DE2108655A1 - Perfluorierte Hydroperoxide und Ver fahren zu deren Herstellung - Google Patents
Perfluorierte Hydroperoxide und Ver fahren zu deren HerstellungInfo
- Publication number
- DE2108655A1 DE2108655A1 DE19712108655 DE2108655A DE2108655A1 DE 2108655 A1 DE2108655 A1 DE 2108655A1 DE 19712108655 DE19712108655 DE 19712108655 DE 2108655 A DE2108655 A DE 2108655A DE 2108655 A1 DE2108655 A1 DE 2108655A1
- Authority
- DE
- Germany
- Prior art keywords
- perfluorinated
- radical
- carbon atoms
- hydroxyhydroperoxides
- hooc
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 17
- 150000002432 hydroperoxides Chemical class 0.000 title description 7
- 238000004519 manufacturing process Methods 0.000 title description 6
- -1 perfluoro radical Chemical class 0.000 claims description 14
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 238000000354 decomposition reaction Methods 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- 239000013256 coordination polymer Substances 0.000 claims description 6
- OUKXGJMFHAENNA-UHFFFAOYSA-N hydroxy hypofluorite Chemical class OOF OUKXGJMFHAENNA-UHFFFAOYSA-N 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000005840 aryl radicals Chemical class 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 15
- 239000000047 product Substances 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000000921 elemental analysis Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- UANXSGVNVXTETO-UHFFFAOYSA-N trifluoro(hydroperoxy)methane Chemical compound OOC(F)(F)F UANXSGVNVXTETO-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- OMRRUNXAWXNVFW-UHFFFAOYSA-N fluoridochlorine Chemical compound ClF OMRRUNXAWXNVFW-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- HIQGIIMAEPEBRI-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-hydroperoxypropan-2-ol Chemical compound OOC(O)(C(F)(F)F)C(F)(F)F HIQGIIMAEPEBRI-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920004459 Kel-F® PCTFE Polymers 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical compound FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 2
- UKILWQOYVDXDRL-UHFFFAOYSA-N hydroperoxy hypofluorite Chemical class OOOF UKILWQOYVDXDRL-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- DKQUZCOFVITQIK-UHFFFAOYSA-N 1,1,1,2,2-pentafluoro-2-hydroperoxyethane Chemical compound OOC(F)(F)C(F)(F)F DKQUZCOFVITQIK-UHFFFAOYSA-N 0.000 description 1
- RKIMETXDACNTIE-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorocyclohexane Chemical compound FC1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F RKIMETXDACNTIE-UHFFFAOYSA-N 0.000 description 1
- BFUXVNFVPPCFIT-UHFFFAOYSA-N 3,4-difluoropyridazine Chemical compound FC1=CC=NN=C1F BFUXVNFVPPCFIT-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000005418 aryl aryl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- CONJKDHGYHRDOH-UHFFFAOYSA-N carbonofluoridoyloxy carbonofluoridate Chemical compound FC(=O)OOC(F)=O CONJKDHGYHRDOH-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- ZQBFAOFFOQMSGJ-UHFFFAOYSA-N hexafluorobenzene Substances FC1=C(F)C(F)=C(F)C(F)=C1F ZQBFAOFFOQMSGJ-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
- C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US022082A US3860660A (en) | 1970-03-23 | 1970-03-23 | Perfluoro organic hydroperoxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2108655A1 true DE2108655A1 (de) | 1971-10-14 |
Family
ID=21807726
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712108655 Pending DE2108655A1 (de) | 1970-03-23 | 1971-02-24 | Perfluorierte Hydroperoxide und Ver fahren zu deren Herstellung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3860660A (enExample) |
| CA (1) | CA919703A (enExample) |
| DE (1) | DE2108655A1 (enExample) |
| FR (1) | FR2085023A5 (enExample) |
| GB (1) | GB1288706A (enExample) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2568682A (en) * | 1949-08-10 | 1951-09-18 | Rohm & Haas | Hydroxyalkylhydroperoxides |
| US3541128A (en) * | 1966-07-25 | 1970-11-17 | Minnesota Mining & Mfg | Perfluoroalkyl hydroperoxides and derivatives thereof |
| US3585218A (en) * | 1967-05-24 | 1971-06-15 | Minnesota Mining & Mfg | Preparation of difluoramines by oxidation with 1,1-bis(fluoroxy)perfluoroalkane |
-
1970
- 1970-03-23 US US022082A patent/US3860660A/en not_active Expired - Lifetime
- 1970-12-10 CA CA100276A patent/CA919703A/en not_active Expired
-
1971
- 1971-02-24 DE DE19712108655 patent/DE2108655A1/de active Pending
- 1971-03-23 FR FR7110182A patent/FR2085023A5/fr not_active Expired
- 1971-04-19 GB GB1288706D patent/GB1288706A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2085023A5 (enExample) | 1971-12-17 |
| US3860660A (en) | 1975-01-14 |
| GB1288706A (enExample) | 1972-09-13 |
| CA919703A (en) | 1973-01-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1695753C3 (de) | Verfahren zur Herstellung von 6,6disubstituierten 2,2-Dimethyl-4-oxopiperidinen | |
| CH629736A5 (en) | Process for preparing 2-phenylethanol derivatives | |
| DE1142608B (de) | Verfahren zur Herstellung von Aluminiumtrialkyl mit mindestens einer n-Octylgruppe | |
| DE10100213A1 (de) | Verfahren zum Reinigen von 1,1,1,5,5,5-Hexafluoracetylaceton | |
| DE2108655A1 (de) | Perfluorierte Hydroperoxide und Ver fahren zu deren Herstellung | |
| DE2858002C2 (de) | Verfahren zur Herstellung von ortho-Alkoxyphenolen | |
| DE2548384A1 (de) | Verfahren zur herstellung von hydroxyphenylaethern | |
| DE2657335C3 (de) | Verfahren zur Herstellung von Citral | |
| DE1568945A1 (de) | Verfahren zur Herstellung ungesaetiggter Phosphonsaeuredichloride | |
| DE2345360A1 (de) | Verfahren zur herstellung von transchrysanthemummonocarbonsaeure und deren alkylestern | |
| DE2028459B2 (de) | Verfahren zur Herstellung von fluorhaltigen Alkoholen | |
| DE1085522B (de) | Verfahren zur Herstellung von 6-(2', 6', 6'-Trimethylcyclohexen-(1')-yl)-4-methylhexadien-(3, 5)-in-(1) | |
| DE2547223C3 (de) | Verfahren zur Herstellung von 2,6,6-Trimethyl-cyclohex-2-en-1 -on | |
| DE2103370A1 (de) | Perfluorperoxyhypochlorite und Ver fahren zu deren Herstellung | |
| DE954238C (de) | Verfahren zur Herstellung von Fluoralkanen durch chemische Reduktion von Dichlordifluormethan | |
| DE69512268T2 (de) | Herstellung von halogenierten alkoholen | |
| DE2642824C3 (de) | Verfahren zur Herstellung von Perfluorlactonen | |
| DE1545614C3 (de) | Verfahren zur Herstellung von 2-Oxo-hexahydropyrimidinen | |
| DE2347109A1 (de) | Verfahren zur herstellung von halogenhaltigen tertiaeren phosphinoxiden | |
| DE876998C (de) | Verfahren zur Herstellung von Alkoholen der Acetylenreihe | |
| DE963956C (de) | Verfahren zur Herstellung von ª‰-Oxypropionsaeuremonoglykolester oder dessen Gemisch mit anderen Estern der ª‰-Oxypropionsaeure | |
| DE927332C (de) | Verfahren zur Herstellung ungesaettigter cyclischer Acetale und Ketale | |
| DE2429757C3 (de) | Verfahren zur Herstellung von 3-Hexin-1-ol | |
| DE1028100B (de) | Verfahren zur Herstellung von Diboran | |
| DE1089754B (de) | Verfahren zur Herstellung von 1, 2-Dicyancyclobutan |