DK2150557T3 - Produkt indeholdende monomer og polymere af titanyler og fremgangsmåder til fremstilling deraf. - Google Patents
Produkt indeholdende monomer og polymere af titanyler og fremgangsmåder til fremstilling deraf. Download PDFInfo
- Publication number
- DK2150557T3 DK2150557T3 DK08825898.3T DK08825898T DK2150557T3 DK 2150557 T3 DK2150557 T3 DK 2150557T3 DK 08825898 T DK08825898 T DK 08825898T DK 2150557 T3 DK2150557 T3 DK 2150557T3
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- DK
- Denmark
- Prior art keywords
- substituted
- group
- compound
- formula
- unsubstituted
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 53
- 230000008569 process Effects 0.000 title claims description 40
- 229920000642 polymer Polymers 0.000 title description 11
- 238000002360 preparation method Methods 0.000 title description 9
- 239000000178 monomer Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 119
- 239000000203 mixture Substances 0.000 claims description 58
- -1 CH3-xClxCO2H Chemical compound 0.000 claims description 57
- 239000000446 fuel Substances 0.000 claims description 41
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- 230000001590 oxidative effect Effects 0.000 claims description 38
- 239000007800 oxidant agent Substances 0.000 claims description 34
- 125000000623 heterocyclic group Chemical group 0.000 claims description 32
- 229910052717 sulfur Inorganic materials 0.000 claims description 32
- 239000011593 sulfur Substances 0.000 claims description 31
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium(II) oxide Chemical compound [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 31
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 22
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 19
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 18
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- 229910052726 zirconium Inorganic materials 0.000 claims description 11
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 10
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- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 7
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 7
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- UVSKOLBZAFWYOZ-UHFFFAOYSA-N oxotitanium;propane-1,2,3-triol Chemical compound [Ti]=O.OCC(O)CO.OCC(O)CO UVSKOLBZAFWYOZ-UHFFFAOYSA-N 0.000 claims 2
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- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 230000003647 oxidation Effects 0.000 description 16
- 125000003118 aryl group Chemical group 0.000 description 15
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- 238000010438 heat treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 1
- 125000002192 heptalenyl group Chemical group 0.000 description 1
- 125000005945 imidazopyridyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
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- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- LPAGFVYQRIESJQ-UHFFFAOYSA-N indoline Chemical compound C1=CC=C2NCCC2=C1 LPAGFVYQRIESJQ-UHFFFAOYSA-N 0.000 description 1
- HOBCFUWDNJPFHB-UHFFFAOYSA-N indolizine Chemical compound C1=CC=CN2C=CC=C21 HOBCFUWDNJPFHB-UHFFFAOYSA-N 0.000 description 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
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- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- ZDGGJQMSELMHLK-UHFFFAOYSA-N m-Trifluoromethylhippuric acid Chemical compound OC(=O)CNC(=O)C1=CC=CC(C(F)(F)F)=C1 ZDGGJQMSELMHLK-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
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- 230000000116 mitigating effect Effects 0.000 description 1
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- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000011234 nano-particulate material Substances 0.000 description 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000006574 non-aromatic ring group Chemical group 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- IVMHDOBGNQOUHO-UHFFFAOYSA-N oxathiane Chemical compound C1CCSOC1 IVMHDOBGNQOUHO-UHFFFAOYSA-N 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical compound C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- FXWGWZQOSOJYOC-UHFFFAOYSA-N propane-1,2,3-triol;titanium Chemical class [Ti].OCC(O)CO FXWGWZQOSOJYOC-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical compound N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 description 1
- 125000002755 pyrazolinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical compound [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000001422 pyrrolinyl group Chemical group 0.000 description 1
- 125000006085 pyrrolopyridyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000005017 substituted alkenyl group Chemical group 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000005944 tetrahydroimidazopyridyl group Chemical group 0.000 description 1
- 125000005888 tetrahydroindolyl group Chemical group 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000003507 tetrahydrothiofenyl group Chemical group 0.000 description 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000004927 thianaphthalenyl group Chemical group S1C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- OVCXRBARSPBVMC-UHFFFAOYSA-N triazolopyridine Chemical compound C=1N2C(C(C)C)=NN=C2C=CC=1C=1OC=NC=1C1=CC=C(F)C=C1 OVCXRBARSPBVMC-UHFFFAOYSA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 125000003960 triphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C3=CC=CC=C3C12)* 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic Table without C-Metal linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (15)
1. Forbindelse med formlen I: MmOm(OR2)n (I); i hvilken: M er Ti, Zr eller Hf; R2 i hver forekomst er individuelt en substitueret alkylgruppe indeholdende mindst én OH-gruppe, en substitueret cycloalkylgruppe indeholdende mindst én OH-gruppe, en substitueret cycloalkylalkylgruppe indeholdende mindst én OH-gruppe, en substitueret heterocyclylgruppe indeholdende mindst én OH-gruppe, eller en heterocyclylalkylgruppe indeholdende mindst én OH-gruppe; og m er et heltal fra 1 til 8; og n er et heltal fra 1 til 8.
2. Forbindelse ifølge krav 1, hvor forbindelsen med formlen I er en forbindelse med formlen II
en forbindelse med formlen III
en isomer af forbindelsen med formlen II eller III, eller en blanding af vilkårlige to eller flere deraf; hvor: M er Ti eller Zr; R3 i hver forekomst er uafhængigt H, F, Cl, Br, I, CN, OR4, NR5R6, substitueret eller usubstitueret alkyl, substitueret eller usubstitueret cycloalkyl, substitueret eller usubstitueret cycl oal kyl al kyl, usubstitueret heterocyclyl, eller substitueret eller usubstitueret heterocyclylalkyl; R4 er H, substitueret eller usubstitueret alkyl, substitueret eller usubstitueret cy-cloalkyl, substitueret eller usubstitueret cycloalkylalkyl, usubstitueret heterocyclyl, eller substitueret eller usubstitueret heterocyclylalkyl; R5 og R6 er uafhængigt H, substitueret eller usubstitueret alkyl, substitueret eller usubstitueret cycloalkyl, substitueret eller usubstitueret heterocyclylalkyl, eller R5 og R6 danner en heterocyklisk ring indeholdende det N-atom, hvortil de er bundet; og n' er 1,2, 3 eller 4.
3. Forbindelse ifølge krav 2, i hvilken M er Ti.
4. Forbindelse ifølge krav 2, i hvilken R3 i hver forekomst er uafhængigt H, OR4 eller en substitueret eller usubstitueret alkylgruppe.
5. Forbindelse ifølge krav 2, hvor forbindelsen er bis(ethylenglycol)oxotitanium (IV), bis(glycerol)oxotitanium (IV), bis(erythritol)oxotitanium (IV) eller bis(sorbitol)oxotitanium (IV).
6. Sammensætning indeholdende forbindelsen ifølge krav 1 og en polymerharpiks.
7. Fremgangsmåde omfattende: tilvejebringelse af et kontamineret brændstof; fremstilling af en blanding af brændstoffet, en forbindelse med formlen I, en organisk syre; og en oxidant; og udvinding af et dekontamineret brændstof; hvor formlen I er MmOm(OR2)n (I); M er Ti, Zr eller Hf; R2 i hver forekomst er individuelt en substitueret alkylgruppe indeholdende mindst én OH-gruppe, en substitueret cycloalkylgruppe indeholdende mindst én OH- gruppe, en substitueret cycloalkylalkylgruppe indeholdende mindst én OH-gruppe, en substitueret heterocyclylgruppe indeholdende mindst én OH-gruppe, eller en heterocyclylalkylgruppe indeholdende mindst én OH-gruppe; og m er et heltal fra 1 til 8; og n er et heltal fra 1 til 8.
8. Fremgangsmåde ifølge krav 7, ved hvilken forbindelsen med formlen I er valgt fra gruppen bestående af bis(ethylenglycol)oxotitanium (IV), bis(glycerol)oxotitanium (IV), bis(erythritol)oxotitanium (IV) eller bis(sorbitol)oxotitanium (IV).
9. Fremgangsmåde ifølge krav 7, ved hvilken det kontaminerede brændstof omfatter et brændstof og én eller flere kontaminanter valgt fra en svovlkontami-nant, en nitrogenkontaminant eller en blanding deraf.
10. Fremgangsmåde ifølge krav 7, ved hvilken den organiske syre er valgt fra gruppen bestående af HCO2H, CH3-xClxC02H, CF3CO2H og blandinger af vilkårlige to eller flere deraf, hvor x er et heltal fra 0 til 3.
11. Fremgangsmåde ifølge krav 7, ved hvilken oxidanten er valgt fra gruppen bestående af et organisk nitrogenoxid, salpetersyre, hydrogenperoxid, ozon, et organisk peroxid, oxygen, luft, en persyre, et hypochlorit og blandinger af vilkårlige to eller flere deraf.
12. Fremgangsmåde ifølge krav 7, ved hvilken det svovlkontaminerede brændstof er til stede i en mængde fra 30 vægt-% ± op til 10% til 70 vægt-% ± op til 10%, den organiske syre er til stede i en mængde fra 20 vægt-% ± op til 10% til 60 vægt-% ± op til 10%, oxidanten er til stede i en mængde fra 5 vægt-% ± op til 10% til 20 vægt-% ± op til 10%, og forbindelsen med formlen I er til stede i en mængde på 0,5 ppm eller mere i forhold til brændstoffet.
13. Fremgangsmåde ifølge krav 7, ved hvilken blandingen opvarmes til en temperatur fra 30 til 130°C ± op til 10%.
14. Fremgangsmåde ifølge krav 7, ved hvilken blandingen opvarmes i fra 5 sekunder til 60 minutter ± op til 10%.
15. Fremgangsmåde ifølge krav 7, ved hvilken det kontaminerede brændstof er en råolie, et dieselbrændstof eller en termisk krakket benzin.
Applications Claiming Priority (4)
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| US92421407P | 2007-05-03 | 2007-05-03 | |
| US91717107P | 2007-05-10 | 2007-05-10 | |
| US3961908P | 2008-03-26 | 2008-03-26 | |
| PCT/US2008/005624 WO2008153633A2 (en) | 2007-05-03 | 2008-05-02 | Product containing monomer and polymers of titanyls and methods for making same |
Publications (1)
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|---|---|
| DK2150557T3 true DK2150557T3 (da) | 2016-08-29 |
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| DK08825898.3T DK2150557T3 (da) | 2007-05-03 | 2008-05-02 | Produkt indeholdende monomer og polymere af titanyler og fremgangsmåder til fremstilling deraf. |
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| EP (2) | EP3078726A1 (da) |
| JP (1) | JP5537418B2 (da) |
| KR (1) | KR101642695B1 (da) |
| CN (1) | CN101815720B (da) |
| AU (1) | AU2008262567B2 (da) |
| BR (1) | BRPI0809881B1 (da) |
| CA (2) | CA2685850C (da) |
| DE (1) | DE08825898T1 (da) |
| DK (1) | DK2150557T3 (da) |
| ES (1) | ES2345705T3 (da) |
| PL (1) | PL2150557T3 (da) |
| WO (1) | WO2008153633A2 (da) |
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| KR101642695B1 (ko) | 2007-05-03 | 2016-07-27 | 오테라, 인코포레이티드 | 티타닐의 단량체와 중합체를 함유하는 생성물과 이를 제조하는 방법 |
| EP2265694B1 (en) * | 2008-03-26 | 2017-05-17 | Auterra, Inc. | Sulfoxidation method |
| US9206359B2 (en) | 2008-03-26 | 2015-12-08 | Auterra, Inc. | Methods for upgrading of contaminated hydrocarbon streams |
| US9061273B2 (en) * | 2008-03-26 | 2015-06-23 | Auterra, Inc. | Sulfoxidation catalysts and methods and systems of using same |
| CN102906162B (zh) * | 2010-05-10 | 2014-12-10 | 学校法人关西大学 | 固化性组合物、使用其的环氧树脂-无机高分子复合材料的制造方法及环氧树脂-无机高分子复合材料 |
| RU2581473C2 (ru) * | 2010-07-20 | 2016-04-20 | Отерра, Инк. | Окислительная десульфуризация с использованием катализатора на основе титана (iv) и органогидропероксидов |
| US9828557B2 (en) | 2010-09-22 | 2017-11-28 | Auterra, Inc. | Reaction system, methods and products therefrom |
| US20120286435A1 (en) * | 2011-03-04 | 2012-11-15 | Ppg Industries Ohio, Inc. | Process for preparing molded optical articles |
| EP2754638B1 (en) | 2011-09-05 | 2018-11-07 | Tosoh Corporation | Film-forming material, group iv metal oxide film and vinylene diamide complex |
| CN102593371A (zh) * | 2012-03-16 | 2012-07-18 | 四川长虹电器股份有限公司 | 有机电致发光器件的封装结构 |
| EP2763142A1 (de) * | 2013-02-04 | 2014-08-06 | Siemens Aktiengesellschaft | Imprägnierharz für einen Elektroisolationskörper, Elektroisolationskörper und Verfahren zum Herstellen des Elektroisolationskörpers |
| WO2016154529A1 (en) * | 2015-03-26 | 2016-09-29 | Auterra, Inc. | Adsorbents and methods of use |
| US10450516B2 (en) | 2016-03-08 | 2019-10-22 | Auterra, Inc. | Catalytic caustic desulfonylation |
| CN106881073A (zh) * | 2016-05-20 | 2017-06-23 | 上海依瓦达环境技术有限公司 | 一种用于空气净化的光催化剂涂层结构及其制备方法 |
| EP3768794B1 (en) | 2018-03-22 | 2021-04-28 | 3M Innovative Properties Company | Charge-modified particles and methods of making the same |
| US11046894B2 (en) | 2018-08-31 | 2021-06-29 | Amin Bazyari | Mixed oxide nanocomposite catalyst-adsorbent for oxidative desulfurization of liquid hydrocarbon fuels |
| CN111822046B (zh) * | 2020-06-30 | 2023-03-10 | 广州美晨科技实业有限公司 | 一种司盘系列产品及其制备方法 |
| WO2022065127A1 (ja) * | 2020-09-24 | 2022-03-31 | 東レ株式会社 | 組成物、硬化体およびその製造方法、ならびに部材、電子部品および繊維 |
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-
2008
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- 2008-05-02 BR BRPI0809881-6A patent/BRPI0809881B1/pt active IP Right Grant
- 2008-05-02 ES ES08825898.3T patent/ES2345705T3/es active Active
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- 2008-05-02 CA CA2685850A patent/CA2685850C/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| EP2150557B1 (en) | 2016-07-13 |
| AU2008262567B2 (en) | 2013-05-16 |
| DE08825898T1 (de) | 2010-10-21 |
| CA2685850A1 (en) | 2008-12-18 |
| WO2008153633A2 (en) | 2008-12-18 |
| BRPI0809881B1 (pt) | 2019-08-20 |
| CN101815720B (zh) | 2014-06-04 |
| ES2345705T1 (es) | 2010-09-30 |
| CA2685850C (en) | 2016-06-28 |
| ES2345705T3 (es) | 2016-11-28 |
| CA2927919A1 (en) | 2008-12-18 |
| US20110119988A1 (en) | 2011-05-26 |
| EP2150557A4 (en) | 2012-02-08 |
| CN101815720A (zh) | 2010-08-25 |
| JP5537418B2 (ja) | 2014-07-02 |
| KR101642695B1 (ko) | 2016-07-27 |
| EP3078726A1 (en) | 2016-10-12 |
| WO2008153633A3 (en) | 2009-07-09 |
| PL2150557T3 (pl) | 2016-12-30 |
| AU2008262567A1 (en) | 2008-12-18 |
| KR20100029184A (ko) | 2010-03-16 |
| EP2150557A2 (en) | 2010-02-10 |
| JP2010528984A (ja) | 2010-08-26 |
| US9512151B2 (en) | 2016-12-06 |
| BRPI0809881A2 (pt) | 2018-10-30 |
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