SU311899A1 - METHOD OF OBTAINING ADIPIC ACID - Google Patents
METHOD OF OBTAINING ADIPIC ACIDInfo
- Publication number
- SU311899A1 SU311899A1 SU1447979A SU1447979A SU311899A1 SU 311899 A1 SU311899 A1 SU 311899A1 SU 1447979 A SU1447979 A SU 1447979A SU 1447979 A SU1447979 A SU 1447979A SU 311899 A1 SU311899 A1 SU 311899A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- adipic acid
- nitric acid
- acid
- obtaining adipic
- obtaining
- Prior art date
Links
- WNLRTRBMVRJNCN-UHFFFAOYSA-N Adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 title description 14
- 235000011037 adipic acid Nutrition 0.000 title description 7
- 239000001361 adipic acid Substances 0.000 title description 7
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- -1 dioxane alcohols Chemical class 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- RRHGJUQNOFWUDK-UHFFFAOYSA-N isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N Cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N Cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение касаетс получени адипиновой кислоты, котора «аходит применение в синтезе полимеров.The invention relates to the preparation of adipic acid, which is used in the synthesis of polymers.
Известен способ получени адипиновой кислоты разложением касторового масла или окислением циклогексанона или циклогексанола 65%-ной азотной кислотой. Указанные продукты вл ютс дефицитным сырьем. В то же врем в производстве изопрена из изобутилена в большом количестве получают побочные продукты, например фракции диоксановых спиртов с т. кип. 130-140°С/3 мм рт. ст.A known method for producing adipic acid is the decomposition of castor oil or the oxidation of cyclohexanone or cyclohexanol with 65% nitric acid. These products are scarce raw materials. At the same time, in the production of isoprene from isobutylene, by-products are produced in a large amount, for example, fractions of dioxane alcohols with so-called bales. 130-140 ° C / 3 mmHg Art.
Предложенный способ позвол ет использовать эту фракцию дл получени адипиновой кислоты. С этой целью фракцию диоксановых спиртов окисл ют 56%-ной азотной кислотой в течение 5 час при повышенной .температуре, преимушественно 90°С. Кислоту берут в избытке-- соотношение НМОз : сырье 6 :1. Выход целевого продукта 30% на сырье, чистота по данным газожидкостной храматографии 98%. Азотную кислоту регенерируют отгонкой под вакуумом и используют повторно дл окислени .The proposed method allows this fraction to be used for the preparation of adipic acid. To this end, the fraction of dioxane alcohols is oxidized with 56% nitric acid for 5 hours at an elevated temperature, preferably 90 ° C. Acid is taken in excess-- the ratio of NMOZ: raw materials is 6: 1. The yield of the target product is 30% for raw materials, the purity according to gas-liquid chromatography is 98%. Nitric acid is recovered by stripping under vacuum and reused for oxidation.
Пример. К 70 г 56%-ной азотной кислоты при температуре 90°С в течение 3 час при перемешивании прибавл ют 10 г фракции диоксановых спиртов. Затем реакционную смесь перемешивают еше 2 час, после чего азотную кислоту отгон ют под вакуумом иExample. To 70 g of 56% nitric acid at a temperature of 90 ° C for 10 hours, 10 g of the dioxane alcohol fraction is added with stirring. Then the reaction mixture is stirred for 2 hours, after which the nitric acid is distilled off under vacuum and
реакционную смесь многократно промывают водой, которую также отгон ют под в-акуумом при остаточном давлении 40-50 мм рт. ст. до отсутстви реакции на азотную кислоту в отгоне . В результате получают 7 г продукта, содержащего 50% адипиновой кислоты. Последнюю выдел ют из реакционной смеси осаждением петролейным эфиром. К 7 г реакционной смеси добавл ют при перемешивании 35 млThe reaction mixture is repeatedly washed with water, which is also distilled off under a vacuum at a residual pressure of 40-50 mm Hg. Art. until no reaction for nitric acid in the distillate. The result is 7 g of a product containing 50% adipic acid. The latter is separated from the reaction mixture by precipitation with petroleum ether. With stirring, 35 ml are added to 7 g of the reaction mixture.
петролейного эфира. После отстаивани в течение 1 час выпадает 3 г кристаллического осадка, который отдел ют декантацией. Осадок представл ет собой адипиновую кислоту с чистотой по данным ГЖХ 98,0 вес. %.petroleum ether. After settling for 1 hour, 3 g of crystalline precipitate is precipitated, which is separated by decantation. The precipitate is adipic acid with a GLC purity of 98.0 wt. %
Предмет изобретени Subject invention
1. Способ получени адипиповой кислоты путем окислени азотной кислотой, отличающийс тем, что, с целью расширени сырьевой базы, окислению подвергают фракцию диоксановых спиртов с т. кип. 130-140°С/3 мм рт. ст.1. A method of producing adipic acid by oxidation with nitric acid, characterized in that, in order to expand the raw material base, the fraction of dioxane alcohols with m.p. 130-140 ° C / 3 mmHg Art.
с последующим выделением продукта известными приемами.with the subsequent selection of the product known techniques.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU311899A1 true SU311899A1 (en) |
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