SU486007A1 - Method for preparing monooxystearic acid - Google Patents
Method for preparing monooxystearic acidInfo
- Publication number
- SU486007A1 SU486007A1 SU2017404A SU2017404A SU486007A1 SU 486007 A1 SU486007 A1 SU 486007A1 SU 2017404 A SU2017404 A SU 2017404A SU 2017404 A SU2017404 A SU 2017404A SU 486007 A1 SU486007 A1 SU 486007A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- monooxystearic
- preparing
- oleic acid
- boron trifluoride
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 10
- JUCAMRNDACLKGY-UHFFFAOYSA-N 2-oxooctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(=O)C(O)=O JUCAMRNDACLKGY-UHFFFAOYSA-N 0.000 title description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 8
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 8
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 8
- 239000005642 Oleic acid Substances 0.000 description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 8
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- MVJKXJPDBTXECY-UHFFFAOYSA-N trifluoroborane;hydrate Chemical compound O.FB(F)F MVJKXJPDBTXECY-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- -1 ush Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
1one
Изобретение относитс к способу получени монооксистеариновых кислот, при.мен юш ,ихс в производстве смазочных материалов .This invention relates to a method for producing monooxystearic acids, i.e. ush, in the manufacture of lubricants.
Известен способ получени мопооксистеариновых кислот, заключающийс в том, что олеиновую кислоту подвергают взаимодействию с моногидратом трехфтористого бора в мольном соотношении 1 : 3 в среде уксусной кислоты 1при температуре 80-90°С с последующей обработкой реакционной массы щелочью и выделением целевого продукта известными приемами.A known method of producing monopoic stearic acids is that oleic acid is reacted with boron trifluoride monohydrate in a molar ratio of 1: 3 in acetic acid 1 at a temperature of 80-90 ° C, followed by treatment of the reaction mixture with alkali and separation of the target product by known methods.
Недостатком такого способа вл етс использование больших количеств уксусной кислоты , необходимость последующей отгонк1И и концентрировани ее, что усложн ет нроцесс за счет использовани дополнительной аппаратуры .The disadvantage of this method is the use of large quantities of acetic acid, the need for subsequent distillation and concentration, which complicates the process through the use of additional equipment.
Предложено вести процесс взаимодействи олеиновой кислоты с моногидрато.м трехфтористого бора при температуре 20-80°С и мольном соотношении олеиновой кислоты п моногидрата трехфтористого бора, равном 1 : 1-2.It has been proposed to conduct the process of interaction of oleic acid with boron trifluoride monohydrate at a temperature of 20-80 ° C and a molar ratio of oleic acid and boron trifluoride monohydrate equal to 1: 1-2.
Пример К 100 г технической олеиновой кислоты с содержанием олеиновой кислоты 75%, прибавл ют 15 мл моногидрата трехфтористого бора. Смесь нагревают при перемещивании при 50°С в среде азота в течениеExample To 100 g of technical oleic acid with an oleic acid content of 75%, add 15 ml of boron trifluoride monohydrate. The mixture is heated when moving at 50 ° C in a nitrogen atmosphere for
22
20 мин. Реакционную массу промывают водой , затем прибавл ют 150 мл (50%-ный избыток ) 15%-ного водно-спиртового раствора едкого натра и смесь нагревают при 85°С в20 minutes. The reaction mass is washed with water, then 150 ml (50% excess) of a 15% aqueous alcohol solution of sodium hydroxide are added and the mixture is heated at 85 ° C in
течение 2 час. Реакционную массу обрабатывают 50 мл 30%-ной сол ной кислоты, отдел ют Верхний слой, промывают его гор чей водой и сушат в тонко.м слое. Кристаллизацией из гексана выдел ют белый порошок сfor 2 hours The reaction mass is treated with 50 ml of 30% hydrochloric acid, the upper layer is separated, washed with hot water and dried in a thin layer. Crystallization from hexane isolated white powder with
т. пл. 75-76°С, кислотным числом 184,5 мг КОН/Г, числом омылени 186,7 мг КОН/г, йодным числом 5,8 -г иода/100 г и содержанием основного вещества 90-92%. Выход в пересчете на чистую олеиновую кислоту 80%.m.p. 75-76 ° C, an acid number of 184.5 mg KOH / G, a saponification number of 186.7 mg KOH / g, an iodine number of 5.8 g iodine / 100 g, and a basic substance content of 90-92%. The output in terms of pure oleic acid 80%.
1515
П р е д м е т изобретени PREAMETE OF THE INVENTION
Способ получени монооксистеариновых кислот путем взаимодействи олеиновой кислоты с монотидрато.м трехфтористого бора при повышенной температуре с последующей обработкой реакционной массы щелочью и выделением целевого продукта известными приемами , отличающийс тем, что, с целью упрощени процесса и сокращени расхода реагентов, процесс ведут при температуре 20-80°С и мольном соотношении олеиновой кислоты и моногидрата трехфтористого бора, равном 1 : 1-2.The method of obtaining monooxystearic acids by reacting oleic acid with monohydrate boron trifluoride at elevated temperature, followed by treating the reaction mass with alkali and isolating the target product with known methods, characterized in that, in order to simplify the process and reduce the consumption of reagents, the process is carried out at a temperature of 80 ° C and a molar ratio of oleic acid and boron trifluoride monohydrate, equal to 1: 1-2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU2017404A SU486007A1 (en) | 1974-04-19 | 1974-04-19 | Method for preparing monooxystearic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU2017404A SU486007A1 (en) | 1974-04-19 | 1974-04-19 | Method for preparing monooxystearic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU486007A1 true SU486007A1 (en) | 1975-09-30 |
Family
ID=20582410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2017404A SU486007A1 (en) | 1974-04-19 | 1974-04-19 | Method for preparing monooxystearic acid |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU486007A1 (en) |
-
1974
- 1974-04-19 SU SU2017404A patent/SU486007A1/en active
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