DE10130882A1 - Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen - Google Patents
Verfahren zur Herstellung von aliphatischen OligocarbonatdiolenInfo
- Publication number
- DE10130882A1 DE10130882A1 DE10130882A DE10130882A DE10130882A1 DE 10130882 A1 DE10130882 A1 DE 10130882A1 DE 10130882 A DE10130882 A DE 10130882A DE 10130882 A DE10130882 A DE 10130882A DE 10130882 A1 DE10130882 A1 DE 10130882A1
- Authority
- DE
- Germany
- Prior art keywords
- dmc
- diols
- reaction
- oligocarbonate
- methanol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 150000002009 diols Chemical class 0.000 title claims abstract description 77
- 238000000034 method Methods 0.000 title claims abstract description 55
- 230000008569 process Effects 0.000 title claims abstract description 21
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims abstract description 119
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 106
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 21
- 239000011541 reaction mixture Substances 0.000 claims abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 29
- -1 aliphatic diols Chemical class 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 239000003054 catalyst Substances 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 16
- 238000005809 transesterification reaction Methods 0.000 claims description 15
- 239000007789 gas Substances 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 239000011261 inert gas Substances 0.000 claims description 13
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims description 11
- 238000004821 distillation Methods 0.000 claims description 10
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 8
- 150000002596 lactones Chemical class 0.000 claims description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 claims description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 4
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000001361 adipic acid Substances 0.000 claims description 2
- 235000011037 adipic acid Nutrition 0.000 claims description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
- 239000001273 butane Substances 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 2
- 238000007172 homogeneous catalysis Methods 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 238000011065 in-situ storage Methods 0.000 claims description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003345 natural gas Substances 0.000 claims description 2
- 229910052756 noble gas Inorganic materials 0.000 claims description 2
- 150000002835 noble gases Chemical class 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 229920001748 polybutylene Polymers 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 239000001294 propane Substances 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 5
- 239000007859 condensation product Substances 0.000 claims 1
- 239000012467 final product Substances 0.000 claims 1
- 238000007210 heterogeneous catalysis Methods 0.000 claims 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 abstract description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 22
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 9
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 229910052726 zirconium Inorganic materials 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 238000005292 vacuum distillation Methods 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- 229940043375 1,5-pentanediol Drugs 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000011527 polyurethane coating Substances 0.000 description 2
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- NGCDGPPKVSZGRR-UHFFFAOYSA-J 1,4,6,9-tetraoxa-5-stannaspiro[4.4]nonane-2,3,7,8-tetrone Chemical class [Sn+4].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O NGCDGPPKVSZGRR-UHFFFAOYSA-J 0.000 description 1
- GZZLQUBMUXEOBE-UHFFFAOYSA-N 2,2,4-trimethylhexane-1,6-diol Chemical compound OCCC(C)CC(C)(C)CO GZZLQUBMUXEOBE-UHFFFAOYSA-N 0.000 description 1
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 1
- YZDAAZDHEWALAB-UHFFFAOYSA-N 2,3,5-trimethylhexane-1,6-diol Chemical compound OCC(C)CC(C)C(C)CO YZDAAZDHEWALAB-UHFFFAOYSA-N 0.000 description 1
- XACKQJURAZIUES-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diol Chemical compound OCC(C)CC(C)(C)CCO XACKQJURAZIUES-UHFFFAOYSA-N 0.000 description 1
- ACOQOLIJGGKILA-UHFFFAOYSA-N 2-methylpentane-1,1-diol Chemical compound CCCC(C)C(O)O ACOQOLIJGGKILA-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 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
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 241000589614 Pseudomonas stutzeri Species 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 1
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 150000005686 dimethyl carbonates Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- DMQSHEKGGUOYJS-UHFFFAOYSA-N n,n,n',n'-tetramethylpropane-1,3-diamine Chemical compound CN(C)CCCN(C)C DMQSHEKGGUOYJS-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical group 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- XZZXKVYTWCYOQX-UHFFFAOYSA-J octanoate;tin(4+) Chemical class [Sn+4].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O XZZXKVYTWCYOQX-UHFFFAOYSA-J 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000005501 phase interface Effects 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920003009 polyurethane dispersion Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/305—General preparatory processes using carbonates and alcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10130882A DE10130882A1 (de) | 2001-06-27 | 2001-06-27 | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen |
| US10/180,831 US6818784B2 (en) | 2001-06-27 | 2002-06-26 | Process for producing aliphatic oligocarbonate diols |
| HK05101211.6A HK1068903B (en) | 2001-06-27 | 2002-06-27 | Method for the production of aliphatic oligocarbonate diols |
| CA2451467A CA2451467C (en) | 2001-06-27 | 2002-06-27 | A process for producing aliphatic oligocarbonate diols |
| KR1020037016995A KR100900611B1 (ko) | 2001-06-27 | 2002-06-27 | 지방족 올리고카르보네이트 디올의 제조 방법 |
| EP02760199A EP1404740B1 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
| JP2003509008A JP4288155B2 (ja) | 2001-06-27 | 2002-06-27 | 脂肪族オリゴカーボネートジオールの製造方法 |
| PCT/EP2002/007106 WO2003002630A2 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
| ES02760199T ES2233851T3 (es) | 2001-06-27 | 2002-06-27 | Procedimiento para la fabricacion de oligocarbonatodioles alifaticos. |
| CNB028132335A CN1255452C (zh) | 2001-06-27 | 2002-06-27 | 一种制备脂肪族低聚碳酸酯二醇的方法 |
| AT02760199T ATE283883T1 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
| DE50201689T DE50201689D1 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
| AU2002325849A AU2002325849A1 (en) | 2001-06-27 | 2002-06-27 | Method for the production of aliphatic oligocarbonate diols |
| MXPA03011807 MX233577B (es) | 2001-06-27 | 2002-06-27 | Procedimiento para la fabricacion de oligocarbonatodioles alifaticos. |
| US10/735,492 US7112693B2 (en) | 2001-06-27 | 2003-12-12 | Process for producing aliphatic oligocarbonate diols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10130882A DE10130882A1 (de) | 2001-06-27 | 2001-06-27 | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10130882A1 true DE10130882A1 (de) | 2003-01-16 |
Family
ID=7689561
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10130882A Withdrawn DE10130882A1 (de) | 2001-06-27 | 2001-06-27 | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen |
| DE50201689T Expired - Lifetime DE50201689D1 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE50201689T Expired - Lifetime DE50201689D1 (de) | 2001-06-27 | 2002-06-27 | Verfahren zur herstellung von aliphatischen oligocarbonatdiolen |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6818784B2 (enExample) |
| EP (1) | EP1404740B1 (enExample) |
| JP (1) | JP4288155B2 (enExample) |
| KR (1) | KR100900611B1 (enExample) |
| CN (1) | CN1255452C (enExample) |
| AT (1) | ATE283883T1 (enExample) |
| AU (1) | AU2002325849A1 (enExample) |
| CA (1) | CA2451467C (enExample) |
| DE (2) | DE10130882A1 (enExample) |
| ES (1) | ES2233851T3 (enExample) |
| MX (1) | MX233577B (enExample) |
| WO (1) | WO2003002630A2 (enExample) |
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| EP1520869A1 (de) * | 2003-09-19 | 2005-04-06 | Bayer MaterialScience AG | Verfahren zur Herstellung von aliphatischen Oligocarbonatpolyolen |
| EP1518879A3 (de) * | 2003-09-19 | 2005-04-27 | Bayer MaterialScience AG | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen |
| WO2006089940A1 (de) | 2005-02-25 | 2006-08-31 | Basf Aktiengesellschaft | Hochfunktionelle, hoch- oder hyperverzweigte polycarbonate sowie deren herstellung und verwendung |
| US7521521B2 (en) | 2003-09-12 | 2009-04-21 | Basf Aktiengesellschaft | Highly functional highly branched or hyperbranched polycarbonates and the production and use hereof |
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| DE10321149A1 (de) * | 2003-05-12 | 2004-12-02 | Bayer Materialscience Ag | Ytterbium(III)acetylacetonat als Katalysator zur Herstellung von aliphatischen Oligocarbonatpolyolen |
| DE102004031900A1 (de) * | 2004-07-01 | 2006-02-16 | Bayer Materialscience Ag | Oligocarbonatpolyole mit endständig sekundären Hydroxylgruppen |
| DE102004035129A1 (de) * | 2004-07-20 | 2006-02-16 | Lanxess Deutschland Gmbh | Herstellung von Ytterbium (III)-ß-diketonaten |
| DE102004042843A1 (de) * | 2004-09-04 | 2006-03-09 | Bayer Materialscience Ag | Metallacetylacetonate als Umesterungskatalysatoren |
| DE102004054632A1 (de) * | 2004-11-11 | 2006-05-18 | Basf Ag | Polymerblends aus Polyestern und linearen oligomeren Polycarbonaten |
| DE102005010694A1 (de) | 2005-03-09 | 2006-09-14 | Bayer Materialscience Ag | Wässrige Copolymerisatdispersionen mit Reaktivverdünner |
| DE102005018691A1 (de) * | 2005-04-22 | 2006-10-26 | Bayer Materialscience Ag | Niederviskose Oligocarbonatpolyole |
| DE102006002156A1 (de) * | 2006-01-17 | 2007-07-19 | Bayer Materialscience Ag | Polyurethan-Polyharnstoff-Dispersionen auf Basis von Polyether-Polycarbonat-Polyolen |
| DE102006002154A1 (de) * | 2006-01-17 | 2007-07-19 | Bayer Materialscience Ag | Polyurethan-Polyharnstoff-Beschichtungen |
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| EP3560972A1 (en) | 2018-04-27 | 2019-10-30 | Covestro Deutschland AG | Coating composition |
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| EP4499722A1 (en) | 2022-03-16 | 2025-02-05 | Covestro Deutschland AG | Nco-terminated prepolymer for coating applications |
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Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2210817A (en) | 1939-04-19 | 1940-08-06 | Du Pont | Superpolycarbonate |
| DE857948C (de) | 1943-12-25 | 1952-12-04 | Basf Ag | Verfahren zur Herstellung von neutralen Estern der Kohlensaeure |
| US2787632A (en) | 1954-07-07 | 1957-04-02 | Columbia Southern Chem Corp | Polycarbonates |
| DE1568248A1 (de) | 1966-02-11 | 1970-02-05 | Huels Chemische Werke Ag | Verfahren zur Herstellung von Carbonatgruppen enthaltenden Dihydroxyverbindungen |
| DE1694080B1 (de) | 1966-10-13 | 1971-09-30 | Bayer Ag | Verfahren zur herstellung von vernetzten polyurethanen auf grundlage von hydroxylpolykohlensaeureestern |
| CH525920A (de) | 1969-03-28 | 1972-07-31 | Bayer Ag | Verfahren zur Herstellung difunktioneller aliphatischer endständige Hydroxylgruppen aufweisender Polycarbonate |
| FR2294199A1 (fr) | 1974-12-11 | 1976-07-09 | Poudres & Explosifs Ste Nale | Procede perfectionne de preparation de polycarbonates en deux etapes |
| US4105641A (en) | 1975-05-27 | 1978-08-08 | Bayer Aktiengesellschaft | Process for the preparation of aliphatic polycarbonates and polyurethanes therefrom |
| DE3717060A1 (de) | 1987-05-21 | 1988-12-01 | Bayer Ag | Polyether-polycarbonat-diole, ihre herstellung und verwendung als ausgangsprodukte fuer polyurethankunststoffe |
| IT1227136B (it) | 1988-10-14 | 1991-03-19 | Enichem Sintesi | Policarbonati copoliesteri dioli, procedimento per la loro produzione e loro impiego. |
| US5171830A (en) | 1991-08-16 | 1992-12-15 | Arco Chemical Technology, L.P. | Catalytic process for the preparation of polyalkylene carbonates |
| IT1251853B (it) | 1991-09-23 | 1995-05-26 | Enichem Sintesi | Procedimento per la produzione di carbonati alchilici |
| IT1269916B (it) | 1994-03-25 | 1997-04-16 | Enichem Spa | Procedimento migliorato per la sintesi di dimetilcarbonato |
| IT1283314B1 (it) | 1996-03-28 | 1998-04-16 | Enichem Spa | Processo per la preparazione di policarbonati copolieteri polioli |
| IT1283315B1 (it) | 1996-03-28 | 1998-04-16 | Enichem Spa | Processo a due stadi per la preparazione di policarbonati copolieteridioli. |
| DE19829593A1 (de) | 1998-07-02 | 2000-01-05 | Henkel Kgaa | Verfahren zur Herstellung von Verbindungen mit terminalen OH-Gruppen |
| DE19900554A1 (de) * | 1999-01-09 | 2000-07-13 | Bayer Ag | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen aus Dimethylcarbonat und aliphatischen Diolen |
| JP2001277417A (ja) | 2000-03-29 | 2001-10-09 | Dainippon Printing Co Ltd | バリア性フィルムおよびそれを使用した積層材 |
| JP4372953B2 (ja) | 2000-03-29 | 2009-11-25 | 大日本印刷株式会社 | 透明バリア性フィルムおよびそれを使用した積層材 |
-
2001
- 2001-06-27 DE DE10130882A patent/DE10130882A1/de not_active Withdrawn
-
2002
- 2002-06-26 US US10/180,831 patent/US6818784B2/en not_active Expired - Lifetime
- 2002-06-27 ES ES02760199T patent/ES2233851T3/es not_active Expired - Lifetime
- 2002-06-27 KR KR1020037016995A patent/KR100900611B1/ko not_active Expired - Fee Related
- 2002-06-27 JP JP2003509008A patent/JP4288155B2/ja not_active Expired - Lifetime
- 2002-06-27 CN CNB028132335A patent/CN1255452C/zh not_active Expired - Lifetime
- 2002-06-27 AT AT02760199T patent/ATE283883T1/de active
- 2002-06-27 EP EP02760199A patent/EP1404740B1/de not_active Expired - Lifetime
- 2002-06-27 WO PCT/EP2002/007106 patent/WO2003002630A2/de not_active Ceased
- 2002-06-27 AU AU2002325849A patent/AU2002325849A1/en not_active Abandoned
- 2002-06-27 DE DE50201689T patent/DE50201689D1/de not_active Expired - Lifetime
- 2002-06-27 MX MXPA03011807 patent/MX233577B/es active IP Right Grant
- 2002-06-27 CA CA2451467A patent/CA2451467C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7521521B2 (en) | 2003-09-12 | 2009-04-21 | Basf Aktiengesellschaft | Highly functional highly branched or hyperbranched polycarbonates and the production and use hereof |
| EP1520869A1 (de) * | 2003-09-19 | 2005-04-06 | Bayer MaterialScience AG | Verfahren zur Herstellung von aliphatischen Oligocarbonatpolyolen |
| EP1518879A3 (de) * | 2003-09-19 | 2005-04-27 | Bayer MaterialScience AG | Verfahren zur Herstellung von aliphatischen Oligocarbonatdiolen |
| KR101124906B1 (ko) * | 2003-09-19 | 2012-03-27 | 바이엘 머티리얼사이언스 아게 | 지방족 올리고카르보네이트 폴리올의 제법 |
| WO2006089940A1 (de) | 2005-02-25 | 2006-08-31 | Basf Aktiengesellschaft | Hochfunktionelle, hoch- oder hyperverzweigte polycarbonate sowie deren herstellung und verwendung |
| US7649074B2 (en) | 2005-02-25 | 2010-01-19 | Basf Aktiengesellschaft | High-functionality highly branched or hyperbranched polycarbonates and their preparation and use |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040030711A (ko) | 2004-04-09 |
| WO2003002630A2 (de) | 2003-01-09 |
| EP1404740B1 (de) | 2004-12-01 |
| MXPA03011807A (es) | 2004-07-01 |
| EP1404740A2 (de) | 2004-04-07 |
| CN1522270A (zh) | 2004-08-18 |
| CA2451467C (en) | 2011-08-09 |
| DE50201689D1 (de) | 2005-01-05 |
| JP2004533474A (ja) | 2004-11-04 |
| CA2451467A1 (en) | 2003-01-09 |
| JP4288155B2 (ja) | 2009-07-01 |
| ES2233851T3 (es) | 2005-06-16 |
| MX233577B (es) | 2006-01-09 |
| KR100900611B1 (ko) | 2009-06-02 |
| US20030009047A1 (en) | 2003-01-09 |
| WO2003002630A3 (de) | 2003-03-20 |
| US6818784B2 (en) | 2004-11-16 |
| CN1255452C (zh) | 2006-05-10 |
| AU2002325849A1 (en) | 2003-03-03 |
| ATE283883T1 (de) | 2004-12-15 |
| HK1068903A1 (en) | 2005-05-06 |
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