EP1049750A1 - Abbeizmittel-zusammensetzung - Google Patents

Abbeizmittel-zusammensetzung

Info

Publication number
EP1049750A1
EP1049750A1 EP99900970A EP99900970A EP1049750A1 EP 1049750 A1 EP1049750 A1 EP 1049750A1 EP 99900970 A EP99900970 A EP 99900970A EP 99900970 A EP99900970 A EP 99900970A EP 1049750 A1 EP1049750 A1 EP 1049750A1
Authority
EP
European Patent Office
Prior art keywords
composition according
stripping
dimethoxybenzene
cyclopentanone
solvent
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.)
Withdrawn
Application number
EP99900970A
Other languages
English (en)
French (fr)
Inventor
Jean-Luc Joye
Jean-Claude Galliot
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
Original Assignee
Rhodia Chimie SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhodia Chimie SAS filed Critical Rhodia Chimie SAS
Publication of EP1049750A1 publication Critical patent/EP1049750A1/de
Withdrawn legal-status Critical Current

Links

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
    • C09D9/005—Chemical paint or ink removers containing organic solvents

Definitions

  • the present invention relates to a composition for stripping coatings, for example based on paints.
  • the invention also relates to the process for stripping paints deposited on a substrate using said composition.
  • the first paint stripping compositions were based on methylene chloride and / or 1,1,1-trichloroethane (T.1.1.1.) (See for example US-A 2,507,983 and DE-A 2,524752 ).
  • compositions have the advantage of being effective and inexpensive. However, they can cause damage to the environment and more particularly to the ozone layer (Montreal protocol aimed at stopping the use of T.1.1.1 normally at the end of 1995).
  • compositions are not always suitable for the stripping of coatings of different nature such as water-based paints, oil-based paints, lacquers, varnishes and plastic resins. It is known from US-A 2694658 to use dimethyl sulfoxide as a solvent for pickling paints. However, this type of solvent has the disadvantage of being very expensive and requires being used in large quantities.
  • a new stripping composition comprising an aprotic polar solvent and an ether comprising one or more methoxy groups and having well-defined characteristics such as a flash point greater than 0 ° C. and a lower molar volume. to 160.
  • the present invention aims to provide a composition for the stripping of coatings including paints 2 characterized in that it comprises at least one carbocyclic ketone having 5 atoms in the ring.
  • Carbocyclic ketone having 5 atoms is meant any ketone compound having a saturated hydrocarbon ring of 5 carbon atoms and optionally bearing a substituent.
  • the ring can carry a substituent.
  • the number of substituents on the cycle is at most 4 but generally there is the presence of one or two substituents on the cycle.
  • the nature of the substituent can be very varied and not limiting. However, due to economic imperatives, the ketone compounds cannot be overly sophisticated and generally the substituents are alkyl groups having 1 to 4 carbon atoms, preferably a methyl group or a halogen atom, preferably a fluorine atom.
  • cyclopentanone means cyclopentanone or a substituted cyclopentanone.
  • Cyclopentanone is preferably used.
  • the stripping compositions of the invention combine a ketone as defined by the invention and an aprotic polar solvent.
  • polar aprotic solvents examples include acetylacetone, acetonitrile, dimeethylsu oxide, dimethylformamide, N-methylmorpholine, N-methyl-2-pyrolidone and their mixtures.
  • Another class of solvents which can be associated with cyclopentanone, is constituted by aliphatic, cycloaliphatic or aromatic ethers.
  • polar aprotic solvent anisole, phenetole, acetylacetone, acetonitrile, dimethylformamide, N-2-methylpyrolidone are preferably chosen.
  • the object of the present invention is to propose a composition allowing the stripping of paints comprising, by volume:
  • compositions of the invention therefore comprise at least, by volume: (1) - from 20 to 80% of an aprotic polar solvent, and more preferably from 20 to 50%, (2) - from 20 to 80% a carbocyclic ketone, and more preferably from 50 to 80%.
  • compositions according to the invention are given below: (1) - from 1 to 90%, preferably from 20 to 80% and even more preferably from 20 to 50% of an aprotic polar solvent chosen from acetylacetone, acetonitrile, dimethylformamide, N-methyimorpholine, N-methyl-2-pyrolidone, 1-tert-butoxy-2-methoxyethane, anisole, phenetole, ethylene glycol dimethyl ether, 1,2 -dimethoxybenzene, 1,3-dimethoxybenzene, 1,4-dimethoxybenzene, 2-methoxy-1,3-dioxolane, diethylene glycoldimethyl ether, 1,2,3-trimethoxybenzene and their mixtures, (2) - from 1 to 90%, preferably from 20 to 80%, and even more preferably from 50 to 80% of cyclopentanone.
  • an aprotic polar solvent chosen from acetylacetone, acetonitrile, dimethyl
  • compositions according to the invention comprise: (1) - from 1 to 90%, preferably from 20 to 80% and even more preferably from 20 to 50% of a chosen aprotic polar solvent 4 among acetylacetone, acetonitrile, dimethylformamide, N-methyl-2-pyrolidone, anisole, phenetole and their mixtures, (2) - from 1 to 90%, preferably from 20 to 80% , and even more preferably from 50 to 80% of cyclopentanone.
  • a chosen aprotic polar solvent 4 among acetylacetone, acetonitrile, dimethylformamide, N-methyl-2-pyrolidone, anisole, phenetole and their mixtures
  • compositions according to the invention may also contain other conventional additives.
  • additives there may be mentioned, inter alia, a co-solvent, a surfactant, a thickener, an activator, a corrosion inhibitor, an evaporation retarder or any other additive insofar as it does not exist. not a chlorinated solvent.
  • co-solvent generally makes it possible to increase the pickling performance of a composition by facilitating the dissolution of the plasticizers present in the paint.
  • co-solvents it is possible to use a liquid, aliphatic or aromatic and odorless hydrocarbon-based solvent having a flash point greater than 50 ° C., preferably greater than 70 ° C. so that this solvent is not classified in the flammable liquids.
  • solvents derived from petroleum and with a high flash point are in particular mineral spirits such as white spirit and naphthas.
  • ISOPAR from Exxon
  • SOLTROL from Shell
  • HI-SOL solvents from Ashland, in particular SOLVESSO 100, 150 and 200.
  • hydrocarbon derivatives being classified Xn are gradually replaced by solvents of the dialkyl ester type of an aliphatic diacid making it possible to avoid labeling Xn on the finished product.
  • a C 1 -C 4 dialkyl ester of at least one C 4 -C 6 aliphatic diacid is preferred.
  • the mixture of diacid esters are esters derived essentially from adipic, glutaric and succinic acids, the alkyl groups of the ester part being especially chosen from methyl and ethyl groups, but may also be propyl, isopropyl, butyl, n-butyl and isobutyl.
  • the diacids C 4 to Ce above are in fact the by-products of the preparation of adipic acid which is one of the main monomers of polyamides, and the dialkyl esters are obtained by esterification of this by-product which contains generally by weight from 15 to 30% of succinic acid, from 50 to 75% of glutaric acid and from 5 to 25% of adipic acid.
  • Diacid esters are commercially available products. As commercial products, there may be mentioned more particularly Rhodiasolv RPDE® marketed by the company Rhône-Poulenc and "Du Pont Dibasic Esters®” marketed by the Company Du Pont de Nemours.
  • As regards the quantity of co-solvent to be used it is recommended to use from 10 to 100 volumes, preferably from 30 to 60 volumes of the co-solvent per 100 volumes of (1) and (2).
  • surfactants facilitate rinsing with water of the compositions on the substrate to be stripped and, in certain cases, of accelerating the stripping action.
  • anionic surfactants examples include anionic surfactants of the alkali metal soap type (alkaline salts of C8-C24 fatty acids), alkali sulfonates (C ⁇ -C13 alkylbenzene sulfonates, C12 alkylsulfonates) C16), fatty alcohols in C ⁇ -Ci ⁇ oxyethylenated and sulphated, alkylphenols in C8-C13 oxyethylenated and sulphated, alkali sulphosuccinates (alkyl sulphosuccinates in C12-C16) ...
  • nonionic surfactants there may be mentioned, inter alia, ethoxylated or ethoxy-propoxylated alkylphenols and ethoxylated or ethoxy-propoxylated fatty alcohols, ethoxylated or ethoxy-propoxylated triglycerides, ethoxylated or ethoxy-fatty acids propoxylated, ethoxylated or ethoxy-propoxylated sorbitan esters, ethoxylated or ethoxy-proproxylated amines, ethoxylated or ethoxy-propoxylated di (phenyl-ethyl) phenols, tri (1-ethyl phenyl) ethoxylated or ethoxylated phenols .
  • OE and / or oxypropylene (OP) units of these nonionic surfactants usually varies from 2 to 100 depending on the HLB (hydrophilic / lipophilic balance) desired.
  • HLB hydrophilic / lipophilic balance
  • the number of OE and / or OP units is between 2 and 50.
  • the ethoxylated or ethoxy-propoxylated alkylphenols generally have 1 or 2 alkyl groups, linear or branched, having 4 to 12 carbon atoms, in particular octyl, nonyl or dodecyl.
  • nonionic surfactants By way of examples of preferred nonionic surfactants, mention may be made of ethoxylated nonylphenol with 2 to 9 ethylene oxide units.
  • the ethoxylated or ethoxy-propoxylated fatty alcohols generally have from 6 to 22 carbon atoms, the OE and OP units being excluded from these numbers, and are preferably ethoxylated.
  • the ethoxylated or ethoxy-propoxylated triglycerides can be triglycerides of plant or animal origin (such as lard, tallow, peanut oil, butter oil, cottonseed oil, oil flaxseed, oil olive, palm oil, grape seed oil, fish oil, soybean oil, castor oil, rapeseed oil, coconut oil, coconut oil), and are preferably ethoxylated.
  • ethoxylated triglyceride is used in the present invention to cover both the products obtained by ethoxylation of a triglyceride with ethylene oxide and those obtained by transesterification of a triglyceride with a polyethylene glycol.
  • the ethoxylated or ethoxy-propoxylated fatty acids are esters of fatty acids (such as for example oleic acid, stearic aid) and are preferably ethoxylated.
  • ethoxylated fatty acid includes both the products obtained by ethoxylation of a fatty acid with ethylene oxide as well as those obtained by esterification of a fatty acid with a polyethylene glycol.
  • the ethoxylated or ethoxy-propoxylated sorbitan esters are cyclized sorbitol esters of fatty acids from C 10 to C 2Q such as lauric acid, stearic acid or oleic acid, and are preferably ethoxylated.
  • Ethoxylated or ethoxy-proproxylated fatty amines generally have from 10 to 22 carbon atoms, the OE and OP units being excluded from these numbers, and are preferably ethoxylated.
  • the surfactant (s) may be used at a content which may for example be between 0.1 and 10%, preferably 0.5 and 5% by weight relative to the total weight of the composition.
  • compositions of the invention contain thickening agents so that the composition can be applied to vertical surfaces.
  • thickening agents can be used such as, for example, cellulose derivatives (ethylcellulose, hydroxypropycellulose), xanthan, guar, locust bean gums, alginates, polyacrylates, starches, modified starches and modified clays.
  • the thickening agents are preferably used at a content of between 0.5 and 10% by weight relative to the total weight of the composition, preferably between 1 and 3%.
  • an activator It is a small polar molecule that will help break the adhesive bonds between the paint film and the substrate.
  • an amine preferably triethanolamine (TEA).
  • the activators are preferably used at a content of between 0.5 and 2% by weight relative to the total weight of the composition, preferably around 1%.
  • the stripping compositions can also contain, for example, corrosion inhibitors, preferably triethylammonium phosphate or sodium benzoate; evaporation retarders, for example paraffinic fats having a melting point between 46 and 57 ° C; abrasive particles chosen from aluminum oxide, silica, silicon carbide, tungsten carbide and silicon carbonitride.
  • corrosion inhibitors preferably triethylammonium phosphate or sodium benzoate
  • evaporation retarders for example paraffinic fats having a melting point between 46 and 57 ° C
  • abrasive particles chosen from aluminum oxide, silica, silicon carbide, tungsten carbide and silicon carbonitride.
  • compositions according to the invention allow the paint stripping.
  • paints is used generically. It designates any coating of a polymeric nature deposited on a support and more particularly, paints strictly speaking, varnishes and plastic resins.
  • compositions are more particularly applicable in the case of glycerophthalic, polyurethane, acrylic, alkyd-urethane, acrylic-polyurethane and epoxy paints.
  • the paints are preferably paints used in the household and industrial sector, in particular the building industry.
  • the substrates to be cleaned or pickled can be very varied in nature.
  • wood The most common are wood; metals and their alloys such as steel, stainless steel, aluminum, copper, iron; plastics and mineral glasses.
  • compositions comprising cyclopentanone and / or anisole and / or phenetole and / or DMF and / or NMP and / or acetylacetone and / or acetonitrile are used to strip paints preferably of polyester or polyurethane.
  • the invention also relates to a process for stripping paints on substrates, characterized in that said paints are brought into contact with a composition according to the present invention.
  • compositions according to the invention can be prepared at ambient temperature (generally 5 to 25 ° C.), by simple mixing of the various components, using an agitator or any other suitable device. 8
  • the stripping process is carried out by bringing the object or surface to be stripped into contact with the composition according to the present invention.
  • Contacting the object or surface to be stripped with the composition according to the present invention can be done by various means.
  • immersion, spraying, coating with a brush we can mention immersion, spraying, coating with a brush.
  • the contacting is carried out at a temperature between 5 and
  • the contact time is between 15 and 120 minutes.
  • Cyclopentanone is advantageously combined with anisole or phenetole.
  • composition of the invention is free from chlorinated solvents and is stable on storage for at least one year.
  • Solvent composition containing 1% by weight Paint Formic acid paint and 3% TEA by weight polyurethane polyester
  • Cyclopentanone alone is the most effective solvent for both polyester and polyurethane paints.
  • the stripping power of cyclopentanone can be improved by combining it with solvents such as anisole, NMP, DMF, acetonitrile and acetylacetone, in particular with respect to polyurethane paint.

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)
  • Paints Or Removers (AREA)
EP99900970A 1998-01-21 1999-01-20 Abbeizmittel-zusammensetzung Withdrawn EP1049750A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9800608A FR2773813B1 (fr) 1998-01-21 1998-01-21 Composition pour decaper les peintures a base d'une cetone cyclique
FR9800608 1998-01-21
PCT/FR1999/000112 WO1999037727A1 (fr) 1998-01-21 1999-01-20 Composition pour decaper les peintures

Publications (1)

Publication Number Publication Date
EP1049750A1 true EP1049750A1 (de) 2000-11-08

Family

ID=9521990

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99900970A Withdrawn EP1049750A1 (de) 1998-01-21 1999-01-20 Abbeizmittel-zusammensetzung

Country Status (6)

Country Link
EP (1) EP1049750A1 (de)
JP (1) JP2002501105A (de)
AU (1) AU2060899A (de)
BR (1) BR9907015A (de)
FR (1) FR2773813B1 (de)
WO (1) WO1999037727A1 (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6824623B1 (en) 1999-09-22 2004-11-30 Cognis Corporation Graffiti remover, paint stripper, degreaser
WO2003052004A1 (en) * 2001-12-14 2003-06-26 Aero-Chem, Llc Cyclic ether based paint remover
TW200641560A (en) * 2005-02-09 2006-12-01 Showa Denko Kk Photosensitive composition removing liquid
EP1788436B1 (de) * 2005-11-16 2013-01-09 Shin-Etsu Chemical Company, Ltd. Nachbearbeitungsverfahren für Fotoresist-Filme
JP4758303B2 (ja) * 2005-11-16 2011-08-24 信越化学工業株式会社 フォトレジスト膜のリワーク方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3276179D1 (en) * 1981-12-07 1987-06-04 Intercontinental Chem Corp Method and use of a composition for cleaning and/or reclaiming printing screens
US5011621A (en) * 1990-06-04 1991-04-30 Arco Chemical Technology, Inc. Paint stripper compositions containing N-methyl-2-pyrrolidone and renewable resources

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9937727A1 *

Also Published As

Publication number Publication date
FR2773813A1 (fr) 1999-07-23
BR9907015A (pt) 2000-10-17
WO1999037727A1 (fr) 1999-07-29
JP2002501105A (ja) 2002-01-15
FR2773813B1 (fr) 2001-09-07
AU2060899A (en) 1999-08-09

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