DE1115732B - Stabilisierung von Trichloraethylen, Perchloraethylen und aehnlichen aliphatischen Chlorkohlenwasserstoffen gegen Zersetzung - Google Patents
Stabilisierung von Trichloraethylen, Perchloraethylen und aehnlichen aliphatischen Chlorkohlenwasserstoffen gegen ZersetzungInfo
- Publication number
- DE1115732B DE1115732B DES60216A DES0060216A DE1115732B DE 1115732 B DE1115732 B DE 1115732B DE S60216 A DES60216 A DE S60216A DE S0060216 A DES0060216 A DE S0060216A DE 1115732 B DE1115732 B DE 1115732B
- Authority
- DE
- Germany
- Prior art keywords
- phenol
- trichlorethylene
- epichlorohydrin
- chlorinated hydrocarbons
- perchlorethylene
- 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
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 title claims description 15
- -1 aliphatic chlorinated hydrocarbons Chemical class 0.000 title claims description 10
- 238000000354 decomposition reaction Methods 0.000 title claims description 10
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 title claims description 6
- 229950011008 tetrachloroethylene Drugs 0.000 title claims description 6
- 230000006641 stabilisation Effects 0.000 title description 4
- 238000011105 stabilization Methods 0.000 title description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 25
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 22
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000004593 Epoxy Substances 0.000 claims description 18
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 150000003233 pyrroles Chemical class 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 25
- 230000000087 stabilizing effect Effects 0.000 description 12
- RBBVSKSSGJYBJU-UHFFFAOYSA-N 3,3-dimethoxypropan-1-amine Chemical compound COC(OC)CCN RBBVSKSSGJYBJU-UHFFFAOYSA-N 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 10
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 8
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 8
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000005844 Thymol Substances 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229960000790 thymol Drugs 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000009533 lab test Methods 0.000 description 2
- 229910001510 metal chloride Inorganic materials 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical class [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 238000000944 Soxhlet extraction Methods 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052749 magnesium Chemical class 0.000 description 1
- 239000011777 magnesium Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
Classifications
-
- 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)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE2935537X | 1957-11-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1115732B true DE1115732B (de) | 1961-10-26 |
Family
ID=3896174
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DES60216A Pending DE1115732B (de) | 1957-11-09 | 1958-10-10 | Stabilisierung von Trichloraethylen, Perchloraethylen und aehnlichen aliphatischen Chlorkohlenwasserstoffen gegen Zersetzung |
Country Status (5)
Country | Link |
---|---|
US (1) | US2935537A (en, 2012) |
BE (2) | BE562288A (en, 2012) |
DE (1) | DE1115732B (en, 2012) |
FR (1) | FR1205056A (en, 2012) |
NL (1) | NL97773C (en, 2012) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1289525B (de) * | 1963-07-18 | 1969-02-20 | Monsanto Co | Verfahren zur Abtrennung von geringen Mengen Chlorwasserstoff aus Vinylchlorid |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1136695B (de) * | 1957-11-15 | 1962-09-20 | Sicedison Spa | Stabilisieren von Trichloraethylen gegen Zersetzung |
BE624361A (en, 2012) * | 1962-10-31 | |||
US3281379A (en) * | 1963-11-07 | 1966-10-25 | Dow Chemical Co | Process for making polyurethane foam |
JPS494448B1 (en, 2012) * | 1970-12-23 | 1974-02-01 | ||
DE2449667C3 (de) * | 1974-10-18 | 1987-07-30 | Wacker-Chemie GmbH, 8000 München | Stabilisiertes Perchloräthylen |
DE3203907A1 (de) * | 1982-02-05 | 1983-08-11 | Wacker-Chemie GmbH, 8000 München | Stabilisiertes trichlorethen und mittel zur stabilisierung von trichlorethen |
DE3733209A1 (de) * | 1987-10-01 | 1989-04-13 | Solvay Werke Gmbh | Stabilisierte organische chlorverbindungen und chlorsubstituierte verbindungen mit c(pfeil abwaerts)3(pfeil abwaerts) und c(pfeil abwaerts)4(pfeil abwaerts), deren gemische oder zubereitungen |
US7795480B2 (en) | 2007-07-25 | 2010-09-14 | Honeywell International Inc. | Method for producing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf) |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2797250A (en) * | 1954-05-13 | 1957-06-25 | Du Pont | Stabilization of chlorinated hydrocarbons |
GB787726A (en) * | 1955-06-16 | 1957-12-11 | Columbia Southern Chem Corp | A method in or relating to stabilization of halogenated hydrocarbons |
FR1161469A (fr) * | 1956-09-17 | 1958-09-01 | Du Pont | Stabilisation des hydrocarbures chlorurés |
US2818446A (en) * | 1956-09-18 | 1957-12-31 | Du Pont | Stabilization of chlorinated hydrocarbons |
-
0
- NL NL97773D patent/NL97773C/xx active
- BE BE563604D patent/BE563604A/xx unknown
- BE BE562288D patent/BE562288A/xx unknown
-
1958
- 1958-10-10 DE DES60216A patent/DE1115732B/de active Pending
- 1958-10-30 FR FR1205056D patent/FR1205056A/fr not_active Expired
- 1958-11-04 US US771754A patent/US2935537A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1289525B (de) * | 1963-07-18 | 1969-02-20 | Monsanto Co | Verfahren zur Abtrennung von geringen Mengen Chlorwasserstoff aus Vinylchlorid |
Also Published As
Publication number | Publication date |
---|---|
BE563604A (en, 2012) | |
NL97773C (en, 2012) | |
FR1205056A (fr) | 1960-01-29 |
US2935537A (en) | 1960-05-03 |
BE562288A (en, 2012) |
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