SU474970A3 - Способ получени перфторалкилалкильных сложных эфиров - Google Patents
Способ получени перфторалкилалкильных сложных эфировInfo
- Publication number
- SU474970A3 SU474970A3 SU1894269A SU1894269A SU474970A3 SU 474970 A3 SU474970 A3 SU 474970A3 SU 1894269 A SU1894269 A SU 1894269A SU 1894269 A SU1894269 A SU 1894269A SU 474970 A3 SU474970 A3 SU 474970A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- stage
- iodide
- integer
- iodine
- theoretical
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 18
- 150000002148 esters Chemical class 0.000 title claims description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 30
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- 229910052740 iodine Inorganic materials 0.000 claims description 16
- 239000011630 iodine Substances 0.000 claims description 16
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- -1 perfluoroalkyl iodide iodide Chemical compound 0.000 claims description 12
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 230000003993 interaction Effects 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 3
- 239000007858 starting material Substances 0.000 claims description 3
- 239000004135 Bone phosphate Substances 0.000 claims description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 150000004694 iodide salts Chemical class 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000001819 mass spectrum Methods 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 239000012535 impurity Substances 0.000 claims 2
- 238000001228 spectrum Methods 0.000 claims 2
- 241000271559 Dromaiidae Species 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000013256 coordination polymer Substances 0.000 claims 1
- LBJNMUFDOHXDFG-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu].[Cu] LBJNMUFDOHXDFG-UHFFFAOYSA-N 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 210000003746 feather Anatomy 0.000 claims 1
- 229910052731 fluorine Chemical group 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 235000011087 fumaric acid Nutrition 0.000 claims 1
- 150000002238 fumaric acids Chemical class 0.000 claims 1
- 244000144980 herd Species 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000002497 iodine compounds Chemical class 0.000 claims 1
- PDJAZCSYYQODQF-UHFFFAOYSA-N iodine monofluoride Chemical compound IF PDJAZCSYYQODQF-UHFFFAOYSA-N 0.000 claims 1
- 230000007774 longterm Effects 0.000 claims 1
- 238000013021 overheating Methods 0.000 claims 1
- 238000005292 vacuum distillation Methods 0.000 claims 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- 101001061807 Homo sapiens Rab-like protein 6 Proteins 0.000 description 1
- 235000010650 Hyssopus officinalis Nutrition 0.000 description 1
- 240000001812 Hyssopus officinalis Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 101100383791 Petunia hybrida CHSG gene Proteins 0.000 description 1
- 102100029618 Rab-like protein 6 Human genes 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001458 anti-acid effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 229960002050 hydrofluoric acid Drugs 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical class COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 235000020004 porter Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH394072A CH565736A5 (enExample) | 1972-03-16 | 1972-03-16 | |
| CH1865972A CH575370A5 (enExample) | 1972-03-16 | 1972-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU474970A3 true SU474970A3 (ru) | 1975-06-25 |
Family
ID=25694235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1894269A SU474970A3 (ru) | 1972-03-16 | 1973-03-14 | Способ получени перфторалкилалкильных сложных эфиров |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3916009A (enExample) |
| JP (1) | JPS4911818A (enExample) |
| BE (1) | BE796813A (enExample) |
| CH (2) | CH565736A5 (enExample) |
| DE (1) | DE2311277A1 (enExample) |
| FR (1) | FR2175827B1 (enExample) |
| GB (1) | GB1394947A (enExample) |
| IT (1) | IT979837B (enExample) |
| SU (1) | SU474970A3 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51121985A (en) * | 1975-04-16 | 1976-10-25 | Iwasaki Electric Co Ltd | High pressure sodium lamp |
| US4029585A (en) * | 1975-07-26 | 1977-06-14 | E. I. Du Pont De Nemours And Company | Aqueous dispersions of perfluoroalkyl esters for treating textiles |
| JPS5485775U (enExample) * | 1977-11-29 | 1979-06-18 | ||
| DE3233830A1 (de) * | 1982-09-11 | 1984-03-15 | Hoechst Ag, 6230 Frankfurt | Perfluoralkyl-malein- und -fumarsaeureamide, verfahren zu deren herstellung und ihre verwendung als schmutzabweisendes mittel |
| WO1995011877A1 (fr) * | 1993-10-27 | 1995-05-04 | Elf Atochem S.A. | Alcools polyfluores et leurs procedes de preparation |
| US5814944A (en) * | 1996-01-22 | 1998-09-29 | Matsushita Electric Works, Ltd. | High pressure sodium vapor lamp with high color rendering |
| WO2002062735A1 (en) * | 2001-02-07 | 2002-08-15 | Daikin Industries, Ltd. | Method for producing fluoroalkyl iodide telomer mixture and method for producing fluorine-containing (meth)acrylate ester |
| WO2005102982A1 (ja) * | 2004-04-26 | 2005-11-03 | Daikin Industries, Ltd. | 含フッ素（メタ）アクリル酸エステルの製造方法 |
| US7566801B2 (en) * | 2006-03-10 | 2009-07-28 | Unimatec Co., Ltd | Polyfluoroalkyl alcohol, or (METH)acrylic acid derivative thereof, and process for producing the same |
| US8501888B2 (en) | 2007-09-10 | 2013-08-06 | Unimatec Co., Ltd. | Fluorine-containing polymer and surface-modifying agent containing the same as active ingredient |
| US8058463B2 (en) | 2007-12-04 | 2011-11-15 | E. I. Du Pont De Nemours And Compnay | Fluorosilanes |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3283012A (en) * | 1962-05-29 | 1966-11-01 | Du Pont | Process for preparing 2-perfluoroalkylethanol |
| FR1491513A (fr) * | 1966-06-30 | 1967-08-11 | Melle Usines Sa | Perfectionnements aux procédés de production d'esters et d'alcools |
| US3781370A (en) * | 1967-04-25 | 1973-12-25 | Allied Chem | Novel fluorinated alcohols |
| US3562310A (en) * | 1967-08-11 | 1971-02-09 | Allied Chem | Novel polysulfates and methods for their preparation |
| ZA714954B (en) * | 1970-09-03 | 1972-04-26 | Gen Electric | Thermosetting epoxy resins |
-
1972
- 1972-03-16 CH CH394072A patent/CH565736A5/xx not_active IP Right Cessation
- 1972-12-21 CH CH1865972A patent/CH575370A5/xx not_active IP Right Cessation
-
1973
- 1973-03-01 US US337028A patent/US3916009A/en not_active Expired - Lifetime
- 1973-03-07 DE DE19732311277 patent/DE2311277A1/de active Pending
- 1973-03-08 FR FR7308408A patent/FR2175827B1/fr not_active Expired
- 1973-03-09 GB GB1162573A patent/GB1394947A/en not_active Expired
- 1973-03-14 SU SU1894269A patent/SU474970A3/ru active
- 1973-03-14 IT IT48792/73A patent/IT979837B/it active
- 1973-03-15 JP JP48029536A patent/JPS4911818A/ja active Pending
- 1973-03-15 BE BE128822A patent/BE796813A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1394947A (en) | 1975-05-21 |
| CH575370A5 (enExample) | 1976-05-14 |
| DE2311277A1 (de) | 1973-09-27 |
| CH565736A5 (enExample) | 1975-08-29 |
| FR2175827B1 (enExample) | 1976-06-11 |
| IT979837B (it) | 1974-09-30 |
| US3916009A (en) | 1975-10-28 |
| FR2175827A1 (enExample) | 1973-10-26 |
| JPS4911818A (enExample) | 1974-02-01 |
| BE796813A (fr) | 1973-09-17 |
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