CA1049567A - Inhibition de la decomposition du chlorure de methylene - Google Patents

Inhibition de la decomposition du chlorure de methylene

Info

Publication number: CA1049567A
Authority: CA; Canada
Prior art keywords: methylene chloride; metals; methyl; composition; combinations
Prior art date: 1973-02-23
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

Application number

CA191,978A

Other languages

English (en)

Inventor

Norman L. Beckers

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Diamond Shamrock Corp

Original Assignee

Diamond Shamrock Corp

Priority date (The priority date 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 date listed.)

1973-02-23

Filing date

1974-02-07

Publication date

1979-02-27

1974-02-07 Application filed by Diamond Shamrock Corp filed Critical Diamond Shamrock Corp

1979-02-27 Application granted granted Critical

1979-02-27 Publication of CA1049567A publication Critical patent/CA1049567A/fr

Status Expired legal-status Critical Current

Links

YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 title claims abstract description 175
150000001491 aromatic compounds Chemical class 0.000 title claims abstract description 14
238000006731 degradation reaction Methods 0.000 title claims abstract description 14
230000015556 catabolic process Effects 0.000 title claims abstract description 13
230000005764 inhibitory process Effects 0.000 title 1
229910052751 metal Inorganic materials 0.000 claims abstract description 45
239000002184 metal Substances 0.000 claims abstract description 45
150000002739 metals Chemical class 0.000 claims abstract description 37
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 33
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 claims abstract description 30
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 20
-1 N-methyl pyrolle Chemical compound 0.000 claims abstract description 13
238000005238 degreasing Methods 0.000 claims abstract description 13
229910001507 metal halide Inorganic materials 0.000 claims abstract description 12
150000005309 metal halides Chemical class 0.000 claims abstract description 12
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 11
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims abstract description 10
KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims abstract description 10
229940043279 diisopropylamine Drugs 0.000 claims abstract description 10
238000000034 method Methods 0.000 claims abstract description 10
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 9
239000000203 mixture Substances 0.000 claims description 24
230000000087 stabilizing effect Effects 0.000 claims description 15
150000004820 halides Chemical class 0.000 claims description 11
BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 claims 5
229940073584 methylene chloride Drugs 0.000 description 43
239000002904 solvent Substances 0.000 description 24
229910052782 aluminium Inorganic materials 0.000 description 22
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 22
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 19
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 13
229910052725 zinc Inorganic materials 0.000 description 11
239000011701 zinc Substances 0.000 description 11
238000012360 testing method Methods 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
229910052742 iron Inorganic materials 0.000 description 9
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 8
239000003381 stabilizer Substances 0.000 description 7
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
229910000831 Steel Inorganic materials 0.000 description 5
238000009835 boiling Methods 0.000 description 5
AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 5
239000010959 steel Substances 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
238000010992 reflux Methods 0.000 description 4
238000013112 stability test Methods 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 3
150000002894 organic compounds Chemical class 0.000 description 3
238000003860 storage Methods 0.000 description 3
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
238000004140 cleaning Methods 0.000 description 2
230000007797 corrosion Effects 0.000 description 2
238000005260 corrosion Methods 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000000605 extraction Methods 0.000 description 2
229910000041 hydrogen chloride Inorganic materials 0.000 description 2
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
230000002265 prevention Effects 0.000 description 2
238000000197 pyrolysis Methods 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
230000000007 visual effect Effects 0.000 description 2
WVMOSGGTBJTKGW-UHFFFAOYSA-N 1,2,3,4-tetramethylbenzene;1,2,4,5-tetramethylbenzene Chemical compound CC1=CC(C)=C(C)C=C1C.CC1=CC=C(C)C(C)=C1C WVMOSGGTBJTKGW-UHFFFAOYSA-N 0.000 description 1
241000861718 Chloris <Aves> Species 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
238000013494 PH determination Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
238000003915 air pollution Methods 0.000 description 1
230000004075 alteration Effects 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
239000010730 cutting oil Substances 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
238000005553 drilling Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 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
230000003301 hydrolyzing effect Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000003754 machining Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
238000013022 venting Methods 0.000 description 1
230000004580 weight loss Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
- C23G5/02854—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons characterised by the stabilising or corrosion inhibiting additives
- C23G5/02883—Nitrogen-containing compounds
- C23G5/0289—N-heterocyclics
- 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)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Mechanical Engineering (AREA)
Metallurgy (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Detergent Compositions (AREA)

CA191,978A 1973-02-23 1974-02-07 Inhibition de la decomposition du chlorure de methylene Expired CA1049567A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US33500273A	1973-02-23	1973-02-23

Publications (1)

Publication Number	Publication Date
CA1049567A true CA1049567A (fr)	1979-02-27

Family

ID=23309810

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA191,978A Expired CA1049567A (fr)	1973-02-23	1974-02-07	Inhibition de la decomposition du chlorure de methylene

Country Status (11)

Country	Link
JP (1)	JPS5217002B2 (fr)
AT (1)	AT331769B (fr)
BE (1)	BE811478A (fr)
CA (1)	CA1049567A (fr)
CH (1)	CH593882A5 (fr)
CS (1)	CS174232B2 (fr)
ES (1)	ES423372A1 (fr)
FR (1)	FR2219247A1 (fr)
IT (1)	IT1004336B (fr)
NL (1)	NL157286B (fr)
SE (1)	SE394693B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4032584A (en) *	1976-05-03	1977-06-28	Stauffer Chemical Company	Stabilized methylene chloride
DE3108168A1 (de) *	1981-03-04	1982-09-16	Wacker-Chemie GmbH, 8000 München	"mittel zur stabilisierung von trichlorethylen und trichlorethylen, enthaltend dieses mittel"
FR2601703B1 (fr) *	1986-07-21	1993-05-07	Atochem	Composition a base de chlorure de methylene - son utilisation pour l'enlevement des films photoresist

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2008680A (en) *	1931-03-03	1935-07-23	Du Pont	Stabilization of halogenated hydrocarbons
DE1111479B (de) *	1956-09-17	1961-07-20	Du Pont	Entfettungsmittel fuer Metalle
FR1263893A (fr) *	1960-04-30	1961-06-19	Ici Ltd	Procédé de stabilisation d'hydrocarbures chlorés

1974
- 1974-02-07 CA CA191,978A patent/CA1049567A/fr not_active Expired
- 1974-02-18 ES ES423372A patent/ES423372A1/es not_active Expired
- 1974-02-21 AT AT141574A patent/AT331769B/de not_active IP Right Cessation
- 1974-02-22 CH CH259174A patent/CH593882A5/xx not_active IP Right Cessation
- 1974-02-22 BE BE141308A patent/BE811478A/fr unknown
- 1974-02-22 FR FR7406067A patent/FR2219247A1/fr active Granted
- 1974-02-22 SE SE7402360A patent/SE394693B/xx unknown
- 1974-02-22 JP JP2132474A patent/JPS5217002B2/ja not_active Expired
- 1974-02-22 NL NL7402471A patent/NL157286B/xx unknown
- 1974-02-22 CS CS134074A patent/CS174232B2/cs unknown
- 1974-02-25 IT IT4867874A patent/IT1004336B/it active

Also Published As

Publication number	Publication date
AU6589374A (en)	1975-08-28
DE2408702A1 (de)	1974-09-12
NL157286B (nl)	1978-07-17
ES423372A1 (es)	1976-12-16
BE811478A (fr)	1974-08-22
NL7402471A (fr)	1974-08-27
IT1004336B (it)	1976-07-10
SE394693B (sv)	1977-07-04
DE2408702B2 (de)	1975-09-25
ATA141574A (de)	1975-12-15
AT331769B (de)	1976-08-25
FR2219247B1 (fr)	1976-10-08
JPS5217002B2 (fr)	1977-05-12
CS174232B2 (fr)	1977-03-31
JPS49134606A (fr)	1974-12-25
FR2219247A1 (en)	1974-09-20
CH593882A5 (fr)	1977-12-30

Publication	Publication Date	Title
US1904450A (en)	1933-04-18	Stabilization of halogenated hydrocarbons
DE10137130C1 (de)	2003-03-13	Dampfphasen-Korrosionsinhibitoren, Verfahren zu deren Zubereitung und Verwendung
US3085116A (en)	1963-04-09	Stabilized chlorofluoroalkanes
EP1397331A2 (fr)	2004-03-17	Stabilisation de deshydrochlorination d'alcanes polychlores
US3887628A (en)	1975-06-03	Methylene chloride stabilized with organic epoxides
US3923912A (en)	1975-12-02	Methylene chloride stabilized with ketones
US2775624A (en)	1956-12-25	Stabilized tetrachloroethylene
US3864408A (en)	1975-02-04	Methylene chloride stabilized with methyl acetate
CA1049568A (fr)	1979-02-27	Chlorure de methylene stabilise
US3900524A (en)	1975-08-19	Stabilized methylene chloride
US3536766A (en)	1970-10-27	Stabilized methyl chloroform composition
US3860665A (en)	1975-01-14	Methylene chloride stabilized with tetrahydrofuran
US3816268A (en)	1974-06-11	Stabilized distillation of pentachlorophenol
US2841625A (en)	1958-07-01	Stabilization of chlorinated hydrocarbons with 2, 5-dimethyl-1, 5-hexadiene-3-yne andsynergistic mixtures containing same
CA1146976A (fr)	1983-05-24	Hydrocarbures halogenes stabilises
CA1144308A (fr)	1983-04-12	Composition stabilisee de chlorure de methylene pour le degraissage
CA1126298A (fr)	1982-06-22	Stabilisation d'hydrocarbures aliphatiques chlores
US3898195A (en)	1975-08-05	Stabilized methylene chloride composition
EP0155898B1 (fr)	1988-07-06	Procédé pour l'inhibition de la polymérisation de monomères vinylaromatiques
US2906783A (en)	1959-09-29	Stabilization of chlorinated hydrocarbon solvents with azines
US3449262A (en)	1969-06-10	Corrosion inhibition
US2517895A (en)	1950-08-08	Stabilized chlorohydrocarbon cleaning composition
US2911449A (en)	1959-11-03	Stabilization of chlorinated hydrocarbons with a synergistic combination of a tertiary acetylenic monohydric alcohol and certain phenolic compounds
US3527703A (en)	1970-09-08	Polychloroethylene stabilized by metallic benzoates
US3852161A (en)	1974-12-03	Distillation of pentachlorophenol