FI105809B - 1,1-dikloori-1-fluorietaanin stabilointi - Google Patents
1,1-dikloori-1-fluorietaanin stabilointi Download PDFInfo
- Publication number
- FI105809B FI105809B FI924586A FI924586A FI105809B FI 105809 B FI105809 B FI 105809B FI 924586 A FI924586 A FI 924586A FI 924586 A FI924586 A FI 924586A FI 105809 B FI105809 B FI 105809B
- Authority
- FI
- Finland
- Prior art keywords
- methyl
- process according
- ppm
- eller
- att
- Prior art date
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- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 title claims abstract description 6
- 230000006641 stabilisation Effects 0.000 title claims description 9
- 238000011105 stabilization Methods 0.000 title claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 15
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 10
- 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 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 3
- 239000005977 Ethylene Substances 0.000 claims description 18
- -1 ethylene hydrocarbon Chemical class 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 9
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 4
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001491 aromatic compounds Chemical class 0.000 claims description 3
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical compound CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 claims description 3
- PAKGDPSCXSUALC-UHFFFAOYSA-N 3-methylbuta-1,2-diene Chemical compound CC(C)=C=C PAKGDPSCXSUALC-UHFFFAOYSA-N 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 150000001993 dienes Chemical class 0.000 claims description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 claims 1
- 238000005452 bending Methods 0.000 claims 1
- 239000008188 pellet Substances 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 10
- 150000002978 peroxides Chemical class 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 4
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 238000005502 peroxidation Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- BOGRNZQRTNVZCZ-UHFFFAOYSA-N 1,2-dimethyl-butadiene Natural products CC=C(C)C=C BOGRNZQRTNVZCZ-UHFFFAOYSA-N 0.000 description 1
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000013101 initial test Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N propyl ethylene Natural products CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229930006978 terpinene Natural products 0.000 description 1
- 150000003507 terpinene derivatives Chemical class 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 150000005671 trienes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
- C07C19/10—Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine
- C07C19/12—Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine having two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/42—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9112542 | 1991-10-11 | ||
| FR9112542A FR2682377A1 (fr) | 1991-10-11 | 1991-10-11 | Stabilisation du 1,1-dichloro-1-fluoroethane. |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI924586A0 FI924586A0 (fi) | 1992-10-09 |
| FI924586L FI924586L (fi) | 1993-04-12 |
| FI105809B true FI105809B (fi) | 2000-10-13 |
Family
ID=9417821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI924586A FI105809B (fi) | 1991-10-11 | 1992-10-09 | 1,1-dikloori-1-fluorietaanin stabilointi |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5386068A (https=) |
| EP (1) | EP0538085B1 (https=) |
| JP (1) | JPH07119181B2 (https=) |
| KR (1) | KR950014216B1 (https=) |
| AT (1) | ATE136879T1 (https=) |
| AU (1) | AU658672B2 (https=) |
| CA (1) | CA2080146C (https=) |
| DE (1) | DE69209965T2 (https=) |
| DK (1) | DK0538085T3 (https=) |
| ES (1) | ES2086098T3 (https=) |
| FI (1) | FI105809B (https=) |
| FR (1) | FR2682377A1 (https=) |
| GR (1) | GR3020027T3 (https=) |
| MX (1) | MX9205834A (https=) |
| NO (1) | NO178761C (https=) |
| TW (1) | TW213441B (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1007889A3 (fr) * | 1993-12-27 | 1995-11-14 | Solvay | Compositions stabilisees comprenant du 1,1-dichloro-1-fluoroethane et utilisation de celles-ci comme agents gonflants dans des premelanges destines a la preparation de mousses de polyurethane. |
| FR2755437B1 (fr) * | 1996-11-04 | 1998-12-24 | Atochem Elf Sa | Procede de stabilisation de pentafluorethane |
| DE19924089C1 (de) * | 1999-05-26 | 2001-01-25 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von thermoplastisch verarbeitbaren Polyurethanen mit verbessertem Erweichungsverhalten |
| EP1608609B1 (en) * | 2003-03-12 | 2011-11-16 | Pacifitech Pty Limtied | Conversion of fluorocarbons |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3090818A (en) * | 1960-05-11 | 1963-05-21 | Du Pont | Chlorofluoroalkane compositions |
| US3352789A (en) * | 1964-01-10 | 1967-11-14 | Allied Chem | Stabilization of chlorofluoroalkanes |
| NL6900516A (https=) * | 1968-01-18 | 1969-07-22 | ||
| JPS5455503A (en) * | 1977-10-04 | 1979-05-02 | Asahi Glass Co Ltd | Stabilization of flon |
| JPS557207A (en) * | 1978-06-29 | 1980-01-19 | Showa Denko Kk | Stabilization of lower aliphatic chloro-fluoro- hydrocarbon |
| JPS565422A (en) * | 1979-06-25 | 1981-01-20 | Showa Denko Kk | Stabilization of chlorinated and fluorinated lower aliphatic hydrocarbon |
| DE3434886A1 (de) * | 1984-09-22 | 1986-03-27 | Wella Ag, 6100 Darmstadt | Stabilisatoren fuer alkylhalogenide und ihre verwendung in aerosolpraeparaten |
| JPS6450829A (en) * | 1987-08-21 | 1989-02-27 | Asahi Glass Co Ltd | Method for stabilizing hydrogen-containing flon |
| US5120461A (en) * | 1990-08-21 | 1992-06-09 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane; dichlorotrifluoroethane; methanol; and alkene having 5 carbon atoms |
| US5169995A (en) * | 1991-10-09 | 1992-12-08 | Elf Atochem North America, Inc. | Inhibited 141b |
-
1991
- 1991-10-11 FR FR9112542A patent/FR2682377A1/fr active Granted
-
1992
- 1992-09-23 AT AT92402613T patent/ATE136879T1/de not_active IP Right Cessation
- 1992-09-23 ES ES92402613T patent/ES2086098T3/es not_active Expired - Lifetime
- 1992-09-23 EP EP92402613A patent/EP0538085B1/fr not_active Expired - Lifetime
- 1992-09-23 DE DE69209965T patent/DE69209965T2/de not_active Expired - Fee Related
- 1992-09-23 DK DK92402613.1T patent/DK0538085T3/da active
- 1992-09-30 NO NO923801A patent/NO178761C/no unknown
- 1992-10-08 JP JP4270594A patent/JPH07119181B2/ja not_active Expired - Fee Related
- 1992-10-08 TW TW081108019A patent/TW213441B/zh active
- 1992-10-08 US US07/957,841 patent/US5386068A/en not_active Expired - Lifetime
- 1992-10-08 CA CA002080146A patent/CA2080146C/fr not_active Expired - Fee Related
- 1992-10-09 FI FI924586A patent/FI105809B/fi active
- 1992-10-09 MX MX9205834A patent/MX9205834A/es not_active IP Right Cessation
- 1992-10-09 AU AU26326/92A patent/AU658672B2/en not_active Ceased
- 1992-10-10 KR KR1019920018658A patent/KR950014216B1/ko not_active Expired - Fee Related
-
1996
- 1996-05-23 GR GR960401390T patent/GR3020027T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR930007874A (ko) | 1993-05-20 |
| AU2632692A (en) | 1993-04-22 |
| JPH05201894A (ja) | 1993-08-10 |
| CA2080146A1 (fr) | 1993-04-12 |
| JPH07119181B2 (ja) | 1995-12-20 |
| GR3020027T3 (en) | 1996-08-31 |
| NO178761C (no) | 1996-05-29 |
| FI924586L (fi) | 1993-04-12 |
| TW213441B (https=) | 1993-09-21 |
| DE69209965T2 (de) | 1996-12-12 |
| FR2682377A1 (fr) | 1993-04-16 |
| FR2682377B1 (https=) | 1995-01-20 |
| NO178761B (no) | 1996-02-19 |
| EP0538085A1 (fr) | 1993-04-21 |
| NO923801L (no) | 1993-04-13 |
| ES2086098T3 (es) | 1996-06-16 |
| KR950014216B1 (ko) | 1995-11-23 |
| FI924586A0 (fi) | 1992-10-09 |
| EP0538085B1 (fr) | 1996-04-17 |
| CA2080146C (fr) | 1996-10-01 |
| AU658672B2 (en) | 1995-04-27 |
| DK0538085T3 (da) | 1996-08-12 |
| NO923801D0 (no) | 1992-09-30 |
| US5386068A (en) | 1995-01-31 |
| DE69209965D1 (de) | 1996-05-23 |
| ATE136879T1 (de) | 1996-05-15 |
| MX9205834A (es) | 1993-04-01 |
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