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
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- United Kingdom
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- general formula
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- composition according
- paint
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Classifications
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- 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
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 |
---|---|
GB9222574D0 (en) | 1992-12-09 |
GB2271999B (en) | 1996-06-26 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19971027 |