US3337471A - Non-corrosive dry-cleaning composition - Google Patents
Non-corrosive dry-cleaning composition Download PDFInfo
- Publication number
- US3337471A US3337471A US439070A US43907065A US3337471A US 3337471 A US3337471 A US 3337471A US 439070 A US439070 A US 439070A US 43907065 A US43907065 A US 43907065A US 3337471 A US3337471 A US 3337471A
- Authority
- US
- United States
- Prior art keywords
- dry
- solvent
- detergent
- cleaning
- parts
- 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 - Lifetime
Links
- 238000005108 dry cleaning Methods 0.000 title claims description 25
- 239000000203 mixture Substances 0.000 title claims description 5
- 230000009972 noncorrosive effect Effects 0.000 title description 2
- 239000003599 detergent Substances 0.000 claims description 36
- 239000002904 solvent Substances 0.000 claims description 25
- 239000002184 metal Substances 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000012964 benzotriazole Substances 0.000 claims description 14
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 12
- 230000007797 corrosion Effects 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 claims description 11
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 12
- -1 copper Chemical class 0.000 description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 230000006866 deterioration Effects 0.000 description 5
- 239000010452 phosphate Substances 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 150000003973 alkyl amines Chemical class 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- VKGVJJOOOGNKRQ-UHFFFAOYSA-N benzenesulfonic acid;propan-2-amine Chemical compound CC(C)N.OS(=O)(=O)C1=CC=CC=C1 VKGVJJOOOGNKRQ-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 238000006957 Michael reaction Methods 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 241001311547 Patina Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- PLUHAVSIMCXBEX-UHFFFAOYSA-N azane;dodecyl benzenesulfonate Chemical class N.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 PLUHAVSIMCXBEX-UHFFFAOYSA-N 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 208000020442 loss of weight Diseases 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
-
- 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
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
Definitions
- the nihibitor can be made up as a concentrate of dry-cleaning solvent-drycleaning detergent and about 2000 p.p.m. of inhibitor, which concentrate can be employed to prepare solvent for use in the dry-cleaning operation.
- the inhibitor may be added to the solvent before the addition of the detergent, simultaneously therewith or after the solvent has been added. Further, it is to be understood that the inhibitor may and preferably should be replenished from time to time, particularly when fresh or makeup solvent and/ or makeup detergent is added to the solvent-detergent system.
- Ii has also been found advantageous to maintain at least 10 parts of the triazole compound in solution at all times even after substantial depletion of the detergent.
- the triazole compounds of the present invention coat out on the metal or form some complex which prevents attack by the corrosive detergentsolvent-moisture combination, the coating is susceptible to loss of integrity and only if the solvent-detergent syswherein R represents an alkyl radical having from 1 to 18 carbon atoms, n represents an integer from 0 to 4, and preferably the total number of carbon atoms in the R's not exceeding about 12.
- the dry-cleaning solvents which are commonly employed in the industry and are compatible with the inhibitor are the chlorinated hydrocarbons, such as, for
- perchloroethylene perchloroethylene
- carbon tetrachloride as Well as the petroleum naphthas, Stoddards solvent, and the like.
- Example 1 Nine bottles were prepared, each containing ml. of a commercial grade dry-cleaning solvent (perchloroethylene containing the manufacturers stabilizer system for the solvent). To each of three bottles was added a precleaned 2 /2 x /2" x 0.064" strip of copper weighed to the nearest 0.1 mg. To another three bottles was added a like-size strip of iron and to the final three bottles was added a similar size strip of zinc. Each set of three bottles was further prepared as follows: to two of each set of three was added 2.5 percent by volume of an alkyl aryl phosphate ester ethylene oxide adduct detergent used commercially in dry-cleaning. To the third bottle of each set of three, nothing was added.
- a commercial grade dry-cleaning solvent perchloroethylene containing the manufacturers stabilizer system for the solvent.
- Example 2 In another series of tests to further demonstrate the utility of the present invention, 0.25 volume percent of oleic acid was added to each of three bottles containing 100 ml. of perchloroethylene (containing the manufacturers solvent stabilizers) and a strip of copper of the same size as employed in Example I placed in each bottle. To one jar labeled B was added 100 p.p.m. (vol.) of benzotriazole. To bottle B and one labelled A was added 1 percent by weight of a commercial isopropylamine benzene sulfonate dry-cleaning detergent. The third bottle labeled C was left with only the acid, solvent and copper strip. All three bottles were placed in a constant temperature oven held at 120 F. for 24 hours.
- Bottle A had a green color in the liquid and the metal was patina and greenish in color. Neither bottles B nor C had any evidence of color and the metal remained bright and unaifected.
- a dry-cleaning composition containing a dry-cleaning solvent stabilized against metal corrosion and solvent decomposition, a dry-cleaning detergent selected from the group consisting of anionic and nonionic organic detergents and from about to about 100 parts by weight of a benzotriazole soluble in said solvent and having the formula:
- R represents an alkyl radical having from 1 to 18 carbon atoms and n represents an integer from O to 4.
- Perchloroethylene stabilized against metal catalyzed deterioration containing an aryl phosphate ester ethylene oxide adduct dry-cleaning detergent and from 10 to parts of benzotriazole per million parts of perchloroethylene and detergent.
- Perchloroethylene stabilized against metal catalyzed deterioration containing an aryl phosphate ester ethylene oxide adduct dry-cleaning detergent and 50 parts of benzotriazole per million parts of perchloroethylene and detergent.
- a method for stabilizing a dry-cleaning solvent system containing a dry-cleaning detergent selected from the group consisting of anionic and nonionic organic detergents and protecting the metal parts of the machinery used to clean fabrics and to process the detergent-solvent system which consists of maintaining dissolved in the said system from 10 to 250 parts per million parts of system of a benzotriazole having the formula:
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Detergent Compositions (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US439070A US3337471A (en) | 1965-03-11 | 1965-03-11 | Non-corrosive dry-cleaning composition |
| BE700834D BE700834A (cs) | 1965-03-11 | 1967-07-03 | |
| GB31690/67A GB1123858A (en) | 1965-03-11 | 1967-07-10 | Dry-cleaning solvent composition |
| FR114019A FR1538431A (fr) | 1965-03-11 | 1967-07-12 | Composition de nettoyage à sec non corrosive |
| NL6709802A NL6709802A (cs) | 1965-03-11 | 1967-07-14 | |
| DE19671617079 DE1617079C3 (de) | 1967-07-14 | 1967-07-14 | Trocken-Reinigungs- Lösungsmittel |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US439070A US3337471A (en) | 1965-03-11 | 1965-03-11 | Non-corrosive dry-cleaning composition |
| CA993488 | 1967-06-20 | ||
| NL6709802A NL6709802A (cs) | 1965-03-11 | 1967-07-14 | |
| DED0053589 | 1967-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3337471A true US3337471A (en) | 1967-08-22 |
Family
ID=27426771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US439070A Expired - Lifetime US3337471A (en) | 1965-03-11 | 1965-03-11 | Non-corrosive dry-cleaning composition |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3337471A (cs) |
| BE (1) | BE700834A (cs) |
| GB (1) | GB1123858A (cs) |
| NL (1) | NL6709802A (cs) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3887481A (en) * | 1971-06-14 | 1975-06-03 | Sherwin Williams Co | Benzotriazole and tolyltriazole mixture with tetrachloroethylene |
| US4303558A (en) * | 1978-09-15 | 1981-12-01 | Imperial Chemical Industries Limited | Cleaning composition comprising 1,1,2-trichloro-1,2,2-trifluoroethane and an alcohol |
| US4415629A (en) * | 1982-03-22 | 1983-11-15 | Electric Power Research Institute, Inc. | Insulated conductor |
| US4540442A (en) * | 1984-02-16 | 1985-09-10 | Amchem Products, Inc. | Compositions and methods for removing sealant compositions |
| US4595519A (en) * | 1983-07-22 | 1986-06-17 | Kao Corporation | Metal cleaning compositions |
| US20050204478A1 (en) * | 2004-03-16 | 2005-09-22 | Middleton Richard G | Method for cleaning textile absorbers |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2877188A (en) * | 1956-07-27 | 1959-03-10 | Hagan Chemicals & Controls Inc | Corrosion inhibitors and method of using same |
| CA582455A (en) * | 1959-09-01 | E. Barker George | Dry cleaning detergent | |
| US2941953A (en) * | 1956-07-27 | 1960-06-21 | Hagan Chemicals & Controls Inc | Method of inhibiting corrosion of copper and cuprous alloys in contact with water |
| US3162604A (en) * | 1960-05-10 | 1964-12-22 | Stamford Chemical Ind Inc | Dry cleaning solvent compositions |
-
1965
- 1965-03-11 US US439070A patent/US3337471A/en not_active Expired - Lifetime
-
1967
- 1967-07-03 BE BE700834D patent/BE700834A/xx unknown
- 1967-07-10 GB GB31690/67A patent/GB1123858A/en not_active Expired
- 1967-07-14 NL NL6709802A patent/NL6709802A/xx unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA582455A (en) * | 1959-09-01 | E. Barker George | Dry cleaning detergent | |
| US2877188A (en) * | 1956-07-27 | 1959-03-10 | Hagan Chemicals & Controls Inc | Corrosion inhibitors and method of using same |
| US2941953A (en) * | 1956-07-27 | 1960-06-21 | Hagan Chemicals & Controls Inc | Method of inhibiting corrosion of copper and cuprous alloys in contact with water |
| US3162604A (en) * | 1960-05-10 | 1964-12-22 | Stamford Chemical Ind Inc | Dry cleaning solvent compositions |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3887481A (en) * | 1971-06-14 | 1975-06-03 | Sherwin Williams Co | Benzotriazole and tolyltriazole mixture with tetrachloroethylene |
| US4303558A (en) * | 1978-09-15 | 1981-12-01 | Imperial Chemical Industries Limited | Cleaning composition comprising 1,1,2-trichloro-1,2,2-trifluoroethane and an alcohol |
| US4415629A (en) * | 1982-03-22 | 1983-11-15 | Electric Power Research Institute, Inc. | Insulated conductor |
| US4595519A (en) * | 1983-07-22 | 1986-06-17 | Kao Corporation | Metal cleaning compositions |
| US4540442A (en) * | 1984-02-16 | 1985-09-10 | Amchem Products, Inc. | Compositions and methods for removing sealant compositions |
| US20050204478A1 (en) * | 2004-03-16 | 2005-09-22 | Middleton Richard G | Method for cleaning textile absorbers |
| US20070028396A1 (en) * | 2004-03-16 | 2007-02-08 | Middleton Richard G | Cleaning fluid and methods |
| US8100987B2 (en) | 2004-03-16 | 2012-01-24 | Jane D. Middleton | Cleaning fluid and methods |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6709802A (cs) | 1969-01-16 |
| DE1617079A1 (de) | 1971-02-25 |
| BE700834A (cs) | 1968-01-03 |
| DE1617079B2 (de) | 1975-06-05 |
| GB1123858A (en) | 1968-08-14 |
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