GB2271999A - Paint remover comprising dichloromethane, alcohol and amino compound - Google Patents
Paint remover comprising dichloromethane, alcohol and amino compound Download PDFInfo
- Publication number
- GB2271999A GB2271999A GB9222574A GB9222574A GB2271999A GB 2271999 A GB2271999 A GB 2271999A GB 9222574 A GB9222574 A GB 9222574A GB 9222574 A GB9222574 A GB 9222574A GB 2271999 A GB2271999 A GB 2271999A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- composition
- composition according
- paint
- compound
- 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.)
- Granted
Links
- 239000003973 paint Substances 0.000 title claims abstract description 69
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 title claims abstract description 60
- -1 amino compound Chemical class 0.000 title claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 75
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 13
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 11
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 150000001450 anions Chemical class 0.000 claims abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
- 231100000252 nontoxic Toxicity 0.000 claims abstract description 4
- 230000003000 nontoxic effect Effects 0.000 claims abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002562 thickening agent Substances 0.000 claims description 8
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 5
- 108010077895 Sarcosine Proteins 0.000 claims description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical class CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 claims description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005639 Lauric acid Substances 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021314 Palmitic acid Nutrition 0.000 claims description 2
- 229910006146 SO3M1 Inorganic materials 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 claims description 2
- 230000007797 corrosion Effects 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- 239000004471 Glycine Substances 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 229940071204 lauryl sarcosinate Drugs 0.000 claims 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims 1
- 238000009472 formulation Methods 0.000 description 14
- 239000002904 solvent Substances 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000011734 sodium Substances 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 230000002035 prolonged effect Effects 0.000 description 5
- 108700004121 sarkosyl Proteins 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000007790 scraping Methods 0.000 description 3
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000007942 carboxylates Chemical group 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 150000003839 salts Chemical group 0.000 description 2
- 229940043230 sarcosine Drugs 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910021653 sulphate ion Inorganic materials 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-O bis(2-hydroxyethyl)azanium Chemical compound OCC[NH2+]CCO ZBCBWPMODOFKDW-UHFFFAOYSA-O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- NVIFVTYDZMXWGX-UHFFFAOYSA-N sodium metaborate Chemical compound [Na+].[O-]B=O NVIFVTYDZMXWGX-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical group [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D9/00—Chemical paint or ink removers
- C09D9/04—Chemical paint or ink removers with surface-active agents
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Paints Or Removers (AREA)
Abstract
A paint remover composition comprises a mixture of methylene chloride, an aliphatic alcohol containing from 1 to 6 carbon atoms and at least one compound selected from (i) compounds having the general formula I <IMAGE> wherein R<1> is H or a group of the formula <IMAGE> where R<3> is a straight or branched chain 6-22 C alkyl or alkenyl group; R<2> is H, methyl or ethyl; n is 1 or 2; and 0 is -COOM<1> or -SO3M<1>, in which M<1> is an alkali metal cation or an optionally substituted ammonium group; (ii) compounds having the general formula II <IMAGE> wherein R<4> is a straight or branched chain 6-22 C alkyl or alkenyl group; R<5> is H or -CH2COOM<2>, where M<2> is H, Na or a substituted ammonium group; R<6> is -COOM<3>, -CH2COOM<3> or -CH(OH)CH2SO3M<3>, where M<3> is H, Na or a substituted ammonium group; A<-> is a non-toxic and anion; and (iii) compounds having the general formula III <IMAGE> wherein R<7> is H or -(CH2CH2O)z-H; R<8> is a straight or branched chain 6-22 C alkyl or alkenyl group; m is 0 or 1; and each of x, y and z is an integer wherein the total number of (CH2CH2O) groups is in the range of from 2 to 50.
Description
NOVEL COMPOSITION
The present invention relates to paint remover compositions. More particularly, it relates to a composition containing methylene chloride for use in removing paint from a substrate surface.
Paint removing compositions containing methylene chloride are well known and typically use a solvent combination of methylene chloride with a low molecular weight alcohol. One major problem arising with the use of such compositions is that the residues of old paint obtained after application of the paint remover to a painted substrate surface are difficult to remove completely from the substrate surface so as to allow new paint to be applied thereto. Traditional methods have involved washing the substrate surface with a solvent such as with white spirit, which is a petroleum distillate, or with methylated spirits.
Such solvents have a number of disadvantages. For instance, they are flammable and, therefore, potentially hazardous. They have strong odours which may be unpleasant in the workplace. Both solvents are aggressive defatting agents for the skin thus necessitating the use of gloves to protect the skin during handling. Of course, any gloves used have to be formed of a substance resistant to attack by the solvent. The costs of using gloves and the costs of using such solvents add substantially to the total cost of stripping old paint from an article.
The paint remover composition of the present invention avoids the above described disadvantages of conventional methylene chloride-based paint removers.
In particular, it attacks paint layers so as to produce residues that can be displaced using a water wash.
The present invention provides a paint remover composition comprising a mixture of methylene chloride, an aliphatic alcohol containing from 1 to 6 carbon atoms and at least one compound selected from (i) compounds having the general formula I
wherein R1 is H or a group of the formula
where R3 is a straight or branched chain 6-22 C alkyl or alkenyl group; R2 is H, methyl or ethyl; n is 1 or 2; and Q is -COOM1 or -SO3M1, in which M1 is an alkali metal cation or an optionally substituted ammonium group; (ii) compounds having the general formula II
wherein R4 is a straight or branched chain 6-22 C alkyl or alkenyl group; R5 is H or -CH2COOM2, where M2 is H, Na or a substituted ammonium group;R6 is - COOM3 -CH2COOM3 or -CH(OH)CH2SO3M3, where M3 is H,
Na or a substituted ammonium group; A is a non-toxic anion; and (iii) compounds having the general formula III
wherein R7 is H or -(CH2CH2O)z-H; R8 is a straight or branched chain 6-22 C alkyl or alkenyl group; m is 0 or 1; and each of x, y and z is an integer wherein the total number of (CH2CH2O) groups is in the range of from 2 to 50.
We have found that the use of a compound having the general formula I, II or III in association with a methylene chloride-alcohol system improves penetration of paint layers leading to faster paint removal. Furthermore, the paint remover composition of the invention, after application to a painted substrate, gives rise to water-displaceable paint residues making it possible to clean the treated surface by washing with water; the use of organic solvents thus being unnecessary.
Methylene chloride will typically be present in the composition of the invention in an amount of from 75 to 95%, preferably from 83 to 88%, by weight based on the weight of the composition. The methylene chloride will usually comprise the main paint removing solvent in the composition. It is possible, however, that part of the methylene chloride content is replaced by one or more other paint removing solvents.
The composition of the invention also comprises an aliphatic alcohol containing from 1 to 6 carbon atoms. Preferably, the alcohol is monohydric and contains from 1 to 3 carbon atoms. Methanol is especially preferred as the aliphatic alcohol used in association with the methylene chloride. The aliphatic alcohol will usually be used in an amount of from 0.3 to 20.0% by weight, preferably from 6 to 12% by weight, based on the weight of the composition.
The water-displaceability of old paint residues remaining after using the composition of the invention on a painted substrate is a property achieved by the incorporation into the composition of a compound having the formula I, II or III above which has surface active properties. In the general formula I above the group R1 may be H or an aliphatic acyl group
An example of a compound wherein R1 is H is sodium sarcosine, i.e., the sodium salt of N-methylglycine.
Preferably, however, the compound of the formula I will be an alkali metal or ammonium salt of the reaction product of a 6 to 22 C alkanoic or alkenoic acid with an amino carboxylic acid or amino sulfonic acid. Examples of such 6 to 22 C acids include the fatty acids lauric acid, myristic acid, palmitic acid, stearic acid and oleic acid. In formula I, R2 is H, methyl or ethyl. R2 preferably, however, is a methyl group. The group Q is a carboxylate or sulfonate in salt form where the cation is provided by an alkali metal, such as lithium, sodium or potassium or by an ammonium ion or a substituted ammonium ion, for example monoisopropylammonium ion, monoethanolammonium ion, diethanolammonium ion or triethanolammonium ion.
Preferred examples of compounds having the formula I include sodium N-laurylsarcosinate, sodium N-oleyl sarcosinate and sodium N-lauryltaurinate. The compound having the formula I above is typically present in the composition in an amount of from 0.1 to 3.0% by weight, preferably from 0.5 to 1.5 by weight, based on the weight of the composition.
The compounds of the general formula II above which contain a substituted imidazolinium group are amphoteric surfactants and contain a sulphonate group or one or two carboxylate groups. Typically, R4 in the general formula II above will be a fatty aliphatic group such as a 10-18 C alkyl or alkenyl group. The anion A may be any non-toxic anionic group capable of forming a salt with the imidazolinium group. Examples of suitable anionic groups include chloride, sulphate, hydroxide, organic sulphate such as methyl sulphonate and benzene sulphonate.
The compounds of the general formula III are ethoxylated amines. Their surfactant behaviour ranges from cationic, where the degree of ethoxylation is low, to non-ionic where the degree of ethoxylation is high. A detailed description of such compounds can be found in "Surfactants UK 1979 n by Dr Gordon Hollis, pp 129-131. Preferably, the compounds of the general formula III contain a group R8 which is a straight chain 10-18 C alkyl or alkenyl group (a fatty alkyl or alkenyl group) and have a value for m of 0 and contain a total number of ethoxy (CH2CH2O) groups in the range of from 4 to 10, especially about 5. An example of such a compound is ethoxylated oleylamine. The ethoxylated amine will, in general, be used in the composition of the invention in an amount of not greater than 6% by weight.
Other substances may also be incorporated into the paint remover composition of the invention. For instance, the action of the paint remover composition of the invention may be improved by incorporating into the composition an adjunct compound, examples of which include ammonium salts, monoethanolamine, diethanolamine, triethanolamine and monoisopropylamine.
The adjunct, when used, will be present in the composition at a typical concentration of from 0.1 to 3% by weight based on the total weight of the composition. Preferably, the adjunct will be used at a concentration of from 1 to 2t by weight based on the weight of the composition.
The paint remover composition may further contain one or more of waxes, inhibitors, thickeners and additional solvents. The incorporation of a wax, e.g., paraffin wax or vegetable wax, has the effect of retarding evaporation from a layer of paint remover applied to a painted surface by forming a very fine skin over the applied layer. Typically, such a wax will be solid at ambient temperatures, i.e., will have a melting point of at least about 25"C, and will be incorporated into the composition at a concentration of from 0.2 to 3.5% by weight based on the weight of the composition. One or more thickeners may also be used in the composition to improve its viscosity in order to facilitate the application of the composition to a painted substrate surface and to cause it to remain on a surface (e.g., vertical) to which it is applied.Such thickeners, and the concentrations used, are known in the art. Furthermore, if it is intended to store or market the paint remover compositions of the invention in metal containers, the incorporation of one or more corrosion inhibitors in the composition may be preferred. Such inhibitors, which are known in the art, include as examples sodium metaborate and sodium nitrite.
A preferred paint remover composition according to the invention may be prepared by the following procedure. Firstly, methylene chloride is added to a mixing vessel and the temperature of the methylene chloride is maintained at a value in the range of from 15"C to 30"C. While stirring the methylene chloride the surfactant compound of formula
I is added slowly and allowed to disperse into the contents of the vessel. Maintaining stirring, an adjunct compound is added and allowed to disperse into the contents of the vessel. Then, the chosen alcohol is added to the mixture while stirring. Stirring may be stopped when the mixture is homogeneous.In the event that a thickened paint remover composition is required, the thickener (e.g., a methyl cellulose type thickener) is preferably added to the methylene chloride under constant stirring before the addition of the surfactant compound.
EXAMPLES
Example 1
A paint remover composition according to the invention has the following formulation.
% by weight based on the
Ingredient weight of the composition methylene chloride 86.0
Bermocoll PR (thickener) 1.2 sodium N-lauryl sarcosinate 1.0 triethanolamine 0.8 methanol 10.0 paraffin wax 1.0
100.0
Example 2
The paint remover composition having the formulation set out in Example 1 was tested on an area of a 60 year old door bearing 16 layers of paint. The oldest layers of paint were 60 years old and the 6-8 oldest layers of undercoat and gloss paint would almost certainly have had a high linseed oil content.
The number of applications necessary to achieve complete paint removal and the total contact time required were recorded. The test was repeated on different areas of the same painted door using some commercially-available paint remover formulations.
The results obtained are set out in Table I below.
TABLE I
PAINT VAS PRODUCT HOW MA@Y APP- WHAT WAS WAS THE REMOVER ABLE TO ACHIEVE LICATIO@S @ERE THE TOTAL PRODUCT COMPOSITION COMPLETE PAI@T REQUIRED TO CONTACT READILY REMDVAL ? ACHIEVE THIS ? TIME WATER
REQUIRED ? RINSABLE? INVENTION YES 3 31 mins YES (EXAMPLE 1) NITROXORS YES 4 55 mins NO ALL PURPOSE RONSTRIP YES 1 10 hours YES POLYSTRIPPA1 YEW 4 48 mins NO STRYPIT1 YES 3 43 mins NO BLACKFRIARS YES 3 43 mins NO PAInT/VAP@- ISH REMOVER1 COLRON HARD NO N/A N/A N/.A.
SURFACE REMOVER1 1 - All proprietary formulations comprise a thickened composition containing methylene chloride and methanol.
According to this test, the composition according to the invention was able to strip 16 layers of paint (in three applications) in 31 minutes. The old paint residues were easily and completely rinsed away using water. Of the commercially-available composition tested, those marketed under the names "STRYPIT" and "Blackfriars Paint/Varnish Remover" were the quickest (requiring 3 applications and a total contact time of 43 minutes). The old paint residues produced during treatment using these commerciallyavailable formulations were not, however, readily rinsed away using water.
Example 3
An 18 year old door bearing 3 layers of paint was used. The age of the paint was not precisely known, but was estimated to be 6 to 8 years old. The top coat was gloss paint.
A sample of the composition of the invention described in Example 1 and a sample of a commerciallyavailable paint-stripping formulation marketed under the name "TETRA PAINT STRIPPER" were each performance tested by a professional painter and decorator. The results are set out in Table II
TABLE II
PRODUCT VAS PRODUCT HOW MANY APP- WHAT WAS ABLE ! AXLE TO ACHIEVE ! LICATIONS WERE ! THE TOTAL CO)(PLETE PAINT ! REQUIRED TO ' CONTACT REMOVAL ? ACHIEVE THIS ? TIME.
REQUIRED ? I I ; INVENTION YES 2 12 mins (EXAMPLE 1) TETRA PAINT YES 4 35 mins STRIPPER * * a proprietary paint stripper formulation comprising methanol and methylene chloride.
Example 4
The removal of two pack, factory stoved automotive paint is known to be a problem in the motor industry. Therefore, there would be a market for a stable, easy to handle material which would accomplish this task.
A sample of the paint remover composition described in Example I was applied to the wing of a
Vauxhall Astra car. The paint system was two pack paint, factory stoved. Ambient temperature was 20 C throughout. The test area was examined from time to time. The results achieved are listed below.
PRODUCT WAS PRODUCT HOW MANY APP- WHAT WAS WAS THE ABLE TO ACHIEVE ! LICATIONS WERE ! THE TOTAL ! PRODUCT COMPLETE PAINT REQUIRED TO CO@TACT READILY REKOVAL ? ACHIEVE THIS ? TIME WATER REQUIRED ? RINSABLE? ! ! w C C INVENTION YES 1 39 mins YES (EXAMPLE1) Example 5
Test samples were prepared by painting sheets of new wood with one layer of a proprietary oil-based primer paint and then, after drying, with one layer of a proprietary oil-based white gloss paint. The test samples, after complete drying of the paint had occurred, were arranged horizontally.
Various paint remover formulations were prepared. The formulations were as set out below:
Ingredient Content (% weight/weight)
Surfactant 5
Thickener 1.2
Adjunct (when used) 1.0
Methanol 10.0
Paraffin wax 1.0
Methylene chloride balance
Each formulation was applied to the surface of a sample and left for 15 minutes. The paint removing performance of each formulation was assessed and graded on a scale of 1 to 10. The residues of the paint, after treatment with the paint remover formulations, were swabbed with water and the ease of removal of the paint residues obtained by each formulation was assessed and graded on a scale of 1 to 10. The grading scales used are set out in Tables below.
Paint Removing Performance
Rating Results Produced
10 Complete removal of all paint layers. No
mechanical effort (scraping) needed to
remove final residues.
7 Complete removal of all paint layers. Some
scraping needed.
5 Near complete removal of all paint. Some
scraping needed.
2 Limited penetration of paint layers,
leading to incomplete paint removal.
1 No removal
Water Rinsability
Rating Results Produced
10 Immediate and complete release of residues,
leaving clean substrate. No rubbing
needed.
7 Complete release of residues after
prolonged rinsing. No rubbing needed.
5 Complete release of residues after
prolonged rinsing. Some mechanical
agitation (rubbing) needed.
2 Little residues remained after prolonged
rinsing and prolonged mechanical agitation.
1 Much residue remained attached to the
substrate even after prolonged rubbing and
rinsing.
The results obtained for the different paint remover formulations containing different surfactants are set out below.
Surfactant type Paint Removing Water
Performance Rinsability
Control (no surfactant) 5 2
Potassium alkyl phosphate ("TRITON H66" ex Rohm & 2 10
Haas (UK) Limited)
Sodium aryl phosphate ("GAFAC RE-610" ex Rhone 2 10
Poulenc (UK) Limited)
Sodium aryl phosphate + sodium N-lauroyl sarcosinate 2 10 ("HAMPOSYL L95" from
W R Grace Limited) ethoxylated fatty alcohol (containing an average of about 5 moles of ethylene 5 2 oxide) ("LUTENSOL ON 50" ex BASF (UK) Limited) sarcosine acid + triethanolamine 5 7 sodium N-lauroyl sarcosinate 7 7 sodium N-lauroyl sarcosinate + 10 10 triethanolamine
Claims (11)
- CLAIMS 1 A paint remover composition comprising a mixture of methylene chloride, an aliphatic alcohol containing from 1 to 6 carbon atoms and at least one compound selected from (i) compounds having the general formula Iwherein R1 is H or a group of the formulawhere R3 is a straight or branched chain 6-22 C alkyl or alkenyl group; R2 is H, methyl or ethyl; n is 1 or 2; and Q is -COOM1 or -SO3M1, in which M1 is an alkali metal cation or an optionally substituted ammonium group; (ii) compounds having the general formula IIwherein R4 is a straight or branched chain 6-22 C alkyl or alkenyl group; R5 is H or -CH2COOM2, where M2 is H, Na or a substituted ammonium group; R6 is -COOM3, -CH2COOM3 or -CH(OH)CH2SO3M3, where M3 is H, Na or a substituted ammonium group;A- is a non-toxic anion; and (iii) compounds having the general formula IIIwherein R7 is H or -(CH2CH2O)z-H; R8 is a straight or branched chain 6-22 C alkyl or alkenyl group; m is 0 or 1; and each of x, y and z is an integer wherein the total number of (CH2CH2O) groups is in the range of from 2 to 50.
- 2 A composition according to claim 1, containing a compound of the general formula I which is an alkali metal salt or an optionally-substituted ammonium salt of the reaction product of a fatty acid selected from lauric acid, myristic acid, palmitic acid, stearic acid and oleic acid with an amino acid selected from glycine, N-methyl glycine and 2-aminoethane sulphonic acid.
- 3 A composition according to claim 2, wherein the compound of the general formula I is an alkali metal salt or an optionally substituted ammonium salt of N-lauryl sarcosinate or N-lauryltaurinate.
- 4 A composition according to claim 1, containing a compound of the general formula III in which R8 is a straight or branched chain 10-18 C alkyl or alkenyl group, m is 0 wherein the total number of (CH2CH2O) groups is in the range of from 4 to 10.
- 5 A composition according to claim 4, wherein the compound having the formula III is an ethoxylated oleylamine.
- 6 A composition according to any one of claims 1 to 5, wherein the aliphatic alcohol is methanol.
- 7 A composition according to any one of claims 1 to 6, which additionally contains a compound selected from ammonium salts, monoethanolamine, diethanolamine, triethanolamine and monoisopropylamine.
- 8 A composition according to claim 7, wherein triethanolamine is present at a concentration in the range of from 0.1 to 3% by weight based on the weight of the composition.
- 9 A composition according to any one of claims 1 to 3, wherein the concentration of the compound of the general formula I is in the range of from 0.1 to 3% by weight based on the weight of the composition.
- 10 A composition according to any one of claims 1 to 9, which additionally contains one or more of wax, a corrosion inhibitor and a thickener.
- 11 A composition substantially as hereinbefore described with reference to Example 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9222574A GB2271999B (en) | 1992-10-27 | 1992-10-27 | Novel composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9222574A GB2271999B (en) | 1992-10-27 | 1992-10-27 | Novel composition |
Publications (3)
Publication Number | Publication Date |
---|---|
GB9222574D0 GB9222574D0 (en) | 1992-12-09 |
GB2271999A true GB2271999A (en) | 1994-05-04 |
GB2271999B GB2271999B (en) | 1996-06-26 |
Family
ID=10724147
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9222574A Expired - Fee Related GB2271999B (en) | 1992-10-27 | 1992-10-27 | Novel composition |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB2271999B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998056864A1 (en) * | 1997-06-12 | 1998-12-17 | Ithiel Mogridge | Interior textured coating remover composition |
WO1999001515A1 (en) * | 1997-07-05 | 1999-01-14 | Ithiel Mogridge | Paint removing compositions |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1314711A (en) * | 1969-07-24 | 1973-04-26 | Dow Chemical Co | Composition for reflowing organic surfaces |
US4445939A (en) * | 1982-08-19 | 1984-05-01 | Hodson James V | Stripping and conditioning solutions for treating coated substrates and method for their use |
GB2150587A (en) * | 1982-05-05 | 1985-07-03 | Wilcot | Paint remover |
-
1992
- 1992-10-27 GB GB9222574A patent/GB2271999B/en not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1314711A (en) * | 1969-07-24 | 1973-04-26 | Dow Chemical Co | Composition for reflowing organic surfaces |
GB2150587A (en) * | 1982-05-05 | 1985-07-03 | Wilcot | Paint remover |
US4445939A (en) * | 1982-08-19 | 1984-05-01 | Hodson James V | Stripping and conditioning solutions for treating coated substrates and method for their use |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998056864A1 (en) * | 1997-06-12 | 1998-12-17 | Ithiel Mogridge | Interior textured coating remover composition |
US6635608B1 (en) | 1997-06-12 | 2003-10-21 | Ithiel Mogridge | Interior textured coating remover composition |
WO1999001515A1 (en) * | 1997-07-05 | 1999-01-14 | Ithiel Mogridge | Paint removing compositions |
US6632782B1 (en) | 1997-07-05 | 2003-10-14 | Ithiel Mogridge | Paint removing compositions |
Also Published As
Publication number | Publication date |
---|---|
GB2271999B (en) | 1996-06-26 |
GB9222574D0 (en) | 1992-12-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2523111B2 (en) | Demulsifying detergent formulation | |
EP0304451A1 (en) | Paint removing compositions | |
US5700768A (en) | Floor cleaning compositions | |
AU5490700A (en) | Paint and coating remover | |
EP0093388A2 (en) | Water-borne soft coating compositions and processes therefor | |
US4140647A (en) | Detergent composition | |
US5744437A (en) | Single phase liquid composition for cleaning and paint stripping and use thereof | |
US2438038A (en) | Method of removing paint, varnish, and lacquer films from surfaces | |
CN114164062A (en) | Water-based asphalt cleaning agent and preparation method thereof | |
US2951043A (en) | Cleaner for paint applicators | |
GB2271999A (en) | Paint remover comprising dichloromethane, alcohol and amino compound | |
EP0925335B1 (en) | Paint removing compositions | |
CN114214126A (en) | Water-based cleaning composition, preparation method and application thereof | |
JPH10501564A (en) | Liquid laundry detergent composition containing lipolytic enzyme and special soap | |
US5837078A (en) | VOC-free protective coating | |
US20060058208A1 (en) | Paint & ink remover two-phase system | |
US20230212479A1 (en) | Dry-wash aerospace cleaning composition | |
US2886477A (en) | Metal cleaning and phosphating composition | |
CN102268685B (en) | Detergent for copper strips | |
US5865882A (en) | Voc-free protective coating | |
US2857298A (en) | Composition and method for cleaning and phosphating metal | |
US3959530A (en) | Cleaning and protective coating composition and method | |
US6548468B1 (en) | Solvent-free or solvent-minimized process and composition for cleaning hard surfaces, especially for removing long-dried paint and carbonaceous soils from aluminum engine parts | |
JP2000008080A (en) | Industrial detergent composition and cleaning using the same | |
JPH0925497A (en) | Detergent for wax and water-soluble processing liquid |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19971027 |