CN1376193A - Use of polyoxypropylene/polyoxyethylene compounds as degreasing agents for hard surfaces - Google Patents

Abstract

The invention concerns the use in degreasing/cleansing applications of hard surfaces, such as metal surfaces, of at least a compound derived from a terpene and comprising a number of oxypropylene units ranging between 3 and 5, and a number of oxyethylene units ranging between 6 and 10, exclusively. The compound is provided with a concentration lower than 10 g/l, more particularly between 0.01 and 5 g/l, when used.

Description

Polyoxypropylene/polyoxyethylene terpene compounds as hard surface degreasers

The present invention relates to the use of terpene compounds comprising propylene oxide and ethylene oxide units as degreasing/cleaning agents for hard surfaces, more particularly as degreasing/cleaning agents for metal surfaces.

The field of cleaning/degreasing metal surfaces requires very good properties, especially with regard to the degreasing power of the compositions used and their non-foaming properties. But it should also be noted that this effect is often required even under very difficult conditions of use. Spraying promotes foaming as the treatment solution is applied under pressure.

The compounds currently used in this field are mainly ethoxylated alkylphenols. Such compounds have very satisfactory inherent oil removal properties. But they have a significant disadvantage that they encourage the formation of foam. Addition of defoamers, such as linear alkoxylated alcohols, can alleviate this application disadvantage. However, the presence of such compounds reduces the oil removal activity of the ethoxylated alkylphenols, which is not negligible and may be significant. It is also not possible to compensate for this loss of activity by adding a sufficient amount of additional alkylphenol to restore its original activity level.

International patent application WO-A-96/01245 describes the use of alkoxylated terpene compounds as good degreasers which do not promote foam formation too much. The compounds of its examples are derivatives of nopol or arbanol terpenoids and contain 0-2 propylene oxide moieties and 3.3-10.3 ethylene oxide moieties.

These compounds, the importance of which is unquestionable here, have not yielded good results in the very specific application of treating hard surfaces, especially metal surfaces. They fail to simultaneously meet the two criteria required in this field, namely high oil removal activity and antifoaming action. This means that the amount of compound in the formulation has to be increased and/or antifoams have to be added, with known disadvantages. Furthermore, it is generally believed that despite the addition of large amounts of this compound, the level of oil removal achieved is at best equal to that of ethoxylated alkylphenols.

Clearly, compounds with very high oil removal capabilities which do not cause excessive foaming must be available. The use of these compounds has the dual advantage of not requiring large quantities and the addition of auxiliary compounds such as defoamers.

The object of the present invention is to propose specific terpene compounds which fulfill the double criteria mentioned above at low concentrations in the cleaning/degreasing of hard surfaces, especially metal surfaces.

The present invention relates to the use in hard surface cleaning/degreasing of at least one compound of the formula, said compound being used in a concentration of 0.01-10 g/l:

ZX-[CH(R ³ )-CH(R ⁴ )-O] _n -[CH ₂ CH ₂ -O] _p -R ⁵

In this chemical formula:

●Z represents a bicyclo[a,b,c]heptenyl or bicyclo[a,b,c]heptyl, where:

a+b+c=5

a = 2, 3 or 4;

b=2 or 1;

c = 0 or 1; said radical is optionally substituted by at least one C ₁ -C ₆ alkyl group and comprises a backbone selected from the following indicated skeleton Z or its corresponding minus double bond:

● X represents -CH ₂ -C(R ¹ )(R ² )-O- or -O-CH(R' ¹ )-CH(R' ² )-O-, which

middle:

●R ¹ , R ² , ^R'1 and ^R'2 , which can be the same or different, represent hydrogen or straight-chain, branched

Chain or cyclic, saturated or unsaturated C ₁ -C ₂₂ hydrocarbon group, preferably C ₁ -C ₆ ;

●R ³ and R ⁴ , which may be the same or different, represent hydrogen or linear, branched or cyclic

, saturated or unsaturated C ₁ -C ₂₂ hydrocarbon group, as long as at least one R ³ or R ⁴

The group is not hydrogen;

R ⁵ represents hydrogen, linear, branched or cyclic, saturated or unsaturated,

Aromatic or nonaromatic C ₁ -C ₂₂ hydrocarbyl, which may be substituted, or a

A group selected from the following groups:

-SO ₃ M

-OPO ₃ (M) ₂

-(CH ₂ ) _r -COOM

-(CH ₂ ) _z -SO ₃ M

In these chemical formulas:

●M stands for hydrogen, alkali metal or ammonium functional N(R) ₄ ⁺ , where R can be

same or different, representing hydrogen or linear, branched or cyclic, saturated or not

Saturated C ₁ -C ₂₂ hydrocarbon groups, which may also be hydroxylated;

· r is 1-6;

· z is 1-6;

● n is an integer or fraction, which is 3-5, including 3 and 5;

●p is an integer or fraction, 6-10, except for extreme values.

Further advantages and features of the invention will become apparent from the following description and examples.

First, compounds used in the present invention will be described.

A first class of compounds is defined by formula (I) wherein X is equal to _-CH2 -C( ^R1 )( ^R2 )-O-.

This compound, hereinafter referred to as (Ia), corresponds to the following formula:

Z-CH ₂ -C(R ¹ )(R ² )-O-[CH(R ³ )-CH(R ⁴ )-O] _n -[CH ₂ CH ₂ -O] _p -R ⁵

wherein Z, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , n and p have the same meanings as given above.

In a preferred implementation of the present invention, the Z group is selected from formulas c) to g).

It should be noted that the Z group is more particularly linked to the rest of the chain via one of carbon atoms 1 to 6; via carbon atoms 1, 5 and 6 are preferred.

Furthermore, the Z group may be substituted on at least one of its carbon atoms by two C ₁ -C ₆ alkyl groups, preferably two methyl groups.

More particularly, carbon 7 is substituted by these two alkyl groups, more specifically by two methyl groups.

Accordingly, preferred compounds of the present invention consist of compounds wherein the Z group corresponds to one of those appearing in Figures c) to g), more preferably d) and e); the Z group is replaced by two Methyl substituted.

In a more advantageous implementation of the invention, the Z group corresponds to formula d) or e), which is connected to the remaining chain via carbon 5 or carbon 1 and carries two methyl substituents on carbon 7.

Preferably, R ¹ and R ² may be the same or different, and represent hydrogen or methyl. Preferably R ¹ and R ² represent hydrogen atoms.

As indicated above, the ^R3 and ^R4 groups, which may be the same or different, represent hydrogen or straight-chain, branched or cyclic, saturated or unsaturated _C1 - _C22 hydrocarbon groups, as long as the ^R3 or ^R4 groups at least one of which is not hydrogen;

More precisely, the radicals represent hydrogen or C ₁ -C ₆ alkyl, preferably methyl or ethyl, provided at least one of these two radicals is not hydrogen. Preferably one radical represents hydrogen and the other represents methyl.

R ⁵ represents hydrogen, linear, branched or cyclic, saturated or unsaturated, aromatic or non-aromatic C ₁ -C ₂₂ hydrocarbon group, which may be substituted, or a group selected from Groups: -SO ₃ M, -OPO ₃ (M) ₂ , -(CH ₂ ) _r -COOM, -(CH ₂ ) _z -SO ₃ M, in these formulas:

● M stands for hydrogen, alkali metal or ammonium functional N(R) ₄ ⁺ , where R can be the same or different

  same, stands for hydrogen or linear, branched or cyclic, saturated or unsaturated

C ₁ -C ₂₂ hydrocarbyl, which may be hydroxylated;

● r is 1-6;

● z is 1-6.

When R ⁵ is hydrocarbyl, the latter is more particularly C ₁ -C ₆ alkyl or alkylphenyl, optionally substituted by one halogen (eg chlorine).

Preferably R ⁵ is a hydrogen atom.

Finally, n is an integer or fraction, 3-5 inclusive, and p is an integer or fraction, 6-10, except for extreme values.

In the first embodiment of the present invention, the value of n is 3.

Also, more specifically, the p-values are 6.2-7, including the extremes. A preferred p-value is 6.3-7, limits included.

In a second embodiment of the present invention, the value of n is 4-5, limit values included.

In addition, the p value is preferably 7-10, including 7 and excluding 10, preferably 8-10, including 8 and excluding 10.

A second class of compounds is defined by formula (I) wherein X represents -O-CH(R' ¹ )-CH(R' ² )-O-.

Therefore, this compound, hereinafter referred to as compound (Ib), corresponds to the following chemical formula:

ZO-CH(R' ¹ )-CH(R' ² )-O-[CH(R ³ )-CH(R ⁴ )-O] _n -[CH ₂ CH ₂ -O] _p -R ⁵

Wherein, Z, R' ¹ , R' ² , R ³ , R ⁴ , R ⁵ , n and p have the same meanings as above.

In a preferred embodiment of the present invention, the Z group corresponds to the c) group, and the bicyclic compound does not contain double bonds.

It should also be noted here that, more specifically, the Z group is linked via carbon atoms 1 to 6 to the remaining chain; linking via carbon atoms 1, 3, 4 or 6 is preferred.

Furthermore, the Z group may be substituted on at least one of its carbon atoms by two C ₁ -C ₆ alkyl groups, preferably by two methyl groups.

More particularly, carbon 7 is substituted by these two alkyl groups, more specifically by two methyl groups.

Furthermore, carbon atom 2 or 5 of the Z group carries a C ₁ -C ₆ substituent, preferably methyl.

More specifically, and as stated above, the ^R'1 and ^R'2 groups, which may be the same or different, represent hydrogen or straight-chain, branched or cyclic, saturated or unsaturated _C1 - _C22 hydrocarbon groups , so long as one of the two is not hydrogen;

In a specific implementation of the invention, said group represents hydrogen or C ₁ -C ₆ alkyl, preferably methyl.

The above-mentioned values for the R ³ , R ⁴ and R ⁵ radicals and n and p and preferred variations for these values are also used in this example and will not be repeated.

A particularly advantageous embodiment of the invention is constituted by the use of compounds of type (Ia) above.

This compound of the present invention can be prepared by following reaction:

In order to obtain compound (Ia), with the reactant of formula (IIa):

Or in order to obtain compound (Ib), with the reactant of chemical formula (IIb):

First, with reactants of formula (IIIop):

Then, secondly, with the reactant of formula (IIIoe)

Z, R ¹ , R ² , R ³ and R ⁴ are as defined above.

This reaction can be carried out in the presence of a catalyst.

Suitable catalysts that may be mentioned are strong ^bases , such as alkali metal or alkaline earth metal hydroxides, or quaternary ammonium hydroxides of the N(R) ₄₊ type, where R, which may be the same or different, represents hydrogen or _{C1- C6} alkyl, preferably methyl or ethyl. Sodium hydroxide, potassium hydroxide and tetramethylammonium hydroxide are suitable for carrying out this reaction.

It is also possible to use catalysts selected from alkali metal or alkaline earth metal alkoxides, such as sodium or potassium methoxide, ethoxide or tert-butoxide. It should be noted that it is also possible to use primary, secondary or tertiary amines as catalysts, preferably aliphatic amines, which amines may include other functions such as ether functions. One example of a catalyst of this type that may be mentioned is N,N-dimethyllaurylamine.

For basic catalysts, the amount is more specifically 0.5-40 mg relative to the weight of the final product.

It is possible to perform this reaction in the presence of Lewis acids such as _BF3 (gas or solution in ether), _SnCl4 , or _SbCl5 .

More specifically, the amount of acid catalyst is 0.1-10 mmol per mole of reactant (IIa) or (IIb).

Contacting is carried out at a temperature sufficient for the reaction to occur. By showing, the temperature is above 100°C, more specifically 120-250°C, preferably 150-200°C.

Advantageously, the reaction is carried out in an atmosphere inert under the reaction conditions, such as nitrogen, or a noble gas such as argon, or carbon monoxide. Nitrogen is preferred.

The reaction can be carried out under normal pressure, under reduced pressure or under a slight overpressure. Typically, the pressure is 1-4 bar.

The preparation of reactants (IIa) and (IIb) is described in WO-A-96/01245, to which reference should be made.

The quantities of compounds (IIIop) and (IIIoe) are calculated according to the characteristic function of formula (I), more specifically, the required values of n and p are calculated. These two compounds are added sequentially to obtain a block compound of formula (I).

At the end of the reaction, the reaction mixture is preferably neutralized so that the pH is 5-8, preferably 6-7.

Neutralization is carried out with acetic acid, or sodium hydroxide, sodium carbonate, sodium bicarbonate, depending on the nature of the catalyst used in the reaction.

At the end of the reaction, compound (I) is such that the R ^group is hydrogen.

It is possible to carry out a functionalization step on said group, ie a step aimed at changing the terminal hydrogen to another ^R group as defined above. Etherification or esterification operations can be carried out on terminal hydrogens; this step is known per se; it is preferably carried out after neutralization.

The following can be obtained:

●ether sulfates (R ⁵ ＝-SO ₃ M), such as British Patent GB-A-1

111 208 or US-A-3 392 185;

Ether phosphates (R ⁵ =-OPO ₃ (M) ₂ ), such as US-A-3 331

described in 896;

Ether carboxylates (R ⁵ =-(CH ₂ )-COOM), such as US-A-2

623 900 or US-A-2 983 738;

Ether sulphonates (R ⁵ =-(CH ₂ ) ₂ -S0 ₃ M), such as US-A-2

115 192, US-A-4 978 780 or K.SUGA, Austr.J.Chem., 21,

2333(1968);

Alkyl ethers (R ⁵ =hydrocarbyl), as described in US-A-2 913 416;

More detailed information on functionalization modes is described in WO-A-96/01245.

The compounds of the invention are therefore useful as degreasers for hard surfaces, more particularly metal surfaces.

The compounds of the present invention are useful in the metal treatment industry and in any application in which such surfaces are deoiled, such as oil wells or oil production platforms.

As indicated above, the compounds according to the invention are used in amounts of 0.01-10 g/l when used.

More specifically, the compound is used at a concentration of 0.01-5 g/l when degreasing metal plates or sheets.

For the field of oil extraction, more specifically the deoiling of platforms, the compounds according to the invention are used in concentrations of 0.01-10 g/l.

More specifically for the cleaning of oil wells, the compounds of the invention are preferably used in concentrations of 0.01-5 g/l.

For degreasing or detergent aqueous media containing the compounds of the present invention, it is preferred to use them at a temperature of at least about their cloud point.

For degreasing formulations on metal plates or sheets in alkaline media, in addition to the compounds of the present invention, an alkaline lye comprising at least one of the following compounds:

● At least one pH control agent, such as hydroxide, carbonate, sesquicarbonate,

Or alkali metal or alkaline earth metal bicarbonates;

● At least one polyphosphate, such as an alkali metal, alkaline earth metal or N(R ₄ ⁺ ) ammonium

  Polyphosphate, pyrophosphate, orthophosphate or hexametaphosphate, where R stands for

Hydrogen, C ₁ -C ₄ alkyl optionally containing an oxygen atom;

● At least one alkali metal silicate, such as anhydrous or other alkali metal metasilicate

(metasilicate), or a mixture thereof.

During use, the concentration of the alkaline lye is 1-100 g/liter, more specifically 5-20 g/liter.

This formula may also include:

● At least one water-soluble electrolyte, such as benzenesulfonate, mono- or di-alkyl (C ₁ -C ₄ )

benzenesulfonates, toluene-, xylene- or cumene-sulfonates, alcohols or glycols;

● At least one sequestering agent such as nitriloacetic acid, ethylenediaminetetraacetic acid,

  ethylenediaminetetramethylphosphonic acid, nitrilotrimethylenephosphonic acid or their salts;

● Buffers such as alkanolamines, ethylenediamine;

● Metal corrosion inhibitor.

The concentrations of these compounds can be within the normal range for this field. However, as an illustration, the respective compounds may be used in amounts ranging from 0 to 1.5 g/l.

In addition to the compounds of the present invention, aqueous compositions for degreasing oil well platforms may include;

● At least one water-soluble electrolyte, such as benzenesulfonate, mono- or di-alkyl (C ₁ -C ₄ )

benzenesulfonates, toluene-, xylene- or cumene-sulfonates, alcohols and glycols;

● At least one pH control agent, such as an alkali metal carbonate, sesquicarbonate, or carbonic acid

hydrogen salt;

● Additives such as enzymes, metal corrosion inhibitors.

The concentrations of these compounds can also be within the normal range for this field. However, each compound is used at illustrative concentrations of 0-1.5 g/l.

In addition to the compounds of the present invention, aqueous media used to clean oil wells may include:

● At least one pH adjuster, such as alkali metal carbonate, sesquicarbonate, or carbonic acid

Hydrogen salts, or hydroxides of alkali or alkaline earth metals;

● Additives, such as enzymes, in amounts up to 5% by weight of the total aqueous composition, or gold

is a corrosion inhibitor;

● When necessary, may include a weighting agent to maintain the required hydrostatic pressure in the well.

Examples of such compounds that may be mentioned are soluble or at least partially soluble salts, such as alkali metal or alkaline earth metal halides. It is also possible to use alkali metal or alkaline earth metal sulfates, carbonates, bicarbonates, silicates or phosphates, either alone or in mixtures. It is also possible to use organic acid salts, such as formates or acetates of alkali metals or alkaline earth metals. Although not preferred, it is also possible to use insoluble salts such as alkaline earth metal sulfates, silicates or carbonates; or alkaline earth metal or zinc bromides;

● Hydrocolloids, such as polysaccharides of plant origin, such as galactomannan, cellulose,

Starch and its derivatives; or polysaccharides of bacterial origin, such as xanthan gum or deacetylated

Derivatives of the base.

Although not preferred, the scope of the present invention includes the addition of surfactants (anionic, cationic, zwitterionic, amphoteric), preferably low foaming surfactants, and other additives to the above formulations.

Non-limiting examples illustrating the invention are now given.

Example 1

This example relates to the synthesis of 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol, which contains different numbers of oxypropylene (OP) and oxyethylene (OE) units.

6,6-Dimethylbicyclo[3.1.1]hept-2ene-2-ethanol comprising x oxypropylene (OP) units and y oxyethylene (OE) units was synthesized as follows:

The 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol (nopol) used is sold by Fluka.

Nopol alcohol (6 moles) and aqueous potassium hydroxide (50%, 3.1 grams) were introduced into a 5 liter ethoxylation reactor.

The reaction medium is dehydrated at 120° C. under a stream of nitrogen.

Then, it was heated to 170°C and propylene oxide (x molar equivalents) was introduced. Once propylene oxide has been introduced, ethylene oxide (y molar equivalents) is added.

The reaction medium is then cooled and neutralized to pH 7 by addition of acetic acid. The resulting liquid was filtered through absorbent clay (Clarcel DIC).

The compounds synthesized by the above method are shown in the table. compound Number of OP(x) Number of OE(y) this invention 1 3 6.3 2 3 7 3 3 7.5 4 4 7 5 4 8 6 5 7 7 5 8 Compared 8 3 6 9 3 10 10 2 5

Example 2

This example compares the oil removal properties of compounds 1 and 3 of the invention with comparative compounds 10, 11 and 12, and those obtained with the defoamed Igepal NP10.

● oiled

Pre-degreased "Q-panel" stock n ⁰ R-36 "Dull matt finish" steel plates (0.8 x 76 x 52 mm) were soaked in pure lubricant formulated for automotive rolled steel sheet (by Quaker Chemicals (marketed as QUAKER 6130 N) for 2 minutes, followed by hanging for 24 hours to drip dry.

● Clean and rinse

The oiled panels are fed into a CIEMME LARO 350 degreasing sprayer. The deoiling temperature was 45° C. and the pressure was 2 bar.

Rinse the panel with 2 ml/min of water for 5 seconds on all sides before recording the degreasing quality

● degreasing medium

Dilute 20 g/l of aqueous lye containing 45% by weight of active substance consisting of equal weights of potassium hydroxide, sodium metasilicate (SIMET GA5, anhydrous metasilicate and pentahydrate metasilicate granules, sold by Rhodia Chimie) and tetrapotassium pyrophosphate, and 1 g/L of the test compound was added to prepare an alkaline degreasing medium (pH 12-13).

The results are shown in the table below: compound Degreasing time ( ^* ) 1 30 seconds 3 30 seconds 8 (comparative) 45 seconds 9 (comparative) 55 seconds 10 (comparative) ＞2 points Defoamed Igepal( ^** ) 45 seconds

( ^* ) Degreasing time is the time required to completely cover both sides with a continuous water film.

( ^** ) Igepal for antifoam is a blend of Igepal CO-660 (nonylphenol 10OE) and Miravon B12DF (50/50).

Clearly, the product of the invention was more active than any of the reagents used for comparative purposes.

Example 3

This example compares the oil removal properties of compounds 4-7 of the invention with those obtained with non-defoaming Igepal NP10.

● oiled

An oil under the tradename Pennzoil 8OW-90 (sold by Pennzoil Products Company, Houston, Texas) was applied by brushing to pre-degreased 0.8 x 24 x 101 mm steel panels to a coating of approx. 0.015 g/cm². They were then stored in air for 24 hours.

Weigh the weight of the board before and after oiling to determine the amount of oil.

● Clean and rinse

The plate was immersed in 1 liter of degreasing medium and stirred magnetically (100 rpm) for 10 minutes at 50°C.

The plate was rinsed with water at a flow rate of 2 ml/min for 5 seconds on all sides and then dried at 80°C before the degree of degreasing was read.

The operating effect is calculated by weighing the weight of the plate before and after treatment with the degreasing medium.

● degreasing medium

Alkaline degreasing medium (pH 12-13) was prepared by diluting 20 g/L of an aqueous lye solution containing 1.5 g/L tetrapotassium pyrophosphate and adding 1 g/L of the test compound.

The results are shown in the table below: compound Oil removal% 4 58 5 62 6 54 7 72 Igepal( ^* ) 51

( ^* ) Igepal is Igepal CO-630, a nonylphenol 9OE.

Clearly, the product of the invention was more active than any of the reagents used for comparative purposes.

Example 4

This example compares the foaming properties of the compounds obtained in Examples 1-9 with those obtained with comparative compounds, ie defoamed Igepal and Igepal alone.

Foam test:

Dilute 20 g/l of aqueous lye containing 45% by weight of active substance consisting of equal weights of potassium hydroxide, sodium metasilicate (SIMET GAS, anhydrous metasilicate and pentahydrate metasilicate Granules, sold by Rhodia Chimie) and tetrapotassium pyrophosphate, and 1 g/l of the test compound was added to prepare an alkaline degreasing medium (pH 12-13).

Detection was performed at 50°C.

This foam is obtained by stirring 900 g of the solution for 5 minutes using a turbo mixer (40 mm turbine, speed 2000 rpm).

After allowing to sit for 5 minutes, the foam level of the sample was recorded.

The results are shown in the table below: compound foam level 1 20ml 3 70ml 4 20ml 5 50ml 6 20ml 7 30ml Defoamed Igepal( ^* ) 70ml Igepal alone ( ^** ) 950ml

( ^* ) Antifoamed Igepal is a blend of Igepal CO-660 (Nonylphenol 10OE) and Miravon B12DF (50/50).

( ^** ) Igepal: Igepal CO-660 (nonylphenol 10OE).

The table above, combined with the degreasing results obtained in the previous examples, shows that only the compounds of the present invention meet the double criteria of high degreasing power and foaming levels that can be matched for metal plate degreasing.

Claims (13)

1. at least a application of compound in the oil removing/cleaning of crust such as metallic surface with following chemical formula, this compound concentrations is grams per liter O.01-10 in using described compound process:

Z-X-[CH(R ³)-CH(R ⁴)-O] _n-[CH ₂CH ₂-O] _p-R ⁵

In this chemical formula:

● Z represents a dicyclo [a, b, c] heptenyl or dicyclo [a, b, c] heptyl, herein:

a+b+c＝5

A=2,3 or 4;

B=2 or 1;

C=0 or 1;

Described base is optional by at least one C ₁-C ₆Alkyl replaces and comprises and be selected from skeleton Z shown below or its corresponding skeleton that deducts two keys:

● X represents-CH ₂-C (R ¹) (R ²)-O-or-O-CH (R ' ¹)-CH (R ' ²)-O-, wherein:

● R ¹, R ², R ^{' 1}And R ^{' 2}, can be identical or different, represent hydrogen or straight chain,

Side chain or cyclic, saturated or undersaturated C ₁-C ₂₂Alkyl, preferred

C ₁-C ₆；

● R ³And R ⁴, can be identical or different, represent hydrogen or straight chain, side chain or ring

Shape, saturated or undersaturated C ₁-C ₂₂As long as alkyl is R ³Or R ⁴In the base extremely

Few one is not hydrogen;

● R ⁵Represent hydrogen, straight chain, side chain or cyclic, saturated or undersaturated,

The C of aromatics or non-aromatics ₁-C ₂₂Alkyl, it can be substituted, or a kind of

Be selected from following group:

-SO ₃M

-OPO ₃(M) ₂

-(CH ₂) _r-COOM

-(CH ₂) _z-SO ₃M

In these chemical formulas:

● M represents hydrogen, basic metal or ammonium official energy N (R) ₄ ⁺, R wherein, but phase

With or inequality, represent hydrogen or straight chain, side chain or cyclic,

Saturated or undersaturated C ₁-C ₂₂Alkyl, it can be by hydroxylation

;

● r is 1-6;

● z is 1-6;

● n is an integer or mark, and it is 3-5, comprises 3 and 5;

● p is an integer or mark, and it is 6-10, except the ultimate value.

2. according to the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), its n equals 3.

3. according to each the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), its p is 6.2-7, comprises ultimate value, is preferably 6.3-7, comprises ultimate value.

4. according to the application of claim 1, it is characterized in that this compound is the compound of such chemical formula (I), its n is 4-5.

5. according to the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), its p is 7-10, comprises 7, but does not comprise 10, is preferably the 8-10 scope, comprises 8, but does not comprise 10.

6. according to each the application of aforementioned claim, it is characterized in that this compound is such chemical formula (I), the Z base in its carbon atom at least one carbon atom by two C ₁-C ₆Alkyl replaces.

7. according to each the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), X representative-CH ₂-C (R ¹) (R ²)-O-and wherein skeleton Z be selected from chemical formula c) to g).

8. according to each the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), skeleton Z is selected from chemical formula d) and e).

9. according to each application of claim 1-5, it is characterized in that this compound is the compound of such chemical formula (I), X representative-O-CH (R ^{' 1})-C (R ^{' 2})-0-and wherein the Z base be equivalent to skeleton c), this dicyclo skeleton does not have two keys.

10. according to the application of aforementioned claim, it is characterized in that this compound is the compound of such chemical formula (I), the Z base is by C ₁-C ₆Alkyl replaces, preferably on the carbon 2 of dicyclo or carbon 5 by methyl substituted.

11., it is characterized in that this compound is used for the oil removing/cleaning to metal sheet according to each the application of aforementioned claim; This compound concentration is the 0.01-5 grams per liter in application process.

12., it is characterized in that this compound is used for platform oil removing/cleaning according to each application of claim 1-10; This compound concentration is the 0.01-10 grams per liter in application process.

13., it is characterized in that this compound is used for producing well oil removing/cleaning according to each application of claim 1-10; This compound concentration is the 0.01-5 grams per liter.