ES2250573T3 - Procedimiento para la purificacion de los alcoholes aliciclicos. - Google Patents
Procedimiento para la purificacion de los alcoholes aliciclicos.Info
- Publication number
- ES2250573T3 ES2250573T3 ES02027113T ES02027113T ES2250573T3 ES 2250573 T3 ES2250573 T3 ES 2250573T3 ES 02027113 T ES02027113 T ES 02027113T ES 02027113 T ES02027113 T ES 02027113T ES 2250573 T3 ES2250573 T3 ES 2250573T3
- Authority
- ES
- Spain
- Prior art keywords
- hydroxymethyl
- bis
- acid
- distillation
- alcohols
- 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.)
- Expired - Lifetime
Links
- 238000000746 purification Methods 0.000 title claims abstract description 10
- 238000000034 method Methods 0.000 title claims description 20
- 150000001298 alcohols Chemical class 0.000 title description 17
- -1 alicyclic alcohols Chemical class 0.000 claims abstract description 29
- 238000004821 distillation Methods 0.000 claims description 47
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 42
- 239000002253 acid Substances 0.000 claims description 35
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 33
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 27
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 14
- OLWAZOBRCQWWDB-UHFFFAOYSA-N 2,3,4,4a,4b,5,6,7,8,8a,9,9a-dodecahydro-1h-fluorene Chemical compound C12CCCCC2CC2C1CCCC2 OLWAZOBRCQWWDB-UHFFFAOYSA-N 0.000 claims description 10
- 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 claims description 10
- MQCRKPIKJVMKPU-UHFFFAOYSA-N 2,3,3a,4,4a,5,6,7,8,8a,9,9a-dodecahydro-1h-cyclopenta[b]naphthalene Chemical compound C1C2CCCCC2CC2C1CCC2 MQCRKPIKJVMKPU-UHFFFAOYSA-N 0.000 claims description 9
- 150000007513 acids Chemical class 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- SHFJWMWCIHQNCP-UHFFFAOYSA-M hydron;tetrabutylazanium;sulfate Chemical compound OS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC SHFJWMWCIHQNCP-UHFFFAOYSA-M 0.000 claims description 4
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 3
- LWHKUVOYICRGGR-UHFFFAOYSA-N 3-bicyclo[2.2.1]heptanylmethanol Chemical compound C1CC2C(CO)CC1C2 LWHKUVOYICRGGR-UHFFFAOYSA-N 0.000 claims description 2
- XGWFJBFNAQHLEF-UHFFFAOYSA-N 9-anthroic acid Chemical compound C1=CC=C2C(C(=O)O)=C(C=CC=C3)C3=CC2=C1 XGWFJBFNAQHLEF-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- OLTXWMMREJPHOR-UHFFFAOYSA-N ac1l5oxz Chemical compound C1C2CC(O)C1C1C2CC(CO)C1 OLTXWMMREJPHOR-UHFFFAOYSA-N 0.000 claims 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims 1
- 229910044991 metal oxide Inorganic materials 0.000 claims 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 43
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 5
- 238000007037 hydroformylation reaction Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 4
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 4
- 241000723346 Cinnamomum camphora Species 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 229960000846 camphor Drugs 0.000 description 4
- 229930008380 camphor Natural products 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 238000001577 simple distillation Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000002950 monocyclic group Chemical group 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- 230000008646 thermal stress Effects 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000004435 Oxo alcohol Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 125000003172 aldehyde group Chemical group 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical class C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- XCGKRTHKVBCXLN-UHFFFAOYSA-N 3a,4,4a,5,8,8a,9,9a-octahydro-4,9:5,8-dimethano-1h-benz(f)indene Chemical compound C1C2C3C(C=C4)CC4C3C1C1C2C=CC1 XCGKRTHKVBCXLN-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- GVRWIAHBVAYKIZ-UHFFFAOYSA-N dec-3-ene Chemical compound CCCCCCC=CCC GVRWIAHBVAYKIZ-UHFFFAOYSA-N 0.000 description 1
- HIPQYVJOMHDTRF-UHFFFAOYSA-N deca-2,7-diene Chemical compound CCC=CCCCC=CC HIPQYVJOMHDTRF-UHFFFAOYSA-N 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- BDRTVPCFKSUHCJ-UHFFFAOYSA-N molecular hydrogen;potassium Chemical compound [K].[H][H] BDRTVPCFKSUHCJ-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- MLIKYFGFHUYZAL-UHFFFAOYSA-K trisodium;hydron;phosphonato phosphate Chemical compound [Na+].[Na+].[Na+].OP([O-])(=O)OP([O-])([O-])=O MLIKYFGFHUYZAL-UHFFFAOYSA-K 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/40—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/14—Benz[f]indenes; Hydrogenated benz[f]indenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/66—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing five-membered rings
- C07C2603/68—Dicyclopentadienes; Hydrogenated dicyclopentadienes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10161597 | 2001-12-14 | ||
| DE10161597A DE10161597B4 (de) | 2001-12-14 | 2001-12-14 | Verfahren zur Reinigung alicyclischer Alkohole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2250573T3 true ES2250573T3 (es) | 2006-04-16 |
Family
ID=7709284
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES02027113T Expired - Lifetime ES2250573T3 (es) | 2001-12-14 | 2002-12-04 | Procedimiento para la purificacion de los alcoholes aliciclicos. |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7074304B2 (enExample) |
| EP (1) | EP1319645B1 (enExample) |
| JP (1) | JP2003192621A (enExample) |
| AT (1) | ATE307791T1 (enExample) |
| DE (2) | DE10161597B4 (enExample) |
| ES (1) | ES2250573T3 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007034865A1 (de) * | 2007-07-24 | 2009-01-29 | Evonik Degussa Gmbh | Beschichtungsstoffzusammensetzungen |
| DE102007034866A1 (de) * | 2007-07-24 | 2009-01-29 | Evonik Degussa Gmbh | Ungesättigte Polyester |
| CN101765578A (zh) * | 2007-07-30 | 2010-06-30 | 陶氏环球技术公司 | C6-c16脂肪族二醇的精制方法 |
| JP7621095B2 (ja) * | 2020-11-18 | 2025-01-24 | Ｋｈネオケム株式会社 | 脂環式化合物の製造方法及び脂環式化合物 |
| TWI840652B (zh) * | 2021-02-03 | 2024-05-01 | 長春人造樹脂廠股份有限公司 | 耐黃變聚酯材料及其製備方法 |
| JP7501778B2 (ja) | 2022-01-20 | 2024-06-18 | 三菱ケミカル株式会社 | 多価アルコール類の製造方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1017786B (de) * | 1956-01-28 | 1957-10-17 | Bayer Ag | Verfahren zur Herstellung von Formkoerpern und lufttrocknenden UEberzuegen |
| US2889385A (en) * | 1956-04-10 | 1959-06-02 | Exxon Research Engineering Co | Preparation of long chain olefins from aluminum trialkyl and ethylene |
| US2889375A (en) * | 1956-05-21 | 1959-06-02 | Gulf Research Development Co | Method of distilling alcohols |
| US2909458A (en) * | 1957-07-01 | 1959-10-20 | Velsicol Chemical Corp | New compositions of matter |
| DE1113449B (de) * | 1958-05-13 | 1961-09-07 | Union Carbide Corp | Verfahren zur Reinigung synthetisch hergestellter Alkohole |
| DE1148221B (de) * | 1959-04-21 | 1963-05-09 | Exxon Research Engineering Co | Verfahren zur Reinigung von Alkoholen mit 6 bis 16 Kohlenstoffatomen |
| US3384672A (en) * | 1965-04-12 | 1968-05-21 | Universal Oil Prod Co | Preparation of alcohols |
| US3990952A (en) * | 1974-10-10 | 1976-11-09 | Raphael Katzen Associates International, Inc. | Alcohol distillation process |
| DE3019766A1 (de) * | 1980-05-23 | 1981-12-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur destillativen zerlegung von aliphatische alkohole enthaltenden fluessigkeitsgemischen |
| JPS5770124A (en) * | 1980-10-20 | 1982-04-30 | Dai Ichi Kogyo Seiyaku Co Ltd | Purification of polyether-polyol |
| DE3843956A1 (de) * | 1988-12-24 | 1990-06-28 | Huels Chemische Werke Ag | Verfahren zur herstellung von aliphatischen und cycloaliphatischen diolen durch katalytische hydrierung von dicarbonsaeureestern |
| GB2246128B (en) * | 1990-06-14 | 1994-03-09 | Rackham Anthony Charles | Process for extraction and purification of plaunotol |
| DE4039950A1 (de) * | 1990-12-14 | 1992-06-17 | Hoechst Ag | Verfahren zur herstellung von ungesaettigten ethern |
| DE4226282C2 (de) * | 1992-08-08 | 1996-05-23 | Uwe Boehmke | Verfahren zur Gewinnung von Octadecandiol-1,12 |
| DE4242725A1 (de) * | 1992-12-17 | 1994-06-23 | Hoechst Ag | Verfahren zur Herstellung von höheren, vorwiegend unverzweigten, primären Alkoholen |
| DE19501269A1 (de) | 1995-01-18 | 1996-07-25 | Henkel Kgaa | Amorphes Alkalisilikat-Compound |
| DE19506280A1 (de) * | 1995-02-23 | 1996-08-29 | Hoechst Ag | Verfahren zur Destillation von Alkoholen |
| CA2256626C (en) * | 1997-03-26 | 2006-08-22 | Bp Chemicals Limited | Ester co-production |
| JP4210879B2 (ja) * | 1999-01-29 | 2009-01-21 | 中京油脂株式会社 | 多鎖二極性基化合物及びその製造方法 |
| JP2001131105A (ja) * | 1999-11-04 | 2001-05-15 | Daicel Chem Ind Ltd | 脂環式アルコール類の製造方法及び分離方法 |
-
2001
- 2001-12-14 DE DE10161597A patent/DE10161597B4/de not_active Expired - Fee Related
-
2002
- 2002-12-04 AT AT02027113T patent/ATE307791T1/de not_active IP Right Cessation
- 2002-12-04 EP EP02027113A patent/EP1319645B1/de not_active Expired - Lifetime
- 2002-12-04 DE DE50204672T patent/DE50204672D1/de not_active Expired - Lifetime
- 2002-12-04 ES ES02027113T patent/ES2250573T3/es not_active Expired - Lifetime
- 2002-12-12 JP JP2002360820A patent/JP2003192621A/ja active Pending
- 2002-12-13 US US10/318,564 patent/US7074304B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE10161597B4 (de) | 2005-10-20 |
| EP1319645B1 (de) | 2005-10-26 |
| DE50204672D1 (de) | 2005-12-01 |
| DE10161597A1 (de) | 2003-07-03 |
| JP2003192621A (ja) | 2003-07-09 |
| EP1319645A3 (de) | 2003-11-05 |
| US7074304B2 (en) | 2006-07-11 |
| US20030183502A1 (en) | 2003-10-02 |
| EP1319645A2 (de) | 2003-06-18 |
| ATE307791T1 (de) | 2005-11-15 |
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