ZA200301090B - Method for producing alkyl aryl sulphonates. - Google Patents
Method for producing alkyl aryl sulphonates. Download PDFInfo
- Publication number
- ZA200301090B ZA200301090B ZA200301090A ZA200301090A ZA200301090B ZA 200301090 B ZA200301090 B ZA 200301090B ZA 200301090 A ZA200301090 A ZA 200301090A ZA 200301090 A ZA200301090 A ZA 200301090A ZA 200301090 B ZA200301090 B ZA 200301090B
- Authority
- ZA
- South Africa
- Prior art keywords
- stage
- olefins
- catalyst
- compounds
- metathesis
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims description 35
- 238000005649 metathesis reaction Methods 0.000 claims description 34
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 claims description 34
- 239000003054 catalyst Substances 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 25
- 150000001336 alkenes Chemical class 0.000 claims description 22
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 21
- ZQDPJFUHLCOCRG-UHFFFAOYSA-N 3-hexene Chemical compound CCC=CCC ZQDPJFUHLCOCRG-UHFFFAOYSA-N 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 16
- 238000006471 dimerization reaction Methods 0.000 claims description 12
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 239000003599 detergent Substances 0.000 claims description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 7
- 238000006277 sulfonation reaction Methods 0.000 claims description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 230000000737 periodic effect Effects 0.000 claims description 5
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 4
- 230000007704 transition Effects 0.000 claims description 4
- 230000002152 alkylating effect Effects 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000000539 dimer Substances 0.000 claims 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 64
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 43
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 40
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 32
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 32
- 239000000047 product Substances 0.000 description 26
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 21
- 238000009835 boiling Methods 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 238000004821 distillation Methods 0.000 description 15
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 12
- 235000013844 butane Nutrition 0.000 description 11
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 238000005984 hydrogenation reaction Methods 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 8
- 230000002378 acidificating effect Effects 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 150000001993 dienes Chemical class 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 5
- 230000029936 alkylation Effects 0.000 description 5
- 238000005804 alkylation reaction Methods 0.000 description 5
- 239000012535 impurity Substances 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 150000003871 sulfonates Chemical class 0.000 description 5
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- -1 aluminum halides Chemical class 0.000 description 4
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 4
- 238000006266 etherification reaction Methods 0.000 description 4
- 210000002196 fr. b Anatomy 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 150000001345 alkine derivatives Chemical class 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical compound C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- 210000003918 fraction a Anatomy 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000002808 molecular sieve Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000005872 self-metathesis reaction Methods 0.000 description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000282326 Felis catus Species 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 150000000475 acetylene derivatives Chemical class 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 238000005686 cross metathesis reaction Methods 0.000 description 2
- 238000006356 dehydrogenation reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000895 extractive distillation Methods 0.000 description 2
- 238000004231 fluid catalytic cracking Methods 0.000 description 2
- 210000000540 fraction c Anatomy 0.000 description 2
- 239000002638 heterogeneous catalyst Substances 0.000 description 2
- 239000002815 homogeneous catalyst Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- DYIZHKNUQPHNJY-UHFFFAOYSA-N oxorhenium Chemical compound [Re]=O DYIZHKNUQPHNJY-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 229910003449 rhenium oxide Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000004230 steam cracking Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- 150000003623 transition metal compounds Chemical class 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- ZNOKGRXACCSDPY-UHFFFAOYSA-N tungsten trioxide Chemical compound O=[W](=O)=O ZNOKGRXACCSDPY-UHFFFAOYSA-N 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- BZJTUOGZUKFLQT-UHFFFAOYSA-N 1,3,5,7-tetramethylcyclooctane Chemical group CC1CC(C)CC(C)CC(C)C1 BZJTUOGZUKFLQT-UHFFFAOYSA-N 0.000 description 1
- JMMZCWZIJXAGKW-UHFFFAOYSA-N 2-methylpent-2-ene Chemical compound CCC=C(C)C JMMZCWZIJXAGKW-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HHUIAYDQMNHELC-UHFFFAOYSA-N [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O HHUIAYDQMNHELC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000005865 alkene metathesis reaction Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- HPSBAEWVWHNOCV-UHFFFAOYSA-N but-1-ene ethene hex-3-ene Chemical compound C=C.CCC=C.CCC=CCC HPSBAEWVWHNOCV-UHFFFAOYSA-N 0.000 description 1
- IQXNRWWCKRFQNB-UHFFFAOYSA-N but-2-ene;ethene;prop-1-ene Chemical compound C=C.CC=C.CC=CC IQXNRWWCKRFQNB-UHFFFAOYSA-N 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical compound C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical class CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical group CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/04—Special methods for preparing compositions containing mixtures of detergents by chemical means, e.g. by sulfonating in the presence of other compounding ingredients followed by neutralising
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Detergent Compositions (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10039995A DE10039995A1 (de) | 2000-08-11 | 2000-08-11 | Verfahren zur Herstellung von Alkylarylsulfonaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200301090B true ZA200301090B (en) | 2004-03-04 |
Family
ID=7652598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200301090A ZA200301090B (en) | 2000-08-11 | 2003-02-10 | Method for producing alkyl aryl sulphonates. |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US7060852B2 (pt) |
| EP (1) | EP1309545B1 (pt) |
| JP (1) | JP2004506036A (pt) |
| KR (1) | KR100809503B1 (pt) |
| CN (1) | CN100334073C (pt) |
| AR (1) | AR030339A1 (pt) |
| AT (1) | ATE370930T1 (pt) |
| AU (1) | AU2001287678A1 (pt) |
| BR (1) | BR0113152A (pt) |
| CA (1) | CA2417820C (pt) |
| CY (1) | CY1107798T1 (pt) |
| DE (2) | DE10039995A1 (pt) |
| DK (1) | DK1309545T3 (pt) |
| ES (1) | ES2290165T3 (pt) |
| MX (1) | MXPA03001159A (pt) |
| MY (1) | MY134963A (pt) |
| PT (1) | PT1309545E (pt) |
| RU (1) | RU2312099C2 (pt) |
| TW (1) | TWI292754B (pt) |
| WO (1) | WO2002014266A1 (pt) |
| ZA (1) | ZA200301090B (pt) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10059398A1 (de) * | 2000-11-30 | 2002-06-13 | Basf Ag | Verfahren zur Herstellung von Alkylarylsulfonaten |
| BR0213039A (pt) | 2001-10-01 | 2004-10-05 | Basf Ag | Processos para a preparação de compostos alquilarila e de sulfonatos de alquilarila, compostos alqiilarila, sulfonatos de alquilarila, uso de sulfonatos de alquilarila, e, detergente ou limpador |
| DE10248002A1 (de) * | 2002-10-15 | 2004-04-29 | Basf Ag | Verfahren zur Herstellung von Alkylarylsulfonaten |
| DE10261481A1 (de) * | 2002-12-23 | 2004-07-01 | Basf Ag | Verfahren zur Herstellung von Alkylarylsulfonaten mittels modifizierter, dimerisierter Olefine |
| DE10317294A1 (de) | 2003-04-15 | 2004-10-28 | Basf Ag | Verfahren zur Herstellung von alkylaromatischen Verbindungen |
| DE10350333A1 (de) | 2003-10-29 | 2005-05-25 | Basf Ag | Verfahren zur Herstellung von Alkylarylverbindungen und Sulfonaten davon |
| DE10360026A1 (de) * | 2003-12-19 | 2005-07-21 | Basf Ag | Verfahren zur Herstellung von Alkylaryl-Verbindungen |
| US6977319B2 (en) * | 2004-03-12 | 2005-12-20 | Chevron Oronite Company Llc | Alkylated aromatic compositions, zeolite catalyst compositions and processes for making the same |
| DE102004049940A1 (de) * | 2004-10-13 | 2006-04-20 | Basf Ag | Verfahren zur Herstellung eines C4-Olefin-Gemisches durch Selektivhydrierung und Metatheseverfahren zur Verwendung dieses Stroms |
| US20080114127A1 (en) * | 2005-04-25 | 2008-05-15 | Dieter Freitag | Method for producing branched polyphosphonates with narrow molecular weight distributions |
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| US7449596B2 (en) * | 2005-12-21 | 2008-11-11 | Chevron Oronite Company Llc | Method of making a synthetic petroleum sulfonate |
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| US7713386B2 (en) * | 2007-05-23 | 2010-05-11 | Uop Llc | Apparatus for producing ethylbenzene or cumene |
| US7498471B2 (en) * | 2007-05-23 | 2009-03-03 | Uop Llc | Process for producing cumene |
| US7525006B2 (en) * | 2007-05-23 | 2009-04-28 | Uop Llc | Process for producing cumene |
| US7525003B2 (en) * | 2007-05-23 | 2009-04-28 | Uop Llc | Process for producing ethylbenzene |
| US7525004B2 (en) * | 2007-05-23 | 2009-04-28 | Uop Llc | Process for producing ethylbenzene |
| US7498472B2 (en) * | 2007-05-23 | 2009-03-03 | Uop Llc | Process for producing ethylbenzene |
| FI121531B (fi) * | 2007-07-23 | 2010-12-31 | Ecocat Oy | Katalyytti poiste- tai prosessikaasuissa olevien haitallisten hiilivetyjen poistamiseksi sekä menetelmä tällaisen katalyytin valmistamiseksi ja käyttämiseksi |
| US8350106B2 (en) * | 2008-06-30 | 2013-01-08 | Uop Llc | Selective hydrogenation of unsaturated aliphatic hydrocarbons in predominantly aromatic streams |
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| US3351654A (en) * | 1961-05-19 | 1967-11-07 | Exxon Research Engineering Co | Process of preparing biodegradable alkylbenzene sulfonates by dimerizing an olefin of 5 to 10 carbon atoms with a silica-alumina catalyst |
| BE632800A (pt) * | 1962-06-01 | |||
| BE672383A (pt) * | 1963-07-22 | |||
| GB1078572A (en) | 1964-01-17 | 1967-08-09 | British Hydrocarbon Chem Ltd | Improvements relating to the production of detergent alkylate |
| US3410925A (en) * | 1964-05-14 | 1968-11-12 | Continental Oil Co | Dimerization of c3 to c18 olefins |
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| US5026933A (en) * | 1987-10-07 | 1991-06-25 | Mobil Oil Corporation | Olefin oligomerization with surface modified zeolite catalyst |
| US4962249A (en) * | 1988-06-23 | 1990-10-09 | Mobil Oil Corporation | High VI lubricants from lower alkene oligomers |
| US5057638A (en) * | 1990-06-22 | 1991-10-15 | Chevron Research And Technology Company | Process for making 1-hexene from 1-butene |
| US5344997A (en) * | 1991-12-23 | 1994-09-06 | Uop | Alkylation of aromatics using a fluorided silica-alumina catalyst |
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| JP2001511472A (ja) * | 1997-07-21 | 2001-08-14 | ザ、プロクター、エンド、ギャンブル、カンパニー | 改良されたアルキルベンゼンスルホネート界面活性剤 |
| BR9810780A (pt) * | 1997-07-21 | 2001-09-18 | Procter & Gamble | Produtos de limpeza compreendendo tensoativos de alquilarilssulfonato aperfeiçoados, preparados através de olefinas de vinilideno e processos para preparação dos mesmos |
| BR9811870B1 (pt) | 1997-08-08 | 2009-08-11 | processos melhorados para preparar tensoativos via separação adsortiva e produtos dos mesmos. | |
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| DE10013253A1 (de) * | 2000-03-17 | 2001-09-20 | Basf Ag | Verfahren zur flexiblen Herstellung von Propen und Hexen |
-
2000
- 2000-08-11 DE DE10039995A patent/DE10039995A1/de not_active Withdrawn
-
2001
- 2001-08-10 RU RU2003106706/04A patent/RU2312099C2/ru not_active IP Right Cessation
- 2001-08-10 AT AT01967262T patent/ATE370930T1/de not_active IP Right Cessation
- 2001-08-10 DK DK01967262T patent/DK1309545T3/da active
- 2001-08-10 KR KR1020037001987A patent/KR100809503B1/ko not_active IP Right Cessation
- 2001-08-10 MX MXPA03001159A patent/MXPA03001159A/es active IP Right Grant
- 2001-08-10 JP JP2002519411A patent/JP2004506036A/ja not_active Withdrawn
- 2001-08-10 EP EP01967262A patent/EP1309545B1/de not_active Expired - Lifetime
- 2001-08-10 BR BR0113152-4A patent/BR0113152A/pt not_active Application Discontinuation
- 2001-08-10 ES ES01967262T patent/ES2290165T3/es not_active Expired - Lifetime
- 2001-08-10 WO PCT/EP2001/009297 patent/WO2002014266A1/de active IP Right Grant
- 2001-08-10 CN CNB018154263A patent/CN100334073C/zh not_active Expired - Fee Related
- 2001-08-10 US US10/343,835 patent/US7060852B2/en not_active Expired - Fee Related
- 2001-08-10 AU AU2001287678A patent/AU2001287678A1/en not_active Abandoned
- 2001-08-10 TW TW090119633A patent/TWI292754B/zh active
- 2001-08-10 AR ARP010103834A patent/AR030339A1/es unknown
- 2001-08-10 CA CA002417820A patent/CA2417820C/en not_active Expired - Fee Related
- 2001-08-10 MY MYPI20013767A patent/MY134963A/en unknown
- 2001-08-10 PT PT01967262T patent/PT1309545E/pt unknown
- 2001-08-10 DE DE50112916T patent/DE50112916D1/de not_active Expired - Lifetime
-
2003
- 2003-02-10 ZA ZA200301090A patent/ZA200301090B/en unknown
-
2006
- 2006-03-22 US US11/385,773 patent/US20060167308A1/en not_active Abandoned
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2007
- 2007-11-12 CY CY20071101460T patent/CY1107798T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TWI292754B (en) | 2008-01-21 |
| DK1309545T3 (da) | 2007-10-29 |
| MXPA03001159A (es) | 2003-06-30 |
| WO2002014266A1 (de) | 2002-02-21 |
| ES2290165T3 (es) | 2008-02-16 |
| MY134963A (en) | 2008-01-31 |
| RU2312099C2 (ru) | 2007-12-10 |
| CN100334073C (zh) | 2007-08-29 |
| PT1309545E (pt) | 2007-09-11 |
| EP1309545A1 (de) | 2003-05-14 |
| KR100809503B1 (ko) | 2008-03-04 |
| DE50112916D1 (de) | 2007-10-04 |
| BR0113152A (pt) | 2003-07-08 |
| AU2001287678A1 (en) | 2002-02-25 |
| JP2004506036A (ja) | 2004-02-26 |
| EP1309545B1 (de) | 2007-08-22 |
| US7060852B2 (en) | 2006-06-13 |
| CA2417820C (en) | 2009-11-03 |
| CA2417820A1 (en) | 2003-01-30 |
| AR030339A1 (es) | 2003-08-20 |
| US20040010161A1 (en) | 2004-01-15 |
| DE10039995A1 (de) | 2002-02-21 |
| KR20030059098A (ko) | 2003-07-07 |
| US20060167308A1 (en) | 2006-07-27 |
| CN1454208A (zh) | 2003-11-05 |
| ATE370930T1 (de) | 2007-09-15 |
| CY1107798T1 (el) | 2013-06-19 |
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