CS201708B1 - Process for preparing alpha,omega-dibromchlorfluoralkanes - Google Patents
Process for preparing alpha,omega-dibromchlorfluoralkanes Download PDFInfo
- Publication number
- CS201708B1 CS201708B1 CS373578A CS373578A CS201708B1 CS 201708 B1 CS201708 B1 CS 201708B1 CS 373578 A CS373578 A CS 373578A CS 373578 A CS373578 A CS 373578A CS 201708 B1 CS201708 B1 CS 201708B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- dibromo
- chlorotrifluoroethylene
- dibromchlorfluoralkanes
- omega
- chlorotrifluoroethane
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 238000007342 radical addition reaction Methods 0.000 claims description 2
- 239000003989 dielectric material Substances 0.000 claims 1
- 239000003063 flame retardant Substances 0.000 claims 1
- 239000000543 intermediate Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- OVZATIUQXBLIQT-UHFFFAOYSA-N 1,2-dibromo-1-chloro-1,2,2-trifluoroethane Chemical compound FC(F)(Br)C(F)(Cl)Br OVZATIUQXBLIQT-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000005855 radiation Effects 0.000 description 2
- 102000055501 telomere Human genes 0.000 description 2
- 108091035539 telomere Proteins 0.000 description 2
- 210000003411 telomere Anatomy 0.000 description 2
- PFSLUJSDDNGKIZ-UHFFFAOYSA-N 1,4-dibromo-2,3-dichloro-1,1,2,3,4,4-hexafluorobutane Chemical compound FC(F)(Br)C(F)(Cl)C(F)(Cl)C(F)(F)Br PFSLUJSDDNGKIZ-UHFFFAOYSA-N 0.000 description 1
- RKKGNUHLABLELO-UHFFFAOYSA-N 1,6-dibromo-2,3,5-trichloro-1,1,2,3,4,4,5,6,6-nonafluorohexane Chemical compound FC(F)(Br)C(F)(Cl)C(F)(F)C(F)(Cl)C(F)(Cl)C(F)(F)Br RKKGNUHLABLELO-UHFFFAOYSA-N 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
V patentu R. L. Ehrenfelda (US 2, 788, 375/ 1975) je popsána fotochemicky indukovaná reakce 1,2-dibrom-l-chlortrifluorethanu s chlortrifluorethylenem za podmínek, při kterých dochází hlavně k tvorbě vyšších telomerů obecného vzorce Br(CClFCF2)nBr, n > 5. V tomto patentu není věnována pozornost struktuře získávaných telomerů v závislosti na reakčních podmínkách.RL Ehrenfeld's patent (US 2,788,375 (1975)) discloses a photochemically induced reaction of 1,2-dibromo-1-chlorotrifluoroethane with chlorotrifluoroethylene under conditions that mainly produce higher telomeres of the formula Br (CClFCF2) n Br, n> 5. In this patent no attention is paid to the structure of the telomeres obtained, depending on the reaction conditions.
Nedostatky dosud známého stavu techniky v tomto oboru řeší způsob přípravy a, ω-dibromchlorfluoralkanů obecného vzorce Br(CF2CClF) X (C Cl F CF2)y Br, kde x plus y je v rozmezí 2 až 10, přičemž x nebo y může být rovno 0, radikálovou adicí 1,2-dibrom-l-chlortrif luorethanu na chlortrifluorethylen, jehož podstatou je, že se do reakční směsi, obsahující 1,2-dibrom-l-chlortrifluorethan vhání plynný chlortrifluorethylen rychlostí 0,5 až 5 l/hod. při 20 až 30 °C a za působení ultrafialového záření.The drawbacks of the prior art are solved by a process for the preparation of α, ω-dibromochlorofluoroalkanes of the general formula Br (CF 2 CClF) X (C 1 F CF 2 ) y Br, wherein x plus y is in the range of 2 to 10, wherein x or y can be equal to 0 by radical addition of 1,2-dibromo-1-chlorotrifluoroethane to chlorotrifluoroethylene, the principle being that chlorotrifluoroethylene gas is injected into the reaction mixture containing 1,2-dibromo-1-chlorotrifluoroethane at a rate of 0.5 to 5 l /throw. at 20 to 30 ° C and under the influence of ultraviolet radiation.
V reakční směsi je zachována nízká koncentrace chlortrifluorethylenu.The concentration of chlorotrifluoroethylene is kept low in the reaction mixture.
Reakci lze uskutečnit v jednoduchém průtočném zařízení tak, že se plynný chlortrifluorethylen pomalu provádí reakční směsí obsahuj ící 1,2-dibrom-l -tíhlortrif luorethan, popřípadě v přítomnosti vhodného rozpouštědla nebo fotosenzibilátoru, za ozařování silným zdrojem ultrafialového záření, kterým může být vysokotlaká rtuťová výbojka. Toto experimentální uspořádání preferuje tvorbu nížemolekulárních produktů výše uvedeného obecného vzorce.The reaction can be carried out in a simple flow-through device such that chlorotrifluoroethylene gas is slowly carried out with a reaction mixture containing 1,2-dibromo-1-trifluorotrifluoroethane, optionally in the presence of a suitable solvent or photosensitizer, under irradiation with a strong source of ultraviolet radiation. discharge lamp. This experimental arrangement prefers the formation of low molecular weight products of the above formula.
Produkty se izolují destilací směsi po reakci nebo mohou být využity přímo bez dělení, anebo po částečné frakcionaci. Volbou reakčních podmínek lze také ovlivňovat výtěžky jednotlivých frakcí produktů.The products are isolated by distillation of the mixture after the reaction or can be used directly without separation or after partial fractionation. The choice of reaction conditions can also influence the yields of the individual product fractions.
Vynález je blíže objasněn na následujícím příkladu jeho konkrétního provedení.The invention is illustrated by the following example.
PříkladExample
Do 450 ml (1003 g; 3,6 mol) 1,2-dibrom-lchlortrifluorethanu byl za ozařování vysokotlakou rtuťovou výbojkou o příkonu 400 W vháněn po dobu 40 h plynný chlortrifluorethylen průtokem 2 1 h při teplotě 20 až 30 °C. Hmotnostní přírůstek reakční směsi byl po této době 400 g, což odpovídá navážce 1,05 mol chlortrifluorethylenu na 1,00 mol 1,2-dibr om -1 -chlortrif luorethanu.To 450 ml (1003 g; 3.6 mol) of 1,2-dibromo-chlorotrifluoroethane, chlorotrifluoroethylene gas was injected for 2 hours at 20-30 ° C under irradiation with a 400 W high-pressure mercury lamp. The weight gain of the reaction mixture after this time was 400 g, which corresponds to a charge of 1.05 mol of chlorotrifluoroethylene per 1.00 mol of 1,2-dibromo-1-chlorotrifluoroethane.
Rektifikací reakční směsi bylo získáno:Rectification of the reaction mixture yielded:
a) 284 g (0,723 mol) l,4-dibrom-2,3-dichlorhexafluorbutanu, t. v. 53 až 57 °C/1,86 kPa,(a) 284 g (0,723 mol) of 1,4-dibromo-2,3-dichlorohexafluorobutane, bp 53 to 57 ° C / 1,86 kPa;
Pro C/,Br2Cl2Fg (392,75) vypočteno:For C / Br 2 Cl 2 Fg (392.75) calculated:
12,28 % C, 40,69 % Br, 18,07 % Cl, 29,02 %C 12.28, Br 40.69, Cl 18.07, 29.02%
F: nalezeno: 12,35% C, 40,70 % Br,F: Found: 12.35% C, 40.70% Br.
18,51 % Cl, 28,78 % F.18.51% Cl, 28.78% F.
b) 140 g (0,276 mol) l,6-dibrom-2,3,5-trichlornonafluorhexanu, t. v. 105 až 108 °C/1,53 kP:a.b) 140 g (0.276 mol) of 1,6-dibromo-2,3,5-trichlorononafluorohexane, b.p. 105-108 ° C / 1.53 kP: a.
Pro C6Br2Cl3F9 (509,22) vypočteno: 14,15 % C, 31,38 % Br, 20,89 % Cl, 33,58 %For C 6 Br 2 Cl 3 F 9 (509.22) calculated: 14.15% C, 31.38% Br, 20.89% Cl, 33.58%
PŘEDMĚTSUBJECT
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS373578A CS201708B1 (en) | 1978-06-08 | 1978-06-08 | Process for preparing alpha,omega-dibromchlorfluoralkanes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS373578A CS201708B1 (en) | 1978-06-08 | 1978-06-08 | Process for preparing alpha,omega-dibromchlorfluoralkanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS201708B1 true CS201708B1 (en) | 1980-11-28 |
Family
ID=5378287
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS373578A CS201708B1 (en) | 1978-06-08 | 1978-06-08 | Process for preparing alpha,omega-dibromchlorfluoralkanes |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS201708B1 (en) |
-
1978
- 1978-06-08 CS CS373578A patent/CS201708B1/en unknown
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