SU341788A1 - METHOD OF OBTAINING 1,1-DIFLETORETHANE - Google Patents
METHOD OF OBTAINING 1,1-DIFLETORETHANEInfo
- Publication number
- SU341788A1 SU341788A1 SU1337256A SU1337256A SU341788A1 SU 341788 A1 SU341788 A1 SU 341788A1 SU 1337256 A SU1337256 A SU 1337256A SU 1337256 A SU1337256 A SU 1337256A SU 341788 A1 SU341788 A1 SU 341788A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- fluoride
- hydrogen fluoride
- distillation
- vinyl chloride
- vinyl
- Prior art date
Links
- KRHYYFGTRYWZRS-UHFFFAOYSA-N HF Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 9
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 9
- 238000004821 distillation Methods 0.000 description 6
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-M fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 4
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-Difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 238000003682 fluorination reaction Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- JQJIWDQOYRQQKE-UHFFFAOYSA-N C(=C)F.[Cl] Chemical compound C(=C)F.[Cl] JQJIWDQOYRQQKE-UHFFFAOYSA-N 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J Tin(IV) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-L [Cl-].[Cl-] Chemical compound [Cl-].[Cl-] IXCSERBJSXMMFS-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Description
Изобретение отнооит(с к сиосабу толучени 1,1-|Дифто.рэтана, примен емого в качестве хлааа ганта и исходного, сырь дл синтеза фтористого .винила.The invention relates (with tolosos tolueni 1,1- | Difto.ratana, used as chla-gant and starting material for the synthesis of fluoride. Vinyl.
ИЗВестен способ получени 1,1-|ДИ фтО:рэтана фторир01ванвем хлористо1го винила фтор.исты-м водородо.м ;в лрисутствии катализатора четырех1хло ристого олова с лоследующим выделением целевого продукта дистилл цией. Недостатком этого способа 1Я1вл ет1СЯ то, что целевой продукт 1,1-дифторэтан содержит до 5% исходного клористото вИНила и удалить его дистилл цией не удаетс .IZVESTEN method for producing 1,1- | DIFTO: retan fluoride or chlorine vinyl fluoride fluoride m; in the presence of a four-tin-tin catalyst followed by separation of the target product by distillation. The disadvantage of this method is that the target product 1,1-difluoroethane contains up to 5% of the initial vinyl alcohol and cannot be removed by distillation.
По .предлагаемому cnocoi6y дистилл цию провод т в присутствии безводного фтористого в-одорода. Полученные при дистилл ции жидкие продукты возвращают на стади.ю фто.рировани , а из газообразных выдел ют целевой продукт.According to the proposed cnocoi6y, the distillation was carried out in the presence of anhydrous hydrogen fluoride. The liquid products obtained by distillation are returned to the stage of fluorine oxidation, and the desired product is separated from the gaseous ones.
Пример. В аопарат емкостью 0,5 л загружают 220 г четыреххлористого олова, помещают в масл1Я1ную ба.ню, тосле чего в аппарат подают хлористый винил н:бпрерывнО с по сто1 нной скорост1ью. TeiMineparypa внутри аопарата 100°С, давление в систаме 9,5 атм. Пр01Д|у1Кты реакции л.одают в колонку эффекти1вностью 12 теоретических тарелок, в среднюю часть которой ввод т безводный фтористый водород, в мольном соотношении 2 : 1 кExample. 220 g of tin tetrachloride are loaded into a 0.5 liter bottle, placed in an oil tank, then the chloride chloride is fed to the apparatus: continuous with a constant speed. TeiMineparypa inside the aoparata 100 ° С, pressure in the system is 9.5 atm. Pr01D | y1Kty reaction l. Add 12 theoretical plates to the column, in the middle part of which anhydrous hydrogen fluoride is introduced, in a molar ratio of 2: 1 to
хлористОМу винилу, вводимому 3 аппарат. Колонка находитс в ре«ти1фикацио1НН01М режи-ме. При этом фтористый водород разрущает азеотроп хлористого винила и 1,1-дифторэтана, веро тно , за счет гидрофторировани хлористого Винила. Продукт гидрофторировани и избыточный фтористый водород стекают в аппарат , оде происходит основна реакци фторировани .chloride vinyl entered 3 apparatus. The column is in the "TIP" mode. In this case, hydrogen fluoride destroys the azeotrope of vinyl chloride and 1,1-difluoroethane, probably due to hydrofluorination of vinyl chloride. The hydrofluorination product and excess hydrogen fluoride flow into the apparatus, and the main fluorination reaction occurs.
Параллельно ста1в т олыт с иэмененнОй п-одачей реагентов - хлористый ви1нил подают в среднюю часть колонки и безводный фтористый водород В аотпарат, лри этом содержание хлористого винила в продуктах реакции, вышеAt the same time, stale volts with a reforming solution are used - vinyl chloride is fed to the middle part of the column and anhydrous hydrogen fluoride to the apparatus, this is the content of vinyl chloride in the reaction products above
20%, в отличие 0,6-0,2% при обратной цо.даче .20%, in contrast to 0.6-0.2% at the reverse price.
В таблице приведены результаты опытов.The table shows the results of experiments.
Как видно из данных таблицы, иыход 1,1-дифторэтана при обработке фтористым водородом не менее 96,7%, при практически полной к.о-нв.е|рсии по хлористому винилу. При ЭТ01М ухудшаетс использование фтористогоAs can be seen from the data in the table, the yield of 1,1-difluoroethane when treated with hydrogen fluoride is not less than 96.7%, with an almost complete grade of vinyl chloride. At ET01M, the use of fluoride is worsened.
HCI ,HCI,
водорода (со.отноше:н.ие ), которое на-.hydrogen (co.otnoshe: nie), which is-.
холитс в пределах 95-98%, .однако использование фтористого водорода можно увели-. чить, увеличив эф.фвктивность колонны.ranges between 95-98%. However, the use of hydrogen fluoride can be increased. Chit, increasing the efficiency of the column.
Предмет изобретени Subject invention
;Gnocoi6 лолучени 1,1-1ДИ1фторэта.на фторированием хлористого винила фтористым водородом в 1ПрисутстВ(Ии в качеспве катализатора четыреххло)р«сто1го олова с 1ПО:СледуюЩИ;м; Gnocoi6 luchuchenie 1,1-1DI1fluoroet. On the fluorination of vinyl chloride with hydrogen fluoride in 1Prits (II as a catalyst for tetrachloride) p "solid tin with 1PO:
выделением целе1во1го продукта дистилл цией, отличающийс тем, что, с целью очистки полуменного 11,1-Д1ифторэта1На от лримеси. хлористого винила, дистилл цию .провод т в присутствии бе31во :нО|го фтористого водорода.the distillation of the target product, characterized in that, in order to purify the half-excreted 11,1-D1-fluoroethane from the mixture. vinyl chloride, distillation is carried out in the presence of hydrogen: hydrogen fluoride.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU341788A1 true SU341788A1 (en) |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5672788A (en) * | 1995-06-07 | 1997-09-30 | E. I. Du Pont De Nemours And Company | Two-step process for manufacturing 1,1-difluoroethane |
| US5789633A (en) * | 1995-06-06 | 1998-08-04 | E. I. Du Pont De Nemours And Company | Azeotropic or azeotrope-like compositions of hydrofluoric acid with dihaloethanes |
| US5853550A (en) * | 1996-04-12 | 1998-12-29 | E. I. Du Pont De Nemours And Company | Process for separating tar from a reaction mixture |
| US6849772B2 (en) | 1997-12-01 | 2005-02-01 | Solvay (Societe Anonyme) | Process for producing and purifying 1,1-difluoroethane, and product thus obtained |
| RU2614442C1 (en) * | 2016-04-22 | 2017-03-28 | Общество с ограниченной ответственностью "ГалоПолимер Кирово-Чепецк" | Method for production of 1,1-difluoroethane |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5789633A (en) * | 1995-06-06 | 1998-08-04 | E. I. Du Pont De Nemours And Company | Azeotropic or azeotrope-like compositions of hydrofluoric acid with dihaloethanes |
| US5672788A (en) * | 1995-06-07 | 1997-09-30 | E. I. Du Pont De Nemours And Company | Two-step process for manufacturing 1,1-difluoroethane |
| US5853550A (en) * | 1996-04-12 | 1998-12-29 | E. I. Du Pont De Nemours And Company | Process for separating tar from a reaction mixture |
| US6849772B2 (en) | 1997-12-01 | 2005-02-01 | Solvay (Societe Anonyme) | Process for producing and purifying 1,1-difluoroethane, and product thus obtained |
| RU2614442C1 (en) * | 2016-04-22 | 2017-03-28 | Общество с ограниченной ответственностью "ГалоПолимер Кирово-Чепецк" | Method for production of 1,1-difluoroethane |
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