IL126666A - Process for the preparation of polyalkynamines, a number of new polyalkynamines and fuels, adhesives and additives that include them - Google Patents
Process for the preparation of polyalkynamines, a number of new polyalkynamines and fuels, adhesives and additives that include themInfo
- Publication number
- IL126666A IL126666A IL12666697A IL12666697A IL126666A IL 126666 A IL126666 A IL 126666A IL 12666697 A IL12666697 A IL 12666697A IL 12666697 A IL12666697 A IL 12666697A IL 126666 A IL126666 A IL 126666A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- epoxide
- radicals
- reaction product
- weight
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 239000000203 mixture Substances 0.000 title claims description 23
- 239000000654 additive Substances 0.000 title claims description 21
- 239000000446 fuel Substances 0.000 title claims description 14
- 230000000996 additive effect Effects 0.000 title claims description 8
- 239000000314 lubricant Substances 0.000 title claims description 7
- 150000002118 epoxides Chemical class 0.000 claims abstract description 30
- 150000001414 amino alcohols Chemical class 0.000 claims abstract description 29
- 150000001412 amines Chemical class 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims abstract description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
- 229910017464 nitrogen compound Inorganic materials 0.000 claims abstract description 16
- 150000002830 nitrogen compounds Chemical class 0.000 claims abstract description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 9
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 8
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 7
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 7
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 6
- 125000004103 aminoalkyl group Chemical group 0.000 claims abstract description 6
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 5
- 125000003277 amino group Chemical group 0.000 claims abstract description 4
- 150000001336 alkenes Chemical class 0.000 claims abstract description 3
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 3
- -1 arylalkyi Chemical group 0.000 claims description 33
- 239000003054 catalyst Substances 0.000 claims description 27
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 26
- 239000010457 zeolite Substances 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 229910021529 ammonia Inorganic materials 0.000 claims description 13
- 229920000098 polyolefin Polymers 0.000 claims description 13
- 239000000047 product Substances 0.000 claims description 12
- 239000007795 chemical reaction product Substances 0.000 claims description 11
- 238000005984 hydrogenation reaction Methods 0.000 claims description 10
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000003599 detergent Substances 0.000 claims description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 6
- 238000006735 epoxidation reaction Methods 0.000 claims description 6
- 239000011149 active material Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 4
- 239000010949 copper Substances 0.000 claims description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 3
- 229910052758 niobium Inorganic materials 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- MLCJWRIUYXIWNU-OWOJBTEDSA-N (e)-ethene-1,2-diamine Chemical compound N\C=C\N MLCJWRIUYXIWNU-OWOJBTEDSA-N 0.000 claims description 2
- FDMXADMEKAUMIV-NSCUHMNNSA-N (e)-prop-1-ene-1,2-diamine Chemical compound C\C(N)=C/N FDMXADMEKAUMIV-NSCUHMNNSA-N 0.000 claims description 2
- QBIAZVPERXOGAL-OWOJBTEDSA-N (e)-prop-1-ene-1,3-diamine Chemical compound NC\C=C\N QBIAZVPERXOGAL-OWOJBTEDSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical class NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims 2
- 239000005749 Copper compound Substances 0.000 claims 1
- 125000005263 alkylenediamine group Chemical group 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 150000001880 copper compounds Chemical class 0.000 claims 1
- 125000005265 dialkylamine group Chemical group 0.000 claims 1
- 239000005078 molybdenum compound Substances 0.000 claims 1
- 150000002752 molybdenum compounds Chemical class 0.000 claims 1
- 150000002816 nickel compounds Chemical class 0.000 claims 1
- 229910000069 nitrogen hydride Inorganic materials 0.000 claims 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 150000003388 sodium compounds Chemical class 0.000 claims 1
- 150000003755 zirconium compounds Chemical class 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract description 5
- 229920002367 Polyisobutene Polymers 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000003254 radicals Chemical class 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 230000006315 carbonylation Effects 0.000 description 3
- 238000005810 carbonylation reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002816 fuel additive Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 2
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000002815 homogeneous catalyst Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- WCGXJPFHTHQNJL-UHFFFAOYSA-N 1-[5-ethyl-2-hydroxy-4-[6-methyl-6-(2H-tetrazol-5-yl)heptoxy]phenyl]ethanone Chemical compound CCC1=CC(C(C)=O)=C(O)C=C1OCCCCCC(C)(C)C1=NNN=N1 WCGXJPFHTHQNJL-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 1
- 125000006219 1-ethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000000474 3-butynyl group Chemical group [H]C#CC([H])([H])C([H])([H])* 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- RSPAIISXQHXRKX-UHFFFAOYSA-L 5-butylcyclopenta-1,3-diene;zirconium(4+);dichloride Chemical compound Cl[Zr+2]Cl.CCCCC1=CC=C[CH-]1.CCCCC1=CC=C[CH-]1 RSPAIISXQHXRKX-UHFFFAOYSA-L 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 1
- 101100065718 Caenorhabditis elegans ets-4 gene Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 229920002368 Glissopal ® Polymers 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- KRWXNHYCEZBMTL-UHFFFAOYSA-L [Cl-].[Cl-].C(CCCCCCCCCCCCCCCCC)C1(C=CC=C1)[Zr+2]C1(C=CC=C1)CCCCCCCCCCCCCCCCCC Chemical compound [Cl-].[Cl-].C(CCCCCCCCCCCCCCCCC)C1(C=CC=C1)[Zr+2]C1(C=CC=C1)CCCCCCCCCCCCCCCCCC KRWXNHYCEZBMTL-UHFFFAOYSA-L 0.000 description 1
- NOQWABVRFAHTQD-UHFFFAOYSA-L [Cl-].[Cl-].C12=CC=CCC2CCC1[Zr+2]C1C2=CC=CCC2CC1 Chemical compound [Cl-].[Cl-].C12=CC=CCC2CCC1[Zr+2]C1C2=CC=CCC2CC1 NOQWABVRFAHTQD-UHFFFAOYSA-L 0.000 description 1
- GNKTZDSRQHMHLZ-UHFFFAOYSA-N [Si].[Si].[Si].[Ti].[Ti].[Ti].[Ti].[Ti] Chemical compound [Si].[Si].[Si].[Ti].[Ti].[Ti].[Ti].[Ti] GNKTZDSRQHMHLZ-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MIILMDFFARLWKZ-UHFFFAOYSA-L dichlorozirconium;1,2,3,4,5-pentamethylcyclopentane Chemical compound [Cl-].[Cl-].CC1=C(C)C(C)=C(C)C1(C)[Zr+2]C1(C)C(C)=C(C)C(C)=C1C MIILMDFFARLWKZ-UHFFFAOYSA-L 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000012013 faujasite Substances 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002500 ions Chemical class 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
- 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
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([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
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [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
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 239000012266 salt solution Substances 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
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 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
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000005247 tetrazinyl group Chemical group N1=NN=NC(=C1)* 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 239000010723 turbine oil Substances 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
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/04—Reduction, e.g. hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
- C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/223—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/223—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
- C10L1/2235—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom hydroxy containing
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
- C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C)
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/06—Use of additives to fuels or fires for particular purposes for facilitating soot removal
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol-fuelled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Combustion & Propulsion (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19620262A DE19620262A1 (de) | 1996-05-20 | 1996-05-20 | Verfahren zur Herstellung von Polyalkenaminen |
| PCT/EP1997/002571 WO1997044366A1 (de) | 1996-05-20 | 1997-05-20 | Verfahren zur herstellung von polyalkenaminen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL126666A0 IL126666A0 (en) | 1999-08-17 |
| IL126666A true IL126666A (en) | 2004-08-31 |
Family
ID=7794793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL12666697A IL126666A (en) | 1996-05-20 | 1997-05-20 | Process for the preparation of polyalkynamines, a number of new polyalkynamines and fuels, adhesives and additives that include them |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US6140541A (ja) |
| EP (1) | EP0900240B1 (ja) |
| JP (1) | JP4269076B2 (ja) |
| KR (1) | KR100449550B1 (ja) |
| AT (1) | ATE255604T1 (ja) |
| AU (1) | AU739476B2 (ja) |
| BR (1) | BR9709110A (ja) |
| CA (1) | CA2253253A1 (ja) |
| CZ (2) | CZ296503B6 (ja) |
| DE (2) | DE19620262A1 (ja) |
| DK (1) | DK0900240T3 (ja) |
| ES (1) | ES2212099T3 (ja) |
| HU (1) | HUP0001102A3 (ja) |
| IL (1) | IL126666A (ja) |
| NO (1) | NO319102B1 (ja) |
| NZ (1) | NZ332546A (ja) |
| PL (1) | PL188400B1 (ja) |
| PT (1) | PT900240E (ja) |
| SK (1) | SK284372B6 (ja) |
| TR (1) | TR199802374T2 (ja) |
| WO (1) | WO1997044366A1 (ja) |
Families Citing this family (106)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10007554A1 (de) * | 2000-02-18 | 2001-08-23 | Basf Ag | Verfahren zur Herstellung von Aminen aus epoxidierten Olefinen |
| US6835218B1 (en) | 2001-08-24 | 2004-12-28 | Dober Chemical Corp. | Fuel additive compositions |
| US6827750B2 (en) | 2001-08-24 | 2004-12-07 | Dober Chemical Corp | Controlled release additives in fuel systems |
| US7938277B2 (en) | 2001-08-24 | 2011-05-10 | Dober Chemical Corporation | Controlled release of microbiocides |
| GB2394431B (en) | 2001-08-24 | 2006-02-22 | Dober Chemical Corp | Controlled release of additives in fluid systems |
| DE10209830A1 (de) | 2002-03-06 | 2003-09-18 | Basf Ag | Kraftstoffadditivgemische für Ottokraftstoffe mit synergistischer IVD-Performance |
| DE10239841A1 (de) * | 2002-08-29 | 2004-03-11 | Basf Ag | Additivgemische für Kraft- und Schmierstoffe |
| DE10314809A1 (de) | 2003-04-01 | 2004-10-14 | Basf Ag | Polyalkenamine mit verbesserten Anwendungseigenschaften |
| DE10316871A1 (de) | 2003-04-11 | 2004-10-21 | Basf Ag | Kraftstoffzusammensetzung |
| DE10321536B4 (de) * | 2003-05-14 | 2013-03-07 | Evonik Goldschmidt Gmbh | Aminoalkohol-basierte Tenside mit geringer Oberflächenspannung und deren Verwendung |
| DE102004038113A1 (de) | 2004-08-05 | 2006-03-16 | Basf Ag | Stickstoffhaltige heterocyclische Verbindungen als Reibverschleißvermindernder Zusatz zu Kraftstoffen |
| CN1993449A (zh) * | 2004-08-06 | 2007-07-04 | 巴斯福股份公司 | 用于燃料和润滑剂的多胺添加剂 |
| CA2641399C (en) | 2006-02-27 | 2015-11-24 | Basf Se | Use of polynuclear phenolic compounds as stabilisers |
| US7563368B2 (en) | 2006-12-12 | 2009-07-21 | Cummins Filtration Ip Inc. | Filtration device with releasable additive |
| ATE490299T1 (de) | 2007-03-02 | 2010-12-15 | Basf Se | Zur antistatikausrüstung und verbesserung der elektrischen leitfähigkeit von unbelebtem organischen material geeignete additivformulierung |
| SG183026A1 (en) | 2007-07-16 | 2012-08-30 | Basf Se | Synergistic mixture |
| DE102008037662A1 (de) | 2007-08-17 | 2009-04-23 | Basf Se | Öllösliches Detergens und Verfahren zur Herstellung funktionalisierter Polyalkene |
| EP2203544B1 (en) | 2007-10-19 | 2016-03-09 | Shell Internationale Research Maatschappij B.V. | Gasoline compositions for internal combustion engines |
| AU2009209587B2 (en) | 2008-02-01 | 2013-08-22 | Basf Se | Special polyisobutene amines, and use thereof as detergents in fuels |
| US8591747B2 (en) | 2008-05-27 | 2013-11-26 | Dober Chemical Corp. | Devices and methods for controlled release of additive compositions |
| US20090294379A1 (en) * | 2008-05-27 | 2009-12-03 | Dober Chemical Corporation | Controlled release of additive compositions |
| US8702995B2 (en) | 2008-05-27 | 2014-04-22 | Dober Chemical Corp. | Controlled release of microbiocides |
| US7883638B2 (en) | 2008-05-27 | 2011-02-08 | Dober Chemical Corporation | Controlled release cooling additive compositions |
| DE102010001408A1 (de) | 2009-02-06 | 2010-08-12 | Basf Se | Verwendung von Ketonen als Kraftstoffzusatz zur Verringerung des Kraftstoffverbrauches von Dieselmotoren |
| DE102010039039A1 (de) | 2009-08-24 | 2011-03-03 | Basf Se | Verwendung von organischen Verbindungen als Kraftstoffzusatz zur Verringerung des Kraftstoffverbrauchs von Dieselmotoren |
| WO2011075152A1 (en) * | 2009-12-18 | 2011-06-23 | Exxonmobil Research And Engineering Company | Polyalkylene epoxy polyamine additives for fouling mitigation in hydrocarbon refining processes |
| KR20130036188A (ko) | 2010-03-02 | 2013-04-11 | 바스프 에스이 | 블록 공중합체 및 이의 용도 |
| US20110218295A1 (en) * | 2010-03-02 | 2011-09-08 | Basf Se | Anionic associative rheology modifiers |
| US8673275B2 (en) | 2010-03-02 | 2014-03-18 | Basf Se | Block copolymers and their use |
| JP2013529232A (ja) | 2010-04-27 | 2013-07-18 | ビーエーエスエフ ソシエタス・ヨーロピア | 四級化ターポリマー |
| US8790426B2 (en) | 2010-04-27 | 2014-07-29 | Basf Se | Quaternized terpolymer |
| US8911516B2 (en) | 2010-06-25 | 2014-12-16 | Basf Se | Quaternized copolymer |
| BR112012032534A2 (pt) | 2010-06-25 | 2019-09-24 | Basf Se | copolímero quaternizado, processo para preparar um copolímero quartenizado, combustível, e, uso de um copolímero quaternizado |
| CA2804322C (en) | 2010-07-06 | 2020-02-11 | Basf Se | Acid-free quaternised nitrogen compounds and use thereof as additives in fuels and lubricants |
| US9296841B2 (en) | 2010-11-30 | 2016-03-29 | Basf Se | Preparation of isobutene homo- or copolymer derivatives |
| EP4406982A3 (de) | 2010-11-30 | 2024-08-14 | Basf Se | Herstellung von isobutenhomo- oder -copolymer-derivaten |
| EP2646530B1 (de) | 2010-12-02 | 2017-02-22 | Basf Se | Verwendung des reaktionsproduktes aus einer hydrocarbylsubstituierten dicarbonsäure und einer stickstoffverbindung zur reduktion des kraftstoffverbrauches |
| CA2819770A1 (en) | 2010-12-09 | 2012-06-14 | Basf Se | Polytetrahydrobenzoxazines and bistetrahydrobenzoxazines and use thereof as a fuel additive or lubricant additive |
| US9006158B2 (en) | 2010-12-09 | 2015-04-14 | Basf Se | Polytetrahydrobenzoxazines and bistetrahydrobenzoxazines and use thereof as a fuel additive or lubricant additive |
| US20120304531A1 (en) | 2011-05-30 | 2012-12-06 | Shell Oil Company | Liquid fuel compositions |
| EP2540808A1 (de) | 2011-06-28 | 2013-01-02 | Basf Se | Quaternisierte Stickstoffverbindungen und deren Verwendung als Additive in Kraft- und Schmierstoffen |
| US20130133243A1 (en) | 2011-06-28 | 2013-05-30 | Basf Se | Quaternized nitrogen compounds and use thereof as additives in fuels and lubricants |
| EP2589647A1 (de) | 2011-11-04 | 2013-05-08 | Basf Se | Quaternisierte Polyetheramine und deren Verwendung als Additive in Kraft- und Schmierstoffen |
| EP2604674A1 (de) | 2011-12-12 | 2013-06-19 | Basf Se | Verwendung quaternisierter Alkylamine als Additive in Kraft- und Schmierstoffen |
| US9062266B2 (en) | 2012-02-10 | 2015-06-23 | Basf Se | Imidazolium salts as additives for fuels |
| CA2863698A1 (en) | 2012-02-10 | 2013-08-15 | Basf Se | Imidazolium salts as additives for fuels |
| US9315761B2 (en) | 2012-09-21 | 2016-04-19 | Exxonmobil Chemical Patents Inc. | Lubricant and fuel dispersants and methods of preparation thereof |
| MX2015005194A (es) | 2012-10-23 | 2016-02-10 | Basf Se | Sales amonicas cuaternarizadas de epoxidos de hidrocarbilo y uso de estos como aditivos en combustibles y lubricantess. |
| EP2935529A1 (en) | 2012-12-21 | 2015-10-28 | Shell Internationale Research Maatschappij B.V. | Liquid fuel compositions comprising organic sunscreen compounds |
| ES2633936T3 (es) | 2013-06-07 | 2017-09-26 | Basf Se | Compuestos de nitrógeno transformados en cuaternarios con óxido de alquileno y ácidos policarboxílicos sustituidos con hidrocarbilo, como aditivos en combustibles y lubricantes |
| EP2811007A1 (de) | 2013-06-07 | 2014-12-10 | Basf Se | Verwendung mit Alkylenoxid und Hydrocarbyl-substituierter Polycarbonsäure quaternisierter Alkylamine als Additive in Kraft- und Schmierstoffen |
| KR102222524B1 (ko) | 2013-07-17 | 2021-03-03 | 바스프 에스이 | 측쇄 내의 비닐리덴 이중 결합의 백분율이 높은 고반응성 폴리이소부틸렌 |
| RU2695347C2 (ru) | 2013-08-27 | 2019-07-23 | Бп Ойл Интернешнл Лимитед | Способы и применения для борьбы с отложениями на клапанах в двигателях с искровым зажиганием с прямым впрыскиванием топлива |
| ES2883398T3 (es) | 2013-09-20 | 2021-12-07 | Basf Se | Uso de derivados especiales de compuestos nitrogenados cuaternizados como aditivos en los combustibles |
| US20150113859A1 (en) | 2013-10-24 | 2015-04-30 | Basf Se | Use of polyalkylene glycol to reduce fuel consumption |
| US20150113867A1 (en) | 2013-10-24 | 2015-04-30 | Basf Se | Use of an alkoxylated polytetrahydrofuran to reduce fuel consumption |
| US20150113864A1 (en) | 2013-10-24 | 2015-04-30 | Basf Se | Use of a complex ester to reduce fuel consumption |
| EP2883944A1 (en) | 2013-12-13 | 2015-06-17 | Shell Internationale Research Maatschappij B.V. | New uses |
| JP6490693B2 (ja) | 2013-12-16 | 2019-03-27 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイＳｈｅｌｌ Ｉｎｔｅｒｎａｔｉｏｎａｌｅ Ｒｅｓｅａｒｃｈ Ｍａａｔｓｃｈａｐｐｉｊ Ｂｅｓｌｏｔｅｎ Ｖｅｎｎｏｏｔｓｈａｐ | 液体燃料組成物 |
| EP2891699B1 (en) | 2013-12-31 | 2021-10-13 | Shell Internationale Research Maatschappij B.V. | Unleaded fuel compositions |
| CN106133120B (zh) | 2014-01-29 | 2019-12-13 | 巴斯夫欧洲公司 | 用于燃料和润滑油的腐蚀抑制剂 |
| WO2015113681A1 (de) | 2014-01-29 | 2015-08-06 | Basf Se | Polycarbonsäure-basierte additive für kraft und schmierstoffe |
| EP2949733A1 (en) | 2014-05-28 | 2015-12-02 | Shell Internationale Research Maatschappij B.V. | Gasoline compositions comprising oxanilide uv filter compounds |
| US10294436B2 (en) | 2014-11-12 | 2019-05-21 | Shell Oil Company | Fuel composition |
| DE212015000271U1 (de) | 2014-11-25 | 2017-09-06 | Basf Se | Korrosionsinhibitoren für Kraft- und Schmierstoffe |
| WO2017009305A1 (de) | 2015-07-16 | 2017-01-19 | Basf Se | Copolymere als additive für kraft- und schmierstoffe |
| DE212016000150U1 (de) | 2015-07-24 | 2018-03-16 | Basf Se | Korrosionsinhibitoren für Kraft- und Schmierstoffe |
| BR112018005468B1 (pt) | 2015-09-22 | 2024-01-02 | Shell Internationale Research Maatschappij B.V. | Composição de combustível de gasolina adequada para uso em um motor de combustão interna, e, uso de nafta derivada de fischer-tropsch |
| EP3397734B1 (en) | 2015-11-30 | 2020-07-29 | Shell International Research Maatschappij B.V. | Fuel composition |
| WO2017097685A1 (de) | 2015-12-09 | 2017-06-15 | Basf Se | Neue alkoxylate und deren verwendung |
| WO2017144378A1 (de) | 2016-02-23 | 2017-08-31 | Basf Se | HYDROPHOBE POLYCARBONSÄUREN ALS REIBVERSCHLEIß-VERMINDERNDER ZUSATZ ZU KRAFTSTOFFEN |
| EP3481922B1 (de) | 2016-07-05 | 2020-12-30 | Basf Se | Korrosionsinhibitoren für kraft- und schmierstoffe |
| ES2896694T3 (es) | 2016-07-05 | 2022-02-25 | Basf Se | Uso de inhibidores de la corrosión para combustibles y lubricantes |
| WO2018007375A1 (de) | 2016-07-07 | 2018-01-11 | Basf Se | Copolymere als additive für kraft- und schmierstoffe |
| WO2018007486A1 (de) | 2016-07-07 | 2018-01-11 | Basf Se | Polymere als additive für kraft und schmierstoffe |
| WO2018007445A1 (de) | 2016-07-07 | 2018-01-11 | Basf Se | Korrosionsinhibitoren für kraft- und schmierstoffe |
| MY202420A (en) | 2016-12-15 | 2024-04-28 | Basf Se | Polymers as additives for fuels |
| EP3555242B1 (de) | 2016-12-19 | 2020-11-25 | Basf Se | Additive zur verbesserung der thermischen stabilität von kraftstoffen |
| WO2018114350A1 (en) | 2016-12-20 | 2018-06-28 | Basf Se | Use of a mixture of a complex ester with a monocarboxylic acid to reduce friction |
| RU2019135830A (ru) | 2017-04-11 | 2021-05-11 | Басф Се | Алкоксилированные амины в качестве присадок к топливу |
| WO2018188986A1 (de) | 2017-04-13 | 2018-10-18 | Basf Se | Polymere als additive für kraft und schmierstoffe |
| FR3074497B1 (fr) | 2017-12-06 | 2020-09-11 | Total Marketing Services | Composition d’additifs pour carburant |
| US11499107B2 (en) | 2018-07-02 | 2022-11-15 | Shell Usa, Inc. | Liquid fuel compositions |
| WO2020260062A1 (en) | 2019-06-26 | 2020-12-30 | Basf Se | New additive packages for gasoline fuels |
| WO2021063733A1 (en) | 2019-09-30 | 2021-04-08 | Basf Se | Use of nitrogen compounds quaternised with alkylene oxide and hydrocarbyl-substituted polycarboxylic acid as additives in fuels and lubricants |
| EP3933014A1 (de) | 2020-06-30 | 2022-01-05 | Basf Se | Additivierung von kraftstoffen zur verringerung unkontrollierter zündungen in verbrennungsmotoren |
| EP3940043B1 (de) | 2020-07-14 | 2023-08-09 | Basf Se | Korrosionsinhibitoren für kraft- und schmierstoffe |
| WO2022017912A1 (en) | 2020-07-20 | 2022-01-27 | Shell Internationale Research Maatschappij B.V. | Fuel composition |
| EP3945126B1 (en) | 2020-07-31 | 2024-03-13 | Basf Se | Dehazing compositions for fuels |
| AU2022213776A1 (en) | 2021-01-27 | 2023-08-10 | Basf Se | Branched primary alkyl amines as additives for gasoline fuels |
| BR112023021530A2 (pt) | 2021-04-26 | 2023-12-19 | Shell Int Research | Composição combustível, e, métodos para melhorar a potência de saída, para melhorar a aceleração, para reduzir a duração da queima de uma composição combustível, para aumentar a velocidade da chama de uma composição combustível em um motor de combustão interna |
| BR112023021674A2 (pt) | 2021-04-26 | 2023-12-19 | Shell Int Research | Composição combustível, e, métodos para melhorar a potência de saída, para melhorar a aceleração, para reduzir a duração da queima de uma composição combustível e para aumentar a velocidade da chama de uma composição combustível em um motor de combustão interna |
| EP4105301A1 (en) | 2021-06-15 | 2022-12-21 | Basf Se | New gasoline additive packages |
| WO2022263244A1 (en) | 2021-06-16 | 2022-12-22 | Basf Se | Quaternized betaines as additives in fuels |
| CN117769589A (zh) | 2021-08-12 | 2024-03-26 | 国际壳牌研究有限公司 | 汽油燃料组合物 |
| EP4408957A1 (en) | 2021-09-29 | 2024-08-07 | Shell Internationale Research Maatschappij B.V. | Fuel compositions |
| EP4163353A1 (de) | 2021-10-06 | 2023-04-12 | Basf Se | Verfahren zur verringerung von ablagerungen auf einlassventilen |
| EP4433556A1 (de) | 2021-11-16 | 2024-09-25 | Hediger, Richard | Verfahren zur herstellung eines kraftstoffzusatzes |
| US11970668B2 (en) | 2022-05-26 | 2024-04-30 | ExxonMobil Technology and Engineering Company | Heat activated detergents, fuels including such detergents and methods of use |
| WO2024017743A1 (en) | 2022-07-20 | 2024-01-25 | Shell Internationale Research Maatschappij B.V. | Fuel compositions |
| WO2024083782A1 (en) | 2022-10-21 | 2024-04-25 | Shell Internationale Research Maatschappij B.V. | Fuel compositions |
| DE102022131356A1 (de) | 2022-11-28 | 2023-01-12 | Basf Se | Formamidine als Kraftstoffadditive |
| DE102022131890A1 (de) | 2022-12-01 | 2023-01-26 | Basf Se | Guanidinderivate als Kraftstoffadditive |
| DE102022132342A1 (de) | 2022-12-06 | 2023-01-26 | Basf Se | Guanidiniumsalze als Kraftstoffadditive |
| EP4382588A1 (de) | 2022-12-06 | 2024-06-12 | Basf Se | Additive zur verbesserung der thermischen stabilität von kraftstoffen |
| WO2024149635A1 (en) | 2023-01-12 | 2024-07-18 | Basf Se | Branched amines as additives for gasoline fuels |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1346765A (en) * | 1970-06-16 | 1974-02-13 | Shell Int Research | Fuel compositions |
| NL176177C (nl) * | 1971-09-21 | 1985-03-01 | Shell Int Research | Werkwijze voor de bereiding van aminen geschikt als toevoegsel voor smeermiddelen en brandstoffen. |
| DE3611230A1 (de) * | 1986-04-04 | 1987-10-08 | Basf Ag | Polybutyl- und polyisobutylamine, verfahren zu deren herstellung und diese enthaltende kraft- und schmierstoffzusammensetzungen |
| GB8902987D0 (en) * | 1989-02-10 | 1989-03-30 | Bp Chemicals Additives | Chemical product |
| EP0385039A1 (en) * | 1989-03-03 | 1990-09-05 | BP Chimie Société Anonyme | Synthesis of carbonyl compounds |
| DE4030164A1 (de) * | 1990-09-24 | 1992-03-26 | Basf Ag | Kraftstoffe fuer verbrennungsmotoren und schmierstoffe enthaltende hochmolekulare aminoalkohole |
| CA2075716C (en) * | 1990-12-27 | 2004-02-10 | Edward T. Sabourin | Fuel compositions containing hydroxyalkyl-substituted amines |
| WO1992014806A1 (en) * | 1991-02-26 | 1992-09-03 | Ferro Corporation | Halogen-free, deposit-control fuel additives comprising a hydroxypolyalkene amine, and a process for its production |
| DE4135946A1 (de) * | 1991-10-31 | 1993-05-06 | Basf Ag, 6700 Ludwigshafen, De | Verfahren zur herstellung von alkanolaminen und verwendung des reaktionsprodukts als kraftstoff- oder schmierstoffadditiv |
| DE4208756A1 (de) * | 1992-03-19 | 1993-09-23 | Basf Ag | Diaminoalkane, verfahren zu deren herstellung sowie kraftstoffe und schmierstoffe, enthaltend die diaminoalkane |
| DE4309271A1 (de) * | 1993-03-23 | 1994-09-29 | Basf Ag | Kraftstoffadditive, Verfahren zu ihrer Herstellung sowie Kraftstoffe für Ottomotoren, enthaltend die Additive |
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1996
- 1996-05-20 DE DE19620262A patent/DE19620262A1/de not_active Withdrawn
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1997
- 1997-05-20 PL PL97330012A patent/PL188400B1/pl not_active IP Right Cessation
- 1997-05-20 DK DK97923951T patent/DK0900240T3/da active
- 1997-05-20 EP EP97923951A patent/EP0900240B1/de not_active Expired - Lifetime
- 1997-05-20 BR BR9709110A patent/BR9709110A/pt not_active IP Right Cessation
- 1997-05-20 ES ES97923951T patent/ES2212099T3/es not_active Expired - Lifetime
- 1997-05-20 CZ CZ20040036A patent/CZ296503B6/cs not_active IP Right Cessation
- 1997-05-20 IL IL12666697A patent/IL126666A/en not_active IP Right Cessation
- 1997-05-20 NZ NZ332546A patent/NZ332546A/xx unknown
- 1997-05-20 SK SK1553-98A patent/SK284372B6/sk unknown
- 1997-05-20 AT AT97923951T patent/ATE255604T1/de not_active IP Right Cessation
- 1997-05-20 CZ CZ19983692A patent/CZ294241B6/cs not_active IP Right Cessation
- 1997-05-20 TR TR1998/02374T patent/TR199802374T2/xx unknown
- 1997-05-20 AU AU29584/97A patent/AU739476B2/en not_active Ceased
- 1997-05-20 KR KR10-1998-0709273A patent/KR100449550B1/ko not_active IP Right Cessation
- 1997-05-20 US US09/180,294 patent/US6140541A/en not_active Expired - Lifetime
- 1997-05-20 CA CA002253253A patent/CA2253253A1/en not_active Abandoned
- 1997-05-20 DE DE59711073T patent/DE59711073D1/de not_active Expired - Lifetime
- 1997-05-20 JP JP54154197A patent/JP4269076B2/ja not_active Expired - Fee Related
- 1997-05-20 PT PT97923951T patent/PT900240E/pt unknown
- 1997-05-20 WO PCT/EP1997/002571 patent/WO1997044366A1/de active IP Right Grant
- 1997-05-20 HU HU0001102A patent/HUP0001102A3/hu unknown
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1998
- 1998-11-19 NO NO19985377A patent/NO319102B1/no not_active Application Discontinuation
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| EP0900240B1 (de) | 2003-12-03 |
| WO1997044366A1 (de) | 1997-11-27 |
| SK155398A3 (en) | 1999-06-11 |
| CA2253253A1 (en) | 1997-11-27 |
| EP0900240A1 (de) | 1999-03-10 |
| CZ294241B6 (cs) | 2004-11-10 |
| SK284372B6 (sk) | 2005-02-04 |
| NO985377L (no) | 1998-11-19 |
| AU739476B2 (en) | 2001-10-11 |
| NO319102B1 (no) | 2005-06-20 |
| AU2958497A (en) | 1997-12-09 |
| PT900240E (pt) | 2004-04-30 |
| BR9709110A (pt) | 1999-08-03 |
| US6140541A (en) | 2000-10-31 |
| DE59711073D1 (de) | 2004-01-15 |
| CZ369298A3 (cs) | 1999-02-17 |
| NZ332546A (en) | 2000-03-27 |
| NO985377D0 (no) | 1998-11-19 |
| TR199802374T2 (xx) | 1999-02-22 |
| CZ296503B6 (cs) | 2006-03-15 |
| KR100449550B1 (ko) | 2004-12-08 |
| ATE255604T1 (de) | 2003-12-15 |
| PL330012A1 (en) | 1999-04-26 |
| ES2212099T3 (es) | 2004-07-16 |
| DE19620262A1 (de) | 1997-11-27 |
| HUP0001102A3 (en) | 2000-11-28 |
| JP2000510894A (ja) | 2000-08-22 |
| HUP0001102A2 (hu) | 2000-08-28 |
| IL126666A0 (en) | 1999-08-17 |
| JP4269076B2 (ja) | 2009-05-27 |
| PL188400B1 (pl) | 2005-01-31 |
| KR20000011114A (ko) | 2000-02-25 |
| DK0900240T3 (da) | 2004-04-05 |
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