ES2197684T3 - Procedimiento para la obtencion de anhidrido del acido ftalico. - Google Patents
Procedimiento para la obtencion de anhidrido del acido ftalico.Info
- Publication number
- ES2197684T3 ES2197684T3 ES99953337T ES99953337T ES2197684T3 ES 2197684 T3 ES2197684 T3 ES 2197684T3 ES 99953337 T ES99953337 T ES 99953337T ES 99953337 T ES99953337 T ES 99953337T ES 2197684 T3 ES2197684 T3 ES 2197684T3
- Authority
- ES
- Spain
- Prior art keywords
- weight
- catalyst
- active
- layer
- active mass
- 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
- 238000000034 method Methods 0.000 title claims abstract description 21
- 150000008065 acid anhydrides Chemical class 0.000 title description 3
- 239000003054 catalyst Substances 0.000 claims abstract description 151
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 85
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 230000000694 effects Effects 0.000 claims abstract description 29
- 239000007789 gas Substances 0.000 claims abstract description 29
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 16
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 16
- 229910052792 caesium Inorganic materials 0.000 claims abstract description 14
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 239000012876 carrier material Substances 0.000 claims abstract description 10
- 230000003647 oxidation Effects 0.000 claims abstract description 9
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 9
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000008096 xylene Substances 0.000 claims abstract description 8
- 239000003513 alkali Substances 0.000 claims abstract description 7
- 230000003197 catalytic effect Effects 0.000 claims abstract description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910001882 dioxygen Inorganic materials 0.000 claims abstract description 6
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 6
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 6
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 6
- 239000011591 potassium Substances 0.000 claims abstract description 6
- 229910052701 rubidium Inorganic materials 0.000 claims abstract description 5
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910010413 TiO 2 Inorganic materials 0.000 claims 1
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 abstract description 6
- GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 abstract description 2
- 229940078552 o-xylene Drugs 0.000 description 39
- 230000012010 growth Effects 0.000 description 17
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 16
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 14
- 229910052787 antimony Inorganic materials 0.000 description 12
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 12
- FLJPGEWQYJVDPF-UHFFFAOYSA-L caesium sulfate Chemical compound [Cs+].[Cs+].[O-]S([O-])(=O)=O FLJPGEWQYJVDPF-UHFFFAOYSA-L 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000008298 dragée Substances 0.000 description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 9
- 229910052698 phosphorus Inorganic materials 0.000 description 9
- 239000011574 phosphorus Substances 0.000 description 9
- 239000000725 suspension Substances 0.000 description 9
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 8
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 8
- 229910052742 iron Inorganic materials 0.000 description 8
- 239000011777 magnesium Substances 0.000 description 8
- 229910052749 magnesium Inorganic materials 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 7
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 7
- 229910052720 vanadium Inorganic materials 0.000 description 7
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 6
- 239000004408 titanium dioxide Substances 0.000 description 6
- 230000004927 fusion Effects 0.000 description 5
- 238000002803 maceration Methods 0.000 description 5
- OGUCKKLSDGRKSH-UHFFFAOYSA-N oxalic acid oxovanadium Chemical compound [V].[O].C(C(=O)O)(=O)O OGUCKKLSDGRKSH-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012495 reaction gas Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- -1 air Chemical compound 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 3
- 230000009466 transformation Effects 0.000 description 3
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 230000003698 anagen phase Effects 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 2
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 2
- 239000000391 magnesium silicate Substances 0.000 description 2
- 229910052919 magnesium silicate Inorganic materials 0.000 description 2
- 235000019792 magnesium silicate Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000010955 niobium Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 229910052716 thallium Inorganic materials 0.000 description 2
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229930192627 Naphthoquinone Natural products 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- IKWTVSLWAPBBKU-UHFFFAOYSA-N a1010_sial Chemical compound O=[As]O[As]=O IKWTVSLWAPBBKU-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229910000413 arsenic oxide Inorganic materials 0.000 description 1
- 229960002594 arsenic trioxide Drugs 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- KOPBYBDAPCDYFK-UHFFFAOYSA-N caesium oxide Chemical compound [O-2].[Cs+].[Cs+] KOPBYBDAPCDYFK-UHFFFAOYSA-N 0.000 description 1
- 229910001942 caesium oxide Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- JIHMVMRETUQLFD-UHFFFAOYSA-N cerium(3+);dioxido(oxo)silane Chemical compound [Ce+3].[Ce+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O JIHMVMRETUQLFD-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229910000428 cobalt oxide Inorganic materials 0.000 description 1
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- HTXDPTMKBJXEOW-UHFFFAOYSA-N dioxoiridium Chemical compound O=[Ir]=O HTXDPTMKBJXEOW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910000457 iridium oxide Inorganic materials 0.000 description 1
- FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical compound [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
- 229910001947 lithium oxide Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- 229910000484 niobium oxide Inorganic materials 0.000 description 1
- URLJKFSTXLNXLG-UHFFFAOYSA-N niobium(5+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Nb+5].[Nb+5] URLJKFSTXLNXLG-UHFFFAOYSA-N 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 description 1
- WKMKTIVRRLOHAJ-UHFFFAOYSA-N oxygen(2-);thallium(1+) Chemical compound [O-2].[Tl+].[Tl+] WKMKTIVRRLOHAJ-UHFFFAOYSA-N 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229910001952 rubidium oxide Inorganic materials 0.000 description 1
- CWBWCLMMHLCMAM-UHFFFAOYSA-M rubidium(1+);hydroxide Chemical compound [OH-].[Rb+].[Rb+] CWBWCLMMHLCMAM-UHFFFAOYSA-M 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229910001923 silver oxide Inorganic materials 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 229910001936 tantalum oxide Inorganic materials 0.000 description 1
- 229910003438 thallium oxide Inorganic materials 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/195—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with vanadium, niobium or tantalum
- B01J27/198—Vanadium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0215—Coating
- B01J37/0221—Coating of particles
- B01J37/0223—Coating of particles by rotation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/89—Benzo [c] furans; Hydrogenated benzo [c] furans with two oxygen atoms directly attached in positions 1 and 3
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Catalysts (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823262A DE19823262A1 (de) | 1998-05-26 | 1998-05-26 | Verfahren zur Herstellung von Phthalsäureanhydrid |
| DE19823262 | 1998-05-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2197684T3 true ES2197684T3 (es) | 2004-01-01 |
Family
ID=7868820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99953337T Expired - Lifetime ES2197684T3 (es) | 1998-05-26 | 1999-05-10 | Procedimiento para la obtencion de anhidrido del acido ftalico. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6700000B1 (enExample) |
| EP (1) | EP1084115B1 (enExample) |
| JP (2) | JP2002516319A (enExample) |
| KR (1) | KR100611283B1 (enExample) |
| CN (1) | CN1131859C (enExample) |
| DE (2) | DE19823262A1 (enExample) |
| ES (1) | ES2197684T3 (enExample) |
| ID (1) | ID27092A (enExample) |
| TW (1) | TW444004B (enExample) |
| WO (1) | WO1999061433A1 (enExample) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19839001A1 (de) | 1998-08-27 | 2000-03-02 | Basf Ag | Schalenkatalysatoren für die katalytische Gasphasenoxidation von aromatischen Kohlenwasserstoffen |
| DE19851786A1 (de) | 1998-11-10 | 2000-05-11 | Basf Ag | Silber- und Vanadiumoxid enthaltendes Multimetalloxid und dessen Verwendung |
| KR100533877B1 (ko) * | 2003-05-03 | 2005-12-29 | 동양종합건설 주식회사 | 다이옥신을 포함한 방향족할로겐화합물, 일산화탄소 및질소산화물을 제거하는 촉매 및 이의 용도 |
| DE10323818A1 (de) * | 2003-05-23 | 2004-12-09 | Basf Ag | Katalysatorsysteme zur Herstellung von Phthalsäureanhydrid |
| DE10323817A1 (de) * | 2003-05-23 | 2004-12-09 | Basf Ag | Verfahren zur Herstellung von Phthalsäureanhydrid |
| DE10334132A1 (de) | 2003-07-25 | 2005-04-07 | Basf Ag | Silber, Vanadium und ein Promotormetall enthaltendes Multimetalloxid und dessen Verwendung |
| DE10335346A1 (de) * | 2003-08-01 | 2005-02-24 | Basf Ag | Katalysator für Gasphasenoxidationen |
| CN100429209C (zh) * | 2003-08-14 | 2008-10-29 | 中国石油化工股份有限公司 | 一种邻苯二甲酸酐的制备方法 |
| DE10344846A1 (de) * | 2003-09-26 | 2005-04-14 | Basf Ag | Gasphasenoxidationskatalysator mit definierter Vanadiumoxid-Teilchengrößenverteilung |
| US8097558B2 (en) * | 2004-05-29 | 2012-01-17 | Sud-Chemie Ag | Catalyst and method for producing phthalic anhydride |
| DE102004026472A1 (de) | 2004-05-29 | 2005-12-22 | Süd-Chemie AG | Mehrlagen-Katalysator zur Herstellung von Phthalsäureanhydrid |
| DE102004028930A1 (de) * | 2004-06-15 | 2006-01-05 | Basf Ag | Silber, Vanadium und ein Element der Phosphorgruppe enthaltendes Multimetalloxid und dessen Verwendung |
| JP5174462B2 (ja) * | 2004-11-18 | 2013-04-03 | ビーエーエスエフ ソシエタス・ヨーロピア | 触媒を製造するための二酸化チタン混合物の使用 |
| DE102005009473A1 (de) * | 2005-03-02 | 2006-09-07 | Süd-Chemie AG | Mehrlagen-Katalysator zur Herstellung von Phthalsäureanhydrid |
| WO2006092305A1 (de) * | 2005-03-02 | 2006-09-08 | Süd-Chemie AG | Verfahren zur herstellung eines mehrlagen-katalysators zur erzeugung von phthalsäureanhydrid |
| KR100939142B1 (ko) * | 2005-05-22 | 2010-01-28 | 쉬드-케미아크티엔게젤샤프트 | 무수 프탈산 제조를 위한 다층 촉매 |
| KR100671978B1 (ko) | 2005-07-19 | 2007-01-24 | 한국과학기술연구원 | 탈질환원촉매 |
| JP2009505824A (ja) * | 2005-08-23 | 2009-02-12 | アルテアナノ インコーポレイテッド | 高度な光触媒のリンドープアナターゼＴｉＯ２組成物及びその製造方法 |
| EP1792651A1 (de) * | 2005-11-23 | 2007-06-06 | Süd-Chemie Ag | Schalenkatalysator, insbesondere zur Oxidation von Methanol zu Formaldehyd sowie Verfahren zu dessen Herstellung |
| WO2007059974A1 (de) * | 2005-11-23 | 2007-05-31 | Süd-Chemie AG | Schalenkatalysator, insbesondere zur oxidation von methanol zu formaldehyd sowie verfahren zu dessen herstellung |
| EP2012918A1 (de) * | 2006-04-12 | 2009-01-14 | Basf Se | Katalysatorsystem zur herstellung von carbonsäuren und/oder carbonsäurenanhydriden |
| EP1852413A1 (de) | 2006-04-27 | 2007-11-07 | Basf Aktiengesellschaft | Verfahren zur Gasphasenoxidation unter Verwendung einer Moderatorlage |
| WO2007135102A2 (de) | 2006-05-19 | 2007-11-29 | Basf Se | Herstellung von phthalsäureanhydrid durch gasphasenoxidation von o-xylol in einem haupt- und nachreaktor |
| EP2024351B1 (de) | 2006-05-19 | 2011-03-09 | Basf Se | Herstellung von phthalsäureanhydrid durch gasphasenoxidation von o-xylol |
| EP1860091A1 (de) * | 2006-05-23 | 2007-11-28 | Süd-Chemie Ag | Katalysator enthaltend Titandioxid, insbesondere zur Herstellung von Phthalsäurenanhydrid |
| CN101472680A (zh) * | 2006-06-20 | 2009-07-01 | 巴斯夫欧洲公司 | 制备羧酸和/或羧酸酐的催化剂体系和方法 |
| CN101130535B (zh) * | 2006-08-25 | 2010-10-13 | 中国石油化工股份有限公司 | 一种邻苯二甲酸酐的制备方法 |
| EP2106290B1 (de) | 2006-12-21 | 2016-04-13 | Basf Se | Katalysatorsystem und verfahren zur gasphasenoxidation unter verwendung einer vorlage |
| DE102007028333A1 (de) | 2007-06-15 | 2008-12-18 | Basf Se | Verfahren zum Einbringen einer wenigstens einer Produktionscharge von ringförmigen Schalenkatalysatoren K entnommenen Teilmenge in ein Reaktionsrohr eines Rohrbündelreaktors |
| DE102008011011A1 (de) | 2008-02-01 | 2009-08-06 | Breimair, Josef, Dr. | Katalysator für die katalytische Gasphasenoxidation von aromatischen Kohlenwasserstoffen zu Aldehyden, Carbonsäuren und/oder Carbonsäureanhydriden, insbesondere zu Phthalsäureanhydrid |
| US20110028740A1 (en) * | 2008-04-07 | 2011-02-03 | Basf Se | Method for starting a gas phase oxidation reactor that contains a catalytically active silver-vanadium oxide bronze |
| US8492566B2 (en) | 2008-04-07 | 2013-07-23 | Basf Se | Method for starting a gas-phase oxidation reactor |
| DE102009041960A1 (de) | 2009-09-17 | 2011-04-07 | Süd-Chemie AG | Verfahren zur Herstellung einer Katalysatoranordnung für die Herstellung von Phthalsäureanhydrid |
| DE102009049173A1 (de) | 2009-10-13 | 2011-04-21 | Süd-Chemie AG | Reaktoranordnung zur katalytischen Gasphasenoxidation |
| CN102612406A (zh) * | 2009-11-20 | 2012-07-25 | 巴斯夫欧洲公司 | 用于制备羧酸和/或羧酸酐的在至少一个催化剂层中具有锑酸钒的多层催化剂及具有低热点温度的制备邻苯二甲酸酐的方法 |
| DE102010006854A1 (de) | 2010-02-04 | 2011-08-04 | Süd-Chemie AG, 80333 | Verfahren zur Gasphasenoxidation von Kohlenwasserstoffen |
| DE102010012090A1 (de) | 2010-03-19 | 2011-11-17 | Süd-Chemie AG | Verfahren zur katalytischen Gasphasenoxidation von Kohlenwasserstoffen und Katalysereaktionsvorrichtung |
| US20110230668A1 (en) * | 2010-03-19 | 2011-09-22 | Basf Se | Catalyst for gas phase oxidations based on low-sulfur and low-calcium titanium dioxide |
| TW201206896A (en) | 2010-04-13 | 2012-02-16 | Basf Se | Process for controlling a gas phase oxidation reactor for preparation of phthalic anhydride |
| US8859459B2 (en) | 2010-06-30 | 2014-10-14 | Basf Se | Multilayer catalyst for preparing phthalic anhydride and process for preparing phthalic anhydride |
| US9212157B2 (en) | 2010-07-30 | 2015-12-15 | Basf Se | Catalyst for the oxidation of o-xylene and/or naphthalene to phthalic anhydride |
| DE102013000654B4 (de) | 2013-01-16 | 2020-10-15 | Clariant International Ltd. | Verfahren zur Optimierung der Aktivität eines Phthalsäureanhydrid-Katalysators |
| DE102013000648A1 (de) | 2013-01-16 | 2014-07-17 | Clariant International Ltd. | Verfahren zur Optimierung der Aktivmassenbeladung eines Phthalsäureanhydrid-Katalysators |
| DE102013000647A1 (de) | 2013-01-16 | 2014-07-17 | Clariant International Ltd. | Verfahren zur Optimierung von Lagenlängen eines Phthalsäureanhydrid-Katalysators |
| EP3013784B1 (de) | 2013-06-26 | 2018-12-26 | Basf Se | Verfahren zum anfahren eines gasphasenoxidationsreaktors |
| US9765046B2 (en) | 2013-06-26 | 2017-09-19 | Basf Se | Process for preparing phthalic anhydride |
| ES2617603T3 (es) * | 2014-04-24 | 2017-06-19 | Clariant International Ltd. | Disposición de catalizador con grado optimizado de huecos para la preparación de anhídrido de ácido ftálico |
| DE102014005939A1 (de) | 2014-04-24 | 2015-10-29 | Clariant International Ltd. | Katalysatoranordnung mit optimierter Oberfläche zur Herstellung von Phthalsäureanhydrid |
| GB2568563B (en) | 2018-07-17 | 2023-03-08 | Omnagen Ltd | Chemical reactor for controlled temperature gas phase oxidation reactions |
| CN113617396A (zh) * | 2021-07-20 | 2021-11-09 | 安徽力天环保科技股份有限公司 | 一种苯酐催化剂及其制备方法 |
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| CH444046A (de) | 1965-06-14 | 1967-09-15 | Glatt Werner | Zur Aufnahme eines pulvrigen oder körnigen Behandlungsgutes in einem Warmlufttrockner dienender Behälter |
| US3565829A (en) | 1967-10-04 | 1971-02-23 | Basf Ag | Supported catalysts containing vanadium pentoxide and titanium dioxide |
| DE1769998B2 (de) | 1968-08-20 | 1977-01-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von phthalsaeureanhydrid |
| JPS4934672B1 (enExample) * | 1970-12-26 | 1974-09-17 | ||
| DE2106796C3 (de) | 1971-02-12 | 1981-09-24 | Wacker-Chemie GmbH, 8000 München | Verfahren zur Herstellung Festbettkatalysatoren mit einem Überzug aus Vanadiumpentoxid und Titandioxid |
| JPS523930B2 (enExample) * | 1971-11-29 | 1977-01-31 | ||
| JPS5143732A (en) * | 1974-10-11 | 1976-04-14 | Nippon Catalytic Chem Ind | Musuifutarusanno seizohoho |
| DE2546268C3 (de) * | 1975-10-16 | 1983-11-24 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Phthalsäureanhydrid aus o-Xylol oder Naphthalin |
| AU529228B2 (en) | 1977-07-13 | 1983-06-02 | Nippon Shokubai Kagaku Kogyo Co. Ltd. | Catalytic vapour phase oxidation |
| JPS603307B2 (ja) | 1978-11-29 | 1985-01-26 | 株式会社日本触媒 | 無水フタル酸の製造方法 |
| US4342699A (en) | 1981-02-23 | 1982-08-03 | Standard Oil Company (Indiana) | Process for production of maleic anhydride |
| EP0099431B1 (en) | 1982-07-20 | 1987-10-28 | Amoco Corporation | Process for production of maleic anhydride |
| CA1261860A (en) | 1984-05-21 | 1989-09-26 | Yoshiyuki Nakanishi | Method for the preparation of pyromellitic acid or its anhydride |
| JPS63253080A (ja) * | 1987-04-10 | 1988-10-20 | Nippon Steel Chem Co Ltd | 無水フタル酸の製造方法 |
| JPH04114745A (ja) * | 1990-09-04 | 1992-04-15 | Nippon Shokubai Co Ltd | 無水フタル酸製造用触媒および該触媒を用いた無水フタル酸の製造方法 |
| US5235071A (en) * | 1991-07-10 | 1993-08-10 | Nippon Shokubai Co., Ltd. | Catalyst for producing phthalic anhydride and process by using the same |
| DE69207552T2 (de) | 1991-10-25 | 1996-06-05 | Nippon Catalytic Chem Ind | Verfahren zur Herstellung von Phthalsäureanhydrid durch Oxydation der Gemisch von ortho-Xylol mit Naphthalin |
| US5504218A (en) | 1994-04-05 | 1996-04-02 | Nippon Shokubai Co., Ltd. | Method for production pyromellitic anhydride |
| DE4412737A1 (de) * | 1994-04-13 | 1995-10-19 | Andrija Dr Ing Fuderer | Verfahren zur Erzeugung von Phthalsäureanhydrid |
| DE4442346A1 (de) | 1994-11-29 | 1996-05-30 | Basf Ag | Verfahren zur Herstellung eines Katalysators, bestehend aus einem Trägerkörper und einer auf der Oberfläche des Trägerkörpers aufgebrachten katalytisch aktiven Oxidmasse |
| DE19519172A1 (de) | 1995-05-24 | 1996-11-28 | Consortium Elektrochem Ind | Trägerkatalysator für Gasphasenoxidationsreaktoren |
| TW415939B (en) * | 1996-10-23 | 2000-12-21 | Nippon Steel Chemical Co | Gas-phase oxidization process and process for the preparation of phthalic anhydride |
| DE19707943C2 (de) | 1997-02-27 | 1999-07-08 | Basf Ag | Verfahren zur Herstellung von Phthalsäureanhydrid und Katalysator hierfür |
| DE59808069D1 (de) | 1997-02-27 | 2003-05-28 | Basf Ag | Verfahren zur herstellung von schalenkatalysatoren für die katalytische gasphasenoxidation von aromatischen kohlenwasserstoffen |
-
1998
- 1998-05-26 DE DE19823262A patent/DE19823262A1/de not_active Withdrawn
-
1999
- 1999-05-10 WO PCT/EP1999/003191 patent/WO1999061433A1/de not_active Ceased
- 1999-05-10 DE DE59904964T patent/DE59904964D1/de not_active Expired - Lifetime
- 1999-05-10 EP EP99953337A patent/EP1084115B1/de not_active Expired - Lifetime
- 1999-05-10 US US09/700,452 patent/US6700000B1/en not_active Expired - Lifetime
- 1999-05-10 ES ES99953337T patent/ES2197684T3/es not_active Expired - Lifetime
- 1999-05-10 KR KR1020007013291A patent/KR100611283B1/ko not_active Expired - Fee Related
- 1999-05-10 JP JP2000550839A patent/JP2002516319A/ja active Pending
- 1999-05-10 ID IDW20002425A patent/ID27092A/id unknown
- 1999-05-10 CN CN998066206A patent/CN1131859C/zh not_active Expired - Lifetime
- 1999-05-26 TW TW088108633A patent/TW444004B/zh not_active IP Right Cessation
-
2011
- 2011-01-04 JP JP2011000042A patent/JP5479377B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR100611283B1 (ko) | 2006-08-10 |
| EP1084115B1 (de) | 2003-04-09 |
| DE19823262A1 (de) | 1999-12-02 |
| CN1131859C (zh) | 2003-12-24 |
| JP5479377B2 (ja) | 2014-04-23 |
| TW444004B (en) | 2001-07-01 |
| ID27092A (id) | 2001-03-01 |
| DE59904964D1 (de) | 2003-05-15 |
| EP1084115A1 (de) | 2001-03-21 |
| KR20010043836A (ko) | 2001-05-25 |
| CN1303383A (zh) | 2001-07-11 |
| US6700000B1 (en) | 2004-03-02 |
| JP2011088925A (ja) | 2011-05-06 |
| JP2002516319A (ja) | 2002-06-04 |
| WO1999061433A1 (de) | 1999-12-02 |
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