US3761429A - Cleaning agent for removal of sticky material and method of making same - Google Patents
Cleaning agent for removal of sticky material and method of making same Download PDFInfo
- Publication number
- US3761429A US3761429A US00130033A US3761429DA US3761429A US 3761429 A US3761429 A US 3761429A US 00130033 A US00130033 A US 00130033A US 3761429D A US3761429D A US 3761429DA US 3761429 A US3761429 A US 3761429A
- Authority
- US
- United States
- Prior art keywords
- cleaning agent
- propylene glycol
- removal
- weight
- sticky material
- 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
- 239000012459 cleaning agent Substances 0.000 title abstract description 22
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- 239000000463 material Substances 0.000 title description 26
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract description 48
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract description 21
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- -1 POLYOXYETHYLENE Polymers 0.000 abstract description 8
- 229940051250 hexylene glycol Drugs 0.000 abstract description 8
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 6
- 239000000194 fatty acid Substances 0.000 abstract description 6
- 229930195729 fatty acid Natural products 0.000 abstract description 6
- 150000004665 fatty acids Chemical class 0.000 abstract description 6
- 239000003093 cationic surfactant Substances 0.000 abstract description 5
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 4
- 239000002736 nonionic surfactant Substances 0.000 abstract description 3
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 abstract 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 6
- 229940112822 chewing gum Drugs 0.000 description 5
- 235000015218 chewing gum Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229920001412 Chicle Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 240000001794 Manilkara zapota Species 0.000 description 1
- 235000011339 Manilkara zapota Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 1
- VICYBMUVWHJEFT-UHFFFAOYSA-N dodecyltrimethylammonium ion Chemical compound CCCCCCCCCCCC[N+](C)(C)C VICYBMUVWHJEFT-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011086 high cleaning Methods 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B08—CLEANING
- B08B—CLEANING IN GENERAL; PREVENTION OF FOULING IN GENERAL
- B08B2220/00—Type of materials or objects being removed
- B08B2220/02—Chewing gum
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention relates to a process for manufacturing a cleaning agent in which use is made of a cationic surfactant as an active ingredient.
- organic solvents such as benzene, toluene, carbon tetrachloride, chloroform, etc. have hitherto been used to dissolve the surface of the sticky materials or they are coagulated by refrigerating with ice.
- organic solvents such as benzene, toluene, carbon tetrachloride, chloroform, etc.
- cleaning agents For the purpose of removing those sticky materials, several cleaning agents have been proposed and are presently commercially available. Since, however, these available cleaning agents use anionic surfactants, they are not sufficiently active as a cleaning agent in respect of water insoluble materials, inter alia, the residue of the chewing gum having a high stickiness.
- a desirable cleaning agent should have a high cleaning activity and should not damage the base material. It should also not undergo a color change when removing the sticky material from the base material. It should also be non-toxic, non-flammable and washable with water immediately after the cleaning treatment.
- a mixture which comprises a mixture of non-ionic surfactants such as an ester of propylene glycol and a fatty acid, together with polyoxyethylene nonylphenylether, and preferably a cationic surface active agent such as lauryltrimethylammonium chloride, when added to water and in a clear organic solvent such as hexylene glycol, propylene glycol, and a small amount of ethyl acetate is effective as a cleaning agent for removing sticky materials. It must be mentioned that in the removal of the sticky materials from the base materials, particularly cloth, it is essential to reduce the surface tension by somewhat softening the adhered surface of the sticky material.
- Still another object of the invention is to provide a new cleaning agent in which use is made of a cationic surfactant as an essential component.
- the cleaning agent according to the invention is characterized in that the adhered surface of the sticky material is softened somewhat so that the surface tension thereof is relaxed to permit the manual and complete removal, which is fundamentally different from the conventional manner where the sticky material or the bonding agent per se is dissolved for the purpose of removal.
- R is an alkyl group containing from C to C carbon atoms; i.e. the fatty acids contain from 12 to 22 carbon atoms.
- one mole of the fatty acid reacts with the propylene glycol.
- Representative acids are lauric, myristic, palmitic, stearic, arachic (arachidic) and behenic, with stearic and palmitic being the preferred acids for this purpose.
- the olyoxyethylene nonylphenylether used in the practice of this invention may contain 3 to 10 oxyethylene groups of the formula:
- Example I Percent Monoester of propylene glycol and stearic acid 0.31 Polyoxyethylene nonyl phenyl ether (M.W. 440) 0.13
- Lauryl trimethylammonium chloride has excellent surface treating and antistatic properties, while polyoxyethylene nonyl phenyl ether is hydrophilic and has excellent permeability and are used in the cleaning agent accordingly.
- Hexylene glycol and propylene glycol used as solvents are effective to soften the residue of chewing gum containing natural chicle, while ethyl acetate is effective to soften the residue of the chewing gum containing synthetic resin.
- the effect of the cleaning agent according to the invention was tested in comparison with a commercially available removing agent in respect of the residue of the chewing gum stuck to the suits, paper, desk, floor and the like, and an excellent removal and cleaning effect has been confirmed.
- the cleaning agent according to the invention is serviceable as a sterilizer as it contains a cationic surfactant.
- the agent is applied to the rear surface of the thin base materials such as cloth or paper so that the sticky materials may be removed immediately.
- the cleaning agent is poured onto the sticky materials so that the adhered surface thereof is softened owing to its permeating activity and accordingly the sticky materials may be removed with ease.
- a cleaning agent for removal of sticky material which comprises 0.31% by weight of monoester of propylene glycol and stearic acid, 0.13% by weight of polyoxyethylene nonyl phenyl ether of a molecular weight of 440, 0.06% by weight of lauryl trimethylammonium chloride, 9.05% by weight of ethyl acetate, 18.10% by weight of hexylene glycol, 18.10% by weight of propylene glycol and 54.25% by Weight of water.
- a cleaning agent for removal of sticky material which comprises 0.31% by weight of monoester of propylene glycol and palmitic acid, 0.13% by weight of polyoxyethylene nonyl phenyl ether of a molecular weight of 440, 0.06% by weight of lauryl trimethylammonium 4 chloride, 9.05% by weight of ethyl acette, 18.10% by weight of hexylene glycol, 18.10% by weight of propylene glycol and 54.25% by weight of water.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
A PROCESS FOR MANUFACTURING A CLEANING AGENT IN WHICH A NON-IONIC SURFACTANT REPRESENTED BY AN ESTER OF PROPYLENE GLYCOL AND A FATTY ACID, POLYOXYETHYLENE NONYL PHENYL ETHEYL ETHER AND A CATIONIC SURFACTANT SUCH AS LURY TRIMETHYL-AMMONIUM CHLORIDE ARE ADDED TO WATER AND AN ORGANIC SOLVENT SUCH AS PROPYLENE GLYCOL, HEXYLENE GLYCOL AND ETHYL ACETATE.
Description
United States Patent US. Cl. 252-547 4 Claims ABSTRACT OF THE DISCLOSURE A process for manufacturing a cleaning agent in which a non-ionic surfactant represented by an ester of propylene glycol and a fatty acid, olyoxyethylene nonyl phenyl ether and a cationic surfactant such as lauryl trimethyl-ammonium chloride are added to water and an organic solvent such as propylene glycol, hexylene glycol and ethyl acetate.
This application is a continuation-in-part of Ser. No. 716,331, filed Mar. 27, 1968, on which the applicants rely for priority, and which is now abandoned.
BACKGROUND OF THE INVENTION The present invention relates to a process for manufacturing a cleaning agent in which use is made of a cationic surfactant as an active ingredient.
Heretofore, it has been difficult to remove viscous rubbers, various adhesives, coating material and the like which are stuck to cloth, sheet, floor, wall etc. without damaging the base materials. More particularly, it is almost impossible to completely remove the residue of the chewing gum adhered to suits due to its high stickiness.
In order to remove these sticky materials, organic solvents such as benzene, toluene, carbon tetrachloride, chloroform, etc. have hitherto been used to dissolve the surface of the sticky materials or they are coagulated by refrigerating with ice. However, either of these conventional methods is inconvenient in operation. Furthermore, the use of organic solvents of high infiammability and toxicity entails some risks.
For the purpose of removing those sticky materials, several cleaning agents have been proposed and are presently commercially available. Since, however, these available cleaning agents use anionic surfactants, they are not sufficiently active as a cleaning agent in respect of water insoluble materials, inter alia, the residue of the chewing gum having a high stickiness.
Considerable study and research have been devoted to finding an efiective cleaning agent which overcomes the above disadvantages. A desirable cleaning agent should have a high cleaning activity and should not damage the base material. It should also not undergo a color change when removing the sticky material from the base material. It should also be non-toxic, non-flammable and washable with water immediately after the cleaning treatment. It has now been confirmed that a mixture which comprises a mixture of non-ionic surfactants such as an ester of propylene glycol and a fatty acid, together with polyoxyethylene nonylphenylether, and preferably a cationic surface active agent such as lauryltrimethylammonium chloride, when added to water and in a clear organic solvent such as hexylene glycol, propylene glycol, and a small amount of ethyl acetate is effective as a cleaning agent for removing sticky materials. It must be mentioned that in the removal of the sticky materials from the base materials, particularly cloth, it is essential to reduce the surface tension by somewhat softening the adhered surface of the sticky material.
3,761,429 Patented Sept. 25, 1973 SUMMARY OF THE INVENTION It is thus a principal object of the invention to provide a new cleaning agent having a high removal activity.
It is another object of the invention to provide a new cleaning agent which enables removal of sticky material without damaging and discoloring the base material to which the materials stick.
It is a further object of the invention to provide a new cleaning agent which is non-toxic, inflammable and washable with water immediately after the cleaning operation.
Still another object of the invention is to provide a new cleaning agent in which use is made of a cationic surfactant as an essential component.
The cleaning agent according to the invention is characterized in that the adhered surface of the sticky material is softened somewhat so that the surface tension thereof is relaxed to permit the manual and complete removal, which is fundamentally different from the conventional manner where the sticky material or the bonding agent per se is dissolved for the purpose of removal.
DESCRIPTION OF THE PREFERRED EMBODIMENT wherein R is an alkyl group containing from C to C carbon atoms; i.e. the fatty acids contain from 12 to 22 carbon atoms.
In making the monoester, one mole of the fatty acid reacts with the propylene glycol. Representative acids are lauric, myristic, palmitic, stearic, arachic (arachidic) and behenic, with stearic and palmitic being the preferred acids for this purpose.
The olyoxyethylene nonylphenylether used in the practice of this invention may contain 3 to 10 oxyethylene groups of the formula:
(CH CH O) for a molecular weight in the range of 350 to 660, preferably 440.
The following example is illustrative of the present invention:
Example I Percent Monoester of propylene glycol and stearic acid 0.31 Polyoxyethylene nonyl phenyl ether (M.W. 440) 0.13
Lauryl trimethylammonium chloride 0.06 Ethyl acetate 9.05 Hexylene glycol 18.10 Propylene glycol 18.10 Water 54.25
Lauryl trimethylammonium chloride has excellent surface treating and antistatic properties, while polyoxyethylene nonyl phenyl ether is hydrophilic and has excellent permeability and are used in the cleaning agent accordingly.
Hexylene glycol and propylene glycol used as solvents are effective to soften the residue of chewing gum containing natural chicle, while ethyl acetate is effective to soften the residue of the chewing gum containing synthetic resin.
The effect of the cleaning agent according to the invention was tested in comparison with a commercially available removing agent in respect of the residue of the chewing gum stuck to the suits, paper, desk, floor and the like, and an excellent removal and cleaning effect has been confirmed.
Further, the cleaning agent according to the invention is serviceable as a sterilizer as it contains a cationic surfactant.
In using the cleaning agent according to the invention, the agent is applied to the rear surface of the thin base materials such as cloth or paper so that the sticky materials may be removed immediately.
Further, in case of the cleaning of the materials stuck to the stationary base such as a wall, floor, etc., the cleaning agent is poured onto the sticky materials so that the adhered surface thereof is softened owing to its permeating activity and accordingly the sticky materials may be removed with ease.
Although the present invention has been described in conjunction with preferred embodiments, it is to be understood that modifications and variations may be resorted to without departing from the spirit and scope of the invention, as those skilled in the art will readily understand. Such variations and modifications apparent to those skilled in the art are considered to be within the purview and scope of the invention and the appended claims.
What is claimed is:
1. A cleaning agent for removal of sticky material which comprises 0.31% by weight of monoester of propylene glycol and stearic acid, 0.13% by weight of polyoxyethylene nonyl phenyl ether of a molecular weight of 440, 0.06% by weight of lauryl trimethylammonium chloride, 9.05% by weight of ethyl acetate, 18.10% by weight of hexylene glycol, 18.10% by weight of propylene glycol and 54.25% by Weight of water.
2. A cleaning agent for removal of sticky material which comprises 0.31% by weight of monoester of propylene glycol and palmitic acid, 0.13% by weight of polyoxyethylene nonyl phenyl ether of a molecular weight of 440, 0.06% by weight of lauryl trimethylammonium 4 chloride, 9.05% by weight of ethyl acette, 18.10% by weight of hexylene glycol, 18.10% by weight of propylene glycol and 54.25% by weight of water.
3. A method for removing sticky materials that are adhered to a substrate wherein the following composition is applied to the substrate:
Percent Monoester of propylene glycol and a fatty acid containing from 12 to 22 carbon atoms 0.31 Polyoxyethylene nonyl phenyl ether with a molecular weight range of 350 to 660 0.13 Lauryltrimethylammonium chloride 0.06 Ethyl acetate 9.05 Hexylene glycol 18.10 Propylene glycol 18.10 Water 54.25
References Cited UNITED STATES PATENTS 2,374,213 4/1945 Katzman 252547 2,950,255 8/1960 Goff 252547 X 3,250,718 5/1966 Foley et al 252548 X 3,368,977 2/1968 Tuvell 252541 X OTHER REFERENCES Randlett et al.: Spotting, Published by National Institute of Drycleaning, Inc., Silver Spring, Md. (1956), pp. 89, 90, 74, 75.
RICHARD D. LOVERING, Primary Examiner US. Cl. X.R.
8137; 25ll06, 170, 171, DIG. l, DIG. 14
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13003371A | 1971-03-31 | 1971-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3761429A true US3761429A (en) | 1973-09-25 |
Family
ID=22442734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00130033A Expired - Lifetime US3761429A (en) | 1971-03-31 | 1971-03-31 | Cleaning agent for removal of sticky material and method of making same |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3761429A (en) |
Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3951841A (en) * | 1972-06-08 | 1976-04-20 | Discwasher Inc. | Phonograph record cleaning composition |
| FR2395309A1 (en) * | 1978-03-15 | 1979-01-19 | Chemische Inst Schafer Ag | Cleanser concentrate for laboratory diagnostic analysis appts. - contains ionic and nonionic tenside, surfactant salt, aprotic lipophilic solvent, etc. |
| US4160823A (en) * | 1976-03-29 | 1979-07-10 | Kao Soap Co., Ltd. | Transparent hair rinsing composition |
| US4200471A (en) * | 1976-12-22 | 1980-04-29 | Hoechst Aktiengesellschaft | Process for cleaning spinnerets |
| WO1980002693A1 (en) * | 1979-05-29 | 1980-12-11 | Tepab Teknisk Produktutvekklin | A process and a means for cleaning |
| US4247342A (en) * | 1978-05-24 | 1981-01-27 | Milliken Research Corporation | Method and composition for removing ethylene glycol terephthalate oligomer deposits and dyestuff residue from textile dyeing equipment |
| US4725377A (en) * | 1985-11-15 | 1988-02-16 | Colgate-Palmolive Co. | Liquid dishwashing detergent composition for improved hand washing of dishes in cold water |
| WO1989008697A1 (en) * | 1988-03-08 | 1989-09-21 | Bp Chemicals Limited | Liquid detergent compositions |
| FR2697265A1 (en) * | 1992-10-28 | 1994-04-29 | Atochem Elf Sa | Use of an alkylene glycol etheroxide ester for degreasing the surface of an object and process and composition for this use. |
| WO1994010274A1 (en) * | 1992-10-26 | 1994-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
| US5407665A (en) * | 1993-12-22 | 1995-04-18 | The Procter & Gamble Company | Ethanol substitutes |
| US5674827A (en) * | 1994-01-11 | 1997-10-07 | Mitsubishi Chemical Corporation | Degreasing cleaner and method for cleaning oil-deposited material |
| US5749977A (en) * | 1992-10-28 | 1998-05-12 | Elf Atochem S.A. | Process and composition for degreasing the surface of an object |
| US5767049A (en) * | 1993-02-23 | 1998-06-16 | Minnesota Mining And Manufacturing Company | Wallpaper remover with oleyl sarcosine, glycerin, dibasic ester, and water |
| US5865851A (en) * | 1996-03-07 | 1999-02-02 | Reckitt & Colman Inc. | Home dry cleaning compositions |
| US5908473A (en) * | 1996-03-07 | 1999-06-01 | Reckitt & Colman | Spot pretreatment compositions for home dry cleaning |
| US20070042079A1 (en) * | 2005-08-22 | 2007-02-22 | Cadbury Adams Usa Llc | Environmentally-friendly chewing gum having reduced stickiness |
| US20070042078A1 (en) * | 2005-08-22 | 2007-02-22 | Cadbury Adams Usa Llc | Biodegradable chewing gum |
| US20080138465A1 (en) * | 2005-08-22 | 2008-06-12 | Cadbury Adams Usa Llc | Degradable chewing gum |
| US20080233233A1 (en) * | 2005-08-22 | 2008-09-25 | Cadbury Adams Usa Llc | Degradable chewing gum |
| US8263143B2 (en) | 2005-08-22 | 2012-09-11 | Kraft Foods Global Brands Llc | Degradable chewing gum |
| US8287928B2 (en) | 2005-08-22 | 2012-10-16 | Kraft Foods Global Brands Llc | Degradable chewing gum |
| CN111073768A (en) * | 2019-12-15 | 2020-04-28 | 华中科技大学同济医学院附属协和医院 | A kind of medical sol and preparation method thereof |
-
1971
- 1971-03-31 US US00130033A patent/US3761429A/en not_active Expired - Lifetime
Cited By (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3951841A (en) * | 1972-06-08 | 1976-04-20 | Discwasher Inc. | Phonograph record cleaning composition |
| US4160823A (en) * | 1976-03-29 | 1979-07-10 | Kao Soap Co., Ltd. | Transparent hair rinsing composition |
| US4200471A (en) * | 1976-12-22 | 1980-04-29 | Hoechst Aktiengesellschaft | Process for cleaning spinnerets |
| FR2395309A1 (en) * | 1978-03-15 | 1979-01-19 | Chemische Inst Schafer Ag | Cleanser concentrate for laboratory diagnostic analysis appts. - contains ionic and nonionic tenside, surfactant salt, aprotic lipophilic solvent, etc. |
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