DE1020970B - Verfahren zur Herstellung von Perhalogencarbonsäurefluoriden oder -chloriden, deren Halogengehalt zu mehr als 50 Mol-% aus Fluor besteht - Google Patents
Verfahren zur Herstellung von Perhalogencarbonsäurefluoriden oder -chloriden, deren Halogengehalt zu mehr als 50 Mol-% aus Fluor bestehtInfo
- Publication number
- DE1020970B DE1020970B DE1953F0012891 DEF0012891A DE1020970B DE 1020970 B DE1020970 B DE 1020970B DE 1953F0012891 DE1953F0012891 DE 1953F0012891 DE F0012891 A DEF0012891 A DE F0012891A DE 1020970 B DE1020970 B DE 1020970B
- Authority
- DE
- Germany
- Prior art keywords
- fluorine
- perhalocarboxylic
- chlorides
- preparation
- halogen content
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 11
- 239000002253 acid Substances 0.000 title claims description 8
- 229910052731 fluorine Inorganic materials 0.000 title claims description 7
- 239000011737 fluorine Substances 0.000 title claims description 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052736 halogen Inorganic materials 0.000 title claims description 5
- 150000002367 halogens Chemical class 0.000 title claims description 5
- 150000001805 chlorine compounds Chemical class 0.000 title claims description 4
- 150000002222 fluorine compounds Chemical class 0.000 title claims description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 10
- 229910052794 bromium Inorganic materials 0.000 description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 8
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 8
- 239000007789 gas Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- PNQBEPDZQUOCNY-UHFFFAOYSA-N trifluoroacetyl chloride Chemical compound FC(F)(F)C(Cl)=O PNQBEPDZQUOCNY-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- APQIUTYORBAGEZ-UHFFFAOYSA-N 1,1-dibromoethane Chemical compound CC(Br)Br APQIUTYORBAGEZ-UHFFFAOYSA-N 0.000 description 5
- 239000000460 chlorine Chemical group 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- DCEPGADSNJKOJK-UHFFFAOYSA-N 2,2,2-trifluoroacetyl fluoride Chemical compound FC(=O)C(F)(F)F DCEPGADSNJKOJK-UHFFFAOYSA-N 0.000 description 2
- AZPWOLJQERBBBM-UHFFFAOYSA-N 2-chloro-2,2-difluoroacetyl chloride Chemical compound FC(F)(Cl)C(Cl)=O AZPWOLJQERBBBM-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- LYJKGSALBRSKNL-UHFFFAOYSA-N bromodifluoroacetyl chloride Chemical compound FC(F)(Br)C(Cl)=O LYJKGSALBRSKNL-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229910052801 chlorine Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- NJKJAGIAQQJHQN-UHFFFAOYSA-N 1,1,2-tribromo-1-chloro-2,2-difluoroethane Chemical compound FC(F)(Br)C(Cl)(Br)Br NJKJAGIAQQJHQN-UHFFFAOYSA-N 0.000 description 1
- DOBUSJIVSSJEDA-UHFFFAOYSA-L 1,3-dioxa-2$l^{6}-thia-4-mercuracyclobutane 2,2-dioxide Chemical compound [Hg+2].[O-]S([O-])(=O)=O DOBUSJIVSSJEDA-UHFFFAOYSA-L 0.000 description 1
- SHMNLEQWIMKCQA-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoyl chloride Chemical compound FC(F)(F)C(F)(F)C(Cl)=O SHMNLEQWIMKCQA-UHFFFAOYSA-N 0.000 description 1
- YLCLKCNTDGWDMD-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoyl fluoride Chemical compound FC(=O)C(F)(F)C(F)(F)F YLCLKCNTDGWDMD-UHFFFAOYSA-N 0.000 description 1
- OTTXCOAOKOEENK-UHFFFAOYSA-N 2,2-difluoroethenone Chemical group FC(F)=C=O OTTXCOAOKOEENK-UHFFFAOYSA-N 0.000 description 1
- -1 Pentafluoroethylfluorodibromomethane Chemical compound 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- ABDBNWQRPYOPDF-UHFFFAOYSA-N carbonofluoridic acid Chemical class OC(F)=O ABDBNWQRPYOPDF-UHFFFAOYSA-N 0.000 description 1
- IYRWEQXVUNLMAY-UHFFFAOYSA-N carbonyl fluoride Chemical class FC(F)=O IYRWEQXVUNLMAY-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910000370 mercury sulfate Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1953F0012891 DE1020970B (de) | 1953-09-24 | 1953-09-24 | Verfahren zur Herstellung von Perhalogencarbonsäurefluoriden oder -chloriden, deren Halogengehalt zu mehr als 50 Mol-% aus Fluor besteht |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1953F0012891 DE1020970B (de) | 1953-09-24 | 1953-09-24 | Verfahren zur Herstellung von Perhalogencarbonsäurefluoriden oder -chloriden, deren Halogengehalt zu mehr als 50 Mol-% aus Fluor besteht |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1020970B true DE1020970B (de) | 1957-12-19 |
| DE1020970C2 DE1020970C2 (en, 2012) | 1958-05-29 |
Family
ID=34071521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1953F0012891 Granted DE1020970B (de) | 1953-09-24 | 1953-09-24 | Verfahren zur Herstellung von Perhalogencarbonsäurefluoriden oder -chloriden, deren Halogengehalt zu mehr als 50 Mol-% aus Fluor besteht |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1020970B (en, 2012) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3160659A (en) * | 1960-05-20 | 1964-12-08 | Halocarbon Prod Corp | Preparation of perfluoro-and perchlorofluoro-acetyl chloride |
| FR2826002A1 (fr) * | 2001-06-18 | 2002-12-20 | Atofina | Procede de preparation de composes bromodifluoroacetiques |
| CN104761446A (zh) * | 2015-04-15 | 2015-07-08 | 江西盛伟实业有限公司 | 2-溴-2,2-二氟乙酰氯、2-溴-2,2-二氟乙酸酯的制备方法以及废弃物二氟三氯乙烷的回收处理方法 |
| US20220081386A1 (en) * | 2020-09-11 | 2022-03-17 | Honeywell International Inc. | Methods for removal of sulfur dioxide (so2) from trifluoroacetyl chloride (tfac) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1230097B (it) * | 1989-04-27 | 1991-10-05 | Ausimont Srl | Procedimento per preparare perfluorosuccinilfluoruro. |
-
1953
- 1953-09-24 DE DE1953F0012891 patent/DE1020970B/de active Granted
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3160659A (en) * | 1960-05-20 | 1964-12-08 | Halocarbon Prod Corp | Preparation of perfluoro-and perchlorofluoro-acetyl chloride |
| FR2826002A1 (fr) * | 2001-06-18 | 2002-12-20 | Atofina | Procede de preparation de composes bromodifluoroacetiques |
| EP1270540A1 (fr) * | 2001-06-18 | 2003-01-02 | Atofina | Procédé de préparation de composés bromodifluoroacétiques |
| US6906219B2 (en) | 2001-06-18 | 2005-06-14 | Atofina | Method for preparing bromodifluoroacetic compounds |
| CN104761446A (zh) * | 2015-04-15 | 2015-07-08 | 江西盛伟实业有限公司 | 2-溴-2,2-二氟乙酰氯、2-溴-2,2-二氟乙酸酯的制备方法以及废弃物二氟三氯乙烷的回收处理方法 |
| US20220081386A1 (en) * | 2020-09-11 | 2022-03-17 | Honeywell International Inc. | Methods for removal of sulfur dioxide (so2) from trifluoroacetyl chloride (tfac) |
| CN116057147A (zh) * | 2020-09-11 | 2023-05-02 | 霍尼韦尔国际公司 | 用于从三氟乙酰氯（tfac）中去除二氧化硫（so2）的方法 |
| JP2023541590A (ja) * | 2020-09-11 | 2023-10-03 | ハネウェル・インターナショナル・インコーポレーテッド | トリフルオロアセチルクロリド（ｔｆａｃ）からの二酸化硫黄（ｓｏ２）の除去方法 |
| US11987553B2 (en) * | 2020-09-11 | 2024-05-21 | Honeywell International Inc. | Methods for removal of sulfur dioxide (SO2) from trifluoroacetyl chloride (TFAC) |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1020970C2 (en, 2012) | 1958-05-29 |
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