BE622408A - - Google Patents

Info

Publication number

BE622408A

BE622408A BE622408DA BE622408A BE 622408 A BE622408 A BE 622408A BE 622408D A BE622408D A BE 622408DA BE 622408 A BE622408 A BE 622408A

Authority

BE

Belgium

Prior art keywords

diamine

hydrolysis

solution

aqueous

diacid

Prior art date

Links

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• 150000004985 diamines Chemical class 0.000 claims description 20
• 230000007062 hydrolysis Effects 0.000 claims description 14
• 238000006460 hydrolysis reaction Methods 0.000 claims description 14
• 238000000034 method Methods 0.000 claims description 10
• 239000002904 solvent Substances 0.000 claims description 9
• 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 6
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 5
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 4
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 2
• 239000002585 base Substances 0.000 claims description 2
• 125000004432 carbon atom Chemical group C* 0.000 claims description 2
• DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
• LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 11
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 10
• 239000007864 aqueous solution Substances 0.000 description 9
• 239000000243 solution Substances 0.000 description 9
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
• 239000000047 product Substances 0.000 description 8
• 239000004677 Nylon Substances 0.000 description 6
• 238000004821 distillation Methods 0.000 description 6
• 229920001778 nylon Polymers 0.000 description 6
• 235000011037 adipic acid Nutrition 0.000 description 5
• 239000001361 adipic acid Substances 0.000 description 5
• 238000000605 extraction Methods 0.000 description 5
• 239000004952 Polyamide Substances 0.000 description 4
• 238000005194 fractionation Methods 0.000 description 4
• 239000003960 organic solvent Substances 0.000 description 4
• 229920002647 polyamide Polymers 0.000 description 4
• 150000003839 salts Chemical class 0.000 description 4
• 238000000926 separation method Methods 0.000 description 4
• 239000012675 alcoholic extract Substances 0.000 description 3
• -1 alkali metal salt Chemical class 0.000 description 3
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 239000012298 atmosphere Substances 0.000 description 2
• 238000009835 boiling Methods 0.000 description 2
• 239000000470 constituent Substances 0.000 description 2
• NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 239000012299 nitrogen atmosphere Substances 0.000 description 2
• 229920000642 polymer Polymers 0.000 description 2
• 235000011121 sodium hydroxide Nutrition 0.000 description 2
• 238000005406 washing Methods 0.000 description 2
• 239000002699 waste material Substances 0.000 description 2
• 229920002302 Nylon 6,6 Polymers 0.000 description 1
• BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 1
• 150000001298 alcohols Chemical class 0.000 description 1
• 229910052783 alkali metal Inorganic materials 0.000 description 1
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 238000009833 condensation Methods 0.000 description 1
• 230000005494 condensation Effects 0.000 description 1
• HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• 239000000835 fiber Substances 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
• 229910052753 mercury Inorganic materials 0.000 description 1
• 229910052760 oxygen Inorganic materials 0.000 description 1
• 239000001301 oxygen Substances 0.000 description 1
• 235000011118 potassium hydroxide Nutrition 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 238000011084 recovery Methods 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• 239000011734 sodium Substances 0.000 description 1
• 229910001220 stainless steel Inorganic materials 0.000 description 1
• 239000010935 stainless steel Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1
• 238000004448 titration Methods 0.000 description 1
• 239000003643 water by type Substances 0.000 description 1