DE1593845A1 - Verfahren zur Reinigung von Polyaminen - Google Patents
Verfahren zur Reinigung von PolyaminenInfo
- Publication number
- DE1593845A1 DE1593845A1 DE19671593845 DE1593845A DE1593845A1 DE 1593845 A1 DE1593845 A1 DE 1593845A1 DE 19671593845 DE19671593845 DE 19671593845 DE 1593845 A DE1593845 A DE 1593845A DE 1593845 A1 DE1593845 A1 DE 1593845A1
- Authority
- DE
- Germany
- Prior art keywords
- percent
- volume
- nan
- lower alcohol
- water
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 17
- 229920000768 polyamine Polymers 0.000 title claims description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 239000012535 impurity Substances 0.000 claims description 8
- CSNNHWWHGAXBCP-UHFFFAOYSA-L magnesium sulphate Substances [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000002274 desiccant Substances 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical group [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims description 4
- 235000019341 magnesium sulphate Nutrition 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000012043 crude product Substances 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims 1
- 235000011132 calcium sulphate Nutrition 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 239000000575 pesticide Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 14
- 239000003054 catalyst Substances 0.000 description 10
- 125000002887 hydroxy group Chemical class [H]O* 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- DTLKWZKUAHYQGX-UHFFFAOYSA-N polyanine Natural products CC1CCC2(NC1)OC3CC4C5CCC6CC(CCC6(C)C5CCC4(C)C3C2C)OC7OC(CO)C(O)C(OC8OCC(O)C(O)C8O)C7OC9OCC(O)C(O)C9O DTLKWZKUAHYQGX-UHFFFAOYSA-N 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- 239000007868 Raney catalyst Substances 0.000 description 4
- 229910000564 Raney nickel Inorganic materials 0.000 description 4
- -1 ethylene, propylene Chemical group 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000002083 X-ray spectrum Methods 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000006722 reduction reaction Methods 0.000 description 3
- 238000006268 reductive amination reaction Methods 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 150000004072 triols Chemical class 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 244000104547 Ziziphus oenoplia Species 0.000 description 1
- 235000005505 Ziziphus oenoplia Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000007098 aminolysis reaction Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007278 cyanoethylation reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/30—Post-polymerisation treatment, e.g. recovery, purification, drying
Landscapes
- 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)
- Polyethers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0051273 | 1967-01-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1593845A1 true DE1593845A1 (de) | 1971-02-25 |
Family
ID=7104480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671593845 Pending DE1593845A1 (de) | 1967-01-18 | 1967-01-18 | Verfahren zur Reinigung von Polyaminen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3580952A (en, 2012) |
| AT (1) | AT277950B (en, 2012) |
| BE (1) | BE709567A (en, 2012) |
| DE (1) | DE1593845A1 (en, 2012) |
| FR (1) | FR1551605A (en, 2012) |
| GB (1) | GB1217883A (en, 2012) |
| NL (1) | NL6800498A (en, 2012) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4952732A (en) * | 1984-06-15 | 1990-08-28 | Texaco Inc. | Mannich condensates of a substituted phenol and an alkylamine containing internal alkoxy groups |
| US4556688A (en) * | 1984-10-26 | 1985-12-03 | General Electric Company | Thermoplastic polyetherimide ester elastomers |
| US4594377A (en) * | 1984-10-26 | 1986-06-10 | General Electric Company | Modified thermoplastic copolyetherimide ester elastomers |
| US4544734A (en) * | 1984-10-26 | 1985-10-01 | General Electric Company | Modified thermoplastic copolyetherimide ester elastomers |
| US4556705A (en) * | 1984-10-26 | 1985-12-03 | General Electric Company | Thermoplastic polyetherimide ester elastomers |
| DE3446921A1 (de) * | 1984-12-21 | 1986-07-03 | Bayer Ag, 5090 Leverkusen | Neue alkoxylierte aminopolyether, verfahren zu ihrer herstellung und sie enthaltende kohle-wasser-aufschlaemmungen |
| US4598117A (en) * | 1985-01-11 | 1986-07-01 | General Electric Company | Elastomeric compositions comprising a combination of (a) an aromatic thermoplastic polyester and (b) clay/syenite |
| US4552950A (en) * | 1985-01-11 | 1985-11-12 | General Electric Company | Polyetherimide esters |
| US4902768A (en) * | 1987-06-30 | 1990-02-20 | Union Carbide Chemicals And Plastics Company Inc. | Elastomers prepared from N-(polyoxyalkyl)-N-(alkyl)amines |
| US4904705A (en) * | 1987-06-30 | 1990-02-27 | Union Carbide Chemicals And Plastics Company Inc. | Polyurea foams made from N-(polyoxyalkyl)-N-(alkyl)amines |
| US4902777A (en) * | 1987-06-30 | 1990-02-20 | Union Carbide Chemicals And Plastics Company, Inc. | N-(polyoxyalkyl)-n-(alkyl)amines |
| US4985546A (en) * | 1987-12-21 | 1991-01-15 | Milliken Research Corporation | Polyoxylalkylene amino diol substituted colorants |
| US5019653A (en) * | 1990-05-14 | 1991-05-28 | Texaco Chemical Company | Purification of polyamines derived from polyhydroxyl compounds |
| US5270014A (en) * | 1991-03-19 | 1993-12-14 | Krauss-Maffei Ag | Apparatus for producing a foamed mass of a polyurea elastomer |
| EP0504447A1 (de) * | 1991-03-19 | 1992-09-23 | Krauss-Maffei Aktiengesellschaft | Verfahren und Vorrichtung zur Herstellung von geschäumten Massen auf Basis von Polyharnstoffelastomeren |
| US20050131136A1 (en) | 2003-12-16 | 2005-06-16 | Rosthauser James W. | Soft polyurethaneurea spray elastomers with improved abrasion resistance |
| US20050158131A1 (en) * | 2004-01-20 | 2005-07-21 | Markusch Peter H. | Geotextile/polyurethane composites based on blocked isocyanate compositions |
| ES2685842T3 (es) | 2013-04-19 | 2018-10-11 | Covestro Llc | Encapsulación de tarjeta de circuito impreso electrónico en molde y conjunto |
| EP3230342B1 (de) | 2014-12-12 | 2019-07-03 | Basf Se | Verfahren zur herstellung eines polyetheramins |
-
1967
- 1967-01-18 DE DE19671593845 patent/DE1593845A1/de active Pending
-
1968
- 1968-01-11 US US697016A patent/US3580952A/en not_active Expired - Lifetime
- 1968-01-12 NL NL6800498A patent/NL6800498A/xx unknown
- 1968-01-16 AT AT43268A patent/AT277950B/de not_active IP Right Cessation
- 1968-01-18 GB GB2717/68A patent/GB1217883A/en not_active Expired
- 1968-01-18 BE BE709567D patent/BE709567A/xx unknown
- 1968-01-18 FR FR1551605D patent/FR1551605A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3580952A (en) | 1971-05-25 |
| GB1217883A (en) | 1970-12-31 |
| AT277950B (de) | 1970-01-12 |
| FR1551605A (en, 2012) | 1968-12-27 |
| NL6800498A (en, 2012) | 1968-07-19 |
| BE709567A (en, 2012) | 1968-07-18 |
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