Liquid materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/47—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing ten carbon atoms
- C07C13/48—Completely or partially hydrogenated naphthalenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/861—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only halogen as hetero-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/128—Compounds comprising a halogen and an iron group metal or a platinum group metal
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0003946A FR2807033B1 (fr) | 2000-03-29 | 2000-03-29 | Compositions de mono- et poly- benzyl-1,2,3,4- tetrahydronaphtalenes |
| FR0101355A FR2807060B1 (fr) | 2000-03-29 | 2001-02-01 | Utilisation d'un melange d'isomeres du monobenzyl-1,2,3,4- tetrahydronaphtalene comme fluide de transfert de chaleur |
| PCT/FR2001/000932 WO2001072672A1 (fr) | 2000-03-29 | 2001-03-27 | Compositions de mono- et polybenzyl-1,2,3,4-tetrahydronaphtalenes, utilisation desdites compositions ou d'un melange d'isomeres du monobenzyl-1,2,3,4-tetrahydronaphtalene comme fluide de transfert de chaleur |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20024654L NO20024654L (no) | 2002-09-27 |
| NO20024654D0 NO20024654D0 (no) | 2002-09-27 |
| NO328017B1 true NO328017B1 (no) | 2009-11-09 |
Family
ID=26212301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20024654A NO328017B1 (no) | 2000-03-29 | 2002-09-27 | Mono- og polybenzyl-1,2,3,4-tetrahydronaftalenblandinger, anvendelse av blandingene eller en blanding av monobenzyl-1,2,3,4-tetrahydronaftalenisomerer som varmeoverforingsfluid, samt fremgangsmate for fremstilling av blandingene |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6888036B2 (ja) |
| EP (1) | EP1268374B1 (ja) |
| JP (1) | JP5307314B2 (ja) |
| CN (1) | CN1232486C (ja) |
| AT (1) | ATE253540T1 (ja) |
| AU (1) | AU2001248426A1 (ja) |
| DE (1) | DE60101156T2 (ja) |
| ES (1) | ES2210146T3 (ja) |
| FR (1) | FR2807060B1 (ja) |
| NO (1) | NO328017B1 (ja) |
| WO (1) | WO2001072672A1 (ja) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100584809C (zh) * | 2006-12-18 | 2010-01-27 | 宝山钢铁股份有限公司 | 1，2，3，4-四氢化萘传热流体的再生利用工艺 |
| US9010318B2 (en) | 2009-09-04 | 2015-04-21 | Wisconsin Alumni Research Foundation | Extended-range heat transfer fluid using variable composition |
| CN102627952A (zh) * | 2012-03-21 | 2012-08-08 | 常州市武进东方绝缘油有限公司 | 1.1-苯基四氢萘基乙烷异构体用作传热流体及其合成方法 |
| CN112442339B (zh) * | 2020-11-05 | 2021-09-07 | 涉县津东经贸有限责任公司 | 一种高温合成导热油的制备方法 |
| CN112552978B (zh) * | 2020-12-11 | 2021-10-01 | 中国科学院兰州化学物理研究所 | 一种烷基萘高温导热油基础油及其制备方法和应用 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5654353B2 (ja) * | 1973-02-12 | 1981-12-24 | ||
| US3909432A (en) * | 1973-11-26 | 1975-09-30 | Continental Oil Co | Preparation of synthetic hydrocarbon lubricants |
| IT1114926B (it) * | 1977-07-29 | 1986-02-03 | Pirelli | Fluido perfezionato per l'isolamento di cavi elettrici ad olio fluido per energia,particolarmente per posa subacquea |
| GB2163774B (en) * | 1984-07-05 | 1988-04-27 | Nippon Oil Co Ltd | Synthetic lubricating oils |
| US4665275A (en) * | 1984-07-05 | 1987-05-12 | Nippon Oil Co., Ltd. | Thermal medium oils |
| US4604491A (en) * | 1984-11-26 | 1986-08-05 | Koppers Company, Inc. | Synthetic oils |
| US4755317A (en) * | 1986-04-11 | 1988-07-05 | Idemitsu Kosan Company Limited | Working fluid for traction drive |
| JPS62263133A (ja) * | 1986-05-12 | 1987-11-16 | Idemitsu Kosan Co Ltd | ジアラルキル芳香族炭化水素の製造方法 |
| ZW7487A1 (en) * | 1986-05-23 | 1987-12-16 | Hoffmann La Roche | Tetrahydronaphthaline and indane derivatives |
| US4800032A (en) * | 1987-07-08 | 1989-01-24 | The Lubrizol Corporation | Aliphatic hydrocarbon substituted aromatic hydrocarbons to control black sludge in lubricants |
| US5466861A (en) | 1992-11-25 | 1995-11-14 | Sri International | Bridged bicyclic aromatic compounds and their use in modulating gene expression of retinoid receptors |
| DE69804442T2 (de) * | 1997-05-09 | 2002-08-08 | Dow Chemical Co | Wärmetransportflüssigkeitsmischungen enthaltend 1,2,3,4-tetrahydro-(1-phenyl)naphthalen |
| US6350927B2 (en) * | 1997-05-09 | 2002-02-26 | The Dow Chemical Company | Thermal fluid blends containing 1,2,3,4-tetrahydro (1-phenylethyl)naphthalene |
-
2001
- 2001-02-01 FR FR0101355A patent/FR2807060B1/fr not_active Expired - Fee Related
- 2001-03-27 CN CNB018104215A patent/CN1232486C/zh not_active Expired - Fee Related
- 2001-03-27 EP EP01921431A patent/EP1268374B1/fr not_active Expired - Lifetime
- 2001-03-27 US US10/240,094 patent/US6888036B2/en not_active Expired - Lifetime
- 2001-03-27 AT AT01921431T patent/ATE253540T1/de not_active IP Right Cessation
- 2001-03-27 AU AU2001248426A patent/AU2001248426A1/en not_active Abandoned
- 2001-03-27 ES ES01921431T patent/ES2210146T3/es not_active Expired - Lifetime
- 2001-03-27 DE DE60101156T patent/DE60101156T2/de not_active Expired - Lifetime
- 2001-03-27 JP JP2001570588A patent/JP5307314B2/ja not_active Expired - Fee Related
- 2001-03-27 WO PCT/FR2001/000932 patent/WO2001072672A1/fr active IP Right Grant
-
2002
- 2002-09-27 NO NO20024654A patent/NO328017B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004500473A (ja) | 2004-01-08 |
| FR2807060A1 (fr) | 2001-10-05 |
| AU2001248426A1 (en) | 2001-10-08 |
| CN1431983A (zh) | 2003-07-23 |
| DE60101156T2 (de) | 2004-09-02 |
| NO20024654L (no) | 2002-09-27 |
| CN1232486C (zh) | 2005-12-21 |
| ATE253540T1 (de) | 2003-11-15 |
| NO20024654D0 (no) | 2002-09-27 |
| JP5307314B2 (ja) | 2013-10-02 |
| FR2807060B1 (fr) | 2004-06-18 |
| WO2001072672A1 (fr) | 2001-10-04 |
| DE60101156D1 (de) | 2003-12-11 |
| EP1268374B1 (fr) | 2003-11-05 |
| ES2210146T3 (es) | 2004-07-01 |
| EP1268374A1 (fr) | 2003-01-02 |
| US6888036B2 (en) | 2005-05-03 |
| US20040077907A1 (en) | 2004-04-22 |
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