GB1319898A - Process for the manufacture of perfluoroalkyl iodide olefine adducts - Google Patents
Process for the manufacture of perfluoroalkyl iodide olefine adductsInfo
- Publication number
- GB1319898A GB1319898A GB3941071A GB3941071A GB1319898A GB 1319898 A GB1319898 A GB 1319898A GB 3941071 A GB3941071 A GB 3941071A GB 3941071 A GB3941071 A GB 3941071A GB 1319898 A GB1319898 A GB 1319898A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amine
- give
- carbon atoms
- metal salt
- iodide
- 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.)
- Expired
Links
- -1 perfluoroalkyl iodide Chemical compound 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002184 metal Chemical class 0.000 abstract 3
- 229910052751 metal Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical group CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001336 alkenes Chemical class 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 abstract 1
- KFUSEUYYWQURPO-UHFFFAOYSA-N 1,2-dichloroethene Chemical compound ClC=CCl KFUSEUYYWQURPO-UHFFFAOYSA-N 0.000 abstract 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229910004298 SiO 2 Inorganic materials 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 125000005233 alkylalcohol group Chemical group 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- 239000003610 charcoal Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- YVWBQGFBSVLPIK-UHFFFAOYSA-N cyclohex-2-ene-1-carboxylic acid Chemical class OC(=O)C1CCCC=C1 YVWBQGFBSVLPIK-UHFFFAOYSA-N 0.000 abstract 1
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052748 manganese Inorganic materials 0.000 abstract 1
- 125000005395 methacrylic acid group Chemical group 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052758 niobium Inorganic materials 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 229910052718 tin Inorganic materials 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229940086542 triethylamine Drugs 0.000 abstract 1
- 229960004418 trolamine Drugs 0.000 abstract 1
- 229910052727 yttrium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
- C07C53/19—Acids containing three or more carbon atoms
- C07C53/21—Acids containing three or more carbon atoms containing fluorine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1259070A CH555793A (de) | 1970-08-24 | 1970-08-24 | Verfahren zur herstellung von gegebenenfalls substituierten perfluoralkyljodid-olefin- bzw.-cycloolefin-1:1-addukten. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1319898A true GB1319898A (en) | 1973-06-13 |
Family
ID=4384483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3941071A Expired GB1319898A (en) | 1970-08-24 | 1971-08-23 | Process for the manufacture of perfluoroalkyl iodide olefine adducts |
Country Status (10)
| Country | Link |
|---|---|
| AU (1) | AU457109B2 (enrdf_load_stackoverflow) |
| BE (1) | BE771641A (enrdf_load_stackoverflow) |
| CA (1) | CA954527A (enrdf_load_stackoverflow) |
| CH (1) | CH555793A (enrdf_load_stackoverflow) |
| DE (1) | DE2142056A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2103459B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1319898A (enrdf_load_stackoverflow) |
| NL (1) | NL7111587A (enrdf_load_stackoverflow) |
| SU (1) | SU420162A3 (enrdf_load_stackoverflow) |
| ZA (1) | ZA715434B (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3979469A (en) * | 1972-12-21 | 1976-09-07 | Ciba-Geigy Corporation | Polyfluoroalkyl iodides, process for their manufacture, and their use |
| US4650913A (en) * | 1984-11-29 | 1987-03-17 | E. I. Du Pont De Nemours And Company | Sulfinate-initiated addition of perfluorinated iodides to olefins |
| WO1997025299A1 (en) * | 1996-01-11 | 1997-07-17 | E.I. Du Pont De Nemours And Company | Process for the perfluoroalkylation of substances having terminal unsaturation |
| US7888538B1 (en) | 2009-11-04 | 2011-02-15 | E.I. Du Pont De Nemours And Company | Catalyzed olefin insertion |
| US7951983B2 (en) | 2009-11-04 | 2011-05-31 | E.I. Du Pont De Nemours And Company | Catalyzed olefin insertion |
| US8048953B2 (en) | 2006-11-13 | 2011-11-01 | E. I. Du Pont De Nemours And Company | Fluororpolymer compositions and treated substrates |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1087514B (it) * | 1977-09-14 | 1985-06-04 | Snam Progetti | Procedimento per la preparazione di composti carbonilici |
| FR2480742A1 (fr) * | 1980-04-18 | 1981-10-23 | Ugine Kuhlmann | Procede de preparation de produits ayant un groupement perfluoroalkyle en presence de zinc en milieu acide |
| FR2486521A1 (fr) * | 1980-07-08 | 1982-01-15 | Ugine Kuhlmann | Procede d'addition d'iodoperfluoroalcanes sur des composes ethyleniques ou acetyleniques |
| FR2486522A1 (fr) * | 1980-07-08 | 1982-01-15 | Ugine Kuhlmann | Procede de preparation de iodo alcools a chaine polyfluoroalkyle |
| FR2559479B1 (fr) * | 1984-02-14 | 1986-07-18 | Atochem | Synthese d'acides perfluoroalcane-carboxyliques |
| DE3767132D1 (de) * | 1986-10-24 | 1991-02-07 | Atochem | Polyfluorierte verbindungen und verfahren zu deren herstellung. |
| FR2610925B1 (fr) * | 1987-02-17 | 1989-04-14 | Atochem | Acides polyfluores et leur procede de preparation |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE353896B (enrdf_load_stackoverflow) * | 1967-10-04 | 1973-02-19 | Ciba Geigy Ag | |
| CH535729A (de) * | 1969-01-21 | 1973-04-15 | Ciba Geigy Ag | Verfahren zur Herstellung von Perfluoralkyljodiden |
-
1970
- 1970-08-24 CH CH1259070A patent/CH555793A/xx not_active IP Right Cessation
-
1971
- 1971-08-12 FR FR7129577A patent/FR2103459B1/fr not_active Expired
- 1971-08-16 ZA ZA715434A patent/ZA715434B/xx unknown
- 1971-08-17 CA CA120,717A patent/CA954527A/en not_active Expired
- 1971-08-19 SU SU1693077A patent/SU420162A3/ru active
- 1971-08-19 AU AU32556/71A patent/AU457109B2/en not_active Expired
- 1971-08-21 DE DE19712142056 patent/DE2142056A1/de active Pending
- 1971-08-23 BE BE771641A patent/BE771641A/xx unknown
- 1971-08-23 GB GB3941071A patent/GB1319898A/en not_active Expired
- 1971-08-23 NL NL7111587A patent/NL7111587A/xx unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3979469A (en) * | 1972-12-21 | 1976-09-07 | Ciba-Geigy Corporation | Polyfluoroalkyl iodides, process for their manufacture, and their use |
| US4650913A (en) * | 1984-11-29 | 1987-03-17 | E. I. Du Pont De Nemours And Company | Sulfinate-initiated addition of perfluorinated iodides to olefins |
| WO1997025299A1 (en) * | 1996-01-11 | 1997-07-17 | E.I. Du Pont De Nemours And Company | Process for the perfluoroalkylation of substances having terminal unsaturation |
| US8048953B2 (en) | 2006-11-13 | 2011-11-01 | E. I. Du Pont De Nemours And Company | Fluororpolymer compositions and treated substrates |
| US7888538B1 (en) | 2009-11-04 | 2011-02-15 | E.I. Du Pont De Nemours And Company | Catalyzed olefin insertion |
| US7951983B2 (en) | 2009-11-04 | 2011-05-31 | E.I. Du Pont De Nemours And Company | Catalyzed olefin insertion |
Also Published As
| Publication number | Publication date |
|---|---|
| CA954527A (en) | 1974-09-10 |
| SU420162A3 (ru) | 1974-03-15 |
| DE2142056A1 (de) | 1972-07-06 |
| FR2103459A1 (enrdf_load_stackoverflow) | 1972-04-14 |
| ZA715434B (en) | 1972-04-26 |
| AU457109B2 (en) | 1975-01-16 |
| AU3255671A (en) | 1973-02-22 |
| BE771641A (fr) | 1972-02-23 |
| NL7111587A (enrdf_load_stackoverflow) | 1972-02-28 |
| CH555793A (de) | 1974-11-15 |
| FR2103459B1 (enrdf_load_stackoverflow) | 1974-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |