RO120404B1 - Compoziţie de alcooli primari, cu grad ridicat de ramificare, procedeu de obţinere a acesteia şi compoziţie detergentă care o conţine - Google Patents
Compoziţie de alcooli primari, cu grad ridicat de ramificare, procedeu de obţinere a acesteia şi compoziţie detergentă care o conţine Download PDFInfo
- Publication number
- RO120404B1 RO120404B1 RO99-00592A RO9900592A RO120404B1 RO 120404 B1 RO120404 B1 RO 120404B1 RO 9900592 A RO9900592 A RO 9900592A RO 120404 B1 RO120404 B1 RO 120404B1
- Authority
- RO
- Romania
- Prior art keywords
- olefin
- primary alcohol
- branched
- composition
- alcohol
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 195
- 150000003138 primary alcohols Chemical class 0.000 title claims abstract description 100
- 239000003599 detergent Substances 0.000 title claims abstract description 58
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 23
- 150000001336 alkenes Chemical class 0.000 claims abstract description 204
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 135
- 239000003054 catalyst Substances 0.000 claims abstract description 96
- -1 alkoxy sulphates Chemical class 0.000 claims abstract description 83
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 41
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 28
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 23
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract description 18
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims abstract description 8
- 230000009466 transformation Effects 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 118
- 238000000034 method Methods 0.000 claims description 96
- 229910052799 carbon Inorganic materials 0.000 claims description 62
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 54
- 230000008569 process Effects 0.000 claims description 54
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 50
- 150000001298 alcohols Chemical class 0.000 claims description 48
- 238000006243 chemical reaction Methods 0.000 claims description 48
- 239000010457 zeolite Substances 0.000 claims description 40
- 238000006471 dimerization reaction Methods 0.000 claims description 33
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 30
- 238000006317 isomerization reaction Methods 0.000 claims description 30
- 229910052759 nickel Inorganic materials 0.000 claims description 28
- 229910021536 Zeolite Inorganic materials 0.000 claims description 26
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 20
- 229910052782 aluminium Inorganic materials 0.000 claims description 19
- 238000007037 hydroformylation reaction Methods 0.000 claims description 19
- 239000004094 surface-active agent Substances 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 238000005670 sulfation reaction Methods 0.000 claims description 14
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 claims description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 13
- 150000001721 carbon Chemical group 0.000 claims description 13
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 12
- 238000007254 oxidation reaction Methods 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 239000007844 bleaching agent Substances 0.000 claims description 7
- 239000012190 activator Substances 0.000 claims description 6
- 239000013522 chelant Substances 0.000 claims description 6
- 239000000344 soap Substances 0.000 claims description 6
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 6
- 102000004190 Enzymes Human genes 0.000 claims description 5
- 108090000790 Enzymes Proteins 0.000 claims description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 239000006260 foam Substances 0.000 claims description 5
- 239000002808 molecular sieve Substances 0.000 claims description 5
- 238000004061 bleaching Methods 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 230000003165 hydrotropic effect Effects 0.000 claims description 4
- 229920005646 polycarboxylate Polymers 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims description 3
- 150000008041 alkali metal carbonates Chemical group 0.000 claims description 3
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 150000007942 carboxylates Chemical class 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 238000002050 diffraction method Methods 0.000 claims description 3
- 239000003752 hydrotrope Substances 0.000 claims description 3
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 3
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 3
- 239000002453 shampoo Substances 0.000 claims description 3
- 150000003890 succinate salts Chemical class 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 230000001143 conditioned effect Effects 0.000 claims description 2
- 238000005238 degreasing Methods 0.000 claims description 2
- 238000004851 dishwashing Methods 0.000 claims description 2
- 238000009994 optical bleaching Methods 0.000 claims description 2
- 150000001451 organic peroxides Chemical class 0.000 claims description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 claims 1
- 159000000032 aromatic acids Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 42
- 239000000243 solution Substances 0.000 description 36
- 239000002253 acid Substances 0.000 description 29
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- 238000005481 NMR spectroscopy Methods 0.000 description 24
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 23
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 22
- 229910052751 metal Inorganic materials 0.000 description 19
- 239000002184 metal Substances 0.000 description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- 235000010210 aluminium Nutrition 0.000 description 18
- 239000000047 product Substances 0.000 description 17
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 16
- 238000009835 boiling Methods 0.000 description 15
- 238000004821 distillation Methods 0.000 description 15
- 239000000126 substance Substances 0.000 description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 239000003446 ligand Substances 0.000 description 11
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 11
- 229910000033 sodium borohydride Inorganic materials 0.000 description 11
- 239000012279 sodium borohydride Substances 0.000 description 11
- 230000019635 sulfation Effects 0.000 description 11
- 229910000859 α-Fe Inorganic materials 0.000 description 11
- 239000004711 α-olefin Substances 0.000 description 11
- 150000007513 acids Chemical class 0.000 description 10
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 10
- 238000006065 biodegradation reaction Methods 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 238000006384 oligomerization reaction Methods 0.000 description 10
- 230000003647 oxidation Effects 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 9
- 229910021653 sulphate ion Inorganic materials 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- 125000002947 alkylene group Chemical group 0.000 description 8
- 125000003118 aryl group Chemical class 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 235000015165 citric acid Nutrition 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 150000002739 metals Chemical class 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- 239000008188 pellet Substances 0.000 description 7
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000000571 coke Substances 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 238000001125 extrusion Methods 0.000 description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 5
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 150000005673 monoalkenes Chemical class 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000012307 MRI technique Methods 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 239000012459 cleaning agent Substances 0.000 description 4
- 229910017052 cobalt Inorganic materials 0.000 description 4
- 239000010941 cobalt Substances 0.000 description 4
- 229940088598 enzyme Drugs 0.000 description 4
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 4
- 150000002367 halogens Chemical group 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 150000007522 mineralic acids Chemical class 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
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- 239000005977 Ethylene Substances 0.000 description 3
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 3
- 229920003091 Methocel™ Polymers 0.000 description 3
- 239000004435 Oxo alcohol Substances 0.000 description 3
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- 150000004703 alkoxides Chemical class 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000001354 calcination Methods 0.000 description 3
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 3
- 125000002843 carboxylic acid group Chemical group 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- IUZCCOPYZPLYBX-UHFFFAOYSA-N cobalt;phosphane Chemical compound P.[Co] IUZCCOPYZPLYBX-UHFFFAOYSA-N 0.000 description 3
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
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- GOTPDVWXVDVVCD-UHFFFAOYSA-N (4,4-diethyl-3-phosphanylhexan-3-yl)phosphane Chemical compound CCC(P)(P)C(CC)(CC)CC GOTPDVWXVDVVCD-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
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- SYLMLKKURPTCSO-UHFFFAOYSA-N 1-phosphanylethylphosphane Chemical compound CC(P)P SYLMLKKURPTCSO-UHFFFAOYSA-N 0.000 description 2
- GUMRKXWAZBNESL-UHFFFAOYSA-L 3,3-dimethylbutanoate;nickel(2+);2,2,2-trichloroacetate Chemical compound [Ni+2].[O-]C(=O)C(Cl)(Cl)Cl.CC(C)(C)CC([O-])=O GUMRKXWAZBNESL-UHFFFAOYSA-L 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical class OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C305/00—Esters of sulfuric acids
- C07C305/02—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
- C07C305/04—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
- C07C305/10—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C305/00—Esters of sulfuric acids
- C07C305/02—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
- C07C305/04—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
- C07C305/06—Hydrogenosulfates
-
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/125—Monohydroxylic acyclic alcohols containing five to twenty-two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/10—Saturated ethers of polyhydroxy compounds
- C07C43/11—Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/13—Saturated ethers containing hydroxy or O-metal groups
-
- 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
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- 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
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
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- Chemical & Material Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US08/755,843 US5849960A (en) | 1996-11-26 | 1996-11-26 | Highly branched primary alcohol compositions, and biodegradable detergents made therefrom |
| US08/755,827 US5780694A (en) | 1996-11-26 | 1996-11-26 | Dimerized alcohol compositions and biodegradible surfactants made therefrom having cold water detergency |
| PCT/EP1997/006694 WO1998023566A1 (en) | 1996-11-26 | 1997-11-25 | Highly branched primary alcohol compositions, and biodegradable detergents made therefrom |
Publications (1)
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| RO120404B1 true RO120404B1 (ro) | 2006-01-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| RO99-00592A RO120404B1 (ro) | 1996-11-26 | 1997-11-25 | Compoziţie de alcooli primari, cu grad ridicat de ramificare, procedeu de obţinere a acesteia şi compoziţie detergentă care o conţine |
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| JP (1) | JP4118960B2 (OSRAM) |
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| SK (1) | SK285235B6 (OSRAM) |
| TR (1) | TR199901169T2 (OSRAM) |
| WO (1) | WO1998023566A1 (OSRAM) |
Families Citing this family (93)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EG22088A (en) * | 1996-04-16 | 2002-07-31 | Procter & Gamble | Alkoxylated sulfates |
| EG21174A (en) * | 1996-04-16 | 2000-12-31 | Procter & Gamble | Surfactant manufacture |
| MA24136A1 (fr) * | 1996-04-16 | 1997-12-31 | Procter & Gamble | Fabrication d'agents de surface . |
| PH11997056158B1 (en) * | 1996-04-16 | 2001-10-15 | Procter & Gamble | Mid-chain branched primary alkyl sulphates as surfactants |
| BR9710430A (pt) * | 1996-04-16 | 1999-08-17 | Procter & Gamble | Composi-{es l¡quidas para limpeza contendo tensoativos ramificados selecionados de cadeia m-dia |
| US6093856A (en) * | 1996-11-26 | 2000-07-25 | The Procter & Gamble Company | Polyoxyalkylene surfactants |
| ZA989155B (en) | 1997-10-10 | 1999-04-12 | Procter & Gamble | Mixed surfactant system |
| JP2001519376A (ja) | 1997-10-14 | 2001-10-23 | ザ、プロクター、エンド、ギャンブル、カンパニー | 中間鎖分岐界面活性剤を含んでなるパーソナルクレンジング組成物 |
| ES2237848T3 (es) * | 1997-10-14 | 2005-08-01 | THE PROCTER & GAMBLE COMPANY | Composiciones detergentes para lavar la vajilla, liquidas o en forma de gel, de accion suave que comprenden tensioactivos ramificados a mitad de cadena. |
| HUP0004499A3 (en) | 1997-10-14 | 2001-12-28 | Procter & Gamble | Granular detergent composition comprising mid-chain branched surfactants |
| DE19859911A1 (de) * | 1998-12-23 | 2000-06-29 | Basf Ag | Verfahren zur Herstellung von Tensidalkoholen und Tensidalkoholethern, die hergestellten Produkte und ihre Verwendung |
| DE19910370A1 (de) | 1999-03-09 | 2000-09-14 | Basf Ag | Verfahren zur Herstellung von Tensidalkoholen und Tensidalkoholethern, die hergestellten Produkte und ihre Verwendung |
| DE19912418A1 (de) | 1999-03-19 | 2000-09-21 | Basf Ag | Verfahren zur Herstellung von Tensidalkoholen und Tensidalkoholethern, die hergestellten Produkte und ihre Verwendung |
| US7202205B1 (en) | 1999-09-01 | 2007-04-10 | Daniel Stedman Connor | Processes for making surfactants via adsorptive separation and products thereof |
| DE19955593A1 (de) | 1999-11-18 | 2001-05-23 | Basf Ag | C13-Alkoholgemisch und funktionalisiertes C13-Alkoholgemisch |
| US7102038B2 (en) * | 2000-05-08 | 2006-09-05 | Shell Oil Company | Phosphorous removal and diene removal, when using diene sensitive catalyst, during conversion of olefins to branched primary alcohols |
| US7183446B2 (en) * | 2000-06-26 | 2007-02-27 | Basf Aktiengesellschaft | Alcohol mixtures having 13 and 15 carbon atoms and the use thereof in the preparation of surface-active substances |
| US6706931B2 (en) * | 2000-12-21 | 2004-03-16 | Shell Oil Company | Branched primary alcohol compositions and derivatives thereof |
| US6765106B2 (en) * | 2001-02-15 | 2004-07-20 | Shell Oil Company | Process for preparing a branched olefin, a method of using the branched olefin for making a surfactant, and a surfactant |
| EP1241112A3 (en) | 2001-03-15 | 2003-02-26 | The Procter & Gamble Company | Flexible multiple compartment pouch |
| CN1312099C (zh) | 2002-04-26 | 2007-04-25 | 巴斯福股份公司 | 烷氧基化物混合物及包含该混合物的洗涤剂 |
| RU2250892C2 (ru) * | 2003-05-16 | 2005-04-27 | ГУ Институт нефтехимии и катализа Академии наук Республики Башкортостан и УНЦ РАН | Способ получения 1,3,4-триалкилциклопентан-1-олов |
| RU2247705C2 (ru) * | 2003-05-19 | 2005-03-10 | ГУ Институт нефтехимии и катализа Академии наук Республики Башкортостан и УНЦ РАН | Способ получения транс-3,4-диалкилциклопентан-1-олов |
| EP1708985A2 (en) | 2003-08-28 | 2006-10-11 | Shell Internationale Research Maatschappij B.V. | Branched ester composition |
| MY139122A (en) * | 2003-10-15 | 2009-08-28 | Shell Int Research | Preparation of branched aliphatic alcohols using a process stream from a dehydrogenation-isomerization unit |
| WO2005037748A2 (en) * | 2003-10-15 | 2005-04-28 | Shell Internationale Research Maatshappij B.V. | Preparation of branched aliphatic alcohols using combined process streams from a dimerization unit and an isomerization unit |
| US7335802B2 (en) | 2003-10-15 | 2008-02-26 | Shell Oil Company | Methods of preparing branched aliphatic alcohols |
| WO2005037416A2 (en) * | 2003-10-15 | 2005-04-28 | Shell Internationale Research Maatschappij B.V. | Preparation of branched aliphatic alcohols using combined process streams from a hydrogenation unit, a dehydrogenation unit, a dimerization unit and an isomerization unit |
| MY140652A (en) * | 2003-10-15 | 2010-01-15 | Shell Int Research | Preparation of branched aliphatic alcohols using a process stream from an isomerization unit with recycle to a dehydrogenation unit |
| WO2005037753A1 (en) * | 2003-10-15 | 2005-04-28 | Shell Internationale Research Maatschappij B.V., | Preparation of branched aliphatic alcohols using combined process streams from a hydrogenation unit and a dehydrogenation-isomerization unit |
| AU2005219405B2 (en) * | 2004-03-02 | 2007-10-11 | Shell Internationale Research Maatschappij B.V. | Personal care composition comprising highly branched primary alcohol component |
| US8211949B2 (en) | 2007-09-24 | 2012-07-03 | Dow Global Technologies Llc | Functionalized long-chain olefin mixtures and uses therefor |
| CA2719153C (en) | 2008-04-10 | 2016-06-21 | Basf Se | Novel surfactants for tertiary mineral oil extraction based on branched alcohols |
| TW201031743A (en) | 2008-12-18 | 2010-09-01 | Basf Se | Surfactant mixture comprising branched short-chain and branched long-chain components |
| WO2011003904A1 (de) | 2009-07-10 | 2011-01-13 | Basf Se | Tensidgemisch mit kurz- und langkettigen komponenten |
| US20110166370A1 (en) | 2010-01-12 | 2011-07-07 | Charles Winston Saunders | Scattered Branched-Chain Fatty Acids And Biological Production Thereof |
| BR112013016838A2 (pt) * | 2010-12-29 | 2016-09-27 | Shell Int Research | composição de recuperação de hidrocarbonetos, e, métodos de tratamento de uma formação contendo petróleo bruto, e de preparação de uma composição de recuperação de hidrocarbonetos |
| CN102643725B (zh) * | 2012-04-25 | 2014-03-26 | 中国日用化学工业研究院 | 一种超浓缩液体洗涤剂及其制备技术 |
| JP2015518045A (ja) * | 2012-05-29 | 2015-06-25 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 洗濯洗浄剤組成物 |
| JP6191188B2 (ja) * | 2013-03-26 | 2017-09-06 | 日油株式会社 | 金属加工油用エステル基油 |
| WO2014209711A1 (en) * | 2013-06-28 | 2014-12-31 | Dow Global Technologies Llc | Process for the preparation of lightly-branched hydrophobes and the corresponding surfactants and applications thereof |
| TWI654177B (zh) | 2013-10-31 | 2019-03-21 | 德商巴斯夫歐洲公司 | 製備羧酸酯的方法及其作爲塑化劑的用途 |
| ES2675527T3 (es) | 2013-12-06 | 2018-07-11 | Basf Se | Composición plastificante que contiene derivados de tetrahidrofurano y ésteres de ácido 1,2-ciclohexano dicarboxílico |
| RU2016132589A (ru) | 2014-01-09 | 2018-02-12 | Басф Се | Композиция пластификатора, которая содержит производные фурана и сложные эфиры 1,2-циклогександикарбоновой кислоты |
| CN106232571B (zh) | 2014-04-22 | 2019-05-28 | 巴斯夫欧洲公司 | 在离子液体和酸性酯化催化剂的存在下制备羧酸酯的方法及其作为塑化剂的用途 |
| DE102015207291A1 (de) | 2014-04-24 | 2016-03-10 | Basf Se | Weichmacher-Zusammensetzung, die Furanderivate und 1,2-Cyclohexandicarbonsäureester enthält |
| TW201605945A (zh) | 2014-07-08 | 2016-02-16 | 巴斯夫歐洲公司 | 包含二羧酸的酯及１，２－環己烷二羧酸的酯之模製化合物 |
| TW201609628A (zh) | 2014-07-08 | 2016-03-16 | 巴斯夫歐洲公司 | 包含脂族二羧酸二酯及對苯二甲酸二烷基酯之塑化劑組成物 |
| TWI706979B (zh) | 2014-08-19 | 2020-10-11 | 德商巴斯夫歐洲公司 | 包含聚合二羧酸酯的塑化劑組成物 |
| TWI686444B (zh) | 2014-09-04 | 2020-03-01 | 德商巴斯夫歐洲公司 | 包含聚合二羧酸酯的塑化劑組成物 |
| US9493725B2 (en) | 2014-09-08 | 2016-11-15 | The Procter & Gamble Company | Detergent compositions containing a predominantly C15 alkyl branched surfactant |
| JP6377840B2 (ja) | 2014-09-08 | 2018-08-22 | ザ プロクター アンド ギャンブル カンパニー | 分岐界面活性剤を含有する洗剤組成物 |
| TW201619120A (zh) | 2014-10-09 | 2016-06-01 | 巴斯夫歐洲公司 | 包含飽和二羧酸之環烷基酯及對苯二甲酯之塑化劑組成物 |
| TW201619119A (zh) | 2014-10-09 | 2016-06-01 | 巴斯夫歐洲公司 | 包含飽和二羧酸之環烷基酯及１，２－環己烷二羧酸酯的塑化劑組成物 |
| US10287417B2 (en) | 2015-01-30 | 2019-05-14 | Basf Se | Plasticizer composition containing polymeric dicarboxylic acid esters and terephthalic acid dialkyl esters |
| RU2741299C1 (ru) | 2015-09-30 | 2021-01-25 | Басф Се | Пластифицирующая композиция, содержащая полимерные сложные эфиры дикарбоновых кислот и сложные эфиры 1, 2-циклогександикарбоновой кислоты |
| CN108137853B (zh) | 2015-09-30 | 2020-11-20 | 巴斯夫欧洲公司 | 包含聚合二羧酸酯和对苯二甲酸二烷基酯的增塑剂组合物 |
| RU2727926C9 (ru) | 2015-09-30 | 2021-05-21 | Басф Се | Пластифицирующая композиция, содержащая полимерные сложные эфиры дикарбоновых кислот и сложные диэфиры дикарбоновых кислот |
| US9828565B2 (en) | 2015-12-22 | 2017-11-28 | Shell Oil Company | Alcohol composition and derivatives thereof |
| US9828573B2 (en) | 2015-12-22 | 2017-11-28 | Shell Oil Company | Alcohol composition and derivatives thereof |
| PL3405518T3 (pl) | 2016-01-20 | 2020-05-18 | Basf Se | Kompozycja plastyfikatora, która zawiera estry alifatycznych kwasów dikarboksylowych i diestry wybrane spośród estrów kwasu 1,2-cykloheksanodikarboksylowego i estrów kwasu tereftalowego |
| CA3018424A1 (en) | 2016-03-23 | 2017-09-28 | Basf Se | Polymer composition containing a cycloalkyl alkyl dicarboxylic acid diester as a plasticizer |
| EP3266858A1 (en) | 2016-07-05 | 2018-01-10 | Basf Se | Anti-greying agent |
| EP3266859A1 (en) | 2016-07-05 | 2018-01-10 | Basf Se | Composition suitable as degreasing agent for removing greasy and/or oil type deposits |
| WO2018024597A1 (de) | 2016-08-01 | 2018-02-08 | Basf Se | Weichmacher-zusammensetzung |
| CN109563306A (zh) | 2016-08-01 | 2019-04-02 | 巴斯夫欧洲公司 | 增塑剂组合物 |
| WO2018024591A1 (de) | 2016-08-01 | 2018-02-08 | Basf Se | Weichmacher-zusammensetzung |
| US10941369B2 (en) | 2016-08-09 | 2021-03-09 | Kao Corporation | Surfactant composition |
| WO2019185409A1 (de) | 2018-03-29 | 2019-10-03 | Basf Se | Pvc-zusammensetzung, enthaltend wenigstens einen weichmacher der wenigstens eine carbonsäureestergruppe aufweist und wenigstens eine carbodiimidverbindung |
| EP3747860B1 (de) | 2019-06-04 | 2023-07-26 | Basf Se | Neue weichmacher auf cyclohexanon-basis |
| WO2020256852A1 (en) | 2019-06-20 | 2020-12-24 | Exxonmobil Chemical Patents Inc. | Amphiphilic reaction products from lightly branched olefins and methods for production thereof |
| CN110452369B (zh) * | 2019-07-04 | 2022-10-28 | 联泓(江苏)新材料研究院有限公司 | 一种除油乳化性能优异的异构醇嵌段聚醚及其制备方法和应用 |
| CN112522324A (zh) * | 2019-09-18 | 2021-03-19 | 重庆工商大学 | 一种用加酶洗衣粉催化烯烃环氧化的方法 |
| CN113731483B (zh) * | 2020-05-29 | 2023-10-13 | 中国石油化工股份有限公司 | 一种改性氧化催化材料及其制备方法和应用 |
| JP7703575B2 (ja) * | 2020-05-29 | 2025-07-07 | ダウ グローバル テクノロジーズ エルエルシー | 混合ｃ１３～ｃ１４アルコールを含む組成物及び界面活性剤 |
| WO2021247177A1 (en) | 2020-06-05 | 2021-12-09 | SCION Holdings LLC | Alcohols production |
| CN115551978A (zh) * | 2020-06-05 | 2022-12-30 | 宝洁公司 | 含有支链表面活性剂的洗涤剂组合物 |
| US12221404B2 (en) | 2020-06-05 | 2025-02-11 | SCION Holdings LLC | Composition comprising branched aldehydes |
| WO2021247516A1 (en) | 2020-06-05 | 2021-12-09 | SCION Holdings LLC | Branched alcohols |
| EP4161696A4 (en) * | 2020-06-05 | 2025-05-28 | Scion Holdings LLC | BRANCHED ALCOHOLS |
| CN116490482A (zh) * | 2020-10-08 | 2023-07-25 | 埃克森美孚化学专利公司 | 经由异构化线性烯烃进料的加氢甲酰化的选择性轻度支化醇 |
| US12145904B2 (en) | 2020-12-17 | 2024-11-19 | SCION Holdings LLC | Branched products |
| US20220401331A1 (en) | 2021-06-16 | 2022-12-22 | The Procter & Gamble Company | Personal cleansing compositions, methods and uses |
| US20250032371A1 (en) | 2021-11-04 | 2025-01-30 | Coty Inc. | Ethanol-free fragrance chassis |
| US20230174896A1 (en) * | 2021-12-03 | 2023-06-08 | The Procter & Gamble Company | Liquid detergent compositions |
| US12312563B2 (en) | 2021-12-03 | 2025-05-27 | The Procter & Gamble Company | Liquid detergent compositions |
| WO2024133359A1 (de) | 2022-12-21 | 2024-06-27 | Basf Se | Weichmacher |
| EP4638409A1 (de) | 2022-12-21 | 2025-10-29 | Basf Se | Weichmacher-verbindung |
| WO2024153687A1 (de) | 2023-01-19 | 2024-07-25 | Basf Se | Verfahren zur herstellung von 1,2-cyclohexandicarbonsäuredialkylestern |
| NL2035477B1 (en) | 2023-02-20 | 2024-09-03 | Coty Inc | Eye cream formulation |
| FR3146280A1 (fr) | 2023-03-03 | 2024-09-06 | Coty Inc. | Formulations cosmétiques et leurs utilisations |
| NL2034750B1 (en) | 2023-05-02 | 2024-11-14 | Coty Inc | Ethanol-free fragrance chassis |
| WO2024256670A1 (de) | 2023-06-15 | 2024-12-19 | Basf Se | Weichmacher-zusammensetzung |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB798541A (en) | 1955-06-15 | 1958-07-23 | Ici Ltd | New primary alcohols |
| FR1151630A (fr) * | 1955-06-15 | 1958-02-03 | Ici Ltd | Nouveaux alcools saturés et leur procédé de fabrication |
| US4426542A (en) * | 1981-04-22 | 1984-01-17 | Monsanto Company | Synthesis of plasticizer and detergent alcohols |
| US4598162A (en) | 1981-06-11 | 1986-07-01 | Monsanto Company | Detergent range aldehyde and alcohol mixtures and derivatives, and process therefor |
| GB8420945D0 (en) * | 1984-08-17 | 1984-09-19 | Unilever Plc | Detergents compositions |
| AU612580B2 (en) * | 1986-07-01 | 1991-07-18 | Davy Mckee (London) Limited | Process for the production of aldehydes by hydroformylation |
| US5072057A (en) | 1986-10-03 | 1991-12-10 | Exxon Research & Engineering Co. | Process for the hydroformylation of sulfur-containing thermally cracked petroleum residue and novel products thereof |
| GB8702654D0 (en) * | 1987-02-06 | 1987-03-11 | Davy Mckee Ltd | Process |
| US5196625A (en) * | 1990-04-27 | 1993-03-23 | Chevron Research & Technology Company | Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl) benzenes and (C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphite containing catalyst |
| US5196624A (en) * | 1990-04-27 | 1993-03-23 | Chevron Research And Technology Company | Detergent grade to C10 to C28 olefins, (C10 to C28 alkyl)benzenes and C10 to C28 alkyl) benzene sulfonates and process for preparing same using a phosphine containing catalyst |
| US5510306A (en) * | 1993-12-29 | 1996-04-23 | Shell Oil Company | Process for isomerizing linear olefins to isoolefins |
-
1997
- 1997-11-25 BR BRPI9713144-0A patent/BR9713144B1/pt not_active IP Right Cessation
- 1997-11-25 CZ CZ0184899A patent/CZ297436B6/cs not_active IP Right Cessation
- 1997-11-25 RO RO99-00592A patent/RO120404B1/ro unknown
- 1997-11-25 SK SK686-99A patent/SK285235B6/sk not_active IP Right Cessation
- 1997-11-25 RU RU99113994/04A patent/RU2198159C2/ru active
- 1997-11-25 ES ES97952830T patent/ES2214650T3/es not_active Expired - Lifetime
- 1997-11-25 AU AU56569/98A patent/AU725968B2/en not_active Ceased
- 1997-11-25 TR TR1999/01169T patent/TR199901169T2/xx unknown
- 1997-11-25 DE DE69728429T patent/DE69728429T2/de not_active Revoked
- 1997-11-25 NZ NZ334834A patent/NZ334834A/xx unknown
- 1997-11-25 KR KR1019997004593A patent/KR100641537B1/ko not_active Expired - Fee Related
- 1997-11-25 JP JP52430198A patent/JP4118960B2/ja not_active Expired - Lifetime
- 1997-11-25 PT PT97952830T patent/PT958267E/pt unknown
- 1997-11-25 PL PL333503A patent/PL197319B1/pl not_active IP Right Cessation
- 1997-11-25 EP EP97952830A patent/EP0958267B1/en not_active Revoked
- 1997-11-25 CN CN97199966A patent/CN1090599C/zh not_active Expired - Lifetime
- 1997-11-25 WO PCT/EP1997/006694 patent/WO1998023566A1/en not_active Ceased
- 1997-11-25 CA CA002271200A patent/CA2271200C/en not_active Expired - Lifetime
-
1999
- 1999-05-28 BG BG103445A patent/BG64047B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR9713144B1 (pt) | 2009-01-13 |
| RU2198159C2 (ru) | 2003-02-10 |
| PT958267E (pt) | 2004-08-31 |
| NZ334834A (en) | 2000-07-28 |
| BR9713144A (pt) | 2000-02-08 |
| AU725968B2 (en) | 2000-10-26 |
| SK68699A3 (en) | 1999-11-08 |
| CN1090599C (zh) | 2002-09-11 |
| CA2271200A1 (en) | 1998-06-04 |
| DE69728429T2 (de) | 2005-03-03 |
| ES2214650T3 (es) | 2004-09-16 |
| SK285235B6 (sk) | 2006-09-07 |
| EP0958267A1 (en) | 1999-11-24 |
| CZ184899A3 (cs) | 1999-11-17 |
| JP2001506597A (ja) | 2001-05-22 |
| CZ297436B6 (cs) | 2006-12-13 |
| WO1998023566A1 (en) | 1998-06-04 |
| EP0958267B1 (en) | 2004-03-31 |
| BG64047B1 (bg) | 2003-11-28 |
| CA2271200C (en) | 2009-02-03 |
| KR20000069117A (ko) | 2000-11-25 |
| TR199901169T2 (xx) | 1999-08-23 |
| PL333503A1 (en) | 1999-12-20 |
| CN1238749A (zh) | 1999-12-15 |
| DE69728429D1 (de) | 2004-05-06 |
| KR100641537B1 (ko) | 2006-10-31 |
| BG103445A (en) | 2000-05-31 |
| PL197319B1 (pl) | 2008-03-31 |
| AU5656998A (en) | 1998-06-22 |
| JP4118960B2 (ja) | 2008-07-16 |
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