SU386910A1 - METHOD FOR OBTAINING R-CHLOROCRYLIC ACID - Google Patents
METHOD FOR OBTAINING R-CHLOROCRYLIC ACIDInfo
- Publication number
- SU386910A1 SU386910A1 SU1641213A SU1641213A SU386910A1 SU 386910 A1 SU386910 A1 SU 386910A1 SU 1641213 A SU1641213 A SU 1641213A SU 1641213 A SU1641213 A SU 1641213A SU 386910 A1 SU386910 A1 SU 386910A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- chlorocrylic
- obtaining
- oxygen
- dichloropropene
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 9
- 239000002253 acid Substances 0.000 title description 4
- UOORRWUZONOOLO-OWOJBTEDSA-N (E)-1,3-dichloropropene Chemical compound ClC\C=C\Cl UOORRWUZONOOLO-OWOJBTEDSA-N 0.000 description 6
- UOORRWUZONOOLO-UHFFFAOYSA-N telone II Natural products ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 150000001728 carbonyl compounds Chemical class 0.000 description 4
- YHRUOJUYPBUZOS-UHFFFAOYSA-N 1,3-dichloropropane Chemical compound ClCCCCl YHRUOJUYPBUZOS-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- ZAIDIVBQUMFXEC-UHFFFAOYSA-N 1,1-dichloroprop-1-ene Chemical compound CC=C(Cl)Cl ZAIDIVBQUMFXEC-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- -1 benzene peroxide Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
1one
Йзо бретен-ие относитс к аовому способу получени р-хлоракриловой кислоты, котора может быть применена как де фолиаит.ISO britonium refers to the method of the preparation of p-chloroacrylic acid, which can be used as a folioite.
Известен метод получени р-хлоравдриловой «вдлоты, за.клЮЧающийс во взаимодействии производных npoinaprиловой ки-слоты с сол ной кислотой в (Присутствии Cu2Cl2 в качестве катализатора при О-110°С. Выход около 50%.A known method for the preparation of p-chloravdriloic acid is that which involves the interaction of the derivatives of n-inionic acid with hydrochloric acid in (Presence of Cu2Cl2 as a catalyst at ~ 110 ° C. Yield about 50%.
С целью повьишени выхода предлагаетс Н01вый способ получени р-хлорзкриловой кислоты .In order to increase the yield, an H01 method for the preparation of p-chloroacrylic acid is proposed.
Он заключаетс IB том, что окислению кислородом или кислородсодержащим газом подвергают 1,3-дихлор пропен или смесь 1,3дихлорпропена и 1,3-дихлюр1Пропа1на, -наход щихс -в кубовых отходах и получающихс при .производапве синтетического глицерина.It is IB, that 1,3-dichloropropene or a mixture of 1,3dichloropropene and 1,3-dichloro-1-propane, which are found in vat waste and produced with synthetic glycerin, is oxidized with oxygen or oxygen-containing gas.
Дл 1и;нициирова.ни процесса примен ют различные И1нициаторы (азо-бис-изобутиронитрил , перекись бензоила и Др.), которые ввод т в 1,3-дихлорпропбн в коли честве 0,5-2% от веса вз того олефица. Окисление провод т непрерывно в течение 3-15 час. Дл предотвращени i Hioca из реактора 1,3-Дихлорпропена и карбонильных соединений реактор сна|бжен обратным холодильником, через который циркулирует антифриз, охлаждаемый до -5°С. Продуктами окислени вл ютс р-хшоракрилова кислота, кар бонильные соединени , хлористый водород и и небольшом количестве углекислый газ.Various initiators (azo-bis-isobutyronitrile, benzoyl peroxide, and others) are used for nitration process, which are injected into 1,3-dichloropropane in the amount of 0.5-2% by weight of the taken olefin. The oxidation is carried out continuously for 3-15 hours. To prevent i-Hioca from the 1,3-dichloropropene reactor and carbonyl compounds, the reactor should be equipped with a reflux condenser through which the antifreeze is circulated, cooled to -5 ° C. Oxidation products are p-xshoracrylic acid, carbonyl compounds, hydrogen chloride and a small amount of carbon dioxide.
С увеличением количества инициатора и длительности окислени выход всех продуктов возрастает, но их соотношение практически не измен етс . Наличие в 1,3-дихлор1пропене небольших количеств 1,3-дихлорпропана (до 10 вес. %) Не ухудшает показатели процесса .With an increase in the amount of initiator and the duration of oxidation, the yield of all products increases, but their ratio remains almost unchanged. The presence of 1,3-dichloropropane in 1,3-dichloro-propene (up to 10 wt.%) Does not impair the performance of the process.
Пример. В стекл нный реактор за.гружают 10 мл 1,3-йихлор:пропена, содержащего 240 мг азо-быс-изобутиронитрила. Реактор термостатируют при 85°С и в течение 15 час через него пропускают кислород юо скоростьюExample. 10 ml of 1,3-yllor: propene containing 240 mg of azo-isobutyronitrile is charged into a glass reactor. The reactor is thermostatic at 85 ° C and oxygen is passed through it for 15 hours at a rate of
6 л/час. При этом 31% 1,3-дихлор1пропена окисл етс в р-хлоракриловую кислоту, 25,7%-,в карбонилыные соединени и 7,3%-- в СО2. Селективность процесса по р-хлоракриловой кислоте составл ет 48,4%, по сумме р-хлоракриловой кислоты и карбонильных соединений - 85,5 %.6 l / h. At the same time, 31% of 1,3-dichloro propene is oxidized to p-chloroacrylic acid, 25.7% to carbonyl compounds and 7.3% to CO2. The selectivity of the process for p-chloroacrylic acid is 48.4%, and the total of p-chloroacrylic acid and carbonyl compounds is 85.5%.
Предмет изобретени Subject invention
Способ получени р-хлоракриловой кислоты , отличающийс тем, что-, с целью повышени выхода целевого продукта, 1,3-;дихлорпропен или смесь 1,3-дихлорпропена и 1,3-дихлорпропана окисл ют кислородом или кисло родео держащим газом /при температуре не 3. выше 90°С в присутствии перекиси бензола в ка честве инициатора .с последующим ,выде4 лением .целевого продукта из1вест1НыМИ опособами .A method of producing p-chloroacrylic acid, characterized in that, in order to increase the yield of the target product, 1,3-; dichloropropene or a mixture of 1,3-dichloropropene and 1,3-dichloropropane is oxidized by oxygen or oxygen-containing gas / at a temperature not 3. higher than 90 ° C in the presence of benzene peroxide as an initiator. followed by extracting the target product from the previous procedure.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1641213A SU386910A1 (en) | 1971-03-25 | 1971-03-25 | METHOD FOR OBTAINING R-CHLOROCRYLIC ACID |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1641213A SU386910A1 (en) | 1971-03-25 | 1971-03-25 | METHOD FOR OBTAINING R-CHLOROCRYLIC ACID |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU386910A1 true SU386910A1 (en) | 1973-06-21 |
Family
ID=20470878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1641213A SU386910A1 (en) | 1971-03-25 | 1971-03-25 | METHOD FOR OBTAINING R-CHLOROCRYLIC ACID |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU386910A1 (en) |
-
1971
- 1971-03-25 SU SU1641213A patent/SU386910A1/en active
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