JPH0959679A - Detergent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To effectively clean an article stained with, e.g. oil and realize repeated cleanings with the same detergent by adding a fluorine compound containing fluorinated an alkyl group and a silicone chain in the molecule. SOLUTION: The fluorine compound useful for this detergent comprises a polymer which is obtained by copolymerizing essential constituents comprising an ethylenically unsaturated monomer containing a fluorinated alkyl group [e.g. a (meth)acrylate having a fluorinated alkyl group] and an ethylenically unsaturated monomer containing a silicone chain (e.g. one having α,β-unsaturated group, i.e., a vinyl, acryloyl or methacryloyl group linked through a divalent binding group to one end or both ends of a polysiloxane chain) preferably at a weight ratio of (40:1) to (1:40) and which has a molecular weight of preferably 1,000 to 500,000. The fluorine compound is added preferably in an amount of 0.001-5wt.%. Solvents are used which comprise water and/or an organic solvent, such as an alcoholic solvent or an amide solvent.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cleaning agent used to remove stains such as oils adhered to various parts, and more particularly to stains such as oils adhered to metal parts, electronic parts and the like. The present invention relates to a cleaning agent that can be efficiently removed.

[0002]

2. Description of the Related Art Conventionally, in the cleaning of precision machine parts, electric / electronic parts, resin processed products, optical parts, etc., it is hard to exert adverse effects such as corrosion and deterioration on the products, nonflammable and excellent in degreasing and cleaning properties. Therefore, chlorine-based solvents such as trichloroethane and tetrachloroethylene and freon-based solvents such as trichlorotrifluoroethane have been preferred and used.

However, since these chlorine-based solvents and freon-based solvents have environmental problems such as ozone layer depletion, their use has been strictly regulated. As an alternative to this, recently, an aqueous detergent, a hydrocarbon solvent such as kerosene, benzene, xylene, or the like, or JP-A-6-657.
As described in JP-A-69, cleaning agents made of polar solvents such as N-methyl-2-pyrrolidone, γ-butyrolactone and N, N-dimethylacetamide have come to be proposed.

[0004]

However, the above-mentioned water-based cleaning agents, cleaning agents composed of organic solvents such as hydrocarbon solvents, and cleaning agents composed of polar organic solvents are cleaning agents composed of chlorine-based solvents or freon-based solvents. There is a problem in that the degreasing and cleaning properties and the drying property are inferior to those of the agent, which complicates the cleaning process and lowers the efficiency. Further, in these conventional cleaning agents, the oils peeled off by washing from the article to be cleaned are easily emulsified and the oil droplet separation property is poor, and there is a problem that re-contamination of the object to be cleaned and the life of the cleaning agent itself are short. there were.

[0005]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that a fluorine compound containing a fluorinated alkyl group and a silicone chain in the molecule is treated with an aqueous detergent or By adding to the organic solvent, or a mixed solvent of an organic solvent and water, degreasing and cleaning properties similar to those of conventional chlorine-based solvents and freon-based solvents can be obtained, and the drainability of the article to be cleaned can be improved. In addition to improving the drying property remarkably, the oil drop separation property which has been a problem in the water-based cleaning agents and organic solvent-based cleaning agents that have emerged as alternatives to conventional cleaning agents consisting of chlorine-based solvents and freon-based solvents, etc. The inventors have found that the above can be solved, and have completed the present invention.

That is, the present invention is a detergent comprising a fluorine compound (I) containing a fluorinated alkyl group and a silicone chain in one molecule, preferably further contained in water and / or an organic solvent. Related to the cleaning agent.

In the present invention, the fluorine compound (I) can be used without any limitation as long as it contains a fluorinated alkyl group and a silicone chain in one molecule. From the viewpoint of performance such as oil drop separation and drainage, and also from the viewpoint of economy, the fluorinated alkyl group-containing ethylenically unsaturated monomer and the silicone chain-containing ethylenically unsaturated monomer are essential components. A particularly useful fluorine compound is a copolymerized polymer.

As the fluorinated alkyl group-containing ethylenically unsaturated monomer used in the present invention, any of known and conventional ones can be used. For example, (meth) acrylate having a fluorinated alkyl group, vinyl ester, vinyl ether, Examples thereof include malate, fumarate, and α-olefin. In the present invention, (meth) acrylate is a generic term for methacrylate, acrylate, fluoroacrylate and chlorinated acrylate. From the viewpoint of raw material availability, economic efficiency, and manufacturability,
As the fluorinated alkyl group-containing ethylenically unsaturated monomer, a fluorinated alkyl group-containing (meth) acrylate is particularly preferable.

Examples of the fluorinated alkyl group-containing (meth) acrylate include compounds represented by the following general formula (a). That is

[0010]

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[In the formula, R _f is a perfluoroalkyl group having 1 to 20 carbon atoms or a partially fluorinated alkyl group,
It may be linear, branched, or one in which an oxygen atom is interposed in the main chain, such as-(OCFCF ₂ ) ₂ CF (CF ₃ ) ₂ , wherein R ₁ is H, CH ₃ , Cl, or F. , X is a divalent linking group, specifically-(CH ₂ ) _n- ,

[0012]

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[0013]

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[0014]

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(However, n is an integer of 1 to 10 and R ₂
Is H or an alkyl group having 1 to 6 carbon atoms. )

[0016]

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[0017]

[Chemical 6]

[0018]

[Chemical 7]

[0019]

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[0020]

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Or

[0022]

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Etc. and a is 0 or 1. And a compound represented by the general formula

[0024]

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Compounds having a plurality of perfluoroalkyl groups in the molecule as described above [wherein l is an integer of 1 to 14]. ].
Specific examples of the fluorinated alkyl group-containing (meth) acrylate include the following.

[0026]

[Chemical 12]

[0027]

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[0028]

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[0029]

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[0030]

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[0031]

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Needless to say, the present invention is not limited to the above specific examples. As the fluorinated alkyl group-containing fumarate and the maleate compound according to the present invention, known publicly used compounds such as the compounds described in USP 4,786,658 can be used.

The fluorinated alkyl group-containing ethylenically unsaturated monomer may be a mixture of two or more compounds having different structures. In the present invention, the fluorinated alkyl group-containing ethylenically unsaturated monomer is an essential monomer component for exerting performance such as detergency, oil droplet separation, drainage, and the like, when it is lacking, the above performance Will be poor.

From the viewpoint of the performance of the detergent according to the present invention such as detergency, oil drop separation, drainage, etc., the perfluoroalkyl group or partially fluorinated alkyl group of the ethylenically unsaturated monomer containing a fluorinated alkyl group. The carbon number of is preferably 3 or more, more preferably 6 or more.

The silicone chain-containing ethylenically unsaturated monomer according to the present invention means an α, β-unsaturated group, that is, vinyl, via a divalent linking group at one end or both ends of a polysiloxane chain. Group, an acryloyl group, or a methacryloyl group is linked, and specific examples thereof include general formula (c-1)

[0036]

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[In the formula, R ₃ and R ₄ are an alkyl group having 1 to 20 carbon atoms or a phenyl group, which may be the same or different, and may be the same or different for each siloxy unit, and p is 3 Is an integer of ˜520, q is 0 or 1, X ₂ is a divalent linking group, —CH ₂ CH (OH) CH ₂ OCO—, — (CH ₂ ).
_n1 NHCH ₂ CH (OH) CH ₂ OCO-,-(CH ₂ ) _n1 OCO-,-(CH ₂ ) _n1 -O- (CH
_{2) m1} OCO-, or _{-OCH 2 CH (OH) CH 2} OCO- [ where, n ₁ m ₁ is 2
Is an integer from 6 to 6. R ₁ is the same as described above, and Z ₁ is a methyl group, a phenyl group, or CH ₂ = C (R ₁ )-(X ₂ ) _q
-Yes. ] The compound represented by these, or general formula (c-
2)

[0038]

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[Wherein R ₅ , R ₅ ′, R ₅ ″, R ₆ ,
R ₆ ′, R ₆ ″, R ₇ , R ₇ ′, R ₇ ″ are an alkyl group or a phenyl group having 1 to 20 carbon atoms, which may be the same or different, and r, s, t are 0 or An integer of 1 to 200, which may be the same or different, and X ₂ , q,
R ₁ is as defined above. ] The compound represented by this is mentioned.

Specific examples of the monomer containing a silicone chain include the following.

[0041]

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[0042]

[Chemical 21]

[0043]

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[0044]

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However, Me and Ph represent a methyl group and a phenyl group, respectively. As the ethylenically unsaturated group of the silicone chain-containing ethylenically unsaturated monomer, any of a vinyl group, an acryloyl group and a methacryloyl group is possible, but an acryloyl group or a methacryloyl group is excellent in terms of polymerization reactivity. Therefore, those containing these are particularly preferable.

The silicone chain-containing ethylenically unsaturated monomer may be a mixture of two or more kinds of compounds having different structures. In the present invention, the silicone chain-containing ethylenically unsaturated monomer is an essential monomer component for exerting the performance such as detergency, oil drop separation, drainage, etc. Will be poor.

From the viewpoint of the detergency, oil drop separation, drainage and other properties of the detergent of the present invention, the molecular weight of the silicone chain portion of the silicone chain-containing ethylenically unsaturated monomer is 5 It is preferably 1,000 or less, particularly preferably 1,000 or less, and further, as the structure of the silicone chain portion,
A branched type as shown in the above general formula (c-2) is preferable, and among them, those in which r, s, and t are 0 in the above general formula (c-2) are particularly preferable.

In the fluorine compound (I) according to the present invention, it is extremely important to simultaneously contain a fluorinated alkyl group and a silicone chain in one molecule, and both of them are simultaneously contained in the fluorine compound (I). By including it, performances such as excellent cleaning property, oil drop separating property, and water draining property, which cannot be achieved conventionally, are exhibited.

Accordingly, in the fluorine compound (I) of the present invention, if either the fluorinated alkyl group-containing ethylenically unsaturated monomer or the silicone chain-containing ethylenically unsaturated monomer is missing, the present invention Excellent cleanability,
Performances such as oil drop separation and drainage are not exhibited.

When the fluorine compound (I) according to the present invention is used as a constituent component of a detergent, the fluorine compound (I) is used as a constituent component for the purpose of adjusting the compatibility with water and / or an organic solvent and the performance as a detergent. In addition to the above-mentioned monomers, a non-fluorine- and non-silicone-based ethylenically unsaturated monomer can be used as a body.

Specific examples of the non-fluorine and non-silicone type ethylenically unsaturated monomer are as follows. For example, styrene, nucleus-substituted styrene, acrylonitrile, vinyl chloride, vinylidene chloride, vinyl pyridine, N
-Vinyl pyrrolidone, vinyl sulfonic acid, vinyl acetate, and other fatty acid vinyls, and α, β-ethylenically unsaturated carboxylic acids, that is, acrylic acid, methacrylic acid, maleic acid, fumaric acid, itaconic acid, etc. As a derivative of a carboxylic acid or an α, β-ethylenically unsaturated carboxylic acid, a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 18 carbon atoms (hereinafter, this expression is referred to as an acrylic acid alkyl ester and a methacrylic acid alkyl ester). Both of them are collectively referred to as), that is, (meth) acrylic acid methyl, ethyl, propyl, butyl, octyl, 2-ethylhexyl, decyl, dodecyl, stearyl ester, etc., and (meth) acrylic acid having 1 to 1 carbon atoms. 18 hydroxyalkyl esters, namely 2-hydroxyethyl ester, hydroxypro Glycol ester, hydroxybutyl ester, and the like.

The (meth) acrylic acid has 1 to 18 carbon atoms.
Aminoalkyl ester of dimethylaminoethyl ester, diethylaminoethyl ester, diethylaminopropyl ester, etc., and (meth) acrylic acid, an ether oxygen-containing alkyl ester having 3 to 18 carbon atoms,
For example, methoxyethyl ester, ethoxyethyl ester, methoxypropyl ester, methylcarbyl ester, ethylcarbyl ester, butylcarbyl ester, etc. Further, examples of the monomer containing a bridge bond include dicyclopentanyloxylethyl (meth) acrylate, isobornyl. Oxylethyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth)
Acrylate, dimethyladamantyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, etc., and a degree of polymerization of 1
To 100 mono (meth) acrylic acid ester or di (meth) acrylic acid ester of polyalkylene glycol such as polyethylene glycol and polypropylene glycol, or an alkyl group having 1 to 6 carbon atoms A mono (meth) acrylic acid ester of a polyalkylene glycol such as polyethylene glycol or polypropylene glycol capped with 1-100 degree of polymerization, and an alkyl vinyl ether having 1 to 18 alkyl carbon atoms,
Glycidyl esters of (meth) acrylic acid, for example, methyl vinyl ether, propyl vinyl ether, dodecyl vinyl ether, etc., ie, glycidyl methacrylate,
Examples thereof include glycidyl acrylate and the like, styrene macromonomer 4500 manufactured by Sartomer Co., and macromonomers such as NK Ester M-230G manufactured by Shin-Nakamura Chemical Co., Ltd.

Further, γ-methacryloxypropylmethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-acryloxypropylmethyltrimethoxysilane, γ-acryloxypropylmethyldimethoxysilane, vinyl. Silane-capping group-containing monomers such as trimethyloxysilane, and acrylic acid as a monomer containing a polar group, especially an anionic group or a hydroxyl group in the molecule,
Methacrylic acid, 2- (meth) acryloyloxyethyl succinic acid, 2-acrylamido-2-methylpropanesulfonic acid, partially sulfonated styrene, mono (acryloyloxyethyl) acid phosphate, mono (methacryloxyethyl) acid Examples thereof include phosphate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate and the like.

Needless to say, the present invention is not limited to the above specific examples. According to the knowledge of the present inventors, from the viewpoint of improving the performance of the present invention such as detergency, oil droplet separation, drainage, etc., a non-fluorine and non-silicone ethylenically unsaturated monomer As the body, a mono (meth) acrylic acid ester or a di (meth) acrylic acid ester of a polyalkylene glycol such as polyethylene glycol or polypropylene glycol in the side chain, or an alkyl group having 1 to 6 carbon atoms at the end A mono (meth) acrylic acid ester of a polyalkylene glycol such as polyethylene glycol or polypropylene glycol capped with a group and having a polymerization degree of 1 to 100, and / or an alkyl group having 4 or more carbon atoms It is preferable to use (meth) acrylic acid ester contained in the side chain.

Fluorinated alkyl group-containing ethylenically unsaturated monomer and silicone chain-containing ethylenically unsaturated monomer according to the present invention, and non-fluorine- and non-silicone-based ethylene used as required. The method for producing the fluorine compound (I) formed by polymerizing a polyunsaturated monomer is not limited at all, and is based on a known method, that is, a radical polymerization method, a cationic polymerization method, an anionic polymerization method or the like. Although it can be produced by a solution polymerization method, a bulk polymerization method, an emulsion polymerization method or the like, a radical polymerization method is particularly convenient and industrially preferable.

In this case, as the polymerization initiator, those known in the art can be used. Examples thereof include peroxides such as benzoyl peroxide and diacyl peroxide, azo compounds such as azobisisobutyronitrile and phenylazotriphenylmethane, and metal chelate compounds such as Mn (acac) 3.

In addition, if necessary, a chain transfer agent such as lauryl mercaptan, 2-mercaptoethanol, ethyl thioglycolic acid, octyl thioglycolic acid, or a coupling agent such as γ-mercaptopropyltrimethoxysilane. It is possible to use the group-containing thiol compound in combination with a chain transfer agent.

The fluorine-based random or block copolymer according to the present invention can also be obtained by photopolymerization in the presence of a photosensitizer or a photoinitiator, or polymerization using radiation or heat as an energy source.

The polymerization can be carried out in the presence or absence of a solvent, but it is more preferable in the presence of a solvent from the viewpoint of workability. Solvents include ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone, esters such as methyl acetate, ethyl acetate and butyl acetate, polar solvents such as dimethylformamide and dimethyl sulfoxide, 1,1,1-trichloroethane, chloroform and the like. Halogen solvents, tetrahydrofuran, ethers such as dioxane, benzene, toluene, aromatics such as xylene,
Further, any of fluorinated inert liquids such as perfluorooctane and perfluorotri-n-butylamine can be used.

In the fluorine compound (I) according to the present invention, the copolymerization ratio of the fluorinated alkyl group-containing ethylenically unsaturated monomer and the silicone chain-containing ethylenically unsaturated monomer is a weight ratio, The ratio is 100: 1 to 1: 100, and 40: 1 to 1:40 is preferable in order to effectively exert the effects of the present invention such as the cleaning property, the oil drop separating property, and the draining property.

In the fluorine compound (I) according to the present invention, when a non-fluorine- and non-silicone-based ethylenically unsaturated monomer is introduced as a copolymerization monomer, a fluorinated alkyl group-containing ethylenically unsaturated monomer is introduced. The weight ratio of the non-fluorine and non-silicone ethylenically unsaturated monomer to the total of the monomer and the silicone chain-containing ethylenically unsaturated monomer is 100: 0 to 1: 100, and 100 : 0 to 1:10
Is particularly preferable.

The molecular weight of the fluorine compound (I) according to the present invention is Mn = 1,000 to 2,000,000,
1,000 from the viewpoints of cleanability, oil drop separation, drainage, etc.
~ 500,000 is preferred.

As the solvent for the cleaning agent according to the present invention, in addition to water, hydrocarbon-based solvents and halogenated hydrocarbons described in "Solvent Pocket Book" (edited by the Society of Synthetic Organic Chemistry, Ohmsha) are used. Type solvent, alcohol type solvent, ether type solvent, acetal type solvent, ketone type solvent, ester type solvent, polyvalent alcohol and its derivatives, fatty acid type solvent, phenol type solvent, nitro group Or a nitrogen atom-containing solvent containing an amino group in the molecule, a solvent containing sulfur or phosphorus, an inorganic solvent such as liquid ammonia, or an inner liquid such as perfluorooctane or perfluoro-tri-n-butylamine,
CFCs, CFC substitutes, silicone oils, silicone solvents and the like can be used according to the intended use without any limitation, and two or more kinds of the above solvents may be mixed and used.

However, from the viewpoints of economy and availability, alcohol-based solvents such as methanol, ethanol and isopropyl alcohol, ketone-based solvents such as acetone, 2
-Pyrrolidone, N-methyl-2-pyrrolidone, N, N-
Amide-based solvents such as dimethylacetamide, γ-butyrolactone, and “polyvalent alcohol” in the above “Solvent Pocket Book”.
And its derivatives, silicone oil, silicone solvent and the like are preferable, and two or more kinds of these solvents may be mixed and used.

When water is mixed with the above solvent to avoid flammability, the weight ratio of water to the solvent is preferably 1: 100 to 95: 5, preferably 1: 100 to 95: 5.
90:10 is more preferable.

Needless to say, the present invention is not limited to the above specific examples. In the cleaning agent according to the present invention, the addition amount of the fluorine compound (I) to the solvent can be freely changed depending on the application, but is 0.0
01 wt% to 10 wt%, 0.001 wt% ~
5% by weight is preferred.

[0067]

BEST MODE FOR CARRYING OUT THE INVENTION A preferred embodiment of the present invention will be described. First, 1 to 40 parts by weight of a silicone chain-containing ethylenic unsaturated monomer is added to 40 to 1 part by weight of a fluorinated alkyl group-containing unsaturated monomer, and further, a fluorinated alkyl group-containing unsaturated monomer and silicone. The fluorine-containing and non-silicone ethylenically unsaturated monomer is added in an amount of 0 to 10 with respect to a total of 100 to 1 part by weight of the chain-containing ethylenically unsaturated monomer.
Parts by weight, and the total amount of the above monomers is 0.00
A solvent is blended so as to be 1 to 5% by weight, a polymerization initiator,
It can be produced by radical polymerization in the presence of a chain transfer agent or the like.

Among the above monomers, the fluorinated alkyl group-containing unsaturated monomer is a perfluoroalkyl group-containing (meth) acrylate having 6 or more carbon atoms, and the silicone chain-containing unsaturated monomer is , A vinyl group, an acryloyl group, a methacryloyl group or the like through a divalent linking group at one or both ends of a silicone chain having a molecular weight of 5000 or less,
Using a compound having a β-unsaturated group linked thereto, the non-fluorine- and non-silicone-based ethylenically unsaturated monomer may be a mono (meth) acrylic acid ester of polyalkylene glycol such as polyethylene glycol in the side chain and / or (Meth) acrylic acid ester containing an alkyl group having 4 or more carbon atoms in its side chain is used.

The cleaning agent according to the present invention is used for mechanical parts such as electronic parts, electrical parts, precision machine parts, resin processed parts, optical parts, machine parts, precision parts, automobile parts, and jigs used in the assembling process thereof. Used for cleaning. Examples of electronic components include printed wiring boards, IC lead frames, capacitors, liquid crystal displays, and semiconductor materials. Examples of the electric machine parts include parts such as a core for a coater, motor parts such as a magnet, a brush, and a housing such as a housing. Examples of precision machine parts include bearings, sewing machine parts, and processing parts. Examples of automobile parts include engine parts, transmission gears, and carburetors. The mechanical parts include bearings, gears, various mechanical parts, and the like. Examples of the optical component include a lens. Further, examples of jigs and tools used in the assembly process of the parts include jigs and tools handled in various processes such as manufacturing, molding, processing, assembling and finishing of the precision parts. Oils and fats attached to these objects to be cleaned,
Oils such as machine oil, cutting oil and grease are washed.

The cleaning agent according to the present invention is a water-insoluble chlorine-based solvent, HCFC solvent, HFC solvent, CF
When a C solvent, a hydrocarbon solvent such as a fluorine-based inner liquid, and Solvesso is used, it can also be used as a detergent for fibers generally called dry cleaning.

As the cleaning method using the cleaning agent according to the present invention, any known publicly known method such as a dipping method, an ultrasonic cleaning method, a rocking method, a convection method, a gas bubble method in a cleaning agent, and a spray method can be used. Can be used without restrictions.

[0072]

EXAMPLES The present invention will be described in more detail with reference to specific synthesis examples and examples, but it goes without saying that the present invention is not limited to these specific examples.

Synthesis Example 1 Fluorinated alkyl group-containing ethylenically unsaturated monomer a was placed in a glass flask equipped with a stirrer, a condenser and a thermometer.
-1 18 parts by weight, silicone chain-containing ethylenically unsaturated monomer c-2-1 (r = s = t = 0) 21 parts by weight, monomethacrylate compound having a side chain of polyethylene oxide having a molecular weight of 400 28 parts by weight, 33 parts by weight of n-butyl methacrylate, and 350 parts by weight of isopropyl alcohol (hereinafter abbreviated as IPA) were charged, and azobisisobutyrate was used as a polymerization initiator under reflux in a nitrogen gas stream. After 1 part by weight of ronitrile (hereinafter abbreviated as AIBN) and 2.5 parts by weight of lauryl mercaptan as a molecular weight modifier were added, the mixture was refluxed for 7 hours to complete the polymerization.

The polystyrene-equivalent molecular weight of this polymer as determined by gel permeation graph (hereinafter abbreviated as GPC) was Mn = 5,000. This copolymer is designated as Fluorine Compound 1.

Synthetic Examples 2 to 15 Various fluorinated alkyl group-containing ethylenically unsaturated monomers (A), silicone chain-containing ethylenically unsaturated monomers (B), and non-fluorine and non-silicone type A fluorine compound was obtained in the same manner as in Synthesis Example 1 except that the ethylenically unsaturated monomer (C) and the ratio shown in Table 1 were used. The results of measuring the molecular weight of these polymers are shown in Table 1.

[0076]

[Table 1]

[0077]

[Table 2]

[0078]

[Table 3]

[0079]

[Table 4]

[0080]

[Table 5]

[0081]

[Table 6]

[0082]

[Table 7]

The numbers in the table indicate the weight ratio of the raw materials charged during the reaction. Test pieces of the type shown in Table-2 (29.8 mm
After immersing one sheet of (× 49.8 mm × 3.0 mm thickness) in cutting oil, a cleaning agent having the composition shown in Table 2 (the addition amount of the present fluorine compound is 0.1% by volume based on the whole solvent). ) 300c
Immersed in c and wash with detergent at 200 rpm at a temperature of 40 ° C.
After stirring for an hour, it was taken out. The weight of the cutting oil remaining and adhering to 1 g of the test piece was measured to examine the cleaning degree.

After the above washing, the floating oil was removed, and the same washing as the first washing was repeated 99 times using the test piece immersed in the cutting oil, and 1 g of the test piece after 100 washings The weight of the cutting oil remaining on the surface was also measured to confirm repeatability.

Further, the oil drop separation property was evaluated by observing the state after completion of the first washing. ○ Oil drop separation is good △ Although not oil drops, they are separated.

× Emulsion state

[0087]

[Table 8]

[0088]

[Table 9]

[0089]

The cleaning agent according to the present invention makes it possible to effectively clean an object to be cleaned which is contaminated with oil or the like.
Further, since the oil droplet separation property is excellent, there is an economic effect that repeated cleaning can be performed using the same cleaning agent.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI Technical display location C11D 7/32 C11D 7/32 7/50 7/50 C23G 5/028 C23G 5/028 5/036 5/036

Claims (5)

[Claims] 1. A fluorinated alkyl group and a silicone group in one molecule.
A cleaning agent comprising a fluorine compound (I) containing a chain. 2. The cleaning agent according to claim 1, further comprising water and / or an organic solvent. 3. The organic solvent is at least selected from the group consisting of hydrocarbon solvents, fluorine solvents, alcohol solvents, amide solvents, ester solvents, ether solvents and silicone solvents. The cleaning agent according to claim 2, wherein one kind is used. 4. As the amide solvent, 2-pyrrolidone, N
The cleaning agent according to claim 3, wherein at least one selected from the group consisting of -methyl-2-pyrrolidone, γ-butyrolactone and N, N-dimethylacetamide is used. 5. The fluorine compound (I) is fluorinated (meth).
The cleaning agent according to any one of claims 1 to 4, which is a polymer obtained by copolymerizing an acrylate and a silicone chain-containing ethylenically unsaturated monomer as an essential component.