MX2009000119A - Procedimiento para la preparacion de alquilaminas/alquil eter aminas alcoxiladas con distribucion en punta. - Google Patents
Procedimiento para la preparacion de alquilaminas/alquil eter aminas alcoxiladas con distribucion en punta.Info
- Publication number
- MX2009000119A MX2009000119A MX2009000119A MX2009000119A MX2009000119A MX 2009000119 A MX2009000119 A MX 2009000119A MX 2009000119 A MX2009000119 A MX 2009000119A MX 2009000119 A MX2009000119 A MX 2009000119A MX 2009000119 A MX2009000119 A MX 2009000119A
- Authority
- MX
- Mexico
- Prior art keywords
- amine
- further characterized
- diamine
- process according
- ethoxylated
- Prior art date
Links
- -1 alkyl ether amines Chemical class 0.000 title claims abstract description 82
- 238000000034 method Methods 0.000 title claims abstract description 77
- 230000008569 process Effects 0.000 title claims abstract description 59
- 150000003973 alkyl amines Chemical class 0.000 title claims abstract description 54
- 238000009826 distribution Methods 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 43
- 238000007046 ethoxylation reaction Methods 0.000 claims abstract description 39
- 150000001412 amines Chemical class 0.000 claims description 45
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 38
- 125000002947 alkylene group Chemical group 0.000 claims description 37
- 239000000047 product Substances 0.000 claims description 32
- 150000002500 ions Chemical class 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 22
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 claims description 20
- 229960001545 hydrotalcite Drugs 0.000 claims description 20
- 229910001701 hydrotalcite Inorganic materials 0.000 claims description 20
- 239000003760 tallow Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 229910001866 strontium hydroxide Inorganic materials 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 claims description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
- 230000008685 targeting Effects 0.000 claims description 9
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 8
- 229910001863 barium hydroxide Inorganic materials 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 7
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 7
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 6
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 6
- 244000060011 Cocos nucifera Species 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 6
- 239000012467 final product Substances 0.000 claims description 6
- 150000003512 tertiary amines Chemical class 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 239000003346 palm kernel oil Substances 0.000 claims description 2
- 235000019865 palm kernel oil Nutrition 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims 4
- 150000004985 diamines Chemical class 0.000 claims 4
- 229920000768 polyamine Polymers 0.000 claims 4
- 229920000573 polyethylene Polymers 0.000 claims 4
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- ITHZDDVSAWDQPZ-UHFFFAOYSA-L barium acetate Chemical compound [Ba+2].CC([O-])=O.CC([O-])=O ITHZDDVSAWDQPZ-UHFFFAOYSA-L 0.000 claims 2
- 125000005265 dialkylamine group Chemical group 0.000 claims 2
- RXSHXLOMRZJCLB-UHFFFAOYSA-L strontium;diacetate Chemical compound [Sr+2].CC([O-])=O.CC([O-])=O RXSHXLOMRZJCLB-UHFFFAOYSA-L 0.000 claims 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- 229910017741 MH2O Inorganic materials 0.000 claims 1
- 230000008602 contraction Effects 0.000 claims 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims 1
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical group CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 claims 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims 1
- 125000005270 trialkylamine group Chemical group 0.000 claims 1
- 239000006227 byproduct Substances 0.000 abstract description 8
- 231100001261 hazardous Toxicity 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 18
- 238000006116 polymerization reaction Methods 0.000 description 13
- 239000000463 material Substances 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 12
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 11
- 239000003999 initiator Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000005215 alkyl ethers Chemical class 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 6
- 239000002243 precursor Substances 0.000 description 6
- 238000010926 purge Methods 0.000 description 6
- 230000029087 digestion Effects 0.000 description 5
- 229910052788 barium Inorganic materials 0.000 description 4
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 4
- 239000011229 interlayer Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- 229910015900 BF3 Inorganic materials 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 239000003849 aromatic solvent Substances 0.000 description 3
- 238000005815 base catalysis Methods 0.000 description 3
- 239000013056 hazardous product Substances 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- LTEQMZWBSYACLV-UHFFFAOYSA-N Hexylbenzene Chemical compound CCCCCCC1=CC=CC=C1 LTEQMZWBSYACLV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 150000001553 barium compounds Chemical class 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000011365 complex material Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical class CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- PMPBFICDXLLSRM-UHFFFAOYSA-N 1-propan-2-ylnaphthalene Chemical compound C1=CC=C2C(C(C)C)=CC=CC2=C1 PMPBFICDXLLSRM-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- QPUYECUOLPXSFR-UHFFFAOYSA-N alpha-methyl-naphthalene Natural products C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 150000001573 beryllium compounds Chemical class 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004140 cleaning 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
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polyethers (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81619606P | 2006-06-23 | 2006-06-23 | |
| PCT/EP2007/056178 WO2007147866A1 (en) | 2006-06-23 | 2007-06-21 | Process for preparation of alkoxylated alkylamines / alkyl ether amines with peaked distribution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2009000119A true MX2009000119A (es) | 2009-01-26 |
Family
ID=38461690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2009000119A MX2009000119A (es) | 2006-06-23 | 2007-06-21 | Procedimiento para la preparacion de alquilaminas/alquil eter aminas alcoxiladas con distribucion en punta. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8049039B2 (https=) |
| EP (1) | EP2032523B1 (https=) |
| JP (1) | JP2009541265A (https=) |
| CN (1) | CN101479232A (https=) |
| AU (1) | AU2007263009A1 (https=) |
| BR (1) | BRPI0713340A2 (https=) |
| CA (1) | CA2656429A1 (https=) |
| IL (1) | IL196043A0 (https=) |
| MX (1) | MX2009000119A (https=) |
| NZ (1) | NZ574269A (https=) |
| RU (1) | RU2460720C2 (https=) |
| WO (1) | WO2007147866A1 (https=) |
Families Citing this family (85)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2671329T3 (es) * | 2011-06-01 | 2018-06-06 | Unilever N.V. | Composición detergente líquida que contiene polímero colorante |
| WO2019129710A1 (en) * | 2017-12-27 | 2019-07-04 | Akzo Nobel Chemicals International B.V. | Process for making a quaternary ammonium compound |
| US10597558B1 (en) | 2018-10-20 | 2020-03-24 | Rohm And Haas Electronic Materials Cmp Holdings, Inc. | Chemical mechanical polishing composition and method for tungsten |
| US10640681B1 (en) | 2018-10-20 | 2020-05-05 | Rohm And Haas Electronic Materials Cmp Holdings, Inc. | Chemical mechanical polishing composition and method for tungsten |
| CN113891930A (zh) | 2019-06-28 | 2022-01-04 | 联合利华知识产权控股有限公司 | 洗涤剂组合物 |
| US20220364020A1 (en) | 2019-06-28 | 2022-11-17 | Conopco, Inc., D/B/A Unilever | Detergent composition |
| CN114008184B (zh) | 2019-06-28 | 2024-12-06 | 联合利华知识产权控股有限公司 | 洗涤剂组合物 |
| WO2020259949A1 (en) | 2019-06-28 | 2020-12-30 | Unilever Plc | Detergent composition |
| BR112021025261A2 (pt) | 2019-06-28 | 2022-04-26 | Unilever Ip Holdings B V | Composição detergente e método doméstico para tratar um tecido |
| BR112023002979A2 (pt) | 2020-08-28 | 2023-04-04 | Unilever Ip Holdings B V | Composição detergente e método de tratamento de um artigo têxtil |
| WO2022043042A1 (en) | 2020-08-28 | 2022-03-03 | Unilever Ip Holdings B.V. | Detergent composition |
| US20230287302A1 (en) | 2020-08-28 | 2023-09-14 | Conopco, Inc., D/B/A Unilever | Detergent composition |
| ES2981325T3 (es) | 2020-09-24 | 2024-10-08 | Unilever Ip Holdings B V | Composición |
| EP4217454A1 (en) | 2020-09-24 | 2023-08-02 | Unilever IP Holdings B.V. | Composition |
| WO2022122474A1 (en) | 2020-12-07 | 2022-06-16 | Unilever Ip Holdings B.V. | Composition |
| EP4256010B1 (en) | 2020-12-07 | 2024-07-17 | Unilever IP Holdings B.V. | Composition |
| WO2022122483A1 (en) | 2020-12-07 | 2022-06-16 | Unilever Ip Holdings B.V. | Composition |
| WO2022122425A1 (en) | 2020-12-07 | 2022-06-16 | Unilever Ip Holdings B.V. | Composition |
| US20240132804A1 (en) | 2020-12-07 | 2024-04-25 | Conopco, Inc., D/B/A Unilever | Compositon |
| AU2021394536B2 (en) | 2020-12-07 | 2024-12-05 | Unilever Global Ip Limited | Composition |
| CN116568787A (zh) | 2020-12-08 | 2023-08-08 | 联合利华知识产权控股有限公司 | 油醇和产生方法 |
| CN116888248A (zh) | 2021-03-09 | 2023-10-13 | 联合利华知识产权控股有限公司 | 组合物 |
| US20240209286A1 (en) | 2021-04-30 | 2024-06-27 | Conopco , Inc., D/B/A Unilever | Composition |
| WO2022228950A1 (en) | 2021-04-30 | 2022-11-03 | Unilever Ip Holdings B.V. | Composition |
| BR112023022730A2 (pt) | 2021-04-30 | 2024-01-02 | Unilever Ip Holdings B V | Composição detergente para lavagem de roupas e método doméstico de tratamento de um artigo têxtil |
| WO2022228832A1 (en) | 2021-04-30 | 2022-11-03 | Unilever Ip Holdings B.V. | Composition |
| WO2022248108A1 (en) | 2021-05-28 | 2022-12-01 | Unilever Ip Holdings B.V. | A liquid laundry detergent composition comprising c16 and c18 alcohol ethoxylate surfactant and/or c16 and c18 alkyl ether sulphate |
| WO2023011892A1 (en) | 2021-08-05 | 2023-02-09 | Unilever Ip Holdings B.V. | Composition |
| CA3226258A1 (en) | 2021-08-05 | 2023-02-09 | Stephen Norman Batchelor | Method |
| WO2023012093A1 (en) | 2021-08-05 | 2023-02-09 | Unilever Ip Holdings B.V. | Method |
| WO2023041694A1 (en) | 2021-09-20 | 2023-03-23 | Unilever Ip Holdings B.V. | Detergent composition |
| US20250129306A1 (en) | 2021-09-29 | 2025-04-24 | Conopco, Inc., D/B/A Unilever | Composition |
| WO2023057323A2 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Composition |
| WO2023057604A2 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Laundry composition |
| WO2023057530A2 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Composition |
| WO2023057531A2 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Composition |
| WO2023057537A1 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Laundry composition |
| WO2023057532A2 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Composition |
| WO2023057367A1 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Laundry composition |
| WO2023057322A1 (en) | 2021-10-08 | 2023-04-13 | Unilever Ip Holdings B.V. | Composition |
| EP4433567B1 (en) | 2021-10-21 | 2025-02-12 | Unilever IP Holdings B.V. | Detergent compositions |
| US20230129953A1 (en) | 2021-10-26 | 2023-04-27 | Conopco, Inc., D/B/A Unilever | Composition |
| CN119213107A (zh) | 2022-05-27 | 2024-12-27 | 联合利华知识产权控股有限公司 | 包含表面活性剂、烷氧基化两性离子聚胺聚合物和芳香剂的洗衣液体组合物 |
| WO2023227332A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Laundry liquid composition comprising a surfactant, an alkoxylated zwitterionic polyamine polymer and a protease |
| WO2023227335A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Liquid composition comprising linear alkyl benzene sulphonate, methyl ester ethoxylate and alkoxylated zwitterionic polyamine polymer |
| CN119301230A (zh) | 2022-05-27 | 2025-01-10 | 联合利华知识产权控股有限公司 | 包含表面活性剂、氨基羧酸盐、有机酸和香料的洗衣液体组合物 |
| WO2023227331A1 (en) | 2022-05-27 | 2023-11-30 | Unilever Ip Holdings B.V. | Composition comprising a specific methyl ester ethoxylate surfactant and a lipase |
| EP4587542A1 (en) | 2022-09-13 | 2025-07-23 | Unilever IP Holdings B.V. | Washing machine and washing method |
| US20260078316A1 (en) | 2022-09-13 | 2026-03-19 | Conopco, Inc., D/B/A Unilever | Washing machine and washing method |
| WO2024056332A1 (en) | 2022-09-13 | 2024-03-21 | Unilever Ip Holdings B.V. | Washing machine and washing method |
| WO2024056333A1 (en) | 2022-09-13 | 2024-03-21 | Unilever Ip Holdings B.V. | Washing machine and washing method |
| EP4349944A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4349942A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4349946A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Unit dose fabric treatment product |
| EP4349945A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4349948A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4349947A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4349943A1 (en) | 2022-10-05 | 2024-04-10 | Unilever IP Holdings B.V. | Laundry liquid composition |
| WO2024074247A1 (en) | 2022-10-06 | 2024-04-11 | Unilever Ip Holdings B.V. | Composition |
| WO2024088706A1 (en) | 2022-10-25 | 2024-05-02 | Unilever Ip Holdings B.V. | Composition |
| EP4608955A1 (en) | 2022-10-25 | 2025-09-03 | Unilever IP Holdings B.V. | Composition |
| EP4361239A1 (en) | 2022-10-25 | 2024-05-01 | Unilever IP Holdings B.V. | Laundry liquid composition |
| EP4372071A1 (en) | 2022-11-18 | 2024-05-22 | Unilever IP Holdings B.V. | Detergent composition |
| WO2024115128A1 (en) | 2022-11-28 | 2024-06-06 | Unilever Ip Holdings B.V. | Substrate treatment compositions |
| WO2024115130A1 (en) | 2022-11-28 | 2024-06-06 | Unilever Ip Holdings B.V. | Substrate treatment compositions |
| WO2024115118A1 (en) | 2022-11-28 | 2024-06-06 | Unilever Ip Holdings B.V. | Substrate treatment compositions |
| EP4627028A1 (en) | 2022-11-29 | 2025-10-08 | Unilever IP Holdings B.V. | Composition |
| WO2024132931A1 (en) | 2022-12-20 | 2024-06-27 | Unilever Ip Holdings B.V. | Optical brightening agents |
| WO2024133176A1 (en) | 2022-12-20 | 2024-06-27 | Unilever Ip Holdings B.V. | Optical brightening agents |
| WO2024133175A1 (en) | 2022-12-20 | 2024-06-27 | Unilever Ip Holdings B.V. | Optical brightening agents |
| WO2024194098A1 (en) | 2023-03-21 | 2024-09-26 | Unilever Ip Holdings B.V. | Detergent unit dose |
| WO2024223218A1 (en) | 2023-04-25 | 2024-10-31 | Unilever Ip Holdings B.V. | Composition |
| WO2024261132A1 (en) | 2023-06-23 | 2024-12-26 | Reckitt & Colman (Overseas) Hygiene Home Limited | Methods of reducing the foaming of acid-based cleaning compositions |
| CN121488025A (zh) | 2023-07-13 | 2026-02-06 | 联合利华知识产权控股有限公司 | 洗衣机和方法 |
| WO2025016669A1 (en) | 2023-07-19 | 2025-01-23 | Unilever Ip Holdings B.V. | Laundry capsule |
| CN121773188A (zh) | 2023-08-02 | 2026-03-31 | 联合利华知识产权控股有限公司 | 组合物 |
| CN121729476A (zh) | 2023-08-04 | 2026-03-24 | 联合利华知识产权控股有限公司 | 组合物 |
| WO2025031752A1 (en) | 2023-08-04 | 2025-02-13 | Unilever Ip Holdings B.V. | Composition |
| EP4509589A1 (en) | 2023-08-16 | 2025-02-19 | Unilever IP Holdings B.V. | Unit dose product |
| WO2025124811A1 (en) | 2023-12-14 | 2025-06-19 | Unilever Ip Holdings B.V. | Composition |
| WO2025214659A1 (en) | 2024-04-11 | 2025-10-16 | Unilever Ip Holdings B.V. | Washing method |
| WO2025214720A1 (en) | 2024-04-11 | 2025-10-16 | Unilever Ip Holdings B.V. | Washing machine and washing method |
| EP4663737A1 (en) | 2024-06-13 | 2025-12-17 | Unilever IP Holdings B.V. | Laundry unit dose product |
| EP4663738A1 (en) | 2024-06-13 | 2025-12-17 | Unilever IP Holdings B.V. | Laundry unit dose product |
| WO2026012789A1 (en) | 2024-07-08 | 2026-01-15 | Unilever Ip Holdings B.V. | Composition |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3843713A1 (de) * | 1988-04-25 | 1989-11-02 | Henkel Kgaa | Verwendung von calcinierten hydrotalciten als katalysatoren fuer die ethoxylierung bzw. propoxylierung |
| RU2091066C1 (ru) * | 1993-06-25 | 1997-09-27 | Товарищество с ограниченной ответственностью "ИМПУЛЬС" | Способ получения 2-аллилоксиэтанола |
| US6136223A (en) * | 1996-07-22 | 2000-10-24 | Carnegie Mellon University | Metal ligand containing bleaching compositions |
| DE10227774A1 (de) * | 2002-06-21 | 2004-01-08 | Degussa Ag | Verwendung von Übergangsmetallkomplexen mit stickstoffhaltigen mehrzähnigen Liganden als Bleichkatalysator und Bleichmittelzusammensetzung |
| WO2006034459A1 (en) * | 2004-09-23 | 2006-03-30 | Akzo Nobel N.V. | Alkoxylated alkylamines / alkyl ether amines with peaked distribution |
-
2007
- 2007-06-21 MX MX2009000119A patent/MX2009000119A/es not_active Application Discontinuation
- 2007-06-21 JP JP2009515882A patent/JP2009541265A/ja not_active Withdrawn
- 2007-06-21 EP EP07730286A patent/EP2032523B1/en not_active Not-in-force
- 2007-06-21 AU AU2007263009A patent/AU2007263009A1/en not_active Abandoned
- 2007-06-21 CA CA002656429A patent/CA2656429A1/en not_active Abandoned
- 2007-06-21 CN CNA2007800235170A patent/CN101479232A/zh active Pending
- 2007-06-21 BR BRPI0713340-5A patent/BRPI0713340A2/pt not_active IP Right Cessation
- 2007-06-21 RU RU2009102039/04A patent/RU2460720C2/ru not_active IP Right Cessation
- 2007-06-21 NZ NZ574269A patent/NZ574269A/en not_active IP Right Cessation
- 2007-06-21 US US12/305,082 patent/US8049039B2/en not_active Expired - Fee Related
- 2007-06-21 WO PCT/EP2007/056178 patent/WO2007147866A1/en not_active Ceased
-
2008
- 2008-12-18 IL IL196043A patent/IL196043A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2009541265A (ja) | 2009-11-26 |
| US20090209788A1 (en) | 2009-08-20 |
| EP2032523A1 (en) | 2009-03-11 |
| CA2656429A1 (en) | 2007-12-27 |
| RU2460720C2 (ru) | 2012-09-10 |
| WO2007147866A1 (en) | 2007-12-27 |
| RU2009102039A (ru) | 2010-07-27 |
| BRPI0713340A2 (pt) | 2012-03-06 |
| US8049039B2 (en) | 2011-11-01 |
| NZ574269A (en) | 2012-01-12 |
| CN101479232A (zh) | 2009-07-08 |
| EP2032523B1 (en) | 2012-06-20 |
| AU2007263009A1 (en) | 2007-12-27 |
| IL196043A0 (en) | 2009-09-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MX2009000119A (es) | Procedimiento para la preparacion de alquilaminas/alquil eter aminas alcoxiladas con distribucion en punta. | |
| EP2588437B1 (en) | Branched secondary alcohol alkoxylate surfactants and process to make them | |
| KR970003516B1 (ko) | 소성된 히드로탈사이트의 에톡시화 또는 프로폭시화촉매로서의 용도 | |
| EP2643282A2 (en) | Branched secondary alcohol alkoxylate surfactants and process to make them | |
| US10099983B2 (en) | Narrow range alcohol alkoxylates and derivatives thereof | |
| NO812705L (no) | Fremgangsmaate ved alkoxylering under anvendelse av strontium- og bariumholdige katalysatorer | |
| CA2044234A1 (en) | Poly(oxyalkylene)aminoalkanol esters, ammonium compounds thereof, process for producing them, and their use in emulsifiers, detergents, disinfectants and preservatives | |
| US8404899B2 (en) | Aliphatic amine alkylene oxide adduct | |
| JP2023113701A (ja) | 生分解性界面活性剤 | |
| US5936107A (en) | Process for the production of fatty acid polyethylene glycol esters | |
| CN101535230B (zh) | 环氧烷烃加成物的制造方法 | |
| AU2005288959A1 (en) | Process for preparing an alkoxylated alcohol or phenol | |
| KR19990007231A (ko) | 에테르아민 알콕시레이트를 포함하는 연료 조성물 | |
| JPH07502056A (ja) | トリエタノールアミン製品混合物の使用 | |
| WO2023064364A1 (en) | Method of producing alkoxylated ether amines and uses thereof | |
| JP2009096802A (ja) | 脂肪族アミンアルキレンオキサイド付加物 | |
| JP2001316329A (ja) | 脂肪酸ポリオキシアルキレンアルキルエーテルおよびその製造方法 | |
| JP2009084173A (ja) | 脂肪族アミンアルキレンオキサイド付加物 | |
| CN116408091B (zh) | 一种MgAl水滑石催化剂的制备方法及其在制备1,1,1,3,3-五氯丙烷中的应用 | |
| EP0171893A1 (en) | Preparation of alkanol amines | |
| JPH06182206A (ja) | 活性水素含有有機化合物アルコキシレート製造用触媒 | |
| JP2005205297A (ja) | アルコキシル化用触媒およびそれを用いたアルキレンオキサイド付加物の製造方法 | |
| JP2007186429A (ja) | アルキレンオキサイド付加物の製造方法 | |
| CS216988B1 (cs) | Způsob výroby polyaduktů alkylenoxidů | |
| SK712001A3 (sk) | Spôsob výroby kombinovaných trialkanolamínov |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |