JPH1143410A - Mold-removing agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition manifesting strong activities for removing mold, and hardly causing stimulus smell by combining a peroxy compound with a metal complex with a specific ligand. SOLUTION: This mold-removing agent composition contains (A) 1-30 wt.%, preferably 5-20 wt.% peroxy compound (e.g. hydrogen peroxide, a hydrogen peroxide-liberating compound, a system for generating the hydrogen peroxide, a peroxy acid and a peroxy acid precursor system) and (B) a metal complex comprising a ligand (e.g. a compound of formula II) of formula I [X is N, P or C-R<3> ; (n) is 0-2; (m) is 0-2; R<1> to R<3> are each H, a (substituted) alkyl, a cycloalkyl or an aryl; A and B are each NR<4> R<5> ; etc.; (p) is 0-4; (q) is 2-7; R<4> and R<5> are each H, OH, a (substituted) alkyl, a cycloalkyl or an aryl], having three or more nitrogen atoms having ligating properties, and a transition metal.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oxygen-based mold remover composition which is suitable for removing mold without generating harmful gas during use and without irritating odor.

[0002]

2. Description of the Related Art Bathrooms, bathtubs, toilets around houses,
Stain, such as sinks, especially where water is used frequently, is often due to organic or insoluble inorganic substances caused by mold,
Since ordinary detergents containing surfactants as the main component cannot be easily removed, to remove these stains, use a chlorine- or oxygen-based bleaching agent as the main component, and bleach it. A method has been adopted in which the effect makes the color of the mold inconspicuous.

[0003] However, those containing a chlorine bleach such as sodium hypochlorite as a main component are excellent in the bleaching power of mold dye and the performance of removing mold, but have a great risk of damaging eyes and skin. In addition, when using a chlorine odor strongly, it is necessary to pay attention to sufficient ventilation, and there is a drawback that harmful chlorine gas is generated when used in combination with an acidic cleaning agent by mistake.

[0004] On the other hand, those containing an oxygen-based bleaching agent represented by hydrogen peroxide as a main component do not have a drawback of generating chlorine gas, but can provide a sufficient bleaching effect of a mold dye by themselves. Therefore, various bleach activators had to be used in combination (for example, see JP-A-2-225).
No. 600, JP-A-2-196896, JP-A-62-4
No. 794).

However, even if these organic peracid bleach activators are used in combination, the bleaching effect on mold dyes is only slightly improved, and the removal of mold by itself is still insufficient. There is a drawback that dirt easily adheres.

[0006]

SUMMARY OF THE INVENTION Accordingly, the present invention has been made in view of the above-mentioned circumstances of the prior art, and it is an object of the present invention to provide a composition which has no pungent odor and is suitable for removing mold. Aim.

[0007]

DISCLOSURE OF THE INVENTION The present inventors have conducted intensive studies to develop a composition exhibiting a strong mold removing power and having no irritating odor.
It has been found that the above object can be achieved by combining with a metal complex having a specific ligand, and the present invention has been completed based on this finding.

That is, according to the present invention, at least (A)
In a mold remover composition containing a peroxy compound and a metal complex (B), the metal complex comprises a ligand (1) having three or more coordinating nitrogen atoms represented by the following general formula and a transition metal. A fungicide composition is provided.

Embedded image [Wherein, X, n, m, R ¹ , R ² , A and B each represent the following.

Embedded image n; an integer of 0 to 2, m; an integer of 0 to 2, R ¹ , R ² , R ³ ; each independently a hydrogen atom, an optionally substituted alkyl group, a cycloalkyl group or an aryl group;

Embedded image p; an integer of 0 to 4; q; an integer of 2 to 7; R ⁴ , R ⁵ , R ⁷ , R ⁸ , and R ⁹ ; each independently represents a hydrogen atom, a hydroxyl group, an optionally substituted alkyl group, An alkyl group or an aryl group, R ⁶ ; a hydrogen atom, an optionally substituted alkyl group,
If the alkoxy group substituted is a halogen atom, a cyano ^{group, -NR 10 R 11, -N +} R 10 R 11 R 12, -
N = CR ¹⁰ R ¹¹ , a sulfonic acid group, a carboxylic acid group, a hydroxyl group, a pyridyl group, a pyridinium group or a thienyl group, R ¹⁰ , R ¹¹ , R ¹² ; each independently being a hydrogen atom, a hydroxyl group, or optionally substituted An alkyl group, a cycloalkyl group or an aryl group. ]

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The mold remover composition of the present invention is a metal complex comprising (A) a peroxy compound, (B) a ligand (1) having three or more coordinating nitrogen atoms represented by the above general formula, and a transition metal. And is characterized by containing.

In the present invention, the peroxy compound used as the component (A) includes hydrogen peroxide, a hydrogen peroxide releasing compound, a hydrogen peroxide generation system, peroxy acids and salts thereof, peroxy acid precursor systems, and mixtures thereof. Is mentioned.

Examples of the hydrogen peroxide source include alkali metal oxides, organic peroxides such as urea peroxide, inorganic peroxides,
Examples include alkali metal perborates, percarbonates, perphosphates and persulfates. Two or more of these compounds may be mixed. Among them, particularly preferred are hydrogen peroxide, sodium percarbonate, sodium perborate and potassium persulfate.

These compounds may be used alone or in combination with a peroxyacid precursor. These peroxyacid precursors include those used with hydrogen peroxide and hydrogen peroxide releasing compounds to produce organic peracids in the bath. Specifically, esters such as acyl phenol sulfonate, acyl alkyl phenol sulfonate, acyl phenol carboxylate, acylated citrate, acyl alkyl phenol carboxylate, ester of aromatic divalent carboxylic acid and alcohol having quaternized amine, etc. , Sodium 4-benzoyloxybenzenesulfonate, sodium-1-methyl-2benzoyloxybenzene-4-sulfonate, sodium nonanoyloxybenzenecarboxylate, sodium decanoyloxybenzenecarboxylate, acetyltriethylcitrate, 2- (4 -Methoxycarbonylbenzoyloxy) -N, N, N-trimethylethanaminium methosulfate and the like.

The acylamides include N, N,
N ′, N′-tetraacetylethylenediamine, and quaternary ammonium-substituted peroxy precursors include:
N, N, N, -trimethylammonium toluyloxybenzenesulfonate, 2- (N, N, N-trimethylammonium) ethyl-4-sulfophenylcarbonate and the like can be mentioned.

The content of these peroxy compounds is not particularly limited, but may be 1 to 3 in the bath of the fungicide composition.
0% by weight, preferably 5 to 20% by weight.

In the present invention, the metal complex comprising a transition metal and a ligand having three or more coordinating nitrogen atoms, which is used as the component (B), is prepared by adding a transition metal ion and a ligand to a mold remover composition bath. May be separately added, or a complex may be previously synthesized from a transition metal ion and a ligand and added as a metal complex. The amount of the transition metal and the amount of the ligand may be adjusted by adding a ligand or a transition metal ion to the complex.

Examples of the ligand having three or more coordinating nitrogen atoms include those represented by the following general formula (1).

Embedded image [Wherein, X, n, m, R ¹ , R ² , A and B each represent the following.

Embedded image n; an integer of 0 to 2, m; an integer of 0 to 2, R ¹ , R ² , R ³ ; each independently a hydrogen atom, an optionally substituted alkyl group, a cycloalkyl group or an aryl group;

Embedded image p; an integer of 0 to 4; q; an integer of 2 to 7; R ⁴ , R ⁵ , R ⁷ , R ⁸ , and R ⁹ ; each independently represents a hydrogen atom, a hydroxyl group, an optionally substituted alkyl group, An alkyl group or an aryl group, R ⁶ ; a hydrogen atom, an optionally substituted alkyl group,
If the alkoxy group substituted is a halogen atom, a cyano ^{group, -NR 10 R 11, -N +} R 10 R 11 R 12, -
N = CR ¹⁰ R ¹¹ , a sulfonic acid group, a carboxylic acid group, a hydroxyl group, a pyridyl group, a pyridinium group or a thienyl group, R ¹⁰ , R ¹¹ , R ¹² ; each independently being a hydrogen atom, a hydroxyl group, or optionally substituted An alkyl group, a cycloalkyl group or an aryl group. ]

That is, a ligand having three or more ligand nitrogen atoms as shown below, of which three nitrogen atoms are coordinated with a transition metal in a facial manner (all nitrogen atoms are all Those which can be cis; fac) are preferred.

Embedded image [Wherein, X, n, m, R ¹ , R ² , A and B each represent the following.

Embedded image n; an integer of 0 to 2, m; an integer of 0 to 2, R ¹ , R ² , R ³ ; each independently a hydrogen atom, an optionally substituted alkyl group, a cycloalkyl group or an aryl group;

Embedded image p; an integer of 0 to 4; q; an integer of 2 to 7; R ⁴ , R ⁵ , R ⁷ , R ⁸ , and R ⁹ ; each independently represents a hydrogen atom, a hydroxyl group, an optionally substituted alkyl group, An alkyl group or an aryl group, R ⁶ ; a hydrogen atom, an optionally substituted alkyl group,
If the alkoxy group substituted is a halogen atom, a cyano ^{group, -NR 10 R 11, -N +} R 10 R 11 R 12, -
N = CR ¹⁰ R ¹¹ , a sulfonic acid group, a carboxylic acid group, a hydroxyl group, a pyridyl group, a pyridinium group or a thienyl group, R ¹⁰ , R ¹¹ , R ¹² ; each independently being a hydrogen atom, a hydroxyl group, or optionally substituted An alkyl group, a cycloalkyl group or an aryl group. ]

Examples of specific compounds include those shown in Table 1 below.

[0019]

[Table 1- (1)]

[0020]

[Table 1- (2)]

[0021]

[Table 1- (3)]

[0022]

[Table 1- (4)]

[0023]

[Table 1- (5)]

[0024]

[Table 1- (6)]

[0025]

[Table 1- (7)]

Although most of these compounds are known,
Some are new. These compounds are synthesized by several methods, for example, the following methods. Synthesis of (1) Reaction of dipyridylamine with 2-bromopyridine [Will
iam R. McWhinnie, J. Chem. Soc. (A), 1966 , 1199] Synthesis of (7) Reaction of 2-aminomethylpyridine with 2-chloromethylpyridine hydrochloride (Zoltan Tyeklar et.
J. Am. Chem. Soc., 1993 , 115, 2677) Synthesis of (13) Reaction of 2-vinylpyridine with ammonium acetate (Chi-
See Ming Che et.al., J. Am. Chem. Soc., 1990 , 112, 2284) (15) Synthesis of bis (2-pyridyl) ketone to bis (2-pyridyl) methane followed by 2-bromo Reaction with pyridine (Allan J. C
anty et.al., Aust. J. Chem., 1986 , 39, 1063) (F.
Richard Keene et.al., Inorg. Chem., 1988 , 27,2040
Synthesis of (19) 2- (Hydroxymethyl) -2-methyl-1,3-propanediol is brominated with phosphorus tribromide, followed by Gabriel.
Synthesis (see Kitajiri et al., The Chemical Journal of Japan, 91 , 240 (1970))

The ratio between the ligand and the transition metal is 1: 4 in molar ratio.
２００200: 1, preferably 1: 1 to 50: 1. When forming a complex in the mold remover composition bath, it is preferable to add an excess molar amount to the transition metal, but adding a larger amount than necessary is not economical.

When the complex is synthesized in advance, the complex may be used in a proportion corresponding to the complex structure, or either of them may be used in an excessive amount, and after the complex is synthesized, the excess may be removed. When the ligand is used in excess, it is not always necessary to remove the ligand, and the ligand may be used as it is.

As transition metals, Mn, Fe, Cu, N
i, Co, Cr, V, Ru, Rh, Pd, Re, W, M
o, etc., but considering environmental safety, Mn, F
e and Cu are preferred. Further, these metals may be used as a mixture.

When a transition metal is directly used as a metal ion, a water-soluble metal salt is preferred. In the case of iron, iron nitrate, iron sulfate, iron chloride, iron peroxygen, iron acetylacetonate, iron citrate, iron ammonium citrate, ammonium ammonium oxalate, ammonium sulfate ammonium, etc. , Copper sulfate, copper chloride, copper acetate, copper citrate, copper cyanide, copper oxalate, ammonium copper chloride, copper tartrate, copper perchlorate and the like are preferred.

The above-mentioned water-soluble salt is often used as a transition metal source when a complex is synthesized in advance, but an appropriate transition metal such as an organic solvent-soluble salt or potassium permanganate may be used.

Even when no transition metal is added, the ligand may form a complex with the transition metal mixed in from the tap water to exert the effect. Is preferred. If the amount of the transition metal is too small, a stable effect or a sufficient effect may not be obtained.Addition of a certain amount or more not only does not increase the effect further, but also causes the transition metal to become an oxide or a hydroxide. Undesirable problems such as wasteful decomposition of peroxy compounds may newly arise.

Even if the metal complex is a complex formed by using the same transition metal and the same ligand (including a complex formed in a mold removing composition bath), its structure is one kind. However, there are many cases where two or more types are used. Although the true complex structure of the active species is not clear, the number of ligands per transition metal may be one or more,
The complex may also comprise one or more transition metals.

Accordingly, the complex may be mononuclear, dinuclear, or cluster. The transition metals constituting the polynuclear complex may be the same or different.

The ligand may be used alone, or may be used as a mixture with a different kind. However, it is necessary that at least one kind of the ligand of the present invention is used. In addition to the ligand of the present invention, water, a hydroxyl group, a phenolic hydroxyl group, an amine, a carboxylic acid group, a halogen atom, and the like may be coordinated with the transition metal. As the crosslinking species of the polynuclear complex, oxygen, sulfur,
There are halogen atoms and the like.

The valence of the transition metal in the complex is not certain.
Even if it is added as a low-valent water-soluble salt, after complex formation, it is often oxidized by air oxidation or a peroxy compound added to the mold remover composition bath to have a high valence. In the case of a binuclear complex, they may not be the same and may have a mixed valence.

The counter ion of the complex may be derived from the transition metal salt used, or may be exchanged according to the purpose. Preferred counter ions include Cl ⁻ , B
_{^{r -, I -, NO 3}} -, ClO 4 -, NCS -, PF 6 -, RS
O ₄ ⁻ , OAc ⁻ , BPh ₄ ⁻ , CF ₃ SO ₃ ⁻ , RSO ₃ ⁻ , R
SO ₄ ^- is.

The complex when synthesized in advance may be known or may be new. The complex is mainly synthesized using another ligand, for example, by the following method. The transition metal salt and the ligand are mixed in water or an organic solvent and concentrated by an evaporator to obtain a complex. (WO
9525159, JP-A-8-67687) A transition metal perchlorate and a ligand are mixed in water, hydrogen peroxide is added thereto, and the obtained precipitate is recrystallized.
(See Masatatsu Suzuki et.al., Chem. Lett. 1988 , 477.) The transition metal salt is reacted with the ligand, and once oxidized with an oxidizing agent, alkalized and oxygen-oxidized. (JP-A-7-88
The ligand and potassium permanganate are mixed in an organic solvent, and the obtained precipitate is separated by filtration. [Asada et al., The Chemical Society of Japan
Proceedings of the 70th Annual Meeting, p511 (1996)]

The content of these metal complexes is not particularly limited, but may be 0.01 to 10 in the mold remover composition bath.
00 ppm, preferably 1 to 500 ppm.

In the mold remover composition of the present invention, the pH in the bath at the time of its use is not particularly limited.
It is preferably adjusted to 7 to 12, preferably 8 to 11. As an adjusting agent for this, an alkali metal or ammonium hydroxide, carbonate, bicarbonate, or the like may be used as long as it dissolves in water and exhibits alkalinity, but it is easy to handle and pH adjustment is easy. Sodium carbonate or potassium carbonate is preferred in this respect. Particularly preferred is potassium carbonate.

The use form of the fungicide composition of the present invention is not particularly limited, but the use form differs depending on the properties of the peroxy compound. That is, when an aqueous solution of hydrogen peroxide or the like is used as the peroxy compound, an aqueous solution of hydrogen peroxide is prepared as the component (a), and a mixture of a metal complex or the like is prepared as the component (b). do it.

When a powder of sodium percarbonate or the like is used as the peroxy compound, a component in which the powder is mixed with a metal complex or the like may be prepared, and this may be mixed with water before use. In order for the transition metal, the ligand, or the complex comprising them to maintain stability in the composition, they may be granulated or microencapsulated as appropriate.

The fungicide composition of the present invention may optionally contain a surfactant, a builder, a radical scavenger, an alcohol, a thickener, a fragrance, a dye, and the like for the purpose of improving storage stability and usability. Enzymes and the like can be appropriately compounded.

[0044]

Next, the present invention will be described in more detail by way of examples, which should not be construed as limiting the present invention.

The components and symbols in each table have the following meanings, and TPDC and ligands A to C are synthetic products. Hydrogen peroxide; PC manufactured by Mitsubishi Gas Chemical Company; sodium percarbonate; TPDC manufactured by Mitsubishi Gas Chemical Company: 2- (4-methoxycarbonylbenzoyloxy) -N, N, N-trimethylethanaminium methosulfate TAED: N, N , N ′, N′-tetraacetylethylenediamine; Hoechst Corporation Ligand A: Tris (2-pyridyl) amine Ligand B: Tris [(2-pyridyl) methyl] amine Ligand C: Tris (2- Pyridyl) methane Ligand D: Tris (2-aminoethyl) amine; Reagent Metal salt X: Manganese chloride tetrahydrate; Reagent Metal salt Y: Manganese acetate dihydrate; Reagent Potassium carbonate;

The effect of removing mold and the absence of irritating odor in each example were measured as follows.

(A) Mold removing effect; black mold (Clad)
osporium cladosporioides)
Of the unglazed tile surface prepared by culturing, applying and adjusting (2.
An equivalent amount (0.5 mL) of each sample was dropped on 5 × 2.5 cm), left for 15 minutes, washed with water, and dried at 30 ° C. for 2 hours. On this tile, a food stamp (for fungus:
(Sabouraud agar) was adhered for 1 hour, the change with time (2 days) at 30 ° C. was observed, and the evaluation was made according to the following evaluation criteria.

[0048]

(B) No irritating odor; the degree of irritating odor when 200 mL of each sample was evenly sprayed from a spray container onto the entire side surface of a 5.5 m ³ sealed bathroom and kept as it was for 3 minutes Was determined based on the following evaluation criteria. The test was performed by five people.

[0050]

Example 1 2,3 in 100 ml of 1,3,5-trimethylbenzene
10.27 g of 2'-dipyridylamine (60 mmol
l), 9.48 g of 2-bromopyridine (60 mmol
l), 15 g of potassium carbonate, 8 g of copper powder, and 0.1 g of potassium iodide were added, and the mixture was refluxed at 150 to 160 ° C. for 12 hours. The reaction solution was filtered at 150 ° C. to remove inorganic salts and copper powder, and the filtrate was left at room temperature to obtain green needle-like crystals. The crystals were washed with water and diethyl ether to obtain white needle-like crystals of the target ligand tris (2-pyridyl) amine (A).

[0052]

Embedded image

EXAMPLE 2 9.84 g (60 mmol) of 2- (chloromethyl) pyridine hydrochloride and 11.96 g (60 mmol) of 2,2'-dipicolylamine were dissolved in 50 ml of deionized water.
The pH was adjusted to 8 by dropwise addition of a 5.4N aqueous sodium hydroxide solution. The operation up to this point was performed under the condition of 0 ° C. while stirring with a stirrer. When the pH reached 8, the temperature of the reaction solution was increased to 60 ° C., and the mixture was stirred for 6 hours while maintaining the temperature. At that time, the pH of the reaction solution was set to 8
In order to keep in the range of ~ 9, a 5.4 N aqueous solution of sodium hydroxide was dropped at any time. The target substance was extracted from the reaction solution using 50 × 3 ml of diethyl ether, and left in a refrigerator to precipitate yellow crystals. By recrystallizing the crystals in diethyl ether, white needle-like crystals of the objective ligand tris [(2-pyridyl) methyl] amine (B) were obtained.

[0054]

Embedded image

Example 3 3.6% potassium hydroxide-diethylene glycol solution 1
5.0 g of bis (2-pyridyl) ketone was dissolved in 00 ml. Add hydrazine monohydrate (4.0 ml), and add
And refluxed for 4 hours. After cooling, 150 ml of deionized water
Was added and extracted six times with 60 ml of benzene. The benzene layer was washed three times with 100 ml of water and dried over magnesium sulfate. After evaporating the solvent under reduced pressure, the residue (liquid) was evaporated at 110 ° C.
Distillation under reduced pressure at 0 to 5 mmHg gave a ligand precursor bis- (2-pyridyl) methane shown below.

[0056]

Embedded image

2.2 g of bis- (2-pyridyl) methane was dissolved in 25 ml of dry diethyl ether, and cooled to -60 ° C. in a 6.3% solution of 15% n-butyllithium in hexane.
The solution was added dropwise over 15 minutes. 1. Distilled 2-bromopyridine in a reaction solution maintained at a temperature of −60 ° C.
0 g was dissolved in 25 ml of dry diethyl ether and added dropwise over 90 minutes. The reaction solution was kept at -60 ° C for 30 minutes, -2
After cooling at 0 ° C. for 60 minutes and at 0 ° C. for 30 minutes, the temperature was returned to room temperature, and 60 ml of dry benzene was added. After diethyl ether was distilled off from the reaction solution by heating at 60 ° C., the mixture was refluxed for 10 hours.
The operations so far were performed in a nitrogen atmosphere. After cooling, 60 ml of deionized water was added and the benzene layer was separated. The aqueous layer was re-extracted three times with 25 ml of benzene, combined with the benzene layer and the previous benzene layer, and dried over magnesium sulfate.
After the solvent was distilled off under reduced pressure, the residue (liquid) was distilled off with 100 parts of petroleum ether.
Extracted in ml. This solution was boiled with activated carbon, filtered while hot, concentrated under reduced pressure to a total volume of about 40 ml, and after standing, the precipitated colorless crystals were collected by filtration to obtain the target ligand tris (2-pyridyl) methane shown below. (C) was obtained.

[0058]

Embedded image

Examples 4 to 7 and Comparative Examples 1 to 3 An aqueous solution of hydrogen peroxide having a concentration of 5% by weight was mixed with a peroxy compound having the composition shown in Table 2 (% by weight based on the aqueous solution), a ligand, a metal salt and the like. Then, a test was conducted on the effect of removing mold and the absence of pungent odor. Table 2 shows the results.

[0060]

[Table 2]

Examples 8 to 15 A mixture of a peroxy compound having the composition shown in Table 3 (% by weight based on the total aqueous solution), a ligand, a metal salt, and the like was mixed with water to test for a mold removing effect and no irritating odor. Was done. Table 3 shows the results.

[0062]

[Table 3]

Examples 16 to 23 A test was conducted in which a peroxy compound having the composition shown in Table 4 (% by weight based on the total aqueous solution), a ligand, a metal salt, and the like were mixed with water to remove mold and an irritating odor. Was done. Table 4 shows the results.

[0064]

[Table 4]

From the results shown in Tables 2 to 4, it can be seen that the fungicide-removing composition containing the components (A) and (B) of the present invention has no pungent odor and shows very excellent mold removing power. I understand.

[0066]

The fungicide composition of the present invention comprises (A) a peroxy compound, (B) a ligand having at least three coordinating nitrogen atoms, and a metal complex comprising a transition metal. Since it has a high mold removal ability, it is extremely useful in practical use because it has no irritating odor and has no danger of generating harmful gas at the time of use, in addition to minimizing the reproduction of mold, and has no danger of generating harmful gas when used. .

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Takayasu Kuboen 1-3-7 Honjo, Sumida-ku, Tokyo Inside Lion Corporation

Claims (1)

[Claims] 1. A mold remover composition containing at least (A) a peroxy compound and (B) a metal complex,
The metal complex has a coordinating nitrogen atom represented by the following general formula:
A fungicide composition comprising a ligand (1) having at least one and a transition metal. Embedded image [Wherein, X, n, m, R ¹ , R ² , A and B each represent the following. Embedded image n is an integer of 0 to 2; m is an integer of 0 to 2; R ¹ , R ² and R ³ are each independently a hydrogen atom, an optionally substituted alkyl group, a cycloalkyl group or an aryl group, 3] p; an integer of 0 to 4; q; an integer of 2 to 7; R ⁴ , R ⁵ , R ⁷ , R ⁸ , and R ⁹ ; each independently represents a hydrogen atom, a hydroxyl group, an optionally substituted alkyl group, An alkyl group or an aryl group, R ⁶ ; a hydrogen atom, an optionally substituted alkyl group,
If the alkoxy group substituted is a halogen atom, a cyano ^{group, -NR 10 R 11, -N +} R 10 R 11 R 12, -
N = CR ¹⁰ R ¹¹ , sulfonic acid group, carboxylic acid group, hydroxyl group, pyridyl group, pyridinium group or thienyl group, R ¹⁰ , R ¹¹ , R ¹² ; each independently being a hydrogen atom, a hydroxyl group, or optionally substituted An alkyl group, a cycloalkyl group or an aryl group. ]